KR20160076589A - Colored photosensitive resin composition, color filter and display panel comprising thereof - Google Patents

Abstract

The present invention relates to a colored photosensitive resin composition. More specifically, the composition comprises a coloring agent, a binder resin, a photopolymerizable monomer, a photopolymerization initiator, an antioxidant and a solvent. The coloring agent comprises at least two kinds of pigments and dyes. One of the pigments is C.I. Pigment Red 208. The colored photosensitive resin composition of the present invention has enhanced color gamut, represents high brightness and shows excellent color strength.

Description

TECHNICAL FIELD [0001] The present invention relates to a colored photosensitive resin composition, a color filter including the same, and an image display device.

The present invention relates to a colored photosensitive resin composition, and more particularly, to a colored photosensitive resin composition having high color reproducibility and high brightness and excellent coloring ability, a color filter including the same, and an image display device.

BACKGROUND ART [0002] Color filters are widely used in imaging devices, liquid crystal display devices, and the like, and their application range is rapidly expanding. A color filter used for a color liquid crystal display device, an image pickup device, or the like is a device for uniformly applying a colored photosensitive resin composition containing a coloring agent corresponding to each color of red, green and blue on a substrate on which a black matrix is pattern- The coating film formed by heating and drying (hereinafter also referred to as preliminary firing) may be exposed and developed, and if necessary, further heat curing (hereinafter also referred to as post-firing) may be repeated for each color, Of the pixel.

As the coloring agent in the colored photosensitive resin composition, a pigment dispersion system is generally used. For this purpose, a pigment dispersion method is used. As the pigment dispersion method, there is a method of producing a color filter by photolithography using a coloring and radiation-sensitive composition in which pigments are dispersed in various photosensitive compositions. This method has been widely used as a preferable method for producing a color filter for a large-screen and high-resolution color display because it can secure sufficient reliability against light or heat since a pigment is used.

Korean Patent No. 10-881860 has recently been rapidly growing in size at a high speed and has been continuously required to have a high contrast ratio. However, in the conventional pigment dispersing system, the atomization of the pigment has reached its limit and color unevenness due to coarse particles has occurred A method of simultaneously using a pigment and a dye as a coloring agent has been studied.

In addition, with the recent spread of liquid crystal display devices, its use has been expanded to various monitors and TVs, and further improvement in color reproducibility has been demanded. In order to meet this demand, it is required to provide a color filter having a wider color reproduction range. Particularly, in TV applications, it is required to expand the color reproduction area more than ever.

Further, in addition to the enlargement of the color reproduction range, there is also a demand for improvement in display quality due to high brightness and high contrast. However, there is a trade-off relationship between the color reproduction range, the transmittance, the color reproduction range and the contrast ratio, and there is a problem that the transmittance and the contrast ratio are lowered when the color reproduction range is enlarged.

In this connection, Japanese Laid-Open Patent Application No. 2013-0131235 discloses a method for producing a polyisobutylene resin. CI Pigment Red 208 pigment. Piecemeal Red 177 or C.I. Pigment Red 179 combination is proposed.

However, this combination alone has a limitation of the luminance characteristic and the coloring power is unsatisfactory, and further improvement is required.

Japanese Laid-Open Patent Application No. 2013-0131235

An object of the present invention is to provide a colored photosensitive resin composition exhibiting a high color rendering range with a wide color reproduction range and excellent coloring ability.

It is still another object of the present invention to provide a color filter manufactured using a colored photosensitive resin composition and an image display device having the same.

According to an aspect of the present invention, there is provided a colored photosensitive resin composition comprising a colorant, a binder resin, a photopolymerizable monomer, a photopolymerization initiator, an antioxidant, and a solvent, wherein the colorant comprises two or more pigments and at least one Wherein at least one of the pigments comprises a CI Pigment Red 208. < tb > < TABLE >

Further, the present invention is characterized by a color filter made of the colored photosensitive resin composition and an image display device including the same.

The colored photosensitive resin composition of the present invention is a conventional colored photosensitive resin composition. Pigment Red 254 pigment and C.I. It is possible to reproduce the color of the region which can not be reproduced by the Pigment Red 177 red pigment combination and to improve the tinting power, to facilitate the control of the processability, and to provide the photosensitive resin composition with excellent performance of high brightness and high contrast ratio.

The present invention provides a colored photosensitive resin composition.

The colored photosensitive resin composition includes a colorant, a binder resin, a photopolymerizable monomer, a photopolymerization initiator, an antioxidant and a solvent. These compositions may not be satisfactory in color reproducibility such as tinting strength and brightness characteristics in a high color at a thin thickness. In the present invention, at least one of the pigments may be C.I. By solving Pigment Red 208, the above problem is solved, and an advantage of being excellent in luminance characteristic in high color and excellent in color reproducibility can be secured.

