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New preparation method of trans-trans dicyclohexyl alkane liquid crystal compounds

A liquid crystal compound and cyclohexylane technology, which is applied in the preparation of carbon-based compounds, the preparation of organic compounds, and the production of hydrocarbons from oxygen-containing organic compounds, etc., can solve the problems of high raw material costs and high product costs

Inactive Publication Date: 2019-03-29
YANTAI DERUN LIQUID CRYSTAL MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0023] Because what this reaction route adopts is trans-bicyclohexylformyl chloride, the cost of raw materials is higher, resulting in high product cost

Method used

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  • New preparation method of trans-trans dicyclohexyl alkane liquid crystal compounds
  • New preparation method of trans-trans dicyclohexyl alkane liquid crystal compounds
  • New preparation method of trans-trans dicyclohexyl alkane liquid crystal compounds

Examples

Experimental program
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Effect test

Embodiment 1

[0094] Taking the preparation of trans, trans-4-propyl-4'-ethyl-1,1'-bicyclohexyl (I-1) liquid crystal compound as an example, the trans-trans bicyclohexyl dialkyl liquid crystal compound is described in detail The preparation method:

[0095] Step a: Preparation of 1-(4-(4-propylcyclohexyl)cyclohexyl)ethyl-1-ol (Ⅲ-1):

[0096] a 1 .Add 200ml of cyclohexane to the hydrogenation kettle, and install an inert gas protection device, a heating and cooling device, a vacuum device and a water separator on the reaction kettle, and then pass nitrogen into it to empty the air in the kettle to maintain a pressure of 0.11MPa. Add 8.5g of 5% Ru / C, turn on the vacuum device, raise the temperature to 90°C and reflux for 5h, separate the water through the water separator until the water is completely evaporated.

[0097] a 2 .Stop heating and stirring, repressurize with nitrogen, after cooling, add 1-(4-(4-propylcyclohexyl)phenyl)ethyl-1-one 122g (0.5mol) and potassium carbonate 69g into t...

Embodiment 2

[0106] The preparation method of trans, trans-4-pentyl-4'-propyl-1,1'-bicyclohexyl liquid crystal compound (I-2):

[0107]The preparation process is the same as in Example 1, except that the raw material of 1-(4-(4-propylcyclohexyl)phenyl)ethyl-1-one in step a is replaced by 1-(4-(4-pentane Cyclohexyl) phenyl) propyl-1-ketone, the catalyst Ru / C is replaced by Pd / C, other steps are similar, and the prepared gas chromatography purity is ≥99.98%, resistivity ≥10 14 Ω.cm target product (I-2).

[0108] The experimental results are as follows: phase change of the liquid crystal compound: C22.0°CN 56.1°CI.

Embodiment 3

[0110] The preparation method of trans, trans-4-pentyl-4'-ethyl-1,1'-bicyclohexyl liquid crystal compound (I-3):

[0111] The preparation process is the same as in Example 1, except that the raw material of 1-(4-(4-propylcyclohexyl)phenyl)ethyl-1-one in step a is replaced by 1-(4-(4-pentane Cyclohexyl) phenyl) ethyl-1-ketone, catalyst Ru / C is replaced by Pd / C, other steps are similar, and the prepared gas chromatography purity is ≥99.98%, resistivity ≥10 14 Ω.cm target product (I-3).

[0112] The experimental results are as follows: phase change of liquid crystal compound: C16.1°CN 77.1°CI.

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Abstract

The invention discloses a preparation method of trans-trans dicyclohexyl alkane liquid crystal compounds. According to the preparation method, 1-(4-(4-alkylcyclohexyl)phenyl)alkyl-1-one is used as a raw material; a benzene ring is converted into a cyclohexyl ring by means of a catalytic hydrogenation reaction; transposition is performed under the alkaline condition, so that 1-(4-(4-alkylcyclohexyl)cyclohexyl)alkyl-1-ol is obtained; the trans-trans dicyclohexyl alkane liquid crystal compounds are finally obtained by carrying out an oxidation reaction and a reduction reaction. The preparation method provided by the invention is unique in synthetic route, not only realizes green chemical industry, but also enables the product yield to be greatly increased, improves the product quality, and reduces the cost.

Description

technical field [0001] The invention relates to a new method for preparing a trans-bicyclohexylalkane liquid crystal compound, belonging to the technical field of liquid crystal compound preparation. Background technique [0002] Thin film transistor liquid crystal display (TFT-LCD) is the most important type of liquid crystal display (LCD). Its output value and influence play a pivotal role in the LCD family and are widely used in televisions, notebook computers, monitors, and mobile phones. and other aspects. In the past one or two years, with the rise of 3D technology and the improvement of low-carbon energy-saving awareness, especially the emergence of large-screen TVs, mobile terminals, tablet computers, touch screens, etc., people are more interested in the low temperature, fast response, and energy-saving of liquid crystal displays (LCDs). A request for an update was made. [0003] Liquid crystal material is one of several key materials constituting a liquid crystal...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C13/28C07C1/22C07C31/13C07C29/19C07C29/56C07C49/313C07C45/30C09K19/30
CPCC07B2200/09C07C1/22C07C29/19C07C29/56C07C45/30C09K19/3003C09K2019/3004C07C2601/14C07C31/13C07C49/313C07C13/28
Inventor 石志亮唐海亭梁栋孙吉军刘鑫勤
Owner YANTAI DERUN LIQUID CRYSTAL MATERIALS
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