IP Library Granted Patent US 7,972,524
Granted Patent B2
US 7,972,524 · App. 12/597,499 · Granted Jul 5, 2011

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

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Quick Facts
Patent No.
US 7,972,524
App. No.
12/597,499
Granted
Jul 5, 2011
Kind
B2
Abstract

Azeotropic or azeotrope-like compositions are disclosed. The azeotropic or azeotrope-like compositions are mixtures of Z-1,1,1,4,4,4-hexafluoro-2-butene with methyl formate, pentane, 2-methylbutane, 1,1,1,3,3-pentafluorobutane, trans-1,2-dichloroethylene, 1,1,1,3,3-pentafluoropropane, dimethoxymethane, or cyclopentane. 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) Z-1,1,1,4,4,4-hexafluoro-2-butene; and

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

2. A composition consisting essentially of:

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

(b) a component selected from the group consisting of methyl formate, trans-1,2-dichloroethylene and cyclopentane; wherein said component is present in an effective amount to form an azeotropic combination with the Z-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 claim 2 as dielectrics.

17. The azeotrope-like composition of claim 1 consisting essentially of from 1 to 99 weight percent Z-1,1,1,4,4,4-hexafluoro-2-butene and from 99 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 1 to 99 weight percent Z-1,1,1,4,4,4-hexafluoro-2-butene and from 99 to 1 weight percent 1,1,1,3,3-pentafluorobutane, characterized by: at a temperature of from −40° C. to 160° 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 58 to 99 weight percent Z-1,1,1,4,4,4-hexafluoro-2-butene and from 42 to 1 weight percent trans-1,2-dichloroethylene, characterized by: at a temperature of from −40° C. to 160° 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 1 to 58 weight percent Z-1,1,1,4,4,4-hexafluoro-2-butene and from 99 to 42 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.

21. The azeotrope-like composition of claim 1 consisting essentially of from 76 to 99 weight percent Z-1,1,1,4,4,4-hexafluoro-2-butene and from 24 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 Z-1,1,1,4,4,4-hexafluoro-2-butene and from 99 to 1 weight percent dimethoxymethane, characterized by: at a temperature of from −40° C. to 160° 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 68 to 99 weight percent Z-1,1,1,4,4,4-hexafluoro-2-butene and from 32 to 1 weight percent cyclopentane, characterized by: at a temperature of from −20° C. to 150° 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 azeotropic composition of claim 2 consisting essentially of from about 25.4 mole percent to about 15.6 mole percent Z-1,1,1,4,4,4-hexafluoro-2-butene and from about 74.6 mole percent to about 84.4 mole percent methyl formate, which has boiling point temperature of from about -20° C. to about 100° C. at a pressure of from about 1.4 psia to about 113 psia.

25. The azeotropic composition of claim 2 consisting essentially of from about 62.4 mole percent to about 71.0 mole percent Z-1,1,1,4,4,4-hexafluoro-2-butene and from about 37.6 mole percent to about 29.0 mole percent trans-1,2-dichloroethylene, which has boiling point temperature of from about −20° C. to about 120° C. at a pressure of from about 1.6 psia to about 170 psia.

26. The azeotropic composition of claim 2 consisting essentially of from about 64.2 mole percent to about 74.4 mole percent Z-1,1,1,4,4,4-hexafluoro-2-butene and from about 35.8 mole percent to about 25.6 mole percent cyclopentane, which has boiling point temperature of from about −20° C. to about 150° C. at a pressure of from about 1.7 psia to about 302 psia.

27. An azeotrope composition consisting essentially of about 48.2 mole percent to about 58.7 mole percent Z-1,1,1,4,4,4-hexafluoro-2-butene and from about 51.8 mole percent to about 41.3 mole percent pentane, which has boiling point temperature of from about −20° C. to about 120° C. at a pressure of from about 2.2 psia to about 182 psia.

28. An azeotrope composition consisting essentially of about 37.1 mole percent to about 48.6 mole percent Z-1,1,1,4,4,4-hexafluoro-2-butene and from about 62.9 mole percent to about 51.4 mole percent 2-methylbutane, which has boiling point temperature of from about −20° C. to about 120° C. at a pressure of from about 2.7 psia to about 199 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 →