JP2003232913A - Color composition for color filter and color filter - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a color composition having excellent color characteristics, particularly high transparency and therefore, forming a color filter with high lightness, and to provide a color filter with high color characteristics. <P>SOLUTION: The composition contains a coloring material carrier comprising a transparent resin, its precursor or a mixture of these, and a specified isoindoline pigment, for example, C.I.Pigment Yellow 185 dispersed in the coloring material carrier. The isoindoline pigment shows such spectral characteristics that when a yellow composition prepared by dispersing the pigment in the carrier is applied to form a coating film having 1% spectral transmittance at 435 nm, the spectral transmittance of the coating film is ≤3% at 475 nm and ≥80% at 505 nm. The color filter has a yellow or green filter segment formed from the above composition. <P>COPYRIGHT: (C)2003,JPO

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 for producing a color filter used for a color liquid crystal display device, a color image pickup tube element and the like, and a color filter formed using the same.

A color filter is one in which two or more kinds of fine band (striped) filter segments of different hues are arranged in parallel or intersecting on the surface of a transparent substrate such as glass, or the fine filter segments are arranged vertically and horizontally. It consists of things arranged in a fixed array. The filter segments are as fine as several microns to several hundreds of microns, and are arranged in a predetermined arrangement for each hue. A transparent electrode for driving the liquid crystal is generally formed by vapor deposition or sputtering on the color filter used in the color liquid crystal display device, and an alignment film for orienting the liquid crystal in a certain direction is further formed on the transparent electrode. Has been done. In order to sufficiently obtain the performance of these transparent electrode and alignment film, the forming step thereof needs to be performed at a high temperature of generally 200 ° C. or higher, preferably 230 ° C. or higher.

Therefore, at present, as a method of manufacturing a color filter, a method called a pigment dispersion method, which uses a pigment having excellent light resistance and heat resistance as a colorant, is mainly used, and the following two methods are mainly used. Color filters are manufactured in. In the first method, a photosensitive transparent resin solution in which a pigment is dispersed is applied to a transparent substrate such as glass, the solvent is removed by drying, and then pattern exposure of one filter color is performed, and then the unexposed portion is exposed. Is removed in the developing step to form a pattern of the first color, and after treatment such as heating is added as necessary,
A color filter can be manufactured by sequentially repeating the same operation for all filter colors.

In the second method, a transparent resin solution in which a pigment is dispersed is applied to a transparent substrate such as glass, the solvent is removed by drying, and then a resist such as a positive resist is applied on the coating film. Then, pattern exposure of one filter color is performed, development is performed to form a resist pattern, and this is used as an etching resist to remove the pigment-dispersed coating film on which the resist pattern is not adhered with an etching solution and peel off the resist coating film. Then, a color filter can be manufactured by forming a pattern for the first color, adding a treatment such as heating if necessary, and then repeating the same operation sequentially 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 coloring composition containing a yellow pigment is used for producing the yellow and green filter segments, and CI Pigment Yellow 185, 139 and the like have been conventionally used as the yellow pigment. It was However, transparency, that is, improvement in lightness and color purity,
It has been conventionally used in a situation where color characteristics such as coating uniformity, sensitivity, developability and pattern shape when forming pixels are increasing.
CI Pigment Yellow 185, 139, etc. have become difficult to deal with. In recent years, in particular, liquid crystal display devices have been applied to television monitors, and bright color filters have been demanded for producing low power consumption panels.

Therefore, an object of the present invention is to provide excellent color characteristics,
It is an object of the present invention to provide a coloring composition which can form a color filter having particularly high transmittance and therefore high brightness. Another object of the present invention is to provide a color filter having good color characteristics.

[0007]

Means for Solving the Problems By using a coloring composition for a color filter containing an isoindoline pigment having specific spectral characteristics as a yellow pigment, the present inventors have
The present inventors have found that a color filter having both high brightness and high color purity can be obtained by controlling the spectrum of the filter segment, and the present invention has been completed.

That is, the present invention comprises a colorant carrier comprising a transparent resin, a precursor thereof or a mixture thereof, and an isoindoline pigment represented by the following general formula (1) dispersed in the colorant carrier. The composition is a yellow composition in which the isoindoline pigment is dispersed in the color carrier, and has a spectral transmittance of 1 at 435 nm.
% When the coating film is formed so that
Provided is a coloring composition for a color filter, which has a spectral characteristic that the spectral transmittance at m is 3% or less and the spectral transmittance at 505 nm is 80% or more. Formula (1)

[Chemical 2]

The coloring composition of the present invention preferably contains a pigment derivative having a basic group or a triazine derivative having a basic group. The content of the pigment derivative having a basic group or the triazine derivative having a basic group is preferably 0.001 to 40% by weight based on the isoindoline pigment represented by the general formula (1). .

The invention also comprises at least one cyan color filter segment, at least one magenta color filter segment and at least one yellow color filter segment, the at least one yellow color filter segment of the invention. Provided is a color filter formed of a coloring composition. Further, the invention comprises at least one red filter segment, at least one blue filter segment, and at least one green filter segment, the at least one green filter segment being formed from the colored composition of the invention. A color filter characterized by being provided.

An isoindoline pigment represented by the general formula (1), wherein a yellow composition obtained by dispersing the pigment in the color carrier is used to obtain a spectral transmittance of 1% at 435 nm. When a coating film is formed on the
A coloring composition of the present invention containing an isoindoline-based pigment (hereinafter, referred to as an isoindoline-based pigment of the present invention) having a spectral characteristic that the spectral transmittance at 5 nm is 3% or less and the spectral transmittance at 505 nm is 80% or more. To form the yellow and green filter segments,
Compared to the conventional yellow color filter segment and green color filter segment, the transmission wavelength region is shifted to the short wavelength side, the transmission region is further expanded, and the transmittance is increased.

The isoindoline pigment of the present invention is obtained by kneading the isoindoline pigment represented by the general formula (1) with a water-soluble inorganic salt and a small amount of a water-soluble organic solvent for 8 hours or more while heating the pigment particles. It can be manufactured by performing a salt milling process for controlling the diameter. The kneading time of the isoindoline pigment, the water-soluble inorganic salt and the water-soluble organic solvent is 24 from the viewpoint of the balance between the color characteristics of the obtained salt-milled pigment and the cost required for the salt-milling treatment.
It is preferably less than or equal to time. Generally, a salt milling treatment time of a pigment is 2 to 4 hours. With such a treatment time, even if the obtained salt milling pigment is dispersed in a colorant carrier, the spectral transmittance at 435 nm is 1 or less.
% When the coating film is formed so that
The spectral transmittance at m is 3% or less and the spectral transmittance at 505 nm is not 80% or more, and the transmissive region is not widened, so that the transmittance is not increased.

