JP2011105928A - Colored composition for use in inkjet, color filter, and liquid crystal display device - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a colored composition which is used in the inkjet system and is capable of forming pixels excellent in any performance such as flatness, heat resistance, and solvent resistance. <P>SOLUTION: In the colored composition for use in the inkjet, including (A) a coloring agent, (B) a crosslinking agent, (C) a binder resin, and (D) a solvent, the crosslinking agent (B) contains (b1) a carboxyl group-containing multifunctional (meth)acrylate and (b2) a compound having two or more N-alkoxymethylamino groups, with the content of (b2) of 10-90 mass% relative to the whole amount of crosslinking agents. <P>COPYRIGHT: (C)2011,JPO&INPIT

Description

  The present invention relates to a color composition for producing a color pattern of a color filter used for a color liquid crystal display element, a color image pickup tube element, an organic EL display element, electronic paper, and the like by an ink jet method, and an ink jet method from the color composition. The present invention relates to a color filter having a formed coloring pattern and a liquid crystal display device including the color filter.

  As a method for producing a color filter used for a color liquid crystal display (LCD) or the like, a method of obtaining pixels of each color by an ink jet method using a colored resin composition is known (Patent Documents 1 and 2).

  Various studies have been made on coloring compositions used for forming pixels by an inkjet method from the viewpoint of ejection stability, storage stability, and flatness of formed pixels. However, an inkjet coloring composition having comprehensively excellent performance including the heat resistance and solvent resistance of the pixel has not been developed yet.

JP 2000-310706 A JP 2006-299090 A

  The subject of this invention is providing the coloring composition used for the inkjet system which can form the pixel excellent in all performances, such as flatness, heat resistance, and solvent resistance. Another object of the present invention is to provide a color filter having a colored pattern formed from the colored composition by an inkjet method, and a liquid crystal display device including the color filter.

  As a result of diligent research, the present inventors have found that the above problems can be solved by using a specific crosslinking agent in combination, and have completed the present invention.

That is, the present invention is an inkjet coloring composition containing (A) a colorant, (B) a crosslinking agent, (C) a binder resin, and (D) a solvent, wherein the (B) crosslinking agent is (b1). It contains a polyfunctional (meth) acrylate having a carboxyl group and (b2) a compound having two or more N-alkoxymethylamino groups, and the content ratio of (b2) is 10 to 90 in the total crosslinking agent. The present invention provides a coloring composition for ink jet, which is characterized in that the content is% by mass.
The present invention also provides a color filter having a color pattern formed by an ink jet method using the above colored composition, and a liquid crystal display device including the color filter. Here, the “coloring pattern” means each color pixel, black matrix, etc. used in the color filter.

According to the coloring composition of the present invention, a pixel excellent in flatness, heat resistance, and solvent resistance can be formed by an inkjet method. Moreover, surprisingly, the pixels formed using the colored composition of the present invention have high luminance and contrast ratio.
Therefore, the coloring composition of the present invention includes color filters for color liquid crystal display devices in the electronic industry, color separation color filters for solid-state imaging devices, color filters for organic EL display devices, and color filters for electronic paper. It can be used very suitably for the production of various color filters.

  Hereinafter, the present invention will be described in detail.

Resin Composition- (A) Colorant-
The (A) colorant in the present invention is not particularly limited as long as it has colorability, and the color and material can be appropriately selected according to the application. Specifically, any of pigments, dyes and natural pigments can be used as the colorant, but the color pattern constituting the color filter is required to have high color purity, brightness, contrast, light shielding properties, and the like. Therefore, it is preferable to use pigments and / or dyes, and it is particularly preferable to use organic pigments.
Examples of the organic pigment include compounds classified as pigments in the color index (CI; issued by The Society of Dyers and Colorists), specifically, the following color index (CI). Names can be mentioned.

C. I. Pigment yellow 12, C.I. I. Pigment yellow 13, C.I. I. Pigment yellow 14, C.I. I. Pigment yellow 17, C.I. I. Pigment yellow 20, C.I. I. Pigment yellow 24, C.I. I. Pigment yellow 31, C.I. I. Pigment yellow 55, C.I. I. Pigment yellow 83, C.I. I. Pigment yellow 93, C.I. I. Pigment yellow 109, C.I. I. Pigment yellow 110, C.I. I. Pigment yellow 138, C.I. I. Pigment yellow 139, C.I. I. Pigment yellow 150, C.I. I. Pigment yellow 153, C.I. I. Pigment yellow 154, C.I. I. Pigment yellow 155, C.I. I. Pigment yellow 166, C.I. I. Pigment yellow 168, C.I. I. Pigment yellow 180, C.I. I. Pigment yellow 211;
C. I. Pigment orange 5, C.I. I. Pigment orange 13, C.I. I. Pigment orange 14, C.I. I. Pigment orange 24, C.I. I. Pigment orange 34, C.I. I. Pigment orange 36, C.I. I. Pigment orange 38, C.I. I. Pigment orange 40, C.I. I. Pigment orange 43, C.I. I. Pigment orange 46, C.I. I. Pigment orange 49, C.I. I. Pigment orange 61, C.I. I. Pigment orange 64, C.I. I. Pigment orange 68, C.I. I. Pigment orange 70, C.I. I. Pigment orange 71, C.I. I. Pigment orange 72, C.I. I. Pigment orange 73, C.I. I. Pigment orange 74;

C. I. Pigment red 1, C.I. I. Pigment red 2, C.I. I. Pigment red 5, C.I. I. Pigment red 17, C.I. I. Pigment red 31, C.I. I. Pigment red 32, C.I. I. Pigment red 41, C.I. I. Pigment red 122, C.I. I. Pigment red 123, C.I. I. Pigment red 144, C.I. I. Pigment red 149, C.I. I. Pigment red 166, C.I. I. Pigment red 168, C.I. I. Pigment red 170, C.I. I. Pigment red 171, C.I. I. Pigment red 175, C.I. I. Pigment red 176, C.I. I. Pigment red 177, C.I. I. Pigment red 178, C.I. I. Pigment red 179, C.I. I. Pigment red 180, C.I. I. Pigment red 185, C.I. I. Pigment red 187, C.I. I. Pigment red 202, C.I. I. Pigment red 206, C.I. I. Pigment red 207, C.I. I. Pigment red 209, C.I. I. Pigment red 214, C.I. I. Pigment red 220, C.I. I. Pigment red 221, C.I. I. Pigment red 224, C.I. I. Pigment red 242, C.I. I. Pigment red 243, C.I. I. Pigment red 254, C.I. I. Pigment red 255, C.I. I. Pigment red 262, C.I. I. Pigment red 264, C.I. I. Pigment red 272;
C. I. Pigment violet 1, C.I. I. Pigment violet 19, C.I. I. Pigment violet 23, C.I. I. Pigment violet 29, C.I. I. Pigment violet 32, C.I. I. Pigment violet 36, C.I. I. Pigment violet 38;
C. I. Pigment blue 1, C.I. I. Pigment blue 15, C.I. I. Pigment blue 15: 3, C.I. I. Pigment blue 15: 4, C.I. I. Pigment blue 15: 6, C.I. I. Pigment blue 60, C.I. I. Pigment blue 80;
C. I. Pigment green 7, C.I. I. Pigment green 36, C.I. I. Pigment green 58;
C. I. Pigment brown 23, C.I. I. Pigment brown 25;
C. I. Pigment black 1, C.I. I. Pigment Black 7.
These organic pigments can be used alone or in admixture of two or more.

