JP3084614B2 - Color filter forming material - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a color filter forming material for producing a color filter used in a color liquid crystal display device, a color solid-state imaging device, and the like.

[0002]

2. Description of the Related Art As a material for forming a color filter, a photosensitive material comprising a hexavalent chromium compound such as ammonium dichromate and potassium dichromate as a photo-crosslinking agent and a natural polymer such as gelatin or glue. Compositions are widely used. Such a photosensitive composition is applied on a substrate such as glass or a solid-state imaging device by a spin coating method. Next, a colorless transparent pattern is formed on the substrate by exposing to ultraviolet light through a stripe or mosaic pattern and developing. This colorless transparent pattern is immersed in a dye solution containing a dye for dyeing. Next, color mixing is prevented by fixing the dye with tannic acid or forming a protective film on the dyed pattern with a resin or the like. By repeating the above steps for each color, a target color filter can be manufactured. Although the above color filter forming method gives a color filter with good color purity and excellent resolution, on the other hand, the manufacturing process is complicated, and there is a problem in heat resistance, light resistance, and moisture resistance because a dye is used. there were. In order to improve these drawbacks, various color filter forming methods using a color filter forming material in which a pigment is dispersed in a photosensitive resin composition have been reported. For example, JP-A-1-152449, a pigment color filter forming material containing a polyfunctional acrylate monomer and a specific photopolymerization initiator proposed in JP-A-4-164902, the production process is simpler than the dyed color filter, Since pigments are used, the heat resistance, light resistance, and moisture resistance are also better than dyed color filters. However, it has been difficult to use it for a high transmittance color filter.

[0003]

DISCLOSURE OF THE INVENTION The present inventors have found that the above-mentioned color filter forming material has a simple manufacturing process, is excellent in heat resistance, light resistance, and moisture resistance, and in particular, has a small decrease in transmittance due to heat. As a result of repeated investigations to find a forming material, the present invention was conceived of a specific combination as a photosensitive resin composition and the idea of using a specific photopolymerization initiator in combination, leading to the present invention. As is apparent from the above description, the object of the present invention is to simplify the manufacturing process of the color filter forming material, heat resistance, light resistance,
An object of the present invention is to provide a color filter forming material which is excellent in moisture resistance and in which a decrease in transmittance due to heat is particularly small.

[0004]

Means for Solving the Problems The present invention provides the following (1) to
It has the configuration of (3). (1) A color filter forming material containing a photosensitive resin composition, a pigment and a solvent, wherein the photosensitive resin composition has an alkali-soluble resin, a compound having at least one ethylenically unsaturated double bond, and A photopolymerization initiator, wherein the photopolymerization initiator has a general formula (1)

Embedded image (However, R ₁ and R ₂ each independently represent 4 to 15 carbon atoms.
A tertiary alkyl group, a tertiary aralkyl group, R ₃ ,
R ₄ independently has a hydrogen atom and 1 to 10 carbon atoms.
Alkyl group, an alkoxy group having 1 to 10 carbon atoms , a methyl halide group, a halogen atom, a cyano group,
A nitro group, a dialkylamino group having 2 to 20 carbon atoms , m is an integer of 0 or 1, and n is 3
Or an integer of 2. A) a color filter-forming material obtained by combining one or more of the benzophenone derivatives represented by the formula (1 ) .

(2) A color filter using the material for forming a color filter described in (1).

(3) A liquid crystal display device using the color filter according to (2).

The configuration and effect of the present invention will be described in detail below. The photopolymerization initiator of the photosensitive resin composition used for the color filter forming material of the present invention has the general formula (1)

[0008]

