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Compound having branched alkyl or branched alkenyl, optically isotropic liquid crystal medium and optical element

An isotropic, compound technology, applied in organic chemistry, optics, liquid crystal materials, etc., which can solve problems such as low stability, deterioration of voltage retention, and low chemical stability

Inactive Publication Date: 2013-02-27
JNC CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Furthermore, compounds having alkenyl groups adjacent to two double bonds like compound (ref.04) have low chemical stability
In particular, it has the disadvantages of low stability against ultraviolet rays (ultraviolet, UV), and a significant deterioration in voltage retention after UV irradiation

Method used

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  • Compound having branched alkyl or branched alkenyl, optically isotropic liquid crystal medium and optical element
  • Compound having branched alkyl or branched alkenyl, optically isotropic liquid crystal medium and optical element
  • Compound having branched alkyl or branched alkenyl, optically isotropic liquid crystal medium and optical element

Examples

Experimental program
Comparison scheme
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preparation example Construction

[0332] The liquid crystal composition of the present invention is usually prepared by a known method, for example, a method of dissolving essential components at high temperature.

[0333] 3 Compound (7)~Compound (11)

[0334] The third aspect of the present invention is a liquid crystal composition obtained by adding a component selected from component E and component F shown below to component A.

[0335] The component added to component A is preferably a component obtained by mixing the following components: at least 1 selected from the group consisting of the above formula (7), formula (8), formula (9) and formula (10). Component E comprising one compound or component F comprising at least one compound selected from the group consisting of the above formula (11).

[0336] In addition, even if each component of the liquid crystal composition used in the present invention is an analog containing an isotope of each element, there is no significant difference in physical prop...

Embodiment 1

[0481] Synthesis of compound (S1)

[0482]

[0483] (In formula (1-1-2i), R 1a for C 4 h 9 , R 1b is hydrogen, L 1 is hydrogen, L 2 , L 3 and L 4 is fluorine, Y 1 for-CF 3 compound of. )

[0484] First, the synthetic schemes of compound (S1-03) and compound (S1-07) as intermediate raw materials are listed below.

[0485]

[0486] (Paragraph 1-1) Synthesis of compound (S1-03)

[0487] Under nitrogen flow, 1-bromo-3-fluoro-4-iodobenzene (S1-01) (21.5g, 71.6mmol), 3,5-difluoro-phenylboronic acid (S1-02) (11.3g, 71.6 mmol), dichloro(bistriphenylphosphine) palladium (0.503g, 0.716mmol), triphenylphosphine (0.375g, 1.43mmol), potassium carbonate (14.8g, 107mmol), tetrabutylammonium bromide (5.71 g, 17.9mmol), ethanol (100mL) and toluene (100mL) mixed solution, heated and stirred at 80°C for 6 hours. The reaction solution was poured into water, extracted twice with toluene (300 mL), washed with water three times, and the organic phase was...

Embodiment 2

[0514] Synthesis of compound (S2)

[0515]

[0516] (In formula (1-1-2i), R 1a for C 4 h 9 , R 1b for CH 3 , L 1 is hydrogen, L 2 , L 3 and L 4 is fluorine, Y 1 for-CF 3 compound of. )

[0517] 1-Bromo-3-ethylheptane (S2-07) is commercially available. The synthetic scheme of compound (S2) is listed.

[0518]

[0519] (Paragraph 2-1) Synthesis of compound (S2-08)

[0520] Compound (S2-08) (4.64 g) was obtained by performing the same operation as in Example 1 (paragraphs 1-4), using compound (S2-07) (5.04 g, 26.1 mmol), and performing the same operation , 14.5 mmol, yield: 55%).

[0521] (Paragraph 2-2) Synthesis of compound (S2)

[0522] Compound (S2) was obtained from compound (S2-08) (4.64 g, 14.5 mmol) obtained in the preceding paragraph by performing the same operation as in Example 1 (paragraphs 1-5) to (paragraphs 1-8) (1.20 g, 1.77 mmol, overall yield: 12%). The phase transition temperature (°C) of this compound is C...

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Abstract

The first purpose is to provide a liquid crystal compound which is stable to heat, light and so on, and has a high refractive index anisotropy, a high dielectric anisotropy and a low melting point. The second purpose is to provide a liquid crystal medium having a liquid crystal phase which is stable to heat, light and so on, has a wide liquid crystal phase temperature range, a high refractive index anisotropy and a high dielectric anisotropy, and is optically isotropic. The third purpose is to provide optical elements of various types which comprise the liquid crystal medium, are usable over a wide temperature range and have a short response time, a large contrast and a low drive voltage. Disclosed are a liquid crystal compound having branched alkyl or alkenyl, said liquid crystal compound being represented by formula (1), a liquid crystal medium (a liquid crystal composition or a polymer / liquid crystal complex) containing said liquid crystal compound, optical elements comprising said liquid crystal medium, and so on; in formula (1), R1 represents, for example, branched alkyl or branched alkenyl having 3-20 carbon atoms; the rings A1, A2, A3, A4 and A5 represent, for example, 1,4-phenylene or 1,3-dioxan-2,5-diyl; Z1, Z2, Z3 and Z4 independently represent, for example, a single bond or alkylene having 1 to 4 carbon atoms; Y1 represents, for example, fluorine; and m, n and p independently represent 0 or 1, satisfying the requirement 1<=m+n+p<=3.

Description

technical field [0001] The present invention relates to a liquid crystal compound and a liquid crystal medium useful as a material for an optical element, in particular to a compound with large dielectric anisotropy, refractive index anisotropy and low melting point, and a wide liquid crystal phase temperature range , Liquid crystal media with large dielectric anisotropy and refractive index anisotropy. Furthermore, the present invention relates to an optical element using the liquid crystal medium, and more particularly relates to an optical element which can be used in a wide temperature range, can be driven at low voltage, and can obtain high-speed electro-optical response. Background technique [0002] A liquid crystal display device using a liquid crystal composition is widely used in displays of clocks, calculators, word processors, and the like. These liquid crystal display elements utilize the refractive index anisotropy, dielectric anisotropy, etc. of liquid crysta...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C43/225C09K19/12C09K19/14C09K19/16C09K19/18C09K19/20C09K19/32C09K19/34C09K19/54G02F1/13G02F1/1334
CPCG02F1/1343C09K2019/3438C09K2019/323C09K19/54C09K19/32C09K19/16C09K19/12C07C43/225C09K19/14C09K2019/3408G02F1/1334C09K19/3405C09K2019/0444C09K19/586C09K19/20C09K19/44G02F1/13C09K19/322C09K2019/0448C09K19/3402C09K2019/0466C09K19/18C09K19/34
Inventor 佐郷弘毅长谷场康宏
Owner JNC CORP
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