JP3509512B2 - Resist composition for color filter, resist composition for forming light-shielding film, and color filter - Google Patents

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a photosensitive resin composition used for producing a color filter used in combination with a liquid crystal display device, a solid-state image pickup device, or the like, or for forming a light-shielding film. The "photosensitive resin composition" is referred to as a "resist composition"). In particular, the present invention relates to a composition suitable for a black resist for forming a black pattern which becomes a black matrix.

[0002]

2. Description of the Related Art Color filters are manufactured by dyeing, printing, electrodeposition, pigment dispersion, etc. on a glass substrate in red, green, blue,
Etc. are formed by fine pixels. These known methods have the following characteristics and problems. The color filter according to the dyeing method is manufactured by forming an image with a photosensitive resin in which dichromate is mixed as a photosensitizer in gelatin, polyvinyl alcohol or the like, and then dyeing. In order to form multiple colors on the same substrate, a dye-proof process is essential, and there is a problem that the process becomes complicated. Further, since the dye is used, the light resistance is poor. Dichromic acid used as a photosensitizer is also problematic from the viewpoint of pollution prevention.

A color filter by a printing method is a method such as screen printing or flexographic printing, in which a thermosetting or photocuring ink is transferred onto a glass substrate. Since image formation and dyeing are unnecessary, the process is simple, but a high-definition image cannot be obtained, and there is a problem in the smoothness of the ink. The color filter by the electrodeposition method is one in which a glass substrate having an electrode is dipped in a bath containing a pigment or a dye and a hue is attached by electrophoresis. Although it has excellent smoothness, it is difficult to form a complicated pattern because an electrode is required on the glass substrate in advance.

In the pigment dispersion method, an image is formed by a colored resist in which a pigment is dispersed in a photocurable resin. It has advantages such as high heat resistance and does not require dyeing, and can form highly accurate images. The pigment dispersion method is superior to the above-described manufacturing methods in terms of quality and manufacturing cost, and is currently the mainstream of color filter manufacturing. Further, a grid-like black pattern called a black matrix is generally arranged between red, blue and green colored images for the purpose of improving the contrast. Conventionally, the black matrix has been formed by depositing chrome on the entire glass substrate and forming a pattern by etching.However, since chrome is used, the cost is high and the reflectance is high, and there is a problem in waste liquid treatment. is doing. Therefore, intensive studies have been made on forming a resin black matrix made of a photosensitive resin.

[0005]

The resin black matrix is imaged with a photosensitive composition in which a black pigment such as carbon black or a mixture of several pigments to obtain a black pigment is dispersed. In order to obtain a high light-shielding property, it is necessary to blend a large amount of pigment, but as the pigment blending ratio increases, it becomes more difficult to disperse the pigment, and the developability, resolution, adhesion, and stability are reduced. In the above, a resin black matrix having a sufficient light shielding property has not been realized. Also red,
Even in the formation of blue and green colored pixels, problems may occur in the developability, resolution, adhesion, and stability of the resist due to the dispersibility of the pigment.

The object of the present invention is to improve developability, resolution, adhesion,
It exists in providing a resist composition for a color filter having excellent stability, and in particular, by providing a resist composition suitable for forming a black matrix having a sufficient light-shielding property without impairing these properties, The purpose is to realize a color filter that is excellent in quality, low cost, and safety.

[0007]

As a result of intensive studies, the present inventors have found that such a purpose can be solved by using a specific dispersant. That is, the present invention relates to a color filter resist composition containing a pigment, a dispersant and a solvent, wherein the dispersant is a polyisocyanate compound and a compound having a number average molecular weight of 300 to 10,000 and having one or more hydroxyl groups in the same molecule. And a resist composition for a color filter, which is a dispersion resin obtained by reacting active hydrogen with a compound having a tertiary amino group in the same molecule. Another gist is that the dispersant contains carbon black, a dispersant, and a solvent, and the dispersant is a polyisocyanate compound and has one or two hydroxyl groups in the same molecule and has a number average molecular weight of 300 to 10,000.
A resist composition for forming a light-shielding film, which is a dispersion resin obtained by reacting a compound of 0 and a compound having an active hydrogen with a tertiary amino group in the same molecule. Furthermore, the present invention resides in a color filter having colored pixels and / or a black matrix formed by the above composition on a transparent substrate.

[0008]

BEST MODE FOR CARRYING OUT THE INVENTION The composition of the present invention is most characterized in that it contains the above-mentioned specific dispersant, and the resist composition itself is used as a resist composition for a color filter or a light-shielding film. Known ones can be used, but preferably they contain a binder resin, a monomer that is cured by the action of a photopolymerization initiator and a photopolymerization initiator, and these are generally selected from a wide range used for this type of resist. it can. The binder resin is not particularly limited as long as it is a polymer compound capable of forming a coating film, and specific examples thereof include the following compounds.

1) Polyolefin-based polymers Polyethylene, polypropylene, polyisobutylene, etc. 2) Diene-based polymers, polybutadiene, polyisoprene, etc. 3) Polymers having a conjugated polyene structure, polyacetylene-based polymers, polyphenylene-based polymers, etc. 4) Vinyl polymers, polyvinyl chloride, polystyrene , Vinyl acetate, polyvinyl alcohol, polyacrylic acid, polyacrylic acid ester, polyacrylamide, polyacrylonitrile, polyvinylphenol, etc. 5) Polyether polyphenylene ether, polyoxirane, polyoxetane, polytetrahydrofuran, polyether ketone,
Polyether ether ketone, polyacetal, etc. 6) Phenolic resin Novolak resin, resole resin, etc. 7) Polyester polyethylene terephthalate, polyphenolphthalein terephthalate, polycarbonate, alkyd resin, unsaturated polyester resin, etc. 8) Polyamide nylon-6, nylon 66, water-soluble Nylon, polyphenylene amide, etc. 9) Polypeptide gelatin, casein, etc. 10) Epoxy resin and its modified products Novolac epoxy resin, bisphenol epoxy resin, novolac epoxy acrylate and acid anhydride modified resin 11) Other polyurethane, polyimide, melamine resin, Urea resin,
Polyimidazole, polyoxazole, polypyrrole,
Polyaniline, polysulfide, polysulfone, celluloses, etc.

Among these resins, a resist composition for a color filter containing a resin having a carboxyl group or a phenolic hydroxyl group in the resin side chain or main chain is alkali developable, and is preferable from the viewpoint of preventing pollution. Particularly, a resin having a carboxyl group, such as an acrylic acid (co) polymer, a styrene / maleic anhydride resin, an acid anhydride-modified resin of novolac epoxy acrylate, or the like is preferable because it has high alkali developability. Furthermore, acrylic resins are preferable because they have excellent developability, and it is possible to obtain various copolymers by selecting various monomers.
It is more preferable from the viewpoint of performance and production control.

