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Preparation method of 4-iodobiphenyl

A technology of iodine biphenyl and biphenyl, which is applied in the field of organic chemical synthesis, can solve the problems of no high-purity 4-iodine biphenyl, difficulty in synthesizing 4-iodine biphenyl, and difficulty in replacing only iodine ions, and reduce energy consumption. , the effect of shortening the reaction time and reducing the production cost

Inactive Publication Date: 2015-06-24
XUCHANG HAOFENG CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Compared with 4,4-diiodobiphenyl, the synthesis of high-purity 4-iodobiphenyl is very difficult
Because the 8-position of biphenyl and the 8-position of 4-iodobiphenyl are almost the same in activity, it is difficult to ensure that the iodide ion only replaces one hydrogen in the reaction, that is, it is difficult to pass relevant parameters in the synthesis of 4-iodobiphenyl. Control not to generate 4,4-diiodobiphenyl, which is the fundamental reason why there is no high-purity 4-iodobiphenyl on the market
At present, people can only purify 4-iodobiphenyl products by multiple recrystallization

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Add 14.52g of biphenyl, 11.42g of iodine, 272ml of acetic acid, 1.22ml of concentrated sulfuric acid, 3ml of concentrated nitric acid, 3g of Cu-La composite mesoporous SiO 2 Slowly raise the temperature to 70°C to start the reaction, control the reaction temperature to 70°C, take a sample of GC to detect that there is no biphenyl in the reaction solution, then continue to stir and react for 25 minutes to stop heating; cool down to 40°C, discharge the material, cool, and centrifugal filter The crude product was obtained, which was decolorized by adding activated carbon to the crude product, left to stand, recrystallized with ethyl acetate, filtered and dried to obtain 20.33 g of a white pure product with a purity of 99.5%.

Embodiment 2

[0019] Add 14.52g of biphenyl, 9.13g of iodine, 230ml of acetic acid, 1.22ml of concentrated sulfuric acid, 3ml of concentrated nitric acid, 3.5g of Cu-La composite mesoporous SiO 2 Slowly raise the temperature to 75°C to start the reaction, control the reaction temperature to 75°C, take a sample of GC to detect that there is no biphenyl in the reaction solution, then continue to stir and react for 20 minutes to stop heating; cool down to 40°C, cool the discharge, and centrifugal filter The crude product was obtained, which was decolorized by adding activated carbon to the crude product, left to stand, recrystallized with ethyl acetate, filtered and dried to obtain a white pure product 16.25 with a purity of 99.5%.

Embodiment 3

[0021] Add 14.52g of biphenyl, 13.70g of iodine, 300ml of acetic acid, 1.22ml of concentrated sulfuric acid, 3ml of concentrated nitric acid, 3.8g of Cu-La composite mesoporous SiO 2 Slowly raise the temperature to 80°C to start the reaction, control the reaction temperature to 80°C, take a sample of GC to detect that there is no biphenyl in the reaction solution, then continue to stir and react for 15 minutes to stop heating; cool down to 40°C, cool the discharge, and centrifugal filter The crude product was obtained, which was decolorized by adding activated carbon to the crude product, left to stand, recrystallized with ethyl acetate, filtered and dried to obtain a pure white product 21.32 with a purity of 99.5%.

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Abstract

The invention provides a preparation method of 4-iodobiphenyl, belonging to the field of organic chemical synthesis. According to the preparation method, the technical problems that a product of a traditional synthesis method is low in purity, poor in appearance and color and tedious and complex to separate and purify are solved. By virtue of the method for synthesizing high-purity 4-iodobiphenyl by introducing a novel Cu-La silicon dioxide mesoporous composite catalyst into iodination reaction of biphenyl, the technical problems are solved. A new method having the advantages of low cost and pollution and high purity and selectivity is provided for the industrial production of liquid crystal material intermediate 4-iodobiphenyl.

Description

technical field [0001] The invention belongs to the field of organic chemical synthesis, and in particular relates to the synthesis of a liquid crystal material intermediate, in particular to a preparation method of 4-iodobiphenyl. Background technique [0002] In recent years, liquid crystal materials have been the frontier and focus of research in the field of display technology because of their unique liquid flow characteristics and solid crystal optical properties. Researchers have designed and developed a variety of liquid crystal materials, rapidly promoting the development of high-tech fields such as new-generation displays and light-emitting devices. [0003] However, biphenyl liquid crystal materials have the advantages of good optical and chemical stability, anisotropy, viscosity and birefringence and other physical constants can be adjusted, so they are favored in liquid crystal materials. Among them, 4-iodobiphenyl and 4,4-diiodobiphenyl are an important class o...

Claims

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Application Information

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IPC IPC(8): C07C25/18C07C17/12
Inventor 刘成孙光辉张满良陈震宇杨廷飞邢远骆俊陶韬王豪征张佩云
Owner XUCHANG HAOFENG CHEM TECH
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