JP2002250812A - Coloring composition for color filter and color filter - Google Patents

Abstract

(57) [Summary] [Problem] To provide a coloring composition for a color filter and a color filter that provide a green filter with higher brightness. A colorant carrier comprising a transparent resin, a precursor thereof, or a mixture thereof, and a halogenated copper phthalocyanine pigment and a central metal dispersed in the colorant carrier comprising Mg, Al,
A green colorant comprising at least one halogenated heterometallic phthalocyanine pigment selected from the group consisting of Si, Ti, V, Mn, Fe, Co, Ni, Zn, Ge, and Sn, and the halogenated heterometallic phthalocyanine A coloring composition for a color filter having a pigment content of 1 to 80 mol% based on the total amount of the green colorant, and at least one red filter segment, at least one blue filter segment, and at least one green filter segment Wherein the at least one green filter segment is formed from the coloring composition.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a coloring composition for a color filter used in a color liquid crystal display device or a solid-state imaging device, and a color filter using the coloring composition.

[0002]

2. Description of the Related Art A color filter is formed by arranging two or more types of fine band (stripe) filter segments in parallel or crossing on the surface of a transparent substrate such as glass, or a fine filter segment. Are arranged in a fixed arrangement in the vertical and horizontal directions. The filter segments are as fine as several microns to several hundred microns, and are arranged in a predetermined arrangement for each hue. On a color filter used in a color liquid crystal display device, a transparent electrode for driving a liquid crystal is generally formed by vapor deposition or sputtering, and an alignment film for aligning the liquid crystal in a certain direction is further formed thereon. Have been. In order to sufficiently obtain the performance of these transparent electrodes and alignment films, it is necessary to perform the formation step at a high temperature of generally 200 ° C. or higher, preferably 230 ° C. or higher.

[0003] For this reason, at present, as a method for producing a color filter, a method called a pigment dispersion method using a pigment having excellent light resistance and heat resistance as a coloring agent is mainly used, and the following two methods are mainly used. Manufactures color filters. In the first method, a dispersion of a pigment in a photosensitive transparent resin solution is applied to a transparent substrate such as glass, the solvent is removed by drying, pattern exposure of one filter color is performed, and then an unexposed portion is exposed. Is removed in a development step to form a first color pattern, and if necessary, a treatment such as heating is applied.
A color filter can be manufactured by sequentially repeating the same operation for all filter colors.

In the second method, a dispersion of a pigment in a transparent resin solution is applied to a transparent substrate such as glass, the solvent is removed by drying, and a resist such as a positive resist is applied to the coating film. Then, pattern exposure of one filter color is performed and developed to form a resist pattern. Using this as an etching resist, the pigment-dispersed coating film to which the resist pattern is not adhered is removed with an etching solution, and the resist coating film is peeled off. After forming a pattern of the first color and performing a process such as heating as necessary, a color filter can be manufactured by sequentially repeating the same operation for all filter colors. The development of the resist and the etching of the pigment-dispersed coating film can be performed simultaneously.

[0005]

In the above method, a colored composition containing a halogenated copper phthalocyanine green pigment has been conventionally used for producing a green filter. CI PigmentGreen in which 16 halogens can be introduced into copper phthalocyanine due to its molecular structure and only chlorine is introduced
7 and CI Pigment Green 3 with bromine and chlorine introduced
6 are known. In general, as the amount of bromine introduced increases, the transmission wavelength region of visible light shifts to the longer wavelength side. However, as the green filter of the color filter, the longer the transmission wavelength region is on the longer wavelength side, the lower the tristimulus value of the XYZ color system. In general, CIPigment Green 3
6 is used.

However, there is a limit to the amount of bromine to be introduced, and a green coloring composition having a transmission region shifted to a longer wavelength side has been required to further improve the lightness. Therefore,
An object of the present invention is to provide a coloring composition for a color filter and a color filter which provide a green filter with higher brightness.

[0007]

The inventors of the present invention have conducted intensive studies to solve the above-mentioned problems, and as a result, have found that a halogenated copper phthalocyanine pigment and a halogen in which copper as a central metal is positively substituted with a different metal are used. By using a coloring composition containing a specific ratio of the compounded heterometallic phthalocyanine pigment,
The inventors have found that the transmission wavelength region shifts to the longer wavelength side and that a green filter with higher lightness can be obtained, and the present invention has been achieved.

That is, the present invention provides a colorant carrier comprising a transparent resin, a precursor thereof, or a mixture thereof, a halogenated copper phthalocyanine pigment dispersed in the colorant carrier, and a central metal comprising Mg, Al, Si, Ti. , V, Mn, Fe, Co, Ni, Zn, Ge, including a green colorant comprising at least one halogenated heterometallic phthalocyanine pigment selected from the group consisting of Sn, and containing the halogenated heterometallic phthalocyanine pigment Provided is a coloring composition for a color filter, wherein the amount is 1 to 80 mol% based on the total amount of the green colorant.

In the coloring composition of the present invention, the halogenated copper phthalocyanine pigment preferably contains 8 to 16 bromines in one molecule. In the coloring composition of the present invention, the halogenated heterometallic phthalocyanine pigment preferably contains 8 to 16 bromines in one molecule. Also,
The invention relates to at least one red filter segment,
A color filter comprising at least one blue filter segment and at least one green filter segment, wherein the at least one green filter segment is formed from the coloring composition of the present invention.

[0010]

BEST MODE FOR CARRYING OUT THE INVENTION The coloring composition of the present invention contains a colorant carrier composed of a transparent resin, a precursor thereof or a mixture thereof, and a green colorant dispersed in the colorant carrier. The green colorant consists of a halogenated copper phthalocyanine pigment and a halogenated heterometallic phthalocyanine pigment.
The colorant carrier provides a resinous binder in the resulting green filter segment.

As the halogenated copper phthalocyanine pigment used in the present invention, specifically, C.I.
I. Pigment Green 7 and CIP with bromine and chlorine introduced
igment Green 36. Among them, since the transmission wavelength region is on the longer wavelength side, bromine-introduced halogenated copper phthalocyanine pigment, for example, CI Pigment Green
36 is preferably used. Since the transmission wavelength region is on the long wavelength side, the halogenated copper phthalocyanine pigment preferably contains 8 to 16 bromines on average in one molecule, and contains 12 to 16 bromines on average. Is more preferred.

The halogenated dissimilar metal phthalocyanine pigment constituting the green colorant together with the halogenated copper phthalocyanine pigment functions to shift the transmission wavelength region of the green filter segment to a longer wavelength side. The central metal of the halogenated foreign metal phthalocyanine pigment is Mg, Al,
At least one dissimilar metal selected from Si, Ti, V, Mn, Fe, Co, Ni, Zn, Ge, and Sn. As the halogenated different metal phthalocyanine pigment, two or more kinds having different central metals can be used in combination. The center metal is Al, Si, Ti, V, Mn, F
In the case of a trivalent or tetravalent metal such as e, Ge, and Sn, an axial substituent is present. Examples of the axial substituent include, but are not limited to, halogen such as -F, -Cl, -Br, -I, an alkoxyl group, a phenoxy group, and = O 2.