Embedded image

(However, R ₁ and R ₂ each independently represent carbon
A tertiary alkyl group having 4 to 15 atoms, a tertiary aralkyl group, R ₃ and R ₄ each independently represent a hydrogen atom, a carbon atom 1
An alkyl group having 10 to 10 carbon atoms , having 1 to 10 carbon atoms
Represents an alkoxy group, a halogenated methyl group, a halogen atom, a cyano group, a nitro group, a dialkylamino group having 2 to 20 carbon atoms , and m is an integer of 0 or 1.
The number n is an integer of 3 or 2. ) . In the above equation (1),
Examples of the tertiary alkyl group having 4 to 15 carbon atoms in R ₁ and R ₂ include a t-butyl group, a 1,1-dimethylpropyl group, a 1,1-dimethylbutyl group, and a 1,1-dimethylpentyl group. Is raised. Further, in R ₃ and R ₄
Examples of the alkyl group having 1 to 10 carbon atoms include a methyl group, an ethyl group, a propyl group, and a butyl group. Examples of the alkoxy group having 1 to 10 carbon atoms include a methoxy group, an ethoxy group, a propoxy group, and a butoxy group. Examples of the halogenated methyl group include a chloromethyl group, a dichloromethyl group, a trichloromethyl group, a bromomethyl group, and a dibromomethyl group. Examples of the halogen atom include fluorine, chlorine, bromine and iodine atoms. Examples of the dialkylamino group include an N, N-dimethylamino group and an N, N-diethylamino group.

Specific examples of the benzophenone derivative of the present invention are shown below, but the present invention is not limited to these examples. 3,4,4′-tri (t-butylperoxycarbonyl) benzophenone, 3,5,4′-tri (t-butylperoxycarbonyl) benzophenone,
3,4,5-tri (t-butylperoxycarbonyl)
Benzophenone, 2,3,4-tri (t-butylperoxycarbonyl) benzophenone, 3,4,4′-tri (t-amylperoxycarbonyl) benzophenone,
3,4,4′-tri (t-hexylperoxycarbonyl) benzophenone, 3,4,4′-tri (t-octylperoxycarbonyl) benzophenone, 3,3
4′-tri (cumylperoxycarbonyl) benzophenone, 4-methoxy-3 ′, 4 ′, 5′-tri (t-butylperoxycarbonyl) benzophenone, 4-ethoxy-3 ′, 4 ′, 5′-tri ( t-butylperoxycarbonyl) benzophenone, 4-dimethylamino-
3 ′, 4 ′, 5′-tri (t-butylperoxycarbonyl) benzophenone, 4-diethylamino-3 ′,
4 ', 5'-tri (t-butylperoxycarbonyl)
Benzophenone, 4-cyano-3 ′, 4 ′, 5′-tri (t-butylperoxycarbonyl) benzophenone,
4-methyl-3 ', 4', 5'-tri (t-butylperoxycarbonyl) benzophenone, 4-ethyl-
3 ′, 4 ′, 5′-tri (t-butylperoxycarbonyl) benzophenone, 4-cyclohexyl-3 ′,
4 ', 5'-tri (t-butylperoxycarbonyl)
Benzophenone, 4-nitro-3 ′, 4 ′, 5′-tri (t-butylperoxycarbonyl) benzophenone,
4-dimethylamino-3 ′, 4′-di (t-butylperoxycarbonyl) benzophenone, 4-diethylamino-3 ′, 4′-di (t-butylperoxycarbonyl) benzophenone, 4-cyano-3 ′, 4 ′ -Di (t
-Butylperoxycarbonyl) benzophenone, 4-
Methyl-3 ′, 4′-di (t-butylperoxycarbonyl) benzophenone, 4-ethyl-3 ′, 4′-di (t-butylperoxycarbonyl) benzophenone,
4-cyclohexyl-3 ', 4'-di (t-butylperoxycarbonyl) benzophenone, 4-nitro-
3 ', 4'-di (t-butylperoxycarbonyl) benzophenone.

Among these, more preferred compounds are shown below. 3,4,4′-tri (t-butylperoxycarbonyl) benzophenone, 3,5,4′-tri (t-butylperoxycarbonyl) benzophenone, 3,4
5-tri (t-butylperoxycarbonyl) benzophenone, 2,3,4-tri (t-butylperoxycarbonyl) benzophenone, 3,4,4′-tri (t-amylperoxycarbonyl) benzophenone, 3,4
4′-tri (t-hexylperoxycarbonyl) benzophenone, 3,4,4′-tri (t-octylperoxycarbonyl) benzophenone, 3,4,4′-tri (cumylperoxycarbonyl) benzophenone, 4-
Methoxy-3 ', 4'-di (t-butylperoxycarbonyl) benzophenone, 3-methoxy-3', 4'-
Di (t-butylperoxycarbonyl) benzophenone, 2-methoxy-3 ′, 4′-di (t-butylperoxycarbonyl) benzophenone, 4-ethoxy-
3 ', 4'-di (t-butylperoxycarbonyl) benzophenone.

