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Preparation method of trans-4-substituted cyclohexyl formaldehyde

A technology of cyclohexyl formic acid and cyclohexyl carboxylic acid chloride, which is applied in the field of chemical synthesis and preparation, can solve the problems of increasing costs, hidden dangers of pollution, and inability to use precious metals, and achieve the effects of increased efficiency, reduced costs, and low costs

Inactive Publication Date: 2018-05-18
YANTAI DERUN LIQUID CRYSTAL MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0014] This route also uses noble metals for the reduction of acid chlorides, which greatly increases the cost, and uses n-propylene mercaptan with a strong pungent smell, which poses serious pollution risks.

Method used

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  • Preparation method of trans-4-substituted cyclohexyl formaldehyde
  • Preparation method of trans-4-substituted cyclohexyl formaldehyde
  • Preparation method of trans-4-substituted cyclohexyl formaldehyde

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0064] Taking the preparation of trans-4-(trans-4-propylcyclohexyl)cyclohexyl formaldehyde (I-1) as an example, the preparation method of alkyl biscyclohexyl formaldehyde compounds is described in detail:

[0065] Step a. Preparation of trans-4-(trans-4-propylcyclohexyl)cyclohexylcarbonyl chloride (Ⅲ-1):

[0066] a 1 .Add dry toluene 18L to the reactor, and install an inert gas protection device, a dropping device, a heating and cooling device, a vacuum device and a tail gas absorption device on the reactor, and then pass nitrogen into it to empty the air in the reactor to keep Slight positive pressure, sequentially add 5.04 kg of raw materials trans-4-(trans-4-propylcyclohexyl)cyclohexyl formic acid (II-1) and 10 g of pyridine, and start to drop 2.79 g of oxalyl chloride when the temperature drops to 20 °C kg, dropping temperature 20°C-25°C;

[0067] a 2 . After the dropwise addition, keep warm at 20°C-25°C for reaction, react for 2 hours and take a sample test. After pass...

Embodiment 2

[0080] Taking the preparation of trans, trans-4-methylphenylbicyclohexylcarbaldehyde (I-2) as an example, the preparation method of trans, trans-4-alkylphenylbicyclohexylcarbaldehyde compounds is described in detail:

[0081] Step a. trans, the preparation of trans-4-methylphenylbicyclohexylcarbonyl chloride (Ⅲ-2):

[0082] a 1 .Add dry toluene 10L in the reactor, and install inert gas protection device, dripping device, heating and cooling device, vacuum device and tail gas absorption device on the reactor, then pass nitrogen into it to evacuate the air in the kettle to keep Slightly positive pressure, add raw materials in sequence: trans,trans-4-methylphenylbicyclohexylcarboxylate (II-2) 3.00kg, pyridine 8g, when the temperature is lowered to 20°C, start to drop 1.90kg of oxalyl chloride, drop The heating temperature is maintained at 20°C-25°C;

[0083] a 2 . After the dropwise addition, keep warm at 20°C-25°C for reaction, react for 2 hours and take a sample test. After ...

Embodiment 3

[0096] Taking the preparation of trans-4-(trans-4-(3,4-difluorophenyl)cyclohexyl)cyclohexylcarbaldehyde (I-3) as an example, the trans-4-(trans-4- The preparation method of fluorophenyl cyclohexyl) cyclohexyl formaldehyde compound:

[0097] Step a. Preparation of trans-4-(trans-4-(3,4-difluorophenyl)cyclohexyl)cyclohexylcarbonyl chloride (Ⅲ-3):

[0098] a 1. Add 5L of dry toluene to the reaction kettle, and install an inert gas protection device, a dropping device, a heating and cooling device, a vacuum device and a tail gas absorption device on the reaction kettle, and then pass nitrogen into it to evacuate the air in the kettle to keep a slight Under positive pressure, 1.61 kg of trans-4-(trans-4-(3,4-difluorophenyl)cyclohexyl)cyclohexyl formic acid (II-3) and 5 g of pyridine were sequentially added, and when the temperature was lowered to 20°C, Start to add 0.95 kg of oxalyl chloride dropwise, and keep the dropping temperature at 20°C-25°C;

[0099] a 2. After the dropw...

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Abstract

The invention discloses a preparation method of trans-4-substituted cyclohexyl formaldehyde, which is characterized by including steps of reacting trans-4-substituted cyclohexyl methanoic acid and oxalyl chloride under the condition of catalyst I and preparing trans-4-substituted cyclohexyl formyl chloride; performing hydrogen reduction reaction in the presence of palladium catalyst II, promoter III, promoter IV; preparing the trans-4-substituted cyclohexyl formaldehyde. The design is reasonable in reaction route and matured in technical condition; the reaction process of the modular preparation route is green and environment-friendly, and good for industrial production; the prepared product has high quality, the gas chromatography purity of the product is over 99.9%; a monomer liquid crystal material compounded by a midbody is good in quality and able to completely adapt to the need of TN-LCD, STN-LCD, and TFT-LCD.

Description

technical field [0001] The invention relates to a new method for preparing trans-4-substituted cyclohexylcarbaldehyde, which belongs to the technical field of chemical synthesis preparation. Background technique [0002] Liquid crystal material is one of several key materials constituting a liquid crystal display (LCD), and, along with different display modes, required liquid crystal materials are also different. In order to meet the corresponding characteristics required by various liquid crystal display devices, it is often necessary to mix and use more than 10 kinds of liquid crystal compounds with different properties to balance and optimize their performance, so as to meet the performance required by the display mode. [0003] Trans-4-substituted cyclohexylene monomer has good properties such as low viscosity, good mutual solubility and optical stability, and is mainly used in mixed liquid crystal formulations to reduce the viscosity of mixed crystals and improve the mu...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C47/34C07C47/457C07C45/41C07C51/60C07C61/12C07C61/40
CPCC07B2200/09C07C45/41C07C51/60C07C61/12C07C47/34C07C61/40C07C47/457
Inventor 石志亮刘鑫勤唐海亭梁栋孙伟于浩亮
Owner YANTAI DERUN LIQUID CRYSTAL MATERIALS
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