JP2002328477A - Method for producing colored photosensitive resin composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a method for producing a colored photosensitive resin composition whose viscosity does not increase in long-term storage even when a colorant (A) is contained at a high concentration. SOLUTION: A mixture of the colorant (A) and a solvent (E), a binder polymer (B), a photopolymerizable compound (C) and a photopolymerization initiator (D) are mixed and kept warm at 25-80 deg.C to produce the objective colored photosensitive resin composition. The mixing is preferably carried out at >=30 deg.C and the keeping time is preferably >=2 hr. When the colored photosensitive resin composition is patterned, a colored pattern is formed and a color filter can be produced.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a method for producing a colored photosensitive resin composition, and more particularly, to a method for producing a colored photosensitive resin composition whose viscosity does not increase even after long-term storage.

[0002]

2. Description of the Related Art A colored photosensitive resin composition (color resist) is a colored photosensitive resin composition (resist) containing a coloring agent and forms a colored pattern constituting a color filter. Is useful as a raw material for Here, the color filter is, for example, a filter that is incorporated in a color liquid crystal display device and used for colorizing a display image, or is incorporated in a color solid-state imaging device and used for obtaining a color image. The coloring pattern is, for example, a color pixel (5R, 5G, 5B),
In a black matrix (5BM) or the like, a color pixel is a colored transparent layer, and a black matrix is a layer for shielding light. These color pixels and black matrix are usually formed on a substrate (2) to form a color filter (6) (FIG. 1). Color pixel (5R,
5G, 5R) are transparent and colored, and the light transmitted therethrough exhibits the color of each color pixel. Further, the black matrix (5BM) is a layer that shields light, and thus looks black. The coloring pattern (5) has a lattice shape (mosaic shape) (FIG. 1A) or a linear shape (FIG. 1A).
(b)).

In order to manufacture a color filter using the colored photosensitive resin composition, for example, a colored pattern may be formed by patterning the colored photosensitive resin composition. A layer (1) made of the composition may be formed on the substrate (2) (FIG. 2 (a)), and the layer (1) may be exposed (FIG. 2 (b)) and then developed. After the development, heating may be performed.

As the colored photosensitive composition, for example, a composition containing a colorant (A), a binder polymer (B), a photopolymerizable compound (C) and a photopolymerization initiator (D) is used. Such a colored photosensitive resin composition is prepared, for example, by mixing a mixture of a colorant (A) and a solvent (E) in a clean room with a binder polymer (B), a photopolymerizable compound (C),
It is produced by a method of mixing with the photopolymerization initiator (D) at room temperature. The temperature of the clean room is usually set at 23 ° C.

The colored pattern (5) formed by patterning the colored photosensitive resin composition is preferably thin. In order to obtain a colored pattern that is sufficiently colored even if the thickness is small, a colored photosensitive composition containing the coloring agent (A) at a high concentration may be used.

However, when a colored photosensitive resin composition containing a coloring agent at a high concentration is produced by a conventional production method,
In some cases, the viscosity of the obtained colored photosensitive resin composition increased during long-term storage. If the viscosity of the colored photosensitive resin composition is large, it tends to be difficult to reduce the thickness of the formed colored pattern.

To produce a black matrix by using a colored photosensitive resin composition obtained by using a black coloring agent as the coloring agent (A) (hereinafter sometimes referred to as a black colored photosensitive resin composition). For example, a black-colored photosensitive resin composition may be patterned to form a black-colored pattern. Specifically, for example, a layer (1) made of a black-colored photosensitive resin composition is formed on a substrate (2). (Fig. 2
(a)), after exposing the layer (1) (FIG. 2 (b)), it may be developed. After the development, heating may be performed.

The black matrix (5BM) thus formed preferably has a small thickness. In order to obtain a black matrix which is sufficiently colored even if it is thin, a black colored photosensitive composition containing the black colorant (A) at a high concentration may be used.

However, when a black-colored photosensitive resin composition containing a high concentration of a black colorant is produced by a conventional production method, the viscosity of the obtained black-colored photosensitive resin composition increases during storage for a long period of time. There was a case. If the viscosity of the black colored photosensitive resin composition is large, it tends to be difficult to reduce the thickness of the formed black matrix (5BM).

When the black colored photosensitive resin composition produced by the conventional method is stored for a long period of time, the reproducibility of the line pattern of the black matrix (5BM) obtained by using the composition becomes lower than before storage, In some cases, the development margin became narrower than before storage, making it difficult to obtain a stable quality color filter.

[0011]

Accordingly, the present inventors have developed a colored photosensitive resin composition which does not increase in viscosity during long-term storage even if it contains a colorant at a high concentration, and a black colorant at a high concentration. Even after the long term storage, the viscosity did not increase during storage for a long period of time, and as a result of extensive studies to develop a colored photosensitive resin composition in which the line pattern stability and the development margin did not change, the colorant (A) and the solvent were The colored photosensitive resin composition obtained by mixing (E) with the binder polymer (B), the photopolymerizable compound (C) and the photopolymerization initiator (D) and then keeping the temperature at a relatively high temperature is as described above. The present inventors have found that the above problem can be solved, and have reached the present invention.

[0012]

That is, the present invention provides:
(1) After mixing a mixture of the colorant (A) and the solvent (E) with the binder polymer (B), the photopolymerizable compound (C) and the photopolymerization initiator (D), the temperature is from 25 ° C to 80 ° C. The present invention provides a method for producing a colored photosensitive resin composition, characterized in that the composition is kept warm. Furthermore, in the present invention, (2) the colorant (A) is a black colorant.
The present invention also provides a production method described in (1).

[0013]

BEST MODE FOR CARRYING OUT THE INVENTION The colorant (A) applied to the production method of the present invention may be an organic colorant which is an organic substance or an inorganic colorant which is an inorganic substance. The organic colorant may be a pigment or a dye. Further, it may be a synthetic dye or a natural dye. The inorganic colorant may be an inorganic pigment such as a metal oxide, a metal complex salt, or an inorganic salt of barium sulfate (enrichment pigment). Among these colorants, an organic colorant and further an organic pigment are preferably used in that they are excellent in heat resistance and color development.

Specific examples of the organic pigment include compounds classified as Pigment in the Color Index (published by The Society of Dyers and Colorists). Specifically, C.I. I. Pigment Yellow 1,
C. 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 5
3, C.I. I. Pigment yellow 83, C.I. I. Pigment Yellow 86, C.I. I. Pigment Yellow 93,
C. I. Pigment Yellow 94, C.I. I. Pigment yellow 109, C.I. I. Pigment Yellow 110,
C. I. Pigment Yellow 117, C.I. I. Pigment yellow 125, C.I. I. Pigment Yellow 12
8, C.I. I. Pigment yellow 137, C.I. I. Pigment yellow 138, C.I. I. Pigment Yellow 1
39, 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 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 5
1, C.I. I. Pigment Orange 55, C.I. I. Pigment Orange 59, C.I. I. Pigment Orange 61,
C. I. Pigment Orange 64, C.I. I. Pigment Orange 65, C.I. I. Pigment Orange 71, C.I.
I. Pigment Orange 73, C.I. I. Pigment Red 9, C.I. I. Pigment Red 97, C.I. I. Pigment Red 105, C.I. I. Pigment Red 122,
C. 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 1
80, C.I. I. Pigment Red 192, C.I. I. Pigment Red 215, C.I. I. Pigment Red 21
6, C.I. I. Pigment Red 224, C.I. I. Pigment Red 242, C.I. I. Pigment Red 254,
C. I. Pigment Red 264, C.I. I. Pigment Red 265, C.I. 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. Pigment Blue 60, C.I. 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 3
2, C.I. I. Pigment Violet 36, C.I. I. Pigment Violet 38, C.I. I. Pigment Green 7, C.I. I. Pigment Green 36, C.I. I. Pigment Brown 23, C.I. I. Pigment Brown 2
5, and the like. These organic pigments may be used alone or in combination of two or more.

The black colorant (A) applied to the production method of the present invention may be an organic black colorant that is an organic substance or an inorganic black colorant that is an inorganic substance. The organic black colorant may be a pigment or a dye. Further, it may be a synthetic dye or a natural dye. The inorganic black colorant may be an inorganic pigment such as a metal oxide or a metal complex salt. Among these black colorants, black pigments are preferred because of their excellent heat resistance and color development. Examples of the black pigment include pigments classified as Pigment in a color index (published by The Society of Dyers and Colorists). Specifically, C.I. I. Pigment Black 1, C.I. I. Pigment Black 7, C.I. I. Pigment Black 31, C.I. I. Pigment Black 32 and the like.

