KR20120043926A - A colored photosensitive resin composition - Google Patents

Abstract

PURPOSE: Colored photo-sensitive resin compositions, colored patterns, color filters, liquid crystal display devices, complementary metal oxide film semiconductor image sensors, and image taking devices are provided to prevent the linearity reduction phenomenon and sagging phenomenon of patterns. CONSTITUTION: Colored photo-sensitive resin compositions include coloring agents, alkali soluble binder polymers, polymerizable compounds, polymerization initiators, and solvents. The polymerization initiators are the mixture of triazine-based photo initiators of 300 to 400nm main absorbent wavelengths, acetophenone-based photo initiators of 300 to 400nm main absorbent wavelengths, and acetophenone-based photo initiators of 100 to 280nm main absorbent wavelengths. The triazine-based photo initiators of 300 to 400nm main absorbent wavelengths are one or more of bis(trichloromethyl)-6-piperonyl-1,3,5-triazine(TAZ-PP) and 2,4-bis(trichloromethyl)-6-p-methoxy styryl-S-triazine(TAZ-110). The acetophenone-based photo initiators of 300 to 400nm main absorbent wavelengths are one or more of 1-(4-(phenylthio)phenyl)-1,2-octanedione-2-(O-benzyl)oxime(IRGACURE OXE 01), 1-(9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3)ethanone-1-(O-aceto)oxime(IRGACURE OXE 02), 2-hydroxy-2-methyl-1-phenylpropane-1-one, 2-methyl-(4-methylthio)phenyl-2-morpholino-1-propane-1-on(IRGACURE907), and 2-benzyl-2-dimethylamino-1-(4-molpolynophenyl)-butane-1-on(IRGACURE369).

Description

Colored photosensitive resin composition {A COLORED PHOTOSENSITIVE RESIN COMPOSITION}

This invention relates to the coloring photosensitive resin composition which comprises the color filter used for an imaging element, a display, etc.

The coloring photosensitive resin composition is usefully used as a raw material for forming a coloring pattern. For example, a color filter provided in a complementary metal oxide semiconductor image sensor is used to actually obtain a color image, or used in a color filter for display to implement color. A coloring pattern means a color pixel (R, G, B) or a color pixel (C, M, Y) etc., for example.

In recent years, as the resolution of color filters used in image sensors such as CCD and CMOS is advanced, a technique for increasing the resolution and making the film thickness thinner is required. In the case of forming the color filter using the photosensitive resin composition containing the pigment as a colorant, in order to have the thinner film thickness and maintain the same color concentration, the concentration of the pigment contained in the photosensitive resin composition should be kept higher. . However, in the case of forming a pattern using the coloring photosensitive resin composition having a high pigment concentration, there is a problem that the viscosity increases, the film thickness increases, or the transmittance decreases during storage, and the profile (LER) of the colored pattern is increased. Significantly falls, in particular there is a disadvantage that the residue occurs.

The present invention is to solve the above problems of the prior art, and even when the coloring agent is contained at a high concentration, the occurrence of residues on the substrate during development, the decrease in the linearity of the pattern, and the sagging of the pattern are prevented. It is an object to provide a coloring photosensitive resin composition.

This invention is a coloring photosensitive resin composition containing (A) coloring agent, (B) alkali-soluble binder polymer, (C) photopolymerizable compound, (D) photoinitiator, and (E) solvent,

The photopolymerization initiator (D) is a mixture of a triazine photoinitiator having a main absorption wavelength of 300 nm to 400 nm, an acetophenone photoinitiator having a main absorption wavelength of 300 nm to 400 nm, and an acetophenone photoinitiator having a main absorption wavelength of 100 nm to 280 nm. A coloring photosensitive resin composition is provided.

In addition, the present invention provides a coloring pattern formed using the coloring photosensitive resin composition.

In addition, the present invention provides a color filter including the coloring pattern.

In addition, the present invention provides a complementary metal oxide semiconductor image sensor or a liquid crystal display device having the color filter.

The present invention also provides an image pickup device including the complementary metal oxide semiconductor image sensor.

The coloring photosensitive resin composition of the present invention does not generate residue on the substrate during development even when the coloring agent is contained at a high concentration, and thus does not cause the linearity of the pattern or the sagging of the pattern to provide an excellent pattern profile.

Therefore, when using the coloring photosensitive resin composition of this invention, the color filter, complementary metal oxide semiconductor image sensor, and imaging device of the outstanding quality can be obtained.

Figure 1 shows the UV absorption spectrum according to the wavelength of the photoinitiator used in the present invention.

This invention is a coloring photosensitive resin composition containing (A) coloring agent, (B) alkali-soluble binder polymer, (C) photopolymerizable compound, (D) photoinitiator, and (E) solvent,

The photopolymerization initiator (D) is a mixture of a triazine photoinitiator having a main absorption wavelength of 300 nm to 400 nm, an acetophenone photoinitiator having a main absorption wavelength of 300 nm to 400 nm, and an acetophenone photoinitiator having a main absorption wavelength of 100 nm to 280 nm. The present invention relates to a colored photosensitive resin composition.

In the case of the complementary coloring photosensitive resin composition, since a pattern is formed under i-line (365 nm exposure) process conditions, photoinitiators are also mainly used as initiators having the highest absorption wavelengths at 365 nm. By the way, when using this kind of photoinitiator, the reaction is fast to provide a highly sensitive photosensitive resin composition, but exhibits a phenomenon of deterioration in the performance of the pattern profile or residue. Accordingly, the present invention is used by mixing a photoinitiator comprising a triazine photoinitiator having a main absorption wavelength of 300nm ~ 400nm, an acetophenone photoinitiator having a main absorption wavelength of 300nm ~ 400nm and an acetophenone photoinitiator having a main absorption wavelength of 100nm ~ 280nm. By adjusting the pattern formation rate, it is characterized by providing a colored photosensitive resin composition excellent in the pattern profile and the prevention of residue.

In the photosensitive resin composition of the present invention, the photopolymerization initiator (D) is a triazine photoinitiator having a main absorption wavelength of 300 nm to 400 nm, an acetophenone photoinitiator having a main absorption wavelength of 300 nm to 400 nm, and aceto having a main absorption wavelength of 100 nm to 280 nm. Essentially including a phenone-based photoinitiator, if necessary, may further include a photoinitiator commonly used in the art. As such a conventional photoinitiator, the active radical generator which generate | occur | produces an active radical by light irradiation, the acid generator which generate | occur | produces an acid, etc. are mentioned, for example.

