IP Library Granted Patent US 11,918,939
Granted Patent B2
US 11,918,939 · App. 17/639,357 · Granted Mar 5, 2024

Method for purifying hydrofluorocarbons

Inventor: Jean-Luc Dubois (Colombes, FR)
Assignee: ARKEMA FRANCE
B01D3/08C07C17/383
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Quick Facts
Patent No.
US 11,918,939
App. No.
17/639,357
Granted
Mar 5, 2024
Kind
B2
Abstract

The present invention relates to a process for purifying a composition comprising a hydrohalocarbon B comprising the steps of: i) providing a composition A1 comprising a hydrohalocarbon B and at least one impurity C different from said hydrohalocarbon B, ii) compressing said composition A1, and optionally cooling it, so as to obtain said hydrohalocarbon B in liquid form in order to form a liquid stream A2 comprising said hydrohalocarbon B, iii) distilling said stream A2 obtained in step ii) in order to form and recover a stream A3 comprising said hydrohalocarbon B, characterized in that step iii) is carried out in a pressurized distillation device comprising one or more rotating packed beds.

Claims (14)

1. A process for purifying a composition comprising a hydrohalocarbon B comprising the steps of:

i. providing a composition A1 comprising a hydrohalocarbon B and at least one impurity C different from said hydrohalocarbon B,

ii. compressing said composition A1, and optionally cooling it, so as to obtain said hydrohalocarbon B in liquid form in order to form a liquid stream A2 comprising said hydrohalocarbon B,

iii. distilling said stream A2 obtained in step ii) in order to form and recover a stream A3 comprising said hydrohalocarbon B and a stream A4 comprising said at least one impurity C wherein step iii) is carried out in a pressurized distillation device comprising one or more rotating packed beds.

2. The process as claimed in claim 1 , wherein said stream A2 is introduced in liquid form into said one or more rotating packed beds and is distributed therein radially with respect to a rotatable shaft thereof.

3. The process as claimed in claim 1 , wherein the speed of said one or more rotating packed beds is from 100 to 3000 revolutions per minute (rpm).

4. The process as claimed in claim 1 , wherein step iii) is carried out at a pressure of from 2 to 200 bar absolute.

5. The process as claimed in claim 1 , wherein said hydrohalocarbon B comprises three carbon atoms and at least one halogen atom.

6. The process as claimed in claim 1 , wherein said hydrohalocarbon B is of formula (I) CX(Y) 2 —CX(Y) m —CH m XY, where X and Y independently represent H, F or Cl and m=0 or 1 with at least one from among X or Y being Cl or F.

7. The process as claimed in claim 1 , wherein said hydrohalocarbon B is selected from the group B1 consisting of 2,3,3,3-tetrafluoropropene, 2-chloro-3,3,3-trifluoropropene, 1,3,3,3-tetrafluoropropene, 1-chloro-3,3,3-trifluoropropene, 1,1,1,2,2-pentafluoropropane, 2-chloro-1,1,1,2-tetrafluoropropane, 2,3-dichloro-1,1,1-trifluoropropane, 3,3,3-trifluoropropene, 1,1,1,3,3-pentafluoropropane, 1,1,1,2,3-pentafluoropropane, 1,1,1,2,3-pentafluoropropene, 1,1,1,2,3-pentachloropropane, 1,1,2,2,3-pentachloropropane, 1,1,1,3,3-pentachloropropane, 1,1,2,3-tetrachloro-1-propene, 2,3,3,3-tetrachloro-1-propene, 1,1,3,3-tetrachloro-1-propene and 1,3,3,3-tetrachloro-1-propene.

