TWI788322B - Colored photosensitive resin composition, color filter including black matrix , column spacer or black column spacer manufactured using the colored photosensitive resin composition, and display device including the color filter - Google Patents

Abstract

This invention relates to a colored photosensitive resin composition including a colorant including an organic black pigment, a violet pigment and a blue pigment, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator and a solvent, to a color filter including a black matrix, a column spacer or a black column spacer manufactured using the colored photosensitive resin composition, and to a display device including the color filter.

Description

Colored photosensitive resin composition, including the use of colored photosensitive resin composition Color filters made of black matrix, column spacers or black column spacers, and color filters including color filters light sheet display device

The present invention relates to a colored photosensitive resin composition, a color filter including a black matrix, a column spacer or a black column spacer manufactured using the colored photosensitive resin composition, and a display device including the color filter.

Color filters can be used to actually obtain color image. In addition, color filters are widely used in imaging devices, plasma display panels (plasma display panels, PDPs), liquid crystal displays (liquid crystal displays, LCDs), field emission displays (field emission displays, FELs), light-emitting displays (light- emitting display, LED), etc., and its application range is expanding rapidly. In particular, more and more liquid crystal displays are used recently, so color filters are considered to be one of the most important components for reproducing the colors of liquid crystal displays.

The color filter is produced by uniformly coating a colored photosensitive resin composition containing a colorant corresponding to each of red, green, and blue on a patterned black matrix by spin coating Then heat and dry (hereinafter may be referred to as "pre-baking") to form a coating film, which is then exposed and developed, and if necessary, additional heat curing (hereinafter may be referred to as "post-baking") ), and repeat these steps for each color to form each colored pixel. Recently, as the size of displays increases rapidly and high contrast continues to be required, processes using dyes or both dyes and pigments are used as coloring methods for coloring photosensitive resin compositions instead of conventional pigment dispersion processes. Although dyes are used for coloring photosensitive resin compositions for manufacturing color filters and when dyes and pigments are used for coloring photosensitive resin compositions for manufacturing hybrid color filters, it is possible to provide materials with high light transmittance. Color filters, but sensitivity may be reduced depending on the type of dye and photoinitiator used. Therefore, intensive research is being conducted to prevent the sensitivity reduction of color filters by solving the above-mentioned problems.

Korean Patent No. 10-0529638 discloses a photopolymerizable resin composition, which contains N-phenylglycine and a triazine compound as an initiator, thus exhibiting excellent resolution, pattern Adhesion, development margin (margin) and surface and internal hardness, but the improvement of solvent resistance and optical density is insufficient.

[cited literature]

[Patent Document]

Korean Patent No. 10-0529638

Therefore, the present invention aims to provide a colored photosensitive resin composition, the colored The photosensitive resin composition can exhibit excellent optical density and low-temperature reactivity and thus have improved hardness, thereby exhibiting high reliability, such as solvent resistance and chemical resistance.

In addition, the present invention aims to provide a color filter including a black matrix, a column spacer, or a black column spacer produced using the colored photosensitive resin composition, and a display device including the color filter.

Therefore, the present invention provides a colored photosensitive resin composition, the colored photosensitive resin composition includes a colorant, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, and a solvent, wherein the colorant includes an organic black pigment, Blue pigments and purple pigments, and the alkali-soluble resin comprises a copolymer of the following chemical formula 1 or chemical formula 2:

Wherein (A) is 3,4-epoxycyclohexylmethyl (meth)acrylate, 4-methacryloxyethyl trimellitic anhydride or hydroxyethyl methacrylate, in chemical formula 1, monomer a and mono The molar ratio of monomer b is 2:8 to 9:1, and in chemical formula 2, the molar ratio of monomer a, monomer b and monomer c The ratio is 2:3:5 to 8:1:1.

In addition, the present invention provides a color filter including a black matrix, a column spacer, or a black column spacer produced using the colored photosensitive resin composition.

In addition, the present invention provides a display device including the color filter.

According to the present invention, the colored photosensitive resin composition can exhibit excellent optical density and low-temperature reactivity, and high reliability, such as solvent resistance and chemical resistance.

Moreover, a color filter and a display device manufactured using the colored photosensitive resin composition of the present invention can realize highly accurate color reproduction.

Hereinafter, the present invention will be described in detail.

The present invention relates to a colored photosensitive resin composition. The colored photosensitive resin composition includes a colorant, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, and a solvent, wherein the colorant includes an organic black pigment, blue Color pigments and violet pigments, and the alkali-soluble resin comprises a copolymer of the following chemical formula 1 or chemical formula 2:

[chemical formula 2]

Wherein (A) is 3,4-epoxycyclohexylmethyl (meth)acrylate, 4-methacryloxyethyl trimellitic anhydride or hydroxyethyl methacrylate.

In Chemical Formula 1, the molar ratio of monomer a to monomer b is 2:8 to 9:1.

In Chemical Formula 2, the molar ratio of monomer a, monomer b, and monomer c is 2:3:5 to 8:1:1.

In the present invention, the coloring agent includes organic black pigment, purple pigment and blue pigment, thereby improving the optical density of the colored photosensitive resin composition, and the alkali-soluble resin includes a copolymer of Chemical Formula 1 or Chemical Formula 2, thereby improving coloring The low-temperature reactivity of the photosensitive resin composition also improves reliability such as solvent resistance and chemical resistance through cross-linking reaction.

The components of the colored photosensitive resin composition according to the present invention will be described in detail below.

(A) Colorant

In the present invention, a colorant capable of blocking visible light is used, and the colorant of the present invention includes organic black pigments, violet pigments, and blue pigments.

The organic black pigment includes at least one selected from the group consisting of lactam black, aniline black, and perylene black, and more specifically, 100CF (manufactured by BASF) is exemplified. When the organic black pigment is included, the optical density can be improved without affecting the infrared range, and the dielectric constant and light transmittance can be improved.

Violet pigments are used to reduce light transmission in the 400nm to 600nm wavelength range, thereby increasing optical density (O.D.). Due to the use of violet pigments the required organic black color is reduced Therefore, the reliability of the colored photosensitive resin composition can be improved. The type of purple pigment is not particularly limited, and preferably includes at least one selected from the group consisting of C.I. Pigment Violet 19, C.I. Pigment Violet 23, C.I. Pigment Violet 29, C.I. Pigment Violet 31 and C.I. C.I. Pigment Violet 29 was used.