Since the triazine photoinitiator having a main absorption wavelength of 300 nm to 400 nm has excellent exposure efficiency, it penetrates deeply to the bottom of the film where light cannot easily enter and supports the polymerization pattern of the monomer, and hardens well to the bottom of the film. Let it go. Such triazine photoinitiators include, but are not limited to, 2,4-bis (trichloromethyl) -6-piperonyl-1,3,5-triazine (TAZ-PP), 2,4-bis (trichloro Methyl) -6-p-methoxystyryl-S-triazine (TAZ-110) etc. can be mentioned, These can be used individually by 1 type or in combination of 2 or more types.

Since the acetophenone-based photoinitiator having a main absorption wavelength of 300 nm to 400 nm has excellent exposure efficiency, it penetrates deeply to the bottom of the film where light cannot easily enter and supports the polymerization pattern of the monomer, and hardens well to the bottom of the film. Make it happen. Examples of such acetophenone-based photoinitiators include, but are not limited to, 1- [4- (phenylthio) phenyl] -1,2-octanedione-2- (O-benzyl) oxime (IRGACURE OXE 01), 1- [ 9-ethyl-6- (2-methylbenzoyl) -9H-carbazol-3yl] ethanone-1- (O-aceto) oxime (IRGACURE OXE 02), 2-hydroxy-2-methyl-1-phenyl Propane-1-one, 2-methyl- (4-methylthio) phenyl-2-morpholino-1-propane-1-one (IRGACURE907), 2-benzyl-2-dimethylamino-1- (4-mol Polynophenyl) -butan-1-one (IRGACURE369) and the like, and these may be used alone or in combination of two or more.

In particular, 1- [4- (phenylthio) phenyl] -1,2-octanedione-2- (O-benzyl) oxime (IRGACURE OXE 01), 1- [9-ethyl-6- (2- Methylbenzoyl) -9H-carbazol-3yl] ethanone-1- (O-aceto) oxime (IRGACURE OXE 02) and the like can be preferably used.

The acetophenone-based photoinitiator having a main absorption wavelength of 100 nm to 280 nm is a surface hardening type photoinitiator that mainly causes a photoreaction on the surface of the film because the light efficiency is not so great. Examples of the acetophenone-based photoinitiator include, but are not limited to, oxyphenylacetic acid, 2- [2-oxo-2-phenylacetoxyethoxy] ethyl ester, oxyphenylacetic acid, 2- [2-hydroxyethoxy] ethyl Mixtures of esters (IRGACURE 754), 1-hydroxycyclohexylphenylketone (IRGACURE 184), 2-hydroxy-2-methyl-1-phenylpropan-1-one (darocure 1173), 1- (4-isopropyl Phenyl) -2-hydroxy-2-methylpropan-1-one (DAROCURE 1116), 1- [4- (2-hydroxyethoxy) -phenyl] -2-hydroxy-di-2-methyl-1 Propan-1-one (Irgacure 2959), 2,2-dimethoxy-2-phenylacetophenone (IRGACURE 651), 2,2-diethoxy-2-phenylacetophenone (UVATONE 8302), and the like. These may be used alone or in combination of two or more.

The photopolymerization initiator may be a triazine photoinitiator having a main absorption wavelength of 300 nm to 400 nm, an acetophenone photoinitiator having a main absorption wavelength of 300 nm to 400 nm, and an acetophenone photoinitiator having a main absorption wavelength of 100 nm to 280 nm in a range of 3-7: 1 to 5: It is preferable to mix and use in the weight ratio of 0.3-3. If the mixing ratio is out of the above range, the reaction rate may be too slow, or the problem of pattern profile degradation and residue generation may occur.

The weight ratio of the triazine photoinitiator having a main absorption wavelength of 300 nm to 400 nm and the acetophenone photoinitiator having a main absorption wavelength of 300 nm to 400 nm and the acetophenone photoinitiator having a main absorption wavelength of 100 nm to 280 nm range from 6 to 9: 1 to 4 is preferred. When the mixing ratio is out of the above range, hardening of the lower end of the film may not occur well, thereby reducing adhesion and peeling during development, or it may be difficult to implement a fine pattern.

The photopolymerization initiator In addition to the components described above, as an auxiliary component, one or more of a photocrosslinking sensitizer, a curing accelerator, or other additives may be used in combination.

The photopolymerization initiator is preferably included in 1 to 15% by weight, more preferably 1 to 10% by weight based on the total weight of solids, excluding the solvent in the total composition. When the photopolymerization initiator is included in the content range as described above, no residue is formed on the substrate during development, or the linearity of the pattern is not reduced or the pattern is not sag, so that square pattern formation is possible.

The photosensitive resin composition of the present invention may further include a photopolymerization initiation aid. This photopolymerization start adjuvant is a compound used together with the (D) photoinitiator to promote the polymerization of the (C) photopolymerizable compound initiated by the (D) photoinitiator. Examples of the photopolymerization initiation aid include amine photopolymerization initiation aids, alkoxy anthracene-based photopolymerization initiation aids, and the like.

These photopolymerization initiation aids are used together with the photoinitiator within the content range of the (D) photoinitiator in the composition, and the amount used is usually 10 mol or less, preferably 0.01 mol to 5 mol, per mol of the photopolymerization initiator.

As the (A) coloring agent used in the coloring photosensitive resin composition of the present invention, one or more selected from conventional organic / inorganic pigments and dyes may be used.

As the pigments and dyes, compounds classified as pigments and dyes in the Color Index (published by The Society of Dyers and Colourists) are used, and specific examples thereof are as follows.

