JPH11282158A - Photosensitive colored composition and color filter using the composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To ensure high sensitivity, to facilitate the control of factors affecting spectral characteristics and to obtain a color filter excellent in heat and weather resistances, resolving power, spectral transmittance, contrast, etc., by using a dye-pigment mixture as a coloring material. SOLUTION: The photosensitive colored compsn. is a chemical amplification type photosensitive colored compsn. having high sensitivity, utilizing an acid catalyzed reaction and consisting essentially of an acid-curable resin, a crosslinking agent, a photo-acid generating agent and a coloring material comprising a dye-pigment mixture. The problem of low sensitivity of a photosensitive colored compsn. consisting of a resin, a photopolymn. initiator, a photopolymerizable monomer, a dispersant, a solvent and a dye-pigment mixture as a coloring material is solved and a harmful effect on a curing reaction caused by the trapping of an acid by the dye attendant on the acid catalyzed reaction is prevented.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a photosensitive coloring composition used for producing a color filter used for a color liquid crystal display, a color video camera, and the like, and a color filter using the same.

[0002]

2. Description of the Related Art Conventional color filter manufacturing methods include:
There are a dyeing method and a pigment dispersion method. The dyeing method is often used for manufacturing a color filter for a solid-state imaging device that requires high resolution. The dyeing method is a method of forming a transparent pattern to be dyed on a substrate and then immersing the substrate in an aqueous dye solution to dye the transparent pattern. The pigment dispersion method is
It is often used in the production of color filters for liquid crystals that require heat resistance and weather resistance. As the pigment dispersion method, for example, there is a method using a photosensitive coloring composition containing a resin, a photopolymerization initiator, a photopolymerization monomer, a dispersant, a solvent, a pigment, and the like. In this method, a photosensitive colored composition having such a composition is applied to a substrate, dried, exposed, and developed to form a colored pattern.

In the dyeing method, it is difficult to control factors that affect the spectral characteristics of the color filter, such as the degree of fatigue of an aqueous dye solution, and the method is unstable. Further, a color filter manufactured by a dyeing method has a problem that heat resistance and weather resistance are inferior because only a dye is used as a coloring matter. On the other hand, the pigment dispersion method using the photosensitive coloring composition having the above composition has no dyeing step as a manufacturing method, and therefore, it is easy to control a factor affecting the spectral characteristics of the color filter, and it is a stable manufacturing method. . Further, a color filter manufactured by a pigment dispersion method using the photosensitive coloring composition having the above composition has excellent heat resistance and weather resistance because only a pigment is used as a dye.

However, in the pigment dispersion method using the photosensitive coloring composition having the above composition, as described above, the photosensitive coloring composition used includes a resin, a photopolymerization initiator, a photopolymerization monomer, a dispersant, Because the photosensitive coloring composition is composed of a solvent, a pigment, and the like, for example, the viscosity of the photosensitive coloring composition increases with time, such as storage stability as a material, and the problem of low sensitivity. There is. In addition, the color filter manufactured by the pigment dispersion method using the photosensitive coloring composition having the above composition has a pigment in the photosensitive coloring composition to be used. There is a problem that the rate and contrast are inferior.

As a related technique for solving the above problems, there has been proposed a technique using a mixture of a dye and a pigment as a pigment for coloring a photosensitive coloring composition having the above composition. In the proposed technique, many of the above-mentioned problems such as storage stability, resolution, spectral transmittance, and contrast have been solved. However, the problem of low sensitivity as a material remains.

[0006]

SUMMARY OF THE INVENTION The present invention has been made by focusing on the remaining problems as described above. That is, it is a photosensitive coloring composition, which is a material having good storage stability in which the viscosity does not increase over time as a material, and which is highly sensitive when used in production, and a factor affecting the spectral characteristics. The control is easy and stable production is possible, and the produced color filter has excellent heat resistance and weather resistance,
Another object of the present invention is to provide a photosensitive colored composition that can provide a color filter having excellent resolution, spectral transmittance, contrast, and the like. Another object of the present invention is to provide a color filter which is obtained by using the above-mentioned photosensitive coloring composition, is excellent in heat resistance and weather resistance, and is excellent in resolution, spectral transmittance, contrast and the like.

