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Synthetic method of methacryloxyethyl-N,N-dimethyl propane sulfonate

A technology of methacryloyloxyethyl and dimethylpropanesulfonate is applied in the directions of sulfonate preparation, organic chemistry, etc., and can solve the problems of lack of application conditions, inability to obtain monomer DMAPS, temperature rise and the like, To achieve the effect of simple operation, suitable for industrial application, and short response time

Active Publication Date: 2014-05-14
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] All need to adopt poisonous acetone as solvent in the above-mentioned method for synthesizing methacryloxyethyl-N,N-dimethylpropanesulfonate, and adopt the dimethylaminoethyl methacrylate of stoichiometric ratio and 1, 3-Propane sultone directly synthesizes DMAPS. Since the heat of reaction cannot be dissipated in time, the temperature rises sharply instantly. Both the raw material DM and the product DMAPS have been polymerized, and the monomer DMAPS cannot be obtained, so there is no application condition.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Weigh 630gDM and put it into the reactor, then put it into the constant temperature water bath, heat and start stirring. Then weigh 122g PS, add it directly into DM, the reaction temperature is 35°C, stir and react for 1.5h to get the crude product of DMAPS. Transfer the crude DMAPS product to a large piece of filter paper, wrap it in a Soxhlet extractor, and use ethanol as a solvent to extract it for 1 hour. After the extraction, put the filter paper bag in a drying oven and dry it at 40°C to obtain The pure DMAPS monomer has a yield of 92.8%, (the yield is the ratio of the mass of the product actually obtained to the mass of the theoretical product obtained by the stoichiometric reaction, the same below).

Embodiment 2

[0020] Weigh 940gDM and pour it into the reactor, then put it into a constant temperature water bath, heat and start stirring. Then weigh 122g PS, add it directly into DM, the reaction temperature is 25°C, stir and react for 3h to get the crude product of DMAPS. Transfer the crude DMAPS product to a large piece of filter paper, wrap it in a Soxhlet extractor, and use ethanol as a solvent to extract for 3 hours. After the extraction, put the filter paper bag in a drying oven and dry it at 50°C to obtain Pure DMAPS monomer with a yield of 94.1%.

Embodiment 3

[0022] Weigh 785gDM and pour it into the reactor, then put it into a constant temperature water bath, heat and start stirring. Then weigh 122g PS, add it directly into DM, the reaction temperature is 55°C, stir and react for 2h to get the crude product of DMAPS. Transfer the crude DMAPS product to a large piece of filter paper, place it in a Soxhlet extractor, and use ethanol as a solvent to extract it for 2.5 hours. The pure DMAPS monomer was obtained with a yield of 92.5%.

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PUM

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Abstract

The invention discloses a synthetic method of methacryloxyethyl-N,N-dimethyl propane sulfonate (DMAPS). The method includes the following steps: first, weighing dimethylaminoethyl methacrylate (DM) and 1,3-propane sultone (PS) in the mass ratio of 2:1-9:1, and adding DM into PS; then reacting at 10-60 DEG C for 0.5-4 h; and at last filtering, extracting and drying to obtain methacryloxyethyl-N,N-dimethyl propane sulfonate. The method has the advantages of no solvent, short reaction time, high product yield, and suitability for industrial application, etc.

Description

technical field [0001] The invention relates to a method for synthesizing methacryloxyethyl-N, N-dimethylpropanesulfonate. Background technique [0002] Methacryloyloxyethyl-N, N-dimethylpropanesulfonate (DMAPS) is a methacrylic derivative monomer with the molecular formula: C 11 h 21 NO 5 S, molecular weight: 279.3531. [0003] DMAPS is a white powdery solid, easily soluble in water and slightly soluble in most organic solvents. As a new type of water-soluble amphoteric monomer, DMAPS has good chemical and thermal stability, strong hydration ability, and contains an equal number of quaternary ammonium cations and sulfonate anions that are not easily affected by the pH value of the solution and are insensitive to salt. much attention. DMAPS has unique properties compared to water-soluble anionic or cationic polymers that contain only one charge. In terms of the nature of the force between molecules and within the molecular chain, for polyelectrolytes containing onl...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C309/14C07C303/32
Inventor 杨超鲁娇陈楠
Owner CHINA PETROLEUM & CHEM CORP
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