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Liquid crystal aligning agent and method for forming liquid crystal alignment films

A technology of liquid crystal alignment agent and polymer, which is applied in the directions of instruments, optics, nonlinear optics, etc., and can solve problems such as thermal decomposition of side chains that cannot be ruled out

Active Publication Date: 2011-03-23
JSR CORPORATIOON
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] In addition, the liquid crystal alignment film produced by the photo-alignment method has a photosensitive site in the side chain of the polymer as the main component. Possibility of thermal decomposition during heating in the process (especially during post-baking), so it becomes a problem

Method used

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  • Liquid crystal aligning agent and method for forming liquid crystal alignment films
  • Liquid crystal aligning agent and method for forming liquid crystal alignment films
  • Liquid crystal aligning agent and method for forming liquid crystal alignment films

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0134] Example 1 (synthesis of compound (3A-1))

[0135] Compound (3A-1) was synthesized according to the following Synthetic Scheme 1.

[0136]

[0137] Synthetic route 1

[0138] (Synthesis of compound (3A-1a))

[0139] In a 1L eggplant-shaped flask with a reflux condenser, a nitrogen inlet tube and a Dean-Stark tube, add 72g of decylsuccinic anhydride, 49g of 4-aminocinnamic acid, 70mL of triethylamine, 500mL of toluene and 200mL of tetrahydrofuran, and reflux for 36 hours for the reaction. After the reaction, the reaction mixture was washed with dilute hydrochloric acid and water in sequence, and the organic layer was dried with magnesium sulfate, concentrated, and recrystallized from a mixed solvent of ethanol and tetrahydrofuran to obtain 72 g of white crystals of compound (3A-1a) (purity 99%).

[0140] (Synthesis of compound (3A-1b))

[0141] In a 500mL three-neck flask with a nitrogen inlet tube and a thermometer, add 19g of compound (3A-1a), 11g of 3,5-dinitr...

Embodiment 2

[0144] Example 2 (synthesis of compound (3A-2))

[0145] Compound (3A-2) was synthesized according to Synthetic Scheme 2 below.

[0146]

[0147] Synthetic route 2

[0148] (Synthesis of compound (3A-2a))

[0149] Into a 200 mL eggplant-shaped flask equipped with a reflux condenser, 19 g of compound (3A-1a), 0.1 g of N,N-dimethylformamide and 100 mL of thionyl chloride were added, and reacted at 80° C. for 1 hour. After the reaction was over, after distilling off thionyl chloride from the reaction mixture under reduced pressure, 200 mL of dichloromethane was added to the residue, the organic layer was washed with water, and after drying with magnesium sulfate, dichloromethane was distilled off under reduced pressure, and 200 mL of tetrahydrofuran (THF) was added. This was referred to as "reaction solution 1").

[0150] On the other hand, 9.2 g of 2,4-dinitrophenol, 14 g of potassium carbonate, 0.48 g of tetrabutylammonium, and 100 mL of water were added to a 500 mL thr...

Embodiment 3

[0153] Embodiment 3 (synthesis of compound (3B-1))

[0154] Compound (3B-1) was synthesized according to the following Synthetic Scheme 3.

[0155]

[0156] Synthetic route 3

[0157] (Synthesis of compound (3B-1a))

[0158] In a 2L eggplant-shaped flask with a reflux condenser, add 198g of 1,2,4-cyclohexanetrianhydride, 500mL of thionyl chloride and 2mL of N,N-dimethylformamide, and reflux at 80°C The reaction was carried out for 1 hour. After the reaction, thionyl chloride was distilled off under reduced pressure, dichloromethane was added to the residue, the organic layer was washed successively with saturated aqueous sodium bicarbonate and water, dried over magnesium sulfate, concentrated, dried and solidified, and then 500 mL of tetrahydrofuran was added.

[0159] On the other hand, in a 3L three-neck flask equipped with a dropping funnel, a thermometer and a nitrogen inlet tube, add 178g of 4,4-5,5,5-pentafluoropentanol, 160mL of pyridine and 1.5L of tetrahydrofu...

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Abstract

A liquid crystal aligning agent containing at least one polymer selected from the group consisting of polyamic acids, polyimides, and polyamic acid esters, said polymer having a group represented by general formula (1) or (2). In general formula (1), R1 and R2 are each independently hydrogen or a monovalent organic group, or R1 and R2 may be bonded to each other to form a ring; R3 is fluoro or cyano; a is an integer of 0 to 4; and * is a free valency, while in general formula (2), R4 is C1-40 alkyl or a C3-40 monovalent organic group containing an alicyclic group, with the proviso that the hydrogen atoms of the alkyl may be partially or completely replaced by fluorine atoms; R5 is fluoro or cyano; b is an integer of 0 to 4; and * is a free valency.

Description

technical field [0001] The present invention relates to a liquid crystal aligning agent, a method for producing a liquid crystal aligning film, and a liquid crystal display element. Background technique [0002] At present, there are known liquid crystal display elements having liquid crystal cells such as TN (twisted nematic) type, STN (super twisted nematic) type, and IPS (in-plane switching) type. These liquid crystal display elements will have a positive dielectric The anisotropic nematic liquid crystal forms a sandwich structure with a substrate with a transparent electrode having a liquid crystal alignment film. As required, the long axis of the liquid crystal molecule is continuously twisted by 0 to 360° between the substrates (Japanese Patent Laid-Open Show 56- 91277 and Japanese Patent Application Laid-Open No. 1-120528). [0003] In such a liquid crystal cell, since the liquid crystal molecules are aligned in a predetermined direction with respect to the substrate...

Claims

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Application Information

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IPC IPC(8): G02F1/1337C08G73/10
CPCC08L79/085G02F2001/133726C08G73/12G02F1/133726
Inventor 秋池利之
Owner JSR CORPORATIOON
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