IP Library › Granted Patent US 9,255,047
Granted Patent B2
US 9,255,047 · App. 12/602,707 · Granted Feb 9, 2016

Process for the preparation of fluorinated compounds

Inventors: Anne Pigamo (Francheville, FR); Michel Devic (Foy Les Lyon, FR); Laurent Wendlinger (Soucieu en Jarrest, FR)
Assignee: Arkema France
C07C17/25C07C17/354C07C21/18
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Quick Facts
Patent No.
US 9,255,047
App. No.
12/602,707
Granted
Feb 9, 2016
Kind
B2
Abstract

A subject-matter of the invention is a process for the preparation of 2,3,3,3-tetrafluoro-1-propene which comprises the following stages: (i) hydrogenation of hexafluoropropylene to give 1,1,1,2,3,3-hexafluoropropane; (ii) dehydrofluorination of the 1,1,1,2,3,3-hexafluoropropane obtained in the preceding stage to give 1,2,3,3,3-pentafluoro-1-propene; (iii) hydrogenation of the 1,2,3,3,3-pentafluoro-1-propene obtained in the preceding stage to give 1,1,1,2,3-pentafluoropropane; and (iv) dehydrofluorination of the 1,1,1,2,3-pentafluoropropane obtained in the preceding stage to give 2,3,3,3-tetrafluoro-1-propene. Stages (ii) and (iv) are carried out using a water and potassium hydroxide mixture with the potassium hydroxide representing between 58 and 86% by weight of the mixture and at a temperature of between 110 and 180° C.

Claims (15)

1. Process for the preparation of 2,3,3,3-tetrafluoro-1-propene which comprises the following stages:

(i) hydrogenation of hexafluoropropylene to give 1,1,1,2,3,3-hexafluoropropane;

(ii) dehydrofluorination of the 1,1,1,2,3,3-hexafluoropropane obtained in the preceding stage to give 1,2,3,3,3-pentafluoro-1-propene using a water and potassium hydroxide mixture with the potassium hydroxide representing between 58 and 86% by weight of the mixture and at a temperature of between 110 and 180° C.;

(iii) hydrogenation of the 1,2,3,3,3-pentafluoro-1-propene obtained in the preceding stage to give 1,1,1,2,3-pentafluoropropane;

(iv) dehydrofluorination of the 1,1,1,2,3-pentafluoropropane obtained in the preceding stage to give 2,3,3,3-tetrafluoro-1-propene using a water and potassium hydroxide mixture with the potassium hydroxide representing between 58 and 86% by weight of the mixture and at a temperature of between 155 and 170° C.

2. The process according to claim 1 , in which the potassium hydroxide represents between 60 and 75% by weight of the water-potassium hydroxide mixture of stage (ii) and/or (iv).

3. The process according to claim 1 , characterized in that the stream resulting from stage (i) and/or stage (iii) is conveyed directly to the following stage.

4. The process according to claim 1 , characterized in that the stream resulting from stage (ii) is subjected to a purification stage before being conveyed to stage (iii).

5. The process according to claim 1 , characterized in that it is carried out continuously.

6. The process according to claim 1 , characterized in that stage (ii) and/or stage (iv) is carried out in at least two reactors in series.

7. The process according to claim 1 , characterized in that stage (i) and/or stage (iii) is carried out in a multistage reactor or in at least two reactors in series.

8. The process according to claim 1 in which stage (ii) and/or stage (iv) is carried out at a temperature of between 155 and 165° C.

9. The process according to claim 1 , wherein dehydrofluorination in stage (ii) and/or stage (iv) takes place in the absence of a solvent and/or a phase transfer catalyst.

10. The process according to claim 9 , wherein conversion in stage (ii) or stage (iv) is 95% or greater.

11. The process according to claim 9 , wherein conversion in stage (ii) and stage (iv) is 95% or greater.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 4, 2010
From: PIGAMO, ANNE; DEVIC, MICHEL; WENDLINGER, LAURENT
To: ARKEMA FRANCE
Reel/Frame 023728/0303 →
Priority Claims (1)
FR 08 56114 · Sep 11, 2008 · national
Continuity (1)
Related Publication 20110190554A1 · Aug 4, 2011