Method for preparing azelaic acid

A technology of azelaic acid and oleic acid, which is applied in the direction of carboxylate preparation, organic compound preparation, oxidative preparation of carboxylic acid, etc., can solve the problems of high price, low selectivity, pollution, etc., and achieve the effect of simple process

Inactive Publication Date: 2003-05-07
LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The selectivity of the ozone oxidation method is relatively high, and it is the only industrial production method in the world at present (the general industrial production yield is 20%-30%) (US 2 813 113); the oxidation ability of nitric acid is strong (GB 813 842), and the price Inexpensive, but the selectivity of the reaction is not high, and it will cause pollution; using potassium permanganate as an oxidant requires a phase transfer catalyst, and the phase transfer catalyst is expensive and will cause pollution

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Synthesis of azelaic acid: Mix 14g oleic acid, 0.5g mesoporous molecular sieve W-MCM-41, 12930% hydrogen peroxide solution and 50ml tert-butanol evenly, stir, reflux, flow oxygen, react for 48h, filter to remove the catalyst , washed the filter cake three times with hot methanol, 20ml each time, the filtrate was distilled under reduced pressure, removed most of the solvent, and then steam distilled to obtain nonanoic acid, the solution was concentrated again, cooled, crystallized, filtered, washed, dried, and obtained Azelaic acid 8.5g, yield 91%, melting point 107-109°C.

Embodiment 2

[0016] Example 2 According to the method and steps of Example 1, but changing the concentration of hydrogen peroxide, the concentration of hydrogen peroxide is 50%, the product azelaic acid 8.8g is obtained, the yield is 94%, and the melting point is 107-109 ℃.

Embodiment 3-5

[0018] According to the method and steps of Example 1, but changing the amount of ammonium tungstate, the molar ratio of each component in the precursor sol is respectively:

[0019] (3) 0.005 WO 3 : SiO 2

[0020] (4)0.010WO 3 : SiO 2

[0021] (5)0.015WO 3 : SiO 2 (3) Obtain product azelaic acid 5g, yield 53%, melting point 107-109 DEG C; (4) obtain product azelaic acid 7.1g, yield 75%, melting point 107-109 DEG C; (5) obtain product azelaic acid Acid 8g, yield 85%, melting point 107-109°C

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PUM

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Abstract

A process for preparing azeleic acid includes such steps as mixing oleic acid, mesopore molecular sieve W-MCM-41, solution of hydrogen peroxide and tert-butanol, stirring, introducing oxygen and reaction in reflux state. Its advantages are high output rate, cyclic use of said mesopore molecular sieve, and no environmental pollution.

Description

technical field [0001] The invention relates to a preparation method of azelaic acid. Background technique [0002] Azelaic acid is an important intermediate in organic synthesis, and it is a kind of medium-long chain dibasic acid. In recent years, with the rapid development of the organic synthetic chemical industry, the demand for medium and long chain dibasic acids is increasing day by day. Medium and long-chain dibasic acids and their derivatives have a wide range of industrial applications, a broad product market, and high added value. The production of medium and long-chain dibasic acids in my country is seriously insufficient. For sebacic acid, dodecanedioic acid (lauric acid) and tridecanedioic acid (brazilianic acid), there are already manufacturers producing, but the production of azelaic acid , is still blank. The industrial use of azelaic acid is mainly to produce azelaic acid plasticizers, followed by the production of lubricants, polymer synthesis, skin prote...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C51/16C07C51/23C07C55/18
Inventor 赵培庆彭志光倪平索继栓
Owner LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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