JP7120526B2 - Colorant composition, photosensitive material, color filter and display device - Google Patents

Description

This application claims the benefit of the filing date of Korean Patent Application No. 10-2018-0105447 filed with the Korean Intellectual Property Office on September 4, 2018, the entire contents of which are incorporated herein.

This specification relates to 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.

This specification provides colorant compositions, photosensitive materials, color filters and display devices.

One embodiment of the present specification is a polymer comprising a triarylmethane dye monomer and a (meth)acrylic acid monomer; a binder resin comprising a structure represented by Chemical Formula 1 below; a multifunctional monomer; a photoinitiator; A colorant composition is provided comprising:
[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；または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; or 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 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.

When manufacturing a color filter using the colorant composition according to one embodiment of the present specification, brightness, contrast ratio and resolution can be improved by using dyes instead of pigments.

In addition, since the colorant composition according to one embodiment of the present specification contains the binder resin having the structure represented by Chemical Formula 1, it has the advantage of being excellent in chemical resistance and heat resistance.

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 term "bond" means a portion that connects between chemical formulas or chemical structures.

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

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

One embodiment of the present specification is a polymer comprising a triarylmethane dye monomer and a (meth)acrylic acid monomer; a binder resin comprising the structure represented by Formula 1; a multifunctional monomer; a photoinitiator; A colorant composition is provided comprising:

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. Pigment particles are produced.

In contrast, the colorant composition according to one embodiment of the present specification contains a triarylmethane dye monomer, so that the problem of deterioration in dispersion stability when a pigment is applied can be improved. Accordingly, the present invention has the advantage of including the triarylmethane dye monomer in the colorant composition, thereby improving brightness, contrast ratio and resolution when manufacturing a color filter using the colorant composition. .

In addition, since the color filter is exposed to many solvents during the manufacturing process, chemical resistance is important. In this regard, since the colorant composition of the present invention includes a binder resin including the structure represented by Chemical Formula 1, the structure represented by Chemical Formula 1 undergoes a radical reaction during the exposure process. , the bonding of the polymer, the binder resin, and the polyfunctional monomer in the colorant composition can proceed better, and the degree of cure of the film can be increased. By increasing the degree of curing of the film, the color filter produced using the colorant composition according to the present specification has improved heat resistance and chemical resistance.

As described above, when the colorant composition of the present invention includes a binder resin having the structure represented by Formula 1, heat resistance and chemical resistance may be lowered by applying the triarylmethane dye monomer. Problems can be improved.

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 carbon number of 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.

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. No., Korean Patent Application No. 2007-7028897, Japanese Patent Application No. 2005-071680, Korean Patent Application No. 2007-7000693, Japanese Patent Application No. 2005-111696, Japanese Patent Application No. 2008-249663, Japanese Patent Application No. Anions described in JP-A-2014-199436 are applicable.

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.

As used herein, methacrylic acid or methacrylic acid may be represented by methacrylic acid.

In one embodiment of the present specification, the meaning of said "polymer comprising a triarylmethane dye monomer and a (meth)acrylic acid monomer" is that said triarylmethane dye monomer and said (meth)acrylic acid monomer are said It means a covalent bond within the polymer.

One embodiment of the present specification is a polymer comprising a triarylmethane dye monomer and a (meth)acrylic acid monomer; a binder resin comprising a structure represented by Chemical Formula 1 below; a multifunctional monomer; a photoinitiator; A colorant composition is provided comprising:
[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；または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; or 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.

In one embodiment of the present specification, the triarylmethane dye monomer may be represented by Formula 2 below.
[Chemical Formula 2]

［化学式Ａ－２］

［化学式Ａ－３］

前記化学式Ａ－１～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 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;
x1 and x2 are integers from 0 to 4, and when x1 and x2 are each 2 or more, the structures within the parentheses 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.

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; or substituted 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.

In one embodiment herein, B is a substituted or unsubstituted aryl group having 6-20 carbon atoms.

In one embodiment herein, B is a substituted or unsubstituted aryl group having 6-12 carbon atoms.

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

In one embodiment herein B is a phenyl group.