Specific examples of the pigment include CI Pigment Yellow No. 1, CI Pigment Yellow No. 12, CI Pigment Yellow No. 13, CI Pigment Yellow No. 14, CI Pigment Yellow No. 15, CI Pigment Yellow No. 16, CI Pigment Yellow No. 17 CI Pigment Yellow No. 20, CI Pigment Yellow No. 24, CI Pigment Yellow No. 31, CI Pigment Yellow No. 53, CI Pigment Yellow No. 83, CI Pigment Yellow No. 86, CI Pigment Yellow No. 93, CI Pigment Yellow No. 94, CI Pigment Yellow No. 109, CI Pigment Yellow No. 110, CI Pigment Yellow No. 117, CI Pigment Yellow No. 125, CI Pigment Yellow No. 128, CI Pigment Yellow No. 137, CI Pigment Yellow No. 138, CI Pigment Yellow No. 139, CI Pigment Yellow 147, CI Pigment Yellow No. 148, CI Pigment Yellow No. 150, CI Pigment Yellow No. 153, CI Pigment Yellow No. 154, CI Pigment Yellow No. 166, CI Pigment Yellow No. 173, CI Pigment Orange No. 13, CI Pigment Orange No. 31, CI Pigment Orange No. 36, CI Pigment Orange No. 38, CI Pigment Orange No. 40, CI Pigment Orange No. 42, CI Pigment Orange 43 No., CI Pigment Orange No. 51, CI Pigment Orange No. 55, CI Pigment Orange No. 59, CI Pigment Orange No. 61, CI Pigment Orange No. 64, CI Pigment Orange No. 65, CI Pigment Orange No. 71, CI Pigment Orange No. 73, CI Pigment Red No. 9, CI Pigment Red No. 97, CI Pigment Red No. 105, CI Pigment Red No. 122, CI Pigment Red No. 123, CI Pigment Red No. 144, CI Pigment Red No. 149, CI Pigment Red 166 No., CI Pigment Red No. 168, CI Pigment Red No. 176, CI Pigment Red No. 177, CI Pigment Red No. 180, CI Pigment Red No. 192, CI Pigment Red No. 215, CI Pigment Red No. 216, CI Pigment Red No. 224, CI Pigment Red No. 242, CI Pigment Red No. 254, CI Pigment Red No. 264, CI Pigment Red No. 265, CI Pigment Blue No. 15, CI Pigment Blue No. 15: 3, CI Pigment Blue No. 15: 4, CI pigment blue 15: 6, CI pigment blue 60, CI Pigment Violet (pigment purple) 1, CI pigment purple 19, CI pigment purple 23, CI pigment Purple No. 29, CI Pigment Purple No. 32, CI Pigment Purple No. 36, CI Pigment Purple No. 38, CI Pigment Green No. 7, CI Pigment Green No. 36, CI Pigment Brown No. 23, CI Pigment Brown No. 25 etc. are mentioned.

Specific examples of the dyes include C.I. Solvent Yellow No. 2, C.I. Solvent Yellow No. 14, C.I. Solvent Yellow No. 16, C.I. Solvent Yellow No. 33, C.I. Solvent Yellow No. 34, C.I. Solvent Yellow No. 44, C.I. Solvent Yellow No. 56, C.I. Solvent Yellow No. 82, C.I. Solvent Yellow No. 93, C.I. Solvent Yellow No. 94, C.I. Solvent Yellow No. 98, C.I. Solvent Yellow No. 116, C.I. Solvent Yellow No. 135, C.I. Solvent Orange No. 1, C.I. Solvent Orange No. 3, C.I. Solvent Orange No. 7, C.I. Solvent Orange 63, C.I. Solvent Red No. 1, C.I. Solvent Red No. 2, C.I. Solvent Red No. 3, C.I. Solvent Red No. 8, C.I. Solvent Red No. 18, C.I. Solvent Red No. 23, C.I. Solvent Red No. 24, C.I. Solvent Red No. 27, C.I. Solvent Red No. 35, C.I. Solvent Red No. 43, C.I. Solvent Red No. 45, C.I. Solvent Red No. 48, C.I. Solvent Red No. 49, C.I. Solvent Red 91: 1, C.I. Solvent Red No. 119, C.I. Solvent Red No. 135, C.I. Solvent Red No. 140, C.I. Solvent Red No. 196, C.I. Solvent Red No. 197, C.I. Solvent Violet No. 8, C.I. Solvent Purple No. 9, C.I. Solvent Purple No. 13, C.I. Solvent Purple No. 26, C.I. Solvent Purple No. 28, C.I. Solvent Purple No. 31, C.I. Solvent Purple No. 59, C.I. Solvent Blue No. 4, C.I. Solvent Blue No. 5, C.I. Solvent Blue No. 25, C.I. Solvent Blue No. 35, C.I. Solvent Blue No. 36, C.I. Solvent Blue No. 38, C.I. Solvent Blue No. 70, C.I. Solvent Green No. 3, C.I. Solvent Green No. 5, C.I. Solvent green 7 and the like.

These pigments and dyes may be used alone or in combination of two or more kinds.

The amount of the coloring agent (A) is 5 to 75% by weight, preferably 10 to 70% by weight based on the total weight of solids excluding the solvent in the total composition. When the content of the colorant is within the above range, since the color concentration when made into the color filter is sufficient and the polymer may be contained in the composition as necessary, a pattern having sufficient mechanical strength can be formed.

When using an organic pigment as (A) coloring agent, it is preferable that the usage-amount of this organic pigment is 50 weight% or more normally with respect to the total amount of (A) coloring agent, More preferably, 55 weight% or more is good.

The (A) coloring agent is preferably used in the form of a mill base (mill base) to implement the color, the mill base may include a dye soluble in an organic solvent with a conventional pigment. In this case, the mill base can be obtained by dissolving a pigment and a dye in a solvent. Preferably, the mill base can be obtained in the state of a pigment dispersion in which the pigment is uniformly dispersed in a solution by carrying out dispersion treatment. When the mill base is formed by including the dye in the pigment dispersion as described above, the dispersing agent and the color realization are superior to the conventional mill base by simply mixing the pigment.

The predominantly colored layer of the millbase is the same as the pigments or dyes exemplified above used in existing millbases, the pigments being primarily organic or inorganic pigments, and the dyes being CI solvents.

Organic pigments in the pigments, if necessary, organic pigments rosin treatment, surface treatment using a pigment derivative having an acid group or basic group introduced, graft treatment on the surface of the pigment using a polymer compound, sulfuric acid fine granulation In order to remove the fine granulation by a method, etc., or an impurity, it can be used by performing the washing process with an organic solvent, water, etc.

