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Method for compounding epoxy fatty acid ester with unsaturated fatty acid ester

An epoxy fatty acid ester, fatty acid ester technology, applied in chemical recovery, organic chemistry and other directions, can solve problems such as cumbersome steps, and achieve the effects of reducing pollution, reducing production costs and high selectivity

Inactive Publication Date: 2013-01-16
DALIAN POLYTECHNIC UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in these systems, organic solvents are used to assist the epoxidation reaction, and the solvent needs to be recovered by distillation after the reaction, resulting in cumbersome steps

Method used

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  • Method for compounding epoxy fatty acid ester with unsaturated fatty acid ester
  • Method for compounding epoxy fatty acid ester with unsaturated fatty acid ester

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Add 3 parts by mass of catalyst (catalyst The structure is shown in Table 1), the temperature is raised to 60 degrees, and 44 mass parts of 30 mass % hydrogen peroxide aqueous solution is added dropwise. After 1 hour of reaction, the catalyst is separated out from the reaction system, and the catalyst is separated by centrifugation. The filtrate is epoxy fatty acid methyl ester and The mixture of aqueous solution, liquid separation removes the water phase to obtain an organic phase, and the organic phase decompresses to remove water to obtain a light yellow product with an iodine value of 1.5gI / 100g, an epoxy value of 4.25%, an acid value of 0.8mgKOH / g, and a water content of 0.4%. The recovered catalyst is directly added to the reaction system of the next batch, and is recycled 5 times. The iodine value of the obtained product is all less than 2gI / 100g, and the epoxy value is greater than 4.2%.

Embodiment 2-45

[0043] Except replacing catalyst and / or changing reaction temperature according to Table 1, carry out the epoxidation reaction of unsaturated fatty acid methyl ester according to the experimental method of embodiment 1, experimental result is shown in Table 1. After the epoxidation reaction, the catalyst is precipitated from the reaction system and centrifuged to be directly used in the next batch of reaction system for recycling.

[0044] Table 1

[0045]

[0046]

Embodiment 46

[0048] Add 3 parts by mass of catalyst [C16H 33 N(CH 3 ) 3 ] 2 HPW 4 o 16 , be warming up to 60 degree, drip 44 mass parts of aqueous hydrogen peroxide solution of 30 mass %, react after 1 hour, catalyst is separated out from reaction system, centrifugation goes out catalyst, and filtrate is the mixture of epoxy fatty acid ethyl ester and aqueous solution, separates The aqueous phase was removed from the liquid to obtain an organic phase, and the organic phase was distilled under reduced pressure to remove water to obtain a light yellow product with an iodine value of 1.4gI / 100g, an epoxy value of 4.23%, an acid value of 0.7mgKOH / g, and a water content of 0.4%. The recovered catalyst is directly added to the reaction system of the next batch, and is recycled 5 times. The iodine value of the obtained product is all less than 2gI / 100g, and the epoxy value is greater than 4.2%.

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Abstract

The invention provides a method for compounding epoxy fatty acid ester with unsaturated fatty acid ester. The method is characterized in that heteropoly acid metal compounds are used as catalyst, and hydrogen oxide aqueous solution is used as an oxygen source. When no other organic solvent or organic peroxide acid exists, the unsaturated fatty acid ester is oxidized selectively to compound epoxy fatty acid ester, wherein the unsaturated fatty acid ester is unsaturated fatty acid methyl ester, unsaturated fatty acid ethyl ester, unsaturated fatty acid acrylic ester or unsaturated fatty acid butyl ester; and the structural formula of the catalyst is as follows: QmHnPM(I)xM(II)yO4+3(X+Y). According to the invention, the epoxy fatty acid ester can be obtained with low cost, high productivity and high selectivity; all the epoxide number, the iodine number and the acid number meet the requirement; the stability of the product is high; and the catalyst can be recycled.

Description

technical field [0001] The invention relates to a method for synthesizing epoxy fatty acid ester from unsaturated fatty acid ester through catalytic epoxidation reaction. Background technique [0002] At present, the most widely used plastic plasticizers are phthalate plasticizers, but they are potentially toxic to the human body, and some countries have banned or restricted their use. Therefore, we are looking for safe, environmentally friendly, and cheap plasticizers to replace products have become research hotspots. [0003] One of the ideal substitutes for phthalate plasticizers is epoxy plasticizers, including epoxy fatty acid esters and epoxy vegetable oil plasticizers. Among them, epoxy fatty acid methyl ester is a new type of environmentally friendly plasticizer with fatty acid methyl ester as the main raw material. It is a light yellow liquid at room temperature. It is non-toxic and tasteless, and is often used as a plasticizer and stabilizer for polyvinyl chloride...

Claims

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Application Information

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IPC IPC(8): C07D301/12C07D303/42
CPCY02P20/584
Inventor 李坤兰马英冲魏立纲王艳涛
Owner DALIAN POLYTECHNIC UNIVERSITY
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