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Dibenzofuran-, dibenzothiophene- and fluorene derivatives

A compound, phenylene technology, applied in the field of electro-optic display elements, can solve the problem of not giving precise details of physical or electro-optic properties, and achieve the effect of good nematic phase width

Active Publication Date: 2007-04-04
MERCK PATENT GMBH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] WO 02 / 055463 A1 discloses inter alia 3-monosubstituted and 3,7-disubstituted 4,6-difluorodibenzofurans and -thiophenes, but does not give precise details of the physical or electro-optic properties

Method used

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  • Dibenzofuran-, dibenzothiophene- and fluorene derivatives
  • Dibenzofuran-, dibenzothiophene- and fluorene derivatives
  • Dibenzofuran-, dibenzothiophene- and fluorene derivatives

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0158]

[0159] 7.0g (22.9mmol) of silyl ether 8 was dissolved in 20ml of toluene under nitrogen, and then 5.0g (49.3mmol) of sodium carbonate, 10ml of water and 175mg (0.2mmol) of tetrakis(triphenylphosphine)palladium were added. A solution of 5.0 g (22.9 mmol) of boric acid 4 in 10 ml of absolute ethanol was slowly added to the reaction mixture at the boiling temperature. After refluxing for 5 hours and cooling, the phases separated. The aqueous phase was extracted with MTB ether. The organic phase was dried and evaporated on sodium sulfate. The residue was chromatographed on silica gel to obtain 6.5 g of silyl ether 9 (yield: 71%).

[0160]

[0161] 5.0 g (12.6 mmol) of silyl ether 9 was dissolved in 40 ml of THF, and 10 ml of dilute HCl was added. The solution was stirred at room temperature until the conversion was complete (TLC check). The solvent was then removed, and the residue was taken up in 10 ml dilute HCl solution and 20 ml MTB ether. The aqueous phase was extrac...

Embodiment 2 to 64

[0168]

[0169] Example number

Embodiment 65-128

[0171]

[0172] Example number

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PUM

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Abstract

The present invention relates to compounds of formula I, wherein Y, X1, X2, X3, R1, R2, A1, A2, Z1, Z2, m and n are as defined in claim 1 as components in liquid crystal media and to electro-optical display elements comprising a liquid-crystalline medium according to the invention.

Description

Technical field [0001] The present invention relates to derivatives of dibenzofuran, dibenzothiophene and fluorene, to liquid crystal media containing these derivatives, and to electro-optical display elements containing these liquid crystal media. In particular, the present invention relates to dibenzofuran, dibenzothiophene and fluorene derivatives having negative dielectric anisotropy. Background technique [0002] Since the first commercially available liquid crystal compound was discovered about 30 years ago, liquid crystals have been widely used. Known application areas are, in particular, displays for watches and small calculators, and large display panels such as those used in railway stations, airports and sports fields. Other application areas are display and video applications for portable computers and navigation systems. Especially for the last-mentioned applications, high demands are placed on response time and image contrast. [0003] The spatial arrangement of mol...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/91C07C25/22C07C37/055C07C39/367C07C43/225C07C45/00C07C47/575C07C49/755C07D333/76C09K19/32C09K19/34G02F1/137
CPCC09K19/3491C07C45/00C07C41/26C09K19/32C07C41/30C07C25/22C07C37/055C07C41/20C07C2103/18Y10T428/10C07C49/755C09K2019/3408C07D307/91C07C47/575C07C41/22C09K2019/3422C07C2603/18C09K2323/00C07C47/55C07C39/367C07C43/23C07C43/225C07D333/76
Inventor L·利曹M·布雷默M·克拉森-梅默
Owner MERCK PATENT GMBH
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