JP2000155209A - Radiation sensitive composition for color filter - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a radiation sensitive composition for a color filter, which has excellent development property without occurring defect or stripping off of pixel pattern in developing stage and excellent mechanical strength after film-forming, and also gives a good pattern shape and further does not generate defective display such as image seizing in using for a display panel. SOLUTION: This radiation sensitive composition for a color filter contains a pigment A, an alkali soluble resin B, a multi functional monomer C, a photopolymerization initiator D and a solvent E, in which the pigment A is dispersed by a dispersing agent containing a compound having a urethane linkage.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a radiation-sensitive composition for a color filter used for producing a color filter used for a color liquid crystal display device, a color image pickup tube element and the like.

[0002]

2. Description of the Related Art A color filter used in a color liquid crystal display device, a color image pickup tube element or the like irradiates a coating film of a photosensitive resin with radiation through a photomask to cure a radiation-irradiated portion, and then performs a developing process. After the pattern is formed by removing the unirradiated portion of the coating film to form a pattern, a method of dyeing (dyeing method) or a composition obtained by dispersing or dissolving a colorant in a photosensitive resin is the same as described above. It is manufactured by a method such as a photolithography method of forming a coating film, irradiating and developing on a color filter. The colorants of these color filters include three primary colors of red, green and blue, and especially a color imaging tube. In some cases, combinations of complementary colors of cyan, magenta, and yellow have also been used. In recent years, reflecting the high quality of color liquid crystal display devices and color image pickup tube elements and the expansion of applications, radiation-sensitive compositions used for color filters include developability, adhesion to substrates, and patterning. Further improvements are required in shape, mechanical strength after film formation, display performance, and the like.

[0003]

SUMMARY OF THE INVENTION The present invention has been made in view of the above circumstances, and an object of the present invention is to prevent a pixel pattern from being lost or peeled off during development.
Provide a radiation-sensitive composition for a color filter that has excellent developability, excellent mechanical strength after film formation, and good pattern shape, and does not cause display defects such as image sticking when formed into a display panel. Is to do.

[0004]

The present invention firstly provides:
A radiation-sensitive composition for a color filter, comprising (A) a pigment, (B) an alkali-soluble resin, (C) a polyfunctional monomer, (D) a photopolymerization initiator, and (E) a solvent,
(A) A radiation-sensitive composition for a color filter (hereinafter, also referred to as a "first invention"), wherein a pigment is dispersed by a dispersant containing a compound having a urethane bond.

Second, the present invention is characterized in that the compound having a urethane bond, which is a dispersing agent, comprises a compound which becomes insoluble in a polar solvent when heat-treated at a temperature of 150 ° C. or more for 30 minutes or more. The radiation-sensitive composition for a color filter of the present invention (hereinafter, also referred to as "second invention").

Thirdly, the present invention is characterized in that the compound having a urethane bond as a dispersant is a compound having an acid value of 5 to 25 mgKOH / g and an amine value of 0 mgKOH / g. Alternatively, the radiation-sensitive composition for color filters of the second invention (hereinafter, also referred to as “third invention”).

Fourth, the present invention is characterized in that the compound having a urethane bond, which is a dispersant, comprises a compound having an amine value of 5 to 25 mgKOH / g and an acid value of 0 mgKOH / g. Alternatively, the radiation-sensitive composition for a color filter of the second invention (hereinafter, also referred to as “fourth invention”).

Fifth, the first invention, the second invention, and the third invention are characterized in that the compound having a urethane bond as a dispersant is a compound having a voltage holding ratio of 80% or more.
The radiation-sensitive composition for a color filter of the invention or the fourth invention (hereinafter, also referred to as “fifth invention”).

Sixth, the present invention is characterized in that the (A) pigment contains CI Pigment Green 7 and / or CI Pigment Green 36,
A radiation-sensitive composition for a color filter according to the third invention, the fourth invention or the fifth invention (hereinafter, also referred to as a "sixth invention");
Consists of

Hereinafter, the present invention will be described in detail. (A) Pigment The pigment in the present invention is not particularly limited in color tone, is appropriately selected according to the use of the color filter, and may be an organic pigment or an inorganic salt called an inorganic pigment or an extender pigment. Since high definition color development and heat resistance are required for the color filter, the pigment in the present invention is preferably a pigment having high color development and high heat resistance, particularly a pigment having high thermal decomposition resistance, and especially an organic pigment. Is preferred. Examples of the organic pigment include a color index (CI; Th;
Compounds that are classified as Pigments in the Society of Dyers and Colorists (e.g., e Society of Dyers and Colorists), and specifically those having the following color index (CI) numbers can be mentioned.

CI Pigment Yellow 1, CI Pigment Yellow 3, CI Pigment Yellow 12, CI Pigment Yellow 13, CI Pigment Yellow 14, C.I.
I. Pigment Yellow 15 and CI Pigment Yellow 1
6, CI Pigment Yellow 17, CI Pigment Yellow 20, CI Pigment Yellow 24, CI Pigment Yellow 31, CI Pigment Yellow 55, CI Pigment Yellow 60, CI Pigment Yellow 61,
CI Pigment Yellow 65, CI Pigment Yellow 71, CI Pigment Yellow 73, CI Pigment Yellow 74, CI Pigment Yellow 81, CI Pigment Yellow 83, CI Pigment Yellow 93, CI
Pigment Yellow 95, CI Pigment Yellow 9
7, CI Pigment Yellow 98, CI Pigment Yellow 100, CI Pigment Yellow 101, CI Pigment Yellow 104, CI Pigment Yellow 10
6, CI Pigment Yellow 108, CI Pigment Yellow 109, CI Pigment Yellow 110, CI Pigment Yellow 113, CI Pigment Yellow 11
4, CI Pigment Yellow 116, CI Pigment Yellow 117, CI Pigment Yellow 119, CI Pigment Yellow 120, CI Pigment Yellow 12
6, CI Pigment Yellow 127, CI Pigment Yellow 128, CI Pigment Yellow 129, CI Pigment Yellow 138, CI Pigment Yellow 13
9, CI Pigment Yellow 150, CI Pigment Yellow 151, CI Pigment Yellow 152, CI Pigment Yellow 153, CI Pigment Yellow 15
4, CI Pigment Yellow 155, CI Pigment Yellow 156, CI Pigment Yellow 166, CI Pigment Yellow 168, CI Pigment Yellow 17
5, CI Pigment Yellow 180, CI Pigment Yellow 185;

CI Pigment Orange 1, CI Pigment Orange 5, CI Pigment Orange 13, CI Pigment Orange 14, CI Pigment Orange 16, C.I.
I. Pigment Orange 17, CI Pigment Orange 2
4, CI Pigment Orange 34, CI Pigment Orange 36, CI Pigment Orange 38, CI Pigment Orange 40, CI Pigment Orange 43, CI Pigment Orange 46, CI Pigment Orange 49,
CI Pigment Orange 51, CI Pigment Orange 61, CI Pigment Orange 63, CI Pigment Orange 64, CI Pigment Orange 71, CI Pigment Orange 73;

CI Pigment Red 1, CI Pigment Red 2, CI Pigment Red 3, CI Pigment Red 4, CI Pigment Red 5, CI Pigment Red 6, CI Pigment Red 7, CI Pigment Red 8, CI Pigment Red 9, CI Pigment Red 1
0, CI Pigment Red 11, CI Pigment Red 12, CI Pigment Red 14, CI Pigment Red 15, CI Pigment Red 16, CI Pigment Red 17, CI Pigment Red 18, CI Pigment Red 19, CI Pigment Red 21, CI Pigment Red 22, CI Pigment Red 23, CI Pigment Red 30, CI Pigment Red 31, CI Pigment Red 32, CI Pigment Red 37, CI Pigment Red 38, CI Pigment Red 40, CI
Pigment Red 41, CI Pigment Red 42, C.I.
I. Pigment Red 48: 1, CI Pigment Red 4
8: 2, CI Pigment Red 48: 3, CI Pigment Red 48: 4, CI Pigment Red 49: 1, C.I.
I. Pigment Red 49: 2, CI Pigment Red 5
0: 1, CI Pigment Red 52: 1, CI Pigment Red 53: 1, CI Pigment Red 57, CI Pigment Red 57: 1, CI Pigment Red 57:
2, CI Pigment Red 58: 2, CI Pigment Red 58: 4, CI Pigment Red 60: 1, CI Pigment Red 63: 1, CI Pigment Red 63:
2, CI Pigment Red 64: 1, CI Pigment Red 81: 1, CI Pigment Red 83, CI Pigment Red 88, CI Pigment Red 90: 1, CI
Pigment Red 97, CI Pigment Red 101,
CI Pigment Red 102, CI Pigment Red 1
04, CI Pigment Red 105, CI Pigment Red 106, CI Pigment Red 108, CI Pigment Red 112, CI Pigment Red 113, CI
Pigment Red 114, CI Pigment Red 12
2, CI Pigment Red 123, CI Pigment Red 144, CI Pigment Red 146, CI Pigment Red 149, CI Pigment Red 150, CI Pigment Red 151, CI Pigment Red 166,
CI Pigment Red 168, CI Pigment Red 1
70, CI Pigment Red 171, CI Pigment Red 172, CI Pigment Red 174, CI Pigment Red 175, CI Pigment Red 176, CI
Pigment Red 177, CI Pigment Red 17
8, CI Pigment Red 179, CI Pigment Red 180, CI Pigment Red 185, CI Pigment Red 187, CI Pigment Red 188, CI Pigment Red 190, CI Pigment Red 193,
CI Pigment Red 194, CI Pigment Red 2
02, CI Pigment Red 206, CI Pigment Red 207, CI Pigment Red 208, CI Pigment Red 209, CI Pigment Red 215, CI
Pigment Red 216, CI Pigment Red 22
0, CI Pigment Red 224, CI Pigment Red 226, CI Pigment Red 242, CI Pigment Red 243, CI Pigment Red 245, CI Pigment Red 254, CI Pigment Red 255,
CI Pigment Red 264, CI Pigment Red 2
65;

CI Pigment Violet 1, CI Pigment Violet 19, CI Pigment Violet 23, CI Pigment Violet 29, CI Pigment Violet 32, CI Pigment Violet 3
6, CI Pigment Violet 38; CI Pigment Blue 15, CI Pigment Blue 15: 3, CI Pigment Blue 15: 4, CI Pigment Blue 15:
6, CI Pigment Blue 60; CI Pigment Green 7, CI Pigment Green 36; CI Pigment Brown 23, CI Pigment Brown 25; CI Pigment Black 1, Pigment Black 7.

