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Monofluorinated cyclohexanes

A cyclohexenylene and alkyl group technology is applied in the field of electro-optical display elements to achieve the effect of good nematic phase width, rich mixture components and high-definition bright spots

Active Publication Date: 2019-07-09
MERCK PATENT GMBH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

From this, it is possible to achieve an improvement in viewing angle dependence

Method used

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  • Monofluorinated cyclohexanes
  • Monofluorinated cyclohexanes
  • Monofluorinated cyclohexanes

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0116] step 1

[0117]

[0118] A solution of potassium tert-butoxide (21.9 g, 195.6 mmol) in dimethylsulfoxide (90 mL) was added dropwise to ketone 9 (29.0 g, 130.4 mmol) and trimethylsulfoxide iodide at room temperature (43.0 g, 195.6 mmol) in a mixture of dimethylsulfoxide (210 mL). The resulting mixture was stirred for 36 hours, then heptane (500 mL) was added and the mixture was stirred for a further 0.5 hours. The heptane phase was separated, and the Filtered, washed with water, washed with Na 2 SO 4 Dry and concentrate by evaporation in vacuo. The residue (16.7 g) was assisted with Puriflash (300 g SiO 2 , heptane / methyl tert-butyl ether 9:1) for purification. Epoxide 10 was obtained as colorless crystals (95.8% HPLC).

[0119] step 2

[0120]

[0121] A solution of HF in pyridine (65%, 5.0 mL, 185.5 mmol) was added dropwise to epoxide 10 (15.6 g, 61.8 mmol, HPLC: 93.7%) in dichloromethane (275 ml) in the solution. The resulting mixture was stirred at ...

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Abstract

The present invention relates to 1-fluorocyclohexyl-methoxy-aryl compounds of formula (I), in which R1, R2, A1, A2, m and n are defined as indicated in claim 1, to their production, to their use as components in liquid crystal media and to electrooptic display elements containing the liquid crystal media according to the invention. The compounds have negative dielectric anisotropy.

Description

technical field [0001] The present invention relates to 1-fluorocyclohexylmethoxyaryl compounds, to processes for their preparation, to liquid-crystalline media comprising these derivatives, and to electro-optic display elements comprising these liquid-crystalline media. This compound has negative dielectric anisotropy. Background technique [0002] Since the discovery of the first commercially available liquid crystal compounds about 40 years ago, liquid crystals have found a wide range of applications. Known fields of application today are simple digital displays, displays for portable and stationary computers, navigation systems and, equally importantly, television sets. Especially for video displays, high requirements are placed on response times and image contrast. [0003] The spatial arrangement of the molecules in liquid crystals causes many of their properties to be direction-dependent. Particularly important factors here for use in liquid crystal displays are th...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D309/04C07D319/04C07C43/192C07D333/76C07D307/91C09K19/04C09K19/42
CPCC07D309/04C07D333/76C07D307/91C09K19/04C09K19/42C09K19/0403C09K19/3491C09K19/40C09K2019/3408C07D213/65
Inventor D·乌斯哈科夫P·科尔施K·艾腾伯格T·摩格内H·海尔施曼L·雷特苏
Owner MERCK PATENT GMBH
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