JP7717212B2 - Coloring composition, film, red pixel, color filter, solid-state imaging device, image display device and kit - Google Patents

Description

The present invention relates to a coloring composition containing a pigment. The present invention also relates to a film, a red pixel, a color filter, a solid-state imaging device, and an image display device that use the coloring composition. The present invention also relates to a kit.

In recent years, the popularity of digital cameras and camera-equipped mobile phones has led to a significant increase in demand for solid-state imaging devices such as charge-coupled device (CCD) image sensors. Color filters are used as key devices in displays and optical elements. Color filters typically contain pixels of the three primary colors of red, green, and blue, and serve to separate transmitted light into the three primary colors.

The colored pixels of each color of the color filter are produced using a coloring composition containing a coloring material such as a pigment. Furthermore, the coloring composition for forming red pixels uses a diketopyrrolopyrrole pigment or the like as the red pigment. For example, Patent Document 1 describes the formation of red pixels using a coloring composition containing a red pigment such as Color Index Pigment Red 272 as the diketopyrrolopyrrole pigment.

JP 2015-168725 A

The inventors conducted extensive research into coloring compositions containing Color Index Pigment Red 272 and found that Color Index Pigment Red 272 tends to be more crystalline than other diketopyrrolopyrrole pigments, and that it is prone to aggregation due to crystallization and other factors within the film, leading to precipitation as foreign matter. In particular, when a film formed using a coloring composition containing Color Index Pigment Red 272 was left in a high-humidity environment for an extended period of time, Color Index Pigment Red 272 tended to aggregate due to crystallization and other factors within the film, leading to precipitation as foreign matter.

Therefore, an object of the present invention is to provide a coloring composition that can form a film in which the generation of foreign matter is suppressed, even when the film is left in a humid environment for a long period of time. It is also an object of the present invention to provide a film, a red pixel, a color filter, a solid-state imaging device, an image display device, and a kit that use the coloring composition.

The present inventors have conducted research and found that the above object can be achieved by using a coloring composition described below, and have thus completed the present invention.
<1> A coloring composition including a pigment including Color Index Pigment Red 272, a curable compound, and a solvent,
A coloring composition, wherein the content of the pigment in the total solid content of the coloring composition is 30 mass% or more.
<2> The coloring composition according to <1>, wherein the content of the pigment in the total solid content of the coloring composition is 50 mass% or more.
<3> The coloring composition according to <1> or <2>, wherein the content of Color Index Pigment Red 272 in the total amount of pigments is 10 mass% or more.
<4> The coloring composition according to any one of <1> to <3>, wherein the pigment further includes a red pigment other than Color Index Pigment Red 272.
<5> The coloring composition according to any one of <1> to <4>, wherein the pigment further includes a yellow pigment.
<6> The coloring composition according to any one of <1> to <5>, further comprising a pigment derivative.
<7> The coloring composition according to <6>, wherein the pigment derivative is a diketopyrrolopyrrole compound.
<8> The colored composition according to any one of <1> to <7>, in which the curable compound includes at least one selected from a resin and a polymerizable compound.
<9> The colored composition according to <8>, further comprising a photopolymerization initiator.
<10> The colored composition according to <9>, wherein the photopolymerization initiator includes at least one selected from an oxime compound and an α-aminoketone compound.
<11> The colored composition according to any one of <1> to <10>, which is a colored composition for forming red pixels of a color filter.
<12> The coloring composition according to any one of <1> to <11>, which is a coloring composition for photolithography.
<13> The colored composition according to any one of <1> to <12>, which is a colored composition for a solid-state imaging device.
<14> A film obtained using the colored composition according to any one of <1> to <13>.
<15> A red pixel obtained using the coloring composition according to any one of <1> to <13>.
<16> A color filter having the film according to <14>.
<17> A color filter having a red pixel, a blue pixel, and a green pixel according to <15>.
<18> A solid-state imaging device having the film according to <14>.
<19> An image display device having the film according to <14>.
<20> A kit including the coloring composition according to any one of <1> to <13>, a coloring composition for forming a blue pixel, and a coloring composition for forming a green pixel.

The present invention provides a coloring composition, film, red pixel, color filter, solid-state imaging device, image display device, and kit that can form a film in which the generation of foreign matter is suppressed even when the film is left in a humid environment for a long period of time.

The present invention will be described in detail below.
In this specification, the word "to" is used to mean that the numerical values before and after it are included as the lower limit and upper limit.
In the description of groups (atomic groups) in this specification, when a notation does not specify whether the group is substituted or unsubstituted, it encompasses both unsubstituted groups (atomic groups) and substituted groups (atomic groups). For example, the term "alkyl group" encompasses not only unsubstituted alkyl groups (unsubstituted alkyl groups) but also substituted alkyl groups (substituted alkyl groups).
In this specification, unless otherwise specified, the term "exposure" includes not only exposure using light but also drawing using particle beams such as electron beams and ion beams. Examples of light used for exposure include the bright line spectrum of a mercury lamp, far ultraviolet light typified by excimer lasers, extreme ultraviolet light (EUV light), X-rays, electron beams, and other actinic rays or radiation.
In this specification, "(meth)acrylate" refers to either or both of acrylate and methacrylate, "(meth)acrylic" refers to either or both of acrylic and methacrylic, and "(meth)acryloyl" refers to either or both of acryloyl and methacryloyl.
In this specification, in the structural formulae, Me represents a methyl group, Et represents an ethyl group, Bu represents a butyl group, and Ph represents a phenyl group.
In this specification, the weight average molecular weight and number average molecular weight are values measured by GPC (gel permeation chromatography) in terms of polystyrene.
In this specification, the total solid content refers to the total mass of all components of the composition excluding the solvent.
In this specification, a pigment means a compound that is poorly soluble in a solvent.
In this specification, the term "process" includes not only an independent process but also a process that cannot be clearly distinguished from other processes as long as the intended effect of the process is achieved.

<Colored composition>
The coloring composition of the present invention comprises
A coloring composition comprising a pigment including Color Index Pigment Red 272, a curable compound, and a solvent,
The coloring composition is characterized in that the content of the pigment in the total solid content of the coloring composition is 30 mass % or more.

The coloring composition of the present invention can form a film in which the generation of foreign matter is suppressed, even when the obtained film is left in a humid environment for a long period of time, despite containing C.I. (Color Index) Pigment Red 272. The reason for such an effect is presumed to be as follows.
Since C.I. Pigment Red 272 is a diketopyrrolopyrrole pigment with a relatively small molecular weight, it tends to be more crystalline than other diketopyrrolopyrrole pigments, and it is presumed that aggregation due to crystallization or the like occurs in the film, and that it tends to precipitate as foreign matter. Furthermore, it is presumed that when the film is exposed to a high humidity environment, the film softens, and the diketopyrrolopyrrole pigment in the film tends to move and form aggregates. Since C.I. Pigment Red 272 has a relatively small molecular weight, it is presumed that it moves easily in the softened film, and therefore foreign matter is presumed to precipitate in the film.
In the coloring composition of the present invention, the content of the pigment in the total solid content of the coloring composition is set to 30 mass% or more, and thereby the interaction between the pigments in the film is strengthened, and the apparent molecular weight is increased, which makes it possible to suppress the movement of the pigment in the softened film, and as a result, it is presumed that the generation of foreign matter can be suppressed even when the obtained film is left in a humid environment for a long period of time.

The C.I. Pigment Red 272 used in the coloring composition of the present invention has a higher red color value than conventional red pigments, making it possible to form a cured film with the desired spectral characteristics even in a thin film. Furthermore, because C.I. Pigment Red 272 has a higher red color value than conventional red pigments, the desired spectral characteristics can be achieved with a smaller blend amount than is required to achieve the same spectral characteristics as conventional red pigments. This allows for increased blend amounts of components other than the pigment, providing greater flexibility in formulation design.

The coloring composition of the present invention can be preferably used as a coloring composition for solid-state imaging devices. The coloring composition of the present invention can also be preferably used as a coloring composition for color filters. Specifically, it can be preferably used as a coloring composition for forming pixels in color filters, and more preferably as a coloring composition for forming red pixels in color filters. The coloring composition of the present invention can also be preferably used as a coloring composition for forming pixels in color filters used in solid-state imaging devices. The coloring composition of the present invention can be used as either a coloring composition for photolithography or a coloring composition for dry etching, but is preferably used as a coloring composition for photolithography because the process for pixel formation is simple and the process load is small. When used as a coloring composition for photolithography, the coloring composition of the present invention preferably contains a resin and a polymerizable compound (preferably a polymerizable monomer) as a curable compound. It is also preferable that the coloring composition further contains a photopolymerization initiator. The coloring composition of the present invention can also be used as a coloring composition for forming infrared transmission filters.

The following describes each component used in the coloring composition of the present invention.

<<Colorants>>
The coloring composition of the present invention contains a colorant. The colorant used is one containing a pigment. The content of the pigment in the colorant is preferably 30% by mass or more, more preferably 50% by mass or more, even more preferably 60% by mass or more, and particularly preferably 80% by mass or more. The colorant may consist solely of the pigment.

In the coloring composition of the present invention, the pigment used contains C.I. Pigment Red 272. C.I. Pigment Red 272 is a red pigment.

The content of C.I. Pigment Red 272 in the total amount of pigments contained in the coloring composition is preferably 10% by mass or more, more preferably 15% by mass or more, and even more preferably 20% by mass or more. The upper limit can be set to 100% by mass or less, 95% by mass or less, 85% by mass or less, 75% by mass or less, or 50% by mass or less.
Furthermore, the content of C.I. Pigment Red 272 in the total amount of red pigment is preferably 25 to 100% by mass, more preferably 30 to 100% by mass, and even more preferably 40 to 100% by mass. The upper limit of the content of C.I. Pigment Red 272 can be set to 90% by mass or less, or can be set to 80% by mass or less.

The pigment used in the coloring composition of the present invention may further contain a red pigment other than C.I. Pigment Red 272. According to this embodiment, even when a film obtained using the coloring composition is left in a humid environment for a long period of time, the generation of foreign matter can be more effectively suppressed.
Furthermore, the red pigment contained in the pigment used in the coloring composition of the present invention may be composed substantially only of C.I. Pigment Red 272. According to this embodiment, a red pixel with higher color separation performance can be produced. When the red pigment is composed substantially only of C.I. Pigment Red 272, the content of C.I. Pigment Red 272 in the red pigment is 99% by mass or more, preferably 99.9% by mass or more, and more preferably 100% by mass.
Examples of red pigments other than C.I. Pigment Red 272 include diketopyrrolopyrrole pigments, anthraquinone pigments, azo pigments, naphthol pigments, azomethine pigments, xanthene pigments, quinacridone pigments, perylene pigments, and thioindigo pigments, and diketopyrrolopyrrole pigments, anthraquinone pigments, and azo pigments are preferred, and diketopyrrolopyrrole pigments are more preferred. Specific examples of other red pigments include the compounds described in the examples below, C.I. Pigment Red 1, 2, 3, 4, 5, 6, 7, 9, 10, 14, 17, 22, 23, 31, 38, 41, 48:1, 48:2, 48:3, 48:4, 49, 49:1, 49:2, 52:1, 52:2, 53:1, 57:1, 60:1, 63:1, 66, 67, 81:1, 81:2, 81:3, 81:4, 83, 88, 90, 105, 112, 119, 122, 123, 144, 146, 14 9, 150, 155, 166, 168, 169, 170, 171, 172, 175, 176, 177, 178, 179, 184, 185, 187, 188, 190, 200, 202, 206, 207, 208, 209, 210, 216, 220, 224, 226, 242, 246, 254, 255, 264, 269, 270, 279, 291, 294, 295, 296, 297, etc. As other red pigments, perylene pigments described in JP-A-2020-083982, perylene pigments described in JP-A-2020-164814, xanthene pigments described in JP-A-2018-035345, xanthene pigments described in JP-A-2017-114957, etc. can also be used. As other red pigments, Lumogen F Orange 240 (manufactured by BASF, perylene pigment) can also be used. As other red pigments, C.I. Pigment Red 81:4, 177, 179, 254, 264, 269, 291, 296, 297 are preferred, C.I. Pigment Red 177, 254, 264, 269, 291, 296, 297 are more preferred, C.I. Pigment Red 254 is more preferred.

The pigment used in the coloring composition of the present invention preferably further contains a yellow pigment. This embodiment makes it easier to form a film with spectral characteristics suitable for red pixels. Furthermore, the storage stability of the coloring composition can also be improved.

Examples of yellow pigments include quinophthalone pigments, isoindoline pigments, azo pigments, azomethine pigments, benzimidazolone pigments, pteridine pigments, and quinoxaline pigments. Quinophthalone pigments, isoindoline pigments, azo pigments, azomethine pigments, and pteridine pigments are preferred, with isoindoline pigments and azo pigments being more preferred. Isoindoline pigments are particularly preferred because they tend to form films with spectral characteristics more suited to red.

Specific examples of yellow pigments include C.I. Pigment Yellow 1, 2, 3, 4, 5, 6, 10, 11, 12, 13, 14, 15, 16, 17, 18, 20, 24, 31, 32, 34, 35, 35:1, 36, 36:1, 37, 37:1, 40, 42, 43, 53, 55, 60, 61, 62, 63, 65, 73, 74, 77, 81, 83, 86, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 115, 116, 117, 118, 119, 120, 123, 125, 126, 127, 128, 129, 137, 1 Examples include 38, 139, 147, 148, 150, 151, 152, 153, 154, 155, 156, 161, 162, 164, 166, 167, 168, 169, 170, 171, 172, 173, 174, 175, 176, 177, 179, 180, 181, 182, 185, 187, 188, 193, 194, 199, 213, 214, 215, 228, 231, 232 (methine-based), 233 (quinoline-based), 234 (aminoketone-based), 235 (aminoketone-based), and 236 (aminoketone-based) (all yellow pigments).

Further, as a yellow pigment, compounds described in JP-A-2017-201003, compounds described in JP-A-2017-197719, compounds described in JP-A-2017-171912, paragraphs 0011 to 0062 and 0137 to 0276, compounds described in JP-A-2017-171913, paragraphs 0010 to 0062 and 0138 to 0295, compounds described in JP-A-2017-171 compounds described in paragraphs 0011 to 0062 and 0139 to 0190 of JP-A No. 914; compounds described in paragraphs 0010 to 0065 and 0142 to 0222 of JP-A No. 2017-171915; quinophthalone compounds described in paragraphs 0011 to 0034 of JP-A No. 2013-054339; quinophthalone compounds described in paragraphs 0013 to 0058 of JP-A No. 2014-026228; Quinophthalone compounds, isoindoline compounds described in JP 2018-062644 A, quinophthalone compounds described in JP 218-203798 A, quinophthalone compounds described in JP 2018-062578 A, quinophthalone compounds described in Japanese Patent No. 6432077 A, quinophthalone compounds described in Japanese Patent No. 6432076 A, quinophthalone compounds described in Japanese Patent No. 2018-15588 A Quinophthalone compounds described in JP-A-111757, JP-A-2018-040835, JP-A-2017-197640, JP-A-2016-145282, JP-A-2014-085565 compounds described in JP-A-2014-021139, quinophthalone compounds described in JP-A-2013-209614, quinophthalone compounds described in JP-A-2013-209435, quinophthalone compounds described in JP-A-2013-181015, quinophthalone compounds described in JP-A-2013-061622, JP-A-2013-05433 Quinophthalone compounds described in JP-A-2008-074987, JP-A-2008-081565, JP-A-2008-074986, JP-A-2008-074986, JP-A-2008-074987, JP-A-2008-074986, JP-A-2008-074986, Compounds, quinophthalone compounds described in JP 2008-074985 A, quinophthalone compounds described in JP 2008-050420 A, quinophthalone compounds described in JP 2008-031281 A, quinophthalone compounds described in JP 48-032765 B, quinophthalone compounds described in JP 2019-008014 A, compounds represented by the formula (QP1), compounds represented by the formula (QP2), compounds described in Korean Patent Publication No. 10-2014-0034963, compounds described in JP 2017-095706 A, compounds described in Taiwan Patent Application Publication No. 201920495 A, compounds described in Japanese Patent No. 6607427 A, isoindoline compounds described in JP 2020-023652 A can also be used. Furthermore, polymerized versions of these compounds are also preferably used from the viewpoint of improving color value.

In formula (QP1), X ¹ to X ¹⁶ each independently represent a hydrogen atom or a halogen atom, and Z ¹ represents an alkylene group having 1 to 3 carbon atoms. Specific examples of the compound represented by formula (QP1) include the compounds described in paragraph 0016 of Japanese Patent No. 6,443,711.

In formula (QP2), Y ¹ to Y ³ each independently represent a halogen atom. n and m represent integers of 0 to 6, and p represents an integer of 0 to 5. (n+m) is 1 or greater. Specific examples of the compound represented by formula (QP2) include the compounds described in paragraphs 0047 to 0048 of Japanese Patent No. 6,432,077.

The yellow pigment is preferably at least one selected from C.I. Pigment Yellow 129, C.I. Pigment Yellow 138, C.I. Pigment Yellow 139, C.I. Pigment Yellow 150, C.I. Pigment Yellow 185, C.I. Pigment Yellow 215, C.I. Pigment Yellow 231, and C.I. Pigment Yellow 233, more preferably C.I. Pigment Yellow 139, 185, 231, or 233, and even more preferably C.I. Pigment Yellow 139, because this allows the production of red pixels with higher color separation performance.

The pigments contained in the coloring composition of the present invention can also include chromatic pigments such as orange pigments, green pigments, purple pigments, blue pigments, and cyan pigments. Specific examples of these include the following:

C.I. Pigment Orange 2, 5, 13, 16, 17:1, 31, 34, 36, 38, 43, 46, 48, 49, 51, 52, 55, 59, 60, 61, 62, 64, 71, 73, etc. (orange pigments),
C.I. Pigment Green 7, 10, 36, 37, 58, 59, 62, 63, 64 (phthalocyanine type), 65 (phthalocyanine type), 66 (phthalocyanine type) and the like (all green pigments),
C.I. Pigment Violet 1, 19, 23, 27, 32, 37, 42, 60 (triarylmethane type), 61 (xanthene type) and the like (all purple pigments),
C.I. Pigment Blue 1, 2, 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 22, 29, 60, 64, 66, 79, 80, 87 (monoazo type), 88 (methine type), etc. (all blue pigments).

Also usable as a green pigment is a halogenated zinc phthalocyanine pigment having an average of 10 to 14 halogen atoms, an average of 8 to 12 bromine atoms, and an average of 2 to 5 chlorine atoms per molecule. Specific examples include the compounds described in WO 2015/118720. Other green pigments that can be used include the compounds described in Chinese Patent Application No. 106909027, the phthalocyanine compounds having a phosphate ester as a ligand described in WO 2012/102395, the phthalocyanine compounds described in JP 2019-008014 A, the phthalocyanine compounds described in JP 2018-180023 A, and the compounds described in JP 2019-038958 A.

Also, an aluminum phthalocyanine compound containing a phosphorus atom can be used as the blue pigment. Specific examples include the compounds described in paragraphs 0022 to 0030 of JP-A No. 2012-247591 and paragraph 0047 of JP-A No. 2011-157478.

In addition, the triarylmethane compounds described in JP 2019-152852 A can also be used as green, blue, or cyan pigments.

Further, a near-infrared absorbing pigment can also be used as the pigment. The near-infrared absorbing pigment is preferably an organic pigment. Furthermore, the near-infrared absorbing pigment preferably has a maximum absorption wavelength in the wavelength range of more than 700 nm to 1400 nm or less. Furthermore, the maximum absorption wavelength of the near-infrared absorbing pigment is preferably 1200 nm or less, more preferably 1000 nm or less, and even more preferably 950 nm or less. Furthermore, the near-infrared absorbing pigment preferably has an _A550 / _Amax ratio, which is the ratio of the absorbance A550 at a wavelength of ₅₅₀ nm to the absorbance _Amax at the maximum absorption wavelength, of 0.1 or less, more preferably 0.05 or less, even more preferably 0.03 or less, and particularly preferably 0.02 or less. There is no particular limitation on the lower limit, but it can be, for example, 0.0001 or more, or even 0.0005 or more.

Near-infrared absorbing pigments are not particularly limited, but include pyrrolopyrrole compounds, rylene compounds, oxonol compounds, squarylium compounds, cyanine compounds, croconium compounds, phthalocyanine compounds, naphthalocyanine compounds, pyrylium compounds, azulenium compounds, indigo compounds, and pyrromethene compounds. At least one compound selected from pyrrolopyrrole compounds, squarylium compounds, cyanine compounds, phthalocyanine compounds, and naphthalocyanine compounds is preferred, with pyrrolopyrrole compounds or squarylium compounds being more preferred, and pyrrolopyrrole compounds being particularly preferred. Specific examples of near-infrared absorbing pigments include the compounds described in the Examples below.

Dyes can also be used as colorants. There are no particular restrictions on the dyes, and known dyes can be used. Examples of dyes include chromatic dyes and infrared-absorbing dyes. Examples of chromatic dyes include red dyes, orange dyes, green dyes, purple dyes, blue dyes, and cyan dyes. Examples of near-infrared-absorbing dyes include dyes that have a maximum absorption wavelength in the wavelength range of more than 700 nm and less than or equal to 1400 nm.

