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Preparation method of difluorocyclohexane liquid crystal compound

A technology of liquid crystal compounds and difluorocyclohexane, which is applied in the field of synthesis of liquid crystal compounds, can solve the problems of unrecorded preparation methods of intermediate ketones, cumbersome preparation methods, and low reaction yields, and achieve low cost, simple process, Simple operation effect

Inactive Publication Date: 2012-12-26
BEIJING BAYI SPACE LCD MATERIALS TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] But in above-mentioned reaction, the preparation method of reaction intermediate ketone is not recorded;
[0008] (2) Patents DE4427266A1, JP5058926, US6139773A, and US6475595B1 disclose monomer liquid crystals with similar structures, but the reaction yield is low, and it is not easy to purify, and because borane, PCC, etc. are used in the reaction, it causes serious environmental pollution. The route is as follows:
[0013] Therefore, the preparation method for preparing liquid crystal compounds containing difluorocyclohexane is cumbersome, the cost is high, the yield is low, and serious environmental pollution has brought great technical problems to this field.

Method used

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  • Preparation method of difluorocyclohexane liquid crystal compound
  • Preparation method of difluorocyclohexane liquid crystal compound
  • Preparation method of difluorocyclohexane liquid crystal compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] The reaction scheme for preparing difluorocyclohexane compounds in this example is as follows:

[0049]

[0050] Compound E is prepared according to the following steps:

[0051] (1) Add 160ml of dichloromethane and 3.75mol of iodine into a 1L three-neck flask. After the iodine is fully dissolved, under the protection of nitrogen, cool down to -10°C, add 3.75mol of pyridine dropwise, stir and mix evenly, and then control the temperature- Add 3.75 mol of triphenylphosphine in batches at 10°C, stir for 30 minutes, then add 0.25 mol of compound F dropwise under temperature control at -10°C, and naturally rise to room temperature for 10 hours to obtain compound G;

[0052](2) Add 900ml of ethanol into a 2L three-neck flask, add 10mol of sodium under stirring, stir until completely dissolved, add 5mol of ethyl acetoacetate dropwise at 50°C under temperature control, stir for 30min, add 1mol of compound G dropwise, and react at 50°C for 2h , to obtain compound A;

[0053...

Embodiment 2

[0060] The reaction scheme for preparing difluorocyclohexane compounds in this example is as follows:

[0061]

[0062] Compound E is prepared according to the following steps:

[0063] (1) Add 440ml of benzene and 2.5mol of iodine to a 1L three-necked flask. After the iodine is fully dissolved, under the protection of nitrogen, cool down to 0°C, add 1.25mol of pyridine dropwise, stir and mix evenly, and then control the temperature at 0°C in batches Add 1.25 mol of triphenylphosphine, stir for 30 minutes, then add 0.25 mol of compound F dropwise under temperature control at 0°C, let it naturally rise to room temperature and react for 14 hours to obtain compound G;

[0064] (2) Add 580ml of ethanol into a 2L three-neck flask, add 5mol of sodium under stirring, stir until completely dissolved, add 10mol of ethyl acetoacetate dropwise at 60°C under temperature control, stir for 40min, add 1mol of compound G dropwise, and react at 60°C for 1h , to obtain compound A;

[0065]...

Embodiment 3

[0072] The reaction scheme for preparing difluorocyclohexane compounds in this example is as follows:

[0073]

[0074] Compound E is prepared according to the following steps:

[0075] (1) Add 380ml of dichloromethane and 1.25mol of iodine to a 1L three-neck flask. After the iodine is fully dissolved, under the protection of nitrogen, cool down to -5°C, add 1.25mol of pyridine dropwise, stir well, and then control the temperature to -5°C. Add 1.25 mol of triphenylphosphine in batches at ℃, stir for 30 minutes, then add 0.25 mol of compound F dropwise under temperature control at -5 ℃, let it naturally rise to room temperature and react for 12 hours to obtain compound G;

[0076] (2) Add 1200ml of ethanol to a 2L three-neck flask, add 2mol of sodium under stirring, stir until completely dissolved, add 2mol of ethyl acetoacetate dropwise at 55°C under temperature control, stir for 50min, add 1mol of compound G dropwise, and react at 55°C for 2h , to obtain compound A;

[0...

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Abstract

The invention relates to a preparation method of a difluorocyclohexane liquid crystal compound. The preparation method is mainly prepared through closed loop hydrogenation of two substances shown in the specification, wherein R1 and R2 are alkyl groups with carbon atom number of 1-12 or alkoxyl groups with carbon atom number of 1-13; n is 0 or 1, m is 0 or 1, and n and m are not 0 at the same time. The method has the advantages of simple operation in each step, mild reaction conditions, particularly no need of reducer borane and oxidant such as PCC (Pyridinium Chlorochromate) and capabilities of avoiding a large amount of wastewater produced in after-treatment, saving cost and also greatly reducing environmental pollution.

Description

technical field [0001] The invention relates to a synthesis method of a liquid crystal compound, in particular to a preparation method of a difluorocyclohexane liquid crystal compound. Background technique [0002] With the continuous development of thin film transistor liquid crystal display (TFT-LCD) technology and the continuous improvement of people's display requirements, the quality requirements of liquid crystal displays are getting higher and higher. Its development direction is to achieve fast response, reduce driving voltage to reduce power consumption, etc. The liquid crystal material is one of the key optoelectronic materials for liquid crystal display, which endows LCD devices with various excellent properties. [0003] Liquid crystals containing difluorocyclohexane monomers generally have low melting point, low viscosity, fast response time, and good compatibility with other monomer liquid crystals, and can replace alkyl dicyclohexylethylene monomer liquid cry...

Claims

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Application Information

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IPC IPC(8): C07C41/22C07C43/192C07C17/18C07C23/18
Inventor 杭德余班全志姜天孟田会强陈海光高立龙贺树芳
Owner BEIJING BAYI SPACE LCD MATERIALS TECH
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