JPH1048825A - Photosensitive solution for forming colored image, production of color filter using the same and color filter - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a photosensitive soln. for forming a colored image capable of giving a dry coating film having reduced surface thickness by coating and drying and having supeior photosensitivity and resolution. SOLUTION: This photosensitive soln. contains a resin (a) having an acid value of 20-300 and a wt. average mol.wt. of 1,500-200,000, a monomer (b) having one or more photopolymerizable unsatd. bonds in one molecule, a pigment (c), a photoinitiator (d) and an org. solvent (e). The amts. of the components (a), (b), (c) and (d) are 10-85wt.%, 2-50wt.%, 5-70wt.% and 0.01-20wt.%, respectively, of the total amt. of the components (a)-(d), the total amt. of the components (a)-(d) is 5-40wt.% of that of the components (a)-(e) and the weight ratio of the component (a) to the component (b) is 0.5-5.0.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a photosensitive liquid for forming a colored image used for producing a color filter used for a liquid crystal display device, a sensor, a color separation device and the like, a method for producing a color filter using the same, and The present invention relates to a color filter obtained by the method.

[0002]

2. Description of the Related Art In recent years, color filters have been frequently used in liquid crystal display devices, sensors, color separation devices, and the like. Conventionally, as a method for producing this color filter, a dyeable resin, for example, a material obtained by imparting photosensitivity to natural gelatin or casein is subjected to pattern exposure and development.
A method of forming a colored pixel by mainly dyeing with a dye has been adopted. However, the pixel obtained by this method has a problem that heat resistance and light resistance are low due to restrictions on materials.

In recent years, attention has been paid to a method of forming a colored image by using a photosensitive resin material which is colored by dispersing a pigment, and exposing and developing the photosensitive resin material in order to improve heat resistance and light resistance. Many considerations have been taken. According to this method, it is known that the method for producing a color filter is also simplified, and the obtained color filter is stable and has a long life.

However, a photosensitive liquid containing such a colored photosensitive resin material is applied directly on a substrate of a color filter, dried to form a film, and irradiated with actinic rays in an image to irradiate the exposed portion with light. In the case of curing, there is a problem that foreign matters and dust adhered due to stickiness (tack) of the dried coating film are not removed and remain on the pixels. Further, there is also a problem that a part of the film adheres to a photomask used at the time of pattern exposure due to the stickiness of the dried coating film, thereby contaminating the photomask. Therefore, conventionally, the surface tackiness of the dried coating film has been reduced by using a resin having a high molecular weight or increasing the mixing ratio of the resin. However, such a method has disadvantages such as a decrease in light sensitivity and a decrease in pixel resolution.

[0005]

SUMMARY OF THE INVENTION The present invention solves the above-mentioned problems of the prior art and provides a colored image forming method capable of reducing the surface tackiness of a dried coating film without lowering the light sensitivity and resolution. And a photosensitive solution.

Another object of the present invention is to provide a suitable method for producing a color filter using the photosensitive solution for forming a colored image.

Another object of the present invention is to provide a color filter obtained by using the photosensitive solution for forming a colored image of the present invention, which is a high-quality color filter having excellent optical characteristics.

[0008]

Means for Solving the Problems As a result of repeated studies to solve the above-mentioned problems, the present inventors have found that the mixing ratio of the resin and the photopolymerizable monomer to the specific ratio in the colored image forming photosensitive liquid. As a result, it has been found that the surface tackiness of the dried coating film of the photosensitive liquid for forming a colored image can be reduced and that the photosensitivity and the resolution can be prevented from lowering, and the present invention has been completed.

That is, the present invention relates to (a) an acid value of 20 to 30.
0, a resin having a weight average molecular weight of 1,500 to 200,000, (b) a monomer containing at least one ethylenic double bond in the molecule, (c) a pigment, (d) a photoinitiator, and (e)
In the colored image forming photosensitive liquid containing an organic solvent, the proportion of the resin (a) is 10 to 85 in the total amount of the resin (a), the monomer (b), the pigment (c) and the photoinitiator (d). % By weight, the proportion of the monomer (b) is 2 to 50 wt%, the proportion of the pigment (c) is 5 to 70 wt%, the proportion of the photoinitiator (d) is 0.01 to 20 wt%, and the resin ( a), monomer (b), pigment (c), photoinitiator (d) and organic solvent (e) in the total amount of resin (a), monomer (b), pigment (c) and photoinitiator (d) Is 5 to 40% by weight, and the weight ratio of the resin (a) to the monomer (b);
(A) / (b) is from 0.5 to 5.0, to provide a colored image forming photosensitive liquid.

Further, according to the present invention, the photosensitive liquid for forming a colored image of the present invention is applied on a substrate, and then dried to form a film.
The process of forming pixels by irradiating actinic rays on the film in an image-like manner and photo-curing exposed portions and removing unexposed portions by development is a process for forming a plurality of colored images of different colors. An object of the present invention is to provide a method of manufacturing a color filter having pixels of different colors, which is repeatedly performed using a photosensitive liquid.

Further, the present invention provides a color filter produced by the above-mentioned method of the present invention.

[0012]

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

The resin (a) having an acid value of 20 to 300 and a weight average molecular weight of 1,500 to 200,000 is not particularly limited as long as the acid value and the weight average molecular weight fall within these ranges. Although not a carboxyalkyl group-containing resin, for example, acrylic acid, methacrylic acid, carboxyl group-containing polymerizable monomers such as itaconic acid, and acrylates such as methyl acrylate and ethyl acrylate, methacrylates such as methyl methacrylate and ethyl methacrylate And a copolymer with a polymerizable monomer such as styrene.

From the viewpoint of improving the photosensitivity of the photosensitive solution, a preferred example of the resin (a) is a carboxyl group-containing resin having a photopolymerizable unsaturated bond.

As the carboxyl group-containing resin having a photopolymerizable unsaturated bond, for example, a resin obtained by reacting a carboxyl group-containing resin having a hydroxyl group with a free isocyanate group-containing unsaturated compound, or an epoxy resin and an unsaturated carboxylic acid A resin obtained by reacting a polybasic acid anhydride with an addition reaction product, a resin obtained by reacting a hydroxyl group-containing polymerizable monomer with an addition reaction product of a conjugated diene polymer or a conjugated diene copolymer and an unsaturated dicarboxylic acid anhydride, Group-containing resins, for example,
Glycidyl group-containing unsaturated compounds such as glycidyl methacrylate and allyl glycidyl ether, and resins obtained by reacting the above-mentioned carboxyl group-containing resin with unsaturated alcohols such as allyl alcohol, 2-hydroxyethyl acrylate and 2-hydroxyethyl methacrylate. ,
The repeating unit (I) represented by the following general formula (I), the repeating unit (II) represented by the following general formula (II), and the repeating unit (III) represented by the following general formula (III)
And a repeating unit (I) and a repeating unit (II)
And the molar ratio to the sum of (III), (I) / ｛(II)
+ (III)} from 1 to 5, among which the above-mentioned repeating units (I), (II) and (III) are used from the viewpoint of improving the heat resistance of the pixel and the dispersibility of the pigment. Resins are preferred.

