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Novel liquid crystal compound containing dioxa saturated azulenes and composition thereof

A technology of compounds and heteroatoms, applied in the field of liquid crystal compounds and compositions comprising said liquid crystal compounds

Active Publication Date: 2012-12-05
ANQING FEIKAI NEW MATERIAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] 4. Low threshold voltage
[0009] However, the hybrid liquid crystal obtained in the existing technology cannot realize these advantages while maintaining other parameters

Method used

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  • Novel liquid crystal compound containing dioxa saturated azulenes and composition thereof
  • Novel liquid crystal compound containing dioxa saturated azulenes and composition thereof
  • Novel liquid crystal compound containing dioxa saturated azulenes and composition thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0077] The synthetic route for preparing compound 3(Da)CUF is as follows:

[0078]

[0079] Its specific preparation process is as follows:

[0080] 1. Synthesis of 3(Da)CUF-02

[0081] 3(Da)CUF-02

[0082] Add 3g of dimethyl succinate, 120mL of anhydrous tetrahydrofuran, 5ml of hexamethylphosphinamide into a 250mL three-necked flask, lower the temperature to -75°C under the protection of argon, and add dropwise 20mL of 1mol / L lithium diisopropylamide solution , after the drop is completed, stir at -80°C~-75°C for 45min, then add dropwise 9g of 2-propyl-1,3-dibromopropane (commercially available intermediate) in 30mL of anhydrous tetrahydrofuran solution at -80°C~-75°C , the dropwise addition was completed, stirred at -80°C~-75°C for 2h, then naturally warmed to room temperature and reacted for 20h; the reaction solution was poured into 50mL saturated aqueous ammonium chloride solution, transferred to a separatory funnel for liquid separation, and the water layer was wa...

Embodiment 2

[0091] The synthetic route for preparing compound 3C(Da)PUF is as follows:

[0092]

[0093] Its specific preparation process is as follows:

[0094] Among them, 2-(4-trans-propylcyclohexyl)-1,3-propanediol can be synthesized by methods known in the prior art (for the synthesis method, please refer to document CN101050157).

[0095]

[0096] 1. Synthesis of 3C(Da)PUF-03

[0097] 3C(Da)PUF-03

[0098] Add 15g of 2-(4-trans-propylcyclohexyl)-1,3-propanediol and 100ml of chloroform into a 250mL three-necked flask, install a drying, reflux and tail gas absorption device, and add 20g of tribromide dropwise at 0-5°C under stirring Phosphate 50ml chloroform solution, after dripping, stir at room temperature for 30min, then reflux reaction for 6h, TLC monitors no raw material, stop heating, naturally cool to room temperature, slowly add the reaction solution into 200ml saturated sodium phosphate ice solution , and then adjust the pH to 14 with 1mol / L sodium hydroxide soluti...

Embodiment 3

[0110] The synthetic route for preparing compound 3 (Da) PUF is as follows:

[0111]

[0112] Its specific preparation process is as follows:

[0113] 3(Da)CUF-01 Synthesis of Reference Example 1

[0114]Add 0.73g 3(Da)CUF-01, 1.0g 4-(3,4,5-trifluorophenyl)-benzaldehyde, 0.2g p-toluenesulfonic acid monohydrate, 100ml dichloromethane into a 250mL three-necked flask, Heated in a water bath to reflux to separate water, reacted for 6 hours, GC monitored no 4-(3,4,5-trifluorophenyl)-benzaldehyde, cooled naturally to room temperature; poured the reaction solution into 20mL saturated aqueous sodium bicarbonate solution, transferred to Separation in a separatory funnel, the aqueous layer was extracted twice with 10 mL of dichloromethane, the organic layer was combined and washed twice with saturated aqueous sodium bicarbonate solution, the organic layer was dried with 10 g of anhydrous sodium sulfate, and the solvent was evaporated with a rotary evaporator , to obtain 1.7 g of br...

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Abstract

The invention provides a liquid crystal compound containing dioxa saturated azulenes having a general formula (I). The compound has better chemical and physical stability, and has larger dielectric constant ad higher clearing point compared with the similar monomer containing cyclohexyl. The invention also provides a liquid crystal composition containing the novel liquid crystal compound containing dioxa saturated azulenes, and a liquid crystal element including the liquid crystal composition. The liquid crystal composition has the advantages of lower driving voltage, good low-temperature intersolubility, higher clearing point and faster response time.

Description

technical field [0001] The present invention relates to a liquid crystal compound and a composition comprising the liquid crystal compound, more specifically, the present invention relates to a novel liquid crystal compound containing dioxazulenes and a liquid crystal composition comprising the liquid crystal compound. Background technique [0002] Liquid crystal materials are mainly used as dielectrics in liquid crystal displays because the optical properties of such substances can be changed by an applied voltage. Electro-optical devices based on liquid crystals are extremely well known to those skilled in the art and can incorporate various effects. Examples of such devices are liquid crystal cells with dynamic scattering, DAP (Alignment Phase Distortion) liquid crystal cells, guest / host type liquid crystal cells, TN cells with twisted nematic structure, STN (super twisted nematic) liquid crystal cells, SBE ( super birefringence effect) liquid crystal cell and OMI (optic...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D321/10C07D407/10C07D405/10C09K19/34
Inventor 阮群奇史志兵房元飞储著龙
Owner ANQING FEIKAI NEW MATERIAL CO LTD
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