JP7072579B2 - Quantum dot dispersion liquid, self-luminous photosensitive resin composition, color filter, and image display device - Google Patents

Description

The present invention relates to a quantum dot dispersion liquid, a self-luminous photosensitive resin composition, a color filter, and an image display device, and more specifically, a quantum dot dispersion liquid having excellent dispersibility without using a solvent harmful to the human body. The present invention relates to a self-luminous photosensitive resin composition, a color filter, and an image display device.

A color filter is a thin film type optical component that extracts three types of colors, red, green, and blue from white light and functions them in minute pixel units. The size of one pixel is about tens to hundreds of μm. be. Such a color filter has a black matrix layer formed in a predetermined pattern on a transparent substrate to block the boundary portion between each pixel, and a plurality of colors (usually red (usually, red) to form each pixel. It has a structure in which pixel portions formed by arranging the three primary colors (R), green (G), and blue (B)) in a predetermined order are stacked in order.

In recent years, as one of the methods for embodying a color filter, a pigment dispersion method using a pigment dispersion type photosensitive resin has been applied, but one of the light in the process of passing the light emitted from the light source through the color filter. There is a problem that the light efficiency is lowered because the portion is absorbed by the color filter, and the color reproduction is lowered due to the characteristics of the pigment contained in the color filter.

In particular, as color filters are used in various fields such as various image display devices, not only excellent pattern characteristics but also high brightness and high brightness / darkness ratio are required as well as high color reproduction. In order to solve these problems, a method for manufacturing a color filter using a self-luminous photosensitive resin composition containing quantum dots has been proposed.

Republic of Korea Publication No. 2006-0084668 relates to a quantum dot phosphor, and discloses a content relating to a light emitting diode that maintains excellent luminous efficiency by including a quantum dot and a solid carrier for fixing the quantum dot. are doing.

However, in the patent, a solvent harmful to the human body such as chloroform, toluene, hexane, etc., which has excellent dispersibility, is used as the dispersion solvent for dispersing the quantum dot phosphor. In the case of the above-mentioned solvent, it is a highly volatile compound (Volatile Organic Compound), or it is carcinogenic, neurotoxic, and has a risk of inducing reproductive dysfunction. Is required.

Therefore, in order to use such quantum dots, after removing the solvent harmful to the human body by drying or removing the dispersion solvent, it is not a highly volatile compound, does not show carcinogenicity and neurotoxicity, and reproduces. It goes through a process of substituting with a solvent that has no risk of inducing dysfunction or is extremely low, and in such a process, a phenomenon that quantum efficiency decreases occurs, and as a result, a color filter or a manufactured color filter or There is a problem that the light emission characteristics of the image display device are deteriorated.

Therefore, development of a quantum dot dispersion liquid that exhibits excellent dispersibility with respect to quantum dots, has excellent light emission characteristics of color filters or image display devices manufactured using the same, and does not contain components harmful to the human body. Is required.

One object of the present invention is to provide a quantum dot dispersion liquid having excellent dispersibility without using a solvent harmful to the human body.

Another object of the present invention is to provide a self-luminous photosensitive resin composition containing the quantum dot dispersion liquid.

Another object of the present invention is to provide a color filter formed by using the self-luminous photosensitive resin composition.

A further object of the present invention is to provide an image display device provided with the color filter.

On the other hand, the present invention is a quantum dot dispersion containing a quantum dot and a solvent, wherein the solvent is a cycloalkyl group of C ₃ to C ₁₀ , a heterocycloalkyl group of C ₂ to C ₁₀ , and C ₅ to C ₁₀ . Provided is a quantum dot dispersion liquid containing a compound having an ester bond with one or more selected from the group consisting of an aromatic group of _C4 to _C10 and a heteroaromatic group of C4 to C10.

In one embodiment of the present invention, the solvent may contain one or more selected from the compound represented by the following chemical formula 1 and the compound represented by the following chemical formula 2.

[Chemical formula 1]

[Chemical formula 2]

In the above formula,
A is a cycloalkyl group of C ₃ to C ₁₀ and a heterocyclo of C ₂ to C ₁₀ substituted or unsubstituted with one or more substituents selected from the group consisting of an alkyl group of C ₁ to C ₁₀ and a halogen. Alkyl groups, C ₅ to C ₁₀ aromatic groups or C ₄ to C ₁₀ heteroaromatic groups.
L is _{an alkylene} group of C1 to C6 or is absent,
R is an alkyl group of C ₁ to C ₁₀ or an alkenyl group of C ₂ to C ₁₀ .

In one embodiment of the invention, the solvent may have a dielectric constant of less than 12.0 at 20 ° C.

On the other hand, the present invention provides a self-luminous photosensitive resin composition containing the quantum dot dispersion liquid, an alkali-soluble resin, a photopolymerizable compound, and a photopolymerization initiator.

On the other hand, the present invention provides a color filter formed by using the self-luminous photosensitive resin composition.

On the other hand, the present invention provides an image display device characterized in that the color filter is provided.

The quantum dot dispersion liquid according to the present invention has excellent dispersibility without using a solvent harmful to the human body, and a color filter formed by using a self-luminous photosensitive resin composition containing the same exhibits excellent light emission characteristics. be able to.

Hereinafter, the present invention will be described in more detail.

One embodiment of the present invention is a quantum dot dispersion containing a quantum dot and a solvent, wherein the solvent is a cycloalkyl group of C ₃ to C ₁₀ , a heterocycloalkyl group of C ₂ to C ₁₀ , and C ₅ to. The present invention relates to a quantum dot dispersion containing a compound having an ester bond with one or more selected from the group consisting of an aromatic group of _C10 and a heteroaromatic group of _C4 to _C10 .

In one embodiment of the present invention, the quantum dots refer to nano-sized semiconductor materials. Atoms form molecules, and molecules form an aggregate of small molecules called clusters to form nanoparticles. When such nanoparticles exhibit semiconductor characteristics, they are called quantum dots. When the quantum dot receives energy from the outside and becomes an excited state, the quantum dot emits energy corresponding to the energy band gap corresponding to the quantum dot itself.

A color filter produced from a self-luminous photosensitive resin composition containing the quantum dot dispersion liquid can emit light (luminescence) by irradiation with light by containing the quantum dots.

In a normal image display device including a color filter, white light passes through the color filter to realize a color, and a part of the light is absorbed by the color filter in this process, so that the light efficiency is lowered. However, when a color filter produced from the self-luminous photosensitive resin composition according to the present invention is included, the color filter self-lumines with the light of the light source, so that more excellent light efficiency can be realized. Since light having a hue is emitted, it exhibits better color reproducibility, and since light is emitted in all directions by optical luminescence, there is an advantage that the viewing angle can be improved.

The quantum dots are not particularly limited as long as they are quantum dot particles that can emit light when stimulated by light. For example, it may be selected from the group consisting of a group II-VI semiconductor compound; a group III-V semiconductor compound; an IV-VI group semiconductor compound; a group IV element or a compound containing the same; and a combination thereof. , Alone, or a mixture of two or more.

Specifically, the II-VI group semiconductor compound is a two-element compound selected from the group consisting of CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, and mixtures thereof; CdSeS, CdSeTe. , CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, CdHgTe, HgZnS, HgZnSe, HgZnS It may be selected from the group consisting of four elemental compounds selected from the group consisting of CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, HgZnSte, and mixtures thereof, but is not limited thereto. ..

The group III-V semiconductor compound is a two-element compound selected from the group consisting of GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, and mixtures thereof; , GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InNP, InNAs, InNSb, InPAs, InPSb, and a three-element compound selected from the group consisting of mixtures thereof; and GaAlNP, GaAlNAs, GaAlNSb, GaAl It may be selected from the group consisting of four element compounds selected from the group consisting of GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb, and mixtures thereof. Not limited.