Blue pigments are compounds that do not contain a central metal. The existence of the central metal may affect the driving of the liquid crystal, so the present invention uses a compound without the central metal as the blue pigment, so that the effective operation of the device can be realized. In the present invention, the type of blue pigment is not particularly limited as long as it does not contain a central metal, and is preferably selected from C.I. Pigment Blue 16, C.I. Pigment Blue 60, C.I. Pigment Blue 63 and C.I. Pigment Blue 66. At least one of the group, preferably C.I. Pigment Blue 60.

In the present invention, based on the total weight of the solid content of the colored photosensitive resin composition, the content of the colorant is 13% by weight to 60% by weight, and preferably 25% by weight to 45% by weight. When the amount of the colorant is 13% by weight to 50% by weight, excellent optical density and reliability can be obtained.

More specifically, the colorant includes organic black pigments, purple pigments, and blue pigments mixed in a weight ratio of 1:0.08 to 2.5:0.2 to 3.3, and preferably in a weight ratio of 1:0.27 to 1:0.47 to 2.25.

When the organic black pigment is contained in the above weight ratio, a colored photosensitive resin composition having excellent optical density and reliability can be obtained. In addition, based on the total weight of the solid content of the colored photosensitive resin composition, the amount of the organic black pigment is 6% to 25% by weight, and preferably 8% to 15% by weight.

When the purple pigment is included in the above weight ratio, a colored photosensitive resin composition with excellent optical density and reliability can be obtained. In addition, with the solidity of the colored photosensitive resin composition Based on the total weight of the volume content, the amount of the purple pigment is 2% by weight to 15% by weight, and preferably 4% by weight to 8% by weight.

When the blue pigment is included in the above weight ratio, a colored photosensitive resin composition having excellent optical density can be obtained. In addition, based on the total weight of the solid content of the colored photosensitive resin composition, the amount of the blue pigment is 5% by weight to 20% by weight, and preferably 7% by weight to 18% by weight.

Moreover, the colorant of the colored photosensitive resin composition of the present invention may further contain carbon black. When the colorant further includes carbon black, the organic black pigment, purple pigment, blue pigment and carbon black of the colorant can be mixed in a weight ratio of 1:0.08 to 2.5:0.2 to 3.3:0.12 to 1.7, and preferably 1:0.27 to 1:0.47 to 1.88:0.27 to 0.87 weight ratio mixing. Here, based on the total weight of the solid content of the colored photosensitive resin composition, the content of carbon black is 3% by weight to 10% by weight, and preferably 4% by weight to 7% by weight.

When carbon black is contained within the above weight ratio range, a colored photosensitive resin composition having excellent optical density can be obtained.

In the present invention, the solid content of the colored photosensitive resin composition represents the sum of components other than the solvent.

In addition, the colorant is preferably used in the form of a pigment dispersion solution in which pigment particles are uniformly dispersed. The process of uniformly dispersing the pigment particles may include, for example, a dispersion treatment process using a pigment dispersant (a1) or the like, and according to this process, a pigment dispersion solution in which the pigment is uniformly dispersed in the solution can be obtained.

(a1) Pigment dispersant

Pigment dispersants are added to prevent aggregation of pigments and maintain their stability, and pigments Specific examples of the dispersant may include cationic surfactants, anionic surfactants, nonionic surfactants, amphoteric surfactants, polyester-based surfactants, and polyamine-based surfactants, etc., and these surfactants may be used alone Use or a combination of two or more of them.

Specific examples of cationic surfactants may include amine salts such as stearylamine hydrochloride and lauryltrimethylammonium chloride and quaternary ammonium salts.

Specific examples of the anionic surfactant may include higher alcohol sulfates such as sodium lauryl sulfate and sodium oleyl sulfate; alkyl sulfates such as sodium lauryl sulfate and ammonium lauryl sulfate; salts, such as sodium dodecylbenzenesulfonate and sodium dodecylnaphthalenesulfonate.

Specific examples of nonionic surfactants may include polyoxyethylene alkyl ethers, polyoxyethylene aryl ethers, polyoxyethylene alkyl aryl ethers, other polyoxyethylene derivatives, oxyethylene/oxypropylene block copolymers, Sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, glycerin fatty acid ester, polyoxyethylene fatty acid ester, and polyoxyethylene alkylamine.

Other examples may include polyoxyethylene alkyl ethers, polyoxyethylene alkylphenyl ethers, polyethylene glycol diesters, sorbitan fatty acid esters, fatty acid modified polyesters, tertiary amine modified polyamines Formate and polyethyleneimine.

In addition, the pigment dispersant preferably includes an acrylate-based dispersant (hereinafter referred to as "acrylate-based dispersant") containing butyl methacrylate (BMA) or N,N-dimethylaminoethyl methacrylate (DMAEMA). agent"). Acrylate-based dispersants preferably include those prepared through a living control process, and commercially available products thereof may include DISPER BYK-2000, DISPER BYK-2001, DISPER BYK-2070, and DISPER BYK-2150. These acrylate-based dispersants may be used alone or in combination of two or more thereof.

Pigment dispersants may include another resin in addition to acrylate-based dispersants type pigment dispersant. Another resinous pigment dispersant may include known resinous pigment dispersants, particularly oily dispersants such as polycarboxylates (such as polyurethane or polyacrylate), unsaturated polyamides, polycarboxylates, etc. Acids, (partial) amine salts of polycarboxylic acids, ammonium salts of polycarboxylic acids, alkylamine salts of polycarboxylic acids, polysiloxanes, long-chain polyaminoamide phosphates, hydroxyl-containing polycarboxylates And its modified product, or its amides or salts formed by the reaction of polyesters with free carboxyl groups and poly(lower alkylene imines); water-soluble resins or water-soluble polymer compounds such as (methyl) Acrylic acid-styrene copolymer, (meth)acrylic acid-(meth)acrylate copolymer, styrene-maleic acid copolymer, polyvinyl alcohol or polyvinylpyrrolidone, etc.; polyester; modified polyacrylic acid esters; ethylene oxide/propylene oxide adducts; and phosphate esters.

