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Liquid crystal aligning agent containing polyamic acid ester-polyamic acid copolymer, and liquid crystal aligning film using the same

A technology of liquid crystal aligning agent and liquid crystal aligning film, applied in the directions of liquid crystal materials, instruments, chemical instruments and methods, etc., can solve the problems of slow residual charge relaxation and high volume resistivity, and achieve fast accumulation of DC relaxation speed and liquid crystal alignment. Low degradation, good anti-aging effect

Active Publication Date: 2019-08-02
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 problems such as high volume resistivity and slow relaxation of residual charge accumulated by DC voltage.

Method used

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  • Liquid crystal aligning agent containing polyamic acid ester-polyamic acid copolymer, and liquid crystal aligning film using the same
  • Liquid crystal aligning agent containing polyamic acid ester-polyamic acid copolymer, and liquid crystal aligning film using the same
  • Liquid crystal aligning agent containing polyamic acid ester-polyamic acid copolymer, and liquid crystal aligning film using the same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0160] Examples are given below to describe the present invention in more detail. In addition, the present invention is not limitedly interpreted by them.

[0161] The structures and abbreviations of main compounds used in Examples and Comparative Examples are shown below.

[0162] X-1: 2,4-bis(methoxycarbonyl)cyclobutane-1,3-dicarboxylic acid

[0163] X-2: 1,2,3,4-Cyclobutanetetracarboxylic dianhydride

[0164] X-3: pyromellitic dianhydride

[0165] X-4: 3,3’,4,4’-Biphenyltetracarboxylic dianhydride

[0166]

[0167] Y-1: bis(4-aminophenoxy)methane

[0168] Y-2: 1,2-bis(4-aminophenoxy)ethane

[0169] Y-3: 1,3-bis(4-aminophenoxy)propane

[0170] Y-4: 4,4'-diaminodiphenylamine

[0171] Y-5: 4-(2-(methylamino)ethyl)aniline

[0172] Y-6: 1,3-bis(4-aminophenethyl)ureido

[0173] Y-7: 3,5-diaminobenzoic acid

[0174]

[0175] DBOP: Diphenyl (2,3-dihydro-2-thia-3-benzoxazolyl)phosphate

[0176]

[0177] Z-1: 3-Glycidoxypropyltriethoxysilane

[0178]

[0179] ...

Synthetic example 1

[0231] (synthesis example 1) polyamic acid ester solution

[0232] After throwing 174.9 g (672.0 mmol) of X-1 into a 5000 mL four-necked flask equipped with a stirring bar, 3351 g of N-methyl-2-pyrrolidone was added, stirred and dissolved. Next, 148.7 g (1470 mmol) of triethylamine and 180.8 g (700.0 mmol) of Y-3 were added, stirred and dissolved.

[0233] Stirring this solution, DBOP 563.5g (1470mmol) was added, and 460.4g of N-methyl- 2-pyrrolidones were further added, and it stirred at room temperature for 12 hours, and obtained the solution of the polyamic acid ester. The viscosity in temperature 25 degreeC of this polyamic acid ester solution was 61.1 mPa*s.

[0234] This polyamic acid ester solution was poured into methanol (29280g), and the obtained deposit was collected by filtration. After washing|cleaning this deposit with methanol, it dried under reduced pressure at the temperature of 100 degreeC, and obtained the powder of the polyamic acid ester. The molecular ...

Synthetic example 2

[0236] (synthesis example 2) polyamic acid solution

[0237] 9.56 g (37.0 mmol) of Y-3 was put into a 100-mL four-necked flask equipped with a stirring bar, 74.6 g of N-methyl-2-pyrrolidone was added, and it stirred and melt|dissolved while injecting nitrogen gas. Stirring this diamine solution, X-26.89g (35.2mmol) was added, N-methyl-2-pyrrolidone 18.6g was further added, and it stirred at 23 degreeC for 5 hours in nitrogen atmosphere, and obtained the polyamic-acid solution. The viscosity of the polyamic acid solution at a temperature of 25° C. was 436 mPa·s. In addition, the molecular weight of this polyamic acid was Mn=15400, Mw=41700.

[0238] 10.3 g of this polyamic acid solution was divided into a 100 mL Erlenmeyer flask with a stirring bar, 18.7 g of N-methyl-2-pyrrolidone, 0.02 g of Z-1 and 9.68 g of butyl cellosolve were added, and a magnetic stirrer was used to It stirred for 2 hours, and obtained the polyamic-acid solution whose solid content concentration was 4....

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Abstract

Provides a liquid crystal aligning film having both good flatness and excellent afterimage characteristics. A liquid crystal aligning agent containing a component (A) and a component (B). Component (A): a copolymer having a structural unit represented by formula (1) and a structural unit represented by formula (2). Component (B): At least one polymer selected from the group consisting of a polyimide precursor having a structural unit represented by formula (3) and an imidized polymer of the polyimide precursor. (X 1 、X 2 、X 3 is a 4-valent organic group, Y 1 , Y 2 , Y 3 is a divalent organic group, R 1 is an alkyl group with 1 to 5 carbon atoms, R 2 is a hydrogen atom or an alkyl group with 1 to 5 carbon atoms, A 1 、A 2 ,Z 1 ,Z 2 is a hydrogen atom, or an alkyl group with 1 to 10 carbon atoms optionally having a substituent, an alkenyl group with 2 to 10 carbon atoms optionally having a substituent, or an alkyl group with 2 to 10 carbon atoms optionally having a substituent Alkynyl. )

Description

technical field [0001] This invention relates to the liquid crystal aligning agent containing a polyamic acid ester-polyamic acid copolymer, and the liquid crystal aligning film using it. Background technique [0002] Liquid crystal display elements used in liquid crystal televisions, liquid crystal displays, etc. are usually provided with a liquid crystal alignment film for controlling the alignment state of liquid crystals inside the element. The liquid crystal aligning film is a film for controlling the alignment 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 for forming a liquid crystal layer are sandwiched between liquid crystal alignment films formed on respective surfaces of a pair of substrates. In addition, in a liquid crystal display element, liquid crystal mole...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): G02F1/1337C08G73/10C08L79/08
CPCC08G73/10C08G73/1046G02F1/133719C09K19/56G02F1/133711
Inventor 铃木加名子坂本谦治巴幸司佐藤夏树
Owner NISSAN CHEM IND LTD