JP2007114723A - Radiation-sensitive composition for forming colored layer, and color filter - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a radiation-sensitive composition for forming a colored layer of which the dried substance has high solvent redissolution property, and which will not generate bumping holes, etc. <P>SOLUTION: The radiation-sensitive composition for forming a colored layer comprises (A) a coloring agent, (B) an alkali soluble resin, (C) a polyfunctional monomer, (D) a photopolymerization initiator, and (E) a solvent which comprises 3-8.5% by weight of dipropylene glycol methyl ether acetate. For (E) as other solvents, the solvent preferably contains 40-70% by weight of solvent having a boiling point below 150°C, and 20-60% by weight of the solvent having a boiling point of 150-180°C. <P>COPYRIGHT: (C)2007,JPO&INPIT

Description

  The present invention relates to a radiation-sensitive composition for forming a colored layer, a method for forming a color filter, a color filter, and a color liquid crystal display panel, and more particularly, a transmissive or reflective color liquid crystal display device, a color imaging tube element, and the like. Radiation-sensitive composition used for forming colored layer (pixel and / or black matrix) useful for production of color filter used in manufacturing, method for forming color filter using radiation-sensitive composition, and radiation-sensitive composition The present invention relates to a color filter including a colored layer formed from a product, and a color liquid crystal display panel including the color filter.

  Conventionally, when producing a color filter using a radiation-sensitive composition for forming a colored layer, the radiation-sensitive composition for forming a colored layer is usually formed on a substrate or a substrate on which a light-shielding layer having a desired pattern has been previously formed. After forming a coating film, exposing the radiation through a photomask having a desired pattern shape, developing and dissolving and removing the unexposed part, and then heat-treating using a clean oven or hot plate, A method for obtaining pixels (for example, see Patent Document 1 and Patent Document 2) is known. When producing a color filter by such a method, the radiation-sensitive composition for forming a colored layer is generally applied onto a substrate by a spin method. However, as the substrate becomes larger, the application method is slit and spin. A system using a slit nozzle such as a system or a spinless system is being transferred.

JP-A-2-144502 JP-A-3-53201

  However, in the slit-and-spin method and the spinless method, coating is performed using a slit nozzle, which causes problems in coating properties and yield due to this. That is, since the stain of the slit nozzle due to the radiation-sensitive composition for forming the colored layer is unavoidable, a cleaning process for the slit nozzle is necessary. In this washing step, it is usual to wash the slit nozzle with the main solvent of the colored layer forming radiation-sensitive composition, but if the solubility in the main solvent is low, the radiation sensitivity for forming the colored layer remaining in the nozzle portion The composition remains as a projection, and when the radiation-sensitive composition for forming a colored layer is applied to the substrate, a problem such as generation of streaks in the traveling direction of the nozzle, or the radiation-sensitive composition for forming a colored layer The dry matter falls and adheres to the substrate, resulting in a defect that reduces the yield. Therefore, the re-solubility with respect to the solvent of the dried material of the radiation sensitive composition for colored layer formation is important.

  On the other hand, by using a high-boiling solvent in combination with the radiation-sensitive composition for forming the colored layer, it is possible to suppress the generation of a dried product, but in this case, it becomes difficult to sufficiently evaporate the solvent, and sticking is prevented. There arises a problem that the generation and the decrease in productivity due to long heating time occur. Depending on the selection and addition amount of the high-boiling solvent species, minute bubbles contained in the composition may appear on the surface of the coating film during the evaporation of the solvent in the heating step after applying the radiation-sensitive composition for forming the colored layer. Further, there also arises a problem that a crater-like defect (hereinafter referred to as “bumping hole”) remains after drying.

  The object of the present invention is to solve the above-mentioned problems, and for the colored layer formation in which the solvent resolubility of the dried material of the colored layer forming radiation-sensitive composition generated in the slit nozzle portion is high and does not generate bump holes. The object is to provide a radiation-sensitive composition.

  As a result of intensive studies to solve the above problems, the present inventors have used a solvent containing dipropylene glycol methyl ether acetate as an essential component as a solvent used in the radiation-sensitive composition for forming a colored layer. The present inventors have found that the resolubility of the dried product of the radiation-sensitive composition for forming a colored layer is remarkably improved and that the occurrence of bumps can be suppressed.

The present invention, first,
(A) a colorant, (B) an alkali-soluble resin, (C) a polyfunctional monomer, (D) a photopolymerization initiator, and (E) a solvent, (E) the solvent being dipropylene glycol methyl ether acetate 3 to 8.5% by weight of a radiation-sensitive composition for forming a colored layer.
The “colored layer” in the present invention means a layer composed of pixels and / or a black matrix used for a color filter.

The present invention secondly,
It comprises a method for forming a color filter, comprising at least the following steps (1) to (4).
(1) The process of forming the coating film of the said radiation sensitive composition for colored layer formation on a board | substrate.
(2) A step of exposing at least a part of the coating film.
(3) The process of developing the coating film after exposure.
(4) The process of heat-processing the coating film after image development.

Third, the present invention
A color filter comprising a colored layer formed from the radiation-sensitive composition for forming the colored layer.

The present invention fourthly,
A color liquid crystal display panel including the color filter.

The present invention is described in detail below.
Radiation-sensitive composition for forming colored layer- (A) Colorant-
The colorant in the present invention is not particularly limited in color tone, and is appropriately selected according to the use of the obtained color filter, and may be any of a pigment, a dye, or a natural pigment.
Since the color filter is required to have high purity and highly transparent color development and heat resistance, the colorant in the present invention is preferably a colorant having high color developability and high heat decomposability. Preferably, an organic pigment and / or carbon black is used.
Examples of the organic pigment include a color index (CI; The Society of Dyers).
and Colorists (published by and Colorists)), specifically, compounds having a color index (CI) number as shown below.

CI Pigment Yellow 83, CI Pigment Yellow 128, CI Pigment Yellow 138, CI Pigment Yellow 139, CI Pigment Yellow 150, CI Pigment Yellow 151, CI Pigment Yellow 152, CI Pigment Yellow 153, CI Pigment Yellow 154, CI Pigment Yellow 155, CI Pigment Yellow 156, CI Pigment Yellow 166, CI Pigment Yellow 168, CI Pigment Yellow 175, CI Pigment Yellow 185;
CI Pigment Violet 19, CI Pigment Violet 23, CI Pigment Violet 29, CI Pigment Violet 32, CI Pigment Violet 36, CI Pigment Violet 38;

CI Pigment Red 177, CI Pigment Red 202, 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 220, 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 265;

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 Black 1, CI Pigment Black 7.
The organic pigments can be used alone or in admixture of two or more.
The organic pigment can be used after being purified by, for example, a sulfuric acid recrystallization method, a solvent washing method, or a combination thereof.

Examples of inorganic pigments include titanium oxide, barium sulfate, calcium carbonate, zinc white, lead sulfate, yellow lead, zinc yellow, red bean (red iron oxide (III)), cadmium red, ultramarine blue, bitumen, and chromium oxide green. , Cobalt green, amber, titanium black, synthetic iron black, carbon black and the like.
These inorganic pigments can be used alone or in admixture of two or more.

  When the radiation-sensitive composition for forming a colored layer in the present invention is used to form a pixel, preferably, one or more organic pigments are used as a colorant, and are used to form a black matrix. If used, preferably two or more organic pigments and / or carbon black are used as colorants.

Examples of carbon black used for forming a black matrix include SAF, SAF-HS, ISAF, ISAF-LS, ISAF-HS, HAF, HAF-LS, HAF-HS, NAF, FEF, FEF-HS, and SRF. SRF-LM, SRF-LS, GPF, ECF, N-339, N-351 and other furnace blacks; FT, MT and other thermal blacks; acetylene black and the like.
These carbon blacks can be used alone or in admixture of two or more.

  In the present invention, each of the pigments can be used by modifying the particle surface with a polymer, if desired. Examples of the polymer that modifies the particle surface of the pigment include the polymers described in Patent Document 3 and the like, and various commercially available polymers and oligomers for dispersing pigments.

JP-A-8-259876

Further, the colorant in the present invention can be used together with a dispersant as desired.
Examples of the dispersant include cationic, anionic, nonionic, amphoteric, silicone, and fluorine surfactants.
Specific examples of the surfactant include polyoxyethylene alkyl ethers such as polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, polyoxyethylene oleyl ether; polyoxyethylene n-octylphenyl ether, polyoxyethylene n- Polyoxyethylene alkylphenyl ethers such as 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, the following trade names are KP (manufactured by Shin-Etsu Chemical Co., Ltd.), Polyflow (manufactured by Kyoeisha Chemical Co., Ltd.), F-top (manufactured by Tochem Products) Megafuck (Dainippon Ink Chemical Co., Ltd.), Florard (Sumitomo 3M Co., Ltd.), Asahi Guard, Surflon (manufactured by Asahi Glass Co., Ltd.), Disperbyk-101, 103, 107, 110 111, 115, 130, 160, 160, 161, 162, 163, 164, 165, 166, 170, 180, 182, 2000, 2001 (above, Big Chemie Manufactured by Japan Co., Ltd.), Solsperse S5000, S12000, S13240, S13940, S17000, S20000, S22000, S24000, S24000GR, S26000, S27000, S28000 (above, manufactured by Avicia Co., Ltd.) ), EFKA46, 47, 48, 745, 4540 4550, 6750, EFKA LP4008, 4009, 4010, 4015, 4050, 4055, 4560, 4800, EFKA Polymer400, 401, 402, 403, 450, 451, 453 (manufactured by Fuka Chemicals Co., Ltd.).
These surfactants can be used alone or in admixture of two or more.
The amount of the surfactant used is usually 50 parts by weight or less, preferably 0 to 30 parts by weight with respect to 100 parts by weight of the colorant.

