Reaction system and process to produce fluorinated organics

Patent metadata

Field	Value
Publication number	US-9309175-B2
Application number	US-201414353182-A
Country	US
Kind code	B2
Filing date	Apr 18, 2014
Priority date	Apr 18, 2013
Publication date	Apr 12, 2016
Grant date	Apr 12, 2016

Abstract

The invention relates to the use of a liquid-vapor separator such as a de-entrainer to remove an unvaporized portion of a feed, e.g. 1,1,2,3-tetrachloropropene (1230xa), to a catalytic vapor phase fluorination reaction where e.g. 2-chloro-3,3,3,-trifluoropropene (1233xf) is produced. The invention extends the life of the catalyst.

First claim

What is claimed is:

1. A process to prepare 2-chloro-3,3,3,-trifluoropropene (1233xf) comprising:
(a) providing a starting material comprising liquid 1,1,2,3-tetrachloropropene (1230xa) and vaporous 1230xa;
(b) separating the vaporous 1230xa from the liquid 1230xa; and
(c) contacting the vaporous 1230xa with hydrogen fluoride HF under conditions effective to form 1233xf.

2. The process of claim 1 wherein the conditions effective include the presence of a fluorination catalyst.

3. The process of claim 2 wherein the fluorination catalyst is selected from the group consisting of Cr 2 O 3 , FeCl 3 /C, Cr 2 O 3 /Al 2 O 3 , Cr 2 O 3 /AlF 3 , Cr 2 O 3 /carbon, CoCl 2 /Cr 2 O 3 /Al 2 O 3 , NiCl 2 /Cr 2 O 3 /Al 2 O 3 , CoCl 2 /AlF 3 , NiCl 2 /AlF 3 , fluorinated species of Cr 2 O 3 , and mixtures thereof.

4. The process of claim 1 wherein the separating step (b) occurs in a de-entrainer.

5. The process of claim 4 wherein the de-entrainer is a tower, a knock out pot, a filter, or combinations thereof.

6. The process of claim 5 wherein the de-entrainer is a knock-out pot, the knock out pot optionally comprising an internal coalescer.

7. The process of claim 6 wherein the internal coalescer comprises packing, mesh, or combinations thereof.

8. The process of claim 7 wherein the packing comprises Pall rings.

9. The process of claim 5 wherein the tower is a packed tower, a trayed tower, or combinations thereof.

10. The process of claim 9 wherein the tower comprises a packed tower.

11. The process of claim 10 wherein the packed tower comprises random packing, structured packing, vane assemblies, demisters, or combinations thereof.

12. A process to produce 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) comprising contacting 2-chloro-3,3,3,-trifluoropropene (1233xf) as produced according to claim 1 with hydrogen fluoride (HF) under conditions effective to form 244bb.

13. A process to produce 2,3,3,3-tetrafluoropropene (HFO-1234yf) comprising contacting 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) as produced according to claim 12 with a dehydrochlorination catalyst under conditions effective to form 1234yf.

14. A method to extend catalyst life for a vapor phase fluorination catalyst used in producing 1233xf comprising:
(a) vaporizing 1230xa wherein a portion of the 1230xa remains unvaporized;
(b) separating the unvaporized portion of the 1230xa from the vaporized portion of the 1230xa; and
(c) feeding the vaporized portion of the 1230xa to a reactor comprising a vapor phase fluorination catalyst in the presence of HF under conditions effective to form 1233xf,
wherein the life of the vapor phase fluorination catalyst is extended as compared to the life of the catalyst when there is no separation step (b) and vaporized and unvaporized 1230xa is fed to the reactor.

15. A process to prepare 2-chloro-3,3,3,-trifluoropropene (1233xf) comprising:
(a) providing a starting material comprising liquid 1,1,1,2-tetrachloropropene (1230xf) and vaporous 1230xf;
(b) separating the vaporous 1230xf from the liquid 1230xf; and
(c) contacting the vaporous 1230xf with hydrogen fluoride HF under conditions effective to form 1233xf.

16. A process to prepare 2-chloro-3,3,3,-trifluoropropene (1233xf) comprising:
(a) providing a starting material comprising liquid 1,1,1,2,3-pentachloropropane (240 db) and vaporous 240db;
(b) separating the vaporous 240db from the liquid 240db; and
(c) contacting the vaporous 240db with hydrogen fluoride HF under conditions effective to form 1233xf.

Assignees

• Honeywell Int Inc

Inventors

• Bektesevic Selma
• Kopkalli Haluk
• Wang Haiyou

Classifications

• B01J12/007

  in the presence of catalytically active bodies, e.g. porous plates · CPC title

• C07C17/25

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

• C07C17/087

  to unsaturated halogenated hydrocarbons · CPC title

• C07C17/202 Primary

  two or more compounds being involved in the reaction · CPC title

• C07C17/206

  the other compound being HX · CPC title