Although all halogens of the halogenated different metal phthalocyanine pigment may be chlorine, a halogenated copper phthalocyanine pigment into which bromine is introduced is preferably used because the transmission wavelength region is on the longer wavelength side. The halogenated heterometallic phthalocyanine pigment preferably contains 8 to 16 bromines on average in one molecule because the transmission wavelength region is on the longer wavelength side, and contains 12 to 16 bromines on average. Is more preferable.

In the present invention, the content of the halogenated heterometallic phthalocyanine pigment is 1 to 80 mol%, preferably 5 to 80 mol%, based on the total amount of the green colorant (copper halogenated phthalocyanine + halogenated heterometallic phthalocyanine pigment). It is 60 mol%, more preferably 9 to 45 mol%. When the content of the halogenated dissimilar metal phthalocyanine pigment is less than 1 mol%, the transmission wavelength region does not fall on the long wavelength side, and when the content of the halogenated dissimilar metal phthalocyanine pigment exceeds 80 mol%, the transmission wavelength region is reduced. Although it is on the longer wavelength side, the green color is lighter and the saturation is lower,
Not suitable for the present invention.

The green colorant used in the present invention is, for example, a method of mixing a crude heterometallic phthalocyanine pigment with a halogenated copper phthalocyanine pigment by a known method, or a method of mixing a crude halogenated copper phthalocyanine pigment in the presence of a foreign metal compound. By halogenating the crude copper phthalocyanine pigment, it can be produced by a method of synthesizing a crude halogenated (copper / heterometallic) phthalocyanine pigment in which a part of copper is substituted by a different metal. Further, it can also be produced by a method of substituting a part of copper of the crude copper halide phthalocyanine pigment with a different metal.

The crude halide (copper /
The dissimilar metal) phthalocyanine pigment has a nearly amorphous particle shape and is difficult to disperse as it is, so that it is preferable to grow the crystal by a known method. As a method of crystal growth, a method of dispersing the above-mentioned amorphous halogenated (copper / heterometallic) phthalocyanine pigment in an organic solvent and heating the crystal, and a method of heating while adding a mechanical shear, are used. There is a method of growing crystals (hereinafter, these steps are referred to as pigmentation treatment).

Specifically, as an example of the former pigmentation treatment method, an amorphous crude halogenated (copper / different metal) phthalocyanine pigment is mixed with about 5 to 30 times by weight of xylene, and xylene is refluxed with stirring. There is a method of growing crystals by boiling the mixture below. As an example of the latter pigmentation treatment method, a mixture of an amorphous crude halogenated (copper / heterometallic) phthalocyanine pigment, a water-soluble inorganic salt and a small amount of a water-soluble organic solvent is heated while being kneaded using a kneader. A method called salt milling, in which crystals are grown by kneading, may be mentioned. However, since transparency is required for the color filter, the crystal growth by the pigmentation treatment should be limited to an average primary particle size of the obtained pigment of 0.1 μm or less, particularly 0.05 μm or less. Is preferred.

Examples of the solvent used for the pigmentation treatment include, in addition to the above xylene, hydrocarbon solvents such as toluene, ethylbenzene, diethylbenzene, methylcyclohexane, and ethylcyclohexane; trichloroethane, tetrachloroethane, trichloropropane, monochlorobenzene, dichlorobenzene. , Halogenated hydrocarbon solvents such as trichlorobenzene and chlorotoluene, alcohol solvents such as butyl alcohol, isopentyl alcohol, hexanol, 2-ethyl-1-hexanol, benzyl alcohol, cyclohexanol, ethylene glycol and propylene glycol, and phenol , Phenolic solvents such as cresol, dibutyl ether, anisole, dioxane, ethylene glycol diethyl ether, ethylene glycol dib Ether solvents ethers such as,
Ketone solvents such as butyl methyl ketone, isobutyl ketone, cyclohexanone, methylcyclohexanone, acetophenone, propyl acetate, butyl acetate, isobutyl acetate, isopentyl acetate, 3-methoxybutyl acetate, 2-ethylbutyl acetate, 2-ethylhexyl acetate Ester solvents such as butyl propionate, ethyl benzoate, diethyl maleate, ethylene glycol monoacetate, nitrobenzene, N-methylaniline, piperidine, pyridine, N, N-dimethylformamide, N-methyl-2-pyrrolidone, Solvents such as ethyl cellosolve, butyl cellosolve, ethyl carbitol and the like can be mentioned. These solvents can be used alone or as a mixture. An emulsion in which a water-insoluble solvent is dispersed in water with an activator can also be used.

In the salt milling, a pigment is treated by mixing a crude pigment, a water-soluble inorganic salt and a water-soluble organic solvent, kneading the mixture while heating, and removing the inorganic salt and the high-boiling solvent by washing with water. It is. The water-soluble inorganic salt serves as a crushing aid, and the coarse pigment is crushed by utilizing the hardness of the inorganic salt during salt milling,
It is thought that an active surface is thereby generated and crystal growth occurs. Therefore, at the time of kneading, crushing of the crude pigment and crystal growth occur simultaneously, and the primary particle diameter of the obtained pigment varies depending on the kneading conditions. When performing the pigmentation treatment by salt milling, it is necessary to promote crystal growth by heating, and the heating temperature is preferably from 70 to 150 ° C. When the heating temperature is lower than 70 ° C., the crystal growth does not sufficiently occur, and the shape of the pigment particles becomes nearly amorphous, which is not preferable. On the other hand, when the heating temperature exceeds 150 ° C., the crystal growth proceeds excessively, and the primary particle diameter of the pigment becomes large.

In the salt milling, water-soluble inorganic salts include sodium chloride, barium chloride, potassium chloride,
Although sodium sulfate and the like can be used, it is preferable to use sodium chloride (salt) in terms of cost. The amount of the inorganic salt used for salt milling is preferably 0.5 to 20 times by weight, particularly 1 to 10 times by weight of the crude pigment, from both the processing efficiency and the production efficiency.

The water-soluble organic solvent functions to wet the crude pigment and the water-soluble inorganic salt, and is not particularly limited as long as it is soluble (miscible) in water and does not substantially dissolve the inorganic salt used. Not done. However, since the temperature rises during salt milling and the solvent tends to evaporate, a high boiling solvent having a boiling point of 120 ° C. or higher is preferred from the viewpoint of safety.
Examples of the water-soluble organic solvent include 2-methoxyethanol, 2-butoxyethanol, 2- (isopentyloxy) ethanol, 2- (hexyloxy) ethanol, diethylene glycol, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, and triethylene glycol. , Triethylene glycol monomethyl ether, liquid polyethylene glycol, 1-methoxy-2-propanol, 1-ethoxy-
Examples thereof include 2-propanol, dipropylene glycol, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, and liquid polypropylene glycol.