Specifically, the salt milling treatment is carried out by kneading a mixture of a pigment, a water-soluble inorganic salt and a water-soluble organic solvent while heating with a kneader such as a kneader, and then washing with water to form a water-soluble inorganic salt. This is a treatment for removing the salt and the water-soluble organic solvent. The water-soluble inorganic salt acts as a crushing aid, and it is considered that the pigment is crushed by utilizing the high hardness of the inorganic salt during salt milling, which causes an active surface and crystal growth. There is. Therefore, during kneading, crushing of the pigment and crystal growth occur at the same time, and the primary particle diameter of the obtained pigment differs depending on the kneading conditions. When the pigment is subjected to the salt milling treatment, it is necessary to promote crystal growth by heating, and the heating temperature is preferably 70 to 150 ° C. If 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 increases, which is not preferable as a colorant for the color filter coloring composition.

As the water-soluble inorganic salt, sodium chloride,
Barium chloride, potassium chloride, sodium sulfate and the like can be used, but sodium chloride (salt) is preferable from the viewpoint of cost. The amount of the inorganic salt used in salt milling is preferably 0.5 to 20 times by weight, particularly 1 to 10 times by weight that of the pigment from the viewpoint of both treatment efficiency and production efficiency. The water-soluble organic solvent has a function of wetting the pigment and the water-soluble inorganic salt, and is not particularly limited as long as it dissolves (mixes) in water and does not substantially dissolve the inorganic salt used. However, a high boiling point solvent having a boiling point of 120 ° C. or higher is preferable from the viewpoint of safety, because the temperature rises during salt milling and the solvent is easily evaporated.

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, Triethylene glycol, triethylene glycol monomethyl ether, liquid polyethylene glycol, 1-methoxy-2-propanol, 1-
Ethoxy-2-propanol, dipropylene glycol, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, liquid polypropylene glycol and the like are used.

At the time of salt milling, a resin may be used in combination in order to prevent strong aggregation during drying of the treated pigment obtained after the salt milling treatment and to facilitate dispersion in the colorant carrier. A soft powder-treated pigment can be obtained by using a resin together with salt milling. As the resin used during salt milling, those which are solid at room temperature, water-insoluble, and at least partially soluble in the above-mentioned organic solvents are preferable. Natural resins, modified natural resins, synthetic resins, synthetic resins modified with natural resins Resin or the like is used. A typical example of the natural resin is rosin, and examples of the modified natural resin include rosin derivatives, fibrin derivatives, rubber derivatives, protein derivatives and oligomers thereof. Examples of the synthetic resin include epoxy resin, acrylic resin, maleic acid resin, butyral resin, polyester resin, melamine resin, phenol resin, polyurethane resin, and polyamide resin. Examples of synthetic resins modified with natural resins include rosin-modified maleic acid resins, rosin-modified fumaric acid resins, and rosin-modified phenolic resins. The amount of resin used is 5-100 with respect to the pigment.
It is preferably in the range of% by weight.

In salt milling, in addition to the above resins,
Additives such as pigment dispersion aids and plasticizers, or inorganic pigments generally known as extender pigments such as calcium carbonate, barium sulfate and silica may be used in combination. Further, in order to adjust the hue, the treatment may be carried out by mixing with other pigments.

The colorant carrier in which the isoindoline pigment of the present invention is dispersed is composed of a transparent resin, a precursor thereof or a mixture thereof as described above. The transparent resin has a transmittance of preferably 80% or more, more preferably 9% in the entire wavelength region of 400 to 700 nm in the visible light region.
It is a resin of 5% or more. The transparent resin is a thermoplastic resin,
A thermosetting resin and a photosensitive resin are included, and a precursor thereof includes a monomer or an oligomer that is cured by irradiation with radiation to form a transparent resin. These may be used alone or in combination of two or more. it can. A photoinitiator or the like is added to the colored composition for a color filter of the present invention when the composition is cured 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. , Phenol resin, polyester resin, acrylic resin, alkyd resin, styrene resin, polyamide resin, rubber resin, cyclized rubber, celluloses, polybutadiene, polyimide resin and the like. Examples of thermosetting resins include epoxy resins, benzoguanamine resins, melamine resins, and urea resins.

As the photosensitive resin, a linear polymer having a reactive substituent such as a hydroxyl group, a carboxyl group or an amino group, and a (meth) acryl having a reactive substituent such as an isocyanate group, an aldehyde group or an epoxy group A resin in which a photocrosslinkable group such as a (meth) acryloyl group or a styryl group is introduced into the linear polymer by reacting a compound or cinnamic acid is used. In addition, a linear polymer containing an acid anhydride such as a styrene-maleic anhydride copolymer or an α-olefin-maleic anhydride copolymer is treated with a (meth) acrylic compound having a hydroxyl group such as hydroxyalkyl (meth) acrylate. A half-esterified product can also be used.

The monomers and oligomers include 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 acrylic and methacrylic acid esters such as melamine (meth) acrylate and epoxy (meth) acrylate, (meth) acrylic acid, styrene, vinyl acetate, (meth) acrylamide, N-hydroxymethyl (meth) acrylamide, acrylonitrile, etc. Can be mentioned.

As the photoinitiator, 4-phenoxydichloroacetophenone, 4-t-butyl-dichloroacetophenone, diethoxyacetophenone, 1- (4-isopropylphenyl) -2-hydroxy-2-methylpropan-1-one, 1 -Hydroxycyclohexyl phenyl ketone, 2-benzyl-2-dimethylamino-1- (4-
Acetophenone photoinitiators such as morpholinophenyl) -butan-1-one, benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin photoinitiators such as benzyl dimethyl ketal, benzophenone, benzoylbenzoic 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-pipenyl-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-based photoinitiators such as triazine and 2,4-trichloromethyl (4′-methoxystyryl) -6-triazine, borate-based photoinitiators, carbazole-based photoinitiators, and imidazole-based photoinitiators are used.

The above photoinitiators may be used alone or in admixture of two or more, and as the sensitizer, α-acyloxime ester, acylphosphine oxide, methylphenylglyoxylate, benzyl, 9,10-phenanthene is used. Lenquinone, camphorquinone, ethylanthraquinone,
4,4'-diethylisophthalophenone, 3,3 ',
4,4'-Tetra (t-butylperoxycarbonyl)
Compounds such as benzophenone and 4,4′-diethylaminobenzophenone can also be used in combination.

