Liquid crystal aligning agent, liquid crystal alignment film and liquid crystal display device

A technology of liquid crystal display element and liquid crystal alignment agent, which is applied in the field of liquid crystal alignment film, liquid crystal display element, liquid crystal alignment agent, and liquid crystal display element, and can solve problems such as poor residual characteristics

Active Publication Date: 2010-01-27
JSR CORPORATIOON
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, when using a liquid crystal aligning film formed of polyamic acid as a polyimide precursor, an imide polymer having a dehydration ring-closed structure, etc., to manufacture a liquid crystal display element , Even if

Method used

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  • Liquid crystal aligning agent, liquid crystal alignment film and liquid crystal display device
  • Liquid crystal aligning agent, liquid crystal alignment film and liquid crystal display device
  • Liquid crystal aligning agent, liquid crystal alignment film and liquid crystal display device

Examples

Experimental program
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Effect test

Embodiment

[0097] Hereinafter, although an Example demonstrates this invention concretely, this invention is not limited to these Examples. The imidization ratio, voltage retention ratio, and coatability of the imidized polymers in Examples and Comparative Examples were evaluated by the following methods.

[0098] [Measuring method of imidization rate of imidized polymer]

[0099] Put the solution of the imidized polymer into pure water, dry the obtained precipitate under reduced pressure at room temperature, dissolve it in deuterated dimethyl sulfoxide, and use tetramethylsilane as the reference substance, at room temperature determination 1 H-NMR is obtained by the following formula (ii).

[0100] Imidization rate (%) = (1-A 1 / A 2 ×α)×100--------(ii)

[0101] A 1 : Peak area of ​​protons derived from NH group (10ppm)

[0102] A 2 : Peak area from other protons

[0103] α: In the precursor of the polymer (polyamic acid), the ratio of the number of other protons to one proton o...

Synthetic example 1

[0109] 179.34 g (0.8 mol) of 2,3,5-tricarboxycyclopentylacetic dianhydride as tetracarboxylic dianhydride and 1,3,3a,4,5,9b-hexahydro-8-methyl-5 -(tetrahydro-2,5-dioxo-3-furyl)naphtho[1,2-c]furan-1,3-dione 62.86 g (0.2 mol), terephthalamide as a diamine compound Amine 82.46g (0.7625 mol), bisaminopropyl tetramethyldisiloxane 24.85g (0.1 mol), 4,4'-diaminodiphenylmethane 19.83g (0.1 mol) and 4-(4'- 13.15 g (0.03 mol) of trifluoromethoxybenzoyloxy)cyclohexyl-3,5-diaminobenzoate and 1.40 g (0.015 mol) of aniline as a monoamine were dissolved in 1,550 g of N-methyl - In 2-pyrrolidone, react at 60° C. for 6 hours to obtain a polyamic acid solution with a solution viscosity of 60 mPa·s. 1,920 g of N-methyl-2-pyrrolidone was dissolved in the obtained polyamic acid, 237.4 g of pyridine and 306.4 g of acetic anhydride were added, and dehydration ring closure was performed at 110° C. for 4 hours. After the imidization reaction, the solvent in the system is replaced with a new N-methyl...

Synthetic example 2

[0111] 112.09 g (0.50 moles) of 2,3,5-tricarboxycyclopentylacetic dianhydride as tetracarboxylic dianhydride and 1,3,3a,4,5,9b-hexahydro-8-methyl-5 -(tetrahydro-2,5-dioxo-3-furyl)naphtho[1,2-c]furan-1,3-dione 157.15 g (0.50 mol), terephthalamide as a diamine compound 90.03 g (0.8325 mol) of amine, 24.85 g (0.10 mol) of bisaminopropyltetramethyldisiloxane, 29.69 g (0.06 mol) of a diamine compound represented by the above formula (23), and 1.40 g of aniline as a monoamine g (0.015 mol) was dissolved in 970 g of N-methyl-2-pyrrolidone and reacted at 60° C. for 6 hours to obtain a polyamic acid having a solution viscosity of 55 mPa·s. 2800 g of N-methyl-2-pyrrolidone was dissolved in the obtained polyamic acid, 158.2 g of pyridine and 204.2 g of acetic anhydride were added, and dehydration ring closure was performed at 110° C. for 4 hours. After the imidization reaction, the solvent in the system is replaced with a new N-methyl-2-pyrrolidone (by this operation, pyridine and aceti...

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Abstract

The invention relates to a liquid crystal aligning agent, liquid crystal alignment film and liquid crystal display device. The invention provides a liquid crystal aligning agent having a high voltage retention and low image persistence property. The liquid crystal aligning agent comprises a mixture of the following polyamic acid, its imidized polymer or other imidized polymers, in which the proportion of imide coupling units ranges from 5 to 80%. The polyamic acid is obtained by incorporating 1,2,3,4-cyclobutane tetracarboxylic acid dianhydride and 1,4-diaminocyclohexane, bicyclo[2.2.1]heptan-2,6-bis(methylamine), 1,3-bis(aminomethyl)cyclohexane, isophorone or alkyl substituted compounds of these diamines, as at least a part of a tetracarboxylic acid dianhydride and of a diamine compound.

Description

technical field [0001] The present invention relates to a liquid crystal aligning agent, a liquid crystal aligning film, and a liquid crystal display element. Specifically, it relates to a liquid crystal aligning agent having a high voltage retention rate, and a liquid crystal aligning agent having a good image sticking characteristic (热き复き characteristic) regardless of the use temperature, and a liquid crystal obtained from the liquid crystal aligning agent. Alignment film and liquid crystal display element with the film. Background technique [0002] Conventionally, the following TN-type liquid crystal display element is known, and this TN-type liquid crystal display element has a nematic type with positive dielectric anisotropy formed between two substrates on which a liquid crystal alignment film is formed on the surface through a transparent conductive film. The liquid crystal layer is a cell with a sandwich structure, a TN (Twisted Nematic, twisted nematic) type liquid...

Claims

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Application Information

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IPC IPC(8): G02F1/1337C08L79/08C08K5/1515
CPCC09K19/56G02F1/1337
Inventor 黑田美彦伊东忍
Owner JSR CORPORATIOON
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