[0007]

SUMMARY OF THE INVENTION The present invention provides a photosensitive coloring composition comprising a resin curable by an acid, a crosslinking agent, a photoacid generator, and a dye, wherein the dye is a mixture of a dye and a pigment. And a photosensitive colored composition comprising:

[0008] The present invention is also the photosensitive coloring composition according to the above invention, wherein the pH of the dye in the mixture is 7 or less. The present invention also provides the photosensitive coloring composition according to the present invention, wherein the mixing ratio of the dye and the pigment is 0.1: 99.
9 to 30: 70, which is a photosensitive colored composition.

Further, the present invention is characterized in that in the photosensitive coloring composition of the present invention, a main component of the resin cured by the acid is an acrylic copolymer having an alcoholic hydroxyl group and / or a carboxylic acid group. Is a photosensitive coloring composition. Further, the present invention provides that in the photosensitive coloring composition of the present invention, the acrylic copolymer has a weight ratio of a monomer having an alcoholic hydroxyl group and / or a carboxylic acid group of 5 to 50 wt%. It is a photosensitive coloring composition characterized by the following.

[0010] The present invention also provides a color filter using the photosensitive coloring composition of the present invention.

[0011]

DESCRIPTION OF THE PREFERRED EMBODIMENTS The present invention will be described below based on one embodiment.

In the present invention, the photosensitive coloring composition has high sensitivity of a chemically amplified type utilizing an acid-catalyzed reaction mainly composed of an acid-curable resin, a cross-linking agent, a photoacid generator and a dye. And a photosensitive coloring composition having the same. Thereby, in the conventional method, for example, resin,
A photopolymerization initiator, a photopolymerization monomer, a dispersant, a solvent, a composition of a mixture of a dye and a pigment in a dye, and the like, in the case of a photosensitive coloring composition having a composition, such as to solve the problem of low sensitivity. It becomes. In addition, the photosensitive coloring composition prevents an adverse effect on a curing reaction caused by trapping of an acid by a dye accompanying an acid catalyzed reaction.

The pigment used in the photosensitive coloring composition of the present invention may be C.I. I. Pi
g. No. 9, 97, 122, 123, 149, 16
8, 177, 180, 192, 215, etc., green (Gre
en) as C.I. I. Pig. No. 7, 36, etc., as blue (Blue), C.I. I. Pig. No. 15,
16, 22, 60, 64 etc. can be used.
As the extender, inorganic pigments such as barium sulfate, pencil, lead sulfate, titanium oxide, yellow lead, red iron oxide, ultramarine, navy blue, chromium oxide, and carbon black can be used. In addition, benzidine yellow G, benzidine yellow GR, lithol first orange 3GL, vulcan first orange GG, pigment scarlet 3B, thioindigo maroon, phthalocyanine blue, phthalocyanine green, indanthrene blue,
Organic pigments such as green gold and macalite green lake can be used. These pigments may be used alone or in combination of two or more.

The primary particles of each color pigment have a particle size of 0.3 μm or less, preferably 0.1 μm or less, and should be sufficiently small with respect to the wavelength of visible light. Further, organic pigments having relatively excellent transparency are desirable.

The dye used in the photosensitive coloring composition of the present invention may be C.I. I. Solven
tRed 122, 135, 149, 150, 179, blue as C.I. I. SolventBlue 25, 49,
C. as yellow I. Solvent Yellow5,1
9, 21, 77, 83, 162, C.I. I. Disper
seYellow54, purple, C.I. I. Viol
et13, C.I. I. DisperseViolet2
6, 28 etc. can be used. These dyes may be used alone or in combination of two or more.