［化学式２－２］

［化学式２－３］

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-R14, R4-R6, X1-X5, x1-x5, 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 A below.
[Chemical Formula A]

In the chemical formula A,
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 herein, T2 is hydrogen; or a substituted or unsubstituted alkyl group of 1-30 carbon atoms.

In one embodiment herein, T2 is hydrogen; or a substituted or unsubstituted alkyl group of 1-20 carbon atoms.

In one embodiment herein, T2 is hydrogen; or a substituted or unsubstituted alkyl group of 1-10 carbon atoms.

In one embodiment herein, T2 is hydrogen; or a substituted or unsubstituted methyl group.

In one embodiment herein, T2 is hydrogen; or a methyl group.

In one embodiment herein, M is a direct bond; or a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms.

In one embodiment herein, M is a direct bond; or a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms.

In one embodiment herein, M is a direct bond; or a substituted or unsubstituted alkylene group having 1 to 10 carbon atoms.

In one embodiment herein, M is a direct bond; or a substituted or unsubstituted ethylene group.

In one embodiment herein, M is a direct bond; or an ethylene group.

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

One embodiment herein provides a colorant composition wherein the weight ratio of said (meth)acrylic acid monomer to said triarylmethane dye monomer is from 9:1 to 4:6.

The weight ratio is the same as the weight ratio of each monomer introduced when synthesizing the polymer. Since there is no intermediate refining step in the process of synthesizing the polymer containing the monomers, the weight ratio of each monomer added is the weight ratio of each monomer contained in the polymer. Specifically, the weight ratio is determined by measuring NMR (Nuclear Magnetic Resonance) and comparing a specific peak contained in the triarylmethane dye monomer and a specific peak contained in the (meth)acrylic acid monomer. Ratios can be calculated by comparing specific peaks.

The polymer may consist of a combination of a triarylmethane-based dye monomer and a (meth)acrylic acid monomer containing an acid group. A (meth)acrylic acid monomer containing an acid group can be used in combination with a binder containing an epoxy-based monomer. In this case, the acid group and the epoxy group can be combined to form a hard color filter film. . When the content of the (meth)acrylic acid monomer containing an acid group exceeds 60%, the content of the triarylmethane-based dye that exhibits color is small, and not only is it difficult to exhibit sufficient color, but also epoxy reacts sufficiently. Otherwise, a problem may occur that the coloring material is washed away by the developer. In addition, if the content of the (meth)acrylic acid monomer containing an acid group is less than 10%, the bonding with the epoxy group is not sufficient and the film surface roughness of the color filter is not good. can be a problem. Thereby, the weight ratio of the triarylmethane dye monomer to the acid group-containing (meth)acrylic acid monomer is preferably from 9:1 to 4:6, more preferably from 8:2 to 7:3. can have

In one embodiment herein, the weight average molecular weight of said polymer is from 5,000 g/mol to 50,000 g/mol.

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 because 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 polymer may have a number average molecular weight of 18-28. Preferably, the number average molecular weight may be 20-27.

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.

［化学式５］

［化学式６］

In one embodiment of the present specification, the binder resin may further include any one or more of structures represented by Formulas 4 to 6 below.
[Chemical Formula 4]

[Chemical Formula 5]

[Chemical Formula 6]

In the chemical formulas 4 to 6,
R41 to R44, R51, R52 and R61 to R63 are the same or different from each other and are each independently hydrogen; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group;
substituted or unsubstituted alkyl groups; substituted or unsubstituted alkoxy groups; substituted or unsubstituted cycloalkyl groups; substituted or unsubstituted aryl groups; a cyclic or polycyclic ring group,
Ar is a substituted or unsubstituted aryl group,
Q is a direct bond; or a substituted or unsubstituted alkylene group;
r44 is an integer of 0 to 5, and when r44 is 2 or more, R44 are the same or different.

In one embodiment herein, R41-R44 are hydrogen.

In one embodiment herein, R51, R52 are hydrogen.

In one embodiment of the present specification, R61 to R63 are the same or different from each other and each independently hydrogen; or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

In one embodiment of the present specification, R61 to R63 are the same or different from each other and are each independently hydrogen; or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

In one embodiment of the present specification, R61 to R63 are the same or different from each other and are each independently hydrogen; or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

In one embodiment of the present specification, R61-R63 are the same or different from each other and are each independently hydrogen; or a substituted or unsubstituted methyl group.

