KR20060044916A - Radiation-sensitive composition, color filter, and color liquid crystal display device for color filter - Google Patents

Abstract

The radiation sensitive composition for color filters of this invention contains (A) pigment, (B) dispersing agent, (C) alkali-soluble resin, (D) polyfunctional monomer, (E) photoinitiator, and (F) solvent. Among them, the dispersing agent (B) is obtained through living anionic polymerization and contains an acrylic copolymer in which both the amine value (unit mgKOH / g) and the acid value (unit mgKOH / g) exceed 0.

Radiation-sensitive composition for color filters, color filter, color liquid crystal display device, pigment, dispersant, alkali-soluble resin, living anion polymerization, amine number, acid value

Description

Radiation Sensitive Compositions for Color Filters, Color Filters and Color Liquid Crystal Display Devices}

The present invention relates to a radiation sensitive composition for color filters, a color filter and a color liquid crystal display device. In more detail, the radiation sensitive composition for color filters useful for manufacture of the color filter used for a transmissive or reflective color liquid crystal display device, a color image tube element, etc., the color filter formed from this composition, and the color liquid crystal provided with this color filter It relates to a display device.

In manufacturing a color filter using a colored radiation sensitive composition, the film of a colored radiation sensitive composition is normally formed on the board | substrate or the board | substrate with which the light shielding layer of the desired pattern was formed previously, and has a photomask which has a desired pattern shape. Method of forming a pixel pattern of each color by irradiating radiation (hereinafter referred to as "exposure"), developing, dissolving and removing unexposed parts, and then baking using a clean oven or hot plate (Japanese Patent Publication ( JP-A 2-144502 and JP-A 3-53201 are known. However, in this method, especially when the density | concentration of the pigment contained in a colored radiation-sensitive composition becomes high, residue or ground contamination may generate | occur | produce on the board | substrate or light-shielding layer of an unexposed part at the time of image development.

It is effective to increase the discharge pressure of the developing solution in order to avoid the generation of such residues or ground contamination. On the other hand, since the harmful effects such as defects and peeling of the pattern appear, the adhesion to the substrate is excellent and the discharge pressure of the developing solution is increased. There has been a demand for a colored radiation-sensitive composition in which no defect or peeling of the pattern occurs even if it is increased.

Moreover, in recent years, the enlargement of the liquid crystal display device advances, and the board | substrate with which a color filter is formed also becomes large. Therefore, in the exposure process at the time of forming a color filter, although the method called "split exposure" which exposes in several times is employ | adopted, the extension time required for exposure increases. Then, from the viewpoint of productivity improvement, the colored radiation-sensitive composition which can form a pixel pattern even in shorter exposure time is desired.

However, in the conventional colored radiation-sensitive composition, if a pixel pattern is formed at a short exposure time, that is, at a small exposure amount, defects or omissions of the pattern may occur at the time of development, and this is not necessarily satisfactory. Moreover, in the case of a small exposure amount, the surface smoothness of a pattern was remarkably impaired by the lack of hardening of the film from a colored radiation-sensitive composition, As a result, there existed a problem that the orientation defect of a liquid crystal etc. generate | occur | produced. In addition, conventional colored radiation-sensitive compositions generally have a problem that they tend to thicken over time and cannot be stored for a long time after production.

Therefore, the development of the radiation sensitive composition for color filters which is excellent in adhesiveness to a board | substrate, has sufficient developability, the surface smoothness of a pattern only by a small exposure amount, and also excellent storage stability is desired.

The subject of this invention is providing the radiation sensitive composition for color filters which is excellent in adhesiveness to a board | substrate, has sufficient developability, the surface smoothness of a pattern only by a small exposure amount, and also excellent storage stability.

Another object of the present invention is to provide a color filter formed of the composition of the present invention.

Another object of the present invention is to provide a liquid crystal display device having the color filter of the present invention.

Further objects and advantages of the present invention will become apparent from the following description.

According to the present invention the first object of the present invention is,

(A) a pigment, (B) a dispersing agent, (C) (c1) carboxyl group-containing unsaturated monomer containing (meth) acrylic acid, (c2) N-position substituted maleimide, (c3) styrene, (alpha) -methylstyrene, p-hydroxy-α-methylstyrene, methyl (meth) acrylate, n-butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, allyl (meth Alkali soluble resins comprising at least one copolymer selected from the group consisting of acrylates, benzyl (meth) acrylates, glycerol mono (meth) acrylates, polystyrene macromonomers and polymethylmethacrylate macromonomers, (D A) a polyfunctional monomer, (E) a photoinitiator, and (F) a solvent, wherein said (B) dispersant is obtained through living anionic polymerization, and both the amine value (unit mgKOH / g) and the acid value (unit mgKOH / g) Containing more than zero acrylic copolymer It solves with the radiation sensitive composition for color filters characterized by the above-mentioned.

According to the present invention, the above object of the present invention is second,

(A) a pigment, (B) dispersing agent, (C) alkali-soluble resin, (D) polyfunctional monomer, (E) photoinitiator, and (F) solvent, The said (B) dispersing agent is obtained through a living anion polymerization. Wherein both the amine value (unit mgKOH / g) and the acid value (unit mgKOH / g) contain an acrylic copolymer with more than 0, wherein the pigment (A) is a (B) dispersant, (C) an alkali soluble resin and (F) It is solved by the radiation-sensitive composition for color filters, characterized in that prepared by dispersing in advance in a medium containing a solvent.

According to this invention, the said subject of this invention is 3rd solved by the color filter formed from the said radiation sensitive composition for each said color filter.

According to this invention, the said subject of this invention is 4th solved by the liquid crystal display device provided with the said color filter.

The radiation sensitive composition for color filters of this invention is excellent in adhesiveness to a board | substrate, has sufficient developability and surface smoothness of a pattern only by a small exposure amount, and is excellent also in storage stability.

Therefore, the radiation sensitive composition for color filters of this invention can be used very preferably for formation of various color filters including the color filter for color liquid crystal display devices in the electronic industry.

Best Mode for Carrying Out the Invention

EMBODIMENT OF THE INVENTION Hereinafter, this invention is demonstrated in detail.

[Radiation composition for color filters]

(A) Pigment

The pigment in the present invention is not particularly limited, and any of an organic pigment and an inorganic pigment may be used. Among these, organic pigments are particularly preferred because color filters require high purity and high transmittance color development and heat resistance.

Examples of the organic pigments include compounds classified as pigments in the color index (CI; The Society of Dyers and Colorists, Inc.), specifically those having the following color index (CI) numbers. Can be.

C.I. Pigment Yellow 12, C.I. Pigment Yellow 13, C.I. Pigment Yellow 14, C.I. Pigment Yellow 17, C.I. Pigment Yellow 20, C.I. Pigment Yellow 24, C.I. Pigment Yellow 31, C.I. Pigment Yellow 55, C.I. Pigment Yellow 83, C.I. Pigment Yellow 93, C.I. Pigment Yellow 109, C.I. Pigment Yellow 110, C.I. Pigment Yellow 138, C.I. Pigment Yellow 139, C.I. Pigment Yellow 150, C.I. Pigment Yellow 153, C.I. Pigment Yellow 154, C.I. Pigment Yellow 155, C.I. Pigment Yellow 166, C.I. Pigment Yellow 168, C.I. Pigment yellow 211;

C.I. Pigment Orange 36, C.I. Pigment Orange 43, C.I. Pigment Orange 51, C.I. Pigment Orange 61, C.I. Pigment orange 71;

C.I. Pigment Red 9, C.I. Pigment Red 97, C.I. Pigment Red 122, C.I. Pigment Red 123, C.I. Pigment Red 149, C.I. Pigment Red 168, C.I. Pigment Red 176, C.I. Pigment Red 177, C.I. Pigment Red 180, C.I. Pigment Red 185, C.I. Pigment Red 207, C.I. Pigment Red 208, C.I. Pigment Red 209, C.I. Pigment Red 215, C.I. Pigment Red 224, C.I. Pigment Red 242, C.I. Pigment Red 243, C.I. Pigment red 254;

C.I. Pigment Violet 19, C.I. Pigment Violet 23, C.I. Pigment violet 29;

C.I. Pigment Blue 15, C.I. Pigment Blue 60, C.I. Pigment Blue 15: 3, C.I. Pigment Blue 15: 4, C.I. Pigment blue 15: 6;

C.I. Pigment Green 7, C.I. Pigment Green 36, C.I. Pigment Green 136, C.I. Pigment green 210;

C.I. Pigment Brown 23, C.I. Pigment Brown 25.

These organic pigments can be used individually or in mixture of 2 or more types.

In the present invention, the organic pigment can be purified by recrystallization, reprecipitation, solvent washing, sublimation, vacuum heating, or a combination thereof.

Examples of the inorganic pigment include titanium oxide, barium sulfate, calcium carbonate, zinc oxide, lead sulfate, yellow lead, zinc sulfur, bengar (red iron oxide (III)), cadmium red, ultramarine blue, blue blue, and oxide. Chromium rust, cobalt rust, umber, titanium black, synthetic iron black, carbon black and the like.

These inorganic pigments can be used individually or in mixture of 2 or more types.