As such a black pigment, carbon black is preferably used. As carbon black,
For example, any one of furnace black, channel black, acetylene black, lamp black and the like can be used, and among them, furnace black is preferable. Such carbon black may or may not be described in the above-mentioned color index. These black pigments may be used alone or in combination of two or more.

If necessary, an organic pigment, for example, a black organic pigment, may be treated with a rosin, a surface treatment using a pigment derivative having an acidic or basic group introduced, a graft treatment with a polymer compound or the like on the pigment surface, A pulverization treatment by a sulfuric acid pulverization method or a cleaning treatment with an organic solvent or water for removing impurities may be performed.

The amount of the colorant (A) to be used is usually 5% or more, preferably 10% or more by mass fraction based on the solid content after the volatile components of the objective colored photosensitive resin composition have volatilized. Yes, it is usually in the range of 60% or less, preferably 50% or less. However, even when the amount of the colorant (A) used is, for example, 20% or more, and more preferably 30% or more, based on the solid content. The colored photosensitive resin composition has little change in viscosity during storage. When an organic pigment is used as the coloring agent (A), the amount of the organic pigment used is usually 50% or more, preferably 55% or more, by mass fraction based on the total amount of the coloring agent (A).

When a black colorant is used as the colorant (A), the amount used is the same as described above. For example, when a black pigment is used as the black colorant (A), the amount of the black pigment used is usually 50% or more, preferably 55% or more, by mass fraction based on the total amount of the black colorant (A).

The binder polymer (B) can disperse a colorant, and remove the unirradiated area (11) of the colored photosensitive resin composition layer (1) during the development to the colored photosensitive resin composition layer (1). A polymer that imparts the function of leaving a polymer is used. As such a binder polymer, for example, a polymer composed of a monomer unit having a carboxyl group is preferable.

As the monomer having a carboxyl group,
Examples thereof include unsaturated carboxylic acids having one or more carboxyl groups in the molecule, such as unsaturated monocarboxylic acids and unsaturated dicarboxylic acids. Specific examples include acrylic acid, methacrylic acid, crotonic acid, itaconic acid, and maleic acid. And fumaric acid. Such a monomer is a compound having a carbon-carbon unsaturated bond, and can be used alone or in combination of two or more.

The binder polymer may be a homopolymer of such a monomer having a carboxyl group, but is preferably a copolymer of the monomer and another monomer. The other monomer is a monomer having a carbon-carbon unsaturated bond and copolymerizable with a monomer having a carboxyl group, specifically, for example, styrene, α-methylstyrene, vinyl Aromatic vinyl compounds such as toluene, unsaturated carboxylic acid esters such as methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, butyl acrylate, butyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, benzyl acrylate and benzyl methacrylate Compounds, unsaturated carboxylic acid aminoalkyl ester compounds such as aminoethyl acrylate, glycidyl acrylate, unsaturated carboxylic acid glycidyl ester compounds such as glycidyl methacrylate,
Carboxylic acid vinyl ester compounds such as vinyl acetate and vinyl propionate; vinyl cyanide compounds such as acrylonitrile, methacrylonitrile and α-chloroacrylonitrile; 3-methyl-3-acryloxymethyloxetane; 3-methyl-3-methacryloxy Methyl oxetane, 3-ethyl-3-acryloxymethyl oxetane,
3-ethyl-3-methacryloxymethyl oxetane, 3
-Methyl-3-acryloxyethyl oxetane, 3-methyl-3-methacryloxyethyl oxetane, 3-methyl-3-acryloxyethyl oxetane, 3-methyl-
Examples include unsaturated carboxylic acid oxetane ester compounds such as 3-methacryloxyethyl oxetane.
These monomers are used alone or in combination of two or more.

Examples of such a copolymer include 3-ethyl-3-methacryloxymethyloxetane / benzyl methacrylate / methacrylic acid copolymer and 3-ethyl-3
-Methacryloxymethyl oxetane / benzyl methacrylate / methacrylic acid / styrene copolymer, 3-ethyl-3-methacryloxymethyl oxetane / methyl methacrylate / methacrylic acid copolymer, 3-ethyl-3-methacryloxymethyl oxetane / methyl methacrylate / Methacrylic acid / styrene copolymer.
The content of the monomer unit having a carboxyl group in such a copolymer is from 5% to 50% by mass fraction, preferably from about 10% to 40%.

Further, as the binder polymer, for example, a compound obtained by reacting a compound represented by the following general formula (I) with a polybasic acid or an acid anhydride thereof can be used. (I) (wherein R ₁ and R ₂ are each independently a hydrogen atom,
It is an alkyl group having 1 to 5 carbon atoms or a halogen atom. X represents a single _{bond, -CO -, - SO 2 -} , - C (C
_{F 3) 2 -, - Si} (CH 3) 2 -, - CH 2 -, - C (C
H ₃ ) ₂ —, —O—, or Is a group represented by R ₃ represents an optionally substituted alkylene group having 1 to 10 carbon atoms. The substituent has a hydroxyl group, a halogen atom, and a carbon number of 1 to 1 which may have a hydroxyl group.
An alkyl group having 0, an alkoxy group having 1 to 10 carbon atoms, an aryl group having 6 to 15 carbon atoms, an aralkyl group having 7 to 15 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or 2 to 2 carbon atoms
10 acyloxy groups. R ₄ represents a hydrogen atom or a methyl group. m is an integer of 0 to 5, n is 1 to 10
Indicates an integer. When the colorant is a black colorant, it is preferable to use, as the binder polymer, a compound obtained by reacting the compound represented by the general formula (I) with a polybasic acid or an acid anhydride thereof. It is preferable to use a compound obtained by reacting a compound having a bisphenolfluorene skeleton with a polybasic acid or an acid anhydride thereof.

When the colorant is other than a black colorant, the binder polymer has a weight average molecular weight (Mw) determined by gel permeation chromatography (GPC) of 1,000 to 40 using polystyrene as a standard.
In the range of 0000, or even 5,000-400,000.
It is preferably in the range of 0, especially in the range of 10,000 to 300,000. When the colorant is a black colorant, the weight average molecular weight (Mw) is preferably in the range of 2,000 to 13,000.

The amount of the binder polymer (B) used is usually about 5% or more, preferably about 20% or more, usually about 90% or less, and preferably about 70% or less by mass fraction based on the solid content of the colored photosensitive composition. Range.

The photopolymerizable compound (C) is a compound which can be polymerized by an active radical, acid or the like generated from the photopolymerization initiator (D) upon irradiation with light. Compounds having a saturated bond are exemplified. Such a 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-vinylpyrrolidone, 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. Examples include dimethacrylate, 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 pentaacrylate, dipentaerythritol pentamethacrylate, dipentaerythritol hexaacrylate, dipentaerythritol hexamethacrylate, etc. Is mentioned.

These photopolymerizable compounds are used alone or in combination of two or more. However, a bifunctional or higher polyfunctional photopolymerizable compound is preferably used, and when two or more photopolymerizable compounds are used. It is preferable to use one or more polyfunctional photopolymerizable compounds.

The amount of the photopolymerizable compound (C) used is:
Binder polymer (B) and photopolymerizable compound (C)
0.1 parts by mass or more per 100 parts by mass of
0 parts by mass or less, preferably 1 part by mass or more and 60 parts by mass or less.

Examples of the photopolymerization initiator (D) include an active radical generator that generates an active radical upon irradiation with light, an acid generator that generates an acid, and the like. Examples of the active radical generator include acetophenone. Photopolymerization initiators, benzoin photopolymerization initiators, benzophenone photopolymerization initiators, thioxanthone photopolymerization initiators, and triazine photopolymerization initiators.

As the acetophenone-based photopolymerization initiator,
For example, diethoxyacetophenone, 2-hydroxy-2
-Methyl-1-phenylpropan-1-one, benzyldimethylketal, 2-hydroxy-2-methyl-1-
[4- (2-hydroxyethoxy) phenyl] propan-1-one, 1-hydroxycyclohexylphenyl ketone, 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-
[4- (1-methylvinyl) phenyl] propane-1-
ON oligomers and the like.

Examples of the benzoin-based photopolymerization initiator include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether and the like.

As the benzophenone-based photopolymerization initiator,
For example, benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-
4′-methyldiphenyl sulfide, 3,3 ′, 4
4'-tetra (tert-butylperoxycarbonyl) benzophenone, 2,4,6-trimethylbenzophenone and the like.

As the thioxanthone-based photopolymerization initiator,
For example, 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, 1-chloro-4
-Propoxythioxanthone and the like.

Examples of the triazine-based photopolymerization initiator 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-piperonyl-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) -6- [2- (3,4-dimethoxyphenyl) ethenyl] -1,3 , 5-triazine and the like.

As the active radical generator, for example,
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 compounds and the like can also be used.