More specifically, the acrylic resin containing a carboxyl group is, for example, (meth) acrylic acid, (anhydrous) maleic acid, crotonic acid, itaconic acid, fumaric acid,
A monomer having a carboxyl group such as styrene, α-
Methyl styrene, methyl (meth) acrylate, (meth)
Ethyl acrylate, propyl (meth) acrylate, isopropyl (meth) acrylate, butyl (meth) acrylate, vinyl acetate, acrylonitrile, (meth) acrylamide, glycidyl (meth) acrylate, allyl glycidyl ether, glycidyl ethyl acrylate, Crotonic acid glycidyl ether, (meth) acrylic acid chloride, benzyl (meth) acrylate, hydroxyethyl (meth) acrylate, N-methylolacrylamide, N, N-dimethylacrylamide, N-methacryloylmorpholine, N, N-dimethylaminoethyl ( Examples thereof include polymers in which comonomers such as (meth) acrylate and N, N-dimethylaminoethylacrylamide are copolymerized. Among them, an acrylic resin containing at least (meth) acrylic acid or an alkyl ether of (meth) acrylic acid as a constituent monomer is preferable, and an acrylic resin containing (meth) acrylic acid and styrene is more preferable.

Further, these resins can have an ethylenic double bond added to the side chain. Since the photocurability is increased by adding a double bond to the resin side chain, resolution,
It is preferable because the adhesion can be further improved. Examples of synthetic means for introducing an ethylenic double bond include the methods described in JP-B-50-34443 and JP-B-50-34444. Specific examples thereof include a method of reacting a compound having a glycidyl group, an epoxycyclohexyl group, and a (meth) acryloyl group with a carboxyl group or a hydroxyl group, acrylic acid chloride, or the like. For example, glycidyl (meth) acrylate, allyl glycidyl ether, glycidyl α-ethyl acrylate, crotonyl glycidyl ether, glycidyl ether (iso) crotonate, (3,4-epoxycyclohexyl) methyl (meth) acrylate, (meth) By using a compound such as acrylic acid chloride or (meth) allyl chloride and reacting it with a resin having a carboxyl group or a hydroxyl group, a resin having a polymerizable group in its side chain can be obtained. In particular, a resin obtained by reacting an alicyclic epoxy compound having a (meth) acryloyl group such as (3,4-epoxycyclohexyl) methyl (meth) acrylate is preferable.

In the present specification, "(meth) acryl-", "(meth) acrylate" and the like mean "acryl- or methacryl-", -acrylate or methacrylate "and the like, for example," ( “Meth) acrylic acid” shall mean “acrylic acid or methacrylic acid”. The preferred range of polystyrene-converted weight average molecular weight of these acrylic resins measured by GPC is 1,000 to 100,000. If the weight average molecular weight is less than 1,000, it is difficult to obtain a uniform coating film,
If it exceeds 100,000, the developability tends to decrease. Moreover, the preferable range of the content of the carboxyl group is 5 to 200 in terms of acid value. When the acid value is less than 5, it becomes insoluble in the alkaline developer, and when it exceeds 200, the sensitivity may decrease.

As the monomer which is cured by the action of the photopolymerization initiator, there are known monomers which undergo radical polymerization by the action of radicals generated by the photopolymerization initiator and monomers which undergo addition condensation by the action of acid generated by the photopolymerization initiator. Either can be used. Representative examples of the former include monomers having an ethylenic double bond, and more specifically, isobutyl acrylate, t-butyl acrylate, lauryl acrylate, cetyl acrylate, stearyl acrylate, cyclohexyl acrylate, isobonyl acrylate, Benzyl acrylate, 2-methoxyethyl acrylate, 3-methoxybutyl acrylate, ethyl carbitol acrylate, phenoxyethyl acrylate, tetrahydrofuryl acrylate, phenoxy polyethylene glycol acrylate,
Methoxypropylene glycol acrylate, 2-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, 2-acryloyloxyethyl hydrogen phthalate, 2-acryloyloxypropyl hydrogen phthalate, 2-acryloyloxypropyl tetrahydrohydrogen phthalate, morpholinoethyl methacrylate, trifluoroethyl acrylate , Trifluoroethyl methacrylate, tetrafluoropropyl (meth) acrylate, hexafluoropropyl (meth) acrylate, octafluoropentyl (meth) acrylate, heptadecafluorododecyl acrylate, trimethylsiloxyethyl methacrylate,
1,4-butanediol diacrylate, 1,6-hexanediol diacrylate, 1,9-nonanediol diacrylate, neopentyl glycol diacrylate, tetraethylene glycol diacrylate, tripropylene glycol diacrylate, propylene glycol diacrylate, Glycerin methacrylate acrylate, bisphenol A, ethylene oxide adduct diacrylate, trimethylolpropane triacrylate, pentaerythritol triacrylate, pentaerythritol tetraacrylate, trimethylolpropane ethylene oxide adduct triacrylate, glycerine propylene oxide adduct triacrylate, trisacryloyloxyethylene Phosphate, dipentaerythritol Hexaacrylate, acrylic acid-modified novolac epoxy, acrylic acid and acid anhydride modified novolac epoxy, N-vinylpyrrolidone, N-vinylcaprolactam, acrylated isocyanurate, dipentaerythritol monohydroxypentaacrylate, urethane acrylate, Examples include unsaturated polyester acrylates. Among these monomers, acrylic monomers, particularly acrylic monomers having 3 or more ethylenic double bonds, are preferable. These monomers are used alone or in combination of two or more.

On the other hand, as the monomer which is addition-condensed by the action of the acid generated from the photopolymerization initiator, melamine, benzoguanamine, glycoluril or urea-formaldehyde-acting compounds or their alkyl-modified compounds, epoxy compounds and resole compounds are used. Compounds having a crosslinking action such as Specifically, Cymel (registered trademark) 300, 301 manufactured by Mitsui Cyanamide Co., Ltd.
303, 350, 736, 738, 370, 771, 3
25, 327, 703, 701, 266, 267, 28
5, 232, 235, 238, 1141, 272, 25
4,202,1156,1158 is an example of the compound which made formaldehyde act on melamine, or its alkyl modified product. Cymel (registered trademark) 1123, 112
5, 1128 is an example of a compound obtained by reacting benzoguanamine with formaldehyde or an alkyl-modified compound thereof. Cymel (registered trademark) 1170, 1171, 117
Nos. 4 and 1172 are examples of a compound obtained by reacting glycoluril with formaldehyde or an alkyl-modified compound thereof. As an example of a compound obtained by reacting urea with formaldehyde or its alkyl modified product, U of Mitsui Cyanamide Co., Ltd.
FR (registered trademark) 65, 300 can be mentioned.

