JP2009237225A - Thermosetting color composition for color filter - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide an ink for an ink-jet color filter by which satisfactory chemical resistance, heat resistance and water resistance are incorporated in a colored pixel after the pixel is formed. <P>SOLUTION: In a thermosetting color composition for the color filter for manufacturing a color filter substrate by an ink-jet method containing at least (A) a coloring agent, (B) a polymer, (C) a thermosetting monomer and (D) an organic solvent, wherein (C) the thermosetting monomer contains an epoxy resin having a fluorene structure and a melamine compound. <P>COPYRIGHT: (C)2010,JPO&INPIT

Description

The present invention relates to a thermosetting coloring composition for a color filter produced by an inkjet method, particularly a thermosetting coloring composition suitable for a color filter of a color liquid crystal display panel, and a color filter using the same.

  The liquid crystal display panel includes a color filter substrate, a liquid crystal cell substrate, and a backlight unit as main components. On the color filter substrate, three primary colors of R (red), G (green), and B (blue) are repeatedly patterned in a line shape or a mosaic shape. The liquid crystal of the liquid crystal cell substrate is sealed between a color filter substrate and a TFT (thin film transistor). The backlight unit is a light source provided on the back surface of the liquid crystal cell substrate. When light emitted from the backlight unit passes through the liquid crystal panel, the transmittance is controlled by the voltage applied to the liquid crystal, and an image is displayed. .

Conventionally, a color filter substrate is manufactured by applying a photoresist solution in which a pigment is dispersed on a transparent substrate, and then repeating steps such as drying, exposure, development, and curing. However, with the increase in size of liquid crystal display panels, productivity is low and demand for low cost is high.
With such a demand, the manufacture of a color filter substrate by an ink jet method has attracted attention.

A color filter using an ink jet method has an advantage in cost performance and has been widely studied. In the case of forming colored pixels by applying droplets by an inkjet method, a colored filter is formed directly on a substrate provided with a light-shielding partition wall to produce a color filter. In addition, in order to prevent color mixing of RGB ink between adjacent colored areas, the partition walls are generally subjected to liquid repellent treatment (for example, Patent Document 1). Then, the discharged ink in the colored region is dried and cured to become a color filter. In addition, when the ink jet method is used, there is an advantage that a thermosetting agent having high heat resistance can be used because it is not necessary to include a photosensitive group easily colored by light or heat in the resin forming the pixel.
Examples of the thermosetting agent include melamine resin (for example, Patent Document 2), epoxy resin (for example, Patent Document 3), acrylic resin (for example, Patent Document 4) and the like. An ink-jet ink that combines three types of resin, epoxy resin, and polyester resin is disclosed. Moreover, the result that a hardening reaction can be accelerated | stimulated by adding an acid to the above thermosetting agents is also disclosed (for example, patent document 6).
However, even when these thermosetting agents are used, they do not satisfy reliability such as chemical resistance, heat resistance and water resistance as a color filter, and a solution has been desired.
JP 2007-279610 A JP-A-9-90115 JP 2007-219302 A JP 2003-49105 A JP-A-7-196968 JP-A-8-152510

  An object of the present invention is to provide an ink for an ink-jet color filter in which a colored pixel is formed and then the pixel has sufficient chemical resistance, heat resistance and water resistance.

The object of the present invention is achieved by the following configurations.
That is, (A) a colorant, (B) a polymer, (C) a thermosetting monomer and (D) an organic solvent, and (C) an epoxy resin having a fluorene structure and a melamine compound. It is a thermosetting coloring composition for color filters characterized by containing.
The thermosetting coloring composition for a color filter according to claim 1, wherein the epoxy resin having a fluorene structure is a fluorene structure-containing bifunctional monomer represented by the following general formula (1). is there.

Here, R ₁ represents an oxygen atom or —ORO—, wherein R represents an alkyl group having 4 or less carbon atoms.
3. The thermosetting coloring composition for a color filter according to claim 1, wherein the melamine compound contains a melamine resin represented by the following general formula (2).

