IP Library Granted Patent US 9,428,451
Granted Patent B2
US 9,428,451 · App. 14/120,651 · Granted Aug 30, 2016

Cyclic process for the production of taurine from alkali isethionate

Inventor: Songzhou Hu (Princeton, NJ)
C07C303/32C07C303/02C07C303/44
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Quick Facts
Patent No.
US 9,428,451
App. No.
14/120,651
Granted
Aug 30, 2016
Kind
B2
Abstract

A cyclic process is disclosed for the production of taurine from alkali isethionate in a high overall yield by continuously converting the byproducts of the ammonolysis reaction, sodium ditaurinate and sodium tritaurinate, to sodium taurinate. Sodium sulfate and residual taurine in the crystallization mother liquor are efficiently separated by converting taurine into a highly soluble form of sodium taurinate or ammonium taurinate while selectively crystallizing sodium sulfate.

Claims (13)

1. A cyclic process for the production of taurine from alkali isethionate, comprising,

(a) adding an excess of ammonia to a solution of alkali isethionate and subjecting the solution to ammonolysis reaction in the presence of one or more catalysts to yield a mixture of alkali taurinate, alkali ditaurinate, alkali tritaurinate, and unreacted alkali isethionate;

(b) recovering the excess ammonia from (a) and neutralizing the solution with sulfuric acid to obtain a crystalline suspension of taurine in a solution of alkali sulfate, alkali ditaurinate, alkali tritaurinate, and alkali isethionate;

(c) separating taurine from (b) to provide a mother liquor

(d) adjusting the pH of the mother liquor to basic to convert taurine present in the mother liquor to alkali taurinate and prevent the crystallization of taurine, and removing alkali sulfate from the mother liquor by performing evaporative crystallization and cooling crystallization through solid-liquid separation;

(e) returning the mother liquor of (d) to (a) for further ammonolysis of alkali ditaurinate, alkali tritaurinate, and unreacted alkali isethionate.

2. The process according to claim 1 , wherein the mother liquor containing alkali ditaurinate, and alkali tritaurinate is mixed with a new batch of alkali isethionate to inhibit the formation of alkali ditaurinate and alkali tritaurinate and to convert alkali ditaurinate and alkali tritaurinate to alkali taurinate during the ammonolysis.

3. The process according to claim 2 , wherein alkali ditaurinate and alkali tritaurinate in the returning mother liquor are converted to di-alkali ditaurinate and tri-alkali tritaurinate by adding alkali hydroxide during the ammonolysis.

4. The process according to claim 1 , wherein the one or more catalysts for the ammonolysis are comprised of sodium hydroxide, potassium hydroxide, lithium hydroxide, sodium carbonate, potassium carbonate, lithium carbonate, sodium sulfate, sodium sulfite, potassium sulfate, or potassium sulfite.

5. The process according to claim 1 , wherein the overall yield is greater than 85%.

6. The process according to claim 1 , wherein the overall yield is greater than 90%.

7. The process according to claim 1 , wherein the overall yield is greater than 95%, to nearly quantitative.

8. The process according to claim 1 , wherein alkali metals are lithium, sodium, and potassium.

Assignments (4)
CORRECTIVE ASSIGNMENT TO CORRECT THE CORRESPONDENCE DATA PREVIOUSLY RECORDED ON REEL 72544 FRAME 405. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Oct 15, 2025
From: VITAWORKS IP, LLC
To: LIBRE HOLDINGS INC.
Reel/Frame 073067/0435 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 13, 2025
From: VITAWORKS IP, LLC
To: LIBRE HOLDINGS INC.
Reel/Frame 072544/0405 →
CHANGE OF NAME Recorded Oct 11, 2016
From: VITAWORKS, LLC
To: VITAWORKS IP, LLC
Reel/Frame 040314/0419 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 30, 2016
From: HU, SONGZHOU, DR.
To: VITAWORKS, LLC
Reel/Frame 039866/0492 →
Continuity (2)
Continuation In Part 14120046 · Apr 18, 2014
Related Publication 20150299114A1 · Oct 22, 2015