JP2005010763A - Colored photosensitive resin composition - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a colored photosensitive resin composition having a good level of residue, excellent in developability, and capable of forming a color filter with a colored layer having a high surface hardness and excellent in solvent resistance. <P>SOLUTION: The colored photosensitive resin composition comprises a colorant (A), a binder resin (B), a photopolymerizable compound (C), a photopolymerization initiator (D), a pigment dispersant (E) and a solvent (F). When the colored photosensitive resin composition is applied on a glass substrate to form a resin layer and this resin layer is prebaked, exposed through a mask, developed and postbaked, a hardness of a hardened resin layer obtained after the postbaking is a pencil hardness of 3H to 9H, and a transmittance (an average at 400-780 nm) of the part of the glass substrate on which an unexposed region of a photosensitive resin layer obtained after the prebaking and the exposure through the mask is dissolved after the lapse of 120 seconds after immersing the photosensitive resin layer in an aqueous alkali solution at 25°C under stirring at 100 rpm is 98-100%. <P>COPYRIGHT: (C)2005,JPO&NCIPI

Description

  The present invention relates to a colored photosensitive resin composition.

A colored layer (colored pixel) formed in a conventional pattern has insufficient hardness, and the colored layer is easily damaged in a subsequent process such as an alignment film rubbing treatment after color filter production. When assembling a liquid crystal panel, the colored layer is likely to be deformed by the pressure from the spacer material interposed between the two substrates, and as a result, the cell gap locally fluctuates, which tends to cause display defects. There was a point.
In general, the colored layer of a color filter is composed of a colorant such as a pigment (organic pigment or inorganic pigment) or dye, and a resin component (such as a dispersant or a binder resin). The resin component is crosslinked by light or heat. Even if it is done, it is soft, and the pencil hardness of the surface is usually about HB to 2H. As an improvement method, it has been proposed to add ceramic particles and make the coating film hardness 3H or more (see, for example, Patent Document 2), but since ceramics are added, it contributes to dissolution during development. When the photosensitive resin layer obtained after pre-baking is immersed in an alkaline aqueous solution, the transmittance (average of 400 to 780 nm) of the glass part in which the photosensitive resin is dissolved is lower than 98% (residue) Occurred).
In addition, a conventionally known photosensitive resin composition that can form a coating film having sufficient hardness has high sensitivity (for example, see Patent Documents 3 and 4), but should be removed by development. A development residue may be generated on the substrate of the portion (non-pixel portion) or surface roughness may be generated in the formed pixel portion, which may be a problem.

JP-A-1-152449, page 1, line 5-19 JP-A-10-186126, page 2, right column, lines 38-50 JP-A-8-262221, page 2, left column, lines 2-6 JP, 2001-337450, A page 2 left column 2nd line-27th line

  An object of the present invention is to provide a colored photosensitive resin composition having a good residue level, excellent developability, high surface hardness, excellent solvent resistance, and capable of forming a color filter having a colored layer. is there.

As a result of intensive studies to solve the above-mentioned problems, the present inventors have found a colored photosensitive resin composition having both high surface hardness and good developability, and have reached the present invention.
That is, the present invention provides a colored photosensitive composition comprising a colorant (A), a binder resin (B), a photopolymerizable compound (C), a photopolymerization initiator (D), a pigment dispersant (E) and a solvent (F). The coating film prepared using the colored photosensitive resin composition has a pencil hardness of 3H or more and 9H or less, and the colored photosensitive resin composition is applied onto a substrate. Then, after pre-baking at 100 ° C. for 3 minutes, the colored photosensitive resin composition layer was stirred under 25 ° C. alkaline aqueous solution (0.05% potassium hydroxide by mass fraction, and sodium butylnaphthalene sulfonate by 0.00%). 2% aqueous solution), the colored photosensitive resin composition layer dissolves within 1 second to 120 seconds, and the transmittance of glass part (average of 400 to 780 nm) is 98% to 100%. % Photosensitive resin composition To provide. Moreover, this invention provides the liquid crystal display device using the pattern formed using the said photosensitive resin composition, the color filter containing the said pattern, and the said color filter.

  The colored photosensitive resin composition of the present invention can achieve both high surface hardness and good developability when a color filter is formed using the colored photosensitive resin composition. Specifically, there is little residue at the removal site after development, excellent developability, high surface hardness, excellent solvent resistance, and a cross-sectional shape is a forward tapered shape or a rectangular shape with no rough surface. And a color filter using the same can be provided.

  The colored photosensitive resin composition of the present invention comprises a colorant (A), a binder resin (B), a photopolymerizable compound (C), a photopolymerization initiator (D), a pigment dispersant (E), and a solvent (F). A colored photosensitive resin composition comprising the above-mentioned colored photosensitive resin composition applied onto a glass substrate to form a resin layer, the resin layer being pre-baked, exposed through a mask, developed, When post-baking, the hardness of the cured resin layer obtained after post-baking is 3H or more and 9H or less in pencil hardness, and the photosensitive resin layer obtained after exposure through pre-baking and masking is stirred at 100 rpm. The transmittance (average of 400 to 780 nm) of the portion where the non-exposed portion of the photosensitive resin layer after 120 seconds is immersed in an alkaline aqueous solution at 120 ° C. is 98% or more and 100% or less.

  The hardness of the cured resin layer (coating film) is required to be 3H or more and 9H or less in pencil hardness, preferably 4H or more and 9H or less, more preferably 5H or more and 9H or less. The cured resin layer (coating film) is a portion that becomes a pixel portion. If the pencil hardness is 3H or more and 9H or less, the cured resin layer (coating film) is formed in a process such as forming a liquid crystal alignment film performed after pixel formation. ) Is preferred because it is difficult to scratch. The pencil hardness is measured by the method of JIS K5400.

The pre-baking is preferably carried out at 100 ° C. for about 3 minutes by applying the colored photosensitive resin composition onto a glass substrate.
The photosensitive resin layer obtained after exposure through the pre-baking and the mask is immersed in an aqueous alkali solution at 25 ° C. with stirring at 100 rpm. Here, as the alkaline aqueous solution, an aqueous solution containing 0.05% potassium hydroxide and 0.2% sodium butylnaphthalene sulfonate by mass fraction is usually used.
The non-exposed portion of the photosensitive resin layer is preferably dissolved within 120 seconds, more preferably 1 second to 100 seconds, more preferably 1 when immersed in an alkaline aqueous solution at 25 ° C. with stirring at 100 rpm. 2 seconds or more and 80 seconds or less, more preferably 1 second or more and 60 seconds or less. It is preferable for the time required for dissolution to be in the above-mentioned range because a decrease in productivity of the color filter can be suppressed.
The non-exposed part of the photosensitive resin layer is immersed in a 25 ° C. alkaline aqueous solution with stirring at 100 rpm, and the transmittance of the part where the photosensitive resin layer is dissolved after 120 seconds (the transmission wavelength is 400 nm to 780 nm). The average value of the range is required to be 98% or more and 100% or less, preferably 99% or more and 100% or less, more preferably 99.5% or more and 100.0% or less. A transmittance of 98% or more and 100% or less is preferable because the effect on the brightness of the colored layer is small.

  The colorant (A) used in the present invention may be an organic colorant or an inorganic colorant. The organic colorant may be an organic pigment or an organic dye. The organic colorant may be a synthetic colorant or a natural colorant. The inorganic colorant may be an inorganic pigment such as a metal oxide, a metal complex salt, or an inorganic salt of barium sulfate (an extender pigment). Among these colorants, organic colorants and further organic pigments are preferably used.

