JP2002189296A - Photopolymerizable coloring composition for color filter, color filter and method for producing the same - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a photopolymerizable coloring composition for a color filter which can be developed with an alkali developing solution in forming pixels and patterns of a color filter by a photolithography method, and obtained by using the same. To provide a color filter in which a colored coating after photocuring has excellent heat resistance, solvent resistance, and chemical resistance. SOLUTION: The photopolymerizable coloring for a color filter comprises (a) a coloring material, (b) a compound having a photopolymerizable functional group, and (c) an amino resin having a carboxyl group or a phenolic hydroxyl group. Provided are a composition, a color filter using the composition, and a method for producing the same.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a photopolymerizable coloring composition for a color filter which can be formed into a pattern by a photolithography method, and a color filter used for a color liquid crystal display, a color scanner, a solid-state image pickup device, etc. The present invention relates to a color filter having excellent durability suitable for applications requiring durability after a pattern forming step by exposure and development.

[0002]

2. Description of the Related Art Conventionally, as one of photocurable coloring compositions using a coloring material such as a pigment or a dye, a coloring composition obtained by dispersing a coloring material using a binder resin or a dispersing agent has been used. A photocurable coloring composition to which a monomer and a photopolymerization initiator have been added is known. The composition is coated on a substrate, dried, exposed using a mask, and then developed to form a colored pattern, which is then baked. A method of forming a colored image by a method such as fixing a pattern is known. In particular, as one of application fields of the photocurable coloring composition, there is a color filter used for a color liquid crystal display, a color scanner, a solid-state imaging device and the like. The color filters are red, green,
A color material is formed in each pixel portion so as to selectively transmit three primary colors of blue light or to selectively reflect three primary colors of cyan, magenta, and yellow. I have.

Many of the characteristics required for a material for a color filter are due to the process of manufacturing a color liquid crystal display. For example, heat resistance required in a vapor deposition or sputtering process of a transparent electrode, a firing process, a cleaning process, an alignment film, and the like. Solvent resistance required in a coating step and the like, and light resistance is also required since light transmitted through a color filter becomes image information during image display.

[0004] In order to satisfy these requirements, pigments are mainly used as coloring materials. As a production method, the “pigment dispersion method” has become mainstream (LCD panel member and material technology, pp. 23-25, Press Journal, March 20, 1999). Also, as the binder resin used for this, relatively heat resistance,
An acrylic binder resin excellent in light resistance, transparency, and chemical resistance is mainly used.

[0005] As a developer used in the development after exposure in the color filter production process by the "pigment dispersion method", an alkaline aqueous solution is preferred to an organic solvent in view of environmental problems. For this reason, in order to impart developability to an aqueous alkaline solution to the photocurable coloring composition forming the color filter, the binder resin used at the time of dispersing the pigment is also required to have alkali solubility, and an acrylic resin having a carboxyl group is required. A binder resin is generally used as a photocurable coloring composition of an alkali development type. However, the acrylic resin having a carboxyl group is 200 ° C.
When it exceeds, there is a disadvantage that decomposition is easily caused.

For the purpose of improving these, a resist material comprising an alkali-soluble resin, a photoacid generator and a melamine resin (JP-A-8-292564), an acrylic resin containing a carboxyl group, a photoacid generator and an acid Negative type photosensitive composition for a color filter comprising a crosslinking agent (for example, a melamine resin or the like) cured by the action of
03806) and the like.

In these methods, the melamine resin or the like is crosslinked by the action of an acid generated from the photoacid generator under light irradiation, and becomes insoluble in an alkali developing solution, thereby enabling pattern formation. However, when a photoacid generator is used, the acid derived from the photoacid generator remains in the color filter, causing deterioration of the color filter or diffusion into the liquid crystal, causing a decrease in the conductivity of the liquid crystal, and the like. Not preferred.

[0008] Further, after the development, the temperature at the time of vapor deposition, sputtering, or baking of the transparent electrode is increased, so that a higher heat resistance or a color filter which does not change color due to heat is required.

Under such a background, a color film which is compatible with good film properties such as good heat resistance and solvent resistance and alkali developability, and which does not contain impurities which cause deterioration in the performance of color filters and liquid crystals. A photopolymerizable coloring composition for a filter and a color filter having excellent heat resistance, solvent resistance or chemical resistance, particularly excellent heat resistance, and high practicality using the same are desired.

[0010]

An object of the present invention is to provide a photopolymerizable coloring composition for a color filter which can be developed with an alkali developing solution in forming pixels and patterns of the color filter by a photolithography method. Another object of the present invention is to provide a color filter in which the colored film after photocuring obtained by using the same has excellent heat resistance, solvent resistance and chemical resistance.

[0011]

In order to solve the above-mentioned problems, the present invention comprises (a) a colorant, (b) a compound having a photopolymerizable functional group, and (c) a carboxyl group or a phenolic hydroxyl group. Provided is a photopolymerizable coloring composition for a color filter, characterized by containing an amino resin having the same.

In order to solve the above problems, the present invention has a pixel portion on a transparent substrate, wherein the pixel portion has (a) a coloring material, (b) a compound having a photopolymerizable functional group, and (c) A) A color filter comprising a coating film of a photopolymerizable coloring composition containing an amino resin having a carboxyl group or a phenolic hydroxyl group, wherein the coating film is photocured and further thermoset.

In order to solve the above problems, the present invention comprises (a) a coloring material, (b) a compound having a photopolymerizable functional group, and (c) an amino resin having a carboxyl group or a phenolic hydroxyl group. Forming a coating film on a transparent substrate using the photopolymerizable coloring composition, curing the coating film by exposing the coating film through a mask having a pixel pattern for a color filter, and further developing the coating film Forming a pixel portion, and then heating the pixel portion to thermally cure the pixel portion.

[0014]

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in more detail.

As the coloring material (a) used in the photopolymerizable coloring composition for a color filter of the present invention, dyes and pigments usually used as a color filter can be used without any particular problem. Pigments can be suitably used from the viewpoint of light resistance.

The average particle size of the pigment is preferably in the range of 0.005 to 3 μm. More preferably 0.01-1μ
m. If the average particle size is less than this, thixotropy is likely to occur and good coating properties cannot be obtained, and if it is larger than this, the coating film lacks transparency. To achieve such a particle size, a ball mill, sand mill, peas mill, three rolls, paint shaker, attritor,
A dispersion treatment such as a dispersion stirrer or ultrasonic waves is effective.

The compound (b) having a photopolymerizable functional group used in the photopolymerizable coloring composition for a color filter of the present invention.
Is a compound having a functional group that can be polymerized or cross-linked by irradiation with ultraviolet light, visible light, or the like, and typical examples thereof include a radical polymerizable compound and a cationic polymerizable compound. Specifically, a (meth) acrylic compound, a maleimide compound, and the like can be given. In addition, these are specifically exemplified below, but the present invention is not limited to these exemplified compounds.

The (meth) acrylic compound used as the compound (b) having a photopolymerizable functional group includes, for example,
Trimethylolethane tri (meth) acrylate, trimethylolpropane tri (meth) acrylate, trimethylolpropane di (meth) acrylate, neopentyl glycol di (meth) acrylate, pentaerythritol tetra (meth) acrylate, pentaerythritol tri (meth) acrylate Acrylate, dipentaerythritol hexa (meth) acrylate, dipentaerythritol penta (meth) acrylate, hexanediol di (meth) acrylate, trimethylolpropane tri (acryloyloxypropyl) ether, tri (acryloyloxyethyl) isocyanurate, tri ( Acryloyloxyethyl) cyanurate, glycerin tri (meth) acrylate;

A phenol novolak type epoxy resin,
Reaction products of epoxy resin such as cresol / novolak type epoxy resin, bisphenol A type epoxy resin and (meth) acrylic acid; ethylene glycol, polyethylene glycol, polypropylene glycol, polytetramethylene glycol, polyethoxydiol of bisphenol A, polyester polyol , Polybutadiene polyols, polyols such as polycarbonate polyols, and organic polyisocyanates (eg, tolylene diisocyanate, xylylene diisocyanate, isophorone diisocyanate, hexamethylene diisocyanate, etc.)
A reaction product of a hydroxyl group-containing (meth) acrylate (e.g., 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 1,4-butanediol mono (meth) acrylate, etc.);

As the maleimide compound used as the compound (b) having a photopolymerizable functional group, a compound in which a maleimide group is bonded by an aliphatic group is preferable. Specifically, N-hexylmaleimide, N, N Alkyl or alkyl ether maleimides such as' -4,9-dioxa-1,12-bismaleimide dodecane, ethylene glycol bis (maleimide acetate), poly (tetramethylene glycol) bis (maleimide acetate), tetra (ethylene glycol modified) Maleimide carboxylic acid (poly) alkylene glycol esters such as pentaerythritol tetra (maleimido acetate), bis (2
(Maleimidoethyl) carbonate; urethanemaleimide such as isophoronebisurethanebis (N-ethylmaleimide); and the like.

Among these, trimethylolpropane tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol hexa (meth) acrylate, dipentaerythritol penta (meth) acrylate, N, N'-4,9 -Dioxa-1,12-bismaleimide dodecane, ethylene glycol bis (maleimide acetate), poly (tetramethylene glycol) bis (maleimide acetate), (ethylene glycol modified) pentaerythritol tetra (maleimide acetate), bis (2-maleimidoethyl) ) Carbonate, isophorone bis urethane bis (N-
Polyfunctional (meth) acrylates such as ethylmaleimide) and polyfunctional maleimides are particularly preferred in terms of curing when irradiated with ultraviolet light, visible light, or the like.