At the time of salt milling, a resin can be used in combination in order to prevent strong agglomeration when drying the pigment obtained after the pigmentation treatment and to enable the pigment to be easily dispersed in a transparent resin. By using a resin at the time of salt milling, a soft powder pigment can be obtained. As the resin used for the salt milling, those that are solid at room temperature, water-insoluble, and at least partially soluble in the organic solvent are preferable, and are natural resins, modified natural resins, synthetic resins, and synthetic resins modified with natural resins. Resin or the like is used. Rosin is typical as a natural resin, and rosin derivatives, cellulose derivatives, rubber derivatives, protein derivatives and oligomers thereof are used as modified natural resins. Examples of the synthetic resin include an epoxy resin, an acrylic resin, a maleic acid resin, a butyral resin, a polyester resin, a melamine resin, a phenol resin, a polyurethane resin, and a amide resin. Examples of the synthetic resin modified with a natural resin include a rosin-modified maleic resin and a rosin-modified phenol resin. The amount of resin used is 5 to crude pigment.
Preferably it is in the range of 100% by weight.

At the time of salt milling, in addition to the above resin,
Additives such as a pigment dispersing aid and a plasticizer, or inorganic pigments such as calcium carbonate, barium sulfate and silica which are generally known as extenders may be used in combination. Further, the treatment may be performed by mixing with another pigment to adjust the hue.

As described above, the colorant carrier for dispersing the green colorant of the present invention is composed of a transparent resin, a precursor thereof, or a mixture thereof. The transparent resin is a resin having a transmittance of preferably 80% or more, more preferably 95% or more in the entire wavelength region of 400 to 700 nm of the visible light region. The transparent resin includes a thermoplastic resin, a thermosetting resin, and a photosensitive resin, and a precursor thereof includes a monomer or an oligomer that is cured by irradiation to generate a transparent resin, and these may be used alone or Two or more kinds can be used in combination. A photoinitiator or the like is added to the coloring composition for a color filter of the present invention when the composition is hardened by irradiation with ultraviolet rays.

Examples of the thermoplastic resin include butyral resin, styrene-maleic acid copolymer, chlorinated polyethylene, chlorinated polypropylene, polyvinyl chloride, vinyl chloride-vinyl acetate copolymer, polyvinyl acetate, polyurethane resin, Examples include phenolic resins, polyester resins, acrylic resins, alkyd resins, styrene resins, polyamide resins, rubber resins, cyclized rubbers, celluloses, polybutadienes, and polyimide resins. Examples of the thermosetting resin include an epoxy resin, a benzoguanamine resin, a melamine resin, and a urea resin.

As the photosensitive resin, a (meth) acrylic resin having a reactive substituent such as an isocyanate group, an aldehyde group or an epoxy group on a linear polymer having a reactive substituent such as a hydroxyl group, a carboxyl group or an amino group is used. A resin in which a photocrosslinkable group such as a (meth) acryloyl group and a styryl group is introduced into the linear polymer by reacting a compound or cinnamic acid is used. Further, a linear polymer containing an acid anhydride such as a styrene-maleic anhydride copolymer or an α-olefin-maleic anhydride copolymer is converted to a (meth) acryl compound having a hydroxyl group such as a hydroxyalkyl (meth) acrylate. Half-esterified ones are also used.

As the monomers and oligomers, 2-
Hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, cyclohexyl (meth) acrylate, polyethylene glycol di (meth)
Acrylate, pentaerythritol tri (meth) acrylate, dipentaerythritol hexa (meth) acrylate, tricyclodecanyl (meth) acrylate,
Various acrylates and methacrylates such as melamine (meth) acrylate and epoxy (meth) acrylate, (meth) acrylic acid, styrene, vinyl acetate, (meth) acrylamide, N-hydroxymethyl (meth) acrylamide, acrylonitrile, etc. No.

Examples of the photoinitiator include 4-phenoxydichloroacetophenone, 4-t-butyl-dichloroacetophenone, diethoxyacetophenone, 1- (4-isopropylphenyl) -2-hydroxy-2-methylpropane-1one, -Hydroxycyclohexyl phenyl ketone, 2-benzyl-2-dimethylamino-1- (4-
Acetophenone-based photoinitiators such as morpholinophenyl) -butan-1-one; benzoin-based photoinitiators such as benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzyl dimethyl ketal; benzophenone; benzoyl benzoic acid; benzoyl Benzophenone photoinitiators such as methyl benzoate, 4-phenylbenzophenone, hydroxybenzophenone, acrylated benzophenone, 4-benzoyl-4'-methyldiphenylsulfide, thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, isopropyl Thioxanthone-based photoinitiators such as thioxanthone and 2,4-diisopropylthioxanthone, 2,4,6-trichloro-s-triazine, 2-phenyl-4,6-bis ( Trichloromethyl) -s-triazine, 2- (p-methoxyphenyl) -4,6-bis (trichloromethyl) -s-triazine, 2- (p-tolyl) -4,6-bis (trichloromethyl) -s -Triazine, 2-piphenyl-4,6-bis (trichloromethyl) -s-triazine, 2,4-bis (trichloromethyl) -6-styryl-s-triazine, 2- (naphtho-
1-yl) -4,6-bis (trichloromethyl) -s-
Triazine, 2- (4-methoxy-naphth-1-yl)
-4,6-bis (trichloromethyl) -s-triazine, 2,4-trichloromethyl- (piperonyl) -6
Triazine photoinitiators such as triazine and 2,4-trichloromethyl (4'-methoxystyryl) -6-triazine, borate photoinitiators, carbazole photoinitiators, imidazole photoinitiators and the like are used.

The photoinitiators may be used alone or as a mixture of two or more. As sensitizers, α-acyloxime ester, acylphosphine oxide, methylphenylglyoxylate, benzyl, 9,10-phenanthane are used. Lenquinone, camphorquinone, ethylanthraquinone,
4,4′-diethylisophthalophenone, 3,3 ′,
4,4'-tetra (t-butylperoxycarbonyl)
Compounds such as benzophenone and 4,4′-diethylaminobenzophenone can be used in combination.

The coloring composition for a color filter of the present invention comprises:
A green colorant comprising a halogenated copper phthalocyanine pigment and a halogenated dissimilar metal phthalocyanine pigment, together with the photoinitiator, if necessary, in a colorant carrier, various dispersions such as a three-roll mill, a two-roll mill, a sand mill, and a kneader. It can be manufactured by finely dispersing using means. Further, the coloring composition for a color filter of the present invention is obtained by separately dispersing a halogenated copper phthalocyanine pigment and a halogenated dissimilar metal phthalocyanine pigment in a colorant carrier, the content of the halogenated dissimilar metal phthalocyanine pigment being in the above ratio. It can also be manufactured by mixing such that

When dispersing the pigment in the colorant carrier, a dispersing aid such as a resin-type pigment dispersant, a surfactant, and a dye derivative can be appropriately contained. The dispersing agent is excellent in dispersing the pigment and has a large effect of preventing re-aggregation of the pigment after dispersion.Therefore, when a coloring composition obtained by dispersing a pigment in a colorant carrier using a dispersing agent is used. Can obtain a color filter having excellent transparency.