Commercially available products of other resinous pigment dispersants may include cationic resinous dispersants such as those available from BYK Chemie under the following trade names: DISPER BYK-160, DISPER BYK-161, DISPER BYK- 162, DISPER BYK-163, DISPER BYK-164, DISPER BYK-166, DISPER BYK-171, DISPER BYK-182, and DISPER BYK-184; products available from BASF under the following trade names: EFKA-44, EFKA-46, EFKA-47, EFKA-48, EFKA-4010, EFKA-4050, EFKA-4055, EFKA-4020, EFKA-4015, EFKA-4060, EFKA-4300, EFKA-4330, EFKA-4400, EFKA- 4406, EFKA-4510, and EFKA-4800; products available from Lubrizol under the following trade names: SOLSPERS-24000, SOLSPERS-32550, and NBZ-4204/10; available from Nippon Kawaken Fine Chemicals Company (Kawaken Fine Chemicals) under the following trade names: HINOACT T-6000, HINOACT T-7000, and HINOACT T-8000; available from Ajinomoto under the following trade names: AJISPUR PB -821、AJISPUR PB-822 and AJISPUR PB-823; and products available from Kyoeisha Chemical under the following trade names: FLORENE DOPA-17HF, FLORENE DOPA-15BHF, FLORENE DOPA-33, FLORENE DOPA-44, etc. .

In addition to the acrylate-based dispersant, these other resin-type pigment dispersants may be used alone or in combination of two or more thereof, and may be used together with the acrylate-based dispersant.

The amount of the pigment dispersant is 1 part by weight or less but more than 0 part by weight, and preferably 0.05 to 0.5 part by weight, based on 1 part by weight of the colorant. When the amount of the pigment dispersant is 1 part by weight or less but exceeds 0 part by weight, a uniformly dispersed pigment can be obtained.

(B) Alkali-soluble resin

The alkali-soluble resin generally makes the unexposed portion of the colored photosensitive resin layer formed using the colored photosensitive resin composition alkali-soluble, and acts as a binder resin for the colorant or as a dispersion medium thereof.

In order to manufacture a color filter, the alkali-soluble resin includes an alkali-soluble resin soluble in an alkaline developer during development, and the alkali-soluble resin of the present invention includes a copolymer of the following Chemical Formula 1 or Chemical Formula 2.

[chemical formula 2]

(A) is 3,4-epoxycyclohexylmethyl (meth)acrylate (CYM-M100, manufactured by Daicel), hydroxyethyl methacrylate (HEMA) and/or 4-methyl Acryloxyethyl trimellitic anhydride (4-META).

In chemical formula 1, the molar ratio of monomer a to monomer b is 2:8 to 9:1, and in chemical formula 2, the molar ratio of monomer a, monomer b to monomer c is 2:3 :5 to 8:1:1.

In the present invention, the alkali-soluble resin includes a copolymer having an epoxy group as shown in Chemical Formula 1 or Chemical Formula 2, thereby improving the low-temperature reactivity of the colored photosensitive resin composition and increasing the hardness through a cross-linking reaction, and finally improving reliability. properties, such as solvent resistance and chemical resistance.

The weight average molecular weight of the alkali-soluble resin falls within the range of 3,000 to 20,000, and preferably 5,000 to 15,000.

Also, the acid value of the alkali-soluble resin falls within a range of 50 mg KOH/g to 200 mg KOH/g in terms of solid content. Within the above range, the developability at the time of alkaline development can be made high, the occurrence of development residue can be prevented, and pattern adhesion can be improved.

The alkali-soluble resin may be a copolymer of at least one selected from the group consisting of Chemical Formula 1 and Chemical Formula 2 and another monomer copolymerizable therewith.

Based on the total weight of the solid content of the colored photosensitive resin composition, the amount of the alkali-soluble resin is 5% to 60% by weight, and preferably 20% to 50% by weight. When the amount of the alkali-soluble resin falls within the above range, it is easy to form a pattern, and the resolution and the ratio of the remaining film can be improved rate, which is better.

(C) Photopolymerizable compound

The photopolymerizable compound containing an unsaturated bond and photoreacting with a photoinitiator to form a colored photosensitive resin layer is a compound polymerizable under the action of a photoinitiator (D) as will be described later.

In the present invention, the functional group of the photopolymerizable compound may be generally useful (meth)acrylate.

The photopolymerizable compound contains 3 to 10 functional groups, preferably 4 to 8 functional groups.

Among polyfunctional monomers, specific examples of trifunctional monomers may include trimethylolpropane tri(meth)acrylate, ethoxylated trimethylolpropane tri(meth)acrylate, propoxylated Trimethylolpropane Tri(meth)acrylate and Neopentylthritol Tri(meth)acrylate.

Among the polyfunctional monomers, specific examples of tetrafunctional monomers may include neopentylthritol tetraacrylate, neopentylitol tetramethacrylate, di(trimethylolpropane)tetraacrylate, di(trihydroxymethylpropane)tetraacrylate, Methylpropane) Tetramethacrylate, Di-Neopentylthritol Tetraacrylate, Tetramethylolmethane Tetraacrylate, Ethoxylated Neopentylthritol Tetraacrylate, Glyceryl Tetraacrylate and Glyceryl Tetramethacrylate ester.

Among the multifunctional monomers, specific examples of pentafunctional monomers may include dipenteopentyl pentaacrylate, dipentyl pentamethacrylate, dipentyl monohydroxy pentaacrylate, dipentyl Tetrol monohydroxypentamethacrylate, etc.

Among the polyfunctional monomers, specific examples of the hexafunctional monomer may include dipenteopentylthritol hexaacrylate, dipenteopentylthritol hexamethacrylate, and the like.

Among polyfunctional monomers, specific examples of heptafunctional to decafunctional monomers may include three Neopentylthritol octamethacrylate, trineopentylthritol octaacrylate, tetraneopentylthritol heptamethacrylate, and tetraneopentylthritol heptaacrylate.

Based on the total weight of the solid content of the colored photosensitive resin composition of the present invention, the amount of the photopolymerizable compound is 5% to 50% by weight, and preferably 7% to 45% by weight. When the amount of the photopolymerizable compound falls within the range of 5% by weight to 50% by weight, the strength or smoothness of the pixel portion may be good.

Moreover, in the present invention, the alkali-soluble resin and the photopolymerizable compound are mixed in a weight ratio of 1:1 to 5:1, and preferably 1.2:1 to 3.7:1. When the alkali-soluble resin and the photopolymerizable compound are mixed in a weight ratio of 1:1 to 5:1, a colored photosensitive resin composition characterized by improved processability and increased ease of pattern formation may be provided.

(D) Photoinitiator

The photoinitiator can be used without limitation as long as it can polymerize a photopolymerizable compound, and is preferably selected from acetophenone-based compounds, At least one compound of the group consisting of benzoin-based compounds, benzophenone-based compounds, triazine-based compounds, diimidazole-based compounds, oxime-based compounds, and thioxanthone-based compounds.