Moreover, in this invention, you may use together 1 or more types of dye and a natural pigment with the said pigment as needed.

Pigments in the present invention can be used by modifying their particle surfaces with polymers as desired. As a polymer which modifies the particle surface of a pigment, the polymer of Unexamined-Japanese-Patent No. 8-259876, the polymer for dispersion | distribution of various pigments, or oligomer etc. are mentioned, for example.

-(B) dispersant-

The dispersant in the present invention is an acrylic copolymer obtained by living anionic polymerization, in which both the amine value (unit mgKOH / g. Or less) and the acid value (unit mgKOH / g or less) are more than 0 (hereinafter, “ Acrylic dispersant ("B1)").

The amine titer of acrylic dispersant (B1) becomes like this. Preferably it is 10-100, More preferably, it is 15-50. The acid value of the acrylic dispersant (B1) is preferably 5 to 50, more preferably 10 to 30. In this case, when the amine value of an acrylic dispersing agent (B1) is 0, there exists a tendency for the storage stability of the composition obtained to fall. Moreover, when the acid value of acrylic dispersing agent (B1) is 0, there exists a tendency for adhesiveness to a board | substrate to fall.

As a commercial item of an acryl-type dispersing agent (B1), Disper byk-2001 (amine value = 29, acid value = 19, the product made by BYK Corporation) etc. are mentioned.

In this invention, acrylic dispersing agent (B1) can be used individually or in mixture of 2 or more types.

In this invention, another dispersing agent can be used together with an acrylic dispersing agent (B1).

As said other dispersing agent, For example, polyoxyethylene alkyl ether, such as polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, polyoxyethylene oleyl ether; Polyoxyethylene alkyl phenyl ethers such as polyoxyethylene n-octylphenyl ether and polyoxyethylene n-nonylphenyl ether; Polyethylene glycol diesters such as polyethylene glycol dilaurate and polyethylene glycol distearate; Sorbitan fatty acid esters; Fatty acid modified polyesters; Tertiary amine modified polyurethanes; In addition to polyethyleneimines, KP (manufactured by Shin-Etsu Chemical Co., Ltd.), polyflow (manufactured by Kyoeisha Chemical Co., Ltd.), F-Top (manufactured by Tochem Products Co., Ltd.), and MegaPack (Dainnippon Ink Chemical Co., Ltd.) Kogyo Co., Ltd.), Florad (made by Sumitomo 3M Co., Ltd.), Asahi Guard, Suplon (above, Asahi Glass Co., Ltd.), Disper Big-101, Copper-103, Copper-107, Copper -110, East-111, East-115, East-130, East-160, East-161, East-162, East-163, East-164, East-165, East-166, East-170, East-180 , East-182, East-2000 (above, made by Big Chemi Japan Co., Ltd.), Solspass S5000, East 12000, East 13240, East 13940, East 17000, East 20000, East 22000, East 24000, East 24000 GR, East 26000, East 27000, East 28000 (above, made by Avicia Co., Ltd.), EFKA46, East 47, East 48, East 745, East 4540, East 4550, East 6750, EFKA LP4008, East 4009, East 4010, East 4015 , 4040, 4055, 4560, 4800, EFKA Polymer 400, 401, 402, 403, 450, 451, 453 (above, manufactured by Efka Chemicals Co., Ltd.); Aji spa PB-822 (Ajinomoto Fine Techno Co., Ltd.) etc. are mentioned.

These other dispersing agents can be used individually or in mixture of 2 or more types.

The use ratio of the other dispersant is preferably 0 to 75% by weight, more preferably 0 to 50% by weight, based on the total amount of the acrylic dispersant (B1) and the other dispersant. In this case, when the use ratio of another dispersing agent exceeds 75 weight%, there exists a possibility that the favorable balance of developability, surface smoothness, and storage stability may not be ensured.

The usage-amount (solid content conversion) of the acrylic dispersant (B1) in the present invention is preferably 1 to 50 parts by weight, more preferably 3 to 30 parts by weight based on 100 parts by weight of the (A) pigment. In this case, when the usage-amount of an acryl-type dispersing agent (B1) is less than 1 weight part, there exists a tendency for the storage stability of the composition obtained to fall, and when it exceeds 50 weight part, there exists a tendency for residue to generate | occur | produce on a board | substrate.

-(C) alkali-soluble resin-

As alkali-soluble resin in this invention, it acts as a binder with respect to (A) pigment, and if it has solubility with respect to the developing solution used at the developing process at the time of manufacturing a color filter, Especially preferably, an alkaline developing solution, it will be specifically limited. It is not. Among them, alkali-soluble resins having a carboxyl group are preferable, and in particular, ethylenically unsaturated monomers which can be copolymerized with other ethylenically unsaturated monomers (hereinafter referred to as "carboxyl group-containing unsaturated monomers") having at least one carboxyl group (hereinafter, " Preference is given to copolymers (hereinafter referred to as "carboxyl group-containing copolymers").

As a carboxyl group-containing unsaturated monomer, for example

Unsaturated monocarboxylic acids such as (meth) acrylic acid, crotonic acid, α-chloroacrylic acid and cinnamic acid;

Unsaturated dicarboxylic acids or anhydrides thereof such as maleic acid, maleic anhydride, fumaric acid, itaconic acid, itaconic anhydride, citraconic acid, citraconic anhydride, mesaconic acid;

Trivalent or higher unsaturated polyvalent carboxylic acid or anhydrides thereof;

Mono ((meth) acryloyloxyalkyl] of a divalent or higher polyhydric carboxylic acid such as succinic acid mono [2- (meth) acryloyloxyethyl] and phthalic acid mono [2- (meth) acryloyloxyethyl] ester;

and mono (meth) acrylates of polymers having a carboxyl group and a hydroxyl group at both ends, such as? -carboxypolycaprolactone mono (meth) acrylate.

Phthalic acid mono (2-acryloyloxyethyl) is marketed under the brand name of M-5400 (made by Toagosei Co., Ltd.) among these carboxyl group-containing unsaturated monomers.

The said carboxyl group-containing unsaturated monomer can be used individually or in mixture of 2 or more types.

As the copolymerizable unsaturated monomer, for example,

Maleimide;

N-phenylmaleimide, No-hydroxyphenylmaleimide, Nm-hydroxyphenylmaleimide, Np-hydroxyphenylmaleimide, N-benzylmaleimide, N-cyclohexylmaleimide, N-succinimidyl-3 Maleimide benzoate, N-succinimidyl-4-maleimide butyrate, N-succinimidyl-6-maleimide caproate, N-succinimidyl-3-maleimide propionate, N- (arc N-position substituted maleimide, such as ridinyl) maleimide;

Styrene, α-methylstyrene, o-vinyltoluene, m-vinyltoluene, p-vinyltoluene, p-chlorostyrene, o-methoxystyrene, m-methoxystyrene, p-methoxystyrene, p-hydroxy- α-methylstyrene, o-vinylbenzylmethyl ether, m-vinylbenzylmethyl ether, p-vinylbenzylmethyl ether, o-vinylbenzyl glycidyl ether, m-vinylbenzyl glycidyl ether, p-vinylbenzyl glycid Aromatic vinyl compounds such as dimethyl ether;

Indenes such as indene and 1-methylindene;

Methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, i-propyl (meth) acrylate, n-butyl (meth) acrylate, i-butyl (meth) acrylate, sec-butyl (meth) acrylate, t-butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 3-hydroxybutyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, allyl (meth) acrylate , Benzyl (meth) acrylate, cyclohexyl (meth) acrylate, phenyl (meth) acrylate, 2-methoxyethyl (meth) acrylate, 2-phenoxyethyl (meth) acrylate, methoxydiethylene glycol ( Meth) acrylate, methoxytriethylene glycol (meth) acrylate, methoxypropyl Lenglycol (meth) acrylate, methoxydipropylene glycol (meth) acrylate, isobornyl (meth) acrylate, tricyclo [5.2.1.0 ^2,6 ] decane-8-yl (meth) acrylate, 2- Unsaturated carboxylic esters such as hydroxy-3-phenoxypropyl (meth) acrylate, glycerol mono (meth) acrylate;

2-aminoethyl (meth) acrylate, 2-dimethylaminoethyl (meth) acrylate, 2-aminopropyl (meth) acrylate, 2-dimethylaminopropyl (meth) acrylate, 3-aminopropyl (meth) acrylic Unsaturated carboxylic acid amino alkyl esters such as latex and 3-dimethylaminopropyl (meth) acrylate;

Unsaturated carboxylic acid glycidyl esters such as glycidyl (meth) acrylate;

Carboxylic acid vinyl esters such as vinyl acetate, vinyl propionate, vinyl butyrate and vinyl benzoate;

Other unsaturated ethers such as vinyl methyl ether, vinyl ethyl ether, allyl glycidyl ether;

Vinyl cyanide compounds such as (meth) acrylonitrile, α-chloroacrylonitrile and vinylidene cyanide;

Unsaturated amides such as (meth) acrylamide, α-chloroacrylamide, N-2-hydroxyethyl (meth) acrylamide;

Aliphatic conjugated dienes such as 1,3-butadiene, isoprene and chloroprene;

And macromonomers having a mono (meth) acryloyl group at the ends of polymer molecular chains such as polystyrene, polymethyl (meth) acrylate, poly-n-butyl (meth) acrylate, and polysiloxane.