The photopolymerization initiator of the present invention is used in an amount of at least one compound having at least one ethylenically unsaturated double bond.
The amount is 0.01 to 40 parts by weight, more preferably 0.1 to 30 parts by weight, based on 00 parts by weight. The photopolymerization initiator of the present invention may be used alone or as a mixture of two or more kinds. Can be used together within one copy. Such photopolymerization initiator, as a sensitizer, for example, benzophenone, Michler's ketone,
4,4'-bisdiethylaminobenzophenone, xanthone, thioxanthone, isopropylxanthone, 2,
4-diethylthioxanthone, 2-ethylanthraquinone, acetophenone, 2-hydroxy-2-methylpropiophenone, 2-hydroxy-2-methyl-4′-isopropylpropiophenone, 1-hydroxycyclohexylphenyl ketone, isopropylbenzoin ether, Isobutyl benzoin ether, 2,2-diethoxyacetophenone, 2,2-dimethoxy-2-phenylacetophenone, benzyl, camphorquinone, benzanthrone, 2-methyl-1- [4- (methylthio) phenyl] -2-morpholino- Examples thereof include 1-propane, ethyl 4-dimethylaminobenzoate, and isoamyl 4-dimethylaminobenzoate.

The alkali-soluble resin of the photosensitive resin composition used in the color filter forming material of the present invention is not particularly limited, but it is necessary to satisfy the following properties. (1) The pigment has good dispersibility. (2) Adhesive strength to the glass substrate is sufficient. (3) It can be easily developed with an alkaline aqueous solution. In order to satisfy these performances, a copolymer of several kinds of monomers is preferably used. The following are specific examples of the monomer. (Hereinafter, (meth) indicates that it includes both compounds with and without meta.) That is, (meth) acrylic acid, crotonic acid, itaconic acid,
Unsaturated carboxylic acids having a carboxylic acid in the molecule such as maleic acid and fumaric acid, aromatic vinyl compounds such as styrene, methylstyrene and vinyltoluene, methyl (meth) acrylate, ethyl (meth) acrylate, (meth) Unsaturated carboxylic acid alkyl esters such as butyl acrylate, 2-hydroxyethyl (meth) acrylate and benzyl (meth) acrylate; unsaturated carboxylic acid aminoalkyl esters such as aminoethyl (meth) acrylate; glycidyl (meth) acrylate Glycidyl unsaturated carboxylate, hydroxy (meth) acrylate, etc.
Compounds obtained by subjecting hydroxy (meth) acrylamide and the like to a ring-opening addition reaction with cyclohexene dicarboxylic anhydride are exemplified.

Although the molecular weight of the alkali-soluble resin in the photosensitive resin composition used in the color filter forming material of the present invention is not particularly limited, it can be applied as a uniform film on a support as a color filter forming material. Usually, the weight average molecular weight in terms of polystyrene is 500
About 0 to 500,000 is preferable.

