Synthesis of taurine

A synthesis method and technology of taurine, applied in the preparation of sulfonic acid, organic chemistry and other directions, can solve the problems of high energy consumption, high labor intensity and high production cost, and achieve the effects of good product quality, low production cost and low cost

Inactive Publication Date: 2009-08-19
王代龙 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method is because esterification, sulfonation (reduction) reaction all is reversible reaction, and the interaction such as reaction condition, time, the degree of reaction, separation method causes the yield of taurine to be only 48~52%, and cost yield The rate is 49%, the production cost is high, the energy consumption is large, and the labor intensity is high

Method used

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  • Synthesis of taurine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] The preparation of sodium isethionate: feed ethylene oxide gas in 24wt% sodium bisulfite solution (the molar ratio of ethylene oxide and sodium bisulfite is 1:1.2) at 0.1MPa, pH Value 6.5-7.5 and react at 80°C for 1.2 hours to obtain a mixture containing sodium isethionate (99% conversion).

[0018] The preparation of sodium taurate: in the presence of catalyst sodium carbonate and sodium bicarbonate (the mol ratio of sodium carbonate and sodium bicarbonate is 3:1), in the mixture containing sodium isethionate, add liquid ammonia (reaction The concentration of ammonia in the liquid is 20% (mass percent), reacted at 15MPa and 160° C. for 45 minutes to obtain sodium taurate; wherein, the consumption of the catalyst was 1% of the quality of sodium isethionate.

[0019] Preparation of taurine: neutralize sulfuric acid and sodium taurine at a molar ratio of 1:2 at 30-70°C, and crystallize at 10-50°C to obtain the product taurine with a yield of 73.4%.

[0020] 1 H NMR (DMS...

Embodiment 2

[0022] Preparation of sodium isethionate: react 1:1.1 molar ratio of ethylene oxide and sodium bisulfite at 0.07MPa, pH 6.5-7.5 and 75°C for 1.5 hours to prepare sodium isethionate .

[0023] The preparation of sodium taurate: in the presence of catalyst sodium carbonate and sodium bicarbonate (the mol ratio of sodium carbonate and sodium bicarbonate is 5:1), sodium isethionate and liquid ammonia (the concentration of ammonia in the reaction solution 25%, mass percent) reacted at 21MPa and 280° C. for 25 minutes to prepare sodium taurate; wherein, the amount of catalyst was 5% of the mass of sodium isethionate.

[0024] Preparation of taurine: Neutralize sulfuric acid and sodium taurine at 30-70°C at a molar ratio of 1:2.1 to obtain the product taurine with a yield of 81.5%. 1 H NMR (DMSO-d 6 , TMS, 90MHz) δ 2.73(m, 2H), 3.05(m, 2H), 7.64(br, 3H); IR(cm -1 ): 3209.87, 3050.12, 2969.21 (-NH 2 ); 1179.11, 1222.15, 1511.09, 1585.06, 1616.32 (-SO 3 H); 13 C-NMR: δ 550.3 (C1)...

Embodiment 3

[0026] Preparation of sodium isethionate: react 1:1 molar ratio of ethylene oxide and sodium bisulfite at 0.08MPa, pH 6.5—7.5 and 85°C for 1.1 hours to prepare sodium isethionate .

[0027] The preparation of sodium taurate: in the presence of catalyst sodium carbonate and sodium bicarbonate (the mol ratio of sodium carbonate and sodium bicarbonate is 4:1), sodium isethionate and liquid ammonia (the concentration of ammonia in the reaction solution 30%, mass percent) was reacted at 17MPa and 190° C. for 30 minutes to prepare sodium taurate; wherein, the amount of catalyst was 3% of the mass of sodium isethionate.

[0028] Preparation of taurine: Neutralize sulfuric acid and sodium taurine at 30-70°C at a molar ratio of 1:2.2 to obtain the product taurine with a yield of 78.6%. 1 H NMR (DMSO-d 6 , TMS, 90MHz) δ 2.73 (m, 2H), 3.06 (m, 2H), 7.66 (br, 3H); IR (cm -1 ): 3210.17, 3049.88, 2968.98 (-NH 2 ); 1179.15, 1221.87, 1511.25, 1584.86, 1616.18 (-SO 3 H); 13 C-NMR: δ 550....

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Abstract

The invention relates to a method for synthesizing taurine, comprising the following steps: (1) according to the amount ratio of materials of 1:1 to 1:1.2, epoxy ethane and sodium bisulfite are subjected to addition reaction under 0.05 to 0.1MPa, with pH value of 6.5 to 7.5 and at a temperature between 75 and 85 DEG C to form hydroxyethyl sodium sulfonate; (2) the hydroxyethyl sodium sulfonate and liquid ammonia are subjected to ammonolysis reaction under 14 to 21MPa and at a temperature between 160 and 280 DEG C to generate sodium taurate, and the mass concentration of ammonia in the reaction liquid is 20 to 30 percent; and (3) neutralization: namely, the sodium taurate is neutralized by sulphuric acid to generate the taurine. The method for synthesizing the taurine has the advantages of short time, high yield and lower cost, and is easy for industrialized production.

Description

technical field [0001] The present invention relates to the synthetic method of taurine. Background technique [0002] Taurine (chemical name 2-aminoethanesulfonic acid), pure product is colorless or white oblique crystal, odorless, stable chemical properties, soluble in organic solvents such as ether, because it was first extracted from ox bile in 1843 Therefore, it is named "Taurine" (Latin, meaning "amino acid from cattle"). It differs from other basic amino acids such as glutamic acid, lysine, methionine, alanine, serine, valine and threonine in that taurine does not directly participate in the synthesis of proteins, but is a free Special amino acids outside the cell. It is now known that taurine can play a variety of roles in the body, including detoxification, enhancing the stability of cell membranes, regulating the production of (brain) excitatory neurotransmitters, and intercellular calcium content, etc. Taurine is the most abundant sulfur-containing free radical...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C309/14C07C303/02
Inventor 郑宏强
Owner 王代龙
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