In one embodiment of the present specification, R61 to R63 are the same or different from each other and each independently hydrogen; or a methyl group.

substituted or unsubstituted alkyl group; substituted or unsubstituted alkoxy group; substituted or unsubstituted cycloalkyl group; substituted or unsubstituted aryl group; A nitrogen-containing substituted or unsubstituted monocyclic or polycyclic ring group.

In one embodiment of the present specification, R64 is hydrogen; substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms; unsubstituted cycloalkyl groups; substituted or unsubstituted aryl groups having 6 to 30 carbon atoms; or substituted or unsubstituted monocyclic or polycyclic ring groups containing oxygen or nitrogen.

In one embodiment of the present specification, R64 is hydrogen; substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms; unsubstituted cycloalkyl groups; substituted or unsubstituted aryl groups having 6 to 20 carbon atoms; or substituted or unsubstituted monocyclic or polycyclic ring groups containing oxygen or nitrogen.

In one embodiment of the present specification, R64 is hydrogen; substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms; unsubstituted cycloalkyl groups; substituted or unsubstituted aryl groups having 6 to 12 carbon atoms; or substituted or unsubstituted monocyclic or polycyclic ring groups containing oxygen or nitrogen.

In one embodiment of the present specification, R64 is hydrogen; substituted or unsubstituted methyl group; substituted or unsubstituted alkoxy group having 1 to 5 carbon atoms; substituted or unsubstituted cyclohexyl group; substituted or unsubstituted phenyl or a substituted or unsubstituted monocyclic or polycyclic ring group.

Among the definitions of R64, the alkoxy group may be represented by the following structures, but is not limited thereto.

は、前記化学式６のＱに連結される部分を意味する。 In the structure,

means a moiety connected to Q in Formula 6 above.

The substituted or unsubstituted monocyclic or polycyclic ring group may be represented by any one of the structures below, but is not limited thereto.

In one embodiment herein, Q is a direct bond.

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

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

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

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

In one embodiment herein, Q is a methylene group.

In one embodiment of the present specification, Formula 4 may be represented by the following structure, but is not limited thereto.

In one embodiment of the present specification, Formula 5 may be represented by the following structure, but is not limited thereto.

In one embodiment of the present specification, Formula 6 may be represented by any one of the following structures, but is not limited thereto.

According to one embodiment of the present specification, the binder resin may further include any one of the following structures.

In one embodiment of the present specification, the content of the polymer is 3 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. % by weight, 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 polymer, binder resin, and polyfunctional monomer in the colorant composition of the present invention are bonded to each other by radical polymerization to form a hard film. can be formed.

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 solids content and weight percent standards based on the solids content of each component can be measured by common analytical means used in the industry, such as liquid chromatography or gas chromatography.

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

For example, the colorant composition may further comprise one or more dyes, further comprise the one or more pigments, or further comprise 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; cyanine compounds; xanthene compounds; boron dipyrromethane compounds; metal dipyrromethane compounds; anthraquinones diketopyrrolopyrrole-based compounds; triarylmethane-based compounds; and perylene-based compounds.

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

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

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. may

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.

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.

Preferably, the binder resin has an acid value of 70 to 120 KOHmg/g and a weight average molecular weight of 8,000 g/mol to 11,000 g/mol.

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

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.

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.

In one embodiment of the present specification, based on the total weight of the colorant composition, the content of the polymer is 10 to 30% by weight; the content of the binder resin is 5 to 40% by weight; content of the photoinitiator is 0.1-10% by weight; and content of the solvent is 10-60% by weight.

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 accelerator, a surfactant, a thermal polymerization inhibitor, an ultraviolet absorber, a dispersant, and a leveling agent. It additionally contains one or more additives selected from the group consisting of

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- Hindered phenol-based primary antioxidants such as 3′-tert-butylphenyl)butanoicacid]glycol ester; phenyl-α-naphthylamine, phenyl-β-naphthylamine, N,N′-diphenyl-p- Phenylenediamine, or aminic secondary antioxidants such as N,N'-di-β-naphthyl-p-phenylenediamine; dilauryl disulfide, dilaurylthiopropionate, distearylthiopropionate, mercaptobenzo Thiazole, or Thio-based secondary antioxidants such as 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 ac phosphite-based secondary antioxidants such as id tetrakis [2,4-bis(1,1-dimethylethyl)phenyl]ester).