The dye used in the photosensitive coloring composition of the present invention has a pH of 7 or less. Preferably, those having a pH of 4.5 to 6.5 are used. P
In the case of a dye of H7 or more, the acid generated from the photoacid generator is trapped by the dye and does not become a highly sensitive photosensitive coloring composition.

The mixing ratio of the dye to the pigment used in the photosensitive coloring composition of the present invention is 0.1: 9 by weight.
The range of 9.9 to 30:70 is preferred, and more preferably 0.5: 99.5 to 15:85. Further, when the mixing ratio of the dye is less than 0.1, the storage stability, the resolving power, the spectral transmittance, the contrast, etc. of the photosensitive coloring composition are reduced, and when the mixing ratio is more than 25, the heat resistance, weather resistance, etc. Is reduced.

The photosensitive coloring composition of the present invention comprises a resin curable by an acid, a crosslinking agent, a photoacid generator, and a dye as main components. Examples of the resin that is cured by an acid used in the photosensitive coloring composition include a copolymer of p-hydroxystyrene and p-acetoxymethylstyrene, a copolymer of polymethacrylate and maleic anhydride, phenol, cresol phenol, and ethyl. Phenol, butylphenol, xylenol, phenylphenol, catechol, resorcinol, pyrogallol, naphthol,
Bisphenol A and the like can be mentioned.

The monomer having an alcoholic hydroxyl group used in the photosensitive coloring composition of the present invention includes 2
-Hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, ε-caprolactone adduct of 2-hydroxyethyl (meth) acrylate, polyethylene glycol mono (meth) acrylate, polypropylene Glycol mono (meth) acrylate, dihydroxy anhydride and ethylene oxide adduct of 2-hydroxyethyl (meth) acrylate, phenylglycidyl ether adduct of (meth) acrylic acid, monocarboxylic acid adduct of glycidyl (meth) acrylate , Allyl alcohol, allyloxyethanol and the like. This monomer is preferably used in a range of 5 to 50% by weight in the copolymer. If it is less than 5% by weight, the sensitivity is reduced, and if it is more than 50% by weight, swelling and development are not balanced, and pattern formation is difficult. Becomes

Examples of the monomer having a carboxylic acid group used in the photosensitive coloring composition of the present invention include acrylic acid, methacrylic acid, crotonic acid, vinylbenzoic acid or caprolactone adduct of (meth) acrylic acid, Examples thereof include those obtained by adding an acid anhydride such as phthalic anhydride to hydroxyalkyl (meth) acrylate. This monomer is preferably used in a range of 5 to 50% by weight in the copolymer. If it is less than 5% by weight, the sensitivity is reduced, and if it is more than 50% by weight, swelling and development are not balanced, and pattern formation is difficult. Becomes

Other monomers copolymerizable with a monomer having an alcoholic hydroxyl group and / or a carboxylic acid group include methyl (meth) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate and cyclohexyl ( Functionality such as aromatic (meth) acrylates such as aliphatic (meth) acrylates such as (meth) acrylate, phenyl (meth) acrylate, phenoxyethyl (meth) acrylate, and benzyl (meth) acrylate, and methoxyethyl (meth) acrylate Examples include (meth) acrylate, styrene and styrene derivatives, N-substituted maleimides such as phenylmaleimide and cyclohexylmaleimide. This monomer may be used alone or in combination.

The molecular weight of the resin used is 3 × 10^Three~ 1
50 × 10^ThreeIs preferred, and more preferably 10 × 10^Three~
80 × 10^ThreeIs preferred. 3 × molecular weight
10^ThreeBelow, it is difficult to form as a pattern,
0x10 ^ThreeAbove, the developability decreases. Ma
Further, in the present invention, the main component of the resin cured by an acid
Has an alcoholic hydroxyl group and / or a carboxylic acid group.
By using an acrylic copolymer,
Good pattern adhesion and wide development latitude
Overhang (reverse taper type)
Shape).