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

Colorants other than organic pigments include titanium oxide, barium sulfate, calcium carbonate, zinc white, lead sulfate, yellow lead, zinc yellow, red bean curd (red iron oxide (III)), cadmium red, ultramarine blue, bitumen, and chromium oxide green. And inorganic pigments such as cobalt green, amber, titanium black, synthetic iron black, and carbon black. Moreover, various dyes, such as an oil-soluble dye, a direct dye, an acid dye, a metal complex dye, can be mentioned.
In the present invention, the pigment surface may be modified with a resin if desired. Examples of the resin that modifies the particle surface of the pigment include vehicle resins described in JP-A-2001-108817, and various commercially available resins for dispersing pigments.

By the way, a blue pixel formed by using a coloring composition containing a blue colorant, particularly a blue pigment, causes yellowing of a binder resin component or a crosslinker component due to high temperature heating during the post-baking process, or the blue pigment itself. There is a problem that transparency and color characteristics are deteriorated due to the crystal transition of. Further, a pixel formed using a coloring composition containing a coloring agent having an azo bond has a problem that the azo bond is decomposed by high-temperature heating during the post-baking process, and the color purity is lowered.
Examples of the colorant having an azo bond include C.I. I. Pigment Yellow 150, monoazo pigments represented by pigments disclosed in JP-A No. 2001-354869, C.I. I. Disazo pigments such as CI Pigment Red 242 can be mentioned. Among them, monoazo pigments are easily discolored by heating at high temperatures.
Among monoazo pigments, a molecular compound composed of a compound represented by the following formula (I) or a tautomer thereof and a compound represented by the following formula (II), particularly represented by the following formula (I): An inclusion compound comprising a compound or a host that is a tautomer thereof and a guest represented by the following formula (II) (hereinafter sometimes referred to as “specific yellow pigment”) is excellent in transparency and color purity. Yellow pigment, but easily discolored by high temperature heating.
The coloring composition of the present invention surprisingly solves the above heat resistance problem.

(In Formula (II), R ^{a to} R ^c each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms which may be substituted with a hydroxyl group.)

  In addition, C.I. I. A green pixel formed using a halogenated zinc phthalocyanine pigment typified by CI Pigment Green 58 has a problem that when exposed to an organic solvent, the color components are eluted and the color purity is lowered. The colored composition of the present invention surprisingly solves the above solvent resistance problem.

  In this invention, it is preferable that the content rate of (A) coloring agent is 5-70 mass% in the total solid of a coloring composition from the point which forms the pixel excellent in transparency and color purity, and 5-60. More preferably, it is mass%. Here, the “solid content” is a component other than the solvent described later.

The colorant in the present invention can be used together with a dispersant and a dispersion aid as desired. As the dispersant, for example, an appropriate dispersant such as a cation system, an anion system, or a nonionic system can be used, and a polymer dispersant is preferable. Specifically, an acrylic copolymer, polyurethane, polyester, polyethyleneimine, polyallylamine, and the like can be given.
Such dispersants are commercially available, for example
As an acrylic copolymer, Disperbyk-2000, Disperbyk-2001, BYK-LPN6919, BYK-LPN21116 (above, manufactured by BYK Corporation (BYK));
As polyurethane, Disperbyk-161, Disperbyk-162, Disperbyk-165, Disperbyk-167, Disperbyk-170, Disperbyk-182 (above, manufactured by BYK Chemy (BYK)), Solsperse 76500 (manufactured by Lubrizol Corp.);
As polyethyleneimine, Solsperse 24000 (manufactured by Lubrizol Corporation);
Examples of the polyester include Addisper PB821, Addisper PB822, Addisper PB823, Addisper PB824, Addisper PB827, Addisper PB880, Addisper PB881 (above, Ajinomoto Fine Techno Co., Ltd.).

  These dispersants can be used alone or in admixture of two or more. Content of a dispersing agent is 100 mass parts or less normally with respect to 100 mass parts of (A) coloring agents, Preferably it is 1-70 mass parts, More preferably, it is 10-50 mass parts. In this case, when the content of the dispersant exceeds 100 parts by mass, the strength and the like of the obtained pixel may be impaired.

  Examples of the dispersion aid include pigment derivatives, and specific examples include copper phthalocyanine, diketopyrrolopyrrole, sulfonic acid derivatives of quinophthalone, and the like. The content of the dispersion aid can be appropriately determined within a range that does not obstruct the object of the present invention.

-(B) Crosslinking agent-
In the present invention, (B) the crosslinking agent includes (b1) a polyfunctional (meth) acrylate having a carboxyl group (hereinafter sometimes referred to as “crosslinking agent (b1)”), and (b2) two or more N—. It contains a compound having an alkoxymethylamino group (hereinafter sometimes referred to as “crosslinking agent (b2)”), and the content of the crosslinking agent (b2) is 10 to 90% by mass in the total crosslinking agent. Features. The content of the crosslinking agent (b2) is preferably 20 to 90% by mass, more preferably 30 to 90% by mass, and particularly preferably 30 to 60% by mass. When the content ratio of the crosslinking agent (b2) exceeds 90% by mass, the flatness of the formed pixel is lowered. On the other hand, when the content is less than 10% by mass, the heat resistance and the solvent resistance of the formed pixel tend to be lowered. Yes, depending on the colorant to be used, there is a possibility that defects in chromaticity characteristics may occur in practice.
The curing reaction by crosslinking between the (meth) acryloyl groups of the crosslinking agent (b1) provides excellent flatness to the pixels. On the other hand, the curing reaction due to the crosslinking of the crosslinking agent (b2) itself has a characteristic that it is difficult to yellow even with high-temperature heating, and thus provides excellent heat resistance to the pixel. Further, the curing reaction by crosslinking between the carboxyl group of the crosslinking agent (b1) and the N-alkoxymethylamino group of the crosslinking agent (b2) brings excellent solvent resistance to the pixel. And by making a crosslinking agent (b1) and a crosslinking agent (b2) contain in the said ratio, these hardening reaction arises with sufficient balance, As a result, in any of heat resistance, solvent resistance, and flatness It is considered that excellent pixels are formed.

