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Composition for forming liquid crystal alighment film and liquid crystal display element

A technology of liquid crystal display elements and liquid crystal alignment films, which is applied in coatings, instruments, organic chemistry, etc., can solve the problems of poor viewing angle dependence and achieve the effects of wide viewing angle, high quality, and high aperture ratio

Inactive Publication Date: 2014-11-12
FUJIFILM WAKO PURE CHEM CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, when performing halftone display, the liquid crystal molecules are tilted in the same direction as in the normal TN system, and therefore there is a problem that the viewing angle dependence is deteriorated.

Method used

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  • Composition for forming liquid crystal alighment film and liquid crystal display element
  • Composition for forming liquid crystal alighment film and liquid crystal display element
  • Composition for forming liquid crystal alighment film and liquid crystal display element

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0215] Hereinafter, the present invention will be specifically described based on examples, but the present invention is not limited by these examples. In addition, various measurements in Examples, comparative synthesis examples, and comparative examples were performed by the following methods.

[0216] -Measurement of imidization rate of polyimide polymer-

[0217] Dissolve polyimide polymer in deuterated dimethyl sulfoxide, and measure at room temperature with tetramethylsilane as reference substance 1 H-NMR (400 MHz) was obtained by the following formula (i).

[0218] Formula (i) imidization rate (%)={1-(A 1 / A 2 )×α}×100

[0219] A 1 : Peak area (10-11ppm) of the proton derived from the NH group in the polymer precursor (polyamic acid)

[0220] A 2 : Peak area derived from protons derived from aromatic rings (7-8ppm)

[0221] α: The number of protons derived from the aromatic ring relative to one proton of the NH group in the polymer precursor (polyamic acid)

[...

Synthetic example 1

[0228] Synthesis Example 1 Synthesis of 2,4-dinitrophenylethyl acetate (2,4-DNEA)

[0229] 182 mL of 97% concentrated sulfuric acid (manufactured by Wako Pure Chemical Industries, Ltd.) was added to 225 g of fuming nitric acid (3.24 moles; manufactured by Wako Pure Chemical Industries, Ltd.) while stirring. After cooling the mixed acid with methanol / dry ice and keeping the internal temperature at -15 to -5°C, 59.1 g of phenylethyl acetate (PEA) was mixed while confirming the dispersibility of phenylethyl acetate (PEA) in the mixed acid. (0.36 mol; manufactured by Toyotama Fragrance Co., Ltd.) was slowly added dropwise to the mixed acid. After the dropwise addition, the cooling medium was changed to ice water, and the reaction was further carried out at 2-5° C. for 4 hours. After confirming the disappearance of phenethyl acetate (PEA) by thin-layer chromatography (TLC), the reaction liquid was poured into 740 g of ice water while stirring. Then, the solution was extracted wit...

Embodiment 1

[0231] Example 1 Synthesis of 2,4-diaminophenethyl acetate (2,4-DAEA)

[0232] After dissolving 21.16 g (83.2 mmol) of 2,4-dinitrophenylethyl acetate (2,4-DNEA) in 100 mL of methanol, 1.06 g of 5% by weight palladium / carbon was added under a nitrogen atmosphere, and at room temperature, The reaction (reduction reaction) was carried out by hydrogen gas under normal pressure conditions for 24 hours. After confirming the disappearance of 2,4-dinitrophenylethyl acetate (2,4-DNEA) by TLC, the palladium / carbon in the reaction solution was removed by filtration, and then, after concentrating the solution under reduced pressure, it was analyzed by silica gel column chromatography. The residue was concentrated for purification. Ethyl acetate (13 mL) was added to 11.46 g of the obtained crude crystals, and the crude crystals were dissolved by heating to 55° C. Then, n-hexane (35 mL) was slowly added to the solution to precipitate crystals. The precipitated crystals were filtered, and ...

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Abstract

The present invention, which enables alignment of liquid crystal molecules when no voltage is applied thereto and also enables control of the pretilt angle of the liquid crystal molecules, relates to a composition for liquid crystal alignment films, and the like, said composition containing the components (A)-(D) described below. (A) A meta-phenylenediamine derivative represented by general formula (1) (B) A meta-phenylenediamine derivative represented by general formula (2) (C) A para-arylenediamine represented by general formula (3) (D) A tetracarboxylic acid represented by general formula (4) or a tetracarboxylic acid anhydride represented by general formula (4') (In the formulae, R1 represents an alkyl group having 1-6 carbon atoms, or the like; R2 represents an alkyl group having 8-20 carbon atoms, or the like; each of t-number Ra moieties represents an alkyl group having 1-3 carbon atoms, or the like; n represents an integer of 1-3; t represents an integer of 0-4; T represents an oxygen atom or the like; Y represents an amino group; and Z represents a tetravalent hydrocarbon group.)

Description

technical field [0001] The present invention relates to a composition for a liquid crystal aligning film used in the manufacture of a liquid crystal panel, a polyamic acid or polyimide obtained from the composition, a liquid crystal aligning agent containing the polyamic acid or polyimide, The liquid crystal aligning film produced from this liquid crystal aligning agent, the manufacturing method of this liquid crystal aligning film, and the liquid crystal display element characterized by comprising this liquid crystal aligning film. More specifically, this invention relates to the composition for liquid crystal aligning films etc. which can control the pretilt angle of the liquid crystal molecule at the time of no voltage application to predetermined angle. Background technique [0002] Liquid crystal displays have become monitors for desktop personal computers and notebook personal computers; displays necessary for digital cameras, car navigation, etc., and recently, liquid...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G02F1/1337C08G73/10
CPCG02F1/133723C09D179/08C08G73/1042G02F2001/133742C08G73/1078C07C219/32G02F1/133784G02F1/133742G02F1/133746
Inventor 保坂幸宏佐藤道彦吴墨
Owner FUJIFILM WAKO PURE CHEM CORP
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