Examples of epoxy compounds include triglycidyl trishydroxyethyl isocyanurate, allyl glycidyl ether, ethylhexyl glycidyl ether, phenyl glycidyl ether, phenol glycidyl ether, lauryl alcohol glycidyl ether,
Adipic acid glycidyl ether, phthalic acid glycidyl ether, dibromophenyl glycidyl ether, dibromoneopentyl glycol diglycidyl ether, glycidyl phthalimide, (poly) ethylene glycol glycidyl ether, polypropylene glycol diglycidyl ether, neopentyl glycol diglycidyl ether, glycerin polyglycidyl Examples thereof include ether, trimethylolpropane polyglycidyl ether, and butylglycidyl ether.

Among them, a particularly preferred compound is a compound having a --N (CH ₂ OR) ₂ group in the molecule (in the formula, R
Represents a hydrogen atom or an alkyl group). Specifically, a compound obtained by reacting urea or melamine with formaldehyde or an alkyl modified product thereof is particularly preferable. As an example of the resole compound, PP- manufactured by Gunei Chemical Co., Ltd.
3000s, PP-3000A, RP-2978, SP
-1974, SP-1975, SP-1976, SP-
1977, RP-3973 and the like. Among these binder resins and monomers, the combination of the above-mentioned acrylic resin containing a carboxyl group and an acrylic monomer is most preferable in that the resist composition for a color filter can be developed with an alkali.

As the photopolymerization initiator, any known one can be used, and examples thereof include a compound capable of generating a radical for polymerizing an ethylenically unsaturated group by ultraviolet rays and a compound capable of generating an acid by ultraviolet rays. . Specifically, 2- (4-methoxyphenyl) -4,6
-Bis (trichloromethyl) -s-triazine, 2-
(4-Methoxynaphthyl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4-ethoxynaphthyl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4-ethoxy) Carbonylnaphthyl) -4,
6-bis (trichloromethyl) -s-triazine, halomethylated triazine derivatives, halomethylated oxadiazole derivatives, 2- (2'-chlorophenyl) -4,
5-diphenylimidazole dimer, 2- (2'-chlorophenyl) -4,5-bis (3'-methoxyphenyl) imidazole dimer, 2- (2'-fluorophenyl) -4,5-diphenylimidazole Dimer, 2-
(2'-methoxyphenyl) -4,5-diphenylimidazole dimer, (4'-methoxyphenyl) -4,5
-Imidazole derivative such as diphenylimidazole dimer, benzoin such as benzoin methyl ether, benzoin phenyl ether, benzoin isobutyl ether, benzoin isopropyl ether, benzoin alkyl ethers, 2-methylanthraquinone, 2-ethylanthraquinone, 2-t-butyl Anthraquinone, 1-
Anthraquinone derivatives such as chloroanthraquinone, benzanthrone derivatives, benzophenone, Michler's ketone, 2-methylbenzophenone, 3-methylbenzophenone, 4-methylbenzophenone, 2-chlorobenzophenone, 4-bromobenzophenone, benzophenone derivatives such as 2-carboxybenzophenone, 2 , 2-dimethoxy-2-phenylacetophenone, 2,2-diethoxyacetophenone, 1-hydroxycyclohexylphenyl ketone, α-hydroxy-2-methylphenylpropanone, 1-hydroxy-1-methylethyl- (p-
Isopropylphenyl) ketone, 1-hydroxy-1-
(P-dodecylphenyl) ketone, 2-methyl- (4 '
Acetophenone derivatives such as-(methylthio) phenyl) -2-morpholino-1-propanone and 1,1,1-trichloromethyl- (p-butylphenyl) ketone, thioxanthone, 2-ethylthioxanthone, 2-isopropylthioxanthone, 2- Chlorothioxanthone, 2,4
-Thioxanthone derivatives such as dimethylthioxanthone, 2,4-diethylthioxanthone and 2,4-diisopropylthioxanthone, benzoic acid ester derivatives such as ethyl p-dimethylaminobenzoate and ethyl p-diethylaminobenzoate, 9-phenylacridine, 9- Acridine derivatives such as (p-methoxyphenyl) acridine,
Phenazine derivatives such as 9,10-dimethylbenzphenazine, di-cyclopentadienyl-Ti-di-chloride, di-cyclopentadienyl-Ti-bis-phenyl, di-cyclopentadienyl-Ti-bis-2. , 3,
4,5,6-Pentafluorophenyl-1-yl, di-cyclopentadienyl-Ti-bis-2,3,5,6-tetrafluorophen-1-yl, di-cyclopentadienyl-Ti- Bis-2,4,6-trifluorophenyl
1-yl, di-cyclopentadienyl-Ti-2,6-
Di-fluorophen-1-yl, di-cyclopentadienyl-Ti-2,4-di-fluorophen-1-yl,
Di-methylcyclopentadienyl-Ti-bis-2,
3,4,5,6-Pentafluorophen-1-yl, di-methylcyclopentadienyl-Ti-bis-2,6-
Di-fluorophen-1-yl, di-cyclopentadienyl-Ti-2,6-di-fluoro-3- (pyr-1-
Il) -phen-1-yl and the like titanocene derivatives and the like. These photopolymerization initiators are used alone or in combination. For example, Japanese Patent Publication No. 53-1280
2, JP-A-1-279903, JP-A-2-48664,
Combinations of initiators described in JP-A-4-164902, JP-A-6-75373 and the like can be mentioned. Among these photopolymerization initiators, halomethylated triazine derivatives, halomethylated oxadiazole derivatives, biimidazole derivatives, and titanocene derivatives are particularly preferable because they have high sensitivity, high stability, and high solubility.

The pigment used in the present invention is not particularly limited. Red, green, blue and other pigments can be used satisfactorily, but black pigments are particularly good. red,
Examples of green and blue pigments include anthraquinone pigments, perylene pigments, azo pigments, phthalocyanine pigments, isoindolinone pigments, dioxazine pigments, quinacridone pigments, perinone pigments, triphenylmethane pigments, and thioindigo pigments. Organic pigments such as pigments, yellow lead, cadmium yellow, cadmium red, yellow iron oxide, chrome vermillion, cobalt green, cobalt violet, cobalt blue, vermilion, zinc chromate, stronteam yellow, emerald green, cerulean blue, viridian, bengala Inorganic pigments such as Mars violet, manganese violet and chromium oxide can be used. From the viewpoint of heat resistance, color reproducibility, dispersion stability, etc., anthraquinone pigments, perylene pigments, azo pigments, phthalocyanine pigments, isoindolinone pigments, and dioxazine pigments are particularly preferable. These pigments can be used alone or in combination of two or more.

From the viewpoints of widening the color reproduction region, adjusting the white balance, etc., red is a preferable mixture of anthraquinone pigment and azo pigment or a combination of anthraquinone pigment and isoindolinone pigment. Green is a preferable mixture of a combination of a phthalocyanine pigment and an azo pigment or a combination of a phthalocyanine pigment and an isoindolinone pigment. Blue is preferably a phthalocyanine pigment alone or a combination of a tarocyanine pigment and a dioxazine pigment. As the black pigment, a plurality of the above-mentioned organic pigments or inorganic pigments can be mixed to give a black color, but it is preferable to use carbon black, graphite or titanium black having a strong light-shielding power. Of these, carbon black is preferred.

