Acesulfame potassium compositions and processes for producing same

Patent metadata

Field	Value
Publication number	US-10233163-B2
Application number	US-201816014431-A
Country	US
Kind code	B2
Filing date	Jun 21, 2018
Priority date	Sep 21, 2016
Publication date	Mar 19, 2019
Grant date	Mar 19, 2019

Abstract

Compositions and processes for producing high purity acesulfame potassium are described. One process comprises the steps of providing a crude acesulfame potassium composition comprising acesulfame potassium and acetoacetamide, concentrating the crude acesulfame potassium composition to form a water stream and an intermediate acesulfame potassium composition comprising acesulfame potassium and less than 33 wppm acetoacetamide, and separating the intermediate acesulfame potassium composition to form the finished acesulfame potassium composition comprising acesulfame potassium and less than 33 wppm acetoacetamide. The concentrating step is conducted at a temperature below 90° C. and the separating step is conducted at a temperature at or below 35° C.

First claim

We claim:

1. A process for producing a finished acesulfame potassium composition, the process comprising the steps of:
(a) providing a crude acesulfame potassium composition comprising acesulfame potassium, acetoacetamide and water;
(b) concentrating the crude acesulfame potassium composition to form a water stream and an intermediate acesulfame potassium composition; and
(c) separating the intermediate acesulfame potassium composition to form the finished acesulfame potassium composition comprising acesulfame potassium and less than 33 wppm acetoacetamide;
wherein the concentrating step (b) is conducted at a temperature below 90° C., and wherein the separating step (c) is conducted at a temperature at or below 35° C.

2. The process of claim 1 , wherein the providing step (a) comprises:
reacting sulfamic acid and an amine to form an amidosulfamic acid salt;
reacting the amidosulfamic acid salt and acetoacetylating agent to form an acetoacetamide salt;
reacting the acetoacetamide salt with cyclizing agent in the cyclizing agent composition to form the cyclic sulfur trioxide adduct;
hydrolyzing the cyclic sulfur trioxide adduct to form an acesulfame-H composition comprising acesulfame-H; and
neutralizing the acesulfame-H in the acesulfame-H composition to form the crude acesulfame potassium composition.

3. The process of claim 1 , wherein the intermediate acesulfame potassium composition comprises less than 33 wppm acetoacetamide and less than 33 wppm acetoacetamide-N-sulfonic acid.

4. The process of claim 1 , wherein the concentrating comprises: evaporating the crude acesulfame potassium composition to form the water stream and the intermediate acesulfame potassium composition comprising acesulfame potassium and less than 75 wt % water.

5. The process of claim 4 , wherein evaporation residence time is less than 180 minutes.

6. The process of claim 5 , wherein the intermediate acesulfame potassium composition comprises less than 33 wppm acetoacetamide-N-sulfonic acid.

7. The process of claim 4 , wherein the separating comprises:
crystallizing the intermediate acesulfame potassium composition to form acesulfame potassium crystals; and
filtering the acesulfame potassium crystals to form the finished acesulfame potassium composition.

8. The process of claim 7 , wherein the filtering is conducted at a temperature at or below 35° C.

9. The process of claim 7 , wherein the crystallizing is conducted at a temperature at or below 35° C.

10. The process of claim 7 , wherein the crystallizing is conducted at a pH below 10.

11. The process of claim 4 , wherein the evaporating is conducted at a temperature below 85° C. and the finished acesulfame potassium composition comprises less than 33 wppm acetoacetamide.

12. The process of claim 11 , wherein the intermediate acesulfame potassium composition comprises from 1 wppb to 33 wppm acetoacetamide and less than 33 wppm acetoacetamide-N-sulfonic acid.

13. The process of claim 4 , wherein the evaporating is conducted at a temperature below 60° C. and the evaporator residence time is less than 50 minutes and the finished acesulfame potassium composition comprises from 10 wppb to 15 wppm acetoacetamide.