The coloring composition for color filters of the present invention comprises
After mixing the isoindoline-based pigment of the present invention with other pigments as necessary, together with the above-mentioned photoinitiator in the colorant carrier, various three-roll mill, two-roll mill, sand mill, kneader, etc. It can be finely dispersed and manufactured using a dispersing means. When the pigment is dispersed in the colorant carrier, a dispersion aid such as a resin type pigment dispersant, a surfactant or a dye derivative can be appropriately contained. Since the dispersion aid is excellent in dispersing the pigment and has a large effect of preventing re-aggregation of the pigment after dispersion, when a coloring composition obtained by dispersing the pigment in the colorant carrier using the dispersion aid is used. Provides a color filter with excellent transparency.

The resin-type pigment dispersant has a pigment-affinity portion having a property of adsorbing to the pigment and a portion having compatibility with the colorant carrier, and is adsorbed to the pigment to disperse the pigment in the colorant carrier. It serves to stabilize the. Specific examples of the resin type pigment dispersant include polycarboxylic acid esters such as polyurethane and polyacrylate, unsaturated polyamides, polycarboxylic acids, polycarboxylic acid (partial) amine salts, polycarboxylic acid ammonium salts, polycarboxylic acid alkylamines. Salts, polysiloxanes, long-chain polyaminoamide phosphates, hydroxyl-containing polycarboxylic acid esters, modified products thereof, amides formed by the reaction of poly (lower alkyleneimine) with polyester having a free carboxyl group, and the like Oily dispersants such as salts; (meth) acrylic acid-styrene copolymer, (meth) acrylic acid- (meth)
Acrylic ester copolymers, styrene-maleic acid copolymers, polyvinyl alcohol, polyvinylpyrrolidone and other water-soluble resins and water-soluble polymer compounds, polyester-based, modified polyacrylate-based, ethylene oxide / propylene oxide addition compounds, phosphoric acid esters Systems and the like are used, and these can be used alone or in combination of two or more.

As the surfactant, sodium lauryl sulfate, polyoxyethylene alkyl ether sulfate, sodium dodecylbenzene sulfonate, alkali salt of styrene-acrylic acid copolymer, sodium stearate, sodium alkylnaphthalene sulfonate, alkyl diphenyl ether. Sodium disulfonate, monoethanolamine lauryl sulfate, triethanolamine lauryl sulfate, ammonium lauryl sulfate, monoethanolamine stearate, sodium stearate, sodium lauryl sulfate, monoethanolamine of styrene-acrylic acid copolymer, polyoxyethylene alkyl ether Anionic surfactants such as phosphate ester; polyoxyethylene oleyl ether, polyoxyethylene lauryl ether, polio Shi nonylphenyl ether, polyoxyethylene alkyl ether phosphate, polyoxyethylene sorbitan monostearate,
Nonionic surfactants such as polyethylene glycol monolaurate; chaotic surfactants such as alkyl quaternary ammonium salts and their ethylene oxide adducts; amphoteric surfactants such as alkylbetaines such as betaine alkyldimethylaminoacetate and alkylimidazolines. The agents may be mentioned, and these may be used alone or in admixture of two or more.

The dye derivative is a compound in which a substituent is introduced into an organic dye. Organic dyes also include pale yellow aromatic polycyclic compounds such as naphthalene-based and anthraquinone-based compounds which are not generally called dyes. Examples of the dye derivative include JP-A-63-305173 and JP-B-57-1562.
No. 0, Japanese Patent Publication No. 59-40172, Japanese Patent Publication No. 63
Those described in Japanese Patent Publication No. -17102, Japanese Patent Publication No. 5-9469, etc. can be used alone or in combination.
A mixture of more than one type can be used. Particularly, a pigment derivative having a basic group or a triazine derivative having a basic group is preferably used because the pigment dispersing effect is great.

Specific examples of the basic group contained in the dye derivative include substituents represented by the following general formulas (2), (3), (4) and (5). Formula (2)

[Chemical 3] Formula (3)

[Chemical 4] Formula (4)

[Chemical 5] Formula (5)

[Chemical 6]

X: --SO _2- , --CO--, --CH ₂ NHC
It represents OCH ₂ —, —CH ₂ — or a direct bond. n represents an integer of 1 to 10. R ₁ and R ₂ : each independently, an alkyl group which may be substituted, an alkenyl group which may be substituted, a phenyl group which may be substituted, or a combination of R ₁ and R ₂ Represents an optionally substituted heterocycle containing a nitrogen, oxygen or sulfur atom. The alkyl group and the alkenyl group preferably have 1 to 10 carbon atoms. R ₃ represents an optionally substituted alkyl group, an optionally substituted alkenyl group or an optionally substituted phenyl group. The alkyl group and the alkenyl group preferably have 1 to 10 carbon atoms. R ₄ , R ₅ , R ₆ , and R ₇ each independently represent a hydrogen atom, an optionally substituted alkyl group, an optionally substituted alkenyl group, or an optionally substituted phenyl group. The alkyl group and the alkenyl group preferably have 1 to 5 carbon atoms.

[0030] _{Y: -NR 8 -Z-NR 9} - or a direct bond. R ₈ and R ₉ each independently represent a hydrogen atom, an optionally substituted alkyl group, an optionally substituted alkenyl group, or an optionally substituted phenyl group. The alkyl group and the alkenyl group preferably have 1 to 5 carbon atoms. Z: represents an optionally substituted alkylene group, an optionally substituted alkenylene group or an optionally substituted phenylene group. The alkyl group and the alkenyl group preferably have 1 to 8 carbon atoms. P: represents a substituent represented by the formula (6) or a substituent represented by the formula (7). Q: represents a hydroxyl group, an alkoxyl group, a substituent represented by the formula (6) or a substituent represented by the formula (7).

Equation (6)

[Chemical 7] Formula (7)

[Chemical 8]

Examples of the organic pigment constituting the pigment derivative having a basic group include diketopyrrolopyrrole pigments, azo pigments such as azo, disazo and polyazo, phthalocyanine pigments, diaminodianthraquinone, anthrapyrimidine and flavan. Anthraquinone-based pigments such as thoron, antoanthrone, indanthrone, pyranthrone and violanthrone, quinacridone pigments, dioxazine pigments, perinone pigments, perylene pigments, thioindigo pigments, isoindoline pigments, isoindolinone pigments, quinophthalone pigments Pigments, slene-based pigments, metal complex-based pigments and the like. Further, it may be a pigment used in a color filter coloring composition described later.

