KR20050069024A - Photosensitive colored resin composition for color filter and figment dispersion composition therefor - Google Patents

Abstract

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a photosensitive coloring composition for color filters used in color liquid crystal display devices, solid-state imaging devices, and the like, and more particularly, to a pigment dispersion type photosensitive coloring composition and a pigment dispersion used therein. The present invention provides a pigment dispersed photosensitive coloring composition comprising an alkali soluble copolymer binder, a polyfunctional acrylic monomer, a photopolymerization initiator, a color pigment, an alkali soluble copolymer dispersant for dispersing the color pigment, and a solvent for the components. do. According to the present invention, it is possible to meet the demand for high chromaticity and high color reproducibility, which are required for liquid crystal display devices in recent years.

Description

Photosensitive coloring resin composition for color filters and pigment dispersion used for it {PHOTOSENSITIVE COLORED RESIN COMPOSITION FOR COLOR FILTER AND FIGMENT DISPERSION COMPOSITION THEREFOR}

This invention relates to the photosensitive colored resin composition for color filters used for a color liquid crystal display element, a solid-state image sensor, etc., More specifically, it is related with a pigment dispersion type photosensitive colored resin composition and the pigment dispersion liquid used for this.

The liquid crystal display device implements color through additive color mixing of three primary colors that pass through the red, green, and blue color filters by adjusting the transmittance of white light of the backlight. Until now, the dyeing method, the printing method, the electrodeposition method, and the pigment dispersion method are used as a color filter manufacturing method of a liquid crystal display element.

In the pigment dispersion method, a photosensitive colored resin composition in which red, green or blue pigments are dispersed is applied to a substrate, and then a red, green and blue color filter is sequentially applied to the substrate through exposure and development by a conventional photolithography method. To form. This method is most widely used in the manufacture of color filters because it has superior color purity, dimensional accuracy, porosity, heat resistance, and durability, and has a uniform film thickness, compared to other methods.

For example, Korean Patent No. 292634 proposes a composition for color filters using such a pigment-dispersible photosensitive resin. This patent describes that by using an alkali-soluble block copolymer as a binder, it is possible to provide a color filter having a pixel excellent in adhesion to a substrate without causing contamination or film retention by aqueous alkali solution when developing.

However, such a conventional pigment dispersion type color filter composition does not meet the recent efforts to replace the CRT with a liquid crystal display device. In particular, liquid crystal display devices are faced with demands for improving image quality such as luminance, chromaticity, and color reproducibility.

The high color and high color reproducibility of the liquid crystal display device can be realized by increasing the content of the pigment component in the photosensitive colored resin composition forming the color filter. However, in this case, the content of the pigment dispersant must also be increased in order to secure dispersion stability of the pigment, which causes a problem that the developability of the photosensitive colored resin composition is lowered.

Another method for implementing a color filter having high color and high color reproducibility is to increase the film thickness of the color filter. However, an increase in the film thickness significantly lowers the transmittance of the color filter, resulting in a problem that the contrast of the liquid crystal display element is lowered.

Therefore, there is a need for a new photosensitive colored resin composition for color filters that achieves high color and high color reproducibility and does not cause deterioration in development thereof.

An object of the present invention is to provide a photosensitive colored resin composition for color filters which can improve the chromaticity and color reproducibility of a pigment dispersed color filter and at the same time reduce or eliminate the deterioration of developability and developing latitude.

It is also an object of the present invention to provide a pigment dispersion suitable for use in pigment dispersion type color filters requiring high color and high color reproducibility.

In order to solve the above technical problem, the present invention includes an alkali-soluble copolymer binder, a polyfunctional acrylic monomer, a photopolymerization initiator, a color pigment, an alkali-soluble copolymer dispersant for dispersing the color pigment, and a solvent for the components. The pigment dispersion type photosensitive colored resin composition characterized by the above-mentioned is provided.

In the present invention, the pigment-dispersible photosensitive colored resin composition may include 0.1 to 50% by weight of the alkali-soluble copolymer binder, 0.1 to 40% by weight of the multifunctional acrylic monomer, 0.5 to 10% by weight of the photopolymerization initiator, and 4 to 30 of the color pigment. It is preferably composed of 0.1% by weight to 10% by weight of the alkali-soluble copolymer dispersant and 60% to 90% by weight of the solvent.