  In the present invention, the radiation-sensitive resin composition for forming a colored layer can be prepared by an appropriate method. However, when a pigment is used as the colorant, the pigment is used in a solvent in the presence of a dispersant and optionally an alkali. It is preferable to prepare it by mixing and dispersing with a soluble resin, for example, using a bead mill, a roll mill or the like to obtain a pigment dispersion and mixing it with the components (B) to (E) described later.

The amount of the dispersant used in preparing the pigment dispersion is usually 100 parts by weight or less, preferably 0.5 to 100 parts by weight, more preferably 1 to 70 parts by weight, particularly 100 parts by weight of the pigment. Preferably it is 10-50 weight part. In this case, if the amount of the dispersant used exceeds 100 parts by weight, developability and the like may be impaired.
Moreover, as a solvent used when preparing a pigment dispersion liquid, the thing similar to the solvent illustrated about (E) component mentioned later can be mentioned, for example, The solvent used for preparation of a pigment dispersion liquid is The solvent added to the pigment dispersion may be the same or different.
The amount of the solvent used in preparing the pigment dispersion is usually 500 to 1,000 parts by weight, preferably 700 to 900 parts by weight with respect to 100 parts by weight of the pigment.
Moreover, the alkali-soluble resin used when preparing the pigment dispersion may be the same as or different from the component (B).

When preparing a pigment dispersion using a bead mill, for example, glass beads or titania beads having a diameter of about 0.5 to 10 mm are used, and a pigment mixture composed of a pigment, a solvent and a dispersant is used. Preferably, the treatment can be carried out while cooling with cooling water or the like.
In this case, the filling rate of the beads is usually 50 to 80% of the mill capacity, and the injection amount of the pigment mixed solution is usually about 20 to 50% of the mill capacity. The treatment time is usually 2 to 50 hours, preferably 2 to 25 hours.
Moreover, when preparing using a roll mill, it can carry out by processing, for example, using a 3 roll mill, a 2 roll mill, etc., preferably cooling a pigment liquid mixture with cooling water etc.
In this case, the roll interval is preferably 10 μm or less, and the shearing force is usually about 10 8 dyn / sec. The treatment time is usually 2 to 50 hours, preferably 2 to 25 hours.

-(B) Alkali-soluble resin-
As the alkali-soluble resin in the present invention, (A) acts as a binder for the colorant, and when producing a color filter, it is preferably used for the developer used in the development processing step, particularly preferably for the alkali developer. Although it is not particularly limited as long as it has solubility, for example, a polymerizable unsaturated monomer having an acidic functional group such as a carboxyl group, a phenolic hydroxyl group, and a sulfonic acid and other copolymerizable monomers. Examples thereof include copolymers with saturated monomers (hereinafter referred to as “copolymerizable unsaturated monomers”).

Examples of the polymerizable unsaturated monomer having a carboxyl group (hereinafter referred to as “carboxyl group-containing unsaturated monomer”) include:
Unsaturated monocarboxylic acids such as (meth) acrylic acid, crotonic acid, α-chloroacrylic acid, cinnamic acid;
Unsaturated dicarboxylic acids such as maleic acid, maleic anhydride, fumaric acid, itaconic acid, itaconic anhydride, citraconic acid, citraconic anhydride, mesaconic acid or the like;
A trivalent or higher unsaturated polycarboxylic acid or anhydride thereof;
Mono [(meth) acryloyloxyalkyl] esters of divalent or higher polyvalent carboxylic acids such as succinic acid mono [2- (meth) acryloyloxyethyl] and phthalic acid mono [2- (meth) acryloyloxyethyl];
Examples thereof include mono (meth) acrylates of polymers having a carboxyl group and a hydroxyl group at both ends, such as ω-carboxypolycaprolactone mono (meth) acrylate.

Among these carboxyl group-containing unsaturated monomers, (meth) acrylic acid, succinic acid mono [2- (meth) acryloyloxyethyl], ω-carboxypolycaprolactone mono (meth) acrylate and the like are particularly preferable.
The said carboxyl group-containing unsaturated monomer can be used individually or in mixture of 2 or more types.

Examples of the polymerizable unsaturated monomer having a phenolic hydroxyl group include o-hydroxystyrene, m-hydroxystyrene, p-hydroxystyrene, o-hydroxy-α-methylstyrene, m-hydroxy-α-methyl. Examples thereof include styrene, p-hydroxy-α-methylstyrene, N-o-hydroxyphenylmaleimide, Nm-hydroxyphenylmaleimide, Np-hydroxyphenylmaleimide and the like.
These polymerizable unsaturated monomers having a phenolic hydroxyl group can be used alone or in admixture of two or more.
Examples of the polymerizable unsaturated monomer having a sulfonic acid group include isoprene sulfonic acid and p-styrene sulfonic acid.
These polymerizable unsaturated monomers having a sulfonic acid group can be used alone or in admixture of two or more.

Next, as the copolymerizable unsaturated monomer, for example,
Macromonomers having a mono (meth) acryloyl group at the end of a polymer molecular chain such as polystyrene, polymethyl (meth) acrylate, poly-n-butyl (meth) acrylate, polysiloxane, etc. (hereinafter simply referred to as “macromonomers”) :):
N-phenylmaleimide, N-o-hydroxyphenylmaleimide, Nm-hydroxyphenylmaleimide, Np-hydroxyphenylmaleimide, N-o-methylphenylmaleimide, Nm-methylphenylmaleimide, Np-methyl N- (substituted) arylmaleimides such as phenylmaleimide, N-o-methoxyphenylmaleimide, Nm-methoxyphenylmaleimide, Np-methoxyphenylmaleimide, and N-substituted maleimides such as N-cyclohexylmaleimide;

Styrene, α-methylstyrene, o-vinyltoluene, m-vinyltoluene, p-vinyltoluene, p-chlorostyrene, o-methoxystyrene, m-methoxystyrene, p-methoxystyrene, o-vinylbenzylmethyl ether, m -Aromatic vinyl compounds such as vinyl benzyl methyl ether, p-vinyl benzyl methyl ether, o-vinyl benzyl glycidyl ether, m-vinyl benzyl glycidyl ether, p-vinyl benzyl glycidyl 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-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 Rate, 2-phenoxyethyl (meth) acrylate, methoxydiethylene glycol (meth) acrylate, methoxytriethylene glycol (meth) acrylate, methoxypropylene glycol (meth) acrylate, methoxydipropylene glycol (meth) acrylate, isobornyl Unsaturated carboxylic esters such as (meth) acrylate, dicyclopentadienyl (meth) acrylate, 2-hydroxy-3-phenoxypropyl (meth) acrylate, glycerol mono (meth) acrylate;

2-aminoethyl (meth) acrylate, 2-dimethylaminoethyl (meth) acrylate, 2-aminopropyl (meth) acrylate, 2-dimethylaminopropyl acrylate, 3-aminopropyl (meth) acrylate, 3-dimethylaminopropyl ( Unsaturated carboxylic acid aminoalkyl esters such as (meth) acrylate;
Unsaturated carboxylic acid glycidyl esters such as glycidyl (meth) acrylate;
Carboxylic acid vinyl esters such as vinyl acetate, vinyl propionate, vinyl butyrate, vinyl benzoate;
Unsaturated ethers such as vinyl methyl ether, vinyl ethyl ether, and allyl glycidyl ether;
Vinyl cyanide compounds such as (meth) acrylonitrile, α-chloroacrylonitrile, vinylidene cyanide;
Unsaturated amides such as (meth) acrylamide, α-chloroacrylamide, N-2-hydroxyethyl (meth) acrylamide;
Examples thereof include aliphatic conjugated dienes such as 1,3-butadiene, isoprene and chloroprene.

Of these copolymerizable unsaturated monomers, macromonomers, N-substituted maleimides, 2-hydroxyethyl (meth) acrylate, benzyl (meth) acrylate, glycerol mono (meth) acrylate and the like are preferable. Among the macromonomers, polystyrene macromonomers and polymethyl (meth) acrylate macromonomers are particularly preferable, and among the N-substituted maleimides, N-phenylmaleimide and N-cyclohexylmaleimide are particularly preferable.
The said copolymerizable unsaturated monomer can be used individually or in mixture of 2 or more types.

