IP Library Granted Patent US 11,866,634
Granted Patent B2
US 11,866,634 · App. 18/210,527 · Granted Jan 9, 2024

HFO-1234ze, HFO-1225zc and HFO-1234yf containing compositions and processes for producing and using the compositions

Inventors: Sheng Peng (Hockessin, DE); Mario Joseph Nappa (Leesburg, FL)
Assignee: THE CHEMOURS COMPANY FC, LLC
C09K5/045
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Quick Facts
Patent No.
US 11,866,634
App. No.
18/210,527
Filed
Jun 15, 2023
Granted
Jan 9, 2024
Kind
B2
Examiner
ZEC, FILIP
Art Unit
3763
USPC
252/67
Abstract

A fluoropropene composition comprising E-1,3,3,3-tetrafluoropropene, 1,1,3,3,3-pentafluoropropene, and 2,3,3,3-tetrafluoropropene, wherein the total amount of 1,1,3,3,3-pentafluoropropene and 2,3,3,3-tetrafluoropropene is 1.0 wt. % or less, based on the total weight of the fluoropropene composition. A method of producing the fluoropropene, composition and methods for using the fluoropropene composition are also disclosed.

Claims (39)

1. A fluoropropene composition comprising at least 75 wt. % E-1,3,3,3-tetrafluoropropene (HFO-1234ze(E)) based on the total weight of the composition, Z-1,3,3,3-tetrafluoropropene (HFO-1234ze(Z)), and at least one additional member selected from one of R-1336mzz(E) (trans-1,1,1,4,4,4-hexafluoro-2-butene), HFO-1234yf (2,3,3,3-tetrafluoropropene), HFO-1225zc (1,1,3,3,3-pentafluoropropene), R-114, R-124, R-227ea, R-227ca, R-245cb, E-HFO-1225ye, Z—HFO-1225ye, E-HFO-1233zd, and Z—HFO-1233zd.

2. The fluoropropene composition of claim 1 , further comprising 1,1-difluoroethane (HFC-152a).

3. The fluoropropene composition of claim 1 , further comprising at least one of 1,1,2,2-tetrafluoroethane (HFC-134), 1,1,1,2-tetrafluoroethane (HFC-134a), 1,1-difluoroethane (HFC-152a), 1,1,1,2,2-petfluoropropane (HFC-245cb), or 1-chloro-3,3,3-trifluoropropene (HCFO-1224yd).

4. The fluoropropene composition of claim 1 , wherein the at least one additional member comprises R-1336mzz(E).

5. The fluoropropene composition of claim 1 , wherein the at least one additional member comprises R-1336mzz(E) and R-227ea.

6. The fluoropropene composition of claim 1 , comprising as the additional member at least two of HFO-1234yf, HFO-1225zc, R-114, R-124, R-227ea, R-227ca, R-245cb, E-HFO-1225ye, Z—HFO-1225ye, E-HFO-1233zd, Z—HFO-1233zd, E-HFO-1336mzz and Z—HFO-1336mzz.

7. The fluoropropene composition of claim 1 , wherein the at least one additional member(s) is selected from one of:

a. HFO-1234yf

b. HFO-1225zc,

c. HFO-1225ye

d. R-114,

e. R-124,

f. HFC-227ea, and

g. HFO-1233zd.

8. The fluoropropene composition of claim 1 , wherein the at least one additional member(s) is selected from one of:

i. HFO-1234yf and HFO-1225zc,

ii. HFO-1234yf and HFO-1225ye

iii. HFO-1225zc and HFO-1225ye,

iv. HFO-1234yf, HFO-1225zc, and HFO-1225ye,

v. R-114 and R-124,

vi. R-114, R-124 and HFC-227,

vii. (v)+(i), (ii), (iii) or (iv), and,

viii. (vi)+(i), (ii), (iii) or (iv).

9. The fluoropropene composition of claim 3 , wherein 2,3,3,3-tetrafluoropropene is present in the fluoropropene composition in an amount of 0.0001 to about 0.2 wt. %, based on the total weight of the fluoropropene composition.