These copolymerizable unsaturated monomers can be used individually or in mixture of 2 or more types.

As the carboxyl group-containing copolymer in the present invention, (c1) (meth) acrylic acid is an essential component, and succinic acid mono [2- (meth) acryloyloxyethyl] and / or ω-carboxypolycaprol in some cases Carboxyl group-containing unsaturated monomer containing lactone mono (meth) acrylate, (c2) N-position substituted maleimide, (c3) styrene, α-methylstyrene, p-hydroxy-α-methylstyrene, methyl (meth ) Acrylate, n-butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, allyl (meth) acrylate, benzyl (meth) acrylate, glycerol mono Copolymers with at least one of other copolymerizable unsaturated monomers selected from the group of (meth) acrylates, polystyrene macromonomers and polymethylmethacrylate macromonomers (hereinafter referred to as "carboxyl group-containing copolymers (C1)") This is preferable All.

As a preferable specific example of a carboxyl group-containing copolymer (C1),

(Meth) acrylic acid / N-phenylmaleimide / styrene / benzyl (meth) acrylate copolymer,

(Meth) acrylic acid / N-m-hydroxyphenylmaleimide / styrene / benzyl (meth) acrylate copolymer,

(Meth) acrylic acid / N-p-hydroxyphenylmaleimide / styrene / benzyl (meth) acrylate copolymer,

(Meth) acrylic acid / N-cyclohexylmaleimide / styrene / benzyl (meth) acrylate copolymer,

(Meth) acrylic acid / N-phenylmaleimide / α-methylstyrene / benzyl (meth) acrylate copolymer,

(Meth) acrylic acid / N-phenylmaleimide / styrene / n-butyl (meth) acrylate copolymer,

(Meth) acrylic acid / N-phenylmaleimide / styrene / 2-ethylhexyl (meth) acrylate copolymer,

(Meth) acrylic acid / N-phenylmaleimide / p-hydroxy-α-methylstyrene / benzyl (meth) acrylate copolymer,

(Meth) acrylic acid / N-phenylmaleimide / styrene / n-butyl (meth) acrylate copolymer,

(Meth) acrylic acid / N-phenylmaleimide / styrene / 2-ethylhexyl (meth) acrylate copolymer,

(Meth) acrylic acid / N-phenylmaleimide / styrene / 2-hydroxyethyl (meth) acrylate / benzyl (meth) acrylate copolymer,

(Meth) acrylic acid / N-phenylmaleimide / styrene / benzyl (meth) acrylate / glycerol mono (meth) acrylate copolymer,

(Meth) acrylic acid / N-p-hydroxyphenylmaleimide / styrene / benzyl (meth) acrylate / glycerol mono (meth) acrylate copolymer,

(Meth) acrylic acid / N-phenylmaleimide / styrene / phenyl (meth) acrylate / 2-hydroxyethyl (meth) acrylate / polystyrene macromonomer copolymer,

(Meth) acrylic acid / N-phenylmaleimide / styrene / phenyl (meth) acrylate / 2-hydroxyethyl (meth) acrylate / polymethylmethacrylate macromonomer copolymer,

(Meth) acrylic acid / succinic acid mono [2- (meth) acryloyloxyethyl] / N-phenylmaleimide / styrene / benzyl (meth) acrylate copolymer,

(Meth) acrylic acid / succinic acid mono [2- (meth) acryloyloxyethyl] / N-p-hydroxyphenylmaleimide / styrene / benzyl (meth) acrylate copolymer,

(Meth) acrylic acid / succinic acid mono [2- (meth) acryloyloxyether] / N-phenylmaleimide / styrene / allyl (meth) acrylate copolymer,

(Meth) acrylic acid / succinic acid mono [2- (meth) acryloyloxyethyl] / N-cyclohexylmaleimide / styrene / allyl (meth) acrylate copolymer,

(Meth) acrylic acid / succinic acid mono [2- (meth) acryloyloxyethyl] / N-cyclohexylmaleimide / styrene / benzyl (meth) acrylate copolymer,

(Meth) acrylic acid / ω-carboxypolycaprolactone mono (meth) acrylate / N-m-hydroxyphenylmaleimide / styrene / benzyl (meth) acrylate copolymer,

(Meth) acrylic acid / ω-carboxypolycaprolactone mono (meth) acrylate / N-p-hydroxyphenylmaleimide / styrene / benzyl (meth) acrylate copolymer,

(Meth) acrylic acid / ω-carboxypolycaprolactone mono (meth) acrylate / N-phenylmaleimide / styrene / benzyl (meth) acrylate / glycerol mono (meth) acrylate copolymer,

(Meth) acrylic acid / ω-carboxypolycaprolactone mono (meth) acrylate / Np-hydroxyphenylmaleimide / styrene / benzyl (meth) acrylate / glycerol mono (meth) acrylate copolymer, etc. may be mentioned. .

In addition, as carboxyl group-containing copolymers other than a carboxyl group-containing copolymer (C1), for example,

(Meth) acrylic acid / methyl (meth) acrylate copolymer,

(Meth) acrylic acid / benzyl (meth) acrylate copolymers,

(Meth) acrylic acid / 2-hydroxyethyl (meth) acrylate / benzyl (meth) acrylate copolymer,

(Meth) acrylic acid / methyl (meth) acrylate / polystyrene macromonomer copolymer,

(Meth) acrylic acid / methyl (meth) acrylate / polymethylmethacrylate macromonomer copolymer,

(Meth) acrylic acid / benzyl (meth) acrylate / polystyrene macromonomer copolymer,

(Meth) acrylic acid / benzyl (meth) acrylate / polymethylmethacrylate macromonomer copolymer,

(Meth) acrylic acid / 2-hydroxyethyl (meth) acrylate / benzyl (meth) acrylate / polystyrene macromonomer copolymer,

(Meth) acrylic acid / 2-hydroxyethyl (meth) acrylate / benzyl (meth) acrylate / polymethylmethacrylate macromonomer copolymer etc. are mentioned.

In the carboxyl group-containing copolymer, the copolymerization ratio of the carboxyl group-containing unsaturated monomer is preferably 5 to 50% by weight, more preferably 10 to 40% by weight. In this case, when the said copolymerization ratio is less than 5 weight%, the solubility with respect to the alkaline developing solution of the radiation sensitive composition obtained tends to fall, and when it exceeds 50 weight%, the solubility with respect to an alkaline developing solution will become excessive and it will develop by alkaline developing solution. When doing so, there is a tendency that the dropping of the pixel from the substrate and the roughness of the surface of the pixel tend to be caused.

Mw measured by gel permeation chromatography (GPC, elution solvent: tetrahydrofuran) of alkali-soluble resin becomes like this. Preferably it is 3,000-300,000, More preferably, it is 5,000-100,000.

In addition, Mn measured by gel permeation chromatography (GPC, elution solvent: tetrahydrofuran) of alkali-soluble resin becomes like this. Preferably it is 3,000-60,000, More preferably, it is 5,000-25,000.

Moreover, ratio (Mw / Mn) of Mw and Mn of alkali-soluble resin becomes like this. Preferably it is 1-5, More preferably, it is 1-4.

In the present invention, a radiation sensitive composition having excellent developability is obtained by using an alkali-soluble resin having such specific Mw and Mn, whereby a pixel pattern having a sharp pattern edge can be formed and at the same time a minnow during development. Residues, background contamination, film residues, etc., on the substrate and the light shielding layer of the miner are less likely to occur.

Alkali-soluble resin in this invention can be used individually or in mixture of 2 or more types.

The usage-amount of alkali-soluble resin in this invention is preferably 10-1,000 weight part, More preferably, it is 20-500 weight part with respect to 100 weight part of (A) pigments. In this case, when the amount of the alkali-soluble resin is less than 10 parts by weight, for example, alkali developability may decrease, or background contamination or film residue may occur on the substrate or the light shielding layer of the unexposed part, and when it exceeds 1,000 parts by weight, Since the pigment concentration decreases relatively, there is a fear that it is difficult to achieve the target color density as a thin film.

(D) polyfunctional monomer

The polyfunctional monomer in the present invention is a monomer having two or more polymerizable unsaturated bonds.

As a polyfunctional monomer, for example

Di (meth) acrylates of alkylene glycols such as ethylene glycol and propylene glycol;

Di (meth) acrylates of polyalkylene glycols such as polyethylene glycol and polypropylene glycol;

Poly (meth) acrylates of trihydric or higher polyhydric alcohols such as glycerin, trimethylolpropane, pentaerythritol, dipentaerythritol, or dicarboxylic acid modified substances thereof;

Oligo (meth) acrylates such as polyesters, epoxy resins, urethane resins, alkyd resins, silicone resins, and spiran resins;

Di (meth) acrylates of both terminal hydroxylated polymers such as both terminal hydroxypoly-1,3-butadiene, both terminal hydroxypolyisoprene and both terminal hydroxypolycaprolactone,

Tris [2- (meth) acryloyloxyethyl] phosphate etc. are mentioned.