R ₂ represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or —ROR—.
The thermosetting coloring composition for color filters according to claim 1, wherein the thermosetting monomer is contained in an amount of 10 to 60% based on the total solid content of the ink.
The content of the fluorene structure-containing bifunctional monomer in the thermosetting monomer is 50 to 90% by mass, and the content of the melamine resin is 10 to 50% by mass. The thermosetting coloring composition for color filters described in 1.
Melamine resin acts as a crosslinking agent. Therefore, if the melamine resin is more in the coloring composition than the range of the addition amount, the chemical resistance is improved, but the water resistance is remarkably lowered. On the other hand, when the amount of the epoxy resin is larger than the range of the addition amount, sufficient surface hardness cannot be obtained and chemical resistance is not sufficient.

  By using the coloring composition of the present invention in which the melamine resin and the epoxy resin are combined in a thermosetting monomer, a color filter having excellent chemical resistance and excellent water resistance can be produced.

  The thermosetting coloring composition for color filters of the present invention contains at least (A) a colorant, (B) a polymer, (C) a thermosetting monomer, and (D) an organic solvent.

  As the colorant, a dye, an organic pigment, an inorganic pigment, or the like can be used, but an organic pigment is preferable from the viewpoint of heat resistance and transparency. Among them, those having high transparency and excellent light resistance, heat resistance, and chemical resistance are preferable. When specific examples of typical organic pigments are represented by color index (CI) numbers, the following are preferably used, but they are not limited to these.

Examples of yellow pigments include pigment yellow (hereinafter abbreviated as PY) 12, 13, 17, 20, 24, 83, 86, 93, 95, 109, 110, 117, 125, 129, 137, 138, 139, 147, 148, 150, 153, 154, 166, 168, 185, etc. are used.
Examples of orange pigments include pigment orange (hereinafter abbreviated as PO) 13, 36, 38, 43, 51, 55, 59, 61, 64, 65, 71, and the like.
Examples of red pigments include pigment red (hereinafter abbreviated as PR) 9, 48, 97, 122, 123, 144, 149, 166, 168, 177, 179, 180, 192, 209, 215, 216, 217. 220, 223, 224, 226, 227, 228, 240, 254, etc. are used.
Examples of purple pigments include pigment violet (hereinafter abbreviated as PV) 19, 23, 29, 30, 32, 37, 40, 50, and the like.
Examples of blue pigments include pigment blue (hereinafter abbreviated as PB) 15, 15: 3, 15: 4, 15: 6, 22, 60, 64, and the like.
Examples of green pigments include pigment green (hereinafter abbreviated as PG) 7, 10, 36, and the like.
These pigments may be subjected to surface treatment such as rosin treatment, acidic group treatment, basic treatment and the like, if necessary.

The pigment is, for example, a color filter R (red), G (green), or B (blue) three-color pixel, chromaticity characteristics of a CRT (cathode ray tube) phosphor, liquid crystal used in a backlight or a liquid crystal display. Toned and used in combination with several colors to suit the characteristics.
Taking the case of R (red) as an example, a combination of PR-254 and PR-177, a combination of PR-254 and PY-138, a combination of PR-254 and PY-139, a combination of PR-209 and PO-38 The chromaticity is adjusted by combination or the like.
In the case of G (green), PG-7 or PG-36 and the above yellow pigment, for example, PY-17, PY-83 combination, PY-138 combination, PY-139 combination, PY-150 combination, etc. To adjust the chromaticity.

  Moreover, the thermosetting coloring composition of this invention can also be used for resin black matrix. In the case of the coloring composition for the resin black matrix, a coloring agent that is insoluble in the organic solvent and water used and serves as a light shielding agent is used. For example, in addition to pigment black 7 or carbon black as organic pigments, inorganic pigments or metal oxides such as graphite, iron oxide, manganese oxide, and titanium black can be used as a light shielding agent.

These light-shielding agents can be mixed and used as required, and pigments of other colors can be added, but from the viewpoint of light-shielding properties and dispersibility, it is preferable to contain carbon black. Carbon black can be subjected to surface treatment such as resin treatment, acid treatment, and basic treatment, and the pH is preferably 2 to 5. A pH greater than 5 is not preferred because the solubility of the unexposed areas tends to deteriorate during development, and carbon black having a pH less than 2 is not preferred because it is substantially difficult to produce.
The pH of carbon black can be determined by adding 10 mass times pure water to carbon black, boiling for 10 minutes, cooling to room temperature, and measuring the mud with a glass electrode pH meter.