10. The fluoropropene composition of claim 3 , wherein R-134 is present in an amount of greater than 1.0 wt. % based on the total weight of the fluoropropene composition provided the total weight of the composition is 100 wt. %.

11. The fluoropropene composition of claim 5 , wherein 15 to 20 wt. % of R-1336mzzE and of 2 to 5 wt. % of R-227ea are respectively present based on the total weight of the fluoropropene composition.

12. The fluoropropene composition of any one of claim 1 , further comprising a lubricant selected from the group consisting of mineral oils, such as paraffins, naphthenes and aromatics, alkylaryls, such as linear and branched alkyl alkylbenzenes, synthetic paraffins, synthetic naphthenes, poly(alphaolefins), polyol esters, polyalkylene glycols, and polyvinyl ethers.

13. A process for transferring heat, comprising providing an article; and contacting the article with a heat transfer media composition which comprises the fluoropropene composition of claim 1 .

14. A refrigeration system, comprising: an evaporator; a condenser; a compressor; an expansion device; and a heat transfer medium, wherein the heat transfer medium comprises the fluoropropene composition of claim 1 .

15. A method of producing cooling, the method comprising: evaporating the fluoropropene composition of claim 1 in the vicinity of a body to be cooled and thereafter condensing the fluoropropene composition.

16. A method for replacing a high GWP refrigerant in a refrigeration, air conditioning, or heat pump apparatus, wherein the high GWP refrigerant is selected from the group consisting of R134a, R22, R123, R11, R245fa, R114, R236fa, R124, R12, R410A, R407C, R417A, R422A, R507A, R502, and R404A, the method comprising providing the fluoropropene composition of claim 3 to the refrigeration, air conditioning, or heat pump apparatus that uses, used or is designed to use the high GWP refrigerant.

17. A refrigeration apparatus, air-conditioning apparatus, or heat pump apparatus containing the fluoropropene composition of claim 3 , wherein the refrigeration apparatus is a stationary or mobile refrigeration apparatus, and the air-conditioning apparatus is a mobile air-conditioning apparatus, preferably an automobile air-conditioning apparatus.

18. A process for transferring heat, comprising providing an article; and contacting the article with a heat transfer media composition which comprises the fluoropropene composition of claim 3 .

19. A refrigeration system, comprising: an evaporator; a condenser; a compressor; an expansion device; and a heat transfer medium, wherein the heat transfer medium comprises the fluoropropene composition of claim 3 .

20. A method of producing cooling, the method comprising: evaporating the fluoropropene composition of claim 3 in the vicinity of a body to be cooled and thereafter condensing the fluoropropene composition.

21. A method for replacing a high GWP refrigerant in a refrigeration, air conditioning, or heat pump apparatus, wherein the high GWP refrigerant is selected from the group consisting of R134a, R22, R123, R11, R245fa, R114, R236fa, R124, R12, R410A, R407C, R417A, R422A, R507A, R502, and R404A, the method comprising substituting the fluoropropene composition of claim 5 for the high GWP refrigerant in the refrigeration, air conditioning, or heat pump apparatus.

22. A refrigeration apparatus, air-conditioning apparatus, or heat pump apparatus containing the composition of claim 5 , wherein the refrigeration apparatus is a stationary or mobile refrigeration apparatus, and the air-conditioning apparatus is a mobile air-conditioning apparatus, preferably an automobile air-conditioning apparatus.

23. A refrigeration apparatus comprising a chiller containing the composition of any of claim 5 .

24. A refrigeration apparatus comprising a chiller containing the composition of claim 5 .

Assignments (1)
SECURITY INTEREST Recorded May 7, 2024
From: THE CHEMOURS COMPANY FC, LLC
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 067341/0844 →
Continuity (8)
Continuation 17409095 · Aug 23, 2021
Continuation PCTUS2021029166 · Apr 26, 2021
Continuation In Part 17193021 · Mar 5, 2021
Continuation PCTUS2020029690 · Apr 24, 2020
Continuation In Part 17270654
Continuation In Part PCTUS2019057999 · Oct 25, 2019
Provisional Application 62750991
Related Publication 20230340313A1 · Oct 26, 2023