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Polymeric liquid crystal compound, polymeric liquid crystal composition, and oriented film

A technology of polymerizable liquid crystals and compounds, applied in liquid crystal materials, organic chemistry, nonlinear optics, etc., can solve the problems of reduced optical anisotropy, disordered orientation, etc., and achieve stable anisotropy and transparency, and excellent optical anisotropy The effect of the opposite sex

Active Publication Date: 2013-09-25
NISSAN CHEM IND LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] However, when the glass transition temperature (hereinafter referred to as Tg) of a film obtained from a polymerizable liquid crystal compound is lower than the temperature of the use environment, especially in a high temperature environment, the orientation is disordered due to microscopic fluctuations of molecules, and often leading to a significant reduction in optical anisotropy

Method used

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  • Polymeric liquid crystal compound, polymeric liquid crystal composition, and oriented film
  • Polymeric liquid crystal compound, polymeric liquid crystal composition, and oriented film
  • Polymeric liquid crystal compound, polymeric liquid crystal composition, and oriented film

Examples

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preparation example Construction

[0157] The method for preparing the polymerizable liquid crystal composition of the present invention is not particularly limited, and the components constituting the polymerizable liquid crystal composition may be mixed at once or sequentially. When mixing sequentially, the addition order of each component is arbitrary.

[0158] In addition, when multiple compounds are used for one component, a mixture obtained by mixing them in advance may be mixed with other components, or each may be mixed with other components separately.

[0159] When using the polymerizable liquid crystal composition of the present invention to manufacture an optically anisotropic body, in order to avoid unintended thermal polymerization in the photopolymerization in the liquid crystal state, and to easily fix the uniform orientation state of the molecules, preferably at room temperature ( 20 ~ 40 ℃, the same below), showing enantiomeric liquid crystal phase. In addition, when the polymerizable liquid ...

Embodiment

[0177] Hereinafter, the present invention will be more specifically described using synthesis examples, examples, and comparative examples, but the present invention is not limited to the following examples. In addition, the measurement method and measurement conditions of each physical property in an Example are as follows.

[0178] [1] NMR

[0179] The compounds were dissolved in deuterated chloroform (CDCl 3 ) or deuterated dimethyl sulfoxide (DMSO-d6), using a nuclear magnetic resonance device (300MHz, manufactured by Gioul Corporation), measure 1 H-NMR.

[0180] [2] Observation of liquid crystal phase

[0181] The liquid crystal phase was identified by heating the sample on a hot stage (MATS-2002S, manufactured by Tokai Hetto Co., Ltd.), and observing it with a polarizing microscope (manufactured by Nikon Corporation). The phase transition temperature was measured using a differential scanning calorimetry analyzer (DSC3100SR, hereinafter referred to as DSC) manufactur...

Synthetic example 1

[0188] [Synthesis Example 1] Synthesis of Polymerizable Liquid Crystal Compound (E1)

[0189] [1] Synthesis of intermediate compound (A1)

[0190] [chem 27]

[0191]

[0192] Add 9.8 g (50.0 mmol) of 4-cyano-4'-hydroxybiphenyl, 7.0 g (50.0 mmol) of 3-bromo-1-propanol, and 13.8 g of potassium carbonate ( 100 mmol) and 150 mL of acetone to prepare a mixture, which was reacted while stirring at 64° C. for 48 hours. After the reaction, the solvent was distilled off under reduced pressure to obtain a yellow wet solid. Then, this solid was mixed with 140 mL of water, and 100 mL of diethyl ether was added thereto for extraction. Extraction was performed 3 times. Anhydrous magnesium sulfate was added to the organic layer obtained by liquid separation to dry it, and after filtration, the solvent was distilled off under reduced pressure to obtain a yellow solid. The solid was purified by recrystallization using a mixed solvent of hexane / ethyl acetate=2 / 1 (v / v) to obtain 8.7 g of...

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Abstract

Provided are: the polymeric liquid crystal compound represented by formula [1]; a polymeric liquid crystal composition containing same; a polymer, coating film, and oriented film obtained using same; and an optical member provided with the oriented film. (In the formula: X1, X2, X3, and X4 each independently represent a hydrogen atom or a fluorine atom; R represents a hydrogen atom, a halogen atom, a cyano group, an alkyl group, an alkoxy group, or an alkoxycarbonyl group; G represents a -C(=O)O- or -OC(=O)- group; and n represents an integer from 4 to 10.)

Description

technical field [0001] The present invention relates to a polymerizable liquid crystal compound having polymerizability and liquid crystallinity, a composition containing the compound, and a polymer and an alignment film obtained by using the composition, for example, materials having optical properties such as display devices and recording materials, In particular, it relates to a polymerizable liquid crystal compound suitable for optical compensation films such as polarizers and retardation plates for liquid crystal displays, a composition containing the compound, and a polymer and an alignment film obtained by using the composition. Background technique [0002] In order to improve the display quality and reduce the weight of liquid crystal display devices, there is an increasing demand for polymer films whose internal molecular orientation structure is controlled as optical compensation films such as polarizing plates and retardation plates. In response to this demand, t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/58C08F20/30C09K19/38G02B5/30G02F1/13
CPCC07D307/58C08F20/30C09K19/2007C09K19/3405C09K2019/0448C09K2019/2042C09K19/38G02B5/30G02F1/13
Inventor 丹尼尔·安东尼奥·樱叶汀
Owner NISSAN CHEM IND LTD
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