IP Library Granted Patent US 10,059,646
Granted Patent B1
US 10,059,646 · App. 15/951,645 · Granted Aug 28, 2018

Catalytic gas phase fluorination

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Quick Facts
Patent No.
US 10,059,646
App. No.
15/951,645
Granted
Aug 28, 2018
Kind
B1
Abstract

The present invention relates to a fluorination process, comprising: an activation stage comprising contacting a fluorination catalyst with an oxidizing agent-containing gas flow for at least one hour; and at least one reaction stage comprising reacting a chlorinated compound with hydrogen fluoride in gas phase in the presence of the fluorination catalyst, so as to produce a fluorinated compound.

Claims (26)

1. A fluorination process, comprising:

an activation stage comprising the following steps, in succession:

i. reacting a chlorinated compound selected from the group consisting of 2-chloro-3,3,3-trifluoro-1-propene, 1,1,1,2,3-pentachloropropane, 1,1,2,2,3-pentachloropropane, 2,3-dichloro-1,1,1-trifluoropropane, 2,3,3,3-tetrachloro-1-propene and 1,1,2,3-tetrachloro-1-propene with hydrogen fluoride in gas phase in the presence of a chromium-based fluorination catalyst, and

ii. contacting the chromium-based fluorination catalyst with a first oxidizing agent-containing gas flow comprising an oxidizing agent and hydrogen fluoride;

at least one reaction stage comprising reacting the chlorinated compound with hydrogen fluoride in gas phase in the presence of the fluorination catalyst, so as to produce a fluorinated compound; and

at least one regeneration stage comprising contacting the fluorination catalyst with a second oxidizing agent-containing gas flow.

2. The process of claim 1 , wherein the first and/or second oxidizing agent-containing gas flows comprise an oxygen-containing gas flow.

3. The process of claim 1 , wherein the activation stage and/or the at least one regeneration stage comprise contacting the fluorination catalyst with the first and/or second oxidizing agent-containing gas flows for at least 2 hours.

4. The process of claim 1 , wherein the second oxidizing agent-containing gas flow contains hydrogen fluoride in addition to the oxidizing agent, and wherein the proportion of oxidizing agent in the second oxidizing agent-containing gas flow is from 2 to 98 mol %, relative to the total amount oxidizing agent and hydrogen fluoride.

5. The process of claim 1 , wherein the second oxidizing agent-containing gas flow does not contain hydrogen fluoride.

6. The process of claim 1 , wherein the first and/or second oxidizing agent-containing gas flow comprise air.

7. The process of claim 1 , wherein the activation stage and/or the at least one regeneration stage comprise contacting the fluorination catalyst with a hydrogen fluoride gas flow, either:

before contacting the fluorination catalyst with the oxidizing agent-containing gas flow; or

after contacting the fluorination catalyst with the oxidizing agent-containing gas flow.

8. The process of claim 1 , wherein the first and/or second oxidizing agent-containing gas flow is/are contacted with the fluorination catalyst at a temperature of from 250 to 500° C.

9. The process of claim 1 , wherein the fluorinated compound is a fluoroolefin.

10. The process of claim 1 , wherein the fluorination catalyst is a supported catalyst.

11. The process of claim 1 , wherein the fluorination catalyst is an unsupported catalyst.

12. The process of claim 1 , wherein the fluorination catalyst further comprises a co-catalyst selected from the group consisting of Co, Zn, Mn, Mg, V, Mo, Te, Nb, Sb, Ta, P, Ni and mixtures thereof.

13. The process of claim 12 , wherein the co-catalyst is present in an amount from about 1-10 wt % of said fluorination catalyst.

14. The process of claim 1 , wherein the fluorination catalyst is a mixed chromium/nickel catalyst.

15. The process of claim 1 , wherein the chlorinated compound is 2-chloro-3,3,3-trifluoro-1-propene.

16. The process of claim 1 , wherein the at least one reaction stage is carried out at a pressure of from 1 to 20 bars.

17. The process of claim 1 , wherein the at least one reaction stage is carried out at a temperature of from 200 to 450° C.

18. The process of claim 1 , wherein the contact time between hydrogen fluoride and the chlorinated compound during the at least one reaction stage is from 6 to 100 s.

19. The process of claim 1 , wherein the at least one reaction stage is carried out in the presence of an oxidizing agent.

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 25, 2018
From: PIGAMO, ANNE; DOUCET, NICOLAS; WENDLINGER, LAURENT
To: ARKEMA FRANCE
Reel/Frame 045905/0792 →