The photoacid generator used in the photosensitive coloring composition of the present invention includes triazine compounds such as 2,4,6-tris (trichloromethyl) -s-triazine and 2- (p-methoxystyryl). ) -4,6-bis (trichloromethyl) -s-triazine, 2-phenyl-4,6-bis (trichloromethyl) -s-triazine, 2- (p-methoxyphenyl) -4,6-bis (trichloro Methyl) -s-triazine, 2- (p-chlorophenyl) -4,6-bis (trichloromethyl) -s-
Triazine, 2- (4'-methoxy-1'-naphthyl)
-4,6-bis (trichloromethyl) -s-triazine, 2- (N-isoamyloxycarbonylmethyl-3 ′
-Carbazolyl) -4,6-bis (trichloromethyl)
-S-triazine, 2- (N- (2 "-methoxy-1")
-Methylethoxycarbonylmethyl) -3'-carbazolyl) -4,6-bis (trichloromethyl) -s-triazine, 2- (N-cyclohexyloxycarbonylmethyl-3'-carbazolyl) -4,6-bis (trichloro Methyl) -s-triazine, 2- (4-methylthiophenyl) -bis (4,6-trichloromethyl) -s-triazine, 2- (4-methoxy-β-styryl) -bis (4,6-trichloromethyl ) -S-Triazine, 2-
(3-chlorophenyl) -bis (4,6-trichloromethyl) -s-triazine and the like.

Examples of the onium salts include diphenyliodonium tetrafluoroborate, diphenyliodonium hexafluorophosphonate, diphenyliodonium hexafluoroarsenate, diphenyliodonium trifluoromethanesulfonate, diphenyliodonium trifluoroacetate, diphenyliodonium-p-toluenesulfonate. , 4-methoxyphenylphenyliodonium tetrafluoroborate,
4-methoxyphenylphenyliodonium hexafluorophosphonate, 4-methoxyphenylphenyliodonium hexafluoroarsenate, 4-methoxyphenylphenyliodonium trifluoromethanesulfonate, 4-methoxyphenylphenyliodonium trifluoroacetate, 4-methoxyphenyliodonium-p- Toluenesulfonate, bis (4-tert
-Butylphenyl) iodonium tetrafluoroborate, bis (4-tert-butylphenyl) iodonium hexafluorophosphonate, bis (4-tert-
Butylphenyl) iodonium hexafluoroarsenate, bis (4-tert-butylphenyl) iodonium trifluoromethanesulfonate, bis (4-te
rt-butylphenyl) iodonium trifluoroacetate, diaryliodonium salts such as bis (4-tert-butylphenyl) iodonium-p-toluenesulfonate, triphenylsulfonium tetrafluoroborate, triphenylsulfonium hexafluorophosphonate, triphenylsulfonium hexa Fluoroarsenate, triphenylsulfonium trifluoromethanesulfonate, triphenylsulfonium trifluoroacetate, triphenylsulfonium-p-toluenesulfonate, 4-methoxyphenyldiphenylsulfonium tetrafluoroborate, 4-methoxyphenyldiphenylsulfonium hexafluorophosphonate, -Methoxyphenyldiphenylsulfonium hexafluoroal Sulfonate, 4-methoxyphenyl diphenyl sulfonium trifluoromethanesulfonate,
4-methoxyphenyldiphenylsulfonium trifluoroacetate, 4-methoxyphenyldiphenylsulfonium-p-trienesulfonate, 4-phenylthiophenyldiphenyltetrafluoroborate, 4-phenylthiophenyldiphenylhexafluorophosphonate, 4-phenylthiophenyldiphenylhexa And triarylsulfonium salts such as fluoroarsenate, 4-phenylthiophenyldiphenyltrifluoromethanesulfonate, 4-phenylthiophenyldiphenyltrifluoroacetate, and 4-phenylthiophenyldiphenyl-p-toluenesulfonate.