The compound (b) having a photopolymerizable functional group is
They may be used alone or in combination.
Although not particularly limited, it is preferably 25 to 150% by weight based on the total amount of the binder resin containing the amino resin (c) used in the polymerizable coloring composition. 150% by weight
If the amount exceeds 25%, the alkali solubility intended for the present invention is reduced. On the other hand, if the amount is 25% by weight or less, it is difficult to obtain a cured coating film having desired coating film properties, and it is difficult to form a pattern.

The amino resin (c) used in the photopolymerizable coloring composition for a color filter of the present invention includes an amino compound such as urea, melamine, benzoguanamine, acetoguanamine, a guanamine compound, and formaldehyde, paraformaldehyde, acetaldehyde and the like. With the aldehyde compound of formula (I). Also,
The condensation product can also be obtained by etherification using an alcohol for etherification.

The amino compound used in the present invention is not particularly limited, and examples thereof include urea, melamine, benzoguanamine, acetoguanamine, cyclohexanecarboguanamine, phthaloguanamine, steroganamin, spiroguanamine, 2-, 3- or 4-amine. (4,6-diamino-
1,3,5-triazin-2-yl) benzoic acid, 2-,
3- or 4- (4,6-diamino-1,3,5-triazin-2-yl) -phenol and the like.

Of these, melamine, benzoguanamine or (4,6-diamino-1,3,5-triazin-2-yl) benzoic acid is particularly preferred from the viewpoint of developability and heat resistance.

The aldehyde compound used in the present invention is not particularly limited. Examples thereof include formaldehyde, paraformaldehyde, acetaldehyde, propionaldehyde, butyraldehyde, glyoxal,
Glyoxylic acid, succinic semialdehyde, 2-, 3-
Or 4-hydroxybenzaldehyde; trioxane,
Formaldehyde condensates such as paraformaldehyde; aqueous solutions such as aqueous formaldehyde; methylhemiformal, n-butylhemiformal, isobutylhemiformal, and the like.

[0027] Among these, formaldehyde, glyoxylic acid, succinic semialdehyde, and 4-hydroxybenzaldehyde are particularly preferred from the viewpoint of developability and heat resistance. These may be used alone or in combination of two or more.

The amino resin (c) used in the photopolymerizable coloring composition for a color filter of the present invention has a carboxyl group or a phenolic hydroxyl group. Therefore, the amino resin (c) having no carboxyl group or phenolic hydroxyl group. When the raw material amino compound for a resin is, for example, urea, melamine, benzoguanamine, acetoguanamine, cyclohexanecarboguanamine, phthaloguanamine, steloguanamine, spiroguanamine, or the like, the aldehyde compound used has at least a carboxyl group or a phenolic hydroxyl group. Is essential, and the aldehyde compound at this time is preferably glyoxylic acid, succin semialdehyde, 2-, 3- or 4-hydroxybenzaldehyde, or the like.

On the other hand, when the amino compound used as the raw material of the amino resin (c) is 2-, 3- or 4- (4,6-diamino-
(1,3,5-triazin-2-yl) benzoic acid and 2-,
When the compound has a carboxyl group or a phenolic hydroxyl group such as 3- or 4- (4,6-diamino-1,3,5-triazin-2-yl) -phenol, the aldehyde compound used is not particularly limited. Illustrative compounds can be used.

The amino resin (c) used in the photopolymerizable coloring composition for a color filter of the present invention is not limited to the one obtained by condensation of a single amino compound and a single aldehyde compound, but also includes various mixed resins. And then condensed, produced and used. In this case, at least one of the amino compound and the aldehyde compound may contain at least one carboxyl group or phenolic hydroxyl group. For example, benzoguanamine and 4- (4,6-diamino-1,1
3,5-Triazin-2-yl) benzoic acid can also be mixed in the desired ratio and condensed with formaldehyde or a mixture of formaldehyde and glyoxylic acid in the desired ratio. By using a plurality of amino compounds or aldehyde compounds as raw materials in this way, the acid value of the obtained amino resin can be adjusted, and the developability of the photocurable coloring composition can be controlled.

In the present invention, the alcohol for etherification is useful mainly for stabilizing a condensation reaction product from an amino compound as a raw material and an aldehyde compound. These are not particularly limited, for example, methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, sec-butanol, tert-butanol, cyclohexanol,
n-pentanol, isopentanol, methyl isobutyl carbinol, benzyl alcohol, furfuryl alcohol, n-octanol, sec-octanol,
Various alcohols having 1 to 8 carbon atoms, such as ethylhexyl alcohol or allyl alcohol;

Ethylene glycol monomethyl ether,
Ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene glycol monoisobutyl ether, ethylene glycol mono-tert
-Butyl ether, ethylene glycol mono-iso-
Various types such as propyl ether, ethylene glycol monohexyl ether, 3-methoxybutanol, 3-methyl-3-methoxybutanol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, propylene glycol monomethyl ether or dipropylene glycol monomethyl ether Ether alcohols;

Alternatively, various ketone alcohols such as ketobutanol, diacetone alcohol, acetoin and the like can be mentioned. These may be used alone or in combination of two or more.

Of these, methanol, ethanol, n-propanol, isopropanol, n-butanol and isobutanol are particularly preferred from the viewpoints of reactivity, cost, and crosslinkability of the obtained amino resin.

To obtain the amino resin (c) used in the photopolymerizable coloring composition for a color filter of the present invention, for example,
JP-A-9-143169, JP-A-8-17624
9, JP-A-9-208821, JP-A-10-208821
According to the production method described in JP-A-140015 or the like, the aldehyde compound is added in an amount of 1.5 mol per 1.0 mol of the amino compound.
The reaction may be carried out at such a ratio as to be about 8 mol, and also at a proportion such that the alcohol for etherification becomes 3 to 20 mol. At this time, a known and commonly used solvent can be used.

When two or more amino compounds or aldehyde compounds, which are raw materials for the amino resin (c), are used in combination, the ratio is not particularly limited. However, if the acid value is too low, the alkali solubility will be poor and the acid will be poor. If the value is too high, the alkali solubility becomes too high, and even if the compound (b) having a photopolymerizable functional group is cured by irradiation with ultraviolet light or visible light,
The alkali solubility cannot be suppressed. Therefore, it is preferable to adjust the composition so that the acid value of the amino resin (c) is in the range of 20 to 250 mgKOH / g.

In order to prepare the amino resin (c), various known and commonly used production methods can be used. That is, for example, (1) an amino compound is added to a solution obtained by adding an aldehyde compound to an alcohol for etherification, and if necessary, at a temperature of 50 to 140 ° C. for 20 minutes to 7 hours in the presence of an acidic catalyst. Reacting, simultaneously performing a condensation reaction and an etherification reaction,

(2) The solution in which the aldehyde compound and the amino compound are added is subjected to methylolation in the range of pH 8 to 10, and then, in the presence of an alcohol for etherification, in the range of pH 2 to 6, Such as etherification,

(3) At least one member selected from the group consisting of urea, melamine, benzoguanamine, acetoguanamine, cyclohexanecarboguanamine, phthaloguanamine, steloguanamine and spiroguanamine in a solution obtained by adding an aldehyde compound to an alcohol for etherification. And during the condensation reaction and the etherification reaction, (4,6-diamino-1,3,5-triazin-2-yl) benzoic acid or (4,6-diamino-
A method of adding (1,3,5-triazin-2-yl) -phenol,

(4) Formaldehyde, paraformaldehyde, acetaldehyde, propionaldehyde, butyraldehyde, glyoxal, glyoxylic acid, succin semialdehyde,
At least one aldehyde compound selected from the group consisting of 2-, 3- or 4-hydroxybenzaldehyde is added, and then urea, melamine, benzoguanamine, acetoguanamine, cyclohexanecarboguanamine, phthaloguanamine, steroganamin, spiroguanamine, ( 4,6-diamino-1,3,5-triazine-2
-Yl) benzoic acid and (4,6-diamino-1,3,3)
A method of adding at least one amino compound selected from the group consisting of 5-triazin-2-yl) -phenol and performing a condensation reaction and an etherification reaction.

Further, the carboxyl group or phenolic hydroxyl group introduced into the amino resin (c) is completely or partially neutralized with various volatile bases such as ammonia or organic amine to obtain water. Alternatively, it can be dissolved or dispersed in a mixture of water and a water-soluble solvent.

The organic amine used for neutralization is not particularly limited, but specific examples thereof include alkylamines such as monomethylamine, dimethylamine, monoethylamine, diethylamine and triethylamine;
Hydroxylamines such as methylaminoethanol, N, N-dimethylaminoethanol, N, N-diethylaminoethanol, 2-amino-2-methylpropanol, diethanolamine or triethanolamine; polyvalent amines such as ethylenediamine or diethylenetriamine And the like. These may be used alone or in combination of two or more.

Usually, when preparing a colored composition in which the coloring material (a) is dispersed, the coloring composition is prepared by combining at least the coloring material (a) and the binder resin with a solvent. Examples of a solvent used when preparing a coloring composition in which the coloring material (a) is dispersed include aromatic solvents such as toluene, xylene, and methoxybenzene, ethyl acetate, butyl acetate, and propylene glycol monomethyl ether acetate. , Acetate solvents such as propylene glycol monoethyl ether acetate, propionate solvents such as ethoxyethyl propionate, methanol, alcohol solvents such as ethanol,

Ether solvents such as butyl cellosolve, propylene glycol monomethyl ether, diethylene glycol ethyl ether and diethylene glycol dimethyl ether; ketone solvents such as methyl ethyl ketone, methyl isobutyl ketone and cyclohexanone; aliphatic hydrocarbon solvents such as hexane; N, N-dimethyl Nitrogen compound solvents such as formamide, γ-butyrolactam, N-methyl-2-pyrrolidone, aniline and pyridine; lactone solvents such as γ-butyrolactone; and carbamines such as a 48:52 mixture of methyl carbamate and ethyl carbamate. Acid esters, water and the like.

