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Method for preparing taurine by adopting sulfonation of ammonium sulfite

A technology of ammonium sulfite and taurine, which is applied to the preparation of sulfonic acid, chemical instruments and methods, and the preparation of organic compounds, and can solve problems such as non-process route, highly toxic boiling point of ethyleneimine, low volatility, etc. , to achieve the effect of simple operation process, easy separation and low cost

Inactive Publication Date: 2012-08-15
ZHENGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the yield of [0018] ethyleneimine method produces taurine can reach more than 80%, because the high toxicity of ethyleneimine and the low boiling point are easy to volatilize, From the point of view of sustainable development and green chemical industry, it is obviously not the best process route

Method used

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  • Method for preparing taurine by adopting sulfonation of ammonium sulfite
  • Method for preparing taurine by adopting sulfonation of ammonium sulfite
  • Method for preparing taurine by adopting sulfonation of ammonium sulfite

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] b, sulfonation reaction: feed ammonia gas into the reaction vessel 5 minutes before the start of the reaction (the purpose of feeding ammonia gas is to protect the system, make the system alkaline, inhibit the hydrolysis of 2-aminoethanol sulfate, and in the step Recycling and reuse in c), the flow rate of ammonia gas is 15mL·min -1 ; First add the intermediate 2-aminoethanol sulfate synthesized by step a, then add ammonium sulfite, the mol ratio of the amount added between the ammonium sulfite and 2-aminoethanol sulfate is 1.55:1, start to carry out For sulfonation reaction, control the sulfonation reaction temperature to 98°C, the reaction time is 11h, and the raw material ammonium sulfite is fed 4 times. After the sulfonation reaction is completed, the temperature of the reaction solution is lowered. , measure and calculate the yield of gained taurine with sodium thiosulfate back titration method;

[0055] c, the reaction solution obtained in step b is down to room ...

Embodiment 2

[0061] In step d: first use phosphate buffer to adjust the pH value of the filtrate to 6, and gradually lower the temperature at a rate of 4°C / min, and crystallize when the crystallization temperature is 14°C, and the crystallization time is 6h (cooling, crystallization process The stirring rate of the medium magnetic stirrer is 400r / min), the obtained crystals are suction filtered, and then dried to constant weight (the drying temperature is 80°C).

[0062] Product analysis results: In the sulfonation reaction, the conversion rate of 2-aminoethanol sulfate is 67.41%, and the desalination rate is 99.18% by sodium thiosulfate back titration. After the crystallization, the primary yield of taurine was 52.47%, and the purity reached 95%.

[0063] Embodiment 3: basically the same as Embodiment 1, the difference is:

[0064] In step b: the flow rate of ammonia gas is 10mL min -1 , the molar ratio of the addition amount between the ammonium sulfite and 2-aminoethanol sulfate is 1....

Embodiment 3

[0065] In step d: first use phosphate buffer to adjust the pH value of the filtrate to 6, and gradually lower the temperature at a rate of 3°C / min, and crystallize when the crystallization temperature is 14°C, and the crystallization time is 10h (cooling, crystallization process The stirring rate of the magnetic stirrer is 600r / min), the obtained crystals are suction filtered, and then dried to constant weight (the drying temperature is 80°C).

[0066] Product analysis results: the conversion rate of 2-aminoethanol sulfate was 70.43% and the desalination rate was 99.24% in the sulfonation reaction determined by sodium thiosulfate back titration. After the crystallization, the primary yield of taurine was 65.32%, and the purity reached 95%.

[0067] Embodiment 4: basically the same as Embodiment 1, the difference is:

[0068] In step b: the ammonia flow rate is 18mL min -1 , the molar ratio of the added amount between the ammonium sulfite and 2-aminoethanol sulfate is 1.75:1,...

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Abstract

The invention discloses a method for preparing taurine by adopting sulfonation of ammonium sulfite. The method comprises the steps of: firstly carrying out esterification reaction to synthetize an intermediate 2-aminoethanol sulfate by taking concentrated sulfuric acid and ethanolamine as raw materials; carrying out sulfonation reaction to prepare taurine by taking ammonium sulfite and 2-aminoethyl sulfate as the raw materials, wherein ammonia is introduced to protect before the reaction, the temperature of the reaction solution is reduced after the sulfonation reaction is finished, and the conversion ratio of 2-aminoethyl sulfate is analyzed by adopting a sodium thiosulfate inverse titration method; cooling the reaction solution to room temperature, adding calcium hydroxide, heating, agitating and filtering to remove calcium sulfate, removing ammonia in mother liquor and repeatedly utilizing the mother liquor; then purifying the taurine by a cooling and crystallizing method to obtain crystal, carrying out suction filtration and baking the obtained crystal, and analyzing the taurine crystal by a thermal analysis method. The method disclosed by the invention is an integrated preparation method of combining the synthesis and separation of the taurine. The method is the preparation method of the taurine with simple operating process and mild reaction condition, wherein the primary conversion rate of 2-aminoethyl sulfate can be up to 79% and the desalination efficiency is 99.12%.

Description

technical field [0001] The invention relates to a method for synthesizing taurine, in particular to a method for preparing taurine by sulfonating ammonium sulfite. Background technique [0002] Taurine is a sulfur-containing non-protein amino acid, and also a β-sulfur amino acid necessary for human growth and development. It does not participate in protein synthesis in the body, and exists widely in the interstitial fluid and intracellular fluid of animals in a free state. Taurine has a wide range of applications and can be used in medicine, food additives, detergents, optical brighteners, pH buffers and other fields, and its application market prospects are very broad. [0003] At present, according to the different synthetic raw materials, the preparation methods of taurine mainly include: ethanolamine sulfation method, ethanolamine chlorination method, hydroxyethanol method, 2-aminoethanol method, ethyleneimine method, ethylene disulfonic anhydride method, etc. More than...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C309/14C07C303/02C07C303/44
Inventor 周彩荣王海峰詹自力蒋登高徐敏强韩雪巍黄明星
Owner ZHENGZHOU UNIV
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