The above photoacid generator is used in an amount of 3 to 20% by weight, preferably 5 to 15% by weight, based on the total solid content of the photosensitive coloring composition.
Used in an amount of t%. Photoacid generator is 3
If the amount is less than wt%, a sufficient amount of radicals will not be generated by exposure, and the crosslinking between the resin and the crosslinking agent will not proceed sufficiently. As a result, the residual film ratio after development is reduced, and the heat resistance and chemical resistance of the pattern Worsens. If it exceeds 20 wt%, the pattern tends to swell.

The crosslinking agent used in the photosensitive coloring composition of the present invention includes melamines, guanamines and urea resins. Examples of the melamine include dimethylol (butyrol) melamine, trimethylol (butyrol) melamine, tetramethylol (butyrol) melamine, pentamethylol (butyrol) melamine and the like, partially methylol (butyrol) melamine, hexamethylol (butyrol) melamine, and methylol melamine. Alternatively, an alkylated butylol melamine and the like can be mentioned. Examples of guanamines include acetoguanamine, benzoguanamine, partially methylolated benzoguanamine, tetramethylol benzoguanamine, and alkylated products of these benzoguanamines. Examples of the urea resin include dimethylol urea, methylated dimethylol urea, butylated dimethylol urea, dimethylol ethylene urea, dimethylol propylene urea, dimethylol triazone, dimethylol uron, tetramethylol glyoxal urein, and the like. Such melamines, guanamines or urea resins are used in an amount of 1 to 50 parts by weight based on 100 parts by weight of the resin.

Solvents used in the photosensitive coloring composition of the present invention include methanol, ethanol, toluene, xylene, ethyl cellosolve, ethyl cellosolve acetate, methyl cellosolve, methyl cellosolve acetate, diglyme, cyclohexanone, ethylbenzene, isoamyl acetate, and acetic acid. n-amyl, propylene glycol monomethyl ether (acetate), propylene glycol monoethyl ether (acetate), diethylene glycol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, triethylene glycol, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, liquid Polyethylene glycol, 1-methoxy-2-
Propanol, dipropylene glycol, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, ethyl lactate, ethyl ethoxypropionate and the like are used. Since the solubility differs depending on the composition of the resin, the photoacid generator and the like, a single or plural solvents are appropriately selected.

As the dispersant used in the photosensitive coloring composition of the present invention, there are a wide range of dispersants such as a surfactant, a pigment intermediate, a dye intermediate, and a polymer dispersant. Preferably, it is a derivative of an organic dye, and the organic dye serving as a parent is an azo-based, phthalocyanine-based, quinacridone-based, anthraquinone-based, berylen-based, thioindico-based,
Gioxane and metal complex salts. Derivatives having a substituent on these organic dyes are effectively used for dispersing the dye. As the substituent, a hydroxyl group, a carboxyl group,
It is a sulfone group, a carbonamide group, a sulfonamide group, or any of the substituents represented by the following chemical formulas (1) to (6). This derivative has at least one substituent among the above substituents. The amount of the dispersant added is preferably about 1 to 10% by weight of the pigment.

[0029]

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[0030]

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[0031]

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[0032]

EXAMPLES Examples of the photosensitive coloring composition of the present invention and a color filter using the photosensitive coloring composition will be described below. <Example 1> (Preparation of photosensitive coloring composition) In order to prepare the photosensitive coloring composition of the present invention, first, a pigment and a solvent are blended as a resin and a pigment, and the pigment is dispersed by bead mill dispersion. Next, a dye, a resin, a crosslinking agent, and
A photosensitive coloring composition is prepared by adding a photoacid generator and a solvent.