[0016]

Embedded image (In the above formula, R ¹ represents a hydrogen atom or a methyl group, R ² represents a hydrogen atom, a hydroxyl group or an alkyl group or an alkoxy group having 1 to 12 carbon atoms, and R ³ each independently represent a 1 to 1 carbon atom.
12 represents an alkyl group, and R ⁴ represents a group having a photopolymerizable unsaturated bond. The method for producing a resin comprising the repeating units (I), (II) and (III) includes, for example, adding a precursor resin comprising the repeating units (I) and (II) to an unsaturated alcohol such as allyl alcohol; 2-buten-4-ol, furfuryl alcohol, oleyl alcohol, cinnamyl alcohol, 2-hydroxyacrylate, 2
A method of producing by subjecting -hydroxymethacrylate, N-methylolacrylamide or the like to an esterification reaction, a compound having one oxirane ring and one ethylenically unsaturated bond in the precursor resin, for example, glycidyl methacrylate, glycidyl acrylate, allyl glycidyl ether , Α-ethyl glycidyl acrylate, crotonyl glycidyl ether, monoalkyl monoglycidyl itaconate, and the like.

The precursor resin consisting of the repeating units (I) and (II) is styrene or a derivative thereof, and a monoalkyl maleate (half ester of maleic acid).
Can be obtained by copolymerizing

Examples of the styrene derivative include α-methylstyrene, m or p-methylstyrene, m or p-methylstyrene.
Methoxystyrene, p-hydroxystyrene, 2-methoxy-4-hydroxystyrene, 2-hydroxy-4-
Methylstyrene and the like can be mentioned.

The monoalkyl maleate includes, for example, mono-C _1-12 alkyl maleate such as monomethyl maleate, monoethyl maleate, mono-n-propyl maleate and mono-maleate.
Isopropyl, mono-n-butyl maleate, mono-n-hexyl maleate, mono-n-octyl maleate, mono-n-ethylhexyl maleate, mono-n-nonyl maleate, mono-n-maleate Dodecyl and the like.

The thus obtained resin comprising the repeating units (I), (II) and (III) preferably has an unsaturated equivalent of from 600 to 3,000.
It is more preferably set to 00 to 2,000. If the unsaturated equivalent is less than 600, it tends to be partially cured when dispersed with the pigment, and if it exceeds 3,000, the effect of improving photosensitivity tends to be reduced. Here, the unsaturated equivalent means the molecular weight of the resin per unsaturated bond. Further, the molar ratio of the repeating unit (I) to the total of the repeating units (II) and (III), (I) / ｛(II) +
(III)｝ is 1 to 5, more preferably 1 to 3. If the molar ratio is less than 1, the heat resistance of the pixel may decrease, and if it exceeds 5, the solubility of the coating film may decrease.

The acid value of the resin (a) is from 20 to 300, preferably from 40 to 200, and more preferably from 60 to 15
More preferably, it is set to 0. If the acid value is less than 20, the alkali developability decreases, and if it exceeds 300, the shape of the image pattern becomes unclear.

The weight average molecular weight of the resin (a) (gel permeation chromatography (GPC)
And converted using a standard polystyrene calibration curve) are 1,500 to 200,000,
000 to 100,000, preferably 10,
More preferably, it is set to 000 to 50,000. When the weight average molecular weight is less than 1,500, the dispersion stability of the pigment is reduced. When the weight average molecular weight is more than 200,000, the viscosity when used as a photosensitive liquid is increased, and the coating property when coating on a substrate is reduced. However, it becomes difficult to obtain a uniform coating film.

The above-mentioned various resins exemplified as the resin of the component (a) may be used alone or in combination of two or more. When a resin having a photopolymerizable unsaturated group comprising the above repeating units (I), (II) and (III) is used for the purpose of improving the heat resistance of the pixel and the dispersibility of the pigment, the component (a) The proportion of the resin having a photopolymerizable unsaturated group is preferably from 10 to 100% by weight, more preferably from 30 to 100% by weight, based on the total amount of the resin.

The amount of the resin used as the component (a) is from 10 to 85% by weight in the resin (a), the monomer (b), the pigment (c) and the photoinitiator (d) (hereinafter referred to as the total solid content). %, Preferably 20 to 60% by weight, more preferably 25%
To 50% by weight. If the amount is less than 10% by weight, the dispersion stability of the pigment tends to decrease. If the amount exceeds 85% by weight, the viscosity of the photosensitive solution becomes high, and the film is formed by coating on a substrate. The coatability at the time of coating is reduced, and it becomes difficult to obtain a uniform coating film.

Examples of the monomer having one or more photopolymerizable unsaturated bonds in the molecule (b) used in the present invention include methyl methacrylate, benzyl methacrylate, butoxyethyl methacrylate, butoxyethyl acrylate, and butoxytriethylene. Glycol acrylate, ECH-modified butyl acrylate (where E
CH means epichlorohydrin. The same applies to the following. ), Dicyclopentanyl acrylate, dicyclopentenyloxyethyl methacrylate, N, N-dimethylaminoethyl methacrylate, ethyldiethylene glycol acrylate, 2-ethylhexyl acrylate, glycerol methacrylate, heptadecafluorodecyl acrylate, 2-hydroxyethyl methacrylate, caprolactone modified -2-hydroxyethyl acrylate, isobornyl acrylate, methoxydipropylene glycol acrylate, methoxylated cyclodecatriene acrylate, phenoxyhexaethylene glycol acrylate, EO-modified phosphate acrylate (here, EO means ethylene oxide. The same applies hereinafter. ), Caprolactone-modified tetrahydrofurfuryl acrylate, EO-modified bisph Nool A diacrylate, ECH-modified bisphenol A diacrylate, bisphenol A dimethacrylate, 1,4-butanediol diacrylate, 1,3-butylene glycol diacrylate, diethylene glycol dimethacrylate, glycerol dimethacrylate, neopentyl glycol diacrylate, EO Modified phosphate diacrylate, EC
H-modified phthalic acid diacrylate, polyethylene glycol 400 diacrylate, polypropylene glycol 4
00 dimethacrylate, tetraethylene glycol diacrylate, ECH-modified 1,6-hexanediol diacrylate, trimethylolpropane triacrylate, pentaerythritol triacrylate, EO-modified phosphate triacrylate, EO-modified trimethylolpropane triacrylate, PO-modified tri Methylolpropane triacrylate (where PO means propylene oxide; the same applies hereinafter), tris (methacryloxyethyl) isocyanurate, pentaerythritol tetraacrylate, dipentaerythritol tetraacrylate, dipentaerythritol hexaacrylate, dipenta Typical examples include acrylates such as erythritol pentaacrylate and methacrylates corresponding thereto. . These monomers are used alone or in combination of two or more.