Specifically, carbon black # 2400, # 2350, # 2300, # 2200, manufactured by Mitsubishi Chemical Co.,
# 1000, # 980, # 970, # 960, # 95
0, # 900, # 850, MCF88, # 650, MA
600, MA7, MA8, MA11, MA100, MA
220, IL30B, IL31B, IL7B, IL11
B, IL52B, # 4000, # 4010, # 55, #
52, # 50, # 47, # 45, # 44, # 40, # 3
3, # 32, # 30, # 20, # 10, # 5, CF9,
# 3050, # 3150, # 3250, # 3750, #
3950, diamond black A, diamond black N220
M, diamond black N234, diamond black I, diamond black LI, diamond black II, diamond black N339, diamond black SH, diamond black SH
A, diamond black LH, diamond black H, diamond black HA, diamond black SF, diamond black N5
50M, diamond black E, diamond black G, diamond black R, diamond black N760M, diamond black LR. Carbon black Thermax N990, N991, N907, N908, N99 manufactured by Cancarb
0, N991, N908. Asahi Carbon Carbon Black Asahi # 80, Asahi # 70, Asahi # 70L, Asahi F-20
0, Asahi # 66, Asahi # 66HN, Asahi # 60H, Asahi # 60
U, Asahi # 60, Asahi # 55, Asahi # 50H, Asahi # 51, Asahi #
50U, Asahi # 50, Asahi # 35, Asahi # 15, Asahi Thermal. Degussa carbon black ColorBlac
k Fw200, ColorBlack Fw2, Co
lorBlack Fw2V, ColorBlack
Fw1, ColorBlack Fw18, Color
Black S170, ColorBlack S16
0, SpecialBlack6, SpecialBl
ack5, SpecialBlack4, Specia
lBlack4A, SpecialBlack250,
SpecialBlack350, PrintexU,
PrintexV, Printex140U, Prince
tex140V (both are trade names) and the like.

Particularly preferred among these carbon blacks
The better one has a specific surface area of 110 m.²/ G or less and pH
Has a physical property value of 2 to 9. Specific surface area is 11
0m ² If it exceeds / g, the polymer dispersion necessary for dispersion stabilization
A large amount of the agent is required, but the polymer dispersant is insoluble in the developer.
Therefore, the resolution and the developability are likely to decrease. Well
Also, if the pH value exceeds 9, the polymer dispersant will not be adsorbed.
It is difficult to stabilize the dispersion. Carbon with pH less than 2
Black is extremely difficult to manufacture industrially and impractical
Yes.

The dispersant used in the present invention is a polyisocyanate compound, a compound having at least one hydroxyl group in the molecule (having a number average molecular weight of 300 to 10,000), active hydrogen and a tertiary amino group in the same molecule. A dispersion resin obtained by reacting with a compound having a weight average molecular weight of 1,000 to 200,000.

Examples of the above polyisocyanate compound include paraphenylene diisocyanate, 2,4-tolylene diisocyanate, 2,6-tolylene diisocyanate, 4,4'-diphenylmethane diisocyanate, naphthalene-1,5-diisocyanate and tolidine diisocyanate. Such as aromatic diisocyanate, hexamethylene diisocyanate, lysine methyl ester diisocyanate, 2,4,4-trimethylhexamethylene diisocyanate, dimer acid diisocyanate and other aliphatic diisocyanate, isophorone diisocyanate, 4,
Alicyclic diisocyanates such as 4′-methylenebis (cyclohexyl isocyanate), ω, ω′-diisocyanate dimethylcyclohexane, xylylene diisocyanate, α, α, α ′, tetramethylxylylene diisocyanate and other aromatic rings Having aliphatic diisocyanate, lysine ester triisocyanate, 1,6
11-undecane triisocyanate, 1,8-diisocyanate-4-isocyanate methyl octane, 1,
3,6-hexamethylene triisocyanate, bicycloheptane triisocyanate, tris (isocyanate phenyl methane), tris (isocyanate phenyl)
Examples thereof include triisocyanates such as thiophosphates, trimers thereof, water adducts, and polyol adducts thereof. Polyisocyanates are preferably organic diisocyanate trimers, most preferably tolylene diisocyanate trimers and isophorone diisocyanate trimers, which may be used alone or in combination.

As a method for producing an isocyanate trimer, the above polyisocyanates are prepared by using a suitable trimerization catalyst such as tertiary amines, phosphines and alkoxides.
Partial trimerization of the isocyanate group using metal oxides, carboxylates, etc., after stopping the trimerization by adding a catalyst poison, unreacted polyisocyanate is removed by solvent extraction and thin film distillation. A method for obtaining the desired isocyanurate group-containing polyisocyanate can be mentioned.

The compound having one or more hydroxyl groups (having a number average molecular weight of 300 to 10,000) in the same molecule is preferably a compound having one or two hydroxyl groups, particularly polyether glycol, polyester glycol, polycarbonate glycol, Polyolefin glycol, etc., and hydroxyl groups at one end of these compounds have 1 to 1 carbon atoms
Examples thereof include those alkoxylated with 25 alkyl groups and mixtures of two or more of these.

Examples of the polyether glycol include polyether diol, polyether ester diol, and a mixture of two or more kinds thereof. As the polyether diol, those obtained by homopolymerizing or copolymerizing alkylene oxide, for example, polyethylene glycol, polypropylene glycol, polyethylene-propylene glycol, polyoxytetramethylene glycol, polyoxyhexamethylene glycol, polyoxyoctamethylene glycol and those And a mixture of two or more thereof. The polyether ester diol is obtained by reacting a mixture of an ether group-containing diol or other glycol with a dicarboxylic acid or an anhydride thereof, or by reacting a polyester glycol with an alkylene oxide, for example, poly (poly (poly (poly) polyene)). Oxytetramethylene) adipate and the like. The most preferable polyether glycol is polyethylene glycol, polypropylene glycol, polyoxytetramethylene glycol, or a compound in which one terminal hydroxyl group of these compounds is alkoxylated with an alkyl group having 1 to 25 carbon atoms.