Further, the triazine which constitutes the triazine derivative having a basic group includes an alkyl group such as a methyl group and an ethyl group, an amino group or an alkylamino group such as a dimethylamino group, a diethylamino group and a dibutylamino group, a nitro group, Hydroxyl group or methoxy group, ethoxy group, alkoxy group such as butoxy group, halogen such as chlorine or methyl group, methoxy group, amino group, dimethylamino group, phenyl group or methyl group which may be substituted with hydroxyl group,
1,3,5 which may have a substituent such as a phenylamino group which may be substituted with an ethyl group, a methoxy group, an ethoxy group, an amino group, a dimethylamino group, a diethylamino group, a nitro group or a hydroxyl group. -Triazine.

The basic group-containing pigment derivative and the isoindoline derivative of the present invention can be synthesized by various synthetic routes. For example, after introducing a substituent represented by the following formula (8) to formula (11) into an organic pigment or isoindoline, it is reacted with the substituent and represented by formula (2) to formula (5). An amine component that forms a substituent, such as N, N-dimethylaminopropylamine, N-methylpiperazine,
Diethylamine or 4- [4-hydroxy-6- [3
-(Dibutylamino) propylamino] -1,3,5-
It is obtained by reacting triazin-2-ylamino] aniline and the like. Equation (7) -SO ₂ Cl Formula (8) -COCl formula (9) -CH ₂ NHCOCH ₂ Cl Formula (10) -CH ₂ Cl

When the organic pigment is an azo pigment, the substituents represented by the general formulas (2) to (5) are introduced into the diazo component or the coupling component in advance, and then the coupling reaction is performed to form a base. It is also possible to produce an azo pigment derivative having a functional group. Further, the triazine derivative having a basic group of the present invention can be synthesized by various synthetic routes. For example, starting from cyanuric chloride, an amine component forming a substituent represented by the general formulas (2) to (5) in at least one chlorine of cyanuric chloride, such as N, N-dimethylaminopropylamine or N -Methylpiperazine or the like, and then obtained by reacting the remaining chlorine of cyanuric chloride with various amines or alcohols.

Examples of the amine component used for forming the substituents represented by the general formulas (2) to (7) include dimethylamine, diethylamine, N, N-ethylisopropylamine, N, N- Ethylpropylamine,
N, N-methylbutylamine, N, N-methylisobutylamine, N, N-butylethylamine, N, N-te
rt-butylethylamine, diisopropylamine, dipropylamine, N, N-sec-butylpropylamine, dibutylamine, disec-butylamine, diisobutylamine, N, N-isobutyl-sec-butylamine, diamylamine, diisoamylamine, dihexyl Amine, di (2-ethylhexyl) amine, dioctylamine, N, N-methyloctadecylamine, didecylamine, diallylamine, N, N-ethyl-1,2
-Dimethylpropylamine, N, N-methylhexylamine, dioleylamine, distearylamine, N, N
-Dimethylaminomethylamine, N, N-dimethylaminoethylamine, N, N-dimethylaminoamylamine, N, N-dimethylaminobutylamine, N, N-diethylaminoethylamine, N, N-diethylaminopropylamine, N, N- Diethylaminohexylamine, N, N-diethylaminobutylamine, N, N-diethylaminopentylamine, N, N-dipropylaminobutylamine, N, N-dibutylaminopropylamine, N, N-dibutylaminoethylamine, N, N-dibutyl Aminobutylamine, N, N-diisobutylaminopentylamine, N, N-methyl-laurylaminopropylamine, N, N-ethyl-hexylaminoethylamine, N, N-distearylaminoethylamine,
N, N-dioleylaminoethylamine, N, N-distearylaminobutylamine, piperidine, 2-pipecoline, 3-pipecoline, 4-pipecoline, 2,4-lupetidine, 2,6-lupetidine, 3,5-lupetidine, Three
-Piperidine methanol, pipecolic acid, isonipecotic acid, methyl isonicopetinate, ethyl isonicopetinate, 2-piperidine ethanol, pyrrolidine, 3-hydroxypyrrolidine, N-aminoethylpiperidine, N-
Aminoethyl-4-pipecoline, N-aminoethylmorpholine, N-aminopropylpiperidine, N-aminopropyl-2-pipecoline, N-aminopropyl-4-pipecoline, N-aminopropylmorpholine, N-methylpiperazine, N- Butylpiperazine, N-methylhomopiperazine, 1-cyclopentylpiperazine, 1-amino-4-methylpiperazine, 1-cyclopentylpiperazine and the like can be mentioned.

As the dye derivative, those shown in Tables 1 to 9 can be used, but the dye derivative is not limited thereto. The dye derivative can be used alone or in combination of two or more.

[0038]

[Table 1]

[0039]

[Table 2]

[0040]

[Table 3]

[0041]

[Table 4]

[0042]

[Table 5]

[0043]

[Table 6]

[0044]

[Table 7]

[0045]

[Table 8]

[0046]

[Table 9]

The coloring composition of the present invention may contain other organic or inorganic colorants in addition to the isoindoline pigment of the present invention, depending on the hue of the filter segment to be formed. Examples of the organic colorant include dyes, organic pigments and natural pigments, and examples of the inorganic colorant include inorganic pigments. The inorganic pigment includes an extender pigment. As a colorant, it has high color development,
A colorant having high heat resistance, particularly a colorant having high thermal decomposition resistance is preferable, an organic colorant is usually used, and an organic pigment is particularly preferable. The organic or inorganic colorants may be used alone or in combination of two or more. Specific examples of organic pigments that can be used in the coloring composition of the present invention are shown below by color index numbers.

When forming a yellow color filter segment from the coloring composition of the present invention, CI Pigment Yello
w 1, 2, 3, 4, 5, 6, 10, 12, 13, 14,
15, 16, 17, 18, 24, 31, 32, 34, 3
5, 35: 1, 36, 36: 1, 37, 37: 1, 4
0, 42, 43, 53, 55, 60, 61, 62, 6
3, 65, 73, 74, 77, 81, 83, 93, 9
4, 95, 97, 98, 100, 101, 104, 10
6, 108, 109, 110, 113, 114, 11
5, 116, 117, 118, 119, 120, 12
3, 126, 127, 128, 129, 138, 13
9, 147, 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, 187, 188, 19
Yellow pigments such as 3,194,199,213 can be used in combination. In this case, the content of the isoindoline-based pigment of the present invention based on the total amount of the colorant (the total amount of the isoindoline-based pigment of the present invention and the other yellow pigment) varies depending on the required color characteristics. , From the viewpoint of obtaining sufficient brightness 1
It is preferably 0% by weight or more. Further, when particularly high brightness is required, it is preferable to use only the isoindoline-based pigment of the present invention without using other yellow pigments in combination.