Hereinafter, the present invention will be described in detail.

The colored photosensitive resin composition of the present invention comprises a colorant, a binder resin, a photopolymerizable monomer, a photopolymerization initiator, an antioxidant and a solvent, which contain a dye.

The colorant according to the present invention comprises two or more pigments and dyes, at least one of which is selected from the group consisting of C.I. Pigment Red 208 pigment.

A coloring agent used in a conventional colored photosensitive resin composition includes a pigment or a dye. When a dye is included, it can be used together with the antioxidant according to the present invention to produce a pattern having excellent brightness and excellent coloring power.

The dyes according to the present invention are not particularly limited and dyes known in the art may be used. For example, dyes based on cyano, xanthylene, azo, anthraquinone, metal complex, quinoline, pyrazolone, . These may be used alone or in combination of two or more.

The dyes may be the same or different. And more preferably 3 to 60 parts by weight based on 100 parts by weight of Pigment Red 208. When the content is within the above range, a pattern having excellent brightness can be obtained and a high quality color filter can be formed.

The colorant according to the present invention may further include organic pigments, inorganic pigments or a mixture thereof, which are conventionally used in the art within the scope of the present invention, in addition to the above-mentioned dyes.

The organic pigments may be various pigments used in printing ink, ink jet ink, etc. Specific examples thereof include water-soluble azo pigments, insoluble azo pigments, phthalocyanine pigments, quinacridone pigments, isoindolinone pigments, An anthanthrone pigment, an indanthrone pigment, a pravanthrone pigment, a pyranthrone pigment, an anthanthrone pigment, an anthanthrone pigment, an anthanthrone pigment, an anthanthrone pigment, a pyranthrone pigment, A pyranthrone pigment, a diketopyrrolopyrrole pigment, and the like.

Specific examples of the inorganic pigments include metallic oxides such as iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, antimony and carbon black; And composite metal oxides.

As the pigment, an organic pigment which is a compound classified as a pigment in the color index (published by The Society of Dyers and Colourists) or an inorganic pigment which is a metal oxide, a metal complex salt and an inorganic salt of barium sulfate can be used, It is preferable to use an organic pigment in view of excellent heat resistance and color development.

Specifically, for example, C.I. Pigment Yellow 1, 3, 12, 13, 14, 15, 16, 17, 20, 24, 31, 53, 83, 86, 93, 94, 109, 110, 117, 125, 128, 137, 138, 139 , 147, 148, 150, 153, 154, 166, 173, 180, 185, 194, 214; C.I. Pigment Orange 13, 31, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, 71, 73; C.I. Pigment Red 9, 97, 105, 122, 123, 144, 149, 166, 168, 176, 177, 180, 192, 209, 215, 216, 224, 242, 254, 255, 264, 265; C.I. Pigment Blue 15: 3, 15: 4, 15: 6, 16 and 60, 22, 28; C.I. Pigment Violet 14, 19, 23, 29, 32, 177; C.I. Pigment Orange 73, and the like, and preferably C.I. Pigment Yellow 138, C.I. Pigment Yellow 139, C.I. Pigment Yellow 150, C.I. Pigment Yellow 185, C.I. Pigment Red 177, C.I. Pigment Red 242, C.I. Pigment Red 254, and the like, but are not limited thereto.

In the present invention, the pigment is selected from the group consisting of C.I. Based on 100% by weight of Pigment Red 208, by weight. When it is contained in the above range, color reproduction can be performed in a high color reproduction area, and coloring power improving effect and the like can be obtained.

In addition, the dyes and pigments according to the present invention may be used in combination of two or more. For example, in order to form red pixels, C.I. Pigment Red 208 and C.I. Pigment Red 179 can be used in combination.

The content of the colorant is not particularly limited and may be, for example, 5 to 70% by weight, more preferably 10 to 50% by weight, based on the total weight of the solid color photosensitive resin composition.

The binder resin according to the present invention is polymerized comprising an ethylenically unsaturated monomer having a carboxyl group. The ethylenically unsaturated monomer having a carboxyl group is a component that imparts solubility to an alkali developing solution used in a developing treatment process for forming a pattern.

The ethylenically unsaturated monomer having a carboxyl group is not particularly limited, and examples thereof include monocarboxylic acids such as acrylic acid, methacrylic acid and crotonic acid; Dicarboxylic acids such as fumaric acid, mesaconic acid and itaconic acid, and anhydrides thereof; mono (meth) acrylates of a polymer having a carboxyl group and a hydroxyl group at both ends, such as? -carboxypolycaprolactone mono (meth) acrylate, and the like, preferably acrylic acid and methacrylic acid. These may be used alone or in combination of two or more.