In order to achieve the above technical problem, the present invention also provides a pigment dispersion for a photosensitive colored resin composition comprising a color pigment, a dispersant made of an alkali-soluble copolymer for dispersing the colored pigment and a dispersion medium for dispersing the colored pigment and the dispersant. to provide.

In the present invention, the pigment dispersion has a pigment average particle size of 0.01 to 0.2㎛, preferably containing 1 to 40% by weight of the colored pigment, 0.1 to 10% by weight of the alkali-soluble copolymer dispersant, 50 to 90% by weight of the dispersion medium. Do.

Hereinafter, the present invention will be described in detail by presenting preferred embodiments of the present invention.

The photosensitive colored resin composition for color filters of this invention contains the following components.

(a) alkali-soluble copolymer

The alkali-soluble copolymer used as the binder in the present invention is preferably a linear organic polymer, soluble in an organic solvent, and capable of being developed in a weak alkaline aqueous solution. The alkali-soluble copolymer is obtained by radical polymerization of the following monomers.

(a1) unsaturated carboxylic acids and / or unsaturated carboxylic anhydrides,

(a2) benzyl (meth) acrylate,

(a3) Olefinic unsaturated carboxylic ester compound other than said (a1) and (a2).

As the compound (a1), it is preferable to use maleic acid, acrylic acid, methacrylic acid, fumaric acid, crotonic acid, itaconic acid, citraconic acid, mesaconic acid and their dicarboxylic anhydrides alone or in combination. In particular, maleic anhydride, acrylic acid, methacrylic acid and the like which are excellent in copolymerization reactivity and heat resistance alkali solubility are preferably used.

As an olefinic unsaturated carboxylic ester compound of the said compound (a3), for example, methacryl, such as methyl methacrylate, ethyl methacrylate, n-butyl methacrylate, sec-butyl methacrylate, t-butyl methacrylate, etc. Acid alkyl esters; Acrylic acid alkyl esters such as methyl acrylate and isopropyl acrylate; Methacrylic acid cycloalkyl esters such as cyclohexyl methacrylate, 2-methyl cyclohexyl methacrylate, dicyclopentenyl methacrylate, dicyclopentenyloxyethyl methacrylate and isoboroyl methacrylate; Acrylic acid cycloalkyl esters such as cyclohexyl acrylate, 2-methyl cyclohexyl acrylate, dicyclopentenyl acrylate, dicyclopentenyloxyethyl acrylate and isoboroyl acrylate; Methacrylic acid aryl esters such as petyl methacrylate and benzyl methacrylate; Acrylic acid aryl esters such as phenyl acrylate and benzyl acrylate; Dicarboxylic acid diesters such as diethyl maleate, diethyl fumarate and diethyl itaconic acid; Hydroxyalkyl esters such as 2-hydroxy ethyl methacrylate, 2-hydroxy propyl methacrylate, and the like can be used.

Preferred contents of the compounds (a1), (a2) and (a3) used in the synthesis of the alkali-soluble copolymer of the present invention are 10 to 25 parts by weight, 60 to 85 parts by weight and 5 to 25 parts by weight, respectively. Preferably it is 15-20 weight part, 50-80 weight part, and 5-10 weight part respectively. In addition, the alkali-soluble copolymer preferably has a polystyrene reduced mass average molecular weight (Mw) measured by GPC of 5,000 to 50,000, more preferably 10,000 to 40,000. If the content of the compound (a1) is not in the above range, the alkali solubility of the synthesized copolymer tends to be lowered. In addition, when the content of the benzyl (meth) acrylate exceeds the above range, alkali developability of the coating film tends to decrease, and when it falls below the above range, the dispersion stability of the colored pigment and the solubility in the solvent tend to decrease. This is not so desirable.

As a polymerization initiator used for synthesis | combination of an alkali-soluble copolymer (A), the substance generally known as a radical polymerization initiator can be used. For example, 2,2'-azobis isobutyronitrile, 2,2'-azobis- (2,4-dimethylvaleronitrile), 2,2'-azobis- (4-methoxy-2 Azo compounds such as, 4-dimethylvaleronitrile), organic peroxides such as benzoyl peroxide, t-butyl peroxy pibarate, 1,1'-bis- (t-butyl peroxy) cyclohexane, and hydrogen peroxide. have. When a peroxide is used as a radical polymerization initiator, you may use it as a redox initiator by using a peroxide together with a reducing agent.

