Process for producing 1,1,1,4,4,4-hexafluorobut-2-ene
AssigneeThe Chemours Company Fc, LLC
InventorsSheng Peng, Allen Capron Sievert
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Abstract
A process for producing E-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. A process for producing Z-1,1,1,4,4,4-hexafluorobut-2-ene further comprises contacting E-1,1,1,4,4,4-hexafluoro-2-butene with chlorine in the presence of a catalyst to produce 2,3-dichloro-1,1,1,4,4,4-hexafluorobutane, followed by reaction 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.
Claims12
A process for producing E-1,1,1,4,4,4-hexafluorobut-2-ene comprising contacting 1,1,2,4,4-pentachlorobuta-1,3-diene with HF in the vapor phase in the presence of a fluorination catalyst to produce a product mixture comprising E-1,1,1,4,4,4-hexafluorobut-2-ene, wherein the process is performed at a temperature in the range of 275 to 375° C.
A process for producing E-1,1,1,4,4,4-hexafluorobut-2-ene comprising:
- (a) producing 1,1,2,4,4-pentachlorobuta-1,3-dieneby 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 presence of a fluorination catalyst to produce a product mixture comprising E-1,1,1,4,4,4-hexafluorobut-2-ene, wherein the process is a vapor phase process.
A process for producing E-1,1,1,4,4,4-hexafluorobut-2-ene 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 presence of a fluorination catalyst to produce a product mixture comprising E-1,1,1,4,4,4-hexafluorobut-2-ene, wherein the process is a vapor phase process.
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 presence of a fluorination catalyst to produce a product mixture comprising E-1,1,1,4,4,4-hexafluoro-2-butene, wherein the process is a vapor phase process;
- (c) contacting E-1, 1,1,4,4,4-hexafluoro-2-butene with a chlorine source to produce a product mixture comprising 2,3-dichloro-1,1,1,4,4,4-hexafluorobutane;
- (d) contacting 2,3-dichloro-1,1,1,4,4,4-hexafluorobutane with base to produce a product mixture comprising 1,1,1,4,4,4-hexafluoro-2-butyne;
- and
- (e) 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.
Dependencies are inferred from the claim text.