Although it does not specifically limit as a crosslinking agent (b1), For example, the reaction material of polyfunctional (meth) acrylate which has a hydroxyl group, and an acid anhydride can be mentioned. Here, examples of the polyfunctional (meth) acrylate having a hydroxyl group include a compound in which two or more (meth) acrylic acids are ester-bonded to an aliphatic polyhydroxy compound, and further a trivalent or higher aliphatic polyhydroxy compound. In addition, there may be mentioned compounds in which two or more (meth) acrylic acids having a number smaller than the number of hydroxyl groups of the aliphatic polyhydroxy compound are ester-bonded. Specific examples include trimethylolpropane di (meth) acrylate, pentaerythritol tri (meth) acrylate, dipentaerythritol penta (meth) acrylate, glycerol dimethacrylate, and the like.
Specific examples of the acid anhydride include dibasic acid anhydrides such as succinic anhydride, maleic anhydride, glutaric anhydride, itaconic anhydride, phthalic anhydride, hexahydrophthalic anhydride, and the like of tribasic acid. Trimellitic anhydride, etc. as anhydride, pyromellitic anhydride, biphenyl tetracarboxylic dianhydride, naphthalene tetracarboxylic dianhydride, diphenyl ether tetracarboxylic dianhydride, butane tetracarboxylic as tetrabasic dianhydride Acid dianhydride, cyclopentanetetracarboxylic dianhydride, oxydiphthalic anhydride, ethylene glycol bisanhydro trimellitate, glycerin bis (anhydro trimellitate monoacetate), benzophenone tetracarboxylic dianhydride, methylcyclohexane Cisenetetracarboxylic dianhydride, etc. It can be mentioned are.

  In the present invention, the crosslinking agent (b1) is particularly preferably a reaction product of pentaerythritol tri (meth) acrylate and succinic anhydride, or a reaction product of dipentaerythritol penta (meth) acrylate and succinic anhydride.

  The crosslinking agent (b1) has at least one carboxyl group and two or more (meth) acrylate groups, and its acid value is preferably 30 to 300 mgKOH / g, and 50 to 250 mgKOH / g. Is more preferable.

  In this invention, the content rate of a crosslinking agent (b1) is 5-80 mass% normally in all the crosslinking agents, Preferably it is 5-70 mass%, Most preferably, it is 10-50 mass%.

  The crosslinking agent (b2) is not particularly limited as long as it has two or more N-alkoxymethylamino groups, and examples thereof include compounds having a melamine structure, a benzoguanamine structure, and a urea structure. . Here, “melamine structure, benzoguanamine structure” means a chemical structure having one or more triazine rings or phenyl-substituted triazine rings as a basic skeleton, and is a concept including melamine, benzoguanamine or a condensate thereof. Specific examples of the crosslinking agent (b2) include compounds represented by the following formulas (b2-1) to (b2-5).

In formula (b2-2), R ^{5 to} R ⁶ each independently represent a linear or branched alkyl group having 1 to 4 carbon atoms.
In the formula (b2-1) and the formulas (b2-3) to (b2-5), R ^{1 to} R ⁴ and R ^{7 to} R ²⁰ are each independently a hydrogen atom or a straight chain having 1 to 4 carbon atoms. A chain or branched alkyl group is shown. However, at least two of R ^{1 to} R ⁴ in the formula (b2-1), at least two of R ^{7 to} R ¹⁰ in the formula (b2-3), R ¹¹ in the formula (b2-4) At least two of R ¹⁶ and at least two of R ^{17 to} R ²⁰ in formula (b2-5) are linear or branched alkyl groups having 1 to 4 carbon atoms.
Specific examples of the linear or branched alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, and an isobutyl group.

  In the present invention, the crosslinking agent (b2) is preferably a compound having a melamine structure, a benzoguanamine structure or both from the viewpoints of solubility in a solvent, heat resistance of a pixel to be formed, and solvent resistance. A compound represented by formula (b2-4) or formula (b2-5) or a condensate thereof is preferable.

  In the present invention, other crosslinking agent (b3) can be used together with the crosslinking agent (b1) and the crosslinking agent (b2). Although it does not specifically limit as another crosslinking agent (b3), The polyfunctional (meth) acrylate which does not have a carboxyl group is preferable. Specific examples of polyfunctional (meth) acrylates having no carboxyl group include esters of aliphatic polyhydroxy compounds and (meth) acrylic acid, caprolactone-modified polyfunctional (meth) acrylates, and alkylene oxide-modified polyfunctional compounds. Examples thereof include a functional (meth) acrylate, a polyfunctional urethane (meth) acrylate obtained by reacting a hydroxyl group-containing (meth) acrylate and a polyfunctional isocyanate.

Examples of the aliphatic polyhydroxy compound include divalent aliphatic polyhydroxy compounds such as ethylene glycol, propylene glycol, polyethylene glycol, and polypropylene glycol, glycerin, trimethylolpropane, pentaerythritol, dipentaerythritol, and tripentaerythritol. Mention may be made of trivalent or higher aliphatic polyhydroxy compounds.
Examples of the polyfunctional isocyanate include tolylene diisocyanate, hexamethylene diisocyanate, diphenylmethylene diisocyanate, and isophorone diisocyanate.

Examples of the caprolactone-modified polyfunctional (meth) acrylate include compounds described in paragraphs [0015] to [0018] of JP-A No. 11-44955.
Examples of alkylene oxide-modified polyfunctional (meth) acrylates include bisphenol A ethylene oxide and / or propylene oxide modified di (meth) acrylate, isocyanuric acid ethylene oxide and / or propylene oxide modified tri (meth) acrylate, and trimethylol. Propane ethylene oxide and / or propylene oxide modified tri (meth) acrylate, pentaerythritol ethylene oxide and / or propylene oxide modified tri (meth) acrylate, pentaerythritol ethylene oxide and / or propylene oxide modified tetra (meth) acrylate, Dipentaerythritol ethylene oxide and / or propylene oxide modified penta (meth) acrylate, dipe Mention may be made of data ethylene oxide erythritol and / or propylene oxide-modified hexa (meth) acrylate.