The IV-VI group semiconductor compound is a two-element compound selected from the group consisting of SnS, SnSe, SnTe, PbS, PbSe, PbTe, and mixtures thereof; SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, Sn. , SnPbTe, and a three-element compound selected from the group consisting of a mixture thereof; and one or more selected from the group consisting of a four-element compound selected from the group consisting of SnPbSSe, SnPbSeTe, SnPbSTe, and a mixture thereof. However, it is not limited to these as well.

The group IV element or a compound containing the same is not limited to these, but is an element selected from the group consisting of Si, Ge, and a mixture thereof; and from the group consisting of SiC, SiGe, and a mixture thereof. It may be selected from the group consisting of selected two-element compounds.

The quantum dots may have a homogeneous single structure; double bonds such as core-shell, gradient structure, etc.; or a mixed structure thereof.

Specifically, in the core-shell double bond, the substances forming the core and the shell may be composed of the above-mentioned different semiconductor compounds. For example, the core may contain, but is limited to, one or more substances selected from the group consisting of CdSe, CdS, ZnS, ZnSe, CdTe, CdSeTe, CdZnS, PbSe, AgInZnS, and ZnO. It's not a thing. The shell may contain, but is not limited to, one or more substances selected from the group consisting of CdSe, ZnSe, ZnS, ZnTe, CdTe, PbS, TiO, SrSe, and HgSe. not.

The quantum dots may be synthesized by a wet chemical process, a metalorganic chemical vapor deposition (MOCVD, metalorganic chemical vapor deposition), or a molecular beam epitaxy (MBE, molecular beam epitaxy). Not limited to.

The wet chemical step is a method of adding a precursor substance to an organic solvent to grow particles. As the crystal grows, the organic solvent naturally coordinates on the surface of the quantum dot crystal and acts as a dispersant to regulate the crystal growth, as in the organic metal chemical vapor deposition process and molecular beam epitaxy. The growth of nanoparticles can be controlled by a process that is easier and cheaper than the vapor deposition method, and therefore, it is preferable to produce the quantum dots by using the wet chemical process.

In one embodiment of the invention, the quantum dots may further include an organic ligand. The organic ligand can be bound to the surface of the quantum dot and perform a role of stabilizing the quantum dot. The organic ligand is not limited in the present invention, for example, C5 to _C20 alkylcarboxylic acid, alkenylcarboxylic acid, or _{alkynylcarboxylic} acid; thiol, phosphoric acid, pyridine, mercaptoalcohol. , Phosphorus, phosphine oxide, etc. may be contained, and from the viewpoint of effectively protecting the surface of the quantum dot and improving the stability, an alkyl carboxylic acid, an alkenyl carboxylic acid, or an alkynyl carboxylic acid of _C5 to _C20 . Acids; those containing at least one selected from the group consisting of thiol and phosphoric acid are preferred.

The organic ligand may cover a surface of 5% or more with respect to the total area of the quantum dots.

The content of the organic ligand may be 0.1 to 10 mol per 1 mol of quantum dots.

The quantum dots may be contained in an amount of 5 to 70% by weight, preferably 10 to 65% by weight, more preferably 15 to 60% by weight, based on 100% by weight of the entire quantum dot dispersion liquid. .. When the quantum dots are contained within the range, it is possible to provide a self-luminous photosensitive resin composition having excellent photosensitive characteristics.

In one embodiment of the invention, the solvent is a cycloalkyl group of C ₃ to C ₁₀ , a heterocycloalkyl group of C ₂ to C ₁₀ , an aromatic group of C ₅ to C ₁₀ , and a group of C ₄ to C ₁₀ . It contains a compound having an ester bond with one or more selected from the group consisting of heteroaromatic groups.

Specifically, the solvent may contain one or more selected from the compound represented by the following chemical formula 1 and the compound represented by the following chemical formula 2.

[Chemical formula 1]

[Chemical formula 2]

In the above formula,
A is a cycloalkyl group of C ₃ to C ₁₀ and a heterocyclo of C ₂ to C ₁₀ substituted or unsubstituted with one or more substituents selected from the group consisting of an alkyl group of C ₁ to C ₁₀ and a halogen. Alkyl groups, C ₅ to C ₁₀ aromatic groups or C ₄ to C ₁₀ heteroaromatic groups.
L is _{an alkylene} group of C1 to C6 or is absent,
R is an alkyl group of C ₁ to C ₁₀ or an alkenyl group of C ₂ to C ₁₀ .

As used herein, the alkyl group C ₁ to C ₁₀ means a linear or branched monovalent hydrocarbon consisting of 1 to 10 carbon atoms, for example, methyl, ethyl, propyl, butyl, pentyl. , Hexil, heptyl, octyl, etc., but is not limited to these.

As used herein, the cycloalkyl groups C ₃ to C ₁₀ mean monocyclic or fused cyclic hydrocarbons consisting of 3 to 10 carbon atoms, such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and the like. Is included, but is not limited to these.

The C ₂ to C ₁₀ heterocycloalkyl groups used herein are such that one or more of the ring carbons of monocyclic or fused cyclic hydrocarbons consisting of 3 to 10 carbon atoms is oxygen, sulfur or It means a functional group substituted with nitrogen, and includes, but is not limited to, for example, tetrahydrofuranyl, tetrahydropyranyl, thiazolidinyl, oxylanyl and the like.

As used herein, the C ₅ to C ₁₀ aromatic groups refer to 5- to 10-membered monocyclic or fused ring aromatic hydrocarbons, eg, phenyl, naphthyl, cyclopentadienyl (eg, phenyl, naphthyl, cyclopentadienyl). Cyclopentadienyl), tetrahydronaphthyl and the like, but are not limited to these.

As used herein, the C ₄ to C ₁₀ heteroaromatic groups are such that one or more of the ring carbons of 5- to 10-membered monocyclic or fused ring aromatic hydrocarbons are oxygen, sulfur or It means a functional group substituted with nitrogen, for example, pyridinyl, furanyl, thiophenyl, indolyl, quinolinyl, imidazolinyl, oxazolinyl, oxazolyl (o). Thezollyl) and the like are included, but the present invention is not limited thereto.

As used herein, the alkylene group C ₁ to C ₆ means a linear or branched divalent hydrocarbon consisting of 1 to 6 carbon atoms, for example, methylene, ethylene, propylene, butylene, pentylene. Etc., but are not limited to these.

As used herein, the alkenyl group C ₂ to C ₁₀ means a linear or branched unsaturated hydrocarbon consisting of 2 to 10 carbon atoms with one or more carbon-carbon double bonds. , For example, but not limited to, such as, but not limited to, ethylenel, propenyl, butenyl, pentenyl, allyl and the like.

In one embodiment of the invention, A is a halogen-substituted or unsubstituted cyclopentyl, cyclohexyl, tetrahydrofuranyl, tetrahydropyranyl, phenyl, cyclopentadienyl or furanyl, and L is C ₁ to C ₆ . It may be an alkylene group or absent, and R may be an alkyl group of C ₁ to C ₁₀ or an alkenyl group of C ₂ to C ₁₀ .

