IP Library Granted Patent US 9,908,828
Granted Patent B2
US 9,908,828 · App. 15/073,108 · Granted Mar 6, 2018

Stabilization of 1-chloro-3,3,3-trifluoropropene

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Quick Facts
Patent No.
US 9,908,828
App. No.
15/073,108
Granted
Mar 6, 2018
Kind
B2
Abstract

The use of a C 3 to C 6 alkene compound including a sole double bond, for limiting or preventing, for example, the isomerization of trans-1-chloro-3,3,3-trifluoropropene to cis-1-chloro-3,3,3-trifluoropropene. Also, a composition including 1-chloro-3,3,3-trifluoropropene and a C 3 to C 6 alkene compound including a sole double bond, and also to various uses of this composition.

Claims (29)

1. A method of limiting or preventing the isomerization of trans-1-chloro-3,3,3-trifluoropropene to cis-1-chloro-3,3,3-trifluoropropene, comprising adding a C3 to C6 alkene compound selected from the group consisting of but-1-ene, cis-but-2-ene, trans-but-2-ene, 2-methylprop-1-ene, pent-1-ene, cis-pent-2-ene, trans-pent-2-ene, 2-methylbut-1-ene, 2-methylbut-2-ene, and 3-methylbut-1-ene to 1-chloro-3,3,3-trifluoropropene.

2. The method as claimed in claim 1 , wherein the alkene compound has:

a boiling point less than or equal to 100° C.; and/or

a solidification temperature less than or equal to 0° C.

3. The method as claimed in claim 1 , wherein the alkene compound is 2-methylbut-2-ene.

4. The method as claimed in claim 1 , wherein the alkene compound is 3-methylbut-1-ene.

5. A composition comprising 1-chloro-3,3,3-trifluoropropene and a C3 to C6 alkene compound selected from the group consisting of but-1-ene, cis-but-2-ene, trans-but-2-ene, 2-methylprop-1-ene, pent-1-ene, cis-pent-2-ene, trans-pent-2-ene, 2-methylbut-1-ene, 2-methylbut-2-ene, and 3-methylbut-1-ene.

6. The composition as claimed in claim 5 , wherein the alkene compound has:

a boiling point less than or equal to 100° C.; and/or

a solidification temperature less than or equal to 0° C.

7. The composition as claimed in claim 5 , wherein the alkene compound is 2-methylbut-2-ene.

8. The composition as claimed in claim 5 , wherein the alkene compound is 3-methylbut-1-ene.

9. The composition as claimed in claim 5 , comprising from 0.01% to 5% of alkene compound.

10. The composition as claimed in claim 5 , wherein the 1-chloro-3,3,3-trifluoropropene is in trans form in a weight proportion greater than or equal to 90%.

11. The composition as claimed in claim 5 , also comprising one or more heat-transfer compounds other than 1-chloro-3,3,3-trifluoropropene and/or one or more additives chosen from stabilizers other than the alkene compound, lubricants, surfactants, tracers, fluorescent agents, odorous agents, solubilizing agents, and mixtures thereof.

12. A vapor compression system comprising a composition as claimed in claim 5 .

13. The vapor compression system as claimed in claim 12 , wherein the vapor compression system is:

an air-conditioning system; or

a refrigeration system; or

a freezing system; or

a heat pump system.

14. A thermal engine comprising a composition as claimed in claim 5 .

15. The vapor compression system as claimed in claim 12 , wherein the heat-transfer fluid is at a temperature greater than or equal to 100° C. for at least one fraction of the duration of its use.

16. The vapor compression system as claimed in claim 12 , wherein the heat-transfer fluid is evaporated in a flooded evaporator.

17. A heat transfer facility comprising a circuit containing a composition as claimed in claim 5 as a heat-transfer fluid.

18. The facility as claimed in claim 17 , chosen from mobile or stationary facilities for heating via a heat pump, for air-conditioning, for refrigeration or for freezing and thermal engines.

19. The facility as claimed in claim 17 , comprising a flooded evaporator.

20. A process for heating or cooling a fluid or a body by means of a vapor compression system containing a heat-transfer fluid, said process comprising successively the evaporation of the heat-transfer fluid, the compression of the heat-transfer fluid, the condensation of the heat-transfer fluid and the expansion of the heat-transfer fluid, wherein the heat-transfer fluid is a composition as claimed in claim 5 .

21. A process for producing electricity by means of a thermal engine, said process comprising successively the evaporation of the heat-transfer fluid, the expansion of the heat-transfer fluid in a turbine which makes it possible to generate electricity, the condensation of the heat-transfer fluid and the compression of the heat-transfer fluid, wherein the heat-transfer fluid is a composition as claimed in claim 5 .

Assignments (2)
CHANGE OF ADDRESS Recorded Jul 4, 2025
From: ARKEMA FRANCE
To: ARKEMA FRANCE
Reel/Frame 071814/0739 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 5, 2016
From: RACHED, WISSAM; GUERIN, SOPHIE; KINDLER, PASCALE
To: ARKEMA FRANCE
Reel/Frame 038479/0704 →