It is preferable that the particle diameter of the said (A) coloring agent is uniform. (A) When a pigment dispersant is used for a coloring agent, As said pigment dispersant, a polyester type polymer dispersing agent, an acrylic type polymer dispersing agent, a polyurethane type polymer dispersing agent, a cationic surfactant, an anionic surfactant, a nonionic interface, for example. Active agents etc. can be mentioned, These can be used individually or in combination of 2 types or more, respectively. The content of the pigment dispersant is included 1 to 100 parts by weight, preferably 5 to 50 parts by weight or more based on 100 parts by weight of the colorant. When content of a pigment dispersant exists in the said range, there exists a tendency for the pigment of a uniform dispersion state to be obtained, and it is preferable.

The coloring photosensitive resin composition of this invention is the said (A) coloring agent CI Pigment Blue (pigment blue) No. 15, CI pigment blue 15: 3, CI pigment blue 15: 4, CI pigment blue 15: 6, CI pigment Blue No. 60, CI Pigment Violet No. 1, CI Pigment Purple No. 19, CI Pigment Purple No. 23, CI Pigment Purple No. 29, CI Pigment Purple No. 32, CI Pigment Purple No. 36, CI Pigment Purple No. 38 When it consists of one or more selected from the group, a more preferable coloring pattern is formed.

As the (B) alkali-soluble binder polymer used in the coloring photosensitive resin composition of the present invention, the colorant is dispersed, and when the developing of the coloring photosensitive resin composition layer is performed, the unilluminated area is removed from the layer and the light irradiation area is left. Polymers that give performance are used. As such a binder polymer, the polymer containing the monomeric unit which has a carboxyl group is preferable, for example.

Examples of the monomer having a carboxyl group include unsaturated carboxylic acids having one or more carboxyl groups in the molecule, such as unsaturated monocarboxylic acids, unsaturated dicarboxylic acids, and the like. Specific examples thereof include acrylic acid, methacrylic acid, crotonic acid, itaconic acid, maleic acid, fumaric acid, and the like. These monomers are compounds having a carbon-carbon unsaturated bond, and each can be used alone or two or more together.

The (B) alkali-soluble binder polymer may be a homopolymer made of a monomer having a carboxyl group, but more preferably a copolymer made of a monomer different from the monomer having a carboxyl group. The said other monomer is a monomer which has a carbon-carbon unsaturated bond and can copolymerize with the monomer which has a carboxyl group. Specific examples thereof include aromatic vinyl compounds such as styrene, α-methylstyrene, vinyltoluene and the like, unsaturated carboxylate compounds such as methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate and butyl acryl. Unsaturated aminoalkyl carboxylate compounds such as aminoethyl acrylate, such as latex, butyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, benzyl acrylate, benzyl methacrylate, and the like, Unsaturated glycidyl carboxylate compounds such as glycidyl methacrylate, such as vinyl carboxylate compounds such as vinyl acetate, vinyl propionate, vinyl cyanide compounds such as acrylonitrile, methacryl Unsaturated oxetane carboxylated, such as nitrile and α-chloroacrylonitrile Water, such as 3-methyl-3-acryloxy methyl oxetane, 3-methyl-3-methacryloxy methyl oxetane, 3-ethyl-3-acryloxy methyl oxetane, 3-ethyl-3-methacryloxy Methyl oxetane, 3-methyl-3-acryloxy ethyl oxetane, 3-methyl-3- methacryloxy ethyl oxetane, etc. are mentioned. These monomers are used alone or in combination of two or more.

It is preferable that it is 5-50 weight%, and, as for content of the monomeric unit which has a carboxyl group in such a copolymer, it is more preferable that it is 10-40 weight%. When the content of the monomer unit having the carboxyl group in the copolymer is in the above range, it provides a desirable effect in terms of implementing a good pattern that develops well.

Such binder polymers preferably have a weight average molecular weight (MW) of 5000 to 400000, or 10000 to 300000, as measured by gel permeation chromatography (GPC) using polystyrene as standard material.

The content of the alkali soluble binder polymer (B) is 1 to 40% by weight, preferably 3 to 30% by weight based on the total weight of solids excluding the solvent in the total composition. When the content of the (B) alkali-soluble binder polymer is within the above range, a sharp pattern is formed, and the pattern resolution tends to be improved.

The (C) photopolymerizable compound used in the colored photosensitive resin composition of the present invention is a compound which can be polymerized by active radicals, an acid, etc. generated from the photopolymerization initiator (D) by light irradiation, and for example, a carbon-carbon polymerizable. The compound etc. which have an unsaturated bond are mentioned. Such compounds may be monofunctional photopolymerizable compounds, bifunctional photopolymerizable compounds, or multifunctional photopolymerizable compounds that are trifunctional or higher.

Examples of monofunctional photopolymerizable compounds include nonylphenylcarbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexylcarbitol acrylate, 2-hydroxyethyl acrylate, and N-vinylpi A ralidone etc. are mentioned.

Examples of difunctional photopolymerizable compounds include 1,6-hexanediol diacrylate, 1,6-hexanediol dimethacrylate, ethylene glycol diacrylate, ethylene glycol dimethacrylate, neopentyl glycol diacrylate, Neopentyl glycol dimethacrylate, triethylene glycol diacrylate, triethylene glycol dimethacrylate, bis (acryloyloxyethyl) ether of bisphenol A, 3-methylpentanediol diacrylate, 3-methylpentanediol Dimethacrylate etc. are mentioned.

Examples of the trifunctional or higher polyfunctional photopolymerizable compound include trimethylolpropane triacrylate, trimethylolpropane trimethacrylate, pentaerythritol triacrylate, pentaerythritol trimethacrylate, pentaerythritol tetraacrylate, pentaerythritol tetrametha Acrylate, dipentaerythritol pentaacrylate, dipentaerythritol pentamethacrylate, dipentaerythritol hexaacrylate, dipentaerythritol hexamethacrylate and the like.

These (C) photopolymerizable compounds are used individually or in combination of 2 or more types, respectively. It is preferable to use the polyfunctional photopolymerizable compound which is bifunctional or more, and when using 2 or more types of photopolymerizable compounds, it is preferable to use one or more polyfunctional photopolymerizable compounds.

The content of the (C) photopolymerizable compound is 0.1 to 50% by weight, preferably 1 to 40% by weight based on the total weight of solids excluding the solvent in the total composition. When the content of the photopolymerizable compound is within the above range, no pattern tearing may occur, and an excellent pattern may be formed, and the coloring photosensitive resin composition of the present invention may be uniformly applied during the process to prevent reverse taper and residue generation. It is preferable at the point.

