Process to manufacture 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb)

Patent metadata

Field	Value
Publication number	US-10112879-B2
Application number	US-201715437956-A
Country	US
Kind code	B2
Filing date	Feb 21, 2017
Priority date	Aug 8, 2008
Publication date	Oct 30, 2018
Grant date	Oct 30, 2018

Abstract

The invention provides an improved process to manufacture 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) by reacting 2-chloro-3,3,3,-trifluoropropene (HCFO-1233x1) with hydrogen fluoride, in a liquid phase reaction in the presence of hydrogen chloride and a liquid phase fluorination catalyst. The hydrogen chloride is added into the reaction from an external source at a pressure of about 100 psig or more. The HCFC-244bb is an intermediate in the production of 2,3,3,3-tetrafluoropropene-1 (HFO-1234yf).

First claim

What is claimed is:

1. A process for the production of 2-chloro-1,1,1,2-tetrafluoropropane which comprises reacting 2-chloro-3,3,3,-trifluoropropene with hydrogen fluoride, in a liquid phase reaction in the presence of hydrogen chloride and a liquid phase fluorination catalyst, wherein the hydrogen chloride is added into the reaction from an external source at a pressure of about 100 psig or more.

2. The process of claim 1 wherein the reacting is conducted in a liquid phase reaction vessel.

3. The process of claim 1 wherein the reacting is conducted continuously.

4. The process of claim 1 wherein the mole ratio of hydrogen fluoride to 2-chloro-3,3,3-trifluoropropene fed to the reaction ranges from at least 1:1 to about 50:1.

5. The process of claim 1 wherein the mole ratio of hydrogen chloride to 2-chloro-3,3,3-trifluoropropene fed to the reaction ranges from at least 0.1:1 to about 10:1.

6. The process of claim 1 wherein the liquid phase fluorination catalyst comprises SbCl 5 , SbCl 3 , SbF 5 , SnCl 4 , TaCl 5 , TiCl 4 , NbCl 5 , MoCl 6 , FeCl 3 , CrF 3 , Cr 2 O 3 , a fluorinated species of SbCl 5 , a fluorinated species of SbCl 3 , a fluorinated species of SnCl 4 , a fluorinated species of TaCl 5 , a fluorinated species of TiCl 4 , a fluorinated species of NbCl 5 , a fluorinated species of MoCl 6 , a fluorinated species of FeCl 3 , a fluorinated species of Cr 2 O 3 , or combinations thereof.

7. The process of claim 1 wherein the reacting is conducted at a temperature of from about 30° C. to about 200° C.

8. The process of claim 1 wherein the reacting is conducted at a pressure of from about 5 psia to about 200 psia.

9. The process of claim 1 further comprising the step of recovering the hydrogen chloride.

10. The process of claim 1 , further comprising fluorinating 1,1,2,3,-tetrachloropropene to produce the 2-chloro-3,3,3,-trifluoropropene.

11. The process of claim 10 wherein the 1,1,2,3,-tetrachloropropene is fluorinated with hydrogen fluoride and the reacting thereby produces an intermediate stream comprising hydrogen fluoride, 2-chloro-3,3,3,-trifluoropropene and hydrogen chloride.

12. The process of claim 11 further comprising the step of recovering the hydrogen chloride.

13. The process of claim 12 wherein at least a part of the recovered HCl stream is directly fed to the liquid phase reactor.

Assignees

• Honeywell Int Inc

Inventors

• Merkel Daniel C
• Cottrell Stephen A
• Johnson Robert C

Classifications

• C07C17/206

  the other compound being HX · CPC title

• C07C17/087 Primary

  to unsaturated halogenated hydrocarbons · CPC title

• C07C17/25

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

• C07C19/10

  and chlorine · CPC title

• C07C21/18

  containing fluorine · CPC title