IP Library Granted Patent US 10,053,404
Granted Patent B2
US 10,053,404 · App. 15/095,911 · Granted Aug 21, 2018

Process for the preparation of 2,3,3,3-tetrafluoropropene

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 10,053,404
App. No.
15/095,911
Granted
Aug 21, 2018
Kind
B2
Abstract

The present invention provides a process for preparing 2,3,3,3-tetrafluoropropene from 1,1,1,2,3-pentachloropropane and/or 1,1,2,2,3-pentachloropropane, comprising the following steps: (a) catalytic reaction of 1,1,1,2,3-pentachloropropane and/or 1,1,2,2,3-pentachloropropane with HF into a reaction mixture comprising HCl, 2-chloro-3,3,3-trifluoropropene, 2,3,3,3-tetrafluoropropene, unreacted HF, and optionally 1,1,1,2,2-pentafluoropropane; (b) separating the reaction mixture into a first stream comprising HCl and 2,3,3,3-tetrafluoropropene and a second stream comprising HF, 2-chloro-3,3,3-trifluoropropene and optionally 1,1,1,2,2-pentafluoropropane; (c) catalytic reaction of the second stream into a reaction mixture comprising 2,3,3,3-tetrafluoropropene, HCl, unreacted 2-chloro-3,3,3-trifluoropropene, unreacted HF and optionally 1,1,1,2,2-pentafluoropropane and (d) feeding the reaction mixture of step (c) directly without separation to step (a).

Claims (17)

1. A process for producing 2,3,3,3-tetrafluoropropene, comprising:

(a) reacting 1,1,1,2,3-pentachloropropane and/or 1,1,2,2,3-pentachloropropane with HF in the presence of a catalyst to produce a first reaction mixture comprising HCl, 2-chloro-3,3,3-trifluoropropene, 2,3,3,3-tetrafluoropropene, unreacted HF and optionally 1,1,1,2,2-pentafluoropropane, wherein the catalyst comprises a supported or unsupported catalyst containing at least one metal selected from the group consisting of Cr, Ni, Fe, Zn, Ti, V, Zr, Mo, Ge, Sn, Pb, Mg, Sb, Co, Ru, Rh, Pd, Os, Ir, Pt, Mn, Re, Sc, Y, La, Hf, Cu, Ag, Au, and metals having an atomic number of 58 through 71;

(b) separating the first reaction mixture into a first stream and a second stream comprising 2-chloro-3,3,3-trifluoropropene;

(c) reacting HF and the second stream in the presence of a catalyst to produce a second reaction mixture comprising 2,3,3,3-tetrafluoropropene, HCl, unreacted 2-chloro-3,3,3-trifluoropropene and HF and optionally 1,1,1,2,2-pentafluoropropane, wherein the catalyst comprises a supported or unsupported catalyst containing at least one metal selected from the group consisting of Cr, Ni, Fe, Zn, Ti, V, Zr, Mo, Ge, Sn, Pb, Mg, Sb, Co, Ru, Rh, Pd, Os, Ir, Pt, Mn, Re, Sc, Y, La, Hf, Cu, Ag, Au, and metals having an atomic number of 58 through 71; and

(d) feeding the second reaction mixture of step (c) directly to step (a).

2. The process of claim 1 , wherein the catalyst of step (a) is the same as the catalyst of step (c).

3. The process of claim 1 , wherein step (a) and step (c) are carried out in the gas phase.

4. The process of claim 1 , wherein the catalyst in step (a) and/or step (c) is a chromium based catalyst.

5. The process of claim 4 , wherein the catalyst is a mixed catalyst.

6. The process of claim 4 , wherein the catalyst is a supported catalyst.

7. The process of claim 1 , wherein step (a) and/or step (c) is carried out in the presence of oxygen or chlorine.

8. The process of claim 1 , wherein step (a) and/or step (c) is carried out at a temperature of 100 to 500° C.

9. The process of claim 1 , wherein step (a) and/or step (c) is carried out at a molar ratio of HF:organic feed from 4:1 to 100:1.

10. The process of claim 1 , wherein the molar ratio of oxygen:organic feed in step (a) and/ or step (c) is 0.005 to 2.

11. The process of claim 1 , further comprising separating HCl from the reaction mixture after step (a).

12. The process of claim 1 , wherein the reactor of step (c) is placed above the reactor of step (a).

13. The process of claim 1 , wherein the catalyst of any of step (a) or step (c) comprises one or more of chromium oxide, chromium oxyfluoride, chromium fluoride, aluminum fluoride, or aluminum oxyfluoride.

Assignments (2)
CHANGE OF ADDRESS Recorded Jul 4, 2025
From: ARKEMA FRANCE
To: ARKEMA FRANCE
Reel/Frame 071814/0739 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 11, 2018
From: DEUR-BERT, DOMINIQUE; COLLIER, BERTRAND; WENDLINGER, LAURENT
To: ARKEMA FRANCE
Reel/Frame 046314/0423 →