As the compound having at least one ethylenically unsaturated double bond in the photosensitive resin composition used for the color filter forming material of the present invention, methyl (meth) acrylate, ethyl (meth) acrylate, butyl ( (Meth) acrylate, 2-ethylhexyl (meth)
(Meth) acrylic acid derivatives such as acrylate, phenyl (meth) acrylate, and benzyl (meth) acrylate; 2-hydroxyethyl (meth) acrylate;
Hydroxyalkyl esters such as hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, and 3-hydroxypropyl (meth) acrylate; ω-carboxy-polycaprolactone mono (meth) acrylate; monohydroxyethyl phthalate (meth) Monofunctional (meth) acrylate compounds such as acrylate and 2-hydroxy-3-phenoxypropyl (meth) acrylate. 1,4-butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, ethylene glycol di (meth) acrylate,
Neopentyl glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, polyethylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate hydroxypivalate, trimethylolpropane tri ( (Meth) acrylate, ethoxylated trimethylolpropane tri (meth) acrylate, ditrimethylolpropane tetra (meth) acrylate, pentaerythritol tri (meth) acrylate, dipentaerythritol hexa (meth) acrylate, dicyclopentanyl di (meth) acrylate Ethoxylated hydrogenated bisphenol A di (meth) acrylate,
Ethoxylated bisphenol A di (meth) acrylate,
Ethoxylated bisphenol F di (meth) acrylate,
Ethoxylated bisphenol S di (meth) acrylate,
Polyfunctional (meth) acrylate compounds such as hydroxypropyl di (meth) acrylate, diethylene glycol bishydroxypropyl (meth) acrylate, monohydroxypentaerythritol tri (meth) acrylate, N-methylolacrylamide, methylenebisacrylamide, hexamethylenebisacrylamide, etc. Acrylamide compounds and the like, these compounds alone,
Alternatively, two or more kinds can be used in combination.

The amount of the compound having at least one ethylenically unsaturated double bond to 100 parts by weight of the alkali-soluble resin is preferably 20 to 150 parts by weight, more preferably 50 to 120 parts by weight. At this time, compound 10 having at least one or more all ethylenically unsaturated double bonds
The amount of the polyfunctional (meth) acrylate compound having two or more ethylenically unsaturated double bonds and the polyfunctional acrylamide compound in 0 parts by weight is preferably 50 parts by weight or more. If the amount of the polyfunctional (meth) acrylate compound or the polyfunctional acrylamide compound is less than 50 parts by weight, polymerization by light is insufficient and sensitivity is lowered.

As the pigment used in the present invention, both an organic pigment and an inorganic pigment are used, but the use of an organic pigment is preferred because of its good affinity with an alkali-soluble resin. As for the pigment, the pigment itself may be dispersed in the resin,
A so-called processed pigment in which a pigment is finely dispersed in an acrylic resin, a maleic acid resin, an ethyl cellulose resin, or the like may be dispersed in the resin. As a red pigment, a perylene C.I. I. Pigment Red 149, an anthraquinone C.I. I. Pigment Red 177 alone or an azo C.I. I. Pigment Yellow 83 and the like. Green pigments include halogenated phthalocyanine-based C.I. I. Pigment Green 36, C.I. I. Pigment Green 7 or the like, alone or azo C.I. I.
Pigment Yellow 83 and the like. Examples of blue pigments include phthalocyanine-based C.I. I. Pigment Blue 15: 3, C.I. I. Pigment Blue 16 etc.
A single or dioxazine C.I. I. Pigment Violet 23 or the like. The amount of the pigment used relative to the alkali-soluble resin is preferably 5 to 150 parts by weight, more preferably 10 to 150 parts by weight, per 100 parts by weight of the alkali-soluble resin.
100 parts by weight are preferably used.

Solvents for dissolving and dispersing the photosensitive resin composition and pigment used in the present invention include alcohols such as methoxyethanol, ethoxyethanol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, methyl cellosolve acetate, and the like.
Esters such as etimecellosolve acetate and water are preferably used, but the above alcohols and esters are also used as N-methyl-2-pyrrolidone and N, N-dimethylacetamide which are good solvents for the photopolymerization initiator. , Is preferably used by mixing with water.

The material for forming a color filter according to the present invention is preferably prepared by first dissolving the photosensitive resin composition in a solvent, then mixing the pigment and dispersing the mixture with a sand mill or the like, but is not limited thereto. Do not mean. The obtained color filter forming material is applied to a glass substrate or a semiconductor substrate using a spin coater, a roll coater, or the like, heated to evaporate the solvent, irradiated with ultraviolet rays through a stripe mask, and then exposed to an aqueous tetramethylammonium solution. When the substrate is immersed in an alkaline water such as an aqueous solution of sodium carbonate or sodium hydroxide and washed with running water, only the unexposed portions are dissolved, and a desired colored pattern can be obtained. By repeating the above steps, a color filter including red, green, and blue pixels and a black matrix can be formed on the substrate. The colored pigment is held in a stitch structure formed by polymerization of ethylenically unsaturated double bonds by irradiation with ultraviolet rays, and does not elute during the color filter forming step.

