IP Library Granted Patent US 7,972,525
Granted Patent B2
US 7,972,525 · App. 12/598,038 · Granted Jul 5, 2011

Azeotropic and azeotrope-like compositions of E-1,1,1,4,4,4-hexafluoro-2-butene

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Quick Facts
Patent No.
US 7,972,525
App. No.
12/598,038
Granted
Jul 5, 2011
Kind
B2
Abstract

Azeotropic or azeotrope-like compositions are disclosed. The azeotropic or azeotrope-like compositions are mixtures of E-1,1,1,4,4,4-hexafluoro-2-butene with methyl formate, n-pentane, 2-methylbutane, trans-1,2-dichloroethylene, 1,1,1,3,3-pentafluoropropane, n-butane or isobutane. Also disclosed is a process of preparing a thermoplastic or thermoset foam by using such azeotropic or azeotrope-like compositions as blowing agents. Also disclosed is a process of producing refrigeration by using such azeotropic or azeotrope-like compositions. Also disclosed is a process of using such azeotropic or azeotrope-like compositions as solvents. Also disclosed is a process of producing an aerosol product by using such azeotropic or azeotrope-like compositions. Also disclosed is a process of using such azeotropic or azeotrope-like compositions as heat transfer media. Also disclosed is a process of extinguishing or suppressing a fire by using such azeotropic or azeotrope-like compositions. Also disclosed is a process of using such azeotropic or azeotrope-like compositions as dielectrics.

Claims (32)

1. A composition consisting essentially of:

(a) E-1,1,1,4,4,4-hexafluoro-2-butene; and

(b) a component selected from the group consisting of methyl formate, n-pentane, 2-methylbutane, trans-1,2-dichloroethylene, 1,1,1,3,3-pentafluoropropane, n-butane and isobutane; wherein said component is present in an effective amount to form an azeotrope-like combination with the E-1,1,1,4,4,4-hexafluoro-2-butene.

2. A composition consisting essentially of:

(a) E-1,1,1,4,4,4-hexafluoro-2-butene; and

(b) a component selected from the group consisting of n-pentane, 2-methylbutane, n-butane and isobutane; wherein said component is present in an effective amount to form an azeotropic combination with the E-1,1,1,4,4,4-hexafluoro-2-butene.

3. A process for preparing a thermoplastic or thermoset foam comprising using the azeotrope-like composition of claim 1 as a blowing agent.

4. A process for preparing a thermoplastic or thermoset foam comprising using the azeotropic composition of claim 2 as a blowing agent.

5. A process for producing refrigeration comprising condensing the azeotrope-like composition of claim 1 and thereafter evaporating said azeotrope-like composition in the vicinity of the body to be cooled.

6. A process for producing refrigeration comprising condensing the azeotropic composition of claim 2 and thereafter evaporating said azeotropic composition in the vicinity of the body to be cooled.

7. A process comprising using the azeotrope-like composition of claim 1 as a solvent.

8. A process comprising using the azeotropic composition of claim 2 as a solvent.

9. A process for producing an aerosol product comprising using the azeotrope-like composition of claim 1 as a propellant.

10. A process for producing an aerosol product comprising using the azeotropic composition of claim 2 as a propellant.

11. A process comprising using the azeotrope-like composition of claim 1 as a heat transfer media.

12. A process comprising using the azeotropic composition of claim 2 as a heat transfer media.

13. A process for extinguishing or suppressing a fire comprising using the azeotrope-like composition of claim 1 as a fire extinguishing or suppression agent.

14. A process for extinguishing or suppressing a fire comprising using the azeotropic composition of claim 2 as a fire extinguishing or suppression agent.

15. A process comprising using the azeotrope-like composition of claim 1 as dielectrics.

16. A process comprising using the azeotropic composition of clam 2 as dielectrics.

17. The azeotrope-like composition of claim 1 consisting essentially of from 73 to 99 weight percent E-1,1,1,4,4,4-hexafluoro-2-butene and from 27 to 1 weight percent methyl formate, characterized by: at a temperature of from −40° C. to 120° C., said composition having a difference in dew point pressure and bubble point pressure of less than or equal to 5 percent based upon the bubble point pressure.