As a solvent used for the synthesis | combination of an alkali-soluble copolymer (A), Alcohol, such as methanol and ethanol; Ethers such as tetrahydrofuran, diethylene glycol dimethyl ether and diethylene glycol diethyl ether; Propylene glycol alkyl ether acetates, such as propylene glycol methyl ether acetate, propylene glycol ethyl ether acetate, propylene glycol propyl ether acetate, and propylene glycol butyl ether acetate, etc. are preferable.

(b) a pigment dispersion comprising a dispersant for dispersing the colored pigment

In the present invention, a dispersion for dispersing the colored pigment comprises a colored pigment, a dispersant and a dispersion medium.

In the present invention, an alkali-soluble copolymer is used as the dispersant. The alkali soluble copolymer can be prepared in the same manner as described above.

As the pigment, various conventionally known dyes and pigments may be used by mixing one kind or two or more kinds. In addition, since the pigment is preferably high transmittance, it is preferable to use one with the smallest possible particle size. Preferably, the average particle diameter of the pigment particles is about 0.01 μm to about 0.2 μm, more preferably 0.01 μm to 0.05 μm. As the inorganic pigment used as the pigment, a metal oxide such as iron, cobalt, aluminum, cadmium, lead, copper, titanium, antimony, zinc, chromium, magnesium, or a composite oxide of the metal may be used. The organic pigments can be exemplified by the color index. Specifically, CI yellow pigments 11, 24, 31, 53, 83, 93, 99, 108, 109, 110, 138, 139, 147, 150, 151, 154, 155, 167, 180, 185, 199; C. I. Orange Pigments 36, 38, 43, 71; CI Red Pigment Nos. 81, 105, 122, 149, 150, 155, 171, 175, 176, 177, 209, 220 , 224, 242, 254, 255, 264, 270; C. I. Purple Pigments Nos. 19, 23, 32, 39; C. I. Blue Pigments 1, 2, 15, 15: 1, 15: 3, 15: 6, 16, 22, 60, 66; C. I. Green Pigments No. 7, 9, 36, 37; C. I. Brown Pigment Nos. 25 and 28; C. I. Black pigment No. 1, 7, etc. can be illustrated.

The dispersion medium is propylene glycol alkyl ether acetates such as propylene glycol methyl ether acetate, propylene glycol ethyl ether acetate, propylene glycol propyl ether acetate, propylene glycol butyl ether acetate, N-methyl formamide, N, N-dimethyl formamide It is preferable to use a mixture of high boiling point solvents such as N-methyl acetamide, N-methyl pyrrolidone, dimethyl sulfoxide, benzyl ethyl ether, and N, N-dimethyl acetamide.

In the present invention, the pigment dispersion preferably contains about 1 to about 40% by weight of the colored pigment, about 0.1 to about 10% by weight of the alkali-soluble copolymer dispersant, and about 50 to about 90% by weight of the dispersion medium.

The manufacturing method of the said pigment dispersion is as follows.

First, the synthesized alkali-soluble copolymer is mixed with a solvent having low solubility in the copolymer to precipitate and dry. As the solvent, hydrocarbons such as normal hexane, normal heptane and normal octane and halogen substituted hydrocarbons such as methane chloride, methylene chloride, methane fluoride and methylene fluoride may be used. The said solvent can also be used in mixture of 1 or more types. Subsequently, the dried alkali-soluble copolymer is used as a dispersant and mixed and dispersed in a dispersion medium together with the pigment. The mixed dispersion process is carried out using a ball mill or the like until the average particle size of the pigment reaches the desired average particle size.

(c) polyfunctional acrylic monomers

The photosensitive coloring resin composition of this invention contains two or more polyfunctional acrylic monomer which has an ethylenically unsaturated bond as a photopolymerizable compound. The monomer is preferably a monofunctional, bifunctional or trifunctional or higher (meth) acrylate, and a mixture of these monomers is preferable from the viewpoint of good polymerizability and improved heat resistance. For example, as bifunctional (meth) acrylate, Di (meth) acrylates, such as ethylene glycol and propylene glycol; Di (meth) acrylates of polyalkylene glycols such as polyethylene glycol and polypropylene glycol; Poly (meth) acrylates of trivalent or higher polyhydric alcohols such as glycerin, trimethylolpropane, pentaerythritol, dipentaerythritol, and succinic acid-modified pentaerythritol; Oligo (meth) acrylates, such as polyester, an epoxy resin, a urethane resin, alkyd resin, and a silicone resin spiran resin, etc. are mentioned. These polyfunctional acrylic monomers can be used alone or in combination.