14. The process of claim 13 , wherein the intermediate acesulfame potassium composition comprises from 10 wppb to 25 wppm acetoacetamide and less than 30 wppm acetoacetamide-N-sulfonic acid.

15. The process of claim 4 , wherein the evaporating is conducted at a temperature ranging from 20° C. to 55° C., the evaporator residence time ranges from 1 minute to 300 minutes, the separating is conducted at a temperature ranging from −10° C. to 15° C., the separating operation residence time ranges from 1 to 180 minutes, the finished acesulfame potassium composition comprises from 10 wppb to 10 wppm acetoacetamide, and from 1 wppb to 20 wppm acetoacetamide-N-sulfonic acid.

16. The process of claim 4 , wherein:
(i) the evaporating is conducted at a temperature below 46° C.,
(ii) the evaporator residence time is less than 30 minutes,
(iii) crystallizing is conducted at a temperature below 35° C.,
and
(iv) the finished acesulfame potassium composition comprises from 10 wppb to 7 wppm acetoacetamide.

17. The process of claim 16 , wherein the intermediate acesulfame potassium composition comprises from 10 wppb to 12 wppm acetoacetamide and less than 20 wppm acetoacetamide-N-sulfonic acid.

18. The process of claim 4 , wherein the crude acesulfame composition further comprises solvent and wherein the process further comprises removing solvent from the crude acesulfame potassium composition prior to the evaporation.

19. The process of claim 4 , wherein the weight percentage of acetoacetamide in the finished acesulfame potassium composition is less than the weight percentage of acetoacetamide in the crude acesulfame potassium composition.

20. The process of claim 2 , further comprising:
separating from the acesulfame-H composition a transition phase comprising at least 2 wt % acetoacetamide to form a purified acesulfame-H composition.

21. The process of claim 20 , wherein the neutralizing comprises neutralizing the acesulfame-H in the purified acesulfame-H composition to form the crude acesulfame potassium composition.

22. The process of claim 1 , wherein the concentrating comprises evaporating the crude acesulfame potassium composition to form a water stream and an intermediate acesulfame potassium composition comprising acesulfame potassium and less than 50 wt % water, and the separating comprises crystallizing the intermediate acesulfame potassium composition to form a crystal-containing stream comprising acesulfame potassium crystals, and filtering the crystal-containing stream to form the finished acesulfame potassium composition.

23. The process of claim 22 , wherein the filtering comprises at least two filtration operations.

24. The process of claim 2 , wherein the crude acesulfame potassium composition is evaporated to form the water stream and the intermediate acesulfame potassium composition.

25. The process of claim 24 , wherein the intermediate acesulfame potassium composition comprises less than 75 wt % water.

26. The process of claim 24 , wherein the crude acesulfame potassium composition is evaporated at a temperature of less than 50° C. and the evaporator residence time is less than 30 minutes.

27. The process of claim 24 , wherein the intermediate acesulfame potassium composition is crystallized to form acesulfame crystals.

28. The process of claim 27 , wherein the intermediate acesulfame potassium composition is crystallized at a temperature of below 35° C.

29. The process of claim 27 , wherein acesulfame crystals are filtered to form the finished acesulfame composition.

30. The process of claim 27 , wherein acesulfame crystals are filtered at a temperature below 35° C.

31. The process of claim 1 , wherein the finished acesulfame potassium composition comprises from 10 wppb to 15 wppm acetoacetamide.

32. The process of claim 1 , wherein the finished acesulfame potassium composition comprises from 10 wppb to 10 wppm acetoacetamide.

33. The process of claim 1 , wherein the finished acesulfame potassium composition comprises from 10 wppb to 7 wppm acetoacetamide.

34. The process of claim 1

Assignees

• Celanese Int Corp

Inventors

• Mollenkopf Christoph
• Groer Peter
• Yadav Arvind

Classifications

• C07D291/06 Primary

  Six-membered rings · CPC title

• A23V2002/00

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

• A23L27/30

  Artificial sweetening agents · CPC title