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High-purity sodium ethylenediamine ethyl sulfonate synthesis method

A technology of sodium ethylenediaminoethanesulfonate and sodium vinylsulfonate, which is applied in the preparation of sulfonic acid, sulfonate salt, chemical instruments and methods, etc., can solve the complex process and the price of sodium chloroethylsulfonate. Expensive and other problems, to achieve the effect of simple process, cheap raw materials and high purity

Inactive Publication Date: 2018-09-21
JINGCHU UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] 1. Use sodium chloroethylsulfonate and ethylenediamine to carry out condensation reaction, strengthen alkali to absorb hydrogen chloride, then concentrate under reduced pressure, heat filter most of the salt, then add water to dilute to 50wt% concentration for commercial sale, see Polymer Bulletin (Heidelbers .Germany) 74(4), 1061-1076 2017, but the sodium ethylenediaminoethanesulfonate prepared by this method contains about 7% salt, and the price of sodium chloroethylsulfonate is relatively expensive;
[0005] 2. Condensation of taurine and hydroxyacetonitrile, followed by hydrogenation reduction, see CN106187829, the process of this method is too complicated, and hydrogenation reduction is required

Method used

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  • High-purity sodium ethylenediamine ethyl sulfonate synthesis method
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  • High-purity sodium ethylenediamine ethyl sulfonate synthesis method

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Embodiment 1

[0024] 1. At 30°C, add 60g (1mol) ethylenediamine to a 1000ml reaction flask, then slowly add 25wt% sodium vinyl sulfonate solution dropwise to the reaction flask while stirring, and complete the dropwise addition within 1 hour, then Heat up to reflux while stirring, reflux for 4 hours, cool down to 30°C to obtain a mixed solution containing sodium ethylenediaminoethanesulfonate;

[0025] 2. Pass the mixed solution through D001 type sulfonic acid resin adsorption column, absorb unreacted ethylenediamine and sodium ethylenediaminoethanesulfonate, and elute with deionized water to remove polyvinylsulfonic acid, hydroxyethyl Acidic impurities such as sulfonic acid, sulfate group and unreacted sodium vinyl sulfonate stop eluting when the pH value is greater than 6;

[0026] 3. Elute with 10wt% sodium hydroxide solution to replace the adsorbed ethylenediamine and ethylenediaminoethanesulfonic acid. When the pH value is greater than 12, stop the elution and collect the Adsorb the l...

Embodiment 2

[0033] The quality that ethylenediamine is added becomes 90g, and other operations and steps are identical with embodiment 1, finally obtains 370g product, and sampling measures solid content 50.5%, content is 50.3%, nitrogen content 7.370 (theoretical value 7.368), conversion The resulting purity is 99.97%, and the yield is 97.37%.

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Abstract

The invention discloses a high-purity sodium ethylenediamine ethyl sulfonate synthesis method which includes the steps: 1 slowly dropwise adding sodium vinyl sulfonate solution into ethylenediamine under the condition of room temperature and stirring, increasing temperature to perform reflux for 3.5-4.5 hours under the condition of stirring after dropwise adding, and cooling the solution to obtainmixed solution containing sodium ethylenediamine ethyl sulfonate; 2 enabling the mixed solution to pass a strong acid type cation exchange resin adsorption column for adsorbing unreacted ethylenediamine and sodium ethylenediamine ethyl sulfonate, and performing elution with deionized water to remove impurities; 3 performing elution with alkali solution, swapping out the adsorbed ethylenediamine and sodium ethylenediamine ethyl sulfonate and collecting liquid flowing out of the strong acid type cation exchange resin adsorption column to obtain collected liquid; 4 performing decompression concentration on the collected liquid and removing diethylamine to obtain high-purity sodium ethylenediamine ethyl sulfonate. The method is simple, safe and convenient to operate, and the synthesized sodium ethylenediamine ethyl sulfonate is high in purity.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, in particular to a method for synthesizing high-purity sodium ethylenediaminoethanesulfonate. Background technique [0002] There are relatively few reports on the synthesis of sodium ethylenediamine ethanesulfonate in the past. In recent years, it has been found that it can be used as a chain extender for water-based coatings and has attracted attention. [0003] At present, the synthetic method of sodium ethylenediaminoethanesulfonate mainly contains two kinds: [0004] 1. Use sodium chloroethylsulfonate and ethylenediamine to carry out condensation reaction, strengthen alkali to absorb hydrogen chloride, then concentrate under reduced pressure, heat filter most of the salt, then add water to dilute to 50wt% concentration for commercial sale, see Polymer Bulletin (Heidelbers .Germany) 74(4), 1061-1076 2017, but the sodium ethylenediaminoethanesulfonate prepared by this method contain...

Claims

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Application Information

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IPC IPC(8): C07C303/32C07C303/02C07C303/44C07C309/14
CPCC07C303/02C07C303/32C07C303/44C07C309/14
Inventor 胡莉萍胡冠丰
Owner JINGCHU UNIV OF TECH
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