The resin type pigment dispersant has a pigment affinity site having a property of adsorbing to the pigment and a site compatible with the colorant carrier, and adsorbs on the pigment to disperse the pigment in the colorant carrier. It works to stabilize. Specific examples of the resin-type pigment dispersant include polycarboxylic acid esters such as polyurethane and polyacrylate, unsaturated polyamide, polycarboxylic acid, polycarboxylic acid (partial) amine salt, ammonium polycarboxylate, and alkylamine polycarboxylate. Salts, polysiloxanes, long-chain polyaminoamide phosphates, hydroxyl-containing polycarboxylates and their modified products, amides formed by the reaction of poly (lower alkyleneimine) with polyesters having free carboxyl groups, and the like. Oil-based dispersants such as salts; (meth) acrylic acid-styrene copolymer, (meth) acrylic acid- (meth)
Acrylic acid ester copolymer, styrene-maleic acid copolymer, water-soluble resin and water-soluble polymer compound such as polyvinyl alcohol and polyvinyl pyrrolidone, polyester, modified polyacrylate, ethylene oxide / propylene oxide adduct, phosphate ester And the like, and these can be used alone or in combination of two or more.

Examples of the surfactant include polyoxyethylene alkyl ether sulfate, sodium dodecylbenzenesulfonate, alkali salts of styrene-acrylic acid copolymer,
Sodium alkyl naphthalene sulfonate, sodium alkyl diphenyl ether disulfonate, monoethanolamine lauryl sulfate, triethanolamine lauryl sulfate, ammonium lauryl sulfate, monoethanolamine stearate, sodium stearate, sodium lauryl sulfate, styrene-acrylic acid copolymer mono Anionic surfactants such as ethanolamine and polyoxyethylene alkyl ether phosphate; polyoxyethylene oleyl ether, polyoxyethylene lauryl ether, polyoxyethylene nonyl phenyl ether, polyoxyethylene alkyl ether phosphate, polyoxyethylene Nonionic surfactants such as sorbitan monostearate and polyethylene glycol monolaurate Chaotic surfactants such as alkyl quaternary ammonium salts and their ethylene oxide adducts; amphoteric surfactants such as alkyl betaines such as alkyl dimethylaminoacetic acid betaines and alkyl imidazolines; these may be used alone or in combination of two or more. Can be used in combination.

The dye derivative is a compound in which a substituent is introduced into an organic dye. The dye derivative used in the present invention is preferably green or yellow in view of hue. May be used. Organic dyes also include naphthalene-based and anthraquinone-based pale yellow aromatic polycyclic compounds that are not generally called dyes. Examples of the dye derivative include JP-A-63-305173, JP-B-57-15620, and JP-B-59-4.
No. 0172, JP-B-63-17102, JP-B-5-9469 and the like can be used, and these can be used alone or in combination of two or more.

It is preferable that the coloring composition for a color filter of the present invention contains a yellow pigment in order to realize a spectrum required for a green filter. The yellow pigment is not particularly limited, but it is preferable to select a pigment that meets the required spectrum and has excellent cord resistance. Specifically, CI Pigment Yellow 1, 2, 3, 4, 5, 6, 1
0, 12, 13, 14, 15, 16, 17, 18, 2
4, 31, 32, 34, 35, 35: 1, 36, 36:
1, 37, 37: 1, 40, 42, 43, 53, 55,
60, 61, 62, 63, 65, 73, 74, 77, 8
1, 83, 93, 94, 95, 97, 98, 100, 1
01, 104, 106, 108, 109, 110, 11
3, 114, 115, 116, 117, 118, 11
9, 120, 126, 127, 128, 129, 13
8, 139, 150, 151, 152, 153, 15
4, 155, 156, 161, 162, 164, 16
6, 167, 168, 169, 170, 171, 17
2,173,174,175,176,177,17
9,180,181,182,185,187,199
And the like. These can be used alone or in combination of two or more. The yellow pigment is dispersed alone in a colorant carrier to form a yellow colored composition, and the green colorant is used in combination with a green colored composition obtained by dispersing the colorant in the colorant carrier, or And used by dispersing in a colorant carrier.

Further, in the coloring composition for a color filter of the present invention, a pigment is sufficiently dispersed in a colorant carrier so that a dry film thickness on a transparent substrate such as a glass substrate is 0.2 to 5 μm. A solvent can be included to facilitate application to form a green filter segment.
As the solvent, for example, cyclohexanone, ethyl cellosolve acetate, butyl cellosolve acetate, 1-methoxy-2-propyl acetate, diethylene glycol dimethyl ether, ethylbenzene, ethylene glycol diethyl ether, xylene, ethyl cellosolve,
Methyl-n amyl ketone, propylene glycol monomethyl ether, toluene, methyl ethyl ketone, ethyl acetate, methanol, ethanol, isopropyl alcohol, butanol, isobutyl ketone, petroleum-based solvents and the like are used, and these may be used alone or as a mixture.

The coloring composition for a color filter of the present invention may contain a storage stabilizer in order to stabilize the viscosity over time of the composition. As storage stabilizers,
For example, benzyltrimethyl chloride, quaternary ammonium chloride such as diethylhydroxyamine, lactic acid,
Organic acids such as oxalic acid and its methyl ether, t-
Organic phosphines such as butyl pyrocatechol, tetraethylphosphine and tetraphenylphosphine, phosphite and the like can be mentioned.

The coloring composition for a color filter of the present invention comprises:
It can be prepared in the form of a gravure offset printing ink, a waterless offset printing ink, a silk screen printing ink, a solvent-developed or alkali-developed colored resist material. The colored resist material is obtained by dispersing the green colorant of the present invention in a composition containing a thermoplastic resin, a thermosetting resin or a photosensitive resin, a monomer, and a photoinitiator.

The green colorant of the present invention and the yellow pigment optionally used are preferably a coloring composition in which the green colorant and the yellow pigment are added together when the green filter segment is formed by photolithography. 1.5 ~
When the green color filter segment is formed by a printing method, the total amount of the green colorant and the yellow pigment is 1.5 to 40% by weight in the coloring composition. . In any case, the pigment (green colorant + yellow pigment) is preferably one in the final green filter segment.
It is contained in a proportion of 0 to 55% by weight, more preferably 20 to 50% by weight, with the balance substantially consisting of the resinous binder provided by the colorant carrier. The weight ratio between the green colorant and the yellow pigment is preferably from 1: 1 to 2.5: 1. Therefore, the amount of the green colorant contained in the final green filter segment is preferably 5 to 39% by weight.