Specific examples of the inorganic or extender pigments include titanium oxide, barium sulfate, calcium carbonate,
Zinc white, lead sulfate, yellow lead, zinc yellow, red iron oxide (III), cadmium red, ultramarine, navy blue, chrome oxide green,
Examples thereof include cobalt green, amber, titanium black, synthetic iron black, and carbon black. Each of the pigments is preferably purified by a sulfuric acid recrystallization method, a solvent washing method, a combination thereof, or the like. Each pigment can be used after modifying the particle surface with a polymer. As the pigment in the invention, those containing CI Pigment Green 7 and / or CI Pigment Green 36 are particularly preferable. In the present invention, pigments can be used alone or in combination of two or more.

-Urethane Dispersant- The pigment in the present invention is dispersed by a dispersant containing a compound having a urethane bond (hereinafter, referred to as "urethane dispersant"). Urethane bonds are generally represented by the formula R
-NH-COO-R '(where R and R' are aliphatic,
An alicyclic or aromatic monovalent or polyvalent organic group,
The polyvalent organic group is further bonded to a group having a urethane bond or another group. ), And can be present in a lipophilic group and / or a hydrophilic group in the urethane-based dispersant, and can be present in a main chain and / or a side chain of the urethane-based dispersant. One or more can be present in the dispersant. When two or more urethane bonds are present in the urethane-based dispersant, each urethane bond may be the same or different. Such a urethane-based dispersant can be, for example, cationic, anionic, nonionic, or amphoteric, and can also have a silicone-based, fluorine-based, or other structure.

The urethane-based dispersant can be characterized by the presence or absence of insolubilization by heat treatment, the acid value, the amine value, and the voltage holding ratio. As the urethane-based dispersant, 150 ° C. or higher, preferably 150 to 2
When heat-treated at 50 ° C. for 30 minutes or more, preferably 30 to 90 minutes, it is insoluble in polar solvents such as N, N-dimethylformamide, N, N-dimethylacetamide, N-methylpyrrolidone, and γ-butyrolactone. Is desirable. The urethane-based dispersant has an acid value of 5 to 25 mg KOH / g, preferably 8 to 20 mg KOH / g and an amine value of 0 mg KOH / g, or an amine value of 5 to 25 mg KOH / g.
g, preferably 8 to 20 mg KOH / g and an acid value of 0 mg KOH / g. The urethane-based dispersant preferably has a voltage holding ratio of 80% or more, preferably 85% or more. In this case, the voltage holding ratio was determined by dissolving a 1% by weight urethane-based dispersant in a mixture of components obtained by removing the colorant from the radiation-sensitive composition of the present invention.
After coating on a substrate having an indium oxide (ITO) film formed on its surface to form a dry coating film, and then irradiating with radiation,
For a liquid crystal cell assembled using a substrate obtained by performing post-baking at a temperature of about 0 to 250 ° C., a holding time of 1
It is measured under the condition of 6.7 milliseconds.

Examples of such urethane-based dispersants include reaction products of diisocyanates and / or triisocyanates with polyesters having hydroxyl groups at one end and / or polyesters having hydroxyl groups at both ends. Things can be mentioned. Examples of the diisocyanates include benzene diisocyanates such as benzene-1,3-diisocyanate and benzene-1,4-diisocyanate; toluene-2,4-diisocyanate and toluene-2. , 5-diisocyanate, toluene-2,6-diisocyanate, toluene-3,5-
Toluene diisocyanates such as diisocyanate;
1,2-xylene-3,5-diisocyanate, 1,2
-Xylene-3,6-diisocyanate, 1,2-xylene-4,6-diisocyanate, 1,3-xylene-
2,4-diisocyanate, 1,3-xylene-2,5
-Diisocyanate, 1,3-xylene-2,6-diisocyanate, 1,3-xylene-4,6-diisocyanate, 1,4-xylene-2,5-diisocyanate, 1,4 Aromatic diisocyanates such as xylene diisocyanates such as -xylene-2,6-diisocyanate; and the triisocyanates include, for example, benzene-1,2,4- Benzene triisocyanates such as triisocyanate, benzene-1,2,5-triisocyanate, benzene-1,3,5-triisocyanate; toluene-2,3,5-
Triisocyanate, toluene-2,3,6-triisocyanate, toluene-2,4,5-triisocyanate, toluene-2,4,6-triisocyanate, toluene-3,4,6-triisocyanate Nart, toluene-
Toluene isocyanates such as 3,5,6-triisocyanate, 1,2-xylene-3,4,6-triisocyanate, 1,2-xylene-3,5,6-triisocyanate, 1,3-xylene-2,4,5-triisocyanate, 1,3-xylene-2,4,6-triisocyanate, 1,3-xylene-3,4,5-triisocyanate, 1,4 And aromatic triisocyanates such as xylene triisocyanates such as -xylene-2,3,5-triisocyanate and 1,4-xylene-2,3,6-triisocyanate. These diisocyanates and triisocyanates can be used alone or in combination of two or more.

Examples of the polyesters having a hydroxyl group at one end or the polyesters having a hydroxyl group at both ends include, for example, polycaprolactone having a hydroxyl group at one end or both ends, and polyester having a hydroxyl group at one end or both ends. Polylactones having a hydroxyl group at one or both terminals such as valerolactone, polypropiolactone having a hydroxyl group at one or both terminals; polyethylene terephthalate having a hydroxyl group at one or both terminals, having a hydroxyl group at one or both terminals Polycondensation polyesters having a hydroxyl group at one end or both ends such as polybutylene terephthalate can be exemplified. These polyesters having a hydroxyl group at one end and polyesters having a hydroxyl group at both ends can be used alone or in combination of two or more.

The urethane dispersant in the present invention is preferably a reaction product of an aromatic diisocyanate and a polylactone having a hydroxyl group at one end and / or a polylactone having a hydroxyl group at both ends. A reaction product of an isocyanate and a polycaprolactone having a hydroxyl group at one terminal and / or a polycaprolactone having a hydroxyl group at both terminals is preferable.

Specific examples of the urethane-based dispersant having at least one of the above properties include trade names such as EF
KA-46, 47 (F-Car Chemicals BB)
FKA), Disperbyk (by BYK), Dispalon (by Kusumoto Kasei Co., Ltd.) and the like. The weight average molecular weight in terms of polystyrene (hereinafter simply referred to as “weight average molecular weight”) of the urethane-based dispersant measured by gel permeation chromatography (GPC) is usually 5,000 to 50,000,
Preferably it is 7,000-20,000. In the present invention, the urethane dispersants can be used alone or as a mixture of two or more. The amount of the urethane-based dispersant is usually 0.5 to 1 based on 100 parts by weight of the pigment.
00 parts by weight, preferably 1 to 70 parts by weight, more preferably 10 to 50 parts by weight. In this case, if the amount of the urethane-based dispersant is less than 0.5, the stability of the pigment dispersion tends to decrease, while if it exceeds 100 parts by weight, the performance such as developability as a colored resist may deteriorate. It may be damaged.

In the present invention, a dispersing aid can be used in combination with a urethane dispersant. Examples of the dispersion aid include a copper phthalocyanine sulfonic acid compound. Specific examples of the copper phthalocyanine sulfonic acid compound include copper phthalocyanine sulfonic acid, copper phthalocyanine sulfonic acid ammonium, copper phthalocyanine sulfonic acid tetramethyl ammonium, copper phthalocyanine sulfonic acid tetraethyl ammonium, copper phthalocyanine sulfonic acid tetra-n-propyl ammonium, copper Examples thereof include tetra-i-propyl ammonium phthalocyanine sulfonate and tetra-n-butyl ammonium copper phthalocyanine sulfonate. These copper phthalocyanine sulfonic acid compounds can be used alone or in combination of two or more. The amount of the dispersing aid used is usually 20 parts by weight based on 100 parts by weight of the pigment.
It is at most 10 parts by weight, preferably at most 10 parts by weight, more preferably at most 5 parts by weight.