The binder resin according to the present invention may be polymerized by further comprising at least one other monomer copolymerizable with the monomer. Methylstyrene, o-methoxystyrene, m-methoxystyrene, p-methoxystyrene, o-vinylbenzyl methyl ether, m-vinylbenzyl methyl ether, p- Aromatic vinyl compounds such as vinyl benzyl methyl ether, o-vinyl benzyl glycidyl ether, m-vinyl benzyl glycidyl ether and p-vinyl benzyl glycidyl ether; N-cyclohexylmaleimide, N-benzylmaleimide, N-phenylmaleimide, No-hydroxyphenylmaleimide, Nm-hydroxyphenylmaleimide, Np-hydroxyphenylmaleimide, No-methylphenylmaleimide, Nm N-substituted maleimide-based compounds such as methylphenyl maleimide, Np-methylphenyl maleimide, No-methoxyphenyl maleimide, Nm-methoxyphenyl maleimide and Np-methoxyphenyl maleimide; Propyl (meth) acrylate, n-butyl (meth) acrylate, i-butyl (meth) acrylate, alkyl (meth) acrylates such as sec-butyl (meth) acrylate and t-butyl (meth) acrylate; (Meth) acrylate, cyclopentyl (meth) acrylate, cyclohexyl (meth) acrylate, 2-methylcyclohexyl (meth) acrylate, tricyclo [5.2.1.0 2,6] decan- Alicyclic (meth) acrylates such as dicyclopentanyloxyethyl (meth) acrylate and isobornyl (meth) acrylate; Aryl (meth) acrylates such as phenyl (meth) acrylate and benzyl (meth) acrylate; 3- (methacryloyloxymethyl) -2-trifluoromethyl oxetane, 3- (methacryloyloxymethyl) oxetane, 3- (methacryloyloxymethyl) 2- (methacryloyloxymethyl) oxetane, 2- (methacryloyloxymethyl) -4-trifluoromethyloxetane, and the like Unsaturated oxetane compounds, and the like. These may be used alone or in combination of two or more.

The molecular weight distribution (weight average molecular weight (Mw) / number average molecular weight (Mn)) of the binder resin is preferably 1.5 to 6.0, more preferably 1.8 to 4.0. When the molecular weight distribution of the binder resin is 1.5 to 6.0, the binder resin is preferable because of its excellent developability.

The content of the binder resin may be in the range of preferably 5 to 90% by weight, more preferably 10 to 70% by weight based on the total solid content of the colored photosensitive resin composition of the present invention. When the binder resin is included in the above amount, the solubility in the developing solution is sufficient and development residue is not generated on the substrate of the non-pixel portion, and the film portion of the pixel portion of the exposed portion is hardly reduced. It can be good.

The photopolymerizable monomer according to the present invention is a monomer which is polymerized by an active radical or an acid generated from a photopolymerization initiator by light irradiation, thereby enhancing the strength of the pattern.

The photopolymerizable monomer according to the present invention is not particularly limited and includes, for example, ethylene glycol diacrylate, triethylene glycol diacrylate, 1,4-butanediol diacrylate, 1,6-hexanediol diacrylate, neopentyl Glycol diacrylate, pentaerythritol acrylate, pentaerythritol diacrylate, pentaerythritol triacrylate, dipentaerythritol diacrylate, dipentaerythritol triacrylate, dipentaerythritol pentaacrylate, di Pentaerythritol hexaacrylate, bisphenol A diacrylate, trimethylolpropane triacrylate, novolac epoxy acrylate, ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, propylene Glycol dimethacrylate, 1,4-butanediol dimethacrylate, 1,6-hexane Diol dimethacrylate, and the like. These may be used alone or in combination of two or more.

The content of the photopolymerizable monomer is not particularly limited and may be, for example, from 1 to 35% by weight, preferably from 1 to 10% by weight, more preferably from 1 to 5% by weight of the total weight of the solid color photosensitive resin composition %. ≪ / RTI > When the photopolymerizable monomer is contained in the above amount, the strength and smoothness of the pixel portion are good.

The photopolymerization initiator according to the present invention polymerizes a binder resin and a photopolymerizable monomer, and the photopolymerization initiator according to the present invention includes a oxime compound.

The colored photosensitive resin composition of the present invention can form a pattern having excellent color characteristics, high coloring power, high brightness, and high contrast ratio in a specific region including the colorant and the antioxidant.

The colored photosensitive resin composition of the present invention may further contain a photopolymerization initiator commonly used in the art within the scope of not impairing the object of the present invention, in addition to the oxime compound. For example, triazine, acetophenone, biimidazole, benzoin, benzophenone, thioxanthone, and anthracene compounds. These may be used alone or in combination of two or more.