When a green filter segment is formed from the coloring composition of the present invention, CI Pigment Green 7,
Green pigments such as 10, 36 and 37 are used together. in this case,
The content of the isoindoline pigment of the present invention based on the total amount of the colorant (the total amount of the isoindoline pigment of the present invention and the green pigment) is preferably 0.01 to 90% by weight, It is particularly preferably 50% by weight. The content of the isoindoline pigment of the present invention is 0.01% by weight.
When it is less than 100% by weight, it is too blue and the lightness becomes low. Further, a part of the isoindoline-based pigment of the present invention can be replaced with the above-mentioned other yellow pigment.

The coloring composition of the present invention contains titanium oxide, barium sulfate, zinc white, in order to secure good coatability, sensitivity, developability and the like while balancing the saturation and lightness.
Lead sulfate, yellow lead, zinc yellow, red iron oxide (red iron oxide (II
I)), cadmium red, ultramarine blue, navy blue, chrome oxide green, cobalt green, amber, titanium black, synthetic iron black, carbon black and the like can be contained.

When the coloring composition of the present invention contains two or more kinds of coloring agents, the coloring composition of the present invention requires the obtained coloring agent mixture after mixing two or more kinds of coloring agents. According to the above, it can be produced by finely dispersing it in a colorant carrier by a known method together with the above-mentioned photoinitiator. Further, the coloring composition of the present invention can also be produced by mixing each colorant separately finely dispersed in a colorant carrier.

Further, in the coloring composition of the present invention, the coloring agent is sufficiently dispersed in the coloring agent carrier and applied on a transparent substrate such as a glass substrate so that the dry film thickness is 0.2 to 5 μm. A solvent can be included to facilitate the formation of the filter segment with a solvent. Examples of the solvent include 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,
Examples include ethanol, isopropyl alcohol, butanol, isobutyl ketone, petroleum-based solvents, and the like, which may be used alone or in combination.

The coloring composition of the present invention may contain a storage stabilizer in order to stabilize the viscosity of the composition over time. Examples of the storage stabilizer include organic acids such as benzyl trimethyl chloride, quaternary ammonium chloride such as diethylhydroxyamine, lactic acid, oxalic acid and its methyl ether, t-butylpyrocatechol, tetraethylphosphine, tetraphenylphosphine and the like. Examples include phosphine and phosphite.

The coloring composition of the present invention can be prepared in the form of an ink jet ink, a gravure offset printing ink, a waterless offset printing ink, a silk screen printing ink, a solvent developing type or an alkali developing type colored resist material. . The colored resist material is a composition containing a thermoplastic resin, a thermosetting resin or a photosensitive resin, a monomer, and a photoinitiator, and the isoindoline pigment of the present invention and, if necessary, other colorants dispersed therein. It is a thing.

The isoindoline pigment of the present invention and the other coloring agent used as necessary, when the filter segment is formed by the photolithographic method, are added in a total amount of 1.5 to 7% by weight in the coloring composition. It is preferably contained in a ratio of%. When the filter segments are formed by the printing method, the total amount of the filter segments is 1.5 in the coloring composition.
It is preferably contained in a proportion of ˜40% by weight. In any case, the colorant is preferably contained in the final filter segment in a proportion of from 10 to 40% by weight, more preferably from 20 to 40% by weight, the balance from the resinous binder provided by the colorant carrier. To be practical.

The colored composition of the present invention may be coarse particles of 5 μm or more, preferably 1 μm or more, and more preferably 0.5 μm or more, by means of centrifugation, a sintering filter, a membrane filter or the like. And it is preferable to remove the mixed dust.

As mentioned above, the color filter of the present invention comprises at least one red filter segment, at least one blue filter segment, at least one green filter segment, wherein at least one green filter segment is It is formed using the coloring composition of the present invention. The blue filter segment can be formed by using an ordinary blue coloring composition. Instead of the isoindoline-based pigment of the present invention, a blue coloring composition has, for example, CI Pigment Blue 15, 15: 1, 15:
It is a composition obtained by using blue pigments such as 2, 15: 3, 15: 4, 15: 6, 16, and 60. The blue coloring composition includes CI Pigment Violet 1, 19, 23, 27, 3
Purple pigments such as 2, 42 can be used in combination.

Further, the red filter segment can be formed by using an ordinary red coloring composition. The red coloring composition may be, for example, CI Pigment Red 7, 14, 41, 4 instead of the isoindoline pigment of the present invention.
8: 1, 48: 2, 48: 3, 48: 4, 81: 1, 8
1: 2, 81: 3, 81: 4, 146, 177, 17
8, 184, 185, 187, 200, 202, 20
8, 210, 246, 254, 255, 264, 27
It is a composition obtained by using a red pigment such as 0, 272 or the like. The yellow pigment illustrated above can be used together with the red coloring composition.

The color filter of the present invention also comprises at least one magenta color filter segment, at least one cyan color filter segment and at least one yellow color filter segment, wherein at least one yellow color filter segment is Formed using the coloring composition of the present invention. The magenta color filter segment can be formed using a conventional magenta coloring composition. The magenta coloring composition is, for example, CI Pigme instead of the isoindoline pigment of the present invention.
nt Violet 1, 19, CI Pigment Red 144, 14
6, 177, 169, 81: 1, 81: 2, 81: 3,
It is a composition obtained by using a pigment such as 81: 4. The cyan color filter segment can be formed by using an ordinary cyan color composition. The cyan coloring composition is, for example, instead of the isoindoline pigment of the present invention.
CI Pigment Blue 15: 1, 15: 2, 15: 3, 1
It is a composition obtained by using pigments such as 5: 4, 15: 6, 16 and 80.

The color filter of the present invention can be produced 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 such as polycarbonate, polymethylmethacrylate, or polyethylene terephthalate is used.

Since the formation of each color filter segment by the printing method can be patterned by simply printing and drying the coloring composition prepared as the above various printing inks, the color filter can be mass-produced at a low cost. It has excellent properties. Further, the development of printing technology enables printing of fine patterns having high dimensional accuracy and smoothness. To print, on the printing plate,
Alternatively, the composition is preferably such that the ink does not dry and solidify on the blanket. In addition, it is important to control the fluidity of the ink on the printing machine, and it is possible to adjust the ink viscosity with a dispersant or an extender pigment.