These solvents have a boiling point of 80 ° C. to 200 ° C.
It is preferred to choose In general, spin coating is used to form a photopolymerizable coloring composition,
Those having a boiling point of 00 ° C to 170 ° C are more preferred. These solvents are used alone or as a mixture.

When a coloring composition is prepared by dispersing the coloring material (a), a dispersing agent can be further used. Here, the dispersant that can be used in dispersing the colorant is not particularly limited, and a known and commonly used dispersant can be used. Specific examples include surfactants, pigment intermediates, dye intermediates, and resin-type dispersants such as polyamide compounds and polyurethane compounds. Commercially available products of this resin type dispersant include, for example, Dispervik 130, Dispervik 161, Dispervik 162, Dispervik 163, Dispervik 170, Fuka 4
6, Efka 47, Solsperse 32550, Solsperse 24000, Azispar PB811, Azispar PB
814 and the like. In addition, resin-type dispersants such as acryl-based and polyethylene-based resins can also be used. Among them, particularly, in the photolithography method, the urethane-based dispersant (d) is used from the viewpoint of alkali developability and reduction of change in color and transparency that occur during heating such as after baking.
Is preferred.

The urethane dispersant (d) used in the photopolymerizable coloring composition for a color filter of the present invention includes:
Known and commonly used ones are used. In the present invention, the urethane-based dispersant is a generic term for a dispersant having a urethane bond, which is effective as a pigment dispersant, as disclosed in JP-A-60-166318. An isocyanate compound having one or more isocyanate groups, a compound having active hydrogen selected from the group consisting of polyols, polythiols and polyester polyols, and a polyol having an N, N-disubstituted amino group or a heterocyclic nitrogen atom, polythiol And an active hydrogen atom of Zerewitinoff selected from the group consisting of amines and a compound having at least one nitrogen-containing basic group.

As the isocyanate compound having two or more isocyanate groups, known and commonly used compounds, for example, 2,4-tolylene diisocyanate, 2,2
4-tolylene diisocyanate dimer, 2,6-tolylene diisocyanate, p-xylene diisocyanate, m-xylene diisocyanate, 4,4'-diphenylmethane diisocyanate, 1,5-naphthylene diene Isocyanate, 3,3′-dimethylbiphenyl-4,
Aromatic diisocyanate compounds such as 4'-diisocyanate; hexamethylene diisocyanate, isophorone diisocyanate, 4,4'-methylenebis (cyclohexyl isocyanate), methylcyclohexane-2,
Aliphatic or alicyclic polyisocyanates such as 4 (or 2,6) diisocyanate and 1,3- (isocyanatomethylene) cyclohexane; isocyanates having an isocyanuric group formed by trimerization of the above isocyanate; Is mentioned.

The polyol, polythiol, and polyester polyol are not particularly limited, but generally, compounds having a basic chain such as polyester having a number average molecular weight of 200 to 10,000 and polyoxyalkylene polyol can be suitably used.

Such polyols include, for example,
Polyethylene glycol, polypropylene glycol,
Polyalkylene glycols such as polybutylene glycol and polytetramethylene glycol; ethylene glycol, propanediol, propylene glycol, tetramethylene glycol, pentamethylene glycol, hexanediol, neopentyl glycol, glycerin, trimethylolpropane, pentaerythritol,
Examples include, but are not limited to, ethylene oxide-modified, propylene oxide-modified, butylene oxide-modified and tetrahydrofuran-modified alkylene glycols such as diglycerin, ditrimethylolpropane, and dipentaerythritol. Among these, various modified alkylene glycols are preferred.

Further, such polythiols include:
For example, polyethylene thiodiglycol, polypropylene thiodiglycol, 3,6-dithia-1,8-octanediol and the like can be mentioned.

Further, such polyester polyols include, for example, ethylene glycol, propanediol, propylene glycol, tetramethylene glycol, pentamethylene glycol, hexanediol,
Neopentyl glycol, glycerin, trimethylolpropane, pentaerythritol, diglycerin, ditrimethylolpropane, alkylene glycols such as dipentaerythritol, ε-caprolactone modified, γ-butyrolactone modified, δ-valerolactone modified, methyl Valerolactone modified product; aliphatic polyester polyol which is an esterified product of aliphatic dicarboxylic acid such as adipic acid or dimer acid and polyol such as neopentyl glycol or methylpentanediol; aromatic dicarboxylic acid such as terephthalic acid; Polyester polyols such as aromatic polyester polyols which are esterified with polyols such as pentyl glycol; polycarbonate polyols, acrylic polyols, polytetramethyle Esterified product of a polyhydric hydroxyl compound such as hexaglyceryl ether (a modified product of hexaglycerin in tetrahydrofuran) and a dicarboxylic acid such as fumaric acid, phthalic acid, isophthalic acid, itaconic acid, adipic acid, sebacic acid, and maleic acid; glycerin and the like Polyhydric hydroxyl group-containing compounds such as monoglycerides obtained by transesterification of animal / plant fatty acid esters with polyhydric hydroxyl group-containing compounds, but are not limited thereto.

As the polyols, polythiols and amines having an N, N-disubstituted amino group or a heterocyclic nitrogen atom, there can be used compounds which are known and used in the technical field of dispersants. These compounds are characterized by having an active hydrogen atom of Zerewitinoff and a compound having at least one nitrogen-containing basic group. Examples of such a compound include N, N-dimethyl-1,3-propanediamine, N, N-diethyl-1,4-butanediamine, 2-dimethylaminoethanol, and 1- (2-aminoethyl) -piperazine. , 2- (1
-Pyrrolidyl) -ethylamine, 4-amino-2-methoxypyrimidine, 4- (2-aminoethyl) -pyridine, 1- (2-hydroxyethyl) -piperazine, 4-
(2-hydroxyethyl) -morpholine, 2-mercaptopyrimidine, 2-mercaptobenzimidazole,
2-amino-6-methoxybenzothiazole, N, N-
Diallyl-melamine, 3-amino-1,2,4-triazole, 1- (2-hydroxyethyl) -imidazole, 3-mercapto-1,2,4-triazole, and the like.

The urethane dispersant used in the photopolymerizable coloring composition for a color filter of the present invention has an amine value in the range of 38 to 67 and a number average molecular weight of 2 to 2.
Those in the range of 00 to 10,000 are preferred.

If the urethane dispersant has an amine value of less than 38, the alkali developability of the photopolymerizable coloring composition for a color filter after curing tends to decrease.
If it exceeds, sufficient dispersibility of the pigment at the time of preparing the photopolymerizable coloring composition for a color filter is reduced.

When the urethane-based dispersant has a number average molecular weight of less than 300, sufficient pigment dispersibility tends to be reduced at the time of preparing a photopolymerizable coloring composition for a color filter, and the number average molecular weight is 10,000. If it exceeds 300, the viscosity of the photopolymerizable coloring composition for a color filter tends to increase, and it becomes difficult to control the thickness of the coating film.

Commercially available urethane-based dispersants include, for example, “BYK-16” manufactured by BYK Chemie
0 "," BYK-161 "," BYK-162 "," B
YK-163 "," BYK-166 "," BYK-18 "
2 ”,“ Efka 46 ”and“ Efka 47 ”manufactured by F-Car Chemicals, and“ Boltigen SN ”manufactured by Bayer Japan
-88 ", but are not limited thereto.

The photopolymerizable coloring composition for a color filter of the present invention may optionally contain a photopolymerization initiator. As the photopolymerization initiator, a photopolymerization initiator which dissociates by light to generate a radical can be used, and a known and commonly used photopolymerization initiator is used.

Examples of such photopolymerization initiators include benzophenone, 3,3-dimethyl-4-methoxybenzophenone, 4,4'-bisdimethylaminobenzophenone, 4,4'-bisdiethylaminobenzophenone, 4,4 Benzophenones such as dichlorobenzophenone, Michler's ketone, 3,3 ′, 4,4′-tetra (t-butylperoxycarbonyl) benzophenone;
Xanthone, thioxanthone, 2-methylthioxanthone, 2-isopropylthioxanthone, 2-chlorothioxanthone, 2,4-diethylthioxanthone, 2,4
Xanthones such as dimethylthioxanthone and thioxanthone-4-sulfonic acid; thioxanthones;

Benzoin, benzoin methyl ether,
Acyloin ethers such as benzoin ethyl ether, benzoin isopropyl ether, benzoin-n-butyl ether, benzoin isobutyl ether and benzoin butyl ether; α-diketones such as benzyl and diacetyl; tetramethylthiuram monosulfide, tetramethylthiuram disulfide, p- Sulfides such as tolyl disulfide; 4-dimethylaminobenzoic acid, 4
-Methyl dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, butyl 4-dimethylaminobenzoate,
2-dimethylhexyl 4-dimethylaminobenzoate, 4
Benzoic acids such as -dimethylaminobenzoic acid-2-isoamyl;

3,3'-carbonyl-bis (7-diethylamino) coumarin, 1-hydroxycyclohexylphenyl ketone, 2,2-dimethoxy-1,2-diphenylethan-1-one, 2-methyl-1- [4- (methylthio) phenyl] -2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butan-1-one, 2-hydroxy-2 -Methyl-1-phenylpropan-1-one,
2,4,6-trimethylbenzoyldiphenylphosphine oxide, 1- [4- (2-hydroxyethoxy) phenyl] -2-hydroxy-2-methyl-1-propan-1-one, 1- (4-isopropylphenyl) -2-
Hydroxy-2-methylpropan-1-one,

