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Synthesis method for (methyl)glycidyl acrylate

A technology of glycidyl ester and synthesis method, applied in the direction of organic chemistry and the like, can solve the problems of long reaction steps, large amount of epichlorohydrin, complicated processing, etc., and achieves the effects of mild reaction conditions, little environmental pollution and easy operation.

Active Publication Date: 2009-09-30
ANHUI XINYUAN CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

But this synthetic method requires that the whole reaction system is anhydrous, very high to the purity requirement of sodium salt, and the sodium salt water content is less than 0.5%, just can make ester yield reach more than 92%, and the epichlorohydrin consumption that exists is many (requiring Excessive 4-10 times), and the reaction step of this method is long, and follow-up processing is complicated

Method used

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  • Synthesis method for (methyl)glycidyl acrylate
  • Synthesis method for (methyl)glycidyl acrylate
  • Synthesis method for (methyl)glycidyl acrylate

Examples

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example 1

[0025] Add 117g of methacrylic acid (MAA), 1.7g of hexamethylenetetramine, 0.4g of p-hydroxyanisole into a 500mL four-neck flask with a mechanical stirrer, turn on the stirrer, raise the temperature to 80°C, and add 175g of For epichlorohydrin (ECH), control the reaction temperature at 80-90°C. After the epichlorohydrin has been added dropwise for 6 hours, keep it warm for 1 hour; when the reaction is over, cool the reaction product below 40°C and start to add 32% by weight of hydrogen dropwise. 190 grams of sodium oxide aqueous solution, the reaction temperature is controlled at 35-45 ° C, after 3 hours of dropwise addition, the reaction is kept for 1 hour; 129.1 g of glycidyl methacrylate product is obtained, and the epoxy value is 0.481 eq / 100 g.

example 2

[0027] Add 117g of methacrylic acid, 1.7g of hexamethylenetetramine, and 0.2g of p-hydroxyanisole to a 500mL four-neck flask with a mechanical stirrer, turn on the stirrer, raise the temperature to 80°C, and add 132g of epoxy chloride dropwise Propane (ECH), control the reaction temperature at 60-70°C, after adding epichlorohydrin 6h dropwise, keep warm for 1h reaction; after the reaction is finished, cool the reaction product to below 40°C, and start to drop 32% by weight of sodium hydroxide aqueous solution 190g, control the reaction temperature at 35-45°C, after 3h of dropwise addition, keep warm for 1h to obtain 50.6g of glycidyl methacrylate product with an epoxy value of 0.503eq / 100g.

example 3

[0029] Add 117g of methacrylic acid, 1.25g of quinoline, and 0.4g of p-hydroxyanisole into a 500mL four-necked flask with a mechanical stirrer, turn on the stirrer, raise the temperature to 80°C, and add dropwise 155g of epichlorohydrin (ECH) , control reaction temperature 80~90 ℃, after epichlorohydrin 5h dropwise, insulation reaction 1h; Reaction finishes, reaction product is cooled to below 40 ℃, starts to drip 120 grams of 50% by weight sodium hydroxide aqueous solution, control The reaction temperature was 35-45°C. After 3 hours of dropwise addition, the reaction was kept for 2 hours to obtain 129g of glycidyl methacrylate product, and the epoxy value was 0.492eq / 100g.

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Abstract

The present invention relates to a kind of synthesis method of glycidyl (meth)acrylate, it is characterized in that: take (meth)acrylic acid as raw material, under the action of catalyst and polymerization inhibitor, carry out ring-opening esterification with epichlorohydrin reaction; then use sodium hydroxide to carry out ring-closing reaction to obtain glycidyl (meth)acrylate; the catalyst is hexamethylenetetramine or quinoline, 1-methylimidazole, and the polymerization inhibitor is p-hydroxyanisole. The invention has the advantages of easy-to-obtain raw materials, less consumption of epichlorohydrin, no need of organic solvent in the reaction process, short process flow, simple and convenient operation, easy industrialization and little environmental pollution.

Description

1. Technical field: [0001] The invention relates to a synthesis method of glycidyl (meth)acrylate, which belongs to the technical field of organic chemical industry. 2. Background technology [0002] The chemical name of glycidyl (meth)acrylate is (meth)acrylate-β-glycidyl ester, and its structural formula is: [0003] [0004] Glycidyl (meth)acrylate is a colorless and transparent liquid with two active functional groups, a carbon-carbon double bond and an epoxy group. Coatings have important uses and are widely used in fiber processing, coatings, photocurable resins, adhesives, paper processing, rubber industries, etc. [0005] The one-step synthesis method is currently the main method for preparing glycidyl (meth)acrylate, which uses acrylic acid or methacrylic acid sodium salt and epichlorohydrin as raw materials to synthesize acrylic acid or glycidyl methacrylate in one step; the characteristics of the method It has short reaction time (2-4h), high yield (generally...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D303/16
Inventor 朱新宝曹彩红程竑
Owner ANHUI XINYUAN CHEM CO LTD
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