In the present invention, when the pigment is dispersed in the radiation-sensitive composition for a color filter with a urethane-based dispersant, the pigment and the urethane-based dispersant can be separately added. Along with urethane dispersant,
It is preferable to disperse the pigment dispersion in an appropriate solvent together with a dispersing aid in some cases, and to mix the pigment dispersion with other components constituting the radiation-sensitive composition for a color filter. As the solvent used in the pigment dispersion, the components constituting the radiation-sensitive composition for color filters are dispersed or dissolved, do not react with these components, and have an affinity with the solvent (E) described below. It can be appropriately selected and used as long as it has the appropriate volatility. Examples of such a solvent include the same solvents as the solvent (E) described below. These solvents can be used alone or in combination of two or more. The solid content concentration of the colorant dispersion is usually 10 to 50% by weight, preferably 20 to 40% by weight.

(B) Alkali-Soluble Resin As the alkali-soluble resin in the present invention, (A) acts as a binder for a colorant and is soluble in an alkali developing solution used in a developing step in the production of a color filter. As long as it is, an appropriate polymer can be used. Examples of such an alkali-soluble resin include a polymer having an acidic functional group such as a carboxyl group and a phenolic hydroxyl group. Among the alkali-soluble resins, examples of the alkali-soluble resin having a carboxyl group include (co) ethylenically unsaturated monomers having one or more carboxyl groups (hereinafter, simply referred to as “carboxyl group-containing unsaturated monomers”). Examples of the (co) polymer of the carboxyl group-containing unsaturated monomer include a carboxyl group-containing unsaturated monomer and another copolymerizable ethylenically unsaturated monomer (hereinafter, simply referred to as “other (Hereinafter, simply referred to as “carboxyl group-containing copolymer (b)”). As the carboxyl group-containing unsaturated monomer, for example, unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, α-chloroacrylic acid, and cinnamic acid; maleic acid, maleic anhydride, fumaric acid, itaconic acid, Unsaturated dicarboxylic acids (anhydrides) such as itaconic anhydride, citraconic acid, citraconic anhydride and mesaconic acid; trivalent or higher unsaturated polycarboxylic acids (anhydrides)
And the like; mono (2-acryloyloxyethyl) succinate,
Mono [2- (meth) acryloyloxyethyl of non-polymerizable dicarboxylic acids such as mono (2-methacryloyloxyethyl) succinate, mono (2-acryloyloxyethyl) phthalate, mono (2-methacryloyloxyethyl) phthalate and the like ) Esters, ω-carboxypolycaprolactone monoacrylate, ω-carboxypolycaprolactone monomethacrylate and the like. These carboxyl group-containing unsaturated monomers can be used alone or in combination of two or more.

Other unsaturated monomers include, for example, styrene, α-methylstyrene, o-vinyltoluene, m-vinyltoluene, p-vinyltoluene, o-chlorostyrene, m-chlorostyrene, p-chlorostyrene. Styrene, o-methoxystyrene, m-methoxystyrene, p
-Methoxystyrene, o-vinylbenzyl methyl ether, m-vinylbenzyl methyl ether, p-vinylbenzyl methyl ether, o-vinylbenzyl glycidyl ether, m-vinylbenzyl glycidyl ether, p
Aromatic vinyl compounds such as vinylbenzyl glycidyl ether and indene; methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, n-propyl acrylate, n-propyl methacrylate, i-propyl acrylate, i-propyl methacrylate, n-butyl acrylate , N-butyl methacrylate, i-butyl acrylate, i-butyl methacrylate, sec-butyl acrylate, sec-butyl methacrylate, t-butyl acrylate, t-butyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2- Hydroxypropyl acrylate, 2-hydroxypropyl methacrylate, 3-hydroxypropyl acrylate,
3-hydroxypropyl methacrylate, 2-hydroxybutyl acrylate, 2-hydroxybutyl methacrylate, 3-hydroxybutyl acrylate, 3-hydroxybutyl methacrylate, 4-hydroxybutyl acrylate, 4-hydroxybutyl methacrylate, allyl acrylate, allyl methacrylate, benzyl acrylate , Benzyl methacrylate, cyclohexyl acrylate, cyclohexyl methacrylate, phenyl acrylate, phenyl methacrylate, 2-methoxyethyl acrylate, 2-methoxyethyl methacrylate, 2-phenoxyethyl acrylate, 2-phenoxyethyl methacrylate, methoxydiethylene glycol acrylate, methoxydiethylene glycol methacrylate, meth Citriethylene glycol acrylate, methoxytriethylene glycol methacrylate, methoxypropylene glycol acrylate, methoxypropylene glycol methacrylate, methoxydipropylene glycol acrylate, methoxydipropylene glycol methacrylate, isobornyl acrylate, isobornyl methacrylate, dicyclopentadienyl acrylate, Unsaturated carboxylic esters such as dicyclopentadienyl methacrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-hydroxy-3-phenoxypropyl methacrylate; 2-aminoethyl acrylate, 2-aminoethyl methacrylate, 2-dimethyl Aminoethyl acrylate, 2-dimethylaminoethyl methacrylate, - aminopropyl acrylate, 2-aminopropyl methacrylate,
2-dimethylaminopropyl acrylate, 2-dimethylaminopropyl methacrylate, 3-aminopropyl acrylate, 3-aminopropyl methacrylate, 3
-Unsaturated carboxylic acid aminoalkyl esters such as dimethylaminopropyl acrylate and 3-dimethylaminopropyl methacrylate; unsaturated carboxylic acid glycidyl esters such as glycidyl acrylate and glycidyl methacrylate; vinyl acetate, vinyl propionate, vinyl butyrate and benzoic acid Carboxylic acid vinyl esters such as vinyl; unsaturated ethers such as vinyl methyl ether, vinyl ethyl ether, allyl glycidyl ether, methallyl glycidyl ether; cyanidation such as acrylonitrile, methacrylonitrile, α-chloroacrylonitrile, vinylidene cyanide, etc. Vinyl compound; acrylamide, methacrylamide, α-chloroacrylamide, N- (2
Unsaturated amides such as -hydroxyethyl) acrylamide, N- (2-hydroxyethyl) methacrylamide, N-methylolacrylamide and N-methylolmethacrylamide; unsaturated imides such as maleimide, N-cyclohexylmaleimide and N-phenylmaleimide Kind; 1,
Aliphatic conjugated dienes such as 3-butadiene, isoprene and chloroprene; at the terminal of a polymer molecular chain such as polystyrene, polymethyl acrylate, polymethyl methacrylate, poly-n-butyl acrylate, poly-n-butyl methacrylate and polysiloxane Examples include macromonomers having a monoacryloyl group or a monomethacryloyl group. These other unsaturated monomers can be used alone or in combination of two or more.

As the carboxyl group-containing copolymer (b), acrylic acid and / or methacrylic acid are essential, and in some cases, mono (2-acryloyloxyethyl) succinate and / or mono (2-methacryloyloxysuccinate) are used. Ethyl) and a carboxyl group-containing unsaturated monomer, styrene, methyl acrylate, methyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, allyl acrylate, allyl methacrylate, benzyl acrylate, benzyl methacrylate, N-phenylmaleimide , A copolymer with at least one other unsaturated monomer selected from the group of polystyrene macromonomer and polymethyl methacrylate macromonomer (hereinafter, referred to as
It is referred to as “carboxyl group-containing copolymer (I)”. Is preferred.

Specific examples of the carboxyl group-containing copolymer (I) include (meth) acrylic acid / methyl (meth) acrylate copolymer, (meth) acrylic acid / benzyl (meth) acrylate copolymer, ) Acrylic acid / methyl (meth) acrylate / polystyrene macromonomer copolymer, (meth) acrylic acid / methyl (meth) acrylate / polymethyl methacrylate macromonomer copolymer, (meth) acrylic acid / 2-hydroxyethyl (meth) ) Acrylate / benzyl (meth) acrylate copolymer, (meth) acrylic acid / benzyl (meth) acrylate / polystyrene macromonomer copolymer, (meth)
Acrylic acid / benzyl (meth) acrylate / polymethyl methacrylate macromonomer copolymer, (meth) acrylic acid / 2-hydroxyethyl (meth) acrylate / benzyl (meth) acrylate / polystyrene macromonomer copolymer, (meth) acryl Acid / 2-hydroxyethyl (meth) acrylate / benzyl (meth) acrylate / polymethyl methacrylate macromonomer copolymer, methacrylic acid / styrene / benzyl methacrylate / N-phenylmaleimide copolymer, methacrylic acid / succinic acid mono (2 -Acryloyloxyethyl) / styrene / benzyl methacrylate / N-phenylmaleimide copolymer, methacrylic acid / mono (2-acryloyloxyethyl succinate) / styrene / allyl methacrylate / N-phenylmer It can be mentioned imide copolymers.

Among these carboxyl group-containing copolymers (I), particularly, methacrylic acid / benzyl methacrylate / styrene copolymer, methacrylic acid / methyl methacrylate / styrene copolymer, methacrylic acid / benzyl methacrylate / styrene copolymer, Methacrylic acid / methyl methacrylate / polystyrene macromonomer copolymer, methacrylic acid / methyl methacrylate / polymethyl methacrylate macromonomer copolymer, methacrylic acid / benzyl methacrylate / polystyrene macromonomer copolymer, methacrylic acid / benzyl methacrylate / polymethyl methacrylate Macromonomer copolymer, methacrylic acid / 2-hydroxyethyl methacrylate / benzyl methacrylate / polystyrene macromonomer copolymer, methacrylic acid / 2- Mud methacrylate / benzyl methacrylate / polymethyl methacrylate macromonomer copolymers.