1- (4-dodecylphenyl) -2-hydroxy-2-methylpropan-1-one, 4-benzoyl-4'-methyldimethylsulfide, 2,2-diethoxyacetophenone, benzyldimethylketal, Benzyl-β-methoxyethyl acetal, 1-phenyl-
1,2-propanedione-2- (o-ethoxycarbonyl) oxime, 2-phenyl-1,2-butanedione-
2- (o-methoxycarbonyl) oxime, 1,3-diphenyl-propanetrione-2- (o-ethoxycarponyl) oxime, 1-phenyl-3-ethoxy-propanetrione-2- (o-benzoyl) oxime, o −
Methyl benzoylbenzoate, bis (4-dimethylaminophenyl) ketone,

P-dimethylaminoacetophenone, α,
α-dichloro-4-phenoxyacetophenone, pentyl-4-dimethylaminobenzoate, 2- (o-chlorophenyl) -4,5-diphenylimidazolyl dimer, 2,4-bis-trichloromethyl-6- [di- ( [Ethoxycarbonylmethyl) amino] phenyl-S-triazine, 2,4-bis-trichloromethyl-6- (4-
Ethoxy) phenyl-S-triazine, 2,4-bis-
Trichloromethyl-6- (3-bromo-4-ethoxy)
Phenyl-S-triazineanthraquinone, 2-t-butylanthraquinone, 2-amylanthraquinone, β-
Chloranthraquinone,

Anthrone, benzanthrone, dibenzsuberone, methyleneanthrone, 4-azidobenzylacetophenone, 2,6-pis (p-azidobenzylidene) cyclohexane, 2,6-pis (p-azidobenzylidene) -4-methylcyclohexanone, naphthalene Sulfonyl chloride, quinoline sulfonyl chloride,
n-phenylthioacridone, 4,4-azopisisobutyronitrile, diphenyldisulfide, benzthiazoldisulfide, triphenylphosphine, carbon tetrabromide, tribromophenylsulfone, benzoin peroxide, eosin, Examples include a combination of a photoreducing dye such as methylene blue and a reducing agent such as ascorbic acid and triethanolamine.

The commercial names of the above-mentioned commercially available photopolymerization initiators include Irgacure-184, 149 and 26.
1, 369, 500, 651, 784, 81
9, 907, 1116, 1664, 1700,
1800, 1850, 2959, 4043, D
arocur-1173 (manufactured by Ciba Specialty Chemicals), Lucirin TPO (manufactured by BASF), KAY
ACURE-DETX, MBP, DMBI, EP
A, the same OA (manufactured by Nippon Kayaku Co., Ltd.), VICURE-1
0, 55 (manufactured by Stauffer Co. Ltd.), T
RIGONALP1 (AKZO Co. LTD), S
ANDORY 1000 (SANDOZ Co. LTD)
), DEAP (APJOHN Co. LTD), Q
UANTACURE-PDO, ITX, EPD (W
ARD BLEKINSOP Co. LTD).

A known and commonly used photosensitizer can be used in combination with the above photopolymerization initiator. Examples of the photosensitizer used in the present invention include amines, ureas, sulfur-containing compounds, phosphorus-containing compounds, chlorine-containing compounds, nitriles, and other nitrogen-containing compounds. These can be used alone or in combination of two or more.

The use ratio is not particularly limited, but is preferably 0.1 to 30% by weight, more preferably 1 to 20% by weight, based on the compound having a photopolymerizable functional group in the composition. If the content is less than 0.1% by weight, the sensitivity is lowered,
Exceeding 0% by weight is not preferable because it causes precipitation of crystals, deterioration of physical properties of the coating film and the like.

The photopolymerizable coloring composition for a color filter of the present invention can be obtained by mixing the above-mentioned various components.
At this time, an appropriate solvent can be used, and as the solvent at this time, as long as it does not react with each of the above components,
There is no particular limitation, and various solvents and the like used when preparing the coloring composition in which the coloring material (a) is dispersed are used. These can be used alone or in combination of two or more. In this case, all the components may be adjusted with the same solvent, or if necessary, each component may be mixed with a different solvent to form two or more solutions, and these solutions may be mixed to form a curable coloring composition. A solution of the product may be prepared.

The photopolymerizable coloring composition for a color filter of the present invention thus obtained is excellent in storage stability in one liquid, and further uses an amino resin having a carboxyl group or a phenolic hydroxyl group. Therefore, the unexposed portion during development is excellent in alkali developability and pattern formation is easy. Furthermore, in the firing step after development, a crosslinked structure is generated by a thermal crosslinking reaction of the amino resin,
Heat resistance and solvent resistance can be improved.

When the photopolymerizable coloring composition for a color filter of the present invention undergoes a crosslinking reaction by heating, (b) the amino resin having a carboxyl group or a phenolic hydroxyl group itself contributes to the crosslinking. Since the amino resin used in the present invention contains a carboxyl group or a phenolic hydroxyl group, there is no need to use a crosslinking accelerator together, and it has the advantage that it does not contain impurities caused by the crosslinking accelerator remaining after the crosslinking reaction.

The photopolymerizable coloring composition for a color filter of the present invention may be further used, if necessary, in a range that does not deviate from the object of the present invention, especially in a range that can maintain storage stability, heat resistance, solvent resistance and the like. , And other components. Such other components include known and commonly used coupling agents, antioxidants, stabilizers, fillers, various leveling agents such as silicon-based, fluorine-based, and acrylic-based, and polyvalent for the purpose of adjusting alkali solubility. Epoxy compounds and the like can be added for the purpose of eliminating the carboxylic acid and its anhydride, and the carboxyl group remaining after photocuring by the reaction.

The coupling agent to be added to the photopolymerizable coloring composition for a color filter of the present invention, if necessary, is a chemical bond between an inorganic material and an organic material.
Alternatively, it is a compound that improves the affinity with a chemical reaction and enhances the function of the composite material. Typical coupling agents include silane compounds, titanium compounds, and aluminum compounds.

As the silane coupling agent, for example,
γ- (2-aminoethyl) aminopropyltrimethoxysilane, γ- (2-aminoethyl) aminopropylmethyldimethoxysilane; γ-methacryloxypropyltrimethoxysilane; γ-glycidoxypropyltrimethoxysilane, β- ( 3,4-epoxycyclohexyl) ethyltrimethoxysilane; γ-mercaptopropyltrimethoxysilane; vinyltriacetoxysilane, vinyltrimethoxysilane; trimethoxysilylbenzoic acid; γ
-Isocyanatopropyltriethoxysilane and the like, and oligomers and polymers composed of these silane coupling agents and the like.

As the titanium coupling agent, for example,
Tetra-isopropoxytitanium, tetra-n-butoxytitanium, tetrakis (2-ethylhexoxy) titanium,
Titanium tetrastearoxy, di-isopropoxybis (acetylacetonato) titanium, di-n-butoxybis (triethanolaminate) titanium, dihydroxy
Bis (lactato) titanium, tetrakis (2-ethylhexanethiolat) titanium, tri-n-butoxytitanium monostearate, isopropyltriisostearoyl titanate, isopropyltridodecylbenzenesulfonyl titanate,

Isopropyl tris (dioctyl pyrophosphate) titanate, tetraisopropyl bis (dioctyl phosphite) titanate, tetraoctyl bis (ditridecyl phosphite) titanate, tetra (2,2-diallyloxymethyl-1-butyl) bis (di -Tridecyl) phosphite titanate, bis (dioctyl pyrophosphate) oxyacetate titanate, bis (dioctyl pyrophosphate) ethylene titanate, isopropyl trioctanol titanate,
Isopropyl dimethacryl isosteroyl titanate, isopropyl isostearyl diacryl titanate, isopropyl tri (dioctyl phosphate) titanate, isopropyl tricumyl phenyl titanate,
Isopropyl tri (N-aminoethyl / aminoethyl)
Titanate, dicumylphenyloxyacetate titanate, diisostearoylethylene titanate and the like can be mentioned.

Examples of the aluminum coupling agent include aluminum isopropylate, monosec-butoxyaluminum diisopropylate, aluminum sec-butyrate, aluminum ethylate, ethyl acetoacetate aluminum diisopropylate, aluminum tris (ethyl acetoacetate), and the like. Alkyl acetoacetate aluminum diisopropylate,
Aluminum monoacetyl acetate bis (ethyl acetoacetate), aluminum tris (acetyl acetonate), cyclic aluminum oxide isopropylate and the like can be mentioned.

Among them, γ-glycidoxypropyltrimethoxysilane, β- (3,4) are particularly preferred in that they provide particularly excellent smoothness, adhesion, water resistance and solvent resistance to various transparent substrates. -A silane coupling agent having an epoxy group such as (epoxycyclohexyl) ethyltrimethoxysilane is preferred. These coupling agents may be used alone or as a mixture.

The amount of the coupling agent is 0.1 to 100 parts by mass of the alkali-soluble binder resin.
The range is from 30 to 30 parts by mass, preferably from 0.5 to 20 parts by mass. When the amount of the coupling agent is 0.1 parts by mass or less, the smoothness of the formed coating film, the adhesion to the transparent substrate, the water resistance, and the solvent resistance are insufficient.
If the amount is more than 100 parts by mass, it is not preferable because no improvement in adhesiveness can be expected, and the photocurability of the formed coating film further decreases.

Further, the photopolymerizable coloring composition for a color filter of the present invention may contain an epoxy compound, a polycarboxylic acid and an acid anhydride thereof. As the epoxy compound, for example, phenol novolak epoxy resin, cresol novolak epoxy resin, bisphenol A epoxy resin, bisphenol F epoxy resin, bisphenol A novolak epoxy resin,
Examples include alicyclic epoxy resins, various glycols, alkylene oxide-modified epoxy resins, glycidyl group-containing acrylic resins, and alicyclic epoxy group-containing acrylic resins. These can be used alone or in combination of two or more.