Polyester glycols include dicarboxylic acids (succinic acid, glutaric acid, adipic acid, sebacic acid, fumaric acid, maleic acid, phthalic acid, etc.) or their anhydrides and glycols (ethylene glycol, diethylene glycol, triethylene glycol, propylene). Glycol, dipropylene glycol, tripropylene glycol, 1,2-butanediol, 1,3-butanediol, 1,4-butanediol, 2,3-butanediol, 3-methyl-1,5-pentanediol, neo Pentyl glycol, 2-methyl-1,3-propanediol, 2-methyl-2-propyl-1,3-propanediol, 2-butyl-2-ethyl-1,3-propanediol, 1,5-pentane Diol, 1,6-hexanediol, 2-methyi 2,4-pentanediol,
2,2,4-trimethyl-1,3-pentanediol,
2-ethyl-1,3-hexanediol, 2,5-dimethyl-2,5-hexanediol, 1,8-octamethylene glycol, 2-methyl-1,8-octamethylene glycol, 1,9-nonanediol Polycondensation with aliphatic glycols such as, alicyclic glycols such as bishydroxymethylcyclohexane, xylylene glycol, aromatic glycols such as bishydroxyethoxybenzene, N-alkyl dialkanol amines such as N-methyl diethanol amine, etc. Obtained, for example, polyethylene adipate, polybutylene adipate, polyhexamethylene adipate, polyethylene / propylene adipate, etc., or the above diols or 1 to 25 carbon atoms
Examples thereof include polylactone diols or polylactone monools obtained by using a polyhydric alcohol as an initiator, for example, polycaprolactone glycol, polymethylvalerolactone, and a mixture of two or more thereof. The most preferable polyester glycol is polycaprolactone glycol or polycaprolactone having an alcohol having 1 to 25 carbon atoms as an initiator.

Polycarbonate glycols include poly (1,6-hexylene) carbonate and poly (3-methyl-1,5-pentylene) carbonate, and polyolefin glycols include polybutadiene glycol, hydrogenated polybutadiene glycol and hydrogenated polyisoprene. Examples thereof include glycol. The number average molecular weight of a compound having one or two hydroxyl groups in the same molecule is 30.
It is 0 to 10,000, preferably 500 to 6,000, and more preferably 1,000 to 4,000.

The compound having active hydrogen and a tertiary amino group in the same molecule used in the present invention will be described. Active hydrogen,
That is, examples of the hydrogen atom directly bonded to an oxygen atom, a nitrogen atom or a sulfur atom include a hydrogen atom in a functional group such as a hydroxyl group, an amino group and a thiol group, and among them, an amino group, particularly a primary amino group. Is preferred. The tertiary amino group is not particularly limited. Examples of the tertiary amino group include an amino group having an alkyl group having 1 to 4 carbon atoms or a heterocyclic structure, more specifically, an imidazole ring or a triazole ring.

To exemplify such a compound having active hydrogen and a tertiary amino group in the same molecule, N, N-dimethyl-1,3-propanediamine and N, N-diethyl-
1,3-propanediamine, N, N-dipropyl-1,
3-propanediamine, N, N-dibutyl-1,3-propanediamine, N, N-dimethylethylenediamine,
N, N-diethylethylenediamine, N, N-dipropylethylenediamine, N, N-dibutylethylenediamine, N, N-dimethyl-1,4-butanediamine, N,
N-diethyl-1,4-butanediamine, N, N-dipropyl-1,4-butanediamine, N, N-dibutyl-
1,4-butanediamine and the like can be mentioned.

As the N-containing heterocycle having a tertiary amino group, pyrazole ring, imidazole ring, triazole ring, tetrazole ring, indole ring, carbazole ring, indazole ring, benzimidazole ring, benzotriazole ring, benzoxazole N-containing hetero 5-membered ring such as ring, benzothiazole ring, benzothiadiazole ring, pyridine ring, pyridazine ring, pyrimidine ring, triazine ring, quinoline ring, acridine ring, isoquinoline ring,
And N-containing hetero 6-membered rings such as Preferred as these N-containing heterocycles are imidazole rings and triazole rings.

Specific examples of these compounds having an imidazole ring and an NH ₂ group include 1- (3-aminopropyl) imidazole, histidine, 2-aminoimidazole, 1- (2-aminoethyl) imidazole and the like. Is mentioned. Further, specifically exemplifying a compound having a triazole ring and an NH ₂ group, 3-amino-1,
2,4-triazole, 5- (2-amino-5-chlorophenyl) -3-phenyl-1H-1,2,4-triazole, 4-amino-4H-1,2,4-triazole-3,5- Diol, 3-amino-5-phenyl-1H
-1,3,4-triazole, 5-amino-1,4-diphenyl-1,2,3-triazole, 3-amino-1
-Benzyl-1H-2,4-triazole and the like can be mentioned.

Among them, N, N-dimethyl-1,3-propanediamine, N, N-diethyl-1,3-propanediamine, 1- (3-aminopropyl) imidazole,
3-amino-1,2,4-triazole is preferred. A preferable compounding ratio of the dispersion resin raw material is 10 to 200 parts by weight, preferably 20 to 20 parts by weight of a compound having one or two hydroxyl groups in the same molecule and having a number average molecular weight of 300 to 10,000, relative to 100 parts by weight of the polyisocyanate compound. 190 parts by weight, more preferably 30 to 180 parts by weight, and a compound having active hydrogen and a tertiary amino group in the same molecule is 0.2 to
25 parts by weight, preferably 0.3 to 24 parts by weight.

The weight average molecular weight of the dispersed resin is 1,000 to 200,000 in terms of polystyrene measured by GPC.
The range is 0, preferably 2,000 to 100,000, and more preferably 3,000 to 50,000. When the molecular weight is less than 1,000, the dispersibility and dispersion stability are poor, and 2
If it exceeds 0,000, the solubility is lowered and the dispersibility is deteriorated, and at the same time, gelation is likely to occur and the reaction is difficult to control.

The dispersion resin is produced according to a known method for producing a polyurethane resin. As the solvent during the production, usually, acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclopentanone, cyclohexanone,
Ketones such as isophorone, esters such as ethyl acetate, butyl acetate, cellosolve acetate, hydrocarbons such as benzene, toluene, xylene, hexane, diacetone alcohol, isopropanol, sec-butanol, tert-butanol and some other alcohols And chlorides such as methylene chloride and chloroform, ethers such as tetrahydrofuran and diethyl ether, and aprotic polar solvents such as dimethylformamide, N-methylpyrrolidone and dimethyl sulfoxide.

A usual urethanization reaction catalyst is used as a catalyst for production. Examples include tin-based compounds such as dibutyltin dilaurate, dioctyltin dilaurate, dibutyltin dioctoate and stannas octoate, iron compounds such as iron acetylacetonate and ferric chloride, and tertiary amine compounds such as triethylamine and triethylenediamine. To be

The introduced amount of the compound having active hydrogen and a tertiary amino group in the same molecule is 1 as the amine value of the dispersion resin after the reaction.
It is preferable to control in the range of -100 mgKOH / g. More preferably, it is in the range of 5 to 95 mgKOH / g. When the amine value is below the above range, the dispersibility tends to decrease, and when it exceeds the above range, the developability tends to decrease. When the isocyanate group remains in the dispersion resin by the above reaction, it is preferable to further crush the isocyanate group with an alcohol or an amino compound because the stability of the dispersion resin with time increases.