As the active radical generator, a commercially available product can be used. Examples of commercially available photopolymerization initiators include “Irgacure-907” (trade name) (acetophenone-based photopolymerization initiator, manufactured by CIBA-GEIGY).

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

Further, among the above-mentioned compounds as active radical generators, there are also compounds which generate an acid simultaneously with an active radical. For example, a triazine-based photopolymerization initiator is also used as an acid generator.

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

The colored photosensitive composition of the present invention may contain a photopolymerization initiation aid. The photopolymerization initiation aid is a compound used in combination with the photopolymerization initiator to promote the polymerization of the photopolymerizable compound (C) initiated by the photopolymerization initiator (D). Examples of the photopolymerization initiation aid include amine-based photopolymerization initiation aids and alkoxyanthracene-based photopolymerization initiation aids.

Examples of the amine-based photopolymerization initiation aid include triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, and benzoic acid. 2-dimethylaminoethyl acid, 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.

Examples of the alkoxyanthracene-based photopolymerization initiation aid include 9,10-dimethoxyanthracene,
2-ethyl-9,10-dimethoxyanthracene, 9,
10-diethoxyanthracene, 2-ethyl-9,10
-Diethoxyanthracene and the like.

Commercially available photopolymerization initiation aids can be used. Examples of commercially available photopolymerization initiation aids include "EAB-F" (trade name, manufactured by Hodogaya Chemical Industry Co., Ltd.). .

When such a photopolymerization initiator is used, its amount is usually 10 mol or less, preferably 0.01 mol or more and 5 mol or less per 1 mol of the photopolymerization initiator.

The total amount of the photopolymerization initiator (D) and the photopolymerization initiation aid is usually 3 parts by mass based on 100 parts by mass of the total amount of the binder polymer (B) and the photopolymerizable compound (C). To 30 parts by mass, preferably 5 to 25 parts by mass.

As the solvent (E), the same solvents as used for ordinary colored photosensitive compositions can be used, for example, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether and ethylene glycol monobutyl ether. Diethylene glycol dialkyl ethers such as ethylene glycol monoalkyl ethers, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether and diethylene glycol dibutyl ether;
Ethylene glycol alkyl ether acetates such as methyl cellosolve acetate and ethyl cellosolve acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, alkylene glycol alkyl ether acetate such as methoxybutyl acetate and methoxypentyl acetate Benzene, toluene, xylene, etc., aromatic hydrocarbons, methyl ethyl ketone, acetone, methyl amyl ketone, methyl isobutyl ketone, ketones such as cyclohexanone, ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, glycerin, etc. Alcohols, 3-ethoxypro Ethyl propionic acid, 3-esters such as methyl methoxypropionate, and cyclic esters such as γ- butyrolactone. Such solvents can be used alone or in combination of two or more, and the amount of the solvent used is generally 50% or more by mass fraction in the colored photosensitive composition diluted with the solvent. 90% or less, preferably 60% or more and 85
% Or less.

The mixture of the colorant (A), for example, the black colorant and the solvent (E), is obtained by mixing the colorant (A) with the solvent (E).
Can be obtained by a method of mixing In such a mixture, depending on the type of the colorant (A), the colorant (A) may be in a dispersed state without being dissolved in the solvent (E). However, in the production method of the present invention, the colorant (A) is dissolved in the solvent. Without being performed, it may be in a state of being dispersed in the solvent (E).

The content of the colorant (A) in the mixture of the colorant (A), for example, the black colorant and the solvent (E) is usually 5 per 100 parts by mass of the total amount of the colorant (A) and the solvent (E). The amount is at least 10 parts by mass, preferably at least 10 parts by mass, usually at most 60 parts by mass, preferably at most 30 parts by mass.

The colorant (A), for example, a mixture of the black colorant and the solvent (E) may contain a pigment dispersant.
When a pigment is used as the colorant, the pigment can be dispersed in the mixture by including a pigment dispersant. Examples of the pigment dispersant include a polyester polymer dispersant, an acrylic polymer dispersant, a polyurethane polymer dispersant, a cationic surfactant, an anionic surfactant, a nonionic surfactant, and the like. These may be used alone or in combination of two or more. When a pigment dispersant is used, its content in the mixture is usually at least 0.01 part by mass, preferably at least 0.05 part by mass, and usually at most 1 part by mass, preferably at most 0.5 part by mass, per part by mass of the colorant. Not more than parts by mass. The mixture of the colorant (A) and the solvent (E) may contain a binder polymer (B) and the like.

In the production method of the present invention, such a mixture is mixed with the binder polymer (B), the photopolymerizable compound (C) and the photopolymerization initiator (D). The mixing temperature is
A temperature at which the solvent (E) does not solidify, for example, 0 ° C. or higher, may be 23 ° C. or lower, but may be 25 ° C.
The temperature is preferably at least 30 ° C, more preferably at least 35 ° C, usually at most 80 ° C, preferably at most 60 ° C, more preferably at most 50 ° C. At the time of mixing, for example, a binder polymer (B), a photopolymerizable compound (C) and a photopolymerization initiator (D) are added to a mixture of a colorant (A) such as a black colorant and a solvent (E). Alternatively, a mixture of the colorant (A) and the solvent (E) may be poured into a mixture of the binder polymer (B), the photopolymerizable compound (C), and the photopolymerization initiator (D). Mixing is
Usually, a colorant (A) such as a black colorant and a solvent (E)
Or a mixture of the binder polymer (B), the photopolymerizable compound (C), and the photopolymerization initiator (D).

In the mixing, the mixture of the colorant (A), for example, the black colorant and the solvent (E) may be further mixed with the solvent (E). In this case, the solvent (E) to be further mixed is, for example, It is preliminarily mixed with the binder polymer (B), the photopolymerizable compound (C) and the photopolymerization initiator (D).

At the time of mixing, a colorant (A), for example, a mixture of a black colorant and a solvent (E) is mixed with a binder polymer (B), a photopolymerizable compound (C) and a photopolymerization initiator (D) together with an additive ( You may mix with F). As the additive, for example, a filler, a binder polymer (B)
Polymer compounds other than the above, a surfactant, an adhesion promoter, an antioxidant, an ultraviolet absorber, an anticoagulant, an organic acid, an organic amino compound, a curing agent, and the like.

Examples of the filler include glass and alumina. Examples of the polymer compound include polyvinyl alcohol, polyacrylic acid, polyethylene glycol monoalkyl ether, and polyfluoroalkyl acrylate. Examples of the surfactant include a nonionic surfactant, a cationic surfactant, an anionic surfactant, and the like. Examples of the adhesion promoter include vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, and N- (2-aminoethyl )-
3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane , 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane, and the like.

Examples of the antioxidant include 2,2-thiobis (4-methyl-6-t-butylphenol),
6-di-t-butylphenol and the like. As the ultraviolet absorber, for example, 2- (3-t-butyl-5-
Methyl-2-hydroxyphenyl) -5-chlorobenzotriazole, alkoxybenzophenone and the like. Examples of the aggregation preventive 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, diethylacetic acid, enanthic acid, caprylic acid, oxalic acid, malonic acid, and the like. Succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, brassic acid, methylmalonic acid, ethylmalonic acid, dimethylmalonic acid, methylsuccinic acid, tetramethylsuccinic acid, cyclohexanedicarboxylic acid, itacone Aliphatic dicarboxylic acids such as acid, citraconic acid, maleic acid, fumaric acid, and mesaconic acid; aliphatic tricarboxylic acids such as tricarballylic acid, aconitic acid, and camphoronic acid; benzoic acid, toluic acid, cuminic acid, hemelitic acid, and mesitylene acid Aromatic monocarboxylic acids such as phthalic acid,
Examples thereof include aromatic dicarboxylic acids such as isophthalic acid and terephthalic acid, and aromatic polycarboxylic acids such as trimellitic acid, trimesic acid, melophanic acid, and pyromellitic acid.

