Azeotrope-like compositions of pentafluoropropene and water

Patent metadata

Field	Value
Publication number	US-RE46928-E
Application number	US-201715429745-A
Country	US
Kind code	E1
Filing date	Feb 10, 2017
Priority date	May 6, 2010
Publication date	Jul 3, 2018
Grant date	Jul 3, 2018

Abstract

Provided are azeotropic and azeotrope-like compositions of 1,2,3,3,3-pentafluoropropene (HFO-1225ye) and water. Such azeotropic and azeotrope-like compositions are useful in isolating 1,2,3,3,3-pentafluoropropene from impurities during production. Azeotropes of the instant invention are similarly useful in final compositions or manufacturing final compositions, such as blowing agent, propellants, refrigerants, diluents for gaseous sterilization and the like.

First claim

We claim:

1. An azeotropic or azeotrope-like composition consisting essentially of 1,2,3,3,3-pentafluoropropene (HFO-1225ye) and water wherein water is provided in an amount from about 0.25 to about 11 weight percent and 1,2,3,3,3-pentafluoropropene is provided in an amount from about 89 to about 99.75 weight percent.

2. The composition of claim 1 , consisting of water and 1,2,3,3,3-pentafluoropropene.

3. The composition of claim 1 , having a boiling point of about −20° C.±0.5° C. at a pressure of about 14.3 psia±2 psia.

4. The composition of claim 1 , having a boiling point of about −20° C. at a pressure of about 14.3 psia.

5. The composition of claim 1 , having a boiling point of about −20.3° C. at a pressure of about 14.39 psia.

6. A method of forming an azeotropic or azeotrope-like composition comprising forming a blend consisting essentially of effective amounts of water and 1,2,3,3,3-pentafluoropropene, wherein water is provided in an amount from about 0.25 to about 11 weight percent and 1,2,3,3,3-pentafluoropropene is provided in an amount from about 89 to about 99.75 weight percent.

7. The method of claim 6 , wherein water is provided in an amount from about 0.25 to about 11 weight percent and 1,2,3,3,3-pentafluoropropene is provided in an amount from about 89 to about 99.75 weight percent. The method of claim 9 6, wherein the azeotropic or azeotrope-like composition consists of water and 1,2,3,3,3-pentafluoropropene.

8. The method of claim 6 , having wherein the azeotropic or azeotrope-like composition has a boiling point of about −20° C.±0.5° C. at a pressure of about 14.3 psia±2 psia.

9. The method of claim 6 , having wherein the azeotropic or azeotrope-like composition has a boiling point of about −20° C. at a pressure of about 14.3 psia.

10. The method of claim 6 , having wherein the azeotropic or azeotrope-like composition has a boiling point of about −20.3° C. at a pressure of about 14.39 psia.

11. A method for removing 1,2,3,3,3-pentafluoropropene from a mixture containing 1,2,3,3,3-pentafluoropropene and at least one impurity, comprising adding water to the mixture in an effective amount to form an azeotropic or azeotrope-like composition of the 1,2,3,3,3-pentafluoropropene and the water, and separating the azeotropic composition from the impurity, wherein water is provided in an amount from about 0.25 to about 11 weight percent and 1,2,3,3,3-pentafluoropropene is provided in an amount from about 89 to about 99.75 weight percent.

12. The method of claim 11 , wherein the impurity does not form an azeotropic mixture with 1,2,3,3,3-pentafluoropropene, water or a mixture of 1,2,3,3,3-pentafluoropropene and water.

13. The method of claim 11 , wherein the impurity does form an azeotropic mixture with 1,2,3,3,3-pentafluoropropene, water or a mixture of 1,2,3,3,3-pentafluoropropene and water.

14. The method of claim 11 , wherein the impurity comprises a halocarbon.

15. The method of claim 11 , wherein the impurity is miscible with 1,2,3,3,3-pentafluoropropene.

16. The method of claim 11 , wherein the impurity is selected from the group consisting of hydrogen fluoride; 1,1,1,2,3,3-hexafluoropropane (HFC-236ea); 1,1,1,2,3-pentafluoropropane (HFC-245eb); hexafluoropropylene (HFP); 1,1,1,2-tetrafluoropropene (HFO-1234yf); and combinations thereof.

17. The method of claim 11 , wherein the step of separating the azeotropic composition from the impurity is conducted by distillation.