Specific examples of acetophenone-based compounds may include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyl dimethyl ketal, 2-hydroxy-1 -[4-(2-Hydroxyethoxy)phenyl]-2-methylpropan-1-one, 1-hydroxycyclohexylbenzophenone, 2-methyl-1-(4-methylthiophenyl) -2-morpholinylpropan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinylphenyl)butan-1-one, 2-hydroxyl-2- Methyl-1-[4-(1-methylvinyl)phenyl]propan-1-one and 2-(4-methylbenzyl)-2-(dimethylamino)-1-(4 -morphorinylphenyl)butan-1-one.

Specific examples of the benzoin-based compound may include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether.

Specific examples of benzophenone-based compounds may include benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenyl Thioether, 3,3',4,4'-tetrakis(tert-butylperoxycarbonyl)benzophenone and 2,4,6-trimethylbenzophenone.

Specific examples of triazine compounds may include 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis(trichloromethyl) Methyl)-6-(4-methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxystyryl)- 1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(5-methylfuran-2-yl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6 -[2-(4-Diethylamino-2-methylphenyl)ethenyl]-1,3,5-triazine, and 2,4-bis(trichloromethyl)-6-[2- (3,4-dimethoxyphenyl)vinyl]-1,3,5-triazine.

Specific examples of diimidazole compounds may include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3- Dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxy phenyl) biimidazole, 2,2'-bis(2-dichlorophenyl)-4,4',5,5'-tetrakis(trialkoxyphenyl)biimidazole, 2,2'-bis (2,6-dichlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole and its phenyl group at the 4,4',5,5' position are Alkoxycarbonyl-substituted imidazole compounds.

More preferably, examples thereof may include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-di Chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2-bis(2,6-dichlorophenyl)-4,4',5,5'-tetraphenyl -1,2'-biimidazole, etc.

Specific examples of oxime compounds may include o-ethoxycarbonyl-α-oxyimino-1- Phenylpropan-1-one and the like, and commercially available products thereof include OXE01 and OXE02 manufactured by BASF Corporation.

Specific examples of thioxanthone-based compounds may include 2-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, 1-chloro-4-propoxythioxanthone xanthone etc.

These photoinitiators can be used alone or in combination of two or more.

In the present invention, based on the total weight of the solid content of the colored photosensitive resin composition, the amount of the photoinitiator is 0.1% to 40% by weight, and preferably 1% to 30% by weight.

When the amount thereof falls within the range of 0.1% by weight to 40% by weight, the colored photosensitive resin composition is highly photosensitive, and thus the strength and surface smoothness of a pixel portion formed using the colored photosensitive resin composition can be excellent.

In addition, in the present invention, in addition to the photoinitiator, a photoinitiator adjuvant may also be used.

The photoinitiator auxiliary agent is a compound used to accelerate the polymerization of the photopolymerizable compound, and the photopolymerization of the photopolymerizable compound is initiated by the photoinitiator. Examples of photoinitiator auxiliary agents may include amine-based compounds and alkoxyanthracene-based compounds.

Specific examples of amine compounds may include triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, 4-dimethylaminobenzoate Isoamyl aminobenzoate, 2-dimethylaminoethyl benzoate, 2-ethylhexyl 4-dimethylaminobenzoate, N,N-dimethyl-p-toluidine, 4, 4'-(Dimethylamino)benzophenone (ie Michler's ketone), 4,4'-bis(diethylamino)benzophenone and 4,4'-bis (Ethylmethylamino)benzophenone. Among them, 4,4'-bis(diethylamino)benzophenone is preferably used.

Specific examples of alkoxyanthracene compounds may include 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene and 2-ethyl -9,10-diethoxyanthracene.

In addition, commercially available photoinitiator auxiliary agents can be used, and an exemplary commercially available photoinitiator auxiliary agent is "EAB-F" (manufactured by Hodogaya Chemical Co. Ltd.) .

When the photoinitiator auxiliary is used in this way, for 1 mole of photoinitiator, the amount of photoinitiator auxiliary is 10 mol or less, but more than 0 mol, and preferably 0.01 Mole to 5 Mole. When the amount of the photoinitiator auxiliary agent is 10 moles or less but more than 0 moles, the sensitivity of the colored photosensitive resin composition is further improved, and the color filter formed using the colored photosensitive resin composition can be improved. The production rate of the film.

(E) solvent

As the solvent, any solvent commonly used in the field of colored photosensitive resin compositions can be used without particular limitation as long as it is effective for dissolving the components of the colored photosensitive resin composition, and examples thereof preferably include ether, ether, Acid esters, aromatic hydrocarbons, ketones, alcohols and esters.

Examples of ethers may include ethylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, and ethylene glycol monobutyl ether; and diethylene glycol dialkyl ethers , such as diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether and diethylene glycol dibutyl ether.

Examples of acetate may include methylcellosolve acetate, ethyl cellosolve acetate, ethyl acetate, butyl acetate, amyl acetate, methyl lactate, ethyl lactate, lactic acid Butyl ester, 3-methoxybutyl acetate, 3-methyl-3-methoxy-1-butyl acetate, methoxypentyl acetate, ethylene glycol monoacetate, ethylene glycol diacetate Acetate, methyl 3-methoxypropionate, propylene glycol methyl ether acetate, ethyl 3-methoxy-1-butyrate, 1,2-propanediol diacetate, ethylene glycol monobutyl ether Acetate, diethylene glycol monoethyl ether acetate, dipropylene glycol methyl ether acetate, 1,3-butanediol diacetate, diethylene glycol monobutyl ether acetate, ethylene glycol monomethyl ether acetate Ether acetate, ethylene glycol monoethyl ether Ester, diethylene glycol monoacetate, diethylene glycol diacetate, propylene glycol monoacetate, propylene glycol diacetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, biscarbonate Ethyl and propylene carbonate.

Examples of aromatic hydrocarbons may include benzene, toluene, xylene, and mesitylene.

Examples of ketones may include methyl ethyl ketone, acetone, methyl amyl ketone, methyl isobutyl ketone, and cyclohexanone.

Examples of the alcohol may include ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, glycerol, and 4-hydroxy-4-methyl-2-pentanone.

Examples of esters may include ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, and γ-butyrolactone.

These solvents may be used alone or in combination of two or more thereof.