Chromatic dyes include pyrazole azo compounds, anilino azo compounds, triarylmethane compounds, anthraquinone compounds, anthrapyridone compounds, benzylidene compounds, oxonol compounds, pyrazolotriazole azo compounds, pyridone azo compounds, cyanine compounds, phenothiazine compounds, pyrrolopyrazole azomethine compounds, xanthene compounds, phthalocyanine compounds, benzopyran compounds, indigo compounds, and pyrromethene compounds. Further, thiazole compounds described in JP 2012-158649 A, azo compounds described in JP 2011-184493 A, azo compounds described in JP 2011-145540 A, xanthene compounds described in JP 2020-117638 A, perylene dyes described in JP 2020-079397 A, xanthene dyes described in JP 2020-084169 A, xanthene dyes described in JP 2019-053303 A, tetraazaporphyrin dyes described in JP 2019-116544 A, squarylium dyes described in JP 2020-021063 A, squarylium dyes described in JP 2020-128494 A, squarylium dyes described in JP 2020-183509 A, and the like can also be used.

Near-infrared absorbing dyes include pyrrolopyrrole compounds, rylene compounds, oxonol compounds, squarylium compounds, cyanine compounds, croconium compounds, phthalocyanine compounds, naphthalocyanine compounds, pyrylium compounds, azulenium compounds, indigo compounds, and pyrromethene compounds.

A dye multimer can also be used as the dye. A dye multimer has two or more dye structures in one molecule, and preferably has three or more dye structures. There is no particular upper limit, but it can be 100 or less. The multiple dye structures in one molecule may be the same dye structure or different dye structures. The weight-average molecular weight (Mw) of the dye multimer is preferably 2,000 to 50,000. The lower limit is more preferably 3,000 or more, and even more preferably 6,000 or more. The upper limit is more preferably 30,000 or less, and even more preferably 20,000 or less. The dye multimer may also be a compound described in JP 2011-213925 A, JP 2013-041097 A, JP 2015-028144 A, JP 2015-030742 A, JP 2016-102191 A, WO 2016/031442 A, or the like, or a triarylmethane dye polymer described in Korean Patent Publication No. 10-2020-0028160, or a triarylmethane dye polymer described in JP 2019-139240, or the like.

When the coloring composition of the present invention is used as a coloring composition for forming red pixels in a color filter, the content of the red colorant in the coloring material contained in the coloring composition is preferably 30% by mass or more, and more preferably 50% by mass or more. Examples of red colorants include red pigments and red dyes. When the coloring composition of the present invention is used as a coloring composition for forming red pixels in a color filter, the coloring composition preferably further contains a yellow colorant. Examples of yellow colorants include yellow pigments and yellow dyes. The content of the yellow colorant is preferably 1 to 100 parts by mass, and more preferably 30 to 70 parts by mass, per 100 parts by mass of the red colorant. The total content of the red and yellow colorants in the coloring material contained in the coloring composition is preferably 70% by mass or more, and more preferably 90% by mass or more.

When the coloring composition of the present invention is used for forming an infrared transmission filter, it is preferable that two or more chromatic colorants are used to form a black color by combining two or more chromatic colorants. Examples of the chromatic colorants include chromatic pigments and chromatic color dyes. When a black color is formed by combining two or more chromatic colorants, examples of the combination of chromatic colorants include the following:
(1) An embodiment containing a yellow coloring material, a blue coloring material, a purple coloring material, and a red coloring material.
(2) An embodiment containing a yellow coloring material, a cyan coloring material, a purple coloring material, and a red coloring material.
(3) An embodiment containing a yellow coloring material, a blue coloring material, and a red coloring material.
(4) An embodiment containing a yellow coloring material, a purple coloring material, and a red coloring material.
(5) An embodiment containing a green coloring material, a blue coloring material, a purple coloring material, and a red coloring material.
(6) An embodiment containing a green coloring material, a purple coloring material, and a red coloring material.
(7) An embodiment containing a green coloring material and a red coloring material.

When the coloring composition of the present invention is used to form an infrared transmission filter, it may further contain a near-infrared absorbing colorant such as a near-infrared absorbing pigment or a near-infrared absorbing dye.

The content of the colorant in the total solid content of the coloring composition is 30% by mass or more, preferably 40% by mass or more, more preferably 50% by mass or more, even more preferably 55% by mass or more, and still more preferably 60% by mass or more. The upper limit of the content of the colorant in the total solid content of the coloring composition is preferably 95% by mass or less, more preferably 90% by mass or less.
The content of the pigment in the total solid content of the coloring composition is 30% by mass or more, preferably 40% by mass or more, more preferably 50% by mass or more, even more preferably 55% by mass or more, and still more preferably 60% by mass or more. The upper limit of the content of the pigment in the total solid content of the coloring composition is preferably 95% by mass or less, more preferably 90% by mass or less.

The content of C.I. Pigment Red 272 in the total solid content of the coloring composition is preferably 10% by mass or more, more preferably 15% by mass or more, even more preferably 20% by mass or more, even more preferably 25% by mass or more, and particularly preferably 30% by mass or more. Furthermore, the upper limit of the content of C.I. Pigment Red 272 in the total solid content of the coloring composition is preferably 95% by mass or less, and more preferably 90% by mass or less.

When the pigment contained in the coloring composition includes a yellow pigment, the content of the yellow pigment is preferably 10 to 300 parts by mass, more preferably 20 to 200 parts by mass, and even more preferably 30 to 100 parts by mass, per 100 parts by mass of C.I. Pigment Red 272.

When the pigment contained in the coloring composition includes a red pigment other than C.I. Pigment Red 272 (hereinafter also referred to as "other red pigment"), the content of the other red pigment is preferably 10 to 400 parts by mass per 100 parts by mass of C.I. Pigment Red 272. The lower limit is preferably 20 parts by mass or more, more preferably 30 parts by mass or more, and even more preferably 50 parts by mass or more. The upper limit is preferably 300 parts by mass or less, more preferably 250 parts by mass or less, and even more preferably 200 parts by mass or less.

When the pigment contained in the coloring composition includes C.I. Pigment Red 254 as another red pigment, the content of C.I. Pigment Red 254 is preferably 10 to 400 parts by mass per 100 parts by mass of C.I. Pigment Red 272. The lower limit is preferably 20 parts by mass or more, more preferably 30 parts by mass or more, and even more preferably 50 parts by mass or more. The upper limit is preferably 300 parts by mass or less, more preferably 250 parts by mass or less, and even more preferably 200 parts by mass or less.

<<Curable compound>>
The coloring composition of the present invention contains a curable compound. Examples of the curable compound include polymerizable compounds and resins. The resin may be a non-polymerizable resin (a resin without a polymerizable group) or a polymerizable resin (a resin with a polymerizable group). Examples of the polymerizable group include an ethylenically unsaturated bond-containing group, a cyclic ether group, a methylol group, and an alkoxymethyl group. Examples of the ethylenically unsaturated bond-containing group include a vinyl group, a vinylphenyl group, a (meth)allyl group, a (meth)acryloyl group, a (meth)acryloyloxy group, and a (meth)acryloylamide group. Preferred are a (meth)allyl group, a (meth)acryloyl group, and a (meth)acryloyloxy group, and more preferred are a (meth)acryloyloxy group. Examples of the cyclic ether group include an epoxy group and an oxetanyl group. Preferred is an epoxy group. The polymerizable compound is preferably a polymerizable monomer.

In the present invention, it is preferable to use a curable compound that contains at least a resin. Furthermore, when the coloring composition is used as a coloring composition for photolithography, it is preferable to use a resin and a polymerizable monomer (a monomer-type polymerizable compound) as the curable compound, and it is more preferable to use a resin and a polymerizable monomer (a monomer-type polymerizable compound) having an ethylenically unsaturated bond-containing group.

(Polymerizable compound)
Examples of the polymerizable compound include a compound having an ethylenically unsaturated bond-containing group, a compound having a cyclic ether group, a compound having a methylol group, and a compound having an alkoxymethyl group. The compound having an ethylenically unsaturated bond-containing group can be preferably used as a radical polymerizable compound. Furthermore, the compound having a cyclic ether group, a compound having a methylol group, and a compound having an alkoxymethyl group can be preferably used as a cationically polymerizable compound.

The molecular weight of a monomer-type polymerizable compound (polymerizable monomer) is preferably less than 2,000, and more preferably 1,500 or less. The lower limit of the molecular weight of the polymerizable monomer is preferably 100 or more, and more preferably 200 or more. The weight-average molecular weight (Mw) of a resin-type polymerizable compound is preferably 2,000 to 2,000,000. The upper limit of the weight-average molecular weight is preferably 1,000,000 or less, and more preferably 500,000 or less. The lower limit of the weight-average molecular weight is preferably 3,000 or more, and more preferably 5,000 or more.

The compound having an ethylenically unsaturated bond-containing group as a polymerizable monomer is preferably a 3- to 15-functional (meth)acrylate compound, and more preferably a 3- to 6-functional (meth)acrylate compound. Specific examples include the compounds described in paragraphs [0095] to [0108] of JP 2009-288705 A, paragraph [0227] of JP 2013-029760 A, paragraph [0254] to [0257] of JP 2008-292970 A, paragraphs [0034] to [0038] of JP 2013-253224 A, paragraph [0477] of JP 2012-208494 A, JP 2017-048367 A, Japanese Patent No. 6057891 A, Japanese Patent No. 6031807 A, and Japanese Patent No. 2017-194662 A, the contents of which are incorporated herein by reference.

Examples of compounds having an ethylenically unsaturated bond-containing group include dipentaerythritol tri(meth)acrylate (commercially available as KAYARAD D-330; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol tetra(meth)acrylate (commercially available as KAYARAD D-320; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol penta(meth)acrylate (commercially available as KAYARAD D-310; manufactured by Nippon Kayaku Co., Ltd.), and dipentaerythritol hexa(meth)acrylate (commercially available as KAYARAD D-310; manufactured by Nippon Kayaku Co., Ltd.). DPHA; manufactured by Nippon Kayaku Co., Ltd., NK Ester A-DPH-12E; manufactured by Shin-Nakamura Chemical Co., Ltd.), and compounds in which the (meth)acryloyl group of these compounds is bonded via an ethylene glycol and/or propylene glycol residue (for example, SR454 and SR499, commercially available from Sartomer Corporation). Additionally, examples of compounds having an ethylenically unsaturated bond-containing group that can be used include diglycerin EO (ethylene oxide)-modified (meth)acrylate (commercially available as M-460; manufactured by Toagosei), pentaerythritol tetraacrylate (NK Ester A-TMMT, manufactured by Shin-Nakamura Chemical Co., Ltd.), 1,6-hexanediol diacrylate (KAYARAD HDDA, manufactured by Nippon Kayaku Co., Ltd.), RP-1040 (manufactured by Nippon Kayaku Co., Ltd.), Aronix TO-2349 (manufactured by Toagosei Co., Ltd.), NK Oligo UA-7200 (manufactured by Shin-Nakamura Chemical Co., Ltd.), 8UH-1006, 8UH-1012 (manufactured by Taisei Fine Chemical Co., Ltd.), and Light Acrylate POB-A0 (manufactured by Kyoeisha Chemical Co., Ltd.).

In addition, it is also preferable to use trifunctional (meth)acrylate compounds such as trimethylolpropane tri(meth)acrylate, trimethylolpropane propylene oxide-modified tri(meth)acrylate, trimethylolpropane ethylene oxide-modified tri(meth)acrylate, isocyanuric acid ethylene oxide-modified tri(meth)acrylate, and pentaerythritol tri(meth)acrylate as compounds having an ethylenically unsaturated bond-containing group. Commercially available trifunctional (meth)acrylate compounds include Aronix M-309, M-310, M-321, M-350, M-360, M-313, M-315, M-306, M-305, M-303, M-452, and M-450 (manufactured by Toagosei Co., Ltd.), NK Ester A9300, A-GLY-9E, A-GLY-20E, A-TMM-3, A-TMM-3L, A-TMM-3LM-N, A-TMPT, and TMPT (manufactured by Shin-Nakamura Chemical Co., Ltd.), and KAYARAD GPO-303, TMPTA, THE-330, TPA-330, and PET-30 (manufactured by Nippon Kayaku Co., Ltd.).

The compound having an ethylenically unsaturated bond-containing group may further have an acid group such as a carboxyl group, a sulfo group, or a phosphate group. Commercially available products of such compounds include Aronix M-305, M-510, M-520, and Aronix TO-2349 (manufactured by Toagosei Co., Ltd.).

Compounds having a caprolactone structure can also be used as compounds having an ethylenically unsaturated bond-containing group. For information on compounds having a caprolactone structure, please refer to paragraphs 0042 to 0045 of JP 2013-253224 A, the contents of which are incorporated herein by reference. Examples of compounds having a caprolactone structure include DPCA-20, DPCA-30, DPCA-60, and DPCA-120, which are commercially available from Nippon Kayaku Co., Ltd. as the KAYARAD DPCA series.

The compound having an ethylenically unsaturated bond-containing group can also be a compound having an ethylenically unsaturated bond-containing group and an alkyleneoxy group. Such compounds are preferably compounds having an ethylenically unsaturated bond-containing group and an ethyleneoxy group and/or a propyleneoxy group, more preferably compounds having an ethylenically unsaturated bond-containing group and an ethyleneoxy group, and even more preferably tri- to hexa-functional (meth)acrylate compounds having 4 to 20 ethyleneoxy groups. Commercially available products include, for example, SR-494, a tetrafunctional (meth)acrylate having four ethyleneoxy groups manufactured by Sartomer Corporation, and KAYARAD TPA-330, a trifunctional (meth)acrylate having three isobutyleneoxy groups manufactured by Nippon Kayaku Co., Ltd.

A polymerizable compound having a fluorene skeleton can also be used as a compound having an ethylenically unsaturated bond-containing group. Commercially available products include OGSOL EA-0200 and EA-0300 (manufactured by Osaka Gas Chemicals Co., Ltd., (meth)acrylate monomers having a fluorene skeleton).

It is also preferable to use a compound having an ethylenically unsaturated bond-containing group that is substantially free of environmentally restricted substances such as toluene. Commercially available products of such compounds include KAYARAD DPHA LT and KAYARAD DPEA-12 LT (manufactured by Nippon Kayaku Co., Ltd.).

Preferred compounds having an ethylenically unsaturated bond-containing group include UA-7200 (manufactured by Shin-Nakamura Chemical Co., Ltd.), DPHA-40H (manufactured by Nippon Kayaku Co., Ltd.), UA-306H, UA-306T, UA-306I, AH-600, T-600, AI-600, LINC-202UA (manufactured by Kyoeisha Chemical Co., Ltd.), 8UH-1006, 8UH-1012 (all manufactured by Taisei Fine Chemical Co., Ltd.), and Light Acrylate POB-A0 (manufactured by Kyoeisha Chemical Co., Ltd.).

Examples of compounds having a cyclic ether group include compounds having an epoxy group and compounds having an oxetanyl group, with compounds having an epoxy group being preferred. Examples of compounds having an epoxy group include compounds having 1 to 100 epoxy groups per molecule. The upper limit of the number of epoxy groups can be, for example, 10 or less, or 5 or less. The lower limit of the number of epoxy groups is preferably 2 or more. Examples of compounds having an epoxy group include the compounds described in JP 2013-011869, paragraphs 0034 to 0036; JP 2014-043556, paragraphs 0147 to 0156; and JP 2014-089408, paragraphs 0085 to 0092; and JP 2017-179172, the contents of which are incorporated herein by reference.

The compound having an epoxy group may be a low molecular weight compound (e.g., a molecular weight of less than 1,000) or a high molecular weight compound (macromolecule) (e.g., a molecular weight of 1,000 or more; in the case of a polymer, a weight average molecular weight of 1,000 or more). The weight average molecular weight of the compound having an epoxy group is preferably 200 to 100,000, more preferably 500 to 50,000. The upper limit of the weight average molecular weight is preferably 10,000 or less, more preferably 5,000 or less, and even more preferably 3,000 or less.

Commercially available compounds containing cyclic ether groups include, for example, EHPE3150 (manufactured by Daicel Corporation), EPICLON N-695 (manufactured by DIC Corporation), Marproof G-0150M, G-0105SA, G-0130SP, G-0250SP, G-1005S, G-1005SA, G-1010S, G-2050M, G-01100, and G-01758 (all manufactured by NOF Corporation, epoxy group-containing polymers).

Compounds containing a methylol group (hereinafter also referred to as methylol compounds) include compounds in which a methylol group is bonded to a nitrogen atom or a carbon atom forming an aromatic ring. Compounds containing an alkoxymethyl group (hereinafter also referred to as alkoxymethyl compounds) include compounds in which an alkoxymethyl group is bonded to a nitrogen atom or a carbon atom forming an aromatic ring. Preferred compounds in which an alkoxymethyl group or a methylol group is bonded to a nitrogen atom include alkoxymethylated melamine, methylolated melamine, alkoxymethylated benzoguanamine, methylolated benzoguanamine, alkoxymethylated glycoluril, methylolated glycoluril, alkoxymethylated urea, and methylolated urea. Compounds described in paragraphs [0134] to [0147] of JP 2004-295116 A and paragraphs [0095] to [0126] of JP 2014-089408 A can also be used.

(resin)
The coloring composition of the present invention can use a resin as the curable compound. It is preferable to use a curable compound that contains at least a resin. Resins are blended, for example, for dispersing pigments and the like in a resin composition or for use as a binder. Resins used primarily to disperse pigments and the like in a resin composition are also called dispersants. However, these uses of resins are merely examples, and resins can also be used for purposes other than these uses. Resins having a polymerizable group also fall under the category of polymerizable compounds.

The weight average molecular weight (Mw) of the resin is preferably 3,000 to 2,000,000. The upper limit is preferably 1,000,000 or less, and more preferably 500,000 or less. The lower limit is preferably 4,000 or more, and more preferably 5,000 or more.

Examples of resins include (meth)acrylic resins, epoxy resins, ene-thiol resins, polycarbonate resins, polyether resins, polyarylate resins, polysulfone resins, polyethersulfone resins, polyphenylene resins, polyarylene ether phosphine oxide resins, polyimide resins, polyamide-imide resins, polyolefin resins, cyclic olefin resins, polyester resins, and styrene resins. These resins may be used alone or in combination of two or more. Further, as the resin, a resin described in an example of WO 2016/088645, a resin described in JP 2017-057265 A, a resin described in JP 2017-032685 A, a resin described in JP 2017-075248 A, a resin described in JP 2017-066240 A, a resin described in JP 2017-167513 A, a resin described in JP 2017-173787 A, a resin described in paragraphs 0041 to 0060 of JP 2017-206689 A, a resin described in paragraphs 0022 to 0071 of JP 2018-010856 A, Resins described in JP 2016-222891 A, blocked polyisocyanate resins described in JP 2020-122052 A, resins described in JP 2020-111656 A, resins described in JP 2020-139021 A, resins containing a structural unit having a ring structure in the main chain and a structural unit having a biphenyl group in the side chain described in JP 2017-138503 A, resins described in JP 2020-164814 A, resins described in JP 2019-168686 A, and resins described in JP 2020-084169 A can also be used.

It is preferable to use a resin having an acid group as the resin. Examples of acid groups include a carboxyl group, a phosphate group, a sulfo group, and a phenolic hydroxy group. These acid groups may be of one type or two or more types. The resin having an acid group can also be used as a dispersant. When the coloring composition of the present invention contains a resin having an acid group, a desired pattern can be formed by alkaline development. The acid value of the resin having an acid group is preferably 30 to 500 mgKOH/g. The lower limit is preferably 50 mgKOH/g or more, and more preferably 70 mgKOH/g or more. The upper limit is preferably 400 mgKOH/g or less, more preferably 200 mgKOH/g or less, even more preferably 150 mgKOH/g or less, and most preferably 120 mgKOH/g or less.

The coloring composition of the present invention also preferably contains a resin having a basic group. The resin having a basic group is preferably a resin containing a repeating unit having a basic group in a side chain, more preferably a copolymer having a repeating unit having a basic group in a side chain and a repeating unit not containing a basic group, and even more preferably a block copolymer having a repeating unit having a basic group in a side chain and a repeating unit not containing a basic group. The resin having a basic group can also be used as a dispersant. The amine value of the resin having a basic group is preferably 5 to 300 mgKOH/g. The lower limit is preferably 10 mgKOH/g or more, more preferably 20 mgKOH/g or more. The upper limit is preferably 200 mgKOH/g or less, more preferably 100 mgKOH/g or less. Examples of the basic group contained in the resin having a basic group include a group represented by formula (a-1) and a group represented by formula (a-2).

In formula (a-1), R ^a1 and R ^a2 each independently represent a hydrogen atom, an alkyl group, or an aryl group, and R ^a1 and R ^a2 may be bonded to form a ring;
In formula (a-2), R ^a11 represents a hydrogen atom, a hydroxy group, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an acyl group, or an oxy radical, and R ^a12 to R ^a19 each independently represent a hydrogen atom, an alkyl group, or an aryl group.