Examples of organic pigments and inorganic pigments include compounds classified as Pigment by Color Index (published by The Society of Dyers and Colorists).
Specifically, C.I. I. Pigment yellow 1, C.I. I. Pigment yellow 3, C.I. I. Pigment yellow 12, C.I. I. Pigment yellow 13, C.I. I. Pigment yellow 14, C.I. I. Pigment yellow 15, C.I. I. Pigment yellow 16, C.I. I. Pigment yellow 17, C.I. I. Pigment yellow 20, C.I. I. Pigment yellow 24, C.I. I. Pigment yellow 31, C.I. I. Pigment yellow 53, C.I. I. Pigment yellow 83, C.I. I. Pigment yellow 86, C.I. I. Pigment yellow 93, C.I. I. Pigment yellow 94, C.I. I. Pigment yellow 109, C.I. I. Pigment yellow 110, C.I. I. Pigment yellow 117, C.I. I. Pigment yellow 125, C.I. I. Pigment yellow 128, C.I. I. Pigment yellow 137, C.I. I. Pigment yellow 138, C.I. I. Pigment yellow 139, C.I. I. Pigment yellow 147, C.I. I. Pigment yellow 148, C.I. I. Pigment yellow 150, C.I. I. Pigment yellow 153, C.I. I. Pigment yellow 154, C.I. I. Pigment yellow 166, C.I. I. Pigment yellow 173, C.I. I. Pigment yellow 194, C.I. I. Yellow pigments such as CI Pigment Yellow 214;
C. I. Pigment orange 13, C.I. I. Pigment orange 31, C.I. I. Pigment orange 36, C.I. I. Pigment orange 38, C.I. I. Pigment orange 40, C.I. I. Pigment orange 42, C.I. I. Pigment orange 43, C.I. I. Pigment orange 51, C.I. I. Pigment orange 55, C.I. I. Pigment orange 59, C.I. I. Pigment orange 61, C.I. I. Pigment orange 64, C.I. I. Pigment orange 65, C.I. I. Pigment orange 71, C.I. I. Orange pigments such as CI Pigment Orange 73;
C. I. Pigment red 9, C.I. I. Pigment red 97, C.I. I. Pigment red 105, C.I. I. Pigment red 122, C.I. I. Pigment red 123, C.I. I. Pigment red 144, C.I. I. Pigment red 149, C.I. I. Pigment red 166, C.I. I. Pigment red 168, C.I. I. Pigment red 176, C.I. I. Pigment red 177, C.I. I. Pigment red 180, C.I. I. Pigment red 192, C.I. I. Pigment red 209, C.I. I. Pigment red 215, C.I. I. Pigment red 216, C.I. I. Pigment red 224, C.I. I. Pigment red 242, C.I. I. Pigment red 254, C.I. I. Pigment Red 264, C.I. I. Red pigments such as CI Pigment Red 265;
C. I. Pigment blue 15, C.I. I. Pigment blue 15: 3, C.I. I. Pigment blue 15: 4, C.I. I. Pigment blue 15: 6, C.I. I. Blue pigments such as CI Pigment Blue 60;
C. I. Pigment violet 1, C.I. I. Pigment violet 19, C.I. I. Pigment violet 23, C.I. I. Pigment violet 29, C.I. I. Pigment violet 32, C.I. I. Pigment violet 36, C.I. I. Violet color pigments such as CI Pigment Violet 38;
C. I. Pigment green 7, C.I. I. Green pigments such as CI Pigment Green 36;
C. I. Pigment brown 23, C.I. I. Brown pigments such as CI Pigment Brown 25;
C. I. Pigment black 1, C.I. I. And black pigments such as CI Pigment Black 7.
Among these, C.I. I. Pigment yellow 138, C.I. I. Pigment yellow 139, C.I. I. Pigment yellow 150, C.I. I. Pigment red 177, C.I. I. Pigment red 209, C.I. I. Pigment red 254, C.I. I. Pigment violet 23, C.I. I. Pigment blue 15: 6 and C.I. I. It is preferable that at least one pigment selected from CI Pigment Green 36 is contained.

These organic pigments and inorganic pigments may be used alone or in combination of two or more.
For example, in order to form a red pixel, C.I. I. Pigment red 254 and C.I. I. Pigment Yellow 139 is preferably contained.
To form a green pixel, C.I. I. Pigment yellow 150 and C.I. I. Pigment Yellow 138 and at least one selected from the group consisting of C.I. I. It is preferable that pigment green 36 is contained.
To form a blue pixel, C.I. I. Pigment blue 15: 6 and C.I. I. Pigment violet 23 is preferably contained.

  Among the above pigments, organic pigments are optionally treated with rosin, surface treatment with a pigment derivative having an acidic group or basic group introduced, graft treatment on the pigment surface with a polymer compound, sulfuric acid fine particles, etc. A pulverization process such as an atomization method, a cleaning process using an organic solvent or water for removing impurities, a removal process using an ion exchange method for ionic impurities, or the like may be performed. Moreover, after preparing the colored photosensitive resin composition, for example, a removal treatment such as an ion exchange method may be performed.

The content of the colorant (A) is usually 25 parts by mass or more and 60 parts by mass or less, and preferably 27 parts by mass or more and 55 parts by mass when the solid content in the colored photosensitive resin composition is 100 parts by mass. Part or less, more preferably 30 parts by weight or more and 50 parts by weight or less. When the content of the colorant (A) is 25 parts by mass or more and 60 parts by mass or less, the color density when the color filter is obtained is sufficient, and a necessary amount of binder resin can be contained in the composition. It is preferable because a pattern having sufficient mechanical strength can be formed.
Here, the solid component in the colored photosensitive resin composition refers to the remaining part obtained by removing the solvent (F) from the colored photosensitive resin composition.

In the colored photosensitive resin composition of this invention, when using a pigment as a coloring agent (A), it is preferable that the particle size is uniform. In order to obtain a uniform particle size of the pigment, a method of dispersing the surfactant as a pigment dispersant (E) may be used.
Examples of the pigment dispersant (E) include surfactants such as polyoxyethylene alkyl ether, polyoxyethylene alkyl phenyl ether, polyester, acrylic acid, polyurethane, and polyethyleneimine. These may be used alone or in combination of two or more.
Examples of the polyoxyethylene alkyl ether surfactant include those having the following structure (14102 Chemical Products, page 1286 (Chemical Industry Daily, published on January 29, 2002)).
RO (CH ₂ CH ₂ O) _n H
In the formula, R represents an alkyl group having 12 to 22 carbon atoms, and n represents a number of 2 to 60.
Examples of the polyoxyethylene alkyl ether surfactant include polyoxyethylene decyl ether, polyoxyethylene lauryl ether, polyoxyethylene cetyl ether, polyoxyethylene stearyl ether, polyoxyethylene oleyl ether, polyoxyethylene 2- Examples include ethyl hexyl ether.
Commercially available polyoxyethylene alkyl ether surfactants include BLAUNON-EL series, BLAUNON-CH series, BLAUNON-SR series, BLAUNON-EN series, BLAUNON-EH series, BLAUNON-DAL series, BLAUNON-DAI series, BLAUNON-DAH series, BLAUNON-OX series (both manufactured by Aoki Yushi Co., Ltd.) and the like can be mentioned, and equivalent products from other companies can be used as well.
Examples of the polyoxyethylene alkylphenyl ether surfactant include those having the structure of the following formula (14102 Chemical Products, page 1287 (Chemical Industry Daily, published on January 29, 2002)).

(In the formula, m represents an integer of 1 to 5, n represents a number of 2 to 60, and R represents an alkyl group having 12 to 22 carbon atoms or an optionally substituted phenyl group. When R is 2 to 5, R may be the same or different.)

Commercially available polyoxyethylene alkylphenyl ether surfactants include BLAUNON-NK series, BLAUNON-N series, BLAUNON-DP series, BLAUNON-DNP series, BLAUNON-DSP series, BLAUNON-TSP series, BLAUNON-PH Series, BLAUNON-BA series, etc. are exemplified, and equivalent products of other companies can be used as well.
The polyester-based surfactant has a polyester structure. Examples of the polyester-based surfactant include Disperbyk-161, 170 (manufactured by BYK Chemie), PB821 (manufactured by Ajinomoto Co., Inc.), and the like.
The polyethyleneimine surfactant has an ethyleneimine structure. Examples of the polyethyleneimine surfactant include Solsperse 24000GR (manufactured by Zeneca Co., Ltd.), and equivalents from other companies can be used as well.
The acrylic acid type surfactant has an acrylic copolymer structure. Examples of acrylic surfactants include Disperbyk-352, 354, 2000, 2001 (by BYK Chemie), EFKA-Polymer 401 (manufactured by EFKA CHEMICALS), and other similar products. Can be used.
The polyurethane-based surfactant has a polyurethane structure. Examples of polyurethane-based surfactants include EFKA-polymer 452 and EFKA-47 (manufactured by EFKA CHEMICALS), and equivalent products from other companies can be used as well.
In addition, as surfactants other than the above, KP (manufactured by Shin-Etsu Chemical Co., Ltd.), Polyflow (manufactured by Kyoei Chemical Co., Ltd.), F-top (manufactured by Tochem Products), Megafax (large) Nihon Ink Chemical Industry Co., Ltd.), Florard (Sumitomo 3M Co., Ltd.), Asahi Guard, Surflon (manufactured by Asahi Glass Co., Ltd.) and the like.
The pigment dispersant (E) includes at least one surfactant selected from the group consisting of polyester surfactants, polyethyleneimine surfactants, polyurethane surfactants, and acrylic acid surfactants. It is preferable to use an agent, and it is more preferable to use an acrylic surfactant.
The amount of the pigment dispersant (E) used is usually 1 part by mass or less, preferably 0.05 parts by mass or more and 0.5 parts by mass or less per 1 part by mass of the colorant (A). It is preferable that the amount of the pigment dispersant (E) used is 1 part by mass or less per part by mass of the colorant (A) because a pigment having a uniform particle diameter tends to be obtained.

The binder resin (B) used in the colored photosensitive resin composition of the present invention preferably contains a structural unit derived from (meth) acrylic acid. The binder resin (B) is more preferably an acrylic copolymer of a structural unit derived from (meth) acrylic acid and another monomer copolymerizable therewith.
Here, (meth) acrylic acid represents acrylic acid and / or methacrylic acid. The content of the structural unit derived from the (meth) acrylic acid is preferably 16 mol% or more and 40 mol% or less in all the structural units constituting the binder resin (B). When the content of the meth (acrylic) acid unit is in the above range, the solubility of the non-pixel portion in the resin layer is good during development, and the residue tends not to remain in the non-pixel portion after development. This is preferable.

