IP Library Granted Patent US 8,951,431
Granted Patent B2
US 8,951,431 · App. 13/083,230 · Granted Feb 10, 2015

Azeotrope-like compositions of pentafluoropropene and water

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Quick Facts
Patent No.
US 8,951,431
App. No.
13/083,230
Granted
Feb 10, 2015
Kind
B2
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.

Claims (24)

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 , wherein the composition consists of water and 1,2,3,3,3-pentafluoropropene.

8. The method of claim 6 , having 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 a boiling point of about −20° C. at a pressure of about 14.3 psia.

10. The method of claim 6 , having 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 , 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.

Assignments (6)
RELEASE OF SECURITY INTEREST Recorded Apr 4, 2018
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: THE CHEMOURS COMPANY FC, LLC
Reel/Frame 045845/0913 →
SECURITY INTEREST Recorded Apr 4, 2018
From: THE CHEMOURS COMPANY FC, LLC
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 045846/0011 →
SECURITY AGREEMENT Recorded Jun 10, 2015
From: THE CHEMOURS COMPANY FC LLC; THE CHEMOURS COMPANY TT, LLC
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 035839/0675 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 15, 2015
From: E. I. DU PONT DE NEMOURS AND COMPANY
To: THE CHEMOURS COMPANY FC, LLC
Reel/Frame 035432/0023 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 23, 2014
From: HONEYWELL INTERNATIONAL, INC.
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 033157/0231 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 14, 2011
From: HULSE, RYAN; KOPKALLI, HALUK; PHAM, HANG T.
To: HONEYWELL INTERNATIONAL INC.
Reel/Frame 026128/0418 →