Of these polyfunctional monomers, poly (meth) acrylates of trivalent or higher polyhydric alcohols and their dicarboxylic acid modified substances, specifically trimethylolpropane tri (meth) acrylate and pentaerythritol tri (meth) acrylate , Pentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylate, and the like are preferable, and trimethylolpropane triacrylate and pentaery are particularly preferred. Ritthritol triacrylate and dipentaerythritol hexaacrylate are preferred in that they are excellent in intensity and surface smoothness of pixels, and background contamination, film residue, and the like are less likely to occur on the substrate and the light shielding layer of the unexposed portion.

The said polyfunctional monomer can be used individually or in mixture of 2 or more types.

The usage-amount of the polyfunctional monomer in this invention becomes like this. Preferably it is 5-500 weight part, More preferably, it is 20-300 weight part with respect to 100 weight part of (C) alkali-soluble resin. In this case, when the usage-amount of a polyfunctional monomer is less than 5 weight part, the intensity | strength and surface smoothness of a pixel tend to fall, whereas when it exceeds 500 weight part, alkali developability will fall, for example, or the board | substrate image or light-shielding layer image of an unexposed part There is a tendency for background contamination, film residues, etc. to occur easily.

In the present invention, a part of the polyfunctional monomer may be replaced by a monofunctional monomer having one polymerizable unsaturated bond.

As said monofunctional monomer, the monomer similar to the carboxyl group-containing unsaturated monomer and copolymerizable unsaturated monomer which were illustrated, for example for (C) alkali-soluble resin, N- (meth) acryloyl morpholine, N-vinyl-pyrrole In addition to a ralidone and N-vinyl- epsilon caprolactam, M-5600 (made by Toagosei Co., Ltd.) etc. are mentioned by brand name.

These monofunctional monomers can be used individually or in mixture of 2 or more types.

The use ratio of the monofunctional monomer in the present invention is preferably 90% by weight or less, and more preferably 50% by weight or less, based on the total amount of the polyfunctional monomer and the monofunctional monomer. In this case, when the use ratio of monofunctional monomer exceeds 90 weight%, there exists a possibility that intensity | strength or surface smoothness of a pixel may become inadequate.

The total amount of the polyfunctional monomer and the monofunctional monomer used in the present invention is preferably 5 to 500 parts by weight, more preferably 20 to 300 parts by weight based on 100 parts by weight of the (C) alkali-soluble resin. In this case, when the total amount used is less than 5 parts by weight, the intensity or surface smoothness of the pixel tends to be lowered. On the other hand, when the total amount exceeds 500 parts by weight, for example, alkali developability is lowered, or on the substrate or light shielding layer of the unexposed part. There is a tendency for contamination, film residues, etc. to occur easily.

-(E) photoinitiator-

The photopolymerization initiator in the present invention can initiate polymerization of the above-mentioned (D) polyfunctional monomer and the monofunctional monomer used in some cases by exposure to radiation such as visible light, ultraviolet ray, far ultraviolet ray, electron beam, X-ray and the like. Compounds capable of generating active species.

As such a photoinitiator, an acetophenone type compound, a biimidazole type compound, a triazine type compound, a benzoin type compound, a benzophenone type compound, the (alpha)-diketone type compound, a polynuclear quinone type compound, a xanthone type compound, a diazo type, Compounds and the like.

In this invention, a photoinitiator can be used individually or in mixture of 2 or more types. As a photoinitiator in this invention, 1 or more types chosen from the group of an acetophenone type compound, a biimidazole type compound, and a triazine type compound are preferable.

As a specific example of an acetophenone type compound among the preferable photoinitiators in this invention, 2-hydroxy-2-methyl-1- phenyl propane 1, 2-methyl-1- (4-methylthio phenyl)- 2-morpholinopropanone-1, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butanone-1, 1-hydroxycyclohexyl phenyl ketone, 2,2-dimethoxy -1,2-diphenylethanone-1, etc. are mentioned.

Among these acetophenone compounds, 2-methyl-1- (4-methylthiophenyl) -2-morpholinopropaneone-1, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl Butanone-1 and the like are preferable.

The acetophenone compounds may be used alone or in combination of two or more thereof.

In the present invention, when the acetophenone-based compound is used as the photopolymerization initiator, the amount of the acetophenone-based compound used is preferably 0.01 to 100 parts by weight, more preferably 1, based on 100 parts by weight of the total of the (D) polyfunctional monomer and the monofunctional monomer. To 80 parts by weight, more preferably 5 to 60 parts by weight. In this case, when the usage-amount of an acetophenone type compound is less than 0.01 weight part, hardening by exposure may become inadequate, and it may become difficult to obtain the colored layer arrange | positioned according to a predetermined | prescribed arrangement of a pixel pattern, and when it exceeds 100 weight part There exists a tendency for the formed pixel to fall easily from a board | substrate at the time of image development.

Moreover, as a specific example of the said biimidazole type compound, 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'-ratio Imidazole, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis (2,4-dichloro Phenyl) -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, etc. are mentioned.

Among these biimidazole compounds, 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 and the like are more preferred, in particular 2,2'-bis (2,4-dichlorophenyl) -4,4', 5,5 ' Tetraphenyl-1,2'-biimidazole is preferred.

The non-imidazole-based compound is excellent in solubility in solvents, does not generate foreign matters such as undissolved products, precipitates, etc., has high sensitivity, and sufficiently proceeds the curing reaction by exposure of a small amount of energy, Since no curing reaction occurs, the film after exposure is clearly divided into an insoluble hardened portion with respect to the developer and an uncured portion with high solubility with the developer, whereby a pixel pattern without undercuts is arranged according to a predetermined arrangement. High-precision colored layer can be formed.

The said biimidazole type compound can be used individually or in mixture of 2 or more types.

In the present invention, the amount of use of the biimidazole-based compound as the photopolymerization initiator is preferably 0.01 to 40 parts by weight, more preferably based on 100 parts by weight of the total of the (D) polyfunctional monomer and the monofunctional monomer. 1 to 30 parts by weight, more preferably 1 to 20 parts by weight. In this case, when the usage-amount of a biimidazole type compound is less than 0.01 weight part, hardening by exposure may become inadequate, and it may become difficult to obtain the colored layer arrange | positioned according to a predetermined | prescribed arrangement of a pixel pattern, while exceeding 40 weight part There is a tendency that the formed pixels tend to fall off the substrate during development.

Hydrogen donor

In this invention, when using a biimidazole type compound as a photoinitiator, using the following hydrogen donor together is preferable because a sensitivity can be improved further.

The term "hydrogen donor" as used herein means a compound capable of donating a hydrogen atom to radicals generated from a biimidazole compound by exposure.

As a hydrogen donor in this invention, a mercaptan type compound, an amine compound, etc. which are defined below are preferable.

The mercaptan compound is a compound having a benzene ring or a heterocycle as a mother nucleus, and having at least one, preferably one to three, more preferably one to two mercapto groups directly bonded to the mother nucleus (hereinafter, “ Mercaptan-based hydrogen donors ".

In addition, the amine compound is a compound having a benzene ring or a heterocycle as a mother nucleus, and having at least one, preferably 1 to 3, more preferably 1 to 2 amino groups directly bonded to the mother nucleus (hereinafter, &Quot; amine-based hydrogen donors ").

These hydrogen donors may also have a mercapto group and an amino group at the same time.

Hereinafter, these hydrogen donors will be described in more detail.

The mercaptan-based hydrogen donor may have one or more benzene rings or heterocycles, and may have both benzene rings and heterocycles, and in the case of having two or more of these rings, a condensed ring may or may not be formed. .

In addition, when the mercaptan-based hydrogen donor has two or more mercapto groups, as long as one or more free mercapto groups remain, one or more of the remaining mercapto groups may be substituted with an alkyl, aralkyl or aryl group, 1 As long as at least two free mercapto groups remain, it may have a structural unit in which two sulfur atoms are bonded via a divalent organic group such as an alkylene group, or a structural unit in which two sulfur atoms are bonded in a disulfide type.

The mercaptan-based hydrogen donor may be substituted by a carboxyl group, an alkoxycarbonyl group, a substituted alkoxycarbonyl group, a phenoxycarbonyl group, a substituted phenoxycarbonyl group, a nitrile group, or the like at a position other than the mercapto group.

Specific examples of such mercaptan-based hydrogen donors include 2-mercaptobenzothiazole, 2-mercapto benzoxazole, 2-mercaptobenzoimidazole, 2,5-dimercapto-1,3,4-thiadia Sol, 2-mercapto-2,5-dimethylaminopyridine, and the like.

Among these mercaptan-based hydrogen donors, 2-mercaptobenzothiazole, 2-mercaptobenzoxazole, and the like are preferable, and 2-mercaptobenzothiazole is particularly preferable.

Subsequently, the amine-based hydrogen donor may have one or more benzene rings or heterocycles, and may have both a benzene ring and a heterocycle, and in the case of having two or more of these rings, even if a condensed ring is formed, it is not necessary to form good.

In addition, the amine-based hydrogen donor may be substituted with at least one amino group by an alkyl group or a substituted alkyl group, and may be substituted by a carboxyl group, an alkoxycarbonyl group, a substituted alkoxycarbonyl group, a phenoxycarbonyl group, a substituted phenoxycarbonyl group, a nitrile group, or the like at a position other than the amino group. It may be substituted.

