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Method for preparing dimeric acid methyl ester

A technology of dimer acid methyl ester and alkyl sulfonic acid, which is applied in the field of dimer acid methyl ester preparation, can solve the problems of high requirements for reaction equipment and operation, large amount of heterogeneous catalyst, harsh reaction conditions, etc., and achieves Good recycling performance, easy separation and post-processing, and short reaction time

Inactive Publication Date: 2014-04-16
QINGDAO UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Most of these processes have the following disadvantages: the amount of heterogeneous catalyst is too large, and the product will be entrained, resulting in product loss; generally, it needs to be carried out under high pressure, the reaction conditions are relatively harsh, and the requirements for reaction equipment and operation are also high.

Method used

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  • Method for preparing dimeric acid methyl ester
  • Method for preparing dimeric acid methyl ester

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Example 1: 1.0 g of 1-(4-sulfonic acid) butyl-3-methylimidazolium chloride zincate (wherein 1-(4-sulfonic acid) butyl-3-methylimidazolium chloride and chlorine The molar ratio of zinc chloride is 1: 3.0) and 30g of fatty acid methyl ester were reacted at 230°C for 6 hours under nitrogen protection, cooled to room temperature, added 30g of toluene to extract the polymerization product and unreacted raw materials, separated the upper layer extract, and Toluene and unreacted raw materials were removed under reduced pressure (5mmHg) at 240°C to obtain the polymerized product dimer acid methyl ester with a yield of 67%.

Embodiment 2

[0022] Example 2: 2.0 g of 1-(3-sulfonic acid) propyl-3-propylimidazolium chlorocuprate (wherein 1-(3-sulfonic acid) butyl-3-methylimidazolium chloride and chlorine The molar ratio of copper chloride is 1: 2.0) and 10 g of fatty acid methyl ester were reacted at 200° C. for 5 hours under nitrogen protection, cooled to room temperature, added 20 g of toluene to extract the polymerization product and unreacted raw materials, separated the upper layer extract, and Toluene and unreacted raw materials were removed under reduced pressure (5mmHg) at 240°C to obtain the polymerized product dimer acid methyl ester with a yield of 71%.

Embodiment 3

[0023] Example 3: 3.0 g of 1-(4-sulfonic acid) butyl-3-ethylimidazolium bromide cuprate (wherein 1-(4-sulfonic acid) butyl-3-ethylimidazolium bromide and bromine The molar ratio of copper chloride is 1: 1.1) and 12g of fatty acid methyl ester were reacted at 280°C for 4 hours under nitrogen protection, cooled to room temperature, added 25g of toluene to extract the polymerization product and unreacted raw materials, separated the upper layer extract, and Toluene and unreacted raw materials were removed under reduced pressure (5mmHg) at 240°C to obtain the polymerized product dimer acid methyl ester with a yield of 53%.

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Abstract

The invention relates to a method for preparing dimeric acid methyl ester by using Brphinsted-Lewis double-acid ionic liquid to catalyze unsaturated fatty acid methyl ester dimer. The method is characterized in that the Brphinsted-Lewis double-acid ionic liquid consisting of alkyl sulfonic acid functionalized pyridine cations or alkyl sulfonic acid functionalized 1,3-dialkylimidazolinium cations or alkyl sulfonic acid functionalized quaternary ammonium cations and inorganic anions of Lewis acid is used as a catalyst; and under the protection of nitrogen, the Brphinsted-Lewis double-acid ionic liquid catalyzes a fatty acid methyl ester polymerization reaction for 2 to 8 hours at the reaction temperature of between 220 and 280 DEG C to prepare the dimeric acid methyl ester. Compared with the prior art, the method has the following advantages: 1, the method has higher polymerization capacity, does not need to pressurize, and has short reaction time; 2, a dimeric acid methyl ester product and the ionic liquid catalyst are not miscible and are layered automatically, and the separation process is easier; and 3, the catalyst has stable ionic liquid performance, and can be recycled.

Description

technical field [0001] The present invention relates to a -Application of Lewis double-acidic ionic liquid in unsaturated fatty acid methyl ester polymerization reaction, promptly relates to a kind of - A new method for the preparation of dimer acid methyl esters by the dimerization of unsaturated fatty acid methyl esters catalyzed by Lewis bis-acidic ionic liquids. Background technique [0002] Dimeric acid methyl ester is an oligomeric compound of dicarboxylic acid ester produced by Diels-Alder reaction between two or more unsaturated fatty acid ester molecules. It is actually composed of 36-carbon dimer, A mixture of a small amount of 54-carbon trimers and higher molecular polymers. Dimer acid methyl ester can be used to produce polyamide resin. It has good flexibility, high adhesion, and anti-corrosion and anti-rust properties. It can be used to manufacture coatings, adhesives, etc., and is widely used in ships, machinery, motors, automobiles, and civil engineering. ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C67/313C07C69/003B01J31/26B01J31/02B01J31/28
Inventor 于世涛刘仕伟刘福胜解从霞
Owner QINGDAO UNIV OF SCI & TECH