(B) Although there is no restriction | limiting in particular as a polymer, Resin generally used for a color filter, for example, various resin, such as an acrylic resin, an alkyd resin, polyvinyl alcohol, polyamide, can be used.
For example, the acrylic resin having a carboxyl group is preferably a copolymer of an unsaturated carboxylic acid and an ethylenically unsaturated compound. Examples of the unsaturated carboxylic acid include acrylic acid, methacrylic acid, itaconic acid, crotonic acid, maleic acid, fumaric acid, vinyl acetic acid and the like. These may be used alone or in combination with other copolymerizable ethylenically unsaturated compounds. Specific examples of the copolymerizable ethylenically unsaturated compound include methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, n-propyl acrylate, isopropyl acrylate, n-propyl methacrylate, methacryl Isopropyl acid, n-butyl acrylate, n-butyl methacrylate, sec-butyl acrylate, sec-butyl methacrylate, isobutyl acrylate, isobutyl methacrylate, tert-butyl acrylate, tert-butyl methacrylate, n-acrylate -Unsaturated carboxylic acid alkyl esters such as pentyl, n-pentyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, benzyl acrylate, benzyl methacrylate, styrene, p-methylstyrene , Aromatic vinyl compounds such as o-methylstyrene, m-methylstyrene and α-methylstyrene, aminoalkyl esters of unsaturated carboxylic acids such as aminoethyl acrylate, glycidyl esters of unsaturated carboxylic acids such as glycidyl acrylate and glycidyl methacrylate, acetic acid Carboxylic acid vinyl esters such as vinyl and vinyl propionate, vinyl cyanide compounds such as acrylonitrile, methacrylonitrile, and α-chloroacrylonitrile, aliphatic conjugated dienes such as 1,3-butadiene and isoprene, acryloyl groups at the ends, or Examples include, but are not limited to, polystyrene having a methacryloyl group, polymethyl acrylate, polymethyl methacrylate, polybutyl acrylate, and polybutyl methacrylate. Not to.

The said polymer is normally mix | blended in the ratio of 5-40 mass% with respect to solid content whole quantity of a thermosetting coloring composition. Here, the solid content of the thermosetting coloring composition for specifying the blending ratio includes all components except the solvent, and a liquid polymerizable monomer is also included in the solid content.
Moreover, the said melamine resin and an epoxy resin contain as a reaction monomer contained in the thermosetting coloring composition of this invention.

As the melamine resin, for example, methylated melamine, butylated melamine, mixed etherified melamine, guanamine resin, melamine alkyd resin and the like can be used.
As epoxy resins, bisphenoxyethanol fluorenediglycidyl ether, bisphenoxyethanol fluorange acrylate, polypropylene glycol diglycidyl ether, neopentyl glycol diglycidyl ether, polyethylene glycol diglycidyl ether, polypropylene glycol diglycidyl ether, trimethylolpropane polyglycidyl ether, 2,3-diglycidyloxystyrene, 3,4-diglycidyloxystyrene, 2,4-diglycidyloxystyrene, 3,5-diglycidyloxystyrene, 2,6-diglycidyloxystyrene, 5-vinyl pyrogallol tri Glycidyl ether, 4-vinyl pyrogallol triglycidyl ether, vinyl phloroglicinol triglycidyl ester 2,2-dihydroxymethylstyrene diglycidyl ether, 3,4-dihydroxymethylstyrene diglycidyl ether, 2,4-dihydroxymethylstyrene diglycidyl ether, 3,5-dihydroxymethylstyrene diglycidyl ether, 2,6- Examples thereof include dihydroxymethylstyrene diglycidyl ether, 2,3,4-trihydroxymethylstyrene triglycidyl ether, 1,3,5-trihydroxymethylstyrene triglycidyl ether, and the like.

  (C) As a thermosetting monomer, it is necessary to contain at least a fluorene structure-containing bifunctional monomer represented by the following general formula (1) and a melamine resin represented by the following general formula (2). is there.