Preferred alkali-soluble resins in the present invention include a copolymer of a carboxyl group-containing unsaturated monomer and a copolymerizable unsaturated monomer (hereinafter simply referred to as “carboxyl group-containing copolymer”). Can do.
As the carboxyl group-containing copolymer, (a) a carboxyl group-containing unsaturated monomer, (b) a polystyrene macromonomer, a polymethyl (meth) acrylate macromonomer, N-phenylmaleimide, N-cyclohexylmaleimide, 2-hydroxy And at least one selected from the group consisting of ethyl (meth) acrylate, benzyl (meth) acrylate, and glycerol (meth) acrylate, and (c) optionally styrene, α-methylstyrene, methyl (meth) acrylate, allyl ( A copolymer of a monomer mixture further containing at least one selected from the group of (meth) acrylate and phenyl (meth) acrylate (hereinafter referred to as “carboxyl group-containing copolymer (I)”) is particularly preferable. , (A) (meth) acrylic acid is an essential component Optionally, a carboxyl group-containing unsaturated monomer further containing succinic acid mono [2- (meth) acryloyloxyethyl] and / or ω-carboxypolycaprolactone mono (meth) acrylate, and (b) polystyrene macro Monomer, polymethyl (meth) acrylate macromonomer, N-phenylmaleimide, N-cyclohexylmaleimide, 2-hydroxyethyl (meth) acrylate, benzyl (meth) acrylate and glycerol (meth) acrylate And (c) a monomer mixture further containing at least one selected from the group of styrene, α-methylstyrene, methyl (meth) acrylate, allyl (meth) acrylate and phenyl (meth) acrylate. Copolymer (hereinafter, referred to as "carboxyl group-containing copolymer (II)".) Are preferred.

As specific examples of the carboxyl group-containing copolymer (II),
(Meth) acrylic acid / benzyl (meth) acrylate / polystyrene macromonomer copolymer,
(Meth) acrylic acid / benzyl (meth) acrylate / polymethyl (meth) acrylate macromonomer copolymer,
(Meth) acrylic acid / N-phenylmaleimide / styrene / benzyl (meth) acrylate copolymer,
(Meth) acrylic acid / N-phenylmaleimide / α-methylstyrene / benzyl (meth) acrylate,
(Meth) acrylic acid / N-cyclohexylmaleimide / styrene / benzyl (meth) acrylate copolymer,
(Meth) acrylic acid / N-cyclohexylmaleimide / α-methylstyrene / benzyl (meth) acrylate copolymer,
(Meth) acrylic acid / succinic acid mono [2- (meth) acryloyloxyethyl] / N-phenylmaleimide / styrene / allyl (meth) acrylate 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-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 / benzyl (meth) acrylate / glycerol mono (meth) acrylate copolymer, (meth) acrylic acid / succinic acid mono [2- (meth) acryloyloxyethyl] / benzyl (meth) acrylate / glycerol mono (Meth) acrylate copolymer,
(Meth) acrylic acid / 2-hydroxyethyl (meth) acrylate copolymer,
(Meth) acrylic acid / styrene / 2-hydroxyethyl (meth) acrylate copolymer, (meth) acrylic acid / 2-hydroxyethyl (meth) acrylate / benzyl (meth) acrylate copolymer,
(Meth) acrylic acid / 2-hydroxyethyl (meth) acrylate / phenyl (meth) acrylate copolymer,
(Meth) acrylic acid / 2-hydroxyethyl (meth) acrylate / benzyl (meth) acrylate / polystyrene macromonomer copolymer,
(Meth) acrylic acid / 2-hydroxyethyl (meth) acrylate / benzyl (meth) acrylate / polymethyl (meth) acrylate macromonomer copolymer,
(Meth) acrylic acid / 2-hydroxyethyl (meth) acrylate / N-phenylmaleimide / styrene / phenyl (meth) acrylate / polystyrene macromonomer copolymer,
(Meth) acrylic acid / 2-hydroxyethyl (meth) acrylate / N-phenylmaleimide / styrene / phenyl (meth) acrylate / polymethyl methacrylate macromonomer copolymer,
(Meth) acrylic acid / N-phenylmaleimide / styrene / benzyl (meth) acrylate / glycerol mono (meth) acrylate copolymer,
(Meth) acrylic acid / ω-carboxypolycaprolactone mono (meth) acrylate / N-phenylmaleimide / styrene / benzyl (meth) acrylate / glycerol mono (meth) acrylate copolymer and the like.

  The copolymerization ratio of the carboxyl group-containing unsaturated monomer in the carboxyl group-containing copolymer is usually 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 resulting colored layer-forming radiation-sensitive composition in an alkaline developer tends to be reduced, whereas 50% by weight. If it exceeds 50%, the solubility in an alkali developer becomes excessive, and when developing with an alkali developer, the colored layer tends to fall off from the substrate and the surface of the colored layer tends to be rough.

The polystyrene-converted weight average molecular weight (hereinafter referred to as “Mw”) measured by gel permeation chromatography (GPC, elution solvent: tetrahydrofuran) of the alkali-soluble resin in the present invention is preferably 3,000 to 300,000, and more preferably Preferably it is 3,000-100,000.
The polystyrene-equivalent number average molecular weight (hereinafter referred to as “Mn”) measured by gel permeation chromatography (GPC, elution solvent: tetrahydrofuran) of the alkali-soluble resin in the present invention is preferably 3,000 to 60,000. More preferably, it is 3,000 to 25,000.
Moreover, the ratio (Mw / Mn) of Mw and Mn of the alkali-soluble resin in the present invention is usually 1 to 5, preferably 1 to 4.
By using such an alkali-soluble resin having a specific Mw or Mn, a radiation-sensitive composition for forming a colored layer having excellent developability can be obtained, thereby forming a colored layer having sharp pattern edges. In addition, residues, background stains, film residues, and the like are less likely to occur on the unexposed substrate and the light shielding layer during development.
In this invention, alkali-soluble resin can be used individually or in mixture of 2 or more types.

  The usage-amount of the alkali-soluble resin in this invention is 10-1,000 weight part normally with respect to 100 weight part of (A) coloring agents, Preferably it is 20-500 weight part. In this case, if the amount of the alkali-soluble resin used is less than 10 parts by weight, for example, the alkali developability may be lowered, or background stains or film residues may be generated on the substrate or the light shielding layer in the unexposed area. 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 density as a thin film.

-(C) polyfunctional monomer-
The polyfunctional monomer in the present invention is a monomer having two or more polymerizable unsaturated bonds.
As the multifunctional 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, etc. and their dicarboxylic acid-modified products;
Oligo (meth) acrylates such as polyester, epoxy resin, urethane resin, alkyd resin, silicone resin, spirane resin;
Di (meth) acrylates of hydroxylated polymers at both ends such as both ends hydroxypoly-1,3-butadiene, both ends hydroxypolyisoprene, both ends hydroxypolycaprolactone,
And tris [2- (meth) acryloyloxyethyl] phosphate.

Among these polyfunctional monomers, poly (meth) acrylates of trihydric or higher polyhydric alcohols and their dicarboxylic acid modified products, specifically, trimethylolpropane tri (meth) acrylate, pentaerythritol tris. (Meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylate and the like are preferable, and trimethylolpropane triacrylate, pentaerythritol triacrylate and dipentaerythritol are particularly preferable. Hexaacrylate is preferred because it has high strength of the colored layer, excellent smoothness of the surface of the colored layer, and hardly causes scumming or film residue on the unexposed substrate and the light shielding layer.
These polyfunctional monomers can be used alone or in admixture of two or more.

  The usage-amount of the polyfunctional monomer in this invention is 5-500 weight part normally with respect to 100 weight part of (B) alkali-soluble resin, Preferably it is 20-300 weight part. In this case, if the amount of the polyfunctional monomer used is less than 5 parts by weight, the strength and surface smoothness of the colored layer tend to be reduced. On the other hand, if it exceeds 500 parts by weight, for example, alkali developability is reduced. There is a tendency that background contamination, film residue, etc. are likely to occur on the unexposed substrate or the light shielding layer.

In the present invention, a part of the polyfunctional monomer can be replaced with a monofunctional monomer having one polymerizable unsaturated bond.
Examples of the monofunctional monomer include the carboxyl group-containing unsaturated monomer, copolymerizable unsaturated monomer, N-vinyl succinimide, and N-vinyl exemplified for the (B) alkali-soluble resin. Pyrrolidone, N-vinylphthalimide, N-vinyl-2-piperidone, N-vinyl-ε-caprolactam, N-vinylpyrrole, N-vinylpyrrolidine, N-vinylimidazole, N-vinylimidazolidine, N-vinylindole, N N-vinyl derivatives such as vinylindoline, N-vinylbenzimidazole, N-vinylcarbazole, N-vinylpiperidine, N-vinylpiperazine, N-vinylmorpholine, N-vinylphenoxazine; N- (meth) In addition to acryloylmorpholine, as commercial products, the trade names are M-5300 and M-5400. M-5600 (manufactured by Toagosei Co., Ltd.), and the like can be given.
These monofunctional monomers can be used alone or in admixture of two or more. The proportion of the monofunctional monomer used is usually 90% by weight or less, preferably 50% by weight or less, based on the total of the polyfunctional monomer and the monofunctional monomer. In this case, if the use ratio of the monofunctional monomer exceeds 90% by weight, the strength and surface smoothness of the colored layer tend to be lowered.