The copolymerization ratio of the carboxyl group-containing unsaturated monomer in the carboxyl group-containing copolymer (b) is as follows:
Usually, it is 5 to 50% by weight, preferably 10 to 40% by weight. In this case, if the copolymerization ratio of the carboxyl group-containing unsaturated monomer is less than 5% by weight, the solubility of the obtained radiation-sensitive composition in an alkali developing solution tends to decrease. During development with a developing solution, the formed pixels tend to fall off the substrate or the surface of the pixels becomes rough. In particular, the carboxyl group-containing copolymer (b) containing the carboxyl group-containing unsaturated monomer at the specific copolymerization ratio has excellent solubility in an alkali developer, and the copolymer is used as a binder. The radiation-sensitive composition used as the non-dissolved material is very unlikely to remain after development with an alkaline developer, and it is difficult to cause background fouling, film residue, and the like in a region other than a portion where a pixel is formed on a substrate, Moreover, the pixel obtained from the composition does not dissolve excessively in the alkali developing solution, has excellent adhesion to the substrate, and does not have a risk of falling off the substrate. The weight average molecular weight of the carboxyl group-containing copolymer (b) is preferably from 3,000 to 300,000, more preferably from 5,000 to 100,000.

Further, an alkali-soluble polyester resin can be used as the alkali-soluble resin.
As such a polyester resin, polylactic acid having a relatively low molecular weight is particularly preferable. The weight average molecular weight of the polylactic acid is usually 3,000 to 300,000, preferably 5,000 to 100,000. Examples of the alkali-soluble resin having a phenolic hydroxyl group include a (co) polymer of a phenolic hydroxyl group-containing aromatic vinyl compound and a phenol novolak resin. Examples of the phenolic hydroxyl group-containing aromatic vinyl compound include o-hydroxystyrene and m-hydroxystyrene.
-Hydroxystyrene, p-hydroxystyrene, o-
Hydroxy-α-methylstyrene, m-hydroxy-α
-Methylstyrene, p-hydroxy-α-methylstyrene and the like. These phenolic hydroxyl group-containing aromatic vinyl compounds can be used alone or in combination of two or more. The phenolic hydroxyl group-containing aromatic vinyl compound can optionally be copolymerized with one or more other copolymerizable ethylenically unsaturated monomers, such as the other unsaturated monomers. Examples of the phenol used in the phenol novolak resin include o-cresol, m-cresol, p-cresol, 2,3-xylenol, and 2,4.
-Xylenol, 2,5-xylenol, 3,4-xylenol, 3,5-xylenol, 2,3,5-trimethylphenol, 3,4,5-trimethylphenol and the like. For example, formaldehyde, trioxane, paraformaldehyde, benzaldehyde, acetaldehyde, propylaldehyde, phenylacetaldehyde, glyoxal, glutaraldehyde, terephthalaldehyde,
Isophthalaldehyde and the like can be mentioned. These phenols and aldehydes can be used alone or in combination of two or more.

The weight average molecular weight of the (co) polymer of the phenolic hydroxyl group-containing aromatic vinyl compound is preferably 1,
000 to 150,000, more preferably 3,000
And the weight average molecular weight of the phenol novolak resin is preferably from 1,000 to 150,000.
00, more preferably 1,500 to 80,000. In the present invention, the alkali-soluble resins can be used alone or in combination of two or more. The amount of the alkali-soluble resin used in the present invention is as follows: (A) Pigment 1
The amount is usually 10 to 1000 parts by weight, preferably 20 to 500 parts by weight, based on 00 parts by weight. In this case, if the amount of the alkali-soluble resin used is less than 10 parts by weight, for example,
Alkali developability may be reduced or background contamination or film residue may occur in areas other than the area where pixels are formed,
On the other hand, when the amount exceeds 1,000 parts by weight, the colorant concentration relatively decreases, so that it may be difficult to achieve the target color concentration as a thin film.

(C) Polyfunctional Monomer The polyfunctional monomer in the present invention comprises a monomer having two or more polymerizable ethylenically unsaturated bonds. Examples of such polyfunctional monomers include diacrylates or dimethacrylates of alkylene glycols such as ethylene glycol and propylene glycol; diacrylates or dimethacrylates of polyalkylene glycols such as polyethylene glycol and polypropylene glycol; Polyacrylates or polymethacrylates of trihydric or higher polyhydric alcohols such as methylolpropane, pentaerythritol, dipentaerythritol and the like and modified dicarboxylic acids thereof; polyester, epoxy resin, urethane resin, alkyd resin, silicone resin, spirane resin Oligoacrylates or oligomethacrylates, etc .; both ends hydroxypoly-1,3-butadiene, both ends hydroxypolyisoprene, both ends Hydroxy polycaprolactone other diacrylates or dimethacrylates of both-terminal hydroxylated polymers such as, can be mentioned tris acryloyloxyethyl phosphate, tris methacryloyloxyethyl phosphate and the like.

Of these polyfunctional monomers, polyacrylates or polymethacrylates of trihydric or higher polyhydric alcohols are preferred. Specifically, trimethylolpropane triacrylate, trimethylolpropane trimethacrylate, pentaerythritol triacrylate , Pentaerythritol trimethacrylate, pentaerythritol tetraacrylate, pentaerythritol tetramethacrylate, dipentaerythritol pentaacrylate, dipentaerythritol pentamethacrylate, dipentaerythritol hexaacrylate, dipentaerythritol hexamethacrylate,
Succinic acid-modified pentaerythritol triacrylate,
Examples thereof include succinic acid-modified pentaerythritol trimethacrylate, and in particular, trimethylolpropane triacrylate, pentaerythritol tetraacrylate, dipentaerythritol pentaacrylate,
Dipentaerythritol hexaacrylate and succinic acid-modified pentaerythritol triacrylate have high pixel strength, excellent smoothness of the pixel surface, and are unlikely to cause background contamination, film residue, etc. in areas other than the area where the pixels are formed. It is preferred in that respect.

In the present invention, the polyfunctional monomers can be used alone or as a mixture of two or more.
The amount of the polyfunctional monomer used in the present invention is usually 5 to 5 based on 100 parts by weight of the alkali-soluble resin (B).
00 parts by weight, preferably 20 to 300 parts by weight. In this case, if the amount of the polyfunctional monomer used is less than 5 parts by weight, the pixel strength or the smoothness of the pixel surface tends to decrease, while if it exceeds 500 parts by weight, for example, alkali developability decreases, There is a tendency for background contamination and film residue to occur easily in a region other than the portion where the pixels are formed.

(D) Photopolymerization Initiator The photopolymerization initiator in the present invention is capable of polymerizing the (C) polyfunctional monomer by irradiation with radiation such as visible light, ultraviolet light, far ultraviolet light, electron beam, and X-ray. Consists of a compound capable of generating an active species that can be initiated. Examples of such a photopolymerization initiator include a biimidazole compound having at least one main skeleton represented by the following formula (1), formula (2) or formula (3), a benzoin compound, or an acetophenone compound. Benzophenone-based compounds, α-diketone-based compounds, polynuclear quinone-based compounds, xanthone-based compounds, diazo-based compounds, and triazine-based compounds. Of these, biimidazole-based compounds are preferred.

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[0037]

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[0038]

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Specific examples of the biimidazole compound include 2,2'-bis (2-chlorophenyl) -4,
4 ′, 5,5′-tetrakis (4-methoxycarbonylphenyl) -1,2′-biimidazole, 2,2′-bis (2-chlorophenyl) -4,4 ′, 5,5′-tetrakis (4 -Ethoxycarbonylphenyl) -1,2 '
-Biimidazole, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetrakis (4-phenoxycarbonylphenyl) -1,2'-biimidazole,
2,2′-bis (2,4-dichlorophenyl) -4,
4 ', 5,5'-tetrakis (4-methoxycarbonylphenyl) -1,2'-biimidazole, 2,2'-bis (2,4-dichlorophenyl) -4,4', 5,5 '
-Tetrakis (4-ethoxycarbonylphenyl)-
1,2′-biimidazole, 2,2′-bis (2,4-
Dichlorophenyl) -4,4 ′, 5,5′-tetrakis (4-phenoxycarbonylphenyl) -1,2′-biimidazole, 2,2′-bis (2,4,6-trichlorophenyl) -4,4 ', 5,5'-tetrakis (4-
(Methoxycarbonylphenyl) -1,2′-biimidazole, 2,2′-bis (2,4,6-trichlorophenyl) -4,4 ′, 5,5′-tetrakis (4-ethoxycarbonylphenyl) -1 , 2'-biimidazole,
2,2'-bis (2,4,6-trichlorophenyl)-
4,4 ′, 5,5′-tetrakis (4-phenoxycarbonylphenyl) -1,2′-biimidazole, 2,
2'-bis (2-cyanophenyl) -4,4 ', 5.
5'-tetrakis (4-methoxycarbonylphenyl)
-1,2'-biimidazole, 2,2'-bis (2-cyanophenyl) -4,4 ', 5.5'-tetrakis (4
-Ethoxycarbonylphenyl) -1,2'-biimidazole, 2,2'-bis (2-cyanophenyl) -4,
4 ', 5,5'-tetrakis (4-phenoxycarbonylphenyl) -1,2'-biimidazole, 2,2'-
Bis (2-methylphenyl) -4,4 ′, 5,5′-tetrakis (4-methoxycarbonylphenyl) -1,
2′-biimidazole, 2,2′-bis (2-methylphenyl) -4,4 ′, 5,5′-tetrakis (4-ethoxycarbonylphenyl) -1,2′-biimidazole, 2,2 ′ -Bis (2-methylphenyl) -4,
4 ', 5,5'-tetrakis (4-phenoxycarbonylphenyl) -1,2'-biimidazole, 2,2'-
Bis (2-ethylphenyl) -4,4 ′, 5,5′-tetrakis (4-methoxycarbonylphenyl) -1,
2′-biimidazole, 2,2′-bis (2-ethylphenyl) -4,4 ′, 5,5′-tetrakis (4-ethoxycarbonylphenyl) -1,2′-biimidazole, 2,2 ′ -Bis (2-ethylphenyl) -4,
4 ', 5,5'-tetrakis (4-phenoxycarbonylphenyl) -1,2'-biimidazole, 2,2'-
Bis (2-phenylphenyl) -4,4 ', 5,5'-
Tetrakis (4-methoxycarbonylphenyl) -1,
2′-biimidazole, 2,2′-bis (2-phenylphenyl) -4,4 ′, 5,5′-tetrakis (4-ethoxycarbonylphenyl) -1,2′-biimidazole, 2,2 ′ -Bis (2-phenylphenyl) -4,
4 ′, 5,5′-tetrakis (4-phenoxycarbonylphenyl) -1,2′-biimidazole,