  Examples of other copolymerizable monomers include, for example, aromatic vinyl compounds, unsaturated carboxylic acid esters, unsaturated carboxylic acid aminoalkyl esters, unsaturated carboxylic acid glycidyl esters, carboxylic acid vinyl esters, Examples include saturated ethers, vinyl cyanide compounds, unsaturated amides, unsaturated imides, aliphatic conjugated dienes, and macromonomers having a monoacryloyl group or a monomethacryloyl group at the end of the polymer molecular chain. .

  Examples of the acrylic copolymer include methacrylic acid / benzyl methacrylate copolymer, methacrylic acid / benzyl methacrylate / styrene copolymer, methacrylic acid / benzyl methacrylate / isobornyl methacrylate copolymer, and methacrylic acid / styrene. / Benzyl methacrylate / N-phenylmaleimide copolymer, and a copolymer containing a constituent represented by the following formula (I).

(In formula (I), R ¹ and R ² each independently represents a hydrogen atom or a methyl group.)

Among them, methacrylic acid / benzyl methacrylate copolymer, methacrylic acid / benzyl methacrylate / styrene copolymer, methacrylic acid / benzyl methacrylate / isobornyl methacrylate copolymer, methacrylic acid / component represented by the above formula (I) ( R ¹ is a methyl group, R ² is a hydrogen atom) / benzyl methacrylate copolymer and a constituent represented by the above formula (I) (R ¹ is a methyl group, R ² is a hydrogen atom) / benzyl methacrylate copolymer is preferable. used.
A binder resin having a component represented by the formula (I), for example, methacrylic acid / a component represented by the formula (I) (R ¹ is a methyl group, R ² is a hydrogen atom) / benzyl methacrylate copolymer, It can be obtained by polymerizing methacrylic acid and benzyl methacrylate to obtain a two-component polymer, and reacting the obtained two-component polymer with a component represented by the following formula (II).

(In the formula (II), R ² represents a hydrogen atom.)

The acid value of binder resin (B) used by this invention is 50-150 normally, Preferably it is 60-135, More preferably, it is 70-135. When the acid value is 50 to 150, the solubility in the developer is improved and the unexposed area is easily dissolved, and the sensitivity is increased so that the pattern of the exposed area remains during development and the remaining film ratio is improved. This is preferable because of the tendency to Here, the acid value is a value measured as the amount (mg) of potassium hydroxide necessary to neutralize 1 g of the acrylic acid polymer, and usually by titration with an aqueous potassium hydroxide solution. Can be sought.
The binder resin (B) has a polystyrene equivalent weight average molecular weight of usually 5,000 to 35,000, preferably 6,000 to 30,000, more preferably 7,000 to 28, 000. When the molecular weight is 5,000 to 35,000, the hardness of the cured resin layer (coating film) is improved, the residual film ratio is high, the solubility of the unexposed area in the developer is good, and the resolution tends to be improved. Therefore, it is preferable.
Said binder resin (B) is a mass fraction with respect to solid content of a coloring photosensitive resin composition, and is normally 5 mass% or more and 50 mass% or less, and is 10 mass% or more and 40 mass% or less. It is preferably 15% by mass or more and 35% by mass or less. When the content of the binder resin is 5% by mass or more and 50% by mass or less, a pattern can be formed and the resolution and the remaining film rate tend to be improved.

  The photopolymerizable compound (C) used in the present invention is a compound capable of initiating polymerization by active radicals generated from a photopolymerization initiator when irradiated with light. Examples of the photopolymerizable compound (C) include compounds having a polymerizable carbon-carbon unsaturated bond. The compound may be a monofunctional photopolymerizable compound or a bifunctional or trifunctional or higher polyfunctional photopolymerizable compound.

  Examples of the monofunctional photopolymerizable compound include nonylphenyl carbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexyl carbitol acrylate, 2-hydroxyethyl acrylate, N-vinyl pyrrolidone, and the like.

  Examples of the bifunctional photopolymerizable compound include 1,6-hexanediol diacrylate, 1,6-hexanediol dimethacrylate, ethylene glycol diacrylate, ethylene glycol dimethacrylate, neopentyl glycol diacrylate, and neopentyl glycol diacrylate. Examples thereof include methacrylate, triethylene glycol diacrylate, triethylene glycol dimethacrylate, bis (acryloyloxyethyl) ether of bisphenol A, 3-methylpentanediol diacrylate, and 3-methylpentanediol dimethacrylate.

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

  The photopolymerizable compounds may be used alone or in combination of two or more. The content of the photopolymerizable compound (C) is usually 16% by mass to 31% by mass, preferably 18% by mass to 30% by mass, based on the solid content of the colored photosensitive resin composition. Hereinafter, it is more preferably 19% by mass or more and 29% by mass or less. It is preferable that the content of the photopolymerizable compound (C) is 16% by mass or more and 31% by mass or less because curing is sufficiently performed and the remaining film ratio is improved.

Examples of the photopolymerization initiator (D) used in the present invention include acetophenone compounds, triazine compounds, biimidazole compounds, oxime compounds, and mixtures of two or more of these compounds.
Examples of the acetophenone compounds include diethoxyacetophenone, 2-methyl-2-morpholino-1- (4-methylthiophenyl) propan-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl). ) Butan-1-one, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethyl ketal, 2-hydroxy-2-methyl-1- [4- (2-hydroxyethoxy) phenyl] propane Examples include oligomers of -1-one, 1-hydroxycyclohexyl phenyl ketone, and 2-hydroxy-2-methyl-1- [4- (1-methylvinyl) phenyl] propan-1-one. Among these, 2-methyl-2-morpholino-1- (4-methylthiophenyl) propan-1-one is preferably used. A plurality of acetophenone-based and other photopolymerization initiators may be used in combination.
Examples of other photopolymerization initiators include active radical generators and acid generators that generate active radicals when irradiated with light.
Examples of triazine compounds include 2,4-bis (trichloromethyl) -6- (4-methoxyphenyl) -1,3,5-triazine and 2,4-bis (trichloromethyl) -6- (4- Methoxynaphthyl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- (4-methoxystyryl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6 -[2- (5-methylfuran-2-yl) ethenyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (furan-2-yl) ethenyl]- 1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (4-diethylamino-2-methylphenyl) ethenyl] -1,3,5-triazine, 2,4-bis ( Trichloromethyl)- - such as [2- (3,4-dimethoxyphenyl) ethenyl] -1,3,5-triazine.

  Examples of the biimidazole compound include 2,2′-bis (o-chlorophenyl) -4,4 ′, 5,5′-tetraphenylbiimidazole, 2,2′-bis (o-chlorophenyl) -4,4 ′, 5,5′-tetra (p-carboethoxyphenyl) biimidazole, 2,2′-bis (o-chlorophenyl) -4,4 ′, 5,5′-tetra (p-bromophenyl) biimidazole, 2, 2'-bis (o-chlorophenyl) -4,4 ', 5,5'-tetra (o, p-dichlorophenyl) biimidazole, 2,2'-bis (o-bromophenyl) -4,4', 5 , 5'-tetraphenylbiimidazole, 2,2'-bis (o, p-dichlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (o-chlorophenyl)- 4,4 ' 5,5′-tetra (m-methoxyphenyl) biimidazole, 2,2′-bis (2,6-dichlorophenyl) -4,4 ′, 5,5′-tetraphenylbiimidazole, 2,2′-bis (O-nitrophenyl) -4,4 ′, 5,5′-tetraphenylbiimidazole, 2,2′-bis (o-methylphenyl) -4,4 ′, 5,5′-tetraphenylbiimidazole, etc. Is mentioned.

  Examples of the oxime compound include O-acyloxime compounds. Specific examples thereof include 1- (4-phenylsulfanyl-phenyl) -butane-1,2-dione 2-oxime-O-benzoate, 1- (4-phenylsulfanyl-phenyl) -octane-1,2-dione 2-oxime-O-benzoate, 1- (4-phenylsulfanyl-phenyl) -octane-1-one oxime-O-acetate, 1- (4 -Phenylsulfanyl-phenyl) -butan-1-one oxime-O-acetate and the like.

  Examples of the active radical generator include benzoin compounds, benzophenone compounds, thioxanthone compounds, and triazine compounds.

  Examples of the benzoin compound include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether.

  Examples of benzophenone compounds include benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4′-methyldiphenyl sulfide, 3,3 ′, 4,4′-tetra (t-butylperoxy). Carbonyl) benzophenone, 2,4,6-trimethylbenzophenone and the like.

  Examples of the thioxanthone compound include 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, 1-chloro-4-propoxythioxanthone, and the like.

  Examples of the triazine-based compound include the same as described above.

  As active radical generators other than the above, for example, 2,4,6-trimethylbenzoyldiphenylphosphine oxide, 2,2′-bis (o-chlorophenyl) -4,4 ′, 5,5′-tetraphenyl-1 , 2'-biimidazole, 10-butyl-2-chloroacridone, 2-ethylanthraquinone, benzyl, 9,10-phenanthrenequinone, camphorquinone, methyl phenylglyoxylate, titanocene compound, and the like.