Examples of the compound represented by the chemical formula 1 include phenyl-acetic acid ethyl ester, 3-phenyl-propionic acid methyl ester, 3-phenyl-propionic acid ethyl ester, 4-phenyl-butyric acid ethyl ester, and 5-phenyl-pentanoate ethyl. Ester, 6-phenyl-hexanoic acid ethyl ester, 4-phenyl-butyric acid propyl ester, 4- (4-chloro-phenyl) -butyric acid ethyl ester, 4- (3,4-dichloro-phenyl) -butyric acid ethyl ester, 3 -Cyclopenta-1,3-dienyl-propionic acid methyl ester, 4-cyclopenta-1,3-dienyl-butyric acid ethyl ester, 5-cyclopenta-1,3-dienyl-pentanoic acid ethyl ester, 6-cyclopenta-1,3 -Dienyl-hexanoic acid ethyl ester, 4-cyclopenta-1,3-dienyl-butyric acid propyl ester, 3-furan-2-yl-propionic acid methyl ester, 4-furan-2-yl-butyric acid ethyl ester, 5-furan -2-Il-pentanoic acid ethyl ester, 6-fran-2-yl-hexanoic acid ethyl ester, 4-furan-2-yl-butyric acid propyl ester, furan-2-carboxylic acid propyl ester, furan-2-carboxylic acid Butyl ester, 3-cyclopentyl-propionic acid methyl ester, 4-cyclopentyl-butyric acid ethyl ester, 5-cyclopentyl-pentanoic acid ethyl ester, 6-cyclopentyl-hexanoic acid ethyl ester, 4-cyclopentyl-butyric acid propyl ester, cyclopentanecarboxylic acid Isobutyl ester, cyclopentanecarboxylic acid pentyl ester, 3- (tetrahydro-fran-3-yl) -propionic acid methyl ester, 4- (tetrahydro-fran-3-yl) -butyric acid ethyl ester, 5- (tetrahydro-furan-) 3-yl) -pentanoic acid ethyl ester, 6- (tetrahydro-fran-3-yl) -hexanoic acid ethyl ester, 4- (tetrahydro-fran-3-yl) -butyric acid propyl ester, tetrahydro-fran-3-carboxylate Acid propyl ester, tetrahydro-furan-3-carboxylic acid butyl ester, 3- (tetrahydro-fran-2-yl) -propionic acid methyl ester, 4- (tetrahydro-fran-2-yl) -butyric acid ethyl ester, 5- (Tetrahydro-fran-2-yl) -pentanoic acid ethyl ester, 6- (tetrahydro-fran-2-yl) -hexanoic acid Ethyl ester, 4- (tetrahydro-fran-2-yl) -butyric acid propyl ester, tetrahydro-fran-2-carboxylic acid 2-ethyl-hexyl ester, cyclohexyl-acetic acid ethyl ester, 3-cyclohexyl-propionic acid methyl ester, 4 -Cyclohexyl-butyric acid ethyl ester, 5-cyclohexyl-pentanoic acid ethyl ester, 6-cyclohexyl-hexanoic acid ethyl ester, 4-cyclohexyl-butyric acid propyl ester, cyclohexanecarboxylic acid propyl ester, cyclohexanecarboxylic acid hexyl ester, cyclohexyl-acetic acid allyl ester , 3- (Tetrahydro-pyran-2-yl) -propionic acid methyl ester, 4- (tetrahydro-pyran-2-yl) -butyric acid ethyl ester, 5- (tetrahydro-pyran-2-yl) -pentanoic acid ethyl ester , 6- (Tetrahydro-pyran-2-yl) -hexanoic acid ethyl ester, 4- (tetrahydro-pyran-2-yl) -butyric acid propyl ester, tetrahydro-pyran-2-carboxylic acid propyl ester, tetrahydro-pyran-2 -Carbonate butyl ester, 3- (tetrahydro-pyran-3-yl) -propionic acid methyl ester, 4- (tetrahydro-pyran-3-yl) -butyric acid ethyl ester, 5- (tetrahydro-pyran-2-yl) -Pentanoic acid ethyl ester, 6- (tetrahydro-pyran-3-yl) -hexanoic acid ethyl ester, 4- (tetrahydro-pyran-3-yl) -butyric acid propyl ester, tetrahydro-pyran-3-carboxylic acid isobutyl ester, Tetrahydro-pyran-3-carboxylic acid pentyl ester, 3- (tetrahydro-pyran-4-yl) -propionic acid methyl ester, 4- (tetrahydro-pyran-4-yl) -butyric acid ethyl ester, 5- (tetrahydro-pyran) -4-yl) -pentanoic acid ethyl ester, 6- (tetrahydro-pyran-4-yl) -hexanoic acid ethyl ester, 4- (tetrahydro-pyran-4-yl) -butyric acid propyl ester, tetrahydro-pyran-4- Examples thereof include carboxylic acid butyl ester and tetrahydro-pyran-4-carboxylic acid propyl ester.

Examples of the compound represented by the chemical formula 2 include acetate benzyl ester, propionic acid phenethyl ester, propionic acid 3-phenyl-propyl ester, propionic acid 4-phenyl-butyl ester, butyric acid phenethyl ester, and propionic acid 2- (4-chloro). -Phenyl) -ethyl ester, propionic acid 2- (3,4-dichloro-phenyl) -ethyl ester, cyclopenta acetate-1,3-dienylmethyl ester, propionic acid 2-cyclopenta-1,3-dienyl-ethyl ester , Propionic acid 3-cyclopenta-1,3-dienyl-propyl ester, propionic acid 4-cyclopenta-1,3-dienyl-butyl ester, butyric acid 2-cyclopenta-1,3-dienyl-ethyl ester, furan acetate-2- Ilmethyl ester, propionic acid 2-furan-2-yl-ethyl ester, propionic acid 3-fran-2-yl-propyl ester, propionic acid 4-furan-2-yl-butyl ester, butyric acid 2-furan-2- Il-ethyl ester, cyclopentyl methyl acetate ester, propionic acid 2-cyclopentyl-ethyl ester, propionic acid 3-cyclopentyl-propyl ester, propionic acid 4-cyclopentyl-butyl ester, butyric acid 2-cyclopentyl-ethyl ester, tetrahydro-furan acetate 3-Ilmethyl ester, propionic acid 2- (tetrahydro-fran-3-yl) -ethyl ester, propionic acid 3- (tetrahydro-fran-3-yl) -propyl ester, propionic acid 4- (tetrahydro-fran-3) -Il) -butyl ester, butyric acid 2- (tetrahydro-fran-3-yl) -ethyl ester, tetrahydro-fran-2-ylmethyl ester acetate, propionic acid 2- (tetrahydro-fran-2-yl) -ethyl ester , Propionic acid 3- (tetrahydro-fran-2-yl) -propyl ester, propionic acid 4- (tetrahydro-fran-2-yl) -butyl ester, butyric acid 2- (tetrahydro-fran-2-yl) -ethyl ester , Acetic acid cyclohexylmethyl ester, propionic acid 2-cyclohexyl-ethyl ester, propionic acid 3-cyclohexyl-propyl ester, propionic acid 4-cyclohexyl-butyl ester, butyric acid 2-cyclohexyl-ethyl ester, buto-3-enoic acid cyclohexylmethyl ester, tetrahydro-pyran-2-ylmethyl ester acetate, propionic acid 2- (tetrahydro-pyran-2-yl) -ethyl ester, propionic acid 3- ( Tetrahydro-pyran-2-yl) -propyl ester, propionic acid 4- (tetrahydro-pyran-2-yl) -butyl ester, butyric acid 2- (tetrahydro-pyran-2-yl) -ethyl ester, tetrahydro-pyran acetate- 3-Ilmethyl ester, propionic acid 2- (tetrahydro-pyran-3-yl) -ethyl ester, propionic acid 3- (tetrahydro-pyran-2-yl) -propyl ester, propionic acid 4- (tetrahydro-pyran-3) -Il) -butyl ester, butyric acid 2- (tetrahydro-pyran-3-yl) -ethyl ester, tetrahydro-pyran-4-ylmethyl ester acetate, propionic acid 2- (tetrahydro-pyran-4-yl) -ethyl ester , Propionic acid 3- (tetrahydro-pyran-4-yl) -propyl ester, propionic acid 4- (tetrahydro-pyran-4-yl) -butyl ester, and butyric acid 2- (tetrahydro-pyran-4-yl) -ethyl Ester and the like can be mentioned as an example.