As the solvent (E) used in the colored photosensitive resin composition of the present invention, a solvent used in a conventional colored photosensitive resin composition may be used. For example, ethylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether and the like; Diethylene glycol dialkyl ethers such as diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether and the like; Alkylene glycol alkyl ether acetates such as ethylene glycol alkyl ether acetate, methylcellosolve acetate, ethylcellosolve acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, Oxybutyl acetate, methoxypentyl acetate and the like; Aromatic hydrocarbons such as benzene, toluene, xylene and the like; Ketones such as methyl ethyl ketone, acetone, methyl isobutyl ketone, cyclohexanone and the like; Alcohols such as ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, glycerin and the like; Esters such as ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, ethyl 3-ethoxypropionate, cyclic esters, γ-butyrolactone, and the like. These may be used alone or in combination of two or more.

Content of the said (E) solvent is 50-90 weight% with respect to the total weight of the whole composition, Preferably it is 60-85 weight%. When (E) solvent is contained in the above ranges, it has moderate viscosity and can easily dissolve the remaining components.

The coloring photosensitive resin composition of the present invention may further include an additive (F). Examples of the additive (F) include fillers, polymers other than the (B) alkali-soluble binder polymer, surfactants, adhesion promoters, and antioxidants. , Ultraviolet absorbers, aggregation inhibitors, pigment dispersants, organic acids, organic amino compounds, and curing agents. The content of the (F) additive is not particularly limited, but is preferably 0.01 to 10% by weight based on the total weight of the composition.

Examples of such other polymers include polyvinyl alcohol, polyacrylic acid, polyethylene glycol monoalkyl ethers, polyfluoroalkyl acrylates, and the like. Examples of the surfactants include polyester-based polymer dispersants, acrylic polymer dispersants, polyurethane-based polymer dispersants, cationic surfactants, anionic surfactants, nonionic surfactants, and the like, each of which is single or two or more. Use this together.

Examples of the adhesion promoter include vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, N- (2-aminoethyl) -3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 2- ( 3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-mercaptopropyltrimeth Oxysilane, etc. are mentioned.

Examples of the antioxidant include 2,2-thiobis (4-methyl-6-t-butylphenol), 2,6-di-t-butylphenol and the like.

Examples of the ultraviolet absorber include 2- (3-t-butyl-5-methyl-2-hydroxyphenyl) -5-chlorobenzotriazole, alkoxybenzophenone and the like.

 Examples of the aggregation inhibitor include sodium polyacrylate and the like.

Examples of the organic acid include aliphatic monocarboxylic acids such as formic acid, acetic acid, propionic acid, butyric acid, valeric acid, pivalic acid, capronic acid, diethylacetic acid, enanthic acid, caprylic acid, and the like. Acids such as oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, brassylic acid, methylmalonic acid, ethylmalonic acid, dimethylmal Alionic acid, methyl succinic acid, tetramethyl succinic acid, cyclohexanedicarboxylic acid, itaconic acid, citraconic acid, maleic acid, fumaric acid, mezaconic acid and the like, aliphatic tricarboxylic acids such as tricarboxylic acid, aconitic acid, Aromatic monocarboxylic acids, such as camphoronic acid, such as benzoic acid, toluic acid, cumene acid, hemelic acid, mesitylene acid, etc., aromatic dicarboxylic acid, phthalic acid, isophthalic acid, terephthalic acid, etc. , Trimellitic acid, trimes Acids, melopanic acid, pyromellitic acid and the like, and other acids.

Examples of such organic amino compounds include mono (cyclo) alkylamines such as n-propylamine, i-propylamine, n-butylamine, i-butylamine, s-butylamine, t-butyl amine, n-pentylamine , n-hexylamine, n-heptylamine, n-octylamine, n-nonylamine, n-decylamine, n-undecylamine, n-dodecylamine, cyclohexylamine, 2-methylcyclohexylamine, 3 Di (cyclo) alkylamines such as methylmethylhexylamine, 4-methylcyclohexylamine, such as methylethylamine, diethylamine, methyl n-propylamine, ethyl n-propylamine, di n-propylamine, di i-propylamine, di n-butylamine, di i-butylamine, di s-butylamine, di t-butylamine, di n-pentylamine, di n-hexylamine, methylcyclohexylamine, ethylcyclohexylamine Tri (cyclo) alkylamines such as dicyclohexylamine, such as dimethylethylamine, methyldiethylamine, triethylamine, dimethyl n-propylamine, diethyl n-propylamine, methyl Di n-propylamine, ethyl di n-propylamine, tri n-propylamine, tri i-propylamine, tri n-butylamine, tri i-butylamine, tri s-butylamine, tri t-butylamine, tri mono (cyclo) alkanolamines such as n-pentylamine, tri n-hexylamine, dimethylcyclohexylamine, diethylcyclohexylamine, methyldicyclohexylamine, ethyldicyclohexylamine, tricyclohexylamine, and the like. 2-aminoethanol, 3-amino-1-propanol, 1-amino-2-propanol, 4-amino-1-butanol, 5-amino-1-pentanol, 6-amino-1-hexanol, 4-amino Di (cyclo) alkanolamines such as -1-cyclohexanol such as diethanolamine, di n-propanolamine, di i-propanolamine, di n-butanolamine, di i-butanolamine, di n-pentane Tri (cyclo) alkanolamines such as olamine, di n-hexanolamine, di (4-cyclohexanol) amine, such as triethanolamine, tri n-propanolamine, tri i-propane Amino (cyclo) alkanediols such as olamine, tri n-butanolamine, tri i-butanolamine, tri n-pentanolamine, tri n-hexanolamine, tri (4-cyclohexanol) amine, and the like. -Amino-1,2-propanediol, 2-amino-1,3-propanediol, 4-amino-1,2-butanediol, 4-amino-1,3-butanediol, 4-amino-1,2-cyclo Hexanediol, 4-amino-1,3-cyclohexanediol, 3-dimethylamino-1,2-propanediol, 3-diethylamino-1,2-propanediol, 2-dimethylamino-1,3-propane Amino group-containing cycloalkanethanols such as diol and 2-diethylamino-1,3-propanediol, such as 1-aminocyclopentanonemethanol, 4-aminocyclopentanonmethanol, 1-aminocyclohexanonemethanol, 4- Aminocarboxyl, such as aminocyclohexanonemethanol, 4-dimethylaminocyclopentanmethanol, 4-diethylaminocyclopentanmethanol, 4-dimethylaminocyclohexanemethanol, 4-diethylaminocyclohexanemethanol Acids, such as β-alanine, 2-aminobutyric acid, 3-aminobutyric acid, 4-aminobutyric acid, 2-aminoisobutyric acid, 3-aminoisobutyric acid, 2-aminovaleric acid, 5-aminovaleric acid, 6-amino Aromatic amines such as aproline, 1-aminocyclopropanecarboxylic acid, 1-aminocyclohexanecarboxylic acid, 4-aminocyclohexanecarboxylic acid, such as aniline, o-methylaniline, m-methylaniline, p- Methylaniline, p-ethylaniline, pn-propylaniline, pi-propylaniline, pn-butylaniline, pt-butylaniline, 1-naphthylamine, 2-naphthylamine, N, N-dimethylaniline, N, N Aminobenzyl alcohols such as diethylaniline, p-methyl-N, N-dimethylaniline, and the like, o-aminobenzyl alcohol, m-aminobenzyl alcohol, p-aminobenzyl alcohol, p-dimethylaminobenzyl alcohol, p- Aminophenols such as diethylaminobenzyl alcohol, such as o-aminophenol, m-aminophenol, p-aminophenol, p-dimethylami Phenol, diethyl p- can be an amino phenol, an amino acid, for example, m- aminobenzoic acid, p- aminobenzoic acid, p- dimethylaminobenzoic acid, p--diethylamino-benzoic acid or the like, and other acids.

