JP7120527B2 - compounds, colorant compositions, photosensitive materials, color filters and display devices - Google Patents

Description

This application claims the benefit of the filing date of Korean Patent Application No. 10-2018-0106491 filed with the Korean Intellectual Property Office on September 6, 2018, the entire contents of which are incorporated herein.

This specification relates to compounds, colorant compositions, photosensitive materials, color filters and display devices.

Currently, a pigment dispersion method using a pigment as a colorant is generally applied to realize a color filter. However, in the case of a pigment dispersion liquid, the pigment not only scatters light because it exists in the form of particles, but also the surface area of the pigment rapidly increases due to the miniaturization of the pigment. Particles are produced. Therefore, in order to achieve the recently demanded high brightness, high contrast ratio and high resolution, the use of dyes as colorants instead of pigments has recently been investigated.

In general, dyes have the advantage of having higher transmittance than pigments. However, they have the disadvantage that their heat resistance is insufficient compared to pigments. In addition, they have the disadvantages of better solubility in organic solvents and insufficient chemical resistance than existing pigments.

The present specification seeks to provide compounds, colorant compositions, photosensitive materials, color filters and display devices.

One embodiment herein provides a compound comprising a triarylmethane dye monomer; a (meth)acrylic acid monomer; and a structure represented by Formula 1 below.

[Chemical Formula 1]

は、他のモノマーまたは結合部に連結される部分を意味し、
Ｘ'は、ＯまたはＮＨであり、
Ｌ１およびＬ２は、互いに同一または異なり、それぞれ独立して、直接結合；置換もしくは非置換のアルキレン基；－Ｃ（＝Ｏ）－；または－Ｌ３－Ｏ（Ｃ＝Ｏ）－であり、
Ｌ３は、置換もしくは非置換のアルキレン基であり、
Ｒ１～Ｒ３は、互いに同一または異なり、それぞれ独立して、水素；ヒドロキシ基；置換もしくは非置換のアルキル基であり、
ｒ２は、０～４の整数であり、ｒ２が２以上の場合、Ｒ２は、互いに同一または異なり、ｒ３は、０～５の整数であり、ｒ３が２以上の場合、Ｒ３は、互いに同一または異なる。 In the chemical formula 1,

means a moiety that is linked to another monomer or linkage,
X' is O or NH;
L1 and L2 are the same or different from each other and are each independently a direct bond; a substituted or unsubstituted alkylene group; -C(=O)-; or -L3-O(C=O)-;
L3 is a substituted or unsubstituted alkylene group,
R1 to R3 are the same or different from each other and are each independently hydrogen; a hydroxy group; a substituted or unsubstituted alkyl group;
r2 is an integer of 0 to 4, and when r2 is 2 or more, R2 are the same or different, r3 is an integer of 0 to 5, and when r3 is 2 or more, R3 are the same or different.

One embodiment herein provides a colorant composition comprising said compound; a binder resin; a multifunctional monomer; a photoinitiator; and a solvent.

One embodiment of the present specification provides a photosensitive material manufactured using the colorant composition.

One embodiment of the present specification provides a color filter comprising the photosensitive material.

An embodiment of the present specification provides a display device including the color filter.

The compound according to one embodiment of the present specification can be used as a coloring material in a coloring composition, and has excellent chemical resistance and heat resistance when a color filter is produced using the coloring composition.

The present specification will be described in more detail below.

In this specification, when a member is positioned “above” another member, this includes not only the case where the member is in contact with the other member, but also the case where the other member is between the two members. This includes the case where there is a member of

In this specification, when a part "includes" a component, it means that it can further include other components, rather than excluding other components, unless specifically stated to the contrary. do.

は、他のモノマー、他の置換基または結合部に連結される部分を意味する。 In this specification,

means moieties that are linked to other monomers, other substituents or linkages.

は、他の結合部に連結される部分を意味する。 In this specification,

means a moiety that is linked to another bond.

As used herein, the "linkage" of the linked moieties may lead to single or double bonds between atoms.

The binding part means a connecting part between chemical formulas or chemical structures.

As used herein, the term "monomer" refers to a monomer or unit body, and means a unit molecule or repeating structure forming a polymer.

In the present specification, the structure represented by Chemical Formula 1 may mean a monomer having the structure represented by Chemical Formula 1.

According to one embodiment of the present specification, there is provided a compound comprising the structure represented by Formula 1 above.

Since the compound according to one embodiment of the present invention contains a triarylmethane dye monomer; a (meth)acrylic acid monomer; and the structure represented by Chemical Formula 1, heat resistance and chemical resistance can be improved. Specifically, when the structure represented by Chemical Formula 1 is introduced into the triarylmethane dye, the structure represented by Chemical Formula 1 promotes a radical reaction during the exposure process to color the dye. The binding of the binder resin, the compound, and the polyfunctional monomer in the agent composition is more activated than when the structure represented by the chemical formula 1 is not introduced, resulting in a higher degree of curing of the film and heat resistance. and improved chemical resistance.

Specifically, the structure represented by Chemical Formula 1 is preferably a BPMA (benzophenone methacrylate) monomer, but is not limited thereto.

Examples of substituents of the compound represented by Chemical Formula 1 are described below, but are not limited thereto.

Nitrile group; Nitro group; —OH; Carbonyl group; Ester group; —COOH; alkoxy group; alkyl group; cycloalkyl group; alkenyl group; cycloalkenyl group; arylalkyl group; phosphine group; sulfonate group; amine group; ether groups; substituted with one or more substituents selected from the group comprising heterocyclic groups and anionic groups containing one or more of N, O, S, or P atoms; It means having no substituents.

As used herein, examples of halogen groups include fluorine, chlorine, bromine, or iodine.

In the present specification, the alkyl group may be linear or branched, and the number of carbon atoms is not particularly limited, but the number of carbon atoms of the alkyl group may be 1-30. According to another embodiment, the alkyl group has 1-20 carbon atoms. According to another embodiment, the alkyl group has 1-10 carbon atoms. Specific examples of alkyl groups include methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, tert-butyl group, n-pentyl group, n-hexyl group, n-heptyl group, Examples include, but are not limited to, an n-octyl group.

In the present specification, the cycloalkyl group is not particularly limited, but preferably has 3 to 30 carbon atoms, and particularly preferably a cyclopentyl group or a cyclohexyl group, but is not limited to these.

As used herein, an alkylene group means an alkane with two points of attachment. For the alkane, the description regarding the alkyl group described above is applied. The alkylene group may be linear, branched or cyclic. Although the number of carbon atoms in the alkylene group is not particularly limited, it may have, for example, 1 to 30 carbon atoms. Further, it may have 1 to 20 carbon atoms, or may have 1 to 10 carbon atoms.

In the present specification, the cycloalkyl group is not particularly limited, but according to one embodiment, the cycloalkyl group has 3 to 30 carbon atoms. According to another embodiment, the cycloalkyl group has 3-20 carbon atoms. According to another embodiment, the cycloalkyl group has 3-6 carbon atoms. Specific examples include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl groups.

In the present specification, the aryl group is not particularly limited, but preferably has 6 to 60 carbon atoms, and may be a monocyclic aryl group or a polycyclic aryl group. According to one embodiment, the aryl group has 6 to 30 carbon atoms. According to one embodiment, the aryl group has 6 to 20 carbon atoms. The aryl group may be a monocyclic aryl group such as a phenyl group, a biphenyl group, or a terphenyl group, but is not limited thereto. The polycyclic aryl group may be a naphthyl group, anthracenyl group, indenyl group, phenanthrenyl group, pyrenyl group, perylenyl group, triphenyl group, chrysenyl group, fluorenyl group, etc., but is limited thereto. is not.

In the present specification, the heterocyclic group is a heterocyclic group containing O, N, or S as a heteroatom, and the number of carbon atoms is not particularly limited. ~20. Examples of heterocyclic groups include thiophene, furan, pyrrole, imidazole, thiazole, oxazole, oxadiazole, triazole, pyridyl, bipyridyl, triazine, acridyl, pyridazine, quinolinyl. group, isoquinoline group, indole group, carbazole group, benzoxazole group, benzimidazole group, benzothiazole group, benzocarbazole group, benzothiophene group, dibenzothiophene group, benzofuranyl group, dibenzofuran group, etc., but are not limited to these. not something.

In the present specification, the heterocyclic group described above can be applied to the heteroaryl group, except that it is aromatic.

In the present specification, the description regarding the aryl group and/or the description regarding the heterocyclic group can be applied to the "aryl" of the "triarylmethane dye".

In the present specification, the alkoxy group may be linear or branched, and the number of carbon atoms is not particularly limited, and may be 1 to 30, specifically 1 to 20. or more specifically from 1 to 10.

Amine groups, as used herein, consist of —NH ₂ ; alkylamine groups; N-alkylarylamine groups; arylamine groups; N-arylheteroarylamine groups; N-alkylheteroarylamine groups and heteroarylamine groups. It may be selected from the group, and the number of carbon atoms is not particularly limited, but those with 1 to 30 carbon atoms are preferred. Further examples of said amine groups are methylamine, dimethylamine, ethylamine, diethylamine, phenylamine, naphthylamine, biphenylamine, anthracenylamine, 9-methyl-anthracenylamine, diphenylamine groups. , N-phenylnaphthylamine group, ditolylamine group, N-phenyltolylamine group, triphenylamine group, N-phenylbiphenylamine group; N-phenylnaphthylamine group; N-biphenylnaphthylamine group; N-naphthylfluorenylamine group; -phenylphenanthrenylamine group; N-biphenylphenanthrenylamine group; N-phenylfluorenylamine group; N-phenylterphenylamine group; N-phenanthrenylfluorenylamine group; and the like, but are not limited to these.