The number of carbon atoms in the alkyl group represented by R ^a1 , R ^a2 , and R ^a11 to R ^a19 is preferably 1 to 30, more preferably 1 to 15, still more preferably 1 to 8, and particularly preferably 1 to 5. The alkyl group may be linear, branched, or cyclic, preferably linear or branched, and more preferably linear. The alkyl group may have a substituent.

The number of carbon atoms in the aryl group represented by R ^a1 , R ^a2 , and R ^a11 to R ^a19 is preferably 6 to 30, more preferably 6 to 20, and even more preferably 6 to 12. The aryl group may have a substituent.

The number of carbon atoms in the alkoxy group represented by R ^a11 is preferably 1 to 30, more preferably 1 to 15, still more preferably 1 to 8, and particularly preferably 1 to 5. The alkoxy group may have a substituent.

The number of carbon atoms in the aryloxy group represented by R ^a11 is preferably 6 to 30, more preferably 6 to 20, and even more preferably 6 to 12. The aryloxy group may have a substituent.

The number of carbon atoms in the acyl group represented by R ^a11 is preferably 2 to 30, more preferably 2 to 20, and even more preferably 2 to 12. The acyl group may have a substituent.

Commercially available resins with basic groups include DISPERBYK-161, 162, 163, 164, 166, 167, 168, 174, 182, 183, 184, 185, 2000, 2001, 2050, 2150, 2163, 2164, BYK-LPN6919 (all manufactured by BYK Chemie), SOLSPERSE 11200, 13240, 13650, 13940, 24000, 26000, 28000, 32000, 32500, 32550, 32600, 33000, 34750, 35100, 35200, 37500, 38500, 39000, 53095, 56000, 7100 (all manufactured by The Lubrizol Group, Japan), Efka PX 4300, 4330, 4046, 4060, 4080 (all manufactured by BASF), and the like. Additionally, the resin having a basic group may be the block copolymer (B) described in paragraphs [0063] to [0112] of JP 2014-219665 A or the block copolymer A1 described in paragraphs [0046] to [0076] of JP 2018-156021 A, the contents of which are incorporated herein by reference.

The coloring composition of the present invention also preferably contains both a resin having an acid group and a resin having a basic group. This embodiment further improves the storage stability of the coloring composition. When a resin having an acid group and a resin having a basic group are used in combination, the content of the resin having a basic group is preferably 20 to 500 parts by mass, more preferably 30 to 300 parts by mass, and even more preferably 50 to 200 parts by mass per 100 parts by mass of the resin having an acid group.

The resin preferably includes a resin containing repeating units derived from a compound represented by formula (ED1) and/or a compound represented by formula (ED2) (hereinafter, these compounds may be referred to as "ether dimers").

In formula (ED1), R ¹ and R ² each independently represent a hydrogen atom or a hydrocarbon group having 1 to 25 carbon atoms which may have a substituent.
In formula (ED2), R represents a hydrogen atom or an organic group having 1 to 30 carbon atoms. Specific examples of formula (ED2) can be found in JP-A-2010-168539.

For specific examples of ether dimers, please refer to paragraph 0317 of JP 2013-029760 A, the contents of which are incorporated herein by reference.

It is also preferable to use a resin having a polymerizable group as the resin. The polymerizable group is preferably an ethylenically unsaturated bond-containing group or a cyclic ether group, and more preferably an ethylenically unsaturated bond-containing group.

As the resin, it is also preferable to use a resin containing a repeating unit derived from a compound represented by formula (X).
In the formula, R ¹ represents a hydrogen atom or a methyl group, R ²¹ and R ²² each independently represent an alkylene group, and n represents an integer of 0 to 15. The number of carbon atoms in the alkylene group represented by R ²¹ and R ²² is preferably 1 to 10, more preferably 1 to 5, even more preferably 1 to 3, and particularly preferably 2 or 3. n represents an integer of 0 to 15, preferably an integer of 0 to 5, more preferably an integer of 0 to 4, and even more preferably an integer of 0 to 3.

Examples of compounds represented by formula (X) include ethylene oxide- or propylene oxide-modified (meth)acrylates of paracumylphenol. Commercially available products include Aronix M-110 (manufactured by Toagosei Co., Ltd.).

It is also preferable to use a resin having an aromatic carboxyl group (hereinafter also referred to as resin Ac) as the resin. In resin Ac, the aromatic carboxyl group may be contained in the main chain of the repeating unit or in the side chain of the repeating unit. The aromatic carboxyl group is preferably contained in the main chain of the repeating unit. In this specification, an aromatic carboxyl group refers to a group having a structure in which one or more carboxyl groups are bonded to an aromatic ring. In the aromatic carboxyl group, the number of carboxyl groups bonded to the aromatic ring is preferably 1 to 4, and more preferably 1 or 2.

Resin Ac is preferably a resin containing at least one repeating unit selected from the repeating units represented by formula (Ac-1) and the repeating units represented by formula (Ac-2). When the resin having an aromatic carboxyl group is a resin having a repeating unit represented by formula (Ac-2), this resin is preferably used as a dispersant.
In formula (Ac-1), Ar ¹ represents a group containing an aromatic carboxyl group, L ¹ represents —COO— or —CONH—, and L ² represents a divalent linking group.
In formula (Ac-2), Ar ¹⁰ represents a group containing an aromatic carboxyl group, L ¹¹ represents —COO— or —CONH—, L ¹² represents a trivalent linking group, and P ¹⁰ represents a polymer chain.

In formula (Ac-1), the group containing an aromatic carboxyl group represented by Ar ¹ includes a structure derived from an aromatic tricarboxylic acid anhydride, a structure derived from an aromatic tetracarboxylic acid anhydride, etc. Examples of the aromatic tricarboxylic acid anhydride and the aromatic tetracarboxylic acid anhydride include compounds having the following structure:

In the above formula, Q ¹ represents a single bond, —O—, —CO—, —COOCH ₂ CH ₂ OCO—, —SO ₂ —, —C(CF ₃ ) ₂ —, a group represented by formula (Q-1) or a group represented by formula (Q-2).

The group containing an aromatic carboxyl group represented by Ar ¹ may have a polymerizable group. The polymerizable group is preferably an ethylenically unsaturated bond-containing group or a cyclic ether group, and more preferably an ethylenically unsaturated bond-containing group.

Specific examples of the group containing an aromatic carboxyl group represented by Ar ¹ include a group represented by formula (Ar-11), a group represented by formula (Ar-12), and a group represented by formula (Ar-13).

In formula (Ar-11), n1 represents an integer of 1 to 4, preferably 1 or 2, and more preferably 2.
In formula (Ar-12), n2 represents an integer of 1 to 8, preferably an integer of 1 to 4, more preferably 1 or 2, and even more preferably 2.
In formula (Ar-13), n3 and n4 each independently represent an integer of 0 to 4, preferably an integer of 0 to 2, more preferably 1 or 2, and even more preferably 1. However, at least one of n3 and n4 is an integer of 1 or greater.
In formula (Ar-13), Q ¹ represents a single bond, —O—, —CO—, —COOCH ₂ CH ₂ OCO—, —SO ₂ —, —C(CF ₃ ) ₂ —, a group represented by formula (Q-1) above or a group represented by formula (Q-2) above.
In formulae (Ar-11) to (Ar-13), *1 represents the bonding position to ^L1 .

In formula (Ac-1), L ¹ represents —COO— or —CONH—, and preferably represents —COO—.

In formula (Ac-1), examples of the divalent linking group represented by ^L2 include an alkylene group, an arylene group, -O-, -CO-, -COO-, -OCO-, -NH-, -S-, and a group combining two or more of these. The alkylene group preferably has 1 to 30 carbon atoms, more preferably 1 to 20, and even more preferably 1 to 15. The alkylene group may be linear, branched, or cyclic. The arylene group preferably has 6 to 30 carbon atoms, more preferably 6 to 20, and even more preferably 6 to 10. The alkylene group and the arylene group may have a substituent. Examples of the substituent include a hydroxy group. The divalent linking group represented by ^L2 is preferably a group represented by ^-L2a -O-. L ^2a may be an alkylene group; an arylene group; a group combining an alkylene group and an arylene group; or a group combining at least one selected from an alkylene group and an arylene group with at least one selected from -O-, -CO-, -COO-, -OCO-, -NH-, and -S-, with an alkylene group being preferred. The alkylene group preferably has 1 to 30 carbon atoms, more preferably 1 to 20, and even more preferably 1 to 15. The alkylene group may be linear, branched, or cyclic. The alkylene group and the arylene group may have a substituent. Examples of the substituent include a hydroxy group.

The aromatic carboxyl group-containing group represented by Ar ¹⁰ in formula (Ac-2) has the same meaning as Ar ¹ in formula (Ac-1), and the preferred range is also the same.

In formula (Ac-2), L ¹¹ represents —COO— or —CONH—, and preferably represents —COO—.

In formula (Ac-2), examples of the trivalent linking group represented by L ¹² include hydrocarbon groups, -O-, -CO-, -COO-, -OCO-, -NH-, -S-, and groups combining two or more of these. Examples of the hydrocarbon group include aliphatic hydrocarbon groups and aromatic hydrocarbon groups. The aliphatic hydrocarbon group preferably has 1 to 30 carbon atoms, more preferably 1 to 20, and even more preferably 1 to 15. The aliphatic hydrocarbon group may be linear, branched, or cyclic. The aromatic hydrocarbon group preferably has 6 to 30 carbon atoms, more preferably 6 to 20, and even more preferably 6 to 10. The hydrocarbon group may have a substituent. Examples of the substituent include a hydroxy group. The trivalent linking group represented by L ¹² is preferably a group represented by formula (L12-1), and more preferably a group represented by formula (L12-2).

In formula (L12-1), L ^12b represents a trivalent linking group, X ¹ represents S, *1 represents the bonding position to L ¹¹ in formula (Ac-2), and *2 represents the bonding position to P ¹⁰ in formula (Ac-2). Examples of the trivalent linking group represented by L ^12b include hydrocarbon groups and groups in which a hydrocarbon group is combined with at least one selected from -O-, -CO-, -COO-, -OCO-, -NH-, and -S-, and the like. A hydrocarbon group or a group in which a hydrocarbon group is combined with -O- is preferred.

In formula (L12-2), L ^12c represents a trivalent linking group, X ¹ represents S, *1 represents the bonding position to L ¹¹ in formula (Ac-2), and *2 represents the bonding position to P ¹⁰ in formula (Ac-2). Examples of the trivalent linking group represented by L ^12c include hydrocarbon groups and groups in which a hydrocarbon group is combined with at least one selected from -O-, -CO-, -COO-, -OCO-, -NH-, and -S-, and the like, with a hydrocarbon group being preferred.

In formula (Ac-2), ^P10 represents a polymer chain. The polymer chain represented by ^P10 preferably has at least one repeating unit selected from a poly(meth)acrylic repeating unit, a polyether repeating unit, a polyester repeating unit, and a polyol repeating unit. The weight-average molecular weight of the polymer chain ^P10 is preferably 500 to 20,000. The lower limit is preferably 1,000 or more. The upper limit is preferably 10,000 or less, more preferably 5,000 or less, and even more preferably 3,000 or less. When the weight-average molecular weight of ^P10 is within the above range, the dispersibility of the pigment in the composition is good.

The polymer chain represented by P ¹⁰ may contain a polymerizable group. The polymerizable group is preferably an ethylenically unsaturated bond-containing group or a cyclic ether group, and more preferably an ethylenically unsaturated bond-containing group.

In formula (Ac-2), the polymer chain represented by ^P10 is preferably a polymer chain containing repeating units represented by the following formulae (P-1) to (P-5), and more preferably a polymer chain containing a repeating unit represented by (P-5).
In the above formula, R ^P1 and R ^P2 each represent an alkylene group. The alkylene group represented by R ^P1 and R ^P2 is preferably a linear or branched alkylene group having 1 to 20 carbon atoms, more preferably a linear or branched alkylene group having 2 to 16 carbon atoms, and even more preferably a linear or branched alkylene group having 3 to 12 carbon atoms.
In the above formula, R ^P3 represents a hydrogen atom or a methyl group.
In the above formula, L ^P1 represents a single bond or an arylene group, and L ^P2 represents a single bond or a divalent linking group. L ^P1 is preferably a single bond. Examples of the divalent linking group represented by L ^P2 include alkylene groups (preferably alkylene groups having 1 to 12 carbon atoms), arylene groups (preferably arylene groups having 6 to 20 carbon atoms), -NH-, -SO-, -SO ₂ -, -CO-, -O-, -COO-, -OCO-, -S-, -NHCO-, -CONH-, and groups formed by combining two or more of these.
R ^P4 represents a hydrogen atom or a substituent, such as a hydroxyl group, a carboxyl group, an alkyl group, an aryl group, a heteroaryl group, an alkoxy group, an aryloxy group, a heteroaryloxy group, an alkylthioether group, an arylthioether group, a heteroarylthioether group, or an ethylenically unsaturated bond-containing group.

The polymer chain represented by ^P10 is more preferably a polymer chain having a repeating unit containing an ethylenically unsaturated bond-containing group in a side chain. The proportion of repeating units containing an ethylenically unsaturated bond-containing group in a side chain among all repeating units constituting ^P10 is preferably 5% by mass or more, more preferably 10% by mass or more, and even more preferably 20% by mass or more. The upper limit can be set to 100% by mass, preferably 90% by mass or less, and even more preferably 60% by mass or less.

It is also preferable that the polymer chain represented by ^P10 has a repeating unit containing an acid group. Examples of the acid group include a carboxyl group, a phosphate group, a sulfo group, and a phenolic hydroxy group. According to this embodiment, the dispersibility of a colorant such as a pigment in the coloring composition can be further improved. Furthermore, the developability can be further improved, and the occurrence of development residues can be further suppressed. The proportion of the repeating unit containing an acid group is preferably 1 to 30% by mass, more preferably 2 to 20% by mass, and even more preferably 3 to 10% by mass.

Resin Ac may further contain a repeating unit represented by formula (Ac-10).
In formula (Ac-10), Ar ²¹ represents a group containing an aromatic carboxyl group, L ²¹ and L ²² each independently represent —COO— or —CONH—, and R ²¹ represents a group containing an ethylenically unsaturated bond-containing group.

Examples of the group containing an aromatic carboxyl group represented by Ar ²¹ include a structure derived from an aromatic tricarboxylic acid anhydride and a structure derived from an aromatic tetracarboxylic acid anhydride.

Specific examples of the group containing an aromatic carboxyl group represented by Ar ²¹ include a group represented by formula (Ar-21), a group represented by formula (Ar-22), and a group represented by formula (Ar-23).

In formula (Ar-21), n11 represents an integer of 1 to 3, and is preferably 1 or 2.
In formula (Ar-22), n12 represents an integer of 1 to 7, preferably an integer of 1 to 4, and more preferably 1 or 2.
In formula (Ar-23), n13 and n14 each independently represent an integer of 0 to 4, preferably an integer of 0 to 2, more preferably 1 or 2, and even more preferably 1. However, at least one of n13 and n14 is an integer of 1 or greater.
In formula (Ar-23), Q ¹ represents a single bond, —O—, —CO—, —COOCH ₂ CH ₂ OCO—, —SO ₂ —, —C(CF ₃ ) ₂ —, a group represented by formula (Q-1) above or a group represented by formula (Q-2) above.

In formula (Ac-10), L ²¹ and L ²² are preferably —COO—.

Examples of the ethylenically unsaturated bond-containing group in the group containing an ethylenically unsaturated bond-containing group represented by R ²¹ in Formula (Ac-10) include a vinyl group, a vinylphenyl group, a (meth)allyl group, a (meth)acryloyl group, a (meth)acryloyloxy group, and a (meth)acryloylamide group, of which a (meth)allyl group, a (meth)acryloyl group, and a (meth)acryloyloxy group are preferred, and a (meth)acryloyloxy group is more preferred.
The number of ethylenically unsaturated bond-containing groups contained in the group represented by R ²¹ is not particularly limited, but from the viewpoint of developability and curability, it is preferably 1 to 10, more preferably 1 to 6, even more preferably 1 or 2, and particularly preferably 1.

In R ²¹ of Formula (Ac-10), the ethylenically unsaturated bond-containing group may be bonded directly to Ar ²¹ in Formula (Ac-10) or via a linking group. The number of carbon atoms in the linking group is not particularly limited, but is preferably 1 to 40, more preferably 1 to 20, even more preferably 2 to 9, and particularly preferably 3 to 5. The linking group is preferably an aliphatic group, and is preferably a divalent aliphatic hydrocarbon group or a group formed by bonding one or more divalent aliphatic hydrocarbon groups to one or more structures selected from the group consisting of an ether bond, an ester bond, an amide bond, a urethane bond, and a urea bond. Furthermore, the linking group may have a substituent such as a hydroxy group or an amino group. Among these, a hydroxy group is a preferred substituent.

The resin preferably contains a resin as a dispersant. Examples of dispersants include acidic dispersants (acidic resins) and basic dispersants (basic resins). Here, an acidic dispersant (acidic resin) refers to a resin in which the amount of acid groups is greater than the amount of basic groups. A basic dispersant (basic resin) refers to a resin in which the amount of basic groups is greater than the amount of acid groups.

As the acidic dispersant (acidic resin), a resin in which the amount of acid groups is 70 mol% or more is preferred, where the total amount of acid groups and basic groups is 100 mol%. The acid groups possessed by the acidic dispersant (acidic resin) are preferably carboxyl groups. The acid value of the acidic dispersant (acidic resin) is preferably 5 to 200 mgKOH/g. The upper limit is preferably 150 mgKOH/g or less, more preferably 100 mgKOH/g or less, and even more preferably 80 mgKOH/g or less. The lower limit is preferably 10 mgKOH/g or more, more preferably 15 mgKOH/g or more, and even more preferably 20 mgKOH/g or more.

The basic dispersant (basic resin) is preferably a resin in which the amount of basic groups is 60 mol% or more, when the total amount of acid groups and basic groups is 100 mol%. The basic group possessed by the basic dispersant is preferably an amino group. The amine value of the basic dispersant (basic resin) is preferably 5 to 100 mgKOH/g. The upper limit is preferably 80 mgKOH/g or less, more preferably 60 mgKOH/g or less, and even more preferably 45 mgKOH/g or less. The lower limit is preferably 10 mgKOH/g or more, more preferably 15 mgKOH/g or more, and even more preferably 20 mgKOH/g or more.

The resin used as the dispersant is preferably a graft resin. For details about graft resins, please refer to paragraphs 0025 to 0094 of JP 2012-255128 A, the contents of which are incorporated herein by reference.

It is also preferable that the resin used as the dispersant is a resin having an aromatic carboxyl group (resin Ac). Examples of resins having an aromatic carboxyl group include those described above.

The resin used as the dispersant is preferably a polyimine-based dispersant containing a nitrogen atom in at least one of the main chain and side chain. The polyimine-based dispersant is preferably a resin having a main chain with a partial structure containing a functional group with a pKa of 14 or less, a side chain with 40 to 10,000 atoms, and a basic nitrogen atom in at least one of the main chain and side chain. There are no particular restrictions on the basic nitrogen atom, as long as it is a nitrogen atom that exhibits basicity. For more information on polyimine-based dispersants, please refer to the description in paragraphs 0102 to 0166 of JP 2012-255128 A, the contents of which are incorporated herein by reference.

The resin used as the dispersant is preferably a resin with a structure in which multiple polymer chains are bonded to a core portion. Examples of such resins include dendrimers (including star-shaped polymers). Specific examples of dendrimers include polymer compounds C-1 to C-31 described in paragraphs 0196 to 0209 of JP 2013-043962 A.

The resin used as the dispersant is also preferably a resin containing a repeating unit having an ethylenically unsaturated bond-containing group in the side chain. The content of repeating units having an ethylenically unsaturated bond-containing group in the side chain is preferably 10 mol% or more, more preferably 10 to 80 mol%, and even more preferably 20 to 70 mol%, of all repeating units in the resin. Furthermore, the resin described in JP 2018-087939 A can also be used as the dispersant.

Dispersants are also available commercially. Specific examples include the DISPERBYK series from BYK Chemie, the BYK series from BYK Chemie, the SOLSPERSE series from Lubrizol Japan, the Efka series from BASF, and the AJISPER series from Ajinomoto Fine-Techno Co., Ltd. Additionally, the products described in paragraph 0129 of JP 2012-137564 A and paragraph 0235 of JP 2017-194662 A can also be used as dispersants.

In addition, resins used as dispersants include block copolymers (EB-1) to (EB-9) described in paragraphs [0219] to [0221] of Japanese Patent No. 6432077, pigment dispersants described in paragraphs [0041] to [0130] of JP 2014-130338, polyethyleneimines having polyester side chains described in WO 2016/104803, block copolymers described in WO 2019/125940, block polymers having acrylamide structural units described in JP 2020-066687, block polymers having acrylamide structural units described in JP 2020-066688, dispersants described in WO 2016/104803, and resins described in JP 2019-095548.