The color filter forming material according to the present invention simplifies the color filter forming step,
Compared with a color filter using a conventional color filter forming material, a color filter having excellent heat resistance, light resistance, and moisture resistance, and in particular, having no decrease in transmittance due to heat can be formed.

[0021]

Hereinafter, the present invention will be described in detail with reference to Examples.
The present invention is not limited by these examples.

(Synthesis Example 1 of Alkali-Soluble Resin) 16 g of (3-cyclohexenyl) methyl methacrylate, 48 g of N-vinyl-2-pyrrolidone, 16 g of 2-hydroxyethyl methacrylate, 16 g of methacrylic acid, 2,2'-azobis 0.3 g of isobutyronitrile, 288 methanol
g was placed in a flask equipped with a stirrer and heated with stirring at 65 ° C. for 6 hours. The reaction solution was poured into a mixed solution of 400 g of ethyl acetate and 400 g of cyclohexane, and the deposited precipitate was dried under reduced pressure to obtain a polymer having an average molecular weight of 110,000 in terms of polystyrene.
7 g of an alkali-soluble resin was obtained.

(Synthesis Example 2 of Alkali-Soluble Resin) 70 g of methyl methacrylate, 30 g of methacrylic acid, 0.3 g of 2,2′-azobisisobutyronitrile, 300 g of methanol
g was placed in a flask equipped with a stirrer and heated with stirring at 65 ° C. for 6 hours. The reaction solution was poured into a mixed solution of 400 g of ethyl acetate and 400 g of cyclohexane, and the deposited precipitate was dried under reduced pressure to obtain 6 having an average molecular weight of 120,000 in terms of polystyrene.
0 g of an alkali-soluble resin was obtained.

(Example 1) The following materials for forming a color filter were dissolved and mixed, and subjected to dispersion treatment with a sand mill for 2 hours. The treated liquid was filtered through a membrane filter having a filtration diameter of 1 µm. Red color filter forming material Synthesis Example 1 Alkali-soluble resin 10 g Pentaerythritol triacrylate 6 g 3,4,4'-tri (t-butylperoxycarbonyl) benzophenone 0.5 g 4,4'-bis (diethylamino) benzophenone 0.1 g Cromophthal Red A3B (Ciba-Geigy, trade name) 5 g Seikafast Yellow 2700 (Dainichi Seika, trade name) 0.5 g Diethylene glycol monoethyl ether 60 g 1-methoxy-2-propanol 30 g N-methyl-2-pyrrolidone 10 g Green color filter formation Materials Synthesis Example 1 Alkali-soluble resin 10 g Pentaerythritol triacrylate 6 g 3,4,4'-tri (t-butylperoxycarbonyl) benzophenone 0.5 g 4,4 ' -Bis (diethylamino) benzophenone 0.1 g Cyanine Green S537-2y (Dainichi Seika Co., Ltd.) 10 g Seikafast Yellow 2700 (Dainichi Seika Co., Ltd.) 2 g Diethylene glycol monoethyl ether 60 g 1-methoxy-2-propanol 30 g N-methyl-2-pyrrolidone 10 g Blue color filter forming material Synthesis Example 1 Alkali-soluble resin 10 g Trimethylolpropane triacrylate 6 g 3,4,4'-tri (t-butylperoxycarbonyl) benzophenone 0.5 g 4,4'- Bis (diethylamino) benzophenone 0.1 g Cromofine Blue 4920 (Dainichi Seika Co., Ltd.) 4.5 g Cromofine Violet RE (Dainichi Seika Co., Ltd.) 0.5 g Ethylene glycol monoethyl ether 60 g 1-methoxy-2-propanol 30 g N-methyl-2-pyrrolidone 10 g Each of these color filter forming materials is applied to a glass substrate using a spin coater at a rotation speed of 1000 rpm for 30 seconds, and then applied at 110 ° C. 10 Heat for 5 minutes, and then use UI-5
Exposure was performed at 200 mJ / cm ^{2 in} air using a 01C ultrahigh pressure mercury lamp through a 20 μm stripe pattern mask. After exposure, the film was immersed in a 0.1% aqueous sodium hydroxide solution for 1 minute, washed with running water for 15 seconds to remove unexposed portions, and further heat-treated at 200 ° C. for 10 minutes.
Green and blue color filter patterns were obtained. The obtained pattern was heated at 250 ° C. for 1 hour, and a heat resistance test was performed. Table 1 shows the color change before and after heating by ΔE by Lab.
As shown.

