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Method for preparing 9-(4-sulfophenyl) octadecanoic acid or 10-(4-sulfophenyl) octadecanoic acid

A technology of phenyloctadecanoic acid and octadecanoic acid, applied in the preparation of sulfonic acid, organic chemistry and other directions, can solve the problems of reduced acidity, high price of chlorosulfonic acid, unfavorable reaction, etc., and achieves complete reaction, strong sulfonation ability, monolithic effect

Active Publication Date: 2014-06-18
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] The prior art generally adopts sulfonation reaction to prepare 9 or 10-(4-sulfobenzene) octadecanoic acid, wherein the sulfonating agents in the sulfonation reaction mainly include concentrated sulfuric acid, chlorosulfonic acid, etc., and the concentrated sulfuric acid is used as the sulfonating agent Water is produced during the reaction, and the acidity is reduced, which is not conducive to the progress of the reaction; when chlorosulfonic acid is used as a sulfonating agent, the reaction must require anhydrous, and chlorosulfonic acid is expensive, and HCl gas is also produced during the reaction, and a tail gas recovery device is required

Method used

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  • Method for preparing 9-(4-sulfophenyl) octadecanoic acid or 10-(4-sulfophenyl) octadecanoic acid
  • Method for preparing 9-(4-sulfophenyl) octadecanoic acid or 10-(4-sulfophenyl) octadecanoic acid
  • Method for preparing 9-(4-sulfophenyl) octadecanoic acid or 10-(4-sulfophenyl) octadecanoic acid

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Experimental program
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Effect test

Embodiment 1

[0028] In 50 mL of a methylene chloride organic solvent solution with a concentration of 0.2 mol / L 9-phenyl octadecanoic acid, pass SO while stirring in an ice salt bath 3 Gas 0.01mol (molar ratio 1:1). React at 20°C for 2h. After the completion of the reaction, the obtained reaction liquid was rotary evaporated to remove the solvent, and extracted with a mixed solvent of ethanol and water. After the solvent was removed, 9-(4-sulfobenzene)octadecanoic acid was obtained with a yield of 90.36%. The molecular structure diagram of 9-(4-sulfobenzene) octadecanoic acid is as follows figure 1 Shown.

Embodiment 2

[0030] In 50 mL of a chloroform organic solvent solution with a concentration of 0.2mol / L 10-phenyloctadecanoic acid, pass SO while stirring in an ice salt bath 3 Gas 0.015mol (molar ratio 1:1.5). React at 20°C for 4h. After the completion of the reaction, the obtained reaction liquid was rotary evaporated to remove the solvent, and extracted with a mixed solvent of methanol and water. After the solvent was removed, 10-(4-sulfobenzene)octadecanoic acid was obtained with a yield of 91.77%.

Embodiment 3

[0032] In 50 mL of a chloroform organic solvent solution with a concentration of 0.2 mol / L 9-phenyl octadecanoic acid, 0.02 mol of SO3 gas (molar ratio 1:2) was introduced while stirring in an ice salt bath. React at 20°C for 6h. After the completion of the reaction, the obtained reaction liquid was rotary evaporated to remove the solvent, and extracted with a mixed solvent of methanol and water. After removing the solvent, 9 or 10-(4-sulfobenzene)octadecanoic acid was obtained, and the yield was 92.68%.

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Abstract

A method for preparing 9-(4-sulfophenyl) octadecanoic acid or 10-(4-sulfophenyl) octadecanoic acid comprises the following steps of: A, dissolving 9-phenyl octadecanoic acid or 10-phenyl octadecanoic acid in an organic solvent, thereby obtaining an organic solvent solution; B, introducing SO3 gas to the organic solvent solution to react, thereby obtaining the reaction product 9-(4-sulfophenyl) octadecanoic acid or 10-(4-sulfophenyl) octadecanoic acid; and C, extracting the reaction product by using a mixed solvent, and removing the mixed solvent, thereby obtaining the product 9-(4-sulfophenyl) octadecanoic acid or 10-(4-sulfophenyl) octadecanoic acid. The method provided by the invention is complete in reaction and less in side reaction; and the content of the obtained product 9-(4-sulfophenyl) octadecanoic acid or 10-(4-sulfophenyl) octadecanoic acid is high.

Description

Technical field [0001] The invention relates to a preparation method of chemical products, in particular to a preparation method of 9-(4-sulfobenzene) octadecanoic acid or 10-(4-sulfobenzene) octadecanoic acid. Background technique [0002] Surfactant refers to a substance that has fixed hydrophilic and lipophilic groups that can be aligned on the surface of the solution and can significantly reduce the surface tension. It can form an ordered combination of molecules in a solution above a certain concentration, thus having A series of application functions. These properties of surfactants not only have important applications in production and life, but are also closely related to life activities, and have great practical value and theoretical significance. Surfactants have a series of physical and chemical functions such as wetting or anti-sticking, emulsification or demulsification, foaming or defoaming, solubilization, dispersion, washing, anti-corrosion, anti-static, etc. and...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C309/58C07C303/06
Inventor 牟伯中杨世忠刘金峰刚洪泽张琪琪
Owner EAST CHINA UNIV OF SCI & TECH
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