Process for the manufacture of 2-chloro-3,3,3-trifluoropropene by gas phase fluorination of pentachloropropane

Patent metadata

Field	Value
Publication number	US-9284240-B2
Application number	US-201013879036-A
Country	US
Kind code	B2
Filing date	Oct 22, 2010
Priority date	Oct 22, 2010
Publication date	Mar 15, 2016
Grant date	Mar 15, 2016

Abstract

The present invention provides a process of catalytic fluorination in gas phase of product 1,1,1,2,3-pentachloropropane or/and 1,1,2,2,3-pentachloropropane into product 2-chloro-3,3,3-trifluoropropene in presence of a catalyst and oxygen.

First claim

The invention claimed is:

1. A catalytic fluorination process comprising introducing reactants comprising 1,1,1,2,3-pentachloropropane and/or 1,1,2,2,3-pentachloropropane, HF, and oxygen in the gas phase into a reaction zone containing a catalyst to yield 2-chloro-3,3,3-trifluoropropene, wherein oxygen is introduced in an amount from 0.5 to 10 mole % of oxygen per pentachloropropane molecule, wherein no stabilizer is introduced to the reactor, and wherein conversion is 100% for at least 86 hours.

2. The process according to claim 1 wherein said catalyst comprises Ni—Cr, preferably supported.

3. The process according to claim 1 , wherein said catalyst is supported on a support selected from fluorinated alumina, fluorinated chromia, fluorinated activated carbon or graphite carbon.

4. The process according to claim 1 , wherein said catalyst further comprises a co-catalyst selected from Ni, Co, Zn, Mn or mixtures thereof; and wherein said co-catalyst is present in an amount from about 1-10 wt % of said catalyst.

5. The process according to claim 1 , wherein said catalyst is activated with a fluorine-containing compound.

6. The process according to claim 1 , in which said 1,1,1,2,3-pentachloropropane contains up to 40 mol % of 1,1,2,2,3-pentachloropropane.

7. The process according to claim 1 , carried out at a pressure from 1 to 20 bars.

8. The process according to claim 1 , carried out at a temperature of from 200 to 450° C.

9. The process according to claim 1 , carried out with a contact time from 6 to 100 sec.

10. The process according to claim 1 , carried out at a molar ratio of HF to 1,1,1,2,3-pentachloropropane and/or 1,1,2,2,3-pentachloropropane of from 3:1 to 150:1.

11. The process according to claim 1 which is continuous.

12. The process according to claim 5 , wherein said fluorine-containing compound is hydrogen fluoride.

13. The process according to claim 5 , wherein said catalyst is activated at a pressure above 10 bars.

14. The process according to claim 1 , carried out at a pressure from 3 to 15 bars.

15. The process according to claim 1 , carried out at a pressure from 5 to 10 bars.

16. The process according to claim 1 , carried out at a temperature of from 300 to 430° C.

17. The process according to claim 1 , carried out at a temperature of from 320 to 420° C.

18. The process according to claim 1 , carried out with a contact time from 10 to 80 sec.

19. The process according to claim 1 , carried out with a contact time from 15 to 50 sec.

20. The process according to claim 1 , carried out at a molar ratio of HF to 1,1,1,2,3-pentachloropropane and/or 1,1,2,2,3-pentachloropropane of from 4:1 to 70:1.

21. The process according to claim 1 , carried out at a molar ratio of HF to 1,1,1,2,3-pentachloropropane and/or 1,1,2,2,3-pentachloropropane of from 5:1 to 50:1.

Assignees

• Bonnet Philippe
• Pigamo Anne
• Wendlinger Laurent
• Doucet Nicolas
• Arkema France

Inventors

• Bonnet Philippe
• Pigamo Anne
• Wendlinger Laurent
• Doucet Nicolas

Classifications

• B01J23/866

  Nickel and chromium · CPC title

• C07C17/42

  Use of additives, e.g. for stabilisation · CPC title

• C07C17/206 Primary

  the other compound being HX · CPC title

• C07C17/25 Primary

  by splitting-off hydrogen halides from halogenated hydrocarbons · CPC title

• C07C21/18

  containing fluorine · CPC title