The curing agent is used to cure the colored pattern by crosslinking with the binder polymer by post-baking treatment in the process for pattern formation to improve its mechanical strength. The curing agent is a compound capable of crosslinking the binder polymer by reacting with a carboxyl group in the binder polymer by a bend, and examples thereof include an epoxy compound and an oxetane compound.

Examples of the epoxy compound include bisphenol A epoxy resin, hydrogenated bisphenol A epoxy resin, besphenol F epoxy resin, hydrogenated bisphenol F epoxy resin, novolac epoxy resin, other aromatic preepoxy resin, and alicyclic epoxy resin. A group epoxy resin, a heterocyclic epoxy resin, glycidyl ester resin, glycidyl amine resin, epoxidized oil, etc. are mentioned. In addition, brominated derivatives of the epoxy resin; Aliphatic, cycloaliphatic or aromatic epoxy compounds other than epoxy resins and brominated derivatives thereof; The epoxidation material of the (co) polymer of butadiene, the epoxidation material of the (co) polymer of isoprene, the (co) polymer of glycidyl (meth) acrylate, a triglycidyl isocyanurate, etc. are mentioned.

Examples of the oxetane compound include carbonate bisoxetane, xylene bisoxetane, adipate bisoxetane, terephthalate bisoxetane, and cyclohexanedicarboxylic acid bisoxetane.

The coloring photosensitive resin composition of this invention can contain the compound which can cause ring-opening polymerization of the epoxy group in an epoxy compound, and the oxetane frame | skeleton in an oxetane compound with a hardening | curing agent. Examples of such compounds include polyhydric carboxylic acids, polyhydric carboxylic anhydrides, acid generators, and the like.

Examples of the polyhydric carboxylic acid include phthalic acid, 3,4-dimethylphthalic acid, isophthalic acid, terephthalic acid, pyromellitic acid, trimethyltriic acid, 1,4,5,8-naphthalenetetracarboxylic acid, which are aromatic polyhydric carboxylic acids, 3,3 ', 4,4'-benzophenonetetracarboxylic acid; Succinic acid, glutaric acid, adipic acid, 1,2,3,4-butanetetracarboxylic acid, maleic acid, fumaric acid, itaconic acid which are aliphatic polyhydric carboxylic acid; Hexahydrophthalic acid, 3,4-dimethyltetrahydrophthalic acid, hexahydroisophthalic acid, hexahydroterephthalic acid, 1,2,4-cyclopentanetricarboxylic acid, 1,2,4-cyclohexanetri which is an alicyclic polyhydric carboxylic acid Carboxylic acid, cyclopentane tetracarboxylic acid, 1,2,4,5-cyclohexane tetracarboxylic acid, etc. are mentioned.

Examples of the polyhydric carboxylic anhydride include phthalic anhydride, pyromellitic anhydride, trimellitic anhydride, 3,3 ', 4,4'-benzophenonetetracarboxylic dianhydride and the like, which are aromatic polyhydric carboxylic anhydrides; Itaconic anhydride, succinic anhydride, citraconic anhydride, dodecenyl succinic anhydride, tricarvalyl anhydride, maleic anhydride, 1,2,3,4-butanetetracarboxylic dianhydride which are aliphatic polyhydric carboxylic anhydrides Etc; Hexahydrophthalic anhydride which is alicyclic polyhydric carboxylic anhydride, 3, 4- dimethyl tetrahydrophthalic anhydride, 1,2, 4- cyclopentane tricarboxylic anhydride, 1,2, 4- cyclohexane tricarboxylic anhydride Cyclopentanetetracarboxylic dianhydride, 1,2,4,5-cyclohexane tetracarboxylic dianhydride, hymic anhydride, nadic acid anhydride and the like; Ethylene glycol bistrimellitic acid, glycerin tristrimellitic anhydride, etc. which are ester group containing carboxylic anhydride are mentioned.

As the epoxy resin curing agent may be used commercially available. Examples of commercially available epoxy resin hardeners include Adeka Hardener EH-700 (trade name, manufactured by Asahi Denka Kogyo Co., Ltd.), 'Rickacid HH' (trade name, New Japan Chemical) Company limited products), "MH-700" (brand name, New Japan Chemical Limited product), etc. are mentioned.

Each of the curing agents may be used alone or in combination of two or more.

The additive (F) may be dissolved in advance in the mixture if it can be included in the form of a solution in the composition of the colorant and the solvent. In general, the (F) additive is premixed with the (B) alkali-soluble binder polymer, (C) photopolymerizable compound and (D) photopolymerization initiator.