The solvent may be used alone or in combination of two or more.

The solvent may have a dielectric constant of less than 12.0, preferably less than 10, more preferably less than 6 at 20 ° C. For example, the solvent may have a dielectric constant of 2.0 to 5.5 at 20 ° C. When the dielectric constant of the solvent is less than 12.0, uniform dispersion is possible without causing aggregation of the quantum dots when the quantum dots are dispersed, and the optical luminescence efficiency of the quantum dot dispersion liquid can be excellent.

The content of the solvent may be in the range of 5 to 95% by weight, preferably 20 to 90% by weight, and more preferably 30 to 80% by weight with respect to 100% by weight of the entire quantum dot dispersion liquid. If the solvent is contained in an amount of less than 5% by weight, a problem of poor dispersibility may occur, and if it exceeds 95% by weight, a problem of difficulty in adjusting the solid content of the resin composition may occur.

In one embodiment of the present invention, the quantum dot dispersion may further contain a dispersant.

The dispersant suppresses the deagglomeration effect of quantum dots and the precipitation phenomenon due to the difference in polarity when used in a self-luminous photosensitive resin composition, and also serves as a protective layer for quantum dots in the manufacturing process of a color filter. Can be used to give.

As the dispersant, a resin-type dispersant such as a phosphoric acid ester-based dispersant, a urethane-based dispersant, or an acrylic-based dispersant can be used. Specifically, as commercially available products of the dispersant, trade names manufactured by Big Chemie: DISPER BYK-103, DISPER BYK-110, DISPER BYK-111, DISPER BYK-2000, DISPER BYK-2001, DISPER BYK-2070, DISPER BYK-2150, DISPER BYK-160, DISPER BYK-161, DISPER BYK-162, DISPER BYK-163, DISPER BYK-164, DISPER BYK-166 and the like can be used.

The dispersant may be contained in the range of 1 to 300 parts by weight, preferably 3 to 250 parts by weight, and more preferably 5 to 200 parts by weight with respect to 100 parts by weight of the total solid content of the quantum dot dispersion liquid. It may be included in the range of parts by weight. When the dispersant is contained within the range, the effect of deagglomerating the quantum dots is excellent, and the precipitation phenomenon due to the difference in polarity in the quantum dot dispersion liquid according to the present invention and the self-luminous photosensitive resin composition containing the same. It is preferable because it can be suppressed and can play the role of a protective layer of quantum dots in the manufacturing process of a color filter.

If the dispersant is contained in the range below the range, the deagglomeration effect of the quantum dots may be slightly reduced, and if the dispersant is contained in the range beyond the range, the self-luminous photosensitive resin composition containing the quantum dot dispersion liquid is contained. Since the development characteristics of the above may be slightly deteriorated, it is preferable that the content is within the above range.

One embodiment of the present invention relates to a self-luminous photosensitive resin composition containing a quantum dot dispersion liquid (A), an alkali-soluble resin (B), a photopolymerizable compound (C), and a photopolymerization initiator (D).

[Quantum dot dispersion liquid (A)]
In one embodiment of the present invention, the quantum dot dispersion liquid (A) uses the above-mentioned quantum dot dispersion liquid.

The content of the quantum dot dispersion liquid is in the range of 3 to 80% by weight, preferably 5 to 70% by weight, more preferably 10 to 60% by weight, based on 100% by weight of the entire self-luminous photosensitive resin composition. May be. When the quantum dot dispersion liquid is contained in the above range, it is possible to manufacture a color filter having excellent emission characteristics. If the quantum dot dispersion liquid is contained in the range below the above range, the emission characteristics may be slightly deteriorated, and if the quantum dot dispersion liquid is contained in the range beyond the above range, the content of other components is relatively reduced. As a result, it may be difficult to form a pattern, and reliability may decrease. Therefore, it is preferable that the pattern is included within the above range.

[Alkali-soluble resin (B)]
In one embodiment of the present invention, the alkali-soluble resin (B) has a role of making the non-exposed portion of the color filter produced by the self-luminous photosensitive resin composition alkaline-soluble so that it can be removed and leaving an exposed region. Can be accomplished. Further, when the self-luminous photosensitive resin composition contains the alkali-soluble resin, the quantum dots can be uniformly dispersed in the composition, and the quantum dots are protected during the process to maintain the brightness. Can perform the role of

As the alkali-soluble resin, one having an acid value of 10 to 200 (KOHmg / g) may be selected and used. The "acid value" is a value measured as the amount (mg) of potassium hydroxide required to neutralize 1 g of the polymer and is involved in solubility. If the acid value of the alkali-soluble resin is less than the above range, it may be difficult to secure a sufficient development speed, and if it exceeds the above range, the adhesion to the substrate is reduced and the pattern is likely to be short-circuited. Moreover, there may be a problem that the storage stability of the entire composition is lowered and the viscosity is increased.

Further, the alkali-soluble resin may be limited in molecular weight and molecular weight distribution (Mw / Mn) in order to improve the surface hardness for use in a color filter. Preferably, the weight average molecular weight is 3,000 to 30,000, more preferably 5,000 to 20,000, and the molecular weight distribution is 1.5 to 6.0, preferably 1.8 to 1.8. It can be directly polymerized or purchased and used so as to have a range of 4.0. The alkali-soluble resin having the molecular weight and the molecular weight distribution in the above range can improve the hardness and not only the high residual film ratio but also the solubility of the unexposed portion in the developing solution and the resolution can be improved. ..

The alkali-soluble resin may be a polymer of a carboxyl group-containing unsaturated monomer, a copolymer with a monomer having an unsaturated bond copolymerizable with the polymer, or a combination thereof.

Examples of the carboxyl group-containing unsaturated monomer include unsaturated monocarboxylic acids, unsaturated dicarboxylic acids, and unsaturated tricarboxylic acids. Specifically, examples of the unsaturated monocarboxylic acid include acrylic acid, methacrylic acid, crotonic acid, α-chloroacrylic acid, and cinnamic acid. Examples of the unsaturated dicarboxylic acid include maleic acid, fumaric acid, itaconic acid, citraconic acid, and mesaconic acid. The unsaturated dicarboxylic acid may be an acid anhydride, and specific examples thereof include maleic acid anhydride, itaconic acid anhydride, and citraconic acid anhydride. Further, the unsaturated dicarboxylic acid may be a mono (2- (meth) acryloyloxyalkyl) ester thereof, for example, monosuccinic acid (2-acryloyloxyethyl), monosuccinic acid (2-methacryloyloxyethyl). , Mono-phthalate (2-acryloyloxyethyl), mono-phthalate (2-methacryloyloxyethyl) and the like. The unsaturated dicarboxylic acid may be a mono (meth) acrylate of a dicarboxypolymer having both ends thereof, and examples thereof include ω-carboxypolycaprolactone monoacrylate and ω-carboxypolycaprolactone monomethacrylate. These carboxyl group-containing monomers may be used alone or in combination of two or more.

The monomers that can be copolymerized with the carboxyl group-containing unsaturated monomer include aromatic vinyl compounds, unsaturated carboxylic acid ester compounds, unsaturated carboxylic acid aminoalkyl ester compounds, and unsaturated carboxylic acid glycidyl ester compounds. Carvone vinyl ester compounds, unsaturated ether compounds, vinyl cyanide compounds, unsaturated amide compounds, unsaturated imide compounds, aliphatic conjugated diene compounds, giant monomers having a monoacryloyl group or a monomethacrylloyl group at the end of the molecular chain. , Bulky monomers, and combinations thereof may be one selected from the group.