Further, the present inventors have proposed that, as a monomer of the component (b), in addition to the above-mentioned typical monomers, a compound having at least one photopolymerizable unsaturated bond in the molecule and having 8 carbon atoms ~
By using a monomer having a long-chain aliphatic group of 18, preferably 9 to 16 together, it has been found that the surface tackiness of the dried coating film can be more effectively reduced. Examples of the monomer having such a long-chain aliphatic group include, for example, octyl acrylate, octyl methacrylate,
Nonyl acrylate, nonyl methacrylate, decyl acrylate, decyl methacrylate, undecyl acrylate, undecyl methacrylate, dodecyl acrylate, dodecyl methacrylate, lauryl acrylate, lauryl methacrylate, myristyl acrylate, myristyl methacrylate, palmityl acrylate, palmityl methacrylate, stearyl acrylate, stearyl Methacrylate, octamethylene diacrylate, octamethylene dimethacrylate, nonamethylene diacrylate, nonamethylene dimethacrylate,
Decamethylene diacrylate, decamethylene dimethacrylate, undecamethylene diacrylate, undecamethylene dimethacrylate, dodecamethylene diacrylate, dodecamethylene dimethacrylate, tridecamethylene diacrylate, tridecamethylene dimethacrylate, tetradecamethylene diacrylate, tetradecamethylene diacrylate Examples include methacrylate, hexadecamethylene diacrylate, hexadecamethylene dimethacrylate, octadecamethylene diacrylate, and octadecamethylene dimethacrylate.

The amount of the above-mentioned monomer having a long-chain aliphatic group having 8 to 18 carbon atoms is preferably 1% in the monomer (b).
It is preferably set to 50% by weight, more preferably 3 to 30% by weight, and particularly preferably 5 to 20% by weight. If the amount of the monomer having a long-chain aliphatic group is less than 1% by weight, the effect of further reducing the surface tackiness of the dried coating film may not be exhibited, and if it exceeds 50% by weight, the photosensitivity tends to decrease. There is.

The monomer of the component (b) of the present invention comprises:
It is 2 to 50% by weight, preferably 5 to 40% by weight, more preferably 10 to 30% by weight based on the total solid content of the components (a), (b), (c) and (d). When the proportion of the monomer is less than 2% by weight, the light sensitivity tends to be low.
If it exceeds 50% by weight, the dispersion stability of the pigment tends to decrease.

The resin (a) of the present invention and (b)
The weight ratio (a) / (b) of the compounding amounts of the component monomers is 0.1.
5 to 5.0, preferably 0.7 to 3.5, more preferably 1.0 to 2.5. If this ratio is less than 0.5, the surface tackiness of the dried coating film tends to deteriorate, and if it exceeds 5.0, the light sensitivity tends to decrease.

As the pigment of the component (c) used in the present invention, any of inorganic pigments and organic pigments can be used, and usually black carbon black (inorganic pigment), graphite (inorganic pigment) and the like are used. Organic pigments are preferred from the viewpoint of rich color tone.

Examples of the organic pigment include azo, phthalocyanine, indigo, anthraquinone, perylene, quinacridone, methine-azomethine, and isoindolinone.

When the photosensitive liquid for forming a colored image of the present invention is applied to a color filter, each pigment system suitable for colored images such as red, green, blue and black is preferably used.

For a red colored image, a single red pigment system may be used, or a yellow pigment system may be mixed with a red pigment system for toning.

The red pigments include, for example, C.I. I. Pigment Red 9, 123,
155, 168, 177, 180, 217, 220, 2
24 and the like.

The yellow pigments include, for example, C.I. I. Pigment Yellow 20, 2
4, 83, 93, 109, 110, 117, 125, 1
39, 147, 154 and the like.

These red pigments and yellow pigments can be used as a mixture of two or more kinds. In addition,
When a mixture of a red pigment system and a yellow pigment system is used, the yellow pigment system is preferably used in an amount of 50 parts by weight or less based on 100 parts by weight of the total amount of the red pigment system and the yellow pigment system.

For a green colored image, a single green pigment system may be used, or the above-mentioned yellow pigment system may be mixed with a green pigment system to perform toning.

The green pigments include, for example, C.I. I. Pigment Green 7, 36,
37 and the like.

These green pigments and yellow pigments can be used as a mixture of two or more kinds. In addition,
When using a mixture of a green pigment system and a yellow pigment system, it is preferable to use 50 parts by weight or less of the yellow pigment system based on 100 parts by weight of the total amount of the green pigment system and the yellow pigment system.

For a blue colored image, a single blue pigment system may be used, or a violet pigment system may be mixed with a blue pigment system for toning.

Examples of blue pigments include, for example, C.I. I. Pigment Blue 15, 15:
3, 15: 4, 15: 6, 22, 60 and the like.

The purple pigments include, for example, C.I. I. Pigment Violet 19,
23, 29, 37, 50 and the like.

These blue pigments and purple pigments can be used as a mixture of two or more kinds. In addition,
When a mixture of a blue pigment and a violet pigment is used, the violet pigment is preferably used in an amount of 50 parts by weight or less based on 100 parts by weight of the total amount of the blue pigment and the violet pigment.

For the black colored image, for example, a black pigment system such as carbon black, graphite, titanium carbon, black iron, and manganese dioxide is used.

The amount of the pigment used as the component (c) in the present invention is as follows:
It is 5 to 70% by weight, preferably 10 to 50% by weight, and more preferably 15 to 40% by weight based on the total solid content of the components (a), (b), (c) and (d). More preferred. If the amount is less than 5% by weight, the color density of the image tends to be low.
Light sensitivity tends to decrease.