The content of the curable compound in the total solid content of the coloring composition is preferably 0.1% by mass or more and less than 70% by mass. The lower limit is preferably 0.5% by mass or more, more preferably 1% by mass or more, and even more preferably 5% by mass or more. The upper limit is preferably less than 50% by mass, and more preferably 45% by mass or less. There may be only one type of curable compound, or two or more types. When there are two or more types, it is preferable that the total amount thereof is within the above range.

When the coloring composition of the present invention contains a polymerizable compound as a curable compound, the content of the polymerizable compound in the total solid content of the coloring composition is preferably 0.1% by mass or more and less than 70% by mass. The lower limit is preferably 0.5% by mass or more, and more preferably 1% by mass or more. The upper limit is preferably less than 50% by mass, and more preferably 45% by mass or less.

Furthermore, when the coloring composition of the present invention contains a polymerizable monomer as a curable compound, the content of the polymerizable monomer in the total solid content of the coloring composition is preferably 0.1 to 50% by mass. The lower limit is preferably 0.5% by mass or more, and more preferably 1% by mass or more. The upper limit is preferably 40% by mass or less, and more preferably 35% by mass or less.

Furthermore, when the coloring composition of the present invention contains a compound having an ethylenically unsaturated bond-containing group as a curable compound, the content of the compound having an ethylenically unsaturated bond-containing group in the total solid content of the coloring composition is preferably 0.1% by mass or more and less than 70% by mass. The lower limit is preferably 0.5% by mass or more, and more preferably 1% by mass or more. The upper limit is preferably less than 50% by mass and more preferably 45% by mass or less. Furthermore, the content of the monomer-type compound having an ethylenically unsaturated bond-containing group (polymerizable monomer) in the total solid content of the coloring composition is preferably 0.1 to 50% by mass. The lower limit is preferably 0.5% by mass or more, and more preferably 1% by mass or more. The upper limit is preferably 40% by mass or less, and more preferably 35% by mass or less.

When the coloring composition of the present invention contains a compound having a cyclic ether group as a curable compound, the content of the compound having a cyclic ether group in the total solid content of the coloring composition is preferably 0.1 to 20% by mass. The lower limit is preferably 0.5% by mass or more, and more preferably 1% by mass or more. The upper limit is preferably 15% by mass or less, and more preferably 10% by mass or less.

When the coloring composition of the present invention contains a resin as a curable compound, the content of the resin in the total solid content of the coloring composition is preferably 0.1% by mass or more and less than 70% by mass. The lower limit is preferably 0.5% by mass or more, more preferably 1% by mass or more, and even more preferably 5% by mass or more. The upper limit is preferably less than 50% by mass and more preferably 45% by mass or less. There may be only one type of curable compound, or two or more types. In the case of two or more types, it is preferable that the total amount thereof falls within the above range. Furthermore, the content of the acid group-containing resin in the total solid content of the coloring composition is preferably 0.1% by mass or more and less than 70% by mass. The lower limit is preferably 0.5% by mass or more, more preferably 1% by mass or more, and even more preferably 5% by mass or more. The upper limit is preferably less than 50% by mass and more preferably 45% by mass or less. There may be only one type of curable compound, or two or more types. In the case of two or more types, it is preferable that the total amount thereof falls within the above range. Furthermore, when a dispersant is contained as the resin, the content of the dispersant in the total solid content of the coloring composition is preferably 0.1 to 30% by mass. The upper limit is preferably 25% by mass or less, and more preferably 20% by mass or less. The lower limit is preferably 0.5% by mass or more, and more preferably 1% by mass or more. The content of the dispersant is preferably 1 to 100 parts by mass per 100 parts by mass of the pigment. The upper limit is preferably 75 parts by mass or less, and more preferably 50 parts by mass or less. The lower limit is preferably 5 parts by mass or more, and more preferably 10 parts by mass or more.

Furthermore, when the coloring composition of the present invention contains a polymerizable monomer and a resin as curable compounds, the total content of the polymerizable monomer and the resin in the total solid content of the coloring composition is preferably 0.1% by mass or more and less than 70% by mass. The lower limit is preferably 0.5% by mass or more, more preferably 1% by mass or more, and even more preferably 5% by mass or more. The upper limit is preferably less than 50% by mass and more preferably 45% by mass or less. Furthermore, it is preferable that the resin is contained in an amount of 30 to 300 parts by mass per 100 parts by mass of the polymerizable monomer. The lower limit is preferably 50 parts by mass or more, more preferably 80 parts by mass or more. The upper limit is preferably 250 parts by mass or less, more preferably 200 parts by mass or less.

<<Solvent>>
The coloring composition of the present invention contains a solvent. Examples of the solvent include organic solvents. The type of solvent is basically not particularly limited as long as the solubility of each component and the coatability of the coloring composition are satisfied. Examples of organic solvents include ester solvents, ketone solvents, alcohol solvents, amide solvents, ether solvents, and hydrocarbon solvents. For details of these, please refer to paragraph 0223 of WO 2015/166779, the contents of which are incorporated herein by reference. Furthermore, ester solvents substituted with a cyclic alkyl group and ketone solvents substituted with a cyclic alkyl group can also be preferably used. Specific examples of organic solvents include polyethylene glycol monomethyl ether, dichloromethane, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, ethyl lactate, diethylene glycol dimethyl ether, butyl acetate, methyl 3-methoxypropionate, 2-heptanone, 2-pentanone, 3-pentanone, 4-heptanone, cyclohexanone, 2-methylcyclohexanone, 3-methylcyclohexanone, 4-methylcyclohexanone, cycloheptanone, cyclooctanone, cyclohexyl acetate, cyclopentanone, ethyl carbitol acetate, butyl carbitol acetate, propylene glycol monomethyl ether ... Examples of suitable ethylene glycol monomethyl ether acetate include 3-methoxy-N,N-dimethylpropanamide, 3-butoxy-N,N-dimethylpropanamide, propylene glycol diacetate, 3-methoxybutanol, methyl ethyl ketone, gamma butyrolactone, sulfolane, anisole, 1,4-diacetoxybutane, diethylene glycol monoethyl ether acetate, butane-1,3-diyl diacetate, dipropylene glycol methyl ether acetate, diacetone alcohol (also known as diacetone alcohol, 4-hydroxy-4-methyl-2-pentanone), 2-methoxypropyl acetate, 2-methoxy-1-propanol, and isopropyl alcohol. However, it may be preferable to reduce the amount of aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, etc.) used as organic solvents for environmental reasons (for example, the amount may be 50 ppm by mass (parts per million) or less, 10 ppm by mass or less, or 1 ppm by mass or less, relative to the total amount of organic solvents).

In the present invention, it is preferable to use an organic solvent with a low metal content, and the metal content of the organic solvent is preferably 10 parts per billion (ppb) by mass or less. If necessary, organic solvents with a ppt (parts per trillion) by mass level may also be used; such organic solvents are provided, for example, by Toyo Gosei Co., Ltd. (The Chemical Daily, November 13, 2015).

Methods for removing impurities such as metals from organic solvents include, for example, distillation (molecular distillation, thin-film distillation, etc.) and filtration using a filter. The pore size of the filter used for filtration is preferably 10 μm or less, more preferably 5 μm or less, and even more preferably 3 μm or less. The filter material is preferably polytetrafluoroethylene, polyethylene, or nylon.

Organic solvents may contain isomers (compounds with the same number of atoms but different structures). Furthermore, the organic solvent may contain only one type of isomer, or multiple types of isomers.

The peroxide content in the organic solvent is preferably 0.8 mmol/L or less, and it is even more preferable that the organic solvent contains substantially no peroxide.

The solvent content in the coloring composition is preferably 10 to 95% by mass, more preferably 20 to 90% by mass, and even more preferably 30 to 90% by mass.

Furthermore, from the perspective of environmental regulations, it is preferable that the coloring composition of the present invention is substantially free of environmentally restricted substances. Note that, in the present invention, "substantially free of environmentally restricted substances" means that the content of environmentally restricted substances in the coloring composition is 50 ppm by mass or less, preferably 30 ppm by mass or less, more preferably 10 ppm by mass or less, and particularly preferably 1 ppm by mass or less. Examples of environmentally restricted substances include benzene; alkylbenzenes such as toluene and xylene; and halogenated benzenes such as chlorobenzene. These substances are registered as environmentally restricted substances under the REACH (Registration Evaluation Authorization and Restriction of Chemicals) regulations, the PRTR (Pollutant Release and Transfer Register) Act, the VOC (Volatile Organic Compounds) regulations, etc., and their usage amounts and handling methods are strictly regulated. These compounds may be used as solvents when producing each component used in the coloring composition, and may be mixed into the coloring composition as a residual solvent. From the viewpoint of human safety and environmental considerations, it is preferable to reduce these substances as much as possible. Examples of methods for reducing environmentally restricted substances include a method in which the system is heated or depressurized to a temperature above the boiling point of the environmentally restricted substance, thereby distilling off the environmentally restricted substance from the system. Furthermore, when distilling off small amounts of environmentally regulated substances, it is useful to perform azeotropic distillation with a solvent having a boiling point similar to that of the solvent in question to increase efficiency. Furthermore, when a radically polymerizable compound is contained, a polymerization inhibitor or the like may be added prior to vacuum distillation to prevent intermolecular crosslinking caused by the radical polymerization reaction that occurs during vacuum distillation. These distillation methods can be used at any stage, including the stage of the raw materials, the stage of the product obtained by reacting the raw materials (for example, a resin solution or a polyfunctional monomer solution after polymerization), or the stage of a colored composition prepared by mixing these compounds.

<<Pigment derivatives>>
The coloring composition of the present invention preferably contains a pigment derivative. Examples of the pigment derivative include a compound having a structure in which an acid group or a basic group is bonded to a colorant skeleton.

Examples of the acid group include a carboxyl group, a sulfo group, a phosphate group, a boronic acid group, a carboxylic acid amide group, a sulfonamide group, an imidic acid group, and salts thereof. Examples of atoms or atomic groups constituting the salt include alkali metal ions (Li ⁺ , Na ⁺ , K ⁺ , etc.), alkaline earth metal ions (Ca ²⁺ , Mg ²⁺ , etc.), an ammonium ion, an imidazolium ion, a pyridinium ion, and a phosphonium ion. A preferred carboxylic acid amide group is a group represented by -NHCOR ^X1 . A preferred sulfonamide group is a group represented by -NHSO ₂ R ^X2 . A preferred imidic acid group is a group represented by -SO ₂ NHSO ₂ R ^X3 , -CONHSO ₂ R ^X4 , -CONHCOR ^X5 , or -SO ₂ NHCOR ^X6 , with -SO ₂ NHSO ₂ R ^X3 being more preferred. R ^X1 to R ^X6 each independently represent an alkyl group or an aryl group. The alkyl group and aryl group represented by R ^X1 to R ^X6 may have a substituent. The substituent is preferably a halogen atom, more preferably a fluorine atom.

Basic groups include amino groups, pyridinyl groups and their salts, ammonium salts, and phthalimidomethyl groups. Atoms or atomic groups that constitute salts include hydroxide ions, halogen ions, carboxylate ions, sulfonate ions, and phenoxide ions.

The pigment derivative is preferably a compound having a structure in which a basic group is bonded to the pigment skeleton, as this makes it easier to form a film in which the generation of foreign matter is further suppressed. Furthermore, when a compound having a structure in which an acid group is bonded to the pigment skeleton is used as the pigment derivative, excellent dispersion stability can be achieved by using a basic resin-type dispersant.

The dye skeletons that make up pigment derivatives include quinoline dye skeletons, benzimidazolone dye skeletons, benzisoindole dye skeletons, benzothiazole dye skeletons, inimium dye skeletons, squarylium dye skeletons, croconium dye skeletons, oxonol dye skeletons, pyrrolopyrrole dye skeletons, diketopyrrolopyrrole dye skeletons, azo dye skeletons, azomethine dye skeletons, phthalocyanine dye skeletons, naphthalocyanine dye skeletons, anthraquinone dye skeletons, dianthraquinone dye skeletons, quinacridone dye skeletons, dioxazine dye skeletons, perinone dye skeletons, and perylene dye skeletons. Examples of the pigment derivative include a thiazine indigo dye skeleton, a thioindigo dye skeleton, an isoindoline dye skeleton, an isoindolinone dye skeleton, a quinophthalone dye skeleton, an iminium dye skeleton, a dithiol dye skeleton, a triarylmethane dye skeleton, and a pyrromethene dye skeleton. Of these, a diketopyrrolopyrrole dye skeleton, a benzoisoindole dye skeleton, an anthraquinone dye skeleton, a dianthraquinone dye skeleton, a thiazine indigo dye skeleton, an azo dye skeleton, a quinophthalone dye skeleton, and a quinacridone dye skeleton are preferred, and a diketopyrrolopyrrole dye skeleton is more preferred. In other words, the pigment derivative is preferably a diketopyrrolopyrrole compound. According to this embodiment, a film with a higher red color value can be formed, and the pigment derivative is more preferably used as a coloring composition for red pixels.

The pigment derivative is preferably a compound represented by formula (Syn).
P-(L) _m ...(Syn)

In the above formula, P represents a dye skeleton.
m represents an integer of 1 to 4;
L represents —OH; —SO ₃ H, —COOH or a salt of these groups; a phthalimidomethyl group; or a group represented by the following formula (a), (b), (c), (d), (e) or (f).

In the above formula, X represents —SO ₂ —, —CO—, —CH ₂ —, —CH ₂ NHCOCH ₂ —, —CH ₂ NHSO ₂ CH ₂ —, or a single bond;
Y represents —NH—, —O—, —S—, or a single bond;
n represents an integer of 1 to 10;
R ¹⁶ and R ¹⁷ each independently represent a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, or an alkenyl group having 2 to 30 carbon atoms, and R ¹⁶ and R ¹⁷ may be bonded to form a ring;
R ¹⁸ , R ¹⁹ , R ²⁰ , R ²¹ and R ²² each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms or an alkenyl group having 2 to 20 carbon atoms;
R ²³ represents a group represented by formula (a) or a group represented by formula (b); R ²⁴ represents a halogen atom, —OH, an alkoxy group, a group represented by formula (a) or a group represented by formula (b);
Z represents —CONH—, —NHCO—, —SO ₂ NH—, or —NHSO ₂ —;
R ²⁵ represents a hydrogen atom, —NH ₂ , —NHCOCH ₃ , —NHR ²⁶ or a group represented by formula (c), where R ²⁶ represents an alkyl group having 1 to 20 carbon atoms or an alkenyl group having 2 to 20 carbon atoms.

The dye skeleton represented by P in formula (Syn) includes a quinoline dye skeleton, a benzimidazolone dye skeleton, a benzisoindole dye skeleton, a benzothiazole dye skeleton, an inimium dye skeleton, a squarylium dye skeleton, a croconium dye skeleton, an oxonol dye skeleton, a pyrrolopyrrole dye skeleton, a diketopyrrolopyrrole dye skeleton, an azo dye skeleton, an azomethine dye skeleton, a phthalocyanine dye skeleton, a naphthalocyanine dye skeleton, an anthraquinone dye skeleton, a dianthraquinone dye skeleton, a quinacridone dye skeleton, a dioxazine dye skeleton, a perinone dye skeleton, and a perylene dye skeleton. Examples of the dye skeleton include a thiazine indigo dye skeleton, a thioindigo dye skeleton, an isoindoline dye skeleton, an isoindolinone dye skeleton, a quinophthalone dye skeleton, an iminium dye skeleton, a dithiol dye skeleton, a triarylmethane dye skeleton, and a pyrromethene dye skeleton. Of these, a diketopyrrolopyrrole dye skeleton, a benzisoindole dye skeleton, an anthraquinone dye skeleton, a dianthraquinone dye skeleton, a thiazine indigo dye skeleton, an azo dye skeleton, a quinophthalone dye skeleton, and a quinacridone dye skeleton are preferred, and a diketopyrrolopyrrole dye skeleton is more preferred.

Examples of salts of —SO ₃ H or —COOH represented by L in formula (Syn) include salts of monovalent to trivalent metals such as sodium, potassium, magnesium, calcium, iron, and aluminum, and ammonium salts. Examples of ammonium salts include ammonium salts of long-chain monoalkylamines such as octylamine, laurylamine, and stearylamine; and quaternary alkylammonium salts such as palmityltrimethylammonium salt, dilauryldimethylammonium salt, and distearyldimethylammonium salt.

Specific examples of pigment derivatives include the compounds described in the examples below, as well as those disclosed in JP-A Nos. 56-118462, 63-264674, 01-217077, 03-009961, 03-026767, 03-153780, and 03-045662. Publication No. 2011/024896, paragraphs 0086 to 0098 of International Publication No. 2011/024896, and International Publication No. 2011/024896. Paragraphs 0063 to 0094 of International Publication No. 12/102399, paragraph 0082 of International Publication No. 2017/038252, paragraph 0171 of Japanese Patent Application Laid-Open No. 2015-151530, paragraphs 0162 to 0183 of Japanese Patent Application Laid-Open No. 2011-252065, Japanese Patent Application Laid-Open No. 2003-081972, Japanese Patent No. 5299151 Examples of compounds include those described in JP-A-2015-172732, JP-A-2014-199308, JP-A-2014-085562, JP-A-2014-035351, and JP-A-2008-081565, and those described in paragraphs 0054 to 0074 of JP-A-2017-138417.

When a pigment derivative is contained, the content of the pigment derivative is preferably 1 to 30 parts by mass, more preferably 1 to 20 parts by mass, even more preferably 2 to 10 parts by mass, and particularly preferably 3 to 8 parts by mass, per 100 parts by mass of pigment. Only one type of pigment derivative may be used, or two or more types may be used in combination. When two or more types are used in combination, it is preferable that the total amount thereof is within the above range.

<<Photopolymerization initiator>>
The coloring composition of the present invention preferably contains a photopolymerization initiator. The photopolymerization initiator is not particularly limited and can be appropriately selected from known photopolymerization initiators. For example, a compound having photosensitivity to light in the ultraviolet to visible region is preferred. The photopolymerization initiator is preferably a photoradical polymerization initiator.

Photopolymerization initiators include halogenated hydrocarbon derivatives (e.g., compounds having a triazine skeleton, compounds having an oxadiazole skeleton, etc.), acylphosphine compounds, hexaarylbiimidazoles, oxime compounds, organic peroxides, thio compounds, ketone compounds, aromatic onium salts, α-hydroxyketone compounds, and α-aminoketone compounds. From the viewpoint of exposure sensitivity, the photopolymerization initiator is preferably a trihalomethyltriazine compound, a benzyl dimethyl ketal compound, an α-hydroxyketone compound, an α-aminoketone compound, an acylphosphine compound, a phosphine oxide compound, a metallocene compound, an oxime compound, a triarylimidazole dimer, an onium compound, a benzothiazole compound, a benzophenone compound, an acetophenone compound, a cyclopentadiene-benzene-iron complex, a halomethyloxadiazole compound, or a 3-aryl-substituted coumarin compound, more preferably a compound selected from an oxime compound, an α-hydroxyketone compound, an α-aminoketone compound, or an acylphosphine compound, and further preferably an oxime compound or an α-aminoketone compound, because pixels excellent in rectangularity and adhesion can be formed, and particularly preferably an oxime compound. Further, as the photopolymerization initiator, compounds described in paragraphs 0065 to 0111 of JP-A No. 2014-130173 and Japanese Patent No. 6301489, and compounds described in MATERIAL STAGE 37 to 60pp, vol. 19, No. Examples of such initiators include the peroxide-based photopolymerization initiators described in Japanese Patent Application Laid-Open No. 2019-3,2019, the photopolymerization initiators described in International Publication No. 2018/221177, the photopolymerization initiators described in International Publication No. 2018/110179, the photopolymerization initiators described in Japanese Patent Application Laid-Open No. 2019-043864, the photopolymerization initiators described in Japanese Patent Application Laid-Open No. 2019-044030, the peroxide-based initiators described in Japanese Patent Application Laid-Open No. 2019-167313, the aminoacetophenone-based initiators having an oxazolidine group described in Japanese Patent Application Laid-Open No. 2020-055992, and the oxime-based photopolymerization initiators described in Japanese Patent Application Laid-Open No. 2013-190459, the contents of which are incorporated herein by reference.

Commercially available trihalomethyltriazine compounds include TAZ-PP (2,4-bis(trichloromethyl)-6-piperonyl-1,3,5-triazine, manufactured by DKSH Japan). Commercially available α-hydroxyketone compounds include Omnirad 184, Omnirad 1173, Omnirad 2959, and Omnirad 127 (manufactured by IGM Resins B.V.), and Irgacure 184, Irgacure 1173, Irgacure 2959, and Irgacure 127 (manufactured by BASF). Commercially available α-aminoketone compounds include Omnirad 907, Omnirad 369, Omnirad 369E, and Omnirad 379EG (all manufactured by IGM Resins B.V.), and Irgacure 907, Irgacure 369, Irgacure 369E, and Irgacure 379EG (all manufactured by BASF). Commercially available acylphosphine compounds include Omnirad 819 and Omnirad TPO (all manufactured by IGM Resins B.V.), Irgacure 819, and Irgacure TPO (all manufactured by BASF).