As a resin which is cured by an acid, (a) 18.8 parts of hydroxyethyl methacrylate, (b) 12.5 parts of methyl methacrylate, and (c) 68.8 parts of butyl methacrylate are dissolved in 300 parts of ethyl cellosolve, and nitrogen is dissolved. Under an atmosphere, 0.75 parts of azoisobutyronitrile was added, and the mixture was reacted at 70 ° C. for 5 hours to obtain. The weight average molecular weight of the obtained resin was 40 × 10 ^{3 in} terms of GPC and polystyrene.
Met. The obtained resin was diluted with cyclohexanone to a resin concentration of 20%. This diluted resin liquid 9
0.11 g of green pigment C.I. I. Pig. No. 7
Was added, and 0.89 g of Solsperse (trade name of Zeneca Corporation) was added, and the mixture was sufficiently kneaded with a three-roll mill to produce a green varnish. Next, the oil-soluble dye C.I. I. solvent Yellow 162 to 0.09
g and stirred to prepare a green colored composition.

Subsequently, 30 g of the obtained green colored resin was obtained.
24.205 g of resin and crosslinking agent MW-30M
(Trade name of Sanwa Chemical Co., Ltd.) 0.392 g, 2-
0.670 g of (4′-methoxy-1′-naphthyl) -4,6-bis (trichloromethyl) -s-triazine,
22.172 g of cyclohexanone was added and stirred well to prepare a photosensitive coloring composition.

(Preparation of Color Filter) First, the green photosensitive coloring composition was spin-coated on a substrate (2000).
r. p. m. (5 seconds) and dried. After prebaking at 90 ° C. for 1 minute, exposure was performed using a mask having a pixel size of 30 μm × 100 μm. The exposure amount was 75 mJ / cm ² . Next, a chemical amplification treatment was performed by heating at 115 ° C. for 1 minute. Subsequently, development and washing were performed with a 1% sodium carbonate solution, and post-baking was performed at 230 ° C. for 1 hour to fix the pattern.

[0036]

Comparative Example 1 A non-chemically amplified photosensitive coloring composition utilizing an acid-catalyzed reaction was used. (Preparation of photosensitive coloring composition) As the resin, (a) 20 parts of methacrylic acid, (b) 15 parts of 2-hydroxyethyl methacrylate, (c) 10 parts of methyl methacrylate,
(D) 55 parts of butyl methacrylate were dissolved in 300 parts of ethyl cellosolve, and 0.75 parts of azoisobutyronitrile was added thereto under a nitrogen atmosphere, followed by reaction at 70 ° C. for 5 hours.
The weight average molecular weight of the obtained resin was 40 × 10 ³ in terms of GPC and polystyrene. The obtained resin was diluted with ethyl cellosolve to a resin concentration of 20%.
The green pigment C.I. I. P
ig. No. 7.91 of yellow pigment C.I. I. Pig
No. 12, and 0.9 g of Solsperse (trade name of Zeneca Corporation) were added, and the mixture was dispersed in a bead mill to prepare a green varnish.

For 30 g of the green varnish, resin 2
4.205 g, 6.152 g of dipentaerythritol hexaacrylate, 1.230 g of 2- (4'-methoxy-1'-naphthyl) -4,6-bis (trichloromethyl) -s-triazine, 52.983 of cyclohexanone
g was added and stirred well to prepare a photosensitive coloring composition.

(Preparation of Color Filter) A color filter was prepared in the same manner as in Example 1 and the performance was measured in the same manner.

