Processes for producing z-1,1,1,4,4,4-hexafluorobut-2-ene and intermediates for producing same
AssigneeThe Chemours Company Fc, LLC
InventorsSHENG PENG, ALLEN CAPRON SIEVERT
Life of this patent
Estimating the term…
Abstract
A process for producing Z-1,1,1,4,4,4-hexafluorobut-2-ene comprises contacting 1,1,2,4,4-pentachlorobuta-1,3-diene with hydrogen fluoride in the vapor phase in the presence of a fluorination catalyst comprising a metal halide to produce E- and Z-1,1,1,4,4,4-hexafluoro-2-chloro-2-butene. A process for producing Z-1,1,1,4,4,4-hexafluorobut-2-ene further comprises contacting E- and Z-1,1,1,4,4,4-hexafluoro-2-chloro-2-butene with base to produce 1,1,1,4,4,4-hexafluoro-2-butyne, and subsequently hydrogenating hexafluoro-2-butyne to produce Z-1,1,1,4,4,4-hexafluoro-2-butene.
Claims20
A process for producing a product mixture comprising E- and Z-1,1,1,4,4,4-hexafluoro-2-chloro-2-butene comprising contacting 1,1,2,4,4-pentachlorobuta-1,3-diene with HF in the vapor phase in the presence of a chlorine source and a fluorination catalyst and to produce a product mixture comprising E- and Z-1,1,1,4,4,4-hexafluoro-2-chloro-2-butene.
A process for producing a product mixture comprising E- and Z-1,1,1,4,4,4-hexafluoro-2-chloro-2-butene comprising:
- (a) producing 1,1,2,4,4-pentachlorobuta-1,3-diene by contacting trichloroethylene with a dimerization catalyst to produce a product mixture comprising 1,1,2,4,4-pentachlorobuta-1,3-diene;
- and
- (b) contacting 1,1,2,4,4-pentachlorobuta-1,3-diene with HF in the vapor phase in the presence of a fluorination catalyst comprising a metal halide to produce a product mixture comprising E- and Z-1,1,1,4,4,4-hexafluoro-2-chloro-2-butene.
A process for producing a product mixture comprising E- and Z-1,1,1,4,4,4-hexafluoro-2-chloro-2-butene comprising:
- (a) producing 1,1,2,4,4-pentachlorobuta-1,3-diene by contacting trichloroethylene with a dimerization catalyst and pentachloroethane to produce a product mixture comprising 1,1,2,4,4-pentachlorobuta-1,3-diene;
- and
- (b) contacting 1,1,2,4,4-pentachlorobuta-1,3-diene with HF in the vapor phase in the presence of a fluorination catalyst comprising a metal halide to produce a product mixture comprising E- and Z-1,1,1,4,4,4-hexafluoro-2-chloro-2-butene.
(canceled)
(canceled)
A process to produce Z-1,1,1,4,4,4-hexafluorobut-2-ene, comprising:
- (a) contacting trichloroethylene with a dimerization catalyst to produce a product mixture comprising 1,1,2,4,4-pentachlorobuta-1,3-diene;
- (b) contacting 1,1,2,4,4-pentachlorobuta-1,3-diene with HF in the vapor phase in the presence of a fluorination catalyst comprising a metal halide to produce a product mixture comprising E- and Z-1,1,1,4,4,4-hexafluoro-2-chloro-2-butene;
- (c) contacting E- and/or Z-1,1,1,4,4,4-hexafluoro-2-chloro-2-butene with base to produce a product mixture comprising 1,1,1,4,4,4-hexafluoro-2-butyne;
- and
- (d) contacting 1,1,1,4,4,4-hexafluoro-2-butyne with H2 to produce a product mixture comprising Z-1,1,1,4,4,4-hexafluorobut-2-ene.
The process of 15 further comprising recovering 1,1,2,4,4-pentachlorobuta-1,3-diene from the product mixture of step (a).
Dependencies are inferred from the claim text.