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Method for preparing high-purity 3-chlorine-1,2-propylene glycol aliphatic ester

A propylene glycol fatty acid ester, high-purity technology, applied in the preparation of carboxylic acid halides, organic chemistry, etc., can solve the problems of unknown formation mechanism, unknown toxicology, reproductive toxicity, neurotoxicity, kidney tumors, etc., and achieve simple preparation process, The effect of process parameter stabilization

Active Publication Date: 2011-06-15
王力清
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] 3-Chloro-1,2-propanediol fatty acid ester (3-MCPDFAE) is a new class of pollutants found in food, especially in refined vegetable oil. Its formation mechanism is unknown, and it is now suspected that it is in the presence of chloride ions , formed during the deodorization of grease, its toxicity is unknown, but because it can be hydrolyzed to 3-chloro-1,2-propanediol (3-MCPD), and the toxicity of 3-chloro-1,2-propanediol is now It has been established that it is a confirmed human carcinogen, reproductive toxicity, neurotoxicity, and can cause kidney tumors
But there is no standard reference product of high-purity 3-chloro-1,2-propanediol fatty acid ester in China

Method used

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Examples

Experimental program
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Effect test

Embodiment 1

[0027] The present invention prepares a method for high-purity 3-chloro-1,2-propanediol fatty acid ester, comprising the steps of:

[0028] ① In a 250ml flask, completely dissolve 200mg of 3-chloro-1,2-propanediol in 25ml of anhydrous ether;

[0029] ②Under ice bath conditions, while stirring the above solution, add 200 mg of catalyst dimethylaminopyridine (DMAP) to it until the catalyst is completely dissolved;

[0030] ③Then add 25ml palmitoyl chloride ethyl ether solution dropwise to the above solution;

[0031] ④ After finally adding 50ml of ether, the mixed solution was left to stand at room temperature for 12 hours;

[0032] ⑤After filtering the reaction solution after standing still, place the filtrate in a 250ml separating funnel, wash the remaining filter residue twice with 2ml ether, combine the filtrate with the filtrate in the funnel; use 40ml1mol / L of the combined filtrate respectively Wash twice with glacial hydrochloric acid, twice with 40ml of saturated sodiu...

Embodiment 2

[0038] The present invention is a method for preparing high-purity 3-chloro-1,2-propanediol fatty acid ester. The specific preparation steps and reactants are the same as those in Example 1, except that the catalyst in step ② is pyridine.

Embodiment 3

[0040] The present invention is a method for preparing high-purity 3-chloro-1,2-propanediol fatty acid ester. The specific preparation steps and reactants are the same as any one in Example 1 or Example 2, except that in step ① and step ④ The organic solvent in is petroleum ether.

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PUM

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Abstract

The invention relates to a method for preparing high-purity 3-chlorine-1,2-propylene glycol aliphatic ester. The method comprises the following steps: thoroughly mixing 3-chlorine-1,2-propylene glycol with fatty acid chloride solution and a catalyst, standing for 6-36 hours at room temperature, and then filtering, washing and drying reaction liquid; processing dried organic residues by using any one or more of gel permeation chromatography (GPC), solid-phase extraction (SPE), liquid chromatography and the like so as to prepare the high-purity 3-chlorine-1,2-propylene glycol aliphatic ester; and finally, detecting the purity of the 3-chlorine-1,2-propylene glycol aliphatic ester by using a gas chromatograph-mass spectrometer. In the invention, the preparation method is simple, process parameters are stable, the purity of the extracted 3-chlorine-1,2-propylene glycol aliphatic ester is high, and the 3-chlorine-1,2-propylene glycol aliphatic ester can be used as a standard reference product for detection and analysis and as a raw material for a toxicology evaluation test.

Description

technical field [0001] The invention relates to a preparation method of 3-chloro-1,2-propanediol fatty acid ester, in particular to a preparation method of high-purity 3-chloro-1,2-propanediol fatty acid ester as a standard or reference substance. Background technique [0002] 3-Chloro-1,2-propanediol fatty acid ester (3-MCPDFAE) is a new class of pollutants found in food, especially in refined vegetable oil. Its formation mechanism is unknown, and it is now suspected that it is in the presence of chloride ions , formed during the deodorization of fats and oils, its toxicity is unknown, but since it can be hydrolyzed to 3-chloro-1,2-propanediol (3-MCPD), the toxicity of 3-chloro-1,2-propanediol is now It has been established that it is a confirmed human carcinogen, has reproductive toxicity, neurotoxicity, and can cause kidney tumors. Therefore, 3-chloro-1,2-propanediol fatty acid esters are also concerned at home and abroad. However, there is no standard reference product...

Claims

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Application Information

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IPC IPC(8): C07C69/003C07C67/14
Inventor 王力清杨天奎陈洪涛刘嘉亮廖继承
Owner 王力清
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