  Examples of the acid generator include 4-hydroxyphenyldimethylsulfonium p-toluenesulfonate, 4-hydroxyphenyldimethylsulfonium hexafluoroantimonate, 4-acetoxyphenyldimethylsulfonium p-toluenesulfonate, 4-acetoxyphenyl methyl. Onium salts such as benzylsulfonium hexafluoroantimonate, triphenylsulfonium p-toluenesulfonate, triphenylsulfonium hexafluoroantimonate, diphenyliodonium p-toluenesulfonate, diphenyliodonium hexafluoroantimonate, nitrobenzyl tosylate, Examples include benzoin tosylate.

  Among the compounds described above as active radical generators, there are also compounds that generate an acid simultaneously with active radicals. For example, triazine photopolymerization initiators are also used as acid generators.

The content of the photopolymerization initiator (D) is usually 0.1 parts by mass or more and 30 parts by mass or less with respect to 100 parts by mass of the total amount of the binder resin (B) and the photopolymerizable compound (C). Preferably they are 1 mass part or more and 25 mass parts or less. When the content of the photopolymerization initiator is 0.1 parts by mass or more and 30 parts by mass or less, the sensitivity is increased, the exposure time is shortened, the productivity is improved, and the resolution is not deteriorated because the sensitivity is too high. This is preferable.
As photopolymerization initiator (D), 2-methyl-2-morpholino-1- (4-methylthiophenyl) propan-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butane -1-one, 2,4-bis (trichloromethyl) -6-piperonyl-1,3,5-triazine is preferably used.

  In the present invention, a photopolymerization initiation aid may be used. The photopolymerization initiation assistant is preferably used in combination with a photopolymerization initiator, and is a compound used to promote polymerization of a photopolymerizable compound that has been polymerized by the photopolymerization initiator. Examples of photopolymerization initiation assistants include amine compounds, alkoxyanthracene compounds, and thioxanthone compounds.

  Examples of amine compounds include triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, and 2-dimethylaminoethyl benzoate. 2-ethylhexyl 4-dimethylaminobenzoate, N, N-dimethylparatoluidine, 4,4′-bis (dimethylamino) benzophenone (commonly known as Michler's ketone), 4,4′-bis (diethylamino) benzophenone, 4,4 ′ -Bis (ethylmethylamino) benzophenone and the like. Of these, 4,4'-bis (diethylamino) benzophenone is preferably used.

  Examples of the alkoxyanthracene compound include 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene, 2-ethyl-9,10-diethoxyanthracene and the like. .

  Examples of the thioxanthone compound include those described above.

  The photopolymerization initiation assistant may be used alone or in combination. Moreover, a commercially available thing can also be used as a photoinitiation auxiliary agent, As a commercially available photoinitiation auxiliary agent, a brand name "EAB-F" (made by Hodogaya Chemical Co., Ltd.) etc. are mentioned, for example. .

  Examples of the combination of the photopolymerization initiator and the photopolymerization initiation assistant in the colored photosensitive resin composition of the present invention include, for example, diethoxyacetophenone / 4,4′-bis (diethylamino) benzophenone, 2-methyl-2-morpholino- 1- (4-Methylthiophenyl) propan-1-one / 4,4′-bis (diethylamino) benzophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one / 4,4′-bis (diethylamino) ) Benzophenone, benzyldimethyl ketal / 4,4′-bis (diethylamino) benzophenone, 2-hydroxy-2-methyl-1- [4- (2-hydroxyethoxy) phenyl] propan-1-one / 4,4′- Bis (diethylamino) benzophenone, 1-hydroxycyclohexyl phenyl ketone / , 4′-bis (diethylamino) benzophenone, 2-hydroxy-2-methyl-1- [4- (1-methylvinyl) phenyl] propan-1-one oligomer / 4,4′-bis (diethylamino) benzophenone, And 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butan-1-one / 4,4′-bis (diethylamino) benzophenone. Of these, 2-methyl-2-morpholino-1- (4-methylthiophenyl) propan-1-one / 4,4′-bis (diethylamino) benzophenone is preferably used.

  When using these photopolymerization initiation assistants, the amount used is usually 10 mol or less, preferably 0.01 mol or more and 5 mol or less, per mol of the photopolymerization initiator.

  Examples of the solvent (F) used in the present invention include ethers, aromatic hydrocarbons, ketones, alcohols, esters, amides and the like.

Examples of ethers include tetrahydrofuran, tetrahydropyran, 1,4-dioxane, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol. Monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate Methyl cellosolve acetate, ethyl cellosolve acetate, ethyl carbitol acetate, butyl carbitol acetate, propylene glycol methyl ether acetate, methoxybutyl acetate, methoxy pentyl acetate, anisole, phenetole, and the like methyl anisole.
Examples of aromatic hydrocarbons include benzene, toluene, xylene, mesitylene and the like.
Examples of ketones include acetone, 2-butanone, 2-heptanone, 3-heptanone, 4-heptanone, 4-methyl-2-pentanone, cyclopentanone, and cyclohexanone.
Examples of alcohols include methanol, ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, and glycerin.
Examples of esters include ethyl acetate, n-butyl acetate, isobutyl acetate, amyl formate, isoamyl acetate, isobutyl acetate, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, alkyl esters, methyl lactate, ethyl lactate , Methyl oxyacetate, ethyl oxyacetate, butyl oxyacetate, methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate, methyl 3-oxypropionate, ethyl 3-oxypropionate, 3-methoxy Methyl propionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, methyl 2-oxypropionate, ethyl 2-oxypropionate, propyl 2-oxypropionate, 2-metho Methyl cypropionate, ethyl 2-methoxypropionate, propyl 2-methoxypropionate, methyl 2-ethoxypropionate, ethyl 2-ethoxypropionate, methyl 2-oxy-2-methylpropionate, 2-oxy-2- Ethyl methyl propionate, methyl 2-methoxy-2-methylpropionate, ethyl 2-ethoxy-2-methylpropionate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, 2-oxobutane Examples include methyl acid, ethyl 2-oxobutanoate, 3-methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate, and γ-butyrolactone.
Examples of amides include N, N-dimethylformamide and N, N-dimethylacetamide.
Examples of other solvents include N-methylpyrrolidone and dimethyl sulfoxide.
These solvents may be used alone or in combination of two or more. Content in a colored photosensitive resin composition is a mass fraction, and is 70 mass% or more and 95 mass% or less normally, Preferably it is 75 mass% or more and 90 mass% or less. When the content of the solvent (F) is in the above range, the flatness at the time of coating is good, and the display characteristics are good when a color filter is formed, which is preferable.
The solvent (F) preferably contains at least one selected from the group consisting of propylene glycol monomethyl ether acetate and ethyl 3-ethoxypropionate. In the case where at least one solvent selected from the group consisting of propylene glycol monomethyl ether acetate and ethyl 3-ethoxypropionate and another solvent are used in combination, the mixing ratio is relative to the amount of all solvents used in terms of mass fraction. Thus, at least one selected from the group consisting of propylene glycol monomethyl ether acetate and ethyl 3-ethoxypropionate is usually preferably 50 to 100% by mass, and more preferably 60 to 100% by mass. When at least one solvent selected from the group consisting of propylene glycol monomethyl ether acetate and ethyl 3-ethoxypropionate is 50 to 100% by mass with respect to the total solvent, the flatness becomes good. It is preferable because of its tendency.

  The colored photosensitive resin composition used in the present invention may contain an epoxy compound. As an epoxy compound, the epoxy compound etc. which can bridge | crosslink a binder resin in the post-baking process (heat processing) of the coloring pattern after image development are mentioned, for example. Moreover, the epoxy compound which can superpose | polymerize independently by heating may be sufficient. The epoxy compound is preferably used because the colored resin is cured by crosslinking the binder resin or polymerizing itself, so that a sublimation product is hardly generated from the colored pattern in the post-baking.

Examples of the epoxy compound include aromatic epoxy resins such as bisphenol A type epoxy resin, hydrogenated bisphenol A type epoxy resin, bisphenol F type epoxy resin, hydrogenated bisphenol F type epoxy resin, and novolac type epoxy resin;
Epoxy resins such as alicyclic epoxy resins, heterocyclic epoxy resins, glycidyl ester resins, glycidyl amine resins, epoxidized oils;
Brominated derivatives of said epoxy resins;
Aliphatic compound epoxide, alicyclic compound epoxidized product, aromatic compound epoxy compound, butadiene (co) polymer epoxidized product, isoprene (co) polymer epoxidized product, glycidyl (meth) acrylate (Co) polymer, triglycidyl isocyanurate, etc. are mentioned.

  The content of the epoxy compound in the colored photosensitive resin composition is usually 15% or less, preferably 0.5% or more and 12% or less, in mass fraction with respect to the solid content of the colored photosensitive resin composition. More preferably, it is 1% or more and 10% or less. It is preferable for the content of the epoxy compound to be 15% by mass or less because curing occurs sufficiently and the remaining film ratio is improved.

  The colored photosensitive resin composition of the present invention includes a surfactant, a filler, a polymer compound other than the binder resin, an adhesion promoter, an antioxidant, an ultraviolet absorber, an aggregation inhibitor, an organic acid, an organic amino compound, Additives such as a curing agent may be contained.