Specific examples of such amine hydrogen donors include 4,4'-bis (dimethylamino) benzophenone, 4,4'-bis (diethylamino) benzophenone, 4-diethylaminoacetophenone, 4-dimethylamino Propiophenone, ethyl-4-dimethylaminobenzoate, 4-dimethylaminobenzoic acid, 4-dimethylaminobenzonitrile and the like.

Among these amine-based hydrogen donors, 4,4'-bis (dimethylamino) benzophenone, 4,4'-bis (diethylamino) benzophenone, and the like are preferable, and 4,4'-bis (diethylamino) is particularly preferred. Benzophenone is preferred.

The amine hydrogen donor also has a function as a sensitizer even in the case of photopolymerization initiators other than the biimidazole compound.

In the present invention, the hydrogen donor may be used alone or in combination of two or more thereof. However, a pixel formed by using one or more mercaptan-based hydrogen donors and one or more amine-based hydrogen donors in combination may be eliminated from the substrate during development. It is difficult and preferable at the point that the intensity and sensitivity of a pixel are also high.

Specific examples of preferred combinations of mercaptan-based hydrogen donors and amine-based hydrogen donors include 2-mercaptobenzothiazole / 4,4'-bis (dimethylamino) benzophenone and 2-mercaptobenzothiazole / 4,4 '-Bis (diethylamino) benzophenone, 2-mercaptobenzoxazole / 4,4'-bis (dimethylamino) benzophenone, 2-mercaptobenzooxazole / 4,4'-bis (diethylamino Benzophenone, and the like, and more preferred combinations include 2-mercaptobenzothiazole / 4,4'-bis (diethylamino) benzophenone and 2-mercaptobenzooxazole / 4,4'-bis ( Diethylamino) benzophenone and the like, and a particularly preferred combination is 2-mercaptobenzothiazole / 4,4'-bis (diethylamino) benzophenone.

The weight ratio of the mercaptan-based hydrogen donor to the amine-based hydrogen donor in the combination of the mercaptan-based hydrogen donor and the amine-based hydrogen donor is preferably 1: 1 to 1: 4, more preferably 1: 1 to 1: 3. to be.

In the present invention, the amount of the hydrogen donor used in combination with the biimidazole compound is preferably 0.01 to 40 parts by weight, more preferably based on 100 parts by weight of the total of the (D) polyfunctional monomer and the monofunctional monomer. 1 to 30 parts by weight, particularly preferably 1 to 20 parts by weight. In this case, when the amount of the hydrogen donor used is less than 0.01 part by weight, the effect of improving the sensitivity tends to be lowered. On the other hand, when the amount of the hydrogen donor used exceeds 40 parts by weight, the formed pixels tend to fall off the substrate during development.

In addition, specific examples of the triazine-based compound include 2,4,6-tris (trichloromethyl) -s-triazine, 2-methyl-4,6-bis (trichloromethyl) -s-triazine, 2 [2- (5-methylfuran-2-yl) ethenyl] -4,6-bis (trichloromethyl) -s-triazine, 2- [2- (furan-2-yl) ethenyl] 4,6-bis (trichloromethyl) -s-triazine, 2- [2- (4-diethylamino-2-methylphenyl) ethenyl] -4,6-bis (trichloromethyl) -s-tri Azine, 2- [2- (3,4-dimethoxyphenyl) ethenyl] -4,6-bis (trichloromethyl) -s-triazine, 2- (4-methoxyphenyl) -4,6- Bis (trichloromethyl) -s-triazine, 2- (4-ethoxystyryl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4-n-butoxyphenyl) And triazine compounds having halomethyl groups, such as -4,6-bis (trichloromethyl) -s-triazine.

Among these triazine compounds, 2- [2- (3,4-dimethoxyphenyl) ethenyl] -4,6-bis (trichloromethyl) -s-triazine is particularly preferable.

The said triazine type compound can be used individually or in mixture of 2 or more types.

In the present invention, the amount of the triazine compound used as the photopolymerization initiator is preferably 0.01 to 40 parts by weight, more preferably 1 to 1, based on 100 parts by weight of the total of the (D) polyfunctional monomer and the monofunctional monomer. 30 parts by weight, more preferably 1 to 20 parts by weight. In this case, when the amount of the triazine-based compound used is less than 0.01 part by weight, curing by exposure may be insufficient, and it may be difficult to obtain a colored layer in which the pixel pattern is arranged according to a predetermined arrangement. There exists a tendency for a pixel to fall easily from a board | substrate at the time of image development.

Additive Ingredients

The radiation sensitive composition for color filters in this invention may contain various additive components as needed.

As the additive component, an organic acid or an organic amino compound exhibiting an effect of further improving the dissolution property of the radiation-sensitive composition with respect to the alkaline developer and further suppressing the remaining of the undissolved product after development (except the hydrogen donor) ), And the like.

As said organic acid, the aliphatic carboxylic acid or phenyl group containing carboxylic acid which has 1 or more carboxyl group in a molecule | numerator is preferable.

As said aliphatic carboxylic acid, for example

Aliphatic monocarboxylic acids such as formic acid, acetic acid, propionic acid, butyric acid, valeric acid, pivalic acid, caproic acid, diethylacetic acid, enanthic acid, caprylic acid;

Oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, brasyl acid, methylmalonic acid, ethylmalonic acid, dimethylmalonic acid, methyl succinic acid, tetramethylsuccinic acid Aliphatic dicarboxylic acids such as cyclohexanedicarboxylic acid, itaconic acid, citraconic acid, maleic acid, fumaric acid, mesaconic acid;

And aliphatic tricarboxylic acids such as tricarbaric acid, aconitic acid and camphoronic acid.

Moreover, as said phenyl group containing carboxylic acid, the compound which the carboxyl group couple | bonded with the phenyl group directly, the compound which the carboxyl group couple | bonded with the phenyl group via the bivalent carbon chain, etc. are mentioned, for example.

As a phenyl group containing carboxylic acid, for example

Aromatic monocarboxylic acids such as benzoic acid, toluic acid, cuminic acid, hemelic acid, mesitylene acid;

Aromatic dicarboxylic acids such as phthalic acid, isophthalic acid, terephthalic acid;

Trivalent or higher aromatic polycarboxylic acids such as trimellitic acid, trimesic acid, meropanic acid and pyromellitic acid;

And phenylacetic acid, hydroatropanic acid, hydrocinnamic acid, mandelic acid, phenylsuccinic acid, atropanic acid, cinnamic acid, cinnamiledic acid, kumaric acid and unbelic acid.

Among these organic acids, aliphatic dicarboxylic acid is preferable as the aliphatic carboxylic acid from the viewpoint of alkali solubility, solubility in a solvent to be described later, prevention of background contamination and film residue on the substrate and the light shielding layer on the unexposed portion, In particular, malonic acid, adipic acid, itaconic acid, citraconic acid, fumaric acid, mesaconic acid and the like are preferable. As the phenyl group-containing carboxylic acid, aromatic dicarboxylic acid is preferable, and phthalic acid is particularly preferable.

The said organic acid can be used individually or in mixture of 2 or more types.

The amount of the organic acid used is preferably 15 parts by weight or less, more preferably 10 parts by weight or less based on 100 parts by weight of the total of the components (A) to (E) and the additive component. In this case, when the usage-amount of organic acid exceeds 15 weight part, there exists a tendency for the adhesiveness to the board | substrate of the formed pixel to fall.

Moreover, as said organic amino compound, the aliphatic amine or phenyl group containing amine which has 1 or more amino group in a molecule | numerator is preferable.

As said aliphatic amine, it is, for example

mono (cyclo) alkylamines such as n-propylamine, i-propylamine, n-butylamine, i-butylamine, sec-butylamine, t-butylamine, n-pentylamine, n-hexylamine;

Methyl ethylamine, diethylamine, methyl n-propylamine, ethyl n-propylamine, di-n-propylamine, di-i-propylamine, di-n-butylamine, di-i-butylamine Di (cyclo) alkylamines such as di-sec-butylamine, di-t-butylamine;

Dimethyl ethylamine, methyl diethylamine, triethylamine, dimethyl n-propylamine, diethyl n-propylamine, methyl di-n-propylamine, ethyl di-n-propylamine, tri- tri (cyclo) alkylamines such as n-propylamine, tri-i-propylamine, tri-n-butylamine, tri-i-butylamine, tri-sec-butylamine, tri-t-butylamine;

Mono (cyclo) alkanolamines such as 2-aminoethanol, 3-amino-1-propanol, 1-amino-2-propanol, 4-amino-1-butanol;

Di (cyclo) alkanolamines such as diethanolamine, di-n-propanolamine, di-i-propanolamine, di-n-butanolamine, di-i-butanolamine;

Tri (cyclo) alkanolamines such as triethanolamine, tri-n-propanolamine, tri-i-propanolamine, tri-n-butanolamine, tri-i-butanolamine;

3-amino-1,2-propanediol, 2-amino-1,3-propanediol, 4-amino-1,2-butanediol, 4-amino-1,3-butanediol, 3-dimethylamino-1,2 Amino (cyclo) alkanediols such as propanediol, 3-diethylamino-1,2-propanediol, 2-dimethylamino-1,3-propanediol, 2-diethylamino-1,3-propanediol ;

and aminocarboxylic acids such as β-alanine, 2-aminobutyric acid, 3-aminobutyric acid, 4-aminobutyric acid, 2-aminoisobutyric acid, and 3-aminoisobutyric acid.