Representative examples of polycarboxylic acids and their anhydrides include succinic acid, glutaric acid, and the like.
Aliphatic polycarboxylic acids such as adipic acid, butanetetracarboxylic acid, maleic acid and itaconic acid; hexahydrophthalic acid, 1,2-cyclohexanecarboxylic acid, 1,2,4
-Cyclohexanetricarboxylic acid, cycloaliphatic polycarboxylic acids such as cyclopentanetetracarboxylic acid and phthalic acid,
Isophthalic acid, terephthalic acid, trimellitic acid, pyromellitic acid, 1,4,5,8-naphthalenetetracarboxylic acid, benzophenonetetracarboxylic acid;

Fatty acids such as phthalic anhydride, itaconic anhydride, succinic anhydride, citraconic anhydride, dodecenylsuccinic anhydride, tricarballylic anhydride, maleic anhydride, hexahydrophthalic anhydride, methyltetrahydrophthalic anhydride, hymic anhydride, etc. Dicarboxylic anhydride; 1, 2,
Aliphatic polycarboxylic dianhydrides such as 3,4-butanetetracarboxylic dianhydride and cyclopentanetetracarboxylic dianhydride; pyromellitic anhydride, trimellitic anhydride, benzophenone tetracarboxylic anhydride; Ester group-containing acid anhydrides such as ethylene glycol bistrimellitate and glycerin tristrimetate;

Further, a commercially available epoxy resin curing agent comprising a colorless carboxylic anhydride can also be suitably used. Specific examples include Adeka Hardener EH-700 [trade name (the same applies hereinafter) manufactured by Asahi Denka Kogyo Co., Ltd.], RIKACID-H
H, MH-700 (manufactured by Shin Nippon Rika Co., Ltd.), Epikini 126, YH-306, and DX-126 (manufactured by Yuka Shell Epoxy Co., Ltd.).

Further, as the polyvalent carboxylic acid and its acid anhydride, a resin having two or more carboxyl groups or its anhydride in the molecule can be preferably used. Specifically, for example, a urethane resin having a carboxyl group, an acrylic resin, a polyester resin, a lactone-modified polyester resin, a polyesteramide resin, an alkyd resin, a polyether resin, a modified polyether resin, a polythioether resin, a polycarbonate resin, and a polyacetal resin , A polyolefin resin, an epoxy-modified resin, a silicone resin, a fluororesin, or an acid anhydride thereof. The polycarboxylic acids and polycarboxylic anhydrides described above can be used alone or in combination of two or more.

The photopolymerizable coloring composition for a color filter of the present invention prepared as described above is applied to the surface of a transparent substrate, subjected to a patterning treatment, and cured by heating to form a pixel portion for a color filter. Thus, the color filter of the present invention can be obtained.

The transparent substrate used in the present invention is a transparent substrate used for a color filter and has heat resistance that can withstand thermosetting. Examples of such a transparent substrate include a glass substrate.

The method of applying the solution of the photopolymerizable coloring composition for a color filter of the present invention to the surface of a transparent substrate is not particularly limited. For example, a printing method, a spray method, a roll coating method, a bar coating method, a curtain coating method And various methods such as spin coating.

The method of forming a coating film when patterning the pixel portion is described. For example, first, the coating film of the photopolymerizable coloring composition applied to the transparent substrate is heated (prebaked). The heating conditions vary depending on the type and blending ratio of each component, but are usually at 50 to 150 ° C. for about 1 to 15 minutes. Next, the prebaked coating film is irradiated with ultraviolet light, visible light, or the like via a mask having a predetermined color filter pixel pattern, and then developed with a developer to remove unnecessary portions to form a predetermined pattern.

The light source used for photocuring is preferably from ultraviolet light to visible light, and more preferably a light source having a wavelength of 200 to 500 nm. The use of ultraviolet light is particularly recommended for these light sources for economic reasons. As a source of ultraviolet light or visible light, for example, low-pressure mercury lamp, high-pressure mercury lamp, ultra-high-pressure mercury lamp, metal halide lamp,
Chemical lamp, black light lamp, mercury-xenon lamp, excimer lamp, short arc lamp, helium / cadmium laser, argon laser, Nd
A THG or FHG light laser using a YAG laser;

Examples of the developing solution include sodium hydroxide, potassium hydroxide, sodium carbonate, sodium silicate, sodium metasilicate, aqueous ammonia, ethylamine, n-propylamine, diethylamine, di-n-propylamine, triethylamine, and methyl. Diethylamine, dimethylethanolamine, diethanolamine,
Triethanolamine, tetramethylammonium hydroxide, tetraethylammonium hydroxide, tetrabutylammonium hydroxide, pyrrole, piperidine, 1,8-diazabicyclo [5,4,0] -7-
Undecene, 1,5-diazabicyclo [4,3,0]-
Aqueous solutions of alkalis such as 5-nonane are exemplified. Further, an aqueous solution obtained by adding a suitable amount of a water-soluble organic solvent such as methanol, ethanol, or isopropanol or a surfactant to the above-mentioned aqueous alkaline solution can also be used as the developer.

The method of development may be any of a puddle method, a dipping method, a spray method and the like. After development, wash with running water and air dry with compressed air or compressed nitrogen.
Unnecessary portions are removed to form a pattern. Thereafter, this pattern is heated by a heating device such as a hot plate or an oven at 100 to 280 ° C. for a predetermined time (hereinafter, referred to as “heat treatment”).
Heat resistance,
A coating film having excellent transparency, hardness and the like can be obtained.

The color filters are formed on a transparent substrate provided with a black matrix, by emitting three light components of red, green and blue, respectively.
It is formed by regularly arranging color materials in each pixel portion so that the primary colors are selectively transmitted or the three primary colors of cyan, magenta and yellow are selectively reflected.

The photopolymerizable coloring composition for a color filter of the present invention can be prepared by applying the photocurable coloring composition on a substrate for each of a plurality of different colors by using the method described above, exposing, developing,
By repeating each step of printing, it is possible to form each of the three primary colors of red, green, and blue light, or three primary colors of cyan, magenta, and yellow, and each colored pixel such as black used for shading. it can. By using the photopolymerizable coloring composition for a color filter of the present invention, a color filter having excellent heat resistance, solvent resistance and chemical resistance can be produced.

[0093]

Next, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples. In the following, all parts and percentages are based on mass unless otherwise specified. The performance test for the prepared coating film was performed by the following method.

<Performance Test and Evaluation Criteria> Storage stability: The viscosity of the red pigment dispersion when stored at 40 ° C. for 24 hours was measured. Was evaluated as x. The viscosity was measured using an E-type viscometer manufactured by Tokimec.

Development characteristics: After spin-coating on a glass plate using a spin coater at 1,000 rpm for 9 seconds,
Preliminary drying was performed at 60 ° C. for 5 minutes to form a coating film having a thickness of 1.5 μm. This coating film was exposed to 1000 J / m ² with a high-pressure mercury lamp using a predetermined pattern mask, and then developed with an alkali developer maintained at 30 ° C. ID1 as a developer
9A1 (tetramethylammonium hydroxide based on ITES) diluted 30-fold with pure water was used (p
H10.82). After development, it was further washed with pure water. By these operations, it was evaluated whether a pattern (remaining) having a line width of 50 μm was possible.パ タ ー ン indicates that patterning was possible and X indicates that patterning was impossible. After-bake: After-baking was performed at 230 ° C. for 15 minutes with respect to the coating film after the development and the evaluation result of the developing property was “「 ”.

Heat resistance-1: The coating film applied and cured on a glass plate was heated at 280 ° C. for 30 minutes, and the change in transparency (Y value) in color tone before and after heating was evaluated. At this time, the difference ΔY in the change rate was less than 0.5, and the result was 0.5 or more. The chromaticity measurement was performed using an Olympus microspectrophotometer OSP-SP200.

Heat resistance-2: The coating film applied and cured on a glass plate was heated at 280 ° C. for 30 minutes, and evaluated by the change in the maximum light transmittance before and after heating. At this time, the rate of change was less than 5%, and the rate was 5% or more.

Chemical resistance-1: Using a cured coating film,
After being immersed in N-methyl-2-pyrrolidone at 23 ° C. for 30 minutes, the boundary surface of the liquid immersion part was observed.

Chemical resistance-2: The cured coating film was rubbed with acetone at 25 ° C. under a load of 100 g using a rubbing tester (Taira Rika Kogyo Co., Ltd.) to reach the underlying glass substrate. The number of rubbings up to was evaluated. At this time, the rubbing frequency of less than 25 times was evaluated as x, 25 or more and less than 100 times as ○, and 100 or more times as ◎.

Preparation Example 1 [Preparation of Amino Resin Having Carboxyl Group] A four-necked flask equipped with a thermometer, a reflux condenser and a stirrer contained 2- (4,6-diamino) containing 12.3 water. −
1,3,5-triazin-2-yl) benzoic acid
7 parts, 202.8 parts of 37% aqueous formaldehyde solution, n
-222.3 parts of butanol were charged and immersed in an oil bath heated to 115 ° C with stirring. After 15 minutes, a homogeneous solution was obtained and reflux was started. After continuing the reaction for 2 hours, water and excess formaldehyde were distilled off under reduced pressure of 5.33 × 10 ⁴ Pa for 3 hours.

Then, after distilling off water and n-butanol, propylene glycol monomethyl ether acetate (hereinafter abbreviated as PGMAc) was added and the mixture was cooled. PGMAc was further added, and non-volatile matter (107.5 ° C., 1 hour) (Resin weight% after drying) was adjusted to 40.0. An amino resin having a carboxyl group of 94.6 mgKOH / g having an acid value of the resin solids of 94.6 mgKOH / g (the number of milligrams of potassium hydroxide required to neutralize the acid content present in 1 g of the sample based on a prescribed method) a-1) was obtained. The number average molecular weight in terms of polystyrene; Mn was 2,150, and the degree of dispersion; Mw / Mn was 5.12.

