Method for producing liquid crystal alignment film, liquid crystal alignment film, and liquid crystal display element
A technology of liquid crystal alignment film and manufacturing method, which is applied in the directions of instruments, optics, nonlinear optics, etc., can solve problems such as afterimage and insufficient screen burn-in characteristics, and achieve high photoreaction efficiency, less afterimage and less photoreaction residue
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Synthetic example 1
[0256]
[0257] The monomer (3) is synthesized according to the reaction formula (i).
[0258] 【Chemical 33】
[0259] Reaction formula (i)
[0260] Add 20 g (0.09 mol) of monomer (1) into 60 ml of dry ethanol, stir and reflux until all solids are dissolved, then stir and reflux for 2 hours. After the reaction, ethanol was distilled off under reduced pressure until only solids were deposited. A reaction solution containing about 50% by volume of dry ethanol was cooled at room temperature, and the precipitate was filtered and fractionated, and washed with ethanol to obtain the target monomer (2). Further, the solvent of the filtrate was distilled off under reduced pressure to obtain a mixture of isomers of the target product. Monomer (2) was obtained by recrystallizing this mixture of isomers from ethyl acetate. The yield was 10 g, and the yield was 35.2%.
[0261] In addition, the resulting monomer (2) 1 H-NMR with TMS(Si(CH 3 ) 4 ) as a reference substance, and carri...
Synthetic example 2
[0265]
[0266] The monomer (5) is synthesized according to the reaction formula (ii).
[0267] 【Chemical 34】
[0268] Reaction formula (ii)
[0269] Add a small amount of N,N'-dimethylformamide to the mixture of 4.8g (0.022 moles) of monomer (4) and 50ml of ethyl acetate. Next, 6 ml of thionyl chloride was added and stirred to reflux. After confirming that all the solids were dissolved, the mixture was stirred and refluxed for 1 hour. After completion of the reaction, the solvent and excess thionyl chloride were distilled off under reduced pressure. Purification by recrystallization of the product from ethyl acetate / hexanes afforded purified monomer (5). The yield was 3.5 g, and the yield was 62.4%. 1 The solvent for H-NMR was deuterated chloroform (CDCl 3 ).
[0270] 1 H-NMR (500MHz, CDCl 3 ,δppm)=6.72(d,J=15.7Hz,2H,-CH=CH-),7.65(S,4H,Ph),7.82(d,J=15.7Hz,2H,-CH=CH-).
[0271] (molecular weight determination)
[0272] The molecular weight measurement of a polya...
Synthetic example 3
[0273]
[0274] Add 1.49 g (4.5 mmol) of APHFP and 1.5 g of LiCl to 60 ml of dry NMP, and stir at room temperature until all the solids are dissolved. Thereafter, 0.12 g of chlorotrimethylsilane was added. A mixed solution of 0.31 g (0.9 mmol) of monomer (3) (0.9 mmol), 0.91 g (3.5 mmol) of monomer (5) and 5 ml of dry THF was dropped into the solution at room temperature, and the dropping funnel was rinsed with 2 ml of dry THF. , and stirred for 1 hour. Then, the reaction temperature was raised slowly, and stirred at 40° C. for another 3 hours. After the reaction, the reaction solution was poured into 800 ml of water, and the generated polymer was separated, filtered and fractionated, and washed with ethanol and acetone. Next, after drying the polymer, it was dissolved in NMP, and purified by reprecipitation with ethanol and chloroform, and then the precipitate was filtered and fractionated, and it was fully dried to obtain a polyamic acid with an Mn of 31,400 and a Mw of ...
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