The coloring composition for a color filter of the present invention comprises:
It is preferable to remove coarse particles of 5 μm or more, preferably 1 μm or more, more preferably 0.5 μm or more, and mixed dust by means such as centrifugation, a sintered filter, and a membrane filter. .

As described, the color filter of the present invention comprises at least one red filter segment, at least one blue filter segment, and at least one green filter segment, where the green filter segment is the present invention. It is formed using a coloring composition. The red filter segment and the blue filter segment can be formed using a normal red coloring composition and a normal blue coloring composition, respectively.

The red coloring composition is a composition obtained by using a red pigment instead of the green coloring agent of the present invention.
As red pigments, CI Pigment Red 7, 14, 4
1, 48: 1, 48: 2, 48: 3, 48: 4, 14
6, 177, 178, 184, 185, 187, 20
0, 202, 208, 210, 246, 254, 25
5, 264, 272 can be used.

The blue coloring composition may be replaced with, for example, CI Pigment Blue 15, 1 instead of the green coloring agent of the present invention.
5: 1, 15: 2, 15: 3, 15: 4, 15: 6, 1
CI Pigment Violet 19, 23, 27, 32, 4 for blue pigments such as 6, 60, and for toning as required.
It is a composition obtained using a purple pigment such as No. 2 or the above-mentioned yellow pigment.

The color filter of the present invention can be manufactured by forming a filter segment of each color on a transparent substrate using the coloring composition of the present invention by a printing method or a photolithography method. As the transparent substrate, a glass plate or a resin plate of polycarbonate, polymethyl methacrylate, polyethylene terephthalate, or the like is used.

The formation of each color filter segment by the printing method can be patterned by simply repeating the printing and drying of the coloring composition prepared as the above various printing inks. Excellent in nature. Further, fine patterns having high dimensional accuracy and smoothness can be printed by the development of printing technology. To print, on the printing plate,
Alternatively, the composition is preferably such that the ink does not dry and solidify on the blanket. It is also important to control the fluidity of the ink on the printing press, and the viscosity of the ink can be adjusted by a dispersant or extender.

When each color filter segment is formed by photolithography, the coloring composition prepared as a solvent-developing or alkali-developing colored resist material is spray-coated, spin-coated, slit-coated or roll-coated on a transparent substrate. It is applied by a coating method such as a coating method so that the dry film thickness becomes 0.2 to 5 μm.
The film dried as required is exposed to ultraviolet light through a mask having a predetermined pattern provided in contact with or non-contact with the film. Then, after immersing in a solvent or an alkaline developer or spraying the developer with a spray or the like to remove an uncured portion and form a desired pattern, the same operation is repeated for other colors to produce a color filter. be able to. Further, in order to promote the polymerization of the colored resist material, heating can be performed as necessary. According to the photolithography method, a color filter with higher accuracy than the printing method can be manufactured.

In the development, an aqueous solution of sodium carbonate, sodium hydroxide or the like is used as an alkali developing solution, and an organic alkali such as dimethylbenzylamine or triethanolamine can also be used. Further, an antifoaming agent or a surfactant can be added to the developer. In order to increase the UV exposure sensitivity, after applying and drying the above colored resist material, a water-soluble or alkali-water-soluble resin,
For example, after applying and drying a polyvinyl alcohol, a water-soluble acrylic resin, or the like to form a film for preventing polymerization inhibition by oxygen, ultraviolet light exposure can be performed.

The color filter of the present invention can be produced by an electrodeposition method, a transfer method or the like in addition to the above-mentioned methods.
The coloring composition of the present invention can be used in any of the methods. The electrodeposition method is a method of manufacturing a color filter by forming each color filter segment on a transparent conductive film by electrophoresis of colloid particles using a transparent conductive film formed on a transparent substrate. is there. The transfer method is a method in which a color filter layer is previously formed on the surface of a peelable transfer base sheet, and the color filter layer is transferred to a desired transparent substrate.

[0049]

EXAMPLES The present invention will be described below with reference to examples, but the present invention is not limited by these examples. In Examples and Comparative Examples, "parts" means "parts by weight",
"%" Means "mol%", respectively. First, an acrylic resin solution, a crude green pigment, and a green pigment used in Examples and Comparative Examples will be described.

(Preparation of Acrylic Resin Solution) 800 parts of cyclohexanone was placed in a reaction vessel and heated to 100 ° C. while injecting nitrogen gas into the vessel, and a mixture of the following monomers and a thermal polymerization initiator was added at the same temperature for 1 hour. Then, the polymerization reaction was performed by dropping. 60.0 parts of styrene 60.0 parts of methacrylic acid 65.0 parts of methyl methacrylate 65.0 parts of butyl methacrylate 10.0 parts of azobisisobutyronitrile 10.0 parts After dropping, the mixture was further reacted at 100 ° C. for 3 hours, and then reacted with azobis. A solution prepared by dissolving 2.0 parts of isobutyronitrile in 50 parts of cyclohexanone was added, and the reaction was further continued at 100 ° C. for 1 hour to obtain a solution of an acrylic resin having a weight average molecular weight of about 40,000. After cooling to room temperature, the resin solution
g of the resin solution, and dried by heating at 180 ° C. for 20 minutes to measure the nonvolatile content.
An acrylic resin solution was prepared by adding cyclohexanone so as to be 0%.

Hereinafter, a method for synthesizing a crude green pigment will be described. The metal in the synthesized crude pigment was measured by the following method. First, place crude pigment 0.5 in a 100 ml beaker.
g, sulfuric acid (1 ml) and nitric acid (3 ml).
Decomposed by heating for hours. The decomposed product was dissolved by adding 5 ml of hydrochloric acid and 25 ml of pure water, and the volume of the dissolved product was adjusted to 50 ml.
The metal atomic weight was measured by ICP atomic emission spectroscopy.
The numbers of chlorine and bromine in the crude pigment (the average number of chlorine and the average number of bromine contained in one molecule) are as follows. The filter paper of No. 6 was wrapped with 0.01 g of the crude pigment, and 5 drops of hydrogen peroxide were added dropwise to burn in a combustion flask with oxygen substitution. After combustion 1
The volume was made up to 00 ml and measured by ion chromatography analysis.

[Crude Green Pigment 1] Aluminum chloride 42
In 140 parts of a molten salt of 9 parts and 96 parts of sodium chloride, 64 parts of copper phthalocyanine and 5 parts of aluminum phthalocyanine were dissolved and stirred for 2 hours while maintaining the temperature. The reaction temperature was raised to 180 ° C., and bromine was added dropwise at 48 parts per hour for 5 hours. Thereafter, chlorine was introduced at 30 parts per hour for 2 hours. The reaction solution was gradually poured into 4000 parts of water, and then filtered and washed with water to obtain 197.2 parts of a crude green pigment 1. The obtained crude green pigment 1 was composed of 90.5% of a crude copper phthalocyanine pigment and 9.5% of a crude aluminum phthalocyanine pigment, and the average number of bromine contained in one molecule of the crude copper phthalocyanine pigment was 13%. .5, average chlorine number is 2.
The average number of bromine contained in one molecule of the crude aluminum phthalocyanine pigment was 13.5, and the average number of chlorine was 2.5.

