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Method for preparing azelaic acid by catalytic oxidation of oleic acid

A technology of catalytic oxidation and azelaic acid, which is applied in the preparation of carboxylate, chemical instruments and methods, and the preparation of organic compounds, etc., can solve the problems of difficult recycling, low catalyst safety factor, and difficult product separation, etc., to achieve Reduce production cost, easy separation, and simple process

Active Publication Date: 2010-08-25
ZHEJIANG HUANUO CHEM IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The present invention aims at the disadvantages in the prior art that the product is difficult to separate, the safety factor of the catalyst is low and it is easy to lose, it is difficult to recycle and reuse, and the production cost is high. Recovery and recycling, easy separation of reaction system, low cost, mild reaction conditions, environment-friendly method for preparing azelaic acid by catalytic oxidation of oleic acid

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] The method for preparing azelaic acid by catalytic oxidation of oleic acid is as follows: in a 1000ml four-necked bottle equipped with a stirrer, a reflux condenser and a thermometer, add 282.5g of raw material oleic acid (containing 76% oleic acid and 12% linoleic acid acid) and catalyst ceric sulfate 15g, add 100ml of hydrogen peroxide, and stir in an ozone atmosphere with a concentration of 2.6% (200ml / min), control the reaction temperature at 50°C under normal pressure, react for 1.5 hours, stir and heat up to 95°C, and continue to pass Into ozone, react for 10 hours, stand still, separate the oil layer and water layer, the oil layer is washed three times with deionized water at a temperature of 95 ℃ (50ml / time), and then merged with the water layer, slowly cooled to 5 ℃, crystallized, and separated to obtain 160 g of crude azelaic acid crystals were recrystallized three times with deionized water at a temperature of 95°C to obtain 110 g of azelaic acid with a molar ...

Embodiment 2

[0020] The method for preparing azelaic acid by catalytic oxidation of oleic acid is as follows: in a 1000ml four-necked bottle equipped with a stirrer, a reflux condenser and a thermometer, add 282.5g of raw material oleic acid (containing 76% oleic acid and 12% linoleic acid acid) and catalyst ceric sulfate 25g, add 180ml of hydrogen peroxide, and stir in an ozone atmosphere with a concentration of 2.6% (200ml / min). Into ozone, react for 10 hours, stand still, separate the oil layer and water layer, the oil layer is washed three times with deionized water at a temperature of 95 ℃ (50ml / time), and then merged with the water layer, slowly cooled to 5 ℃, crystallized, and separated to obtain 191g of crude azelaic acid crystals were recrystallized three times with deionized water at a temperature of 95°C to obtain 128g of azelaic acid with a molar yield of 68.0% and a melting point of 101-103°C.

[0021] Add caustic soda to the mother liquor after the first crystallization, adju...

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Abstract

The invention relates to a method for preparing azelaic acid by catalytic oxidation of oleic acid, which comprises the following steps of: adding raw material oleic acid and a catalyst ceric sulfate into a four-opening bottle which is provided with a blender, a reflux condenser and a thermometer; adding hydrogen peroxide, and stirring in the ozone atmosphere at the concentration of 2 to 6 percent; controlling the reaction temperature to between 35 and 55 DEG C under normal pressure, and reacting for 1 to 3 hours; stirring and raising the temperature to 65-105 DEG C, continuing to introducing ozone, reacting for 6 to 10 hours, standing, and separating an oil layer from a water layer; washing the oil layer for three times by using deionized water with the temperature of between 90 and 100 DEG C and merging with the water layer; slowly cooling to 5 DEG C, crystallizing, and separating to obtain coarse azelaic acid crystallization; and recrystallizing for three times by using the deionized water with the temperature of between 90 and 100 DEG C to prepare the azelaic acid. The method has high reaction yield, simple technology, and easily separated reaction system, effective reduction of the production cost, and environmental protection.

Description

technical field [0001] The invention relates to a method for preparing azelaic acid by catalytic oxidation of oleic acid. Background technique [0002] Azelaic acid, also known as azelaic acid, is an important organic synthesis intermediate, widely used in plastics, rubber, synthetic spices, lubricating oil, polyamide resin, electrolytic capacitors and skin disease prevention and treatment. [0003] Azelaic acid is a dibasic carboxylic acid with 9 carbons, while oleic acid and linoleic acid have 18 carbons, twice that of azelaic acid, and the carbon in oleic acid and linoleic acid molecules The -9 position contains unsaturated ethylenic bonds, which are easily oxidized and broken into carboxylic acids. It is the best raw material for the production of azelaic acid. [0004] The industrial production methods of azelaic acid include: ozonation method, potassium permanganate oxidation method, hydrogen peroxide oxidation method and catalytic oxidation method. In the patent GB-1...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C55/18C07C51/285
Inventor 梁伟杨建洪沈根华阮卫金
Owner ZHEJIANG HUANUO CHEM IND
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