In consideration of ease of coating and drying, the solvent is preferably an organic solvent having a boiling point of 100° C. to 200° C., and examples thereof may include propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, 3 - ethyl ethoxypropionate and methyl 3-methoxypropionate.

Based on the total weight of the colored photosensitive resin composition, the amount of the solvent is 60% to 90% by weight, and preferably 65% to 85% by weight. When the amount of the solvent falls within the range of 60% by weight to 90% by weight, a coating device such as a roll coater, a spin coater, a slit spin coater, a slit spin coater (or a die coater) can be used Or the composition can be applied by an inkjet coater, thereby improving coatability.

(F) Additives

In addition to the above components, the colored photosensitive resin composition of the present invention may contain additives within the range that does not hinder the object of the present invention according to the needs of those skilled in the art.

In particular, selected from the group consisting of additional polymer compounds, thermal initiators, curing agents, At least one additive from the group consisting of surfactants, adhesion promoters, antioxidants, ultraviolet absorbers, and cohesion inhibitors may further be included. In the present invention, it is preferable to contain a thermal initiator as an additive.

Specific examples of additional polymer compounds may include curable resins such as epoxy resins and maleimide resins, and thermoplastic resins such as polyvinyl alcohol, polyacrylic acid, polyethylene glycol monoalkyl ether, acrylic polyfluoroalkyl Esters, polyesters and polyurethanes.

The role of thermal initiators is to maximize initiation efficiency by using heat to initiate the curing reaction. The thermal initiator may be a peroxide-based compound.

Specifically, the type of thermal initiator is not particularly limited, but may include at least one selected from the following groups: tetramethylbutyl peroxyneodecanoate (such as Perocta ND, En Ou Fu company (NOF) ), bis(4-butylcyclohexyl) peroxydicarbonate (such as Peroyl TCP, manufactured by En Oufu), bis(2-ethylhexyl) peroxycarbonate, butyl peroxyneodecanoate ( For example, Perbutyl ND, produced by Enough Co., Ltd.), dipropyl peroxydicarbonate (for example, Peroyl NPP, produced by Enough Co., Ltd.), diisopropyl peroxydicarbonate (for example, Peroyl IPP, produced by Enough Co., Ltd.), Diethoxyethyl peroxydicarbonate (for example, Peroyl EEP, manufactured by En-Olf), diethoxyhexyl peroxydicarbonate (for example, Peroyl OEP, manufactured by En-Of), hexyl peroxydicarbonate (e.g. Perhexyl ND, manufactured by N'Olf), dimethoxybutyl peroxydicarbonate (e.g., Peroyl MBP, manufactured by N'Of), bis(3-methoxy-3-methoxybutyl) Peroxydicarbonate (Peroyl SOP, manufactured by N'Of Corporation), dibutyl peroxydicarbonate, dicetyl peroxydicarbonate, dimyristyl peroxydicarbonate, peroxypivalic acid 1,1 , 3,3-tetramethylbutyl ester, peroxypivalate (for example, Perhexyl PV, manufactured by Enough Company), butyl peroxypivalate (for example, Perbutyl, produced by Enough Company), triperoxide Trimethylhexanoyl peroxide (such as Peroyl 355, manufactured by En Oufu), dimethyl hydroxybutyl peroxyneodecanoate (such as Luperox 610M75, manufactured by Atofina), amyl peroxyneodecanoate (such as Luperox 546M75 , manufactured by Atofina Corporation), butyl peroxyneodecanoate (such as Luperox 10M75, manufactured by Atofina Corporation), tertiary butyl peroxyneheptanoate, amyl peroxypivalate (such as Luperox 546M75 , Atofina Co., Ltd.), tertiary butyl peroxypivalate, tertiary pentyl peroxy-2-ethylhexanoate, lauryl peroxide, dilauroyl peroxide, peroxide Didecyl oxide, benzoyl peroxide, dibenzoyl peroxide, 2,2-bis(tert-butylperoxy)butane, 1,1-bis(tert-butylperoxy)cyclohexane , 2,5-bis(tert-butylperoxy)-2,5-dimethylhexane, 2,5-bis(tert-butylperoxy)-1-methylethylbenzene, 1,1 -Bis(tert-butylperoxy)-3,3,5-trimethylcyclohexane, tert-butyl hydroperoxide, tert-butyl peroxide, tert-butyl peroxybenzoate, peroxide tert-butyl peroxy isopropyl carbonate, dicumyl peroxide, dicumyl peroxide, lauroyl peroxide, 2, 4-pentanedione peroxide, tert-butyl peracetate, peracetic acid and potassium persulfate.

Based on the total weight of the solid content of the colored photosensitive resin composition, the amount of the thermal initiator is 1% to 10% by weight, and preferably 1% to 5% by weight. Within the above amount range, workability and undercutting become better.

The curing agent is used to achieve core curing and high mechanical strength, and specific examples thereof may include epoxy compounds, polyfunctional isocyanate compounds, melamine compounds, and oxetane compounds.

Specific examples of the epoxy compound in the curing agent may include bisphenol A epoxy resin, hydrogenated bisphenol A epoxy resin, bisphenol F epoxy resin, hydrogenated bisphenol F epoxy resin, novolak epoxy resin, Other aromatic epoxy resins, cycloaliphatic epoxy resins, glycidyl ester resins, glycidylamine resins, bromide derivatives of epoxy resins, and aliphatic, other than epoxy resins and their bromide derivatives , cycloaliphatic or aromatic epoxy compounds, butadiene (co)polymer epoxy, isoprene (co)polymer epoxy, (meth)acrylic acid glyceride (co)polymer, iso Triglycidyl cyanurate, etc.

Specific examples of the oxetane compound in the curing agent may include bisoxetane carbonate, dioxetane xylene, bisoxetane adipate, bisoxetane terephthalate Butane, cyclohexanedicarboxylic acid dioxetane, etc.

The curing agent may be used in combination with an auxiliary curing compound to enable ring-opening polymerization of the epoxy group of the epoxy compound or the oxetane backbone of the oxetane compound. Examples of auxiliary curing compounds may include polycarboxylic acids, polycarboxylic anhydrides, acid generators, and the like. The polycarboxylic acid anhydrides may include those commercially available as curing agents for epoxy resins. Specific examples of the epoxy resin curing agent may include commercially available products such as Adeka Hardener EH-700 (manufactured by ADEKA Industry), Rikacid HH (manufactured by New Japan Chemicals), MH -700 (manufactured by Shin Nippon Chemicals Co., Ltd.), etc. These curing agents can be used alone or in combination of two or more.