[Crude green pigment 2] Aluminum chloride 42
In a molten salt at 160 ° C. of 9 parts and 96 parts of sodium chloride, 69 parts of copper phthalocyanine was dissolved.
And stirred for 2 hours. The reaction temperature was lowered to 180 ° C., and bromine was added dropwise at 48 parts per hour for 5 hours. Thereafter, chlorine was introduced at 30 parts per hour for 2 hours. The reaction solution was gradually poured into 4000 parts of water, and then filtered and washed with water to obtain 196.6 parts of a crude green pigment 2. The obtained crude green pigment 2 was composed of 58.0% of a crude halogenated copper phthalocyanine pigment and 42.0% of a crude aluminum halide phthalocyanine pigment, and the average number of bromine contained in one molecule of the crude copper phthalocyanine pigment was 1%.
The number of chlorine was 3.5, the average number of chlorine was 2.5, the average number of bromine contained in one molecule of the crude halogenated aluminum phthalocyanine pigment was 13.5, and the average number of chlorine was 2.5.

[Crude green pigment 3] Aluminum chloride 42
In a molten salt of 9 parts and 96 parts of sodium chloride at 140 ° C., 65 parts of aluminum phthalocyanine were dissolved and stirred for 2 hours while maintaining the temperature. The reaction temperature was raised to 180 ° C., and bromine was added dropwise at 48 parts per hour for 5 hours. Thereafter, chlorine was introduced at 30 parts per hour for 2 hours. After gradually pouring this reaction solution into 4000 parts of water, filtration,
Washing with water gave 193.5 parts of crude green pigment 3. The obtained crude green pigment 3 was composed of only a crude aluminum halide phthalocyanine pigment, and contained 13.5 average bromine atoms and 2.5 average chlorine atoms in one molecule.

[Crude Green Pigment 4] Aluminum chloride 42
In a molten salt of 9 parts and 96 parts of sodium chloride at 130 ° C., 65 parts of copper phthalocyanine was dissolved and stirred for 2 hours while maintaining the temperature. The reaction temperature was raised to 180 ° C., and bromine was added dropwise at 48 parts per hour for 5 hours. Thereafter, chlorine was introduced at 30 parts per hour for 2 hours. The reaction solution was gradually poured into 4000 parts of water, and then filtered and washed with water.
93.5 parts of crude green pigment 4 were obtained. The resulting crude green pigment 4 was 97% crude copper phthalocyanine halogenated pigment.
And 3% of a crude halogenated aluminum phthalocyanine pigment;
The average number of bromine contained in the molecule was 13.5, the average number of chlorine was 2.5, and the average number of bromine contained in one molecule of the crude aluminum phthalocyanine pigment was 13.5.
And the average chlorine number was 2.5.

[Crude Green Pigment 5] 255 parts of biphenyl, 45 parts of naphthalene, 128 parts of phthalodinitol, 48 parts of titanium tetrachloride and 2 parts of pyridine were mixed, heated to 200 ° C., reacted, filtered, dried and pulverized to obtain crude titanium. Phthalocyanine was obtained. Next, after heating 200 parts of aluminum chloride and 40 parts of sodium chloride to form a eutectic salt at 120 ° C., 40 parts of crude titanium phthalocyanine was added and stirred for 30 minutes. The reaction temperature was raised to 180 ° C., and bromine was added dropwise at 30 parts per hour for 5 hours. Thereafter, chlorine was introduced at 20 parts per hour for 2 hours. The reaction solution was gradually poured into 2500 parts of water, and then filtered and washed with water to obtain a crude green pigment 5. The obtained crude green pigment 5 was composed of crude titanium phthalocyanine pigment 58.0% and crude aluminum phthalocyanine pigment 4
2.0%, and the average number of bromine contained in one molecule of the crude titanium halide phthalocyanine pigment is 13.5.
And the average chlorine number was 2.5. The average number of bromine contained in one molecule of the crude aluminum halide phthalocyanine pigment was 13.5, and the average number of chlorine was 2.5.

[Crude green pigment 6] Aluminum chloride 80
Phthalocyanine (20 parts) is dissolved in a molten salt of 150 parts of sodium chloride, 10 parts of sodium chloride and 10 parts of sodium sulfate, the reaction temperature is raised to 160 ° C, and bromine is dropped at 7.4 parts per hour for 6 hours. did. After that, the reaction solution was heated
And chlorine was introduced at 4 parts per hour for 5 hours.
The reaction solution was gradually poured into 1000 parts of water, and then filtered and washed with water to obtain 45.4 parts of a crude green pigment 6. The resulting crude green pigment 6 was composed of 99.9% of a crude copper phthalocyanine halide pigment and 0.1% of a crude aluminum phthalocyanine pigment, and the average number of bromine contained in one molecule of the crude copper phthalocyanine pigment was 1%.
The number of chlorine was 3.5, the average number of chlorine was 2.5, the average number of bromine contained in one molecule of the crude halogenated aluminum phthalocyanine pigment was 13.5, and the average number of chlorine was 2.5.

Next, the crude green pigment was subjected to a pigmentation treatment by the following method to produce a green pigment. [Green Pigment 1] Crude green pigment 4: 500 parts, sodium chloride: 500 parts, and diethylene glycol: 250
The part was charged into a stainless steel 1 gallon kneader (manufactured by Inoue Seisakusho) and kneaded at 120 ° C. for 4 hours. Next, the kneaded material was put into 5 liters of warm water, stirred for 1 hour while heating to 70 ° C. to form a slurry, and filtration and washing were repeated to remove sodium chloride and diethylene glycol.
It was dried at 0 ° C. all day and night to obtain 490 parts of green pigment 1. The green pigment 1 is a halogenated copper phthalocyanine pigment 9
7% and 3% of a halogenated aluminum phthalocyanine pigment.

[Green pigment 2] Crude green pigment 4: 345
Parts, crude green pigment 1: 155 parts, sodium chloride: 50
0 parts and diethylene glycol: 250 parts were charged into a stainless steel 1 gallon kneader (manufactured by Inoue Seisakusho), and
Kneading was performed at 20 ° C. for 4 hours. Next, the kneaded material was poured into 5 liters of warm water, stirred for 1 hour while heating to 70 ° C. to form a slurry, and filtration and washing were repeated to remove sodium chloride and diethylene glycol, followed by drying at 80 ° C. for 24 hours. 490 parts of green pigment 2 were obtained. The green pigment 2 was composed of 95% of a halogenated copper phthalocyanine pigment and 5% of an aluminum halide phthalocyanine pigment.