  In the present invention, the other cross-linking agent (b3) is preferably a trifunctional or higher functional (meth) acrylate having no carboxyl group from the viewpoint of the flatness, heat resistance, and solvent resistance of the formed pixel. 4-10 functional (meth) acrylates are preferred. Among them, polyfunctionality obtained by reacting pentaiserythritol tetraacrylate, dipentaerythritol pentaacrylate, dipentaerythritol hexaacrylate, tripentaerythritol, tripentaerythritol heptaacrylate, tripentaerythritol octaacrylate, dipentaerythritol pentaacrylate and diisocyanate. Urethane acrylate is preferred.

The total content of the (B) crosslinking agent in the present invention is preferably 5 to 1,000 parts by mass, more preferably 20 to 300 parts by mass with respect to 100 parts by mass of the (A) colorant. In this case, if the content of the cross-linking agent is too small, the strength and surface smoothness of the pixel tend to decrease. On the other hand, if the content is too large, the pigment concentration relatively decreases, so that the target color density as a thin film May be difficult to achieve.
Moreover, in this invention, the total content of a crosslinking agent (b1) and a crosslinking agent (b2) becomes like this in all crosslinking agents, Preferably it is 30 mass% or more, More preferably, it is 40-90 mass%. By using each crosslinking agent in such an embodiment, the resulting pixel has excellent heat resistance, solvent resistance, and flatness.

-(C) Binder resin-
The (C) binder resin in the present invention is not particularly limited, but is preferably a resin having an acidic functional group such as a carboxyl group or a phenolic hydroxyl group. Among them, a polymer having a carboxyl group (hereinafter referred to as “carboxyl group-containing polymer”) is preferable, and in particular, an ethylenically unsaturated monomer having one or more carboxyl groups (hereinafter referred to as “unsaturated monomer”). (C1) ") and other copolymerizable ethylenically unsaturated monomers (hereinafter referred to as" unsaturated monomer (c2) ") are preferred.

Examples of the unsaturated monomer (c1) include (meth) acrylic acid, maleic acid, maleic anhydride, succinic acid mono [2- (meth) acryloyloxyethyl], and ω-carboxypolycaprolactone mono (meth). An acrylate etc. can be mentioned. These unsaturated monomers (c1) can be used alone or in admixture of two or more.
In the copolymer of the unsaturated monomer (c1) and the unsaturated monomer (c2), the copolymerization ratio of the unsaturated monomer (c1) is preferably 5 to 50% by mass, more preferably 10 to 10%. 40% by mass. By copolymerizing the unsaturated monomer (c1) within such a range, a colored composition having excellent storage stability can be obtained.

Moreover, as an unsaturated monomer (c2), for example,
N-substituted maleimides such as N-phenylmaleimide and N-cyclohexylmaleimide;
Aromatic vinyl compounds such as styrene, α-methylstyrene, p-hydroxy-α-methylstyrene;
Methyl (meth) acrylate, n-butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, allyl (meth) acrylate, benzyl (meth) acrylate, polyethylene glycol (n = 2 -10) methyl ether (meth) acrylate, polypropylene glycol (n = 2 to 10) methyl ether (meth) acrylate, polyethylene glycol (n = 2 to 10) mono (meth) acrylate, polypropylene glycol (n = 2 to 10) ) Mono (meth) acrylate, cyclohexyl (meth) acrylate, isobornyl (meth) acrylate, tricyclo [5.2.1.0 ^2,6 ] decan-8-yl (meth) acrylate, dicyclopentenyl (meth) acrylate, Glyce Rumono (meth) acrylate, 4-hydroxyphenyl (meth) acrylate, such as unsaturated carboxylic acid ester of ethylene oxide-modified (meth) acrylate of p-cumylphenol;
Examples thereof include a macromonomer having a mono (meth) acryloyl group at the end of a polymer molecular chain such as polystyrene, polymethyl (meth) acrylate, poly-n-butyl (meth) acrylate, and polysiloxane.
These unsaturated monomers (c2) can be used alone or in admixture of two or more.

  Specific examples of the copolymer of the unsaturated monomer (c1) and the unsaturated monomer (c2) include, for example, JP-A-7-140654, JP-A-8-259876, and JP-A-10-31308. Copolymers disclosed in JP-A-10, JP-A-10-300902, JP-A-11-174224, JP-A-11-258415, JP-A-2000-56118, JP-A-2004-101728, and the like. Can be mentioned.

  In the present invention, for example, in JP-A-5-19467, JP-A-6-230212, JP-A-7-207211, JP-A-11-140144, JP-A-2008-181095, etc. As disclosed, a carboxyl group-containing polymer having a polymerizable unsaturated bond such as a (meth) acryloyl group in the side chain can also be used as a binder resin.

  The weight average molecular weight in terms of polystyrene (hereinafter sometimes referred to as “Mw”) measured by gel permeation chromatography (GPC, elution solvent: tetrahydrofuran) of the binder resin in the present invention is usually 1,000 to 300,000. , Preferably it is 3,000-100,000. If Mw is too small, the remaining film ratio of the resulting coating may decrease, pattern shape, heat resistance, etc. may be impaired, and electrical characteristics may be deteriorated. On the other hand, if Mw is too large, the pattern shape will be impaired. There is a risk that the ink ejection properties may deteriorate.

  In addition, the ratio (Mw / Mw) of the binder resin in the present invention to the polystyrene-equivalent number average molecular weight (hereinafter sometimes referred to as “Mn”) measured by gel permeation chromatography (GPC, elution solvent: tetrahydrofuran). Mn) is preferably 1.0 to 5.0, more preferably 1.0 to 3.0.

The binder resin in the present invention can be produced by a known method. For example, it is disclosed in Japanese Patent Application Laid-Open No. 2003-222717, Japanese Patent Application Laid-Open No. 2006-259680, International Publication No. 07/029871, etc. The structure, Mw, and Mw / Mn can be controlled by the method.

In this invention, binder resin can be used individually or in mixture of 2 or more types.
In this invention, content of binder resin is 10-1,000 mass parts normally with respect to 100 mass parts of (A) coloring agents, Preferably it is 20-500 mass parts. In this case, if the content of the binder resin is too small, for example, the storage stability of the resulting resin composition may be reduced. It may be difficult to achieve the color density.