8. The process as claimed in claim 1 , wherein said at least one impurity C is selected from the group Cl consisting of chloromethane, dichloromethane, tetrachloromethane, trichlorofluoromethane, dichlorodifluoromethane, trichlorotrifluoroethane, dichlorotetrafluoroethane, chloropentafluoroethane, fluoromethane, difluoromethane, trifluoromethane, fluoroethane, 1,1-difluoroethane, 1,2-difluoroethane, 1,1,1-trifluoroethane, 1,1,2-trifluoroethane, 3,3,3-trifluoropropyne, methane, ethane, propane, 1,1,1-trifluoroethane, 1,1,1,2,3,3,3-heptachloropropane, 1,1,1,2,2,3,3-heptachloropropane, 2-chloro-1,1,1,3,3,3-hexafluoropropane, 1-chloro-1,1,2,3,3,3-hexafluoropropane, 2-chloro-1,1,2,3,3,3-hexafluoropropane, 3-chloro-1,1,1,2,2,3-hexafluoropropane, 1-chloro-1,1,2,2,3,3-hexafluoropropane, 1,1,1,3,3,3-hexachloropropane, 1,1,1,2,3,3-hexachloropropane, 1,1,2,2,3,3-hexachloropropane, 1,1,1,2,2,3-hexachloropropane, 3-chloro-1,1,1,3,3-pentafluoropropane, 1-chloro-1,2,3,3,3-pentafluoropropane, 1-chloro-1,1,2,3,3-pentafluoropropane, 3-chloro-1,1,2,2,3-pentafluoropropane, 3-chloro-1,1,1,2,2-pentafluoropropane, 1-chloro-1,1,2,2,3-pentafluoropropane, 2-chloro-1,1,1,3,3-pentafluoropropane, 2-chloro-1,1,2,3,3-pentafluoropropane, 2-chloro-1,1,1,2,3-pentafluoropropane, 1,1,1,3,3,3-hexafluoropropane, 1,1,2,2,3,3-hexafluoropropane, 1,1,1,2,2,3-hexafluoropropane, 1,1,1,2,3,3-hexafluoropropane, 1,1,1,3,3-pentachloropropane, 1,1,2,3,3-pentachloropropane, 1,1,1,2,3-pentachloropropane, 1,1,2,2,3-pentachloropropane, 1,1,1,2,2-pentachloropropane, 1,1,2,2,3-pentafluoropropane, 1,1,1,2,2-pentafluoropropane, 1,1,2,3,3-pentafluoropropane, 1,1,1,2,3-pentafluoropropane, 1,1,1,3,3-pentafluoropropane, 1,1,3,3-tetrachloropropane, 1,1,1,3-tetrachloropropane, 1,1,2,3-tetrachloropropane, 1,1,1,2-tetrachloropropane, 1,2,2,3-tetrachloropropane, 1,1,2,2-tetrachloropropane, 1-chloro-1,1,3-trifluoropropane, 1-chloro-3,3,3-trifluoropropane, 1-chloro-1,1,3-trifluoropropane, 2-chloro-1,2,3-trifluoropropane, 2-chloro-1,1,2-trifluoropropane, 1-chloro-2,2,3-trifluoropropane, 1-chloro-1,2,2-trifluoropropane, 3-chloro-1,1,2-trifluoropropane, 1-chloro-1,2,3-trifluoropropane, 1-chloro-1,1,2-trifluoropropane, 1,1,3-trichloropropane, 1,1,1-trichloropropane, 1,2,3-trichloropropane, 1,1,2-trichloropropane, 1,2,2-trichloropropane, hexachloropropene, 1,1,2-trichloro-3,3,3-trifluoropropene, 1,2,3-trichloro-1,3,3-trifluoropropene, 2,3,3-trichloro-1,1,3-trifluoropropene, 3,3,3-trichloro-1,1,2-trifluoropropene, 1,3,3-trichloro-1,2,3-trifluoropropene, 1,1,3-trichloro-2,3,3-trifluoropropene, 3,3-dichloro-1,1,2,3-tetrafluoropropene, 2,3-dichloro-1,1,3,3-tetrafluoropropene, 1,3-dichloro-1,2,3,3-tetrafluoropropene, 1,2-dichloro-1,3,3,3-tetrafluoropropene, 1,2-dichloro-2,3,3,3-tetrafluoropropene, hexafluoropropene, 1,1,2,3,3-pentachloropropene, 1,2,3,3,3-pentachloropropene, 1,1,3,3,3-pentachloropropene, 1,2-dichloro-3,3,3-trifluoropropene, 