-(D) Photopolymerization initiator-
The photopolymerization initiator in the present invention is the above-described (C) polyfunctional monomer and optionally used monofunctional monomer by exposure to visible light, ultraviolet light, far ultraviolet light, electron beam, X-ray or the like. It is a compound capable of generating active species capable of initiating polymerization.
Examples of such photopolymerization initiators include acetophenone compounds, biimidazole compounds, triazine compounds, benzoin compounds, benzophenone compounds, α-diketone compounds, polynuclear quinone compounds, xanthone compounds, diazo compounds. A compound etc. can be mentioned.
In the present invention, the photopolymerization initiator can be used alone or in admixture of two or more. As the photopolymerization initiator in the present invention, acetophenone compounds, biimidazole compounds and triazine compounds can be used. At least one selected from the group is preferred.

  The general use amount of the photopolymerization initiator in the present invention is usually 0.01 to 80 parts by weight per 100 parts by weight of the total of the (C) polyfunctional monomer and the monofunctional monomer. The amount is preferably 1 to 60 parts by weight. In this case, when the amount of the photopolymerization initiator used is less than 0.01 part by weight, curing by exposure becomes insufficient, and it may be difficult to obtain a color filter in which the colored layer pattern is arranged according to a predetermined arrangement. On the other hand, when the amount exceeds 80 parts by weight, the formed colored layer tends to fall off from the substrate during development.

  Among preferred photopolymerization initiators in the present invention, specific examples of acetophenone compounds include 2-hydroxy-2-methyl-1-phenylpropan-1-one and 2-methyl-1- [4- (methylthio) phenyl. ] -2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2,2-dimethoxy- Examples include 1,2-diphenylethane-1-one and 1,2-octanedione-1- [4- (phenylthio) phenyl] -2- (O-benzoyloxime).

Among these acetophenone compounds, 2-methyl-1- [4- (methylthio) phenyl] -2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) ) Butan-1-one, 1,2-octanedione-1- [4- (phenylthio) phenyl] -2- (O-benzoyloxime) and the like are preferable.
The acetophenone compounds can be used alone or in admixture of two or more.

  In the present invention, when the acetophenone compound is used as the photopolymerization initiator, the amount used is usually 0 with respect to 100 parts by weight of the total of the (C) polyfunctional monomer and the monofunctional monomer. 0.01 to 80 parts by weight, preferably 1 to 60 parts by weight, more preferably 1 to 30 parts by weight. In this case, if the amount of the acetophenone compound used is less than 0.01 parts by weight, curing by exposure becomes insufficient, and it may be difficult to obtain a color filter in which the colored layer pattern is arranged according to a predetermined arrangement. On the other hand, when the amount exceeds 80 parts by weight, the formed colored layer tends to be detached from the substrate during development.

  Specific examples of the biimidazole compound include 2,2′-bis (2-chlorophenyl) -4,4 ′, 5,5′-tetrakis (4-ethoxycarbonylphenyl) -1,2′-bi Imidazole, 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'-tetra Phenyl-1,2′-biimidazole, 2,2′-bis (2,4,6-trichlorophenyl) -4,4 ′, 5,5′-tetraphenyl-1,2′-biimidazole, 2, 2'-bis (2-bromophenyl)- , 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 and the like can be 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 preferable, and in particular, 2,2′-bis (2,4-dichlorophenyl) -4,4 ′, 5,5′-tetraphenyl-1,2 ′. -Biimidazole is preferred.
The biimidazole compound is excellent in solubility in a solvent, does not generate foreign matters such as undissolved substances and precipitates, has high sensitivity, sufficiently advances the curing reaction by exposure with a small amount of energy, and has a contrast. It is high and does not cause a curing reaction in the unexposed area. Therefore, the coated film after exposure is clearly divided into a cured part that is insoluble in the developer and an uncured part that has high solubility in the developer. Accordingly, a high-definition color filter in which a colored layer pattern without an undercut is arranged according to a predetermined arrangement can be formed. The biimidazole compounds can be used alone or in admixture of two or more.

  In the present invention, the amount used in the case of using a biimidazole compound as a photopolymerization initiator is usually (C) with respect to a total of 100 parts by weight of the polyfunctional monomer and the monofunctional monomer, 0.01 to 40 parts by weight, preferably 1 to 30 parts by weight, more preferably 1 to 20 parts by weight. In this case, if the amount of biimidazole compound used is less than 0.01 parts by weight, curing by exposure may be insufficient, and it may be difficult to obtain a color filter in which a colored layer pattern is arranged according to a predetermined arrangement. On the other hand, if the amount exceeds 40 parts by weight, the developed colored layer tends to fall off from the substrate and the surface of the colored layer tends to become rough during development.

In the present invention, when a biimidazole compound is used as a photopolymerization initiator, it is preferable to use a hydrogen donor described below in combination because the sensitivity can be further improved.
The “hydrogen donor” as used herein means a compound that can donate a hydrogen atom to a radical generated from a biimidazole compound by exposure.
The hydrogen donor in the present invention is preferably a mercaptan compound or an amine compound defined below.
The mercaptan-based compound is a compound having a benzene ring or a heterocyclic ring as a mother nucleus and having one or more, preferably 1 to 3, more preferably 1 to 2, mercapto groups directly bonded to the mother nucleus (hereinafter referred to as “ Mercaptan-based hydrogen donor ").
The amine compound is a compound having a benzene ring or a heterocyclic ring as a mother nucleus and having 1 or more, preferably 1 to 3, more preferably 1 to 2 amino groups directly bonded to the mother nucleus (hereinafter referred to as “ Amine-based hydrogen donor ").
These hydrogen donors can also have a mercapto group and an amino group at the same time.

Hereinafter, these hydrogen donors will be described more specifically.
The mercaptan-based hydrogen donor can have one or more benzene rings or heterocyclic rings, and can have both a benzene ring and a heterocyclic ring. When two or more of these rings are present, It may or may not be formed.
In addition, when the mercaptan-based hydrogen donor has two or more mercapto groups, at least one of the remaining mercapto groups is substituted with an alkyl group, an aralkyl group or an aryl group as long as at least one free mercapto group remains. Further, as long as at least one free mercapto group remains, a structural unit in which two sulfur atoms are bonded via a divalent organic group such as an alkylene group, or two sulfurs It can have structural units in which atoms are bonded in the form of disulfides.
Further, the mercaptan-based hydrogen donor may be substituted with a carboxyl group, a (substituted) alkoxycarbonyl group, a (substituted) phenoxycarbonyl group, a nitrile group, or the like at a position other than the mercapto group.

Specific examples of such mercaptan hydrogen donors include 2-mercaptobenzothiazole, 2-mercaptobenzoxazole, 2-mercaptobenzoimidazole, 2,5-dimercapto-1,3,4-thiadiazole, 2-mercapto- 2,5-dimethylaminopyridine and the like can be mentioned.
Of these mercaptan-based hydrogen donors, 2-mercaptobenzothiazole, 2-mercaptobenzoxazole and the like are preferable, and 2-mercaptobenzothiazole is particularly preferable.

The amine-based hydrogen donor can have one or more benzene rings or heterocyclic rings, and can have both a benzene ring and a heterocyclic ring. When two or more of these rings are present, It may or may not be formed.
In the amine-based hydrogen donor, one or more of the amino groups may be substituted with an alkyl group or a substituted alkyl group, and a carboxyl group, a (substituted) alkoxycarbonyl group, or a (substituted) other than the amino group. It may be substituted with a phenoxycarbonyl group, a nitrile group or the like.

Specific examples of such amine-based hydrogen donors include 4,4′-bis (dimethylamino) benzophenone, 4,4′-bis (diethylamino) benzophenone, 4-diethylaminoacetophenone, 4-dimethylaminopropiophenone, Examples thereof include ethyl-4-dimethylaminobenzoate, 4-dimethylaminobenzoic acid, 4-dimethylaminobenzonitrile and the like.
Of 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) benzophenone is particularly preferable.
The amine-based hydrogen donor has a function as a sensitizer even in the case of a photopolymerization initiator other than a biimidazole compound.

In the present invention, the hydrogen donor can be used alone or in admixture of two or more. However, one or more mercaptan hydrogen donors and one or more amine hydrogen donors are used in combination. It is preferable in terms of high sensitivity, that the formed colored layer does not easily fall off from the substrate during development, and that the strength of the colored layer is high.
Specific examples of a preferred combination of a mercaptan hydrogen donor and an amine hydrogen donor include 2-mercaptobenzothiazole / 4,4′-bis (dimethylamino) benzophenone, 2-mercaptobenzothiazole / 4,4′-. Bis (diethylamino) benzophenone, 2-mercaptobenzoxazole / 4,4′-bis (dimethylamino) benzophenone, 2-mercaptobenzoxazole / 4,4′-bis (diethylamino) benzophenone, and the like are further preferable combinations. Are 2-mercaptobenzothiazole / 4,4′-bis (diethylamino) benzophenone, 2-mercaptobenzoxazole / 4,4′-bis (diethylamino) benzophenone, and the particularly preferred combination is 2-mercaptobenzothi Is a tetrazole / 4,4'-bis (diethylamino) benzophenone.
The weight ratio of mercaptan hydrogen donor to amine hydrogen donor in the combination of mercaptan hydrogen donor and amine hydrogen donor is usually 1: 1 to 1: 4, preferably 1: 1 to 1: 3.