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.

One embodiment of the present specification provides a photosensitive material manufactured using 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 includes a polymer containing a triarylmethane dye monomer and a (meth)acrylic acid monomer; a binder resin containing a structure represented by Chemical Formula 1 below; a polyfunctional monomer; a photoinitiator; can be manufactured using the composition. 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.

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

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.

Ｎ－（４－ヒドロキシシクロヘキシル）－１－ナフチルアミン０．２２０ｍｏｌ（５３ｇ、１ｅｑ）、トリエチルアミン０．２４２ｍｏｌ（１．１ｅｑ）に、ジクロロメタン５０ｍＬを添加して撹拌溶解した。その後、メタアクリル酸無水物０．２４２ｍｏｌ（２０．８ｇ、１．１ｅｑ）を添加し、４０℃に昇温して維持した。約６時間撹拌後、蒸留水を添加して有機層を分離した。飽和塩化ナトリウム溶液２０ｍＬを追加して撹拌後、３０分間撹拌した。層分離後に有機層を減圧乾燥し、精製して、化学式１－１ ０．１７ｍｏｌ、５３ｇ（収率７７％）を得た。 <Example>
<Compound Synthesis Example>
1. Synthesis of intermediate compound (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.

窒素雰囲気下、フラスコに４，４－ジフルオロベンゾフェノン０．０６ｍｏｌ（１５ｇ、１ｅｑ）とＮ－イソプロピルアニリン０．２９ｍｏｌ（４０ｇ、５ｅｑ）を入れて、常温で約４８時間撹拌した。反応終了後、蒸留水を入れて飽和塩化ナトリウム溶液５０ｍＬを添加して有機層を分離した。層分離後に有機層を減圧乾燥し、カラムクロマトグラフィーで精製して（メチレンクロライド：メタノール＝１５：１）［化合物１－２］１５ｇ（０．０３ｍｏｌ）を得た。（収率５０％）
イオン化モード：ＡＰＣＩ＋：ｍ／ｚ＝４４８［Ｍ＋Ｈ］＋、Ｅｘａｃｔ Ｍａｓｓ：４４８ (2) Production of compound of chemical formula 1-2

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 [compound 1-2]. (Yield 50%)
Ionization mode: APCI+: m/z=448 [M+H]+, Exact Mass: 448

クロロホルム１４０ｇに化学式１－２の化合物０．０３ｍｏｌ（１３．４ｇ、１ｅｑ）を添加して撹拌した。その後、オキシ塩化リン０．０４５ｍｏｌ（６．９ｇ、１．５ｅｑ）を添加し、約１５分間撹拌した。４－Ｍｅｔｈｏｘｙ ｐｈｅｎｏｌ０．００１ｍｏｌと化学式１－１ ０．０３ｍｏｌ（９．３ｇ、１ｅｑ）を投入し、温度を６０℃まで昇温して４時間還流させた。反応終了後、常温冷却して蒸留水を追加した後、撹拌した。層分離後、減圧濃縮を進行させて得られた化合物をカラムクロマトグラフィーで精製して（メチレンクロライド：メタノール：エチルアセテート＝６：１：２）、［化合物１－３］０．０２５ｍｏｌ、１９．４ｇ（収率８３％）を得た。
イオン化モード：ＡＰＣＩ＋：ｍ／ｚ＝７４０［Ｍ＋Ｈ］＋、Ｅｘａｃｔ Ｍａｓｓ：７４０ (3) Production of compound of formula 1-3

0.03 mol (13.4 g, 1 eq) of the compound of formula 1-2 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), [compound 1-3] 0.025 mol, 19. 4 g (83% yield) were obtained.
Ionization mode: APCI+: m/z=740 [M+H]+, Exact Mass: 740