[0039]

Comparative Example 2 (Preparation of photosensitive coloring composition) As a resin, a 1: 1 copolymer of p-hydroxystyrene and methyl methacrylate (trade name Marukalinker CCM manufactured by Maruzen Petrochemical Co., Ltd.) was used. MW-30M used as a crosslinking agent
(Trade name of Sanwa Chemical Co., Ltd.), 2
-(4'-methoxy-1'-naphthyl) -4,6-bis (trichloromethyl) -s-triazine, cyclohexanone as a solvent, Solsperse S240 as a dispersant
00GR and S5000 in a ratio of 1: 1 (trade name of Zeneca Corporation), a green pigment C.I. I. Pig. No. 7, yellow dye C.I. I. Solvent Yellow 162 was used.
First, a resin, a pigment, and a dispersant were dispersed by a disperser, and then a dye, a crosslinking agent, and a photoacid generator were added to prepare a photosensitive coloring composition. This composition ratio is such that green pigment is 8.
91 g, dispersant 0.89 g, yellow dye 0.09 g, cross-linking agent 4.0 g, photoacid generator 1.0 g, and a solvent so that the total solid content in the photosensitive coloring composition becomes 20% by weight. Is added.

(Preparation of Color Filter) A color filter was prepared in the same manner as in Example 1 and the performance was measured in the same manner.

The performance of the obtained color filter is shown in Table 1. As shown in Table 1, the sensitivity of the chemically amplified photosensitive coloring composition other than Comparative Example 1 is good.
The heat resistance was measured by measuring the spectral peak transmittance of the color filter after post-baking. The photosensitive coloring compositions other than Comparative Example 2 had good performance.

[0042]

[Table 1]

[0043]

According to the present invention, there is provided a photosensitive coloring composition containing a resin curable by an acid, a cross-linking agent, a photoacid generator, and a dye as main components, wherein the dye is a mixture of a dye and a pigment. It is a material with good storage stability that does not increase in viscosity with the passage of time.When used in production, it has high sensitivity, and it is easy to control factors that affect spectral characteristics, and stable production is possible. As a color filter, it is possible to provide a photosensitive coloring composition which is excellent in heat resistance and weather resistance and can provide a color filter excellent in resolution, spectral transmittance, contrast and the like.

In addition, the present invention relates to a method for preparing the dye P
Since H is 7 or less, it is possible to provide a photosensitive coloring composition which prevents an adverse effect on a curing reaction caused by acid trapping by a dye accompanying an acid catalyzed reaction. Further, in the present invention, the mixing ratio of the dye and the pigment in the mixture is 0.1% by weight.
Since the ratio is 1: 99.9 to 30:70, a photosensitive coloring composition having good storage stability, resolution, spectral transmittance, contrast, heat resistance, weather resistance, and the like can be provided.

Further, in the present invention, since the main component of the resin cured by the acid is an acrylic copolymer having an alcoholic hydroxyl group and / or a carboxylic acid group, the pattern adhesion after development is good, It is possible to provide a photosensitive coloring composition which has a wide development latitude and is less likely to overhang (reversely tapered) even if the development is performed excessively.

Further, the present invention can provide a color filter which is excellent in heat resistance and weather resistance and excellent in resolving power, spectral transmittance, contrast and the like by using the above-mentioned photosensitive coloring composition.

──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. ⁶ Identification code FI C08L 101/00 C08L 101/00 C09D 133/00 C09D 133/00 201/00 201/00

Claims (6)

[Claims] 1. A photosensitive coloring composition comprising a resin curable by an acid, a crosslinking agent, a photoacid generator, and a dye, wherein the dye is a mixture of a dye and a pigment. Coloring composition. 2. The photosensitive colored composition according to claim 1, wherein the pH of the dye in the mixture is 7 or less. 3. A photosensitive coloring composition according to claim 1, wherein the mixture ratio of the dye and the pigment in the mixture is 0.1: 99.9 to 30:70 by weight. Stuff. 4. The method according to claim 1, wherein the main component of the resin cured by the acid is an acrylic copolymer having an alcoholic hydroxyl group and / or a carboxylic acid group. The photosensitive coloring composition according to the above. 5. A weight ratio of the monomer having an alcoholic hydroxyl group and / or a carboxylic acid group in the acrylic copolymer is 5 to 50% by weight.
The photosensitive coloring composition according to the above. 6. A color filter using the photosensitive coloring composition according to claim 1.