As the surfactant, at least one selected from the group consisting of silicone surfactants, fluorine surfactants, and silicone surfactants having fluorine atoms can be used.
Examples of the silicone surfactant include surfactants having a siloxane bond. Specifically, Toray Silicone DC3PA, SH7PA, DC11PA, SH21PA, SH28PA, SH29PA, SH29PA, SH30PA, polyether-modified silicone oil SH8400 (trade name: manufactured by Torresilicone Co., Ltd.), KP321, KP322, KP323 , KP324, KP326, KP340, KP341 (manufactured by Shin-Etsu Silicone), TSF400, TSF401, TSF410, TSF4300, TSF4440, TSF4445, TSF-4446, TSF4452, and TSF4460 (manufactured by GE Toshiba Silicone Co., Ltd.).
Examples of the fluorosurfactant include surfactants having a fluorocarbon chain. Specifically, Fluorinert (trade name) FC430, FC431 (Sumitomo 3M Co., Ltd.), Megafuck (trade name) F142D, F171, F172, F173, F177, F183, R183 (large) Nippon Ink Chemical Co., Ltd.), Ftop (trade name) EF301, EF303, EF351, EF352, EF352 (manufactured by Shin-Akita Kasei Co., Ltd.), Surflon (tradename) S381, S382, SC101, SC105 (manufactured by Asahi Glass Co., Ltd.), E5844 (manufactured by Daikin Fine Chemical Laboratory Co., Ltd.), BM-1000, BM-1100 (all trade names: manufactured by BM Chemie) and the like.
Examples of the silicone-based surfactant having a fluorine atom include surfactants having a siloxane bond and a fluorocarbon chain. Specifically, Mega Fuck (trade name) R08, BL20, F475, F477, F443 (manufactured by Dainippon Ink & Chemicals, Inc.) and the like can be mentioned.
These surfactants may be used alone or in combination of two or more.
These surfactants are used in an amount of 0.6 parts by mass or less, preferably 0.001 parts by mass or more and 0.5 parts by mass with respect to 100 parts by mass of the colored photosensitive resin composition excluding the surfactant. The It is preferable that the surfactant content is 0.6 parts by mass or less because flatness tends to be improved.

  Examples of the filler include fine particles such as glass and alumina.

  Examples of the polymer compound other than the binder resin include polyvinyl alcohol, polyacrylic acid, polyethylene glycol monoalkyl ether, and polyfluoroalkyl acrylate.

  Examples of the adhesion promoter include vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, and N- (2-amino). Ethyl) -3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxymethyldimethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltri Examples include methoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, and 3-mercaptopropyltrimethoxysilane.

  Examples of the antioxidant include 4,4′-thiobis (6-tert-butyl-3-methylphenol), 2,6-di-tert-butyl-4-methylphenol, and the like.

  Examples of the ultraviolet absorber include benzotriazoles such as 2- (2-hydroxy-3-t-butyl-5-methylphenyl) -5-chlorobenzotriazole, and benzophenones such as 2-hydroxy-4-octyloxybenzophenone. Benzoates such as 2,4-di-t-butylphenyl-3,5-di-t-butyl-4-hydroxybenzoate, 2- (4,6-diphenyl-1,3,5-triazine-2 -Yl) -5-hexyloxyphenol and other triazines.

  Examples of the aggregation inhibitor include sodium polyacrylate.

Examples of the organic acid include aliphatic monocarboxylic acids such as formic acid, acetic acid, propionic acid, butyric acid, valeric acid, pivalic acid, caproic acid, diethyl acetic acid, enanthic acid, and caprylic acid;
Oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, brassylic acid, methylmalonic acid, ethylmalonic acid, dimethylmalonic acid, methylsuccinic acid, tetramethylsuccinic acid Aliphatic dicarboxylic acids such as cyclohexanedicarboxylic acid, itaconic acid, citraconic acid, maleic acid, fumaric acid, mesaconic acid;
Aliphatic tricarboxylic acids such as tricarballylic acid, aconitic acid, camphoric acid;
Aromatic monocarboxylic acids such as benzoic acid, toluic acid, cumic acid, hemelic acid, mesitylene acid;
Aromatic dicarboxylic acids such as phthalic acid, isophthalic acid, terephthalic acid;
Aromatic polycarboxylic acids such as trimellitic acid, trimesic acid, merophanic acid, and pyromellitic acid are listed.

Examples of the organic amino compound include n-propylamine, i-propylamine, n-butylamine, i-butylamine, sec-butylamine, t-butylamine, n-pentylamine, n-hexylamine, n-heptylamine, n Monoalkylamines such as octylamine, n-nonylamine, n-decylamine, n-undecylamine, n-dodecylamine;
Monocycloalkylamines such as cyclohexylamine, 2-methylcyclohexylamine, 3-methylcyclohexylamine, 4-methylcyclohexylamine;
Methyl ethylamine, diethylamine, methyl n-propylamine, ethyl n-propylamine, di-n-propylamine, di-i-propylamine, di-n-butylamine, di-butylamine, disec-butylamine, di-t-butylamine, di dialkylamines such as n-pentylamine and di-n-hexylamine;
Monoalkylmonocycloalkylamines such as methylcyclohexylamine and ethylcyclohexylamine;
Dicycloalkylamines such as dicyclohexylamine;
Dimethylethylamine, methyldiethylamine, triethylamine, dimethyl n-propylamine, diethyl n-propylamine, methyldi-n-propylamine, ethyldi-n-propylamine, tri-n-propylamine, tri-i-propylamine, tri-n-butylamine, tri trialkylamines such as i-butylamine, trisec-butylamine, tri-t-butylamine, tri-n-pentylamine, tri-n-hexylamine;
Dialkylmonocycloalkylamines such as dimethylcyclohexylamine and diethylcyclohexylamine;
Monoalkyldicycloalkylamines such as methyldicyclohexylamine, ethyldicyclohexylamine, tricyclohexylamine;
Monoalkanolamines such as 2-aminoethanol, 3-amino-1-propanol, 1-amino-2-propanol, 4-amino-1-butanol, 5-amino-1-pentanol, and 6-amino-1-hexanol Kind;
Monocycloalkanolamines such as 4-amino-1-cyclohexanol;
Dialkanolamines such as diethanolamine, di-n-propanolamine, di-i-propanolamine, di-n-butanolamine, dii-butanolamine, di-n-pentanolamine, di-n-hexanolamine;
Dicycloalkanolamines such as di (4-cyclohexanol) amine;
Trialkanolamines such as triethanolamine, tri-n-propanolamine, tri-i-propanolamine, tri-n-butanolamine, tri-i-butanolamine, tri-n-pentanolamine, tri-n-hexanolamine;
Tricycloalkanolamines such as tri (4-cyclohexanol) amine;
3-amino-1,2-propanediol, 2-amino-1,3-propanediol, 4-amino-1,2-butanediol, 4-amino-1,3-butanediol, 3-dimethylamino-1 Aminoalkanediols such as 1,2-propanediol, 3-diethylamino-1,2-propanediol, 2-dimethylamino-1,3-propanediol, 2-diethylamino-1,3-propanediol;
Aminocycloalkanediols such as 4-amino-1,2-cyclohexanediol and 4-amino-1,3-cyclohexanediol;
Amino group-containing cycloalkanone methanols such as 1-aminocyclopentanone methanol and 4-aminocyclopentanone methanol;
Amino group-containing cycloalkanemethanols such as 1-aminocyclohexanone methanol, 4-aminocyclohexanone methanol, 4-dimethylaminocyclopentanemethanol, 4-diethylaminocyclopentanemethanol, 4-dimethylaminocyclohexanemethanol, 4-diethylaminocyclohexanemethanol;
β-alanine, 2-aminobutyric acid, 3-aminobutyric acid, 4-aminobutyric acid, 2-aminoisoacetic acid, 3-aminoisoacetic acid, 2-aminovaleric acid, 5-aminovaleric acid, 6-aminocaproic acid, 1-aminocyclo Aminocarboxylic acids such as propanecarboxylic acid, 1-aminocyclohexanecarboxylic acid, 4-aminocyclohexanecarboxylic acid;
Aniline, o-methylaniline, m-methylaniline, p-methylaniline, p-ethylaniline, pn-propylaniline, pi-propylaniline, pn-butylaniline, pt-butylaniline, Aromatic amines such as N, N-dimethylaniline, N, N-diethylaniline, p-methyl-N, N-dimethylaniline;
aminobenzyl alcohols such as o-aminobenzyl alcohol, m-aminobenzyl alcohol, p-aminobenzyl alcohol, p-dimethylaminobenzyl alcohol, p-diethylaminobenzyl alcohol;
aminophenols such as o-aminophenol, m-aminophenol, p-aminophenol, p-dimethylaminophenol, p-diethylaminophenol;
Examples include aminobenzoic acids such as m-aminobenzoic acid, p-aminobenzoic acid, p-dimethylaminobenzoic acid, and p-diethylaminobenzoic acid.

  As a hardening | curing agent, the compound which can react with the carboxyl group in binder resin and can bridge | crosslink binder resin by heating is mentioned, for example. Moreover, the compound which can superpose | polymerize independently and can harden a colored pattern is also mentioned. Examples of the compound include an epoxy compound and an oxetane compound.