18. The azeotrope-like composition of claim 1 consisting essentially of from 83 to 99 weight percent E-1,1,1,4,4,4-hexafluoro-2-butene and from 17 to 1 weight percent n-pentane, characterized by: at a temperature of from −40° C. to 120° C., said composition having a difference in dew point pressure and bubble point pressure of less than or equal to 5 percent based upon the bubble point pressure.

19. The azeotrope-like composition of claim 1 consisting essentially of from 77 to 99 weight percent E-1,1,1,4,4,4-hexafluoro-2-butene and from 23 to 1 weight percent 2-methylbutane, characterized by: at a temperature of from −40° C. to 100° C., said composition having a difference in dew point pressure and bubble point pressure of less than or equal to 5 percent based upon the bubble point pressure.

20. The azeotrope-like composition of claim 1 consisting essentially of from 88 to 99 weight percent E-1,1,1,4,4,4-hexafluoro-2-butene and from 12 to 1 weight percent trans-1,2-dichloroethylene, characterized by: at a temperature of from −40° C. to 120° C., said composition having a difference in dew point pressure and bubble point pressure of less than or equal to 5 percent based upon the bubble point pressure.

21. The azeotrope-like composition of claim 1 consisting essentially of from 1 to 99 weight percent E-1,1,1,4,4,4-hexafluoro-2-butene and from 99 to 1 weight percent 1,1,1,3,3-pentafluoropropane, characterized by: at a temperature of from −40° C. to 120° C., said composition having a difference in dew point pressure and bubble point pressure of less than or equal to 5 percent based upon the bubble point pressure.

22. The azeotrope-like composition of claim 1 consisting essentially of from 1 to 99 weight percent E-1,1,1,4,4,4-hexafluoro-2-butene and from 99 to 1 weight percent n-butane, characterized by: at a temperature of from −40° C. to 100° C., said composition having a difference in dew point pressure and bubble point pressure of less than or equal to 5 percent based upon the bubble point pressure.

23. The azeotrope-like composition of claim 1 consisting essentially of from 38 to 80 weight percent E-1,1,1,4,4,4-hexafluoro-2-butene and from 62 to 20 weight percent n-butane, characterized by: at a temperature of from −40° C. to 40° C., said composition having a difference in dew point pressure and bubble point pressure of less than or equal to 5 percent based upon the bubble point pressure.

24. The azeotrope-like composition of claim 1 consisting essentially of from 1 to 82.6 weight percent E-1,1,1,4,4,4-hexafluoro-2-butene and from 99 to 17.4 weight percent isobutane, characterized by: at a temperature of from −40° C. to 95° C., said composition having a difference in dew point pressure and bubble point pressure of less than or equal to 5 percent based upon the bubble point pressure.

25. The azeotropic composition of claim 2 consisting essentially of from about 82.2 mole percent to about 95.3 mole percent E-1,1,1,4,4,4-hexafluoro-2-butene and from about 17.8 mole percent to about 4.7 mole percent n-pentane, which has boiling point temperature of from about −20° C. to about 80° C. at a pressure of from about 4.5 psia to about 139 psia.

26. The azeotropic composition of claim 2 consisting essentially of from about 75.1 mole percent to about 95.4 mole percent E-1,1,1,4,4,4-hexafluoro-2-butene and from about 24.9 mole percent to about 4.6 mole percent 2-methylbutane, which has boiling point temperature of from about −40° C. to about 100° C. at a pressure of from about 1.6 psia to about 218 psia.

27. The azeotropic composition of claim 2 consisting essentially of from about 29.5 mole percent to about 47.2 mole percent E-1,1,1,4,4,4-hexafluoro-2-butene and from about 70.5 mole percent to about 52.8 mole percent n-butane, which has boiling point temperature of from about −40° C. to about 100° C. at a pressure of from about 3.0 psia to about 277 psia.

28. The azeotropic composition of claim 2 consisting essentially of from about 19.4 mole percent to about 32.4 mole percent E-1,1,1,4,4,4-hexafluoro-2-butene and from about 80.6 mole percent to about 67.6 mole percent isobutane, which has boiling point temperature of from about −40° C. to about 80° C. at a pressure of from about 4.5 psia to about 218 psia.

Assignments (4)
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 →