2,2'-bis (2-chlorophenyl)-
4,4 ′, 5,5′-tetraphenyl-1,2′-biimidazole, 2,2′-bis (2,4-dichlorophenyl) -4,4 ′, 5,5′-tetraphenyl-1, 2 '
-Biimidazole, 2,2'-bis (2,4,6-trichlorophenyl) -4,4 ', 5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis (2 −
Bromophenyl) -4,4 ', 5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis (2,
4-dibromophenyl) -4,4 ', 5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis (2,4,6-tribromophenyl) -4,4', 5,
5′-tetraphenyl-1,2′-biimidazole,
2,2′-bis (2-cyanophenyl) -4,4 ′,
5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis (2,4-dicyanophenyl)-
4,4 ', 5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis (2,4,6-tricyanophenyl) -4,4', 5,5'-tetra Phenyl-
1,2′-biimidazole, 2,2′-bis (2-methylphenyl) -4,4 ′, 5,5′-tetraphenyl-
1,2′-biimidazole, 2,2′-bis (2,4-
Dimethylphenyl) -4,4 ′, 5,5′-tetraphenyl-1,2′-biimidazole, 2,2′-bis (2,4,6-trimethylphenyl) -4,4 ′, 5
5′-tetraphenyl-1,2′-biimidazole,
2,2′-bis (2-ethylphenyl) -4,4 ′,
5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis (2,4-diethylphenyl)-
4,4 ', 5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis (2,4,6-triethylphenyl) -4,4', 5,5'-tetraphenyl −
1,2′-biimidazole, 2,2′-bis (2-phenylphenyl) -4,4 ′, 5,5′-tetraphenyl-1,2′-biimidazole, 2,2′-bis (2 , 4
-Diphenylphenyl) -4,4 ', 5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis (2,4,6-triphenylphenyl) -4,4',
5,5'-tetraphenyl-1,2'-biimidazole and the like can be mentioned.

Of these biimidazole compounds,
In particular, 2,2'-bis (2-chlorophenyl) -4,
4 ′, 5,5′-tetrakis (4-ethoxycarbonylphenyl) -1,2′-biimidazole, 2,2′-bis (2-bromophenyl) -4,4 ′, 5,5′-tetrakis ( 4-ethoxycarbonylphenyl) -1,2 '
-Biimidazole, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenyl-1,2'
-Biimidazole, 2,2'-bis (2,4-dichlorophenyl) -4,4 ', 5,5'-tetraphenyl-
1,2′-biimidazole, 2,2′-bis (2,4,
6-trichlorophenyl) -4,4 ', 5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis (2-bromophenyl) -4,4', 5,5'- Tetraphenyl-1,2'-biimidazole, 2,2'-bis (2,4-dibromophenyl) -4,4 ', 5,5'
-Tetraphenyl-1,2'-biimidazole and 2,2'-bis (2,4,6-tribromophenyl)-
4,4 ', 5,5'-Tetraphenyl-1,2'-biimidazole is preferred. The biimidazole-based compound has excellent solubility in a solvent, does not generate foreign matters such as undissolved substances and precipitates, and has high sensitivity. Is high and the curing reaction does not occur in the non-irradiated part, so that the coating film after irradiation has a cured part insoluble in the developing solution and an uncured part having high solubility in the developing solution. Is clearly divided into
An excellent color filter without any missing, missing or undercut of the pattern can be formed.

The benzoin compounds include
For example, benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, methyl-2-benzoylbenzoate, and the like can be given. As the acetophenone-based compound, for example, 2,2-dimethoxy-2-phenylacetophenone, 2-hydroxy-
2-methyl-1-phenylpropan-1-one, 1-
(4-i-propylphenyl) -2-hydroxy-2-
Methylpropan-1-one, 4- (2-hydroxyethoxy) phenyl- (2-hydroxy-2-propyl) ketone, 2,2-dimethoxyacetophenone, 2,2-diethoxyacetophenone, 2-methyl- (4- Methylthiophenyl) -2-morpholino-1-propane-1-
On, 2-benzyl-2-dimethylamino-1- (4-
Morpholinophenyl) butan-1-one, 1-hydroxycyclohexylphenyl ketone, 4-azidoacetophenone, 4-azidobenzalacetophenone and the like. Examples of the benzophenone-based compound include benzophenone, 4,4'-bis (dimethylamino) benzophenone, 4,4'-bis (diethylamino) benzophenone, 3,3-dimethyl-4-methoxybenzophenone, and the like. . The α-
Examples of the diketone compound include diacetyl, dibenzoyl, methylbenzoyl formate and the like. As the polynuclear quinone compound, for example,
Anthraquinone, 2-ethylanthraquinone, 2-t-
Butyl anthraquinone, 1,4-naphthoquinone and the like can be mentioned. Examples of the xanthone-based compound include xanthone, thioxanthone, 2,4-diethylthioxanthone, and 2-chlorothioxanthone. As the diazo compound, for example,
4-diazodiphenylamine, 4-diazo-4'-methoxydiphenylamine, 4-diazo-3-methoxydiphenylamine and the like can be mentioned. Examples of the triazine-based compound include 2- (2′-furylethylidene) -4,6-bis (trichloromethyl) -s-triazine and 2- (3 ′, 4′-dimethoxystyryl)-
4,6-bis (trichloromethyl) -s-triazine,
2- (4'-methoxynaphthyl) -4,6-bis (trichloromethyl) -s-triazine, 2- (2'-bromo-4'-methylphenyl) -4,6-bis (trichloromethyl) -s -Triazine, 2- (2'-thiophenylethylidene) -4,6-bis (trichloromethyl) -s
-Triazine and the like. Further, as other photopolymerization initiators, 4-azidobenzaldehyde, azidopyrene, bis (2,6-dimethoxybenzoyl) -2,4,4-trimethylpentylphosphine oxide, N-phenylthioacridone, triphenylpyridone Lium perchlorate can also be used.

In the present invention, the photopolymerization initiators can be used alone or in combination of two or more. The amount of the photopolymerization initiator used in the invention is usually 0.01 to 200 parts by weight based on 100 parts by weight of the polyfunctional monomer (C).
Parts by weight, preferably 1 to 120 parts by weight, particularly preferably 1 to 50 parts by weight. In this case, if the amount of the photopolymerization initiator is less than 0.01 part by weight, curing by radiation irradiation becomes insufficient, and there is a possibility that a pattern may be missing, chipped or undercut, while if it exceeds 200 parts by weight,
The formed pattern easily falls off the substrate during development,
In addition, background contamination, film residue, and the like are likely to occur in a region other than the portion where the pattern is formed.

Further, in the present invention, one or more sensitizers, curing accelerators, polymer photocrosslinking / sensitizers and the like can be used in combination with the photopolymerization initiator. Examples of the sensitizer include 4-diethylaminoacetophenone,
-Dimethylaminopropiophenone, ethyl-4-dimethylaminobenzoate, 2-ethylhexyl-1,4
-Dimethylaminobenzoate, 2,5-bis (4'-
Examples thereof include (diethylaminobenzal) cyclohexanone, 7-diethylamino-3- (4-diethylaminobenzoyl) coumarin, and 4- (diethylamino) chalcone. These sensitizers can be used alone or in combination of two or more. Examples of the curing accelerator include 2-mercaptobenzimidazole,
And chain transfer agents such as -mercaptobenzothiazole, 2-mercaptobenzoxazole, 2,5-dimercapto-1,3,4-thiadiazole and 2-mercapto-4,6-dimethylaminopyridine. These curing accelerators can be used alone or in combination of two or more. In addition, the polymer photocrosslinking / sensitizer has at least one functional group capable of acting as a crosslinking agent and / or a sensitizer upon irradiation with radiation, having a main chain and / or a functional group.
Or a polymer compound having a side chain, such as a condensate of 4-azidobenzaldehyde and polyvinyl alcohol, a condensate of 4-azidobenzaldehyde and a phenol novolak resin, and 4-acryloylphenylcinnamoyl ester Homopolymer or copolymer, 1,4-polybutadiene, 1,2-polybutadiene and the like can be mentioned. These polymer photocrosslinking / sensitizers can be used alone or in combination of two or more. The total amount of the sensitizer, the curing accelerator and the polymer photocrosslinking / sensitizer in the present invention is 100 photopolymerization initiators.
The amount is usually 300 parts by weight or less, preferably 200 parts by weight or less, more preferably 100 parts by weight or less based on parts by weight.