More specifically, the copolymerizable monomers include styrene, α-methylstyrene, o-vinyltoluene, m-vinyltoluene, p-vinyltoluene, p-chlorostyrene, o-methoxystyrene, and m-. Methoxystyrene, p-methoxystyrene, o-vinylbenzylmethyl ether, m-vinylbenzylmethyl ether, p-vinylbenzylmethyl ether, o-vinylbenzyl glycidyl ether, m-vinylbenzyl glycidyl ether, p-vinylbenzyl glycidyl ether, Aromatic vinyl compounds such as inden; methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, n-propyl acrylate, n-propyl methacrylate, i-propyl acrylate, i-propyl methacrylate, n-butyl acrylate, n-butyl methacrylate, i-Butyl acrylate, i-butyl methacrylate, sec-butyl acrylate, sec-butyl methacrylate, t-butyl acrylate, t-butyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, 2- Hydroxypropyl methacrylate, 3-hydroxypropyl acrylate, 3-hydroxypropyl methacrylate, 2-hydroxybutyl acrylate, 2-hydroxybutyl methacrylate, 3-hydroxybutyl acrylate, 3-hydroxybutyl methacrylate, 4-hydroxybutyl acrylate, 4-hydroxybutyl Methacrylate, allyl acrylate, allyl methacrylate, benzyl acrylate, benzyl methacrylate, cyclohexyl acrylate, cyclohexyl methacrylate, phenyl acrylate, phenyl methacrylate, 2-methoxyethyl acrylate, 2-methoxyethyl methacrylate, 2-phenoxyethyl acrylate, 2-phenoxyethyl methacrylate, Methoxydiethylene glycol acrylate, methoxydiethylene glycol methacrylate, methoxytriethylene glycol acrylate, methoxytriethylene glycol methacrylate, methoxypropylene glycol acrylate, methoxypropylene glycol methacrylate, methoxydipropylene glycol acrylate, methoxydipropylene glycol methacrylate, isobornylacrylle Acrylate, isobornyl methacrylate, dicyclopentadienyl acrylate, dicyclopentadienyl methacrylate, adamantyl (meth) acrylate, norbornyl (meth) acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-hydroxy-3- Unsaturated carboxylic acid esters such as phenoxypropyl methacrylate, glycerol monoacrylate, glycerol monomethacrylate; 2-aminoethyl acrylate, 2-aminoethyl methacrylate, 2-dimethylaminoethyl acrylate, 2-dimethylaminoethyl methacrylate, 2-aminopropyl acrylate , 2-Aminopropyl methacrylate, 2-dimethylaminopropyl acrylate, 2-dimethylaminopropyl methacrylate, 3-aminopropyl acrylate, 3-aminopropyl methacrylate, 3-dimethylaminopropyl acrylate, 3-dimethylaminopropyl methacrylate and the like unsaturated Carboxylaminoalkyl ester compounds; unsaturated carboxylic acid glycidyl ester compounds such as glycidyl acrylate and glycidyl methacrylate; carboxylic acid vinyl ester compounds such as vinyl acetate, vinyl propionate, vinyl butyrate, vinyl benzoate; vinyl methyl ether, vinyl ethyl ether , Unsaturated ether compounds such as allylglycidyl ether; vinyl cyanide compounds such as acrylonitrile, methacrylonitrile, α-chloroacrylonitrile, vinylidene cyanide; acrylamide, methacrylicamide, α-chloroacrylamide, N-2-hydroxyethylacrylamide, Unsaturated amide compounds such as N-2-hydroxyethylmethacrylate; unsaturatedimide compounds such as maleimide, benzylmaleimide, N-phenylmaleimide, N-cyclohexylmaleimide; aliphatic conjugates such as 1,3-butadiene, isoprene, chloroprene. Diene compound; and a large single amount having a monoacryloyl group or a monomethacrylloyl group at the end of the polymer molecular chain of polystyrene, polymethyl acrylate, polymethyl methacrylate, poly-n-butyl acrylate, poly-n-butyl methacrylate, polysiloxane. Body: Bulky monomers such as a monomer having a norbornyl skeleton capable of lowering the specific dielectric constant, a monomer having an adamantan skeleton, and a monomer having a rosin skeleton can be mentioned.

The alkali-soluble resin is 5 to 80% by weight, specifically 10 to 70% by weight, more specifically 15 to 60% by weight, based on 100% by weight of the total solid content of the self-luminous photosensitive resin composition. It may be included in the range. When the alkali-soluble resin is contained within the above range, the solubility in a developing solution becomes sufficient, pattern formation becomes easy, film reduction of the pixel portion of the exposed portion is suppressed during development, and the non-pixel portion is missing. It is preferable because the property becomes good. If the alkali-soluble resin is contained in the range less than the above range, the non-pixel portion may be easily missing, and if the alkali-soluble resin is contained in the range exceeding the range, the solubility in the developing solution is slightly lowered. Therefore, it may be difficult to form a pattern.

[Photopolymerizable compound (C)]
In one embodiment of the present invention, the photopolymerizable compound (C) is a compound that can be polymerized by the action of light and a photopolymerization initiator described later, and is a monofunctional monomer or a bifunctional monomer. , Other polyfunctional monomers and the like.

The type of the monofunctional monomer is not particularly limited, and for example, nonylphenylcarbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexylcarbitol acrylate, 2-hydroxyethyl acrylate, N-vinylpyrrolidone and the like. Can be mentioned.

The type of the bifunctional monomer is not particularly limited, but for example, 1,6-hexanediol di (meth) acrylate, ethylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, triethylene glycol di ( Examples thereof include meth) acrylate, bis (acryloyloxyethyl) ether of bisphenol A, and 3-methylpentanediol di (meth) acrylate.

The type of the polyfunctional monomer is not particularly limited, and is, for example, trimethylolpropane tri (meth) acrylate, ethoxylated trimethylolpropane tri (meth) acrylate, propoxylated trimethylolpropane tri (meth) acrylate, and penta. Erythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol tri (meth) acrylate, dipentaerythritol penta (meth) acrylate, ethoxylated dipentaerythritol hexa (meth) acrylate, propoxylated dipenta Examples thereof include erythritol hexa (meth) acrylate and dipenta erythritol hexa (meth) acrylate. Of these, polyfunctional monomers having two or more functionalities are preferably used.

The photopolymerizable compound is 5 to 70% by weight, specifically 10 to 60% by weight, more specifically 15 to 50% by weight, based on 100% by weight of the total solid content of the self-luminous photosensitive resin composition. It may be included in the range of. When the photopolymerizable compound is contained within the above range, there is an advantage that it is preferable in terms of strength and smoothness of the pixel portion. If the photopolymerizable compound is contained in the range below the above range, the strength of the pixel portion may be slightly lowered, and if the photopolymerizable compound is contained in the range above the range, the smoothness may be slightly lowered. Therefore, it is preferable that the compound is contained within the above range.

[Photopolymerization Initiator (D)]
In one embodiment of the present invention, the photopolymerization initiator (D) may be used without particular limitation as long as it can polymerize the photopolymerizable compound. In particular, the photopolymerization initiator is an acetophenone-based compound, a benzophenone-based compound, a triazine-based compound, a biimidazole-based compound, an oxime-based compound, and thioxanthone from the viewpoints of polymerization characteristics, starting efficiency, absorption wavelength, availability, price, and the like. It is preferable to use one or more compounds selected from the group consisting of system compounds.

Specific examples of the acetophenone compound include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethylketal, 2-hydroxy-1- [4- (2-hydroxy). Ethoxy) phenyl] -2-methylpropane-1-one, 1-hydroxycyclohexylphenylketone, 2-methyl-1- (4-methylthiophenyl) -2-morpholinopropane-1-one, 2-benzyl-2- Dimethylamino-1- (4-morpholinophenyl) butane-1-one, 2-hydroxy-2-methyl-1- [4- (1-methylvinyl) phenyl] propan-1-one, 2- (4- (4-) Examples thereof include methylbenzyl) -2- (dimethylamino) -1- (4-morpholinophenyl) butane-1-one.