The photoinitiator of component (d) used in the present invention includes, for example, benzophenone, N, N'-tetraethyl-4,4'-diaminobenzophenone, 4-methoxy-4'-dimethylaminobenzophenone, benzyl , 2,2-diethoxyacetophenone, benzoin,
Benzoin methyl ether, benzoin isobutyl ether, benzyldimethyl ketal, α-hydroxyisobutylphenone, thioxanthone, 2-chlorothioxanthone, 1-hydroxycyclohexyl phenyl ketone, 2-methyl-1- [4- (methylthio) phenyl]
-2-morpholino-1-propane, t-butylanthraquinone, 1-chloroanthraquinone, 2,3-dichloroanthraquinone, 3-chloro-2-methylanthraquinone, 2-ethylanthraquinone, 1,4-naphthoquinone, 9,10- Phenanthraquinone, 1,2-benzoanthraquinone, 1,4-dimethylanthraquinone, 2-
Phenylanthraquinone, 2- (o-chlorophenyl)
-4,5-diphenylimidazole dimer and the like. These photoinitiators are used alone or in combination of two or more.

The amount of the photoinitiator (d) used in the present invention is 0.01 to 20% by weight based on the total solid content of the components (a), (b), (c) and (d). , Preferably 2 to 15% by weight, more preferably 5 to 10% by weight. If this amount is less than 0.01% by weight,
The light sensitivity tends to decrease, and if it exceeds 20% by weight, the adhesion tends to decrease.

Examples of the organic solvent as the component (e) in the present invention include ketones, cellosolves, alcohols, and aromatics. Specifically, acetone,
Methyl ethyl ketone, cyclohexanone, methyl cellosolve, ethyl cellosolve, butyl cellosolve, methyl cellosolve acetate, ethyl cellosolve acetate, butyl cellosolve acetate, ethylene glycol monopropyl ether, ethylene glycol monohexyl ether, ethylene glycol dimethyl ether, diethylene glycol ethyl ether, triethylene glycol dimethyl ether, propylene glycol Monomethyl ether, propylene glycol dimethyl ether, propylene glycol monoethyl ether, propylene glycol diethyl ether, propylene glycol monopropyl ether, propylene glycol dipropyl ether, propylene glycol monobutyl ether, propylene glycol Roh ether acetate, 3-
Methyl-3-methoxybutanol, 3-methyl-3-methoxybutyl acetate, N-methyl-2-pyrrolidone, N-hydroxymethyl-2-pyrrolidone, methyl alcohol, ethyl alcohol, isopropyl alcohol, n-butyl alcohol, tetrahydrofuran, Organic solvents such as dioxane, benzene, toluene, xylene, and ethyl acetate are exemplified. These organic solvents are used alone or in combination of two or more.

In the present invention, the amount of the organic solvent used as the component (e) is determined based on the total amount of the components (a), (b), (c), (d) and (e). , (C) and (d) are used such that the proportion of the total solid content thereof is 5 to 40% by weight. When the proportion of the total solid content is less than 5% by weight, it takes a long time to dry the coating film. When the proportion exceeds 40% by weight, the viscosity of the photosensitive solution tends to be too high, and the coating property tends to be reduced.

The photosensitive liquid for forming a colored image of the present invention comprises, as essential components, (a) a resin, (b) a monomer, (c) a pigment,
In addition to (d) a photoinitiator and (e) an organic solvent, a thermal polymerization inhibitor such as hydroquinone, hydroquinone monomethyl ether, pyrogallol, and t-butylcatechol for suppressing a dark reaction, and for improving adhesion to a substrate. Silane coupling agents having a vinyl group, an epoxy group, an amino group, a mercapto group, etc., isopropyltrimethacryloyl titanate, diisopropylisostearoyl-4
-Titanate coupling agents such as aminobenzoyl titanate, fluorine-based, silicon-based, and hydrocarbon-based surfactants for improving the smoothness of the film, and other additives such as ultraviolet absorbers and antioxidants. It can be used as needed. Usually, the total amount of these additives is preferably 0.1 to 10 parts by weight with respect to 100 parts by weight of the total solid content consisting of (a), (b), (c) and (d), More preferably, the amount is 0.5 to 5 parts by weight.

The photosensitive liquid for forming a colored image of the present invention contains a resin other than the resin of the component (a), such as an acrylic resin, an epoxy resin, a urethane resin, or a melamine resin.
The component (a) can be used in an amount of 50 parts by weight or less based on 100 parts by weight of the resin. If the amount exceeds 50 parts by weight, the dispersion stability and photosensitivity of the pigment tend to be reduced.

The general method for preparing the photosensitive solution for forming a colored image of the present invention is described below.

First, in order to disperse the pigment of the component (c),
The resin of the component (a) and the pigment of the component (c) are mixed with the organic solvent of the component (e), and the mixture is dispersed in an ultrasonic disperser, a three-roll mill, a ball mill, a sand mill, a bead mill, a homogenizer, a kneader, or the like. Disperse using a kneading device.

In the dispersion step, anionic pigment dispersants such as polycarboxylic acid type polymer activators and polysulfonic acid type polymer activators, nonionic pigment dispersants such as polyoxyethylene / polyoxypropylene block polymers, etc. Pigment dispersant, anthraquinone-based, perylene-based, phthalocyanine-based, quinacridone-based organic pigments such as carboxyl group, sulfonate group, carboxylic acid amide group, when adding a derivative of an organic pigment having introduced a substituent such as a hydroxyl group, and the like, This is preferable because the dispersibility and dispersion stability of the pigment are improved.

These pigment dispersants and organic pigment derivatives are
It is preferable to use 50 parts by weight or less based on 100 parts by weight of the pigment.

The monomer of component (b) and the photoinitiator of component (d) may be added at the time of pigment dispersion, and the monomer of component (b) and the photoinitiator of component (d) may be added after pigment dispersion. Is also good.

The resin of component (a) may be used in its entirety together with the pigment at the time of dispersion, or a part of the resin may be added after the dispersion. However, it is preferable to use at least 20 parts by weight of the resin at the time of dispersion with respect to 100 parts by weight of the pigment. 2
If the amount is less than 0 parts by weight, the dispersion stability of the pigment tends to decrease.

Similarly, the organic solvent of the component (e) may be used in its entirety at the time of dispersion of the pigment, or a part of the organic solvent may be added after the dispersion. However, at least one organic solvent is used at the time of dispersion with respect to 100 parts by weight of the total amount of the pigment and the resin at the time of dispersion.
It is preferable to use at least 00 parts by weight. When the amount is less than 100 parts by weight, the viscosity at the time of dispersion is too high, and particularly when the dispersion is performed by a ball mill, a sand mill, a bead mill or the like, the dispersion may be difficult.