When each color filter segment is formed by the photolithography method, the coloring composition prepared as the above-mentioned 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 coat so that the dry film thickness is 0.2 to 5 μm.
If necessary, the dried film is exposed to ultraviolet light through a mask having a predetermined pattern which is provided in contact or non-contact with the film. Then, after immersing in a solvent or an alkaline developing solution or spraying a developing solution with a spray or the like to remove the uncured portion to form a desired pattern, the same operation is repeated for other colors to produce a color filter. be able to. Furthermore, in order to accelerate the polymerization of the colored resist material, heating can be carried out as necessary. According to the photolithography method, it is possible to manufacture a color filter with higher accuracy than the above printing method.

At the time of 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 developing solution. Incidentally, in order to increase the ultraviolet exposure sensitivity, after coating and drying the colored resist material, a water-soluble or alkali-soluble resin,
For example, it is also possible to apply polyvinyl alcohol, a water-soluble acrylic resin, or the like and dry it to form a film that prevents polymerization inhibition by oxygen, and then perform UV exposure.

The color filter of the present invention can be manufactured by an electrodeposition method, a transfer method or the like in addition to the above method.
The coloring composition of the present invention can be used in any method. The electrodeposition method is a method of manufacturing a color filter by utilizing a transparent conductive film formed on a transparent substrate and by electrophoresing each color filter segment on the transparent conductive film by electrophoresis of colloidal particles. 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.

[0065]

EXAMPLES The present invention will be described below based on examples, but the present invention is not limited thereto. In the examples and comparative examples, “part” means “part by weight”. First, the acrylic resin solutions and yellow pigments used in Examples and Comparative Examples will be described.

(Preparation of Acrylic Resin Solution) Cyclohexanone (800 parts) was placed in a reaction vessel and heated to 100 ° C. while injecting nitrogen gas into the vessel. At the same temperature, a mixture of the following monomers and a thermal polymerization initiator was added for 1 hour. Was added dropwise to carry out a polymerization reaction. Styrene 60.0 parts Methacrylic acid 60.0 parts Methyl methacrylate 65.0 parts Butyl methacrylate 65.0 parts Azobisisobutyronitrile 10.0 parts After dropping, and further reacting at 100 ° C for 3 hours, azobisisobutyrate A solution prepared by dissolving 2.0 parts of ronitrile 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, resin solution about 2
g was sampled and dried by heating at 180 ° C. for 20 minutes to measure the nonvolatile content.
Cyclohexanone was added to 0% by weight to prepare an acrylic resin solution.

Next, CI Pigment Yellow is prepared by the following method.
The 185 pigment was salt milled to produce a yellow treated pigment. [Yellow Pigment 1] CI Pigment Yellow 185 Pigment (BA
SF company "Pariotor Yellow D1155"): 500
Parts, sodium chloride: 500 parts, and diethylene glycol: 250 parts were charged into a stainless steel 1-gallon kneader (manufactured by Inoue Seisakusho) and kneaded at 120 ° C. for 8 hours. Next, this kneaded product was poured into 5 liters of warm water, stirred for 1 hour while heating at 70 ° C. to form a slurry, filtered and washed with water repeatedly to remove sodium chloride and diethylene glycol, and then dried at 80 ° C. overnight. 490 parts of yellow pigment 1 are obtained.

[Yellow Pigment 2] CI Pigment Yellow18
5 pigments ("Pariotor Yellow D115" manufactured by BASF)
5 ″): 500 parts, sodium chloride: 500 parts, and diethylene glycol: 250 parts were charged into a stainless steel 1-gallon kneader (manufactured by Inoue Seisakusho) and kneaded at 120 ° C. for 2 hours. Next, this kneaded product was poured into 5 liters of warm water, stirred for 1 hour while heating at 70 ° C. to form a slurry, filtered and washed with water repeatedly to remove sodium chloride and diethylene glycol, and then dried at 80 ° C. overnight. Four
90 parts of yellow pigment 2 are obtained.

Example 1 A mixture having the following composition was uniformly stirred and mixed, and then glass beads having a diameter of 1 mm were used.
After being dispersed in a sand mill for 5 hours, it was filtered through a 5 μm filter to prepare an isoindoline yellow pigment dispersion. Yellow pigment 1 9.0 parts Pigment dispersant (Compound A-45) 1.0 part Acrylic resin solution 50.0 parts Cyclohexanone 40.0 parts Then, after stirring and mixing the mixture having the following composition so as to be uniform, 1 μm It filtered with the filter of No. 1 and the alkali development type yellow resist material was obtained. Isoindoline yellow pigment dispersion 60.0 parts Acrylic resin solution 11.0 parts Trimethylol propane triacrylate 4.2 parts (Shin Nakamura Chemical Co., Ltd. “NK ester ATMPT”) Photoinitiator (Ciba Geigy Co., “Irgacure 907” ") 1.2 parts Sensitizer (" EAB-F "manufactured by Hodogaya Chemical Co., Ltd.) 0.4 parts Cyclohexanone 23.2 parts

Comparative Example 1 An alkaline developing yellow resist material was prepared in the same manner as in Example 1 except that the yellow pigment 1 was changed to the yellow pigment 2. [Comparative Example 2] Alkali developable yellow resist material in the same manner as in Example 1 except that the untreated isoindoline yellow pigment CI Pigment Yellow 185 ("Pariotor Yellow D1155" manufactured by BASF) was used instead of the yellow pigment 1. Was produced.

The resist materials obtained in Example 1, Comparative Example 1 and Comparative Example 2 were used as 100 mm × 100 mm, 1.1 mm.
500r using a spin coater on a thick glass substrate
pm, 1000 rpm, 1500 rpm, 2000 rp
Coating was performed at a rotation speed of m 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 ultrahigh pressure mercury lamp with an integrated light amount of 150 mJ. After heating the coated substrate at 230 ° C. for 1 hour and allowing it to cool, the chromaticity (Y, x, y) of the obtained yellow coating film at the C light source is measured by a microspectrophotometer (“OSP-SP100” manufactured by Olympus Optical Co., Ltd.). Was measured using. From 4 sets of chromaticity and spectroscopic measurement results, 435n
475 nm, when the spectral transmittance at m is 1%, 5
The spectral transmittance at 05 nm, x, y and Y were determined. Furthermore, the surface state of the coated substrate at 1000 rpm was observed with an optical microscope (“BX60” manufactured by Olympus Optical Co., Ltd.). The results are shown in Table 10.