  Examples of the epoxy compound include bisphenol A-based epoxy resins, hydrogenated bisphenol A-based epoxy resins, bisphenol F-based epoxy resins, hydrogenated bisphenol F-based epoxy resins, novolac-type epoxy resins, other aromatic epoxy resins, and alicyclic rings. Epoxy resins, heterocyclic epoxy resins, glycidyl ester resins, glycidyl amine resins, epoxy resins such as epoxidized oils, brominated derivatives of these epoxy resins, aliphatics other than epoxy resins and brominated derivatives thereof , Alicyclic or aromatic epoxy compounds, epoxidized products of butadiene (co) polymers, epoxidized products of isoprene (co) polymers, (co) polymers of glycidyl (meth) acrylate, triglycidyl isocyanurate, etc. Is mentioned.

  Examples of the oxetane compound include carbonate bisoxetane, xylylene bisoxetane, adipate bisoxetane, terephthalate bisoxetane, and cyclohexanedicarboxylate bisoxetane.

  When the colored photosensitive composition of the present invention contains an epoxy compound or an oxetane compound as a curing agent, it may contain a compound capable of ring-opening polymerization of the epoxy group of the epoxy compound or the oxetane skeleton of the oxetane compound. Good. Examples of the compound include polyvalent carboxylic acids, polyvalent carboxylic acid anhydrides, and acid generators.

Examples of the polyvalent carboxylic acids include phthalic acid, 3,4-dimethylphthalic acid, isophthalic acid, terephthalic acid, pyromellitic acid, trimellitic acid, 1,4,5,8-naphthalenetetracarboxylic acid, 3,3 Aromatic polycarboxylic acids such as', 4,4'-benzophenonetetracarboxylic acid;
Aliphatic polycarboxylic acids such as succinic acid, glutaric acid, adipic acid, 1,2,3,4-butanetetracarboxylic acid, maleic acid, fumaric acid, itaconic acid;
Hexahydrophthalic acid, 3,4-dimethyltetrahydrophthalic acid, hexahydroisophthalic acid, hexahydroterephthalic acid, 1,2,4-cyclopentanetricarboxylic acid, 1,2,4-cyclohexanetricarboxylic acid, cyclopentanetetracarboxylic acid And alicyclic polyvalent carboxylic acids such as 1,2,4,5-cyclohexanetetracarboxylic acid.

Examples of the polyvalent carboxylic acid anhydrides include aromatic polyvalent carboxylic acids such as phthalic anhydride, pyromellitic anhydride, trimellitic anhydride, and 3,3 ′, 4,4′-benzophenonetetracarboxylic dianhydride. Acid anhydrides;
Aliphatic polycarboxylic anhydrides such as itaconic anhydride, succinic anhydride, citraconic anhydride, dodecenyl succinic anhydride, tricarballylic anhydride, maleic anhydride, 1,2,3,4-butanetetracarboxylic dianhydride Kind;
Hexahydrophthalic anhydride, 3,4-dimethyltetrahydrophthalic anhydride, 1,2,4-cyclopentanetricarboxylic anhydride, 1,2,4-cyclohexanetricarboxylic anhydride, cyclopentanetetracarboxylic dianhydride Alicyclic polycarboxylic acid anhydrides such as 1,2,4,5-cyclohexanetetracarboxylic dianhydride, hymic anhydride, and nadic anhydride;
Examples include ester group-containing carboxylic acid anhydrides such as ethylene glycol bistrimellitic acid and glycerin tristrimellitic anhydride.

  As polyhydric carboxylic acid anhydrides, you may use what is marketed as an epoxy resin hardening | curing agent. Examples of the epoxy resin curing agent include a trade name “Adeka Hardener EH-700” (manufactured by Asahi Denka Kogyo Co., Ltd.), a trade name “Licacid HH” (manufactured by Shin Nippon Rika Co., Ltd.), and a trade name “MH”. -700 "(manufactured by Shin Nippon Rika Co., Ltd.).

  Examples of the acid generator include the same ones as described above.

  The above curing agents may be used alone or in combination of two or more.

  As a method for forming a color filter using the colored photosensitive resin composition of the present invention, the colored photosensitive resin composition of the present invention is used to form a substrate or another colored photosensitive resin previously formed on a substrate. It is applied onto a conductive resin composition layer (hereinafter sometimes referred to as a substrate), the applied resin layer is pre-baked to remove volatile components such as a solvent, and the volatile components are removed through a photomask. After the exposed resin layer is exposed, it is developed with a developer such as an alkaline aqueous solution and post-baked to form a cured resin layer as one step, which is a colored photosensitive resin composition containing other colors. And a method of finally forming a color filter having three colors of RGB.

  Examples of the substrate include flat substrates such as a glass substrate, a silicon substrate, a polycarbonate substrate, a polyester substrate, an aromatic polyamide substrate, a polyamideimide substrate, a polyimide substrate, an Al substrate, and a GaAs substrate. These substrates may be subjected to pretreatment such as chemical treatment with a chemical such as a silane coupling agent, plasma treatment, ion plating treatment, sputtering treatment, gas phase reaction treatment, and vacuum deposition treatment. A TFT (thin film transistor), a CCD (charge coupled device), or the like may be formed on the surface of the substrate.

  In order to apply the colored photosensitive resin composition on the substrate, for example, the colored photosensitive resin composition of the present invention can be applied by spin coating (spin coating), casting, roll coating, slit & spin coating. It may be applied onto a substrate or the like by a normal application method such as a method or a slit coat method, and then a volatile component such as a solvent is volatilized by heating (pre-baking). Thus, the resin layer which consists of solid content of a coloring photosensitive resin composition is formed on a board | substrate etc.

  Subsequently, the resin layer which consists of solid content of a coloring photosensitive resin composition is exposed. The exposure may be performed by a method of irradiating light through a photomask. Examples of the light ray used include ultraviolet rays generally referred to as g-line (wavelength 436 nm) and i-line (wavelength 365 nm). The light beam is irradiated through a photomask. Here, for example, the photomask is provided with a light shielding layer that shields the light beam on the surface of a glass plate. The portion of the glass plate where the light-shielding layer is not provided is a light-transmitting portion that transmits light, and the colored photosensitive resin composition layer is exposed in a pattern according to the pattern of the light-transmitting portion, so that the light is transmitted. An unirradiated area that has not been irradiated and an irradiated area that has been irradiated with the light beam are generated. The irradiation amount of light in the irradiation region is the weight average molecular weight of the binder resin, the monomer ratio, the content, the type and content of the photopolymerizable compound, the type and content of the photopolymerization initiator, and the photopolymerization initiation aid. It is appropriately selected depending on the type and content.

Develop after exposure. For development, for example, the exposed resin layer may be brought into contact with the developer, and specifically, the substrate with the resin layer formed on the surface thereof may be immersed in the developer.
Examples of the developer include aqueous solutions of alkaline compounds such as sodium carbonate, potassium carbonate, sodium hydroxide, potassium hydroxide, and tetramethylammonium hydroxide. By the development, an unirradiated area of the resin layer that has not been irradiated with the light beam is removed. On the other hand, the light irradiation area remains as it is, and a pattern is formed.

  After development, the desired pattern can be usually obtained by washing with water and drying. Further, after developing and drying, a cured resin layer is formed by performing post-baking in an apparatus such as a baking furnace. Post bake improves the mechanical strength of the pattern. When a colored photosensitive resin composition further containing a curing agent is used, the colored pattern is further cured and the mechanical strength can be further improved. The post-baking temperature is usually 180 ° C. or higher and 250 ° C. or lower, preferably 200 ° C. or higher and 230 ° C. or lower. It is preferable that the post-baking temperature is within the above range because curing occurs sufficiently. The post-bake time is usually 5 to 40 minutes, preferably 10 to 36 minutes, and more preferably 15 to 30 minutes. It is preferable that the post-bake time be in the above range because curing occurs sufficiently.

  In this way, the desired colored pattern is formed, but the color of the colorant contained in the colored photosensitive resin composition is changed, and the resin layer is formed again on the substrate in the same manner as described above. After being exposed to light, it is developed, and then a further colored pattern can be formed by post-baking. By repeating the above operation while changing the color of the colorant contained in the colored photosensitive resin composition, a colored pattern can be further formed, and a target color filter can be produced.

  Next, an ITO film is vapor-deposited on the obtained color filter. The color filter thus obtained includes the above-described coloring pattern, and a suitable liquid crystal display device can be manufactured by using the color filter.

  Although the embodiments of the present invention have been described above, the embodiments of the present invention disclosed above are merely examples, and the scope of the present invention is not limited to these embodiments. The scope of the present invention is defined by the terms of the claims, and includes the meaning equivalent to the description of the claims and all modifications within the scope. EXAMPLES Hereinafter, although an Example demonstrates this invention in detail, this invention is not limited by these Examples.

