Liquid crystal compound for high-frequency device

A technology of liquid crystal composition and compound, which is applied in the direction of liquid crystal materials, chemical instruments and methods, etc., can solve the problems of difficulty and insufficiency of liquid crystal composition, and achieve the effect of excellent electromagnetic wave control effect

Pending Publication Date: 2021-05-11
DAINIPPON INK & CHEM INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the Δn of these compounds is not yet sufficient, and based on this, liquid crystals showing values ​​suitable for practical use with respect to other physical properties such as dielectric constant anisotropy (Δε), solubility in liquid crystal compositions, and viscosity have been developed. Composition is also extremely difficult

Method used

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  • Liquid crystal compound for high-frequency device
  • Liquid crystal compound for high-frequency device
  • Liquid crystal compound for high-frequency device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0300] [Chemical 51]

[0301]

[0302] Under nitrogen atmosphere, for 4-iodoaniline (18.3g, 84mmol), triethylamine (10.2g, 100mmol), 1,8-diazabicyclo[5.4.0]-7-undecene ( 12.7g, 84mmol), tetrakis (triphenylphosphine) palladium (0.6g, 0.5mmol), copper (I) iodide (0.1g, 0.5mmol), THF (100mL) mixture, add 1-butane dropwise at room temperature A THF (40 mL) solution of 4-ethynylbenzene (14.6 g, 92 mmol) was stirred under reflux for 3 hours. The reaction solution was poured into water, the aqueous layer was extracted twice with toluene, the organic layers were combined, washed with saturated brine, and dried over anhydrous sodium sulfate. After the solvent was distilled off under reduced pressure, 4-((4-butylphenyl)ethynyl)aniline (19.8 g, yield 95%) was obtained by recrystallization from hexane.

[0303] [Chemical 52]

[0304]

[0305] Under nitrogen atmosphere, a mixture of 4-((4-butylphenyl)ethynyl)aniline (18.8 g, 76 mmol), formic acid (10.4 g, 227 mmol), toluene (200 m...

Embodiment 2

[0310] [Chemical 54]

[0311]

[0312] Under nitrogen atmosphere, for 2-chloro-4-iodoaniline (21.3g, 84mmol), triethylamine (10.2g, 100mmol), 1,8-diazabicyclo[5.4.0]-7-deca A mixture of carbene (12.7g, 84mmol), tetrakis(triphenylphosphine) palladium (0.6g, 0.5mmol), copper (I) iodide (0.1g, 0.5mmol), THF (100mL), dropwise at room temperature A THF (40 mL) solution of 1-butyl-4-ethynylbenzene (14.6 g, 92 mmol) was added, and the mixture was stirred for 3 hours while heating to reflux. The reaction solution was poured into water, the aqueous layer was extracted twice with toluene, the organic layers were combined, washed with saturated brine, and dried over anhydrous sodium sulfate. After the solvent was distilled off under reduced pressure, 4-((4-butylphenyl)ethynyl)-2-chloroaniline (22.6 g, yield 95%) was obtained by recrystallization from hexane.

[0313] [Chemical 55]

[0314]

[0315] A mixture of 4-((4-butylphenyl)ethynyl)-2-chloroaniline (22.6 g, 80 mmol), formic...

Embodiment 3

[0320] [Chemical 57]

[0321]

[0322]Under nitrogen atmosphere, for 4-iodoaniline (18.3g, 84mmol), triethylamine (10.2g, 100mmol), 1,8-diazabicyclo[5.4.0]-7-undecene ( 12.7g, 84mmol), tetrakis (triphenylphosphine) palladium (0.6g, 0.5mmol), copper (I) iodide (0.1g, 0.5mmol), THF (100mL) mixture, add 4-acetylene dropwise at room temperature A THF (40 mL) solution of 2-fluoro-1-propoxybenzene (16.4 g, 92 mmol) was stirred under reflux for 3 hours. The reaction solution was poured into water, the aqueous layer was extracted twice with toluene, the organic layers were combined, washed with saturated brine, and dried over anhydrous sodium sulfate. After the solvent was distilled off under reduced pressure, 4-((3-fluoro-4-propoxyphenyl)ethynyl)aniline (19.4 g, yield 86%) was obtained by recrystallization from hexane.

[0323] [Chemical 58]

[0324]

[0325] Under a nitrogen atmosphere, a mixture of 4-((3-fluoro-4-propoxyphenyl)ethynyl)aniline (19.4 g, 72 mmol), formic acid...

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Abstract

The invention relates to a liquid crystal compound for a high-frequency device. The present invention addresses the problem of providing a composition which has a liquid crystal phase in a wide temperature range while achieving a high [Delta]n, has low viscosity, good solubility at low temperatures, high electrical resistivity and voltage holding ratio, and is stable with respect to heat and light, and also provides a liquid crystal composition having an excellent high-frequency control effect and excellent chemical stability, a liquid crystal display element using the liquid crystal composition, and a liquid crystal antenna using the liquid crystal composition by using the composition. The present invention provides a compound containing an NCSe structure in the molecule, for example, a compound represented by general formula (i-1), a liquid crystal composition containing the compound, and a liquid crystal display element and a liquid crystal antenna manufactured using the liquid crystal composition.

Description

technical field [0001] The present invention relates to a liquid crystal compound and a liquid crystal composition containing the same, and further relates to a high-frequency phase shift technology using the liquid crystal composition. Background technique [0002] Liquid crystals are used in mobile terminals such as smartphones and tablet devices, and displays such as TVs and screen displays. As a new application of this liquid crystal, an antenna using a liquid crystal that transmits and receives radio waves between a moving object such as a car and a communication satellite has attracted attention. [0003] Conventionally, parabolic antennas have been used for satellite communications, but when used in moving objects, the parabolic antenna must always be directed toward the satellite, requiring a large movable part. However, in an antenna using a liquid crystal, the direction of transmission and reception of radio waves can be changed by the operation of the liquid crys...

Claims

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Application Information

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IPC IPC(8): C09K19/12C09K19/18C09K19/30C09K19/32C09K19/34
CPCC09K19/3003C09K19/12C09K19/18C09K19/3059C09K19/30C09K19/3098C09K19/322C09K19/32C09K19/3491C09K2019/0425C09K2019/3009C09K2019/122C09K2019/181C09K2019/3063C09K2019/183C09K2019/328C09K2019/3096
Inventor 小矶彰宏林卓央青木良夫
Owner DAINIPPON INK & CHEM INC
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