In the present specification, an anionic group has a chemical bond with the triarylmethane dye monomer, and the chemical bond can mean an ionic bond. The anionic group is not particularly limited, for example, US Pat. , JP-A-2005-071680, Korean Patent Publication No. 2007-7000693, JP-A-2005-111696, JP-A-2008-249663, and JP-A-2014-199436.

Specific examples of the anionic group include trifluoromethanesulfonate anion, bis(trifluoromethylsulfonyl)amide anion, bistrifluoromethanesulfonimide anion, bisperfluoroethylsulfonimide anion, tetra Phenylborate anion, tetrakis(4-fluorophenyl)borate, tetrakis(pentafluorophenyl)borate, tritrifluoromethanesulfonyl methide, SO ₃ ⁻ , CO ₂ ⁻ , SO ₂ N ⁻ SO ₂ CF ₃ , SO ₂ N ⁻ SO ₂ CF ₂ CF ₃ , halogen groups such as, but not limited to, fluorine groups, iodine groups, chlorine groups, and the like.

An anionic group herein can have an anion itself or may be present in the form of a complex with other cations. Therefore, depending on the number of substituted anionic groups, the total charge of the entire compound molecule of the present invention can vary. Since one of the amine groups of the compounds of the present invention has a cation, the total charge of the molecule as a whole is the number of anionic groups substituted minus one, from anions to 0. can have the value of

As used herein, "(meth)acrylic acid" refers to at least one selected from the group consisting of acrylic acid and methacrylic acid. The notation of "(meth)acrylic acid" has the same meaning.

In this specification, (meth)acrylic acid or (meth)acrylic acid may be represented by methacrylic acid.

One embodiment herein provides a compound comprising a triarylmethane dye monomer; a (meth)acrylic acid monomer; and a structure represented by Formula 1 below.

[Chemical Formula 1]

は、他のモノマーまたは結合部に連結される部分を意味し、
Ｘ'は、ＯまたはＮＨであり、
Ｌ１およびＬ２は、互いに同一または異なり、それぞれ独立して、直接結合；置換もしくは非置換のアルキレン基；－Ｃ（＝Ｏ）－；または－Ｌ３－Ｏ（Ｃ＝Ｏ）－であり、
Ｌ３は、置換もしくは非置換のアルキレン基であり、
Ｒ１～Ｒ３は、互いに同一または異なり、それぞれ独立して、水素；ヒドロキシ基；置換もしくは非置換のアルキル基であり、
ｒ２は、０～４の整数であり、ｒ２が２以上の場合、Ｒ２は、互いに同一または異なり、
ｒ３は、０～５の整数であり、ｒ３が２以上の場合、Ｒ３は、互いに同一または異なる。 In the chemical formula 1,

means a moiety that is linked to another monomer or linkage,
X' is O or NH;
L1 and L2 are the same or different from each other and are each independently a direct bond; a substituted or unsubstituted alkylene group; -C(=O)-; or -L3-O(C=O)-;
L3 is a substituted or unsubstituted alkylene group,
R1 to R3 are the same or different from each other and are each independently hydrogen; a hydroxy group; a substituted or unsubstituted alkyl group;
r2 is an integer of 0 to 4, and when r2 is 2 or more, R2 are the same or different;
r3 is an integer of 0 to 5, and when r3 is 2 or more, R3 are the same or different.

In one embodiment herein, X' is O.

In one embodiment herein, X' is NH.

In one embodiment herein, L1 is a direct bond; a substituted or unsubstituted alkylene group; or -C(=O)-.

In one embodiment herein, L1 is a direct bond; a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms; or -C(=O)-.

In one embodiment herein, L1 is a direct bond; a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms; or -C(=O)-.

In one embodiment herein, L1 is a direct bond; a substituted or unsubstituted alkylene group having 1 to 10 carbon atoms; or -C(=O)-.

In one embodiment herein, L1 is a direct bond.

In one embodiment herein, L1 is a substituted or unsubstituted methylene group; a substituted or unsubstituted ethylene group; or a substituted or unsubstituted propylene group.

In one embodiment herein, L1 is a methylene group; an ethylene group; or a propylene group.

In one embodiment herein, L1 is -C(=O)-.

In one embodiment herein, L2 is a direct bond; -C(=O)-; or -L3-O(C=O)-.

In one embodiment herein, L2 is a direct bond.

In one embodiment herein, L2 is -C(=O)-.

In one embodiment herein, L2 is -L3-O(C=O)-.

In one embodiment herein, L3 is a substituted or unsubstituted alkylene group having 1-30 carbon atoms.

In one embodiment herein, L3 is a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms.

In one embodiment herein, L3 is a substituted or unsubstituted alkylene group having 1-10 carbon atoms.

In one embodiment herein, L3 is a substituted or unsubstituted methylene group.

In one embodiment herein, L3 is a methylene group.

In one embodiment of the present specification, R1 to R3 are the same or different from each other and are each independently hydrogen; a hydroxy group; a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

In one embodiment of the present specification, R1 to R3 are the same or different from each other and each independently hydrogen; a hydroxy group; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

In one embodiment of the present specification, R1 to R3 are the same or different from each other and each independently hydrogen; a hydroxy group; a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

In one embodiment of the present specification, R1-R3, which are the same or different from each other, are each independently hydrogen; a hydroxy group; a substituted or unsubstituted methyl group.

In one embodiment herein, R1 is hydrogen; or a methyl group.

In one embodiment herein, R2 is hydrogen.

In one embodiment herein, R3 is hydrogen; a hydroxy group; or a methyl group substituted with an amine group.

According to one embodiment of the present specification, Formula 1 may be represented by Formula 1-1 below.

[Chemical Formula 1-1]

は、他のモノマーまたは結合部に連結される部分を意味し、
Ｘ'、Ｌ１、Ｌ２、Ｒ１～Ｒ３、ｒ２およびｒ３は、前記化学式１で定義した通りである。 In the chemical formula 1-1,

means a moiety that is linked to another monomer or linkage,
X', L1, L2, R1-R3, r2 and r3 are as defined in Formula 1 above.

In one embodiment of the present specification, Formula 1 may be represented by any one of the following structures, but is not limited thereto. The above Formula 1 forms a polymerized portion from any one of the following structures.

One embodiment of the present specification provides a compound represented by Formula 2 below as the triarylmethane dye monomer.

[Chemical Formula 2]

［化学式Ａ－２］

［化学式Ａ－３］

前記化学式Ａ－１～前記化学式Ａ－３において、

は、他のモノマーまたは結合部に連結される部分を意味し、

は、前記化学式２のＡに連結される部分を意味し、
Ｚは、ＮまたはＣＲであり、
前記Ｒは、水素；または置換もしくは非置換のアルキル基であり、
Ｒ４～Ｒ６は、互いに同一または異なり、それぞれ独立して、水素；重水素；または置換もしくは非置換のアルキル基であり、
Ｒ１５およびＲ１６は、互いに同一または異なり、それぞれ独立して、水素；重水素；置換もしくは非置換のアルキル基；または置換もしくは非置換のアリール基であり、
Ｘは、陰イオン性基であり、
Ｘ３～Ｘ６は、互いに同一または異なり、それぞれ独立して、水素；重水素；ハロゲン基；ヒドロキシ基；－ＣＯＯＨ；置換もしくは非置換のアルコキシ基；置換もしくは非置換のアルキル基；置換もしくは非置換のシクロアルキル基；置換もしくは非置換のアリール基；または置換もしくは非置換のヘテロアリール基であり、
ｘ３は、０～３の整数であり、ｘ３が２以上の場合、Ｘ３は、互いに同一または異なり、
ｘ４は、０～１０の整数であり、ｘ４が２以上の場合、Ｘ４は、互いに同一または異なり、
ｘ５は、０～４の整数であり、ｘ５が２以上の場合、Ｘ５は、互いに同一または異なり、
ｘ６は、０～４の整数であり、ｘ６が２以上の場合、Ｘ６は、互いに同一または異なり、
Ｂは、置換もしくは非置換のアリール基；または置換もしくは非置換のアルキル基である。 In the chemical formula 2,
R11 to R14 are the same or different from each other and are each independently a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted alkoxy group. ,
X1 and X2 are the same or different from each other and are each independently hydrogen; deuterium; halogen; hydroxy; —COOH; substituted or unsubstituted alkoxy; a cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group;
x1 and x2 are integers from 0 to 4;
When x1 is 2 or more, X1 are the same or different from each other,
When x2 is 2 or more, X2 are the same or different from each other,
A is represented by any one of the following chemical formulas A-1 to A-3 below,
[Chemical Formula A-1]

[Chemical Formula A-2]

[Chemical Formula A-3]

In the chemical formulas A-1 to A-3,

means a moiety that is linked to another monomer or linkage,

means a moiety connected to A in Formula 2;
Z is N or CR;
wherein R is hydrogen; or a substituted or unsubstituted alkyl group;
R4 to R6 are the same or different from each other and are each independently hydrogen; deuterium; or a substituted or unsubstituted alkyl group;
R15 and R16 are the same or different from each other and are each independently hydrogen; deuterium; substituted or unsubstituted alkyl group; or substituted or unsubstituted aryl group;
X is an anionic group,
X3 to X6 are the same or different from each other and each independently hydrogen; deuterium; halogen group; hydroxy group; —COOH; substituted or unsubstituted alkoxy group; a cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group;
x3 is an integer of 0 to 3, and when x3 is 2 or more, X3 are the same or different;
x4 is an integer of 0 to 10, and when x4 is 2 or more, X4 are the same or different;
x5 is an integer of 0 to 4, and when x5 is 2 or more, X5 are the same or different;
x6 is an integer of 0 to 4, and when x6 is 2 or more, X6 are the same or different;
B is a substituted or unsubstituted aryl group; or a substituted or unsubstituted alkyl group.

