One-step process for hexafluoro-2-butene

Patent metadata

Field	Value
Publication number	US-9353030-B2
Application number	US-201514737530-A
Country	US
Kind code	B2
Filing date	Jun 12, 2015
Priority date	Jul 25, 2014
Publication date	May 31, 2016
Grant date	May 31, 2016

Abstract

Disclosed is a one step process for making of 1,1,1,4,4,4-hexafluoro-2-butene. More specifically, the present invention provides a process for making hexafluoro-2-butene, continuously, from 2-chloro-3,3,3-trifluoropronene using Fe 2 O 3 /NiO impregnated carbon catalyst at 600° to 650° C.

First claim

What is claimed is:

1. A process for making 1,1,1,4,4,4-hexafluoro-2-butene (HFO-1336) from 2-chloro-3,3,3-trifluoropropene (HCFC-1233xf) comprising reacting HCFC-1233xf with a selected catalyst, at a reactive temperature, to produce HFO-1336.

2. The process of claim 1 , which is conducted in the vapor phase.

3. The process of claim 2 , which is conducted in a continuous manner.

4. The process of claim 2 , wherein the catalyst comprises Fe 2 O 3 /NiO.

5. The process of claim 4 , wherein the catalyst comprises a ratio of about 95-99 wt % Fe 2 O 3 to about 5-1 wt % NiO.

6. The process of claim 4 , wherein the catalyst comprises a ratio of about 98 wt % Fe 2 O 3 to 2 wt % NiO.

7. The process of claim 2 , wherein the catalyst is selected from the group consisting of RuO 2 , RuO 4 , and OsO 4 in combination with oxides of Pd or Pt.

8. The process of claim 2 , wherein the catalyst is impregnated on carbon.

9. The process of claim 8 , wherein the carbon is activated carbon.

10. The process of claim 9 , wherein the activated carbon is granular with a mesh size of 4-14.

11. The process of claim 9 , wherein the activated carbon is pelletized.

12. The process of claim 2 , wherein the reaction temperature ranges from 600° to 650° C.

13. The process of claim 1 , wherein both the trans and cis isomers of HFO-1336 are formed.

14. The process of claim 13 , wherein the predominant isomer of HFO-1336 formed is the trans isomer.

15. The process of claim 14 , wherein the ratio of the trans isomer to the cis isomer of HFO-1336 is about 88:12.

16. The process of claim 15 , wherein the trans isomer is converted into the cis isomer by reaction with an isomerization catalyst.

17. The process of claim 16 , wherein the isomerization catalyst comprises a fluorinated chromia catalyst.

18. The process of claim 1 , further comprising the step of using 1,1,1,4,4,4 hexafluoro-2-butene as a foam blowing agent.

Assignees

• Honeywell Int Inc

Inventors

• Nair Haridasan K
• Nalewajek David
• Matthies Glenn

Classifications

• B01J37/04

  Mixing {(B01J37/0009, B01J37/0018 take precedence)} · CPC title

• C07C17/26 Primary

  by reactions involving an increase in the number of carbon atoms in the skeleton · CPC title

• B01J21/18

  Carbon · CPC title

• C07C17/361 Primary

  by reactions involving a decrease in the number of carbon atoms · CPC title

• B01J37/0236

  Drying, e.g. preparing a suspension, adding a soluble salt and drying · CPC title