(Here, R ₁ represents an oxygen atom or —ORO—, wherein R represents an alkyl group having 4 or less carbon atoms.)

(Here, R ₂ represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or —ROR—.)
As the fluorene structure-containing epoxy resin, bisphenoxyethanol fluorenediglycidyl ether represented by the following structural formula (3) is most preferable from the viewpoint of excellent water resistance and heat resistance and good solubility.

In the epoxy compound containing a fluorene group, the presence of the fluorene group can provide an effect that sublimation and evaporation during heating can be suppressed.
As the melamine resin, it is most preferable to use methylated melamine represented by the following structural formula (4) from the viewpoints of coating film characteristics, heat resistance, and high solidification.

  The (C) thermosetting monomer is preferably contained in an amount of 10 to 60% by mass based on the total solid content of the ink. If it is below the above range, thermosetting is insufficient and chemical resistance and water resistance are deteriorated, and if it is above the above range, the ink is thickened and ink clogging occurs in the ejection process.

  It is preferable that the content of the fluorene structure-containing bifunctional monomer in the (C) thermosetting monomer of the present invention is 50 to 90% by mass and the content of the melamine resin is 10 to 50% by mass. When the content of the fluorene structure-containing bifunctional monomer is out of the range, heat resistance and water resistance are deteriorated. On the other hand, when the content of the melamine resin is out of the range, chemical resistance is deteriorated.

(D) The organic solvent is not particularly limited. For example, methyl cellosolve, ethyl cellosolve, methyl carbitol, ethyl carbitol, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, propylene glycol monomethyl ether, propylene glycol mono (Poly) alkylene glycol ether solvents such as ethyl ether and diethylene glycol monomethyl ether, or propylene glycol monoethyl ether acetate, ethyl acetoacetate, methyl-3-methoxypropionate, 3-methyl-3-methoxybutyl acetate, γ Esters such as butyrolactone, or alcohols such as ethanol, 3-methyl-3-methoxybutanol, cyclopentanone, Can be used ketones such as hexanone, it can be preferably used those alone or mixed solvent of two or more species. Mixing with other solvents is also preferably used.
However, when the thermosetting coloring composition of the present invention is discharged onto a substrate by an inkjet method, the boiling points are compared from the viewpoint of uniformity of film thickness and prevention of pigment aggregates from being formed at the tip of the discharge nozzle. It is preferable to use a high solvent. On the other hand, if the boiling point is too high, the drying property is deteriorated. Specifically, it is preferable to use a solvent having a boiling point in the range of 150 ° C. or higher and 220 ° C. or lower.

  The thermosetting coloring composition of the present invention may contain other additives. Examples thereof include organic solvents, polymer compounds other than acrylic resins, adhesion improvers and surfactants, organic acids, organic amino compounds, and curing agents.

  As the polymer compound, various materials such as acrylic resin, alkyd resin, melamine resin, polyvinyl alcohol, polyester, polyether, polyamide and the like can be used.

  The adhesion improving agent can be preferably added for the purpose of improving the adhesion of the coating film to the substrate. For example, vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, N- (2-aminoethyl) -3-amino Propyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3- Examples include silane coupling agents such as chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, and 3-mercaptopropyltrimethoxysilane.

  The surfactant can be added for the purpose of improving the coating property of the thermosetting coloring composition and the surface uniformity of the colored layer, or for the purpose of improving the dispersibility of the pigment. The amount of the surfactant added is preferably 0.001 to 10% by mass, more preferably 0.01 to 1% by mass, based on the pigment. If the added amount is less than this range, the effect of improving the coating property, the uniformity of the colored film surface, or the pigment dispersibility is small, and if it is too much, the coating property is poor or the pigment is aggregated. Since there are cases, it is not preferable. Specifically, anionic surfactants such as ammonium lauryl sulfate and polyoxyethylene alkyl ether sulfate triethanolamine, cationic surfactants such as stearylamine acetate and lauryltrimethylammonium chloride, lauryldimethylamine oxide, laurylcarboxymethylhydroxy Examples include amphoteric surfactants such as ethylimidazolium betaine, nonionic surfactants such as polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, and sorbitan monostearate, fluorine surfactants, and silicon surfactants. . The surfactants can be used alone or in combination.