In one embodiment of the present specification, R11 to R14 are the same or different from each other and each independently a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group.

In one embodiment of the present specification, R11 to R14 are the same or different from each other and are each independently a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; or a substituted or unsubstituted It is an aryl group.

In one embodiment of the present specification, R11 to R14 are the same or different from each other and are each independently a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; or a substituted or unsubstituted It is an aryl group.

In one embodiment of the present specification, R11 to R14 are the same or different from each other and are each independently a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; or a substituted or unsubstituted It is an aryl group.

In one embodiment of the present specification, R11 to R14 are the same or different from each other and each independently substituted or unsubstituted methyl group; substituted or unsubstituted ethyl group; substituted or unsubstituted propyl group; Alternatively, it is an unsubstituted phenyl group.

In one embodiment of the present specification, R11 to R14 are the same or different from each other and are each independently a methyl group; an ethyl group; an ethyl group substituted with an alkoxy group; an isopropyl group; an n-propyl group; or a phenyl group substituted with a methyl group.

In one embodiment herein Z is N.

In one embodiment herein Z is CR.

In one embodiment herein, R is hydrogen; or a substituted or unsubstituted alkyl group.

In one embodiment herein, R is hydrogen; or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

In one embodiment herein, R is hydrogen; or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

In one embodiment herein, R is hydrogen; or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

In one embodiment herein, R is hydrogen.

In one embodiment of the present specification, R4-R6 are the same or different from each other and are each independently hydrogen; deuterium; or substituted or unsubstituted alkyl groups.

In one embodiment of the present specification, R4 to R6 are the same or different from each other and each independently represents hydrogen; deuterium; or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

In one embodiment of the present specification, R4 to R6 are the same or different from each other and each independently hydrogen; deuterium; or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

In one embodiment of the present specification, R4 to R6 are the same or different from each other and each independently hydrogen; deuterium; or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

In one embodiment herein, R4-R6 are substituted or unsubstituted methyl groups.

In one embodiment herein, R4-R6 are methyl groups.

In one embodiment herein, R15 and R16 are the same or different from each other and are each independently hydrogen; deuterium; substituted or unsubstituted alkyl; or substituted or unsubstituted aryl.

In one embodiment of the present specification, R15 and R16 are the same or different from each other and are each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; A substituted or unsubstituted aryl group.

In one embodiment of the present specification, R15 and R16 are the same or different from each other and are each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; A substituted or unsubstituted aryl group.

In one embodiment of the present specification, R15 and R16 are the same or different from each other and are each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; A substituted or unsubstituted aryl group.

In one embodiment herein, R15 is a substituted or unsubstituted ethyl group.

In one embodiment herein, R15 is an ethyl group.

In one embodiment herein, R16 is a substituted or unsubstituted phenyl group.

In one embodiment herein, R16 is a phenyl group substituted or unsubstituted with a halogen group.

In one embodiment herein, R16 is a phenyl group substituted or unsubstituted with fluorine.

In one embodiment herein, X may be a bistrifluoromethanesulfonimide anion.

In one embodiment of the present specification, X1 and X2 are the same or different from each other and each independently hydrogen; deuterium; halogen group; hydroxy group; -COOH; substituted or unsubstituted alkoxy group; substituted or unsubstituted cycloalkyl groups; substituted or unsubstituted aryl groups; or substituted or unsubstituted heteroaryl groups.

In one embodiment herein, X1 and X2 are the same or different from each other and are each independently hydrogen; a halogen group; or a substituted or unsubstituted alkyl group.

In one embodiment of the present specification, X1 and X2 are the same or different from each other and are each independently hydrogen; a halogen group; or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

In one embodiment of the present specification, X1 and X2 are the same or different from each other and are each independently hydrogen; a halogen group; or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

In one embodiment of the present specification, X1 and X2 are the same or different from each other and each independently hydrogen; a halogen group; or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

In one embodiment herein, X1 and X2 are the same or different from each other and are each independently hydrogen; a halogen group; or a substituted or unsubstituted methyl group.

In one embodiment herein, X1 and X2 are the same or different from each other and are each independently hydrogen; fluorine; chlorine; or a methyl group.

In one embodiment of the present specification, X3-X6 are the same or different from each other and each independently hydrogen; deuterium; halogen group; hydroxy group; -COOH; substituted or unsubstituted alkoxy group; substituted or unsubstituted cycloalkyl groups; substituted or unsubstituted aryl groups; or substituted or unsubstituted heteroaryl groups.

In one embodiment of the present specification, X3-X6 are the same or different from each other and each independently hydrogen; -COOH; or substituted or unsubstituted alkyl group.

In one embodiment of the present specification, X3 to X6 are the same or different from each other and each independently represents hydrogen; --COOH; or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

In one embodiment of the present specification, X3 to X6 are the same or different from each other and each independently represents hydrogen; --COOH; or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

In one embodiment of the present specification, X3 to X6 are the same or different from each other and each independently represents hydrogen; --COOH; or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

In one embodiment of the present specification, X3-X6 are the same or different from each other and each independently hydrogen; -COOH; or substituted or unsubstituted methyl group.

In one embodiment of the present specification, X3-X6 are the same or different from each other and each independently hydrogen; -COOH; or methyl group.

In one embodiment herein, B is a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

In one embodiment herein, B is a substituted or unsubstituted aryl group of 6-20 carbon atoms; or a substituted or unsubstituted alkyl group of 1-20 carbon atoms.

In one embodiment herein, B is a substituted or unsubstituted aryl group of 6 to 12 carbon atoms; or a substituted or unsubstituted alkyl group of 1 to 10 carbon atoms.

In one embodiment herein B is a substituted or unsubstituted phenyl group.

In one embodiment herein B is a phenyl group.

In one embodiment of the present specification, Chemical Formula 2 may be represented by any one of Chemical Formulas 2-1 to 2-3 below.

[Chemical Formula 2-1]

[Chemical Formula 2-2]

[Chemical Formula 2-3]

In the chemical formulas 2-1 to 2-3,
R11~R16, R4~R6, X1~X6, x1~x6, Z, X and B are as defined in Formula 2 above.

In one embodiment of the present specification, the chemical formula 2-1 may be represented by the following chemical formula 2-1-1.

[Chemical Formula 2-1-1]

In the chemical formula 2-1-1,
R11-R14, R4, X1-X4, x1-x4, Z and X are as defined in Formula 2 above.

In one embodiment of the present specification, the chemical formula 2-2 may be represented by the following chemical formula 2-2-1.

[Chemical Formula 2-2-1]

In the chemical formula 2-2-1,
R11 to R14, R5, X1, X2, X5, x1, x2, x5, X and B are as defined in Formula 2 above.

In one embodiment of the present specification, the chemical formula 2-3 may be represented by the following chemical formula 2-3-1.

[Chemical Formula 2-3-1]

In the chemical formula 2-3-1,
R11 to R16, R6, X1, X2, X6, x1, x2, x6 and X are as defined in Formula 2 above.

In one embodiment of the present specification, Formula 2 may be represented by any one of the following structures, but is not limited thereto.

In the structure, X is as defined in Formula 2 above. Specifically, X is as defined in the chemical formulas A-1 to A-3.

In the present specification, the (meth)acrylic acid monomer may be represented by Chemical Formula B below.

[Chemical Formula B]

In the chemical formula B,
T1 is hydrogen; —COOH; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted alkoxy group;
T2 is hydrogen; or a substituted or unsubstituted alkyl group;
M is a direct bond; or a substituted or unsubstituted alkylene group.

In one embodiment herein, T1 is hydrogen; --COOH; substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; or substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms.

In one embodiment herein, T1 is hydrogen; --COOH; substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; or substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms.

In one embodiment herein, T1 is hydrogen; --COOH; substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; or substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms.

In one embodiment herein, T1 may be hydrogen; -COOH; or any one of the structures below.

In one embodiment of the present specification, the structure represented by Formula B may be represented by any one of the following structures, but is not limited thereto.