In order to further improve the film-forming property of the photosensitive resin composition, a surfactant can be used, and the surfactant preferably includes a silicone-based surfactant or a fluorine-based surfactant.

Commercially available products of silicone-based surfactants may include DC3PA, DC7PA, SH11PA, SH21PA, and SH-8400 manufactured by Dow Corning Toray Silicones, and DC3PA, DC7PA, SH-8400 manufactured by General Electric Toshiba Silicones. TSF-4440, TSF-4300, TSF-4445, TSF-4446, TSF-4460, and TSF-4452 manufactured by (GE Toshiba Silicones). Commercially available products of fluorosurfactants include Megaface F554, F-470, F-471, F-475, F-482, F-489 (manufactured by Dainippon Ink Chemical Industry), BM -1000, BM-1100 (manufactured by BM Chemie), Flourad FC-135/FC-170C/FC-430 (manufactured by Sumitomo 3M), etc. These surfactants may be used alone or in combination of two or more.

Adhesion promoters are additives used to enhance coatability and adhesion to substrates, and may include reactive compounds having a reaction selected from the group consisting of carboxyl, methacryl, isocyanate, epoxy, and mixtures thereof. Substituent silane coupling agent. Specific examples of silane coupling agents may include trimethoxysilyl benzoic acid, γ-methacryloxypropyl trimethoxysilane, vinyl triacetyloxysilane, vinyl trimethoxysilane, γ-isocyanate propyltrimethoxysilane, Ethoxysilane, γ-glycidoxypropyltrimethoxysilane, β-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, etc.

Specific examples of antioxidants may include 2,2'-thiobis(4-methyl-6-tert-butylphenol) and 2,6-di-tert-butyl-4-methylphenol.

Specific examples of the ultraviolet absorber may include 2-(3-tert-butyl-2-hydroxy-5-methylphenyl)-5-chlorobenzotriazole and alkoxybenzophenone.

Specific examples of the cohesion inhibitor may include sodium polyacrylate and the like.

Based on the total weight of the solid content of the colored photosensitive resin composition, the amount of the additive is 0.01% by weight to 10% by weight, and preferably 0.05% by weight to 2% by weight.

For example, a colorant is added to a solvent, after which other components and additives can be added and stirred. Here, the colorant may be added in the form of a millbase in which the pigment is previously dissolved or dispersed in a solvent or an alkali-soluble resin. When the additive is in the form of a solution, it may be previously added to the solvent together with the colorant.

The colored photosensitive resin composition prepared in this way is preferably used for manufacturing display devices, preferably black matrix of liquid crystal display devices, or column spacers or black column spacers for maintaining cell gaps thereof.

In particular, the colored photosensitive resin composition of the present invention is preferably used in the manufacture of black column spacers (black matrix integrated spacers (black matrix integrated spacer) integrally formed), and the black column spacers are based on the black matrix and spacer. The pillar spacers are not provided in a form that is formed separately but in a form in which the black matrix and the pillar spacers are integrally formed in a single pattern.

In addition, the present invention is directed to a color filter including a black matrix, a column spacer, or a black column spacer produced using the colored photosensitive resin composition.

In addition, the present invention is directed to a display device including the color filter.

A typical patterning process for forming a black matrix, column spacer, or black column spacer via photolithography may include: a) coating a colored photosensitive resin composition on a substrate; b) drying the solvent via pre-baking; c ) curing the exposed portion by placing a photomask on the obtained film and irradiating active light thereon; d) performing a developing process using an aqueous alkaline solution to dissolve the unexposed portion; and e) performing drying and post-baking.

The substrate is a glass substrate or a polymer substrate. The glass substrate preferably includes soda lime glass, glass containing barium or strontium, lead glass, aluminosilicate glass, borosilicate glass, barium borosilicate glass or quartz. Also, polymeric substrates may include polycarbonate, acrylic, polyterephthalmic Ethylene formate, polyether sulfide or polyethylene.

To obtain a desired coating thickness, wet coating using a coating device such as a roll coater, spin coater, slot spin coater, slot spin coater (or die coater), or inkjet coater can be performed cloth process.

The prebaking process is performed by heating using an oven, a hot plate, or the like. Here, at the time of prebaking, heating temperature and heating time may be appropriately selected according to the type of solvent used, and may be, for example, a temperature of 80° C. to 150° C. and a time of 1 minute to 30 minutes.

After the pre-baking process, an exposure process is performed through a photomask using an exposure machine, whereby only a portion corresponding to the pattern is photosensitive. Here, examples of the irradiated light may include visible light, ultraviolet light, X-rays, and electromagnetic rays.

After the exposure process, alkaline development is performed to remove unexposed portions of the colored photosensitive resin composition, thereby forming a desired pattern. A developer suitable for alkaline development may include, for example, an aqueous solution of an alkali metal or alkaline earth metal carbonate. In particular, the development process uses an alkaline aqueous solution containing 1% to 3% by weight of carbonate such as sodium carbonate, potassium carbonate or lithium carbonate at a temperature of 10°C to 50°C, and preferably 20°C to 40°C by means of Developing machine or ultrasonic cleaning device.

The post-baking process is performed by heat treatment at 80° C. to 220° C. for 10 minutes to 120 minutes to increase the adhesion of the patterned film to the substrate. Like the pre-baking process, the post-baking process is performed using an oven, hot plate, etc.

The film thickness of the black matrix is preferably from 0.2 μm to 20 μm, more preferably from 0.5 μm to 10 μm, and still more preferably from 0.8 μm to 5 μm.

Also, the film thickness of the column spacer and the black column spacer is preferably 0.1 μm to 8 μm, more preferably 0.1 μm to 6 μm, and still more preferably 0.1 μm to 4 μm.

The black matrix, column spacer, or black column spacer produced using the colored photosensitive resin composition of the present invention can be excellent in properties such as optical density, adhesion, electrical insulation, and light-shielding properties, and can also exhibit High heat resistance and solvent resistance, thus improving the reliability of liquid crystal display devices.

A better understanding of the invention can be gained through the following examples, which are given by way of illustration and should not be construed as limiting the scope of the invention. The examples of the present invention can be appropriately changed and modified within the scope of the present invention by those skilled in the art.