Examples of the organic amino compound include n-propylamine, i-propylamine, n-butylamine, i-butylamine, sec-butylamine, t-butylamine, n-pentylamine, n-hexylamine and n-heptylamine. , N-octylamine, n-nonylamine, n-decylamine, n-undecylamine, n-dodecylamine, cyclohexylamine, 2-
Mono (cyclo) alkylamines such as methylcyclohexylamine, 3-methylcyclohexylamine and 4-methylcyclohexylamine, methylethylamine, diethylamine, methyl n-propylamine, ethyl n-
Propylamine, di-n-propylamine, di-i-propylamine, di-n-butylamine, dii-butylamine,
Disec-butylamine, di-t-butylamine, di-n-
Di (cyclo) alkylamines such as pentylamine, di-n-hexylamine, methylcyclohexylamine, ethylcyclohexylamine, dicyclohexylamine, dimethylethylamine, methyldiethylamine, triethylamine, dimethyln-propylamine, diethyln-propylamine, methyldimethylamine n-propylamine,
Ethyldi-n-propylamine, tri-n-propylamine, tri-i-propylamine, tri-n-butylamine,
Tri-i-butylamine, trisec-butylamine, tri-t-butylamine, tri-n-pentylamine, tri-n
Tri (cyclo) alkylamines such as hexylamine, dimethylcyclohexylamine, diethylcyclohexylamine, methyldicyclohexylamine, ethyldicyclohexylamine, tricyclohexylamine,
2-aminoethanol, 3-amino-1-propanol, 1-amino-2-propanol, 4-amino-1-
Mono (cyclo) alkanolamines such as butanol, 5-amino-1-pentanol, 6-amino-1-hexanol, 4-amino-1-cyclohexanol, diethanolamine, di-n-propanolamine, dii-
Propanolamine, di-n-butanolamine, dii-
Butanolamine, di-n-pentanolamine, di-n-
Di (cyclo) alkanolamines such as hexanolamine and di (4-cyclohexanol) amine, triethanolamine, tri-n-propanolamine, trii
Tri (cyclo) alkanolamines such as propanolamine, tri-n-butanolamine, tri-i-butanolamine, tri-n-pentanolamine, tri-n-hexanolamine, tri (4-cyclohexanol) amine, 3-amino -1,2-propanediol, 2
-Amino-1,3-propanediol, 4-amino-
1,2-butanediol, 4-amino-1,3-butanediol, 4-amino-1,2-cyclohexanediol, 4-amino-1,3-cyclohexanediol, 3
Amino (cyclo) such as -dimethylamino-1,2-propanediol, 3-diethylamino-1,2-propanediol, 2-dimethylamino-1,3-propanediol, 2-diethylamino-1,3-propanediol Alkanediols, 1-aminocyclopentanone methanol, 4-aminocyclopentanone methanol,
Amino group-containing cycloalkane methanols 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
Aminocarboxylic acids such as -aminovaleric acid, 5-aminovaleric acid, 6-aminocaproic acid, 1-aminocyclopropanecarboxylic acid, 1-aminocyclohexanecarboxylic acid, 4-aminocyclohexanecarboxylic acid, 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
Aromatic amines such as -diethylaniline, p-methyl-N, N-dimethylaniline, o-aminobenzyl alcohol, m-aminobenzyl alcohol, p-aminobenzyl alcohol, p-dimethylaminobenzyl alcohol, p-diethylaminobenzyl Aminobenzyl alcohols such as alcohol, o-aminophenol, m
Aminophenols such as aminophenol, p-aminophenol, p-dimethylaminophenol and p-diethylaminophenol, m-aminobenzoic acid, p-
Examples include aminobenzoic acids such as aminobenzoic acid, p-dimethylaminobenzoic acid, and p-diethylaminobenzoic acid.

The curing agent is used to harden the colored pattern by a heat treatment after development in patterning and to improve its mechanical strength. As such a curing agent, for example, a compound capable of reacting with a carboxyl group of the binder polymer by heating to crosslink the binder polymer can be mentioned, and the coloring pattern is cured by crosslinking the binder polymer. Also,
The compound may be a compound which can be polymerized by heating alone, and the color pixel or the like is cured by polymerizing alone. Examples of such a compound include an epoxy compound and an oxetane compound.

Examples of the epoxy compound include bisphenol A epoxy resin, hydrogenated bisphenol A epoxy resin, bisphenol F epoxy resin, hydrogenated bisphenol F epoxy resin, novolak type epoxy resin, other aromatic epoxy resins, Epoxy resins such as alicyclic epoxy resins, heterocyclic epoxy resins, glycidyl ester resins, glycidylamine resins, epoxidized oils, and brominated derivatives of these epoxy resins, epoxy resins and other than the brominated derivatives thereof. Aliphatic, alicyclic or aromatic epoxy compounds, epoxidized (co) polymer of butadiene, epoxidized (co) polymer of isoprene, (co) polymer of glycidyl (meth) acrylate, triglycidyl isocyanate Nurate and the like.

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

The colored photosensitive composition of the present invention, for example, the black colored photosensitive composition may contain a compound capable of ring-opening polymerizing an epoxy group of an epoxy compound and an oxetane skeleton of an oxetane compound together with a curing agent. Examples of such compounds include polycarboxylic acids, polycarboxylic anhydrides, and acid generators.

Examples of the polycarboxylic acids include phthalic acid, 3,4-dimethylphthalic acid, isophthalic acid, terephthalic acid, pyromellitic acid, trimellitic acid, 1,4,4
5,8-naphthalenetetracarboxylic acid, 3,3 ′, 4
Aromatic polycarboxylic acids such as 4'-benzophenonetetracarboxylic acid, succinic acid, glutaric acid, adipic acid,
Aliphatic polycarboxylic acids such as 1,2,3,4-butanetetracarboxylic acid, maleic acid, fumaric acid, itaconic acid, hexahydrophthalic acid, 3,4-dimethyltetrahydrophthalic acid, hexahydroisophthalic acid, hexa Hydroterephthalic acid, 1,2,4-cyclopentanetricarboxylic acid, 1,2,4-cyclohexanetricarboxylic acid,
Alicyclic polycarboxylic acids such as cyclopentanetetracarboxylic acid and 1,2,4,5-cyclohexanetetracarboxylic acid;

Examples of the polycarboxylic anhydrides include aromatic anhydrides such as phthalic anhydride, pyromellitic anhydride, trimellitic anhydride, and 3,3 ′, 4,4′-benzophenonetetracarboxylic dianhydride. Polycarboxylic anhydrides, itaconic anhydride, succinic anhydride, citraconic anhydride, dodecenyl succinic anhydride, tricarballylic anhydride,
Aliphatic polycarboxylic anhydrides such as maleic anhydride, 1,2,3,4-butanetetracarboxylic dianhydride, hexahydrophthalic anhydride, 3,4-dimethyltetrahydrophthalic anhydride; 2,4-cyclopentanetricarboxylic anhydride, 1,2,4-cyclohexanetricarboxylic anhydride, cyclopentanetetracarboxylic dianhydride, 1,2,4,5-cyclohexanetetracarboxylic dianhydride, anhydrous hymic Examples include alicyclic polycarboxylic acid anhydrides such as acid and nadic anhydride, and ester group-containing carboxylic acid anhydrides such as ethylene glycol bistrimellitate acid and glycerin tristrimellitate anhydride.

As the carboxylic acid anhydrides, those commercially available as epoxy resin curing agents may be used. Examples of such an epoxy resin curing agent include “ADEKA HARDNER EH-700” (Asahi Denka Kogyo Co., Ltd.), “RICACID HH” (Shin Nippon Rika Co., Ltd.), and “MH”
-700 "(Shin Nippon Rika Co., Ltd.).

The curing agents may be used alone or in combination.
More than one species can be used in combination.

The additive (F) may be previously dissolved in a mixture of a colorant, for example, a black colorant and a solvent, as long as it can be mixed with the mixture. It is mixed with the polymer (B), the photopolymerizable compound (C), the photopolymerization initiator (D) and the like.

In the production method of the present invention, the mixture thus mixed is heated at 25 ° C. or more, usually at 30 ° C. or more,
The temperature is kept at a temperature of 5 ° C. or higher, usually 80 ° C. or lower, preferably 75 ° C. or lower. The heat retaining temperature may be the same as the mixing temperature, or may be a temperature equal to or higher than the mixing temperature. The heat retention time is usually 10 minutes or more and 9 hours or less, preferably 1 hour or more and 9 hours or less, and particularly preferably 2 hours or more and 6 hours or less. When the temperature is relatively low, such as when the heat retention temperature is less than 30 ° C., it is preferably at least 2 hours, more preferably at least 2 hours and at most 6 hours.

Thus, by performing the heat retaining process,
Although the desired colored photosensitive resin composition is obtained, the colored photosensitive resin composition does not increase in viscosity even when stored for a long period of time, and thus is useful, for example, as a raw material for forming a colored pattern constituting a color filter. It is. In order to form a colored pattern, for example, the colored photosensitive resin composition of the present invention may be patterned. Specifically, a layer (1) made of the colored photosensitive resin composition is formed on a substrate (2). (FIG. 2 (a)), and after exposing the layer (1) (FIG. 2 (b)),
It may be developed (FIG. 2 (c)).

In particular, when a black colorant is used as a colorant, the resulting black-colored photosensitive resin composition does not increase in viscosity even when stored for a long period of time. It is useful as a raw material for To form a black matrix, for example, the black colored photosensitive resin composition of the present invention may be patterned. Specifically, a layer (1) composed of the colored photosensitive resin composition is formed on a substrate (2). After forming (FIG. 2 (a)) and exposing the layer (1) (FIG. 2 (b)),
It may be developed (FIG. 2 (c)).

