2-site ethynyl contained pyrimidine ring liquid crystal compounds and method for preparing the same

A technology of liquid crystal compounds and pyrimidine rings, used in chemical instruments and methods, liquid crystal materials, organic chemistry, etc., can solve the problems of unsatisfactory users of liquid crystal materials and unsuitable performance, and improve low-temperature miscibility, large Electrical anisotropy, effect of improving driving voltage

Inactive Publication Date: 2008-12-17
SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although some liquid crystal materials with large Δn have attracted attention in recent years, and some liquid crystal materials with large Δn have been synthesized one after another, but their performance does not meet the needs of market development, and users of liquid crystal materials are still not satisfied!

Method used

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  • 2-site ethynyl contained pyrimidine ring liquid crystal compounds and method for preparing the same
  • 2-site ethynyl contained pyrimidine ring liquid crystal compounds and method for preparing the same
  • 2-site ethynyl contained pyrimidine ring liquid crystal compounds and method for preparing the same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0061] The liquid crystal compound described in the present embodiment is 2-(4'-pentylphenylacetylene)-5-propylpyrimidine, and its chemical formula (I-1) is as follows:

[0062]

[0063] Its preparation method is:

[0064] The preparation of step 1,2-hydroxy-5-propylpyrimidine:

[0065] Add 64g (0.45mol) of α-propyl-β-ethoxyacrolein, 20g of urea and 200ml of methanol into the reaction flask, control the temperature at 10-20°C, feed 0.2 mole of HCL gas, and react for 5-6 hours , then heated to reflux for 4 hours, then lowered the temperature, decompressed, and removed the organic solvent to obtain an oily solid, which was recrystallized with 3 times of ethanol, then filtered, and the filter cake was washed with 20ml of cold ethanol to obtain light white 2- 33.1 g of hydroxy-5-propylpyrimidine crystals, the gas chromatography purity of this product is ≥99.5%, and the yield is 75%.

[0066] The preparation of step 2, 2-chloro-5-propylpyrimidine:

[0067] Add 44.6g (0.32mol)...

Embodiment 2

[0073] The liquid crystal compound described in the present embodiment is 2-(4'-methoxyphenylacetylene)-5-propylpyrimidine, and its chemical formula (formula I-2) is as follows:

[0074]

[0075] The preparation process is the same as that of Example 1, except that in step 3, the raw material used in this example is 4-methoxyphenylacetylene instead of 4-pentylphenylacetylene.

[0076] Prepare the performance experiment result of compound (I-2) as follows:

[0077] Phase change of liquid crystal compound: C75.3°C N81.3°CI.

Embodiment 3

[0079] The liquid crystal compound described in the present embodiment is 2-(2'-fluoro-4'-pentylphenylacetylene)-5-propylpyrimidine, and its chemical formula (formula I-3) is as follows:

[0080]

[0081] Its preparation process is the same as in Example 1, except that the raw material 4-pentylphenylacetylene in step 3 of Example 1 is changed to 2-fluoro-4-pentylphenylacetylene to prepare the target product (I-3) .

[0082] It is known through experiments that the phase change of this liquid crystal compound is: C52.5°C N67.5°CI.

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Abstract

The invention discloses a 2-site pyrimidine ring liquid crystal compound containing acetenyl and a preparation method thereof, belonging to the field of chemical industry. The general formula of the chemical structure of the new pyrimidine ring liquid crystal compound of the invention is that: the structure of the compound comprises pyrimidine ring and phenylethynyl; the compound has relatively large optical anisotropy, relatively low viscosity and relatively wide nematic phase temperature range. If a liquid crystal compound or a compound is added with the liquid crystal compound of the invention, a liquid crystal compound with good capacities can be obtained and the response speed and the low temperature compatibility of a nematic phase liquid crystal composition for display can be greatly improved. The 2-site pyrimidine ring liquid crystal compound containing acetenyl can be used in RSM, PDLC and optical communication etc. having higher requirements on liquid crystal displays of large delta-n liquid crystal materials.

Description

technical field [0001] The invention relates to a new pyrimidine ring liquid crystal compound, more specifically a pyrimidine ring liquid crystal compound containing an ethynyl group at the 2-position and a preparation method thereof. Background technique [0002] At present, liquid crystal materials have been widely used in the field of information display. Liquid crystal devices based on the principle of twisted nematics, such as: TN-LCD, STN-LCD, TFT-LCD and other display devices have become popular in the form of mobile phones, computers, TVs and other products. an integral part of our lives. However, with the enhancement of people's awareness of energy saving and environmental protection, polymer dispersed liquid crystal display (PDLC) has gained favor again! Light scattering mode (RSM), optical communication, etc. also have higher requirements for liquid crystal materials with large optical anisotropy (Δn). At the same time, liquid crystal materials for PDLC should al...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D239/26C09K19/34
Inventor 刘鑫勤张建立梁晓
Owner SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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