Examples of the benzophenone compound include benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenylsulfide, 3,3', 4,4'-tetra (tert-butylperoxy). Carbonyl) Benzophenone, 2,4,6-trimethylbenzophenone and the like can be mentioned.

Specific examples of the triazine compound include 2,4-bis (trichloromethyl) -6- (4-methoxyphenyl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6. -(4-methoxynaphthyl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6-piperonyl-1,3,5-triazine, 2,4-bis (trichloromethyl) -6- (4-methoxystyryl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (5-methylfuran-2-yl) ethenyl] -1,3,5-triazine 2,4-bis (trichloromethyl) -6- [2- (fran-2-yl) ethenyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2-( 4-diethylamino-2-methylphenyl) ethenyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (3,4-dimethoxyphenyl) ethenyl] -1,3, 5-Triazine and the like can be mentioned.

Specific examples of the biimidazole compound include 2,2'-bis (2-chlorophenyl) -4,4', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2,3). -Dichlorophenyl) -4,4', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2-chlorophenyl) -4,4', 5,5'-tetra (alkoxyphenyl) biimidazole, 2 , 2'-bis (2-chlorophenyl) -4,4', 5,5'-tetra (trialkoxyphenyl) biimidazole, 2,2-bis (2,6-dichlorophenyl) -4,4', 5, Examples thereof include 5'-tetraphenyl-1,2'-biimidazole or a biimidazole compound in which the phenyl group at the 4,4', 5,5'position is replaced with a carboalkoxy group. Of these, 2,2'-bis (2-chlorophenyl) -4,4', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2,3-dichlorophenyl) -4,4', 5,5'-Tetraphenylbiimidazole, 2,2-bis (2,6-dichlorophenyl) -4,4', 5,5'-tetraphenyl-1,2'-biimidazole is preferably used.

Specific examples of the oxime-based compound include o-ethoxycarbonyl-α-oxyimino-1-phenylpropane-1-one, and commercially available products such as Irgacure OXE 01 and OXE 02 manufactured by BASF are representative. It is a typical one.

Examples of the thioxanthone-based compound include 2-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, 1-chloro-4-propoxythioxanthone, and the like.

The photopolymerization initiator is 0.1 to 20% by weight, preferably 0.5 to 15% by weight, more preferably 1 to 10% based on 100% by weight of the total solid content of the self-luminous photosensitive resin composition. It may be contained in the range of% by weight. When the photopolymerization initiator is contained within the above range, the self-luminous photosensitive resin composition is preferable because the sensitivity is increased and the exposure time is shortened, so that the productivity is improved and the high resolution can be maintained. Further, there is an advantage that the strength of the pixel portion formed by using the self-luminous photosensitive resin composition according to the present invention and the smoothness on the surface of the pixel portion are improved.

The photopolymerization initiator may further contain a photopolymerization initiator in order to improve the sensitivity of the self-luminous photosensitive resin composition of the present invention. When the photopolymerization initiation assisting agent is contained, there is an advantage that the sensitivity is further increased and the productivity is improved.

As the photopolymerization initiation aid, for example, one or more compounds selected from the group consisting of an amine compound, a carboxylic acid compound, and an organic sulfur compound having a thiol group may be preferably used, but are limited thereto. It's not a thing.

Specific examples of the amine compound include aliphatic amine compounds such as triethanolamine, methyldiethanolamine, and triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, and isoamyl 4-dimethylaminobenzoate. , 4-Dimethylaminobenzoate 2-ethylhexyl, benzoate 2-dimethylaminoethyl, N, N-dimethylparatoluidine, 4,4'-bis (dimethylamino) benzophenone (commonly known as Michler ketone), 4,4'-bis An aromatic amine compound such as (diethylamino) benzophenone may be used, and it is particularly preferable to use an aromatic amine compound.

The carboxylic acid compound is preferably aromatic heteroacetic acid, specifically, phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, dimethylphenylthioacetic acid, methoxyphenylthioacetic acid, and the like. Examples thereof include dimethoxyphenylthioacetic acid, chlorophenylthioacetic acid, dichlorophenylthioacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, naphthoxyacetic acid and the like.

Specific examples of the organic sulfur compound having a thiol group include 2-mercaptobenzothiazole, 1,4-bis (3-mercaptobutylyloxy) butane, and 1,3,5-tris (3-mercaptobutyloxyethyl). -1,3,5-triazine-2,4,6 (1H, 3H, 5H) -trione, trimethylolpropanetris (3-mercaptopropionate), pentaerythritoltetrakis (3-mercaptobutyrate), pentaerythritol Examples thereof include tetrakis (3-mercaptopropionate), dipentaerytritorhexakis (3-mercaptopropionate), and tetraethyleneglycolbis (3-mercaptopropionate).

The photopolymerization initiation assisting agent may be appropriately added and used as long as the effects of the present invention are not impaired.

[Solvent (E)]
The self-luminous photosensitive resin composition according to one embodiment of the present invention may further contain an additional solvent.

The additional solvent is not particularly limited and may contain an organic solvent usually used in the art, which may be the same as or different from the solvent contained in the quantum dot dispersion liquid of the present invention. May be good.

Specifically, the additional solvent is an alkylene glycol alkyl ether such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol methyl ethyl ether; diethylene glycol. Diethylene glycol dialkyl ethers such as dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether; methyl cellosolve acetate, ethyl cellosolve acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, etc. Alkylene glycol alkyl ether acetates; alkoxyalkyl acetates such as methoxybutyl acetate and methoxypentyl acetate; aromatic hydrocarbons such as benzene, toluene, xylene and methethylene; methylethylketone, acetone, methylamylketone, methylisobutylketone and cyclohexanone. Ketones such as; alcohols such as ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, glycerin; esters such as ethyl 3-ethoxypropionate, methyl 3-methoxypropionate; cyclic esters such as γ-butyrolactone Kind and so on.

From the viewpoint of coatability and drying property, the additional solvent may preferably be an organic solvent having a boiling point of 100 ° C. to 200 ° C., and more preferably alkylene glycol alkyl ether acetates, ketones, 3-ethoxy. Esters such as ethyl propionate and methyl 3-methoxypropionate may be used, more preferably propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, ethyl 3-ethoxypropionate, 3-methoxypropionate. Methyl or the like may be used. These additional solvents may be used alone or in combination of two or more.

The total amount of the solvent (solvent in the quantum dot dispersion liquid and the additional solvent) contained in the self-luminous photosensitive resin composition according to the present invention is 20 to 90 with respect to 100% by weight of the whole self-luminous photosensitive resin composition. It may be contained in the range of% by weight, preferably 25 to 85% by weight, and more preferably 30 to 80% by weight. When the content of the entire solvent is within the above range, good coatability can be obtained when coated with a coating device such as a roll coater, a spin coater, a slit and spin coater, a slit coater (also referred to as a die coater), or an inkjet. It is preferable because it can be used. If the content of the entire solvent is less than the above range, the coatability may be slightly lowered and it may be difficult to proceed smoothly with the process. If the content exceeds the above range, the self-luminous photosensitive resin composition is formed. There may be a problem that the performance of the resulting color filter may be slightly degraded.

[Additive (F)]
The self-luminous photosensitive resin composition according to the present invention may further contain additives such as an adhesion accelerator and a surfactant in order to enhance the coating property and the adhesion.