Examples of oxime compounds include compounds described in JP-A-2001-233842, JP-A-2000-080068, JP-A-2006-342166, J. C. S. Perkin II (1979, pp. 1653-1660), J. C. S. Perkin II (1979, pp. 156-162), and compounds described in Journal of Photopolymer Science and Technology (1995, pp.202-232) described compounds, compounds described in JP-A-2000-066385, compounds described in JP-T-2004-534797, compounds described in JP-A-2006-342166, compounds described in JP-A-2017-019766, compounds described in Japanese Patent No. 6065596, compounds described in WO 2015/152153, compounds described in WO 2017/051680, compounds described in JP-A-2017-198865, compounds described in paragraphs 0025 to 0038 of WO 2017/164127, compounds described in WO 2013/167515 and the like. Specific examples of the oxime compound include 3-benzoyloxyiminobutan-2-one, 3-acetoxyiminobutan-2-one, 3-propionyloxyiminobutan-2-one, 2-acetoxyiminopentan-3-one, 2-acetoxyimino-1-phenylpropan-1-one, 2-benzoyloxyimino-1-phenylpropan-1-one, 3-(4-toluenesulfonyloxy)iminobutan-2-one, and 2-ethoxycarbonyloxyimino-1-phenylpropan-1-one. Commercially available products include Irgacure OXE01, Irgacure OXE02, Irgacure OXE03, and Irgacure OXE04 (all manufactured by BASF), TR-PBG-304 (manufactured by Changzhou Strong Electronic New Materials Co., Ltd.), and Adeka Optomer N-1919 (manufactured by ADEKA Corporation; photopolymerization initiator 2 described in JP 2012-014052 A). It is also preferable to use a non-colorable oxime compound or a highly transparent compound that is resistant to discoloration. Commercially available products include ADEKA Arcles NCI-730, NCI-831, and NCI-930 (all manufactured by ADEKA Corporation).

An oxime compound having a fluorene ring can also be used as the photopolymerization initiator. Specific examples of oxime compounds having a fluorene ring include the compounds described in JP 2014-137466 A.

As a photopolymerization initiator, an oxime compound having a skeleton in which at least one benzene ring of a carbazole ring is replaced with a naphthalene ring can also be used. Specific examples of such oxime compounds include the compounds described in WO 2013/083505.

An oxime compound containing a fluorine atom can also be used as the photopolymerization initiator. Specific examples of oxime compounds containing a fluorine atom include the compounds described in JP-A-2010-262028, compounds 24, 36 to 40 described in JP-A-2014-500852, and compound (C-3) described in JP-A-2013-164471.

As a photopolymerization initiator, an oxime compound having a nitro group can be used. It is also preferable that the oxime compound having a nitro group be a dimer. Specific examples of oxime compounds having a nitro group include the compounds described in paragraphs 0031 to 0047 of JP 2013-114249 A, paragraphs 0008 to 0012 and 0070 to 0079 of JP 2014-137466 A, the compounds described in paragraphs 0007 to 0025 of Japanese Patent No. 4223071 A, and ADEKA ARCLES NCI-831 (manufactured by ADEKA Corporation).

Oxime compounds having a benzofuran skeleton can also be used as photopolymerization initiators. Specific examples include OE-01 to OE-75, which are described in WO 2015/036910.

As a photopolymerization initiator, an oxime compound in which a substituent having a hydroxy group is bonded to a carbazole skeleton can also be used. Examples of such photopolymerization initiators include the compounds described in WO 2019/088055.

As the photopolymerization initiator, an oxime compound having an aromatic ring group Ar ^OX1 in which an electron-withdrawing group is introduced into the aromatic ring (hereinafter also referred to as oxime compound OX) can also be used. Examples of the electron-withdrawing group in the aromatic ring group Ar ^OX1 include an acyl group, a nitro group, a trifluoromethyl group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, and a cyano group. Acyl groups and nitro groups are preferred, and acyl groups are more preferred because they are more likely to form a film with excellent light resistance, and benzoyl groups are even more preferred. The benzoyl group may have a substituent. The substituent is preferably a halogen atom, a cyano group, a nitro group, a hydroxy group, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclic oxy group, an alkenyl group, an alkylsulfanyl group, an arylsulfanyl group, an acyl group, or an amino group, more preferably an alkyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic oxy group, an alkylsulfanyl group, an arylsulfanyl group, or an amino group, and even more preferably an alkoxy group, an alkylsulfanyl group, or an amino group.

The oxime compound OX is preferably at least one selected from the compounds represented by formula (OX1) and the compounds represented by formula (OX2), and more preferably the compound represented by formula (OX2).
In the formula, ^R represents an alkyl group, an alkenyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclicoxy group, an alkylsulfanyl group, an arylsulfanyl group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, an acyl group, an acyloxy group, an amino group, a phosphinoyl group, a carbamoyl group, or a sulfamoyl group;
R ^X2 represents an alkyl group, an alkenyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclic oxy group, an alkylsulfanyl group, an arylsulfanyl group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, an acyloxy group, or an amino group;
R ^X3 to R ^X14 each independently represent a hydrogen atom or a substituent;
However, at least one of R ^X10 to R ^X14 is an electron-withdrawing group.

In the above formula, R ^X1 is preferably an alkyl group, an alkoxy group, an aryl group, an aryloxy group, or a heterocyclic group, more preferably an alkyl group, an aryl group, or a heterocyclic group, and even more preferably an alkyl group. Also, R ^X2 is preferably an alkyl group, an alkenyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclicoxy group, or an acyloxy group, more preferably an alkyl group, an alkenyl group, an aryl group, or a heterocyclic group, and even more preferably an alkyl group.

In the above formula, R ^X3 to R ^X14 each independently represent a hydrogen atom or a substituent.

R ^X3 to R ^X5 are each independently preferably a hydrogen atom, a halogen atom, a cyano group, a nitro group, an alkyl group, an alkenyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclicoxy group, an alkylsulfanyl group, an arylsulfanyl group, an acyl group, or an amino group, more preferably a hydrogen atom, a halogen atom, a nitro group, an alkyl group, an aryl group, or a heterocyclic group, still more preferably a hydrogen atom, a nitro group, an alkyl group, or an aryl group, and particularly preferably a hydrogen atom.

R ^X6 to R ^X10 are each independently preferably a hydrogen atom, a halogen atom, a cyano group, an alkyl group, an alkenyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclicoxy group, an alkylsulfanyl group, an arylsulfanyl group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, an amino group, a group represented by formula (OR-11) or a group represented by formula (OR-12), more preferably a hydrogen atom, a halogen atom, a cyano group, an alkyl group, an aryl group, a heterocyclic group or an amino group, even more preferably a hydrogen atom, a cyano group, an alkyl group or an aryl group, still more preferably a hydrogen atom, an alkyl group or an aryl group, still more preferably a hydrogen atom or an alkyl group, and particularly preferably a hydrogen atom.

In the formula, R ^OX11 represents an alkyl group, an alkenyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclicoxy group, an alkylsulfanyl group, an arylsulfanyl group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, an acyl group, an acyloxy group, an amino group, a phosphinoyl group, a carbamoyl group, or a sulfamoyl group;
R ^OX12 represents an alkyl group, an alkenyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclic oxy group, an alkylsulfanyl group, an arylsulfanyl group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, an acyloxy group, or an amino group;
The wavy lines represent bonds.

The substituents represented by R ^X10 to R ^X14 are preferably a nitro group, a halogen atom, a cyano group, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclic oxy group, an alkenyl group, an alkylsulfanyl group, an arylsulfanyl group, an acyl group, or an amino group, provided that at least one of R ^X10 to R ^X14 is an electron-withdrawing group.

Examples of the electron-withdrawing group represented by R ^X10 to R ^X14 include an acyl group, a nitro group, a trifluoromethyl group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, and a cyano group. Acyl and nitro groups are preferred, and an acyl group is more preferred because it is easier to form a film with excellent light resistance, and a benzoyl group is even more preferred. The benzoyl group may have a substituent. The substituent is preferably a halogen atom, a cyano group, a nitro group, a hydroxy group, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclic oxy group, an alkenyl group, an alkylsulfanyl group, an arylsulfanyl group, an acyl group, or an amino group. An alkyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic oxy group, an alkylsulfanyl group, an arylsulfanyl group, or an amino group is more preferred, and an alkoxy group, an alkylsulfanyl group, or an amino group is even more preferred.

In the above formula, it is preferable that R ^X12 is an electron-withdrawing group, and R ^X10 , R ^X11 , R ^X13 and R ^X14 are hydrogen atoms.

Specific examples of oxime compounds OX include the compounds described in paragraphs 0083 to 0105 of Japanese Patent No. 4600600.

Specific examples of oxime compounds that are preferably used in the present invention are shown below, but the present invention is not limited to these.

Preferably, the oxime compound has a maximum absorption wavelength in the wavelength range of 350 to 500 nm, and more preferably a compound having a maximum absorption wavelength in the wavelength range of 360 to 480 nm. Furthermore, from the standpoint of sensitivity, the molar absorption coefficient of the oxime compound at a wavelength of 365 nm or 405 nm is preferably high, more preferably 1,000 to 300,000, even more preferably 2,000 to 300,000, and particularly preferably 5,000 to 200,000. The molar absorption coefficient of the compound can be measured using known methods. For example, it is preferable to measure using a spectrophotometer (Varian Cary-5 spectrophotometer) at a concentration of 0.01 g/L using ethyl acetate as a solvent.

As the photopolymerization initiator, a bifunctional, trifunctional or higher functional photoradical polymerization initiator may be used. By using such a photoradical polymerization initiator, two or more radicals are generated from one molecule of the photoradical polymerization initiator, resulting in good sensitivity. Furthermore, when a compound with an asymmetric structure is used, crystallinity is reduced and solubility in solvents is improved, making it less likely to precipitate over time and improving the stability of the coloring composition over time. Specific examples of the bifunctional or trifunctional or higher functional photoradical polymerization initiator include dimers of oxime compounds described in JP-T-2010-527339, JP-T-2011-524436, WO 2015/004565, WO 2016-532675, paragraphs 0407 to 0412, and WO 2017/033680, paragraphs 0039 to 0055; compounds (E) and (G) described in JP-T-2013-522445; Examples include Cmpd1 to 7 described in JP-A-2016/034963, the oxime ester photoinitiator described in paragraph 0007 of JP-T-2017-523465, the photoinitiator described in paragraphs 0020 to 0033 of JP-A-2017-167399, the photopolymerization initiator (A) described in paragraphs 0017 to 0026 of JP-A-2017-151342, and the oxime ester photoinitiator described in Japanese Patent No. 6,469,669.

The content of the photopolymerization initiator in the total solid content of the coloring composition is preferably 0.1 to 20% by mass. The lower limit is preferably 0.5% by mass or more, and more preferably 1% by mass or more. The upper limit is preferably 10% by mass or less, more preferably 7.5% by mass or less, and even more preferably 5% by mass or less. The photopolymerization initiator may be used alone, or two or more types may be used in combination. When two or more types are used in combination, the total content thereof preferably falls within the above range.

<<Curing accelerator>>
The colored composition of the present invention may contain a curing accelerator. Examples of the curing accelerator include a thiol compound, a methylol compound, an amine compound, a phosphonium salt compound, an amidine salt compound, an amide compound, a base generator, an isocyanate compound, an alkoxysilane compound, and an onium salt compound. Specific examples of the curing accelerator include compounds described in paragraphs 0094 to 0097 of International Publication No. 2018/056189, JP-A-2015-034963, JP-A-2013-041165, JP-A-2013-041165, JP-A-2014-055114, JP-A-2012-150180, JP-A-2011-253054, JP-A-2011-253054, JP-A-5765059, JP-A-2017-036379, and JP-A-2017-036379. Examples of the curing accelerator include compounds described in paragraphs 0094 to 0092 of the ionic compounds described in JP-A-2014-055114, JP-A-2012-150180, JP-A-2011-253054, JP-A-2011-253054, JP-A-5765059, JP-A-2017-036379, and JP-A-2017-036379. Examples of the curing accelerator include compounds described in paragraphs 0085 to 0092 of the carboxyl group-containing epoxy curing agent. When the curing accelerator is contained, the content of the curing accelerator in the total solid content of the colored composition is preferably from 0.3 to 8.9 mass %, more preferably from 0.8 to 6.4 mass %.

<<Ultraviolet absorber>>
The coloring composition of the present invention may contain an ultraviolet absorber. Examples of ultraviolet absorbers that can be used include conjugated diene compounds, aminodiene compounds, salicylate compounds, benzophenone compounds, benzotriazole compounds, acrylonitrile compounds, hydroxyphenyltriazine compounds, indole compounds, and triazine compounds. Examples of such compounds include those described in paragraphs [0038] to [0052] of JP-A-2009-217221, paragraphs [0052] to [0072] of JP-A-2012-208374, paragraphs [0317] to [0334] of JP-A-2013-068814, and paragraphs [0061] to [0080] of JP-A-2016-162946, the contents of which are incorporated herein by reference. Specific examples of ultraviolet absorbers include compounds having the following structure: Commercially available ultraviolet absorbers include, for example, UV-503 (manufactured by Daito Chemical Co., Ltd.), the Tinuvin series and Uvinul series manufactured by BASF, and the Sumisorb series manufactured by Sumika Chemtex Co., Ltd. Examples of benzotriazole compounds include the MYUA series manufactured by Miyoshi Oil & Fats (Chemical Daily, February 1, 2016). Examples of ultraviolet absorbers include the compounds described in paragraphs 0049 to 0059 of Japanese Patent No. 6268967, the compounds described in paragraphs 0059 to 0076 of WO 2016/181987, and the thioaryl group-substituted benzotriazole ultraviolet absorbers described in WO 2020/137819.

When an ultraviolet absorber is contained, the content of the ultraviolet absorber in the total solid content of the coloring composition is preferably 0.01 to 10% by mass, and more preferably 0.01 to 5% by mass. In the present invention, only one type of ultraviolet absorber may be used, or two or more types may be used. When two or more types are used, it is preferable that the total amount be in the above range.

<<Polymerization inhibitor>>
The coloring composition of the present invention may contain a polymerization inhibitor. Examples of polymerization inhibitors include hydroquinone, p-methoxyphenol, di-tert-butyl-p-cresol, pyrogallol, tert-butylcatechol, benzoquinone, 4,4'-thiobis(3-methyl-6-tert-butylphenol), 2,2'-methylenebis(4-methyl-6-t-butylphenol), and N-nitrosophenylhydroxyamine salts (ammonium salts, cerous salts, etc.). Among these, p-methoxyphenol is preferred. When a polymerization inhibitor is contained, the content of the polymerization inhibitor in the total solid content of the coloring composition is preferably 0.0001 to 5 mass%. The polymerization inhibitor may be of one type, or two or more types. When two or more types are used, it is preferable that the total amount is within the above range.

<<Silane coupling agent>>
The coloring composition of the present invention may contain a silane coupling agent. In the present invention, the silane coupling agent refers to a silane compound having a hydrolyzable group and another functional group. The hydrolyzable group refers to a substituent directly bonded to a silicon atom and capable of forming a siloxane bond by at least one of a hydrolysis reaction and a condensation reaction. Examples of the hydrolyzable group include a halogen atom, an alkoxy group, and an acyloxy group, with an alkoxy group being preferred. That is, the silane coupling agent is preferably a compound having an alkoxysilyl group. Examples of functional groups other than the hydrolyzable group include a vinyl group, a (meth)allyl group, a (meth)acryloyl group, a mercapto group, an epoxy group, an oxetanyl group, an amino group, a ureido group, a sulfide group, an isocyanate group, and a phenyl group, with an amino group, a (meth)acryloyl group, and an epoxy group being preferred. Specific examples of silane coupling agents include N-β-aminoethyl-γ-aminopropylmethyldimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-602), N-β-aminoethyl-γ-aminopropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-603), N-β-aminoethyl-γ-aminopropyltriethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBE-602), γ-aminopropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-903), γ-aminopropyltriethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBE-903), 3-methacryloxypropylmethyldimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-502), and 3-methacryloxypropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-503). Specific examples of the silane coupling agent include the compounds described in paragraphs 0018 to 0036 of JP-A No. 2009-288703 and the compounds described in paragraphs 0056 to 0066 of JP-A No. 2009-242604, the contents of which are incorporated herein by reference. When a silane coupling agent is contained, the content of the silane coupling agent in the total solid content of the coloring composition is preferably 0.01 to 15.0 mass%, more preferably 0.05 to 10.0 mass%. Only one type of silane coupling agent may be used, or two or more types may be used. When two or more types are used, it is preferable that the total amount be in the above range.

<<Surfactants>>
The coloring composition of the present invention may contain a surfactant. As the surfactant, various surfactants such as a fluorine-based surfactant, a nonionic surfactant, a cationic surfactant, an anionic surfactant, and a silicone-based surfactant can be used. Examples of the surfactant include the surfactants described in paragraphs 0238 to 0245 of WO 2015/166779, the contents of which are incorporated herein by reference.

The surfactant is preferably a fluorochemical surfactant. By including a fluorochemical surfactant in the coloring composition, the liquid properties (particularly fluidity) can be further improved, and liquid saving can be further improved. It is also possible to form a film with minimal thickness unevenness.

It is also preferable to use a silicone surfactant as the surfactant.

The fluorine content in the fluorosurfactant is preferably 3 to 40% by mass, more preferably 5 to 30% by mass, and particularly preferably 7 to 25% by mass. Fluorine surfactants with a fluorine content within this range are effective in terms of uniformity of the coating film thickness and liquid saving, and also have good solubility in the coloring composition.

Examples of fluorine-based surfactants include those described in paragraphs 0060 to 0064 of JP 2014-041318 A (corresponding paragraphs 0060 to 0064 of WO 2014/017669 A), those described in paragraphs 0117 to 0132 of JP 2011-132503 A, and those described in JP 2020-008634 A, the contents of which are incorporated herein by reference. Commercially available fluorine-based surfactants include, for example, Megafac F-171, F-172, F-173, F-176, F-177, F-141, F-142, F-143, F-144, R30, F-437, F-475, F-477, F-479, F-482, F-554, F-555-A, F-556, F-557, F-558, F-559, F-560, F-561, F-565, F-563, F-568, F-575, F-780, EXP, MFS-330, and R-01. R-40, R-40-LM, R-41, R-41-LM, RS-43, R-43, TF-1956, RS-90, R-94, RS-72-K, DS-21 (all manufactured by DIC Corporation), Fluorard FC430, FC431, FC171 (all manufactured by Sumitomo 3M Limited), Surflon S-382, SC-101, SC-103, SC-104, SC-105, SC-1068, SC-381, SC-383, S-393, KH-40 (all manufactured by AGC Inc.), PolyFox Examples include PF636, PF656, PF6320, PF6520, and PF7002 (all manufactured by OMNOVA), Ftergent 208G, 215M, 245F, 601AD, 601ADH2, 602A, 610FM, 710FL, 710FM, 710FS, and FTX-218 (all manufactured by NEOS Corporation).

Acrylic compounds that have a molecular structure with a functional group containing a fluorine atom and that volatilize when heated due to cleavage of the fluorine atom-containing functional group can also be used as fluorosurfactants. Examples of such fluorosurfactants include the Megafac DS series manufactured by DIC Corporation (The Chemical Daily, February 22, 2016; The Nikkei Business Daily, February 23, 2016), such as Megafac DS-21.

It is also preferable to use a polymer of a hydrophilic vinyl ether compound and a fluorine atom-containing vinyl ether compound having a fluorinated alkyl group or a fluorinated alkylene ether group as the fluorosurfactant. Examples of such fluorosurfactants include the fluorosurfactants described in JP 2016-216602 A, the contents of which are incorporated herein by reference.

The fluorosurfactant may also be a block polymer. The fluorosurfactant may also preferably be a fluorine-containing polymer compound containing a repeating unit derived from a (meth)acrylate compound having a fluorine atom and a repeating unit derived from a (meth)acrylate compound having two or more (preferably five or more) alkyleneoxy groups (preferably ethyleneoxy groups or propyleneoxy groups). Further, the fluorine-containing surfactants described in paragraphs 0016 to 0037 of JP-A-2010-032698 and the following compounds are also exemplified as the fluorosurfactant for use in the present invention.
The weight average molecular weight of the above compound is preferably 3,000 to 50,000, for example, 14,000. In the above compound, the percentage indicating the proportion of repeating units is mol%.

The fluorosurfactant may also be a fluorine-containing polymer having an ethylenically unsaturated bond-containing group in the side chain. Specific examples include the compounds described in paragraphs 0050-0090 and 0289-0295 of JP 2010-164965 A, and Megafac RS-101, RS-102, RS-718K, and RS-72-K manufactured by DIC Corporation. The fluorosurfactant may also be the compounds described in paragraphs 0015-0158 of JP 2015-117327 A.

Furthermore, from the perspective of environmental regulations, it is also preferable to use the surfactants described in WO 2020/084854 as a substitute for surfactants having a perfluoroalkyl group having 6 or more carbon atoms.