One embodiment of the present specification is 55 to 99% by weight of said triarylmethane dye monomer; 1 to 30% by weight of said (meth)acrylic acid monomer; and said Formula 1, based on the total weight of said compound. provides a compound comprising 1 to 50% by weight of the structure One embodiment of the present specification is represented by Formula 1, based on the total weight of the compound, from 55 to 98% by weight of the triarylmethane dye monomer; from 1 to 30% by weight of the (meth)acrylic acid monomer; provides a compound comprising 1 to 20% by weight of the structure

Preferably, 70% by weight of the triarylmethane dye monomer; 20% by weight of the (meth)acrylic acid monomer; and 5% by weight of the structure represented by Formula 1, based on the total weight of the compound.

The triarylmethane-based polymeric dye may consist of a combination of a triarylmethane-based dye and another monomer. When the content of the triarylmethane-based dye is 50% by weight or more, sufficient color can be exhibited, and when the content is 70% by weight or more, appropriate color can be exhibited with a small content.

In one embodiment herein, the weight average molecular weight of said compound is from 5,000 g/mol to 35,000 g/mol. Preferably it may be from 15,000 g/mol to 30,000 g/mol.

When the compound satisfies the weight average molecular weight range, it can have an appropriate development time and heat resistance.

When the weight-average molecular weight of the compound is less than 5,000 g/mol, the amount of colorant removed by the developer increases, resulting in a large color change due to heat. When the weight average molecular weight of the compound exceeds 35,000 g/mol, the developing time is increased.

The weight-average molecular weight is one of the average molecular weights in which the molecular weight of a polymer substance is used as a reference, and the molecular weight is not uniform. is the value obtained by

The weight average molecular weight is measured by High Performance Liquid Chromatography (HPLC) analysis.

In one embodiment herein, the compound may have a number average molecular weight of 20-32. When the compound satisfies the number average molecular weight range, it can have an appropriate development time and heat resistance.

The number average molecular weight means an average molecular weight obtained by averaging the molecular weights of component molecular species of a polymer compound having a molecular weight distribution in terms of number fractions or mole fractions.

The number average molecular weight is measured by High Performance Liquid Chromatography (HPLC) analysis.

In one embodiment of the present specification, the polydispersity of the compound may be 2-3. Specifically, the dispersity may be from 2.28 to 2.97.

The dispersity is a polydispersity index (PDI), which is obtained by dividing the weight average molecular weight by the number average molecular weight.

In one embodiment herein, the compound can include one or more triarylmethane dye monomers.

In one embodiment herein, the (meth)acrylic acid monomer can comprise one or more (meth)acrylic acid monomers.

In one embodiment herein, the compound may further comprise a thermosetting monomer.

The thermosetting monomer may be, but is not limited to, glycidyl methacrylate, oxetane, or M-100.

The glycidyl methacrylate may be represented by the structure below.

The oxetane may be represented by the structure below.

The M-100 may be represented by the following structure.

In one embodiment of the present specification, the compound may optionally further contain a styrene monomer.

One embodiment herein provides a colorant composition comprising said compound; a binder resin; a multifunctional monomer; a photoinitiator; and a solvent.

In one embodiment herein, the colorant composition may further comprise one or more of pigments and dyes.

For example, the colorant composition may include only the compound of Formula 1, the compound of Formula 1 and one or more dyes, or the compound of Formula 1 and one or more pigments. or may include the compound of Formula 1, one or more dyes, and one or more pigments.

The dyes and pigments include metal-complex compounds; azo compounds; metal azo compounds; quinophthalone compounds; isoindoine compounds; (Methine) compounds; phthalocyanine compounds; metal phthalocyanine compounds; porphyrin compounds; metal porphyrin compounds; tetraazaporphyrin-based compounds; cyanine-based compounds; xanthene-based compounds; metal dipyrromethane-based compounds; diketopyrrolopyrrole-based compounds; triarylmethane-based compounds; and perylene-based compounds.

Specifically, the pigment may be a phthalocyanine compound, B15:6, G7, G58, G59, or G36.

Specifically, the dye may be a xanthene-based compound, a metal-complex-based compound, or a quinophthalone-based compound.

The binder resin is not particularly limited as long as it can exhibit physical properties such as strength and developability of the film produced from the colorant composition.

The binder resin may be a copolymer resin of a polyfunctional monomer that imparts mechanical strength and a monomer that imparts alkali solubility, and may further include a binder commonly used in the art.

The polyfunctional monomer that imparts the mechanical strength of the film is any one or more of unsaturated carboxylic acid esters; aromatic vinyls; unsaturated ethers; unsaturated imides; and acid anhydrides. There may be.

Specific examples of the unsaturated carboxylic acid esters include benzyl (meth)acrylate, methyl (meth)acrylate, ethyl (meth)acrylate, butyl (meth)acrylate, dimethylaminoethyl (meth)acrylate, and isobutyl (meth)acrylate. , t-butyl (meth)acrylate, cyclohexyl (meth)acrylate, isobornyl (meth)acrylate, ethylhexyl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, hydroxyethyl (meth)acrylate , 2-hydroxypropyl (meth)acrylate, 2-hydroxy-3-chloropropyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, acyloctyloxy-2-hydroxypropyl (meth)acrylate, glycerol (meth)acrylate , 2-methoxyethyl (meth)acrylate, 3-methoxybutyl (meth)acrylate, ethoxydiethylene glycol (meth)acrylate, methoxytriethylene glycol (meth)acrylate, methoxytripropylene glycol (meth)acrylate, poly(ethylene glycol) methyl ether (meth) acrylate, phenoxydiethylene glycol (meth) acrylate, p-nonylphenoxy polyethylene glycol (meth) acrylate, p-nonylphenoxy polypropylene glycol (meth) acrylate, glycidyl (meth) acrylate, tetrafluoropropyl (meth) acrylate, 1 , 1,1,3,3,3-hexafluoroisopropyl (meth)acrylate, octafluoropentyl (meth)acrylate, heptadecafluorodecyl (meth)acrylate, tribromophenyl (meth)acrylate, methyl α-hydroxymethyl acrylate , ethyl α-hydroxymethyl acrylate, propyl α-hydroxymethyl acrylate, and butyl α-hydroxymethyl acrylate, but are not limited thereto.

Specific examples of the aromatic vinyl monomers include styrene, α-methylstyrene, (o,m,p)-vinyltoluene, (o,m,p)-methoxystyrene, and (o,m,p )-chlorostyrene, but is not limited thereto.

Specific examples of the unsaturated ethers may be selected from the group consisting of vinyl methyl ether, vinyl ethyl ether, and allyl glycidyl ether, but are not limited to these.

Specific examples of the unsaturated imides may be selected from the group consisting of N-phenylmaleimide, N-(4-chlorophenyl)maleimide, N-(4-hydroxyphenyl)maleimide, and N-cyclohexylmaleimide. , but not limited to these.

Examples of the acid anhydride include maleic anhydride, methylmaleic anhydride, and tetrahydrophthalic anhydride, but are not limited thereto.

The monomer that imparts alkali solubility is not particularly limited as long as it contains an acid group, and for example, (meth)acrylic acid, crotonic acid, itaconic acid, maleic acid, fumaric acid, monomethylmaleic acid, 5-norbornene-2- selected from the group consisting of carboxylic acid, mono-2-((meth)acryloyloxy)ethyl phthalate, mono-2-((meth)acryloyloxy)ethyl succinate, ω-carboxypolycaprolactone mono(meth)acrylate Although it is preferable to use one or more, it is not limited to these.

In one embodiment of the present specification, the multifunctional monomer may specifically be dipentaerythritol hexaacrylate.

According to one embodiment of the present specification, the binder resin has an acid value of 50 to 130 KOHmg/g and a weight average molecular weight of 1,000 g/mol to 50,000 g/mol.

The acid value of the binder resin can be measured by titration with a 0.1N potassium hydroxide (KOH) methanol solution.

In one embodiment of the present specification, the binder resin is a copolymer resin (copolymer) of one or more monomers selected from the group consisting of methacrylic acid, glycidyl methacrylic acid, styrene, cyclohexyl methacrylate, and methacrylate. ).

Specifically, the binder resin may be a copolymer containing 13, 52, and 35% by weight of methacrylic acid, glycidyl methacrylic acid, and styrene, respectively, based on the total weight of the copolymer. .

Also, the binder resin may contain 45, 30, and 25 wt% of cyclohexyl methacrylate, methacrylate, and methacrylic acid, respectively, based on the total weight of the copolymer.

The photoinitiator is not particularly limited as long as it is an initiator that generates radicals by light to trigger cross-linking. One or more may be selected.

The acetophenone compounds include 2-hydroxy-2-methyl-1-phenylpropan-1-one, 1-(4-isopropylphenyl)-2-hydroxy-2-methylpropan-1-one, 4-(2- hydroxyethoxy)-phenyl-(2-hydroxy-2-propyl)ketone, 1-hydroxycyclohexylphenyl ketone, benzoin methyl ether, benzoin ethyl ether, benzoin isobutyl ether, benzoin butyl ether, 2,2-dimethoxy-2-phenylacetophenone, 2-methyl-(4-methylthio)phenyl-2-morpholino-1-propan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butan-1-one, 2-( 4-bromo-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butan-1-one, or 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one etc., but not limited to these.