The triazine compound is not particularly limited, and examples thereof include 2,4-bis (trichloromethyl) -6- (4-methoxyphenyl) -1,3,5-triazine, 2,4- Methyl) -6- (4-methoxynaphthyl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6-piperonyl-1,3,5-triazine, 2 , 2,4-bis (trichloromethyl) -6- [2- (5-methylpiperazin-1-yl) Yl) ethenyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (furan- (Trichloromethyl) -6- [2- (4-diethylamino-2-methylphenyl) ethenyl] -1,3,5-triazine, 2,4-bis (Trichloromethyl) -6- [2- (3,4-dimethoxyphenyl) ethenyl] -1,3,5-triazine.

The acetophenone compound is not particularly limited and includes, for example, diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethylketal, 2- (2-hydroxyethoxy) phenyl] -2-methylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2- 1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butan- ] Propane-1-one, and 2- (4-methylbenzyl) -2- (dimethylamino) -1- (4-morpholinophenyl) butan-1-one.

The imidazole compound is not particularly limited, and examples thereof include 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis , 3-dichlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2-chlorophenyl) -4,4', 5,5'- ) Diimidazole, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetra (trialkoxyphenyl) ) -4,4'5,5'-tetraphenyl-1,2'-biimidazole or an imidazole compound in which the phenyl group at the 4,4 ', 5,5' position is substituted with a carboalkoxy group And preferably 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis , 4 ', 5,5'-tetraphenylbiimidazole, 2,2-bis (2,6-dichlorophenyl) -4,4'5,5'-tetraphenyl-1,2'-biimidazole .

The benzoin compound is not particularly limited, and examples thereof include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether.

The benzophenone compound is not particularly limited, and examples thereof include benzophenone, methyl 0-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'- methyldiphenylsulfide, 3,3 ' -Tetra (tert-butylperoxycarbonyl) benzophenone, 2,4,6-trimethylbenzophenone, and the like.

The thioxanthone compound is not particularly limited and includes, for example, 2-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, 1- Oakstone, and the like.

The anthracene compound is not particularly limited and includes, for example, 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene, 2-ethyl-9,10- Anthracene and the like.

Other examples include 2,4,6-trimethylbenzoyldiphenylphosphine oxide, 10-butyl-2-chloroacridone, 2-ethylanthraquinone, benzyl, 9,10-phenanthrenequinone, camphorquinone, phenylclyoxylic acid Methyl, titanocene compounds, and the like.

The content of the photopolymerization initiator is not particularly limited and may be, for example, 0.1 to 40% by weight, preferably 1 to 30% by weight based on the total amount of the binder resin and the photopolymerizable monomer based on the solid content. When the content of the photopolymerization initiator is within the above range, the photosensitive photosensitive resin composition is sensitized and the exposure time is shortened, so that the productivity is improved and high resolution can be maintained, and the strength of the formed pixel portion and the smoothness on the surface of the pixel portion can be improved have.

The colored photosensitive resin composition of the present invention may further include a photopolymerization initiation auxiliary agent for improving the sensitivity.

The photopolymerization initiator is not particularly limited, and examples thereof include amine compounds, carboxylic acid compounds, organic sulfur compounds having thiol groups, and the like. These may be used alone or in combination of two or more.

The amine compound is not particularly limited, and examples thereof include aliphatic amine compounds such as triethanolamine, methyldiethanolamine and triisopropanolamine; 4-dimethylaminobenzoic acid ethyl, 4-dimethylaminobenzoic acid isoamyl, 4-dimethylaminobenzoic acid 2-ethylhexyl, benzoic acid 2-dimethylaminoethyl, N, N-dimethylparatoluidine, Aromatic amine compounds such as 4'-bis (dimethylamino) benzophenone and 4,4'-bis (diethylamino) benzophenone.

The carboxylic acid compound is not particularly limited and includes, for example, phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, dimethylphenylthioacetic acid, methoxyphenylthioacetic acid, dimethoxyphenylthioacetic acid, And aromatic heteroacetic acids such as phenylthioacetic acid, dichlorophenylthioacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, and naphthoxyacetic acid.

The organic sulfur compound having a thiol group is not particularly limited, and examples thereof include 2-mercaptobenzothiazole, 1,4-bis (3-mercaptobutyryloxy) butane, 1,3,5-tris Butyloxethyl) -1,3,5-triazine-2,4,6 (1H, 3H, 5H) -thione, trimethylolpropane tris (3-mercaptopropionate), pentaerythritol tetrakis 3-mercaptopropionate), pentaerythritol tetrakis (3-mercaptopropionate), dipentaerythritol hexakis (3-mercaptopropionate), tetraethylene glycol bis (3-mercaptopropionate Nate), and the like.