Next, a method for producing the color filter of the present invention will be described.

In the method for producing a color filter of the present invention, the above-described photosensitive solution for forming a colored image of the present invention is applied on a substrate, and then dried to form a film, and the film is irradiated with actinic rays in an image-like manner. The step of forming a pixel by photo-curing the exposed part and removing the unexposed part by development is repeated using a plurality of colored image forming photosensitive liquids of different colors, Forming pixels of a plurality of different colors.

Examples of the method of applying the colored image forming photosensitive liquid of the present invention on a substrate include roll coater coating, spin coater coating, spray coating, whiter coating, dip coater coating, curtain flow coater coating, and wire bar coating. It is performed by a coater coating, a gravure coater coating, an air knife coater coating, or the like.

The substrate used at this time is selected depending on the application. For example, a transparent glass substrate such as white plate glass, blue plate glass, silica-coated blue plate glass, polyester resin, polycarbonate resin, acrylic resin, vinyl chloride resin, etc. Examples include a synthetic resin sheet, film or substrate, a metal substrate such as an aluminum plate, a copper plate, a nickel plate, and a stainless steel plate, other ceramic substrates, and a semiconductor substrate having a photoelectric conversion element.

After the coating, the temperature is usually 1 to 50 ° C. to 150 ° C.
By heating for up to 30 minutes, a film can be formed.

The thickness of the dried coating film formed on the surface of the substrate in this way is appropriately determined depending on the application, but is usually 0.2 μm.
-5 μm, preferably 0.5-2 μm.

Next, the film on the substrate obtained by the above method is irradiated with actinic rays in an image-like manner to cure the film in the exposed portion. At this time, an oxygen barrier film such as polyvinyl alcohol having a thickness of 0.5 to 30 μm may be formed on the surface of the film on the substrate, and exposure may be performed from above.

As the light source of the actinic ray, for example, a carbon arc lamp, an ultra-high pressure mercury lamp, a high pressure mercury lamp, a xenon lamp, a metal halide lamp, a fluorescent lamp, a tungsten lamp, a visible light laser and the like are preferably used. Using these light sources, an active light beam is irradiated in an image form by pattern exposure through a photomask, direct drawing by scanning, or the like. Exposure light amount is usually 10 to 1000 mJ
/ Cm ² , preferably 50 to 500 mJ / cm ² .

Subsequently, a colored image pattern of the cured film corresponding to the image can be obtained by a developing step of removing the unexposed portions.

As a developing method, inorganic alkalis such as sodium hydroxide, potassium hydroxide, sodium carbonate and sodium metasilicate, monoethanolamine, diethanolamine, triethanolamine, tetramethylammonium hydroxide, triethylamine, n-
Examples thereof include a method of spraying an aqueous solution containing an organic base such as butylamine and a salt, and a method of dipping in an aqueous solution.

After the development, the colored image pattern is further
0.5 to 5 J / cm using silver lamp etc. ^TwoIrradiate the amount of light
Post-exposure or after 1-60 minutes at 60-200 ° C
Preferably, heating is performed. After this exposure and post-heating
Therefore, the image pattern becomes stronger.

By repeating the above steps using a plurality of colored image forming photosensitive liquids of a plurality of different colors, a color filter having pixels of a plurality of different colors can be manufactured.

As a specific example, a method for producing a color filter used for a liquid crystal display device is illustrated. For example, by repeating the above-mentioned method using the colored image forming material of the present invention on a glass substrate, red, green, After forming a colored pixel of blue or the like, a method of forming a black colored image as a black matrix in the gap between the colored pixels, or after forming a black matrix by chromium vapor deposition or a black colored image first, and Similarly, there is a method of forming a color filter by forming colored pixels such as red, green, and blue.

[0072]

EXAMPLES Hereinafter, the present invention will be described more specifically with reference to Examples of the present invention and Comparative Examples thereof, but the present invention is not limited to these Examples.

Example 1 The repeating units (I) and (I) shown in Table 1 as component (a)
34 g of the resin (B-1) having the components (I) and (III) and 40 g of the carbon black as the component (c) are added to 200 g of propylene glycol dimethyl ether, which is the organic solvent of the component (e), and this is added for 2 hours using a bead mill. Dispersed. 10 g of pentaerythritol tetraacrylate as the component (b), 12 g of benzophenone as the component (d) and N, N'-tetraethyl-
4 g of 4,4'-diaminobenzophenone and 200 g of ethylene glycol monoethyl ether as an organic solvent of component (e) were added and mixed to obtain a black colored photosensitive liquid for image formation.

This photosensitive solution was applied on a glass substrate (Corning Co., trade name: 7059) by spin coating, followed by drying at 120 ° C. for 10 minutes to form a film having a thickness of 1.0 μm.
A dried coating film was formed. The surface tackiness of the dried coating film was evaluated by a finger touch method, and the results are shown in Table 2. Each evaluation result in Table 2 has the following meaning. Very good: No tackiness, no trace of finger touch on coating film surface Good: No tackiness, no trace of finger touch on paint film surface Poor: Good with tackiness The resulting dried coating film was exposed imagewise at 600 mJ / cm ^{2 with} an ultra-high pressure mercury lamp through a negative mask, and then developed with an aqueous solution containing 3% by weight of triethanolamine to obtain a black image pattern. The optical density of the obtained black image pattern was 2.5.

The surface condition and cross-sectional shape of the obtained image pattern were evaluated and are shown in Table 2. The more uniform the surface and the closer the cross-sectional shape is to a rectangle, the better the pattern shape is.

The photosensitivity and resolution of the dried coating film were evaluated by the following methods, and the results are shown in Table 2.

Light sensitivity: An optical density of 0.05 was set as the first step, and a 21-step tablet was prepared in which the optical density increased by 0.15 for each step, and this step tablet was placed on the dried coating film. 6 with an ultra-high pressure mercury lamp
Exposure was performed at 00 mJ / cm ² , and then development was performed with an aqueous solution containing 3% by weight of triethanolamine, and the state of the film under the step tablet at the time of exposure was observed. Table 2 shows the maximum number of steps that did not hinder the curing of the dried coating film during exposure and did not cause dissolution or flow due to the development processing of the portion under the tablet. The greater the value of the number of steps, the better the light sensitivity.