In the present invention, as a photopolymerization initiator, a biimidazole compound, a benzophenone compound and / or a thiazole compound are used because the formed pixels are less likely to fall off the substrate during development and the pixel strength and sensitivity are increased. It is preferable to use in combination with a curing accelerator. In the present invention, when a biimidazole compound and another component are used in combination as the photopolymerization initiator, the amount of the other component used is preferably 80% by weight or less based on the entire photopolymerization initiator.

Particularly preferred photopolymerization initiators in the present invention include the following as combinations of the constituent components. That is, 2,2′-bis (2-
(Chlorophenyl) -4,4 ', 5,5'-tetrakis (4-ethoxycarbonylphenyl) -1,2'-biimidazole / 4,4'-bis (diethylamino) benzophenone, 2,2'-bis (2- Chlorophenyl)-
4,4 ', 5,5'-tetrakis (4-ethoxycarbonylphenyl) -1,2'-biimidazole / 4,4'
-Bis (diethylamino) benzophenone / 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butan-1-one, 2,2′-bis (2-chlorophenyl) -4,4 ′, 5, 5'-tetrakis (4-ethoxycarbonylphenyl) -1,2'-biimidazole / 4,4'-bis (diethylamino) benzophenone / 1-hydroxycyclohexylphenyl ketone, 2,
2'-bis (2-chlorophenyl) -4,4 ', 5
5'-tetrakis (4-ethoxycarbonylphenyl)
-1,2'-biimidazole / 4,4'-bis (dimethylamino) benzophenone / 1-hydroxycyclohexylphenyl ketone / 2-mercaptobenzothiazole, 2,2'-bis (2-chlorophenyl) -4,
4 ', 5,5'-tetraphenyl-1,2'-biimidazole / 4,4'-bis (diethylamino) benzophenone, 2,2'-bis (2,4-dichlorophenyl)-
4,4 ', 5,5'-tetraphenyl-1,2'-biimidazole / 4,4'-bis (diethylamino) benzophenone, 2,2'-bis (2,4-dibromophenyl) -4,4 ', 5,5'-tetraphenyl-1,2'
-Biimidazole / 4,4'-bis (diethylamino)
Benzophenone / 2-benzyl-2-dimethylamino-
1- (4-morpholinophenyl) butan-1-one,
2,2′-bis (2,4-dibromophenyl) -4,
4 ′, 5,5′-tetraphenyl-1,2′-biimidazole / 4,4′-bis (diethylamino) benzophenone / 1-hydroxycyclohexylphenyl ketone,
2,2'-bis (2,4,6-trichlorophenyl)-
4,4 ', 5,5'-Tetraphenyl-1,2'-biimidazole / 4,4'-bis (dimethylamino) benzophenone / 1-hydroxycyclohexylphenyl ketone / 2-mercaptobenzothiazole.

(E) Solvent The solvent in the present invention includes the above (A), (B),
The components (C) and (D) and other optional components added as required are dispersed or dissolved, and are appropriately selected as long as they do not react with these components and have appropriate volatility. Can be used. Examples of such a solvent include ethylene glycol monomethyl ether,
Glycol ethers such as ethylene glycol monoethyl ether, ethylene glycol mono-n-propyl ether, ethylene glycol mono-n-butyl ether; ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol mono-n-propyl ether acetate , Ethylene glycol monoalkyl ether acetates such as ethylene glycol mono-n-butyl ether acetate; diethylene glycol monoalkyl ethers such as diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol mono-n-propyl ether, diethylene glycol mono-n-butyl ether; Propylene glycol monomethyl A Propylene glycol monoalkyl ether acetates such as ruacetate and propylene glycol monoethyl ether acetate; other ethers such as diethylene glycol dimethyl ether, diethylene glycol diethyl ether, and tetrahydrofuran; methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, 2-heptanone, 3-heptanone and the like Ketones; methyl 2-hydroxypropionate,
Lactic acid alkyl esters such as ethyl 2-hydroxypropionate; ethyl 2-hydroxy-2-methylpropionate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, 3-ethoxypropionic acid Ethyl, ethyl ethoxyacetate, ethyl hydroxyacetate, methyl 2-hydroxy-3-methylbutanoate, 3-methyl-3-methoxybutyl acetate, 4-methoxybutyl acetate, 3-methyl-3-methoxybutyl propionate, ethyl acetate ,
N-propyl acetate, n-butyl acetate, i-butyl acetate,
N-amyl formate, i-amyl acetate, n-butyl propionate, ethyl butyrate, n-propyl butyrate, i-propyl butyrate, n-butyl butyrate, methyl pyruvate, ethyl pyruvate, n-propyl pyruvate, acetoacetate Other esters such as methyl acetate, ethyl acetoacetate and ethyl 2-oxobutanoate; aromatic hydrocarbons such as toluene and xylene;
Carboxylic amides such as N-methylpyrrolidone, N, N-dimethylformamide, N, N-dimethylacetamide and the like can be mentioned. These solvents can be used alone or in combination of two or more.

Further, together with the solvent, benzyl ethyl ether, dihexyl ether, acetonylacetone, isophorone, caproic acid, caprylic acid, 1-octanol, 1-nonanol, benzyl alcohol, benzyl acetate, ethyl benzoate, diethyl oxalate, High boiling solvents such as diethyl maleate, γ-butyrolactone, ethylene carbonate, propylene carbonate, and ethylene glycol monophenyl ether acetate can also be used in combination. These high-boiling solvents can be used alone or in combination of two or more.

Among the above solvents, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, diethylene glycol dimethyl ether from the viewpoint of solubility, pigment dispersibility, coatability and the like. , Cyclohexanone, 2-heptanone, 3-heptanone, ethyl 2-hydroxypropionate, 3-methyl-
3-methoxybutyl propionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, 3
-Ethyl ethoxypropionate, n-butyl acetate, i-butyl acetate, n-amyl formate, i-amyl acetate, n-butyl propionate, i-propyl butyrate, ethyl butyrate, n-butyl butyrate, ethyl pyruvate, etc. Γ-butyrolactone is preferred as the high boiling point solvent. The amount of the solvent used in the present invention is usually 100 to 10000 parts by weight, preferably 500 to 5000 parts by weight, based on 100 parts by weight of the alkali-soluble resin (B).

Other Additives The radiation-sensitive composition for a color filter of the present invention may further contain various additives, if necessary. Examples of such additives include fillers such as glass and alumina; polymer compounds such as polyvinyl alcohol, polyethylene glycol monoalkyl ethers and poly (fluoroalkyl acrylate); nonionic surfactants and cationic surfactants Surfactants such as surfactants and anionic surfactants; vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, N- (2-aminoethyl) -3-aminopropyltrimethoxysilane, 3-
Aminopropyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 2- (3 ', 4'-epoxycyclohexyl) ethyltrimethoxysilane, 3-chloropropylmethyl. Adhesion promoters such as dimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, and 3-mercaptopropyltrimethoxysilane; 2,2′-thiobis (4-methyl-6-t-butylphenol) , 2,6-
Antioxidants such as di-t-butylphenol; 2- (3 ′
UV absorbers such as -t-butyl-5'-methyl-2'-hydroxyphenyl) -5-chlorobenzotriazole and alkoxybenzophenone; and aggregation inhibitors such as sodium polyacrylate.

Method for Forming a Color Filter Next, a method for forming a color filter using the radiation-sensitive composition for a color filter of the present invention will be described. First, a light-shielding layer is formed so as to partition a portion where a pixel pattern is formed on the surface of a transparent substrate, and on this substrate,
(A) After applying the radiation-sensitive composition in which the colorant is dispersed, pre-baking is performed to evaporate the solvent to form a coating film. Next, after irradiating the coating film with a radiation through a photomask, development processing is performed with an alkali developing solution to dissolve and remove the non-irradiated portion of the coating film, and then, by performing post-baking, the colored pixels are removed. Form a pixel array arranged in a predetermined pattern. If necessary, thereafter, using each composition in which a colorant of another color (for example, red, green or blue) is dispersed, apply, pre-bake, irradiate, and develop the respective compositions in the same manner as described above. By performing post-baking and sequentially forming a pixel array of each color on the same substrate, a color filter is obtained. Examples of the transparent substrate used when forming a color filter include glass, silicon, polycarbonate, polyester, aromatic polyamide, polyamideimide, and polyimide. These transparent substrates may be subjected to an appropriate pretreatment such as a chemical treatment with a silane coupling agent or the like, a plasma treatment, an ion plating, a sputtering, a gas phase reaction method, or a vacuum deposition, if desired. When applying the radiation-sensitive composition for a color filter of the present invention to a transparent substrate, an appropriate coating method such as spin coating, casting coating, and roll coating can be employed. The coating thickness is usually 0.1 to 10 μm as a film thickness after drying.
m, preferably 0.2 to 5 μm. Radiation used in forming a color filter includes visible light,
Ultraviolet rays, far ultraviolet rays, electron beams, X-rays and the like can be used, but radiation having a wavelength in the range of 190 to 450 nm is preferred. The irradiation energy amount of the radiation is preferably 1 to 1000 mJ / cm ² . Examples of the alkali developer include, for example, sodium carbonate, sodium hydrogen carbonate, sodium hydroxide, potassium hydroxide, tetramethylammonium hydroxide, choline,
Aqueous solutions such as 8-diazabicyclo- [5.4.0] -7-undecene and 1,5-diazabicyclo- [4.3.0] -5-nonene are preferred. In the alkaline developer,
For example, an appropriate amount of a water-soluble organic solvent such as methanol or ethanol, a surfactant, or the like can be added. After the alkali development, the film is usually washed with water. As the alkali developing method, a shower developing method, a spray developing method, a dip (immersion) developing method, a paddle (liquid puddle) developing method, or the like can be applied.
The color filter formed in this manner is particularly suitably used for a color image pickup tube element, and is also useful for a color liquid crystal display device, a color sensor, and the like.