The dispersion resin and the pigment are subjected to a dispersion treatment before being mixed with the resist solution. Dispersion is performed by adding a pigment, a dispersing resin, a solvent, and a binder resin in some cases to form a mill base, which is treated by a method such as a ball mill, a sand mill, a bead mill, three rolls, a paint shaker, ultrasonic waves, or a bubble homogenizer. Two or more of these treatment methods can be combined. The preferred particle size of the pigment obtained by the dispersion treatment is, for example, in the case of carbon black, 0.005 to 0.7 μ, and more preferably 0.01 to 0.5 μ. The carbon black particle size is measured by a laser Doppler type particle size measuring device. If the particle size exceeds the upper limit of the above range, the developability, resolution and stability will decrease. Further, in order to make the content below the lower limit, it is necessary to make the pigment particles finer than the primary particles of carbon black or more,
Manufacturing is extremely difficult.

Specific examples of the solvent used in the present invention include diisopropyl ether, mineral spirit, and n.
-Pentane, amyl ether, ethyl caprylate, n
-Hexane, diethyl ether, isoprene, ethyl isobutyl ether, butyl stearate, n-octane, balsol # 2, Apco # 18 solvent, diisobutylene, amyl acetate, butyl butyrate, apco thinner, butyl ether, diisobutyl ketone, methylcyclohexene, Methyl nonyl ketone, propyl ether, dodecane, Socal solvent No.
1 and No. 2, amyl formate, dihexyl ether, diisopropyl ketone, Solvesso # 150, butyl acetate (n, sec, t), hexene, shell TS
28 Solvent, butyl chloride, ethyl amyl ketone, ethyl benzonate, amyl chloride, ethylene glycol diethyl ether, ethyl orthoformate, methoxymethylpentanone, methyl butyl ketone,
Methyl hexyl ketone, methyl isobutyrate, benzonitrile, ethyl propionate, methyl cellosolve acetate, methyl isoamyl ketone, methyl isobutyl ketone, propyl acetate, amyl acetate, amyl formate, bicyclohexyl, diethylene glycol monoethyl ether acetate, dipentene, Methoxymethyl pentanol, methyl amyl ketone, methyl isopropyl ketone, propyl propionate, propylene glycol-t-butyl ether, methyl ethyl ketone, methyl cellosolve, ethyl cellosolve, ethyl cellosolve acetate, carbitol, cyclohexanone,
Ethyl acetate, propylene glycol, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether, propylene glycol monoethyl ether acetate, dipropylene glycol monoethyl ether, dipropylene glycol monomethyl ether, propylene glycol monoethyl ether acetate, Dipropylene glycol monomethyl ether acetate,
3-methoxypropionic acid, 3-ethoxypropionic acid, ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate,
Propyl 3-methoxypropionate, butyl 3-methoxypropionate, diglyme, dipropylene glycol monomethyl ether, ethylene glycol acetate,
Ethyl carbitol, butyl carbitol, ethylene glycol monobutyl ether, propylene glycol-
t-butyl ether, 3-methyl-3-methoxybutanol, tripropylene glycol methyl ether, 3-
Examples include organic solvents such as methyl-3-methoxybutyl acetate. The solvent preferably has a boiling point in the range of 100 to 200 ° C. More preferably 120-1
It has a boiling point of 70 ° C. These solvents may be used alone or as a mixture. The composition of the present invention contains 20 to 470 parts by weight of the pigment, 0.005 to 47 parts by weight of the dispersion resin, and 90 to 9500 parts by weight of the solvent, based on 100 parts by weight of the solid content of the resist composition excluding the pigment and the resist material. It is a department.

In a preferred embodiment of the composition of the present invention, the monomer (b) is contained in an amount of 5 to 100 parts by weight, preferably 10 to 95 parts by weight, based on 100 parts by weight of the (a) binder resin.
More preferably, it is 15 to 90 parts by weight, and the initiator (c) is 0.1.
01 to 30 parts by weight, preferably 0.05 to 28 parts by weight,
More preferably 0.1 to 25 parts by weight, and the pigment (d) is 50
.About.500 parts by weight, preferably 60 to 490 parts by weight, more preferably 70 to 480 parts by weight, and (e) the dispersion resin is 0.1.
01 to 50 parts by weight, preferably 0.05 to 49 parts by weight,
More preferably 0.1 to 48 parts by weight, the solvent (f) is 20
0 to 10,000 parts by weight, preferably 250 to 9500
It is contained in an amount of 300 parts by weight, preferably 300 to 9000 parts by weight.

(B) When the amount of the monomer is less than the above range, the cross-linking density of the image-exposed image area is insufficient and it is difficult to obtain a good image. When the amount exceeds the above range, the resist film after drying becomes sticky. Becomes larger and the workability becomes worse. If the amount of the (c) photopolymerization initiator added is less than the above range, sufficient sensitivity cannot be obtained, and if it exceeds the above range, the initiator sometimes precipitates from the photosensitive solution.
When the amount of the pigment (d) added is less than the above range, it is difficult to obtain a sufficient color density and the light-shielding power is also poor. Further, if it exceeds the above range, the pigment dispersion stability, developability, resolution and adhesion are deteriorated. (F) If the amount of the solvent added is less than the above range, coating unevenness is liable to occur and the film thickness is not uniform. If it exceeds the above range, a sufficient film thickness cannot be obtained, and coating of pinholes, etc. Defects are more likely to occur. The pigment concentration in the total solid content is preferably 25 to 70%. In the present invention, these,
In addition to the essential components, a sensitizer, a coatability improving agent, a polymerization inhibitor, a plasticizer, a flame retardant and the like can be suitably added. These may be used alone or in combination of several kinds.

The color filter resist composition of the present invention is particularly useful as a black matrix resist composition in which the pigment is carbon black as described above. In this case, the content of carbon black is preferably 25 to 70%, more preferably 35 to 70%, still more preferably 45 to 70% based on the total solid content of the resist composition.
%. By using the dispersant of the present invention, it is possible to produce a black resist composition containing carbon black at a high concentration and having good dispersibility. When a black matrix is produced using such a black resist composition, carbon black is produced. It is possible to produce a black matrix having no coating unevenness, high resolution, good adhesiveness, good storage stability, and high light-shielding properties, even though the black matrix is contained in a high concentration.