Example 2 A color filter pattern was obtained in the same manner as in Example 1 except that the material for forming a color filter was changed to the following composition. 25 obtained patterns
After heating at 0 ° C. for 1 hour, a heat resistance test was performed. Table 1 shows the color change before and after heating as ΔE by Lab. Material for forming red color filter Synthesis Example 2 Alkali-soluble resin 10 g Tetraethylene glycol diacrylate 6 g 4-methoxy-2 ′, 4′-di (t-butylperoxycarbonyl) benzophenone 0.5 g 4,4′-bis (dimethylamino) ) Benzophenone 0.1 g Cromophthal Red A3B (Ciba-Geigy, trade name) 5 g Seikafast Yellow 2700 (Dainichi Seika, trade name) 0.5 g diethylene glycol monoethyl ether 60 g 1-methoxy-2-propanol 30 g N-methyl-2- Pyrrolidone 10 g Green color filter forming material Synthesis Example 2 Alkali-soluble resin 10 g Dipentaerythritol tetraacrylate 6 g 4-methoxy-2 ′, 4′-di (t-butylperoxycarbonyl) benzo Phenone 0.5 g 4,4'-bis (diethylamino) benzophenone 0.1 g Cyanine Green S537-2y (Dainichi Seika Co., Ltd., trade name) 10 g Seikafast Yellow 2700 (Dainichi Seika Co., trade name) 2 g Diethylene glycol monoethyl ether 60 g 1-methoxy-2-propanol 30 g N-methyl-2-pyrrolidone 10 g Blue color filter forming material Synthesis Example 2 Alkali-soluble resin 10 g Dipentaerythritol hexaacrylate 6 g 4-methoxy-2 ′, 4′-di (t-butylperoxy) Carbonyl) benzophenone 0.5g 4,4'-bis (dimethylamino) benzophenone 0.1g Cromofine Blue 4920 (Dainichi Seika Co., Ltd., trade name) 4.5g Cromofine Violet E (Dainichi Seikasha, trade name) 0.5 g diethylene glycol monoethyl ether 60 g 1-methoxy-2-propanol 30 g N-methyl-2-pyrrolidone 10g

Comparative Example 1 A color filter pattern was obtained in the same manner as in Example 1 except that the material for forming a color filter was changed to the following composition. 25 obtained patterns
After heating at 0 ° C. for 1 hour, a heat resistance test was performed. Table 1 shows the color change before and after heating as ΔE by Lab. Material for forming red color filter Synthesis Example 2 Alkali-soluble resin 10 g Tetraethylene glycol diacrylate 6 g 2- (4-methoxy-β-styryl) -bis (4,6-trichloromethyl) -s-triazine 0.3 g Cromoptal Red A3B ( 5 g Seikafast Yellow 2700 (Dainichi Seika Co., Ltd.) 0.5 g Diethylene glycol monoethyl ether 60 g 1-methoxy-2-propanol 30 g N-methyl-2-pyrrolidone 10 g Green color filter forming material Synthesis example 2 Alkali-soluble resin 10 g Dipentaerythritol tetraacrylate 6 g 2- (4-methoxy-β-styryl) -bis (4,6-trichloromethyl) -s-triazine 0.3 g Cyanine reen S537-2y (Dainichi Seika Co., Ltd., trade name) 10 g Seikafast Yellow 2700 (Dainichi Seika Co., Ltd., trade name) 2 g diethylene glycol monoethyl ether 60 g 1-methoxy-2-propanol 30 g N-methyl-2-pyrrolidone 10 g blue color Filter-forming material Synthesis example 2 Alkali-soluble resin 10 g Dipentaerythritol hexaacrylate 6 g 2- (4-methoxy-β-styryl) -bis (4,6-trichloromethyl) -s-triazine 0.3 g Cromofine Blue 4920 (Dainichisei) 4.5 g Cromofine Violet RE (Dainichi Seika Co., Ltd.) 0.5 g Diethylene glycol monoethyl ether 60 g 1-methoxy-2-propanol 30 g N-methyl-2 Pyrrolidone 10g