[0072]

[Table 10]

As shown in Table 10, the yellow coating film formed by using the resist materials of Comparative Example 1 and Comparative Example 2 was 505.
The transmittance of nm is as small as less than 80%, while that of Example 1
505nm of yellow coating film formed by using the resist material of
The transmittance is as high as 80% or more, and the yellow coating film formed using the colored composition (resist material) of the present invention is far superior. Further, the lightness Y is increased due to the transmittance, and the color characteristics are improved.

Example 2 5.76 parts out of 9.0 parts of the yellow pigment 1 were replaced with copper phthalocyanine green pigment CI Pigmen.
t Green 36 (Ryo Nol Green manufactured by Toyo Ink Mfg. Co., Ltd.
6YK ”), except that an alkaline developing green resist material was obtained in the same manner as in Example 1. [Comparative Example 3] Except that the yellow pigment 1 was changed to the yellow pigment 2,
An alkaline developing green resist material was obtained in the same manner as in Example 2. [Comparative Example 4] Alkali developable green resist was prepared in the same manner as in Example 2 except that the untreated isoindoline yellow pigment CI Pigment Yellow 185 ("Pariotor Yellow D1155" manufactured by BASF) was used instead of the yellow pigment 1. I got the material.

The resist materials obtained in Example 2, Comparative Example 3 and Comparative Example 4 were applied to 100 mm × 100 mm, 1.3 mm
On a thick glass substrate, using a spin coater, x =
It was applied to a film thickness of 0.32 and y = 0.53.
Next, after drying at 70 ° C. for 20 minutes, ultraviolet exposure was performed using an ultrahigh pressure mercury lamp with an integrated light amount of 150 mJ. After heating the coated substrate at 230 ° C. for 1 hour and allowing it to cool, using a microspectrophotometer (“OSP-SP100” manufactured by Olympus Optical Co., Ltd.), the brightness (Y) of the obtained green coating film at the C light source, The maximum transmittance (Tmax) and the minimum transmittance (Tmin) were obtained. The surface condition of the coating film was observed with an optical microscope ("BX60" manufactured by Olympus Optical Co., Ltd.). The results are shown in Table 11.

[0076]

[Table 11] As shown in Table 11, in the green coating film formed using the coloring composition (resist material) of the present invention, the transmission wavelength region of the yellow pigment contained in the coating film was shifted to the short wavelength side. However, since a large amount of yellow pigment is included in order to match the hue, the lightness Y is increased as a result.

[Example 3] 6.15 parts out of 9.0 parts of the yellow pigment 1 were converted into copper phthalocyanine green pigment CI Pigmen.
t Green 7 (Toyo Ink Mfg. Co., Ltd. “Rionol Green
YS-07 ") was obtained, and an alkali developable green resist material was obtained in the same manner as in Example 1. [Comparative Example 5] Except that the yellow pigment 1 was changed to the yellow pigment 2,
An alkaline developing green resist material was obtained in the same manner as in Example 3. [Comparative Example 6] Alkali developable green resist was prepared in the same manner as in Example 3 except that the untreated isoindoline yellow pigment CI Pigment Yellow 185 ("Pariotor Yellow D1155" manufactured by BASF) was used instead of the yellow pigment 1. I got the material.

The resist materials obtained in Example 3, Comparative Example 5 and Comparative Example 6 were prepared as follows: 100 mm × 100 mm, 1.3 mm
On a thick glass substrate, using a spin coater, x =
It was applied to a film thickness of 0.25 and y = 0.53.
Next, after drying at 70 ° C. for 20 minutes, ultraviolet exposure was performed using an ultrahigh pressure mercury lamp with an integrated light amount of 150 mJ. After heating the coated substrate at 230 ° C. for 1 hour and allowing it to cool, using a microspectrophotometer (“OSP-SP100” manufactured by Olympus Optical Co., Ltd.), the brightness (Y) of the obtained green coating film at the C light source, The maximum transmittance (Tmax) and the minimum transmittance (Tmin) were obtained. The surface condition of the coating film was observed with an optical microscope ("BX60" manufactured by Olympus Optical Co., Ltd.). The results are shown in Table 12.

[0079]

[Table 12] As shown in Table 12, in the green coating film formed using the coloring composition (resist material) of the present invention, the transmission wavelength region of the yellow pigment contained in the coating film was shifted to the short wavelength side. However, since a large amount of yellow pigment is included in order to match the hue, the lightness Y is increased as a result.

Example 4 In order to produce a color filter having a red filter segment, a blue filter segment and a green filter segment, blue and red resist materials were produced by the following method.

(Blue resist material) A mixture having the following composition was uniformly stirred and mixed, and then dispersed with a glass mill having a diameter of 1 mm in a sand mill for 5 hours and then filtered with a 5 μm filter to prepare a copper phthalocyanine dispersion. did. ε-type copper phthalocyanine pigment CI Pigment Blue 15: 6 10.0 parts (BASF product “Heliogen Blue L-6700F”) Dispersant (Zeneca product “Solvers 20000”) 2.0 parts Acrylic resin solution 40.0 parts Cyclohexanone Next, 48.0 parts of the mixture having the following composition was stirred and mixed so as to be uniform, and then filtered with a 1 μm filter to obtain a blue resist material. Copper phthalocyanine dispersion 60.0 parts Acrylic resin solution 11.0 parts Trimethylolpropane triacrylate 4.2 parts (Shin Nakamura Chemical Co., Ltd. “NK ester ATMPT”) Photoinitiator (Ciba Geigy “Irgacure 907”) 1 .2 parts Sensitizer ("EAB-F" manufactured by Hodogaya Chemical Co., Ltd.) 0.4 parts Cyclohexanone 23.2 parts

(Red resist material) 10.0 parts of ε-type copper phthalocyanine pigment was replaced with diketopyrrolopyrrole red pigment CI.
Pigment Red 254 (“Irgafore Red B-CF” manufactured by Ciba Geigy), 8.33 parts, anthraquinone-based red pigment CI Pigment Red 177 (1.33 parts manufactured by “Ciba Geigy” “Chromophtal Red A2B”) and yellow pigment 1 A red resist material was produced in the same manner as the blue resist material except that the amount was changed to 0.34 part.

A red resist material was applied onto a glass substrate by spin coating to a film thickness such that x = 0.603 and y = 0.342. After drying, stripe-shaped pattern exposure was performed using an exposure machine, and development was performed for 90 seconds with an alkaline developer to form stripe-shaped red filter segments. The alkaline developer is sodium carbonate 1.5.
% By weight Sodium hydrogencarbonate 0.5% by weight Anionic surfactant ("Perelex NBL" manufactured by Kao Corporation) 8.0% by weight
And 90% by weight of water.