[Preparation of colored photosensitive resin composition 1]
(A) C.I. I. Pigment Blue 15: 6 (1.967 parts by mass),
(A) C.I. I. Pigment violet 23 (0.030 parts by mass),
(E) Polyester dispersant (0.599 parts by mass)
(B) Copolymer of methacrylic acid and benzyl methacrylate [composition ratio of methacrylic acid unit and benzyl methacrylate unit is 3: 7 by mass ratio (molar ratio), weight average molecular weight (Mw) is 25,000]] 1.764 parts by mass),
(C) Dipentaerythritol hexaacrylate (“KAYARAD DPHA”, manufactured by Nippon Kayaku Co., Ltd.) (1.176 parts by mass),
(D) 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butan-1-one (0.353 parts by mass),
(D2) 4,4′-bis (diethylamino) benzophenone (“EAB-F” (manufactured by Hodogaya Chemical Co., Ltd.)) (0.118 parts by mass),
Epoxy compound [orthocresol novolac type epoxy resin, “SUMI Epoxy ESCN-195XL-80” (manufactured by Sumitomo Chemical Co., Ltd.)] (0.294 parts by mass) and (F) propylene glycol monomethyl ether acetate (23.700 parts by mass) )
Were mixed to obtain a colored photosensitive resin composition 1.

(Formation of colored layer)
After the colored photosensitive resin composition 1 obtained above is applied on the surface of a glass substrate (Corning, “# 1737”) by a spin coating method, the volatile components are volatilized at 100 ° C. for 3 minutes to give a colored photosensitive resin. 1 A of functional resin composition layers were formed. After cooling, this colored photosensitive resin composition layer was irradiated with i-line (wavelength 365 nm) over the entire surface without passing through a photomask. An ultra-high pressure mercury lamp was used as the i-line light source, and the irradiation light quantity was 150 mJ / cm ² . Next, the film was developed by immersing in a developer at 25 ° C. (aqueous solution containing 0.05% potassium hydroxide and 0.2% sodium butylnaphthalenesulfonate by mass fraction) for 120 seconds and washed with pure water. After that, a blue colored layer formed over the entire surface of the glass substrate was obtained. The coated substrate was baked at 220 ° C. for 20 minutes to form a colored photosensitive resin composition layer 1B. Further, after cooling the layer 1A, the colored photosensitive resin composition layer was exposed by irradiating i-line (wavelength 365 nm) through a photomask. An ultra-high pressure mercury lamp was used as the i-line light source, and the light was irradiated after being converted into parallel light. The amount of irradiation light was 150 mJ / cm ² . As the photomask, a photomask for forming linear color pixels having a line width of 3 μm, 4 μm, 5 μm, 6 μm, 7 μm, 8 μm, 9 μm, 10 μm, 20 μm, 30 μm, 40 μm, 50 μm, and 100 μm was used. Next, a glass substrate after exposure [a colored photosensitive resin composition layer is formed on the surface. ] At 25 ° C. [Aqueous solution containing 0.05% potassium hydroxide and 0.2% sodium butylnaphthalenesulfonate by mass fraction, respectively. ] Was developed for 120 seconds, washed with pure water, and then heated at 220 ° C. for 20 minutes to form a blue pixel 1C.

[Evaluation]
The 1A layer was developed by immersing it in a developing solution at 25 ° C. with stirring (an aqueous solution containing 0.05% potassium hydroxide and 0.2% sodium butylnaphthalenesulfonate by mass fraction) for 120 seconds. After washing with water, no lump was found in the developer, and the coating layer was dissolved. When the particle size distribution of the developer in which the coating layer is dissolved is measured by a light scattering method using a microtrack particle size measuring apparatus [UPA 150, 9230 UPA; manufactured by LEED & NORTHROUP COMPANY], the maximum particle size is 1.0 μm or less. Met. Moreover, the transmittance | permeability (average of 400 nm-780 nm) of the glass part after melt | dissolving a coating-film layer was 98% or more.
Next, in accordance with the test method described in JIS K 5400, the pencil hardness tester using the pencil “Mitsubishi High Uni” has the highest hardness that does not damage the coating film when a load of 9.8 N is applied. Obtained as a measured value. As a result of measuring the pencil hardness of the 1B layer of the previously formed coating film by the above method, the pencil hardness was 4H.
Moreover, in the formed blue pixel 1C, the cross-sectional shape was a forward taper shape, the surface was not rough, and the performance of the colored photosensitive resin composition 1 was good.

[Preparation of colored photosensitive resin composition 2]
A colored photosensitive resin composition 2 was obtained by mixing in the same manner as in Example 1 except that a polyethyleneimine dispersant was used instead of the polyester dispersant used in Example 1.
[Evaluation]
Except for using the colored photosensitive resin composition 2 obtained above instead of the colored photosensitive resin composition 1 obtained in Example 1, the same operation as in Example 1 was performed, and the 2A layer was stirred at 25 ° C. After developing by immersing in a developing solution for 120 seconds and washing with pure water, the developing solution was not hardened and the coating layer was dissolved. When the particle size distribution of the coating layer component dissolved in the developer was measured, the maximum particle size was 1.0 μm or less. Moreover, the transmittance | permeability (average of 400 nm-780 nm) of the glass part after melt | dissolving a coating-film layer was 98% or more.
Next, as in Example 1, the pencil hardness of the 2B layer was measured. As a result, the pencil hardness was 4H. Moreover, in the formed blue pixel 2C, the cross-sectional shape was a forward tapered shape, the surface was not rough, and the performance of the colored photosensitive resin composition 2 was good.

[Preparation of colored photosensitive resin composition 3]
A colored photosensitive resin composition 3 was obtained by mixing in the same manner as in Example 1 except that a polyurethane dispersant was used instead of the polyester dispersant used in Example 1.
[Evaluation]
The same procedure as in Example 1 was conducted except that the colored photosensitive resin composition 3 obtained above was used instead of the colored photosensitive resin composition 1 obtained in Example 1, and the 3A layer was stirred at 25 ° C. After developing by immersing in a developing solution for 120 seconds and washing with pure water, the developing solution was not hardened and the coating layer was dissolved. When the particle size distribution of the coating layer component dissolved in the developer was measured, the maximum particle size was 1.0 μm or less. Moreover, the transmittance | permeability (average of 400 nm-780 nm) of the glass part after melt | dissolving a coating-film layer was 98% or more.
Next, as in Example 1, the pencil hardness of the 3B layer was measured. As a result, the pencil hardness was 4H. Moreover, in the formed blue pixel 3C, the cross-sectional shape was a forward taper shape, the surface was not rough, and the performance of the colored photosensitive resin composition 3 was good.

Comparative Example 1
[Preparation of colored photosensitive resin composition 4]
Instead of the binder resin (B) used in Example 1, a copolymer of methacrylic acid and benzyl methacrylate (composition ratio of methacrylic acid units to benzyl methacrylate units is 3: 7 in terms of a mass ratio (molar ratio)). A colored photosensitive resin composition 4 was obtained by mixing in the same manner as in Example 1 except that 36,000] (1.764 parts by mass) was used as the weight average molecular weight (Mw).
[Evaluation]
The same procedure as in Example 1 was conducted except that the colored photosensitive resin composition 4 obtained above was used instead of the colored photosensitive resin composition 1 obtained in Example 1, and the 4A layer was stirred at 25 ° C. After developing by immersing in a developing solution for 120 seconds and washing with pure water, the developing solution was not hardened and the coating layer was dissolved. When the particle size distribution of the coating layer component dissolved in the developer was measured, the maximum particle size was 1.0 μm or less. Moreover, the transmittance (average of 400 nm to 780 nm) of the glass part after dissolving the coating layer was 98% or less and 95%.
Next, as in Example 1, the pencil hardness of the 4B layer was measured. As a result, the pencil hardness was 5H. In addition, in the formed blue pixel 4C, the cross-sectional shape was a forward taper shape, but tailing was observed, and the performance of the colored photosensitive resin composition 4 was poor.

Comparative Example 2
[Preparation of colored photosensitive resin composition 5]
Instead of the binder resin (B) used in Example 1, a copolymer of methacrylic acid and benzyl methacrylate (composition ratio of methacrylic acid units to benzyl methacrylate units is 3: 7 in terms of a mass ratio (molar ratio)). A colored photosensitive resin composition 5 was obtained by mixing in the same manner as in Example 1 except that 4,800] was used as the weight average molecular weight (Mw).
[Evaluation]
The same procedure as in Example 1 was used except that the colored photosensitive resin composition 5 obtained above was used instead of the colored photosensitive resin composition 1 obtained in Example 1, and the 5A layer was stirred at 25 ° C. After developing by immersing in a developing solution for 120 seconds and washing with pure water, the developing solution was not hardened and the coating layer was dissolved. When the particle size distribution of the coating layer dissolved in the developer was measured, the maximum particle size was 1.0 μm or less. Moreover, the transmittance | permeability (average of 400 nm-780 nm) of the glass part after melt | dissolving a coating-film layer was 98% or more.
Next, as in Example 1, the pencil hardness of the 5B layer was measured. As a result, the pencil hardness was 1H. Further, the cross-sectional shape of the formed blue pixel 5C was a forward tapered shape, but surface roughness was observed. Moreover, the remaining film rate was also low and the performance of the colored photosensitive resin composition 5 was bad.

