Diamine, liquid crystal alignment agent, liquid crystal alignment film and liquid crystal display component

A liquid crystal alignment agent and diamine technology, which is applied in liquid crystal materials, instruments, organic chemistry, etc., can solve the problems of confirmation effect, half-tone brightness inversion, narrow viewing angle of visual recognition image, etc., and achieve good alignment and volume resistance value small effect

Active Publication Date: 2012-03-14
长沙道安捷新材料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These liquid crystal display elements have the following disadvantages: the viewing angle at which an image can be recognized properly is narrow, and when viewed from an oblique direction, a reduction in brightness or contrast and brightness inversion of halftones occur.
However, the technique of this document is characterized in that diamine having a triple bond at the end is used, and the effect has not been confirmed in an IPS mode liquid crystal display element.

Method used

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  • Diamine, liquid crystal alignment agent, liquid crystal alignment film and liquid crystal display component
  • Diamine, liquid crystal alignment agent, liquid crystal alignment film and liquid crystal display component
  • Diamine, liquid crystal alignment agent, liquid crystal alignment film and liquid crystal display component

Examples

Experimental program
Comparison scheme
Effect test

example

[0244] Hereinafter, the present invention will be explained using examples and comparative examples.

[0245] The evaluation method of the liquid crystal display element in the example is as follows.

[0246]

[0247] It is measured according to the crystal rotation method.

[0248]

[0249] According to the method described in "Mizushimata, Proceedings of the 14th Liquid Crystal Symposium p78 (1988)", a rectangular wave with a peak value of ±5V was applied to the cell at 60°C. The value of the voltage retention rate is an index indicating how much the applied voltage is maintained after the frame period. If the value is 100%, it means that all electric charges are maintained.

[0250]

[0251] The measurement was performed in accordance with the method described in Applied Physics, Vol. 65, No. 10, 1065 (1996), using a liquid crystal property measurement system 6254 manufactured by Toyo Technology Co., Ltd. Using a triangular wave with a frequency of 0.01 Hz, the measurement is carr...

example 1

[0258] [Example 1] Synthesis of compound (I-5)

[0259]

[0260] A 200mL three-necked flask equipped with a stirring device, a thermometer, a nitrogen introduction tube, and a dropping funnel was charged with 10.0 g (82.6 mmol) of commercially available 2-amino-2-hydroxymethyl-1,3-propanediol and 10.0 triethylamine g(99.1 mmol), dissolved in 50 mL of N,N-dimethylformamide. The solution was cooled to 5°C, and 15.2 g (66.0 mmol) of commercially available 3,5-dinitrobenzoyl chloride was slowly added thereto. Next, the temperature of the reaction liquid was raised to 80°C and further stirred for 12 hours. After standing to cool, the solvent was distilled off under reduced pressure to obtain crude crystals. The obtained crude crystals are recrystallized in ethanol to obtain 3,5-dinitro-N-((trihydroxymethyl)methyl)benzamide. The yield was 17.7 g, and the yield was 85%.

[0261]

[0262] Put 17.0g (53.9mmol) of the 3,5-dinitro-N-((trihydroxymethyl)methyl)benzamide and 5% palladium / car...

example 2

[0264] [Example 2] Synthesis of compound (1-9)

[0265]

[0266] Put 10.0g (95.1mmol) of commercially available diethanolamine and 11.5g (114.1mmol) of triethylamine in a 200mL three-necked flask equipped with a stirring device, thermometer, nitrogen introduction tube and dropping funnel, and dissolve in N,N- Dimethylformamide 100mL. The solution was cooled to 5°C, and 21.9 g (95.1 mmol) of commercially available 3,5-dinitrobenzoyl chloride was slowly added thereto. Next, the reaction liquid was heated up to 80°C, and further stirred for 12 hours. After leaving to cool, the solvent was distilled off under reduced pressure to obtain crude crystals. The obtained crude crystals are recrystallized in ethanol to obtain N,N-bis(2-hydroxyethyl)-3,5-dinitrobenzamide. The yield was 25.0 g, and the yield was 88%.

[0267]

[0268] Put the previously obtained N,N-bis(2-hydroxyethyl)-3,5-dinitrobenzamide 20.0g (66.8mmol) and 5% palladium / carbon powder 2.0 in the reaction tube for the autoc...

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PUM

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Abstract

The present invention provides a diamine, a polyamide acid and derivants thereof, a liquid crystal alignment agent for obtaining a liquid crystal alignment film and a liquid crystal display element with high liquid crystal alignment performance and good black level. At least diamine represented in the general formula (1) is used to react with tetracarboxylic acid dianhydride to obtain polyamic acid and derivants, and the liquid crystal alignment film can be prepared. In the formula 79, R is acylamino, wherein methylene is spaced on nitrogen atom and hydroxyl is bonded on the tail end.

Description

Technical field [0001] The present invention relates to a novel diamine, a liquid crystal alignment agent containing polyamic acid or its derivatives, and uses thereof. Background technique [0002] The liquid crystal display elements include various liquid crystal displays such as the monitor of a note personal computer or desktop computer, the view finder of a video camera, and a projection display. Used in devices, and recently began to be used as a TV. In addition, it can also be used as an optical printer head, optical Fourier transform (optical Fourier transform) element, light valve and other optoelectronic related elements. [0003] A liquid crystal display element generally has: 1) a pair of substrates arranged to face each other; 2) electrodes formed on one or both of the faces of the pair of substrates facing each other; 3) on the one A liquid crystal alignment film formed on the respective opposed surfaces of the counter substrate, and 4) a liquid crystal layer formed...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C237/32C08G73/10C08L79/08C09K19/56G02F1/1337
CPCC07C237/28C08G73/10C09K19/38G02F1/13
Inventor 大木洋一郎伊泽啓介藤马大亮
Owner 长沙道安捷新材料有限公司
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