Resolution: A plurality of striped negative masks having the same line and space width (μm) (line and space width: 1 μm, 3 μm, 5 μm, 1 μm)
(0 μm, 20 μm, and 30 μm), exposure was performed at 600 mJ / cm ² using an ultra-high pressure mercury lamp, and then development was performed using an aqueous solution containing 3% by weight of triethanolamine. The evaluation of the resolution was shown by the minimum line and space width (μm) that could be completely developed. The smaller the value, the better the resolution.

Example 2 As the component (a), an acrylic resin (A-1) shown in Table 1 was used.
15 g and repeating units (I), (II) and (II)
15 g of the resin (B-1) having the component (I), and C.I. I. Pigment Red 177 (21 g) and C.I. I. Pigment Yellow 139 (4 g) was added to an organic solvent of propylene glycol diethyl ether (250 g) as the component (e),
This was dispersed for 2 hours using a bead mill. The above resin (B-1) 5 as the above component (a) was added to this dispersion.
g, 32 g of trimethylolpropane triacrylate as the component (b), and 6 g of benzophenone as the component (d)
And 2 g of N, N'-tetraethyl-4,4'-diaminobenzophenone, and 50 g of propylene glycol diisopropyl ether and 100 g of ethylene glycol monomethyl ether acetate as the component (e) were added and mixed to obtain a red colored image forming photosensitive solution. Obtained.

Using the obtained photosensitive solution, a dried coating film having a thickness of 2.0 μm was formed in the same manner as in Example 1, and the tackiness of the surface was evaluated in the same manner as in Example 1. It was shown to.

The same method as that of Example 1 was adopted except that the photosensitivity, resolution and pattern shape of the red-colored pixel of the obtained dried coating film were changed to an exposure amount of 100 mJ / cm ² at the time of exposure with an ultra-high pressure mercury lamp. And the results are shown in Table 2.

Example 3 As the component (a), an acrylic resin (A-2) shown in Table 1 was used.
8 g and repeating units (I), (II) and (III)
And 32 g of a resin (B-2) having a color index of C.I. I. Pigment Green 36 (15 g) and C.I. I. Pigment Yellow 8
3 (5 g) was added to an organic solvent of 200 g of propylene glycol monomethyl ether as the component (e), and this was dispersed for 2 hours using a bead mill. In this dispersion,
32 g of pentaerythritol tetraacrylate as the component (b), 6 g of benzophenone and 2 g of N, N'-tetraethyl-4,4'-diaminobenzophenone as the component (d), and 200 g of propylene glycol monomethyl ether as the component (e) are added and mixed. Thus, a green colored image forming photosensitive liquid was obtained.

Using the obtained photosensitive solution, a dried coating film was formed in the same manner as in Example 2, and the tackiness of the surface was evaluated in the same manner as in Example 1. The results are shown in Table 2.

The same procedure as in Example 1 was carried out except that the photosensitivity, resolution, and pattern shape of the green colored pixels of the obtained dried coating film were changed to an exposure amount of 100 mJ / cm ² at the time of exposure with an ultra-high pressure mercury lamp. And the results are shown in Table 2.

Example 4 As the component (a), an acrylic resin (A-3) shown in Table 1 was used.
20 g and the repeating units (I), (II) and (II)
24 g of the resin (B-3) having the component (I), and as the component (c), C.I. I. Pigment Blue 15: 6 (17 g) and C.I. I. Pigment Violet 23 (1 g) was added to an organic solvent of 260 g of propylene glycol monomethyl ether as the component (e), and this was dispersed for 2 hours using a bead mill. 30 g of trimethylolpropane triacrylate as the component (b), 6 g of benzophenone and 2 g of N, N'-tetraethyl-4,4'-diaminobenzophenone as the component (d), and ethylene glycol monomethyl as the component (e). 140 g of ether was added and mixed to obtain a blue colored photosensitive liquid for image formation.

Using the obtained photosensitive solution, a dried coating film was formed in the same manner as in Example 2, and the tackiness of the surface was evaluated in the same manner as in Example 1. The results are shown in Table 2.

The light sensitivity, resolution, and pattern shape of the blue colored pixel of the obtained dried coating film were set to an exposure amount of 100 mJ / cm ² at the time of exposure with an ultra-high pressure mercury lamp, and 1
Evaluation was performed in the same manner as in Example 1 except that an aqueous solution containing sodium carbonate by weight was used. The results are shown in Table 2.

Comparative Example 1 As the component (a), 14 g of a resin (B-1) shown in Table 1 was used.
A black colored image forming photosensitive liquid was obtained in the same manner as in Example 1 except that 30 g of pentaerythritol tetraacrylate was used as the component (b).

Using the obtained photosensitive solution, a dried coating film was formed in the same manner as in Example 1, and the tackiness of the surface was evaluated in the same manner as in Example 1. The results are shown in Table 2.

The light sensitivity, resolution and pattern shape of the black colored pixels of the obtained dried coating film were evaluated in the same manner as in Example 1. The results are shown in Table 2.

Comparative Example 2 As the component (a), an acrylic resin (A-2) shown in Table 1 was used.
A green colored image forming photosensitive liquid was obtained in the same manner as in Example 3, except that 20 g, 42 g of the resin (B-2), and 10 g of pentaerythritol tetraacrylate were used as the component (b).

Using the obtained photosensitive solution, a dried coating film was formed in the same manner as in Example 2, and the tackiness of the surface was evaluated in the same manner as in Example 1. The results are shown in Table 2.

The same method as in Example 1 was adopted except that the light sensitivity, resolution, and pattern shape of the blue colored pixel of the obtained dried coating film were changed to an exposure amount of 100 mJ / cm ² at the time of exposure with an ultra-high pressure mercury lamp. And the results are shown in Table 2.

[0094]

[Table 1]

[0095]

[Table 2] From Table 2, it can be seen that the photosensitive liquid for forming a colored image (Comparative Example 1) in which the blending ratio of the resin of the component (a) and the monomer of the component (b) in the present invention is smaller than the range of the present invention has a non-sticky dry coating film surface. You can see that there is.

The photosensitive solution for forming a colored image (Comparative Example 2) in which the blending ratio of the resin of the component (a) and the monomer of the component (b) in the present invention is larger than the range of the present invention is used. Although the sensitivity was reduced, the light sensitivity was low, and the resolution and pattern shape could not be measured because the image pattern was peeled off, indicating that the photosensitive characteristics were poor.