The content of the photopolymerization initiator is not particularly limited and may be, for example, from 0.1 to 50% by weight, preferably from 1 to 40% by weight, based on the total amount of the binder resin and the photopolymerizable compound based on the solid content . When the content of the photopolymerization initiator is within the above range, the sensitivity of the colored photosensitive resin composition is further improved, and productivity to be formed therefrom can be improved.

It is advantageous that the antioxidant according to the present invention has a phenolic antioxidant functional group and a phosphorus antioxidant functional group simultaneously in one molecule or a phenolic antioxidant functional group and a sulfur-based antioxidant functional group at the same time. Such an antioxidant has an advantage in that the sensitivity is not deteriorated while the transmittance is improved, and a pattern can be easily formed by exposure.

Examples of the antioxidant having both a phenol antioxidant function and a phosphorus antioxidant functional group include IRGANOX 1425 (manufactured by BASF) and Sumilizer GP (manufactured by Sumitomo Chemical), and phenol-based antioxidant and sulfur- Examples of the antioxidant include IRGANOX 1035 (manufactured by BASF), IRGANOX 1081 (manufactured by BASF), and IRGANOX 1726 (manufactured by BASF).

The content of the antioxidant according to the present invention is not particularly limited within a range that can fulfill its function, for example, 10 to 100% by weight of the total weight of the photopolymerization initiator may be included. In addition, when the content of the antioxidant is within the above range, the effect of improving the luminance and light resistance can be maximized. If the content of the antioxidant is too small, it is difficult to improve the transmittance. On the contrary, if it is too much, the decrease in sensitivity due to the dye can not be overcome and a short circuit of the pattern may easily occur during the development process.

The solvent according to the present invention is not particularly limited as long as it can dissolve the above components, and examples thereof include ethers, aromatic hydrocarbons, ketones, alcohols and esters. These may be used alone or in combination of two or more.

For example, ethylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether and ethylene glycol monobutyl ether; Diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, propylene glycol monomethyl ether, methyl cellosolve acetate, ethyl cellosolve acetate, propylene glycol monomethyl ether Ethers such as acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, methoxybutyl acetate, and methoxypentyl acetate; Aromatic hydrocarbons such as benzene, toluene, xylene, and mesitylene; Ketones such as methyl ethyl ketone, acetone, methyl amyl ketone, methyl isobutyl ketone, and cyclohexanone; Alcohols such as ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol and glycerin; And esters such as ethyl 3-ethoxypropionate, methyl 3-methoxypropionate and? -Butyrolactone. Of these, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, Ethyl lactate, butalactate, ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, and the like.

It is preferable that the solvent has a boiling point of 100 占 폚 to 200 占 폚 in an emulsifying agent on the surface of application and drying. Specific examples thereof include alkylene glycol alkyl ether acetates; Ketones; Ethoxypropionate, ethyl 3-ethoxypropionate and methyl 3-methoxypropionate. More preferred examples thereof include propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, 3-ethoxy Ethyl propionate, methyl 3-methoxypropionate, and the like. These may be used alone or in combination of two or more.

The content of the solvent is not particularly limited and may be, for example, from 60 to 90% by weight, and preferably from 70 to 85% by weight, of the total weight of the colored photosensitive resin composition. When the content of the solvent is within the above range, the coating property may be good.

The colored photosensitive resin composition of the present invention may further contain at least one additive selected from the group consisting of a dispersant, another polymer compound, a curing agent, a surfactant, an adhesion promoter, an antioxidant, an ultraviolet absorber and an anti-

The dispersing agent is added for maintaining the deagglomeration and stability of the pigment and the dye, and any of those generally used in the art can be used without limitation. Preferably an acrylate-based dispersant comprising BMA (butyl methacrylate) or DMAEMA (N, N-dimethylaminoethyl methacrylate); Polycarboxylic acid esters; Unsaturated polyamides; Polycarboxylic acids; (Partial) amine salts of polycarboxylic acids; Ammonium salts of polycarboxylic acids; Alkylamine salts of polycarboxylic acids; Polysiloxanes; Long chain polyaminoamide phosphate salts; Esters of hydroxyl group-containing polycarboxylic acids and their modification products; An amide formed by the reaction of a polyester having a free carboxyl group with a poly (lower alkyleneimine) or a salt thereof; Soluble resin or water-soluble polymer compound such as (meth) acrylic acid-styrene copolymer, (meth) acrylic acid- (meth) acrylate ester copolymer, styrene-maleic acid copolymer, polyvinyl alcohol or polyvinylpyrrolidone; Polyester; Modified polyacrylates; Adducts of ethylene oxide / propylene oxide; Phosphate esters and the like. These may be used alone or in combination of two or more.