Examples of the biimidazole compounds include 2,2-bis(2-chlorophenyl)-4,4′,5,5′-tetraphenylbiimidazole and 2,2′-bis(o-chlorophenyl)-4,4′. ,5,5′-tetrakis(3,4,5-trimethoxyphenyl)-1,2′-biimidazole, 2,2′-bis(2,3-dichlorophenyl)-4,4′,5,5′ -tetraphenylbiimidazole, 2,2′-bis(o-chlorophenyl)-4,4,5,5′-tetraphenyl-1,2′-biimidazole, and the like.

The triazine compound includes 3-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}propionic acid, 1,1,1,3,3,3-hexafluoroisopropyl -3-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}propionate, ethyl-2-{4-[2,4-bis(trichloromethyl)-s-triazine -6-yl]phenylthio}acetate, 2-epoxyethyl-2-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}acetate, cyclohexyl-2-{4-[ 2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}acetate, benzyl-2-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio} Acetate, 3-{chloro-4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}propionic acid, 3-{4-[2,4-bis(trichloromethyl)-s -triazin-6-yl]phenylthio}propionamide, 2,4-bis(trichloromethyl)-6-p-methoxystyryl-s-triazine, 2,4-bis(trichloromethyl)-6-(1-p- dimethylaminophenyl)-1,3,-butadienyl-s-triazine, 2-trichloromethyl-4-amino-6-p-methoxystyryl-s-triazine, and the like.

The oxime compounds include 1,2-octadione-1-(4-phenylthio)phenyl-2-(o-benzoyloxime) (Ciba-Geigy, CGI124), ethanone-1-(9-ethyl)-6-(2 -methylbenzoyl-3-yl)-1-(O-acetyloxime) (CGI242), N-1919 (Adeka) and the like, but are not limited thereto.

In one embodiment of the present specification, the photoinitiator may specifically be SPI-03, but is not limited thereto.

The solvent includes acetone, methyl ethyl ketone, methyl isobutyl ketone, methyl cellosolve, ethyl cellosolve, tetrahydrofuran, 1,4-dioxane, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, propylene glycol dimethyl ether, propylene glycol diethyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether. , diethylene glycol methyl ethyl ether, chloroform, methylene chloride, 1,2-dichloroethane, 1,1,1-trichloroethane, 1,1,2-trichloroethane, 1,1,2-trichloroethene, hexane, heptane, octane, cyclohexane, Benzene, toluene, xylene, methanol, ethanol, isopropanol, propanol, butanol, t-butanol, 2-ethoxypropanol, 2-methoxypropanol, 3-methoxybutanol, cyclohexanone, cyclopentanone, propylene glycol methyl ether acetate, propylene glycol ethyl at least one selected from the group consisting of ether acetate, 3-methoxybutyl acetate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, methyl cellosolve acetate, butyl acetate, propylene glycol monomethyl ether, and dipropylene glycol monomethyl ether; Although there may be, it is not limited only to this.

Specifically, the solvent may be propylene glycol monomethyl ether acetate or diacetone alcohol.

In one embodiment of the present specification, based on the total weight of the colorant composition, the content of the compound is 1 to 50% by weight; the content of the binder resin is 5 to 40% by weight; The content of the monomer is 5-40% by weight; the content of the photoinitiator is 1-10% by weight; and the content of the solvent is 30-80% by weight.

In one embodiment of the present specification, the content of the compound is 1 to 50% by weight, and the content of the binder resin is 5 to 40% by weight, based on the total weight of solids in the colorant composition. %, the content of the polyfunctional monomer is 5-40% by weight, and the content of the photoinitiator is 1-10% by weight.

When each component contained in the colorant composition satisfies the above range, the compound, the binder resin, and the multifunctional monomer in the colorant composition can be combined with each other through radical polymerization to form a hard film. .

The total weight of the solid content means the sum of the total weight of the components excluding the solvent from the colorant composition. The solid content and the weight percentage based on the solid content of each component can be measured by common analytical means used in the industry, such as liquid chromatography or gas chromatography.

According to one embodiment herein, the colorant composition may further comprise one or more selected from the group consisting of leveling agents, antioxidants, adhesion aids and surfactants.

According to one embodiment herein, the colorant composition may further comprise an antioxidant.

According to one embodiment of the present specification, the content of the antioxidant is 0.1% to 20% by weight based on the total weight of solids in the colorant composition.

According to one embodiment of the present specification, the colorant composition comprises a photocrosslinking/reducing agent, a curing accelerator, an adhesion aid, an adhesion promoter, a surfactant, a thermal polymerization inhibitor, an ultraviolet absorber, and a dispersant. , and leveling agents.

According to one embodiment of the present specification, the content of the additive is 0.1 wt% to 20 wt% based on the total weight of solids in the colorant composition.

The photocrosslinking/decreasing agent includes benzophenone, 4,4-bis(dimethylamino)benzophenone, 4,4-bis(diethylamino)benzophenone, 2,4,6-trimethylaminobenzophenone, methyl-o-benzoylbenzoate, 3,3 -Dimethyl-4-methoxybenzophenone, benzophenone compounds such as 3,3,4,4-tetra(t-butylperoxycarbonyl)benzophenone; 9-fluorenone, 2-chloro-9-fluorenone, 2-methyl-9- fluorenone-based compounds such as fluorenone; thioxanthone-based compounds such as thioxanthone, 2,4-diethylthioxanthone, 2-chlorothioxanthone, 1-chloro-4-propyloxythioxanthone, isopropylthioxanthone, and diisopropylthioxanthone; Xanthone compounds; Anthraquinone compounds such as anthraquinone, 2-methylanthraquinone, 2-ethylanthraquinone, t-butylanthraquinone, 2,6-dichloro-9,10-anthraquinone; 9-phenylacridine, 1,7-bis(9 -acridinyl)heptane, 1,5-bis(9-acridinylpentane), 1,3-bis(9-acridinyl)propane and other acridine compounds; benzyl, 1,7,7-trimethyl-bicyclo[2, 2,1]heptane-2,3-dione, dicarbonyl compounds such as 9,10-phenanthrenequinone; 2,4,6-trimethylbenzoyldiphenylphosphine oxide, bis(2,6-dimethoxybenzoyl)-2,4, Phosphine oxide compounds such as 4-trimethylpentylphosphine oxide; Benzoates such as methyl-4-(dimethylamino)benzoate, ethyl-4-(dimethylamino)benzoate, 2-n-butoxyethyl-4-(dimethylamino)benzoate 2,5-bis(4-diethylaminobenzal)cyclopentanone, 2,6-bis(4-diethylaminobenzal)cyclohexanone, 2,6-bis(4-diethylaminobenzal)-4-methyl- Amino synergists such as cyclopentanone; 3,3-carbonylvinyl-7-(diethylamino)coumarin, 3-(2-benzothiazolyl)-7-(diethylamino)coumarin, 3-benzoyl-7-(diethylamino)coumarin, 3 -benzoyl-7-methoxy-coumarin, 10,10-carboni such as rubis[1,1,7,7-tetramethyl-2,3,6,7-tetrahydro-1H,5H,11H-C1]-benzopyrano[6,7,8-ij]-quinolidin-11-one Coumarin compounds; chalcone compounds such as 4-diethylaminochalcone and 4-azidobenzalacetophenone; 2-benzoylmethylene and 3-methyl-b-naphthothiazoline; .

The curing accelerator is used to enhance curing and mechanical strength. 3,4-thiadiazole, 2-mercapto-4,6-dimethylaminopyridine, pentaerythritol-tetrakis (3-mercaptopropionate), pentaerythritol-tris (3-mercaptopropionate), pentaerythritol-tetrakis (2 -mercaptoacetate), pentaerythritol-tris (2-mercaptoacetate), trimethylolpropane-tris (2-mercaptoacetate), and trimethylolpropane-tris (3-mercaptopropionate) More than one species can be used.

The adhesion promoter used herein includes one or more methacryloylsilane coupling agents such as methacryloyloxypropyltrimethoxysilane, methacryloyloxypropyldimethoxysilane, methacryloyloxypropyltriethoxysilane, and the like. As the alkyltrimethoxysilane, one or more of octyltrimethoxysilane, dodecyltrimethoxysilane, octadecyltrimethoxysilane and the like can be selected and used.

The surfactant is a silicone-based surfactant or a fluorine-based surfactant. Specifically, the silicone-based surfactant is BYK-077, BYK-085, BYK-300, BYK-Chemie -301, BYK-302, BYK-306, BYK-307, BYK-310, BYK-320, BYK-322, BYK-323, BYK-325, BYK-330, BYK-331, BYK-333, BYK-335 , BYK-341v344, BYK-345v346, BYK-348, BYK-354, BYK-355, BYK-356, BYK-358, BYK-361, BYK-370, BYK-371, BYK-375, BYK-380, BYK -390 and the like can be used, and the fluorine-based surfactants include DIC (Dai Nippon Ink & Chemicals) F-114, F-177, F-410, F-411, F-450, F-493, F -494, F-443, F-444, F-445, F-446, F-470, F-471, F-472SF, F-474, F-475, F-477, F-478, F-479 , F-480SF, F-482, F-483, F-484, F-486, F-487, F-172D, MCF-350SF, TF-1025SF, TF-1117SF, TF-1026SF, TF-1128, TF -1127, TF-1129, TF-1126, TF-1130, TF-1116SF, TF-1131, TF1132, TF1027SF, TF-1441, TF-1442, etc., but are limited to these is not.

