Polymerizable compound with four-atomic-bridge keys and preparation method and application of polymerizable compound
A polymer compound, atomic bridge technology, applied in chemical instruments and methods, organic chemistry, liquid crystal materials, etc., can solve the problems of inability to achieve vertical alignment, no long chain ends, affecting vertical alignment effect, etc. Strong force and good thermal stability
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Embodiment 1
[0058]
[0059] 1) Add 400mL N,N-dimethylformamide, 100g p-iodobiphenol, and slowly add 16.2g sodium hydroxide to a 1000mL reaction flask, then raise the temperature to 50°C for 0.5 hours. Keeping this temperature, 57.6 g of iodomethane was added dropwise, followed by reaction for 5 hours. The reaction solution was poured into water, and a large amount of solids precipitated out. After filtration, the resulting solid was washed with water to neutrality, and dried to obtain 96g of 4-iodo-4'-methoxybiphenyl.
[0060]2) Add 30g of 4-iodo-4'-methoxybiphenyl, 31g of diethyl malonate, 93g of cesium carbonate, 1g of cuprous iodide and 600mL of tetrahydrofuran into a 1000mL reaction flask, and react at room temperature for 48 hours under nitrogen protection. Pour the reaction solution into water, adjust the pH value to neutral with dilute hydrochloric acid, extract with ethyl acetate, and perform column chromatography on the obtained organic layer after drying and rotary evaporati...
Embodiment 2
[0070]
[0071] In Example 1, 6-methoxy-2-naphthyl-acrylic acid was used instead of 4-hexyloxy-cinnamic acid, and the other process steps were the same as in Example 1 to prepare Compound Other I-7-1.
[0072] Ⅰ-7-1 1 H-NMR: 8.06(2H), 7.88(3H), 7.78(1H), 7.71(2H), 7.64(1H), 7.43(2H), 7.14(4H), 6.63(1H), 5.98(2H), 5.60 (2H), 4.43(4H), 3.89(3H), 3.65(1H), 1.89(6H).
[0073] Orientation performance tests show that compound Ⅰ-7-1 can be vertically oriented;
[0074] Thermal stability performance tests show that the pretilt angle after heat treatment is greater than 89.5°, indicating good thermal stability.
Embodiment 3
[0076]
[0077] In Example 1, 4-hexyloxyphenyl-cinnamic acid was used instead of 4-hexyloxy-cinnamic acid, and the other process steps were the same as in Example 1 to prepare compound I-9-1.
[0078] Ⅰ-9-1 1 H-NMR: 7.97(1H), 7.85(4H), 7,58(4H), 7.45(4H), 7.14(2H), 6.94(2H), 6,62(1H), 5.98(2H), 5.60( 2H), 4.40(4H), 3.98(2H), 3.65(1H), 1.89(6H), 1.75(2H), 1.48(2H), 1.36(2H), 1.24(2H), 0,91(3H).
[0079] Orientation performance tests show that compound Ⅰ-9-1 can be vertically oriented;
[0080] Thermal stability performance tests show that the pretilt angle after heat treatment is greater than 89.5°, indicating good thermal stability.
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