Hydrofluoroalkane composition

Patent metadata

Field	Value
Publication number	US-11008267-B2
Application number	US-201916423352-A
Country	US
Kind code	B2
Filing date	May 28, 2019
Priority date	May 21, 2015
Publication date	May 18, 2021
Grant date	May 18, 2021

Abstract

The disclosure relates to a method for hydrofluorination of an olefin of the formula: RCX═CYZ to produce a hydrofluoroalkane of formula RCXFCHYZ or RCXHCFYZ, wherein X, Y, and Z are independently the same or different and are selected from the group consisting of H, F, Cl, Br, and C 1 -C 6 alkyl which is partially or fully substituted with chloro or fluoro or bromo; and R is a C 1 -C 6 alkyl which is unsubstituted or substituted with chloro or fluoro or bromo, comprising reacting the olefin with HF in the liquid-phase, in the presence of SbF 5 , at a temperature ranging from about −30° C. to about 65° C. and compositions formed by the process.

First claim

What is claimed is:

1. A hydrofluoroalkane composition formed by reacting HF with 2-chloro-3,3,3-trifluoropropene in the liquid phase in the presence of a catalyst, the catalyst consisting essentially of SbF 5 , to produce 2-chloro-1,1,1,2-tetrafluoropropane;
wherein the hydrofluoroalkane composition comprises greater than about 95 mol% 2-chloro-1,1,1,2-tetrafluoropropane; and
wherein the hydrofluoroalkane composition further comprises at least two of 1,1,1,2,2-pentafluoropropane (245cb), 1,1,1-trifluoro-2,2-dichloropropane (243ab) or 1,1,1,3,3-pentafluoropropane (245fa).

2. The hydrofluoroalkane composition of claim 1 , wherein the hydrofluoroalkane composition comprises greater than 98 mol% 2-chloro-1,1,1,2-tetrafluoropropane.

3. The hydrofluoroalkane composition of claim 1 , wherein the hydrofluoroalkane composition comprises greater than 99 mol% 2-chloro-1,1,1,2-tetrafluoropropane.

4. The hydrofluoroalkane composition of claim 1 , wherein the hydrofluoroalkane composition is formed at a temperature ranging from about −30° C. to about 65° C.

5. The hydrofluoroalkane composition of claim 4 , wherein the temperature is from about −30° C. to about 25° C.

6. The hydrofluoroalkane composition of claim 5 , wherein the temperature is from about 5° C. to about 25° C.

7. The hydrofluoroalkane composition of claim 1 , wherein the catalyst consists of SbF 5 .

8. The hydrofluoroalkane composition of claim 1 , wherein the amount of 2-chloro-1,1,1,2-tetrafluoropropane is about 99.4 mol% and the amount of 1,1,1,2,2-pentafluoropropane (245cb) is about 0.032 mol%.

9. The hydrofluoroalkane composition of claim 1 , wherein the amount of 2-chloro-1,1,1,2-tetrafluoropropane is about 99.4 mol% and the amount of 1,1,1-trifluoro-2,2-dichloropropane (243ab) is about 0.009 mol%.

10. The hydrofluoroalkane composition of claim 1 , wherein the amount of 2-chloro-1,1,1,2-tetrafluoropropane is about 99.4 mol% and the amount of 1,1,1,3,3-pentafluoropropane (245fa) is about 0.059 mol%.

11. A hydrofluoroalkane composition wherein the hydrofluoroalkane composition comprises greater than about 99.4 mol% 2-chloro-1,1,1,2-tetrafluoropropane; and
wherein the hydrofluoroalkane composition further comprises at least two of 1,1,1,2,2-pentafluoropropane (245cb), 1,1,1-trifluoro-2,2-dichloropropane (243ab) or 1,1,1,3,3-pentafluoropropane (245fa);
wherein when the hydrofluoroalkane composition further comprises 1,1,1,2,2-pentafluoropropane (245cb), the amount of 1,1,1,2,2-pentafluoropropane (245cb) is about 0.032 mol%, wherein when the hydrofluoroalkane composition further comprises 1,1,1-trifluoro-2,2-dichloropropane (243ab), the amount of 1,1,1-trifluoro-2,2-dichloropropane (243ab) is about 0.009 mol%, and wherein when the hydrofluoroalkane composition further comprises the amount of 1,1,1,3,3-pentafluoropropane (245fa), the amount of 1,1,1,3,3-pentafluoropropane (245fa) is about 0.059 mol%.

12. A hydrofluoroalkane composition
wherein the hydrofluoroalkane composition comprises about 98.2 mol% 2-chloro-1,1,1,2-tetrafluoropropane, about 0.017 mol% 1,1,1,2,2-pentafluoropropane (245cb), and about 0.02 mol% 1,1,1,3,3-pentafluoropropane (245fa).

Assignees

• Chemours Co Fc Llc

Inventors

• Sun Xuehui
• Nappa Mario Joseph
• Krause Karl

Classifications

• C07C21/18

  containing fluorine · CPC title

• C07C17/087 Primary

  to unsaturated halogenated hydrocarbons · CPC title

• C07C17/08

  to unsaturated hydrocarbons · CPC title

• B01J23/18

  Arsenic, antimony or bismuth · CPC title

• B01J23/16

  of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium · CPC title