  In the thermosetting coloring composition of the present invention, the pigment is used in the range of 5 to 60% by mass, preferably 10 to 45% by mass, based on the total solid content of the coloring composition. When the amount of the pigment is less than 5%, the color purity is low and is not preferable. When the amount is more than 60% by mass, the chemical resistance is remarkably deteriorated.

The thermosetting coloring composition of the present invention may be produced by a method in which a colorant is directly dispersed in a resin solution using a disperser, but it is difficult to uniformly disperse when a pigment is used as the colorant. Therefore, by preparing a pigment dispersion in which a pigment is dispersed in an organic solvent in advance, this pigment dispersion is mixed with a resin solution, and in some cases, a solution containing a resin, a polymer dispersant, and a polymerizable monomer. It is preferable to manufacture. The method for dispersing the pigment is not particularly limited, and various methods such as a ball mill, a sand grinder, a three-roll mill, and a high-speed impact mill are employed.
The pigment dispersion is produced by dispersing a pigment in an organic solvent using a disperser.

Next, the example of the manufacturing method of the color filter using the thermosetting coloring composition of this invention is shown.
(Color filter manufacturing method)
In the method for producing a color filter of the present invention, a colorant, a polymer, a thermosetting monomer are contained in a recess defined by a light-shielding partition on a substrate, and the thermosetting monomer contains an epoxy resin and a melamine compound. The thermosetting coloring composition is applied with droplets by an ink jet method to form a colored region, and at least a step of heating and thermosetting the formed colored region is provided.

The color of the colored region is not limited, but four colors of red (R), green (G), blue (B), and black matrix (BM) are more preferable.
In the method for producing a color filter of the present invention, the composition using the thermosetting coloring composition for a color filter of the present invention including the melamine resin and the epoxy resin according to the present invention described in particular as the thermosetting coloring composition. desirable. Since it is set as the structure using the coloring composition of this invention, the produced color filter is excellent in water resistance, heat resistance, etc. while being excellent in chemical resistance.
In the ink jet method, a method in which charged ink is continuously ejected and controlled by an electric field, a method in which ink is ejected intermittently using a piezoelectric element, and a firing when ink is heated are ejected intermittently. The method can be selected from known methods.

  After forming a colored region as described above, drying (pre-baking) is performed, and then the colored region formed by heating is thermally cured to form a colored pixel. Therefore, thermosetting can be performed on a substrate on which a colored region is formed by using a hot plate, a convection oven (hot air dryer), or the like.

The temperature and time for drying the colored region depend on the composition of the thermosetting coloring composition and the thickness of the formed colored region, but are preferably dried for 10 minutes or more in a temperature range of 60 to 150 ° C. . Furthermore, it is more preferable to dry in the temperature range of 90-120 degreeC.
The temperature and time for thermosetting the colored region are dependent on the composition of the thermosetting coloring composition and the thickness of the formed colored region, but may be heated at a temperature range of 180 to 270 ° C. for 30 minutes or more. preferable. Furthermore, it is more preferable to heat in the temperature range of 230-270 degreeC.

  The thickness of the colored pixel after thermosetting is preferably 0.5 to 3.0 μm, and more preferably 1.0 to 2.5 μm. In addition, as the substrate used for the production of the color filter, usually, a transparent substrate such as soda glass, non-alkali glass, borosilicate glass or quartz glass, or a semiconductor substrate such as silicon or potassium arsenic is used. In particular, it is not limited to these.

Example 1
<< Preparation of thermosetting coloring composition >>
12 parts by weight of a mixture of Pigment Red 177, Pigment Red 254, and Pigment Yellow 150 (60/20/20) as pigments, and PB821 (manufactured by Ajinomoto Fine Techno Co., Ltd., 10% by mass with γ-butyrolactone) 4.8 parts by weight used after dilution) After synthesizing methacrylic acid, benzyl methacrylate, and tricyclodecanyl methacrylate as polymers, an acrylic polymer (40% by mass, hereinafter referred to as polymer A) to which glycidyl methacrylate was added After mixing 0.9 parts by weight, 81 parts by weight of γ-butyrolactone (hereinafter referred to as γ-BL) as a solvent and 1.3 parts by weight of propylene glycol monomethyl ether acetate, a mill type disperser filled with zirconia beads is used. To obtain a pigment dispersion.