On the other hand, the photosensitive liquid for forming a colored image prepared in the present invention with the compounding ratio of the resin of the component (a) and the monomer of the component (b) within the range of the present invention (Example 1,
In 2, 3, and 4), the tackiness of the dried coating film surface is reduced. In addition, the photosensitive characteristics are also good, sensitivity, resolution,
All were high, and the obtained pattern shape was also rectangular and good.

Example 5 After a black matrix was formed on the glass substrate used in Example 1 by vapor deposition of chromium, a red image pattern was formed in the same manner as in Example 2. Thereafter, post-heating was performed at 180 ° C. for 10 minutes.

Next, using the substrate, a green image pattern was formed next to the red image pattern in the same manner as in Example 3, and then post-heating was performed at 180 ° C. for 10 minutes.

Next, using the substrate, a blue image pattern was formed between the green image pattern and the red image pattern in the same manner as in Example 4, and post-heating was performed at 200 ° C. for 10 minutes.

By the above-mentioned operation, each was 30 μm × 100
A high-quality color filter in which pixels of three colors of red, green and blue having a size of μm were arranged in a mosaic pattern was produced.

Example 6 After a black image pattern (black matrix) was formed on the glass substrate used in Example 1 in the same manner as in Example 1, post-heating was performed at 205 ° C. for 20 minutes.

Then, pixels were formed in the order of red, green and blue in the same manner as in Example 5, and each pixel was 30 μm × 100 μm
A high-quality color filter in which pixels of three colors of red, green and blue having a size of are arranged in a mosaic pattern.

The depolarizing properties of the color filters obtained in Examples 5 and 6 were measured with an illuminometer at a light intensity ratio of 0 ° and 90 ° with the color filter interposed between two polarizing plates. As a result, it was confirmed that each of the color filters had an depolarizing property of 500 or more, had excellent optical characteristics, and was excellent as an image display device.

Example 7 As the component (a), the repeating units (I) and (I) shown in Table 3 were used.
24 g of the resin (B-1) having the components (I) and (III) and 40 g of the carbon black as the component (c) are added to 200 g of propylene glycol dimethyl ether, which is the organic solvent of the component (e), and the mixture is added for 2 hours using a bead mill. Dispersed. In this dispersion, 18 g of pentaerythritol tetraacrylate and 2 g of nonamethylene diacrylate as the component (b), 12 g of benzophenone as the component (d), 4 g of N, N'-tetraethyl-4,4'-diaminobenzophenone and 4 g of the component (e) 200 g of ethylene glycol monoethyl ether as an organic solvent was added and mixed to obtain a black colored image forming photosensitive liquid.

This photosensitive solution was applied on a glass substrate (Corning Co., trade name: 7059) by spin coating, followed by drying at 120 ° C. for 10 minutes to form a film having a thickness of 1.0 μm.
A dried coating film was formed. The surface tackiness of the dried coating film was evaluated in the same manner as in Example 1, and the results are shown in Table 4.

The obtained dried coating film was exposed to an image of 600 mJ / cm ² through a negative mask using an ultra-high pressure mercury lamp, and then developed with an aqueous solution containing 3% by weight of triethanolamine to obtain a black image pattern. I got The optical density of the obtained black image pattern was 2.5.

The light sensitivity, resolution, and pattern shape of the colored pixels of the dried coating film were evaluated in the same manner as in Example 1.
The results are shown in Table 4.

Example 8 As the component (a), a repeating unit (I) shown in Table 3
Resin (B-2) 30 having (II) and (III)
g and (c) as C.I. I. Pigment Red 177 (21 g) and C.I.
I. Pigment Yellow 139 (4 g) was mixed with propylene glycol diethyl ether 250 as the component (e).
g of the organic solvent, and this was dispersed for 2 hours using a bead mill. 5 g of the resin (B-2) as the component (a), 27 g of trimethylolpropane triacrylate and 5 g of octadecamethylene dimethacrylate as the component (b), 6 g of benzophenone as the component (d), N, N'-tetraethyl-4,4'-
2 g of diaminobenzophenone, 50 g of propylene glycol diisopropyl ether and ethylene glycol monomethyl ether acetate 1 as the component (e)
00g was added and mixed to obtain a red colored image forming photosensitive liquid.

Using the obtained photosensitive solution, a dried coating film having a thickness of 2.0 μm was formed in the same manner as in Example 7, and the tackiness of the surface was evaluated in the same manner as in Example 1. It was shown to.

The same procedure as in Example 1 was carried out except that the photosensitivity, resolution and pattern shape of the red-colored pixels of the obtained dried coating film were changed to an exposure amount of 100 mJ / cm ² at the time of exposure with an ultrahigh pressure mercury lamp. The results are shown in Table 4.

Example 9 As the component (a), a repeating unit (I) shown in Table 3
Resin (B-3) 40 having (II) and (III)
g and (c) as C.I. I. Pigment Green 36 (15 g) and C.I.
I. Pigment Yellow 83 (6 g) as propylene glycol monomethyl ether 200 as the component (e).
g of the organic solvent, and this was dispersed for 2 hours using a bead mill. To this dispersion, 30 g of pentaerythritol tetraacrylate and 1 g of tetradecamethylene diacrylate as the component (b), 6 g of benzophenone and 2 g of N, N'-tetraethyl-4,4'-diaminobenzophenone as the component (d), and (e) ) As a component, 200 g of propylene glycol monomethyl ether was added and mixed to obtain a green colored image forming photosensitive liquid.

Using the obtained photosensitive liquid, a dried coating film was formed in the same manner as in Example 8, and the tackiness of the surface was evaluated in the same manner as in Example 1. The results are shown in Table 4.

The same method as in Example 1 was adopted except that the light sensitivity, resolution, and pattern shape of the green colored pixel of the obtained dried coating film were changed to an exposure amount of 100 mJ / cm ² at the time of exposure with an ultrahigh pressure mercury lamp. The results are shown in Table 4.

Example 10 As the component (a), an acrylic resin (A-1) shown in Table 3 was used.
38g, and C.I. I. Pigment Blue 15: 6 (17 g) and C.I. I. Pigment Violet 23 (1 g)
(E) 260 g of propylene glycol monomethyl ether as a component was added to an organic solvent, and this was dispersed for 2 hours using a bead mill. To this dispersion, 30 g of trimethylolpropane triacrylate and 6 g of lauryl methacrylate as the component (b), 6 g of benzophenone as the component (d) and N, N'-tetraethyl-4,4'-
2 g of diaminobenzophenone and 140 g of ethylene glycol monomethyl ether as the component (e) were added and mixed to obtain a blue colored photosensitive liquid for image formation.

