Synthesis method for (methyl)glycidyl acrylate

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

Active Publication Date: 2007-12-12
ANHUI XINYUAN CHEM
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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 invention relates to a method for synthesizing a kind of (methyl) acroleic acid glycidic glyceride. It is characterized in that: it takes (methyl) glyceride as raw material, and reacts with epichlorohydrin for ringopening and esterification under catalyst and inhibitor action; then carrying out ring-closure reaction with caustic soda to prepare (methyl) acroleic acid glycidic glyceride. Said catalyst is hexamethylenetetramine or chinoline, 1- methyl glyoxalinyl, and inhibitor is p-hydroxyanisole. The invention is characterized by easy got raw material, low consumption of epichlorohydrin, no utilization of organic disslovant during reaction, short process, simple 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 Applications(China)
IPC IPC(8): C07D303/16
Inventor 朱新宝曹彩红程竑
Owner ANHUI XINYUAN CHEM
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