(d) photopolymerization initiator

In the present invention, the photopolymerization initiator refers to a compound which causes decomposition or bonding by exposure and generates active species capable of initiating polymerization of the multifunctional acrylic monomer such as radicals, anions, and cations.

The photosensitive coloring resin composition of this invention contains a photoinitiator so that it may be 0.5 to 10 weight% of a whole composition. If the content is less than 1% by weight based on the solids content of the photosensitive colored resin composition, the coating film is likely to be lost in the developing step, and even if the coating film is maintained in the developing step, it is difficult to obtain a protective film having a sufficiently high crosslinking density. When the content of the photoinitiator is 25% by weight or more based on the solid content, the heat resistance and flatness of the coating film tend to be lowered.

Suitable photopolymerization initiators for the photosensitive colored resin composition of the present invention include biimidazole-based compounds, benzoin-based compounds, acetophenone-based compounds, benzophenone-based compounds, α-diketone-based compounds, polynuclear quinone-based compounds, xanthone-based compounds, and diazo-based compounds. A compound, a triazine type compound, etc. are mentioned.

As said biimidazole type compound, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'- tetrakis (4-ethoxycarbonylphenyl) -1,2'- ratio Imidazole, 2,2'-bis (2,4-dichlorophenyl) -4,4 ', 5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis (2,4 , 6-trichlorophenyl) -4,4 ', 5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis (2,4-dibromophenyl) -4,4 ', 5,5'-tetraphenyl-1,2'-biimidazole and 2,2'-bis (2,4,6-tribromophenyl) -4,4', 5,5'-tetraphenyl -1,2'-biimidazole etc. are mentioned. Examples of the benzoin compound include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin i-propyl ether, benzoin i-butyl ether, methyl-2-benzoylbenzoate and the like. As said acetophenone type compound, 2, 2- dimethoxy- 2-phenylacetophenone, 1-hydroxy cyclohexyl phenyl ketone, 4-azide acetopheno, 4- azide benzal acetophenone, 2-hydroxy- 2-methyl-1-phenylpropan-1-one, 1- (4-i-propylphenyl) -2-hydroxy-2-methylpropan-1-one, 4- (2-hydroxyethoxy) phenyl- 2 (hydroxy-2-propyl) ketone, 2,2-dimethoxyacetophenone, 2,2-diethoxyacetophenone, 2-methyl- (4-methylthiophenyl) -2-morpholino-1-propane -1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butan-1-one, and the like. Examples of the benzophenone compound include benzophenone, 4,4, '-bis (dimethylamino) benzophenone, 4,4,'-bis (diethylamino) benzophenone, 3,3, '-dimethyl-4methoxy Examples of the benzozophenone and the like include diacetyl, dibenzoyl, methylbenzoyl formate, and the like, and examples of the multinuclear quinone compound include anthraquinone, 2-ethylanthraquinone and 2-t-butylanthraquinone. And 1,4-naphthoquinone. Examples of the xanthone compound include xanthone, thioxanthone, 2,4-diethyl thioxanthone, 2-chlorothioxanthone, and the like. As diazo compounds, 4-diazophenylami, 4-diazo-4 '-Methoxydiphenylamine, 4-diazo-3-methoxydiphenylamine, etc. may be mentioned. Specific examples of the triazine-based compound include 1,3,5-tris (trichloromethyl) -s-triazine, 1,3-bis (trichloromethyl) -5- (2-chlorophenyl) -s-triazine And 1,3-bis (trichlorophenyl) -s-triazine, tris (trichloromethyl) -s-triazine and the like. The photopolymerization initiator described above may be used in combination of one or more kinds.

(e) solvent

The solvent in the photosensitive colored resin composition of the present invention maintains the solids and viscosity of the composition when preparing the alkali soluble copolymer. As the solvent, the use of alcohols, ethers, and propylene glycol alkyl ether acetates is preferable.

