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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

Active Publication Date: 2017-08-25
NISSAN CHEM IND LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

When conventional liquid crystal aligning agents such as Patent Document 2 are used, the burn-in characteristics are insufficient, and there is a problem of afterimages due to changes in liquid crystal alignment performance due to AC (alternating current) driving.

Method used

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  • Method for producing liquid crystal alignment film, liquid crystal alignment film, and liquid crystal display element
  • Method for producing liquid crystal alignment film, liquid crystal alignment film, and liquid crystal display element
  • Method for producing liquid crystal alignment film, liquid crystal alignment film, and liquid crystal display element

Examples

Experimental program
Comparison scheme
Effect test

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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Abstract

The present invention provides a method for producing a liquid crystal aligning film that enables efficient photo-alignment treatment, and a liquid crystal aligning film and a liquid crystal display element produced thereby. A film containing a polyimide precursor having a photoreactive group is formed on a substrate, and polarized ultraviolet rays are irradiated to the surface of the film while being heated to form a polymer containing a polyimide precursor on the substrate. constituted liquid crystal aligning film.

Description

technical field [0001] The present invention relates to a manufacturing method of a liquid crystal aligning film, a liquid crystal aligning film obtained by the manufacturing method, and a liquid crystal display element using the liquid crystal aligning film. Background technique [0002] Liquid crystal display elements are known as light-weight, thin, and low-power-consumption display devices, and have been used in large-scale television applications and the like in recent years, and have achieved remarkable development. A liquid crystal display element is comprised, for example by sandwiching a liquid crystal layer between a pair of transparent substrates equipped with electrodes. In addition, in a liquid crystal display element, an organic film made of an organic material is used as a liquid crystal alignment film to achieve a desired alignment state of liquid crystal between substrates. [0003] That is, the liquid crystal aligning film, as a component of the liquid cry...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): G02F1/1337
CPCG02F1/133723G02F1/133788C08G73/10C08L79/08G02F1/1337
Inventor 川月喜弘近藤瑞穗后藤耕平万代淳彦南悟志名木达哉
Owner NISSAN CHEM IND LTD
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