  In the present invention, when the hydrogen donor is used in combination with the biimidazole compound, the amount used is preferably 0 with respect to 100 parts by weight of the total of (C) the polyfunctional monomer and the monofunctional monomer. 0.01 to 40 parts by weight, more preferably 1 to 30 parts by weight, and particularly preferably 1 to 20 parts by weight. In this case, if the amount of the hydrogen donor used is less than 0.01 parts by weight, the effect of improving the sensitivity tends to decrease. On the other hand, if it exceeds 40 parts by weight, the formed colored layer is detached from the substrate during development. It tends to be easy to do.

  Specific examples of the triazine 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 (trichloro Methyl) -s-triazine, 2- [2- (4-diethylamino-2-methylphenyl) ethenyl] -4,6-bis (trichloromethyl) -s-triazine, 2- [2- (3,4-dimethoxy) Phenyl) ethenyl] -4,6-bis (trichloromethyl) -s-triazine, 2- (4-methoxyphenyl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4- Triazine-based compounds having a halomethyl group such as xystyryl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4-n-butoxyphenyl) -4,6-bis (trichloromethyl) -s-triazine Can be mentioned.

Of these triazine compounds, 2- [2- (3,4-dimethoxyphenyl) ethenyl] -4,6-bis (trichloromethyl) -s-triazine is particularly preferable.
The triazine compounds can be used alone or in admixture of two or more.

  In the present invention, the amount of triazine compound used as the photopolymerization initiator is usually 0 with respect to 100 parts by weight of the total of (C) the polyfunctional monomer and the monofunctional monomer. 0.01 to 40 parts by weight, preferably 1 to 30 parts by weight, more preferably 1 to 20 parts by weight. In this case, if the amount of the triazine compound used is less than 0.01 parts by weight, curing by exposure may be insufficient, and it may be difficult to obtain a color filter in which the colored layer pattern is arranged according to a predetermined arrangement. On the other hand, if it exceeds 40 parts by weight, the formed colored layer tends to be easily detached from the substrate during development.

-(E) Solvent-
The solvent in the present invention contains dipropylene glycol methyl ether acetate as an essential component.
The content of dipropylene glycol methyl ether acetate in the solvent is 3 to 8.5% by weight, preferably 3 to 7.5% by weight, and particularly preferably 3 to 7% by weight. In this case, if the content ratio of dipropylene glycol methyl ether acetate is less than 3% by weight, the effect of suppressing the dried product or bumps of the radiation-sensitive composition for forming the colored layer may be reduced, whereas If it exceeds 5% by weight, the dissolving power as a solvent may be reduced and insoluble matter may be precipitated.

As the solvent in the present invention, a solvent other than dipropylene glycol methyl ether acetate (hereinafter referred to as “other solvent”) is usually 91.5 to 97% by weight, preferably 92.5 to 97% by weight, particularly preferably. Contains 93 to 97% by weight.
As other solvents, the components (A) to (D) constituting the radiation-sensitive composition for forming the colored layer and the additive components described later are dispersed or dissolved, and do not react with these components and are appropriately volatilized. As long as it has a property, it can be appropriately selected and used, but it preferably contains a solvent having a boiling point of less than 150 ° C., preferably 130 to 150 ° C. (hereinafter referred to as “low-boiling solvent”). . The “boiling point” in the present invention means a value at 1 atmosphere.

  Specific examples of the low boiling point solvent include propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monomethyl ether acetate, 2-peptanone, n-butyl acetate, i-butyl acetate, i-pentyl acetate, ethyl butyrate, n-butyrate -Propyl, i-propyl butyrate, ethyl pyruvate and the like.

Of these low-boiling solvents, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol methyl ether acetate, 2-peptanone, i-pentyl acetate, ethyl pyruvate, and the like are preferable. In particular, propylene glycol monomethyl ether, propylene glycol Monoethyl ether and propylene glycol methyl ether acetate are preferred.
The low boiling point solvents can be used alone or in admixture of two or more.

  The content of the low boiling point solvent in the solvent is preferably 40 to 70% by weight, more preferably 50 to 70% by weight, and particularly preferably 50 to 65% by weight. In this case, if the content of the low-boiling solvent is less than 40% by weight, sticking may occur and productivity may be reduced due to a long heating time. There exists a possibility that the suppression effect of the dry substance of the radiation sensitive composition for formation may become inadequate.

In the present invention, as the other solvent, it is desirable to further contain a solvent having a boiling point of 150 ° C. or higher and lower than 180 ° C., preferably 155 or higher and lower than 180 ° C. (hereinafter referred to as “medium boiling solvent”) together with the low boiling point solvent. .
Specific examples of the medium boiling point solvent include ethylene glycol mono-n-butyl ether, ethylene glycol ethyl ether acetate, propylene glycol ethyl ether acetate, 3-methoxybutyl acetate, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, cyclohexanone, and 3-ethoxypropionic acid. Examples include ethyl, n-butyl butyrate, and methyl acetoacetate.

Among these medium boiling solvents, ethylene glycol mono-n-butyl ether, ethylene glycol ethyl ether acetate, propylene glycol ethyl ether acetate, 3-methoxybutyl acetate, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, cyclohexanone, ethyl 3-ethoxypropionate In particular, propylene glycol ethyl ether acetate, 3-methoxybutyl acetate, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, cyclohexanone, and ethyl 3-ethoxypropionate are preferable.
The medium boiling solvents can be used alone or in admixture of two or more.

  The content of the medium boiling point solvent in the solvent is preferably 20 to 60% by weight, more preferably 20 to 50% by weight, and particularly preferably 25 to 45% by weight. In this case, if the content of the medium-boiling solvent is less than 20% by weight, a dried product of the radiation-sensitive composition for forming the colored layer tends to be generated, whereas if it exceeds 60% by weight, sticking occurs. In addition, productivity may be reduced due to a long heating time.

Furthermore, in the present invention, a solvent having a boiling point of 180 ° C. or higher (excluding dipropylene glycol methyl ether acetate) (hereinafter referred to as “high boiling point solvent”) can be used in combination with each of the above-mentioned solvents.
Specific examples of the high boiling point solvent include benzyl ethyl ether, dihexyl ether, acetonyl acetone, isophorone, caproic acid, caprylic acid, 1-octanol, 1-nonanol, benzyl alcohol, benzyl acetate, ethyl benzoate, diethyl oxalate, Mention may be made of diethyl maleate, γ-butyrolactone, ethylene carbonate, propylene carbonate, ethylene glycol monophenyl ether acetate and the like.
The high boiling point solvents can be used alone or in admixture of two or more.

  More specifically, the content ratio of each solvent in the solvent in the present invention is preferably 3 to 8.5% by weight of dipropylene glycol methyl ether acetate, 40 to 70% by weight of low boiling point solvent, and medium boiling point solvent. Is 20 to 60% by weight, the high boiling point solvent is 20% by weight or less, more preferably 3 to 7.5% by weight of dipropylene glycol methyl ether acetate, 50 to 70% by weight of the low boiling point solvent, and the medium boiling point solvent. Is 20 to 50% by weight, the high-boiling solvent is 20% by weight or less, particularly preferably 3 to 7% by weight of dipropylene glycol methyl ether acetate, 50 to 65% by weight of low-boiling solvent, medium-boiling solvent Is 25 to 45% by weight, and the high boiling point solvent is 20% by weight or less. By using such a mixed solvent, the generation of a dried product or bumps of the radiation-sensitive composition for forming a colored layer is remarkably suppressed, and the productivity decreases due to the occurrence of sticking and the heating time becoming longer. Thus, it is possible to obtain a good radiation-sensitive composition for forming a colored layer without causing inconvenience and without causing precipitation of insoluble matter.

  The total amount of the solvent used in the radiation-sensitive composition for forming a colored layer of the present invention is not particularly limited, but from the viewpoints of applicability and stability of the resulting composition, the solvent of the composition is used. The amount of solid content removed is preferably 5 to 50% by weight, particularly preferably 10 to 40% by weight.

-Other additives-
The radiation-sensitive composition for forming a colored layer of the present invention contains the components (A) to (E) as essential components, but may contain other additives as necessary.
Examples of the other additives include fillers such as glass and alumina; polymer compounds such as polyvinyl alcohol and poly (fluoroalkyl acrylate); nonionic surfactants, cationic surfactants, anionic surfactants Surfactant such as an agent; vinyltrimethoxysilane, vinyltriethoxysilane, vinyltri (2-methoxyethoxy) silane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, N- (2-aminoethyl) ) -3-Aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltri Methoxysilane, 3-chloropropylmethyldimeth Adhesion promoters such as silane, 3-chloropropyltrimethoxysilane, 3-methacryloyloxypropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane; 2,2-thiobis (4-methyl-6-tert-butylphenol), 2 Antioxidants such as 1,6-di-t-butylphenol; UV absorbers such as 2- (3-tert-butyl-5-methyl-2-hydroxyphenyl) -5-chlorobenzotriazole and alkoxybenzophenones; polyacryl An aggregation inhibitor such as sodium acid can be used.

Method for Forming Color Filter Next, a method for forming the color filter of the present invention using the radiation-sensitive composition for forming a colored layer of the present invention (hereinafter also simply referred to as “colored layer forming composition”). explain.
The method for forming a color filter of the present invention includes at least the following steps (1) to (4).
(1) The process of forming the coating film of the composition for colored layer formation on a board | substrate.
(2) A step of exposing at least a part of the coating film.
(3) The process of developing the coating film after exposure.
(4) The process of heat-processing (henceforth "post-baking") the coating film after image development.