Preparation Example 1: Preparation of Alkali-soluble Resin

In a 1-liter flask equipped with a reflux condenser, a dropping funnel, and a stirrer, nitrogen gas was flowed at a rate of 0.02 liters/minute to thereby form a nitrogen atmosphere, and 150 g of diethylene glycol methyl ethyl ether was added, Stir and heat to 70°C. Subsequently, EDCPA, AA and (A) were added in respective proportions so that the total amount was 1 mole, and they were dissolved in 150 grams of diethylene glycol methyl ethyl ether, thereby obtaining a solution (for example, in Preparation Example In 1, 0.9 mol of EDCPA and 0.1 mol of AA were dissolved in 150 g of diethylene glycol methyl ethyl ether to obtain a solution, and in preparation example 2, 0.56 mol of EDCPA, 0.2 mol of AA and 0.24 mol of ear CYM-M100 was dissolved to obtain a solution). The prepared solution was added dropwise to the flask using a dropping funnel, and then 27.9 g (0.11 mol) of 2,2'- Azobis(2,4-dimethylvaleronitrile) was added dropwise to the flask using a separate dropping funnel over 4 hours. After the dropwise addition of the photoinitiator solution was terminated, the resulting solution was kept at 70° C. for 4 hours, and then cooled to room temperature, whereby a copolymer solution was obtained.

EDCPA: (contains 3,4-epoxytricyclo[5.2.1.0,2,6]decane-9-yl acrylate and 3,4-epoxytricyclo[5.2 .1.0,2,6]decane-8-yl acrylate mixture)

AA: Acrylic

CYM-M100: 3,4-epoxycyclohexylmethyl methacrylate

HEMA: Hydroxyethyl methacrylate

4-META: 4-methacryloxyethyl trimellitic anhydride

CHMA: Cyclohexyl methacrylate

BzMA: benzyl methacrylate

Preparation Example 2: Preparation of Colored Dispersion Solution

(1) Preparation of colored dispersion solution 1

A colored dispersion solution was prepared using the composition of Table 2 below. As the dispersion resin, the alkali-soluble resins B1 to B6 of Preparation Example 1 were used, and a polymer dispersant (DisperBYK-2000) was used. PGMEA (propylene glycol monomethyl ether acetate) solvent was used. The mixture was dispersed for 8 hours at room temperature using a paint shaker. 0.1 mm zirconia beads were used for dispersion. After the dispersion is completed, it is filtered.

(2) Preparation of colored dispersion solution 2

A colored dispersion solution was prepared using the same composition as in Table 2 in the same manner as above except that B2 was used as the dispersion resin in Table 2 instead of B1.

(3) Preparation of colored dispersion solution 3

A colored dispersion solution was prepared using the same composition as in Table 2 in the same manner as above except that B3 was used as the dispersion resin in Table 2 instead of B1.

(4) Preparation of colored dispersion solution 4

A colored dispersion solution was prepared using the same composition as in Table 2 in the same manner as above except that B4 was used as the dispersion resin in Table 2 instead of B1.

(5) Preparation of colored dispersion solution 5

A colored dispersion solution was prepared using the same composition as in Table 2 in the same manner as above except that B5 was used as the dispersion resin in Table 2 instead of B1.

(6) Preparation of colored dispersion solution 6

A colored dispersion solution was prepared using the same composition as in Table 2 in the same manner as above except that B6 was used as the dispersion resin in Table 2 instead of B1.

Example 1 to Example 12 and Comparative Example 1 to Comparative Example 9: Preparation of Colored Photosensitive Resin Composition

A colored photosensitive resin composition was prepared by mixing the colored dispersion solution in Table 2 with an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, and a solvent. The amounts thereof are shown in Table 3 below, in which the solid content of the colored photosensitive resin composition is 20% by weight.

In Table 3, Example 1 and Example 5 used the colored dispersion solution of Preparation Example 2.(1). Example 2 and Example 6 use the colored dispersion solution of Preparation Example 2.(2). Example 3 and Example 7 use the colored dispersion solution of Preparation Example 2.(3), and Example 4 and Example 8 to Example 12 use the colored dispersion solution of Preparation Example 2.(4). Comparative Example 1 to Comparative Example 7 used the colored dispersion solution of Preparation Example 2.(4), Comparative Example 8 used the colored dispersion solution of Preparation Example 2.(5), and Comparative Example 9 used the colored dispersion solution of Preparation Example 2.(6). dispersion solution.

OBP: organic black pigment (100CF, manufactured by BASF Corporation)

V29: C.I. Pigment Violet 29

B60: C.I. Pigment Blue 60

CB: carbon black

PI-R: red pigment (R194, Clariant (CLARIANT))

PI-G: green pigment (G58, DIC company)

Alkali soluble resin

B1 to B6: the alkali-soluble resin of preparation example 1

Photopolymerizable compound: diperythritol hexaacrylate (DPHA) (manufactured by Nippon Kayaku)

Photoinitiator: 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-ethanone-1-(O-acetyloxime) (Irgacure OXE-02: manufactured by Ciba)

Dispersant: DisperBYK-2000

Additive 1: TAG-2713 (manufactured by K-PURE Corporation)

Additive 2: F554 (manufactured by DIC Corporation)

Solvent: Propylene Glycol Monomethyl Ether Acetate

Test Example 1. Measurement of properties of colored photosensitive resin composition

1-1. Measurement of optical properties

A 5 cm x 5 cm glass substrate (manufactured by Corning) was washed with a neutral detergent and water, and then dried. The colored photosensitive resin compositions of Examples 1 to 12 and Comparative Examples 1 to 9 were coated on a glass substrate by spin coating, so that the final film thickness was 3.0 microns, and prebaked at 80°C to 120°C Roast, then dry for 1 to 2 minutes to remove solvent.

Thereafter, an exposure process is performed at an exposure amount of 25 mJ/cm 2 (mJ/cm ² ) to 35 mJ/cm 2 , and then a post-baking is performed at 200° C. to 250° C. for 10 minutes to 30 minutes, thereby A colored substrate is produced, the front side of which is coated with a colored photosensitive resin composition without any pattern.

The optical properties of the colored substrate were measured using an ultraviolet-visible spectrophotometer (UV-2550, manufactured by Shimadzu), and in the evaluation of the optical properties, within a wavelength range of 400 nm to 600 nm (indicating optical density) And within the range of 700nm to 750nm and 950nm (corresponding to near-infrared light), the measurement values at various wavelengths thereof are determined.

The evaluation criteria thereof are as follows, and the results are shown in Table 4 below.

