Acesulfame potassium compositions and processes for producing same

Patent metadata

Field	Value
Publication number	US-10227316-B2
Application number	US-201816014510-A
Country	US
Kind code	B2
Filing date	Jun 21, 2018
Priority date	Sep 21, 2016
Publication date	Mar 12, 2019
Grant date	Mar 12, 2019

Abstract

A process for producing acesulfame potassium, the process comprising the steps of providing a cyclizing agent composition comprising a cyclizing agent and a solvent and having an initial temperature, cooling the cyclizing agent composition to form a cooled cyclizing agent composition having a cooled temperature less than 35° C., reacting an acetoacetamide salt with the cyclizing agent in the cooled cyclizing agent composition to form a cyclic sulfur trioxide adduct composition comprising cyclic sulfur trioxide adduct; and, forming from the cyclic sulfur trioxide adduct in the cyclic sulfur trioxide adduct composition the finished acesulfame potassium composition comprising non-chlorinated acesulfame potassium and less than 39 wppm 5-chloro-acesulfame potassium. The cooled temperature is at least 2° C. less than the initial temperature.

First claim

We claim:

1. A process for producing a finished acesulfame potassium composition, the process comprising:
reacting an acetoacetamide salt with a cyclizing agent composition having a temperature of less than 35° C. wherein the cyclizing agent composition comprises a sulfur trioxide and a solvent, and wherein the reacting of the acetoacetamide salt with the cyclizing composition forms a cyclic sulfur trioxide adduct composition comprising cyclic sulfur trioxide adduct; and
forming a finished acesulfame potassium composition from the cyclic sulfur trioxide adduct, wherein the finished acesulfame composition comprises non-chlorinated acesulfame potassium and less than 39 wppm 5-chloro-acesulfame potassium.

2. The process of claim 1 , wherein the cyclizing agent composition has a temperature of less than 25° C.

3. The process of claim 1 , wherein the cyclizing agent composition has a temperature ranging from −35° C. to 15° C.

4. The process of claim 1 , wherein the forming of the finished acesulfame potassium composition comprises:
concentrating a crude acesulfame composition to form an intermediate acesulfame potassium composition comprising at least 10 wt % acesulfame potassium; and
separating the intermediate acesulfame potassium composition to form the finished acesulfame potassium composition comprising at least 15 wt % acesulfame potassium.

5. The process of claim 1 , wherein the weight ratio of solvent to cyclizing agent in the cyclizing agent composition is at least 1:1.

6. A finished acesulfame potassium composition produced by the process claim 1 .

7. The process of claim 1 , wherein the finished acesulfame potassium composition comprises from 1 wppb to 5 wppm 5-chloro-acesulfame potassium.

8. The process of claim 1 , wherein the finished acesulfame potassium composition comprises from 1 wppb to 2.7 wppm 5-chloro-acesulfame potassium.

9. The process of claim 1 , further comprising:
hydrolyzing the cyclic sulfur trioxide adduct in the cyclic sulfur trioxide adduct composition to form an acesulfame-H composition;
neutralizing the acesulfame-H in the acesulfame-H composition to form a crude acesulfame potassium composition comprising non-chlorinated acesulfame potassium; and
forming the finished acesulfame potassium composition from the crude acesulfame potassium composition.

10. The process of claim 9 , wherein the crude acesulfame potassium composition comprises from 1 wppb to 39 wppm 5-chloro-acesulfame potassium.

11. The process of claim 9 , wherein the crude acesulfame potassium composition comprises from 1 wppb to 5 wppm 5-chloro-acesulfame potassium.

12. The process of claim 1 , wherein the solvent includes dichloromethane.

13. The process of claim 1 , wherein the cyclizing agent composition comprises less than 1 wt % of a cyclizing agent/solvent reaction product that includes chloromethyl chlorosulfate, methyl-bis-chlorosulfate, or a combination thereof.

14. The process of claim 1 , wherein the cyclizing agent and the solvent are contacted to form the cyclizing agent composition.

15. The process of claim 14 , wherein the cyclizing agent and the solvent are contacted for less than 60 minutes prior to reacting the acetoacetamide salt with the cyclizing agent composition.

16. The process of claim 14 , wherein the cyclizing agent and the solvent are contacted for less than 15 minutes prior to reacting the acetoacetamide salt with the cyclizing agent composition.

17. The process of claim 16 , wherein the cyclizing agent composition has a temperature of less than 25° C.

18. The process of claim 17 , wherein the finished acesulfame potassium composition comprises from 1 wppb to 5 wppm 5-chloro-acesulfame potassium.

19. The process of claim 14 , wherein the cyclizing agent and the solvent are contacted for less than 5 minutes prior to reacting the acetoacetamide salt with the cyclizing agent composition.

20. The process of claim 19 , wherein the cyclizing agent composition has a temperature of −35° C. to 15° C.

21. The process of claim 20 , wherein the finished acesulfame potassium composition comprises from 1 wppb to 2.7 wppm 5-chloro-acesulfame potassium.

22. The process of claim 1 , further comprising forming the cyclizing agent composition by a process that includes cooling the solvent and thereafter contacting the cooled solvent with the cyclizing agent.

23. The process of claim 1 , further comprising forming the cyclizing agent composition by a process that includes contacting the solvent with the cyclizing agent to form an initial cyclizing agent composition, and thereafter cooling the cyclizing agent composition to a temperature less than 35° C.

24. The process of claim 23 , wherein the cooled cyclizing agent composition has a temperature of at least 2° C. less than the temperature of the initial cyclizing agent composition.

25. The process of claim 1 , further comprising forming the acetoacetamide salt by a process that comprises reacting sulfamic acid and triethylamine to form an amidosulfamic acid salt, and reacting the amidosulfamic acid salt and a diketene to the form acetoacetamide salt.

Assignees

• Celanese Int Corp

Inventors

• Mollenkopf Christoph
• Groer Peter
• Yadav Arvind

Classifications

• C07D291/06 Primary

  Six-membered rings · CPC title

• A23L27/31

  containing amino acids, nucleotides, peptides or derivatives · CPC title

• A23L27/30

  Artificial sweetening agents · CPC title

• A23V2002/00

  Food compositions, function of food ingredients or processes for food or foodstuffs · CPC title