Radiation-sensitive resin composition for forming spacer, spacer, method for forming spacer, and liquid crystal display device
A technology of resin composition and spacer, which is applied in the direction of nonlinear optics, photosensitive material processing, photoplate process of pattern surface, etc. It can solve the problems of insufficient production, insufficient curing reaction, and difficulty in obtaining the size and shape of the spacer, etc. question
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[0290] Hereinafter, although an Example demonstrates this invention more concretely, unless the summary is exceeded, this invention is not limited to a following Example. In addition, unless otherwise specified, "%" and "part" are based on mass.
[0291] Synthesis of resin
[0292] As an example of (A) resin, the synthesis example of the compound P-4+St which added the structural unit derived from styrene to the said compound P-4 is shown below. However, the monomer ratio in Compound P-4 was changed from the monomer ratio shown above.
Synthetic example 1
[0294] 7.48 parts of 1-methoxy-2-propanol (trade name: MFG, manufactured by Nippon Emulsifier Co., Ltd.) was added to the reaction vessel in advance, and the temperature was raised to 90°C. 3.1 parts of styrene (St; w), tricyclopentenyl methacrylate (TCPD-M (trade name) manufactured by Hitachi Chemical Industry Co., Ltd.; x) 4.28 parts, methacrylic acid (MAA; y ) 11.7 parts, a mixed solution consisting of 2.08 parts of an azo polymerization initiator (manufactured by Wako Pure Chemical Industries, Ltd., V-601 (trade name)), and 55.2 parts of 1-methoxy-2-propanol. After the dropwise addition, it was reacted for 4 hours to obtain an acrylic resin solution.
[0295] Next, 0.15 parts of hydroquinone monomethyl ether and 0.34 parts of tetraethylammonium bromide were added to the above-mentioned acrylic resin solution, and then 26.4 parts of glycidyl methacrylate (GLM, manufactured by Tokyo Chemical Industry Co., Ltd.) was added dropwise over 2 hours. parts (GLM-MAA; z). After the...
Synthetic example 2
[0301] The synthesis of the above compound P-4 was carried out as follows. However, the monomer ratio in Compound P-4 was changed from the monomer ratio shown above.
[0302] Except that styrene was not used in Synthesis Example 1, the addition amounts of TCPD-M(x), methacrylic acid (y) and GLM-MAA(z) were changed so that x:y:z in Compound P-4 was 34mol%: 27mol%: 39mol%, synthesized by the same method as in Synthesis Example 1 to obtain a resin solution (solid content acid value: 72.5mgKOH / g) of compound P-4 ((A) resin) having an unsaturated group , Mw: 22,000, 1-methoxy-2-propanol / 1-methoxy-2-propyl acetate 45% solution).
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