DISPER BYK-161, DISPER BYK-162, DISPER BYK-163, DISPER BYK-164, DISPER BYK-166, DISPER BYK-171, DISPER BYK- DISPER BYK-182, DISPER BYK-184, DISPER BYK-2000, DISPER BYK-2001, DISPER BYK-2070, DISPER BYK-2150 (BYK KEMISA); EFKA-44, EFKA-44, EFKA-47, EFKA-48, EFKA-4010, EFKA-4050, EFKA-4055, EFKA-4020, EFKA-4015, EFKA- 4400, EFKA-4406, EFKA-4510, EFKA-4800 (BASF); SOLSPERS-24000, SOLSPERS-32550, NBZ-4204/10 (Lubirzol); Hinoact T-6000, Hinoact T-7000, Hinoact T-8000 (Kawaken Fine Chemicals); FLORENE DOPA-17HF, FLORENE DOPA-15BHF, FLORENE DOPA-33, FLORENE DOPA-17HF, FLORENE DOPA- 44 (Kyoeisha Chemical Co., Ltd.), etc. These may be used alone or in combination of two or more.

The other polymer compound is not particularly limited, and examples thereof include curable resins such as epoxy resin and maleimide resin, polyvinyl alcohol, polyacrylic acid, polyethylene glycol monoalkyl ether, polyfluoroalkyl acrylate, polyester, Thermoplastic resins and the like.

The curing agent is a component for increasing deep curing and mechanical strength, and the type thereof is not particularly limited, and examples thereof include epoxy compounds, polyfunctional isocyanate compounds, melamine compounds, and oxetane compounds.

The epoxy compound is not particularly limited and includes, for example, bisphenol A epoxy resin, hydrogenated bisphenol A epoxy resin, bisphenol F epoxy resin, hydrogenated bisphenol F epoxy resin, novolak epoxy resin, other aromatic epoxy resin, Epoxy resins, glycidyl ester resins, glycidyl amine resins, or brominated derivatives of such epoxy resins; Aliphatic, alicyclic or aromatic epoxy compounds other than epoxy resins and brominated derivatives thereof; Butadiene (co) polymeric epoxide; Isoprene (co) polymeric epoxide; Glycidyl (meth) acrylate (co) polymers; Triglycidyl isocyanurate and the like.

The oxetane compound is not particularly limited and includes, for example, carbonate bisoxetane, xylene bisoxetane, adipate bisoxetane, terephthalate bisoxetane, cyclohexanedicarboxylic acid bisoxetane and the like .

The curing agent may be used together with a curing agent in combination with a curing auxiliary compound capable of ring-opening polymerization of the epoxy group of the epoxy compound and the oxetane skeleton of the oxetane compound.

The curing auxiliary compound is not particularly limited, and examples thereof include polyvalent carboxylic acids, polyvalent carboxylic acid anhydrides, and acid generators. Commercially available polyvalent carboxylic acid anhydrides can be used as an epoxy resin curing agent.

The commercially available epoxy resin curing agent that can be used in the present invention is not particularly limited and includes, for example, a trade name (Adeka Hadona EH-700) (manufactured by Adeka Kogyo Co., Ltd.), a trade name (Rikashido HH) Ltd.) and a trade name (MH-700) (manufactured by Shin-Etsu Chemical Co., Ltd.).

The surfactant is a component for improving the film-forming property of the photosensitive resin composition, and the kind thereof is not particularly limited, and examples thereof include a fluorine surfactant, a silicone surfactant, or a mixture thereof.

The silicone surfactant is not particularly limited, and examples thereof include DC3PA, DC7PA, SH11PA, SH21PA, and SH8400 of Dow Corning Toray Silicone Co., Ltd.; TS F-4440, TSF-4300, TSF-4445, TSF-4446, TSF-4460 and TSF-4452 of GE Toshiba Silicones.

Examples of the fluorochemical surfactant include Megapis F-470, F-471, F-475, F-482 and F-489, which are commercially available from Dainippon Ink.

Examples of the adhesion promoter include, but are not limited to, vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, N- (2-aminoethyl) Aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyl (meth) acrylate, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3- methacryloxypropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane, 3-isocyanatepropyltrimethoxysilane, 3-isocyanatepropyltriethoxysilane, and the like. These may be used alone or in combination of two or more.

The content of the adhesion promoter is not particularly limited and may be, for example, 0.01 to 10% by weight, preferably 0.05 to 2% by weight based on the total weight of the colored photosensitive resin composition based on the solid content.

The kind of the antioxidant is not particularly limited and includes, for example, 2,2'-thiobis (4-methyl-6-t-butylphenol), 2,6- .

The type of ultraviolet absorber is not particularly limited, and examples thereof include 2- (3-tert-butyl-2-hydroxy-5-methylphenyl) -5-chlorobenzothiazole and alkoxybenzophenone.