Examples of the substrate (2) include a glass plate, a silicon wafer, and a plastic plate. When a silicon wafer or the like is used as the substrate, a charge-coupled device (CCD) or the like may be formed on the surface of the silicon wafer.

To form the layer (1) comprising a colored photosensitive resin composition, for example, a black colored photosensitive resin composition on the substrate (2), for example, the colored photosensitive resin composition diluted with a solvent is used. The substance may be applied onto a substrate by a spin coating method (spin coating method) or the like, and then a volatile component such as a solvent may be volatilized. Thus, the colored photosensitive resin composition layer (1) is formed. This layer is a layer composed of the solid content of the colored photosensitive resin composition, and contains almost no volatile matter.

Next, the colored photosensitive resin composition layer (1) is exposed. For exposure, for example, a light beam (4) may be applied through a photomask (3). As the light beam (4), g-line (wavelength 436 nm) and i-line (wavelength 365n) are usually used.
m) or the like. The light beam is irradiated through a photomask (3), wherein the photomask is
For example, a light shielding layer (32) for shielding light rays is provided on the surface of a glass plate (31). The light beam (4) is shielded by the light shielding layer (32). The portion of the glass plate (31) where the light-shielding layer is not provided is a light-transmitting portion (33) through which light is transmitted, and the colored photosensitive resin composition layer (2) is formed according to the pattern of the light-transmitting portion (33). ) Is exposed. The irradiation amount of the light beam depends on the type and content of the copolymer (B) used,
It is appropriately selected according to the color and content of the colorant (A), the type and content of the photopolymerizable compound (C), and the type and content of the photopolymerization initiator (D).

After the exposure, development is performed. For development, for example, the colored photosensitive resin composition layer after exposure may be immersed in a developer. As the developer, for example, an aqueous solution of an alkaline compound such as sodium carbonate, sodium hydroxide, potassium hydroxide, potassium carbonate, and tetramethylammonium hydroxide is used.

By the development, the non-light-irradiated area (11) of the colored photosensitive composition layer which is not irradiated with light is removed. On the other hand, the light beam irradiation area (1
2) remains to form a colored pattern (5).

In the case of the black colored photosensitive composition layer, the unirradiated area (11) of the black colored photosensitive composition layer which is not irradiated with light is removed by development. On the other hand, the light irradiation area (12) irradiated with the light remains to constitute a black matrix (5BM).

After development, the desired colored pattern (5) can be obtained usually by washing with water and drying. However, after drying, heat treatment may be performed. By performing the heat treatment, the formed colored pattern (5) is cured,
Its mechanical strength is improved. The use of a colored photosensitive composition containing a curing agent is preferable because the mechanical strength of the colored pattern (5) can be further improved by heat treatment. The heating temperature is usually 180 ° C. or higher, preferably about 200 ° C. or higher and 250 ° C. or lower.

By changing the color of the coloring agent (A) contained in the colored photosensitive resin composition, a colored photosensitive resin composition layer (1 ') is formed again on the surface of the substrate (2) (FIG. 3 (a)). The layer (1 ′) is irradiated with a light beam (4) through a photomask (3) and exposed (FIG. 3 (b)), and then developed to form a colored pattern (5 ′). can do. By repeating the above operation while changing the color of the colorant (A) contained in the colored photosensitive resin composition (FIG. 4), a further colored pattern (5 ″) can be formed. (6) is obtained.

In the case of a black colored photosensitive composition layer, a different colored photosensitive resin composition layer (1 ') is formed again on the surface of the substrate (2) on which the black matrix (5BM) is formed (FIG. a)), the layer (1 ′) is irradiated with a light beam (4) through a photomask (3) and exposed (FIG.
(b)), by developing, a colored pattern (5 ′)
Can be formed. By repeating the above operation while changing the color of the colored photosensitive resin composition (FIG. 4), a further colored pattern (5 ″) can be formed, and the intended color filter (6) is obtained.

The color filter thus obtained (6)
Consists of a colored pattern (5), and the colored pattern (5)
Is obtained by irradiating a colored photosensitive composition with a light beam.

[0083]

The colored photosensitive resin composition obtained by the production method of the present invention is, for example, a black colored photosensitive resin composition that has a small change in viscosity even when stored for a long period of time. The thickness of the colored pattern formed using the colored photosensitive resin composition after the production is the same as the thickness of the colored pattern formed using the colored photosensitive resin composition immediately after production, and the thickness of the colored pattern is small. Can be easily manufactured. Further, the black colored photosensitive resin composition obtained by the production method of the present invention does not lower the line pattern reproducibility and the development margin even when stored for a long period of time, so that a stable quality color filter can be obtained.

[0084]

EXAMPLES Hereinafter, the present invention will be described in more detail by way of examples, but the present invention is not limited to these examples.

Example 1 (Production of a colored photosensitive resin composition) A mixture of a pigment and a solvent [pigment (CI Pigment Green 36) 4.93 parts by mass and a pigment (C.I. Pigment Yellow 150), 2.32 parts by mass, a nonionic surfactant 2.14 parts by mass, a copolymer of methacrylic acid and benzyl methacrylate (the ratio of the methacrylic acid unit to the benzyl methacrylate unit is determined by the substance ratio (molar ratio) ), A mixture of 0.92 parts by mass of propylene glycol monomethyl ether acetate and 38.00 parts by mass of propylene glycol monomethyl ether acetate) and a copolymer of methacrylic acid and benzyl methacrylate [methacrylic acid unit and The composition ratio with the benzyl methacrylate unit was 3: 6 in molar ratio (substance ratio), and the weight average molecular weight (Mw) was 3500. 0]
4.09 parts by mass, 5.01 parts by mass of dipentaerythritol hexaacrylate, a photopolymerization initiator (“Irgaccu
re-907 "), a mixture of 1.20 parts by mass, a photopolymerization initiation aid (" EAB-F ") 0.40 parts by mass, and propylene glycol monomethyl ether acetate 40.99 parts by mass was added dropwise over 1 hour. After that, the temperature was kept at 60 ° C. for 3 hours to obtain a colored photosensitive resin composition (green). The viscosity of this colored photosensitive resin composition was measured using an R-type viscometer [“VISCOMTER MODEL RE120L”.
SYSTEM "(manufactured by Toki Sangyo Co., Ltd.), rotation speed 50 rpm
m, temperature 23 ° C.] and 5.55 mPa ·
s (millipascal seconds). Table 1 shows the composition of the colored photosensitive resin composition.

[0086]

[Table 1] I. Pigment Green 36 4.93 parts by mass C.I. I. Pigment Yellow 150 2.32 parts by mass Copolymer of methacrylic acid and benzyl methacrylate 5.01 parts by mass Dipentaerythritol hexaacrylate 5.01 parts by mass Photopolymerization initiator (“Irgacure-907”) 1.20 parts by mass Light Polymerization initiation aid (“EAB-F”) 0.40 parts by mass Propylene glycol monomethyl ether acetate 78.99 parts by mass Nonionic pigment dispersant 2.14 parts by mass ━━━━━━━━━━━━━━━━━━━━━━

(Formation of Colored Pattern) The colored photosensitive composition obtained above was applied on the surface of a glass substrate (“# 7059”, manufactured by Corning Incorporated) (2) at 23 ° C. by a spin coating method. After drying at a temperature of 3 ° C. for 3 minutes to evaporate volatile components, a colored photosensitive composition layer (1) was formed. After cooling to 23 ° C., the formed colored photosensitive composition layer (1) was irradiated with i-line (wavelength 365 nm) via a photomask (3). An ultra-high pressure mercury lamp was used as an i-line light source, and the irradiation light amount was 150 mJ / cm ² . As the photomask (3), line widths 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 linear color pixels (5)
Was used for forming a photomask. Then, it is immersed in a developing solution (an aqueous solution containing 0.05% by weight of potassium hydroxide and 0.2% by weight of sodium butylnaphthalenesulfonate) at 23 ° C. to develop, washed with pure water, Heat at 20 ° C for 20 minutes to obtain green pixel (5)
Was formed (FIG. 1 (b)). The thickness of the obtained green pixel (5) was 1.6 μm. The minimum value (resolution) of the line width of the green pixel (5G) formed in the target shape
Was 20 μm, and the cross-sectional shape was a forward tapered shape in which the substrate side was wider than the upper side (FIG. 5 (b)).

