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

A technology of liquid crystal alignment agent and polyimide precursor, which is applied in the direction of liquid crystal materials, chemical instruments and methods, coatings, etc., can solve the problem of degradation in display quality, and achieve the effect of high abrasion resistance and good afterimage characteristics

Active Publication Date: 2017-02-22
NISSAN CHEM IND LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] In this brushing process, the following problems are known: the dust generated by the cutting of the liquid crystal alignment film and the scratches generated on the liquid crystal alignment film degrade the display quality.

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

Embodiment

[0173] Examples are given below to further describe the present invention in detail. In addition, the present invention is not limitedly interpreted by them.

[0174] The structures and abbreviations of main compounds used in Examples and Comparative Examples are shown below.

[0175]

[0176] Y-1: 1,2,3,4-butanetetracarboxylic dianhydride

[0177] Y-2: pyromellitic dianhydride

[0178] Y-3: 2,5-bis(ethoxycarbonyl)benzene-1,4-dicarboxylic acid

[0179] Y-4: 2,4-bis(methoxycarbonyl)cyclobutane-1,3-dicarboxylic acid

[0180]

[0181] Z-1: bis(4-aminophenoxy)methane

[0182] Z-2: 1,3-bis(4-aminophenoxy)propane

[0183] Z-3: 4,4'-Diaminodiphenylamine

[0184] Z-4: 1,3-bis(4-aminophenoxy)benzene

[0185] Z-5: 1,3-bis(4-aminophenethyl)urea

[0186]

[0187] DBOP: Diphenyl(2,3-dihydro-2-thio-3-benzoxazole) phosphonate

[0188]

[0189]

[0190]

[0191]

[0192] The evaluation methods performed in the present examples and comparative examples are shown below....

Synthetic example 1

[0230] 97.92 g (425.3 mmol) of Z-1 was placed in a 2000-mL separable flask equipped with a stirring bar, 924.8 g of N-methyl-2-pyrrolidone was added, and stirred while feeding nitrogen to dissolve it. Stirring this diamine solution, Y-1 83.41g (420.7mmol) was added, N-methyl- 2-pyrrolidone 102.8g was further added, and it stirred at 23 degreeC for 15 hours in nitrogen atmosphere, and obtained the polyamic-acid solution. The viscosity of the polyamic acid solution at a temperature of 25° C. was 172 mPa·s.

[0231] After adding NMP to 562.0 g of the obtained polyamic acid solution and diluting to 6% by weight, 197.5 g of acetic anhydride and 76.55 g of pyridine were added as an imidization catalyst, and it was made to react at 50 degreeC for 5 hours. This reaction solution was poured into 5772 ml of methanol, and the obtained precipitate was collected by filtration. This deposit was wash|cleaned with methanol, and it dried under reduced pressure at 100 degreeC, and obtained the...

Synthetic example 2

[0233] 51.7 g (200.0 mmol) of Z-2 was placed in a 1000 mL four-necked flask equipped with a stirring bar, 672.2 g of N-methyl-2-pyrrolidone was added, and stirred while feeding nitrogen to dissolve it. While stirring this diamine solution, 41.7 g (191.2 mmol) of Y-2 was added, and 168.1 g of N-methyl-2-pyrrolidone was further added, and stirred at 23° C. for 2 hours under a nitrogen atmosphere, and then stirred at 50° C. for 24 hours. , thereby obtaining a polyamic acid solution (PA-1). The viscosity of the polyamic acid solution at a temperature of 25° C. was 135 mPa·s. In addition, Mn of this polyamic acid was 12,600, and Mw was 0,900.

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Abstract

Provided are a liquid crystal alignment agent enabling the forming of a liquid crystal alignment film having high rubbing resistance, the liquid crystal alignment film obtained from the liquid crystal alignment agent, and a liquid crystal display element having the liquid crystal alignment film. The present invention is characterized in containing: at least one polymer selected from the group consisting of a polyimide precursor and a polyimide obtained by imidizing the polyimide precursor; and a compound having the block isocyanate group represented by formula (1). In formula (1), Z is a C1-3 alkyl group, a hydroxyl group, or an organic group represented by formula (2), and at least one Z is the organic group represented by formula (2).

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. Background technique [0002] The liquid crystal aligning film is a film for controlling the orientation of liquid crystal molecules in a certain direction in liquid crystal display elements, retardation plates using polymerizable liquid crystals, and the like. For example, a liquid crystal display element has a structure in which liquid crystal molecules forming a liquid crystal layer are sandwiched between liquid crystal alignment films formed on the respective surfaces of a pair of substrates. In addition, in the liquid crystal display element, the liquid crystal molecules are aligned in a certain direction with a pretilt angle by the liquid crystal aligning film, and respond by applying a voltage to electrodes provided between the substrate and the liquid crystal aligning film. As a result, the liquid crystal displ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G02F1/1337C08K5/32C08L79/08
CPCC08G18/792C08G18/8029C08G18/8077C09D175/04G02F1/133723G02F1/133784C08G73/10C08K5/32C08L79/08C09K19/56
Inventor 铃木加名子畑中真石井秀则
Owner NISSAN CHEM IND LTD
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