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Method for synthesizing alpha-hydroxycarboxylic acid metallic soap by hydrolysis of alpha-halogenated carboxylic acid

A halogenated carboxylic acid and hydroxycarboxylic acid technology, applied in the preparation of carboxylate, organic chemistry, etc., can solve the problems of long reaction time, application limitation, and high equipment requirements, reduce equipment corrosion and environmental pollution problems, improve Selectivity and Equilibrium Yield, Effect of Improving Reaction Yield

Active Publication Date: 2012-09-26
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Since it is currently difficult to obtain long-chain α -Hydroxy fatty acid, so its application is limited
[0003] Hydrolysis techniques are often used to synthesize α -Hydroxycarboxylic acid soap or corresponding α -Hydroxycarboxylic acid, such as normal pressure hydrolysis of chloroacetic acid to synthesize calcium glycolate or barium glycolate, but the reaction time is too long under normal pressure, and the yield is not high; in high concentration strong alkali (sodium hydroxide, potassium hydroxide, etc.) Hydrolysis under conditions α - Halogenated carboxylic acid, although the yield is increased, but it requires high equipment, pollutes the environment, and is prone to side reactions such as self-polymerization
Therefore, the current hydrolytic synthesis α The various methods of -hydroxycarboxylic acid have the above-mentioned drawbacks respectively, so that they cannot simultaneously meet the requirements of high yield, high selectivity, fast, non-corrosive, and low-pollution synthesis α -Hydroxycarboxylic acids, especially α -Hydroxy fatty acid products to meet market demands

Method used

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  • Method for synthesizing alpha-hydroxycarboxylic acid metallic soap by hydrolysis of alpha-halogenated carboxylic acid
  • Method for synthesizing alpha-hydroxycarboxylic acid metallic soap by hydrolysis of alpha-halogenated carboxylic acid
  • Method for synthesizing alpha-hydroxycarboxylic acid metallic soap by hydrolysis of alpha-halogenated carboxylic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Example 1 α Synthesis of Calcium -Hydroxystearate

[0027] according to α - chlorooctadecanoic acid: calcium carbonate in a molar ratio of 1:3, α -Chlorooctadecanoic acid: Potassium iodide is 1:0.01 mass ratio to weigh each reaction material, the above each reaction material is fully ground and mixed and put into a hydrothermal reaction kettle, press α -Chloro-octadecanoic acid: water with a mass ratio of 1:10, put water into the hydrothermal reaction kettle, tighten the lid of the kettle, and react under hydrothermal conditions at 155°C for 4 hours to complete the reaction. α The yield of calcium-hydroxyoctadecanoate was 95.9%.

Embodiment 2

[0034] Example 2 α Synthesis of magnesium -hydroxyoctanoate

[0035] according to α - chlorooctanoic acid: magnesium carbonate is a molar ratio of 1: 20,α -Chloroctanoic acid: Potassium iodide is 1: 0.01 by weighing each reaction material, fully grinds and mixes the above each reaction material and puts it into a hydrothermal reaction kettle, press α The mass ratio of -chlorooctanoic acid: water is 1: 10. Add water into the hydrothermal reaction kettle, tighten the lid of the kettle, and finish the reaction after reacting for 4 hours under the hydrothermal condition of 200°C. The measured α The yield of magnesium-hydroxyoctanoate was 97.3%.

Embodiment 3

[0036] Example 3 α Synthesis of Calcium -Hydroxydodecanoate

[0037] according to α - chlorododecanoic acid: calcium carbonate in a molar ratio of 1:20, α -Chlorododecanoic acid: sodium iodide is 1: 0.01 mass ratio, weighs each reaction material, fully grinds and mixes each of the above reaction materials and puts them into a hydrothermal reaction kettle, press α -Chlorododecanoic acid: water with a mass ratio of 1:30, put water into the hydrothermal reaction kettle, tighten the lid of the kettle, and react at 290°C for 9 hours under hydrothermal conditions to complete the reaction. α The yield of calcium-hydroxydodecanoate was 99.3%.

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Abstract

The invention discloses a method for synthesizing alpha-hydroxycarboxylic acid metallic soap by hydrolysis of an alpha-halogenated carboxylic acid and belongs to the field of organic compound synthesis. The method is characterized in that a cheap and easily available alpha-halogenated carboxylic acid especially such as an alpha-chlorinated fatty acid undergoes a hydrolysis reaction in the presence of a neutral or alkalescent solid acid-binding agent and a catalyst under hydro-thermal conditions so that the corresponding alpha-hydroxycarboxylic acid metallic soap is synthesized. The method has simple and environmentally friendly processes, adopts cheap and easily available raw materials, reduces less side reactions and has a high product yield.

Description

technical field [0001] The present invention relates to a hydrolysis α - Synthesis of Halogenated Carboxylic Acids α The invention discloses a method for hydroxycarboxylic acid metal soap, which belongs to the technical field of organic compound synthesis. Background technique [0002] α -Hydroxycarboxylic acids are components of animal brain and nervous tissue in nature, as well as components of microorganisms and plants. short chain α -Hydroxycarboxylic acids are widely used in food, leather, textile, medicine, cosmetics, plastics and other industries; long-chain α -Hydroxy fatty acid is also an important class of chemical raw materials. It can be used as a monomer to synthesize polymers and used in green building materials, packaging materials and other fields. It can also be used as a chelating collector for iron mineral flotation, and can also be used as an additive. Or emulsified raw materials are directly used in medicine, cosmetics and other aspects. Since it i...

Claims

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Application Information

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IPC IPC(8): C07C51/41C07C59/01C07C59/08C07C59/06
Inventor 方云陈文福黄霄霄夏咏梅
Owner JIANGNAN UNIV
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