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Liquid crystalline tetracyclic compound having fluorine atom, liquid crystal composition and liquid crystal display element

A technology of liquid crystal composition and compound, applied in liquid crystal materials, organic chemistry, nonlinear optics, etc., can solve the problems of insufficient temperature range, no transparent point, and high optical anisotropy

Active Publication Date: 2011-05-04
JNC CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Since the compounds disclosed in the above-mentioned documents do not show a sufficiently high clearing point, the temperature range in which the composition containing these compounds is in the nematic phase is not wide enough
In addition, since the optical anisotropy is not high enough, the composition containing these compounds has a disadvantage that it is not suitable for a display for high-speed response with a thick cell thickness.

Method used

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  • Liquid crystalline tetracyclic compound having fluorine atom, liquid crystal composition and liquid crystal display element
  • Liquid crystalline tetracyclic compound having fluorine atom, liquid crystal composition and liquid crystal display element
  • Liquid crystalline tetracyclic compound having fluorine atom, liquid crystal composition and liquid crystal display element

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preparation example Construction

[0215] The liquid crystal composition of the present invention is usually prepared by a known method, for example, a method capable of dissolving essential components at high temperature. In addition, additives well-known to those skilled in the art can be added according to the application to prepare, for example, the liquid crystal composition (e) of the present invention containing an optically active compound as described below, and the liquid crystal composition for GH mode to which a dye is added. In general, additives are well known to practitioners in this field and are described in detail in literature and the like.

[0216] The liquid crystal composition (e) of the present invention is a liquid crystal composition that further contains one or more optically active compounds in the above-mentioned liquid crystal composition of the present invention.

[0217] As an optically active compound, a known chiral dopant is added. The chiral dopant has the effect of making th...

Embodiment 1

[0252] Synthesis of 4-[2-fluoro-4-(4-pentyl-cyclohexyl)-phenyl]-4'-vinyl-bicyclohexane (No.5)

[0253]

[0254] Step 1

[0255] Add 56.2 g of 1-fluoro-3-(4-pentyl-cyclohexyl)-benzene (1) and 500 ml of tetrahydrofuran (THF) into the reactor under nitrogen atmosphere, and then cool to -73°C. Thereto, 250.0 ml of 1.04 M 2-butyllithium n-hexane and cyclohexane solutions were added dropwise at a temperature ranging from -74°C to -65°C, followed by further stirring for 30 minutes. Then, 57.2 g of 4-(1,4-dioxaspiro[4,5]decane-8-yl)cyclohexanone (2) was dissolved by dropwise addition within the temperature range of -76°C to -65°C The solution formed in 160 ml of THF was then returned to 25°C and stirred for a further 20 hours. Thereafter, the reaction mixture was poured into a container containing 27.8 g of ammonium chloride and 1000 ml of ice water, and mixed. 1360ml of toluene was added, and the extraction operation was performed after it was separated into an organic layer an...

Embodiment 2

[0277] Synthesis of 4-(2-fluoro-4-(4-pentylcyclohexyl)phenyl)-4'-vinylbicyclohexane (No.3)

[0278]

[0279] Using 1-fluoro-3-(4-propylcyclohexyl)benzene (11) instead of 1-fluoro-3-(4-pentyl-cyclohexyl)-benzene (1), in the same way as in Example 1 Synthesis of 4-(2-fluoro-4-(4-pentylcyclohexyl)phenyl)-4'-vinylbicyclohexane (No. 3).

[0280] 1 The chemical shift δ (ppm) of H-NMR analysis is as follows, and the obtained compound can be identified as 4-(2-fluoro-4-(4-pentylcyclohexyl)phenyl)-4'-vinylbicyclohexyl (No. 3). In addition, the assay solvent is CDCl 3 .

[0281] Chemical shift δ (ppm): 7.11(dd, 1H), 6.91(dd, 1H), 6.84(dd, 1H), 5.78(m, 1H), 4.96(m, 1H), 4.88(m, 1H), 2.74 (m, 1H), 2.42(m, 1H), 1.86-1.79(m, 13H), 1.45-0.99(m, 19H), 0.90(t, 3H).

[0282] The transition temperature of the obtained compound (No. 3) is as follows.

[0283] Transition temperature: C 41.9 C 76.3 S B 168.2 N 303.5 I

[0284] Physical properties of compound (No.3)

[0285] Prepare 4-...

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Abstract

Disclosed is a liquid crystalline compound which is stable against heat, light or the like and has a nematic phase in a wide temperature range, while having a low viscosity, an adequate optical anisotropy, an adequate dielectric anisotropy and excellent compatibility with other liquid crystalline compounds. A liquid crystal composition containing the liquid crystalline compound, and a liquid crystal display element containing the liquid crystal composition are also disclosed. The liquid crystalline compound is represented by formula (a). In formula (a), Ra represents, for example, an alkyl having 1-10 carbon atoms; Rb represents, for example, an alkenyl having 2-10 carbon atoms; La represents, for example, a hydrogen; and Z1, Z2 and Z3 each represents, for example, a single bond. The liquid crystal composition contains the liquid crystalline compound, and the liquid crystal display element contains the liquid crystal composition.

Description

technical field [0001] The invention relates to a liquid crystal compound, a liquid crystal composition and a liquid crystal display element. More specifically, it relates to a liquid crystal compound having a skeleton such as a cyclohexane ring, a benzene ring, a cyclohexane ring, and a cyclohexane ring, a liquid crystal composition having a nematic phase containing the compound, and a liquid crystal composition containing the composition Object liquid crystal display element. Background technique [0002] Display elements using liquid crystal compounds (in this application, the term liquid crystal compound can be used as a general term for compounds having a liquid crystal phase and compounds that do not have a liquid crystal phase but are used as constituent components of liquid crystal compositions) are widely used. It is widely used in displays of clocks, calculators, word processors, etc. These display elements utilize refractive index anisotropy, dielectric anisotro...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C25/24C07C25/18C07C43/192C09K19/12C09K19/14C09K19/16C09K19/18C09K19/20C09K19/30C09K19/32C09K19/34C09K19/54G02F1/13
CPCC09K19/3003C09K19/3066C09K19/44C09K2019/0407C09K2019/3015C09K2323/00
Inventor 久保贵裕缟田辉
Owner JNC CORP
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