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Method for synthesizing allyl methacrylate

A technology of allyl methacrylate and potassium methacrylate, applied in the field of synthesizing allyl methacrylate, can solve the problems of strong eye irritation, long reaction time, high cost, short reaction time, simple operation, low cost effect

Inactive Publication Date: 2011-05-11
WUHAN TEXTILE UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] In the above method, the steam of the raw material allyl alcohol used has a strong irritating effect on the eyes, and the price is relatively high; most patents require the synthesis of metal organic compounds as catalysts, and the cost is relatively high
In addition, the esterification reaction process needs to remove water, and the transesterification reaction process needs to remove the generated methanol, and the reaction time is generally longer

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] In a three-necked flask equipped with a reflux condenser and a thermometer, add 70 ml of dimethyl sulfoxide, 25 g of potassium methacrylate, 41 ml of 3-chloropropene, 0.1 g of p-benzoquinone, and 0.75 g of benzyltriethylammonium chloride. g, mechanically stirring at 40 or 44 or 48 or 50 or 54 or 58 or 60°C for 3 hours. After cooling to room temperature, allyl chloride was recovered by distillation. A fractionation column is installed, and allyl methacrylate is obtained by fractionation, and the yield is greater than 70%.

Embodiment 2

[0027] In a three-neck flask equipped with a reflux condenser and a thermometer, add 70 ml of dimethyl sulfoxide, 25 g of potassium methacrylate, 41 ml of 3-chloropropene, 0.1 g of p-benzoquinone, cetyltrimethyl bromide Ammonium 0.75 g, mechanically stirred at 60°C for 2 or 3 or 4 hours. After cooling to room temperature, allyl chloride was recovered by distillation. A fractionation column is installed, and allyl methacrylate is obtained by fractionation, and the yield is greater than 80%.

Embodiment 3

[0029] In a three-neck flask equipped with a reflux condenser and a thermometer, add 70 ml of dimethyl sulfoxide, 25 g of potassium methacrylate, 41 ml of 3-chloropropene, 0.1 g of p-benzoquinone, cetyltrimethyl bromide Ammonium 0.75 g, reacted with mechanical stirring at 40 or 45 or 50 or 55 or 60°C for 3 or 5 hours. After cooling to room temperature, allyl chloride was recovered by distillation. A fractionation column is installed, and allyl methacrylate is obtained by fractionation, and the yield is greater than 80%.

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Abstract

The invention discloses a method for synthesizing allyl methacrylate. The method comprises the following steps of: A, reacting potassium methacrylate or sodium methacrylate and 3-chloropropene serving as raw materials in a solvent in the presence of a catalyst and a polymerization inhibitor with stirring at the temperature of between 40 and 60 DEG C for 2 to 5 hours; and B, recovering excess 3-chloropropene by distillation, and distilling or fractionating to obtain the allyl methacrylate, wherein the molar ratio of the potassium methacrylate or the sodium methacrylate to the 3-chloropropene is 1:1.5-5; the solvent is selected from dimethyl sulfoxide and N,N-dimethylformamide; the catalyst is selected from hexadecyl trimethyl ammonium bromide serving as a quaternary ammonium salt and benzyl triethyl ammonium chloride; and the polymerization inhibitor is selected from p-benzoquinone and hydroquinone. The method is simple and convenient, is easy to operate, has short reaction time and is low in cost; and by the method, the allyl methacrylate can be prepared at a higher yield.

Description

technical field [0001] The invention relates to the technical field of organic synthesis chemistry, and more specifically to a method for synthesizing allyl methacrylate. Background technique [0002] Allyl methacrylate is a polymer monomer, which contains two non-equivalent functional groups of vinyl and allyl, and can be used as a crosslinking agent for copolymers and a modifier for polymer materials. Its hydrosilylation with silane can be used to prepare silane coupling agent. [0003] At present, the methods for preparing allyl methacrylate mainly include the esterification method using allyl alcohol and methacrylic acid as raw materials and the transesterification method using allyl alcohol and methacrylate as raw materials. There are also literatures using the reaction of allyl alcohol and methacryloyl chloride for preparation. [0004] Chinese patent CN1410412 takes allyl alcohol and methacrylic acid as raw materials, takes p-toluenesulfonic acid as a catalyst, and ...

Claims

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Application Information

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IPC IPC(8): C07C69/54C07C67/10
CPCY02P20/584
Inventor 刘秀英程鹏飞杜勇王泉付志平
Owner WUHAN TEXTILE UNIV
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