IP Library Granted Patent US 7,803,283
Granted Patent B2
US 7,803,283 · App. 12/405,347 · Granted Sep 28, 2010

Azeotrope-like compositions of 2-chloro-3,3,3-trifluoropropene (HCFC-1233xf) and 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb)

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Quick Facts
Patent No.
US 7,803,283
App. No.
12/405,347
Granted
Sep 28, 2010
Kind
B2
Abstract

Provided are azeotropic and azeotrope-like compositions of 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf) and 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb). Such azeotropic and azeotrope-like compositions are useful as intermediates in the production of 2,3,3,3-tetrafluoropropene (HFO-1234yf).

Claims (28)

1. An azeotropic or azeotrope-like composition consisting essentially of 2-chloro-1,1,1,2-tetrafluoropropane and 2-chloro-3,3,3-trifluoropropene.

2. An azeotropic or azeotrope-like composition which consists essentially of from about 1 to about 25 weight percent 2-chloro-1,1,1,2-tetrafluoropropane and from about 75 to about 99 weight percent 2-chloro-3,3,3-trifluoropropene, which composition has a boiling point of from about 0° C. to about 60° C. at a pressure of from about 9 psia to about 65 psia.

3. The composition of claim 2 which consists of 2-chloro-1,1,1,2-tetrafluoropropane and 2-chloro-3,3,3-trifluoropropene.

4. The composition of claim 2 wherein the 2-chloro-1,1,1,2-tetrafluoropropane is present in the amount from about 1 to about 25 weight percent.

5. The composition of claim 2 wherein the 2-chloro-3,3,3-trifluoropropene is present in the amount from about 75 to about 99 weight percent.

6. The composition of claim 2 having a boiling point of about 0° C. at a pressure of about 9 psia; or a boiling point of about 25° C. at a pressure of about 24 psia; or a boiling point of about 60° C. at a pressure of about 65 psia.

7. A method of forming an azeotropic or azeotrope-like composition which comprises forming a blend consisting essentially of from about 1 to about 25 weight percent 2-chloro-1,1,1,2-tetrafluoropropane and from about 75 to about 99 weight percent 2-chloro-3,3,3-trifluoropropene to thereby form an azeotropic or azeotrope-like composition having a boiling point of from about 0° C. to about 60° C. at a pressure of from about 9 psia to about 65 psia.

8. The method of claim 7 further comprising the step of separating 2-chloro-1,1,1,2-tetrafluoropropane from an azeotropic or azeotrope-like composition of 2-chloro-1,1,1,2-tetrafluoropropane and 2-chloro-3,3,3-trifluoropropene by pressure swing distillation.

9. The method of claim 7 wherein the composition consists of 2-chloro-1,1,1,2-tetrafluoropropane and 2-chloro-3,3,3-trifluoropropene.

10. The method of claim 7 wherein the 2-chloro-1,1,1,2-tetrafluoropropane in present in an amount of from about 1 to about 25 weight percent.

11. The method of claim 7 wherein the 2-chloro-3,3,3-trifluoropropene is present in the amount from about 75 to about 99 weight percent.

12. The method of claim 7 wherein the composition has a boiling point of about 0° C. at a pressure of about 9 psia; or a boiling point of from about 25° C. at a pressure of about 24 psia; or a boiling point of about 60° C. at a pressure of about 65 psia.

13. A method for removing 2-chloro-3,3,3-trifluoropropene from a mixture containing 2-chloro-3,3,3-trifluoropropene and at least one impurity, which comprises adding 2-chloro-1,1,1,2-tetrafluoropropane to the mixture in an amount sufficient to form an azeotropic or azeotrope-like composition of the 2-chloro-3,3,3-trifluoropropene and the 2-chloro-1,1,1,2-tetrafluoropropane, and thereafter separating the azeotropic composition from the impurity.