The composition of the present invention is applied to a transparent substrate by a known method such as a spin coater, roll coater, curtain coater and screen printing. As the transparent substrate, not only glass but also plastics such as PET, acrylic and polycarbonate can be used. Coating thickness is 0.2-10μ
m is preferred. More preferably, it is 0.3 to 5 μm.
A convection oven or hot plate is used to dry the coating. Drying temperature is 50-15
Suitably, the drying time is 0 seconds and 30 seconds to 60 minutes. A light source that emits ultraviolet rays, such as a high pressure mercury lamp, an ultrahigh pressure mercury lamp, a xenon lamp, or a carbon arc lamp can be used for the exposure, and a latent image is formed on the resist film by exposing through a mask. Then, an image is formed by developing with a solvent that dissolves the unexposed portion. Although an organic solvent such as acetone, toluene or MEK can be used as the developing solution, an alkaline developing solution is preferable in view of environmental problems. As an example, sodium hydroxide aqueous solution, potassium hydroxide aqueous solution,
Aqueous sodium carbonate solution, potassium carbonate, aqueous ammonia,
Tetramethylammonium hydroxide aqueous solution,
Etc. are used. A surfactant, a defoaming agent or the like may be added to the alkaline developer. The developing method is not particularly limited, and a known method such as a paddle method, a dipping method, or a spray method can be used. Alternatively, a pre-wet may be adopted. Post-baking, post-photocuring or the like may be employed for the purpose of enhancing the drying of the developer after the image formation and the hardening of the resist film. Although the resist composition for a color filter has been mainly described above, the composition of the present invention containing carbon black is effective not only as a color filter but also as a light-shielding film-forming composition depending on the structure of the liquid crystal display device. .

[0045]

EXAMPLES Next, the present invention will be specifically described with reference to examples, but the present invention is not limited to the following examples unless it exceeds the gist.

Synthesis Example-1 32 g of tolylene diisocyanate trimer (Mitec GP750A manufactured by Mitsubishi Chemical Co., resin solid content 50 wt%, butyl acetate solution) and 0.02 g of dibutyltin dilaurate as a catalyst were used as PGMEA (propylene glycol). Monomethyl ether acetate) was diluted with 47 g and dissolved.
A molecular weight of 1,0 with one end being a methoxy group under stirring
Polyethylene glycol of 00 (manufactured by NOF CORPORATION, Uniox M-1000) 14.4 g and molecular weight of 1.00
No. 0 polypropylene glycol (Sanyo Chemical Co., Ltd.)
Manufactured by Sannix PP-1000) and 9.6 g of the mixture were added dropwise, and the mixture was further reacted at 70 ° C. for 3 hours. next,
N, N-dimethylamino-1,3-propanediamine 1
g was added, and the mixture was reacted at 40 ° C. for 1 hour. The amine value of the solution containing the dispersion resin thus obtained was found to be 14 mgKOH / g by neutralization titration. In addition, the resin content was adjusted by the dry-up method (at 150 ° C, 30
After removing the solvent on the hot plate for 1 minute and calculating the resin concentration by the weight change, the resin content was 4
It was 0 wt%. )

Synthetic Examples-2 to 11 Synthetic Example-1 except that the compounds shown in Table-1 were charged.
Was synthesized in the same manner as.

Production of carbon black dispersions of Examples 1 to 15 and Comparative Examples 1 to 4 50 parts by weight of carbon black shown in Table 3 and 5 parts by weight of dispersion resin (calculated as solid content) were used to obtain solid content concentrations. 50w
PGMEA was added to be t%. The weight of the dispersion was 50 g. This was well stirred with a stirrer for premixing. Next, 2 with a paint shaker
Dispersion treatment was performed in the range of 5 to 45 ° C. for 8 hours. As the beads, 0.5 mmφ zirconia beads were used, and the same weight as the dispersion liquid was added. After the dispersion was completed, the beads were separated from the dispersion by a filter.

Gloss Measurement of Carbon Black Dispersion The glossiness was measured by the following method to determine the quality of the dispersion state of the above dispersion. The better the dispersed state, the smaller the particle size of carbon black, so diffuse reflection is suppressed and the glossiness becomes high. That is, the higher the gloss, the better the dispersion state. The dispersion liquid is applied onto a glass substrate by a spin coater, and the hot plate is applied at 80 ° C.
It was dried for 1 minute. The 20-degree specular gloss of this sample was measured with a gloss meter (manufactured by BYK Chemie). The results are
3 shows.

Preparation of Resist Composition Using the carbon black dispersion described above, the components were added so that the solid content was in the following blending ratio, and the mixture was stirred and dissolved with a stirrer. 1) Composition of resist a) Binder resin (synthesized in Synthesis Example 12 below) 25 g b) Acrylic monomer; dipentaerythritol hexaacrylate 15 g c) Initiator (3 types combined) c-1: 2- (2-chlorophenyl) -4,5-Diphenylimidazole dimer 2g c-2: 4,4'-bis (diethylamino) benzophenone 1.0g c-3: 2-mercaptobenzothiazole 1g d) Pigment Carbon black 50g described in Table-3e ) Dispersion resin As shown in Table-3 5 g f) Solvent Propylene glycol monomethyl ether acetate 300 g

2) Evaluation of resist The black resist composition was applied to a glass substrate (7059, manufactured by Corning) using a spin coater, and dried on a hot plate at 80 ° C. for 1 minute. The film thickness of the dried resist was measured by a stylus type film thickness meter (α-step, manufactured by Tencor Co., Ltd.) and found to be 1 μm. The coating unevenness of the resist film after drying was evaluated by visual observation. The case where a uniform coating was obtained was marked with ◯, and the case where uneven coating was observed was marked with x. Further, the optical density (OD) was measured with a Macbeth reflection densitometer TR927 (manufactured by Kolmorgun).

Next, this sample was image-exposed to 2,000 mj / cm ² with a high pressure mercury lamp through a mask. Temperature 25
A resist pattern was obtained by immersion development in a potassium hydroxide aqueous solution having a concentration of 0.05% at 0 ° C. for 1 minute. The resist pattern that can be formed was observed under a microscope at a magnification of 200 to determine the resolution. When the resolution was 10 μ or less, it was evaluated as ◯, and when it exceeded 10 μ, it was evaluated as x. In addition, cellophane tape test (Peel off the cellophane tape after pasting it on the resist pattern)
The adhesiveness was evaluated by. The case where the resist pattern was not peeled was marked with ◯, and the one where the resist pattern was peeled was marked with x. further,
The black resist composition was allowed to stand at room temperature for 1 day and the same image formation was performed. The one that can form a resist pattern of 10 μm or less was evaluated as stability ◯, and the other one was evaluated as x. The results are shown in Table-3.

A binder resin (also used as a dispersant in Comparative Example 1) was prepared according to Synthesis Example 12 below and used. Synthesis Example-12 20 g of a styrene-acrylic acid resin having an acid value of 200 and a molecular weight of 5,000, 0.2 g of p-methoxyphenol, 0.2 g of dodecyltrimethylammonium chloride, and 40 g of propylene glycol monomethyl ether acetate were charged in a flask, and (3 4-epoxycyclohexyl)
Methyl acrylate (7.6 g) was added dropwise and reacted at a temperature of 100 ° C. for 30 hours. The reaction solution was reprecipitated in water and dried to obtain a resin. When the neutralization titration with KOH was performed, the acid value of the resin was 80. Table 2 shows the specific surface area and pH of the carbon black used.