Using the obtained photosensitive solution, a dried coating film was formed in the same manner as in Example 8, and the tackiness of the surface was evaluated in the same manner as in Example 1. The results are shown in Table 4.

The light sensitivity, resolution, and pattern shape of the blue colored pixel of the obtained dried coating film were adjusted to an exposure amount of 100 mJ / cm ² at the time of exposure with an ultra-high pressure mercury lamp.
Evaluation was performed in the same manner as in Example 1 except that an aqueous solution containing sodium carbonate by weight was used. The results are shown in Table 4.

Example 11 A black colored image forming photosensitive liquid was obtained in the same manner as in Example 7 except that 20 g of pentaerythritol tetraacrylate was used as the component (c).

Using the obtained photosensitive solution, a dried coating film was formed in the same manner as in Example 7, and the tackiness of the surface was evaluated in the same manner as in Example 1. The results are shown in Table 4.

The photosensitivity, resolution and pattern shape of the black colored pixels of the obtained dried coating film were evaluated in the same manner as in Example 1, and the results are shown in Table 4.

[0121]

[Table 3]

[0122]

[Table 4] From Table 4, the compounding ratio of the resin of the component (a) and the monomer of the component (b) in the present invention is within the range of the present invention, and
The photosensitive liquid for forming a colored image (Examples 7, 8, 9 and 10) using a monomer containing a monomer having a long-chain aliphatic group as the component (c) has reduced tackiness on the surface of the dried coating film. In addition, the photosensitive characteristics are good, the light sensitivity and the resolution are both high, and the obtained pattern shape is rectangular and good.

Further, when compared with the photosensitive liquid for forming a colored image (Example 11) in which the monomer of the component (c) does not contain a monomer having a long-chain aliphatic group (Example 11), Photosensitive solution for forming a colored image using a solution containing a monomer having a chain aliphatic group (Examples 7, 8, 9)
And 10) are further excellent in the effect of reducing the surface tackiness of the dried coating film.

Example 12 After a black matrix was formed on the glass substrate used in Example 7 by chromium evaporation, a red image pattern was formed in the same manner as in Example 8. Thereafter, post-heating was performed at 180 ° C. for 10 minutes.

Next, using this substrate, a green image pattern was formed next to the red image pattern in the same manner as in Example 9, and then post-heating was performed at 180 ° C. for 10 minutes.

Next, using the substrate, a blue image pattern was formed between the green image pattern and the red image pattern in the same manner as in Example 10, and post-heating was performed at 200 ° C. for 10 minutes.

By the above-mentioned operations, each of them is 30 μm × 100
A high-quality color filter in which pixels of three colors of red, green and blue having a size of μm were arranged in a mosaic pattern was produced.

Example 13 After a black image pattern (black matrix) was formed on the glass substrate used in Example 7 in the same manner as in Example 7, post-heating was performed at 205 ° C. for 20 minutes.

Next, pixels were formed in the order of red, green and blue in the same manner as in Example 12, and each pixel was 30 μm × 100 μm.
A high-quality color filter in which pixels of three colors of m, m, red, green and blue are arranged in a mosaic pattern.

The depolarizing properties of the color filters obtained in Examples 12 and 13 were measured in the same manner as in Examples 5 and 6. As a result, it was confirmed that each of the color filters had an depolarizing property of 500 or more, had excellent optical characteristics, and was excellent as an image display device.

[0131]

The photosensitive liquid for forming a colored image of the present invention has a reduced surface tackiness of the film after drying. In particular, the photosensitive liquid is directly applied to the substrate to form a pixel. It is suitably used for the production method.

The color filter produced by the method for producing a color filter of the present invention using the photosensitive solution for forming a colored image of the present invention has excellent optical properties and high quality.
It is excellent as an image display element.

Claims (6)

[Claims] (1) a resin having an acid value of 20 to 300 and a weight average molecular weight of 1,500 to 200,000, (b) a monomer containing at least one photopolymerizable unsaturated bond in a molecule,
In a colored image forming photosensitive liquid containing (c) a pigment, (d) a photoinitiator and (e) an organic solvent, a resin (a),
In the total amount of the monomer (b), the pigment (c) and the photoinitiator (d), the ratio of the resin (a) is 10 to 85% by weight, the ratio of the monomer (b) is 2 to 50% by weight, and the pigment (c) Is 5
To 70% by weight, and the ratio of photoinitiator (d) is 0.01 to 20.
% By weight in the total amount of the resin (a), the monomer (b), the pigment (c), the photoinitiator (d) and the organic solvent (e),
The total of the resin (a), the monomer (b), the pigment (c) and the photoinitiator (d) is 5 to 40% by weight, and the weight ratio of the resin (a) to the monomer (b) is as follows: / (B) is 0.5 to 5.0, wherein the photosensitive liquid for forming a colored image is characterized in that: 2. The resin (a) comprises a repeating unit (I) represented by the following general formula (I), a repeating unit (II) represented by the following general formula (II), and a resin represented by the following general formula (III): The repeating unit (III) represented by the formula (I), wherein the molar ratio of the repeating unit (I) to the total of the repeating units (II) and (III), (I) / {(II) + (III)} is 1 to 5
The photosensitive liquid for forming a colored image according to claim 1, wherein the photosensitive liquid contains a resin. Embedded image (In the above formula, R ¹ represents a hydrogen atom or a methyl group, R ² represents a hydrogen atom, a hydroxyl group or an alkyl group or an alkoxy group having 1 to 12 carbon atoms, and R ³ each independently represent a 1 to 1 carbon atom.
12 represents an alkyl group, and R ⁴ represents a group having a photopolymerizable unsaturated bond. ) 3. The colored image forming photosensitive liquid according to claim 1, wherein the monomer (b) contains a monomer having a long-chain aliphatic group having 8 to 18 carbon atoms. 4. The photosensitive liquid for forming a colored image according to claim 1, which is applied on a substrate, and then dried to form a film, and the film is exposed to actinic rays to form an image. Wherein the step of forming a pixel by photo-curing the part and removing the unexposed part by development is repeated using a plurality of colored image forming photosensitive liquids of different colors. A method for manufacturing a color filter having pixels of a plurality of colors. 5. A red pixel, a green pixel, and a four-color image forming material, each of which is colored red, green, blue, and black, respectively.
The method for manufacturing a color filter according to claim 4, wherein the color filter having blue pixels and black pixels is manufactured. 6. A color filter produced by the method according to claim 4.