化学式１－３の化合物０．０１ｍｏｌ（７．８ｇ）をＭｅＯＨ５０ｇに溶解した後、リチウムビストリフルオルメタンスルホンイミド０．０１１ｍｏｌを２０％水溶液で添加して塩を置換した。濾過後、得られた化合物をクロロホルムに溶解後、水で洗浄し減圧濃縮して、化学式Ｉ ０．００９ｍｏｌ、９．２ｇ（収率９０％）を得た。
イオン化モード：ＡＰＣＩ＋：ｍ／ｚ＝７４０［Ｍ＋Ｈ］＋、Ｅｘａｃｔ Ｍａｓｓ：７４０ 2. Synthesis of Triarylmethane Blue Dye Monomer (1) Synthesis Example 1: Synthesis of Chemical Formula I

After dissolving 0.01 mol (7.8 g) of the compound of formula 1-3 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

3. Synthesis of Polymer Containing Triarylmethane Dye Monomer and (Meth)acrylic Acid Monomer (Synthesis Example 1) Synthesis of Polymer A 25% and 75% by weight, respectively, based on the total weight of the polymer, and then mixed with a 1:1 mixture of propylene glycol monomethyl ether acetate and diacetone alcohol and heated to 60°C. heated up. Then, thermal polymerization initiator V-65 (2,2-Azobis (2,4-dimethylvaleronitrile)) was added in an amount of 10 parts by weight based on the total weight of the polymer and refluxed for 16 hours to complete the polymerization reaction. did. A polymer A having a number average molecular weight of 26,546 and a dispersity of 2.57 was obtained.

(Synthesis Example 2) Synthesis of Polymer B 4-(2-(methacryloyloxy)ethoxy)-4-oxobutanoic acid and the dye monomer represented by Chemical Formula I are each 12.59 based on the total weight of the polymer. , 87.41% by weight, and prepared in the same manner as in Synthesis Example 1 to obtain a polymer B having a number average molecular weight of 20,600 and a dispersity of 2.01.

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.

（合成例１）バインダー樹脂Ａの製造
反応容器に、前記化学式Ａ－１の構造で表されるベンゾフェノンメタクリレート、スチレンの化学式Ａ－５、グリシジルメタクリレートの化学式Ａ－６、およびメタクリル酸の化学式Ａ－７を、バインダー樹脂の固形分の総重量を基準として、それぞれ１１、３１、４５および１３重量％を投入した後、溶媒プロピレングリコールモノメチルエーテルアセテートと混合して、窒素雰囲気で６０℃に昇温した。その後、熱重合開始剤Ｖ－６５（２，２－Ａｚｏｂｉｓ（２，４－ｄｉｍｅｔｈｙｌｖａｌｅｒｏｎｉｔｒｉｌｅ））を、バインダー樹脂の固形分の総重量を基準として、１０重量部を投入し、１６時間反応させてバインダー樹脂Ａを製造した。 4. Binder synthesis example

(Synthesis Example 1) Production of binder resin A In a reaction vessel, benzophenone methacrylate represented by the structure of chemical formula A-1, chemical formula A-5 of styrene, chemical formula A-6 of glycidyl methacrylate, and chemical formula A- of methacrylic acid were added. 7 was added at 11, 31, 45, and 13% by weight based on the total weight of the solid content of the binder resin, mixed with the solvent propylene glycol monomethyl ether acetate, and heated to 60°C in a nitrogen atmosphere. . Then, 10 parts by weight of a thermal polymerization initiator V-65 (2,2-Azobis (2,4-dimethylvaleronitrile)) based on the total solid weight of the binder resin is added and reacted for 16 hours to form a binder. Resin A was produced.

The produced binder resin had an acid value of 85 KOHmg/g and a weight average molecular weight of 9,000 g/mol.

(Synthesis Example 2) Production of Binder Resin B Benzophenone methacrylate represented by Chemical Formula A-1, Chemical Formula A-6 of glycidyl methacrylate, and Chemical Formula A-7 of methacrylic acid were prepared based on the total weight of the solid content of the binder resin. , 17, 70 and 13% by weight, respectively, and produced in the same manner as in Synthesis Example 1 to produce Binder Resin B.

Binder resin B had an acid value of 87 KOHmg/g and a weight average molecular weight of 9,500 g/mol.