The colored photosensitive resin composition thus prepared is advantageous to achieve high concentration and high transmittance, and is excellent as a dispersion stability and excellent in characteristics over time, and thus is useful as a raw material for forming a coloring pattern constituting a color filter.

Manufacturing method of coloring photosensitive resin composition

Referring to the manufacturing method of the colored photosensitive resin composition of the present invention for example as follows.

First, the said (A) coloring agent is included in the said (E) solvent, The said (B) alkali-soluble binder polymer, the said (C) photopolymerizable compound, and the said (D) photopolymerization are contained in the solvent containing the said (A) coloring agent. An initiator may be included to prepare the colored photosensitive resin composition of the present invention. The (A) coloring agent may be present in a dissolved or dispersed state in the (E) solvent. In addition, a pigment dispersant may be further included as the (F) additive, and may be included in advance if the pigment dispersant may exist in the form of a solution. In addition, another example of the method for producing the colored photosensitive resin composition of the present invention will be described.

A part of the solvent (E) is included in the (A) coloring agent to prepare a first mixture. The second mixture is prepared by including the (B) alkali-soluble binder polymer, the (C) photopolymerizable compound, and the (D) photopolymerization initiator in the remainder of the (E) solvent. The photosensitive resin composition of the present invention may be prepared by including the second mixture in the first mixture or by including the first mixture in the second mixture.

The photosensitive resin composition of the present invention can be more preferably used for a complementary metal oxide semiconductor image sensor.

Hereinafter, the present invention will be described in more detail with reference to Examples. However, the following examples are intended to further illustrate the present invention, and the scope of the present invention is not limited by the following examples. The following examples can be appropriately modified and changed by those skilled in the art within the scope of the present invention.

Examples 1-2 and Comparative Examples 1-6: Preparation of Colored Photosensitive Resin Composition

Based on 100% by weight of the total solids of the components, excluding solvents, C.I. Pigment Green No. 7 21 wt%, Green No. 36 9.66 wt%, C.I. Pigment Yellow No. 138 10.08 wt%, C.I. Pigment Yellow (pigment yellow) No. 150 1.26% by weight, polyester-based dispersant (Diperbyk-2000, manufactured by Byk) 14.55% by weight, dispersion resin (S-69B: weight average molecular weight 20000, acid value 80mgKOH / g, Aekyung Co., Ltd.) A copolymer of methacrylic acid and benzyl methacrylate having a weight average molecular weight (MW) of 20,000 and an acid value (A / V) of 120 mg KOH / g was obtained under stirring at 23 ° C., after obtaining a mill base composed of 11.62% by weight. Weight%, 15.87 weight% dipentaerythritol hexaacrylate (manufactured by TOAGOSEI Co., Ltd.), 3.48 weight% of photopolymerization initiator (see Table 1 below), and 400 weight part of propylene glycol monomethyl ether acetate as a solvent based on 100 parts by weight of the total solids. Part, and the mixture was stirred for 3 hours to obtain colored photosensitive resin compositions of Examples 1-2 and Comparative Examples 1-6. The composition of this coloring photosensitive resin composition is as Table 1 below.

Photoinitiator coloring agent bookbinder
Polymer Monomer menstruum Example 1 TAZ-PP: OXE01: I-754
Weight ratio = 5: 3: 1 Green pigment dispersion
(Weight ratio of G7: G36: Y138: Y150 = 50: 23: 24: 3) Copolymer of methacrylic acid with benzyl methacrylate
(Weight average molecular weight: 20,000,
Acid value: 120mgKOH / g) Dipentaerythritol hexaacrylate
(Manufactured by TOAGOSEI Co., Ltd.) Propylene Glycol Monomethyl Ether Acetate Example 2 TAZ-PP: OXE01: I-184
Weight ratio = 5: 3: 1 Comparative Example 1 TAZ-PP: OXE01
Weight ratio = 5: 3 Comparative Example 2 TAZ-PP: OXE01: I-369
Weight ratio = 5: 3: 1 Comparative Example 3 TAZ-PP: OXE01: EAB-F
Weight ratio = 5: 3: 1 Comparative Example 4 I-369: I-184
Weight ratio = 4: 4 Comparative Example 5 I-369: OXE-01
Weight ratio 2: 7 Comparative Example 6 TCDM: OXE01: I-754
Weight ratio = 5: 3: 1

week)

TAZ-PP: 2,4-bis (trichloromethyl) -6-piperonyl-1,3,5-triazine manufactured by Midori Kagaku Co., Ltd.

OXE-01: 1- [4- (phenylthio) phenyl] -1,2-octanedione-2- (O-benzyl) oxime manufactured by Ciba Specialty Chemical

I-754: Mixture of oxyphenylacetic acid, 2- [2-oxo-2-phenylacetoxyethoxy] ethyl ester, oxyphenylacetic acid and 2- [2-hydroxyethoxy] ethyl ester, manufactured by Ciba Specialty Chemical

I-184: 1-hydroxycyclohexylphenyl ketone, manufactured by Ciba Specialty Chemical

I-369: 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butan-1-one, manufactured by Ciba Specialty Chemical

EAB-F: 4,4'-bis (N, N-diethylamino) benzophenone, Hodogaya Chemical Co., Ltd. make

TCDM: 2,2 ', 4-tris (2-chlorophenyl) -5- (3,4-dimethoxyphenyl) -4', 5'-diphenyl-1,1'-biimidazole, SUN CHEMICAL Produce

Test Example: Formation Test of Colored Pattern

On the surface of a 6-inch size Si-wafer in a clean room at 23 ° C., the photosensitive resin compositions of Examples 1 to 2 and Comparative Examples 1 to 6 were applied by spin coating, followed by drying at 100 ° C. for 90 seconds. The volatile components were volatilized to form a colored photosensitive composition layer. After cooling to 23 ° C., the formed photosensitive composition layer was irradiated with an i-ray (wavelength 365 nm) through a photomask. An ultrahigh pressure mercury lamp was used as a light source of line i, and the irradiation light quantity was 150 mJ / cm <2>. As the photomask, a photomask for forming color pixels in the form of lines and dots having a line width of 2 m, 1.5 m, 1.2 m and 1.0 m was used. Subsequently, the solution was immersed in a developing solution (aqueous solution containing 0.189 wt% of tetramethylammonium hydroxide) at 23 ° C, developed, washed with pure water, and then heated at 220 ° C for 180 seconds to form a colored pixel. The thickness of the obtained colored pixel was all 0.75 micrometer. The shape of the obtained pattern was observed, the occurrence of residue and the linearity of the pattern were evaluated and shown in Table 2 below.