[0052]

BEST MODE FOR CARRYING OUT THE INVENTION The radiation-sensitive composition for a color filter of the present invention comprises (A) a pigment, (B) an alkali-soluble resin, (C) a polyfunctional monomer, (D) a photopolymerization initiator and (E) ) It contains a solvent as an essential component, and (A) the pigment is dispersed by a dispersant containing a urethane-based dispersant. Specific examples of particularly preferable compositions include the following (A) to (A). G). (A) The component (B) is composed of a carboxyl group-containing copolymer (b), and the component (D) is 2,2′-bis (2-chlorophenyl) -4,4 ′, 5,5′-tetrakis (4)
-Ethoxycarbonylphenyl) -1,2'-biimidazole and 2,2'-bis (2-bromophenyl)-
A radiation-sensitive composition for a color filter, comprising at least one member selected from the group consisting of 4,4 ', 5,5'-tetrakis (4-ethoxycarbonylphenyl) -1,2'-biimidazole. (B) The component (B) comprises a carboxyl group-containing copolymer (b), and the component (D) comprises 2,2′-bis (2-chlorophenyl) -4,4 ′, 5,5′-tetraphenyl- 1,2′-biimidazole, 2,2′-bis (2,4
-Dichlorophenyl) -4,4 ', 5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis (2,4,6-trichlorophenyl) -4,4', 5,
5′-tetraphenyl-1,2′-biimidazole,
2,2′-bis (2-bromophenyl) -4,4 ′,
5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis (2,4-dibromophenyl)-
4,4 ', 5,5'-tetraphenyl-1,2'-biimidazole and 2,2'-bis (2,4,6-tribromophenyl) -4,4', 5,5'-tetra A radiation-sensitive composition for a color filter, comprising at least one member selected from the group consisting of phenyl-1,2'-biimidazole. (C) The component (D) wherein the component (D) further contains one or more components selected from the group of other photopolymerization initiators, sensitizers, curing accelerators, and polymer photocrosslinking / sensitizers. B) The radiation-sensitive composition for a color filter. (D) Carboxyl group-containing copolymer (b) as component (B) is (meth) acrylic acid / methyl (meth) acrylate copolymer, (meth) acrylic acid / benzyl (meth)
Acrylate copolymer, (meth) acrylic acid / methyl (meth) acrylate / polystyrene macromonomer copolymer, (meth) acrylic acid / methyl (meth) acrylate / polymethyl methacrylate macromonomer copolymer, (meth) acrylic acid / 2-hydroxyethyl (meth) acrylate / benzyl (meth) acrylate copolymer, (meth) acrylic acid / benzyl (meth) acrylate / polystyrene macromonomer copolymer, (meth)
Acrylic acid / benzyl (meth) acrylate / polymethyl methacrylate macromonomer copolymer, (meth) acrylic acid / 2-hydroxyethyl (meth) acrylate / benzyl (meth) acrylate / polystyrene macromonomer copolymer, (meth) acryl Acid / 2-hydroxyethyl (meth) acrylate / benzyl (meth) acrylate / polymethyl methacrylate macromonomer copolymer, methacrylic acid / styrene / benzyl methacrylate / N-phenylmaleimide copolymer, methacrylic acid / succinic acid mono (2 -Acryloyloxyethyl) / styrene / benzyl methacrylate / N-phenylmaleimide copolymer and methacrylic acid / mono (2-acryloyloxyethyl succinate) / styrene / allyl methacrylate / N-phenyl At least one of the copolymers is selected from the group of the maleimide copolymer (A), (B)
Or the radiation-sensitive composition for a color filter according to (c). (E) Component (C) is trimethylolpropane triacrylate, pentaerythritol tetraacrylate,
(A), (B), (C) or (D), which is at least one kind of polyvalent acrylate selected from the group consisting of dipentaerythritol pentaacrylate, dipentaerythritol hexaacrylate and succinic acid-modified pentaerythritol triacrylate. Radiation-sensitive composition for color filters.

(F) The urethane-based dispersant is as follows:
(A) having at least one of the following characteristics:
(B) The radiation-sensitive composition for a color filter according to (c), (d) or (e) (however, but not simultaneously). When heat-treated at a temperature of 150 ° C. or more for 30 minutes or more, it becomes insoluble in a polar solvent. Acid value of 5 to 25 mg KOH / g, preferably 8 to 20 mg KO
The amine value is 0 mgKOH / g in H / g. The amine value is 5 to 25 mgKOH / g, preferably 8 to 20 mgKOH / g.
The acid value is 0 mgKOH / g in mgKOH / g. The voltage holding ratio is 80% or more, preferably 85% or more.

(G) The color of (a), (b), (c), (d), (e) or (f) wherein the component (A) contains CI Pigment Green 7 and / or CI Pigment Green 36. Radiation-sensitive composition for filters.

Hereinafter, embodiments of the present invention will be described more specifically with reference to examples. However, the present invention is not limited to these embodiments. Comparative Example 1 As a component (A), 40 parts by weight of a 17/83 (weight ratio) mixture of CI Pigment Yellow 83 and CI Pigment Green 36 was used as a polyethyleneimine-polyester dispersant (Solserse 24000 (trade name), Zenek (ZENEK)).
A) (15 parts by weight), a dispersion liquid (solid content concentration: 20% by weight) dispersed in 4-methoxybutyl acetate,
As the component (B), a methacrylic acid / benzyl methacrylate / polystyrene macromonomer copolymer (copolymerization weight ratio = 25/65/10, weight average molecular weight = 550,000)
0) 50 parts by weight, 40 parts by weight of dipentaerythritol pentaacrylate as the component (C), and 2,2′-bis (2-chlorophenyl) -4,4 ′ as the component (D).
10 parts by weight of 5,5'-tetraphenyl-1,2'-biimidazole, 10 parts by weight of 4,4'-bis (diethylamino) benzophenone, and 800 parts by weight of ethylene glycol monoethyl ether acetate as the component (E) Thus, a radiation-sensitive composition was prepared. Next, a light-shielding layer is provided on the surface of a transparent substrate made of soda glass on which a silica (SiO ₂ ) film for preventing elution of sodium ions from being formed is formed so as to partition a portion where a pixel pattern is formed. The radiation-sensitive composition was applied using a coater, and prebaked at 90 ° C. for 2 minutes to form a coating film having a thickness of 2.0 μm. Then, after cooling the substrate, using a high-pressure mercury lamp, through a photomask,
The coating film was irradiated with ultraviolet rays of 100 mJ / cm ² including light with wavelengths of 365 nm, 405 nm and 436 nm. Next, the substrate is immersed in a 0.1% by weight aqueous solution of tetramethylammonium hydroxide at 25 ° C. for 1 minute to perform a development treatment, washed with ultrapure water, air-dried, and further dried at 180 ° C.
And post-bake for 30 minutes at each side, 20 μm × 2
A pixel array on which a green pixel pattern having a size of 0 μm was formed. The dispersant used here was dissolved in a mixture consisting of the above components (B) to (E) in an amount of 1% by weight,
On a glass substrate with an ITO film formed on the surface, a film thickness of 3 μm
And then pre-baked at 80 ° C. for 10 minutes, and then irradiated with the same ultraviolet ray for 200 m.
J / cm ² irradiation was performed, and then post-baking was performed at 220 ° C. for 1 hour. Next, this coated substrate was bonded to another glass substrate having an ITO film formed on the surface, a liquid crystal was injected between the substrates, a liquid crystal cell was assembled, and annealing was performed at 100 ° C. for 1 hour. When the voltage holding ratio of the obtained liquid crystal cell was measured under the conditions of 60 ° C. and a holding time of 16.7 milliseconds, it was 71%. When the acid value and the amine value of the dispersant used here were measured by a titration method, the acid value was 23 mgKOH / g and the amine value was 47 mgKOH / g. A display panel was manufactured using the obtained pixel array and a display test was performed. As a result, display failure due to image sticking occurred.