(Evaluation of colored photosensitive resin composition after storage)
After the colored photosensitive resin composition obtained above was stored at 23 ° C. for one month, its viscosity was measured, and the result was 5.58 mPa · s.
Met. When a green pixel was formed in the same manner as described above using the colored photosensitive resin composition stored for one month, the thickness was 1.6 μm, and the cross-sectional shape was a forward tapered shape. After storing the colored photosensitive resin composition obtained above at 23 ° C. for 3 months, its viscosity was measured.
It was 5.61 mPa · s. When a green pixel was formed in the same manner as described above using the colored photosensitive resin composition after storage for three months, the thickness was 1.6 μm, and the cross-sectional shape was a forward tapered shape.

Example 2 (Production of a colored photosensitive resin composition) The same copolymer of methacrylic acid and benzyl methacrylate, dipentaerythritol hexaacrylate, and photopolymerization as used in Example 1 were stirred at 40 ° C. The mixture of the pigment and the solvent used in Example 1 was added dropwise to the mixture of the agent, the photopolymerization initiation auxiliary agent and propylene glycol monomethyl ether acetate over 1 hour, and then mixed.
For 3 hours to obtain a colored photosensitive resin composition. When the viscosity of this colored photosensitive resin composition was measured in the same manner as in Example 1, it was 5.62 mPa · s.

(Formation of Colored Pattern) The same procedure as in Example 1 was carried out except that the colored photosensitive resin composition obtained above was used instead of the colored photosensitive resin composition obtained in Example 1, to obtain a green pixel. Was formed. The thickness of this green pixel was 1.6 μm. The resolution was 20 μm, and the cross-sectional shape was a forward tapered shape.

(Evaluation of colored photosensitive resin composition after storage)
After storing the colored photosensitive resin composition obtained above at 23 ° C. for one month, its viscosity was measured to be 5.61 mPa · s.
Met. When a green pixel was formed in the same manner as described above using the colored photosensitive resin composition stored for one month, the thickness was 1.6 μm, and the cross-sectional shape was a forward tapered shape. After storing the colored photosensitive resin composition obtained above at 23 ° C. for 3 months, its viscosity was measured.
It was 5.64 mPa · s. When a green pixel was formed in the same manner as described above using the colored photosensitive resin composition after storage for three months, the thickness was 1.6 μm, and the cross-sectional shape was a forward tapered shape.

Example 3 (Production of Colored Photosensitive Resin Composition)
A colored photosensitive resin composition was obtained in the same manner as in Example 2, except that the temperature was kept for 5 hours (30 minutes). When the viscosity of this colored photosensitive resin composition was measured in the same manner as in Example 1, it was 5.52 mPa · s.

(Formation of Colored Pattern) A green pixel was formed in the same manner as in Example 1 except that the colored photosensitive resin composition obtained in Example 1 was used instead of the colored photosensitive resin composition obtained in Example 1. Was formed. The thickness of this green pixel was 1.6 μm. The resolution was 20 μm, and the cross-sectional shape was a forward tapered shape.

(Evaluation of the colored photosensitive resin composition after storage)
After storing the colored photosensitive resin composition obtained above at 23 ° C. for one month, its viscosity was measured to be 5.57 mPa · s.
Met. When a green pixel was formed in the same manner as described above using the colored photosensitive resin composition stored for one month, the thickness was 1.6 μm, and the cross-sectional shape was a forward tapered shape. After storing the colored photosensitive resin composition obtained above at 23 ° C. for 3 months, its viscosity was measured.
It was 5.61 mPa · s. When a green pixel was formed in the same manner as described above using the colored photosensitive resin composition after storage for three months, the thickness was 1.6 μm, and the cross-sectional shape was a forward tapered shape.

Example 4 (Production of colored photosensitive resin composition) A colored photosensitive resin composition was obtained in the same manner as in Example 2, except that the mixture was kept at 60 ° C for 1 hour after mixing. When the viscosity of this colored photosensitive resin composition was measured in the same manner as in Example 1, 5.54 m
Pa · s.

(Formation of Colored Pattern) A green pixel was prepared in the same manner as in Example 1 except that the colored photosensitive resin composition obtained in Example 1 was replaced with the colored photosensitive resin composition obtained above. Was formed. The thickness of this green pixel was 1.6 μm. The resolution was 20 μm, and the cross-sectional shape was a forward tapered shape.

(Evaluation of the colored photosensitive resin composition after storage)
After storing the colored photosensitive resin composition obtained above at 23 ° C. for one month, its viscosity was measured to be 5.57 mPa · s.
Met. When a green pixel was formed in the same manner as described above using the colored photosensitive resin composition stored for one month, the thickness was 1.6 μm, and the cross-sectional shape was a forward tapered shape. After storing the colored photosensitive resin composition obtained above at 23 ° C. for 3 months, its viscosity was measured.
It was 5.61 mPa · s. When a green pixel was formed in the same manner as described above using the colored photosensitive resin composition after storage for three months, the thickness was 1.6 μm, and the cross-sectional shape was a forward tapered shape.

Example 5 (Production of colored photosensitive resin composition) A colored photosensitive resin composition was obtained in the same manner as in Example 2 except that the mixture was kept at 40 ° C. for 6 hours. When the viscosity of this colored photosensitive resin composition was measured in the same manner as in Example 1, 5.57 m
Pa · s.

(Formation of Colored Pattern) The same procedure as in Example 1 was repeated except that the colored photosensitive resin composition obtained in Example 1 was used instead of the colored photosensitive resin composition obtained in Example 1, to obtain a green pixel. Was formed. The thickness of this green pixel was 1.6 μm. The resolution was 20 μm, and the cross-sectional shape was a forward tapered shape.

(Evaluation of the colored photosensitive resin composition after storage)
After storing the colored photosensitive resin composition obtained above at 23 ° C. for one month, its viscosity was measured to be 5.59 mPa · s.
Met. When a green pixel was formed in the same manner as described above using the colored photosensitive resin composition stored for one month, the thickness was 1.6 μm, and the cross-sectional shape was a forward tapered shape. After storing the colored photosensitive resin composition obtained above at 23 ° C. for 3 months, its viscosity was measured.
It was 5.64 mPa · s. When a green pixel was formed in the same manner as described above using the colored photosensitive resin composition after storage for three months, the thickness was 1.6 μm, and the cross-sectional shape was a forward tapered shape.

Example 6 (Production of colored photosensitive resin composition) A colored photosensitive resin composition was obtained in the same manner as in Example 2, except that the mixture was kept at 40 ° C for 6 hours after mixing. When the viscosity of this colored photosensitive resin composition was measured in the same manner as in Example 1, it was 5.49 m.
Pa · s.

(Formation of Colored Pattern) The same procedure as in Example 1 was repeated, except that the colored photosensitive resin composition obtained above was used instead of the colored photosensitive resin composition obtained in Example 1, to obtain a green pixel. Was formed. The thickness of this green pixel was 1.6 μm. The resolution was 20 μm, and the cross-sectional shape was a forward tapered shape.

(Evaluation of the colored photosensitive resin composition after storage)
After storing the colored photosensitive resin composition obtained above at 23 ° C. for one month, its viscosity was measured, and it was 5.52 mPa · s.
Met. When a green pixel was formed in the same manner as described above using the colored photosensitive resin composition stored for one month, the thickness was 1.6 μm, and the cross-sectional shape was a forward tapered shape. After storing the colored photosensitive resin composition obtained above at 23 ° C. for 3 months, its viscosity was measured.
It was 5.62 mPa · s. When a green pixel was formed in the same manner as described above using the colored photosensitive resin composition after storage for three months, the thickness was 1.6 μm, and the cross-sectional shape was a forward tapered shape.

Example 7 (Production of colored photosensitive resin composition) A colored photosensitive resin composition was obtained in the same manner as in Example 2 except that the mixture was kept at 50 ° C for 3 hours after mixing. When the viscosity of this colored photosensitive resin composition was measured in the same manner as in Example 1, 5.48 m
Pa · s.

(Formation of Colored Pattern) The same procedure as in Example 1 was carried out except that the colored photosensitive resin composition obtained above was used instead of the colored photosensitive resin composition obtained in Example 1, to obtain a green pixel. Was formed. The thickness of this green pixel was 1.6 μm. The resolution was 20 μm, and the cross-sectional shape was a forward tapered shape.

(Evaluation of the colored photosensitive resin composition after storage)
After storing the colored photosensitive resin composition obtained above at 23 ° C. for one month, its viscosity was measured, and it was 5.52 mPa · s.
Met. When a green pixel was formed in the same manner as described above using the colored photosensitive resin composition stored for one month, the thickness was 1.6 μm, and the cross-sectional shape was a forward tapered shape. After storing the colored photosensitive resin composition obtained above at 23 ° C. for 3 months, its viscosity was measured.
It was 5.64 mPa · s. When a green pixel was formed in the same manner as described above using the colored photosensitive resin composition after storage for three months, the thickness was 1.6 μm, and the cross-sectional shape was a forward tapered shape.