2,3-dichloro-1,3,3-trifluoropropene, 2,3-dichloro-1,1,3-trifluoropropene, 3,3-dichloro-1,1,3-trifluoropropene, 1,3-dichloro-1,3,3-trifluoropropene, 1,1-dichloro-3,3,3-trifluoropropene, 1,1-dichloro-2,3,3-trifluoropropene, 1,3-dichloro-2,3,3-trifluoropropene, 3,3-dichloro-1,2,3-trifluoropropene, 3,3-dichloro-1,1,2-trifluoropropene, 3-chloro-1,1,2,3-tetrafluoropropene, 2-chloro-1,1,3,3-tetrafluoropropene, 3-chloro-1,1,3,3-tetrafluoropropene, 1-chloro-1,2,3,3-tetrafluoropropene, 1-chloro-1,3,3,3-tetrafluoropropene, 3-chloro-1,2,3,3-tetrafluoropropene, 2-chloro-1,3,3,3-tetrafluoropropene, 1-chloro-2,3,3,3-tetrafluoropropene, 1,1,3,3,3-pentafluoropropene, 1,1,2,3,3-pentafluoropropene, 1,2,3,3,3-pentafluoropropene, 1,1,2,3-tetrachloroprop ene, 1,2,3,3-tetrachloropropene, 2,3,3,3-tetrachloropropene, 1,1,3,3-tetrachloroprop ene, 1,3,3,3-tetrachloropropene, 2-chloro-3,3,3-trifluoropropene, 3-chloro-2,3,3-trifluoropropene, 1-chloro-2,3,3-trifluoropropene, 1-chloro-3,3,3-trifluoropropene, 2-chloro-1,3,3-trifluoropropene, 3-chloro-1,2,3-trifluoropropene, 3-chloro-1,3,3-trifluoropropene, 3-chloro-1,1,2-trifluoropropene, 2-chloro-1,1,3-trifluoropropene, 3-chloro-1,1,3-trifluoropropene, 1-chloro-1,2,3-trifluoropropene, 1-chloro-1,3,3-trifluoropropene, 2,3,3,3-tetrafluoropropene, 1,3,3,3-tetrafluoropropene, 1,1,2,3-tetrafluoropropene, 1,1,3,3-tetrafluoropropene, 1,2,3,3-tetrafluoropropene, 1,1,2-trichloropropene, 1,2,3-trichloropropene, 2,3,3-trichloropropene, 1,1,3-trichloropropene, 1,3,3-trichloropropene, 3,3,3-trichloropropene, 3-chloro-3,3-difluoropropene, 3-chloro-2,3-difluoropropene, 2-chloro-3,3-difluoropropene, 2-chloro-1,1-difluoropropene, 3-chloro-1,1-difluoropropene, 3-chloro-1,2-difluoropropene, 2-chloro-1,3-difluoropropene, 3-chloro-1,3-difluoropropene, 1-chloro-2,3-difluoropropene, 1-chloro-3,3-difluoropropene, 1,1,3-trifluoropropene, 1,1,2-trifluoropropene, 3,3,3-trifluoropropene, 1,2,3-trifluoropropene, 2,3,3-trifluoropropene, 1,3,3-trifluoropropene, 1,1-dichloropropene, 1,2-dichloropropene, 2,3-dichloropropene, 1,3-dichloropropene, 3,3-dichloropropene, 1,1-difluoropropene, 1,2-difluoropropene, 2,3-difluoropropene and 3,3-difluoropropene.

9. The process as claimed in claim 1 , wherein said stream A3 comprises said hydrohalocarbon B in a weight content of greater than 90% by weight on the basis of the total weight of said stream A3.

10. The process as claimed in claim 1 , wherein in said stream A3 the content of said at least one impurity C is less than 1% by weight.

11. The process as claimed in claim 1 , wherein said pressurized distillation device comprises an inlet enabling said pressurized distillation device to be fed with a stream sweeping said rotating packed bed countercurrently, wherein said sweeping stream comprises a solvent or inert gas.

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 Mar 1, 2022
From: DUBOIS, JEAN-LUC
To: ARKEMA FRANCE
Reel/Frame 059128/0984 →