Next, similarly to the red resist material, the green resist material obtained in Example 2 was used as x = 0.32, y =
It was applied to a film thickness of 0.53. After drying, pattern exposure in a stripe shape adjacent to the red filter segment was performed using an exposure machine to form a stripe-shaped green filter segment. Further, similarly to the red resist material, the blue resist material is x = 0.136, y = 0.142.
It was applied to a film thickness such that After drying, a striped blue filter segment was formed adjacent to the red and green filter segments. The shape of the filter segment of each color was good, and the resolution was also good. Finally,
The resulting color filter was placed in an oven at 230 ° C for 3 days.
After heating for 0 minute to completely react the remaining polymerizable functional group, a color filter having a filter segment in a stripe shape of three colors of red, green and blue on a transparent substrate was obtained.

Comparative Example 7 A red resist material was prepared in the same manner as in Example 4 except that the yellow pigment 1 was changed to the yellow pigment 2. Using the obtained red resist material, the green resist material manufactured in Comparative Example 2, and the blue resist material manufactured in Example 4, a color filter was manufactured in the same manner as in Example 4. [Comparative Example 8] CI Pigment Yello with yellow pigment 1 untreated
w 185 (BASF Corporation "Pariotor Yellow D115
A red resist material was prepared in the same manner as in Example 4 except that the resist composition was changed to 5 ”). The obtained red resist material, Comparative Example 2
A color filter was produced in the same manner as in Example 4 by using the green resist material produced in Example 4 and the blue resist material produced in Example 4.

The Y of each color of the color filters obtained in Example 4, Comparative Example 7 and Comparative Example 8 was measured using a microspectrophotometer (“OSP-SP100” manufactured by Olympus Optical Co., Ltd.). White light is obtained when light is transmitted through all three colors. The x, y, Y of the white light was calculated from the x, y, Y of each color. The results are shown in Tables 13 and 14. As shown in Table 14,
The Y value of the color filter obtained in Example 4 is the same as that of Comparative Example 7.
And a value higher than that obtained in Comparative Example 8. When the Y value is high, the color filter has a bright white color.

[0087]

[Table 13]

[Table 14]

[Example 5] To prepare a color filter having a cyan color filter segment, a magenta color filter segment, and a yellow color filter segment, a cyan color and magenta color resist material were manufactured by the following method. (Cyan color resist material) ε type copper phthalocyanine pigment β
Type Copper Phthalocyanine Pigment CI Pigment Blue 16 (BAS
A cyan resist material was prepared in the same manner as the blue resist material of Example 4, except that the product was changed to "Heliogen Blue D-7565" manufactured by F.

(Magenta color resist material) ε-type copper phthalocyanine pigment is quinacridone red pigment CI Pigment Red
122 (Chosta Geigy's "Hosta Palm Pink E")
A magenta resist material was prepared in the same manner as the blue resist material of Example 4 except that the above was changed to. The obtained cyan resist material, magenta resist material, and yellow resist material obtained in Example 1 were processed in the same manner as in Example 4 to obtain the film thicknesses of chromaticity (x, y,) shown in Table 15. To obtain a color filter having a stripe-shaped filter segment of three colors of cyan, magenta and yellow on a transparent substrate.

[Comparative Example 9] The cyan resist material and magenta resist material obtained in Example 5 and the yellow resist material obtained in Comparative Example 1 are shown in Table 15 in the same manner as in Example 4. A color filter having a chromaticity (x, y,) as shown was applied, and a transparent substrate was provided with three color stripe-shaped filter segments of cyan, magenta, and yellow. [Comparative Example 10] The cyan color resist material and magenta color resist material obtained in Example 5 and the yellow color resist material obtained in Comparative Example 2 were treated in the same manner as in Example 4 and shown in Table 1.
It was applied so as to have a film thickness of chromaticity (x, y,) shown in No. 5, and a color filter having a stripe-shaped filter segment of three colors of cyan, magenta and yellow was obtained on a transparent substrate. .

The Y of each color of the color filters obtained in Example 5, Comparative Example 9 and Comparative Example 10 was measured using a microspectrophotometer (“OSP-SP100” manufactured by Olympus Optical Co.). White light is obtained when light is transmitted through all three colors. The x, y, Y of the white light was calculated from the x, y, Y of each color. The results are shown in Tables 15 and 16. As shown in Table 16, the Y value of the color filter obtained in Example 5 is higher than those obtained in Comparative Example 9 and Comparative Example 10. When the Y value is high, the color filter has a bright white color.

[0092]

[Table 15]

[Table 16]

[0093]

The coloring composition of the present invention has a yellow or green filter segment of extremely high brightness as a substrate because the transmission wavelength region of the yellow pigment contained in the coloring composition is shifted to the short wavelength side. Can be formed on. A color filter comprising a filter segment formed by using the coloring composition of the present invention is capable of simultaneously imparting high brightness and high saturation to a color liquid crystal display device, and a transmissive / reflective color liquid crystal display device and It is suitable as a color filter for color separation of a solid-state image sensor.

Claims (5)

[Claims] 1. A composition comprising a colorant carrier comprising a transparent resin, a precursor thereof or a mixture thereof, and an isoindoline pigment represented by the following general formula (1) dispersed in the colorant carrier. And the isoindoline pigment is used in a yellow composition prepared by dispersing the pigment in the colorant carrier.
When the coating film is formed so that the spectral transmittance at 35 nm is 1%, the spectral transmittance at 475 nm of the coating film is 3% or less and the spectral transmittance at 505 nm is 80%.
A coloring composition for a color filter, which has the above-described spectral characteristics. Formula (1) [R ₁ and R ₂ each independently represent CN or CONHCH ₃ . ] 2. The coloring composition according to claim 1, comprising a pigment derivative having a basic group or a triazine derivative having a basic group. 3. The content of the pigment derivative having a basic group or the triazine derivative having a basic group is represented by the general formula (1).
0.00 based on the isoindoline pigment represented by
The coloring composition according to claim 2, which is 1 to 40% by weight. 4. At least one cyan filter segment, at least one magenta filter segment, and at least one yellow filter segment, said at least one yellow filter segment according to claim 1. A color filter formed from the coloring composition described. 5. A method comprising at least one red filter segment, at least one blue filter segment, and at least one green filter segment, the at least one green filter segment.
A color filter formed from the coloring composition according to any one of 3 to 3.