Liquid crystal alignment treatment agent, liquid crystal alignment film, and liquid crystal display element
A liquid crystal alignment film, a technology for liquid crystal alignment, applied in liquid crystal materials, chemical instruments and methods, instruments, etc., can solve problems such as poor representation and reduced contrast
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[0302] Although an Example is given below and this invention is demonstrated more concretely, it is not limited to them.
[0303] Abbreviations used in Synthesis Examples, Examples, and Comparative Examples are as follows.
[0304] (specific compound)
[0305] S1: Phosphotungstic acid (manufactured by Nippon Shinkoku Co., Ltd.)
[0306] S2: Phosphomolybdic acid (12 molybdenum (IV) phosphoric acid n-hydrate) (manufactured by Kanto Chemical Co., Ltd.)
[0307] (Specific diamine compound (1))
[0308]A1: a diamine compound represented by the following formula [A1]
[0309] A2: Diamine compound represented by the following formula [A2]
[0310]
[0311] (Specific diamine compound (2))
[0312] B1: 1,3-diamino-4-[4-(trans-4-n-heptylcyclohexyl)phenoxy]benzene
[0313] B2: 1,3-diamino-5-[4-(trans-4-n-heptylcyclohexyl)phenoxymethyl]benzene
[0314] B3: 1,3-Diamino-4-{4-[trans-4-(trans-4-n-pentylcyclohexyl)cyclohexyl]phenoxy}benzene
[0315] B4: Diamine compound represented ...
Synthetic example 1
[0355] Mix D4 (9.65g, 32.1mmol), B5 (1.36g, 3.61mmol) and C1 (3.52g, 32.6mmol) in NMP (30.5g), react at 40°C for 6 hours, add D1 (0.70g, 3.57mmol) and NMP (15.2g) were reacted at 40 degreeC for 6 hours, and the polyamic-acid solution whose resin solid content concentration was 25 mass % was obtained.
[0356] After adding NMP to the obtained polyamic-acid solution (30.0g) and diluting to 6 mass %, acetic anhydride (3.90g) and pyridine (2.40g) were added as an imidization catalyst, and it was made to react at 70 degreeC for 4 hours. This reaction solution was poured into methanol (460 ml), and the obtained precipitate was collected by filtration. This deposit was wash|cleaned with methanol, and it dried under reduced pressure at 100 degreeC, and obtained the polyimide powder (1). The imidization rate of this polyimide was 85%, the number average molecular weight was 19,800, and the weight average molecular weight was 51,800.
Synthetic example 2
[0358] D2 (5.95g, 23.8mmol), B3 (4.47g, 10.3mmol), C1 (1.49g, 13.8mmol) and C3 (2.10g, 10.3mmol) were mixed in NEP (32.0g) and reacted at 80°C for 5 After one hour, D1 (2.00g, 10.2mmol) and NEP (16.0g) were added, it was made to react at 40 degreeC for 6 hours, and the polyamic-acid solution (2) whose resin solid content concentration was 25 mass % was obtained. The number average molecular weight of this polyamic acid was 20,200, and the weight average molecular weight was 68,300.
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