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A method of transesterification to produce (meth)acryloyloxyethyltrimethylammonium chloride

A technology of acryloyloxyethyltrimethylammonium chloride and transesterification, which is applied in chemical instruments and methods, preparation of aminohydroxy compounds, preparation of organic compounds, etc. The effect of high rate and low production cost

Inactive Publication Date: 2011-12-14
HUBEI UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0012] Adopt intermittently to add the mixed solution of low-boiling point organic solvents and water such as acetone, acetonitrile, (meth)methyl acrylate which are miscible with water, so that the reaction product is dissolved in the water phase to control the viscosity rise, but there is a follow-up separation problem question

Method used

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  • A method of transesterification to produce (meth)acryloyloxyethyltrimethylammonium chloride
  • A method of transesterification to produce (meth)acryloyloxyethyltrimethylammonium chloride
  • A method of transesterification to produce (meth)acryloyloxyethyltrimethylammonium chloride

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Embodiment 1

[0037] The preparation of embodiment 1 acryloyloxyethyltrimethylammonium chloride

[0038] The first step, in the 3000 liters of reactors of packing distillation column that is equipped with mechanical stirrer, thermometer, condenser and theoretical plate number, add 1940 kilograms (24Kmol) methyl acrylate, 645 kilograms (8Kmol) 2- Chlorohydrin, 60 kilograms (0.48Kmol) of polymerization inhibitor p-hydroxyanisole, 128 kilograms (0.38Kmol) of catalyst tetra-n-butyl titanate, stirred and heated to reflux. Maintain the reaction temperature in the reactor at 90-130°C, the temperature at the top of the fractionation tower at 64-80°C, and the reflux ratio at 2-6, and simultaneously distill the methanol generated after transesterification out of the system. After reacting for 5-7 hours, stop the reaction. The material is transferred to the intermediate tank and settled. The upper layer liquid is transferred to the rectification kettle, and the residue in the reaction system is dist...

Embodiment 2-12

[0040] Embodiment 2-12: Same as embodiment 1, the difference is: ethyl acrylate, propyl acrylate, isopropyl acrylate, butyl acrylate, isobutyl acrylate, methyl methacrylate, ethyl methacrylate, methyl acrylate Propyl acrylate, isopropyl methacrylate, butyl methacrylate, and isobutyl methacrylate are used as raw materials in the first step reaction respectively.

[0041] The first step reaction, feed intake: 24Kmol (meth) acrylate, 645 kilograms (8Kmol) 2-chloroethanol, 60 kilograms (0.48Kmol) inhibitor p-hydroxyanisole, 128 kilograms (0.38Kmol) catalyst four titanate n-butyl ester.

[0042] Operation steps Repeat the first step reaction. The reaction temperature in the reactor is maintained at 90-130°C, the reflux ratio is 2-6, and the azeotrope of acrylate and small molecule alcohol is distilled out of the system at the same time. After reacting for 5-7 hours, stop the reaction. The material is transferred to the intermediate tank and settled. The upper liquid is transfer...

Embodiment 13-20

[0047] Embodiment 13-20: same as embodiment 1, the difference is that calcium oxide, aluminum oxide, zinc chloride, titanium isopropoxide, tetra-n-butyl titanate, aluminum isopropoxide, di-n-octyl tin oxide, p-toluene Sulfonic acid is used as a catalyst in the first step reaction respectively.

[0048] The first step reaction, feeding intake: 1940 kilograms (24Kmol) methyl acrylate, 645 kilograms (8Kmol) 2-chloroethanol, 60 kilograms (0.48Kmol) polymerization inhibitor p-hydroxyanisole, the catalyzer of 0.38Kmol.

[0049] Operation steps Repeat the first step reaction. Maintain the reaction temperature in the reactor at 110-120°C, the reflux ratio at 2-6, and distill the azeotrope of methyl acrylate and methanol out of the system at the same time. After reacting for 5-7 hours, stop the reaction. The material is transferred to the intermediate tank and settled. The upper layer liquid is transferred to the rectification kettle, and the residue in the reaction system is distil...

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Abstract

The invention relates to a method for producing (meth)acryloyloxyethyltrimethylammonium chloride by transesterification, comprising two reactions: the first step, using (meth)acrylate and 2-chloroethanol as Raw materials, under the joint action of catalyst and polymerization inhibitor, while carrying out transesterification reaction, the small molecular alcohol is separated and evaporated through the packed tower, and the material at the bottom of the reaction kettle is subjected to vacuum distillation to obtain (meth)acrylic acid chlorohydrin ester. In the second step, (meth)chlorohydrin acrylate and trimethylamine aqueous solution react under normal pressure under the effect of a polymerization inhibitor and a basic anion exchange resin as a catalyst. After the reaction was completed, the water generated in the reaction process was separated by decompression, and then vacuum-dried at 80° C. to obtain the (meth)acryloyloxyethyltrimethylammonium chloride product, the content of which could reach more than 98%, and the total The rate can reach more than 90%. The invention has simple process, low production cost and mild reaction conditions, and is suitable for large-scale industrial production.

Description

technical field [0001] The invention relates to a method for producing (meth)acryloyloxyethyltrimethylammonium chloride by transesterification, which belongs to the field of chemical synthesis. Background technique [0002] (Meth)acryloyloxyethyltrimethylammonium chloride is a very widely used (meth)acrylate monomer, because its molecular structure contains ester groups, olefin groups, amino groups and other functional groups, it can be homopolymerized Various chemical reactions based on , copolymerization, and quaternization are mostly used in the fields of fibers, plastics, wastewater treatment, rubber, light-cured coatings, sludge dehydration, oil recovery and papermaking, surfactants, and medicine. , science and technology and pharmaceutical industries are widely used. [0003] The production method of (meth)acryloyloxyethyltrimethylammonium chloride is divided into two steps: the first step (meth) methyl acrylate and N, N-dimethylaminoethanol transesterification reacti...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C219/08C07C213/02
Inventor 徐保明罗岩程乾阮华屹周云熊伟陈坤唐强胡传群杜娜
Owner HUBEI UNIV OF TECH
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