  Next, with respect to 100 parts by weight of this pigment dispersion, 17.2 parts by weight of polymer A and Nikalac MW100LM as a reactive monomer (methylated melamine resin manufactured by Sanwa Chemical Co., Ltd., diluted to 50% by mass with γ-BL) 7.8 parts by weight) and bisphenoxyethanol full orange glycidyl ether (Ossol EG, OGSOL EG, diluted to 50% by mass with γ-BL, hereinafter referred to as OGSOL EG) 7.8 A thermosetting coloring composition was prepared by mixing 0.7 parts by weight of BYK333 (manufactured by Big Chemie Japan Co., Ltd.) as a surfactant and 21 parts by weight of γ-BL as a solvent.

Example 2
In Example 1, the thermosetting coloring composition was changed in the same manner as in Example 1 except that Nicarak MW100LM was changed to 3.1 parts by weight and Ogsol EG was changed to 12.4 parts by weight. Produced.

Example 3
In Example 1, 25 parts by weight of the polymer A in the colored composition, 1.9 parts by weight of Nicarak MW100LM, 0 parts by weight of Ogsol EG7.5, and 19.5 parts by weight of γ-BL were changed, A thermosetting coloring composition was produced in the same manner as in Example 1.

Example 4
In Example 1, 9.4 parts by weight of the polymer A in the colored composition, 4.4 parts by weight of Nicarak MW100LM, 17.4 parts by weight of Ogsol EG, and 22.6 parts by weight of γ-BL were changed. A thermosetting coloring composition was produced in the same manner as in Example 1 except that.

Example 5
In Example 1, a thermosetting colored composition was prepared in the same manner as in Example 1 except that Ogsol EG in the colored composition was changed to Ogsol PG-100 (manufactured by Osaka Gas Chemical Co., Ltd.). .

Example 6
In Example 1, a thermosetting coloring composition was produced in the same manner as in Example 1 except that Ogsol EG in the colored composition was changed to Ogsol EG-210 (Osaka Gas Chemical Co., Ltd.). .

Example 7
In Example 1, 32.8 parts by weight of the polymer A in the colored composition, 0.6 parts by weight of Nicarak MW100LM, 2.5 parts by weight of Ogsol EG, and 17.9 parts by weight of γ-BL were changed. A thermosetting coloring composition was produced in the same manner as in Example 1 except that.

Example 8
In Example 1, the polymer A in the coloring composition was changed to 16.6 parts by weight, Nicalac MW100LM, 5.6 parts by weight, Ogsol EG, 22.4 parts by weight, and γ-BL, 24.1 parts by weight. Surprisingly, a thermosetting coloring composition was produced in the same manner as in Example 1.

Comparative Example 1
A thermosetting coloring composition was prepared in the same manner as in Example 1 except that Nicarak MW100LM in the coloring composition was changed to 0 part by weight and Ogsol EG was changed to 15.6 parts by weight.

Comparative Example 2
In Example 1, a thermosetting coloring composition was prepared in the same manner as in Example 1 except that 15.6 parts by weight of Nicarak MW100LM and 0 part by weight of Ogsol EG were changed in the coloring composition.

(Evaluation)
The following evaluation was performed about the thermosetting coloring composition obtained by the Example and the comparative example. The evaluation results are shown in Tables 1 and 2 below.
(Evaluation methods)
A chemical-resistant thermosetting coloring composition is spin coated (Mikasa Co., Ltd., 1H) on a non-alkali glass (Nippon Electric Glass Co., Ltd., OA10: 50 mm x 70 mm, thickness 0.7 mm) substrate surface. -D2 type | mold), Then, it heat-dried for 10 minutes within 90 degreeC inert oven (The product made from Davyespec Co., Ltd., PERFECTOVEN PV-210), and formed the coating film with a film thickness of 1.5 micrometers. Thereafter, heating (post-baking) was performed for 30 minutes in an inert oven (manufactured by Davai Speck Co., Ltd., HIGHTEMPONEN PV-110) at 230 ° C., and a film of a thermosetting coloring composition was produced on the substrate.