It is also preferable to use a fluorine-containing imide salt compound represented by formula (fi-1) as a surfactant.
In formula (fi-1), m represents 1 or 2, n represents an integer of 1 to 4, a represents 1 or 2, and X ^a+ represents an a-valent metal ion, a primary ammonium ion, a secondary ammonium ion, a tertiary ammonium ion, a quaternary ammonium ion, or NH ₄ ⁺ .

Nonionic surfactants include glycerol, trimethylolpropane, trimethylolethane, and their ethoxylates and propoxylates (e.g., glycerol propoxylate, glycerol ethoxylate, etc.), polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, polyoxyethylene oleyl ether, polyoxyethylene octylphenyl ether, polyoxyethylene nonylphenyl ether, polyethylene glycol dilaurate, polyethylene glycol distearate, and sorbitan fatty acid. Examples of suitable solvents include esters, Pluronic L10, L31, L61, L62, 10R5, 17R2, and 25R2 (manufactured by BASF), Tetronic 304, 701, 704, 901, 904, and 150R1 (manufactured by BASF), Solsperse 20000 (manufactured by Lubrizol Japan Co., Ltd.), NCW-101, NCW-1001, and NCW-1002 (manufactured by Fujifilm Wako Pure Chemical Industries Co., Ltd.), Paionin D-6112, D-6112-W, and D-6315 (manufactured by Takemoto Oil & Fat Co., Ltd.), Olfine E1010, and Surfynol 104, 400, and 440 (manufactured by Nissin Chemical Industry Co., Ltd.).

Examples of silicone surfactants include DC3PA, SH7PA, DC11PA, SH21PA, SH28PA, SH29PA, SH30PA, SH8400, and FZ-2122 (all manufactured by Dow Toray Industries, Inc.), TSF-4440, TSF-4300, TSF-4445, TSF-4460, and TSF-4452 (all manufactured by Momenty Examples of suitable acrylic resins include BYK Performance Materials, KP-341, KF-6000, KF-6001, KF-6002, and KF-6003 (all manufactured by Shin-Etsu Chemical Co., Ltd.), BYK-307, BYK-323, BYK-330, BYK-333, BYK-3760, and BYK-UV3510 (all manufactured by BYK Chemie).

When a surfactant is contained, the content of the surfactant in the total solid content of the coloring composition is preferably 0.001% by mass to 5.0% by mass, and more preferably 0.005% by mass to 3.0% by mass. Only one type of surfactant may be used, or two or more types may be used. When two or more types are used, it is preferable that the total amount be within the above range.

<<Antioxidants>>
The coloring composition of the present invention may contain an antioxidant. Examples of antioxidants include phenolic compounds, phosphite ester compounds, and thioether compounds. Any phenolic compound known as a phenolic antioxidant can be used as the phenolic compound. Preferred phenolic compounds include hindered phenolic compounds. Compounds having a substituent at the ortho position adjacent to the phenolic hydroxy group are preferred. The substituent is preferably a substituted or unsubstituted alkyl group having 1 to 22 carbon atoms. Compounds having a phenolic group and a phosphite ester group in the same molecule are also preferred. Phosphorus-based antioxidants can also be suitably used as the antioxidant. The content of the antioxidant in the total solids content of the coloring composition is preferably 0.01 to 20% by mass, more preferably 0.3 to 15% by mass. When an antioxidant is contained, only one type may be used, or two or more types may be used. When two or more types are used, the total amount is preferably within the above range.

<<Other ingredients>>
The colored composition of the present invention may contain, as necessary, a sensitizer, a curing accelerator, a filler, a heat curing accelerator, a plasticizer, and other auxiliary agents (e.g., conductive particles, bulking agents, antifoaming agents, flame retardants, leveling agents, release accelerators, fragrances, surface tension modifiers, chain transfer agents, etc.). By appropriately incorporating these components, properties such as film physical properties can be adjusted. For details of these components, please refer to, for example, paragraphs 0183 and after of JP 2012-003225 A (corresponding to paragraph 0237 of U.S. Patent Application Publication No. 2013/0034812), and paragraphs 0101 to 0104 and 0107 to 0109 of JP 2008-250074 A, the contents of which are incorporated herein by reference. Furthermore, the colored composition of the present invention may contain, as necessary, a latent antioxidant. Examples of latent antioxidants include compounds in which the moiety functioning as an antioxidant is protected with a protecting group, and which function as an antioxidant when heated at 100 to 250°C or at 80 to 200°C in the presence of an acid/base catalyst, resulting in the elimination of the protecting group. Examples of latent antioxidants include the compounds described in WO 2014/021023, WO 2017/030005, and JP 2017-008219 A. Commercially available latent antioxidants include ADEKA ARCLES GPA-5001 (manufactured by ADEKA Corporation). Furthermore, as described in JP 2018-155881 A, C.I. Pigment Yellow 129 may be added for the purpose of improving weather resistance.

The coloring composition of the present invention may contain a metal oxide to adjust the refractive index of the resulting film. Examples of metal oxides include TiO ₂ , ZrO ₂ , Al ₂ O ₃ , and SiO ₂ . The primary particle size of the metal oxide is preferably 1 to 100 nm, more preferably 3 to 70 nm, and even more preferably 5 to 50 nm. The metal oxide may have a core-shell structure. In this case, the core may be hollow.

The coloring composition of the present invention may contain a light resistance improver. Examples of the light resistance improver include compounds described in paragraphs 0036 to 0037 of JP-A-2017-198787, compounds described in paragraphs 0029 to 0034 of JP-A-2017-146350, compounds described in paragraphs 0036 to 0037 and 0049 to 0052 of JP-A-2017-129774, compounds described in paragraphs 0031 to 0034 and 0058 to 0059 of JP-A-2017-129674, compounds described in paragraphs 0036 to 0037 and 0051 to 0054 of JP-A-2017-122803, compounds described in paragraphs 0025 to 0039 of WO 2017/164127, and compounds described in paragraphs 0017-186546. Examples of compounds include the compounds described in paragraphs 0034 to 0047 of JP-A No. 2015-025116, paragraphs 0019 to 0041, the compounds described in paragraphs 0101 to 0125 of JP-A No. 2012-145604, the compounds described in paragraphs 0018 to 0021 of JP-A No. 2012-103475, the compounds described in paragraphs 0015 to 0018 of JP-A No. 2011-257591, the compounds described in paragraphs 0017 to 0021 of JP-A No. 2011-191483, the compounds described in paragraphs 0108 to 0116 of JP-A No. 2011-145668, and the compounds described in paragraphs 0103 to 0153 of JP-A No. 2011-253174.

The water content of the coloring composition of the present invention is typically 3% by mass or less, preferably 0.01 to 1.5% by mass, and more preferably 0.1 to 1.0% by mass. The water content can be measured by the Karl Fischer method.

The coloring composition of the present invention can be used by adjusting its viscosity for purposes such as adjusting the film surface condition (flatness, etc.) and film thickness. The viscosity value can be selected appropriately as needed, but for example, a viscosity of 0.3 mPa·s to 50 mPa·s at 25°C is preferred, and 0.5 mPa·s to 20 mPa·s is more preferred. Viscosity can be measured, for example, using a cone-plate type viscometer with the temperature adjusted to 25°C.

The container for storing the coloring composition of the present invention is not particularly limited, and any known container can be used. Furthermore, in order to prevent impurities from being mixed into the raw materials or the composition, it is also preferable to use a multi-layer bottle whose inner wall is made up of six types of six layers of resin, or a bottle with a seven-layer structure made up of six types of resin. Examples of such containers include the container described in JP 2015-123351 A.

<Method for preparing colored composition>
The colored composition of the present invention can be prepared by mixing the above-mentioned components. When preparing the colored composition, all components may be simultaneously dissolved and/or dispersed in a solvent to prepare the colored composition, or, if necessary, each component may be prepared as two or more appropriate solutions or dispersions, which may be mixed at the time of use (at the time of application) to prepare the colored composition.

Preparation of the coloring composition preferably includes a process for dispersing the pigment. Mechanical forces used to disperse the pigment in this process include compression, squeezing, impact, shear, and cavitation. Specific examples of these processes include bead mills, sand mills, roll mills, ball mills, paint shakers, microfluidizers, high-speed impellers, sand grinders, flow jet mixers, high-pressure wet atomization, and ultrasonic dispersion. When grinding the pigment in a sand mill (bead mill), it is preferable to use small-diameter beads or increase the bead packing ratio to increase grinding efficiency. After grinding, it is also preferable to remove coarse particles by filtration, centrifugation, or other methods. In addition, the process and disperser for dispersing pigments can be suitably selected from the processes and dispersers described in "Dispersion Technology Encyclopedia," published by Johokko Co., Ltd., July 15, 2005, and "Dispersion Technology and Industrial Applications Focused on Suspensions (Solid/Liquid Dispersion Systems) - Comprehensive Data Collection," published by the Management Development Center Publishing Department, October 10, 1978, and paragraph 0022 of JP 2015-157893 A. The process for dispersing pigments can also include a salt milling process to refine the particles. The materials, equipment, and processing conditions used in the salt milling process can be found in, for example, JP 2015-194521 A and JP 2012-046629 A.

When preparing a coloring composition, it is preferable to filter the coloring composition with a filter for purposes such as removing foreign matter and reducing defects. Any filter that has traditionally been used for filtration purposes can be used without any particular limitation. Examples include filters made from materials such as fluororesins such as polytetrafluoroethylene (PTFE), polyamide resins such as nylon (e.g., nylon-6, nylon-6,6), and polyolefin resins (including high-density and ultra-high-molecular-weight polyolefin resins) such as polyethylene and polypropylene (PP). Of these materials, polypropylene (including high-density polypropylene) and nylon are preferred.

The filter pore size is preferably 0.01 to 7.0 μm, more preferably 0.01 to 3.0 μm, and even more preferably 0.05 to 0.5 μm. A filter pore size within the above range ensures more reliable removal of fine foreign matter. For filter pore size values, refer to the nominal values provided by the filter manufacturer. Various filters provided by Nippon Pall Corporation (DFA4201NIEY, etc.), Advantec Toyo Co., Ltd., Nippon Integris Co., Ltd. (formerly Nippon Microlith Co., Ltd.), Kitz Microfilter Co., Ltd., and others can be used.

It is also preferable to use a fibrous filter medium as the filter. Examples of fibrous filter medium include polypropylene fiber, nylon fiber, and glass fiber. Commercially available products include the SBP type series (SBP008, etc.), TPR type series (TPR002, TPR005, etc.), and SHPX type series (SHPX003, etc.) manufactured by Roki Techno Co., Ltd. When using filters, different filters (e.g., a first filter and a second filter) may be combined. In this case, filtration with each filter may be performed once or twice or more times. Filters with different pore sizes within the above-mentioned range may also be combined. Filtration with the first filter may be performed on the dispersion alone, and filtration with the second filter may be performed after mixing with other components.

<Membrane>
The film of the present invention is a film obtained from the coloring composition of the present invention described above. The film of the present invention can be used for a color filter or the like. Specifically, it can be preferably used as a color pixel of a color filter, more specifically, it can be preferably used as a red pixel of a color filter. The film of the present invention can also be used as an infrared transmission filter.

The film thickness of the film of the present invention can be adjusted appropriately depending on the purpose. For example, the film thickness is preferably 5 μm or less, more preferably 1 μm or less, and even more preferably 0.6 μm or less. The lower limit of the film thickness is preferably 0.1 μm or more, more preferably 0.2 μm or more, and even more preferably 0.3 μm or more.

<Red pixel>
The red pixel of the present invention is a red pixel obtained from the coloring composition of the present invention described above. The red pixel of the present invention can be used for a color filter, etc. The red pixel of the present invention has a high color value and can achieve desired spectral characteristics even in a thin film.
The thickness of the red pixel can be adjusted appropriately depending on the purpose. For example, the thickness is preferably 5 μm or less, more preferably 1 μm or less, and even more preferably 0.6 μm or less. The lower limit of the thickness is preferably 0.1 μm or more, more preferably 0.2 μm or more, and even more preferably 0.3 μm or more.
The width of the red pixel is preferably 0.4 to 10.0 μm. The lower limit is preferably 0.4 μm or more, more preferably 0.5 μm or more, and even more preferably 0.6 μm or more. The upper limit is preferably 5.0 μm or less, more preferably 2.0 μm or less, even more preferably 1.0 μm or less, and even more preferably 0.8 μm or less.

<Pixel Formation Method>
Next, a method for forming pixels will be described. The method for forming pixels includes a step of applying the above-described coloring composition of the present invention onto a support to form a coloring composition layer, and a step of forming a pattern in the coloring composition layer by photolithography or dry etching.

(Photolithography method)
First, a case where a pattern is formed by photolithography to form pixels will be described. The pattern formation by photolithography preferably includes a step of applying the coloring composition of the present invention described above onto a support to form a coloring composition layer, a step of exposing the coloring composition layer in a pattern, and a step of developing and removing the unexposed portion of the coloring composition layer after exposure. Each step will be described below.

In the process of forming the coloring composition layer, the coloring composition is applied to a support to form the coloring composition layer. The support is not particularly limited and can be selected appropriately depending on the application. Examples include glass substrates and silicon substrates, with a silicon substrate being preferred. The silicon substrate may also be formed with a charge-coupled device (CCD), a complementary metal-oxide semiconductor (CMOS), a transparent conductive film, or the like. A black matrix is sometimes formed on the silicon substrate to isolate each pixel. The silicon substrate may also be provided with an underlayer to improve adhesion with the upper layer, prevent diffusion of substances, or flatten the substrate surface. The surface contact angle of the underlayer is preferably 20 to 70° when measured with diiodomethane. It is also preferably 30 to 80° when measured with water. A surface contact angle of the underlayer within the above range ensures good wetting of the coloring composition. The surface contact angle of the underlayer can be adjusted by, for example, adding a surfactant.

The coloring composition can be applied by any known method. Examples include the dropping method (drop casting), slit coating, spraying, roll coating, spin coating, casting, slit and spin coating, pre-wetting (e.g., the method described in JP-A-2009-145395), various printing methods such as inkjet (e.g., on-demand, piezo, and thermal), nozzle jet printing, and other ejection-based printing, flexographic printing, screen printing, gravure printing, reverse offset printing, and metal mask printing, transfer methods using molds, and nanoimprinting. The inkjet application method is not particularly limited, and examples include the method described in "Expanding and Usable Inkjet - Infinite Possibilities Seen in Patents," published in February 2005 by Sumibe Techno Research (particularly pages 115 to 133), and the methods described in JP 2003-262716 A, JP 2003-185831 A, JP 2003-261827 A, JP 2012-126830 A, and JP 2006-169325 A. Furthermore, for methods of applying colored compositions, the descriptions in WO 2017/030174 and WO 2017/018419 can be referred to, the contents of which are incorporated herein by reference.

The colored composition layer formed on the support may be dried (prebaked). Prebaking is not necessary when producing a film using a low-temperature process. If prebaking is performed, the prebaking temperature is preferably 150°C or lower, more preferably 120°C or lower, and even more preferably 110°C or lower. The lower limit can be, for example, 50°C or higher, or even 80°C or higher. The prebaking time is preferably 10 to 300 seconds, more preferably 40 to 250 seconds, and even more preferably 80 to 220 seconds. Prebaking can be performed using a hot plate, oven, etc.

Next, the coloring composition layer is exposed to light in a pattern (exposure step). For example, the coloring composition layer can be exposed to light in a pattern by using a stepper exposure machine or a scanner exposure machine through a mask having a predetermined mask pattern. This allows the exposed portions to harden.

Radiation (light) that can be used for exposure includes g-line and i-line. Light with a wavelength of 300 nm or less (preferably light with a wavelength of 180 to 300 nm) can also be used. Examples of light with a wavelength of 300 nm or less include KrF line (wavelength 248 nm) and ArF line (wavelength 193 nm), with KrF line (wavelength 248 nm) being preferred. Long-wavelength light sources of 300 nm or more can also be used.

Furthermore, during exposure, light may be irradiated continuously, or may be irradiated in pulses (pulse exposure). Pulse exposure is an exposure method in which light is irradiated and paused repeatedly in short cycles (e.g., milliseconds or less).

The irradiation amount (exposure amount) is, for example, preferably 0.03 to 2.5 J/cm ² , and more preferably 0.05 to 1.0 J/cm ^2. The oxygen concentration during exposure can be selected appropriately. In addition to being performed in the atmosphere, exposure may be performed, for example, in a low-oxygen atmosphere with an oxygen concentration of 19 vol% or less (e.g., 15 vol%, 5 vol%, or substantially oxygen-free), or in a high-oxygen atmosphere with an oxygen concentration of more than 21 vol% (e.g., 22 vol%, 30 vol%, or 50 vol%). The exposure illuminance can be set appropriately and can usually be selected from the range of 1000 W/m ² to 100,000 W/m ² (e.g., 5,000 W/m ² , 15,000 W/m ² , or 35,000 W/m ² ). The oxygen concentration and exposure illuminance may be appropriately combined, for example, an oxygen concentration of 10% by volume and an illuminance of 10,000 W/m ² , and an oxygen concentration of 35% by volume and an illuminance of 20,000 W/m ² .

Next, the unexposed portions of the coloring composition layer after exposure are developed and removed (developing step). The unexposed portions of the coloring composition layer can be developed and removed using a developer. This causes the unexposed portions of the coloring composition layer to dissolve into the developer, leaving only the photocured portions. The temperature of the developer is preferably, for example, 20 to 30°C. The development time is preferably 20 to 180 seconds. Furthermore, to improve residue removal, the process of shaking off the developer every 60 seconds and then supplying fresh developer may be repeated several times.

Developers include organic solvents and alkaline developers, with alkaline developers being preferred. An alkaline aqueous solution (alkaline developer) prepared by diluting an alkaline agent with pure water is preferred. Examples of alkaline agents include organic alkaline compounds such as ammonia, ethylamine, diethylamine, dimethylethanolamine, diglycolamine, diethanolamine, hydroxyamine, ethylenediamine, tetramethylammonium hydroxide, tetraethylammonium hydroxide, tetrapropylammonium hydroxide, tetrabutylammonium hydroxide, ethyltrimethylammonium hydroxide, benzyltrimethylammonium hydroxide, dimethylbis(2-hydroxyethyl)ammonium hydroxide, choline, pyrrole, piperidine, and 1,8-diazabicyclo-[5.4.0]-7-undecene, as well as inorganic alkaline compounds such as sodium hydroxide, potassium hydroxide, sodium carbonate, sodium bicarbonate, sodium silicate, and sodium metasilicate. Alkaline agents with a high molecular weight are preferred from an environmental and safety perspective. The concentration of the alkaline agent in the alkaline aqueous solution is preferably 0.001 to 10% by mass, more preferably 0.01 to 1% by mass. The developer may further contain a surfactant. For ease of transportation and storage, the developer may be prepared as a concentrated solution and then diluted to the required concentration upon use. The dilution ratio is not particularly limited, but can be set, for example, in the range of 1.5 to 100 times. It is also preferable to wash (rinse) the developed layer with pure water after development. Rinsing is preferably performed by supplying a rinse solution to the developed colored composition layer while rotating the support on which the developed colored composition layer has been formed. It is also preferable to perform this by moving the nozzle ejecting the rinse solution from the center of the support to the periphery of the support. In this case, the nozzle movement speed may be gradually reduced as the nozzle moves from the center to the periphery of the support. Rinsing in this manner can suppress in-plane variations in rinsing. A similar effect can be achieved by gradually reducing the rotation speed of the support while moving the nozzle from the center to the periphery of the support.

After development and drying, it is preferable to perform additional exposure or heating (post-baking). Additional exposure or post-baking is a post-development curing treatment to ensure complete curing. The heating temperature for post-baking is preferably 100 to 240°C, and more preferably 200 to 240°C. Post-baking can be performed continuously or batchwise using a heating means such as a hot plate, convection oven (hot air circulation dryer), or high-frequency heater to heat the developed film (pixels) to the above conditions. When additional exposure is performed, it is preferable that the light used for exposure has a wavelength of 400 nm or less. The additional exposure may also be performed using the method described in Korean Patent Publication No. 10-2017-0122130.

(Dry etching method)
Pattern formation by the dry etching method preferably includes the steps of forming a colored composition layer on a support using the colored composition of the present invention described above, and curing the entire colored composition layer to form a cured layer; forming a photoresist layer on the cured layer; exposing the photoresist layer in a pattern and developing it to form a resist pattern; and dry etching the cured layer using an etching gas as a mask. In forming the photoresist layer, it is preferable to further perform a pre-bake treatment. In particular, the photoresist layer formation process preferably includes a heat treatment after exposure and a heat treatment after development (post-bake treatment). For pattern formation by the dry etching method, the description in paragraphs 0010 to 0067 of JP 2013-064993 A can be referred to, and the contents thereof are incorporated herein by reference.

<Color filter>
Next, the color filter of the present invention will be described. The color filter of the present invention has the above-mentioned film of the present invention. Specifically, the color filter of the present invention has the film of the present invention as a colored pixel of the color filter. The color filter of the present invention preferably has the film of the present invention as a red pixel of the color filter.
The color filter of the present invention preferably has red, blue, and green pixels obtained using the colored composition of the present invention described above.
The color filter of the present invention can be used in solid-state imaging devices such as CCDs (charge coupled devices) and CMOSs (complementary metal oxide semiconductors), image display devices, and the like.

