Compositions and uses of Z-1-chloro-2,3,3,3-tetrafluoroprop-1-ene

Patent metadata

Field	Value
Publication number	US-11679291-B2
Application number	US-201816639171-A
Country	US
Kind code	B2
Filing date	Aug 17, 2018
Priority date	Aug 18, 2017
Publication date	Jun 20, 2023
Grant date	Jun 20, 2023

Abstract

Disclosed is a mixture comprising the compound Z-1-chloro-2,3,3,3-tetrafluoroprop-1-ene and at least one additional compound selected from the group consisting of HFOs, HFCs, HFEs, CFCs, CO2, olefins, organic acids, alcohols, hydrocarbons, ethers, aldehydes, ketones, and others such as methyl formate, formic acid, trans-1,2 dichloroethylene, carbon dioxide, cis-HFO-1234ze+HFO-1225yez; mixtures of these plus water; mixtures of these plus CO2; mixtures of these trans 1,2-dichloroethylene (DCE); mixtures of these plus methyl formate; mixtures with cis-HFO-1234ze+CO2; mixtures with cis-HFO-1234ze+HFO-1225yez+CO2; mixtures with cis-HFO-1234ze+HFC-245fa; and azeotrope or azeotrope-like compositions. Also disclosed are methods of using the compositions as blowing agents, solvents, heat transfer compositions, aerosol propellant compositions, fire extinguishing and suppressant compositions.

First claim

What is claimed is:

1. An azeotrope or azeotrope-like composition comprising Z-1-chloro-2,3,3,3-tetrafluoroprop-1-ene (Z-HCFO-1224yd) and one of methyl formate, or E-1,1,1,4,4,4-hexafluoro-2-butene (E-HFO-1336mzz).

2. The azeotrope or azeotrope-like composition of claim 1 , wherein the azeotrope or azeotrope-like composition consists essentially of (i) Z-1-chloro-2,3,3,3-tetrafluoroprop-1-ene (Z-HCFO-1224yd) and (ii) methyl formate.

3. The azeotrope or azeotrope-like composition of claim 2 , wherein the azeotrope or azeotrope-like composition consists essentially of (i) 1-99 mole % Z-1-chloro-2,3,3,3-tetrafluoroprop-1-ene (Z-HCFO-1224yd) and (ii) 1-99 mole % methyl formate at a temperature from −40° C. to about 140° C.

4. The azeotrope or azeotrope-like composition of claim 3 , wherein the azeotrope or azeotrope-like composition consists essentially of (i) 85-99 mole % Z-1-chloro-2,3,3,3-tetrafluoroprop-1-ene (Z-HCFO-1224yd) and (ii) 1-15 mole % methyl formate at 20° C.

5. The azeotrope or azeotrope-like composition of claim 1 , wherein the azeotrope or azeotrope-like composition consists essentially of (i) Z-1-chloro-2,3,3,3-tetrafluoroprop-1-ene (Z-HCFO-1224yd) and (ii) E-1,1,1,4,4,4-hexafluoro-2-butene (E-HFO-1336mzz).

6. The azeotrope or azeotrope-like composition of claim 5 , wherein the azeotrope or azeotrope-like composition consists essentially of (i) 1-99 mole % Z-1-chloro-2,3,3,3-tetrafluoroprop-1-ene (Z-HCFO-1224yd) and (ii) 1-99 mole % E-1,1,1,4,4,4-hexafluoro-2-butene (E-HFO-1336mzz) at a temperature from −40° C. to about 140° C.

7. A foam comprising a polymer and the composition according to claim 1 .

8. The foam of claim 7 , wherein the blowing agent comprises Z-1-chloro-2,3,3,3-tetrafluoroprop-1-ene and Z-1,1,1,4,4,4-hexafluoro-2-butene.

