JPH10204126A - Resin composition for color filter protection film and cured item thereof - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a resin compsn. for color filter protection films which is excellent in heat resistance and aging stability and forms a coating film excellent in smoothing the difference in level of a color filter by compounding a bisallylnadimide compd. with a diluent. SOLUTION: This compsn. contains a bisallylnadimide compd. (A) and a diluent (B). Compds. represented by formulas I to IV are examples of ingredient A. Any org. solvent compatible with ingredient A can be used as diluent B, though one having a b.p. (atmospheric pressure) of 120-300 deg.C is pref. Examples of diluent B are ethylene glycol monoethyl ether acetate, ethylene glycol isopropyl ether, and diethylene glycol monoethyl ether. The compsn. can be prepd. by mixing both ingredients, if necessary after heating, and may further contain usual additives.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a thermosetting resin composition for a color filter protective film having excellent heat resistance.

[0002]

2. Description of the Related Art A protective film is usually applied on the surface of a color filter by printing or spin coating for the purpose of smoothing the level difference of the color filter and protecting the color filter from chemical treatment or heating in a later process. Is done. Currently, acrylic resin,
A urethane-based resin or an epoxy-based resin is used.

[0003]

The acrylic resin or urethane resin is limited in the processing steps after film formation due to its low heat resistance and poor chemical resistance.
Epoxy resins have a certain degree of heat resistance, but are not yet sufficient. In addition, there is a problem in stability over time because a curing agent for epoxy resin is used. An object of the present invention is to provide a resin composition for a color filter protective film which is excellent in heat resistance and stability over time, and whose coating film is excellent in smoothing out steps of a color filter, and a cured product thereof.

[0004]

Means for Solving the Problems The present inventors have made intensive studies to solve the above-mentioned problems, and as a result, have reached the present invention. That is, the present invention provides: 1) a resin composition for a color filter protective film, which comprises a bisallylnadiimide compound (A) and a diluent (B); 2) a diluent (B) having a boiling point ( Normal pressure) is 120-300
The present invention relates to a resin composition for a color filter protective film according to the above item 1), which is an organic solvent at a temperature of 0 ° C. 3) A cured product of the resin composition according to the item 1) or 2).

Hereinafter, each component of the resin composition of the present invention will be described. Specific examples of the bisallylnaimide compound (A) include, for example,

[0006]

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[0007]

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[0008]

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[0009]

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And the like.

As the diluent (B), any organic solvent compatible with the component (A) can be used, but an organic solvent having a boiling point (normal pressure) in the range of 120 to 300 ° C. is preferable. Examples of such organic solvents include ethylene glycol monoethyl ether acetate, ethylene glycol isopropyl ether, ethylene glycol monobutyl ether, ethylene glycol monobutyl ether acetate, ethylene glycol monophenyl ether, ethylene glycol monophenyl ether acetate, ethylene glycol diacetate, Diethylene glycol monoethyl ether, carbitol acetate,
Propylene glycol monomethyl ether acetate and the like can be mentioned. The resin composition of the present invention comprises (A)
And the component (B) can be prepared by heating and mixing as necessary.

The composition of the present invention includes a filler, a coloring pigment, a leveling agent, a defoaming agent, an antioxidant, a silane coupling agent, an amino resin, an epoxy resin, which are usually added to a resin composition for a color filter protective film. Resins, epoxy (meth) acrylate, poly (meth) acrylate monomers and the like can be added.

Next, a method for using the resin composition of the present invention will be described. In advance, a photosensitive composition composed of a natural polymer such as gelatin, glue, or a synthetic polymer such as an acrylic resin is applied on a glass or a substrate such as a solid-state imaging device by a method such as spin coating, patterned, and dyed. The resin composition of the present invention is applied onto the color filter formed by the above method by a method such as spin coating, and the solvent is dried at room temperature to 100 ° C, and then dried at 200 to 250 ° C.
The color filter having a protective film (cured film) can be obtained by curing over time. The film obtained from the resin composition of the present invention is particularly suitable as a protective film for a color filter used in a color video camera, a liquid crystal color display and the like.

[0014]

EXAMPLES Hereinafter, the present invention will be described more specifically with reference to examples. Examples 1 to 3 and Comparative Example 1 The present invention and a comparative resin composition for a color filter protective film were formulated according to the composition shown in Table 1 (numerical values are parts by weight), and spin-coated on a glass plate by spin coating. ~ 3 μm
, And dried at 70 ° C. for 5 minutes, and then thermally cured at 230 ° C. for 30 minutes to obtain a cured film. Various performance tests were performed on each of the obtained specimens. Table 1 shows the results.

(Heat resistance) The test piece was left at 250 ° C. for 1 hour, and the degree of coloring before and after the test was measured with a color difference meter (model: Macbeth C).
E-3000, manufactured by Colmorgen Co.)
The smaller the value, the less discoloration. (Adhesion) 1 m on the test piece according to JIS K5400
The peeling test was performed using cellophane tape by making 100 pieces of m-th grain. The state of peeling was evaluated by the following criteria.・ ・ ・: 100/100 with no peeling. Δ: 50/100 to 90/100. ×: 0/100 to 50/100. (Pencil hardness) Evaluation was performed according to JIS K5400. (Solvent resistance) The test piece was rubbed 50 times or more with a cotton wool soaked with acetone to observe the state of the film surface.・ ・ ・: There is no abnormality on the coating surface. Δ: The gloss of the coating film is slightly reduced. C: The coating film surface dissolves. (Storage stability) The composition prepared according to the composition shown in Table 1 was left at 40 ° C. for one month, and the state of the composition was observed. ○ ・ ・ ・ ・ No change at all. Δ: The viscosity is slightly increased. X: The viscosity increases and gels.

[0016]

Table 1 Example Comparative Example 1 2 3 1 * 5 <Composition> BANI-X * 1 165 130 BANI-M * 2 165 KAYARAD DOHA * 3 35 Phenol novolak (Softening point 83 ° C) 65 EPPN-201 * 4 100 2-methylimidazole 1 Propylene glycol monomethyl ether acetate 664 664 664 664 <Physical properties> Heat resistance (color difference value) 0.15 0.20 0.35 3.0 Adhesion ○ ○ ○ ○ Pencil hardness 4H 4H 5H 6H Solvent resistance ○ ○ ○ ○ Storage stability ○ ○ ○ ×

From the evaluation results shown in Table 1, the composition of the present invention was
The cured product is excellent in storage stability and excellent in heat resistance and solvent resistance, and sufficiently satisfies adhesiveness and pencil hardness.

Note) * 1 BANI-X: bisallylnadiimide compound manufactured by Maruzen Petrochemical Co., Ltd. It has the following structural formula.

[0019]

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* 2 BANI-M: bisallylnadiimide compound manufactured by Maruzen Petrochemical Co., Ltd. It has the following structural formula.

[0021]

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* 3 KAYARAD DPHA: a mixture of dipentaerythryl penta and hexaacrylate manufactured by Nippon Kayaku Co., Ltd. * 4 EPPN-201: a phenol novolak type epoxy resin manufactured by Nippon Kayaku Co., Ltd.

[0023]

The resin composition of the present invention has excellent storage stability, and the cured product has excellent heat-resistant coloring and adhesion.

Claims (3)

[Claims] 1. A resin composition for a color filter protective film, comprising a bisallylnadiimide compound (A) and a diluent (B). 2. The diluent (B) has a boiling point (normal pressure) of 120.
The resin composition for a color filter protective film according to claim 1, which is an organic solvent at a temperature of from 300 to 300 ° C. 3. A cured product of the resin composition according to claim 1 or 2.