The film thickness of the color filter of the present invention can be adjusted appropriately depending on the purpose. The film thickness is preferably 5 μm or less, more preferably 1 μm or less, and even more preferably 0.6 μm or less. The lower limit of the film thickness is preferably 0.1 μm or more, more preferably 0.2 μm or more, and even more preferably 0.3 μm or more.

The width of the pixels included in the color filter is preferably 0.4 to 10.0 μm. The lower limit is preferably 0.4 μm or more, more preferably 0.5 μm or more, and even more preferably 0.6 μm or more. The upper limit is preferably 5.0 μm or less, more preferably 2.0 μm or less, even more preferably 1.0 μm or less, and even more preferably 0.8 μm or less. The Young's modulus of the pixels is preferably 0.5 to 20 GPa, and more preferably 2.5 to 15 GPa.

Each pixel included in the color filter preferably has high flatness. Specifically, the surface roughness Ra of the pixel is preferably 100 nm or less, more preferably 40 nm or less, and even more preferably 15 nm or less. While there is no specified lower limit, it is preferably 0.1 nm or more, for example. The surface roughness of the pixel can be measured using, for example, a Veeco Dimension 3100 AFM (atomic force microscope). The contact angle of water on the pixel can be set to any suitable value, but is typically in the range of 50 to 110°. The contact angle can be measured using, for example, a contact angle meter CV-DT Type A (Kyowa Interface Science Co., Ltd.). The pixel preferably has a high volume resistance. Specifically, the pixel preferably has a volume resistance of 10 ⁹ Ω·cm or more, more preferably 10 ¹¹ Ω·cm or more. While there is no specified upper limit, it is preferably 10 ¹⁴ Ω·cm or less, for example. The volume resistance value of the pixel can be measured using, for example, an Ultra High Resistance Meter 5410 (manufactured by Advantest Corporation).

In the color filter, a protective layer may be provided on the surface of the film (pixel) of the present invention. By providing a protective layer, various functions can be imparted, such as oxygen blocking, low reflectivity, hydrophilicity/hydrophobicity, and blocking of light of specific wavelengths (ultraviolet rays, near-infrared rays, etc.). The thickness of the protective layer is preferably 0.01 to 10 μm, and more preferably 0.1 to 5 μm. Examples of methods for forming the protective layer include a method of applying a resin composition dissolved in an organic solvent, a chemical vapor deposition method, and a method of attaching a molded resin with an adhesive. Components constituting the protective layer include (meth)acrylic resins, ene-thiol resins, polycarbonate resins, polyether resins, polyarylate resins, polysulfone resins, polyethersulfone resins, polyphenylene resins, polyarylene ether phosphine oxide resins, polyimide resins, polyamideimide resins, polyolefin resins, cyclic olefin resins, polyester resins, styrene resins, polyol resins, polyvinylidene chloride resins, melamine resins, urethane resins, aramid resins, polyamide resins, alkyd resins, epoxy resins, modified silicone resins, fluorine resins, polycarbonate resins, polyacrylonitrile resins, cellulose resins, Si, C, W, Al ₂ O ₃ , Mo, SiO ₂ , and Si ₂ N ₄ , and the protective layer may contain two or more of these components. For example, in the case of a protective layer intended to block oxygen, the protective layer preferably contains a polyol resin, SiO ₂ , and Si ₂ N ₄ . In the case of a protective layer intended to reduce reflection, the protective layer preferably contains a (meth)acrylic resin and a fluorine resin.

When forming a protective layer by applying a resin composition, known methods such as spin coating, casting, screen printing, and inkjet printing can be used to apply the resin composition. Known organic solvents (e.g., propylene glycol 1-monomethyl ether 2-acetate, cyclopentanone, ethyl lactate, etc.) can be used as the organic solvent contained in the resin composition. When forming the protective layer by chemical vapor deposition, known chemical vapor deposition methods (thermal chemical vapor deposition, plasma chemical vapor deposition, photochemical vapor deposition) can be used.

The protective layer may optionally contain additives such as organic or inorganic fine particles, absorbers for light of specific wavelengths (e.g., ultraviolet light, near-infrared light, etc.), refractive index adjusters, antioxidants, adhesives, and surfactants. Examples of organic and inorganic fine particles include polymeric fine particles (e.g., silicone resin fine particles, polystyrene fine particles, melamine resin fine particles), titanium oxide, zinc oxide, zirconium oxide, indium oxide, aluminum oxide, titanium nitride, titanium oxynitride, magnesium fluoride, hollow silica, silica, calcium carbonate, and barium sulfate. Known absorbers for specific wavelengths of light can be used. The content of these additives can be adjusted as needed, but is preferably 0.1 to 70% by weight, and more preferably 1 to 60% by weight, of the total weight of the protective layer.

The protective layer may also be the one described in paragraphs 0073 to 0092 of JP 2017-151176 A.

The color filter may have a structure in which each pixel is embedded in a space partitioned by partitions, for example in a grid pattern.

<Solid-state imaging element>
The solid-state imaging device of the present invention has the above-described film of the present invention. The configuration of the solid-state imaging device is not particularly limited as long as it has the film of the present invention and functions as a solid-state imaging device, but examples thereof include the following configurations.

The substrate includes a plurality of photodiodes constituting the light-receiving area of a solid-state imaging device (such as a CCD (charge-coupled device) image sensor or a CMOS (complementary metal-oxide semiconductor) image sensor) and transfer electrodes made of polysilicon or the like. A light-shielding film is formed on the photodiodes and transfer electrodes, with only the light-receiving portions of the photodiodes exposed. A device protection film made of silicon nitride or the like is formed on the light-shielding film, covering the entire light-shielding film and the light-receiving portions of the photodiodes. A color filter is also provided on the device protection film. The device protection film may further include a light-focusing means (e.g., a microlens, etc.; the same applies below) below the color filter (closer to the substrate), or the light-focusing means may be provided on the color filter. The color filter may also have a structure in which each colored pixel is embedded in a space partitioned by partitions, for example, in a grid pattern. In this case, it is preferable that the partitions have a low refractive index relative to the colored pixels. Examples of imaging devices having such a structure include those described in Japanese Patent Application Laid-Open No. 2012-227478, Japanese Patent Application Laid-Open No. 2014-179577, and International Publication No. 2018/043654. Imaging devices equipped with the solid-state imaging element of the present invention can be used in digital cameras, electronic devices with imaging functions (such as mobile phones), as well as in-vehicle cameras and surveillance cameras.

<Image display device>
The image display device of the present invention has the above-described film of the present invention. Examples of image display devices include liquid crystal display devices and organic electroluminescence display devices. Definitions of image display devices and details of each image display device are described, for example, in "Electronic Display Devices" (written by Akio Sasaki, published by Kogyo Chosakai Co., Ltd. in 1990) and "Display Devices" (written by Nobuaki Ibuki, published by Sangyo Tosho Co., Ltd. in 1989). Liquid crystal display devices are described, for example, in "Next Generation Liquid Crystal Display Technology" (edited by Tatsuo Uchida, published by Kogyo Chosakai Co., Ltd. in 1994). There are no particular limitations on the liquid crystal display device to which the present invention can be applied, and the present invention can be applied to various types of liquid crystal display devices described in the above-mentioned "Next Generation Liquid Crystal Display Technology."

<Kit>
The kit of the present invention includes the above-described coloring composition of the present invention, a coloring composition for forming a blue pixel, and a coloring composition for forming a green pixel. The kit of the present invention is preferably used as a kit for producing a color filter. The above-described coloring composition of the present invention used in the kit is preferably a coloring composition for forming a red pixel. In other words, the kit of the present invention is preferably a kit for producing a color filter including a red pixel, a blue pixel, and a green pixel.

The coloring composition for forming blue pixels and the coloring composition for forming green pixels each preferably contain a colorant and a curable compound. Examples of the curable compound include the materials described above. The coloring composition for forming blue pixels and the coloring composition for forming green pixels may further contain a pigment derivative, a solvent, a photopolymerization initiator, a surfactant, a silane coupling agent, an ultraviolet absorber, a polymerization inhibitor, etc. Examples of these materials include those described above.

The coloring material used in the coloring composition for forming blue pixels preferably contains at least a blue coloring material, and more preferably contains both a blue coloring material and a purple coloring material.
The coloring material used in the coloring composition for forming a green pixel preferably contains at least a green coloring material, and more preferably contains both a green coloring material and a yellow coloring material.

The present invention will be explained in more detail below with reference to the following examples. The materials, amounts used, ratios, processing details, processing procedures, etc. shown in the following examples can be modified as appropriate without departing from the spirit of the present invention. Therefore, the scope of the present invention is not limited to the specific examples shown below.

<Method for measuring weight average molecular weight>
The weight average molecular weight (Mw) of the resin was calculated by GPC (gel permeation chromatography) measurement under the following measurement conditions.
Column type: TOSOH TSKgel Super HZM-H, TOSOH TSKgel Super HZ4000, and TOSOH TSKgel Super HZ2000 connected together. Developing solvent: tetrahydrofuran. Column temperature: 40°C.
Flow rate (sample injection amount): 1.0 μL (sample concentration 0.1% by mass)
Device name: Tosoh Corporation HLC-8220GPC
Detector: differential refractometer (RI detector)
Calibration curve base resin: polystyrene resin

<Preparation of Dispersion>
(Dispersion Formulation 1)
A mixture of 13 parts by mass of pigment and pigment derivative in total, 15 parts by mass of dispersant, and 72 parts by mass of solvent was mixed and dispersed for 3 hours using a bead mill (zirconia beads 0.1 mm diameter) to prepare a dispersion. Thereafter, a dispersion treatment was carried out using a NANO-3000-10 high-pressure disperser equipped with a pressure reduction mechanism (manufactured by Nippon BEE Co., Ltd.) under conditions of a pressure of 2000 kg/ ^cm3 and a flow rate of 500 g/min. This dispersion treatment was repeated a total of 10 times to obtain a dispersion. The pigment, pigment derivative, and dispersant used were the materials shown in the table below.

(Dispersion Formulation 2)
A mixture of 12 parts by mass of pigment and pigment derivative in total, 10 parts by mass of dispersant, and 78 parts by mass of solvent was mixed and dispersed for 3 hours using a bead mill (zirconia beads 0.1 mm diameter) to prepare a dispersion. Thereafter, a dispersion treatment was carried out using a NANO-3000-10 high-pressure disperser equipped with a pressure reducing mechanism (manufactured by Nippon BEE Co., Ltd.) under conditions of a pressure of 2000 kg/ ^cm3 and a flow rate of 500 g/min. This dispersion treatment was repeated a total of 10 times to obtain a dispersion. The pigment, pigment derivative, and dispersant used were the materials shown in the table below.

(Dispersion Formulation 3)
A mixture of 12 parts by mass of pigment and pigment derivative in total, 8 parts by mass of dispersant, and 80 parts by mass of solvent was mixed and dispersed for 3 hours using a bead mill (zirconia beads 0.1 mm diameter) to prepare a dispersion. Thereafter, a dispersion treatment was carried out using a NANO-3000-10 high-pressure disperser equipped with a pressure reduction mechanism (manufactured by Nippon BEE Co., Ltd.) under conditions of a pressure of 2000 kg/ ^cm3 and a flow rate of 500 g/min. This dispersion treatment was repeated a total of 10 times to obtain a dispersion. The pigment, pigment derivative, and dispersant used were the materials shown in the table below.

(Dispersion Formulation 4)
A mixture of 12 parts by mass of colorant and pigment derivative in total, 10 parts by mass of dispersant, and 78 parts by mass of solvent was mixed and dispersed for 3 hours using a bead mill (zirconia beads 0.1 mm diameter) to prepare a dispersion. A dispersion treatment was then carried out using a NANO-3000-10 high-pressure disperser equipped with a pressure reduction mechanism (manufactured by Nippon BEE Co., Ltd.) under conditions of a pressure of 2000 kg/ ^cm3 and a flow rate of 500 g/min. This dispersion treatment was repeated a total of 10 times to obtain a dispersion. The materials used for the colorant, pigment derivative, and dispersant were as shown in the table below.

Details of the materials indicated by the abbreviations in the table showing the dispersion formulation above are as follows:

(Coloring agent)
P-1: C.I. Pigment Red 177 (red pigment)
P-2, P-102: C.I. Pigment Red 254 (red pigment)
P-3: C.I. Pigment Red 264 (red pigment)
P-4: C.I. Pigment Red 269 (red pigment)
P-5, P-101: C.I. Pigment Red 272 (red pigment)
P-6, P-103: C.I. Pigment Red 291 (red pigment)
P-7: C.I. Pigment Red 296 (red pigment)
P-8: C.I. Pigment Red 297 (red pigment)
P-9: C.I. Pigment Yellow 129 (yellow pigment)
P-10: C.I. Pigment Yellow 138 (yellow pigment)
P-11, P-115: C.I. Pigment Yellow 139 (yellow pigment)
P-12: C.I. Pigment Yellow 150 (yellow pigment)
P-13, P-116: C.I. Pigment Yellow 185 (yellow pigment)
P-14: C.I. Pigment Yellow 215 (yellow pigment)
P-15: C.I. Pigment Yellow 231 (yellow pigment)
P-16: C.I. Pigment Yellow 233 (yellow pigment)

P-104: Compound having the following structure (red dye, perylene dye)

P-105: Compound having the following structure (red dye, perylene dye)

P-106: Compound having the following structure (red dye, xanthene dye)

P-107: Compound having the following structure (red dye, xanthene dye)

P-108: Compound having the following structure (red dye, tetraazaporphine dye)

P-109: Compound having the following structure (red pigment, perylene pigment)

P-110: Lumogen F Orange 240 (manufactured by BASF, red pigment, perylene pigment)
P-111: C.I. Pigment Red 179 (red pigment, perylene pigment)

P-112: A mixture of compounds having the following structure (red pigment, xanthene pigment)

P-113: Compound having the following structure (red pigment, xanthene pigment)

P-114: C.I. Pigment Red 81:4 (red pigment, xanthene pigment)

P-117: Compound having the following structure (yellow pigment, isoindoline pigment)

P-118: Compound having the following structure (cyan dye, squarylium dye)

P-119: Compound having the following structure (cyan pigment, triarylmethane pigment)

P-120: A copolymer (cyan dye) of 40 parts by mass of the compound having the following structure, 25 parts by mass of benzyl methacrylate, 20 parts by mass of methacrylic acid, and N-benzylmaleimide.

P-121: Compound having the following structure (cyan dye, squarylium dye)

P-122: Compound having the following structure (cyan dye, squarylium dye)

P-123: C.I. Pigment Blue 15:6 (blue pigment)
P-124: C.I. Pigment Violet 23 (purple pigment)

P-125: Compound having the following structure (near-infrared absorbing pigment, pyrrolopyrrole pigment)

(pigment derivatives)
Syn-1: A compound having the following structure (quinophthalone compound)
Syn-2: Compound having the following structure (azo compound)
Syn-3: Compound having the following structure (anthraquinone compound)
Syn-4: Compound having the following structure (dianthraquinone compound)
Syn-5: Compound having the following structure (thiadiindigo compound)
Syn-6: Compound having the following structure (quinacridone compound)
Syn-7: Compound having the following structure (benzoindole compound)
Syn-8: Compound having the following structure (azo compound)
Syn-9: Compound having the following structure (diketopyrrolopyrrole compound)
Syn-10: Compound having the following structure (diketopyrrolopyrrole compound)
Syn-11: Compound having the following structure (diketopyrrolopyrrole compound)
Syn-12: Compound having the following structure (diketopyrrolopyrrole compound)
Syn-13: Compound having the following structure (diketopyrrolopyrrole compound)
Syn-14: Compound having the following structure (diketopyrrolopyrrole compound)
Syn-15: Compound having the following structure (diketopyrrolopyrrole compound)
Syn-16: Compound having the following structure (diketopyrrolopyrrole compound)
Syn-17: Compound having the following structure (diketopyrrolopyrrole compound)
Syn-101: Compound having the following structure (diketopyrrolopyrrole compound)
Syn-102: Compound having the following structure (pyrrolopyrrole compound)

(Dispersant)
D-1: Resin solution (solid concentration 30% by mass) of Resin D-1 synthesized by the following method.
50 parts by mass of methyl methacrylate, 30 parts by mass of n-butyl methacrylate, 20 parts by mass of t-butyl methacrylate, and 45.4 parts by mass of propylene glycol monomethyl ether acetate (PGMEA) were charged into a reaction vessel, and the atmospheric gas was replaced with nitrogen gas. The reaction vessel was heated to 70 ° C, 6 parts by mass of 3-mercapto-1,2-propanediol was added, and 0.12 parts by mass of AIBN (azobisisobutyronitrile) was further added, and the reaction was carried out for 12 hours. Solid content measurement confirmed that 95% had reacted. Next, 9.7 parts by mass of pyromellitic anhydride, 70.3 parts by mass of PGMEA, and 0.20 parts by mass of DBU (1,8-diazabicyclo-[5.4.0]-7-undecene) as a catalyst were added, and the reaction was carried out at 120 ° C for 7 hours. Acid value measurement confirmed that 98% or more of the acid anhydride had been half-esterified, and the reaction was terminated. PGMEA was added to adjust the nonvolatile content (solid content concentration) to 30% by mass, to obtain a resin solution of Resin D-1 having the following structure, an acid value of 43 mg KOH/g, and a weight average molecular weight (Mw) of 9,000.

D-2: Resin solution of Resin D-2 (solid concentration 30% by mass) synthesized by the following method.
6.0 parts by mass of 3-mercapto-1,2-propanediol, 9.5 parts by mass of pyromellitic anhydride, 62 parts by mass of PGMEA, and 0.2 parts by mass of 1,8-diazabicyclo-[5.4.0]-7-undecene were charged into a reaction vessel, and the atmospheric gas was replaced with nitrogen gas. The reaction vessel was heated to 100 ° C and reacted for 7 hours. After confirming that 98% or more of the acid anhydride had been half-esterified by acid value measurement, the temperature of the system was cooled to 70 ° C, and 53.5 parts by mass of a PGMEA solution containing 65 parts by mass of methyl methacrylate, 5.0 parts by mass of ethyl acrylate, 15 parts by mass of t-butyl acrylate, 5.0 parts by mass of methacrylic acid, 10 parts by mass of hydroxyethyl methacrylate, and 0.1 parts by mass of 2,2'-azobisisobutyronitrile was added and reacted for 10 hours. The reaction was terminated after confirming that the polymerization had progressed to 95% by solids content measurement. PGMEA was added to adjust the nonvolatile content (solid content concentration) to 30% by mass, to obtain a resin solution of Resin D-2 having the following structure, an acid value of 70.5 mg KOH/g, and a weight average molecular weight (Mw) of 10,000.

D-3: Resin solution of Resin D-3 (solid concentration 30% by mass) synthesized by the following method.
Resin D-3 having the following structure and an acid value of 43 mgKOH/g and a weight average molecular weight (Mw) of 9000 was obtained in the same manner as in the synthesis of Resin D-1, except that 20 parts by mass of t-butyl methacrylate was changed to 20 parts by mass of (3-ethyloxetan-3-yl)methyl methacrylate.

D-4: Resin solution of resin D-4 (solid concentration 30% by mass) synthesized by the following method.
108 parts by mass of 1-thioglycerol, 174 parts by mass of pyromellitic anhydride, 650 parts by mass of methoxypropyl acetate, and 0.2 parts by mass of monobutyltin oxide as a catalyst were charged into a reaction vessel, and the atmospheric gas was replaced with nitrogen gas, followed by a reaction at 120 ° C. for 5 hours (first step). It was confirmed by measurement of the acid value that 95% or more of the acid anhydride was half-esterified. Next, 160 parts by mass of the compound obtained in the first step, converted to solids, 200 parts by mass of 2-hydroxypropyl methacrylate, 200 parts by mass of ethyl acrylate, 150 parts by mass of t-butyl acrylate, 200 parts by mass of 2-methoxyethyl acrylate, 200 parts by mass of methyl acrylate, 50 parts by mass of methacrylic acid, and 663 parts by mass of PGMEA were charged into a reaction vessel, and the reaction vessel was heated to 80 ° C., and 1.2 parts by mass of 2,2'-azobis(2,4-dimethylvaleronitrile) was added, and the reaction was continued for 12 hours (second step). It was confirmed that 95% had reacted by solid content measurement. Finally, 500 parts by mass of a 50% by mass PGMEA solution of the compound obtained in the second step, 27.0 parts by mass of 2-methacryloyloxyethyl isocyanate (MOI), and 0.1 parts by mass of hydroquinone were charged into a reaction vessel, and the reaction was carried out until the disappearance of the peak at 2270 cm ⁻¹ due to the isocyanate group was confirmed (third step). After confirming the disappearance of the peak, the reaction solution was cooled, and PGMEA was added to adjust the non-volatile content (solid content concentration) to 30% by mass, and a resin solution of resin D-4 having the following structure was obtained, with an acid value of 68 mg KOH / g, an ethylenically unsaturated bond group value of 0.62 mmol / g, and a weight average molecular weight (Mw) of 13,000.