Preparation Example 2 [Preparation of amino resin having carboxyl group] In a four-necked flask equipped with a thermometer, a reflux condenser and a stirrer, 37.4 parts of benzoguanamine, 118.4 parts of a 50% aqueous glyoxylic acid solution, 88.8 parts of n-butanol was charged, and immersed in an oil bath heated to 115 ° C. with stirring. After 15 minutes, a homogeneous solution was obtained and reflux was started. After continuing the reaction for 1 hour, 5.33 × 10 ⁴ Pa
The water and excess formaldehyde were distilled off under reduced pressure for 4 hours. Next, after distilling off water and n-butanol, PGMAc was added and cooled, and PGMAc was further added to adjust the nonvolatile content to 40.0. An amino resin (A-2) having a carboxyl group and an acid value of the resin solid content of 136 mgKOH / g was obtained. Number average molecular weight in terms of polystyrene; Mn is 1,624, dispersity: Mw / Mn is 1.28.
Met.

Production Example-3 [Preparation of Amino Resin Having Phenolic Hydroxyl Group] In a four-necked flask equipped with a thermometer, a reflux condenser and a stirrer, 18.7 parts of benzoguanamine, 48.8 parts of p-hydroxybenzaldehyde, 88.8 parts of n-butanol was charged and immersed in an oil bath heated to 125 ° C. with stirring. After 20 minutes, a homogeneous solution was obtained. The reaction was continued at the same temperature for 24 hours. 5.33x after the reaction
After n-butanol was distilled off under a reduced pressure of 10 ⁴ Pa, the obtained solid was washed with a mixed solution of n-hexane / ethyl acetate (2/1) to remove excess p-hydroxybenzaldehyde. PGMAc is added and cooled.
MAc was added to adjust the nonvolatile content to 40.0. An amino resin (A-3) having a phenolic hydroxyl group having an acid value of 85.2 mgKOH / g of a resin solid content was obtained. Number average molecular weight in terms of polystyrene; Mn = 4000, dispersity: Mw
/ Mn was 3.26.

Production Example-4 [Preparation of Acrylic Resin Having Carboxyl Group] In a four-necked flask equipped with a thermometer, a reflux condenser, a stirrer, and a nitrogen gas inlet, 425.0 parts of PGMAc was charged, and stirred. After the temperature was raised to 90 ° C., 42.8 parts of methacrylic acid (hereinafter abbreviated as MAA), 286.1 parts of benzyl methacrylate (hereinafter abbreviated as BzMA),
96.0 parts of PGMAc and t-butylperoxy-2-
Ethyl hexanate (hereinafter abbreviated as PO) 16.5
And the mixed solution was added dropwise over 1 hour. After completion of the dropwise addition, the mixture was maintained at 90 ° C. for 2 hours, then 1.7 parts of P-O was added, and the mixture was further reacted at the same temperature for 7 hours. The acrylic resin having a carboxyl group having an acid value of 84.0 mgKOH / g of the resin solid content was obtained. A solution of (A-4) was obtained. The nonvolatile content of the obtained resin solution was 39.7%, and the Mn in terms of polystyrene was 95.
00, and the degree of dispersion Mw / Mn was 2.07.

Example 1 Using a high-speed disperser “TSG-6H” (manufactured by Igarashi Kikai Co., Ltd.) charged with 0.5 mmφ zirconia beads, an amino resin solution having a carboxyl group prepared in Production Example 1 (A-1) 25.0 parts, C.I. I. Pigment Red 25
4, 8.0 parts, Addispar PB814 2.5 parts, PG
A dispersion comprising 64.5 parts of MAc was dispersed at a rotation speed of 2000 m ^-1 for 8 hours to obtain a red pigment dispersion. next,
To 100 parts of this red pigment dispersion, dipentaerythritol hexaacrylate (hereinafter abbreviated as DPHA)
After 7.0 parts and 0.3 part of Irgacure # 369 were added and mixed, the mixture was filtered through a filter having a pore size of 1.0 μm to obtain a photopolymerizable coloring composition (R-1) for a color filter.

25 g of the obtained photopolymerizable coloring composition for a color filter (R-1) was transferred into a glass container, sealed, and stored at 40 ° C. for 24 hours. evaluated. As a result, the storage stability was good. Next, the photopolymerizable coloring composition (R-1) for a color filter was spin-coated on a glass plate using a spin coater at a rotation speed of 1000 m ^-1 for 9 seconds, and then preliminarily prepared at 60 ° C. for 5 minutes. It was dried to form a coating film. The obtained coating film was exposed through a predetermined pattern mask to 1000 J / m ² using a high-pressure mercury lamp. After development and then washing, development characteristics were evaluated. After the evaluation, after-baking was performed, and the evaluation was performed according to the remaining performance test items. Table 1 shows the evaluation results. As a result, a colored pattern for a color filter having excellent development characteristics, heat resistance and chemical resistance was obtained. Further, when the absorption spectrum and the thin-film X-ray diffraction of the coating film after the heat resistance test were measured, no change in the crystal type of the red pigment and no increase in the crystal diameter were observed.

Example 2 A color filter light was obtained in the same manner as in Example 1 except that the amino resin (A-1) used in Example 1 was changed to the amino resin (A-2) obtained in Production Example 2. A polymerizable coloring composition (R-2) was obtained. Next, 25 g of the obtained photopolymerizable coloring composition for a color filter (R-2) was transferred into a glass container, sealed, stored at 40 ° C. for 24 hours, and the storage stability was evaluated. As a result, the storage stability was good. Next, a coating film was formed on a glass substrate in the same manner as in Example 1 using the obtained photopolymerizable coloring composition (R-2). After exposure, development and washing were performed in the same manner as in Example 1, evaluation was made according to the performance test items. Table 1 shows the evaluation results. As a result, a colored pattern for a color filter having excellent development characteristics, heat resistance and chemical resistance was obtained. Further, when the absorption spectrum and the thin film X-ray diffraction of the coating film after the heat resistance test were measured, no change in the crystal type and increase in the crystal diameter of the red pigment were observed.

Example 3 A color filter was prepared in the same manner as in Example 1 except that the amino resin (A-1) used in Example 1 was changed to the amino resin (A-3) obtained in Production Example 3. A photopolymerizable coloring composition (R-3) was obtained. Next, 25 g of the photopolymerizable coloring composition (R-3) for a color filter was transferred into a glass container, sealed, stored at 40 ° C. for 24 hours, and the storage stability was evaluated. As a result, the storage stability was good. Next, a coating film was formed on a glass substrate in the same manner as in Example 1 using the obtained photopolymerizable coloring composition for a color filter (R-3). After exposure, development and washing were performed in the same manner as in Example 1, evaluation was made according to the performance test items. The results of these evaluations are shown in Table 1. As a result, a colored pattern for a color filter having excellent development characteristics, heat resistance and chemical resistance was obtained. Further, when the absorption spectrum and the thin-film X-ray diffraction of the coating film after the heat resistance test were measured, no change in the crystal type of the red pigment and no increase in the crystal diameter were observed.

Example 4 25 parts of the amino resin (A-1) used in Example 1 was replaced with 12.5 parts of the amino resin (A-1) obtained in Production Example 1.
Part and acrylic resin (A-4) obtained in Production Example 4
A photopolymerizable coloring composition for a color filter (R-4) was obtained in the same manner as in Example 1 except that the mixture was changed to 5 parts of a mixture. In the same manner as in Example 1, storage stability and various physical properties of the coating film were evaluated, and the evaluation results are shown in Table 1. As a result, a preservation stability of the composition was obtained, and a colored pattern for a color filter having excellent developing characteristics, heat resistance and chemical resistance was obtained. Further, when the absorption spectrum and the thin-film X-ray diffraction of the coating film after the heat resistance test were measured, no change in the crystal type of the red pigment and no increase in the crystal diameter were observed.

Example 5 The same procedure as in Example 1 was repeated except that DPHA used in Example 1 was changed to pentaerythritol triacrylate (hereinafter abbreviated as PETA), and a photopolymerizable coloring composition for a color filter (R- 5) was obtained. The storage stability and various physical properties of the coating film were evaluated in the same manner as in Example 1, and the evaluation results are shown in Table 1. As a result, a preservation stability of the composition was obtained, and a colored pattern for a color filter having excellent developing characteristics, heat resistance and chemical resistance was obtained. Further, when the absorption spectrum and the thin-film X-ray diffraction of the coating film after the heat resistance test were measured, no change in the crystal type of the red pigment and no increase in the crystal diameter were observed.

Example 6 The DPHA used in Example 1 was replaced with poly (tetramethylene glycol) bis (maleimidoacetate) [average molecular weight of poly (tetramethylene glycol) 250]
(Hereinafter abbreviated as MIA250), in the same manner as in Example 1, to obtain a photopolymerizable coloring composition for a color filter (R-6). The storage stability and various physical properties of the coating film were evaluated in the same manner as in Example 1, and the evaluation results are shown in Table 1.
As a result, a preservation stability of the composition was obtained, and a colored pattern for a color filter having excellent developing characteristics, heat resistance and chemical resistance was obtained. Further, when the absorption spectrum and the thin-film X-ray diffraction of the coating film after the heat resistance test were measured, no change in the crystal type of the red pigment and no increase in the crystal diameter were observed.