The antioxidant is at least one selected from the group consisting of hindered phenol antioxidants, amine antioxidants, thio antioxidants, and phosphine antioxidants. may be used, but the present invention is not limited to this.

Specific examples of the antioxidant include phosphoric acid-based heat stabilizers such as phosphoric acid, trimethyl phosphate, or triethyl phosphate; 2,6-di-t-butyl-p-cresol, octadecyl-3-(4- hydroxy-3,5-di-t-butylphenyl)propionate, tetrabis[methylene-3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate]methane, 1,3,5-trimethyl-2 , 4,6-tris(3,5-di-t-butyl-4-hydroxybenzyl)benzene, 3,5-di-t-butyl-4-hydroxybenzyl phosphite diethyl ester, 2,2-thiobis(4 -methyl-6-t-butylphenol), 2,6-g,t-butylphenol, 4,4'-butylidene-bis(3-methyl-6-t-butylphenol), 4,4'-thiobis(3-methyl -6-t-butylphenol), or bis[3,3-bis-(4′-hydroxy-3′-tert-butylphenyl)butanoic acid]glycol ester (Bis[3,3-bis-(4′-hydroxy -3'-tert-butylphenyl)butanoicacid]glycol ester) Hindered phenol-based primary antioxidants; phenyl-α-naphthylamine, phenyl-β-naphthylamine, N,N'-diphenyl-p - secondary aminic antioxidants such as phenylenediamine or N,N'-di-β-naphthyl-p-phenylenediamine; dilauryl disulfide, dilaurylthiopropionate, distearylthiopropionate, mercapto Thio-based secondary antioxidants such as benzothiazole, or tetramethylthiuram disulfide tetrabis[methylene-3-(laurylthio)propionate]methane; or triphenylphosphite, tris(nonylphenyl)phosphite, triisodecylphosphite , Bis (2,4-dibutylphenyl) Pentaerythritol Diphosphite), or (1,1′-biphenyl)-4,4′-diylbisphosphonate tetrakis [ 2,4-bis(1,1-dimethylethyl)phenyl]ester ((1,1′-Biphenyl)-4,4′-Diylbisphosphonous phosphite-based secondary antioxidants such as acid tetrakis [2,4-bis(1,1-dimethylethyl)phenyl]ester).

Specifically, Songnox 1010 can be used as the antioxidant, but is not limited thereto.

Examples of the UV absorber include, but are not limited to, 2-(3-t-butyl-5-methyl-2-hydroxyphenyl)-5-chloro-benzotriazole, alkoxybenzophenone, and the like. Anything commonly used in the industry can be used.

Examples of the thermal polymerization inhibitor include p-anisole, hydroquinone, pyrocatechol, t-butyl catechol, N-nitrosophenylhydroxyamine ammonium salt, N-nitrosophenylhydroxyamine aluminum salt. , p-methoxyphenol, di-t-butyl-p-cresol, pyrogallol, benzoquinone, 4,4-thiobis(3-methyl-6-t-butylphenol), 2,2-methylenebis(4-methyl-6-t -butylphenol), 2-mercaptoimidazole, and phenothiazines, which are commonly known in the art, but are not limited to these. can contain

The dispersant can be used by a method of internally adding the pigment to the pigment in advance in the form of a surface treatment, or a method of externally adding the pigment to the pigment. As the dispersant, a compound type, nonionic, anionic or cationic dispersant can be used. activator and the like. These can be used individually or in combination of two or more.

Specifically, the dispersant is polyalkylene glycol and its ester, polyoxyalkylene polyhydric alcohol, ester alkylene oxide adduct, alcohol alkylene oxide adduct, sulfonic acid ester, sulfonate, carboxylic acid ester, carboxylic acid One or more selected from the group consisting of salts, alkylamide alkylene oxide adducts, and alkylamines, but is not limited thereto.

The leveling agent may be polymeric or non-polymeric. Specific examples of polymeric leveling agents include polyethylenimines, polyamidoamines, reaction products of amines and epoxides, and specific examples of non-polymeric leveling agents include non-polymeric sulfur-containing and non-polymeric nitrogen-containing compounds, all of which are commonly used in the art can be used.

The leveling agent may specifically be F-554, but is not limited thereto.

As the adhesion promoter, KBM-503 can be used, but it is not limited to this, and any one commonly used in the industry can be used.

According to one embodiment of the present specification, there is provided a photosensitive material prepared with the colorant composition.

More specifically, the colorant composition herein is applied onto a substrate by a suitable method to form a thin film or patterned photosensitive material.

The coating method is not particularly limited, but may be a spray method, a roll coating method, a spin coating method, etc. Generally, the spin coating method is widely used. Further, after forming the coating film, in some cases, the residual solvent can be partly removed under reduced pressure.

Light sources for curing the colorant compositions herein include, but are not necessarily limited to, mercury vapor arcs (arcs), carbon arcs, and Xe arcs that emit light with wavelengths of 250 nm to 450 nm. Not exclusively.

The colorant composition according to the present specification is a pigment-dispersed photosensitive material for manufacturing a thin film transistor liquid crystal display (TFT LCD) color filter, a photosensitive material for forming a black matrix of a thin film transistor liquid crystal display (TFT LCD) or an organic light emitting diode, and an overcoat. Photosensitive materials for coating layer formation, column spacer photosensitive materials, photocurable paints, photocurable inks, photocurable adhesives, printing plates, photosensitive materials for printed wiring boards, photosensitive materials for plasma display panels (PDP), etc. can be used, and there are no particular restrictions on its use.

According to one embodiment of the present specification, there is provided a color filter including the photosensitive material.

The color filter may be manufactured using a colorant composition including the triarylmethane dye monomer; (meth)acrylic acid monomer; and a compound having a structure represented by Chemical Formula 1 below. A color filter can be formed by coating the colorant composition on a substrate to form a coating film, and exposing, developing and curing the coating film.

The substrate may be a glass plate, a silicon wafer, or a plastic substrate plate such as polyethersulfone (PES) or polycarbonate (PC), and the type thereof is not particularly limited. do not have.

The color filter may include a red pattern, a green pattern, a blue pattern, and a black matrix.

According to another embodiment, the color filter may further comprise an overcoat layer.

A grid-like black pattern called a black matrix can be arranged between the color pixels of the color filter for the purpose of improving the contrast. Chromium can be used as the material for the black matrix. In this case, a method of depositing chromium on the entire glass substrate and forming a pattern by etching can be used. However, considering the high cost of the process, the high reflectance of chromium, and the environmental pollution caused by the waste liquid of chromium, it is possible to use a resin black matrix obtained by a pigment dispersion method that can be microfabricated.

A black matrix according to one embodiment of the present specification may use a black pigment or a black dye as a coloring material. For example, carbon black can be used alone, or a mixture of carbon black and a coloring pigment can be used. There is an advantage that the strength of the film or the adhesion to the substrate does not decrease even if the .lambda.

A display device including a color filter according to the present specification is provided.

The display device includes a plasma display panel (PDP), a light emitting diode (LED), an organic light emitting diode (OLED), a liquid crystal display (LCD), and a thin film transistor. Any one of a liquid crystal display (Thin Film Transistor-Liquid Crystal Display, LCD-TFT) and a cathode ray tube (CRT) may be used.

[EXAMPLES] Hereafter, an Example is given and demonstrated in detail in order to demonstrate this specification concretely. However, the embodiments according to this specification can be modified in various different forms, and the scope of this specification should not be construed as limited to the embodiments set forth below. The examples herein are provided so that the description will be more thorough and complete for those of average skill in the art.

<Example>

<Compound Synthesis Example>

1. Synthesis of intermediate compounds

(1) Synthesis of compound of chemical formula 1-1

To 0.220 mol (53 g, 1 eq) of N-(4-hydroxycyclohexyl)-1-naphthylamine and 0.242 mol (1.1 eq) of triethylamine, 50 mL of dichloromethane was added and dissolved with stirring. After that, 0.242 mol (20.8 g, 1.1 eq) of methacrylic anhydride was added, and the temperature was raised to 40°C and maintained. After stirring for about 6 hours, distilled water was added and the organic layer was separated. After adding 20 mL of saturated sodium chloride solution and stirring, the mixture was stirred for 30 minutes. After layer separation, the organic layer was dried under reduced pressure and purified to obtain 0.17 mol, 53 g (77% yield) of chemical formula 1-1.

(2) Production of compound of chemical formula 1-2

Using 0.220 mol (53 g, 1 eq) of 4-(isoquinolin-5-ylamino)cyclohexane-1-ol and 0.242 mol (20.8 g, 1.1 eq) of methacrylic anhydride, the same reaction as in chemical formula 1-1 was performed. 0.15 mol, 46.5 g (yield 68%) of the compound of formula 1-2 was obtained.

