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

Benzofuran derivative liquid crystal compound as well as composition and application thereof

A technology of liquid crystal compounds and liquid crystal compositions, applied in the direction of organic chemistry, etc., can solve the problems of small anisotropy of intermediate points, low refractive index, poor low temperature stability, etc.

Active Publication Date: 2014-09-10
ANQING FEIKAI NEW MATERIAL CO LTD
View PDF9 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] The above compounds have large dielectric anisotropy, but they have the disadvantages of low clearing point and low refractive index when used in mixed liquid crystals.
[0012] In patents DE19909760, DE19909761 and CN100415730, benzofuran derivatives are involved, but they have the disadvantages of small anisotropy and poor stability at low temperature in mixed liquid crystals

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
  • Benzofuran derivative liquid crystal compound as well as composition and application thereof
  • Benzofuran derivative liquid crystal compound as well as composition and application thereof
  • Benzofuran derivative liquid crystal compound as well as composition and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0067] The synthetic route for preparing compound I-4-5 is shown below,

[0068]

[0069] Its specific process steps are as follows:

[0070]

[0071] 1) Add 17mmol of compound A, 17mmol of compound B, 50ml of toluene, 25ml of ethanol, 25ml of water, 68mmol of sodium carbonate into a 250ml three-necked flask, and add 0.85mmol of Pd(PPh 3 ) 4 , continue to reflux under the protection of nitrogen, and react for 6 hours. After the reaction is completed, the reaction solution is post-treated and purified by column chromatography to obtain a white solid I-4-5, GC ≥ 99%.

[0072] R 2 : H, the compound of following structural formula is prepared:

[0073]

[0074] Yield: 86.3%; DSC: C118.2I; △n: 0.183; △ε: 22; Cp: 14.6;

[0075] R 2 :CH 3 , to prepare compounds of the following formula:

[0076]

[0077] Yield: 84.5%; DSC: C106.8I; △n: 0.193; △ε: 24; Cp: 66.6;

[0078] R 2 :C 2 h 5 , to prepare compounds of the following formula:

[0079]

[0080] Yield: 75...

Embodiment 2

[0089] The synthetic route for preparing compound I-4-1 is shown below,

[0090]

[0091] Its specific process steps are as follows:

[0092]

[0093] 1) Add 17mmol of compound A to a 250ml three-necked bottle 1 , 17mmol compound B, 50ml toluene, 25ml ethanol, 25ml water, 68mmol sodium carbonate, under nitrogen protection, add 0.85mmol Pd (PPh 3 ) 4 , continue to reflux under the protection of nitrogen, and react for 6 hours. After the reaction is completed, the reaction solution is post-treated and purified by column chromatography to obtain a white solid I-4-1, GC ≥ 99%.

[0094] R 1 :CH 3 , to prepare compounds of the following formula:

[0095]

[0096] Yield: 48%; DSC: C107.3I; Δn: 0.176; Δε: 18.5; Cp: 23.9.

[0097] Compound Ⅰ-4-1-a 1 H-NMR diagram see Figure 5 .

Embodiment 3

[0099] The synthetic route for preparing compound I-6-5 is shown below,

[0100]

[0101] Its specific process steps are as follows:

[0102]

[0103] 1) Synthesis of Compound D

[0104] Add 20mmol of compound A, 21mmol of 3,5-difluorobromobenzene, 50ml of toluene, 25ml of ethanol, 25ml of water, 80mmol of sodium carbonate in a 250ml three-necked flask, and add 1mmol of Pd(PPh 3 ) 4 , continue to reflux under the protection of nitrogen, and react for 6 hours. After the reaction is completed, the reaction solution is post-treated and purified by column chromatography to obtain a white solid D with a yield of 75% and GC ≥ 98%.

[0105] 2) Synthesis of Compound E

[0106] Add 15mmol of compound D and 100ml of anhydrous tetrahydrofuran into a 250ml three-necked flask, under the protection of nitrogen, cool down to -78°C, add 4.4ml of n-BuLi solution (2.5mol / L, n-hexane solution) dropwise, after the dropwise addition, continue to control Stir at -78°C for 1h, add dropwise...

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

No PUM Login to View More

Abstract

The invention provides a benzofuran derivative liquid crystal compound. The compound has high dielectricity and optical anisotropy, and a display using the compound has fast response speed. The invention further provides one or more liquid crystal compositions containing the compound, and a liquid crystal display element comprising the liquid crystal composition.

Description

technical field [0001] The present invention relates to a liquid crystal compound suitable as a liquid crystal material in a liquid crystal display, especially a benzofuran derivative liquid crystal compound, and a liquid crystal composition containing the liquid crystal compound. Background technique [0002] Liquid crystal display devices use optically anisotropic and dielectrically anisotropic liquid crystal materials. As for display modes, TN (twisted nematic), STN (super twisted nematic), dynamic scattering mode, guest-host (G-H) mode, and DAP mode are known. In addition, drive modes, time-division drive modes, active base-driven mass modes, and dual-frequency drive modes are known in terms of device drive modes. Although the properties of liquid crystal materials used in this type of liquid crystal display vary according to their applications, any liquid crystal material is required to be stable against external environmental factors such as humidity, air, heat and li...

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
Patent Type & Authority Patents(China)
IPC IPC(8): C07D307/80
Inventor 韩文明靳灿辉胡娟胡海军房元飞谭玉东
Owner ANQING FEIKAI NEW MATERIAL CO LTD
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