14. The method of claim 13 wherein the impurity does not form an azeotropic mixture with 2-chloro-3,3,3-trifluoropropene or a mixture of 2-chloro-3,3,3-trifluoropropene and 2-chloro-1,1,1,2-tetrafluoropropane.

15. The method of claim 13 wherein the impurity does form an azeotropic mixture with 2-chloro-3,3,3-trifluoropropene, 2-chloro-1,1,1,2-tetrafluoropropane or a mixture of 2-chloro-3,3,3-trifluoropropene and 2-chloro-1,1,1,2-tetrafluoropropane.

16. The method of claim 13 wherein the impurity comprises a halocarbon.

17. The method of claim 13 wherein the impurity is miscible with 2-chloro-3,3,3-trifluoropropene.

18. The method of claim 13 wherein the impurity comprises one or more of 1,1,1,2,3-pentachloropropane; 1,1,2,3-tetrachloropropene; 2,3,3,3-tetrafluoropropene; comprises 2,3-dichloro-3,3-difluoropropene; 1,1,1,2,2-pentafluoropropane and 1,2-dichloro-3,3,3-trifluoropropene.

19. The method of claim 13 wherein the separating is conducted by distillation.

20. The method of claim 13 wherein the azeotropic composition consists essentially of from about 75 to about 99 weight percent 2-chloro-3,3,3-trifluoropropene and from about 1 to about 25 weight percent 2-chloro-1,1,1,2-tetrafluoropropane.

21. A method for removing 2-chloro-1,1,1,2-tetrafluoropropane from a mixture containing 2-chloro-1,1,1,2-tetrafluoropropane and at least one impurity, which comprises adding 2-chloro-3,3,3-trifluoropropene to the mixture in an amount sufficient to form an azeotropic or azeotrope-like composition of the 2-chloro-1,1,1,2-tetrafluoropropane and the 2-chloro-3,3,3-trifluoropropene, and thereafter separating the azeotropic composition from the impurity.

22. The method of claim 21 wherein the impurity does not form an azeotropic mixture with 2-chloro-1,1,1,2-tetrafluoropropane, 2-chloro-3,3,3-trifluoropropene or a mixture of 2-chloro-1,1,1,2-tetrafluoropropane and 2-chloro-3,3,3-trifluoropropene.

23. The method of claim 21 wherein the impurity does form an azeotropic mixture with 2-chloro-1,1,1,2-tetrafluoropropane, 2-chloro-3,3,3-trifluoropropene, or a mixture of 2-chloro-1,1,1,2-tetrafluoropropane and 2-chloro-3,3,3-trifluoropropene.

24. The method of claim 21 wherein the impurity comprises a halocarbon.

25. The method of claim 21 wherein the impurity is miscible with 2-chloro-1,1,1,2-tetrafluoropropane.

26. The method of claim 21 wherein the impurity comprises one or more of 1,1,1,2,3-pentachloropropane; 1,1,2,3-tetrachloropropene; 2,3,3,3-tetrafluoropropene; 2,3-dichloro-3,3-difluoropropene; 1,1,1,2,2-pentafluoropropane; and 1,2-dichloro-3,3,3-trifluoropropene.

27. The method of claim 21 wherein the separating is conducted by distillation.

28. The method of claim 21 wherein the azeotropic composition consists essentially of from about 1 to about 25 weight percent 2-chloro-1,1,1,2-tetrafluoropropane and from about 75 to about 99 weight percent 2-chloro-3,3,3-trifluoropropene.

Assignments (2)
SECURITY INTEREST Recorded Jan 12, 2026
From: SOLSTICE ADVANCED MATERIALS US, INC.
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 074569/0260 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 17, 2009
From: PHAM, HANG T.; SINGH, RAJIV R.; TUNG, HSUEH SUNG; POKROVSKI, KONSTANTIN A.; MERKEL, DANIEL C.
To: HONEYWELL INTERNATIONAL INC
Reel/Frame 022405/0168 →