[Green pigment 3] Crude green pigment 1: 500
Parts, sodium chloride: 500 parts, and diethylene glycol: 250 parts were charged into a 1 gallon kneader made of stainless steel, and the same operation as that for green pigment 1 was performed to obtain 490 parts of green pigment 3. The green pigment 3 was composed of 90.5% of a halogenated copper phthalocyanine pigment and 9.5% of an aluminum halide phthalocyanine pigment.

[Green pigment 4] Crude green pigment 4: 282
Parts, crude green pigment 2: 218 parts, sodium chloride: 50
0 parts and 250 parts of diethylene glycol were charged into a 1-gallon kneader made of stainless steel, and the same operation as that for the green pigment 1 was performed to obtain 490 parts of a green pigment 4. The green pigment 4 is 79.0% of a halogenated copper phthalocyanine pigment.
And halogenated aluminum phthalocyanine pigment 2
It consisted of 1.0%.

[Green pigment 5] Crude green pigment 4: 154
Parts, crude green pigment 2: 346 parts, sodium chloride: 50
0 parts and 250 parts of diethylene glycol were charged into a 1 gallon kneader made of stainless steel, and the same operation as that of the green pigment 1 was performed to obtain 490 parts of the green pigment 5. The green pigment 5 is a copper halide phthalocyanine pigment 70.0%
And halogenated aluminum phthalocyanine pigment 3
It consisted of 0.0%.

[Green pigment 6] Crude green pigment 2: 500
Parts, sodium chloride: 500 parts, and diethylene glycol: 250 parts were charged into a stainless steel 1 gallon kneader, and the same operation as that for the green pigment 1 was performed to obtain 490 parts of a green pigment 6. The green pigment 6 was composed of 58.0% of a halogenated copper phthalocyanine pigment and 42.0% of an aluminum halide phthalocyanine pigment.

[Green pigment 7] Crude green pigment 4: 410
Parts, crude green pigment 5:90 parts, sodium chloride: 500
Parts and diethylene glycol: 250 parts were charged into a 1 gallon kneader made of stainless steel, and the same operation as that for green pigment 1 was performed to obtain 490 parts of green pigment 7. The green pigment 7 is 79.5% of a halogenated copper phthalocyanine pigment,
10.0% of halogenated aluminum phthalocyanine pigment
And halogenated titanium phthalocyanine pigments10.
It consisted of 5%.

[Green pigment 8] Crude green pigment 6: 500
Parts, sodium chloride: 500 parts, and diethylene glycol: 250 parts were charged into a 1 gallon kneader made of stainless steel, and the same operation as that for green pigment 1 was performed to obtain 490 parts of green pigment 8. The green pigment 8 was composed of 99.9% of a halogenated copper phthalocyanine pigment and 0.1% of a halogenated aluminum phthalocyanine pigment.

[Green pigment 9] Crude green pigment 3: 450
Parts, crude green pigment 6:50 parts, sodium chloride: 500
Parts and diethylene glycol: 250 parts were charged into a 1 gallon kneader made of stainless steel, and the same operation as that for the green pigment 1 was performed to obtain 490 parts of a green pigment 9. The green pigment 9 was composed of 9.9% of a halogenated copper phthalocyanine pigment and 90.1% of a halogenated aluminum phthalocyanine pigment.
%.

Next, using these green pigments, a green photosensitive coloring composition (resist material) was prepared in which the mixing ratio of the halogenated copper phthalocyanine pigment to the halogenated dissimilar metal phthalocyanine pigment was changed.

Example 1 A mixture having the following composition was uniformly dispersed, stirred and mixed, and then filtered through a 1 μm filter to prepare an alkali-developable photosensitive coloring composition. Green pigment 1 4.5 parts Acrylic resin solution 24.0 parts Trimethylolpropane triacrylate 5.4 parts ("NK ester ATMPT" manufactured by Shin-Nakamura Chemical Co., Ltd.) Photoinitiator ("Irgacure 907" manufactured by Ciba Geigy) 0. 3 parts Sensitizer ("EAB-F" manufactured by Hodogaya Chemical Co., Ltd.) 0.2 parts Cyclohexanone 65.1 parts

Examples 2 to 7 The green pigment 1 was replaced with the green pigment 2.
Except having changed it into -7, it carried out similarly to Example 1, and produced the alkali development type photosensitive coloring composition. Comparative Example 1 Except that the green pigment 1 was changed to the green pigment 8,
An alkali development type photosensitive coloring composition was prepared in the same manner as in Example 1. Comparative Example 2 Except that the green pigment 1 was changed to the green pigment 9,
An alkali development type photosensitive coloring composition was prepared in the same manner as in Example 1.

Each of the photosensitive coloring compositions obtained in Examples 1 to 7 and Comparative Examples 1 and 2 was prepared as follows.
5 mm on a 1 mm thick glass substrate using a spin coater.
00 rpm, 1000 rpm, 1500 rpm, 200
Coating was performed at a rotation speed of 0 rpm to obtain four types of coated substrates having different film thicknesses. Next, after drying at 70 ° C. for 20 minutes, ultraviolet exposure was performed using an ultra-high pressure mercury lamp with an integrated light amount of 150 mJ. The coated substrate was heated at 230 ° C. for 1 hour and allowed to cool, and then the chromaticity (Y, x, y) of the obtained green coating film with a C light source was measured using a microspectrophotometer (“OSP-SP100” manufactured by Olympus Optical Co., Ltd.).
It measured using. From the four sets of chromaticity and spectral measurement results,
The maximum transmittance (Tmax), x, and y when the minimum value of the spectral transmittance at the wavelength of 00 to 700 nm became 1% was determined. Further, the surface state of the coated substrate at 1000 rpm was observed with an optical microscope (“BX60” manufactured by Olympus Optical Co., Ltd.). Table 1 shows the results.

[0071]

[Table 1]

As shown in Table 1, each of the green coating films obtained using the coloring composition of the present invention had a chromaticity x of 0.25.
When the chromaticity y is in the range of 0.43 to 0.58, the lightness Y is large, and when the content of the halogenated aluminum phthalocyanine pigment is in the range of 80 mol% or less, halogen The higher the content of the aluminum phthalocyanine halide pigment, the higher the brightness. In contrast, Comparative Example 1 in which the content of the halogenated aluminum phthalocyanine pigment was 0.1%, which was less than the range of the present invention.
Green coating film has low brightness. In the green coating film of Comparative Example 2 in which the content of the halogenated aluminum phthalocyanine pigment was 90%, which was larger than the range of the present invention, the brightness Y showed a large value of 67, but the y showed a small value of 0.4175. Therefore, the color is light as green and is not suitable as a green filter segment.

