Liquid crystal aligning agent, liquid crystal alignment film, and liquid crystal display element
A technology of liquid crystal aligning agent and organic solvent, which is applied in the direction of liquid crystal materials, optics, instruments, etc., can solve the problems of liquid crystal display element characteristics degradation, peeling off, and yield decline, and achieve a small reduction in voltage retention rate, less film scrapping, The effect of high reliability
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[0133] Examples (synthesis examples) and comparative examples are described below to describe the present invention in more detail, but the present invention should not be construed as being limited thereto.
Synthetic example 1~14
[0134]
[0135] Abbreviations used in these Examples (Synthesis Examples) and Comparative Examples are as follows. In addition, the measurement of the molecular weight of a polyimide, and the measurement of an imidization ratio were performed by the following method.
[0136]
[0137] A-1: 4-dicarboxylic acid-1,2,3,4-tetrahydro-1-naphthalene succinic dianhydride
[0138] A-2: 1,2,3,4-cyclobutanetetracarboxylic dianhydride
[0139] A-3: Pyromellitic dianhydride
[0140] A-4: Bicyclo[3,3,0]octane-2,4,6,8-tetracarboxylic dianhydride
[0141] A-5: 2,3,5-tricarboxycyclopentylacetic acid-1,4:2,3-dianhydride
[0142]
[0143]
[0144] B-2: 1,3-diamino-4-octadecyloxybenzene
[0145] B-4: p-Phenylenediamine
[0146] B-5: 4-{4-(4-pentylcyclohexyl)phenoxy}-1,3-diaminobenzene
[0147] B-8: 4,4'-Diaminodiphenylmethane
[0148] B-13: 3,5-Diaminobenzoic acid
[0149] B-14: m-phenylenediamine
[0150] B-15: a diamine compound represented by the following formula B-15
[015...
Synthetic example 1
[0174] Mix A-4 (13.5g, 54mmol), B-4 (5.4g, 50mmol) and B-5 (8.2g, 22mmol) in NMP (80.1g), after reacting at 40°C for 3 hours, add A-2 (3.3g, 17mmol) and NMP (41.8g) were reacted at 40° C. for 3 hours to obtain a polyamic acid solution. After adding NMP to this polyamic-acid solution (104.2g) and diluting to 6 mass %, acetic anhydride (12.5g) and pyridine (9.7g) were added as an imidation catalyst, and it was made to react at 80 degreeC for 3 hours. This reaction solution was poured into methanol (1300 ml), and the resulting precipitate was separated by filtration. This deposit was wash|cleaned with methanol, and it dried under reduced pressure at 100 degreeC, and obtained the polyimide powder (A). The imidization rate of this polyimide was 55%, the number average molecular weight was 19100, and the weight average molecular weight was 54300.
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