Ionization mode: APCI+: m/z=308 [M+H]+, Exact Mass: 308

(3) Production of compound of formula 1-3

Under a nitrogen atmosphere, 0.06 mol (15 g, 1 eq) of 4,4-difluorobenzophenone and 0.29 mol (40 g, 5 eq) of N-isopropylaniline were placed in a flask and stirred at room temperature for about 48 hours. After completion of the reaction, distilled water was added and 50 mL of saturated sodium chloride solution was added to separate the organic layer. After layer separation, the organic layer was dried under reduced pressure and purified by column chromatography (methylene chloride:methanol=15:1) to obtain 15 g (0.03 mol) of chemical formula 1-3. (Yield 50%)

Ionization mode: APCI+: m/z=448 [M+H]+, Exact Mass: 448

(4) Production of compound of formula 1-4

0.249 mol (48 g, 1 eq) of N,N-diethylaminobenzoic acid was added to 100 g of toluene and stirred. Then, 0.4 mol (47 g, 1.6 eq) of thionyl chloride was added dropwise, and the mixture was heated to 80° C. and reacted for 1 hour. After the reaction, thionyl chloride and toluene were removed by distillation under reduced pressure to obtain N,N-diethylaminobenzoyl chloride. 0.31 mmol (0.04 g) of anhydrous aluminum chloride and 120 g of dichloroethane are stirred and cooled to maintain below 5°C. The N,N-diethylaminobenzoyl chloride obtained above was dissolved in 120 g of dichloroethane and added dropwise, followed by stirring for 30 minutes. After 0.249 mol (40.6 g) of N,N-diethylmetatoluidine was added dropwise to the reaction solution, the mixture was stirred at room temperature for 4 hours. After adding ice water to terminate the reaction, a sodium hydroxide solution is added to adjust the pH to 11 or higher, followed by filtering with celite to remove insoluble matter. The organic layer obtained by layer separation was concentrated under reduced pressure and purified by column chromatography (dichloromethane:methanol=10:1) to obtain 0.075 mol (25.4 g) of chemical formula 1-4. (Yield 30%)

Ionization mode: APCI+: m/z=338 [M+H]+, Exact Mass: 338

(5) Production of compound of formula 1-5

0.03 mol (13.4 g, 1 eq) of the compound of Formula 1-3 was added to 140 g of chloroform and stirred. Then 0.045 mol (6.9 g, 1.5 eq) of phosphorus oxychloride was added and stirred for about 15 minutes. 0.001 mol of 4-methoxy phenol and 0.03 mol (9.3 g, 1 eq) of chemical formula 1-1 were added, and the temperature was raised to 60° C. and refluxed for 4 hours. After completion of the reaction, the mixture was cooled to room temperature, distilled water was added, and the mixture was stirred. After layer separation, the compound obtained by proceeding with concentration under reduced pressure was purified by column chromatography (methylene chloride:methanol:ethyl acetate=6:1:2) to give 0.025 mol, 19.4 g of chemical formula 1-5 ( Yield 83%) was obtained.

Ionization mode: APCI+: m/z=740 [M+H]+, Exact Mass: 740

(6) Production of compound of formula 1-6

Formula 1-3 was prepared in the same manner as in Formula 1-5, except that 0.03 mol (13.4 g, 1 eq) of Formula 1-3 and 0.03 mol (9.3 g, 1 eq) of Formula 1-2 were added. -6 0.02 mol, 15.5 g (66.7% yield) were obtained.

Ionization mode: APCI+: m/z=741 [M+H]+, Exact Mass: 741

(7) Preparation of compounds of formula 1-7

Formula 1-4 was prepared in the same manner as in Formula 1-5, except that 0.03 mol (10.1 g, 1 eq) of Formula 1-4 and 0.03 mol (9.3 g, 1 eq) of Formula 1-1 were added. -7 0.023 mol, 15.3 g (76.7% yield) were obtained.

Ionization mode: APCI+: m/z=630 [M+H]+, Exact Mass: 630

2. Synthesis of triarylmethane blue dye compounds

(1) Synthesis Example 1: Synthesis of Formula I

After 0.01 mol (7.8 g) of the compound of formula 1-5 was dissolved in 50 g of MeOH, 0.011 mol of lithium bistrifluoromethanesulfonimide was added as a 20% aqueous solution to replace the salt. After filtration, the obtained compound was dissolved in chloroform, washed with water, and concentrated under reduced pressure to obtain 0.009 mol, 9.2 g of the chemical formula I (yield 90%).

Ionization mode: APCI+: m/z=740 [M+H]+, Exact Mass: 740

(2) Synthesis Example 2: Synthesis of Chemical Formula II

0.01 mol, 7.7 g of the compound of formula 1-6 was added and prepared in the same manner as in Synthesis Example 1 to obtain 0.008 mol, 10.2 g of formula II (yield 80%).

Ionization mode: APCI+: m/z=741 [M+H]+, Exact Mass: 741

(3) Synthesis Example 3: Synthesis of Chemical Formula III

0.01 mol, 6.7 g of the compound of formula 1-7 was added and prepared in the same manner as in Synthesis Example 1 to obtain 0.0082 mol, 7.5 g of formula III (yield 82%).

Ionization mode: APCI+: m/z=630 [M+H]+, Exact Mass: 630

3. Synthesis of triarylmethane polymer compounds

(Synthesis Example 1) Synthesis of Compound A

A 50 mL flask was equipped with a reflux condenser, and under a nitrogen atmosphere, benzophenone methacrylate represented by the structure of Formula A-1, methacrylic acid, and the dye represented by Formula I were added, based on the total weight of the compound to be produced. 5, 20, and 75% by weight, respectively, were mixed with a mixed solution of solvent propylene glycol monomethyl ether acetate and diacetone alcohol 1:1, and the temperature was raised to 60°C. Then, 10 parts by weight of thermal polymerization initiator V-65 (2,2-Azobis(2,4-dimethylvaleronitrile)) was added based on the total weight of the polymer, and refluxed for 16 hours to complete the polymerization reaction. A triarylmethane dye polymer compound A having a number average molecular weight of 26,546 and a dispersity of 2.57 was obtained.

(Synthesis Example 2) Synthesis of compound B

Benzophenone methacrylate represented by the structure of Formula A-1, methacrylic acid, and a dye represented by Formula I were added in an amount of 10, 15, and 75% by weight, respectively, based on the total weight of the prepared compound, A dye polymer compound B having a number average molecular weight of 20,911 and a dispersity of 2.35 was obtained in the same manner as in Synthesis Example 1.

(Synthesis Example 3) Synthesis of Compound C

Benzoylphenyl methacrylamide represented by the structure of Chemical Formula A-2, methacrylic acid, and the dye represented by Chemical Formula I were added in an amount of 5, 20, and 75% by weight, respectively, based on the total weight of the compound to be prepared. Thereafter, the same method as in Synthesis Example 1 was used to obtain a triarylmethane dye polymer compound C having a number average molecular weight of 22,350 and a dispersity of 2.28.

(Synthesis Example 4) Synthesis of Compound D

Benzophenone methacrylate represented by the structure of Formula A-1, methacrylic acid, and dye represented by Formula II were added in an amount of 5, 20, and 75% by weight, respectively, based on the total weight of the prepared compound, A dye polymer compound D having a number average molecular weight of 26,879 and a dispersity of 2.69 was obtained in the same manner as in Synthesis Example 1.

(Synthesis Example 5) Synthesis of Compound E

Benzophenone methacrylate represented by the structure of Formula A-1, methacrylic acid, and dye represented by Formula III were added at 5, 20, and 75% by weight, respectively, based on the total weight of the compound to be prepared, A dye polymer compound E having a number average molecular weight of 24,369 and a dispersity of 2.55 was obtained in the same manner as in Synthesis Example 1.

(Synthesis Example 6) Synthesis of Compound F

Benzoylphenyl methacrylamide represented by the structure of chemical formula A-2, methacrylic acid, and the dye represented by chemical formula II were added in an amount of 10, 25, and 65% by weight, respectively, based on the total weight of the compound to be prepared. Thereafter, the same method as in Synthesis Example 1 was used to obtain a triarylmethane dye polymer compound F having a number average molecular weight of 31,250 and a dispersity of 2.97.

(Synthesis Example 7) Synthesis of compound G

Benzophenone methacrylate represented by the structure of Formula A-1, methacrylic acid, and dye represented by Formula III were added in an amount of 15, 25, and 55% by weight, respectively, based on the total weight of the prepared compound, A triarylmethane dye polymer compound G having a number average molecular weight of 30,956 and a dispersity of 2.88 was obtained in the same manner as in Synthesis Example 1.

(Synthesis Example 8) Synthesis of compound H

5, 15, 15 and 70% by weight of benzophenone methacrylate, methacrylic acid, styrene represented by the structure of chemical formula A-1, and dye represented by chemical formula II, respectively, based on the total weight of the compound to be produced. After the addition, a dye polymer compound H having a number average molecular weight of 21,287 and a dispersity of 2.39 was obtained in the same manner as in Synthesis Example 1.

(Synthesis Example 9) Synthesis of Compound I

Benzophenone methacrylate, methacrylic acid, styrene, glycidyl methacrylate, and a dye represented by Formula I, represented by the structure of Formula A-1, are added, respectively, 5, 15, 10, After adding 5 and 70% by weight, it was prepared in the same manner as in Synthesis Example 1 to obtain a dye polymer compound I having a number average molecular weight of 30.257 and a dispersity of 2.89.

