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Liquid crystal aligning agent, polyorganosiloxane, liquid crystal aligning film, forming method thereof and liquid crystal display element

A technology of polyorganosiloxane and liquid crystal alignment agent, which is applied in liquid crystal materials, chemical instruments and methods, optical mechanical equipment, etc., can solve the problems of pretilt angle performance decline and pretilt angle instability, and achieve excellent stability

Active Publication Date: 2010-06-16
JSR CORPORATIOON
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in the past, the liquid crystal alignment film produced by photo-alignment method has an unstable pretilt angle. falling problem

Method used

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  • Liquid crystal aligning agent, polyorganosiloxane, liquid crystal aligning film, forming method thereof and liquid crystal display element
  • Liquid crystal aligning agent, polyorganosiloxane, liquid crystal aligning film, forming method thereof and liquid crystal display element
  • Liquid crystal aligning agent, polyorganosiloxane, liquid crystal aligning film, forming method thereof and liquid crystal display element

Examples

Experimental program
Comparison scheme
Effect test

Synthetic example E-1

[0298] In the reaction vessel equipped with stirrer, thermometer, dropping funnel and reflux condenser, add 2-(3,4-epoxycyclohexyl) ethyltrimethoxysilane 100.0g, methyl isobutyl ketone 500g and 10.0 g of triethylamine were mixed at room temperature. Then, after adding 100 g of deionized water dropwise through the dropping funnel over 30 minutes, it was allowed to react at 80° C. for 6 hours while mixing under reflux. After the reaction, the organic layer was taken out, washed with 0.2% by weight of ammonium nitrate aqueous solution until the water after washing was neutral, and the solvent and water were distilled off under reduced pressure to obtain polyorganosiloxane with epoxy groups. (EPS-1) viscous transparent liquid.

[0299] The polyorganosiloxane (EPS-1) with epoxy group is carried out 1 In the H-NMR analysis, a peak due to the epoxy group of theoretical intensity was obtained around chemical shift (δ) = 3.2 ppm, and it was confirmed that no side reaction of the epox...

Synthetic example C-1

[0303] A cinnamic acid derivative (2-4-1) was synthesized according to Scheme 1 below.

[0304]

[0305] Synthetic route 1

[0306] Add 91.3g methyl 4-hydroxybenzoate, 182.4g potassium carbonate and 320ml N-methyl-2-pyrrolidone to a 1L eggplant-shaped flask, stir at room temperature for 1 hour, then add 99.7g 1-bromopentane , stirred at 100°C for 5 hours. After the reaction was completed, reprecipitation was performed with water. Then, 48 g of sodium hydroxide and 400 ml of water were added to the precipitate, and the hydrolysis reaction was carried out by refluxing for 3 hours. After completion of the reaction, it was neutralized with hydrochloric acid, and the resulting precipitate was recrystallized with ethanol to obtain 102 g of white crystals of compound (2-4-1-1).

[0307] 10.41 g of this compound (2-4-1-1) was taken into a reaction vessel, 100 ml of thionyl chloride and 77 μL of N,N-dimethylformamide were added thereto, and stirred at 80° C. for 1 hour. Then, thio...

Synthetic example C-2

[0310] In the above Synthesis Example C-1, except that 110.9 g of 1-iodo-4,4,4-trifluorobutane was used instead of 1-bromopentane, 9.2 g of the following was obtained in the same manner as in Synthesis Example C-1. A white crystal of a compound represented by formula (2-4-2) (cinnamic acid derivative (2-4-2)).

[0311]

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Abstract

The present invention relates to a liquid crystal aligning agent, polyorganosiloxane, a liquid crystal aligning film, a forming method thereof and a liquid crystal display element. The present invention provides the liquid crystal aligning agent which can form the liquid crystal aligning film that can generate a pretilt angle with long time stability through an optical aligning method. The liquid crystal aligning agent comprises radiation-sensitive linear polyorganosiloxane which is prepared through the reaction of the following components: specific polyorgansiloxane with epoxy radical; (A) cinnamic acid derivative; and (B) a specific compound with a radiation-sensitive structure that is preferably selected from: acetophenone structure, benzophenone structure, anthraquinone structure, biphenyl structure, carbazole structure, nitro-aryl structure, fluorenes structure, naphthalene structure, anthracene structure, acridine structure and indole structure.

Description

technical field [0001] The invention relates to a liquid crystal aligning agent, polyorganosiloxane, a liquid crystal aligning film, a forming method thereof and a liquid crystal display element. Background technique [0002] So far, it is known that a nematic liquid crystal having positive dielectric anisotropy is sandwiched between substrates with transparent electrodes having a liquid crystal alignment film, and the long axes of liquid crystal molecules are continuously twisted between the substrates as required. Liquid crystals of various liquid crystal cells such as TN (twisted nematic) and STN (super twisted nematic) of 0 to 360°, and IPS (in-plane switching) type in which the long axes of liquid crystal molecules are aligned in the horizontal direction with respect to the substrate Display elements (refer to Patent Documents 1 to 4). [0003] In such a liquid crystal cell, as a means of aligning liquid crystals, an organic film is conventionally formed on the surface...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K19/56G02F1/1337G03F7/031
CPCC09K19/56C08L83/04
Inventor 秋池利之中田正一吉泽纯司
Owner JSR CORPORATIOON
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