Example 8 (Production of colored photosensitive resin composition) A colored photosensitive resin composition was obtained in the same manner as in Example 2 except that the mixture was kept at 70 ° C. for 3 hours after mixing. When the viscosity of this colored photosensitive resin composition was measured in the same manner as in Example 1, 5.62 m
Pa · s.

(Formation of Colored Pattern) A green pixel was prepared in the same manner as in Example 1 except that the colored photosensitive resin composition obtained in Example 1 was used instead of the colored photosensitive resin composition obtained in Example 1. Was formed. The thickness of this green pixel was 1.6 μm. The resolution was 20 μm, and the cross-sectional shape was a forward tapered shape.

Example 9 (Production of colored photosensitive resin composition) A colored photosensitive resin composition was obtained in the same manner as in Example 2, except that the mixing temperature was 25 ° C. When the viscosity of the colored photosensitive resin composition was measured in the same manner as in Example 1, 5.38 mPa · s
Met.

(Formation of Colored Pattern) The same procedure as in Example 1 was repeated except that the colored photosensitive resin composition obtained in Example 1 was used instead of the colored photosensitive resin composition obtained in Example 1, to obtain a green pixel. Was formed. The thickness of the green pixel (5) is 1.6μ.
m. The resolution was 20 μm, and the cross-sectional shape was a forward tapered shape.

(Evaluation of the colored photosensitive resin composition after storage)
After the colored photosensitive resin composition obtained above was stored at 23 ° C. for one month, its viscosity was measured to be 5.48 mPa · s.
Met. When a green pixel was formed in the same manner as described above using the colored photosensitive resin composition stored for one month, the thickness was 1.6 μm, and the cross-sectional shape was a forward tapered shape. After storing the colored photosensitive resin composition obtained above at 23 ° C. for 3 months, its viscosity was measured.
5.58 mPa · s. When a green pixel was formed in the same manner as described above using the colored photosensitive resin composition after storage for three months, the thickness was 1.6 μm, and the cross-sectional shape was a forward tapered shape.

Example 10 (Production of a colored photosensitive resin composition) A copolymer of methacrylic acid and benzyl methacrylate, dipentaerythritol hexaacrylate, a photopolymerization initiator, a photopolymerization initiator, A colored photosensitive resin composition was obtained in the same manner as in Example 1 except that the temperature at the time of adding the mixture of propylene glycol monomethyl ether acetate was 23 ° C., and the heat retention time after mixing was 1 hour. The viscosity of the colored photosensitive resin composition was measured in the same manner as in Example 1, and it was 5.34 mPa · s.

(Formation of Colored Pattern) A green pixel was formed in the same manner as in Example 1 except that the colored photosensitive resin composition obtained above was used instead of the colored photosensitive resin composition obtained in Example 1. Was formed. The thickness of this green pixel was 1.6 μm. The resolution was 20 μm, and the cross-sectional shape was a forward tapered shape.

(Evaluation of colored photosensitive resin composition after storage)
After storing the colored photosensitive resin composition obtained above at 23 ° C. for one month, its viscosity was measured to be 5.50 mPa · s.
Met. When a green pixel was formed in the same manner as described above using the colored photosensitive resin composition stored for one month, the thickness was 1.6 μm, and the cross-sectional shape was a forward tapered shape. After storing the colored photosensitive resin composition obtained above at 23 ° C. for 3 months, its viscosity was measured.
It was 5.62 mPa · s. When a green pixel was formed in the same manner as described above using the colored photosensitive resin composition after storage for three months, the thickness was 1.6 μm, and the cross-sectional shape was a forward tapered shape.

Comparative Example 1 (Production of colored photosensitive resin composition) The same copolymer of methacrylic acid and benzyl methacrylate, dipentaerythritol hexaacrylate, and photopolymerization as used in Example 1 were stirred at 23 ° C. The same mixture of the pigment and the solvent as used in Example 1 was added to a mixture of the agent, the photopolymerization initiation aid and propylene glycol monomethyl ether acetate, and mixed to obtain a colored photosensitive resin composition. The viscosity of the colored photosensitive resin composition measured in the same manner as in Example 1 was 5.22 mPa · s.

(Formation of Colored Pattern) A green pixel was formed in the same manner as in Example 1 except that the colored photosensitive resin composition obtained above was used instead of the colored photosensitive resin composition (I). . The thickness of this green pixel was 1.5 μm. The resolution was 20 μm, and the cross-sectional shape was a forward tapered shape.

(Evaluation of the colored photosensitive resin composition after storage)
After storing the colored photosensitive resin composition obtained above at 23 ° C. for one month, its viscosity was measured to be 5.68 mPa · s.
Met. When a green pixel was formed in the same manner as described above using the colored photosensitive resin composition stored for one month, the thickness was 1.6 μm, and the cross-sectional shape was a forward tapered shape. After storing the colored photosensitive resin composition obtained above at 23 ° C. for 3 months, its viscosity was measured.
It was 6.12 mPa · s. When a green pixel (5G) was formed in the same manner as described above using the colored photosensitive resin composition stored in March, the thickness thereof was 1.8 μm, and the cross-sectional shapes thereof were the substrate side and the upper side. Have the same width (FIG. 5 (a)).

The mixing temperature during the production of the colored photosensitive resin compositions obtained in Examples 1 to 8 and Comparative Example 1,
Insulation temperature, difference between viscosity immediately after production (η ₀ ) and viscosity after storage for one month (η ₁ ) (Δη ₁ = η ₁ −η ₀ ) and η ₀ and 3
Difference from viscosity (η ₃ ) after storage in the moon (Δη ₃ = η ₃ −η ₀ )
Are summarized in Table 2.

[0119]

[Table 2] ━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━ Mixing temperature Insulation temperature Insulation time Δη ₁ Δη ₃ （ ℃) (℃) (time) (mPa ・ s) (mPa ・ s) ──────────────────────────────── ── Example 1 40 60 3 0.03 0.06 Example 2 40 60 3 -0.01 0.02 Example 3 40 60 0.5 0.05 0.09 Example 4 40 60 1 0.03 0.07 Example 5 40 60 6 0.02 0.07 Example 6 40 40 6 0.03 0.13 Example 7 40 50 3 0.04 0.16 Example 8 40 703 -0.03 0.04 Example 9 25 60 3 0.10 0.20 Example 10 23 60 1 0.16 0.28 Comparative example 1 23 − − 0.46 0.90 ━━━━━━━━ ━━━━━━━━━━━━━━━━━━━━━━━━━━

Example 11 Under stirring at 40 ° C., a mixture of a pigment and a solvent (44 parts by mass of a pigment (coated carbon black), 13 parts by mass of a dispersant,
Propylene glycol monomethyl ether acetate 2
50 parts by mass of a reaction product of an epoxy acrylate compound of 9,9'-bis (4-hydroxyphenyl) fluorene and tetrahydrophthalic anhydride [weight average molecular weight (Mw) is 5000] 29 parts by mass, dipentaerythritol A mixture of 9 parts by mass of hexaacrylate, 5 parts by mass of a photopolymerization initiator (2,4-bis (trichloromethyl) -6-piperonyl-1,3,5-triazine), and 124 parts by mass of propylene glycol monomethyl ether acetate was added with 5 parts by mass. 60 minutes at 60 ° C over 1 hour
And then kept at 60 ° C. for 1 hour to obtain a black colored photosensitive resin composition. The viscosity of the colored photosensitive resin composition was measured using an R-type viscometer [“VISCOMTER MODEL”
RE120L SYSTEM ”(manufactured by Toki Sangyo Co., Ltd.),
When measured at a rotation speed of 50 rpm and a temperature of 23 ° C.]
It was 4.57 mPa · s (millipascal second).

Example 12 Under stirring at 40 ° C., a mixture of a pigment and a solvent [44 parts by mass of a pigment (coated carbon black), 13 parts by mass of a dispersant,
Propylene glycol monomethyl ether acetate 2
50 parts by weight of a mixture], 29 parts by weight of a reaction product of an epoxy acrylate compound of 9,9'-bis (4-hydroxyphenyl) fluorene and tetrahydrophthalic anhydride [weight average molecular weight (Mw) is 5000] 29 parts by weight, dipentaerythritol A mixture of 9 parts by mass of hexaacrylate, 5 parts by mass of a photopolymerization initiator (2,4-bis (trichloromethyl) -6-piperonyl-1,3,5-triazine) and 124 parts by mass of propylene glycol monomethyl ether acetate was added to 1 part. After dropwise addition over time, the temperature was raised to 60 ° C. over 1 hour, and then kept at 60 ° C. for 1 hour to obtain a black colored photosensitive resin composition. When the viscosity of this colored photosensitive resin composition was measured with an R-type viscometer, 4.63 m
Pa · s (millipascal second).