[Preparation of colored photosensitive resin composition 6]
Instead of the polyester dispersant used in Example 1, an acrylic acid dispersant was used, and the binder resin (B) was a copolymer of methacrylic acid and benzyl methacrylate [composition ratio of methacrylic acid units and benzyl methacrylate units. Is 35:65 in the mass ratio (molar ratio), and the weight average molecular weight (Mw) is 10,000], and is mixed in the same manner as in Example 1 except that no epoxy compound is added. Product 6 was obtained.
[Evaluation]
Except for using the colored photosensitive resin composition 6 obtained above instead of the colored photosensitive resin composition 1 obtained in Example 1, the same operation as in Example 1 was performed, and the 6A layer was stirred at 25 ° C. After developing by immersing in a developing solution for 120 seconds and washing with pure water, the developing solution was not hardened and the coating layer was dissolved. When the particle size distribution of the coating layer component dissolved in the developer was measured, the maximum particle size was 1.0 μm or less. Moreover, the transmittance | permeability (average of 400 nm-780 nm) of the glass part after melt | dissolving a coating-film layer was 98% or more.
Next, as in Example 1, the pencil hardness of the 6B layer was measured. As a result, the pencil hardness was 9H. Moreover, in the formed blue pixel 6C, the cross-sectional shape was a forward tapered shape, the surface was not rough, and the performance of the colored photosensitive resin composition 6 was good.

[Preparation of colored photosensitive resin composition 7]
In place of the binder resin (B) used in Example 4, methacrylic acid, benzyl methacrylate and formula (I) [in formula (I), R ¹ represents a methyl group, and R ² represents a hydrogen atom. ] [The composition ratio of a methacrylic acid unit, a benzyl methacrylate unit, and the component shown by said Formula (I) is 25:60:15 by a mass ratio (molar ratio), polystyrene conversion The weight average molecular weight (Mw) is 9,000. The colored photosensitive resin composition 7 was obtained by mixing in the same manner as in Example 1 except that no epoxy compound was added.

[Evaluation]
Except for using the colored photosensitive resin composition 7 obtained above instead of the colored photosensitive resin composition 1 obtained in Example 1, the same operation as in Example 1 was performed, and the 7A layer was stirred at 25 ° C. After developing by immersing in a developing solution for 120 seconds and washing with pure water, the developing solution was not hardened and the coating layer was dissolved. When the particle size distribution of the coating layer component dissolved in the developer was measured, the maximum particle size was 1.0 μm or less. Moreover, the transmittance | permeability (average of 400 nm-780 nm) of the glass part after melt | dissolving a coating-film layer was 98% or more.
Subsequently, when the pencil hardness of the 7B layer was measured in the same manner as in Example 1, the pencil hardness was 9H. Further, in the formed blue pixel 7C, the cross-sectional shape was a forward taper shape, the surface was not rough, and the performance of the colored photosensitive resin composition 7 was good.

[Preparation of colored photosensitive resin composition 8]
The binder resin (B) of Example 4 is changed to the binder resin (B) used in Example 5, and further mixed in the same manner as in Example 1 except that no epoxy compound is added. Product 8 was obtained.
[Evaluation]
Except for using the colored photosensitive resin composition 8 obtained above instead of the colored photosensitive resin composition 1 obtained in Example 1, the same operation as in Example 1 was performed, and the 8A layer was stirred at 25 ° C. After developing by immersing in a developing solution for 120 seconds and washing with pure water, the developing solution was not hardened and the coating layer was dissolved. The particle size distribution of the coating layer dissolved in the developer is measured. The maximum particle size was 1.0 μm or less. Moreover, the transmittance | permeability (average of 400 nm-780 nm) of the glass part after melt | dissolving a coating-film layer was 98% or more.
Next, as in Example 1, the pencil hardness of the 8B layer was measured. As a result, the pencil hardness was 9H. Further, in the formed blue pixel 8C, the cross-sectional shape was a forward taper shape, the surface was not rough, and the performance of the colored photosensitive resin composition 8 was good.

[Preparation of colored photosensitive resin composition 9]
Instead of the binder resin (B) of Example 1, a copolymer of methacrylic acid, benzyl methacrylate, and styrene [composition ratio of methacrylic acid unit, benzyl methacrylate unit, and styrene unit is 30:60 in terms of mass ratio (molar ratio). : 10, polystyrene-reduced weight average molecular weight (Mw) is 16,000. ] Was used in the same manner as in Example 1 to obtain a colored photosensitive resin composition 9.
[Evaluation]
The 9A layer was stirred at 25 ° C. under the same conditions as in Example 1 except that the colored photosensitive resin composition 9 obtained above was used instead of the colored photosensitive resin composition 1 obtained in Example 1. After developing by immersing in a developing solution for 120 seconds and washing with pure water, the developing solution was not hardened and the coating layer was dissolved. When the particle size distribution of the coating film component dissolved in the developer was measured, the maximum particle size was 1.0 μm or less. Moreover, the transmittance | permeability (average of 400 nm-780 nm) of the glass part after melt | dissolving a coating-film layer was 98% or more.
Next, as in Example 1, the pencil hardness of the 9B layer was measured. As a result, the pencil hardness was 6H. Moreover, in the formed blue pixel 9C, the cross-sectional shape was a forward taper shape, the surface was not rough, and the performance of the colored photosensitive resin composition 9 was good.

[Preparation of colored photosensitive resin composition 10]
Instead of the binder resin (B) of Example 1, a copolymer of methacrylic acid, benzyl methacrylate and isobornyl methacrylate [composition ratio of methacrylic acid unit, benzyl methacrylate unit and isobornyl methacrylate unit is a mass ratio ( The molar ratio is 30:60:10, and the polystyrene equivalent weight average molecular weight (Mw) is 16,000. ] Was used in the same manner as in Example 1 to obtain a colored photosensitive resin composition 10.
[Evaluation]
The same procedure as in Example 1 was conducted except that the colored photosensitive resin composition 10 obtained above was used instead of the colored photosensitive resin composition 1 obtained in Example 1, and the 10A layer was stirred at 25 ° C. After developing by immersing in a developing solution for 120 seconds and washing with pure water, the developing solution was not hardened and the coating layer was dissolved. When the particle size distribution of the coating film component dissolved in the developer was measured, the maximum particle size was 1.0 μm or less. Moreover, the transmittance | permeability (average of 400 nm-780 nm) of the glass part after melt | dissolving a coating-film layer was 98% or more.
Next, as in Example 1, the pencil hardness of the 10B layer was measured. As a result, the pencil hardness was 7H. Further, in the formed blue pixel 10C, the cross-sectional shape was a forward taper shape, the surface was not rough, and the performance of the colored photosensitive resin composition 10 was good.

The colored photosensitive resin composition of the present invention can be used for forming a color filter.

Claims (11)

  A colored photosensitive resin composition comprising a colorant (A), a binder resin (B), a photopolymerizable compound (C), a photopolymerization initiator (D), a pigment dispersant (E) and a solvent (F). Then, the colored photosensitive resin composition is applied onto a glass substrate to form a resin layer, and the resin layer is subjected to pre-baking, exposure through a mask, development, post-baking, and curing obtained after post-baking. The resin layer has a hardness of 3H or more and 9H or less in pencil hardness, and the photosensitive resin layer obtained after exposure through a prebake and a mask is immersed in an aqueous alkali solution at 25 ° C. with stirring at 100 rpm for 120 seconds. The coloring photosensitive resin composition whose transmittance | permeability (average of 400-780 nm) of the part which the non-exposed part of the subsequent photosensitive resin layer melt | dissolved is 98% or more and 100% or less.   The colored photosensitive resin composition according to claim 1, wherein the binder resin (B) is a resin containing a structural unit derived from (meth) acrylic acid.   3. The colored photosensitive resin according to claim 1, wherein the content of the structural unit derived from (meth) acrylic acid in all the structural units constituting the binder resin (B) is from 16 mol% to 40 mol%. Composition.   The colored photosensitive resin composition according to any one of claims 1 to 3, wherein the binder resin (B) further contains a structural unit derived from benzyl (meth) acrylate. The colored photosensitive resin composition according to any one of claims 1 to 4, wherein the binder resin (B) is a resin further containing a structural unit represented by the formula (I).

(In formula (I), R ¹ and R ² each independently represents a hydrogen atom or a methyl group.)   The colored photosensitive resin composition according to any one of claims 1 to 5, wherein the binder resin (B) has a polystyrene equivalent weight average molecular weight of 5,000 or more and 35,000 or less.   The pigment photosensitive agent (E) is at least one surfactant selected from the group consisting of polyester-based, polyethyleneimine-based, polyurethane-based and acrylic acid-based pigments. Resin composition.   The colored photosensitive resin composition according to any one of claims 1 to 7, wherein the pigment dispersant (E) is an acrylic acid surfactant.   A resin layer comprising the colored photosensitive resin composition according to claim 1 is formed on a substrate, the resin layer is exposed through a mask, developed, and then post-baked. A method for forming a colored pattern.   The method for forming a colored pattern according to claim 9, wherein the post-baking temperature is 180 ° C. or higher and 250 ° C. or lower. A color filter containing a colored pattern formed by the method according to claim 9 or claim 10.