Specific examples include alcohols such as methanol and ethanol, ethers such as tetrahydrofuran, diethylene glycol dimethyl ether and diethylene glycol diethyl ether, propylene glycol methyl ether acetate, propylene glycol ethyl ether acetate, propylene glycol propyl ether acetate, And propylene glycol alkyl ether acetates such as propylene glycol butyl ether acetate.

More specifically, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, propylene glycol methyl ether acetate; Ketones, such as methyl ethyl ketone, cyclohexanone, and 4-hydroxy-4-methyl-2-pentanane, methyl, ethyl, propyl, butyl ester of acetic acid, ethyl, methyl ester, and 2-hydroxy of 2-hydroxypropionic acid Ethyl ester of 2-methylpropionic acid, methyl, ethyl, butyl ester of hydroxyacetic acid, ethyl lactate, ethyl lactate, propyl lactate, butyl lactate, methyl of methoxyacetic acid, ethyl, propyl, butyl ester, methyl of propoxyacetic acid , Ethyl, propyl, butyl ester, methyl of butoxyacetic acid, ethyl, propyl, butyl ester, methyl of 2-methoxypropionic acid, ethyl, propyl, butyl ester, methyl of 2-ethoxypropionic acid, ethyl, propyl, butyl ester Methyl, ethyl, propyl, butyl ester of 2-butoxypropionic acid, methyl, ethyl, propyl, butyl ester of 3-methoxy propane, methyl, ethyl, propyl, butyl ester of 3-ethoxypropionic acid, Ester, such as methyl, ethyl, propyl, and butyl ester of 3-butoxypropionic acid, is preferable from a viewpoint of solubility, reactivity with each component, and the convenience of coating film formation.

In the present invention, high boiling point solvents such as N-methyl formamide, N, N-dimethyl formamide, N-methyl acetamide, N-methyl pyrrolidone, dimethyl sulfoxide, benzyl ethyl ether, and N, N-dimethyl acetamide It is also possible to use mixed with the above-mentioned solvent.

As mentioned above, although the structural component which comprises the photosensitive coloring resin composition of this invention was demonstrated, various additives other than the said component, such as surfactant adhesion promoter etc. are added as an additive as needed in the range which does not exceed the objective of this invention. Can be.

Surfactants are intended to improve applicability and to improve wettability in the development process. Specifically, phthalocyanine derivatives of Moriti City Co., Ltd. and organosiloxane polymers of Shin-Etsu Chemical Co., Ltd. KP322, KP323, KP340, KP341, 3M Company And silicone surfactants such as fluorine derivatives FC-129, FC-170C, FC-430 F-172, F-173, F-183, F-470, and F-475. Such surfactant is used in an amount of preferably 5 parts by weight or less, more preferably 2 parts by weight or less, based on 100 parts by weight of the copolymer. If the amount of the surfactant exceeds 5 parts by weight, there is a problem such as foaming during application.

A functional promoter for improving adhesion to the base to be applied may be a functional silane coupling agent. Specifically, vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, 3-aminopropyl Triethoxy silane, trimethoxysilyl benzoic acid, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethylmethoxysilane, γ-methacryloxypropyltrimethoxy silane, γ-isocyanatepropyltrie Oxysilane, (gamma)-glycidoxy propyl trimethoxysilane, etc. are mentioned. The adhesion promoter may be used in an amount of 20 parts by weight or less, more preferably 10 parts by weight or less based on 100 parts by weight of the copolymer. When the amount of the adhesion assistant exceeds 20 parts by weight, a decrease in heat resistance of the coating film may be caused.

The following example is an example showing the characteristic of the color filter pattern manufactured with the photosensitive colored resin composition of this invention.