9. The foam of claim 8 , wherein the blowing agent further comprises water.

10. The foam of claim 9 , wherein the foam exhibits a K-factor of from about 0.113 Btu·in/ft 2 ·h·° F. to about 0.158 Btu·in/ft 2 ·h·° F. at a temperature of about 20° F.

11. The foam of claim 9 , wherein the foam exhibits a K-factor of from about 0.116 Btu·in/ft 2 ·h·° F. to about 0.122 Btu·in/ft 2 ·h·° F. at a temperature of about 35° F.

12. The foam of claim 9 , wherein the foam exhibits a K-factor of from about 0.122 Btu·in/ft 2 ·h·° F. to about 0.165 Btu·in/ft 2 ·h·° F. at a temperature of about 50° F.

13. The foam of claim 9 , wherein the foam exhibits a K-factor of from about 0.132 Btu·in/ft 2 ·h·° F. to about 0.175 Btu·in/ft 2 ·h·° F. at a temperature of about 75° F.

14. The foam of claim 7 , wherein the blowing agent comprises Z-1-chloro-2,3,3,3-tetrafluoroprop-1-ene (Z-HCFO-1224yd) and E-1,1,1,4,4,4-hexafluoro-2-butene.

15. The foam of claim 14 , wherein the foam exhibits a K-factor of from about 0.111 Btu·in/ft2·h·° F. to about 0.144 Btu·in/ft2·h·° F. at a temperature of about 20° F.

16. The foam of claim 14 , wherein the foam exhibits a K-factor of from about 0.115 Btu·in/ft2·h·° F. to about 0.150 Btu·in/ft2·h·° F. at a temperature of about 35° F.

17. The foam of claim 14 , wherein the foam exhibits a K-factor of from about 0.120 Btu·in/ft2·h·° F. to about 0.156 Btu·in/ft2·h·° F. at a temperature of about 50° F.

18. The foam of claim 14 , wherein the foam exhibits a K-factor of from about 0.130 Btu·in/ft2·h·° F. to about 0.168 Btu·in/ft2·h·° F. at a temperature of about 75° F.

19. A process of forming a foam comprising:
(a) adding a foamable composition to a blowing agent; and,
(b) reacting the foamable composition under conditions effective to form a foam,
wherein the blowing agent comprises the composition according to claim 1 .

20. A process of forming a foam, comprising:
(a) adding a foamable composition comprising one or more thermoplastic polymers to a blowing agent; and
(b) processing the foamable composition under conditions effective to form a foam,
wherein the blowing agent comprises the composition according to claim 1 .

21. The process of claim 20 , wherein the process comprises extruding a mixture of the foamable composition and blowing agent.

22. The process of claim 20 , wherein the blowing agent comprises Z-1-chloro-2,3,3,3-tetrafluoroprop-1-ene and Z-1,1,1,4,4,4-hexafluoro-2-butene.

23. The process of claim 20 , wherein the blowing agent comprises Z-1-chloro-2,3,3,3-tetrafluoroprop-1-ene (Z-HCFO-1224yd) and E-1,1,1,4,4,4-hexafluoro-2-butene.

24. A process for producing cooling comprising;
(a) condensing the composition according to claim 1 ; and
(b) evaporating the composition in the vicinity of a body to be cooled.

25. A process for producing heating comprising:
(a) condensing the composition according to claim 1 in the vicinity of a body to be heated; and
(b) thereafter evaporating said composition.

Assignees

• Chemours Co Fc Llc

Inventors

• Robin Mark L
• Minor Barbara Haviland
• Kontomaris Konstantinos
• Wysong Ernest Byron
• Sowder Jeffrey B

Classifications

• A62D1/0071

  Foams · CPC title

• C08J2201/03

  Extrusion of the foamable blend · CPC title

• C08J9/146

  only fluorine as halogen atoms · CPC title

• C08J2203/162

  Halogenated unsaturated hydrocarbons, e.g. H2C=CF2 · CPC title

• C08J2203/182

  of physical blowing agents, e.g. acetone and butane · CPC title