Hereinafter, these steps will be sequentially described.
-(1) Process-
First, on the surface of the substrate, if necessary, a light shielding layer is formed so as to partition a pixel forming portion, and a colored layer forming composition is applied on the substrate, and then pre-baked under reduced pressure ( Hereinafter, it is referred to as “vacuum baking”), and the solvent is removed by evaporation to form a coating film.
Examples of the substrate used in this step include glass, silicon, polycarbonate, polyester, aromatic polyamide, polyamideimide, polyimide, polyethersulfone, cyclic olefin ring-opening polymer, and hydrogenated products thereof. be able to.
In addition, these substrates may be subjected to appropriate pretreatment such as chemical treatment with a silane coupling agent or the like, plasma treatment, ion plating, sputtering, gas phase reaction method, vacuum deposition, etc., if desired.

A method for applying the colored layer forming composition to the substrate is not particularly limited, but a method using a slit nozzle such as a slit-and-spin coating method or a spinless coating method (hereinafter referred to as “slit nozzle coating method”). ") Is preferred.
The solid content of the colored layer forming composition used in the slit nozzle coating method is preferably 10 to 20% by weight, particularly preferably 13 to 18% by weight.
The coating conditions in the slit nozzle coating method differ depending on the slit-and-spin coating method, the spinless coating method, the size of the coated substrate, etc., but for example, the coating is applied to the fifth generation glass substrate (1100 mm × 1250 mm) by the spinless coating method. In this case, the discharge amount of the colored layer forming composition from the slit nozzle is usually 500 to 2,000 microliters / second, preferably 800 to 1,500 microliters / second, and the coating speed is Usually, it is 500 to 1,500 mm / second, preferably 700 to 1,200 mm / second.
The vacuum baking conditions are such that the degree of vacuum is usually about 0.1 to 1.0 torr, preferably about 0.2 to 0.5 torr, and the temperature is usually about 60 to 120 ° C., preferably about 70 to 110 ° C. Moreover, baking time is 1 to 5 minutes normally, Preferably it is about 2 to 4 minutes.
The thickness of the coating film formed in this step is usually 0.1 to 10 μm, preferably 0.2 to 8.0 μm, particularly preferably 0.2 to 6.0 μm as the film thickness after removing the solvent. is there.

-(2) Process-
Thereafter, at least a part of the formed coating film is exposed. When exposing a part of the coating film, it is usually exposed through a photomask having an appropriate pattern.
As the radiation used for the exposure, for example, visible light, ultraviolet light, far ultraviolet light, electron beam, X-ray or the like can be used, and radiation having a wavelength in the range of 190 to 450 nm is preferable.
Exposure of radiation is usually, 10~10,000J / m ² approximately.

-(3) Process-
Then, it develops using a developing solution and melt | dissolves and removes the unexposed part of a coating film.
Examples of the developer include sodium carbonate, sodium hydroxide, potassium hydroxide, tetramethylammonium hydroxide, choline, 1,8-diazabicyclo- [5.4.0] -7-undecene, 1,5-diazabicyclo. -An alkaline developer composed of an aqueous solution such as [4.3.0] -5-nonene is preferable.
For example, an appropriate amount of a water-soluble organic solvent such as methanol or ethanol, a surfactant, or the like can be added to the alkaline developer. In addition, it is usually washed with water after alkali development.
As a development processing method, an appropriate method such as a shower development method, a spray development method, a dip (immersion) development method, or a paddle (liquid accumulation) development method can be employed.
The development conditions are preferably about 5 to 300 seconds at room temperature.

-(4) Process-
Thereafter, the colored layer can be formed on the substrate by post-baking.
The post-baking conditions are preferably 180 to 230 ° C. and about 20 to 40 minutes.

In the method for forming a color filter of the present invention, the steps (1) to (4) are repeated using each colored layer forming composition in which a red, green, or blue pigment is dispersed to obtain a red pixel pattern. By forming the green pixel pattern and the blue pixel pattern on the same substrate, a colored layer in which the pixel patterns of the three primary colors of red, green, and blue are arranged in a predetermined arrangement can be formed on the substrate. However, in the present invention, the order of forming the pixel patterns of the respective colors is not particularly limited.
The film thickness of the pixel thus formed is usually 0.5 to 5.0 μm, preferably 1.5 to 3.0 μm.

Preferred embodiments of the invention The radiation-sensitive composition for forming a colored layer of the present invention comprises (A) a colorant, (B) an alkali-soluble resin, (C) a polyfunctional monomer, (D) a photopolymerization initiator, and ( E) A solvent is contained as an essential component, and (E) the solvent contains 3 to 20% by weight of dipropylene glycol methyl ether acetate. It is as follows.

(I) Colored layer formation in which component (B) includes carboxyl group-containing copolymer (II), and component (D) includes at least one selected from the group of acetophenone compounds, biimidazole compounds, and triazine compounds. Radiation sensitive composition.
(B) The component (B) contains a carboxyl group-containing copolymer (II), and the acetophenone compound in the component (D) is 2-methyl-1- [4- (methylthio) phenyl] -2-morpholinopropanone -1,2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butanone-1 and 1,2-octanedione-1- [4- (phenylthio) phenyl] -2- (O-benzoyloxime ), And the biimidazole compound in component (D) is 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 and 2,2'-bis (2, 4,6-trichloroph Nyl) -4,4 ′, 5,5′-tetraphenyl-1,2′-biimidazole, and the triazine compound in component (D) is 2- [2- ( 3,4-dimethoxyphenyl) ethenyl] -4,6-bis (trichloromethyl) -s-triazine, the radiation-sensitive composition for forming a colored layer according to (i).

(C) The carboxyl group-containing copolymer (II) in component (B) is (meth) acrylic acid / benzyl (meth) acrylate / polystyrene macromonomer copolymer, (meth) acrylic acid / benzyl (meth) acrylate / Polymethyl (meth) acrylate macromonomer copolymer, (meth) acrylic acid / N-phenylmaleimide / styrene / benzyl (meth) acrylate copolymer, (meth) acrylic acid / N-cyclohexylmaleimide / styrene / benzyl (meta ) Acrylate copolymer, (meth) acrylic acid / succinic acid mono [2- (meth) acryloyloxyethyl] / N-phenylmaleimide / styrene / allyl (meth) acrylate copolymer, (meth) acrylic acid / succinic acid Mono [2- (meth) acryloyloxyethyl] / N-phenyl Maleimide / styrene / benzyl (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 / benzyl (meth) acrylate / glycerol mono ( (Meth) acrylate copolymer, (meth) acrylic acid / succinic acid mono [2- (meth) acryloyloxyethyl] / benzyl (meth) acrylate / glycerol mono (meth) acrylate copolymer, (meth) acrylic acid / 2 -Hydroxyethyl (meth) acrylate Copolymer, (meth) acrylic acid / styrene / 2-hydroxyethyl (meth) acrylate copolymer, (meth) acrylic acid / 2-hydroxyethyl (meth) acrylate / benzyl (meth) acrylate copolymer, (meta ) Acrylic acid / 2-hydroxyethyl (meth) acrylate / phenyl (meth) acrylate copolymer, (meth) acrylic acid / 2-hydroxyethyl (meth) acrylate / benzyl (meth) acrylate / polystyrene macromonomer copolymer, (Meth) acrylic acid / 2-hydroxyethyl (meth) acrylate / benzyl (meth) acrylate / polymethyl (meth) acrylate macromonomer copolymer and (meth) acrylic acid / N-phenylmaleimide / styrene / benzyl (meth) acrylate / Glycerol Roh (meth) containing at least one selected from the group consisting of acrylate copolymer, wherein (i) or colored layer forming radiation-sensitive composition of (b).

(D) The colored layer of (i), (b) or (c), wherein the component (C) contains at least one selected from the group consisting of trimethylolpropane triacrylate, pentaerythritol triacrylate and dipentaerythritol hexaacrylate. Radiation sensitive composition for forming.
(E) The radiation-sensitive composition for forming a colored layer according to (a), (b), (c) or (d), wherein the component (A) contains an organic pigment and / or carbon black.

(F) The radiation-sensitive composition for forming a colored layer according to (a), (b), (c), (d) or (e), wherein the component (E) contains 40 to 70% by weight of a low-boiling solvent. .
(G) The radiation-sensitive composition for forming a colored layer according to (f), wherein the low boiling point solvent contains at least one selected from the group of propylene glycol monomethyl ether, propylene glycol monoethyl ether, and propylene glycol monomethyl ether acetate.
(H) The radiation-sensitive composition for forming a colored layer according to (f) or (g), wherein the component (E) further contains 20 to 60% by weight of a medium-boiling solvent.
(I) The medium (boiling point) solvent contains at least one selected from the group consisting of propylene glycol monoethyl ether acetate, 3-methoxybutyl acetate, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, cyclohexanone and ethyl 3-ethoxypropionate. ) For forming a colored layer.

Further, the preferred color filter of the present invention is
(Nu) From the radiation-sensitive composition for forming a colored layer of the above (a), (b), (c), (d), (e), (f), (g), (h) or (ri) It has formed pixels and / or black matrix.