-(D) Solvent-
The colored composition of the present invention is usually prepared as a liquid composition by blending a solvent. In the present invention, a solvent having a boiling point at 1 atm of preferably 180 ° C. or higher, more preferably a solvent of 200 ° C. to 290 ° C., particularly preferably a solvent of 220 ° C. to 280 ° C. (hereinafter referred to as “high boiling solvent”). In the total solvent, preferably 70% by mass or more, more preferably 80 to 100% by mass, particularly preferably 90 to 100% by mass.
If the content of the high-boiling solvent is too small, the colored composition is likely to be dried, not only the ink dischargeability is deteriorated, but also the balance between the leveling speed and the drying speed of the colored composition is lost, and the resulting pixel is flat. There is also a possibility that the spreading property and spreading of the resin composition on the substrate may deteriorate.

Examples of the high boiling point solvent include solvents having two acetate structures represented by glycol diacetate such as propylene glycol diacetate, 1,3-butylene glycol diacetate, and 1,6-hexanediol diacetate;
Diethylene glycol monomethyl ether acetate, diethylene glycol monoethyl ether acetate, diethylene glycol mono-n-propyl ether acetate, diethylene glycol monoethyl ether acetate, diethylene glycol mono-n-butyl ether acetate, dipropylene glycol monomethyl ether acetate, ethylene glycol monobutyl ether acetate, ethylene glycol mono A solvent having one acetate structure such as phenyl ether acetate, propylene glycol butyl ether acetate, 3-methyl-3-methoxybutyl acetate;
Ethylene glycol monoisoamyl ether, ethylene glycol monohexyl ether, ethylene glycol monophenyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol mono-n-propyl ether, diethylene glycol mono-n-butyl ether, triethylene glycol monomethyl ether, triethylene Glycol monoethyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol mono-n-propyl ether, dipropylene glycol mono-n-butyl ether, tripropylene glycol monomethyl ether, tripropylene glycol monoethyl ether, Benzylethyle Ter, dihexyl ether, diethylene glycol diethyl ether, acetonyl acetone, isophorone, caproic acid, caprylic acid, 1-octanol, 1-nonanol, benzyl acetate, ethyl benzoate, diethyl oxalate, diethyl maleate, γ-butyrolactone, ethylene carbonate , Propylene carbonate, N-methylpyrrolidone and the like. Among these, from the viewpoint of dispersion stability of the coloring composition, a solvent having two acetate structures is preferable, glycol diacetate is more preferable, glycol diacetate having 2 to 6 carbon atoms is more preferable, and 1,3-butylene. Glycol diacetate is particularly preferred.
The high boiling point solvents can be used alone or in admixture of two or more.

Moreover, in this invention, another solvent can also be used together with a high boiling point solvent.
Examples of such other solvents include:
Alcohols such as methanol, ethanol, benzyl alcohol;
(Poly) alkylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, erene glycol mono-n-propyl ether, ethylene glycol mono-n-butyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether;

(Poly) alkylene glycol monoalkyl such as ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol mono-n-propyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, 3-methoxybutyl acetate Ether acetate;
Other ethers such as diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, tetrahydrofuran;
Ketones such as methyl ethyl ketone, cyclohexanone, 2-heptanone, 3-heptanone, diacetone alcohol (4-hydroxy-4-methylpentan-2-one), 4-hydroxy-4-methylhexane-2-one;

Lactic acid alkyl esters such as methyl lactate and ethyl lactate;
Ethyl acetate, n-propyl acetate, i-propyl acetate, n-butyl acetate, i-butyl acetate, n-pentyl formate, i-pentyl acetate, n-butyl propionate, ethyl butyrate, n-propyl butyrate, i-butyric acid -Propyl, n-butyl butyrate, ethyl hydroxyacetate, ethyl ethoxyacetate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, methyl pyruvate, pyruvate Esters such as ethyl, n-propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, ethyl 2-hydroxy-2-methylpropionate, methyl 2-hydroxy-3-methylbutyrate, ethyl 2-oxobutyrate;
Aromatic hydrocarbons such as toluene and xylene;
Examples thereof include amides such as N, N-dimethylformamide and N, N-dimethylacetamide.

Among these other solvents, from the viewpoints of solubility, pigment dispersibility, etc., benzyl alcohol, ethylene glycol mono-n-butyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, ethylene glycol monomethyl ether acetate, propylene glycol monomethyl Ether acetate, propylene glycol monoethyl ether acetate, 3-methoxybutyl acetate, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, cyclohexanone, 2-heptanone, 3-heptanone, n-butyl acetate, i-butyl acetate, n-pentyl formate, I-pentyl acetate, 3-methoxybutyl acetate, n-butyl propionate, ethyl butyrate, i-propyl butyrate, butyric acid - butyl, 3-methoxy ethyl propionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl pyruvate are preferred.
These other solvents can be used alone or in admixture of two or more.

  The content of the solvent is preferably an amount such that the total concentration of each component excluding the solvent is 5 to 35% by mass, from the viewpoint of ink discharge properties and storage stability of the resulting colored composition, and 10 to 30% by mass. Is more preferred.

-Surfactant-
In the present invention, the coating property and the flatness of the obtained pixel can be further improved by incorporating a surfactant into the coloring composition. As the surfactant, those having an HLB value of 10 or less are preferable.

As the surfactant having an HLB value of 10 or less, a silicone-based surfactant is preferable from the viewpoint of forming a pixel with good flatness and no unpainted portion.
Examples of the silicone surfactant include side chain modified polydimethylsiloxane, both terminal modified polydimethylsiloxane, one terminal modified polydimethylsiloxane, and side chain both terminal modified polydimethylsiloxane. Examples thereof include polyether groups such as polyoxyethylene group, polyoxyethylene polyoxypropylene group, and polyglycerin group. More preferred silicone-based surfactants include polyether-modified polydimethylsiloxane, and particularly preferred examples include polyoxyethylene-modified polydimethylsiloxane and polyoxyethylene polyoxypropylene-modified polydimethylsiloxane.
Such surfactants are commercially available, for example, FZ-2122 (HLB value = 0), FZ-2110 (HLB = 0), FZ-7006 (HLB = 2), FZ-2166 ( HLB = 3), FZ-2164 (HLB = 4), FZ-7001 (HLB = 5), FZ-2120 (HLB = 6), SH 8400 (HLB = 7), FZ-7002 (HLB = 8), FZ -2104 (HLB = 9) (above, manufactured by Toray Dow Corning).
In this invention, surfactant can be used individually or in mixture of 2 or more types.

  The content of the surfactant is usually 0.01 to 3 parts by mass, preferably 0.025 to 100 parts by mass with respect to 100 parts by mass of the solid content excluding the solvent, from the viewpoint of preventing the occurrence of unpainted parts and the roughening of the pixel surface. 1 part by mass, more preferably 0.05 to 0.5 part by mass.