<Evaluation Criteria>

○: Excellent, △: Normal, ×: Poor

Residue prevention properties Pattern shape Example 1 ○ ○ Example 2 ○ △ Comparative Example 1 × × Comparative Example 2 × △ Comparative Example 3 △ × Comparative Example 4 × × Comparative Example 5 × × Comparative Example 6 × ×

From the test results shown in Table 2, it can be seen that the colored photosensitive compositions of Examples 1 and 2 of the present invention are excellent in residue prevention characteristics and excellent in pattern shape, as compared with the compositions of Comparative Examples 1 to 6.

Claims (16)

As a coloring photosensitive resin composition containing (A) a coloring agent, (B) alkali-soluble binder polymer, (C) photopolymerizable compound, (D) photoinitiator, and (E) solvent,
The photopolymerization initiator (D) is a mixture of a triazine photoinitiator having a main absorption wavelength of 300 nm to 400 nm, an acetophenone photoinitiator having a main absorption wavelength of 300 nm to 400 nm, and an acetophenone photoinitiator having a main absorption wavelength of 100 nm to 280 nm. The coloring photosensitive resin composition characterized by the above-mentioned. The triazine photoinitiator having a main absorption wavelength of 300 nm to 400 nm is bis (trichloromethyl) -6-piperonyl-1,3,5-triazine (TAZ-PP) and 2,4-bis ( Trichloromethyl) -6-p-methoxystyryl-S-triazine (TAZ-110) It consists of at least 1 sort (s) selected from the group which consists of coloring photosensitive resin composition. The acetophenone-based photoinitiator having a main absorption wavelength of 300 nm to 400 nm is 1- [4- (phenylthio) phenyl] -1,2-octanedione-2- (O-benzyl) oxime (IRGACURE OXE 01). , 1- [9-ethyl-6- (2-methylbenzoyl) -9H-carbazol-3yl] ethanone-1- (O-aceto) oxime (IRGACURE OXE 02), 2-hydroxy-2-methyl -1-phenylpropan-1-one, 2-methyl- (4-methylthio) phenyl-2-morpholino-1-propane-1-one (IRGACURE907) and 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butan-1-one (IRGACURE369) It consists of at least 1 sort (s) chosen from the group which consists of a coloring photosensitive resin composition. The acetophenone-based photoinitiator having a main absorption wavelength of 100 nm to 280 nm is oxyphenylacetic acid, 2- [2-oxo-2-phenylacetoxyethoxy] ethyl ester, oxyphenylacetic acid, 2- [2-hydride. Mixture of hydroxyethoxy] ethyl ester (IRGACURE 754), 1-hydroxycyclohexylphenyl ketone (IRGACURE 184), 2-hydroxy-2-methyl-1-phenylpropan-1-one (darocure 1173), 1- (4-isopropylphenyl) -2-hydroxy-2-methylpropan-1-one (DAROCURE 1116), 1- [4- (2-hydroxyethoxy) -phenyl] -2-hydroxy-di- With 2-methyl-1-propan-1-one (Irgacure 2959), 2,2-dimethoxy-2-phenylacetophenone (IRGACURE 651) and 2,2-diethoxy-2-phenylacetophenone (UVATONE 8302) Colored photosensitive resin composition, characterized in that it is composed of one or more selected from the group consisting of. The triazine photoinitiator having a main absorption wavelength of 300 nm to 400 nm, the acetophenone photoinitiator having a main absorption wavelength of 300 nm to 400 nm, and the acetophenone photoinitiator having a main absorption wavelength of 100 nm to 280 nm 3 to 7: 1 to 5 : A coloring photosensitive resin composition, which is used by mixing at a weight ratio of 0.3 to 3. The weight ratio of the content of the triazine photoinitiator having a main absorption wavelength of 300 nm to 400 nm and the acetophenone photoinitiator having a main absorption wavelength of 300 nm to 400 nm and the acetophenone photoinitiator having a main absorption wavelength of 100 nm to 280 nm is 6. 9: 1-4, The coloring photosensitive resin composition characterized by the above-mentioned. (A) 5 to 75% by weight of the colorant, (B) 1 to 40% by weight of the alkali-soluble binder polymer, and (C) 0.1 to 50% by weight, based on the total weight of the solids excluding the solvent in the total composition. And (D) 1 to 15% by weight of a photopolymerization initiator, and 50 to 90% by weight of the solvent (E) based on the total weight of the total composition. The method of claim 1, wherein the (A) coloring agent is C.I. Pigment Blue No. 15, C.I. Pigment Blue 15: 3, C.I. Pigment Blue 15: 4, C.I. Pigment Blue 15: 6, C.I. Pigment Blue No. 60, C.I. Pigment Violet No. 1, C.I. Pigment Purple No. 19, C.I. Pigment Purple No. 23, C.I Pigment Purple No. 29, C.I Pigment Purple No. 32, C.I Pigment Purple No. 36, C.I Pigment Purple No. 38, wherein the photosensitive resin composition, characterized in that composed of one or more selected from the group consisting of. The said (B) alkali-soluble binder polymer is 1 chosen from the group which consists of a copolymer of the monomer which has a carboxyl group, and the monomer which has a carbon-carbon unsaturated bond, and can copolymerize with the monomer which has a carboxyl group. Colored photosensitive resin composition, characterized in that composed of more than one species. The colored photosensitive resin composition according to claim 1, wherein the photopolymerizable compound (C) comprises at least one bifunctional or higher polyfunctional photopolymerizable compound. The method according to claim 1, wherein the (E) solvent is ethylene glycol monoalkyl ether type; Diethylene glycol dialkyl ethers; Alkylene glycol alkyl ether acetates; Aromatic hydrocarbons; Ketone system; Alcohol based; And at least one member selected from the group consisting of esters. The coloring pattern formed from the coloring photosensitive resin composition of any one of Claims 1-11. A color filter comprising the coloring pattern of claim 12. A liquid crystal display device comprising the color filter of claim 13. Complementary metal oxide semiconductor image sensor comprising the color filter of claim 14. An imaging device comprising the complementary metal oxide semiconductor image sensor of claim 15.

Images