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Bicyclohexylethylene substituted diphenylne liquid crystal compound and preparation method thereof

A technology of liquid crystal compounds and ethylene groups, applied in the field of materials, can solve problems such as high melting point, poor compatibility, and large light absorption coefficient

Active Publication Date: 2015-08-19
XIAN CAIJING OPTO ELECTRICAL SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] In order to overcome the deficiencies in the prior art of its large light absorption coefficient, high viscosity, high melting point, and poor compatibility, the present invention proposes a biscyclohexylethylene group-substituted tonzyne liquid crystal compound and its preparation method

Method used

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  • Bicyclohexylethylene substituted diphenylne liquid crystal compound and preparation method thereof
  • Bicyclohexylethylene substituted diphenylne liquid crystal compound and preparation method thereof
  • Bicyclohexylethylene substituted diphenylne liquid crystal compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0069] This example is a liquid crystal compound substituted with biscyclohexylethylene group, which is 1-{4-[2-(4-n-propylcyclohexyl)ethyl]phenyl}-2-{4- [2-(4-n-propylcyclohexyl)ethyl]phenyl}acetylene, wherein R and R' are both C3 linear alkyl groups, and the values ​​of m, n, and x are all 0.

[0070] The preparation of 1-{4-[2-(4-n-propylcyclohexyl)ethyl]phenyl}-2-{4-[2-(4-n-propylcyclohexyl)ethyl] proposed in this example The specific process of phenyl}acetylene is:

[0071] Step 1: Synthesis of substituted cyclohexyl formamide: the substituted cyclohexyl formamide described in this example is 4-n-propylcyclohexyl formamide.

[0072]

[0073] Add thionyl chloride and substituted cyclohexyl formic acid in a molar ratio of 1.5:1, and an appropriate amount of toluene into a 1L three-necked flask equipped with a stirrer, a condenser, a thermometer, and a tail gas recovery device. In this example, the added trans-4-n-propylcyclohexylcarboxylic acid is 340.00g, the added th...

Embodiment 2

[0101] This example is a liquid crystal compound substituted with biscyclohexylethylene group, which is 1-{2-fluoro-4-[2-(4-n-propylcyclohexyl)ethyl]phenyl}-2 -{4-[2-(4-n-pentylcyclohexyl)ethyl]phenyl}acetylene, wherein R is a C3 straight-chain alkyl group, R' is a C5 straight-chain alkyl group, and the value of m is 1 , the values ​​of n and x are both 0.

[0102] The preparation of 1-{2-fluoro-4-[2-(4-n-propylcyclohexyl)ethyl]phenyl}-2-{4-[2-(4-n-pentylcyclohexyl) ) The specific process of ethyl] phenyl} acetylene is:

[0103] Step 1: Synthesis of substituted cyclohexyl formamide: the substituted cyclohexyl formamide described in this example is 4-n-pentylcyclohexyl formamide.

[0104]

[0105] Replace the trans-4-n-propylcyclohexyl formic acid in step 1 of embodiment one with trans-4-n-pentyl cyclohexyl formic acid of equimolarity, adopt the synthesis process identical with step 1 in embodiment one to synthesize 4-normal Pentylcyclohexylcarboxamide.

[0106] Step 2: Sy...

Embodiment 3

[0142] This example is a liquid crystal compound substituted with biscyclohexylethylene group, which is 1-{2-fluoro-4-[2-(4-n-propylcyclohexyl)ethyl]phenyl}-2 -{2-fluoro-4-[2-(4-n-pentylcyclohexyl)ethyl]phenyl}acetylene, wherein R is a straight-chain alkyl group of C3, R' is a straight-chain alkyl group of C5, m and The value of n is 1, and the value of x is 0.

[0143] The preparation of 1-{2-fluoro-4-[2-(4-n-propylcyclohexyl)ethyl]phenyl}-2-{2-fluoro-4-[2-(4-n- The specific process of pentylcyclohexyl)ethyl]phenyl}acetylene is:

[0144] Step 1: Synthesis of substituted cyclohexyl formamide: the substituted cyclohexyl formamide described in this example is 4-n-propyl cyclohexyl formamide and 4-n-pentyl cyclohexyl formamide, using the same method as in Example 1 Synthesis of 4-n-propylcyclohexylcarboxamide in the same synthesis process as step 1, and synthesis of 4-n-pentylcyclohexylcarboxamide in the same synthesis process as step 1 in Example 2.

[0145] Step 2: Synthesis...

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Abstract

The invention discloses a dicyclohexyl ethylene group substituted diphenylacetylene liquid crystal compound and a preparation method thereof. The structural general formula of the dicyclohexyl ethylene group substituted diphenylacetylene liquid crystal compound is shown in the specification, wherein (F)m, (F)n and (F)x respectively represent fluorine atom substitution, m, n and x represent substitution number of the fluorine atoms and the value of m, n and x is 0 or 1, and the cyclohexyl is trans-cyclohexyl; both R and R' represent C1-C15 alkyl, C1-C15 alkenyl, C1-C15 alkoxy, C1-C15 alkenyloxy, fluoro-substituted C1-C15 alkyl or fluoro-substituted C1-C15 alkenyl. The dicyclohexyl ethylene group substituted diphenylacetylene liquid crystal compound not only has high clearing point, wide nematic phase section, large birefringence, and low optical absorption coefficient, but also has low melting point, low viscosity and good intermiscibility, and can be used in liquid crystal optical elements; the dicyclohexyl ethylene group substituted diphenylacetylene liquid crystal compound with side fluorine can also be used in a double frequency liquid crystal display mode.

Description

technical field [0001] The invention belongs to the technical field of materials, and in particular relates to a biscyclohexylethylene substituted tonzyne liquid crystal compound and a preparation method thereof. Background technique [0002] In recent years, with the rapid development of liquid crystal display technology, the application perspective of liquid crystal materials has gradually shifted from traditional liquid crystal display to the field of new liquid crystal devices. From the results of device physics research, the materials used in liquid crystal optics need to meet the requirements of large birefringence (Δn), high-definition bright spots and low absorption coefficient (to reduce light damage as much as possible). Liquid crystal materials with a birefringence greater than 0.2 in liquid crystal optics currently being studied, such as CB liquid crystals and terphenyl liquid crystals, all have relatively strong vibration absorption in the used wavelength bands....

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C13/28C07C1/32C07C25/24C07C17/263C09K19/30
Inventor 安忠维陈然陈新兵陈沛
Owner XIAN CAIJING OPTO ELECTRICAL SCI & TECH
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