  Next, the chromaticity of the substrate produced as described above was measured with a microspectroscope (manufactured by Otsuka Electronics Co., Ltd., “MCPD-2000”).

  The substrate prepared above was immersed in NMP and allowed to stand for 30 minutes, then the substrate was taken out and the chromaticity was measured again with a microspectroscope (manufactured by Otsuka Electronics Co., Ltd., “MCPD-2000”). Further, the substrate was heated in an inert oven at 230 ° C. (HIBATEMPEN PV-110, manufactured by Davai Speck Co., Ltd.) for 30 minutes, and the substrate was measured with a microspectroscope (manufactured by Otsuka Electronics Co., Ltd., “MCPD-2000”). .

  The chromaticities measured above were compared, and the color difference was calculated with a microspectrophotometer (manufactured by Otsuka Electronics Co., Ltd., “MCPD-2000”).

Evaluation Criteria A: Almost no change in chromaticity before immersion (ΔE <3)
○: slight change in chromaticity before immersion (3 ≦ ΔE <5)
Δ: Large change in chromaticity before immersion (5 ≦ ΔE <7)
X: The chromaticity change from before immersion was remarkably large (ΔE> 7).

Water resistance, heat resistance A thermosetting coloring composition is formed on a non-alkali glass (Nippon Electric Glass Co., Ltd., OA10: 50 mm × 70 mm, thickness 0.7 mm) substrate surface by a spin coater (Mikasa Co., Ltd.). 1H-D2 type) and then dried by heating in a 90 ° C inert oven (Derby Espec Co., Ltd., PERFECTOVEN PV-210) for 10 minutes to form a 1.5 μm thick coating film did. Thereafter, heating (post-baking) was performed for 30 minutes in an inert oven (manufactured by Davai Speck Co., Ltd., HIGHTEMPONEN PV-110) at 230 ° C., and a film of a thermosetting coloring composition was produced on the substrate.

  The substrate prepared above was left in a PCT apparatus (HAST CHAMBER EHS-221MD ESPEC, manufactured by Naito Densei Kogyo Co., Ltd.) at a temperature of 120 ° C. for 3 hours or 24 hours, and then an optical microscope (Olympus Sales Co., Ltd.). The film surface was observed using BH3-MJL (manufactured) and XD200 manufactured by KS Olympus Corporation.

Evaluation criteria A: There was almost no change on the film surface.
○: There was a slight change on the film surface.
(Triangle | delta): The film | membrane surface has changed a lot.
X: The film surface changed significantly.

Claims (5)

A thermosetting coloring composition for a color filter for producing a color filter substrate by an inkjet method, wherein the thermosetting coloring composition for a color filter is at least (A) a colorant, (B) a polymer, (C A thermosetting coloring composition for a color filter, comprising: a) a thermosetting monomer and (D) an organic solvent, and (C) the thermosetting monomer containing an epoxy resin having a fluorene structure and a melamine compound. object. The thermosetting coloring composition for a color filter according to claim 1, wherein the epoxy resin having a fluorene structure is a fluorene structure-containing bifunctional monomer represented by the following general formula (1).

(R ₁ represents an oxygen atom or —ORO—, where R represents an alkyl group having 4 or less carbon atoms.) The thermosetting coloring composition for a color filter according to claim 1 or 2, wherein the melamine compound is a melamine resin represented by the following general formula (2).

(R ₂ represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or —ROR—.) The thermosetting coloring composition for a color filter according to any one of claims 1 to 3, wherein the (C) thermosetting monomer is contained in an amount of 10 to 60% by mass based on the total solid content of the ink. . The content of the fluorene structure-containing bifunctional monomer in the (C) thermosetting monomer is 50 to 90% by mass, and the content of the melamine resin is 10 to 50% by mass, The thermosetting coloring composition for color filters according to any one of claims 1 to 4.