(Synthesis Example 10) Synthesis of compound J

Methacrylic acid, styrene, glycidyl methacrylate, and the dye represented by Formula I were added in an amount of 15, 10, 15, and 60% by weight, respectively, based on the total weight of the compound to be prepared. A dye polymer compound J having a number average molecular weight of 28,775 and a dispersity of 2.92 was obtained.

(Synthesis Example 11) Synthesis of Compound K

Methacrylic acid and the dye represented by Formula I were added in an amount of 25% and 75% by weight, respectively, based on the total weight of the compound to be prepared. 21,584 and a dispersity of 2.21.

The dispersity is a polydispersity index (PDI), which is expressed by dividing the weight average molecular weight by the number average molecular weight. The weight average molecular weight and number average molecular weight were measured by High Performance Liquid Chromatography (HPLC) analysis.

[Production of Example 1 of Colorant Composition]

Based on 100 parts by weight of the total weight of the colorant composition, 24.32 parts by weight of the compound A, 5.86 parts by weight of the binder resin A, 17.88 parts by weight of the binder resin B, and the multifunctional monomer dipentaerythritol hexaacrylate 13.28 parts by weight, leveling agent F-554 0.6 parts by weight, adhesion aid KBM-503 0.07 parts by weight, phenolic antioxidant Songnox 1010 0.88 parts by weight, photoinitiator SPI-03 0.87 Example 1 was prepared by mixing parts by weight, 22.87 parts by weight of solvent propylene glycol monomethyl ether acetate, and 13.37 parts by weight of diacetone alcohol.

The binder resin A is a copolymer containing 13, 52, and 35% by weight of methacrylic acid, glycidyl methacrylic acid, and styrene, respectively, based on the total weight of the binder resin A.

The binder resin B is a copolymer containing 45%, 30% and 25% by weight of cyclohexyl methacrylate, methacrylate and methacrylic acid, respectively, based on the total weight of the binder resin B.

[Production of Examples 2 to 8 of Colorant Compositions]

Colorant composition Examples 2 to 2 were prepared in the same manner as in Colorant composition Example 1, except that Compound A of Colorant composition Example 1 was applied to each of the compounds listed in Table 1 below. 8 was produced.

[Production of Colorant Composition Comparative Example 1]

Comparative Example 1 of the colorant composition was prepared in the same manner as in Example 1 of the colorant composition, except that compound A was changed to compound J in Example 1 of the colorant composition.

[Production of Colorant Composition Comparative Example 2]

Comparative Example 2 of the colorant composition was prepared in the same manner as in Example 1 of the colorant composition, except that Compound A was changed to Compound K in Example 1 of the colorant composition.

[Production of Colorant Composition Comparative Example 3]

The same as in Comparative Example 2 of the colorant composition, except that the content of the initiator SPI-03 was changed to 0.77 parts by weight and the benzophenone methacrylate represented by the structure of chemical formula A-1 was changed to 0.10 parts by weight. Comparative Example 3 of the colorant composition was manufactured by the method of .

[Production of Colorant Composition Comparative Example 4]

Except that in Comparative Example 2 of the colorant composition, the content of the initiator SPI-03 was changed to 0.77 parts by weight and 0.10 parts by weight to benzoylphenyl methacrylamide represented by the structure of chemical formula A-2. , was prepared in a similar manner to prepare Comparative Example 4 of the colorant composition.

Experimental example

[Fabrication of substrate]

The colorant compositions prepared according to Examples 1 to 8 and Comparative Examples 1 to 4 were spin-coated on glass (5 cm x 5 cm) and prebaked at 105°C for 70 seconds to form a film. rice field. Using a photomask, the film was exposed under a high-pressure mercury lamp at an energy of 40 mJ/cm ² , and the pattern was developed using an aqueous KOH alkaline solution and washed with distilled water. After removing the distilled water, a post-heat treatment (Postbake) was performed at 240° C. for 20 minutes to obtain a color pattern.

[Heat resistance evaluation]

An absorption spectrum in a wavelength range of 380 to 780 nm was obtained from the post-heat treatment (Postbake once) substrate prepared under the above conditions using a spectroscope (MCPD, Otsuka Co., Ltd.).

In addition, the post-heat treatment substrate (Postbake once) was additionally treated at 240° C. for 60 minutes, and the transmittance spectrum was obtained with the same apparatus and the same measurement range.

Using the values L*, a*, and b* obtained in the absorption spectrum obtained with the C light source as the backlight, "ΔEab (heat resistance)" is calculated by the following formula 1, and is shown in Table 2 below. Indicated.

[Formula 1]

ΔEab(L*, a*, b*)={(ΔL*) ² +(Δa*) ² +(Δb*) ² } ^1/2

A small ΔEab (heat resistance) value means that the color change is small, which means that the heat resistance is excellent.

[Chemical resistance evaluation]

The substrate, which had been subjected to one post-heat treatment, was cut into pieces of 1 cm×5 cm, and the absorption spectrum in the wavelength range of 380 to 780 nm was measured using a spectroscope (MCPD, Otsuka Co.).

After obtaining the spectrum, the sample was immersed in 16 g of N-methyl-2-pyrrolidone solvent, allowed to stand at normal temperature for 10 minutes, and then thoroughly washed with distilled water. Transmission spectra were obtained with the same instrument and the same measurement range.

"ΔEab (chemical resistance)" is shown in Table 2 below, which was calculated by applying Equation 1 to the spectra before and after immersion. A small ΔEab (chemical resistance) value means that the color change is small, which means that the chemical resistance is excellent.

According to Table 2, the ΔEab (heat resistance) and ΔEab (chemical resistance) values of Examples 1 to 8 are smaller than those of Comparative Examples 1 to 4. Therefore, in one embodiment of the present specification, It was confirmed that by using such a compound, it is possible to obtain a colorant composition and a color filter excellent in heat resistance and chemical resistance.

Claims (11)

triarylmethane dye monomers;
( meth )acrylic acid monomer; and a structure represented by the following chemical formula 1 ,
The triarylmethane dye monomer is represented by the following chemical formula 2,
Compound:
[Chemical Formula 1]

In the chemical formula 1,

means a moiety that is linked to another monomer or linkage,
X' is O or NH;
L1 and L2 are the same or different from each other and are each independently a direct bond; a substituted or unsubstituted alkylene group; -C(=O)-; or -L3-O(C=O)-;
L3 is a substituted or unsubstituted alkylene group,
R1 to R3 are the same or different from each other and are each independently hydrogen; a hydroxy group; a substituted or unsubstituted alkyl group;
r2 is an integer of 0 to 4, and when r2 is 2 or more, R2 are the same or different;
r3 is an integer of 0 to 5, and when r3 is 2 or more, R3 are the same or different;
[Chemical Formula 2]

In the chemical formula 2,
R11 to R14 are the same or different from each other and are each independently a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted alkoxy group. ,
X1 and X2 are the same or different from each other and are each independently hydrogen; deuterium; halogen; hydroxy; —COOH; substituted or unsubstituted alkoxy; a cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group;
x1 and x2 are integers from 0 to 4;
When x1 is 2 or more, X1 are the same or different from each other,
When x2 is 2 or more, X2 are the same or different from each other,
A is represented by the following chemical formula A-1,
[Chemical formula A-1]

In the chemical formula A-1,

means a moiety that is linked to another monomer or linkage,

means a moiety connected to A in Formula 2;
Z is N or CR;
wherein R is hydrogen; or a substituted or unsubstituted alkyl group;
R4 is hydrogen; deuterium; or a substituted or unsubstituted alkyl group;
X is an anionic group,
X3 and X4 are the same or different from each other and are each independently hydrogen; deuterium; halogen; hydroxy; —COOH; substituted or unsubstituted alkoxy; a cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group;
x3 is an integer of 0 to 3, and when x3 is 2 or more, X3 are the same or different;
x4 is an integer from 0 to 10, and when x4 is 2 or more, X4 are the same or different from each other. Based on the total weight of the compound,
55 to 98 % by weight of the triarylmethane dye monomer;
1 to 30% by weight of the ( meth )acrylic acid monomer; and 1 to 20 % by weight of the structure represented by Chemical Formula 1.
which contains
A compound according to claim 1 . The weight average molecular weight of the compound is from 5,000 g/mol to 35,000 g/mol.
3. A compound according to claim 1 or 2 . The compound further comprises a thermosetting monomer,
4. A compound according to any one of claims 1-3 . A compound according to any one of claims 1 to 4 ;
binder resin;
polyfunctional monomers;
A colorant composition comprising a photoinitiator; and a solvent. The colorant composition further comprises one or more of pigments and dyes.
6. The colorant composition of claim 5 . Based on the total weight of solids in the colorant composition,
The content of the compound is 1 to 50% by weight,
The content of the binder resin is 5 to 40% by weight,
The content of the polyfunctional monomer is 5 to 40% by weight,
The content of the photoinitiator is 1 to 10% by weight,
7. The colorant composition according to claim 5 or 6 . further comprising one or more selected from the group consisting of leveling agents, antioxidants, adhesion aids, and surfactants;
A colorant composition according to any one of claims 5 to 7 . A photosensitive material produced using the colorant composition according to any one of claims 5 to 8 . A color filter comprising the photosensitive material according to claim 9 . A display device comprising the color filter of claim 10 .