Comparative Example 1 A color filter was prepared in the same manner as in Example 1 except that the amino resin (A-1) used in Example 1 was changed to the acrylic resin (A-4) obtained in Production Example 4. A photopolymerizable coloring composition (R-7) was obtained. The storage stability and various physical properties of the coating film were evaluated in the same manner as in Example 1, and the evaluation results are shown in Table 1. As a result, although the storage stability was good, the obtained coating film was poor in heat resistance and chemical resistance.
In addition, when the absorption spectrum and the thin film X-ray diffraction of the coating film after the heat resistance test were measured, it was confirmed that the crystal particles of the red pigment had increased. As described above, it is apparent that when only the acrylic resin is used as the binder resin, the heat resistance and the chemical resistance are inferior to those of Examples 1 to 6.

[0113]

[Table 1] All numbers in the table represent parts by mass. DPHA: dipentaerythritol hexaacrylate PETA: pentaerythritol triacrylate MIA250: poly (tetramethylene glycol) bis (maleimidoacetate) [average molecular weight of poly (tetramethylene glycol) 250] Irg # 369: Irgacure # 369

Example 7 A carboxyl group-containing amino resin solution (A-A) prepared in Production Example 1 was placed in a high-speed disperser “TSG-6H” (manufactured by Igarashi Kikai) charged with 0.5 mmφ zirconia beads.
1) 25.0 parts, C.I. I. Pigment Red 254
A dispersion composed of 8.0 parts, 2.5 parts of a urethane dispersant "BYK-161" (manufactured by BYK-Chemie) and 64.5 parts of PGMAc was charged and dispersed at 2,000 rpm for 8 hours to obtain a red coloring composition. I got something. Next, based on 100 parts of the red coloring composition, 7.0 parts of dipentaerythritol hexaacrylate (hereinafter abbreviated as DPHA) and “Irgacure # 369” (a photopolymerization initiator manufactured by Ciba Specialty Chemicals) 0 After adding and mixing 3 parts, the mixture was filtered using a filter having a pore size of 1.0 μm to obtain a photopolymerizable coloring composition (R-8) for a color filter. In the same manner as in Example 1, a storage stability test, a coating film developability test, a heat resistance test 1, a heat resistance test 2, a chemical resistance test 1, and a chemical resistance test 2 were performed.
It was shown to.

From these results, it is found that the storage stability of the photopolymerizable coloring composition for color filter (R-8) is good, and the coloring pattern for color filter using (R-8) has good developability. It was found to be excellent in heat resistance and chemical resistance. Further, when the absorption spectrum and the thin-film X-ray diffraction of the coating film after the heat resistance test 1 were measured, no change in the crystal type of the red pigment and no increase in the crystal diameter were observed. Furthermore, the Y retention ratio before and after the heat resistance test 1 was performed (x = 0.54
0) and ΔEab were measured, and the Y retention rate was 100.
%, ΔEab; 1.3. These values were obtained in Example 1.
Y retention: 100%, ΔEab: 1.9 was even more excellent than 1.9. This value was far superior to Comparative Example 1 described above and Comparative Example 2 described below.

Example 8 The procedure of Example 7 was repeated, except that the amino resin (A-2) obtained in Production Example 2 was used instead of the amino resin (A-1). A photopolymerizable coloring composition for a filter (R-9) was obtained. For this, a storage stability test, a coating film developability test, a heat resistance test 1, a heat resistance test 2, a chemical resistance test 1, and a chemical resistance test 2 were performed in the same manner as in Example 1, and the results are shown in Table 2. Indicated. As a result, the storage stability of the photopolymerizable coloring composition (R-9) for a color filter is good, and the coloring pattern for a color filter using (R-9) has developability, heat resistance and chemical resistance. It turned out to be excellent. Further, as a result of measuring the absorption spectrum and the thin-film X-ray diffraction of the coating film after the heat resistance test 1, no change in the crystal type and increase in the crystal diameter of the red pigment were observed.

Example 9 The procedure of Example 7 was repeated, except that the amino resin (A-3) obtained in Production Example 3 was used instead of the amino resin (A-1). A photopolymerizable coloring composition for a filter (R-10) was obtained. In the same manner as in Example 1, storage stability test, coating film developability test, heat resistance test 1, heat resistance test 2, chemical resistance test 1, chemical resistance test 2
And the results are shown in Table 2. As a result, the storage stability of the photopolymerizable coloring composition (R-10) for a color filter is good, and the coloring pattern for a color filter using (R-10) has developability, heat resistance and chemical resistance. It turned out to be excellent. Further, as a result of measuring the absorption spectrum and the thin-film X-ray diffraction of the coating film after the heat resistance test 1, no change in the crystal type and increase in the crystal diameter of the red pigment were observed.

Example 10 In Example 7, 12.5 parts of the amino resin (A-1) obtained in Production Example 1 and the acrylic resin obtained in Production Example 4 were used instead of 25 parts of the amino resin (A-1). (A-4) A photopolymerizable coloring composition for a color filter (R-11) was obtained in the same manner as in Example 7, except that 12.5 parts of the mixture was used. For this, a storage stability test, a coating film developability test, a heat resistance test 1, a heat resistance test 2, a chemical resistance test 1, and a chemical resistance test 2 were performed in the same manner as in Example 1, and the results are shown in Table 2. Indicated.
As a result, the photopolymerizable coloring composition for a color filter (R
-11) has good storage stability, and the colored pattern for a color filter using (R-11) has developability,
It was found to be excellent in heat resistance and chemical resistance. Further, as a result of measuring the absorption spectrum and the thin-film X-ray diffraction of the coating film after the heat resistance test 1, no change in the crystal type and increase in the crystal diameter of the red pigment were observed.

Example 11 A photopolymerizable coloring composition for a color filter was prepared in the same manner as in Example 7 except that pentaerythritol triacrylate (hereinafter abbreviated as PETA) was used instead of DPHA. Compound (R-12) was obtained. For this, a storage stability test, a coating film developability test, a heat resistance test 1, a heat resistance test 2, a chemical resistance test 1, and a chemical resistance test 2 were performed in the same manner as in Example 1, and the results are shown in Table 2. Indicated.
As a result, the photopolymerizable coloring composition for a color filter (R
The storage stability of (-12) is good, and the colored pattern for a color filter using (R-12) has developability,
It was found to be excellent in heat resistance and chemical resistance. Further, as a result of measuring the absorption spectrum and the thin-film X-ray diffraction of the coating film after the heat resistance test 1, no change in the crystal type and increase in the crystal diameter of the red pigment were observed.

Example 12 In Example 7, poly (tetramethylene glycol) bis (maleimidoacetate) [average molecular weight of poly (tetramethylene glycol) 250] was used instead of DPHA.
(Hereinafter abbreviated as MIA250), except that
In the same manner as in Example 7, a photopolymerizable coloring composition for a color filter (R-13) was obtained. About this, Example 1
A storage stability test, a coating film developability test, a heat resistance test 1, a heat resistance test 2, a chemical resistance test 1, and a chemical resistance test 2 were carried out in the same manner as described above, and the results are shown in Table 2. As a result, the storage stability of the photopolymerizable coloring composition (R-13) for a color filter is good, and the coloring pattern for a color filter using (R-13) has developability, heat resistance and chemical resistance. It turned out to be excellent. Further, as a result of measuring the absorption spectrum and the thin film X-ray diffraction of the coating film after performing the heat resistance test 1,
No change in the crystal type or increase in the crystal diameter of the red pigment was observed.

Comparative Example 2 In Example 7, the acrylic resin (A-4) obtained in Production Example 4 was used instead of the amino resin (A-1), and the urethane-based dispersant “BYK-161” was used. Then, a photopolymerizable coloring composition for a color filter (R-14) was obtained in the same manner as in Example 7, except that a polyester “BYK-2001” (manufactured by BYK-Chemie) was used. About this, a storage stability test, a coating film developability test,
A heat resistance test 1, a heat resistance test 2, a chemical resistance test 1, and a chemical resistance test 2 were performed, and the results are shown in Table 2. As a result, the photopolymerizable colored composition for color filters (R
Although the storage stability of -14) was good, the obtained coating film was inferior in heat resistance and chemical resistance. Further, when the absorption spectrum and the thin film X-ray diffraction of the coating film after the heat resistance test 1 were measured, it was confirmed that the crystal particles of the red pigment were increased. Further, when the Y retention ratio (x = 0.540) and ΔEab before and after the heat resistance test 1 were measured, the Y retention ratio was 97.6% and ΔEab was 4.0.

From the comparison between the evaluation results of Examples 7 to 12 and the evaluation result of Comparative Example 2, it is clear that when only the acrylic resin is used as the binder resin, the heat resistance and the chemical resistance are inferior. .

[0123]

[Table 2]

[0124]

[Table 3]

The numbers in Tables 2 and 3 all represent parts by mass, and the abbreviations in the tables represent the following compounds. DPHA: dipentaerythritol hexaacrylate PETA: pentaerythritol triacrylate MIA250: poly (tetramethylene glycol) bis (maleimidoacetate) [average molecular weight of poly (tetramethylene glycol) 250] Irg # 369: Irgacure # 369

Example 13 A carboxyl group-containing amino resin solution (A-1) obtained in Production Example 1 was placed in a high-speed dispersing machine “TSG-6H” (manufactured by Igarashi Kikai) charged with 0.5 mmφ zirconia beads. ) 25.0 parts, C.I. I. Pigment Blue 15: 6 8.0 parts, a urethane-based dispersant "BYK-161" (manufactured by BYK-Chemie Co., Ltd.) 2.5 parts, and a dispersion liquid comprising PGMAc 64.5 parts were dispersed at 2,000 rpm for 8 hours. , A blue colored composition (D-1)
5) was obtained. Its storage stability was good. next,
To 100 parts of the blue coloring composition (D-15), 7.0 parts of dipentaerythritol hexaacrylate (hereinafter abbreviated as DPHA) and 0.3 part of “Irgacure # 369” as a photopolymerization initiator were added, After mixing, the pore size was 1.
Filtration was performed using a 0 μm filter to obtain a photopolymerizable coloring composition (R-15) for a color filter. In the same manner as in Example 1, a storage stability test, a coating film developability test, a heat resistance test 1, a heat resistance test 2, a chemical resistance test 1, and a chemical resistance test 2 were performed. 4 collectively.