D-5: 30% by mass PGMEA solution of a resin having the following structure (the number attached to the main chain is the molar ratio, and the number attached to the side chain is the number of repeating units; weight average molecular weight 16,000, acid value 67 mgKOH/g)

D-6: 30% by mass PGMEA solution of a resin having the following structure (the number attached to the main chain is the molar ratio, and the number attached to the side chain is the number of repeating units; weight average molecular weight: 20,000)

D-7: A solution prepared by adding PGMEA to DISPERBYK-111 (manufactured by BYK Chemie) to adjust the non-volatile content (solid content concentration) to 30% by mass. D-8: A solution prepared by adding PGMEA to BYK-LPN-21116 (manufactured by BYK Chemie) to adjust the non-volatile content (solid content concentration) to 30% by mass. D-9: A solution prepared by adding PGMEA to Solsperse 20000 (manufactured by The Lubrizol Corporation) to adjust the non-volatile content (solid content concentration) to 30% by mass. D-10: A solution prepared by adding PGMEA to Ajisper PB821 (manufactured by Ajinomoto Fine-Techno Co., Ltd.) to adjust the non-volatile content (solid content concentration) to 30% by mass. D-101: A solution prepared by adding PGMEA to BYK-LPN-6919 (manufactured by BYK Chemie) to adjust the non-volatile content (solid content concentration) to 30% by mass.

(solvent)
S-1, S-101: Propylene glycol monomethyl ether acetate (PGMEA)
S-102: Propylene glycol monomethyl ether S-103: Cyclopentanone S-104: Anisole S-105: Diacetone alcohol

<Production of Coloring Composition>
Each material was mixed in the proportions of formulations 1 to 9 shown below, and filtered through a nylon filter (manufactured by Nippon Pall Co., Ltd.) with a pore size of 0.45 μm to produce each colored composition. Examples 1 to 4, 9 to 104, Comparative Example 1, and Comparative Example 2 are colored compositions for photolithography, and Examples 5 to 8 are colored compositions for dry etching. In the table below, the value of the pigment content in the total solid content of the colored composition is shown in the column of "pigment concentration."

(Prescription 1)
Dispersion liquid shown in the table below: 31.2 parts by mass Polymerizable monomer shown in the table below: 4.5 parts by mass Binder shown in the table below: 15.6 parts by mass Photopolymerization initiator shown in the table below: 0.4 parts by mass Surfactant shown in the table below: 0.0001 parts by mass Polymerization inhibitor shown in the table below: 0.00135 parts by mass Solvent shown in the table below: 48.3 parts by mass

(Prescription 2)
Dispersion liquid shown in the table below: 46.7 parts by mass Polymerizable monomer shown in the table below: 3.4 parts by mass Binder shown in the table below: 6.4 parts by mass Photopolymerization initiator shown in the table below: 0.7 parts by mass Surfactant shown in the table below: 0.0001 parts by mass Polymerization inhibitor shown in the table below: 0.00135 parts by mass Solvent shown in the table below: 42.8 parts by mass

(Prescription 3)
Dispersion liquid shown in the table below: 67.5 parts by mass Polymerizable monomer shown in the table below: 1.3 parts by mass Binder shown in the table below: 6.7 parts by mass Photopolymerization initiator shown in the table below: 0.7 parts by mass Surfactant shown in the table below: 0.0001 parts by mass Polymerization inhibitor shown in the table below: 0.00135 parts by mass Solvent shown in the table below: 23.8 parts by mass

(Prescription 4)
Dispersion liquid shown in the table below: 78.8 parts by mass Polymerizable monomer shown in the table below: 0.6 parts by mass Binder shown in the table below: 5.5 parts by mass Photopolymerization initiator shown in the table below: 0.5 parts by mass Surfactant shown in the table below: 0.0001 parts by mass Polymerization inhibitor shown in the table below: 0.00135 parts by mass Solvent shown in the table below: 14.7 parts by mass

(Prescription 5)
Dispersion liquid shown in the table below: 90.0 parts by mass Additive shown in the table below: 0.5 parts by mass Surfactant shown in the table below: 0.0001 parts by mass Polymerization inhibitor shown in the table below: 0.00135 parts by mass Solvent shown in the table below: 9.5 parts by mass

(Formulation 6)
Dispersion liquid shown in the table below: 93.7 parts by mass Surfactant shown in the table below: 0.0001 parts by mass Polymerization inhibitor shown in the table below: 0.00135 parts by mass Solvent shown in the table below: 6.3 parts by mass

(Formulation 7)
Dispersion liquid shown in the table below: 78.8 parts by mass Polymerizable monomer shown in the table below: 0.6 parts by mass Binder shown in the table below: 4.3 parts by mass Photopolymerization initiator shown in the table below: 0.5 parts by mass Additive shown in the table below: 0.3 parts by mass Surfactant shown in the table below: 0.0001 parts by mass Polymerization inhibitor shown in the table below: 0.00135 parts by mass Solvent shown in the table below: 15.6 parts by mass

(Formulation 8)
Dispersion liquid shown in the table below: 26.0 parts by mass Polymerizable monomer shown in the table below: 4.9 parts by mass Binder shown in the table below: 18.5 parts by mass Photopolymerization initiator shown in the table below: 0.4 parts by mass Surfactant shown in the table below: 0.0001 parts by mass Polymerization inhibitor shown in the table below: 0.00135 parts by mass Solvent shown in the table below: 50.2 parts by mass

(Formulation 9)
Dispersion liquid shown in the table below: 15.6 parts by mass Polymerizable monomer shown in the table below: 5.5 parts by mass Binder shown in the table below: 24.2 parts by mass Photopolymerization initiator shown in the table below: 0.4 parts by mass Surfactant shown in the table below: 0.0001 parts by mass Polymerization inhibitor shown in the table below: 0.00135 parts by mass Solvent shown in the table below: 54.3 parts by mass

(Formulation 10)
Dispersion liquid shown in the table below: 67.5 parts by mass Polymerizable monomer shown in the table below: 1.3 parts by mass Binder shown in the table below: 6.7 parts by mass Photopolymerization initiator shown in the table below: 0.4 parts by mass Additive shown in the table below: 0.3 parts by mass Surfactant shown in the table below: 0.0001 parts by mass Polymerization inhibitor shown in the table below: 0.00135 parts by mass Solvent shown in the table below: 23.8 parts by mass

Details of the materials indicated by abbreviations in the table showing the formulation of the above coloring composition are as follows:

(Dispersion liquid)
Dispersions 1 to 77, 201 to 219, 301 to 319, and r1: the above-mentioned Dispersions 1 to 77, 201 to 219, and 301 to 319r1. Note that Dispersions 1 to 77, 201 to 219, 301 to 319, and r1 are all dispersions containing C.I. Pigment Red 272.

(Polymerizable Monomer)
M-1, M-102: Compounds having the following structure
M-2, M-103: Compounds having the following structure
M-3: KAYARAD DPHA (manufactured by Nippon Kayaku Co., Ltd.)
M-4, M-101: Compounds having the following structure

(Photopolymerization initiator)
I-1: Irgacure OXE01 (manufactured by BASF, oxime compound)
I-2 and I-101: Irgacure OXE02 (manufactured by BASF, oxime compound)
I-3 to I-8: Compounds having the following structures
I-9: Omnirad 379 (manufactured by IGM Resins B.V., an α-aminoketone compound)
I-10: Omnirad 907 (manufactured by IGM Resins B.V., α-aminoketone compound)
I-102: Omnirad 369 (manufactured by IGM Resins B.V., an α-aminoketone compound)
I-103: 2,4-bis(trichloromethyl)-6-piperonyl-1,3,5-triazine (TAZ-PP; manufactured by DKSH Japan Co., Ltd.)
I-104: Compound of the following structure
I-105: Compound of the following structure

(binder)
B-1: 20% by mass PGMEA solution of a resin having the following structure (weight average molecular weight 11,000, the number attached to the main chain indicates the molar ratio of the repeating unit):
B-2: 20% by mass cyclohexanone solution of a resin (weight average molecular weight 21,000) having the following structure:
B-101: 20% by mass PGMEA solution of a resin (weight average molecular weight 9200) having the following structure
B-102: 20% by mass PGMEA solution of a resin having the following structure (weight average molecular weight 12,000, the number attached to the main chain indicates the molar ratio of the repeating unit):
B-103: A solution prepared by mixing 66.6 parts by mass, in terms of solids, of a PGMEA solution of bisphenol A epoxy acrylate, 17.4 parts by mass of 1,2,4,5-cyclohexanetetracarboxylic dianhydride, and 32.7 parts by mass of PGMEA, heating the mixture, and reacting it at 100 to 105°C for 14 hours to obtain a copolymer (weight average molecular weight 6400), to which PGMEA was added to adjust the solids concentration to 20% by mass.

(Additives)
A-1: EHPE3150 (manufactured by Daicel Corporation, 1,2-epoxy-4-(2-oxiranyl)cyclohexane adduct of 2,2'-bis(hydroxymethyl)-1-butanol)
A-101: EAB-F (manufactured by Hodogaya Chemical Co., Ltd., 4,4'-bis(diethylamino)benzophenone, sensitizer)
A-102: Sumisorb 130 (manufactured by Sumika Chemtex Co., Ltd., 2-hydroxy-4-n-octoxybenzophenone, ultraviolet absorber)
A-103: Sumisorb 200 (manufactured by Sumika Chemtex Co., Ltd., 2-(2-hydroxy-5-methylphenyl)benzotriazole, ultraviolet absorber)

(Surfactant)
Su-1: Compound having the following structure (weight average molecular weight: 14,000). In the formula, % indicates the proportion of repeating units by mole. (Fluorocarbon surfactant)
SU-2: FZ-2122 (manufactured by Dow Toray Industries, Inc., silicone surfactant)
Su-101: SH8400 (manufactured by Dow Toray Industries, Inc., silicone surfactant)
Su-102: KF-6001 (Shin-Etsu Chemical Co., Ltd., silicone surfactant, carbinol-modified polydimethylsiloxane at both ends, hydroxyl value 62 mgKOH/g)

(Polymerization inhibitor)
In-1: p-methoxyphenol

(solvent)
S-1, S-101: Propylene glycol monomethyl ether acetate (PGMEA)
S-2: Propylene glycol monomethyl ether S-3: Cyclopentanone

<Pixel Formation Method>
(Examples 1 to 4, 9 to 104, 201 to 230, 301 to 343, Comparative Example 1, Comparative Example 2)
The underlayer composition was applied to a silicon wafer having a diameter of 8 inches (20.32 cm) by spin coating, and then heated at 100°C for 2 minutes using a hot plate, and then heated at 230°C for 2 minutes using a hot plate to form an underlayer with a thickness of 10 nm. Details of the underlayer composition will be described later.
Next, onto the silicon wafer on which the underlayer was formed, the colored compositions of Examples 1 to 4, 9 to 104, 201 to 230, 301 to 343, Comparative Example 1, and Comparative Example 2 were applied by spin coating so that the film thickness after film formation was 0.4 μm, and then heated at 100 ° C. for 2 minutes using a hot plate. Next, using an i-line stepper exposure system FPA-3000i5+ (manufactured by Canon Corporation), it was exposed at an exposure dose of 150 mJ / cm ² through a mask having a 1.0 μm island pattern. Next, the silicon wafer was stored for 30 minutes in an environment of 23 ° C. and 50% humidity, and then paddle development was performed for 60 seconds at 23 ° C. using a 0.3 mass% aqueous solution of tetramethylammonium hydroxide (TMAH). Thereafter, it was rinsed with a spin shower, further washed with pure water, and then heated at 220 ° C. for 5 minutes using a hot plate to form island pattern pixels.

(Examples 5 to 8)
The underlayer composition was applied to a silicon wafer having a diameter of 8 inches (20.32 cm) by spin coating, and then heated at 100°C for 2 minutes using a hot plate, and then heated at 230°C for 2 minutes using a hot plate to form an underlayer with a thickness of 10 nm. Details of the underlayer composition will be described later.
Next, on the silicon wafer on which the underlayer was formed, the colored compositions of Examples 5 to 8 were applied by spin coating so that the film thickness after formation would be 0.4 μm, and then heated using a hot plate at 100° C. for 2 minutes, and then heated at 220° C. for 5 minutes to form a cured film. For the cured film, pixels of a 1.0 μm island pattern were formed by dry etching.

The undercoat layer composition was prepared by mixing the following raw materials.
Resin A: 0.7 parts by mass Surfactant A: 0.8 parts by mass Propylene glycol monomethyl ether acetate (PGMEA): 98.5 parts by mass

The details of the raw materials are as follows:
Resin A: Cyclomer P (ACA) 230AA (manufactured by Daicel Corporation, acid value = 30 mg KOH/g, weight average molecular weight 15,000, 54 mass% PGME solution)
Surfactant A: A 0.2% by mass PGMEA solution of a compound having the following structure (weight average molecular weight 14,000, the percentages indicating the proportions of repeating units are mol %, a fluorine-based surfactant)

<Evaluation of foreign matter>
The silicon wafers on which the island pattern pixels were formed were subjected to a constant temperature and humidity test (held at a temperature of 110°C and a humidity of 85% for 528 hours), and then 30 points on the silicon wafer surface were observed with an optical microscope to check for the presence or absence of foreign matter in the film. The evaluation results are shown in the table below.
7: Foreign matter was observed in 0 locations after the constant temperature and humidity test. 6: Foreign matter was observed in 1 to 5 locations after the constant temperature and humidity test. 5: Foreign matter was observed in 6 to 10 locations after the constant temperature and humidity test. 4: Foreign matter was observed in 11 to 15 locations after the constant temperature and humidity test. 3: Foreign matter was observed in 16 to 20 locations after the constant temperature and humidity test. 2: Foreign matter was observed in 21 to 25 locations after the constant temperature and humidity test. 1: Foreign matter was observed in 26 to 30 locations after the constant temperature and humidity test.

As shown in the table above, the coloring compositions of the examples were able to form films in which the generation of foreign matter was suppressed even after constant temperature and humidity testing. Furthermore, the films obtained from the coloring compositions of Examples 1 to 104 and 201 to 230 had a high red color value and favorable spectral characteristics for the red colored pixels of a color filter.

(Example 1001)
A green coloring composition was applied to a silicon wafer by spin coating so that the film thickness after formation was 0.4 μm. The resulting film was then heated at 100°C for 2 minutes using a hot plate. Next, using an i-line stepper exposure system FPA-3000i5+ (Canon Inc.), the film was exposed to light at an exposure dose of 1000 mJ/ ^cm2 through a mask with a 1.0 μm square dot pattern. Next, using a 0.3% by mass aqueous solution of tetramethylammonium hydroxide (TMAH), paddle development was performed at 23°C for 60 seconds. After that, the film was rinsed with a spin shower and further washed with pure water. The green coloring composition was then patterned by heating at 220°C for 5 minutes using a hot plate to form green pixels. Similarly, a red coloring composition and a blue coloring composition were patterned by the same process to sequentially form red and blue pixels, thereby forming a color filter having green, red, and blue pixels. In this color filter, green pixels are formed in a Bayer pattern, and red and blue pixels are formed in adjacent regions in an island pattern. The obtained color filter was incorporated into a solid-state imaging device according to a known method. This solid-state imaging device had good image recognition ability. The coloring composition of Example 43 was used as the red coloring composition. Details of the green coloring composition and the blue coloring composition will be described later.

(Preparation of Green Colored Composition)
The following components were mixed and stirred, and then filtered through a nylon filter having a pore size of 0.45 μm (manufactured by Nippon Pall Co., Ltd.) to prepare a green colored composition.
Green pigment dispersion: 73.7 parts by mass Resin 101: 0.3 parts by mass Polymerizable compound 101: 1.2 parts by mass Photopolymerization initiator 101: 0.6 parts by mass Surfactant 101: 4.2 parts by mass PGMEA: 19.5 parts by mass

(Preparation of blue colored composition)
The following components were mixed and stirred, and then filtered through a nylon filter having a pore size of 0.45 μm (manufactured by Nippon Pall Co., Ltd.) to prepare a blue colored composition.
Blue pigment dispersion: 44.9 parts by mass Resin 101: 2.1 parts by mass Polymerizable compound 101: 1.5 parts by mass Polymerizable compound 102: 0.7 parts by mass Photopolymerization initiator 101: 0.8 parts by mass Surfactant 101: 4.2 parts by mass PGMEA: 45.8 parts by mass

The raw materials used to prepare the green and blue colored compositions are as follows:

Green Pigment Dispersion A mixture consisting of 9.4 parts by mass of C.I. Pigment Green 58, 2.3 parts by mass of C.I. Pigment Yellow 185, 5.2 parts by mass of a dispersant (Disperbyk-161, manufactured by BYK Chemie), and 83.1 parts by mass of PGMEA was mixed and dispersed for 3 hours using a bead mill (zirconia beads 0.3 mm diameter) to prepare a pigment dispersion. Thereafter, a dispersion treatment was further carried out using a high-pressure disperser NANO-3000-10 (manufactured by Japan BEE Co., Ltd.) equipped with a pressure reducing mechanism, at a flow rate of 500 g/min under a pressure of 2000 kg/ ^cm3 . This dispersion treatment was repeated 10 times to obtain a green pigment dispersion.

Blue pigment dispersion: A mixture consisting of 9.7 parts by mass of C.I. Pigment Blue 15:6, 2.4 parts by mass of C.I. Pigment Violet 23, 5.5 parts by mass of a dispersant (Disperbyk-161, manufactured by BYK Chemie), and 82.4 parts by mass of PGMEA was mixed and dispersed for 3 hours using a bead mill (zirconia beads 0.3 mm diameter). Thereafter, a dispersion treatment was further carried out using a high-pressure disperser NANO-3000-10 (manufactured by Japan BEE Co., Ltd.) equipped with a pressure reducing mechanism, at a flow rate of 500 g/min under a pressure of 2000 kg/cm ³ . This dispersion treatment was repeated 10 times to obtain a blue pigment dispersion.

Polymerizable compound 101: KAYARAD DPHA (manufactured by Nippon Kayaku Co., Ltd.)
Polymerizable compound 102: a compound having the following structure

Resin 101: Resin having the following structure (weight average molecular weight 11,000, the number attached to the main chain is the molar ratio)

Photopolymerization initiator 101: Irgacure OXE01 (BASF)

Surfactant 101: A 1% by mass PGMEA solution of a compound having the following structure (weight average molecular weight 14,000, the percentages indicating the proportions of repeating units are mol%).

Claims (18)

A coloring composition comprising a pigment including Color Index Pigment Red 272, a pigment derivative, a curable compound, and a solvent,
The pigment derivative contains a compound represented by formula (Syn),
The content of the pigment in the total solid content of the coloring composition is 60 mass% or more,
The coloring composition, wherein the content of Color Index Pigment Red 272 in the total amount of the pigments is 10 mass % or more.
P-(L) _m ...(Syn)
(In formula (Syn), P represents a diketopyrrolopyrrole dye skeleton,
m represents 1;
L represents a phthalimidomethyl group or a group represented by formula (a) .
( In formula (a), X represents —SO ₂ — or a single bond;
Y represents —NH—, —O—, or a single bond;
n represents an integer of 1 to 3;
R ¹⁶ and R ¹⁷ each independently represent an alkyl group having 1 to 2 carbon atoms. The coloring composition according to claim 1, wherein the pigment further comprises a red pigment other than Color Index Pigment Red 272. The coloring composition according to claim 1 or 2, wherein the pigment further comprises a yellow pigment. The coloring composition according to any one of claims 1 to 3, wherein the curable compound includes at least one selected from a resin and a polymerizable compound. The coloring composition according to claim 4, further comprising a photopolymerization initiator. The coloring composition according to claim 5, wherein the photopolymerization initiator includes at least one selected from an oxime compound and an α-aminoketone compound. The coloring composition according to any one of claims 1 to 6, wherein the curable compound contains a resin, and the resin contains a resin having an aromatic carboxyl group. The coloring composition according to any one of claims 1 to 7, wherein the curable compound includes a resin and a polymerizable monomer, the total content of the polymerizable monomer and resin in the total solid content of the coloring composition is 5% by mass or more, and the resin is contained in an amount of 30 to 300 parts by mass per 100 parts by mass of the polymerizable monomer. The coloring composition according to any one of claims 1 to 8, which is a coloring composition for forming red pixels in a color filter. The coloring composition according to any one of claims 1 to 9, which is a coloring composition for photolithography. The coloring composition according to any one of claims 1 to 10, which is a coloring composition for use in a solid-state imaging device. A film obtained using the coloring composition described in any one of claims 1 to 11. A red pixel obtained using the coloring composition described in any one of claims 1 to 11. A color filter having the film described in claim 12. A color filter having the red pixel, blue pixel, and green pixel described in claim 13. A solid-state imaging device having the film described in claim 12. An image display device having the film described in claim 12. A kit comprising the coloring composition according to any one of claims 1 to 11, a coloring composition for forming blue pixels, and a coloring composition for forming green pixels.