Next, a green photosensitive coloring composition (resist material) was prepared by using a green pigment and a yellow pigment (CI Pigment Yellow 150) in combination for toning. Example 8 A mixture having the following composition was uniformly dispersed, stirred and mixed, and then filtered through a 1 μm filter to prepare an alkali-developable photosensitive coloring composition. Green pigment 1 3.6 parts Yellow pigment (PY150) 0.9 parts Acrylic resin solution 24.0 parts Trimethylolpropane triacrylate 5.4 parts (“NK ester ATMPT” manufactured by Shin-Nakamura Chemical Co.) Photoinitiator (Ciba Geigy) "Irgacure 907") 0.3 parts Sensitizer (Hodogaya Chemical "EAB-F") 0.2 parts Cyclohexanone 65.1 parts

[Examples 9 to 13] Alkali development type was carried out in the same manner as in Example 8, except that the kind of green pigment and the ratio (weight ratio) of green pigment to yellow pigment were changed as shown in Table 2. A photosensitive coloring composition was prepared.

The photosensitive coloring compositions obtained in Examples 8 to 13 were coated on a glass substrate having a thickness of 100 mm × 100 mm and having a thickness of 1.1 mm by using a spin coater to obtain x = 0.317.
2. The coating was applied so that y = 0.4703. Next, after drying at 70 ° C. for 20 minutes, ultraviolet exposure was performed using an ultra-high pressure mercury lamp with an integrated light amount of 150 mJ. The coated substrate was heated at 230 ° C. for 1 hour and allowed to cool, and then, using a microspectrophotometer (“OSP-SP100” manufactured by Olympus Optical Co., Ltd.), the brightness (Y) of the obtained green coating film with a D65 light source, The maximum transmittance (Tmax), minimum transmittance (Tmin), and contrast were determined. Further, the surface state of the coating film was observed with an optical microscope (“BX60” manufactured by Olympus Optical Co., Ltd.). Table 2 shows the results.

[0076]

[Table 2]

As shown in Table 2, the green coating film obtained using the coloring composition of the present invention contains an aluminum halide phthalocyanine pigment even when x and y (hues) are combined with a yellow pigment. The greater the amount, the greater the brightness. Further, when the content of the aluminum halide phthalocyanine pigment is within the range of 80 mol% or less, as the content of the aluminum halide phthalocyanine pigment increases, the amount of the yellow pigment used for toning decreases, and the contrast improves. ing.

Next, in the same manner as the green photosensitive coloring composition, a blue photosensitive coloring composition and a green photosensitive coloring composition having the following compositions were prepared, and the two coloring compositions and Examples 1 to 13 were prepared. Using the green photosensitive coloring composition obtained in the above, a color filter was produced by the following method. [Blue photosensitive coloring composition] Blue pigment: CI Pigment Blue 15: 6 4.5 parts (Toyo Ink Mfg. Co., Ltd. "Lionol Blue ES") Acrylic resin solution 24.0 parts Trimethylolpropane triacrylate 5.4 parts (“NK ester ATMPT” manufactured by Shin-Nakamura Chemical Co., Ltd.) Photoinitiator (“Irgacure 907” manufactured by Ciba-Geigy) 0.3 part Sensitizer (“EAB-F” manufactured by Hodogaya Chemical Co., Ltd.) 0.2 part Cyclohexanone 65. One copy

[Red photosensitive coloring composition] Red pigment: CI Pigment Red 254 4.0 parts (“Irgafor Red B-CF” manufactured by Ciba-Geigy) Red pigment: CI Pigment Red 177 0.5 parts (Ciba-Geigy) "Chromophtal red A2B") Acrylic resin solution 24.0 parts Trimethylolpropane triacrylate 5.4 parts ("NK ester ATMPT" manufactured by Shin-Nakamura Chemical Co., Ltd.) Photoinitiator ("Irgacure 907" manufactured by Ciba Geigy) 0 0.3 parts Sensitizer (“EAB-F” manufactured by Hodogaya Chemical Co., Ltd.) 0.2 parts Cyclohexanone 65.1 parts

On one surface of a glass substrate, the above-mentioned photosensitive coloring composition was applied using a spin coater.
After drying in a hot-air oven for 20 minutes, UV exposure was performed through a photomask having a 100 μm-wide stripe-shaped opening, and the unexposed portions were washed away with a 5% by weight aqueous solution of sodium carbonate, and baked in a hot-air oven at 230 ° C. for 30 minutes. do it,
A color filter including a red filter segment, a blue filter segment, and a green filter segment having a stripe shape with a width of 100 μm was manufactured. All of the obtained color filters had high white lightness.

[0081]

The coloring composition of the present invention contains a halogenated copper phthalocyanine pigment and a halogenated dissimilar metal phthalocyanine pigment in a specific ratio, so that the transmission wavelength region is shifted to longer wavelengths. A very bright green filter segment can be formed on the substrate. A color filter having a green filter segment formed using the coloring composition of the present invention can provide high brightness and high chroma to a color liquid crystal display device at the same time, and is a transmission type / reflection type color liquid crystal display device. It is also suitable as a color filter for color separation of a solid-state imaging device.

 ──────────────────────────────────────────────────続 き Continued on the front page (72) Inventor Ichiro Toyoda 2-3-13 Kyobashi, Chuo-ku, Tokyo Inside Toyo Ink Manufacturing Co., Ltd. (72) Inventor Yuji Hirasawa 2-3-13 Kyobashi, Chuo-ku, Tokyo Toyo Ink Manufacturing Co., Ltd. (72) Inventor Masashi Sawamura 2-3-13 Kyobashi, Chuo-ku, Tokyo F-term in Toyo Ink Manufacturing Co., Ltd. (reference) 2H025 AA10 AA11 AB13 AC01 AD01 BC13 BC42 CC11 2H048 BA02 BA45 BA47 BB02 BB42 BB46 CA04 CA14 CA19 4J039 AB02 AD03 AD04 AD05 AD07 AD08 AD10 AD14 AD15 AD21 AE02 AE03 AE04 AE05 AE06 AE08 BA30 BA32 BA35 BA37 BA38 BA39 BC05 BC61 BE01 EA20 EA33

Claims (4)

[Claims] 1. A colorant carrier comprising a transparent resin, a precursor thereof or a mixture thereof, and a halogenated copper phthalocyanine pigment and a central metal dispersed in the colorant carrier comprising Mg, Al,
A green colorant comprising at least one halogenated heterometallic phthalocyanine pigment selected from the group consisting of Si, Ti, V, Mn, Fe, Co, Ni, Zn, Ge, and Sn, and the halogenated heterometallic phthalocyanine A coloring composition for a color filter, wherein the content of the pigment is 1 to 80 mol% based on the total amount of the green colorant. 2. The coloring composition for a color filter according to claim 1, wherein the halogenated copper phthalocyanine pigment contains 8 to 16 bromine atoms in one molecule. 3. The coloring composition for a color filter according to claim 1, wherein the halogenated heterometallic phthalocyanine pigment contains 8 to 16 bromines in one molecule. 4. A coloring composition according to claim 1, comprising at least one red filter segment, at least one blue filter segment, and at least one green filter segment, said at least one green filter segment. Color filter formed from.