<Evaluation criteria>

400nm to 600nm

◎: 0.1T% or less (excellent)

○: greater than 0.1T% to 0.2T% (good)

Δ: greater than 0.2T% to 0.3T% (general)

X: greater than 0.3T% (bad)

700nm to 750nm

◎: 8T% or less (excellent)

○: greater than 8T% to 10T% (good)

Δ: greater than 10T% to 12T% (general)

X: 12T% or more (poor)

950nm

◎: 17T% or more (excellent)

○: 15T% to less than 17T% (good)

Δ: 13T% to less than 15T% (general)

X: less than 13T% (bad)

1-2. Measurement reliability

The substrate was manufactured in the same manner as the method of manufacturing the substrate in the optical quality measurement described above.

The substrate was cut into a size of 3 cm × 3 cm, immersed in NMP solvent, and then heated at 100 °C for 60 min. After that, the NMP solvent was separated and extracted, and the absorbance indicating the degree of exudation in the NMP solvent was measured at 300 nm to 800 nm using a UV-visible spectrophotometer, thereby evaluating solvent resistance.

The evaluation criteria thereof are as follows, and the results are shown in Table 4 below.

<evaluation criteria>

○: 0.5 or less (good),

Δ: greater than 0.5 to 0.8 (general),

X: greater than 0.8 (poor)

1-3. Measurement of elastic recovery rate

A cured film-coated glass substrate was produced in the same manner as the method of 1-1 above except for forming a column spacer pattern. Using SNU (SIS-2000, manufactured by SNU Corporation), the pattern thickness and height of the manufactured substrate were measured under the reference state. Thereafter, pressure was applied using a nanoindenter (HM500, manufactured by Fisher) up to a position where the pattern was deformed by 1 micron. Here, pressing was performed at a rate of 2 millinewtons/second (mN/sec) using a flat indenter as the nanoindenter. After holding for 5 seconds at the deformed position of 1 micron, use SNU (SIS-2000, manufactured by SNU Corporation) to measure the thickness and line width of the pattern, and measure the elastic recovery rate based on the change of pattern thickness before and after the test (indicating after deformation The percentage of pattern thickness and line width relative to the pattern thickness and line width before deformation).

<Evaluation criteria for elastic recovery rate>

○: Good, 97% or more

Δ: General, 95% to less than 97%

X: poor, less than 95%

The colored photosensitive resin compositions of Examples 1 to 12 according to the present invention are excellent in optical properties, reliability, and elastic recovery rate. In particular, further solids containing carbon black Examples 5 to 8, Example 11 and Example 12 exhibit excellent optical properties in the range of 400 nm to 600 nm.

The colored photosensitive resin composition of Comparative Example 1 to Comparative Example 5 lacks at least one of organic black pigment, purple pigment and blue pigment, and its reliability and elastic recovery rate are very poor, and at 700 nm to 750 nm Or poor optical properties in the 950 nm range.

The colored photosensitive resin compositions of Comparative Example 6 and Comparative Example 7 lack at least one of organic black pigments, purple pigments and blue pigments and contain other colored pigments. The optical properties, reliability and elastic recovery rate exhibited by them are Poor, and the colored photosensitive resin compositions of Comparative Example 8 and Comparative Example 9 that did not use the compound of Chemical Formula 1 or Chemical Formula 2 as the alkali-soluble resin exhibited excellent optical properties, but poor reliability and elastic recovery rate.

Claims (14)

A colored photosensitive resin composition, comprising a colorant, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, and a solvent, wherein the colorant comprises organic black pigments (pigment), blue pigments and purple pigments, wherein the The blue pigment does not contain a central metal, and the alkali-soluble resin comprises a copolymer of the following chemical formula 1 or chemical formula 2:

Wherein (A) is 3,4-epoxycyclohexylmethyl (meth)acrylate, 4-methacryloxyethyl trimellitic anhydride or hydroxyethyl methacrylate, in chemical formula 1, monomer a and mono The molar ratio of monomer b is 2:8 to 9:1, and in Chemical Formula 2, the molar ratio of monomer a, monomer b, and monomer c is 2:3:5 to 8:1:1. The colored photosensitive resin composition according to claim 1, wherein the organic black pigment includes at least one selected from the group consisting of lactam black, aniline black and perylene black. The colored photosensitive resin composition as described in Claim 1, wherein the purple pigment comprises a group selected from the group consisting of C.I. Pigment Violet 19, C.I. Pigment Violet 23, C.I. Pigment Violet 29, C.I. Pigment Violet 31 and C.I. at least one. The colored photosensitive resin composition according to claim 1, wherein the blue pigment includes at least one selected from the group consisting of C.I. Pigment Blue 16, C.I. Pigment Blue 60, C.I. Pigment Blue 63 and C.I. Pigment Blue 66. The colored photosensitive resin composition according to claim 1, wherein the alkali-soluble resin has a weight average molecular weight of 3,000 to 20,000. The colored photosensitive resin composition according to claim 1, wherein based on the total weight of the solid content of the colored photosensitive resin composition, the colorant is included in an amount of 13% to 60% by weight, and the colorant in an amount of 5% to 60% by weight. % of the alkali-soluble resin, 5% to 50% by weight of the photopolymerizable compound and 0.1% to 40% by weight of the photoinitiator, and based on the total weight of the colored photosensitive resin composition, including 60 to 90% by weight of the solvent. The colored photosensitive resin composition according to claim 1, wherein the organic black pigment, the purple pigment and the blue pigment in the colorant are mixed in a weight ratio of 1:0.08 to 2.5:0.2 to 3.3. The colored photosensitive resin composition as described in Claim 1, wherein the alkali-soluble resin and the photoresist The polymeric compounds are mixed in a weight ratio of 1:1 to 5:1. The colored photosensitive resin composition according to claim 1, wherein the colorant further includes carbon black. The colored photosensitive resin composition as described in Claim 9, wherein the organic black pigment, the purple pigment, the blue pigment and the carbon black in the colorant are in a ratio of 1:0.08 to 2.5:0.2 to 3.3:0.12 Mix to a weight ratio of 1.7. The colored photosensitive resin composition as described in Claim 1, further comprising at least one additive selected from the following groups: thermal initiators, curing agents, surfactants, tackifiers, antioxidants, ultraviolet absorbers and internal poly inhibitor. A color filter, comprising a column spacer or a black matrix manufactured by using the colored photosensitive resin composition described in any one of Claims 1 to 11. The color filter according to claim 12, wherein the column spacers include black column spacers. A display device, comprising the color filter described in claim 12.