Example

a. Preparation of Alkali Soluble Copolymers

5 parts by weight of 2,2'-azobis isobutyronitrile was dissolved in 200 parts by weight of propylene glycol monomethyl ether acetate in a reaction vessel equipped with a cooling tube and a stirrer. Subsequently, 30 parts by weight of (meth) acrylic acid (MAA), 60 parts by weight of benzyl (meth) acrylate (BzMA) and 10 parts by weight of methyl (meth) acrylate (MMA) were added and nitrogen-substituted, followed by gentle stirring. The temperature of the solution was raised to 70 ° C. and maintained at this temperature for 4 hours to obtain a polymer solution comprising a copolymer. Solid content concentration of the obtained polymer solution was 40 weight%.

b. Preparation of Pigment Dispersion

The alkali-soluble copolymer prepared by the above-mentioned method was precipitated in a mixed solution of hexane / methylene chloride (Hexane / Methylene Chloride) and dried in vacuo. 100 parts by weight of the mixed pigment of C. I. green pigment No. 36 and C. I. yellow pigment No. 138 and 11.1 parts of the alkali-soluble copolymer precipitated solid were mixed and dissolved in propylene glycol monomethyl ether acetate so as to have a pigment concentration of 30 wt%. The mixed solution was dispersed using a ball mill to prepare a pigment dispersion.

c. Preparation of Color Filter Patterns

100 parts by weight of the alkali-soluble copolymer prepared by the above-described method, 100 parts by weight of dipentaerythritol penta / hexaacrylate as a polyfunctional acrylic monomer, 8.4 parts by weight of 2,4-diethylthioxanthone as a photopolymerization initiator and ethyl 4 5.6 parts by weight of diethylaminobenzoate and 1430 parts by weight of the pigment dispersion prepared by the method described above were prepared using a propylene glycol monomethyl ether acetate as a solvent so that the total solid content was 25wt%, followed by treatment with a homogenizer. When the solids content in the solution prepared in the present example is converted to the weight% of the total solution, it is shown in Table 1. Subsequently, this solution was filtered with the filter of 0.2 micrometer, and the photosensitive colored resin composition was produced.

After spin coating the prepared photosensitive colored resin composition on a substrate to form a coating film, the substrate was heat-treated for 90 seconds on a hot plate at about 100 ° C. Subsequently, the coating film was irradiated with ultraviolet light having a central wavelength of 365 nm through a photomask with a dose of 150 mJ / cm ² and then developed with an aqueous alkali solution. The developed coating film was baked in a clean oven at 220 ° C. for 30 minutes to form a pattern having a thickness of 1.8 μm and a width of 30 μm.

Solid content weight % Alkali Soluble Copolymers (MAA / BzMA / MMA) For binders 3.9 Dispersant 1.7 Polyfunctional monomer 3.9 Pigment 15.0 Initiator 0.5 system 25

d. Property evaluation

The thus prepared pattern was evaluated for chromaticity, developing latitude, and particle size in the following manner, and the results are shown in Table 3.

1) Chromaticity: Chromaticity was measured with the colorimeter MCPD-3000 manufactured by Otsuka Denshi. The measurement results were expressed as Yxy values according to the International Lighting Commission XYZ system notation. Here, in the obtained result, a large Y value indicates that the brightness is large.

2) Developability: The development time (developmental latitude) of adding a 10% variation in line width was measured by measuring the development time and the change in line width to form a line width of 30 μm. The developing time was expressed as "X" in the range of 5 seconds to 30 seconds and represented by "X" when less than 5 seconds or 40 seconds or more. The development latitude was expressed as "X" when 40 seconds or more and "X" when less than 30 seconds.

3) Particle size: The average particle diameter was measured by the particle size measuring apparatus ELS-8000 of Otsuka Denshi Co., Ltd. laser light scattering method.

Comparative Example 1

Alkali-soluble copolymers were prepared in the same composition and preparation method as in the above example. 100 parts by weight of the prepared copolymer, 270 parts by weight of a mixed pigment comprising CI green pigment No. 36 and yellow pigment No. 138, 15 parts by weight of a commercial phthalocyanine blue derivative as a pigment dispersant, and dipenta as a polyfunctional acrylic monomer. 70 parts by weight of erythritol penta / hexa acrylate, 7 parts by weight of 2,4-diethylthioxanthone, and 5 parts by weight of ethyl 4-diethylaminobenzoate as a photopolymerization initiator were dissolved in propylene glycol monomethyl ether acetate to obtain a total solid content. The solution was prepared to be 25wt% and treated with a homogenizer. If the solid content composition in the solution prepared in Comparative Example 1 in terms of weight percent of the total solution is as shown in Table 2. Subsequently, this solution was filtered with the filter of 0.2 micrometer, and the photosensitive resin composition was produced. Subsequently, this solution was filtered with the filter of 0.2 micrometer, and the photosensitive resin composition was produced. The prepared photosensitive resin composition was applied, exposed, and developed on a substrate in the same manner as in the above embodiment to form a pattern, and the physical properties thereof were measured. The measurement results are shown in Table 3.

