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Liquid crystal alignment agent, liquid crystal alignment film and liquid crystal display element

A liquid crystal alignment agent, free technology, applied in liquid crystal materials, instruments, optics, etc., can solve the problem of damage to the reworkability of the liquid crystal alignment film, friction resistance, insufficient solubility of general organic solvents, and storage stability of liquid crystal alignment agents and other issues, to achieve the effect of excellent storage stability

Active Publication Date: 2016-01-20
JSR CORPORATIOON +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, if these technologies are used, it is necessary to use a large amount of epoxy compounds or carboxylic acids in order to exert the desired performance, which will impair the reworkability of the liquid crystal alignment film (easiness of peeling off the coating film when the liquid crystal alignment agent is poorly printed) ), friction resistance, etc., and further improvement is required
[0004] On the other hand, as a liquid crystal alignment film containing polyimide, although the thermal stress resistance of the obtained liquid crystal alignment film is relatively high, the solubility of previously known polyimides to general-purpose organic solvents is not sufficient, so There are cases where there is a problem with the storage stability of the liquid crystal alignment agent

Method used

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  • Liquid crystal alignment agent, liquid crystal alignment film and liquid crystal display element
  • Liquid crystal alignment agent, liquid crystal alignment film and liquid crystal display element
  • Liquid crystal alignment agent, liquid crystal alignment film and liquid crystal display element

Examples

Experimental program
Comparison scheme
Effect test

example

[0150] Hereinafter, the present invention will be described more specifically by way of examples, but the present invention is not limited by these examples.

[0151] The compounds represented by the above-mentioned formula (1) used in the following synthesis examples can be obtained according to those described in Non-Patent Document 1 (Journal of Organic Chemistry (J.Org.Chem.), 57, 6075-6077 (1992)). Method and the product that the isomer purity synthesized by the route of above-mentioned scheme 1 is 100%.

[0152] The solution viscosity of each polymer solution in a polymerization example, and the imidization ratio of a polyimide can be measured by the following method.

[0153] [Solution Viscosity of Polymer Solution]

[0154] In the solvent and concentration described in each synthesis example, the solution viscosity (mPa*s) of a polymer solution was measured at 25 degreeC using the E-type rotational viscometer.

[0155] [Imidation rate of polyimide]

[0156] Take a s...

Synthetic example A-TN1

[0164] 118 g (0.50 mol) of the compound represented by the above formula (1) as tetracarboxylic dianhydride, 109 g (0.50 mol) of pyromellitic dianhydride, and 4,4'-diaminodiphenylmethane as diamine 198 g (1.0 mol) was dissolved in a mixed solvent containing 246 g of N-methyl-2-pyrrolidone and 2,213 g of γ-butyrolactone, and the reaction was carried out at room temperature for 20 hours while stirring with a mechanical stirrer, thereby obtaining 15% by weight solution of polyamic acid (A-TN1). The solution viscosity of this solution was 176 mPa·s.

[0165] When the polymer solution was left to stand at 20° C. for 3 days, it did not gel and had good storage stability.

Synthetic example

[0167] Synthesis example a-TN2

[0168] 109 g (0.50 mol) of pyromellitic dianhydride as tetracarboxylic dianhydride and 98 g (0.50 mol) of 1,2,3,4-cyclobutane tetracarboxylic dianhydride and 4,4'- 198 g (1.0 mol) of diaminodiphenylmethane was dissolved in a mixed solvent containing 230 g of N-methyl-2-pyrrolidone and 2,068 g of γ-butyrolactone, and the mixture was stirred at 40°C for 3 hours with a mechanical stirrer. reaction, thus obtaining a solution containing 15% by weight of polyamic acid (a-TN2). The solution viscosity of this solution was 193 mPa·s.

[0169] When the polymer solution was left to stand at 20° C. for 3 days, it did not gel and had good storage stability.

[0170] [Synthesis example of polyimide as specific polymer]

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Abstract

A liquid crystal alignment agent is provided. The liquid crystal alignment agent has excellent storage stability and is used to produce a liquid crystal alignment film which can continuously perform display with high quality even if the liquid crystal display device is used for a long time. The liquid crystal alignment agent includes at least one polymer selected form a group consisting of a polyamic acid obtained by reacting tetracarboxylic dianhydride with diamine and a polyimide obtained by dehydration reaction and ring closure reaction of the polyamic acid, and is characterized in that the tetracarboxylic dianhydride includes bicycle[2.2.1]heptane-2, 3, 5, 6-tetracarboxylic dianhydride, and the bicycle[2.2.1]heptane-2, 3, 5, 6-tetracarboxylic dianhydride contains 70mol% or more of isomer as shown in the following formula (1).

Description

technical field [0001] The invention relates to a liquid crystal alignment agent, a liquid crystal alignment film and a liquid crystal display element, in particular to a liquid crystal alignment agent with excellent storage stability, especially excellent heat resistance, and a liquid crystal alignment agent capable of displaying with high quality and suppressing thermal stress Display degradation caused by long-term driving of liquid crystal display elements. Background technique [0002] The materials of the liquid crystal alignment film used in the liquid crystal display element include polyimide, polyamide, polyamic acid, polyester and other resin materials. Among them, liquid crystal alignment films made of polyamic acid or polyimide are excellent in heat resistance, mechanical strength, and affinity with liquid crystals, and are used in many liquid crystal display elements (Patent Document 1 to Patent Document 6). [0003] Among them, polyamic acid has high solubilit...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09K19/56C08G73/10G02F1/1337G02F1/1333
CPCC08G73/1075C08G73/1085C08L79/08C09K19/56G02F1/133723
Inventor 樫下幸志林英治松本利彦
Owner JSR CORPORATIOON