Moreover, as a phenyl group containing amine, the compound which the amino group couple | bonded with the phenyl group directly, the compound which the amino group couple | bonded with the phenyl group via the bivalent carbon chain, etc. are mentioned, for example.

As a phenyl group containing amine, it is, for example

Aniline, o-methylaniline, m-methylaniline, p-methylaniline, p-ethylaniline, 1-naphthylamine, 2-naphthylamine, N, N-dimethylaniline, N, N-diethylaniline, p Aromatic amines such as -methyl-N, N-dimethylaniline;

aminobenzyl alcohols such as o-aminobenzyl alcohol, m-aminobenzyl alcohol, p-aminobenzyl alcohol, p-dimethylaminobenzyl alcohol, p-diethylaminobenzyl alcohol;

aminophenols such as o-aminophenol, m-aminophenol, p-aminophenol, p-dimethylaminophenol and p-diethylaminophenol;

and aminobenzoic acids such as m-aminobenzoic acid, p-aminobenzoic acid, p-dimethylaminobenzoic acid, and p-diethylaminobenzoic acid.

Among these organic amino compounds, mono (cyclo) alkanolamines and amino (cyclo) s include aliphatic amines from the viewpoints of solubility in a solvent to be described later, prevention of background contamination and film residue on the substrate and the light shielding layer of the unexposed portion. Alkanediol is preferred, especially 2-aminoethanol, 3-amino-1-propanol, 5-amino-1-pentanol, 3-amino-1,2-propanediol, 2-amino-1,3- Propanediol, 4-amino-1,2-butanediol, and the like are preferable. As the phenyl group-containing amine, aminophenols are preferable, and o-aminophenol, m-aminophenol, p-aminophenol and the like are particularly preferable.

The said organic amino compound can be used individually or in mixture of 2 or more types.

The use amount of the organic amino compound is preferably 15 parts by weight or less, more preferably 10 parts by weight or less based on 100 parts by weight of the total of the components (A) to (E) and the additive component. In this case, when the usage-amount of an organic amino compound exceeds 15 weight part, there exists a tendency for the adhesiveness to the board | substrate of the formed pixel to fall.

In addition, as an additive component of that excepting the above, for example

Dispersion aids such as blue pigment derivatives such as copper phthalocyanine derivatives and yellow pigment derivatives;

Fillers such as glass and alumina;

Polymer compounds such as polyvinyl alcohol, polyethylene glycol monoalkyl ether, and poly (fluoroalkyl acrylate);

Surfactants such as nonionic, cationic and anionic systems;

Vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, N- (2-aminoethyl) -3-aminopropylmethyl dimethoxysilane, N- (2-amino Ethyl) -3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 2- (3, 4-epoxycyclohexyl) ethyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloyloxypropyltrimethoxysilane, 3-mercaptopropyl Adhesion promoters such as trimethoxysilane;

Antioxidants such as 2,2-thiobis (4-methyl-6-t-butylphenol) and 2,6-di-t-butylphenol;

Ultraviolet absorbers such as 2- (3-t-butyl-5-methyl-2-hydroxyphenyl) -5-chlorobenzotriazole and alkoxybenzophenones;

Aggregation inhibitors such as sodium polyacrylate;

And thermal radical generators such as 1,1'-azobis (cyclohexane-1-carbonitrile) and 2-phenylazo-4-methoxy-2,4-dimethylvaleronitrile.

-(F) solvent-

As a solvent in this invention, the thing (A)-(E) component and additive component which comprise a radiation sensitive composition are disperse | distributed or melt | dissolved, and it does not react with these components, and can have a suitable volatility, and can select suitably. .

As such a solvent, for example

Alcohols such as methanol, ethanol and benzyl alcohol;

Ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol mono-n-propyl ether, ethylene glycol mono-n-butyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol mono-n -Propyl ether, diethylene glycol mono-n-butyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, dipropylene glycol monomethyl ether, dipropylene (Poly) alkylene glycol monoalkyl ethers such as glycol monoethyl ether, dipropylene glycol mono-n-propyl ether, dipropylene glycol mono-n-butyl ether, tripropylene glycol monomethyl ether, tripropylene glycol monoethyl ether;

Ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol mono-n-propyl ether acetate, ethylene glycol mono-n-butyl ether acetate, diethylene glycol monomethyl ether acetate, diethylene glycol monoethyl ether acetate, (Poly) alkylene glycols such as diethylene glycol mono-n-propyl ether acetate, diethylene glycol mono-n-butyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, 3-methoxybutyl acetate Monoalkyl ether acetates;

Other ethers such as diethylene glycol dimethyl ether, diethylene glycol methylethyl ether, diethylene glycol diethyl ether, tetrahydrofuran;

Methylethylketone, cyclohexanone, 2-heptanone, 3-heptanone, diacetone alcohol (4-hydroxy-4-methylpentan-2-one), 4-hydroxy-4-methylhexan-2-one Ketones such as these;

Lactic acid alkyl esters, such as methyl lactate and ethyl lactate:

Ethyl acetate, n-propyl acetate, i-propyl acetate, n-butyl acetate, i-butyl acetate, n-pentyl acetate, i-pentyl acetate, 3-methyl-3-methoxybutylacetate, n-butyl propionate, 3 -Methyl-3-methoxybutyl propionate, ethyl butyrate, n-propyl butyrate, butyric acid i-propyl, butyric acid n-butyl, ethyl hydroxyacetate, ethyl ethoxyacetate, 3-methoxypropionate, 3- Ethyl methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, methyl pyruvate, ethyl pyruvate, n-propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, ethyl 2-hydroxy-2-methylpropionate, 2 Esters such as methyl hydroxy-3-methylbutyrate and ethyl 2-oxobutyrate;

Aromatic hydrocarbons such as toluene and xylene;

And amides such as N-methylpyrrolidone, N, N-dimethylformamide, and N, N-dimethylacetamide.

Among these solvents, benzyl alcohol, ethylene glycol mono-n-butyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, ethylene glycol monomethyl ether acetate, and ethylene glycol mono from the viewpoint of solubility, pigment dispersibility, and applicability. -n-butyl ether acetate, diethylene glycol mono-n-butyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, cyclohexanone, 2 -Heptanone, 3-heptanone, n-butyl acetate, i-butyl acetate, n-pentyl formate, i-pentyl acetate, 3-methoxybutyl acetate, n-butyl propionate, ethyl butyrate, butyric acid i-propyl, butyric acid n-butyl, 3-methoxy ethylpropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, 3-methyl-3- methoxy Cibutyl propionate, ethyl pyruvate, etc. are preferable.

The said solvent can be used individually or in mixture of 2 or more types.

In addition, benzyl ethyl ether, dihexyl ether, acetonyl acetone, isophorone, caproic acid, caprylic acid, 1-octanol, 1-nonanol, benzyl acetate, ethyl benzoate, diethyl oxalate, maleic together with the above solvent. High boiling point solvents, such as acid diethyl, (gamma) -butyrolactone, ethylene carbonate, a propylene carbonate, and ethylene glycol monophenyl ether acetate, can also be used together.

The said high boiling point solvent can be used individually or in mixture of 2 or more types.

Although the usage-amount of a solvent is not specifically limited, From the viewpoint of the applicability | paintability, storage stability, etc. of the radiation sensitive composition obtained, the total concentration of each component except the solvent of the said composition becomes like this. Preferably it is 5-50 weight%, More preferably, Preference is given to amounts of from 10 to 40% by weight.

Production method of radiation sensitive composition for color filters

Although it does not specifically limit as a manufacturing method of the radiation sensitive composition for color filters of this invention, The (A) pigment is previously disperse | distributed in the medium containing (B) dispersing agent, (C) alkali-soluble resin, and (F) solvent. It is preferable to manufacture through a process.

Hereinafter, the process of disperse | distributing (A) pigment in the said medium previously is called "preliminary dispersion process", and the dispersion liquid which disperse | distributed (A) pigment in the said medium previously is called "preliminary dispersion liquid".

In the preliminary dispersion step, the amount of the (C) alkali-soluble resin used is preferably 5 to 100% by weight, more preferably 10 to 50, relative to the amount of the (C) alkali-soluble resin used in the radiation-sensitive composition for color filters. Weight percent. In this case, when the usage-amount of (C) alkali-soluble resin is less than 5 weight%, there exists a tendency for the storage stability of the composition obtained to fall, or a residue tends to arise on a board | substrate.

A preliminary dispersion process can be performed by mixing each said component using mixing apparatuses, such as a dissolve bar, a bead mill, a rod mill, etc., for example.

The average particle diameter of (A) pigment in the preliminary dispersion obtained in this way becomes like this. Preferably it is 50-400 nm, More preferably, it is 50-150 nm.

