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Difluoromethoxy bridged bond type monomer liquid crystal with low viscosity and great electrothermal effect and preparation method thereof

A difluoromethoxy bridge, low viscosity technology, applied in the preparation of organic compounds, liquid crystal materials, carboxylic acid nitrile preparation, etc., can solve the problems of reducing the viscosity of liquid crystals, not involving difluoromethoxy bridges, etc., to reduce Viscosity, simple preparation method, energy saving effect

Active Publication Date: 2018-06-22
XIJING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, the giant electrothermal effect liquid crystal materials reported in domestic and foreign literatures do not involve difluoromethoxy bridges, which can not only improve the dielectric anisotropy, but also effectively reduce the viscosity of liquid crystals.

Method used

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  • Difluoromethoxy bridged bond type monomer liquid crystal with low viscosity and great electrothermal effect and preparation method thereof
  • Difluoromethoxy bridged bond type monomer liquid crystal with low viscosity and great electrothermal effect and preparation method thereof
  • Difluoromethoxy bridged bond type monomer liquid crystal with low viscosity and great electrothermal effect and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] A monomeric liquid crystal with difluoromethoxy bridge bond, low viscosity and huge electrothermal effect, the structure is:

[0029]

[0030] where the structure of R is C 12 h 25 ; The structure of A may be trifluoromethyl.

[0031] A method for preparing monomeric liquid crystals with difluoromethoxy bridge bonds, low viscosity and giant electrothermal effect, comprising the following steps:

[0032] (1) Add 11.76g of dodecylbromobenzene, 150mL of tetrahydrofuran, and 150mL of triethylamine into the first reaction vessel, sonicate for 40min under nitrogen protection, add 0.48g of cuprous iodide, 0.96g of triphenylphosphine dichloride Palladium chloride, then add 6mL trimethylsilylacetylene, the reaction temperature is 80°C, and react for 8h under the protection of nitrogen. After stopping the reaction, remove tetrahydrofuran and triethylamine, dissolve in 150mL tetrahydrofuran and 80mL methanol, and place in the second reactor Then add 28.8g of potassium carbon...

Embodiment 2

[0038] A monomeric liquid crystal with difluoromethoxy bridge bond, low viscosity and huge electrothermal effect, the structure is:

[0039]

[0040] where the structure of R is The structure of A is cyano.

[0041] A method for preparing monomeric liquid crystals with difluoromethoxy bridge bonds, low viscosity and giant electrothermal effect, comprising the following steps:

[0042](1) Add 9.41g of pentylcyclohexylbromobenzene, 120mL of tetrahydrofuran, and 120mL of triethylamine to the first reaction vessel, sonicate for 40min under nitrogen protection, add 0.38g of cuprous iodide, 0.77g of triphenylphosphine dichloride Add palladium, then add 4mL trimethylsilylacetylene, the reaction temperature is 30°C, and react for 5h under the protection of nitrogen. After stopping the reaction, remove tetrahydrofuran and triethylamine, dissolve in 120mL tetrahydrofuran and 60mL methanol, and place in the second reactor Then add 23.0 g of potassium carbonate, stir at room tempera...

Embodiment 3

[0048] A monomeric liquid crystal with giant electrocaloric effect of difluoromethoxy bridge bonded toluene, the structure is:

[0049]

[0050] where the structure of R is The structure of A is isothiocyanate.

[0051] A method for preparing monomeric liquid crystals with difluoromethoxy bridge bonds, low viscosity and giant electrothermal effect, comprising the following steps:

[0052] (1) Add 7.53g of phenyl p-bromo-n-octanoate, 100mL of tetrahydrofuran, and 100mL of triethylamine to the first reaction vessel, sonicate for 40min under nitrogen protection, add 0.31g of cuprous iodide, 0.62g of triphenylphosphine dichloride Palladium chloride, then add 2mL trimethylsilylacetylene, the reaction temperature is 50°C, and react for 6h under nitrogen protection. After the reaction is stopped, remove tetrahydrofuran and triethylamine, dissolve in 100mL tetrahydrofuran and 50mL methanol, and place in the second reactor Then add 18.4g of potassium carbonate, stir at room tempe...

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Abstract

The invention provides a difluoromethoxy bridged bond type monomer liquid crystal with low viscosity and a great electrothermal effect and a preparation method thereof. The structure of the monomer liquid crystal is as follows: the formula is shown in the description; the liquid crystal has the great electrothermal effect; a difluoromethoxy bridged bond is used for replacing an acetylene bond so that the viscosity of the monomer liquid crystal can be effectively reduced and relatively high dielectric anisotropy also can be kept; meanwhile, a cyclohexyl or ester group can be introduced into a molecular structure so that the viscosity of the monomer liquid crystal is reduced; if the difluoromethoxy bridged bond type monomer liquid crystal with the low viscosity and the great electrothermal effect is commercialized, steam compression and refrigeration at present can be replaced to the great extent, so that energy sources are saved and the environment is protected.

Description

technical field [0001] The invention relates to the technical field of electrothermal effect materials, in particular to a single liquid crystal with difluoromethoxy bridge bond, low viscosity and great electrothermal effect and a preparation method thereof. Background technique [0002] In the past few decades, ferroelectric materials have attracted more and more attention because of their very good dielectric properties, piezoelectric properties, and pyroelectric properties, and their broad application prospects. As an inverse effect of the pyroelectric effect, ferroelectric materials can be expected to have a good electrocaloric effect. However, at present, ferroelectric materials have a giant electrocaloric effect only in a small temperature range around the Curie temperature, and their Curie temperature is generally much higher than room temperature, which greatly limits their room temperature cooling applications. [0003] Monomer liquid crystals can obtain materials ...

Claims

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Application Information

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IPC IPC(8): C09K19/30C07C41/30C07C43/192C07C253/30C07C255/46C07C331/26
CPCC09K19/30C09K19/3001C09K19/3098Y02P20/10
Inventor 苗宗成赵玉真张永明赵阳谢雪珂尚宝强郭锟
Owner XIJING UNIV