(Synthesis Example 3) Production of Binder Resin C Benzophenone methacrylate represented by chemical formula A-1, chemical formula A-6 of glycidyl methacrylate, chemical formula A-9 of cyclohexyl methacrylate, and chemical formula A-7 of methacrylic acid were used as binder resins. Binder resin C was prepared in the same manner as in Synthesis Example 1 after adding 10, 41, 36 and 13% by weight based on the total weight of solids.

Binder Resin C had an acid value of 84 KOHmg/g and a weight average molecular weight of 9,200 g/mol.

(Synthesis Example 4) Production of Binder Resin D N-(4-benzoylphenyl)methacrylamide represented by A-2, chemical formula A-5 of styrene, chemical formula A-6 of glycidyl methacrylate, and chemical formula A- of methacrylic acid 7 was added at 11, 31, 45 and 13% by weight based on the total solid weight of the binder resin, and then prepared in the same manner as in Synthesis Example 1 to prepare binder resin D.

Binder Resin D had an acid value of 78 KOHmg/g and a weight average molecular weight of 8,400 g/mol.

(Synthesis Example 5) Production of Binder Resin E 2-(4-benzoylphenoxy)-2-oxoethyl methacrylate represented by chemical formula A-3, chemical formula A-5 of styrene, chemical formula A-6 of glycidyl methacrylate, and chemical formula A-6 of methacrylic acid Binder resin E was prepared by adding 11, 31, 45 and 13% by weight of Chemical Formula A-7 based on the total solid weight of the binder resin, and using the same procedure as in Synthesis Example 1.

Binder Resin E had an acid value of 80 KOHmg/g and a weight average molecular weight of 8,700 g/mol.

(Synthesis Example 6) Production of binder resin F N-(4-(4-((dimethylamino)methyl)benzoyl)phenyl)methacrylamide represented by chemical formula A-4, chemical formula A-5 of styrene, chemical formula A of glycidyl methacrylate -6, and chemical formula A-7 of methacrylic acid were added in an amount of 11, 31, 45, and 13% by weight, respectively, based on the total weight of the solid content of the binder resin. Resin F was produced.

Binder Resin F had an acid value of 75 KOHmg/g and a weight average molecular weight of 9,100 g/mol.

(Synthesis Example 7) Production of Binder Resin G Benzophenone methacrylate represented by chemical formula A-1, chemical formula A-9 of cyclohexyl methacrylate, chemical formula A-8 of N-phenylmaleimide, chemical formula A-5 of styrene, and chemical formula A-5 of methacrylic acid 10, 56, 10, 7 and 17% by weight of Chemical Formula A-7 based on the total weight of the solid content of the binder resin were added, and then prepared in the same manner as in Synthesis Example 1 to prepare binder resin G. .

Binder Resin G had an acid value of 120 KOHmg/g and a weight average molecular weight of 10,500 g/mol.

(Synthesis Example 8) Production of Binder Resin H Cyclohexyl methacrylate chemical formula A-9, methyl methacrylate chemical formula A-10, and methacrylic acid chemical formula A-7 are each 61 based on the total solid content of the binder resin. , 23 and 16% by weight, and the same procedure as in Synthesis Example 1 was performed to prepare a binder resin H.

Binder Resin H had an acid value of 117 KOHmg/g and a weight average molecular weight of 6,830 g/mol.

(Synthesis Example 9) Production of Binder Resin I The chemical formula A-11 of benzyl methacrylate, the chemical formula A-5 of styrene, the chemical formula A-8 of N-phenylmaleimide, and the chemical formula A-7 of methacrylic acid are combined into the solid content of the binder resin After adding 66, 8, 11 and 15% by weight based on the total weight of , the binder resin I was prepared in the same manner as in Synthesis Example 1.

Binder Resin I had an acid value of 107 KOHmg/g and a weight average molecular weight of 10,900 g/mol.

(Synthesis Example 10) Production of Binder Resin J Chemical formula A-5 of styrene, chemical formula A-6 of glycidyl methacrylate, and chemical formula A-7 of methacrylic acid were each 35, based on the total solid weight of the binder resin. After adding 52% and 13% by weight, a binder resin J was produced in the same manner as in Synthesis Example 1.

Binder Resin J had an acid value of 70 KOHmg/g and a weight average molecular weight of 8,700 g/mol.