-Photopolymerization initiator-
Radiation sensitivity can be imparted to the colored composition of the present invention by incorporating a photopolymerization initiator. The photopolymerization initiator in the present invention can generate active species capable of initiating the crosslinking reaction of the (B) crosslinking agent by exposure to radiation such as visible light, ultraviolet light, far ultraviolet light, electron beam, and X-ray. A compound.
Examples of such photopolymerization initiators include thioxanthone compounds, acetophenone compounds, biimidazole compounds, triazine compounds, O-acyloxime compounds, onium salt compounds, benzoin compounds, benzophenone compounds, α -A diketone type compound, a polynuclear quinone type compound, a diazo type compound, an imide sulfonate type compound etc. can be mentioned.

  In this invention, a photoinitiator can be used individually or in mixture of 2 or more types. The photopolymerization initiator is preferably at least one selected from the group consisting of thioxanthone compounds, acetophenone compounds, biimidazole compounds, triazine compounds, and O-acyloxime compounds.

  Among preferred photopolymerization initiators in the present invention, specific examples of thioxanthone compounds include thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-dichlorothioxanthone, 2 , 4-dimethylthioxanthone, 2,4-diethylthioxanthone, 2,4-diisopropylthioxanthone and the like.

  Specific examples of acetophenone compounds include 2-methyl-1- [4- (methylthio) phenyl] -2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1- (4- And morpholinophenyl) butan-1-one and 2- (4-methylbenzyl) -2- (dimethylamino) -1- (4-morpholinophenyl) butan-1-one.

  Specific examples of the biimidazole compound include 2,2′-bis (2-chlorophenyl) -4,4 ′, 5,5′-tetraphenyl-1,2′-biimidazole, 2,2′- Bis (2,4-dichlorophenyl) -4,4 ′, 5,5′-tetraphenyl-1,2′-biimidazole, 2,2′-bis (2,4,6-trichlorophenyl) -4,4 Examples include ', 5,5'-tetraphenyl-1,2'-biimidazole.

  In addition, when using a biimidazole-type compound as a photoinitiator, it is preferable at the point which can improve a sensitivity to use a hydrogen donor together. The “hydrogen donor” as used herein means a compound that can donate a hydrogen atom to a radical generated from a biimidazole compound by exposure. Examples of the hydrogen donor include mercaptan-based hydrogen donors such as 2-mercaptobenzothiazole and 2-mercaptobenzoxazole, 4,4′-bis (dimethylamino) benzophenone, 4,4′-bis (diethylamino) benzophenone, and the like. And an amine-based hydrogen donor. In the present invention, hydrogen donors can be used alone or in admixture of two or more. However, one or more mercaptan hydrogen donors and one or more amine hydrogen donors are used in combination. It is preferable that the sensitivity can be further improved.

  Specific examples of triazine compounds include 2,4,6-tris (trichloromethyl) -s-triazine, 2-methyl-4,6-bis (trichloromethyl) -s-triazine, 2- [2- (5-Methylfuran-2-yl) ethenyl] -4,6-bis (trichloromethyl) -s-triazine, 2- [2- (furan-2-yl) ethenyl] -4,6-bis (trichloromethyl) ) -S-triazine, 2- [2- (4-diethylamino-2-methylphenyl) ethenyl] -4,6-bis (trichloromethyl) -s-triazine, 2- [2- (3,4-dimethoxyphenyl) ) Ethenyl] -4,6-bis (trichloromethyl) -s-triazine, 2- (4-methoxyphenyl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4-ethoxy) Triazine compounds having a halomethyl group such as styryl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4-n-butoxyphenyl) -4,6-bis (trichloromethyl) -s-triazine Can be mentioned.

  Specific examples of the O-acyloxime compound include 1,2-octanedione, 1- [4- (phenylthio) phenyl]-, 2- (O-benzoyloxime), ethanone and 1- [9-ethyl. -6- (2-methylbenzoyl) -9H-carbazol-3-yl]-, 1- (O-acetyloxime), ethanone, 1- [9-ethyl-6- (2-methyl-4-tetrahydrofuranylmethoxy) Benzoyl) -9H-carbazol-3-yl]-, 1- (O-acetyloxime), ethanone, 1- [9-ethyl-6- {2-methyl-4- (2,2-dimethyl-1,3) -Dioxolanyl) methoxybenzoyl} -9H-carbazol-3-yl]-, 1- (O-acetyloxime) and the like.

  In this invention, when using photoinitiators other than biimidazole type compounds, such as an acetophenone type compound, a sensitizer can also be used together. Examples of such a sensitizer include 4,4′-bis (dimethylamino) benzophenone, 4,4′-bis (diethylamino) benzophenone, 4-diethylaminoacetophenone, 4-dimethylaminopropiophenone, and 4-dimethyl. Ethyl aminobenzoate, 2-ethylhexyl 4-dimethylaminobenzoate, 2,5-bis (4-diethylaminobenzal) cyclohexanone, 7-diethylamino-3- (4-diethylaminobenzoyl) coumarin, 4- (diethylamino) chalcone, etc. Can be mentioned.

  In this invention, content of a photoinitiator is 0.01-120 mass parts normally with respect to 100 mass parts of (B) crosslinking agents, Preferably it is 1-100 mass parts.

-Additives-
The resin composition of the present invention can further contain various additives as required.

As said additive, for example,
Vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, N- (2-aminoethyl) -3-aminopropyl-methyl-dimethoxysilane, N- (2-aminoethyl) -3-amino Propyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropyl methyl dimethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, Adhesion promoters such as 3-chloropropyl-methyl-dimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloyloxypropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane;

Antioxidants such as 2,2-thiobis (4-methyl-6-tert-butylphenol), 2,6-di-tert-butylphenol;
UV absorbers such as 2- (3-t-butyl-5-methyl-2-hydroxyphenyl) -5-chlorobenzotriazole, alkoxybenzophenones;
Anti-agglomeration agents such as sodium polyacrylate;
Thermal radical generators such as 1,1′-azobis (cyclohexane-1-carbonitrile), 2-phenylazo-4-methoxy-2,4-dimethylvaleronitrile;
Examples thereof include inkjet discharge performance stabilizers such as methanol, ethanol, i-propanol, n-butanol, and glycerin.

  Furthermore, the coloring composition of the present invention can contain a thermal acid generator. The thermal acid generator is a component that generates an acid by heating, and examples thereof include onium salts such as sulfonium salts, benzothiazolium salts, ammonium salts, and phosphonium salts. Of these thermal acid generators, sulfonium salts and benzothiazolium salts are preferred.