The preferred color liquid crystal display panel of the present invention is
(L) The color filter of (nu) is provided.

  The radiation-sensitive composition for forming a colored layer according to the present invention has a high solvent re-solubility in a dried product and can suppress the occurrence of bump holes, and is extremely useful for forming a color filter using a slit nozzle coating method. It can be suitably applied.

Hereinafter, the present invention will be described more specifically with reference to examples. However, the present invention is not limited to the following examples.
Example 1
(A) CI Pigment Red 254 / CI Pigment Red 177 = 80/20 (weight ratio) mixture 15 parts by weight as a colorant, Disperbyk-2001 4 parts by weight (in terms of solid content) as a dispersant, (B) Alkali-soluble resin Methacrylic acid / N-phenylmaleimide / styrene / benzyl methacrylate copolymer (copolymerization weight ratio = 20/30/20/30, Mw = 9,500, Mn = 5,000) 6 parts by weight and (E) solvent As a result, 75 parts by weight of propylene glycol methyl ether acetate was treated with a bead mill to prepare a pigment dispersion (R1) (100 parts by weight in total).
Next, 100 parts by weight of the pigment dispersion (R1), (B) methacrylic acid / succinic acid mono (2-methacryloyloxyethyl) / N-phenylmaleimide / styrene / benzyl methacrylate copolymer (copolymerization weight) as the alkali-soluble resin Ratio = 25/10/30/20/15, Mw = 12,000, Mn = 6,500) 5 parts by weight, (C) 10 parts by weight of dipentaerythritol hexaacrylate as a polyfunctional monomer, (D) 5 parts by weight of 2-methyl-1- [4- (methylthio) phenyl] -2-morpholinopropanone-1 as a photopolymerization initiator and 12.5 parts by weight of dipropylene glycol methyl ether acetate as a solvent (E) ( 5% by weight of the total solvent), 75 parts by weight of propylene glycol methyl ether acetate (60% by weight of the total solvent), 3- Butoxy butyl acetate 75 parts by weight (30 wt% of the total solvent) and cyclohexanone 12.5 parts by weight (5 wt% of the total solvent) were mixed, colored layer forming composition (R1-1) were prepared. The solvent in the colored layer forming composition (R1-1) contains the solvent in the pigment dispersion (R1), and the same applies to each of the following colored layer forming compositions.

The obtained colored layer forming composition (R1-1) was evaluated according to the following procedure. The evaluation results are shown in Table 1.
Evaluation of Solvent Resolubility of Dry Product The colored layer forming composition (R1-1) was applied to a glass substrate and air-dried under conditions of 23 ° C. and 50% humidity for 30 minutes. Then, the glass substrate to which the dry coating film adhered was immersed in propylene glycol monomethyl ether acetate for 10 minutes, and evaluated according to the following three stages according to the redissolved state of the dry coating film.
○: All the dried coating film dissolves during immersion.
Δ: A part of the dried coating film remains after immersion for 10 minutes.
X: The dried coating film hardly or not dissolves after immersion for 10 minutes.

After applying a colored layer forming composition (R1-1) to a soda glass substrate (300 mm × 400 mm) on which a SiO ₂ film for preventing sodium ions from eluting is formed on the evaluation surface of the bump hole using a spin coater At 23 ° C., vacuum baking was performed until the degree of vacuum reached 0.3 torr to form a coating film having a thickness of 2.5 μm.
Then, the obtained board | substrate was observed with the optical microscope, the number of bump holes which generate | occur | produce in the arbitrary area | region of 5 mm x 400 mm square of a coating film was counted, and the following three steps evaluated.
○: Less than 500
Δ: 500 or more and less than 1,000,
X: 1,000 or more.

Example 2
In Example 1, the solvent (E) added to 100 parts by weight of the pigment dispersion (R1) was 21.25 parts by weight of dipropylene glycol methyl ether acetate (8.5% by weight of the total solvent), propylene glycol methyl. Except for changing to 75 parts by weight of ether acetate (60% by weight of the total solvent) and 78.75 parts by weight of ethyl 3-ethoxypropionate (31.5% by weight of the total solvent), the same as in Example 1, A colored layer forming composition (R1-2) was prepared and evaluated. The evaluation results are shown in Table 1.

Example 3
In Example 1, the solvent (E) added to 100 parts by weight of the pigment dispersion (R1) was 21.25 parts by weight of dipropylene glycol methyl ether acetate (8.5% by weight of the total solvent), propylene glycol methyl. The colored layer was the same as in Example 1 except that the amount was changed to 25 parts by weight of ether acetate (40% by weight of the total solvent) and 128.75 parts by weight of diethylene glycol methyl ethyl ether (51.5% by weight of the total solvent). A forming composition (R1-2) was prepared and evaluated. The evaluation results are shown in Table 1.

Example 4
In Example 1, the solvent (E) added to 100 parts by weight of the pigment dispersion (R1) was 7.5 parts by weight of dipropylene glycol methyl ether acetate (3% by weight of the total solvent), propylene glycol methyl ether acetate. Colored layer formation was carried out in the same manner as in Example 1 except that the amount was changed to 50.0 parts by weight (50% by weight of the total solvent) and 3-methoxybutyl acetate 117.5 parts by weight (47% by weight of the total solvent). Composition (R1-4) was prepared and evaluated. The evaluation results are shown in Table 1.

Comparative Example 1
In Example 1, except that the solvent added to 100 parts by weight of the pigment dispersion (R1) was changed to 25 parts by weight of propylene glycol methyl ether acetate, 75 parts by weight of 3-methoxybutyl acetate and 75 parts by weight of cyclohexanone. In the same manner as in Example 1, a colored layer forming composition (R1-5) was prepared and evaluated. The evaluation results are shown in Table 1.

Comparative Example 2
In Example 1, the solvent added to 100 parts by weight of the pigment dispersion (R1) was changed to 50 parts by weight of propylene glycol methyl ether acetate, 75 parts by weight of ethyl 3-ethoxypropionate and 50 parts by weight of diethylene glycol methyl ethyl ether. Except that, a colored layer forming composition (R1-6) was prepared and evaluated in the same manner as in Example 1. The evaluation results are shown in Table 1.

Comparative Example 3
In Example 1, the solvent (E) added to 100 parts by weight of the pigment dispersion (R1) was 37.5 parts by weight of dipropylene glycol methyl ether acetate (15% by weight of the total solvent), propylene glycol methyl ether acetate. A colored layer forming composition in the same manner as in Example 1, except that the amount was changed to 25 parts by weight (40% by weight of the total solvent) and 112.5 parts by weight of diethylene glycol methyl ethyl ether (45% by weight of the total solvent). (R1-2) was prepared and evaluated. The evaluation results are shown in Table 1.

Example 5
(A) CI Pigment Green 36 / CI Pigment Yellow 138 / CI Pigment Yellow 150 = 50/40/10 (weight ratio) 15 parts by weight of the mixture as a colorant, and 4 parts by weight of Disperbyk-2001 as a dispersant (in terms of solid content) (B) Methacrylic acid / 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) and (E) 76 parts by weight of propylene glycol methyl ether acetate as a solvent were treated with a bead mill to obtain a pigment dispersion (G1) (total of 100 Parts by weight) was prepared.
Next, 100 parts by weight of the pigment dispersion (G1), (B) a methacrylic acid / N-phenylmaleimide / styrene / benzyl methacrylate / glycerol monomethacrylate copolymer (copolymerization weight ratio = 15/25/15 /) as an alkali-soluble resin 35/10, Mw = 1,500, Mn = 6,000) 5 parts by weight, (C) 10 parts by weight of dipentaerythritol hexaacrylate as a polyfunctional monomer, (D) 2-benzyl as a photopolymerization initiator 5 parts by weight of 2-dimethylamino-1- (4-morpholinophenyl) butanone-1 and 12.5 parts by weight of dipropylene glycol methyl ether acetate as the solvent (E) (about 5.0% by weight of the total solvent) ), 50 parts by weight of propylene glycol methyl ether acetate (about 50.2% by weight of the total solvent), 3-methyl 87.5 parts by weight of xylbutyl acetate (about 34.9% by weight of the total solvent) and 25 parts by weight of cyclohexanone (about 10.0% by weight of the total solvent) were mixed to form a colored layer forming composition (G1-1 ) Was prepared.
Subsequently, it evaluated by the procedure similar to Example 1 except having used the obtained composition for colored layer formation (G1-1). The results are shown in Table 2.

Example 6
In Example 5, the solvent (E) added to 100 parts by weight of the pigment dispersion (G1) was 21.25 parts by weight of dipropylene glycol methyl ether acetate (about 8.5% by weight of the total solvent), propylene glycol Example 5 with the exception of changing to 75 parts by weight of methyl ether acetate (about 60.2% by weight of the total solvent) and 78.75 parts by weight of ethyl 3-ethoxypropionate (about 31.4% by weight of the total solvent). In the same manner as above, a colored layer forming composition (G1-2) was prepared, and then evaluated in the same manner as in Example 1. The evaluation results are shown in Table 2.