Solid content weight% Alkali Soluble Copolymers (MAA / BzMA / MMA) 5.4 Polyfunctional monomer 3.7 Pigment 14.5 Initiator 0.6 Dispersant (phthalocyanine blue derivative) 0.8 system 25

Comparative Example 2

Unlike the example, the solid content is 70 parts by weight of (meth) acrylic acid (MAA) / benzyl (meth) acrylate (BzMA) (weight ratio 3: 7) without using methyl (meth) acrylate (MMA) in the preparation of the copolymer. A copolymer solution having a concentration of 40 wt% was prepared. Using the prepared copolymer, a photosensitive colored resin composition was prepared in the same manner and composition ratio as in Comparative Example 1. The solid content composition in the solution prepared in Comparative Example 2 is the same as that of Comparative Example 1, except that the composition of the copolymer is different. After the pattern was formed in the same manner as in Comparative Example 1 with the prepared photosensitive colored resin composition, physical properties of the pattern were measured. The measurement results are shown in Table 3.

division Particle Size (μm) Y x y Developing time Application tube Example 0.08 60.44 0.30 0.59 ○ ○ Comparative Example 1 0.09 59.63 0.32 0.59 ○ ○ Comparative Example 2 0.10 59.57 0.32 0.59 ○ ×

As can be seen from Table 3, the pattern produced by the embodiment of the present invention has a large Y value compared to Comparative Examples 1 and 2, showing a high brightness compared to the comparative examples. In addition, in the pattern produced according to the embodiment of the present invention, no deterioration was observed in developability such as development time and development latitude. Therefore, it can be seen that by using the alkali-soluble copolymer as the pigment dispersant, it is possible to implement a color filter having high color and high color reproducibility without deterioration of developability.

On the other hand, the above-described embodiment of the present invention is used in the preparation of the photosensitive colored resin composition, the alkali dispersion copolymer for dispersing pigments and alkali-soluble copolymer for binders separately, but a sufficient amount to act as a binder during pigment dispersion It will be appreciated by those skilled in the art that mixing alkali-soluble copolymers eliminates the need to add separate alkali-soluble copolymers.

According to the photosensitive colored resin composition of the present invention, by using a copolymer that is soluble in an aqueous alkali solution as the pigment resin as a pigment dispersant, there is no fear of developing deterioration despite the increase of the dispersant due to the increase in the amount of pigment. Thereby, the photosensitive colored resin composition of this invention can contain a larger pigment amount in the photosensitive colored resin composition, and can satisfy the demand for the high chromaticity and high color reproducibility currently requested | required of a liquid crystal display element.

Claims (4)

Alkali soluble copolymer binders; Polyfunctional acrylic monomers; Photopolymerization initiator; Colored pigments; Alkali-soluble copolymer dispersants for dispersing the colored pigments; And Pigment dispersion type photosensitive colored resin composition comprising a solvent for the above components. The method of claim 1, The pigment dispersed photosensitive colored resin composition is 0.1 to 50% by weight of the alkali-soluble copolymer binder, 0.1 to 40% by weight of the multifunctional acrylic monomer, 0.5 to 10% by weight of the photopolymerization initiator, 4 to 30% by weight of the colored pigment, Pigment dispersion type photosensitive colored resin composition, characterized in that consisting of 0.1 to 10% by weight of the alkali-soluble copolymer dispersant and 60 to 90% by weight of the solvent. Colored pigments; A dispersant of an alkali-soluble copolymer for dispersing the colored pigment; And The pigment dispersion liquid for photosensitive colored resin compositions containing the said coloring pigment and the dispersion medium which disperse | distributes the said dispersing agent. The method of claim 2, The pigment dispersion has a pigment average particle size of 0.01 to 0.2 ㎛, 1 to 40% by weight of the colored pigment, 0.1 to 10% by weight of the alkali-soluble copolymer dispersant, 50 to 90% by weight of the dispersion medium Pigment dispersion liquid for colored resin compositions.