Specific examples of the sulfonium salt and benzothiazolium salt include 4-acetoxyphenyldimethylsulfonium hexafluoroarsenate, 4-hydroxyphenyl benzyl methylsulfonium hexafluoroantimonate, 4-acetoxyphenyl benzyl methylsulfonium hexafluoro. Examples include antimonate, 4-hydroxyphenyldibenzylsulfonium hexafluoroantimonate, 4-acetoxyphenyldibenzylsulfonium hexafluoroantimonate, and 3-benzylbenzothiazolium hexafluoroantimonate.
A thermal acid generator can be used individually or in mixture of 2 or more types.

  In the present invention, the coloring composition can be prepared by an appropriate method, for example, by mixing the components (A) to (D) together with other components optionally added. . As a preferable method for preparing a coloring composition, (A) a coloring agent is pulverized in a solvent (D) in the presence of a dispersant, optionally together with a part of component (C), for example, using a bead mill, a roll mill or the like. While mixing and dispersing to give a colorant dispersion, then add (B) to (C) components and, if necessary, additional (D) solvent and other components to the colorant dispersion. The method of preparing by mixing can be mentioned.

Color filter The color filter of the present invention is characterized by having a colored pattern formed by an ink jet method using the colored composition of the present invention.
The color filter of the present invention is extremely useful for a solid-state imaging device, an organic EL display device, electronic paper, etc., in addition to a transmissive or reflective color liquid crystal display device.

  The color filter of the present invention can be produced by using the coloring composition of the present invention by a known ink jet method, for example, a method described in JP 2000-310706 A or the like.

Liquid crystal display device The liquid crystal display device of the present invention comprises the color filter of the present invention.
The liquid crystal display device of the present invention can have an appropriate structure. For example, the color filter is formed on a substrate different from the driving substrate on which the thin film transistor (TFT) is disposed, and the driving substrate and the substrate on which the color filter is formed face each other with a liquid crystal layer interposed therebetween. Can be taken. Further, a substrate on which a color filter is formed on the surface of a driving substrate on which a thin film transistor (TFT) is disposed, and a substrate on which an ITO (indium oxide doped with tin) electrode is formed are opposed to each other through a liquid crystal layer. It can also take a structure. The latter structure has the advantage that the aperture ratio can be remarkably improved and a bright and high-definition liquid crystal display device can be obtained.

  Hereinafter, the embodiments of the present invention will be described more specifically with reference to examples. However, the present invention is not limited to the following examples.

Preparation of colorant dispersion Preparation Example 1
(A) C.I. I. 13.0 parts by weight of Pigment Red 254, 7.5 parts by weight of Addisper PB880 (Ajinomoto Fine Techno Co., Ltd.) as a dispersant, and 79.5 parts by weight of 1,3-butylene glycol diacetate as a solvent by a bead mill The colorant dispersion (R1) was prepared by processing.

Preparation Example 2
(A) C.I. I. Pigment red 254 / C.I. I. Pigment Red 177 / specific yellow pigment in which the guest represented by the above formula (II) is melamine = 13.0 parts by mass of a 25/47/28 (mass ratio) mixture, Ajisper PB880 (manufactured by Ajinomoto Fine Techno Co., Ltd.) as a dispersant ) 7.5 parts by mass and (D) 79.5 parts by mass of 1,3-butylene glycol diacetate as a solvent were processed by a bead mill to prepare a colorant dispersion (R2).

Preparation Example 3
(A) C.I. I. Pigment red 242 / C.I. I. Pigment Red 177 = 40/60 (mass ratio) 13.0 parts by mass of the mixture, 7.5 parts by mass of Ajisper PB880 (manufactured by Ajinomoto Fine Techno Co., Ltd.) as the dispersant, and (D) 1,3-butylene glycol diacetate as the solvent 79.5 parts by mass were treated with a bead mill to prepare a colorant dispersion (R3).

Preparation Example 4
(A) C.I. I. Pigment Green 58 / specific yellow pigment in which the guest represented by the above formula (II) is melamine = 13.0 parts by mass of a 60/40 (mass ratio) mixture, Ajisper PB880 (manufactured by Ajinomoto Fine Techno Co., Ltd.) as a dispersant 7 0.5 parts by mass and 79.5 parts by mass of 1,3-butylene glycol diacetate as a solvent (D) were processed by a bead mill to prepare a colorant dispersion (G1).

Preparation Example 5
(A) C.I. I. Pigment Green 36 / specific yellow pigment in which the guest represented by the above formula (II) is melamine = 13.0 parts by mass of 65/35 (mass ratio) mixture, Ajisper PB880 (manufactured by Ajinomoto Fine Techno Co., Ltd.) 7 0.5 parts by mass and 79.5 parts by mass of 1,3-butylene glycol diacetate as a solvent (D) were processed by a bead mill to prepare a colorant dispersion (G2).

Preparation Example 6
(A) C.I. I. Pigment Blue 15: 6 / C.I. I. Pigment Violet 23 = 83/17 (mass ratio) 13.0 parts by mass of the mixture, 7.5 parts by mass of Ajisper PB880 (manufactured by Ajinomoto Fine Techno Co., Ltd.) as the dispersant, and (D) 1,3-butylene glycol diacetate as the solvent 79.5 parts by mass were treated with a bead mill to prepare a colorant dispersion (B1).

Synthetic condenser tube of binder resin, flask equipped with stirrer was charged with 3 parts by mass of 2,2′-azobisisobutyronitrile and 200 parts by mass of diethylene glycol monobutyl ether acetate, followed by 10 parts by mass of methacrylic acid, N-phenylmaleimide 25 parts by weight of styrene, 15 parts by mass of diethylene glycol methyl ether methacrylate (manufactured by NOF Corporation, trade name: BLEMMER ^R PME-100) 40 parts by weight, alpha-methylstyrene dimer as dicyclopentenyl acrylate 10 parts by weight and a molecular weight modifier 5 parts by mass was charged, and nitrogen substitution was performed. Thereafter, the mixture was gently stirred to raise the temperature of the reaction solution to 80 ° C., and this temperature was maintained for 5 hours for polymerization to obtain a binder resin solution (solid content concentration = 29.8%). The obtained binder resin was Mw = 8,200 and Mn = 3300. This binder resin solution is designated as “resin solution 1”.