Example 7
In Example 5, the solvent (E) added to 100 parts by weight of the pigment dispersion (G1) was 21.25 parts by weight of dipropylene glycol methyl ether acetate (about 8.5% by weight of the total solvent), propylene glycol Example 5 with the exception that 25 parts by weight of methyl ether acetate (about 40.2% by weight of the total solvent) and 128.75 parts by weight of 3-methoxybutyl acetate (about 51.3% by weight of the total solvent) were used. In the same manner, a colored layer forming composition (G1-2) was prepared, and then evaluated by the same procedure as in Example 1. The evaluation results are shown in Table 2.

Example 8
In Example 5, the solvent (E) added to 100 parts by weight of the pigment dispersion (G1) was 7.5 parts by weight of dipropylene glycol methyl ether acetate (about 3.0 parts by weight of the total solvent), propylene glycol. Same as Example 5 except for changing to 50 parts by weight of methyl ether acetate (about 50.2% by weight of the total solvent) and 117.5 parts by weight of 3-methoxybutyl acetate (46.8% by weight of the total solvent) After preparing the colored layer forming composition (G1-4), evaluation was performed in the same manner as in Example 1. The evaluation results are shown in Table 2.

Comparative Example 4
In Example 5, the solvent added to 100 parts by weight of the pigment dispersion (G1) was changed to 75 parts by weight of propylene glycol methyl ether acetate, 50 parts by weight of ethyl 3-ethoxypropionate and 50 parts by weight of diethylene glycol methyl ethyl ether. Except for the above, a colored layer forming composition (G1-5) was prepared in the same manner as in Example 5 and then evaluated in the same manner as in Example 1. The evaluation results are shown in Table 2.

Comparative Example 5
In Example 5, the solvent added to 100 parts by weight of the pigment dispersion (G1) was changed to 125 parts by weight of ethyl 3-ethoxypropionate and 50 parts by weight of 3-methoxybutyl acetate. In the same manner as above, a colored layer forming composition (G1-6) was prepared, and then evaluated in the same manner as in Example 1. The evaluation results are shown in Table 2.

Comparative Example 6
In Example 5, the solvent (E) added to 100 parts by weight of the pigment dispersion (G1) was 37.5 parts by weight of dipropylene glycol methyl ether acetate (15% by weight of the total solvent), propylene glycol methyl ether acetate. A colored layer forming composition in the same manner as in Example 5 except that the amount was changed to 24 parts by weight (40% by weight of the total solvent) and 112.5 parts by weight of 3-methoxybutyl acetate (45% by weight of the total solvent). (G1-2) was prepared and then evaluated by the same procedure as in Example 1. The evaluation results are shown in Table 2.

Example 9
(A) CI Pigment Blue 15 / CI Pigment Violet 23 = 90/10 (weight ratio) mixture 15 parts by weight as a colorant, Disperbyk-2001 5 parts by weight (in terms of solid content) as a dispersant, (B) Alkali-soluble resin As acrylic acid / N-phenylmaleimide / styrene / phenyl methacrylate / 2-hydroxyethyl methacrylate / polymethyl methacrylate macromonomer copolymer (copolymerization weight ratio = 15/20/10/35/10/10, Mw = 23, 000, Mn = 11,000) 4 parts by weight, and (E) 76 parts by weight of propylene glycol methyl ether acetate as a solvent were processed by a bead mill to prepare a pigment dispersion (B1) (100 parts by weight in total).
Next, 100 parts by weight of pigment dispersion (B1), (B) methacrylic acid / N-phenylmaleimide / α-methylstyrene / benzyl methacrylate (copolymerization weight ratio = 20/25/25/30, Mw = as alkali-soluble resin) 43,000, Mn = 21,000) 10 parts by weight, (C) 20 parts by weight of dipentaerythritol hexaacrylate as a polyfunctional monomer, and (D) 2-methyl-1- [4- 5 parts by weight of (methylthio) phenyl] -2-morpholinopropanone-1 and 16 parts by weight of dipropylene glycol methyl ethyl acetate (about 4.9% by weight of the total solvent) as solvent (E), propylene glycol methyl ether acetate 104 parts by weight (about 55.2% by weight of the total solvent), diethylene glycol methyl ethyl ether 3 Parts by weight (about 9.8% by weight of the total solvent) and 98 parts by weight of 3-methoxybutyl acetate (about 30.1% by weight of the total solvent) were mixed to give a colored layer forming composition (B1-1). Prepared.
Evaluation was performed according to the same procedure as in Example 1 except that the obtained colored layer forming composition (B1-1) was used. The evaluation results are shown in Table 3.

Example 10
In Example 9, the solvent (E) added to 100 parts by weight of the pigment dispersion (B1) was 27.75 parts by weight of dipropylene glycol methyl ether acetate (about 8.5% by weight of the total solvent), propylene glycol. Example 9 with the exception of changing to 104 parts by weight of methyl ether acetate (about 55.2% by weight of total solvent) and 118.25 parts by weight of ethyl 3-ethoxypropionate (about 36.3% by weight of total solvent). In the same manner as above, a colored layer forming composition (B1-2) was prepared, and then evaluated in the same manner as in Example 1. The evaluation results are shown in Table 3.

Example 11
In Example 9, the solvent (E) added to 100 parts by weight of the pigment dispersion (B1) was 27.75 parts by weight of dipropylene glycol methyl ether acetate (about 8.5% by weight of the total solvent), propylene glycol. 55 parts by weight of methyl ether acetate (about 40.3% by weight of the total solvent), 81 parts by weight of 3-methoxybutyl acetate (about 24.8% by weight of the total solvent) and 85.25 parts by weight of cyclohexanone (about 26% of the total solvent) The composition for forming a colored layer (B1-2) was prepared in the same manner as in Example 9 except that the content was changed to 2 wt%, and then evaluated in the same manner as in Example 1. The evaluation results are shown in Table 3.

Example 12
In Example 9, the solvent (E) added to 100 parts by weight of the pigment dispersion (B1) was 9.8 parts by weight of dipropylene glycol methyl ether acetate (about 3.0% by weight of the total solvent), propylene glycol methyl. 54.4 parts by weight of ether acetate (about 40.0% by weight of the total solvent), 163 parts by weight of diethylene glycol methyl ethyl ether (about 50.0% by weight of the total solvent) and 22.8 parts by weight of 3-methoxybutyl acetate (total A colored layer-forming composition (B1-4) was prepared in the same manner as in Example 9 except that the solvent was changed to about 7.0% by weight of the solvent, and then evaluated by the same procedure as in Example 1. It was. The evaluation results are shown in Table 3.

Comparative Example 7
In Example 9, the solvent added to 100 parts by weight of the pigment dispersion (B1) was changed to 56 parts by weight of propylene glycol methyl ether acetate and 194 parts by weight of ethyl 3-ethoxypropionate. In the same manner as above, a colored layer forming composition (B1-5) was prepared, and then evaluated in the same manner as in Example 1. The evaluation results are shown in Table 3.

Comparative Example 8
In Example 9, the solvent added to 100 parts by weight of the pigment dispersion (B1) was changed to 88 parts by weight of propylene glycol methyl ether acetate, 97 parts by weight of 3-methoxybutyl acetate and 65 parts by weight of cyclohexanone. The colored layer forming composition (B1-6) was prepared in the same manner as in Example 9, and then evaluated in the same manner as in Example 1. The evaluation results are shown in Table 3.

Comparative Example 9
In Example 9, the solvent (E) added to 100 parts by weight of the pigment dispersion (B1) was 49 parts by weight of dipropylene glycol methyl ether acetate (about 15.0% by weight of the total solvent), propylene glycol methyl ether. 55 parts by weight of acetate (about 40.2% by weight of total solvent), 81 parts by weight of 3-methoxybutyl acetate (about 24.8% by weight of total solvent) and 65 parts by weight of cyclohexanone (about 19.9% by weight of total solvent) The composition for forming a colored layer (B1-2) was prepared in the same manner as in Example 9 except that it was changed to), and then evaluated in the same manner as in Example 1. The evaluation results are shown in Table 3.

Claims (7)

  (A) a colorant, (B) an alkali-soluble resin, (C) a polyfunctional monomer, (D) a photopolymerization initiator, and (E) a solvent, (E) the solvent being dipropylene glycol methyl ether acetate 3 to 8.5% by weight of a radiation-sensitive composition for forming a colored layer.   (E) The radiation-sensitive composition for forming a colored layer according to claim 1, wherein the solvent contains 40 to 70% by weight of a solvent having a boiling point of less than 150 ° C.   The radiation-sensitive composition for forming a colored layer according to claim 2, wherein (E) the solvent further contains 20 to 60% by weight of a solvent having a boiling point of 150 ° C or higher and lower than 180 ° C. A method for forming a color filter, comprising at least the following steps (1) to (4):
(1) The process of forming the coating film of the radiation sensitive composition for colored layer formation in any one of Claims 1-3 on a board | substrate.
(2) A step of exposing at least a part of the coating film.
(3) The process of developing the coating film after exposure.
(4) The process of heat-processing the coating film after image development.   The method for forming a color filter according to claim 4, wherein in the step (1), the radiation-sensitive composition for forming a colored layer is applied onto a substrate using a slit nozzle.   The color filter provided with the colored layer formed from the radiation sensitive composition for colored layer formation in any one of Claims 1-3.   A color liquid crystal display panel comprising the color filter according to claim 6.