The anti-aggregation agent is not particularly limited and may be, for example, sodium polyacrylate.

The present invention also provides a color filter made of the colored photosensitive resin composition.

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

The substrate may be a substrate of the color filter itself, or may be a portion where the color filter is placed on a display device or the like, and is not particularly limited. The substrate may be glass, silicon (Si), silicon oxide (SiO _x ), or a polymer substrate. The polymer substrate may be polyethersulfone (PES) or polycarbonate (PC).

The color layer may be a layer containing the colored photosensitive resin composition of the present invention, and may be a layer formed by applying the colored photosensitive resin composition and exposing, developing, and thermosetting the colored photosensitive resin composition in a predetermined pattern.

The color filter including the substrate and the color layer as described above may further include a partition wall formed between each color pattern, and may further include a black matrix. Further, it may further comprise a protective film formed on the color layer of the color filter.

Further, the present invention provides a liquid crystal display device provided with the color filter.

The liquid crystal display device of the present invention may include a configuration known to those skilled in the art without the color filter, and is not particularly limited in the present invention.

It is to be understood that both the foregoing general description and the following detailed description of the present invention are exemplary and explanatory and are intended to be illustrative of the invention and are not intended to limit the scope of the claims. It will be apparent to those skilled in the art that such variations and modifications are within the scope of the appended claims.

Examples and Comparative Examples

A colored photosensitive resin composition having the compositions and contents shown in Tables 1 and 2 was prepared.

Composition (% by weight) Example 1 Example 2 Example 3 Example 4 coloring agent A-1 25.99 25.71 25.71 25.71 A-2 4.87 4.82 4.82 4.82 A-3 - - - - A-4 - - - - dyes B 0.23 0.23 0.23 0.23 Binder resin C 8.50 8.75 8.75 8.75 Photopolymerizable monomer D 2.98 2.98 2.98 2.98 Photopolymerization initiator E-1 0.74 0.75 0.75 0.75 E-2 0.37 0.37 0.37 0.37 Antioxidant F-1 0.15 0.15 - - F-2 - - 0.15 - F-3 - - - 0.15 solvent G-1 47.64 47.70 47.72 47.72 G-2 8.50 8.50 8.50 8.50 additive H 0.02 0.02 0.02 0.02 A-1: CI Pigment Red 208
A-2: CI Pigment Red 179
A-3: CI Pigment Red 254
A-4: CI Pigment Red 177
B: Chisanthene dye
C: The molar ratio of methacrylic acid to benzyl methacrylate was 31:69,
A weight average molecular weight of 30,000,
Copolymer of methacrylic acid and benzyl methacrylate having an acid value of 105
D: KAYARAD DPHA (Nippon Kayaku)
E-1: OXE-01 (manufactured by Ciba)
E-2: I-369 (Basf)
F-1: IRGANOX 1035 (manufactured by BASF)
E-2: IRGANOX 1081 (BASF)
F-3: IRGANOX 1726 (BASF)
G-1: Propylene glycol monomethyl ether acetate
G-2: Ethyl 3-ethoxypropionate
H: SH-8400 (Dow Corning Toray Silicone)

Composition (% by weight) Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 coloring agent A-1 - 27.46 27.16 27.16 A-2 - - 4.98 4.98 A-3 30.00 - - - A-4 5.19 5.05 - - dyes B 0.23 - - - Binder resin C 8.32 8.38 8.45 8.65 Photopolymerizable monomer D 3.09 2.99 2.94 3.00 Photopolymerization initiator E-1 0.77 0.75 0.74 0.75 E-2 0.39 0.37 0.37 0.37 Antioxidant F-1 0.15 - 0.15 - F-2 - - - - F-3 - - - - solvent G-1 43.33 44.23 44.45 44.32 G-2 8.50 8.50 8.50 8.5 additive H 0.02 0.02 0.02 0.02 A-1: CI Pigment Red 208
A-2: CI Pigment Red 179
A-3: CI Pigment Red 254
A-4: CI Pigment Red 177
B: Chisanthene dye
C: The molar ratio of methacrylic acid to benzyl methacrylate was 31:69,
A weight average molecular weight of 30,000,
Copolymer of methacrylic acid and benzyl methacrylate having an acid value of 105
D: KAYARAD DPHA (Nippon Kayaku)
E-1: OXE-01 (manufactured by Ciba)
E-2: I-369 (Basf)
F-1: IRGANOX 1035 (manufactured by BASF)
E-2: IRGANOX 1081 (BASF)
F-3: IRGANOX 1726 (BASF)
G-1: Propylene glycol monomethyl ether acetate
G-2: Ethyl 3-ethoxypropionate
H: SH-8400 (Dow Corning Toray Silicone)

