Hydrofluorination of 1233xf to 244bb by sbf5

Abstract

A method hydrofluorinates an olefin of the formula: RCX═CYZ to produce a hydrofluoroalkane of formula RCXFCHYZ or RCXHCFYZ, where X, Y, and Z are independently the same or different and are selected from the group consisting of H, F, Cl, Br, and C1-C6 alkyl which is partially or fully substituted with chloro or fluoro or bromo; and R is a C1-C6 alkyl which is unsubstituted or substituted with chloro or fluoro or bromo. The method includes reacting the olefin with HF in the vapor phase, in the presence of SbF5, at a temperature ranging from about −30° C. to about 65° C. and compositions formed by the process.

What is claimed is: 
     
         1 . A method for preparing 2,3,3,3-tetrafluoro-1-propene comprising:
 reacting a hydrofluoroalkane composition in a vapor phase reactor to form 2,3,3,3-tetrafluoro-1-propene;   wherein the hydrofluoroalkane composition is formed by reacting HF with olefin of the formula RCX═CYZ in a liquid phase to produce the hydrofluoroalkane composition, wherein the hydrofluoroalkane composition comprises greater than 95 mole % 2-chloro-1,1,1,2-tetrafluoropropane.   
     
     
         2 . The method of  claim 1 , wherein the reacting a hydrofluoroalkane composition occurs in the presence of a catalyst. 
     
     
         3 . The method of  claim 2 , wherein the catalyst is a metal oxide catalyst. 
     
     
         4 . The method of  claim 1 , wherein the reacting a hydrofluoroalkane composition occurs without a catalyst. 
     
     
         5 . The method of  claim 1 , wherein the hydrofluoroalkane composition is formed by reacting HF with olefin of the formula RCX═CYZ in a liquid phase in the presence of SbF 5  at a temperature ranging from about −30° C. to about 65° C. to produce the hydrofluoroalkane composition. 
     
     
         6 . The method of  claim 1  further comprising reacting HF with olefin of the formula RCX═CYZ in a liquid phase in the presence of SbF 5  at a temperature ranging from about −30° C. to about 65° C. to produce the hydrofluoroalkane composition. 
     
     
         7 . The method of  claim 1 , wherein the hydrofluoroalkane composition comprises greater than 98 mole % 2-chloro-1,1,1,2-tetrafluoropropane. 
     
     
         8 . The method of  claim 1 , wherein the hydrofluoroalkane composition comprises greater than 99 mole % 2-chloro-1,1,1,2-tetrafluoropropane. 
     
     
         9 . The method of  claim 1 , wherein the hydrofluoroalkane composition further comprises at least two of 1,1,1,2,2-pentafluoropropane, 1,1,1-trifluoro-2,2-dichloropropane, and 1,1,1,3,3-pentafluoropropane. 
     
     
         10 . A hydrofluoroalkene composition formed by reacting a hydrofluoroalkane composition in a vapor phase reactor to form 2,3,3,3-tetrafluoro-1-propene;
 wherein the hydrofluoroalkane composition is formed by reacting HF with olefin of the formula RCX═CYZ in a liquid phase to produce the hydrofluoroalkane composition, wherein the hydrofluoroalkane composition comprises greater than 95 mole % 2-chloro-1,1,1,2-tetrafluoropropane.   
     
     
         11 . The hydrofluoroalkene composition of  claim 10 , wherein the reacting a hydrofluoroalkane composition occurs in the presence of a catalyst. 
     
     
         12 . The hydrofluoroalkene composition of  claim 11 , wherein the catalyst is a metal oxide. 
     
     
         13 . The hydrofluoroalkene composition of  claim 10 , wherein the reacting a hydrofluoroalkane composition occurs without a catalyst. 
     
     
         14 . The hydrofluoroalkene composition of  claim 10 , wherein the hydrofluoroalkane composition is formed by reacting HF with olefin of the formula RCX═CYZ in a liquid phase in the presence of SbF 5  at a temperature ranging from about −30° C. to about 65° C. to produce the hydrofluoroalkane composition. 
     
     
         15 . The hydrofluoroalkene composition of  claim 10 , wherein the hydrofluoroalkane composition comprises greater than 98 mole % 2-chloro-1,1,1,2-tetrafluoropropane. 
     
     
         16 . The hydrofluoroalkene composition of  claim 10 , wherein the hydrofluoroalkane composition comprises greater than 99 mole % 2-chloro-1,1,1,2-tetrafluoropropane. 
     
     
         17 . The hydrofluoroalkene composition of  claim 10 , wherein the hydrofluoroalkane composition further comprises at least two of 1,1,1,2,2-pentafluoropropane, 1,1,1-trifluoro-2,2-dichloropropane, and 1,1,1,3,3-pentafluoropropane. 
     
     
         18 . A hydrofluoroalkene composition formed by reacting 2-chloro-1,1,1-trifluoropropene with HF in a liquid phase reactor charged with a hydrofluorination catalyst at a reaction temperature above 65° C. to produce a mixture of 2-chloro-1,1,1-trifluoropropene and 2-chloro-1,1,1,2-tetrafluoropropane; reacting HF with said mixture in a liquid phase in the presence of SbF 5  at a temperature ranging from about −30° C. to about 65° C. to further react the unconverted 2-chloro-1,1,1-trifluoropropene to form additional 2-chloro-1,1,1,2-tetrafluoropropane; and dehydrohalogenating the 2-chloro-1,1,1,2-tetrafluoropropane in a vapor phase reactor with or without a catalyst to form 2,3,3,3-tetrafluoro-1-propene.