[0056]

EXAMPLE 1 A 17/83 (weight ratio) mixture 4 of CI Pigment Yellow 83 and CI Pigment Green 7 as the component (A)
0 parts by weight of a urethane dispersant (trade name: Disperbyk-17)
0) 15 parts by weight of a dispersion (solids concentration 20% by weight) dispersed in 4-methoxybutyl acetate, (B)
Methacrylic acid / benzyl methacrylate / polystyrene macromonomer copolymer (copolymerization weight ratio = 2)
5/65/10, weight average molecular weight = 55,000) 50
Parts by weight, 40 parts by weight of dipentaerythritol pentaacrylate as the component (C), 2,2 ′ as the component (D)
-Bis (2-chlorophenyl) -4,4 ', 5,5'-
10 parts by weight of tetraphenyl-1,2'-biimidazole and 4,4'-bis (diethylamino) benzophenone 1
0 parts by weight and 800 parts by weight of ethylene glycol monoethyl ether acetate as the component (E) were mixed to prepare a radiation-sensitive composition. Next, using this composition, a treatment was performed in the same manner as in Comparative Example 1 to produce a pixel array on which a green pixel pattern was formed. A liquid crystal cell was prepared in the same manner as in Comparative Example 1, except that a solution in which 1% by weight of the dispersant used in the mixture of the above components (B) to (E) was used was used. Comparative Example 1
As a result, it was 87%. Also,
When the acid value and the amine value of the dispersant used here were measured by a titration method, the acid value was 11 mgKOH / g, and the amine value was 0 mg.
KOH / g. When a display panel was manufactured using the obtained pixel array and a display test was performed, no display failure due to image sticking was observed. Furthermore, when the obtained pixel array was observed with an optical microscope, no omission and peeling were observed in the pixel pattern, and the pixel pattern was excellent in developability, mechanical strength after film formation was excellent, and the pattern shape was also good. .

Example 2 As a component (A), 40 parts by weight of a 17/83 (weight ratio) mixture of CI Pigment Yellow 83 and CI Pigment Green 36 was mixed with a urethane dispersant (trade name: Disperbyk-1).
70) 15 parts by weight of a dispersion (solids concentration 20% by weight) dispersed in 4-methoxybutyl acetate, (B)
Methacrylic acid / benzyl methacrylate / polystyrene macromonomer copolymer (copolymerization weight ratio = 2)
5/65/10, weight average molecular weight = 55,000) 50
Parts by weight, 40 parts by weight of dipentaerythritol pentaacrylate as the component (C), 2,2 ′ as the component (D)
-Bis (2-chlorophenyl) -4,4 ', 5,5'-
10 parts by weight of tetraphenyl-1,2'-biimidazole and 4,4'-bis (diethylamino) benzophenone 1
0 parts by weight and 800 parts by weight of ethylene glycol monoethyl ether acetate as the component (E) were mixed to prepare a radiation-sensitive composition. Next, using this composition, a treatment was performed in the same manner as in Comparative Example 1 to produce a pixel array on which a green pixel pattern was formed. When a display panel was manufactured using the obtained pixel array and a display test was performed, no display failure due to image sticking was observed. Furthermore, when the obtained pixel array was observed with an optical microscope, no omission and peeling were observed in the pixel pattern, and the pixel pattern was excellent in developability, mechanical strength after film formation was excellent, and the pattern shape was also good. .

Example 3 As a component (A), 40 parts by weight of a 10/10/80 (weight ratio) mixture of CI Pigment Yellow 83, CI Pigment Yellow 150, and CI Pigment Green 7 was mixed with a urethane dispersant (trade name: Disperbyk). -170) 15 parts by weight of a dispersion (solids concentration: 20% by weight) dispersed in 4-methoxybutyl acetate, and methacrylic acid / benzyl methacrylate / polystyrene macromonomer copolymer (copolymer weight ratio) as component (B) = 25/65/10,
(Weight average molecular weight = 55,000) 50 parts by weight, dipentaerythritol pentaacrylate 4 as the component (C)
0 parts by weight, as component (D) 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenyl-
10 weight parts of 1,2′-biimidazole and 10 weight parts of 4,4′-bis (diethylamino) benzophenone, (E)
A radiation-sensitive composition was prepared by mixing 800 parts by weight of ethylene glycol monoethyl ether acetate as a component. Next, using this composition, a treatment was performed in the same manner as in Comparative Example 1 to produce a pixel array on which a green pixel pattern was formed. When a display panel was manufactured using the obtained pixel array and a display test was performed, no display failure due to image sticking was observed. Furthermore, when the obtained pixel array was observed with an optical microscope, no omission and peeling were observed in the pixel pattern, and the pixel pattern was excellent in developability, mechanical strength after film formation was excellent, and the pattern shape was also good. .

Example 4 CI Pigment Yellow 139 and CI
40 parts by weight of a 17/83 (weight ratio) mixture of C.I. Pigment Green 7 with a urethane dispersant (trade name: Disperbyk-1)
70) 15 parts by weight of a dispersion (solids concentration 20% by weight) dispersed in 4-methoxybutyl acetate, (B)
Methacrylic acid / benzyl methacrylate / polystyrene macromonomer copolymer (copolymerization weight ratio = 2)
5/65/10, weight average molecular weight = 55,000) 50
Parts by weight, 40 parts by weight of dipentaerythritol pentaacrylate as the component (C), 2,2 ′ as the component (D)
-Bis (2-chlorophenyl) -4,4 ', 5,5'-
10 parts by weight of tetraphenyl-1,2'-biimidazole and 4,4'-bis (diethylamino) benzophenone 1
0 parts by weight and 800 parts by weight of ethylene glycol monoethyl ether acetate as the component (E) were mixed to prepare a radiation-sensitive composition. Next, using this composition, a treatment was performed in the same manner as in Comparative Example 1 to produce a pixel array on which a green pixel pattern was formed. When a display panel was manufactured using the obtained pixel array and a display test was performed, no display failure due to image sticking was observed. Furthermore, when the obtained pixel array was observed with an optical microscope, no omission and peeling were observed in the pixel pattern, and the pixel pattern was excellent in developability, mechanical strength after film formation was excellent, and the pattern shape was also good. .

Example 5 A 17/83 (weight ratio) mixture 4 of CI Pigment Yellow 83 and CI Pigment Green 7 as the component (A)
0 parts by weight of a urethane dispersant (trade name: Disperbyk-16)
3) 15 parts by weight of a dispersion (solids concentration 20% by weight) dispersed in 4-methoxybutyl acetate, (B)
Methacrylic acid / benzyl methacrylate / polystyrene macromonomer copolymer (copolymerization weight ratio = 2)
5/65/10, weight average molecular weight = 55,000) 50
Parts by weight, 40 parts by weight of dipentaerythritol pentaacrylate as the component (C), 2,2 ′ as the component (D)
-Bis (2-chlorophenyl) -4,4 ', 5,5'-
10 parts by weight of tetraphenyl-1,2'-biimidazole and 4,4'-bis (diethylamino) benzophenone 1
0 parts by weight and 800 parts by weight of ethylene glycol monoethyl ether acetate as the component (E) were mixed to prepare a radiation-sensitive composition. Next, using this composition, a treatment was performed in the same manner as in Comparative Example 1 to produce a pixel array on which a green pixel pattern was formed. A liquid crystal cell was prepared in the same manner as in Comparative Example 1, except that a solution in which 1% by weight of the dispersant used in the mixture of the above components (B) to (E) was used was used. Comparative Example 1
It was 88% when it measured similarly. Also,
When the acid value and the amine value of the dispersant used here were measured by a titration method, the amine value was 10 mgKOH / g, and the acid value was 0 mg.
KOH / g. When a display panel was manufactured using the obtained pixel array and a display test was performed, no display failure due to image sticking was observed. Furthermore, when the obtained pixel array was observed with an optical microscope, no omission and peeling were observed in the pixel pattern, and the pixel pattern was excellent in developability, mechanical strength after film formation was excellent, and the pattern shape was also good. .

[0061]

According to the radiation-sensitive composition for a color filter of the present invention, in particular, the display panel obtained does not cause display defects due to image sticking, and does not cause dropout or peeling of the pixel pattern during development. , Excellent developability,
In addition, the film has excellent mechanical strength after film formation and a good pattern shape, and can be extremely suitably used for various color filters including a color filter for a color image pickup tube element.

 ──────────────────────────────────────────────────続 き Continued on the front page (72) Inventor Satoru Aoyama 2--11-24 Tsukiji, Chuo-ku, Tokyo Inside JSR Corporation (72) Inventor Takayoshi Koyama 2-11-24 Tsukiji, Chuo-ku, Tokyo J F-term (reference) in SRL Co., Ltd. SA63 SA78 SA79 SA90 TA03 TA07 UA01 UA03 UA04 UA06 VA01 WA01

Claims (6)

[Claims] 1. A radiation-sensitive composition for a color filter comprising (A) a pigment, (B) an alkali-soluble resin, (C) a polyfunctional monomer, (D) a photopolymerization initiator, and (E) a solvent. (A) a radiation-sensitive composition for a color filter, wherein the pigment is dispersed by a dispersant containing a compound having a urethane bond. 2. The color filter according to claim 1, wherein the compound having a urethane bond, which is a dispersant, is a compound which becomes insoluble in a polar solvent when heat-treated at a temperature of 150 ° C. or more for 30 minutes or more. Radiation-sensitive composition. 3. A compound having a urethane bond, which is a dispersant, having an acid value of 5 to 25 mg KOH / g and an amine value of 0 mg KOH / g.
The radiation-sensitive composition for a color filter according to claim 1 or 2, wherein the composition is: 4. A compound having a urethane bond, which is a dispersant, has an amine value of 5 to 25 mgKOH / g and an acid value of 0 mgKOH / g.
The radiation-sensitive composition for a color filter according to claim 1 or 2, wherein the composition is: 5. The color according to claim 1, wherein the compound having a urethane bond, which is a dispersing agent, is a compound having a voltage holding ratio of 80% or more. Radiation-sensitive composition for filters. 6. The method according to claim 1, wherein the pigment (A) contains CI Pigment Green 7 and / or CI Pigment Green 36. Radiation-sensitive composition for color filters.