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Method for manufacturing liquid crystal alignment film, liquid crystal alignment film, and liquid crystal display element

A technology of liquid crystal alignment film and manufacturing method, which is applied in the direction of instruments, optics, nonlinear optics, etc., can solve the problems of afterimages in liquid crystal display elements, inability to obtain sufficient liquid crystal orientation, small anisotropy, etc., and reach the limit of liquid crystal orientation High power, excellent afterimage characteristics, high anisotropy effect

Active Publication Date: 2014-07-23
NISSAN CHEM IND LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] However, compared with the liquid crystal aligning film obtained by the photo-alignment method, there is a problem that the anisotropy in the orientation direction of the polymer liquid crystal aligning film is small.
If the anisotropy is small, sufficient liquid crystal orientation cannot be obtained, and problems such as image sticking may occur when it is made into a liquid crystal display element

Method used

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  • Method for manufacturing liquid crystal alignment film, liquid crystal alignment film, and liquid crystal display element
  • Method for manufacturing liquid crystal alignment film, liquid crystal alignment film, and liquid crystal display element
  • Method for manufacturing liquid crystal alignment film, liquid crystal alignment film, and liquid crystal display element

Examples

Experimental program
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Effect test

Embodiment

[0193] Hereinafter, the present invention will be described more specifically with reference to examples, but the present invention is not limited thereto.

[0194] The abbreviations of the compounds used in Examples and Comparative Examples and the measurement methods of each characteristic are as follows.

[0195] NMP: N-methyl-2-pyrrolidone

[0196] GBL: gamma-butyrolactone

[0197] BCS: Butyl Cellosolve

[0198] IPA: 2-propanol

[0199] PGMEA: 1-methoxy-2-propanol acetate

[0200] PG: propylene glycol

[0201] MMP: methyl 3-methoxypropionate

[0202] DE-1: the following formula (DE-1)

[0203] DA-1: the following formula (DA-1)

[0204] DA-2: the following formula (DA-2)

[0205] DA-3: the following formula (DA-3)

[0206] Additive A: N-α-(9-fluorenylmethoxycarbonyl)-N-τ-tert-butoxycarbonyl-L-histidine

[0207] [chem 22]

[0208]

[0209] The molecular weight, the anisotropy of an alignment film, and the evaluation method of film unevenness are shown below. ...

Synthetic example 1

[0228] Make the inside of the 500mL four-neck flask with a stirring device a nitrogen atmosphere, drop in 4.58g (42.4mmol) of p-phenylenediamine, and then drop in 1.79g (4.71mmol) of DA-1, add 84.7g of NMP, 254g of GBL and 8.40 g (106 mmol) of pyridine as a base were stirred to dissolve. Next, 14.4 g (44.2 mmol) of DE-1 was added, stirring this diamine solution, and it was made to react overnight at 15 degreeC. After stirring overnight, 1.23 g (13.6 mmol) of acryloyl chloride was added, and it was made to react at 15 degreeC for 4 hours. The obtained polyamic acid ester solution was added to 1477g of IPA while stirring, and the precipitated white precipitate was collected by filtration, then washed 5 times with 738g of IPA, and dried to obtain 17.3g of white polyamic acid ester resin powder. The yield was 96.9%. Moreover, the molecular weight of this polyamic acid ester was Mn=14288, Mw=29956.

[0229] The obtained polyamic acid ester resin powder 3.69g was taken in the 100...

Synthetic example 2

[0231] Add the polyamic acid ester solution that 5.26g obtains in the synthetic example 1 in the 20mL sampling tube that has stirring bar, add the additive A of the BCS of the GBL of 3.16g, 2.11g and 0.19g, stir 30 minutes with magnetic stirrer, Liquid crystal aligning agent A was obtained.

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Abstract

Provided is a method for manufacturing a liquid crystal alignment film whereby anisotropy is increased and unevenness caused by processing can be suppressed. A film obtained by applying a liquid crystal alignment agent containing at least one type of polymer selected from the group consisting of a polyimide and a precursor of the polyimide on a substrate and firing the product is irradiated with polarized radiation, then treated by contact with a solution containing at least one type of organic solvent selected from the group consisting of formula (A-1), formula (A-2), formula (A-3), formula (A-4), and formula (A-5). (In the formulas, A1 represents a hydrogen atom or an acetyl group, A2 represents a C1-6 alkyl group, R2 represents a hydrogen atom or a methyl group, n represents 1 or 2, A3 represents a C1-4 alkyl group, R3 and R4 represent a hydrogen atom or a methyl group, A5 and A6 represent a C1-4 alkyl group, and A6 represents a C3-6 alkyl group or cycloalkyl group.)

Description

technical field [0001] This invention relates to the manufacturing method of the liquid crystal aligning film for photo-alignment methods, the liquid crystal aligning film obtained by this manufacturing method, and the liquid crystal display element which has the obtained liquid crystal aligning film. Background technique [0002] A 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. [0003] At present, the most common liquid crystal alignment film in the industry is formed by wiping polyamic acid and / or imidized polyimide formed on the electrode substrate in one direction with cloth such as cotton, nylon, polyester, etc. The surface of the film, the so-called friction treatment to produce. [0004] The rubbing process of the film surface in the orientation process of a liquid crystal aligning fi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G02F1/1337C08G73/10
CPCC08G73/1075C08G73/1078C08L79/08G02F1/133723G02F1/133788
Inventor 堀隆夫作本直树
Owner NISSAN CHEM IND LTD
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