[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 dye polymer compound A, 5.86 parts by weight of the binder resin J, 17.88 parts by weight of the binder resin A, and a polyfunctional monomer di Pentaerythritol 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, 22.87 parts by weight of propylene glycol monomethyl ether acetate as a solvent, and 13.87 parts by weight of diacetone alcohol were mixed to prepare Example 1 of the colorant composition.

[Production of Colorant Composition Examples 2 to 12 and Comparative Examples 1 to 6]
Colorant compositions Examples 2-12 and Comparative Examples 1-6 were prepared by changing the compound and the binder resin as shown in Table 1 below.

A-1 or A-2 of Comparative Examples 3, 4, and 6 refer to the structures of the following chemical formulas A-1 and A-2 applied in the synthesis examples of the binder described above.

Experimental example [Fabrication of substrate]
The colorant compositions prepared according to Examples 1 to 12 and Comparative Examples 1 to 6 were spin-coated on glass (5 cm×5 cm) and prebaked at 105° C. for 70 seconds to form a film. rice field. After exposing the film to an energy of 40 mJ/cm ² under a high-pressure mercury lamp using a photomask, 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 the wavelength range of 380 to 780 nm was obtained for the substrate prepared under the conditions described above and subjected to post-heat treatment (Postbake once) using a spectroscope (MCPD, Otsuka Co.).

In addition, the post-heat-treated 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 ΔL*, Δa*, and Δb* obtained in the absorption spectrum obtained with the C light source as the backlight, “ΔEab (heat resistance)” was calculated by the following formula 1 and shown in Table 2 below. rice field.
[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 spectrometer (MCPD, Otsuka Co., Ltd.).

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 above, the ΔEab values of Examples 1-12 are smaller than those of Comparative Examples 1-6. It was confirmed that it is possible to obtain a colorant composition and a color filter having excellent properties.

Claims (10)

Polymers comprising triarylmethane dye monomers and (meth)acrylic acid monomers;
A binder resin having a structure represented by Chemical Formula 1 below;
A colorant composition comprising a multifunctional monomer; a photoinitiator; and a solvent:
[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,
R 1 is hydrogen ; a hydroxy group; or a substituted or unsubstituted alkyl group;
R2-3 are the same or different from each other and are each independently hydrogen; or 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;
The triarylmethane dye monomer is represented by Formula 2 below:
[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 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;
x1 and x2 are integers from 0 to 4, and when x1 and x2 are each 2 or more, the structures within the parentheses 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 to X4 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 from 0 to 10, and when x4 is 2 or more, X4 are the same or different from each other. A colorant composition according to claim 1 , wherein the weight ratio of said (meth)acrylic acid monomer to said triarylmethane dye monomer is from 9:1 to 4:6. 3. The colorant composition according to claim 1, wherein the polymer has a weight average molecular weight of 5,000 g/mol to 50,000 g/mol. The colorant composition according to any one of claims 1 to 3 , wherein the binder resin further includes one or more of structures represented by the following chemical formulas 4 to 6:
[Chemical Formula 4]

[Chemical Formula 5]

[Chemical Formula 6]

In the chemical formulas 4 to 6,
R41 to R44, R51, R52 and R61 to R63 are the same or different from each other and are each independently hydrogen; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group;
substituted or unsubstituted alkyl groups; substituted or unsubstituted alkoxy groups; substituted or unsubstituted cycloalkyl groups; substituted or unsubstituted aryl groups; a cyclic or polycyclic ring group,
Ar is a substituted or unsubstituted aryl group,
Q is a direct bond; or a substituted or unsubstituted alkylene group;
r44 is an integer of 0 to 5, and when r44 is 2 or more, R44 are the same or different. Based on the total weight of solids in the colorant composition, the content of the polymer is 3 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 colorant composition according to any one of claims 1 to 4 , wherein the content of the photoinitiator is 1-10% by weight. 6. The colorant composition according to any one of claims 1 to 5 , wherein the colorant composition further comprises one or more of pigments and dyes. 7. The colorant composition according to any one of claims 1 to 6 , further comprising one or more selected from the group consisting of leveling agents, antioxidants, adhesion aids, and surfactants. A photosensitive material produced using the colorant composition according to any one of claims 1 to 7 . A color filter comprising the photosensitive material of claim 8 . A display device comprising the color filter of claim 9 .