Following the predispersion step, the predispersion is further mixed with (D) polyfunctional monomer and (E) photopolymerization initiator, optionally (C) alkali-soluble resin and (F) solvent, and mixed with them by a conventional method, The radiation sensitive composition for color filters of this invention can be obtained.

[Formation method of color filter]

Next, the method of forming the color filter of this invention using the radiation sensitive composition for color filters of this invention (henceforth simply a "radiation-sensitive composition") is demonstrated.

The method of forming the color filter of this invention includes the process of following (1)-(4) at least.

(1) The process of forming the film of the radiation sensitive composition of this invention on a board | substrate.

(2) Process of exposing radiation to at least a part of said film.

(3) Process of developing the said film after exposure.

(4) The process of post-baking the said film after image development.

Hereinafter, these processes are demonstrated in order.

(1) process

First, a light shielding layer is formed on the surface of a substrate so as to partition a portion forming a pixel as necessary, and after applying the radiation-sensitive composition of the present invention on the substrate, preliminary baking is carried out and the solvent is evaporated to form a film. Form.

As a board | substrate used at this process, for example, ring-opening polymer of cyclic olefin, its hydrogenated substance, etc. other than glass, silicone, polycarbonate, polyester, aromatic polyamide, polyamideimide, polyimide, polyether sulfone, etc. Can be mentioned.

In addition, these substrates may be subjected to appropriate pretreatment such as chemical treatment with a silane coupling agent, plasma treatment, ion plating, sputtering, vapor phase reaction, vacuum deposition, or the like as desired.

When apply | coating a radiation sensitive composition to a board | substrate, the appropriate coating methods, such as rotational coating, casting | flow_spread coating, roll coating, can be employ | adopted. Especially, the coating method using a spin coater or a slit die coater is preferable.

The conditions of the prebaking are preferably about 2 to 4 minutes at 70 to 110 ° C.

Coating thickness is 0.1-8.0 micrometers, More preferably, it is 0.2-6.0 micrometers, More preferably, it is 0.2-4.0 micrometers as a film thickness after drying.

(2) process

Subsequently, at least part of the formed film is exposed to radiation. In exposing part of a film in this process, it exposes preferably through the photomask which has a predetermined pattern.

As radiation used for exposure, radiation, such as visible light, an ultraviolet-ray, an ultraviolet-ray, an electron beam, X-rays, can be selected suitably and used, for example. Preference is given to radiation in which the wavelength is in the range of 190 to 450 nm.

The exposure dose of radiation is preferably about 10 to 10,000 J / m 2.

(3) process-

Next, the film after exposure is developed using a developing solution, preferably an alkaline developing solution, and a predetermined pattern is formed by dissolving and removing the unexposed part of the film.

Examples of the alkali developer include sodium carbonate, sodium hydroxide, potassium hydroxide, tetramethylammonium hydroxide, choline, 1,8-diazabicyclo- [5.4.0] -7-undecene, 1,5-dia Aqueous solutions, such as xabicyclo- [4.3.0] -5-nonene, are preferable.

A suitable amount of water-soluble organic solvents such as methanol and ethanol, surfactants, and the like can also be added to the alkaline developer. In addition, after alkali development, water washing is preferable.

As the developing treatment method, a shower developing method, a spray developing method, an immersion developing method, a paddle developing method, or the like can be applied.

As for image development conditions, about 5 to 300 second is preferable at normal temperature.

(4) process

Subsequently, by post-baking the film after development, the board | substrate with which the pixel pattern was arrange | positioned in a predetermined | prescribed array can be obtained.

As processing conditions of post-baking, about 15 to 90 minutes are preferable, for example at 180-240 degreeC. The film thickness of the pixel thus formed is preferably 0.1 to 6.0 mu m, more preferably 0.5 to 3.0 mu m.

The steps (1) to (4) are repeated using each radiation-sensitive composition in which red, green, or blue pigments are dispersed, thereby forming red, green, and blue pixel patterns on the same substrate, whereby red, green And a colored layer on which blue three primary pixel patterns are arranged in a predetermined arrangement.

In addition, in this invention, the order of formation of the pixel pattern of each color can be selected arbitrarily.

Color filter

The color filter of this invention is formed from the radiation sensitive composition for color filters of this invention.

The color filter of the present invention is very useful for color image tube elements, color sensors and the like in addition to color liquid crystal display devices of transmissive or reflective type.

Color liquid crystal display

The color liquid crystal display device of this invention is equipped with the color filter of this invention.

The color liquid crystal display device of this invention can take a suitable structure. For example, the color filter may be formed on a substrate separate from the driving substrate on which the thin film transistor (TFT) is disposed, and the driving substrate and the substrate on which the color filter is formed may have an opposite structure through the liquid crystal layer. The substrate in which the color filter is formed on the surface of the driving substrate on which the thin film transistor TFT is disposed, and the substrate in which the ITO (indium oxide doped with tin) electrode is formed may be opposed through the liquid crystal layer. The latter structure has the advantage that the aperture ratio can be significantly improved and a bright and high precision liquid crystal display device is obtained.

<Example>

Hereinafter, an Example is given and embodiment of this invention is described further more concretely. However, the present invention is not limited to the following examples.

<Example 1>

(A) As a pigment, C.I. Pigment Red 254 / C.I. Pigment Red 177 = 80/20 (weight ratio) 15 parts by weight of the mixture, (B) 5 parts by weight of Dispervic-2001 (solid concentration 45.1% by weight) as a dispersant (about 2.26 parts by weight in terms of solids), (C) alkali solubility 6 parts by weight of methacrylic acid / N-phenylmaleimide / styrene / benzyl methacrylate copolymer (copolymer weight ratio = 20/30/20/30, Mw = 9,500, Mn = 5,000) and propylene as (F) solvent 37 parts by weight of glycol monomethyl ether acetate and 37 parts by weight of ethyl 3-ethoxypropionate were treated with a bead mill to prepare a preliminary dispersion (R1).

Subsequently, 100 parts by weight of the preliminary dispersion (R1) and (C) methacrylic acid / succinic acid mono (2-methacryloyloxyethyl) / N-phenylmaleimide / styrene / benzyl methacrylate copolymer as alkali-soluble resins. (Copolymerization weight ratio = 25/10/30/20/15, Mw = 12,000, Mn = 6,500) 5 parts by weight, (D) 10 parts by weight of dipentaerythritol hexaacrylate as the polyfunctional monomer, (E) photopolymerization initiator 5 parts by weight of 2-methyl- (4-methylthiophenyl) -2-morpholino-1-propanone-1 as a solvent, and 70 parts by weight of 3-methoxybutyl acetate as a solvent (F) to form a radiation-sensitive composition Was prepared.

<Example 2>

(A) As a pigment, C.I. Pigment Green 36 / C.I. Pigment Yellow 138 / C.I. Pigment Yellow 150 = 50/40/10 (weight ratio) 15 parts by weight of the mixture, (B) 7.5 parts by weight of Dispervic-2001 as a dispersant (about 3.38 parts by weight in terms of solids), (C) methacrylic acid as an alkali-soluble resin / ω-carboxydicaprolactone monoacrylate / N-phenylmaleimide / styrene / benzyl methacrylate / glycerol monomethacrylate copolymer (copolymerization weight ratio = 15/10/20/10/35/10, Mw = 6,000 , Mn = 3,000) 4 parts by weight, and (F) 73.5 parts by weight of propylene glycol monomethyl ether acetate as a solvent were treated in the same manner as in Example 1 to prepare a preliminary dispersion (G1).

Subsequently, 100 parts by weight of the preliminary dispersion (G1), (C) methacrylic acid / N-phenylmaleimide / styrene / benzyl methacrylate / glycerol monomethacrylate copolymer (copolymer weight ratio = 15/25) / 15/35/10, Mw = 13,500, Mn = 6,000) 5 parts by weight, (D) 10 parts by weight of dipentaerythritol hexaacrylate as the polyfunctional monomer, (E) 2-benzyl-2- as the photopolymerization initiator 5 parts by weight of dimethylamino-1- (4-morpholinophenyl) butanone-1 and 70 parts by weight of ethyl 3-ethoxypropionate as a solvent (F) were mixed to prepare a radiation sensitive composition.

<Example 3>

(A) As a pigment, C.I. Pigment Blue 15 / C.I. Pigment Violet 23 = 90/10 (weight ratio) 15 parts by weight of the mixture, (B) 10 parts by weight of Dispervic-2001 (4.51 parts by weight in terms of solids) as a dispersant, (C) acrylic acid / N-phenylmalee as alkali-soluble resin Mid / styrene / phenyl methacrylate / 2-hydroxyethyl methacrylate / polymethyl methacrylate macromonomer copolymer (copolymer weight ratio = 15/20/10/35/10/10, Mw = 23,000, Mn = 11,000) 2 parts by weight, and (F) 63 parts by weight of propylene glycol monomethyl ether acetate and 10 parts by weight of propylene glycol monomethyl ether were treated in the same manner as in Example 1 to prepare a preliminary dispersion (B1).

