IP Library Granted Patent US 11,242,304
Granted Patent B2
US 11,242,304 · App. 17/053,250 · Granted Feb 8, 2022

Method for producing 1-chloro-3,3,3- trifluoropropene

Inventors: Anne Pigamo (Pierre-Benite, FR); Cédric Lavy (Pierre-Benite, FR)
Assignee: ARKEMA FRANCE
C07C21/18C07C17/206
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Quick Facts
Patent No.
US 11,242,304
App. No.
17/053,250
Granted
Feb 8, 2022
Kind
B2
Abstract

The present invention relates to a process for producing 1-chloro-3,3,3-trifluoropropene, comprising the step i) of contacting hydrofluoric acid (HF) in a reactor with a starting composition comprising at least one of the chloro compounds selected from the group consisting of 1,1,3,3-tetrachloropropene (1230za), 1,3,3,3-tetrachloropropene (1230zd) and 1,1,1,3,3-pentachloropropane (240fa), or a mixture thereof, to produce a stream A comprising 1-chloro-3,3,3-trifluoropropene (1233zd), characterized in that said step i) is carried out in a low-HF liquid phase.

Claims (10)

1. A process for producing 1-chloro-3,3,3-trifluoropropene, comprising the step i) of contacting hydrofluoric acid (HF) in a reactor with a starting composition comprising at least one of the chloro compounds selected from the group consisting of 1,1,3,3-tetrachloropropene (1230za), 1,3,3,3-tetrachloropropene (1230zd) and 1,1,1,3,3-pentachloropropane (240fa), or a mixture thereof, to produce a stream A comprising 1-chloro-3,3,3-trifluoropropene (1233zd), wherein said step i) is carried out in a low-HF liquid phase comprising less than 15% by weight of HF, based on the total weight of said liquid phase.

2. The process as claimed in claim 1 , wherein said at least one of the chloro compounds is 1,1,3,3-tetrachloropropene (1230za).

3. The process as claimed in claim 1 , wherein said starting composition comprises at least 10% by weight of said at least one of the chloro compounds, based on the total weight of said starting composition.

4. The process as claimed in claim 1 , wherein said starting composition comprises less than 10% by weight of HF, based on the total weight of said starting composition.

5. The process as claimed in claim 1 , wherein said liquid phase comprises at least 10% by weight of compounds of formula (I) C3H n F m Cl p (I) in which n is an integer from 0 to 8, m is an integer from 0 to 8, and p is an integer from 0 to 8.

6. The process as claimed in claim 1 , wherein step i) is carried out in the absence of catalyst.

7. The process as claimed in any onc of thc preceding claim 1 , wherein the stream A comprises coproducts selected from the group consisting of 1,3,3,3-tetrafluoropropene and 1,1,1,3,3-pentafluoropropane.

8. The process as claimed in claim 1 , wherein the amount of coproducts selected from the group consisting of 1,3,3,3-tetrafluoropropene and 1,1,1,3,3-pentafluoropropane is less than 0.5% by weight, based on the total weight of the stream A at the exit of the reactor.

9. The process as claimed in claim 1 , wherein step i) is carried out at a temperature of 50° C. to 150° C.

10. The process as claimed in claim 1 , wherein step i) is carried out at a pressure of 5 to 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 Nov 5, 2020
From: PIGAMO, ANNE; LAVY, CÉDRIC
To: ARKEMA FRANCE
Reel/Frame 054288/0698 →
Cited By (1)
US 12,391,634