IP Library Granted Patent US 11,225,445
Granted Patent B2
US 11,225,445 · App. 17/260,146 · Granted Jan 18, 2022

Process for the production of trans-1-chloro-3,3,3-trifluoropropene

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Quick Facts
Patent No.
US 11,225,445
App. No.
17/260,146
Granted
Jan 18, 2022
Kind
B2
Abstract

A process for the production of trans-1-chloro-3,3,3-trifluoropropene comprises the steps of: i) providing a reactor comprising a cover, a bottom, sidewalls connecting said bottom and said cover, at least one reagent supply line and at least one line for drawing off the products formed, said reactor further containing a liquid phase A; ii) providing a stream B comprising hydrofluoric acid heated to a temperature T1 of from 100° C. to 170° C. and providing a stream C comprising 1,1,3,3-tetrachloropropene and/or 1,3,3,3-tetrachloropropene; stream B and stream C supplying said reactor via said at least one reagent supply line; iii) reacting, in liquid phase A, stream B with stream C to form a stream D comprising trans-1-chloro-3,3,3-trifluoropropene. Step iii) is carried out at a temperature T2 of between 50° C. and 110° C., and the temperature difference between temperature T1 and temperature T2 is greater than 30° C.

Claims (15)

1. A process for the production of trans-1-chloro-3,3,3-trifluoropropene, comprising the steps of:

i. providing a reactor comprising a cover, a bottom, sidewalls connecting said bottom and said cover, at least one reagent supply line and at least one line for drawing off the products formed, said reactor further containing a liquid phase A;

ii. providing a stream B comprising hydrofluoric acid heated to a temperature T1 of from 100° C. to 170° C. and providing a stream C comprising 1,1,3,3-tetrachloropropene and/or 1,3,3,3-tetrachloropropene; said stream B and said stream C supplying said reactor via said at least one reagent supply line;

iii. reacting, in liquid phase A, said stream B with said stream C in order to form a stream D comprising trans-1-chloro-3,3,3-trifluoropropene;

wherein step iii) is carried out at a temperature T2 of between 50° C. and 110° C., and the temperature difference, in absolute value, between temperature T1 and temperature T2 is greater than or equal to 30° C.

2. The process as claimed in claim 1 , wherein said reactor also comprises heating means capable of heating said liquid phase A; the temperature of said heating means is the temperature T3; said temperature T3 is higher than the temperature T2 and said temperature T3 is less than 120° C.

3. The process as claimed in claim 1 , wherein said liquid phase A provided in step i) is heated prior to the implementation of step iii) to a temperature T4 of between 50° C. and 110° C.

4. The process as claimed in claim 1 , wherein said liquid phase A is a liquid phase low in HF.

5. The process as claimed in claim 4 , wherein said liquid phase A low in HF is a liquid phase comprising less than 15% by weight of HF, based on the total weight of said liquid phase.

6. The process as claimed in claim 1 , wherein the temperature T2 is between 60° C. and 105° C.

7. The process as claimed in claim 1 , wherein the temperature T1 is between 120° C. and 170° C.

8. The process as claimed in claim 1 , wherein the temperature T3 is less than 115° C.

9. The process as claimed in claim 1 , wherein said stream D also comprises at least one of the by-products selected from the group consisting of 1,1,1,3,3-pentafluoropropane, cis/trans-1,3,3,3-tetrafluoropropene and cis-1-chloro-3,3,3-trifluoropropene; and the total molar content of said at least one of the by-products is less than 5 mol % in said stream D.

10. The process as claimed in claim 1 , wherein the molar content of trans-1-chloro-3,3,3-trifluoropropene in said stream D is greater than 95 mol %.

11. The process as claimed in claim 1 , wherein step iii) is carried out at a pressure of between 5 and 20 bara.

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 Feb 2, 2021
From: COLLIER, BERTRAND; PIGAMO, ANNE; BRUSADELLI, NICOLAS
To: ARKEMA FRANCE
Reel/Frame 055115/0483 →