IP Library Granted Patent US 11,912,640
Granted Patent B2
US 11,912,640 · App. 17/600,200 · Granted Feb 27, 2024

Process for purifying 1-chloro-3,3,3-trifluoropropene

Inventors: Emmanuel Boussarie (Pierre-Benite, FR); Kevin Hisler (Pierre-Benite, FR); Anne Pigamo (Pierre-Benite, FR)
Assignee: Arkema France
C07C17/206C07C17/395
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Quick Facts
Patent No.
US 11,912,640
App. No.
17/600,200
Granted
Feb 27, 2024
Kind
B2
Abstract

The present invention relates to a process for neutralizing a composition A comprising 1-chloro-3,3,3-trifluoropropene, 1,1-dichloro-1,3,3-trifluoropropane and one or more acid compound(s) of formula HX with X═F or Cl; said process comprising the step a) of bringing said composition A into contact with a solution B under conditions capable of limiting the formation of 1-chloro-1,3,3-trifluoropropene.

Claims (16)

1. A process for neutralizing a composition A comprising 1-chloro-3,3,3-trifluoropropene, 1,1-dichloro-1,3,3-trifluoropropane and one or more acid compound(s) of formula HX with X═F or Cl; said process comprising the step a) of bringing said composition A into contact with a solution B under conditions capable of limiting the formation of 1-chloro-1,3,3-trifluoropropene, wherein solution B is a NaOH solution with a weight content of NaOH of from 5 to 40% by weight.

2. The process as claimed in claim 1 , wherein said conditions capable of limiting the formation of 1-chloro-1,3,3-trifluoropropene comprise implementing step a) with a basic solution B.

3. The process as claimed in claim 1 , wherein said solution B of step a) is an aqueous solution.

4. The process as claimed in claim 1 , wherein step a) is carried out at a temperature of 10° C. to 90° C.

5. The process as claimed in claim 1 , wherein step a) is carried out with a residence time of between 1 second and 5 minutes.

6. The process as claimed in claim 1 , wherein the 1-chloro-3,3,3-trifluoropropene is in the trans form.

7. The process as claimed in claim 1 , wherein step a) makes it possible to obtain a gas stream C comprising 1-chloro-3,3,3-trifluoropropene, 1-chloro-1,3,3-trifluoropropene and 1,1-dichloro-1,3,3-trifluoropropane.

8. The process as claimed in claim 1 , wherein the 1-chloro-1,3,3-trifluoropropene is obtained by dehydrochlorination of 1,1-dichloro-1,3,3-trifluoropropane.

9. A process for producing 1-chloro-3,3,3-trifluoropropene comprising the steps of:

i. bringing hydrofluoric acid (HF) into contact, in a reactor, with a starting composition comprising at least one chlorinated compound selected from the group consisting of 1,1,3,3-tetrachloropropene, 1,3,3,3-tetrachloropropene and a mixture of the two, under conditions sufficient to obtain a stream D comprising 1-chloro-3,3,3-trifluoropropene, 1,1-dichloro-1,3,3-trifluoropropane, HF and/or HCl;

ii. carrying out the process as claimed in claim 1 using the stream D obtained in step i).

10. A composition comprising 1-chloro-3,3,3-trifluoropropene and 1-chloro-1,3,3-trifluoropropene, the molar content of 1-chloro-1,3,3-trifluoropropene being less than 110 ppm in said composition, wherein the molar content of 1-chloro-3,3,3-trifluoropropene in said composition is greater than 90%.

11. The composition as claimed in claim 10 , wherein the molar content of 1-chloro-1,3,3-trifluoropropene is less than 100 ppm.

12. The composition as claimed in claim 10 , wherein the composition further comprises 1,1-dichloro-1,3,3-trifluoropropane.

13. A process for preparing 1-chloro-1,3,3-trifluoropropene by dehydrochlorination of 1,1-dichloro-1,3,3-trifluoropropane in the presence of a NaOH solution with a weight content of NaOH of from 5 to 40% by weight.

14. The process as claimed in claim 13 , wherein the process is carried out at a temperature between 10° C. and 150° C.

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 Oct 11, 2021
From: BOUSSARIE, EMMANUEL; HISLER, KEVIN; PIGAMO, ANNE
To: ARKEMA FRANCE
Reel/Frame 057749/0368 →