Comparative Example 2 A color filter pattern was obtained in the same manner as in Example 1, except that the material for forming the color filter was changed to the following composition. 25 obtained patterns
After heating at 0 ° C. for 1 hour, a heat resistance test was performed. Table 1 shows the color change before and after heating as ΔE by Lab. Red color filter forming material Synthesis Example 2 Alkali-soluble resin 10 g Tetraethylene glycol diacrylate 6 g 2-benzyl-2-dimethylamino-1- (4-monophorinophenyl) -butanone-1 0.4 g 2,4-diethylthioxanthone 0.2 g Cromophthal Red A3B (Ciba-Geigy Co., Ltd., trade name) 5 g Seikafast Yellow 2700 (Dainichi Seika Co., Ltd., trade name) 0.5 g Diethylene glycol monoethyl ether 60 g 1-methoxy-2-propanol 30 g N-methyl-2-pyrrolidone 10 g Green color filter forming material Synthesis example 2 Alkali-soluble resin 10 g Dipentaerythritol tetraacrylate 6 g 2-benzyl-2-dimethylamino-1- (4-monophorinophenyl) -buta 0.4 g 2,4-diethylthioxanthone 0.2 g Cyanine Green S537-2y (Dainichi Seika Co., Ltd., trade name) 10 g Seikafast Yellow 2700 (Dainichi Seika Co., Ltd., trade name) 2 g Diethylene glycol monoethyl ether 60 g 1- Methoxy-2-propanol 30 g N-methyl-2-pyrrolidone 10 g Blue color filter forming material Synthesis Example 2 Alkali-soluble resin 10 g Dipentaerythritol hexaacrylate 6 g 2-benzyl-2-dimethylamino-1- (4-monoforinophenyl )-Butanone-1 0.4 g 2,4-Diethylthioxanthone 0.2 g Cromofine Blue 4920 (Dainichi Seika Co., Ltd., trade name) 4.5 g Cromofine Violet RE (Dainichi Seika Co., trade name) 0.5g diethylene glycol monoethyl ether 60 g 1-methoxy-2-propanol 30 g N-methyl-2-pyrrolidone 10g

[0028]

[Table 1]

The results shown in Table 1 show that the material for forming a color filter of the present invention is clearly superior in heat resistance to the conventional product.

[0030]

The use of the color filter forming material of the present invention makes it possible to obtain a color filter which has a simple manufacturing process, is excellent in heat resistance, light resistance, and moisture resistance, and in particular, has a small decrease in transmittance due to heat. is there.

──────────────────────────────────────────────────続 き Continued on front page (58) Field surveyed (Int.Cl. ⁷ , DB name) G02B 5/20 101 G03F 7/028

Claims (3)

(57) [Claims] 1. A color filter forming material containing a photosensitive resin composition, a pigment and a solvent, wherein the photosensitive resin composition has an alkali-soluble resin and a compound having at least one ethylenically unsaturated double bond. And a photopolymerization initiator, and the photopolymerization initiator is represented by the general formula (1): (However, R ₁ and R ₂ each independently represent 4 to 15 carbon atoms.
A tertiary alkyl group, a tertiary aralkyl group, R ₃ ,
R ₄ independently has a hydrogen atom and 1 to 10 carbon atoms
Alkyl group, an alkoxy group having 1 to 10 carbon atoms , a methyl halide group, a halogen atom, a cyano group,
A nitro group, a dialkylamino group having 2 to 20 carbon atoms , m is an integer of 0 or 1, and n is 3
Or an integer of 2. A) a color filter-forming material obtained by combining one or more of the benzophenone derivatives represented by the formula (1 ) . 2. A color filter comprising the color filter forming material according to claim 1. 3. A liquid crystal display device using the color filter according to claim 2.