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Liquid crystal alignment agent containing polyamic acid ester and polyamic acid, and liquid crystal alignment film

A technology of liquid crystal alignment agent and polyamic acid ester, which is applied in the direction of instruments, optics, nonlinear optics, etc., can solve the problems of high volume resistivity, unknown improvement of liquid crystal alignment agent characteristics, and large residual charge, etc., to achieve improved electrical characteristics , fine unevenness reduction, whitening reduction effect

Active Publication Date: 2013-01-23
NISSAN CHEM IND LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, polyamic acid esters generally have problems such as high volume resistivity and a large amount of residual charge when DC voltage is applied, but a method for improving the properties of polyimide-based liquid crystal aligning agents containing the polyamic acid esters has not been known.

Method used

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  • Liquid crystal alignment agent containing polyamic acid ester and polyamic acid, and liquid crystal alignment film
  • Liquid crystal alignment agent containing polyamic acid ester and polyamic acid, and liquid crystal alignment film
  • Liquid crystal alignment agent containing polyamic acid ester and polyamic acid, and liquid crystal alignment film

Examples

Experimental program
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Embodiment

[0185] Examples are given below to further specifically illustrate the present invention. However, the present invention is not construed as being limited to these Examples.

[0186] The abbreviations used in Examples and Comparative Examples and the measurement methods of each characteristic are as follows.

[0187] 1,3DMCBDE-Cl: dimethyl 1,3-bis(chlorocarbonyl)-1,3-dimethylcyclobutane-2,4-dicarboxylate

[0188] ODA: 4,4'-diaminodiphenyl ether

[0189] BDA: 1,2,3,4-butanetetracarboxylic dianhydride

[0190] CBDA: 1,2,3,4-cyclobutanetetracarboxylic dianhydride

[0191] NMP: N-methyl-2-pyrrolidone

[0192] γ-BL: γ-butyrolactone

[0193] BCS: Butyl Cellosolve

[0194] PAE: polyamic acid ester

[0195] PAA: polyamic acid

[0196] 【Chemical 32】

[0197]

[0198] [viscosity]

[0199] In the synthesis example, the viscosity of the polyamic acid ester and the polyamic acid solution was measured using an E-type viscometer TVE-22H (manufactured by Toki Sangyo Co., Ltd. (To...

Synthetic example 1

[0239] A 300-ml four-neck flask equipped with a stirring device was set in a nitrogen atmosphere, 8.0129 g (40.02 mmol) of ODA, 157.25 g of NMP, and 7.13 g (90.13 mmol) of pyridine as a base were added and stirred to dissolve. Next, stirring this diamine solution, 12.2295 g (37.61 mmol) of 1,3DM-CBDE-Cl was added, and it was made to react under water cooling for 4 hours. The obtained polyamic acid ester solution was added to 1747g of water while stirring, and the precipitated white precipitate was removed by filtration, followed by washing once with 1747g of water, once with 1747g of ethanol, and three times with 437g of ethanol , obtained by drying 16.65g of white polyamic acid ester resin powder. The yield is 95.3%. In addition, the molecular weight of this polyamic acid ester is Mn=13104, Mw=29112.

[0240] The obtained polyamic acid ester resin powder of 1.8731g was taken in the Erlenmeyer flask of 50 ml, NMP of 16.89g was added, it stirred and melt|dissolved at room tem...

Synthetic example 2

[0242] A 300-ml four-necked flask equipped with a stirring device was set in a nitrogen atmosphere, 7.0154 g (35.03 mmol) of ODA, 140.77 g of NMP, and 6.50 g (82.22 mmol) of pyridine as a base were added and dissolved by stirring. Next, stirring this diamine solution, 11.1392 g (34.26 mmol) of 1,3DM-CBDE-Cl was added, and it was made to react under water cooling for 4 hours. The obtained polyamic acid ester solution was added to 1564g of water while stirring, and the precipitated white precipitate was removed by filtration, followed by washing once with 1564g of water, once with 1564g of ethanol, and three times with 391g of ethanol , obtained 14.33g of white polyamic acid ester resin powder through drying. The yield was 91.6%. Moreover, the molecular weight of this polyamic acid ester is Mn=24228, Mw=61076.

[0243] The obtained polyamic acid ester resin powder of 1.7324g was taken in the Erlenmeyer flask of 50 ml, NMP of 15.65g was added, it stirred and dissolved at room t...

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Abstract

Disclosed is a liquid crystal alignment agent which can reduce microscopic irregularities on the surface of liquid crystal alignment films, improves liquid crystal alignment properties as well as having improved electrical characteristics, and provides increased reliability. The liquid crystal alignment agent contains a polyamic acid ester having a repeating group represented by general formula (1), a polyamic acid having a repeating group represented by general formula (2), and an organic solvent. The liquid crystal alignment agent is characterised in the weight average molecular weight of the polyamic acid ester being smaller than the weight average molecular weight of the polyamic acid. (In general formulae (1, 2) X1 and X2 independently represent a tetravalent organic group, and Y1 and Y2 independently represent a divalent organic group. R1 represents a C1-5 alkyl group, A1 and A2 independently represent a hydrogen atom or an optionally substituted C1-10 alkyl group, alkenyl group or alkynyl group).

Description

field of invention [0001] The present invention relates to a liquid crystal aligning agent containing a polyamic acid ester and a polyamic acid, and a liquid crystal aligning film obtained from the liquid crystal aligning agent. Background of the invention [0002] A liquid crystal display element used for a liquid crystal television, a liquid crystal display, etc. is normally provided with the liquid crystal aligning film for suppressing the orientation state of a liquid crystal in an element. Conventionally, as a liquid crystal aligning film, a liquid crystal aligning agent mainly composed of a polyimide precursor such as polyamic acid (polyamic acid) or a solution of a soluble polyimide is applied to a glass substrate and fired. Polyimide liquid crystal alignment film. [0003] With the high resolution of liquid crystal display elements, the following characteristics of liquid crystal alignment films are becoming more and more important in consideration of the suppressio...

Claims

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Application Information

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IPC IPC(8): G02F1/1337C08G73/10
CPCC08L79/08C08G73/10G02F1/133723C08L2205/02C08L2666/20
Inventor 作本直树饭沼洋介长尾将人野口勇步
Owner NISSAN CHEM IND LTD