Conversion of chlorofluororopanes and chlorofluropropenes to more desirable fluoropropanes and fluororopenes

Patent metadata

Field	Value
Publication number	US-9637429-B2
Application number	US-201514680092-A
Country	US
Kind code	B2
Filing date	Apr 7, 2015
Priority date	Apr 16, 2014
Publication date	May 2, 2017
Grant date	May 2, 2017

Abstract

A process is provided comprising contacting and reacting the compound CF 3 CF 2 CHXCl, wherein X is H or Cl, or the compound CF 3 CF═CXCl, wherein X is H or Cl, with hydrogen in the presence of a catalyst consisting essentially of Cu, Ru, Cu—Pd, Ni—Cu, and Ni—Pd, to obtain as a result thereof reaction product comprising hydrofluoropropenes or intermediates convertible to said hydrofluoropropenes, notably CF 3 CF═CH 2 and CF 3 CH═CHF.

First claim

What is claimed is:

1. A process comprising contacting and reacting the compound CF 3 CF 2 CHCl 2 , or the compound CF 3 CF═CXCl, wherein X is H or Cl, with hydrogen in the presence of a catalyst consisting essentially of Cu, Ru, Cu—Pd, Ni—Cu, or Ni—Pd, to obtain as a result thereof a reaction product comprising the compound CF 3 CF═CH 2 and at least one of the compounds CF 3 CF═CHCl or CF 3 CF 2 CH 2 Cl, wherein no detectable CF 3 CH═CH 2 is found in said reaction product, and wherein the CF 3 CF═CHCl is converted to the reaction product comprising the compound CF 3 CF═CH 2 by hydrogenation in the presence of a catalyst.

2. The process of claim 1 wherein said compound CF 3 CF 2 CH 2 Cl is converted to reaction product comprising the compound CF 3 CF═CH 2 , first by dehydrofluorination of said compound CF 3 CF 2 CH 2 Cl to form the compound CF 3 CF═CHCl and then hydrogenation of said compound CF 3 CF═CHCl in the presence of catalyst.

3. The process of claim 1 wherein said compound CF 3 CF 2 CH 2 Cl is converted to reaction product comprising CF 3 CF═CH 2 by hydrogenation in the presence of catalyst.

4. The process of claim 1 wherein said compound CF 3 CF 2 CHCl 2 is accompanied by the compound CF 3 CCl 2 CHF 2 in said contacting and reacting with hydrogen in the presence of said catalyst, whereby said reaction product comprise at least one of the compounds CF 3 CCl═CHF, CF 3 CHClCHF 2 , CF 3 CH 2 CF 2 H, or CF 3 CH═CHF.

5. The process of claim 4 wherein said compound CF 3 CCl═CHF is hydrogenated to form a reaction product comprising at least one of the compounds CF 3 CH═CHF or CF 3 CHClCH 2 F.

6. The process of claim 5 wherein compound CF 3 CHClCH 2 F is converted to the reaction product comprising the compound CF 3 CH═CHF by dehydrochlorination.

7. The process of claim 4 wherein said compound CF 3 CHClCHF 2 is converted to reaction product comprising the compounds CF 3 CH═CF 2 or CF 3 CH═CHF.

8. The process of claim 4 wherein said compound CF 3 CH 2 CF 2 H is dehydrofluorinated to form the reaction product comprising CF 3 CH═CHF.

9. The process of claim 1 wherein said compound is CF 3 CF═CXCl, wherein X is Cl or CF 3 CF═CXCl, wherein X is H or a mixture thereof, and said reaction product comprises the compound CF 3 CF 2 ═CH 2 .

10. The process of claim 1 wherein said catalyst includes a support.

Assignees

• Chemours Co Fc Llc
• Chemours Co Fc Llc

Inventors

• Sun Xuehui

Classifications

• C07C19/10

  and chlorine · CPC title

• C07C21/18

  containing fluorine · CPC title

• C07C17/25 Primary

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

• C07C17/23 Primary

  by dehalogenation · CPC title

• C07C17/354 Primary

  by hydrogenation · CPC title