Example 1
(A) 567 parts by mass of a colorant dispersion (R1) as a colorant, 7 parts by mass of a reaction product of dipentaerythritol pentaacrylate and succinic anhydride as a crosslinking agent (b1), and the above formula (b2) as a crosslinking agent (b2) -4) R ^{11 to} R ¹⁶ are all cross-linking agents having a methyl group as a main component (manufactured by Sanwa Chemical Co., Ltd., trade name MW-30, weight average polymerization degree 1.3) 25 parts by mass, other 18 parts by mass of dipentaerythritol hexaacrylate as a crosslinking agent, 111 parts by mass of resin solution 1 as (C) binder resin, 272 parts by mass of 1,3-butylene glycol diacetate as a solvent, and silicone surfactant FZ -1222 (Toray Dow Corning, HLB = 0) 0.3 parts by mass was mixed to prepare a colored composition (IJ-1).

  The coloring composition (IJ-1) was evaluated in the following manner. The evaluation results are shown in Table 2.

Evaluation of color characteristics The colored composition (IJ-1) was applied on a soda glass substrate using a spin coater, then vacuum dried at 0.2 Torr, and prebaked on a hot plate at 90 ° C. for 5 minutes. Further, post-baking was performed in a clean oven at 230 ° C. for 30 minutes to form a cured film having a thickness of 2.0 μm.
About the obtained cured film, using a color analyzer (MCPD2000 manufactured by Otsuka Electronics Co., Ltd.), a chromaticity coordinate value (x, y) and a stimulation value (Y) in a CIE color system with a C light source and a 2-degree visual field. Was measured. Moreover, the contrast ratio was measured about the obtained cured film using the contrast meter (Akasaka Electric Co., Ltd. CT-1, blank 20000).

Evaluation of solvent resistance The glass substrate formed with the evaluation of the color characteristics and having a cured film formed thereon was cut into a 2 cm × 4 cm square to prepare a test piece. The obtained test piece was immersed in N-methylpyrrolidone at 25 ° C. for 30 minutes, and the color change ΔEab ^* before and after immersion was determined. The solvent resistance is good if ΔEab ^* is less than 3, and very good if it is less than 2.5.

Evaluation of heat resistance The glass substrate formed with the evaluation of the color characteristics and having a cured film formed thereon was cut into a 2 cm × 4 cm square to prepare a test piece. The obtained test piece was heated in a clean oven at 250 ° C. for 1 hour, and the color change ΔEab ^* before and after heating was determined. The heat resistance is good when ΔEab ^* is less than 5, and is very good when it is less than 3.

Evaluation of pixel flatness Using a inkjet printer Nanoprinter-1500S (manufactured by Microjet Co., Ltd.), near the center of the pixel after drying in a pixel partitioned by a partition wall having a height of 2.0 μm, a length of 500 μm and a width of 150 μm The coloring composition was discharged so that the film thickness of the film became 2.0 μm. After vacuum drying at 0.2 Torr, pre-baking was performed on a 90 ° C. hot plate for 5 minutes, and further post-baking was performed in a 230 ° C. clean oven for 30 minutes. Using α-step IQ (manufactured by KLA Tencor), the film thickness at the center of the pixel was measured in the width direction.
At this time, ΔH = A− (B + C) / 2 was obtained by setting A as the maximum value of the film thickness, B and C as the film thickness at both ends of the pixel. The flatness of the pixel is good if this value is less than 0.60 μm, and very good if it is less than 0.40 μm.

Examples 2 to 21 and Comparative Examples 1 to 17
In Example 1, colored compositions (IJ-2) to (IJ-38) were prepared in the same manner as in Example 1 except that the types and amounts of the constituent components were changed as shown in Tables 1 and 2. . The respective compositions are shown in Tables 1 and 2.
Subsequently, evaluation was performed in the same manner as in Example 1 except that the colored compositions (IJ-2) to (IJ-38) were used instead of the colored composition (IJ-1). The evaluation results of Examples 1 to 21 are shown in Table 3, and the evaluation results of Comparative Examples 1 to 17 are shown in Table 4, respectively.

Each component in Table 1 and Table 2 is as follows.
b1-1: Reaction product of dipentaerythritol pentaacrylate and succinic anhydride b1-2: Reaction product of pentaerythritol triacrylate and succinic anhydride MW-30: R ^{11 to} R ^{16 in the} above formula (b2-4) Crosslinking agent whose main component is a compound in which all are methyl groups (manufactured by Sanwa Chemical Co., Ltd., trade name MW-30, weight average polymerization degree 1.3)
BX-4000: a cross-linking agent mainly composed of a compound in which R ^{17 to} R ^{20 in the} formula (b2-5) are all methyl groups (manufactured by Sanwa Chemical Co., Ltd., trade name BX-4000, weight average polymerization degree 1. 2)
b3-1: dipentaerythritol hexaacrylate b3-2: pentaerythritol tetraacrylate b3-3: dipentaerythritol pentaacrylate 1,3-BGDA: 1,3-butylene glycol diacetate BCTAC: diethylene glycol mono-n-butyl ether acetate

  As is apparent from Tables 1 to 4, as (B) the crosslinking agent, the crosslinking agent (b1) and the crosslinking agent (b2) are used in combination, and the content ratio of (b2) is 10 to 90% by mass in the total crosslinking agent. It can be seen that the colored composition of the present invention can form a pixel excellent in flatness, heat resistance, and solvent resistance by an inkjet method. Moreover, it turns out that the pixel obtained using the coloring composition of this invention has a high brightness | luminance and contrast ratio.

Claims (9)

An inkjet coloring composition containing (A) a colorant, (B) a crosslinking agent, (C) a binder resin, and (D) a solvent,
The (B) crosslinking agent contains (b1) a polyfunctional (meth) acrylate having a carboxyl group, and (b2) a compound having two or more N-alkoxymethylamino groups, and the content of (b2) The ratio is 10 to 90% by mass in the total crosslinking agent,
Ink-jet coloring composition.   The coloring composition according to claim 1, wherein the colorant (A) contains a blue colorant.   The coloring composition according to claim 2, wherein the blue colorant is a blue pigment.   The coloring composition according to claim 1, wherein the (A) coloring agent contains at least one selected from the group consisting of a halogenated zinc phthalocyanine pigment and a coloring agent having an azo bond.   The coloring composition according to claim 4, wherein the coloring agent having an azo bond is a monoazo pigment. The colored composition according to claim 5, wherein the monoazo pigment is a molecular compound comprising (a2) a compound represented by the following formula (I) or a tautomer thereof and a compound represented by the following formula (II). object.

(In Formula (II), R ^{a to} R ^c each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms which may be substituted with a hydroxyl group.)   The coloring composition according to any one of claims 1 to 6, wherein (b2) is a compound having a melamine structure, a benzoguanamine structure, or both.   The color filter which has a coloring pattern formed by the inkjet system using the coloring composition of any one of Claims 1-7.   A liquid crystal display device comprising the color filter according to claim 8.