As a result, the storage stability of the photopolymerizable coloring composition for color filter (R-15) was good, and
The coloring pattern for a color filter using (R-15) was found to be excellent in developability, heat resistance and chemical resistance. Further, as a result of measuring the absorption spectrum and the thin-film X-ray diffraction of the coating film after the heat resistance test 1, no change in the crystal type and increase in the crystal diameter of the blue pigment were observed.

Comparative Example 3 In Example 13, the amino resin (A-1) was used in place of the amino resin (A-1).
Using the acrylic resin (A-4) obtained in Production Example 4, instead of the urethane-based dispersant "BYK-161", a polyester-based dispersant "azispar PB814" (Ajinomoto Co., Inc.)
(D-16) and a photopolymerizable coloring composition for a color filter (R-16) in the same manner as in Example 13. About this, Example 1
A storage stability test, a coating film developability test, a heat resistance test 1, a heat resistance test 2, a chemical resistance test 1, and a chemical resistance test 2 were performed in the same manner as described above, and the results were obtained for (R-16). The results are shown in Table 4. From the results, although the storage stability of the coloring composition (D-16) and the photopolymerizable coloring composition for a color filter (R-16) is good, the obtained coating film has low heat resistance and chemical resistance. It was inferior. Further, when the absorption spectrum and the thin film X-ray diffraction of the coating film after the heat resistance test 1 were measured, it was confirmed that the crystal particles of the blue pigment had increased.

From the above results, the polymerizable coloring composition for a color filter of Comparative Example 3 using only an acrylic resin as a binder resin was compared with the photopolymerizable coloring composition for a color filter of Example 13 It is clear that the heat resistance and the chemical resistance are inferior.

[0130]

[Table 4]

The numbers in Table 3 all represent parts by mass, and the abbreviations in the table represent the following compounds. DPHA: dipentaerythritol hexaacrylate PETA: pentaerythritol triacrylate MIA250: poly (tetramethylene glycol) bis (maleimidoacetate) [average molecular weight of poly (tetramethylene glycol) 250] Irg # 369: Irgacure # 369

[0132]

The photopolymerizable coloring composition for a color filter of the present invention uses an amino resin having a carboxyl group or a phenolic hydroxyl group as an alkali-soluble binder resin. Excellent in nature. According to the method for producing a color filter of the present invention, since the photopolymerizable colored resin composition containing a compound having a photopolymerizable functional group is used,
The obtained coating film is photopolymerized by a photolithography method to form a pixel portion having excellent heat resistance, solvent resistance, and chemical resistance, thereby providing a highly practical color filter.

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[Procedure amendment]

[Submission date] October 24, 2001 (2001.10.
24)

[Procedure amendment 1]

[Document name to be amended] Statement

[Correction target item name] 0102

[Correction method] Change

[Correction contents]

Preparation Example 2 [Preparation of amino resin having carboxyl group] In a four-necked flask equipped with a thermometer, a reflux condenser and a stirrer, 37.4 parts of benzoguanamine, 118.4 parts of a 50% aqueous glyoxylic acid solution, 88.8 parts of n-butanol was charged, and immersed in an oil bath heated to 115 ° C. with stirring. After 15 minutes, a homogeneous solution was obtained and reflux was started. After continuing the reaction for 1 hour, 5.33 × 10 ⁴ Pa
Water was distilled off under reduced pressure for 4 hours. Next, after distilling off water and n-butanol, PGMAc was added and cooled, and PGMAc was further added to adjust the nonvolatile content to 40.0. An amino resin (A-2) having a carboxyl group and an acid value of the resin solid content of 136 mgKOH / g was obtained. The number average molecular weight in terms of polystyrene; Mn was 1,624, and the degree of dispersion: Mw / Mn was 1.28.

──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat ゛ (Reference) G03F 7/004 505 G03F 7/004 505 7/027 7/027 7/40 7/40 (72) Inventor Morio Sato 3-5-1 1-301 Osakidai, Sakura City, Chiba Prefecture (72) Inventor Shingo Araki 2-23-3 Higashi Tanabe, Higashi Sumiyoshi-ku, Osaka, Osaka (72) Inventor Masaaki Kishimoto 3, Ayukawa, Ibaraki, Osaka −7−19 (72) Inventor Yoshiro Yamaguchi 3-34-2 Kishibe Minami, Suita-shi, Osaka F-term (reference) 2H025 AA04 AA06 AA07 AA08 AA10 AB13 AC01 AD01 BC14 BC17 BC32 BC42 BC43 CB14 CB19 CB43 CC12 CC13 CC20 FA03 FA17 FA29 2H048 BA45 BA48 BB42 2H096 AA00 AA28 BA05 BA20 EA02 GA08 HA01 JA04 4J011 PA69 PA70 PA85 PB25 PC08 QA02 QA07 RA10 SA90 VA01 WA10 4J026 AB01 BA25 BA40 DB36 FA05 GA07

Claims (14)

[Claims] 1. A photopolymer for a color filter, comprising (a) a coloring material, (b) a compound having a photopolymerizable functional group, and (c) an amino resin having a carboxyl group or a phenolic hydroxyl group. Coloring composition. (C) an amino resin having a carboxyl group or a phenolic hydroxyl group comprises (c-1) (4,6-diamino-1,3,5-triazin-2-yl) benzoic acid; 2) The photopolymerizable coloring composition for a color filter according to claim 1, wherein the resin is an amino resin obtained by condensing at least one aldehyde compound selected from the group consisting of formaldehyde, glyoxylic acid, succin semialdehyde, and hydroxybenzaldehyde. . 3. The amino resin having (c) a carboxyl group or a phenolic hydroxyl group is (c-3) melamine, benzoguanamine, (4,6-diamino-1,3,5-triazin-2-yl) benzoic acid. An amino resin obtained by condensing at least one triazine compound selected from the group consisting of: and (c-4) at least one aldehyde compound selected from the group consisting of glyoxylic acid, succisemisaldehyde, and hydroxybenzaldehyde. Item 4. The photopolymerizable colored composition for a color filter according to Item 1. 4. The photopolymerizable coloring composition for a color filter according to claim 1, wherein (b) the compound having a photopolymerizable functional group is a compound having a radical polymerizable double bond. 5. The photopolymerizable coloring composition for a color filter according to claim 4, wherein the compound having a radical polymerizable double bond is a (meth) acrylic acid derivative or a maleimide derivative. 6. The photopolymerizable colored composition for a color filter according to claim 1, further comprising (d) a urethane-based dispersant. 7. A pixel portion on a transparent substrate, wherein the pixel portion is (a) a coloring material, (b) a compound having a photopolymerizable functional group, and (c) an amino resin having a carboxyl group or a phenolic hydroxyl group. A color filter comprising a coating film of a photopolymerizable coloring composition containing, wherein the coating film is light-cured and further heat-cured. 8. An amino resin having (c) a carboxyl group or a phenolic hydroxyl group, wherein (c-1) (4,6-diamino-1,3,5-triazin-2-yl) benzoic acid and (c) -2) The color filter according to claim 7, wherein the color filter is an amino resin obtained by condensing at least one aldehyde compound selected from the group consisting of formaldehyde, glyoxylic acid, succin semialdehyde and hydroxybenzaldehyde. 9. An amino resin having (c) a carboxyl group or a phenolic hydroxyl group, wherein (c-3) melamine, benzoguanamine and (4,6-diamino-1,3,5-
(C-4) at least one triazine compound selected from the group consisting of triazin-2-yl) benzoic acid;
The color filter according to claim 7, wherein the color filter is an amino resin obtained by condensing at least one aldehyde compound selected from the group consisting of glyoxylic acid, succinic semialdehyde and hydroxybenzaldehyde. 10. The color filter according to claim 7, wherein (b) the compound having a photopolymerizable functional group is a (meth) acrylic acid derivative or a maleimide derivative. 11. A transparent substrate using a photopolymerizable coloring composition containing (a) a coloring material, (b) a compound having a photopolymerizable functional group, and (c) an amino resin having a carboxyl group or a phenolic hydroxyl group. A coating film is formed thereon, and the coating film is cured by exposing the coating film through a mask having a pixel pattern for a color filter, and further developing the coating film to form a pixel portion. A method for producing a color filter, wherein the pixel portion is thermally cured by heating the portion. (C) an amino resin having a carboxyl group or a phenolic hydroxyl group is (c-1) (4,6-
Diamino-1,3,5-triazin-2-yl) benzoic acid and (c-2) formaldehyde, glyoxylic acid,
The method for producing a color filter according to claim 11, which is an amino resin obtained by condensing at least one aldehyde compound selected from the group consisting of succinsemic aldehyde and hydroxybenzaldehyde. 13. An amino resin having (c) a carboxyl group or a phenolic hydroxyl group, wherein (c-3) melamine,
Benzoguanamine, (4,6-diamino-1,3,5-
(C-4) at least one triazine compound selected from the group consisting of triazin-2-yl) benzoic acid;
The method for producing a color filter according to claim 11, wherein the resin is an amino resin obtained by condensing at least one aldehyde compound selected from the group consisting of glyoxylic acid, succin semialdehyde, and hydroxybenzaldehyde. 14. The method for producing a color filter according to claim 11, wherein (b) the compound having a photopolymerizable functional group is a (meth) acrylic acid derivative or a maleimide derivative.