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Polymerizable liquid crystal compound, polymerizable liquid crystal composition, and oriented film

一种聚合性液晶、液晶化合物的技术，应用在液晶材料、有机化学、非线性光学等方向，能够解决光学各向异性波长依赖性低等问题，达到低波长依赖性、高耐化学品性、高光学各向异性的效果

Active Publication Date: 2012-08-08
NISSAN CHEM CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] On the other hand, when compared with optically anisotropic films obtained by other processes (such as stretching of polyvinyl alcohol-based films), films obtained from polymerizable liquid crystal compounds have wavelength-dependent optical anisotropy. lower sex problems

Method used

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  • Polymerizable liquid crystal compound, polymerizable liquid crystal composition, and oriented film
  • Polymerizable liquid crystal compound, polymerizable liquid crystal composition, and oriented film
  • Polymerizable liquid crystal compound, polymerizable liquid crystal composition, and oriented film

Examples

Experimental program
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Effect test

Embodiment

[0174] The present invention is described more specifically by way of Synthesis Examples, Examples and Comparative Examples, but the present invention should not be construed as being limited to the following Examples. It should be noted that the measurement methods and measurement conditions of the respective physical properties in the examples are as described below.

[0175] [1] NMR

[0176] The compound was dissolved in deuterated chloroform (CDCl 3 ) or deuterated dimethyl sulfoxide (DMSO-d6), use a nuclear magnetic resonance device (manufactured by Diol) to measure at 300MHz 1 H-NMR.

[0177] [2] Observation of liquid crystal phase

[0178] The liquid crystal phase was identified in such a manner that the sample was heated on a hot stage (MATS-2002S, manufactured by Tokai hit Co.), followed by observation by a polarizing microscope (manufactured by Nikon Corporation). The phase transition temperature was measured at a scan rate (Scan Rate) of 10° C. / min using a diffe...

Synthetic example 1

[0185] Synthesis of Polymeric Liquid Crystal Compound (E1)

[0186] [chemical formula 39]

[0187]

[0188] To a 500-ml round-bottomed flask equipped with a condenser was added 9.8 g (50.0 mmol) of 4-cyano-4'-hydroxybiphenyl, 7.0 g of 3-bromo-1-propanol (50.0 mmol), 13.8 g ( 100 mmol) of potassium carbonate and 150 ml of acetone to provide a mixture, followed by a reaction at 64° C. for 48 hours with stirring. After the reaction was completed, the solvent was distilled off under reduced pressure to obtain a yellow wet solid. Then, the solid was mixed together with 140 ml of water, and 100 ml of diethyl ether was added thereto for extraction. Repeat the extraction 3 times. The separated organic phase was dried by adding anhydrous magnesium sulfate and filtered, and then the solvent was distilled off under reduced pressure to obtain a yellow solid. The solid was purified by recrystallization from a mixed solvent of hexane / ethyl acetate=2 / 1 to obtain 8.7 g of a white solid...

Synthetic example 2

[0195] Synthesis of Polymeric Liquid Crystal Compound (E2)

[0196] [chemical formula 41]

[0197]

[0198] Add 5.0 g (25.6 mmol) of 4-cyano-4'-hydroxybiphenyl, 4.6 g (25.6 mmol) of 6-bromo-1-hexanol, 7.0 g ( 50mmol) of potassium carbonate and 50ml of acetone to provide a mixture, followed by a reaction at 64°C for 24 hours with stirring. After the reaction was completed, the solvent was distilled off under reduced pressure to obtain a yellow wet solid. Then, the solid was mixed together with 70 ml of water, and 50 ml of diethyl ether was added thereto for extraction. Repeat the extraction 3 times.

[0199] The separated organic phase was dried by adding anhydrous magnesium sulfate and filtered, and then the solvent was distilled off under reduced pressure to obtain a yellow solid. This solid was dissolved in 3 ml of ethyl acetate and subjected to silica gel column chromatography (column: silica gel 60, 0.063-0.200 mm, manufactured by Merck KGaA, eluent: hexane / ethyl ac...

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Abstract

Since a polymerizable liquid crystal compound represented by the general formula (1) produces polymers exhibiting high optical anisotropy and high chemical resistance, and the optical anisotropy thereof exhibits low wavelength dependence, polymers obtained from a polymerizable liquid crystal composition comprising said polymerizable liquid crystal compound are useable as an optically anisotropic film for polarizers, wave plates, and the like, and are particularly best used in pattern formation that uses photolithography. (n represents an integer in the range of 3 to 10, m represents an integer in the range of 0 to 5, and q represents an integer in the range of 1 to 2.)

Description

technical field [0001] The present invention relates to a polymerizable liquid crystal compound having polymerizability and liquid crystallinity, a composition containing the same, and a polymer obtained therefrom, and more particularly, to a material which can be suitably used, for example, as a display device and a material having optical characteristics such as a recording material , a polymerizable liquid crystal compound particularly used for an optical compensation film of a liquid crystal display such as a polarizing plate, a retardation plate, and the like, a composition containing the same, and a polymer obtained by using the same. Background technique [0002] Due to the improvement of display quality and the requirement of light weight of liquid crystal display devices, the requirements for polymer films whose internal molecular orientation structure is controlled are constantly increasing for optical compensation films such as polarizers and retardation plates. I...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/58C08F220/30C09K19/38G02B5/30G02F1/1335
CPCC09K19/2007C09K19/12C07D307/58C09K19/3405C09K2019/0448G02B5/3016C09K2323/00C09K2323/02C09K19/38G02B5/30
Inventor D·A·樱叶汀
Owner NISSAN CHEM CORP
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