Example 13 The procedure of Example 1 was repeated except that the mixing temperature of each substance was changed from 40 ° C. to 20 ° C., and the heat retention time after mixing was changed from 1 hour to 7.5 hours. A resin composition was obtained. When the viscosity of this colored photosensitive resin composition was measured with an R-type viscometer, it was 4.54 mPa · s (millipascal second).
Met.

Comparative Example 2 A black-colored photosensitive resin composition was prepared in the same manner as in Example 1 except that the mixing temperature of each substance was changed from 40 ° C. to 20 ° C., and the holding temperature after mixing was changed from 60 ° C. to 20 ° C. I got When the viscosity of this colored photosensitive resin composition was measured with an R-type viscometer,
It was 5.04 mPa · s (millipascal second).

Comparative Example 3 A black-colored photosensitive resin composition was prepared in the same manner as in Example 2 except that the mixing temperature of each substance was changed from 40 ° C. to 20 ° C., and the holding temperature after mixing was changed from 60 ° C. to 20 ° C. I got When the viscosity of this colored photosensitive resin composition was measured with an R-type viscometer,
5.10 mPa · s (millipascal second). (Evaluation of the colored photosensitive resin composition after storage) Example 1 above
The viscosity (η ₁ ) of the colored photosensitive resin compositions obtained in Examples 1 to 13 and Comparative Examples 2 to 3 after storage at 5 ° C. for 1 month, and the viscosity immediately after production (η ₀ ) and the storage after storage for 1 month. The difference from the viscosity (Δη ₁ = η ₁ −η ₀ ) was the value shown in Table 3.

[0125]

[Table 3] ━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━ Mixing temperature Insulation temperature η ₁ Δη ₁ (℃) ( ° C) (mPa · s) (mPa · s) ────────────────────────────────── Example 11 40 60 4.79 0.22 Example 12 40 60 4.88 0.25 Example 13 20 60 4.71 0.17 Comparative Example 2 20 20 13.86 8.82 Comparative Example 3 20 20 13.65 7.95 ━━━━━━━━━━━━━━━━━━━ ━━━━━━━━━━━━━━━

Example 14 The colored photosensitive resin compositions obtained in Examples 11 to 13 and Comparative Examples 2 to 3 and the colored photosensitive resin compositions obtained in Examples 11 to 13 and Comparative Examples 2 to 3 were obtained. Were stored at 5 ° C. for one month.
Spin coating on the glass substrate so that the film thickness becomes uniform,
Prebaked at 100 ° C. for 3 minutes and dried. The spin coating condition is such that the optical density of the coating film after post-baking is 3.
The number of revolutions was set to be 6. Next, the dried coating film was applied for 600 m with a super high pressure mercury lamp through a photomask.
After exposure at J / cm, the film was immersed in a 0.05% aqueous solution of potassium hydroxide containing a nonionic surfactant for 80 seconds, developed, and further subjected to post-curing at 230 ° C. for 20 minutes.
A black pixel (black matrix) was created. The obtained black pixel samples were evaluated for line pattern reproducibility and development margin. The line pattern reproducibility was determined by observing the patterned 10 μm line and space pattern with a reflection optical microscope with a magnification of 2,500. The development margin was determined based on the dependence of the minimum pattern line width to be reproduced on the development time. The results are shown in Table 4.

[0127]

[Table 4] ━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━ Line pattern reproducibility * 1 Development margin * 2 Before storage After storage Before storage After storage 90 seconds development 150 seconds development 90 seconds development 150 seconds development ────────────────────────────── ────── Example 11 ○ ○ 4 μm 7 μm 4 μm 7 μm Example 12 ○ ○ 4 μm 8 μm 4 μm 8 μm Example 13 ○ ○ 6 μm 8 μm 6 μm 8 μm Comparative Example 2 ○ × 4 μm 7 μm 7 μm 20 μm Comparative Example 3 μm × 4 μm 20 μm ━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━ * 1 Line pattern reproducibility ○: No chipping ×: Part * 2 Minimum pattern line width to be reproduced

Examples 15 to 18 A black-colored photosensitive resin composition was obtained in the same manner as in Example 11 except that the mixing temperature of each substance and the heat retention temperature after mixing were changed to the temperatures shown in Table 5, respectively. The viscosity of the obtained colored photosensitive resin composition does not change much even after long-term storage.

[0129]

[Table 5]

Examples 19 to 22 A black-colored photosensitive resin composition was obtained in the same manner as in Example 12, except that the mixing temperature of each substance and the heat retention temperature after mixing were changed to the temperatures shown in Table 6, respectively. The viscosity of the obtained colored photosensitive resin composition does not change much even after long-term storage.

[0131]

[Table 6]

[Brief description of the drawings]

FIG. 1 is a schematic perspective view showing the structure of a color filter.

FIG. 2 is a schematic cross-sectional view showing a step of forming a colored pattern using a colored photosensitive resin composition.

FIG. 3 is a schematic sectional view showing a step of forming a colored pattern using a colored photosensitive resin composition.

FIG. 4 is a schematic sectional view showing a step of forming a colored pattern using a colored photosensitive resin composition.

FIG. 5 is a schematic cross-sectional view showing a cross-sectional shape of a coloring pattern.

[Explanation of symbols]

1: colored photosensitive resin composition layer 2: substrate 3: photomask 31: glass plate 32: light shielding layer 33: light-transmitting part 4: light ray 5: colored pattern (color pixel or black matrix) 5 ': colored pattern (color) 5 ″: coloring pattern (color pixel or black matrix) 5BM: black matrix 5R: red pixel 5G: green pixel 5B: blue pixel 6: color filter

 ──────────────────────────────────────────────────続 き Continuing on the front page (72) Inventor Kazuo Takebe 3-1-198, Kasuganaka, Konohana-ku, Osaka-shi Sumitomo Chemical Industries Co., Ltd. (72) Inventor Seiji Muroru 3-chome, Kasuganaka, Konohana-ku, Osaka-shi No. 1-98 Sumitomo Chemical Co., Ltd. (72) Hideyuki Nakai Inventor 3-1-1 Kasuganaka, Konohana-ku, Osaka F-term in Sumitomo Chemical Co., Ltd. 2H048 BA02 BA11 BA45 BA47 BA48 BB02 BB14 2H096 AA23 AA30 BA01 CA20 LA21 LA30

Claims (15)

[Claims] 1. A mixture of a colorant (A) and a solvent (E) is mixed with a binder polymer (B), a photopolymerizable compound (C) and a photopolymerization initiator (D).
A method for producing a colored photosensitive resin composition, wherein the composition is kept at a temperature of not more than ℃. 2. A mixture of a colorant (A) and a solvent (E) is mixed with a binder polymer (B), a photopolymerizable compound (C) and a photopolymerization initiator (D) at a temperature of 30 ° C. or more and 80 ° C. or less. The manufacturing method according to claim 1, wherein 3. The method according to claim 1, wherein the heat retention time is 10 minutes or more. 4. A mixture of the colorant (A) and the solvent (E), wherein the content of the colorant (A) is 5 parts by mass or more per 60 parts by mass of the total amount of the colorant (A) and the solvent (E).
The method according to claim 1, wherein the amount is not more than part by mass. 5. The method according to claim 4, wherein the amount of the colorant (A) used is 5% or more and 60% or less by mass fraction based on the solid content of the colored photosensitive resin composition. 6. The colorant (A) is a black colorant.
6. The production method according to any one of items 1 to 5, 7. The method according to claim 6, wherein the black colorant is carbon black. 8. The method according to claim 1, wherein the binder polymer (B) is a compound having a bisphenolfluorene skeleton. 9. A colored pattern comprising the steps of: obtaining a colored photosensitive resin composition by the method according to any one of claims 1 to 8, and patterning the obtained colored photosensitive resin composition. Forming method. 10. A method for manufacturing a color filter, wherein a colored pattern is formed by the method according to claim 9. 11. A mixture of a colorant (A) and a solvent (E) comprising a binder polymer (B) and a photopolymerizable compound (C).
A colored photosensitive resin composition which is kept at a temperature of 25 ° C. or more and 80 ° C. or less after being mixed with the photopolymerizable compound (D). 12. A mixture of a colorant (A) and a solvent (E) comprising a binder polymer (B) and a photopolymerizable compound (C).
The colored photosensitive resin composition according to claim 11, wherein the colored photosensitive resin composition is mixed with the photopolymerizable compound (D) at a temperature of 30C to 80C and then kept at a temperature of 25C to 80C. 13. The heat retention time is 10 minutes or more.
Or the colored photosensitive resin composition according to claim 12. 14. The colored photosensitive resin composition according to claim 11, wherein the colorant (A) is a black colorant. 15. The colored photosensitive resin composition according to claim 14, wherein the black colorant is carbon black.