IP Library › Granted Patent US 10,343,961
Granted Patent B2
US 10,343,961 · App. 15/973,598 · Granted Jul 9, 2019

Process for the reduction of R

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Quick Facts
Patent No.
US 10,343,961
App. No.
15/973,598
Granted
Jul 9, 2019
Kind
B2
Abstract

This disclosure relates to processes which involve: contacting a mixture comprising at least one fluoroolefin and at least one R f C≡CX impurity with at least one zeolite to reduce the concentration of the at least one R f C≡CX impurity in the mixture; wherein R f is a straight-chain perfluorinated alkyl group, and X is H, F, Cl, Br or I; and the at least one zeolite is selected from the group consisting of zeolites having pore opening of at least 4 Angstroms and no more than about 5 Angstroms, zeolites having pore opening of at least about 5 Angstroms and Sanderson electronegativity of no more than about 2.6, and mixtures thereof; provided that the at least one zeolite is not zeolite 4A. This disclosure also relates to processes for making at least one hydrotetrafluoropropene product selected from the group consisting of CF 3 CF═CH 2 , CF 3 CH═CHF, and mixtures thereof; and relates to processes for making at least one hydrochlorotrifluoropropene product selected from the group consisting of CF 3 CCl═CH 2 , CF 3 CH═CHCl, and mixtures thereof.

Claims (21)

1. A composition comprising:

(i) a mixture of at least one fluoroolefin and at least one R f C≡CX impurity wherein R f is a straight-chain perfluorinated alkyl group, and X is H, F, Cl, Br or I, and (ii) at least one zeolite selected from the group consisting of zeolite having pore opening of at least 4 Angstroms and no more than 5 Angstroms and zeolite having pore opening of at least 5 Angstroms and Sanderson electronegativity of no more than about 2.6, and mixtures thereof; provided that said at least one zeolite is not zeolite 4A.

2. The composition according to claim 1 wherein the at least one fluoroolefin is a hydrofluoroolefin.

3. The composition according to claim 1 wherein the at least one fluoroolefin is a hydrochlorofluoroolefin.

4. The composition according to claim 1 wherein the at least one fluoroolefin is CF 3 CF═CH 2 , CF 3 CH═CHF, CF 3 CH═CH 2 , CF 3 CCl═CH 2 , CF 3 CH═CHCl, CF 3 CH═CFCl, CF 3 CH═CF 2 , CF 3 CCl═CHF, CF 3 CF═CHF, CF 3 CF═CHCl, CF 3 CH═CCl 2 , CF 3 CCl═CHCl, or mixtures thereof.

5. The composition according to claim 1 wherein the at least one fluoroolefin is CF 3 CF═CH 2 , CF 3 CH═CH 2 , CF 3 CCl═CH 2 , CF 3 CH═CHCl, CF 3 CH═CFCl, CF 3 CH═CF 2 , CF 3 CCl═CHF, CF 3 CF═CHF, CF 3 CF═CHCl, CF 3 CH═CCl 2 , CF 3 CCl═CHCl, or mixtures thereof.

6. The composition according to claim 2 wherein the at least one hydrofluoroolefin is CF 3 CF═CH 2 , CF 3 CH═CHF, CF 3 CH═CH 2 , CF 3 CH═CF 2 , CF 3 CF═CHF, or mixtures thereof.

7. The composition according to claim 2 wherein the at least one hydrofluoroolefin is CF 3 CF═CH 2 , CF 3 CH═CH 2 , CF 3 CH═CF 2 , CF 3 CF═CHF, or mixtures thereof.

8. The composition according to claim 3 wherein the at least one hydrochlorofluoroolefin is CF 3 CCl═CH 2 , CF 3 CH═CHCl, CF 3 CF═CHCl, CF 3 CH═CCl 2 , CF 3 CCl═CHCl, CF 3 CH═CFCl, CF 3 CCl═CHF, or mixtures thereof.

9. The composition according to claim 1 wherein the at least one fluoroolefin is CF 3 CF═CH 2 .

10. The composition according to claim 1 wherein the at least one fluoroolefin is CF 3 CCl═CH 2 , CF 3 CH═CHCl, or mixtures thereof.

11. The composition according to claim 1 wherein R f is CF 3 or CF 2 CF 3 .

12. The composition according to claim 1 wherein R f C≡CX is CF 3 C≡CH, CF 3 C≡CCl, CF 3 C≡CF, or mixtures thereof.

13. The composition according to claim 12 wherein the R f C≡CX impurity is CF 3 C≡CH.

14. The composition according to claim 1 wherein the zeolite has a Sanderson electronegativity of no more than 2.50.

15. The composition according to claim 1 wherein the zeolite has a Sanderson electronegativity of no more than 2.38.

16. The composition according to claim 1 wherein the zeolite has a pore opening of at least 5 Angstroms and a Sanderson electronegativity of no more than 2.56 Angrostroms.

17. The composition according to claim 1 where the zeolite has a pore opening in the range of 4.1 to 5.0.

18. The composition according to claim 17 wherein the zeolite is zeolite 5A, zeolite 13X, zeolite LSX, zeolite AW-300, zeolite AW-500, and mixtures thereof.

19. The composition according to claim 1 wherein the amount of the at least one fluoroolefin is at least 70 wt % of the mixture.

20. The composition according to claim 1 wherein the amount of the at least one fluoroolefin is at least 90 wt % of the mixture.

Assignments (1)
SECURITY INTEREST Recorded May 3, 2019
From: THE CHEMOURS COMPANY FC, LLC
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 049080/0482 →