The adhesion accelerator may be added to enhance the adhesion to the substrate, and is a reactive substituent selected from the group consisting of a carboxyl group, a methacryloyl group, an isocyanate group, an epoxy group, and a combination thereof. It may contain, but is not limited to, a silane coupling agent having. For example, the silane coupling agent includes trimethoxysilyl benzoic acid, γ-methacryloxypropyltrimethoxysilane, vinyltriacetoxysilane, vinyltrimethoxysilane, γ-isocyanatepropyltriethoxysilane, and γ-glycidoxypropyltri. Examples thereof include methoxysilane, β- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, and these may be used alone or in combination of two or more.

When the self-luminous photosensitive resin composition according to the present invention contains the surfactant, there is an advantage that the coating property can be improved. For example, the surfactants include BM-1000, BM-1100 (manufactured by BM Chemie), Florard FC-135 / FC-170C / FC-430 (manufactured by Sumitomo 3M Co., Ltd.), SH-28PA / -190. / SZ-6032 (manufactured by Toray Silicone Co., Ltd.) and other fluorine-based surfactants may be used, but the present invention is not limited thereto.

In addition, the self-luminous photosensitive resin composition according to the present invention may further contain additives such as an antioxidant, an ultraviolet absorber, an antiaggregating agent, etc. as long as the effects of the present invention are not impaired. Similarly, the agent can be appropriately added and used by those skilled in the art as long as the effect of the present invention is not impaired. For example, the additive is 0.05 to 10% by weight, specifically 0.1 to 10% by weight, more specifically 0, based on 100% by weight of the whole self-luminous photosensitive resin composition. It may be used in the range of 1 to 5% by weight, but is not limited thereto.

One embodiment of the present invention relates to a color filter formed by using the self-luminous photosensitive resin composition described above.

Since the color filter according to the present invention contains a cured product of the self-luminous photosensitive resin composition containing the quantum dot dispersion liquid according to the present invention, there is an advantage that the quantum dot particles are uniformly dispersed and the emission characteristics are excellent. ..

The color filter includes a substrate and a pattern layer formed on the substrate.

The substrate may be the color filter itself, or may be a portion where the color filter is located in a display device or the like, and is not particularly limited. The substrate may be glass, silicon (Si), silicon oxide (SiOx) or a polymer substrate, and the polymer substrate may be polysulfone (PES), polycarbonate (PC) or the like. It's okay.

The pattern layer is a layer containing the self-luminous photosensitive resin composition according to the present invention, and is a layer formed by applying the self-luminous photosensitive resin composition and exposing, developing, and thermosetting the self-luminous photosensitive resin composition in a predetermined pattern. May be. The pattern layer may be formed by a method generally known in the art.

The color filter including the substrate and the pattern layer as described above may further include, but is not limited to, a partition wall or a black matrix formed between the patterns.

Further, a protective film formed on the upper part of the pattern layer of the color filter may be further included.

The color filter may include one or more selected from the group consisting of a red pattern layer, a green pattern layer, and a blue pattern layer. Specifically, the color filter is one or more selected from the group consisting of a red pattern layer containing red quantum dots, a green pattern layer containing green quantum dots, and a blue pattern layer containing blue quantum dots according to the present invention. May include. The red pattern layer, the green pattern layer, and the blue pattern layer can emit red light, green light, and blue light, respectively, when irradiated with light, and at this time, the emitted light of the light source is not particularly limited. , A light source that emits blue light may be used in terms of better color reproducibility.

The color filter may include only a pattern layer having two hues of a red pattern layer, a green pattern layer, and a blue pattern layer, but is not limited thereto. When the color filter includes only two types of hue pattern layers, the pattern layer may further include a transparent pattern layer that does not contain the quantum dot particles.

When the color filter includes only the pattern layer of the two types of hues, a light source that emits light having a wavelength other than the above two types of hues may be used. For example, when the color filter includes a red pattern layer and a green pattern layer, a light source that emits blue light may be used. In this case, the red quantum dots emit red light and the green quantum dots emit green light. The transparent pattern layer may be colored blue by allowing blue light from the light source to pass through.

One embodiment of the present invention relates to an image display device provided with the above-mentioned color filter.

The color filter according to the present invention can be applied not only to a normal liquid crystal display device but also to various image display devices such as a field emission display device, a plasma display device, and a field emission display device.

The image display device according to the present invention has an effect of being excellent in light emission characteristics by including a color filter produced of a cured product of a self-luminous photosensitive resin composition containing the quantum dot dispersion liquid according to the present invention.

Hereinafter, the present invention will be described in more detail with reference to Examples, Comparative Examples and Experimental Examples. It should be noted that these examples, comparative examples and experimental examples are merely for explaining the present invention, and it is obvious to those skilled in the art that the scope of the present invention is not limited thereto.

[Synthesis Example 1: InP / ZnS Core-Synthesis of Shell Quantum Dot Particles]
[Manufacturing of InP core quantum dots]
0.4 mmol (0.058 g) of indium acetate, 0.6 mmol (0.15 g) of palmitic acid and 20 mL of 1-octadecene were placed in a reactor and heated at 120 ° C. under vacuum. bottom. After 1 hour, the atmosphere in the reactor was replaced with nitrogen. After heating at 280 ° C., a mixed solution of 0.2 mmol (58 μl) of tris (trimethylsilyl) phosphine (TMS ₃ P) and 1.0 mL of trioctylphosphine was rapidly injected and reacted for 20 minutes. Acetone was added to the reaction solution quickly cooled to room temperature, and the precipitate obtained by centrifugation was dispersed in toluene. The obtained InP semiconductor nanocrystals showed a maximum absorption wavelength of 560 to 590 nm.

[Manufacturing of InP / ZnS core-shell quantum dots]
2.4 mmol (0.448 g) of zinc acetate, 4.8 mmol of oleic acid and 20 mL of trioctylamine were placed in a reactor and heated at 120 ° C. under vacuum. After 1 hour, the atmosphere in the reactor was replaced with nitrogen, and the temperature of the reactor was raised to 280 ° C. After adding 2 ml of the previously synthesized InP core solution and then 4.8 mmol of sulfur (S / TOP) in trioctylphosphine, the final mixture was reacted for 2 hours. Ethanol was added to the reaction solution quickly cooled to room temperature, and the precipitate obtained by centrifugation was filtered under reduced pressure and then dried under reduced pressure to obtain InP / ZnS core-shell quantum dots.

[Manufacturing Examples 1 to 14: Production of Quantum Dot Dispersion Liquid]
As shown in Table 1 below, each component was mixed to produce a quantum dot dispersion (unit:% by weight).

A-1: InP / ZnS core-shell quantum dots obtained in Synthesis Example B-1: Phenyl-ethyl acetate ester (dielectric constant at 20 ° C. (ε): 5.11)
B-2: 3-Phenyl-propionate ethyl ester (dielectric constant at 20 ° C. (ε): 4.28)
B-3: Cyclohexyl-ethyl acetate ester (dielectric constant at 20 ° C. (ε): 3.82)
B-4: Cyclohexyl-allyl acetate ester (dielectric constant at 20 ° C. (ε): 3.16)
B-5: Propionic acid phenethyl ester (dielectric constant at 20 ° C. (ε): 4.98)
B-6: Acetic acid cyclohexyl methyl ester (dielectric constant at 20 ° C. (ε): 4.06)
B-7: Butto-3-enoic acid cyclohexylmethyl ester (dielectric constant at 20 ° C. (ε): 3.48)
B-8: Propylene glycol monomethyl ether (PGME) (dielectric constant at 20 ° C. (ε): 12.3)
C-1: DISPER BYK-111 (manufactured by Big Chemie, phosphoric acid ester-based dispersant)
C-2: DISPER BYK-103 (Phosphate ester dispersant manufactured by Big Chemie)
C-3: DISPER BYK-161 (made by Big Chemie, urethane-based dispersant)
C-4: DISPER BYK-2001 (Acrylic dispersant manufactured by Big Chemie)
[Synthesis Example 2: Synthesis of alkali-soluble resin]
120 parts by weight of propylene glycol monomethyl ether acetate, 80 parts by weight of propylene glycol monomethyl ether, 2 parts by weight of AIBN, 5.0 parts by weight of acrylic acid in a flask equipped with a stirrer, a thermometer, a reflux cooling tube, a dropping funnel and a nitrogen introduction tube. , 45.0 parts by weight of 4-methylstyrene, 20 parts by weight of benzyl methacrylate, 20 parts by weight of methyl methacrylate, and 3 parts by weight of n-dodecyl mercaptan were added and substituted with nitrogen. Then, the mixture was stirred, the temperature of the reaction solution was raised to 80 ° C., and the reaction was carried out for 8 hours. The acid value of the solid content of the alkali-soluble resin thus synthesized was 17.4 mgKOH / g, and the weight average molecular weight Mw measured by GPC was about 17,370.

