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Liquid crystal alignment agent containing 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: 2016-02-24
NISSAN CHEM CORP
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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 polyamic acid ester and polyamic acid
  • Liquid crystal alignment agent containing polyamic acid ester and polyamic acid
  • Liquid crystal alignment agent containing polyamic acid ester and polyamic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0137] Abbreviations and structures of 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 measurement 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 viscometer TV...

Synthetic example 1

[0167]8.47 g (30 mmol) of PMDE and 17.2 g (66 mmol) of CBDE were measured in a 1 L (liter) separable flask equipped with a stirring bar, 684 g of N-methyl-2-pyrrolidone was added, and stirred to dissolve. Next, 5.06 g (50 mmol) of triethylamine and 25.8 g (100 mmol) of DA-3MG were added, stirred and dissolved. While stirring the solution, add DMT-MM (15 ± 2% by weight hydrate) 83.0g (300mmol), then add 122g of N-methyl-2-pyrrolidone, and stir at room temperature for 5 hours to obtain 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 poured into methanol (5676g), and the obtained deposit was separated by filtration. After washing this deposit with methanol, it dried under reduced pressure at the temperature of 100 degreeC, and obtained the polyamic acid ester powder.

[0169] 4.03 g of this polyamic acid ester powder was weighed in the 100 mL (milliliter) ...

Synthetic example 2

[0171] 2.68 g (9.5 mmol) of PMDE was weighed in a 200 mL four-necked flask equipped with a stirring bar, 70 g of N-methyl-2-pyrrolidone was added, and stirred to dissolve. Next, 0.51 g (5 mmol) of triethylamine and 2.58 g (10 mmol) of DA-3MG were added, stirred and dissolved. While stirring the solution, add DMT-MM (15 ± 2% by weight hydrate) 9.96g (36mmol), then add 13g of N-methyl-2-pyrrolidone, and stir 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] This polyamic acid ester solution was poured into methanol (589g), and the obtained deposit was isolate|separated by filtration. After washing this deposit with methanol, it dried under reduced pressure at the temperature of 100 degreeC, and obtained the polyamic acid ester powder.

[0173] 2.23 g of this polyamic acid ester powder was weighed in the 50 mL Erlenmeyer flask which added the stirring ba...

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Abstract

The present invention provides a liquid crystal aligning agent capable of reducing fine irregularities on the surface of a liquid crystal aligning film, improving liquid crystal orientation, improving electrical characteristics, and improving reliability. It is characterized in that, containing the polyamic acid ester having the repeating unit represented by following formula (1) and the polyamic acid having the repeating unit represented by following formula (2), the divalent organic group that described polyamic acid ester has (Y1) has the same structure as 60 mol% or more of the divalent organic group (Y2) which the said polyamic acid has. (X1 and X2 are independently quaternary organic groups, Y1 and Y2 are independently divalent organic groups, A1 and A2 are independently hydrogen atoms or alkyl groups with 1 to 10 carbon atoms that may have substituents , alkenyl or alkynyl, R1 is methyl).

Description

technical field [0001] This invention relates to the liquid crystal aligning agent containing polyamic acid ester and polyamic acid, and the liquid crystal aligning film obtained from this liquid crystal aligning agent. Background technique [0002] The 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 an element. As a liquid crystal aligning film, a liquid crystal aligning agent mainly composed of a polyimide precursor such as polyamic acid or a solution of a soluble polyimide is applied and fired on a glass substrate or the like. Polyimide-based liquid crystal alignment film. [0003] With the high-definition of liquid crystal display elements, based on the requirements of the suppression of the contrast drop of liquid crystal display elements and the reduction of image sticking, for liquid crystal alignm...

Claims

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Application Information

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Patent Type & Authority Patents(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 CORP