Liquid crystal aligning agent, liquid crystal alignment layer, liquid crystal display device and polyorganosilioxane compound

A polyorganosiloxane, liquid crystal aligning agent technology, applied in liquid crystal materials, chemical instruments and methods, instruments and other directions, can solve the problem of poor image sticking characteristics, can not fully meet the voltage retention rate, pretilt angle change with time, stability of printing and other problems, to achieve the effect of excellent afterimage characteristics and good stability over time.

Active Publication Date: 2015-04-01
JSR CORPORATIOON
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] However, the liquid crystal aligning film formed by the photo-alignment method using the existing liquid crystal aligning agent has poor image sticking characteristics, and as a liquid crystal display element, it cannot fully satisfy the required voltage retention rate and the randomness of the pretilt angle in practical aspects. Characteristics such as stability over time and printability

Method used

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  • Liquid crystal aligning agent, liquid crystal alignment layer, liquid crystal display device and polyorganosilioxane compound
  • Liquid crystal aligning agent, liquid crystal alignment layer, liquid crystal display device and polyorganosilioxane compound
  • Liquid crystal aligning agent, liquid crystal alignment layer, liquid crystal display device and polyorganosilioxane compound

Examples

Experimental program
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Embodiment

[0348] Hereinafter, although this invention is demonstrated in detail based on an Example, this invention is not limitedly interpreted by description of this Example.

[0349] In addition, the synthesis of raw material compounds and polymers in the synthesis routes shown in the following synthesis examples was repeated as necessary to ensure the required amounts of raw material compounds and polymers used in the following examples. The epoxy equivalent is measured according to the "hydrochloric acid-methyl ethyl ketone method" of JIS C2105.

[0350] The solution viscosity (mPa·s) was measured at 25° C. using an E-type rotational viscometer for a solution in which the polymer concentration of the polymer solution was adjusted to 10% by mass in each synthesis example.

[0351]

Synthetic example 1

[0353] In the reaction vessel with stirrer, thermometer, dropping funnel and reflux condenser, add 100.0g of 2-(3,4-epoxycyclohexyl) ethyl trimethoxysilane, 500g methyl isobutyl ketone and 10.0 g of triethylamine and mixed at room temperature. Next, 100 g of deionized water was dropped from the dropping funnel over 30 minutes, mixed under reflux, and reacted at 80° C. for 6 hours. After the reaction, the organic layer was taken out, washed with 0.2% by mass of ammonium nitrate aqueous solution until the washed water was neutral, and then the solvent and water were distilled off under reduced pressure to obtain a viscous transparent liquid having epoxy groups. organosiloxane.

[0354] The polyorganosiloxane with epoxy group is carried out 1 As a result of H-NMR analysis, an epoxy group-based peak with the same theoretical intensity was obtained around chemical shift (δ) = 3.2 ppm, thereby confirming that there was no side reaction in which epoxy groups were generated during t...

Synthetic example 2

[0358] The cinnamic acid derivative (A-1) was synthesized according to the following synthetic route.

[0359]

[0360] In a 1L eggplant-shaped flask, add 91.3g of methyl 4-hydroxybenzoate, 182.4g of potassium carbonate and 320mL of NMP, and stir at room temperature for 1 hour, then add 157.1g of 1-iodo-4,4, 4-Trifluorobutane, stirred at 100°C for 5 hours. After the reaction was completed, reprecipitation was performed with water. Next, 48 g of sodium hydroxide and 400 mL of water were added to the precipitate, and the mixture was refluxed for 3 hours to perform a hydrolysis reaction. After completion of the reaction, it was neutralized with hydrochloric acid, and the resulting precipitate was recrystallized with ethanol to obtain 110 g of white crystals of compound (A-1-1).

[0361] 12.41 g of compound (A-1-1) was weighed in a reaction vessel, and 100 mL of thionyl chloride and 77 μL of N,N-dimethylformamide were added thereto, and stirred at 80° C. for 1 hour. Next, th...

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Abstract

The invention relates to a liquid crystal aligning agent, a liquid crystal alignment layer, a liquid crystal display device and a polyorganosilioxane compound. The liquid crystal display device has excellent ghost shadow performance, stable pre-tilt angle varying with time, and good printing performance and satisfies required voltage maintenance rate. The liquid crystal aligning agent contains (A) a polyorganosilioxane compound which contains at least one component selected from a polysiloxane having a structure represented by formula (1), a hydrolysate thereof, and condensate of the hydrolysate, and a group capable of forming a covalent bond with a monovalent organic group having a epoxy radical, and at least more than two cinnamic acid derivatives with cinnamic acid structure.

Description

technical field [0001] The present invention relates to a liquid crystal aligning agent suitable as a material for forming an alignment film of a liquid crystal display element, a liquid crystal aligning film formed from the liquid crystal aligning agent, a liquid crystal display element equipped with the liquid crystal aligning film, and the liquid crystal aligning agent that can be applied polyorganosiloxane compounds. Background technique [0002] Liquid crystal display elements have the advantages of low power consumption, easy miniaturization and planarization, etc., so they can be widely used from small liquid crystal display devices such as mobile phones to large-screen liquid crystal display devices such as liquid crystal televisions. [0003] As a display method of a liquid crystal display device, for example, Patent Documents 1 to 4 have disclosed that according to changes in the orientation state of liquid crystal molecules, there are twisted nematic (TN type), su...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09K19/56G02F1/1337C08G77/38
CPCC08G77/04C08K5/12C08L79/08C08L83/04C09K19/56G02F1/1337
Inventor 大场佑树中田正一铃木敬一秋池利之
Owner JSR CORPORATIOON
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