Subsequently, 100 parts by weight of the preliminary dispersion (B1) and (C) methacrylic acid / N-phenylmaleimide / α-methylstyrene / benzyl methacrylate copolymer (copolymerization weight ratio = 20/25/25 / 30, Mw = 43,000, Mn = 21,000) 10 parts by weight, (D) 20 parts by weight of dipentaerythritol hexaacrylate as the polyfunctional monomer, (E) 2-methyl- (4-methylthiophenyl) as a photopolymerization initiator 5 parts by weight of -2-morpholino-1-propanone-1 and (F) a solvent by mixing 30 parts by weight of 3-methyl-3-methoxybutyl acetate and 80 parts by weight of propylene glycol monoethyl ether acetate The sexual composition was prepared.

<Example 4>

(C) methacrylic acid / N-phenylmaleimide / styrene / n-butylmethacrylate copolymer (copolymerization weight ratio = 20/30/20 / in the preliminary dispersion process in Example 1 instead of 6 parts by weight of the alkali-soluble resin 30, Mw = 8,000, Mn = 4,000) 6 parts by weight of methacrylic acid / N-phenylmaleimide / styrene / 2 in place of 5 parts by weight of alkali-soluble resin (C) in the step of mixing with preliminary dispersion (R1). A radiation sensitive composition was prepared in the same manner as in Example 1 except that 5 parts by weight of an ethylhexyl methacrylate copolymer (copolymerization weight ratio = 20/30/20/30, Mw = 14,000, Mn = 6,500) was used.

Comparative Example 1

Example 1 except that 2.5 parts by weight of Solpass S 24000 (amine value = 50, acid value = 25) was used instead of 5 parts by weight of Dispervic-2001, which is the dispersant (B) of the preliminary dispersion (R1). In the same manner, a radiation sensitive composition was prepared.

Comparative Example 2

Methacrylic acid / benzyl methacrylate copolymer (copolymerization) instead of methacrylic acid / N-phenylmaleimide / styrene / benzyl methacrylate copolymer of (C) alkali-soluble resin of the preliminary dispersion (R1) in Example 1 (C) methacrylic acid / succinic acid mono (2-methacryloyloxyethyl) / N-phenyl which is (C) alkali-soluble resin in Example 1 using a weight ratio = 25/75, Mw = 13,000, Mn = 6,500) Methacrylic acid / 2-hydroxyethyl methacrylate / benzyl methacrylate copolymer (copolymer weight ratio = 15/15/70, Mw = 16,000, Mn = 7,500) instead of maleimide / styrene / benzyl methacrylate copolymer A radiation sensitive composition was produced in the same manner as in Example 1 except that was used.

Comparative Example 3

7.5 parts by weight of dispervic-182 (amine value = 14, acid value = 0, solid content concentration 44.6% by weight) instead of 7.5 parts by weight of dispervic-2001 which is the dispersant (B) of the preliminary dispersion (G1) in Example 2 A radiation sensitive composition was prepared in the same manner as in Example 2, except that about 3.35 parts by weight of solid content was used.

<Comparative Example 4>

Methacrylic acid / ω-carboxydicaprolactone monoacrylate / N-phenylmaleimide / styrene / benzyl methacrylate / glycerol monomethacrylate as (C) alkali-soluble resin of the preliminary dispersion (G1) in Example 2 Methacrylic acid / ω-carboxypolycaprolactone monoacrylate / styrene / benzyl methacrylate / glycerol monomethacrylate copolymer instead of copolymer (copolymerization weight ratio = 15/15/20/35/15, Mw = 15,500 , Mn = 6,500), and instead of methacrylic acid / N-phenylmaleimide / styrene / benzyl methacrylate / glycerol monomethacrylate copolymer which is (C) alkali-soluble resin in Example 2 A radiation sensitive composition was prepared in the same manner as in Example 2 except that the / benzyl methacrylate copolymer (copolymerization weight ratio = 25/75, Mw = 22,000, Mn = 10,000) was used.

Comparative Example 5

Except having used 4.5 weight part of azispa-PB-822 (amine value = 13, acid value = 16) instead of 10 weight part of dispervic-2001 which is (B) dispersing agent of the predispersion liquid (B1) in Example 3, In the same manner as in 3, a radiation sensitive composition was prepared.

The radiation sensitive composition obtained by each Example and each comparative example was evaluated in the following way. The evaluation results are shown in Table 1 below.

Evaluation of adhesion

Two # 1737 glass substrates made by Corning Corporation were prepared, each radiation-sensitive composition was applied onto the surface of each substrate using a spin coater, and then pre-baked at 70 ° C. for 3 minutes to form a film having a thickness of 2.5 μm. . Subsequently, after cooling each substrate to room temperature, using a high pressure mercury lamp (roughness 250 W / m 2), ultraviolet rays containing each wavelength of 365 nm, 405 nm, and 436 nm through a photomask were applied to one substrate. The film was exposed at an exposure amount of 1,000 J / m 2 and the film at the other substrate at an exposure amount of 500 J / m 2. After that, the film on each substrate was subjected to shower development for one minute at 23 MPa (nozzle diameter 1.0 mm) using a developer discharge pressure CD150CR (containing 0.04% by weight of potassium hydroxide) manufactured by JSR Inc. at 23 ° C as a developer. Thereafter, the resultant was washed with ultrapure water, and baked at 200 ° C. for 30 minutes to form a striped pixel pattern of a line and space pattern of 90/210 μm on each substrate.

The obtained pixel pattern was observed with the optical microscope, and "(circle)" evaluated the case where defect and peeling were not recognized by a pixel pattern as "x".

Evaluation of Surface Smoothness

The surface roughness of the upper part of each pixel pattern obtained by the said adhesiveness evaluation was measured and evaluated using the atomic force microscope by a digital instrument company. Generally, it can be said that surface smoothness is favorable when surface roughness is 60 Pa or less.

Developability

Each radiation-sensitive composition was applied onto the surface of Corning's # 1737 glass substrate by spin coating, and then prebaked at 90 ° C. for 3 minutes to form a film having a thickness of 2.5 μm. Then, after cooling the substrate to room temperature, using a high pressure mercury lamp (roughness 250 W / m 2), ultraviolet light containing each wavelength of 365 nm, 405 nm, and 436 nm in the film through the photomask was 1,000 J / It exposed at the exposure amount of m <2>. Thereafter, the film was used as a developer, developer CD150CR (containing 0.04 wt% of potassium hydroxide) manufactured by JSR Corporation, showered for 1 minute at a developing pressure of 0.1 MPa (0.3 mm nozzle diameter), and then washed with ultrapure water. After baking for 30 minutes at 200 ° C., a striped pixel pattern having a line and space pattern of 90/210 μm was formed on the substrate.

The obtained pixel pattern was observed with an optical microscope, and "(circle)" evaluated the case where residue and background contamination were not recognized on the board | substrate of an unexposed part as "(circle)", and "x".

Evaluation of Preservation Stability

About each radiation sensitive composition, initial viscosity was measured using the Tokyo Keiki E-type viscosity meter. Moreover, 50 g of each radiation sensitive composition was put into the light-shielding glass container, and after leaving still for 14 days at 23 degreeC in a sealed state, the viscosity after standing was measured using the Tokyo Keiki E-type viscosity meter. At this time, the change rate with respect to the initial viscosity of the viscosity after stationary was computed, and when the change rate was less than 5%, "(circle)" and the case where 5% or more and less than 10% were evaluated as "(triangle | delta)" and the case where it was 10% or more as "x" .

The radiation sensitive composition for color filters of this invention is excellent in adhesiveness to a board | substrate, has sufficient developability and surface smoothness of a pattern only by a small exposure amount, and is excellent also in storage stability.

Therefore, the radiation sensitive composition for color filters of this invention can be used very preferably for formation of various color filters including the color filter for color liquid crystal display devices in the electronic industry.

Claims (4)

(A) a pigment, (B) a dispersing agent, (C) (c1) carboxyl group-containing unsaturated monomer containing (meth) acrylic acid, (c2) N-position substituted maleimide, (c3) styrene, (alpha) -methylstyrene, p-hydroxy-α-methylstyrene, methyl (meth) acrylate, n-butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, allyl (meth Alkali-soluble resin comprising a copolymer with at least one selected from the group consisting of acrylates, benzyl (meth) acrylates, glycerol mono (meth) acrylates, polystyrene macromonomers and polymethylmethacrylate macromonomers, (D) a polyfunctional monomer, (E) a photoinitiator, and (F) a solvent, wherein said (B) dispersing agent is obtained through living anionic polymerization, and the amine number (unit mgKOH / g) and acid value (unit mgKOH / g) Containing all acrylic copolymers exceeding zero Sense for a color filter according to claim radiation sensitive composition. (A) a pigment, (B) a dispersing agent, (C) alkali-soluble resin, (D) polyfunctional monomer, (E) photoinitiator, and (F) solvent, The said (B) dispersing agent is obtained through living anion polymerization. Wherein both the amine value (unit mgKOH / g) and the acid value (unit mgKOH / g) contain an acrylic copolymer with more than 0, wherein the pigment (A) is a (B) dispersant, (C) an alkali soluble resin and (F) A radiation-sensitive composition for color filters, characterized in that prepared by dispersing in advance in a medium containing a solvent. The color filter formed from the radiation sensitive composition for color filters of Claim 1 or 2. The liquid crystal display device provided with the color filter of Claim 3.