Liquid crystal-aligning agent, liquid crystal alignment film, and liquid crystal display element using same
A liquid crystal alignment film and liquid crystal alignment technology, applied in liquid crystal materials, instruments, organic chemistry, etc., can solve the problems of unreliable liquid crystal display elements, poor display of trailing line liquid crystal display elements, etc., and achieve excellent reliability, Excellent stability and the effect of suppressing the drop in voltage retention
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Embodiment 1
[0164] Synthesis of diamine compound (4)
[0165] 【chemical 18】
[0166]
[0167]At room temperature, add 3-methyl-3-oxetane ethanol (2) (14.95g, 146.4mmol), triethylamine (16.29g, 160.1mmol) and tetrahydrofuran into a four-necked flask replaced with nitrogen (150 ml), a solution of 3,5-dinitrobenzoyl chloride (1) (33.70 g, 146.2 mmol) in tetrahydrofuran (40 ml) was added dropwise while keeping the temperature below 15°C. After the reaction, the reaction liquid was poured into 1 L of pure water, and the obtained crystals were filtered and washed with pure water. After stirring and crystallizing in ethanol (200ml), the compound (3) (white crystal, 36.33g, yield 84%) was obtained after filtering and washing with ethanol.
[0168] 1 H-NMR (400MHz, CDCl 3 , δppm): 9.26 (1H, t, J=2.0Hz), 9.16 (1H, dd, J=1.2Hz), 4.63-4.50 (4H, m), 4.59 (2H, s), 1.47 (3H, s) .
[0169] In the presence of hydrogen, a mixture of compound (3) (30.00 g, 101 mmol) and 5% Pd—C (3 g) in tetrahydrof...
Embodiment 2
[0210] BODA (3.51 g, 14.0 mmol), PCH7DAB (0.89 g, 2.34 mmol), p-PDA (1.77 g, 16.4 mmol), diamine (4) (1.10 g, 4.66 mmol) were mixed in NMP (14.4 g) After reacting at 80°C for 5 hours, CBDA (1.84g, 9.38mmol) and NMP (12.3g) were added and reacted at 40°C for 6 hours to obtain a polyamic acid (A) solution ( Concentration 25.4% by mass). The polyamic acid had a number average molecular weight of 23,900 and a weight average molecular weight of 59,500.
Embodiment 3
[0212] After adding NMP to the solution (20.0 g) of polyamic acid (A) obtained in the same manner as in Example 2 and diluting it to a concentration of 6% by mass, acetic anhydride (2.48 g) and pyridine (1.90 g) were added as imidization catalysts. g), allowing it to react at 80°C for 4 hours. This reaction solution was poured into methanol (300 ml), and the generated precipitate was filtered. This deposit was washed with methanol, and it dried under reduced pressure at 100 degreeC, and obtained the polyimide (B) powder. The imidization rate of this polyimide was 53%, the number average molecular weight was 21300, and the weight average molecular weight was 51200.
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