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Liquid crystal alignment agent containing both polyamic acid ester and polyamic acid

A liquid crystal aligning agent, polyamic acid ester technology, applied in coatings, instruments, optics, etc., can solve the problems of unknown residual charge relaxation characteristics, slow residual charge relaxation, and high volume resistivity, achieving excellent electrical characteristics, Effects of improved liquid crystal alignment and improved reliability

Active Publication Date: 2013-12-11
NISSAN CHEM IND LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, polyamic acid ester generally has a high volume resistivity, and there are problems such as slow relaxation of residual charge accumulated by DC voltage.
In the polyimide liquid crystal aligning agent containing this polyamic acid ester, the method of improving the relaxation characteristic of a residual charge is not known yet.

Method used

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  • Liquid crystal alignment agent containing both polyamic acid ester and polyamic acid
  • Liquid crystal alignment agent containing both polyamic acid ester and polyamic acid
  • Liquid crystal alignment agent containing both polyamic acid ester and polyamic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0137] The abbreviations and structures of the compounds used in this synthesis example are shown below.

[0138] DMT-MM: 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholine chloride

[0139] CBDE: 2,4-bis(methoxycarbonyl)cyclobutane-1,3-dicarboxylic acid

[0140] PMDE: 2,5-bis(methoxycarbonyl)benzene-1,4-dicarboxylic acid

[0141] CBDA: 1,2,3,4-cyclobutanetetracarboxylic dianhydride

[0142] PMDA: pyromellitic dianhydride

[0143] DDE: 4,4'-diaminodiphenyl ether

[0144] DA-3MG: 1,3-bis(4-aminophenoxy)propane

[0145] DA-5MG: 1,5-bis(4-aminophenoxy)pentane

[0146] BAPU: 1,3-bis(4-aminophenethyl)urea

[0147] Me-DADPA: 4,4'-Diaminodiphenylmethylamine

[0148]

[0149]

[0150] Each measuring method of viscosity, solid content concentration, and average surface roughness is shown below.

[0151] [Viscosity]

[0152] In the synthesis example, the viscosity of the polyamic acid solution or the polyamic acid ester solution was measured using an E-type viscome...

Synthetic example 1

[0167]8.47 g (30 mmol) of PMDE and 17.2 g (66 mmol) of CBDE were weighed into a 1 L (liter) separable flask to which a stirring bar was added, and 684 g of N-methyl-2-pyrrolidone was added and dissolved by stirring. Next, 5.06 g (50 mmol) of triethylamine and 25.8 g (100 mmol) of DA-3MG were added and dissolved by stirring. While stirring this solution, 83.0 g (300 mmol) of DMT-MM (15±2 wt % hydrate) was added, and 122 g of N-methyl-2-pyrrolidone was added, and the solution was stirred at room temperature for 5 hours to obtain a polyamic acid ester. solution. The viscosity of the polyamic acid ester solution at a temperature of 25°C was 32.3 mPa·s.

[0168] This polyamic acid ester solution was injected|thrown-in to methanol (5676g), and the obtained precipitate was isolate|separated by filtration. The precipitate was washed with methanol, and then dried under reduced pressure at a temperature of 100°C to obtain a polyamic acid ester powder.

[0169] 4.03 g of this polyamic...

Synthetic example 2

[0171] In a 200 mL four-necked flask to which a stirring bar was added, 2.68 g (9.5 mmol) of PMDE was weighed, 70 g of N-methyl-2-pyrrolidone was added, and the mixture was stirred and dissolved. Next, 0.51 g (5 mmol) of triethylamine and 2.58 g (10 mmol) of DA-3MG were added and dissolved by stirring. While stirring this solution, 9.96 g (36 mmol) of DMT-MM (15±2 wt % hydrate) was added, and 13 g of N-methyl-2-pyrrolidone was added, and the solution was stirred at room temperature for 4 hours to obtain polyamic acid ester. solution. The viscosity of the polyamic acid ester solution at a temperature of 25°C was 35.9 mPa·s.

[0172] The polyamic acid ester solution was put into methanol (589 g), and the obtained precipitate was separated by filtration. The precipitate was washed with methanol, and then dried under reduced pressure at a temperature of 100°C to obtain a polyamic acid ester powder.

[0173] 2.23 g of this polyamic acid ester powder was weighed in a 50 mL Erlenm...

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Abstract

Provided is a liquid crystal alignment agent which can reduce the surface nano-roughness of a liquid crystal alignment film and ensures improved liquid crystal alignment properties, improved electrical characteristics, and enhanced reliability. This liquid crystal alignment agent contains both a polyamic acid ester which comprises repeating units represented by formula (1) and a polyamic acid which comprises repeating units represented by formula (2), and is characterized in that at least 60 mol% of the divalent organic groups (Y1) of the polyamic acid ester and at least 60 mol% of the divalent organic groups (Y2) of the polyamic acid have the same structure. In the formulae, X1 and X2 are each independently a tetravalent organic group; Y1 and Y2 are each independently a divalent organic group; A1 and A2 are each independently a hydrogen atom, or optionally substituted, alkyl, alkenyl or alkynyl, each having 1 to 10 carbon atoms; and R1 is methyl.

Description

technical field [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 technique [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 controlling the orientation state of a liquid crystal in the element. As a liquid crystal aligning film, the liquid crystal aligning agent mainly composed of a polyimide precursor such as a polyamic acid or a solution of a soluble polyimide has been applied to a glass substrate or the like, and then fired. A polyimide-based liquid crystal aligning film. [0003] With the high definition of liquid crystal display elements, the liquid crystal aligning film is required to suppress the contrast drop of the liquid crystal display element and reduce the image stickin...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G02F1/1337C08L79/08
CPCC08G73/105C08G73/1067C08G73/1075C09D179/08G02F1/133723C08G73/10C08L79/08G02F1/1337
Inventor 石井秀则小野豪
Owner NISSAN CHEM IND LTD
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