Experimental Example 1. Measurement of chromaticity contrast ratio

Each of the colored photosensitive resin compositions prepared in Examples 1 to 4 and Comparative Examples 1 to 4 was applied on a 2 inch glass substrate ("EAGLE XG", manufactured by Corning Incorporated) by a spin coating method, then placed on a heating plate, And maintained at a temperature for 3 minutes to form a thin film. Subsequently, the thin film was irradiated with ultraviolet rays. The ultraviolet light source was irradiated at a light intensity of 100 mJ / cm 2 using a 1 kW high pressure mercury lamp containing g, h and i lines. The thin film irradiated with ultraviolet rays was immersed in a KOH aqueous solution of pH 10.5 for 2 minutes to develop. The glass plate coated with the thin film was washed with distilled water, dried by blowing nitrogen gas, and heated in a heating oven at 220 ° C for 25 minutes to prepare a color filter. The film thickness of the prepared color filter was 2.0 mu m.

<Color and Contrast Ratio>

The transmittance and the contrast ratio were measured using the color filter manufactured as described above.

In the case of the contrast ratio, the substrate of the color filter was sandwiched between two sheets of polarizing plates, and the maximum and minimum values of light intensity transmitted through the front polarizing plate while being illuminated with a fluorescent lamp (wavelength of 380 to 780 nm) The contrast ratio, which is the value obtained by dividing the maximum value by the minimum value, was calculated using a luminance meter (CONICA MINOLKA). The transmittance was measured using a colorimeter (OSP-200 manufactured by Olympus Corporation).

In the case of colorability, it is expressed by the film thickness value at the same chromaticity and the same pigment content, which means that the power consumption of the display made with this color filter is lowered.

The evaluation results of the above Experimental Examples 1 to 4 and Comparative Examples 1 to 4 are shown in Tables 3 and 4 below.

Example 1 Example 2 Example 3 Example 4 x 0.685 0.685 0.685 0.685 y 0.310 0.310 0.310 0.310 Y 13.5 13.6 13.5 13.5 Colorability (um) 3.34 3.33 3.34 3.32 Contrast ratio 5855 5871 5843 5891

Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 x 0.685 0.685 0.685 0.685 y 0.310 0.310 0.310 0.310 Y 13.4 13.4 13.3 13.3 Colorability (um) 3.75 3.64 3.62 3.65 Contrast ratio 5788 5836 5712 5826

The above Examples 1 to 4 can exhibit a high tinting strength and a luminance of x = 0.682, y = 0.314 and Y = 13.5 or 13.6, even if the film thickness of the red pigment dispersion resist composition for a color filter is a thin film thickness of 3.32 to 3.34um have.

On the other hand, in Comparative Examples 1 to 4, the film thickness was 3.62 to 3.75 at the same chromaticity, and the film thicknesses were different from those of Examples 1 to 4 by about 0.5 μm, which is a large difference in film thickness. Therefore, it can be confirmed that the coloring powers and the luminance of Comparative Examples 1 to 4 are low.

Claims (8)

A colorant, a binder resin, a photopolymerizable monomer, a photopolymerization initiator, an antioxidant and a solvent,
Wherein the colorant comprises at least two pigments and at least one dye, and at least one of the pigments is a CI Pigment Red 208. The method according to claim 1,
Wherein the two or more pigments comprise 100 parts by weight of CI Pigment Red 208 and 5 to 80 parts by weight of another pigment. The method according to claim 1,
Wherein the two or more pigments are selected from the group consisting of CI Pigment Red 208 and at least one of water soluble azo pigments, insoluble azo pigments, phthalocyanine pigments, quinacridone pigments, isoindolinone pigments, isoindolin pigments, , Dioxazine pigments, anthraquinone pigments, dianthraquinonyl pigments, anthrapyrimidine pigments, anthanthrone pigments, indanthrone pigments, pravantron pigments, pyranthrone pigments, diketopyrrolo pigments, Characterized in that it comprises one kind of pigment selected from the group consisting of iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, antimony, carbon black and combinations thereof. Resin composition. The method according to claim 1,
The dye is present in an amount of 100 parts by weight per 100 parts by weight of CI Pigment Red 208,
3 to 60 parts by weight based on the total weight of the composition. The method according to claim 1,
Wherein the dye includes one selected from the group consisting of cyan, azanthene, azo, anthraquinone, metal complex, quinoline and pyrazolone dyes, and combinations thereof. The method according to claim 1,
Wherein the antioxidant has a phenolic antioxidant functional group and a phosphorus antioxidant functional group at the same time or has a phenolic antioxidant functional group and a sulfur-based antioxidant functional group at the same time. A color filter made of the colored photosensitive resin composition according to any one of claims 1 to 6. An image display device comprising the color filter of claim 7.