Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Thiophene compound, liquid-crystalline medium and liquid-crystal display comprising the same

A liquid crystal medium and compound technology, applied in the field of liquid crystal displays, can solve the problems of low contrast, insufficient life, high operating voltage, etc., and achieve the effects of high positive dielectric anisotropy, good low temperature stability, and favorable capacitance threshold.

Pending Publication Date: 2020-01-21
MERCK PATENT GMBH
View PDF57 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these displays using dielectrically negative liquid crystals have a serious disadvantage: higher operating voltages are required compared to displays using dielectrically positive liquid crystals
[0038] In addition to their relatively poor transmittance and their relatively long response times, the hitherto disclosed MLC displays have other disadvantages
These are for example their relatively low contrast ratio, their relatively high viewing angle dependence and the difficulty in reproducing gray scales in these displays, especially when viewed from oblique viewing angles, as well as their insufficient VHR and their insufficient lifetime

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Thiophene compound, liquid-crystalline medium and liquid-crystal display comprising the same
  • Thiophene compound, liquid-crystalline medium and liquid-crystal display comprising the same
  • Thiophene compound, liquid-crystalline medium and liquid-crystal display comprising the same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[1052] The following examples illustrate the invention without restricting it in any way. However, the physical properties make it clear to those skilled in the art what properties can be achieved and to what extent they can be adjusted. In particular, combinations of properties which can preferably be achieved are therefore well defined for the person skilled in the art.

[1053] The following abbreviations are used in the synthesis examples of this application:

[1054] BuLi n-butyllithium,

[1055] MTB ether tert-butyl methyl ether,

[1056] THF Tetrahydrofuran, and

[1057] dist. Distilled.

Synthetic example 1

[1058] Synthesis Example 1 (PUS-3-T)

[1059] Synthesis of 2-[2,6-difluoro-4-(4-propylphenyl)phenyl]-5-(trifluoromethyl)thiophene

[1060]

[1061] Step 1.1: 1,3-Difluoro-5-(4-propylphenyl)benzene

[1062]

[1063] (4-Propylphenyl)boronic acid (1) (7.0g, 42mmol), 1-bromo-3,5-difluoro-benzene (2) (8.1g, 40mmol), bis(dibenzylideneacetone) - A mixture of palladium(0) (50 mg, 0.87 μmol) and tris-(o-tolyl)phosphine (130 mg, 42 μmol) in acetone (120 mL) was heated to reflux under a nitrogen atmosphere, then sodium hydroxide solution (2N , 42mL, 84mmol). The reaction mixture was heated at reflux temperature for 2 hours. It was then cooled to ambient temperature and diluted with MTB ether and distilled water. The aqueous phase was separated and extracted with MTB ether. The combined organic phases were washed with distilled water and brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel chromatography (solvent heptane) to afford...

Synthetic example 2

[1072] Synthesis Example 2 (PUS-3-F)

[1073] Synthesis of 2-[2,6-difluoro-4-(4-propylphenyl)phenyl]-5-fluoro-thiophene

[1074]

[1075] Step 2.1: 2-[2,6-Difluoro-4-(4-propylphenyl)phenyl]-5-fluoro-thiophene

[1076]

[1077] 2-Bromo-1,3-difluoro-5-(4-propylphenyl)benzene (4) (5.3g, 17mmol), potassium carbonate (3.5g, 25mmol), tris(dibenzylidene-acetone )-Dipalladium(0) (80 mg, 87 μmol) and CataCXium A (55 mg, 153 μmol) in THF (80 mL) and water (18 mL) were heated to reflux under a nitrogen atmosphere, then 2-(5- A solution of fluoro-2-thienyl)-4,4,5,5-tetramethyl-1,3-dioxaborolane (7) (4.1 g, 18 mmol) in THF (20 ml). The reaction mixture was heated at reflux temperature for 2 hours. It was then cooled to ambient temperature and diluted with MTB ether and distilled water. The aqueous phase was separated and extracted with MTB ether. The combined organic phases were washed with distilled water and brine, dried (sodium sulfate) and concentrated in vacuo. The residue...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
Melting pointaaaaaaaaaa
Melting pointaaaaaaaaaa
Clear pointaaaaaaaaaa
Login to View More

Abstract

A liquid-crystalline medium, preferably having a nematic phase and dielectric anisotropy of 0.5 or more, which comprises one or more compounds of formula T in which denotes and the use thereof in an electro-optical display, particularly in an active-matrix display based on the IPS or FFS effect, to displays of this type which contain a liquid-crystalline medium of this type, and to the compounds of formula T and their use for the improvement of the transmission and / or response times of a liquid-crystalline medium which contains one or more additional mesogenic compounds.

Description

technical field [0001] The present invention relates to novel compounds, novel liquid crystal media, especially for liquid crystal displays, and to these liquid crystal displays, especially to the use of IPS (In-Plane Switching) or preferably FFS (Fringe Field Switching) effects (both using dielectrically positive liquid crystals) ) LCD display. The latter is also occasionally referred to as the SB-FFS (Super Bright FFS) effect. For this effect, dielectrically positive liquid crystals are used, which contain one or more compounds with high permittivity both parallel to and perpendicular to the molecular director, which leads to a large average permittivity and a high Dielectric ratio and at the same time preferably relatively small dielectric anisotropy. The liquid-crystalline medium optionally additionally comprises dielectrically negative, dielectrically neutral compounds or both. The liquid-crystalline medium is used for in-plane (ie planar) initial alignment. The liqui...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C09K19/34C09K19/44C07D333/12C07D333/28C07D333/32C07D333/76
CPCC09K19/3491C09K19/44C07D333/12C07D333/28C07D333/76C07D333/32C09K19/3098C09K2019/3004C09K19/3048C09K2019/3422C09K2019/0466C09K2019/124C09K2019/3009C09K2019/3027C09K2019/3016C09K2019/123C09K19/068C09K19/46G02F1/13C09K2019/122C09K2019/301C09K2019/3012G02F1/1362C09K19/586
Inventor 真边笃孝C·布洛克S·巴兰S·霍夫迈尔A·哈恩
Owner MERCK PATENT GMBH
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com