[0054]

[Table 1]

[0055]

[Table 2] Table-2 Specific surface area (m ² / g) pH Asahi Thermal 24 8.8 MA-220 31 3.0 SP 250 40 3.1 SP 350 65 3.5 3.5 MA-11 104 3.5

[0056]

[Table 3] * 1: Weight average molecular weight 4900, acid value 230 * 2: Weight average molecular weight 10000, acid value 100 * 3: Weight average molecular weight 4800, acid value 70

By using the black resist compositions of Examples 1 to 15 to form a black matrix on a glass substrate and then forming red, green, and blue pixels, good light-shielding properties and adhesion were obtained. A color filter having a black matrix could be manufactured.

[0058]

The color filter resist composition of the present invention is excellent in developability, resolution, adhesiveness and stability. It is possible to efficiently disperse many pigments by using a specific dispersion resin, and in the case of a black resist composition, it is possible to stably form a high-precision black matrix with good light-shielding properties, and also red, green Also as a resist composition for colors such as blue, it has the effect of expanding the color reproduction region, and it is possible to provide a color filter for liquid crystal displays or the like with high quality and low cost.

─────────────────────────────────────────────────── ─── Continuation of front page (51) Int.Cl. ⁷ Identification code FI G03F 7/028 G03F 7/028 7/032 7/032 // C08F 2/50 C08F 2/50 (72) Inventor Yasuyuki Taniguchi Kanagawa 1000, Kamoshida-cho, Aoba-ku, Yokohama-shi, Japan Inside Yokohama Research Institute, Mitsubishi Chemical Co., Ltd. (56) Reference JP-A-8-211220 (JP, A) JP-A-2-8212 (JP, A) JP-A-2-612 (JP, A) JP-A-6-35188 (JP, A) JP-A-8-220760 (JP, A) JP-A-10-133370 (JP, A) International Publication 96/023237 (WO, A1) (58) ) Fields surveyed (Int.Cl. ⁷ , DB name) G03F ⁷ /00-7/42 G02B 5/20 G02B 5/00

Claims (25)

(57) [Claims] 1. A color filter resist composition comprising a pigment, a dispersant and a solvent, wherein the dispersant is a polyisocyanate compound and a compound having a number average molecular weight of 300 to 10,000 and having at least one hydroxyl group in the same molecule. And a resist composition for a color filter, which is a dispersion resin obtained by reacting active hydrogen with a compound having a tertiary amino group in the same molecule. 2. The color filter resist composition according to claim 1, wherein the polyisocyanate compound is a trimer of an organic diisocyanate compound. 3. The resist composition for a color filter according to claim 1, wherein the polyisocyanate compound is a trimer of tolylene diisocyanate and / or a trimer of isophorone diisocyanate. 4. The resist composition for a color filter according to claim 1, wherein the compound having one or more hydroxyl groups in the same molecule is polyether glycol and / or polyester glycol. 5. A compound having one or more hydroxyl groups in the same molecule and having a number average molecular weight of 300 to 10,000 is polypropylene glycol, polyethylene glycol, polyoxytetramethylene glycol, or one terminal hydroxyl group of these compounds has a carbon number. It is at least 1 sort (s) chosen from the compound alkoxylated with the 1-25 alkyl group, polycaprolactone glycol, or the polycaprolactone which used C1-C25 alcohol as the initiator. The resist composition for color filters of. 6. The polystyrene reduced weight average molecular weight of the dispersion resin measured by GPC is 1,000 to 200,000.
The resist composition for a color filter according to any one of claims 1 to 5. 7. The active hydrogen of a compound having active hydrogen and a tertiary amino group is derived from an NH ₂ group.
7. The resist composition for color filters according to any one of 6 above. 8. The compound according to claim 1, wherein the compound having active hydrogen and a tertiary amino group has a tertiary amino group having an alkyl group having 1 to 4 carbon atoms and / or a heterocyclic structure. The resist composition for color filters of. 9. The resist composition for a color filter according to claim 8, wherein the heterocyclic structure is an imidazole ring or a triazole ring. 10. The amine value of the dispersant is 1 to 100 mgK.
It is OH / g, The resist composition for color filters in any one of Claims 1-9. 11. The method according to claim 1, wherein at least one pigment selected from anthraquinone, phthalocyanine, azo, dioxazine, isoindoline, isoindolinone, quinacridone, perylene and carbon black is blended. The resist composition for a color filter as described above. 12. The pigment is carbon black,
110m specific surface area ² / G or less and pH range of 2-9
The color filter according to any one of claims 1 to 11, which is an enclosure.
Luster resist composition. 13. The color composition according to claim 1, wherein the color filter resist composition contains a binder resin, a monomer that is cured by the action of a photopolymerization initiator, and a photopolymerization initiator. Resist composition for filters. 14. The resist composition for a color filter according to claim 13, wherein the binder resin is alkali-soluble. 15. The color filter resist composition according to claim 14, wherein the binder resin is a vinyl resin having a carboxyl group. 16. The color filter resist composition according to claim 15, wherein the binder resin contains styrene and (meth) acrylic acid as monomers. 17. The color filter resist composition according to claim 15, wherein the binder resin is a resin having a double bond in a side chain. 18. The color filter resist composition according to claim 15, wherein the binder resin is a resin having a (meth) acryloyl group in a side chain. 19. The resist composition for a color filter according to claim 18, wherein the (meth) acryloyl group of the resin side chain is introduced by an alicyclic epoxy compound having a (meth) acryloyl group. 20. The pigment concentration in the total solid content is 20 to 70 w.
The resist composition for a color filter according to claim 1, wherein the resist composition is t%. 21. The monomer that is cured by the action of the photopolymerization initiator is a trifunctional or higher functional acrylic monomer.
The resist composition for color filters according to any one of 3 to 20. 22. The photopolymerization initiator is a compound containing at least one compound selected from triazine-based compounds, oxadiazole-based compounds, biimidazole-based compounds, and titanocene-based compounds. The resist composition for a color filter according to item 1. 23. The solid content concentration in the resist composition for a color filter is in the range of 10 to 35 wt%.
23. The color filter resist composition as described in any one of [22] to [22]. 24. A color filter having a colored pixel and / or a black matrix, which is formed of the composition according to any one of claims 1 to 23 on a transparent substrate. 25. A carbon black, a dispersant and a solvent are contained, the dispersant is a polyisocyanate compound, and the number average molecular weight is 300 to 1 having one or more hydroxyl groups in the same molecule.
A resist composition for forming a light-shielding film, which is a dispersion resin obtained by reacting 50,000 compounds and a compound having an active hydrogen and a tertiary amino group in the same molecule.