IP Library Granted Patent US 10,188,887
Granted Patent B2
US 10,188,887 · App. 15/323,982 · Granted Jan 29, 2019

Azeotropic and azeotrope-like compositions of HFO-E-1,3,4,4,4-PENTAFLUORO-3-trifluoromethyl-1-butene and uses thereof

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Quick Facts
Patent No.
US 10,188,887
App. No.
15/323,982
Granted
Jan 29, 2019
Kind
B2
Abstract

Azeotropic or azeotrope-like compositions are disclosed. The azeotropic or azeotrope-like compositions are mixtures of HFO-E-1,3,4,4,4-pentafluoro-3-trifluoromethyl-1-butene with a second compound selected from the group consisting of methyl formate and HFO-E-1,1,1,4,4,4-hexafluoro-2-butene. Also disclosed are processes of preparing a thermoplastic or thermoset foam by using such azeotropic or azeotrope-like compositions as blowing agents; of producing refrigeration by using such azeotropic or azeotrope-like compositions; of producing cooling; of producing heating; of using such azeotropic or azeotrope-like compositions as solvents; of producing an aerosol product by using such azeotropic or azeotrope-like compositions; of using such azeotropic or azeotrope-like compositions as heat transfer media; of extinguishing or suppressing a fire by using such azeotropic or azeotrope-like compositions; and of using such azeotropic or azeotrope-like compositions as dielectrics.

Claims (24)

1. A composition consisting essentially of:

(a) HFO-E-1,3,4,4,4-pentafluoro-3-trifluoromethyl-1-butene; and

(b) HFO-E-1,1,1,4,4,4-hexafluoro-2-butene wherein the HFO-E-1,1,1,4,4,4-hexafluoro-2-butene is present in an effective amount to form an azeotropic composition with the HFO-E-1,3,4,4,4-pentafluoro-3-trifluoromethyl-1-butene.

2. A composition consisting essentially of:

(a) HFO-E-1,3,4,4,4-pentafluoro-3-trifluoromethyl-1-butene; and

(b) HFO-E-1,1,1,4,4,4-hexafluoro-2-butene; wherein the HFO-E-1,1,1,4,4,4-hexafluoro-2-butene is present in an effective amount to form an azeotrope-like composition with the HFO-E-1,3,4,4,4-pentafluoro-3-trifluoromethyl-1-butene.

3. The composition of claim 2 , wherein the composition consists essentially of:

(a) about 1-32 mole percent HFO-E-1,3,4,4,4-pentafluoro-3-trifluoromethyl-1-butene; and

(b) about 68-99 mole percent HFO-E-1,1,1,4,4,4-hexafluoro-2-butene.

4. The composition of claim 2 , wherein the composition consists essentially of:

(a) about 1 to 9 mole percent HFO-E-1,3,4,4,4-pentafluoro-3-trifluoromethyl-1-butene; and

(b) about 91 to 99 mole percent HFO-E-1,1,1,4,4,4-hexafluoro-2-butene.

5. A process for preparing a thermoplastic or thermoset foam comprising using an azeotropic or azeotrope-like composition as a blowing agent, wherein said azeotropic or azeotrope-like composition consists essentially of HFO-E-1,3,4,4,4-pentafluoro-3-trifluoromethyl-1-butene and HFO-E-1,1,1,4,4,4-hexafluoro-2-butene.

6. A process for producing refrigeration comprising condensing an azeotropic or azeotrope-like composition and thereafter evaporating said azeotropic or azeotrope-like composition in the vicinity of a body to be cooled, wherein said azeotropic or azeotrope-like composition consists essentially of HFO-E-1,3,4,4,4-pentafluoro-3-trifluoromethyl-1-butene and HFO-E-1,1,1,4,4,4-hexafluoro-2-butene.

7. A process comprising using an azeotropic or azeotrope-like composition as a solvent, wherein said azeotropic or azeotrope-like composition consists essentially of HFO-E-1,3,4,4,4-pentafluoro-3-trifluoromethyl-1-butene and HFO-E-1,1,1,4,4,4-hexafluoro-2-butene.

8. A process for producing an aerosol product comprising using an azeotropic or azeotrope-like composition as a propellant, wherein said azeotropic or azeotrope-like composition consists essentially of HFO-E-1,3,4,4,4-pentafluoro-3-trifluoromethyl-1-butene and HFO-E-1,1,1,4,4,4-hexafluoro-2-butene.

9. A process comprising using an azeotropic or azeotrope-like composition as a heat transfer media, wherein said azeotropic or azeotrope-like composition consists essentially of HFO-E-1,3,4,4,4-pentafluoro-3-trifluoromethyl-1-butene and HFO-E-1,1,1,4,4,4-hexafluoro-2-butene.

10. A process for extinguishing or suppressing a fire comprising using an azeotropic or azeotrope-like composition as a fire extinguishing or suppression agent, wherein said azeotropic or azeotrope-like composition consists essentially of HFO-E-1,3,4,4,4-pentafluoro-3-trifluoromethyl-1-butene and HFO-E-1,1,1,4,4,4-hexafluoro-2-butene.

11. A process comprising using an azeotropic or azeotrope-like composition as dielectrics, wherein said azeotropic or azeotrope-like composition consists essentially of HFO-E-1,3,4,4,4-pentafluoro-3-trifluoromethyl-1-butene and HFO-E-1,1,1,4,4,4-hexafluoro-2-butene.

12. A process for producing cooling, comprising condensing an azeotropic or azeotrope-like composition and thereafter evaporating said azeotropic or azeotrope-like composition in the vicinity of the body to be cooled, wherein said azeotropic or azeotrope-like composition consists essentially of HFO-E-1,3,4,4,4-pentafluoro-3-trifluoromethyl-1-butene and HFO-E-1,1,1,4,4,4-hexafluoro-2-butene.

13. A process for producing heating, comprising condensing an azeotropic or azeotrope-like composition in the vicinity of a body to be heated and thereafter evaporating said azeotropic or azeotrope-like composition, wherein said azeotropic or azeotrope-like composition consists essentially of HFO-E-1,3,4,4,4-pentafluoro-3-trifluoromethyl-1-butene and HFO-E-1,1,1,4,4,4-hexafluoro-2-butene.

14. The composition of claim 2 , wherein the composition consists essentially of:

(a) about 76-99 mole percent HFO-E-1,3,4,4,4-pentafluoro-3-trifluoromethyl-1-butene; and

(b) about 1-24 mole percent HFO-E-1,1,1,4,4,4-hexafluoro-2-butene.

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 INTEREST Recorded Dec 1, 2017
From: THE CHEMOURS COMPANY FC, LLC; THE CHEMOURS COMPANY TT, LLC
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 044269/0559 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 17, 2017
From: ROBIN, MARK L
To: THE CHEMOURS COMPANY FC, LLC
Reel/Frame 042026/0829 →