18. The method of claim 11 , wherein the azeotropic composition consists essentially of from about 0.1 to about 50 weight percent water and from about 50 to about 99.9 weight percent 1,2,3,3,3-pentafluoropropene.

19. A method for isolating 1,2,3,3,3-pentafluoropropene from an azeotropic mixture containing 1,2,3,3,3-pentafluoropropene and water, comprising separating 1,2,3,3,3-pentafluoropropene from the water, wherein water is provided in an amount from about 0.25 to about 11 weight percent and 1,2,3,3,3-pentafluoropropene is provided in an amount from about 89 to about 99.75 weight percent.

20. The method of claim 19 , wherein 1,2,3,3,3-pentafluoropropene is separated from water using a liquid-liquid phase separation.

21. The method of claim 19 , wherein 1,2,3,3,3-pentafluoropropene is separated from water using distillation.

22. The method of claim 19 , wherein 1,2,3,3,3-pentafluoropropene is separated from water using at least one drying media.

23. The method of claim 19 22, wherein the drying media is selected from the group consisting of a molecular sieve, silica alumina, and combinations thereof.

24. The method of claim 19 , wherein water is removed first by liquid-liquid phase separation, then by a second method selected from the group consisting of distillation, one or more drying media, and combinations thereof.

25. The method of claim 6, further comprising:
producing 2,3,3,3-tetrafluoro-1-propene from the 1,2,3,3,3-pentafluoropropene.

26. The method of claim 11, further comprising:
producing 2,3,3,3-tetrafluoro-1-propene from the 1,2,3,3,3-pentafluoropropene.

27. The method of claim 11, wherein the mixture consists of water, 1,2,3,3,3-pentafluoropropene, and the impurity.

28. The method of claim 11, wherein the azeotropic or azeotrope-like composition has a boiling point of about −20° C.±0.5° C. at a pressure of about 14.3 psia±2 psia.

29. The method of claim 11, wherein the azeotropic or azeotrope-like composition has a boiling point of about −20° C. at a pressure of about 14.3 psia.

30. The method of claim 11, wherein the azeotropic or azeotrope-like composition has a boiling point of about −20.3° C. at a pressure of about 14.39 psia.

31. The method of claim 11,
wherein the impurity comprises hydrogen fluoride.

32. The method of claim 11,
wherein the impurity comprises 1,1,1,2,3,3-hexafluoropropane (HFC-236ea).

33. The method of claim 11,
wherein the impurity comprises 1,1,1,2,3-pentafluoropropane (HFC-245eb).

34. The method of claim 11,
wherein the impurity comprises hexafluoropropylene (HFP).

35. The method of claim 11,
wherein the impurity comprises 1,1,1,2-tetrafluoropropene (HFO-1234yf).

36. The method of claim 19, further comprising:
producing 2,3,3,3-tetrafluoro-1-propene from the 1,2,3,3,3-pentafluoropropene.

37. The method of claim 19, wherein the azeotropic mixture consists of water and 1,2,3,3,3-pentafluoropropene.

38. The method of claim 19, wherein the azeotropic mixture has a boiling point of about −20° C.±0.5° C. at a pressure of about 14.3 psia±2 psia.

39. The method of claim 19, wherein the azeotropic mixture has a boiling point of about −20° C. at a pressure of about 14.3 psia.

40. The method of claim 19, wherein the azeotropic mixture has a boiling point of about −20.3° C. at a pressure of about 14.39 psia.

41. A method, comprising:
forming a blend consisting essentially of effective amounts of water and 1,2,3,3,3-pentafluoropropene; wherein water is provided in an amount from about 0.25 to about 11 weight percent and 1,2,3,3,3-pentafluoropropene is provided in an amount from about 89 to about 99.75 weight percent; and producing 2,3,3,3-tetrafluoro-1-propene from the 1,2,3

Assignees

• Chemours Co Fc Llc

Inventors

• Hulse Ryan
• Kopkalli Haluk
• Pham Hang T

Classifications

• C07C21/18

  containing fluorine · CPC title

• C07C17/386 Primary

  with auxiliary compounds · CPC title

• C07C17/38

  Separation; Purification; Stabilisation; Use of additives · CPC title

• C07C17/383

  by distillation · CPC title

• C07C17/389

  by adsorption on solids · CPC title