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

A technology of phenyl octadecanoic acid and octadecanoic acid, which is applied in the preparation of sulfonic acid, organic chemistry, etc., can solve the problems of acidity reduction, expensive chlorosulfonic acid, unfavorable reaction, etc., and achieve complete reaction, strong sulfonation ability, single structure effect

Active Publication Date: 2013-04-17
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 dichloromethane organic solvent solution with a concentration of 0.2 mol / L 9-phenyloctadecanoic acid, SO 3 Gas 0.01mol (molar ratio 1:1). Reaction at 20°C for 2h. After the reaction, the obtained reaction solution was rotary evaporated to remove the solvent, and extracted with a mixed solvent of ethanol and water to obtain 9-(4-sulfobenzene)octadecanoic acid with a yield of 90.36%. The molecular structure of 9-(4-sulfophenyl) octadecanoic acid is as follows figure 1 shown.

Embodiment 2

[0030] In 50 mL of chloroform organic solvent solution with a concentration of 0.2 mol / L10-phenyloctadecanoic acid, SO 3 Gas 0.015mol (molar ratio 1:1.5). Reaction at 20°C for 4h. After the reaction, the obtained reaction solution was rotary evaporated to remove the solvent, and extracted with a mixed solvent of methanol and water to obtain 10-(4-sulfobenzene)octadecanoic acid with a yield of 91.77%.

Embodiment 3

[0032] In 50 mL concentration of 0.2 mol / L 9-phenyl octadecanoic acid chloroform organic solvent solution, feed SO3 gas 0.02 mol (molar ratio 1: 2) while stirring in an ice-salt bath. Reaction at 20°C for 6h. After the reaction, the resulting reaction solution was rotatably evaporated to remove the solvent, and extracted with a mixed solvent of methanol and water to obtain 9 or 10-(4-sulfobenzene)octadecanoic acid with a yield of 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-sulfophenyl) octadecanoic acid. Background technique [0002] Surfactant refers to a substance with fixed hydrophilic and lipophilic groups, which can be oriented on the surface of the solution and can significantly reduce the surface tension. It can form an ordered molecular assembly in a solution above a certain concentration, so it has A range of application functions. These characteristics of surfactants not only have important applications in production and life, but also are closely related to life activities themselves, which have great practical value and theoretical significance. Surfactants have a series of physical and chemical effects such as wetting or anti-adhesive, emulsification or demulsification, foaming or defoaming, solubilization, dispersion, washing, anti-corrosion, anti-static...

Claims

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Application Information

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Patent Type & Authority Applications(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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