[Examples 1 to 11 and Comparative Examples 1 to 3: Production of self-luminous photosensitive resin composition]
As shown in Table 2 below, each component was mixed to produce a self-luminous photosensitive resin composition (unit: weight%).

A: Quantum dot dispersion obtained in each production example B: Alkaline-soluble resin obtained in Synthesis Example 2 C: Dipentaerythritol hexaacrylate (KAYARAD DPHA; manufactured by Nippon Kayaku Co., Ltd.)
D: Irgacure-907 (manufactured by BASF)
E: Propylene glycol monomethyl ether acetate [Experimental Example 1]

[(1) Measurement of dispersion particle size]
The dispersion particle size of the quantum dot dispersion liquid produced in the above production example and the self-luminous photosensitive resin composition produced in the above example and the comparative example was measured using ELSZ-2000ZS (manufactured by Otsuka Electronics Co., Ltd.), and the results were obtained. Is shown in Table 3 below. Normally, when quantum dot particles are aggregated, the dispersed particle size becomes large, which may cause a problem that the light emission characteristics are deteriorated.

[(2) Measurement of emission intensity]
Using the self-luminous photosensitive resin compositions produced in the above Examples and Comparative Examples, a color filter was produced as described below, the emission intensity at this time was measured by the following method, and the results were shown below. It is shown in Table 3 of.

<Manufacturing of color filters>
After each self-luminous photosensitive resin composition was applied on a glass substrate by a spin coating method, it was placed on a heating plate and maintained at a temperature of 100 ° C. for 3 minutes to form a thin film. Next, a test photomask having a horizontal × vertical 20 mm × 20 mm square transmission pattern and a line / space pattern of 1 μm to 100 μm was placed on the thin film, and ultraviolet rays were irradiated with a distance of 100 μm from the test photomask. ..

At this time, an ultra-high pressure mercury lamp (trade name USH-250D) manufactured by Ushio, Inc. is used as an ultraviolet light source, and light is irradiated at a light amount (365 nm) of 200 mJ / cm ² under an atmospheric atmosphere, which is special. No optical filter was used. The thin film irradiated with ultraviolet rays was immersed in a KOH aqueous solution phantom solution having a pH of 10.5 for 80 seconds for development. The glass plate coated with this thin film was washed with distilled water, dried by spraying with nitrogen gas, and heated in a heating oven at 150 ° C. for 10 minutes to produce a color filter pattern. The thickness of the self-luminous color filter pattern film thus produced was 3.0 μm.

<Measurement of emission intensity>
For the color filter on which the self-luminous pixel was formed, the emission intensity in the 550 nm region was measured using a spectrum meter (manufactured by Ocean Optics). It can be determined that the higher the measured emission intensity, the better the emission characteristics.

As shown in Table 3, the quantum dot dispersion in the quantum dot dispersions of Production Examples 1 to 11 containing the specific solvent according to the present invention and the self-luminous photosensitive resin compositions of Examples 1 to 11 containing the same. It was confirmed that the particle size was smaller than the quantum dot dispersion size in the quantum dot dispersion liquids of Production Examples 12 to 14 and the self-luminous photosensitive resin compositions of Comparative Examples 1 to 3 containing the same. Further, the color filter formed by using the self-luminous photosensitive resin compositions of Examples 1 to 11 according to the present invention is a color filter formed by using the self-luminous photosensitive resin compositions of Comparative Examples 1 to 3. It was confirmed that the emission intensity was superior to that of the above.

Although the specific parts of the present invention have been described in detail above, such a specific description is merely a suitable embodiment for those who have ordinary knowledge in the technical field to which the present invention belongs. It is clear that these do not limit the scope of the invention. A person having ordinary knowledge in the technical field to which the present invention belongs will be able to carry out various applications and modifications within the scope of the present invention based on the above contents.

Therefore, it can be said that the substantial scope of the present invention is defined by the scope of claims and their equivalents.

Claims (6)

A quantum dot dispersion liquid containing quantum dots and a solvent, wherein the solvent is a quantum dot dispersion liquid containing a compound represented by the following chemical formula 1.
[Chemical formula 1]

In the above formula,
A is a cycloalkyl group of C ₃ to C ₁₀ or an aromatic of C ₅ to C ₁₀ , substituted or unsubstituted with one or more substituents selected from the group consisting of an alkyl group of C ₁ to C ₁₀ and a halogen. Is the basis and
L is an alkylene group of C ₁ to C ₆ and
R is an alkyl group of C ₁ to C ₁₀ or an alkenyl group of C ₂ to C ₁₀ . A is a halogen-substituted or unsubstituted cyclopentyl, cyclohexyl, phenyl or cyclopentadienyl, L is an alkylene group of C ₁ to C ₆ , and R is an alkyl group of C ₁ to C ₁₀ . The quantum dot dispersion liquid according to claim ₁ , which is an alkenyl group of _C2 to C10. The compounds represented by the chemical formula 1 are phenyl-acetic acid ethyl ester, 3-phenyl-propionic acid methyl ester, 3-phenyl-propionic acid ethyl ester, 4-phenyl-butyric acid ethyl ester, and 5-phenyl-pentanoic acid ethyl ester. , 6-Phenyl-hexanoic acid ethyl ester, 4-phenyl-butyric acid propyl ester, 4- (4-chloro-phenyl) -butyric acid ethyl ester, 4- (3,4-dichloro-phenyl) -butyric acid ethyl ester, 3- Cyclopenta-1,3-dienyl-propionic acid methyl ester, 4-cyclopenta-1,3-dienyl-butyric acid ethyl ester, 5-cyclopenta-1,3-dienyl-pentanoic acid ethyl ester, 6-cyclopenta-1,3- Dienyl-hexanoic acid ethyl ester, 4-cyclopenta-1,3-dienyl-butyric acid propyl ester, 3-cyclopentyl-propionic acid methyl ester, 4-cyclopentyl-butyric acid ethyl ester, 5-cyclopentyl-pentanoic acid ethyl ester, 6-cyclopentyl -Hexanoic acid ethyl ester, 4-cyclopentyl-butyric acid propyl ester , cyclohexyl -acetic acid ethyl ester, 3-cyclohexyl-propionic acid methyl ester, 4-cyclohexyl-butyric acid ethyl ester, 5-cyclohexyl-pentanoic acid ethyl ester, 6-cyclohexyl The quantum dot dispersion liquid according to claim 1, which is one or more selected from the group consisting of an ethyl hexanoic acid ester, a 4-cyclohexyl-butyric acid propyl ester and a cyclohexyl-acetic acid allyl ester. The quantum dot dispersion liquid according to claim 1, wherein the solvent has a dielectric constant of less than 12.0 at 20 ° C. The quantum dot dispersion liquid according to claim 1, further comprising a dispersant. A self-luminous photosensitive resin composition comprising the quantum dot dispersion liquid according to any one of claims 1 to 5, an alkali-soluble resin, a photopolymerizable compound, and a photopolymerization initiator.