Publication number: 20220194881
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.
Type:
Application
Filed:
April 3, 2020
Publication date:
June 23, 2022
Applicant:
THE CHEMOURS COMPANY FC, LLC
Inventors:
SHENG PENG, ALLEN CAPRON SIEVERT
Publication number: 20220194879
Abstract: Processes for producing Z-1,1,1,4,4,4-hexafluorobut-2-ene and intermediates for producing same. A process for producing 2-chloro-1,1,1,4,4,4-hexafluorobutane comprises contacting 1,1,2,4,4-pentachlorobuta-1,3-diene with HF in the liquid phase in the presence of a fluorination catalyst. A process for producing 2,2-dichloro-1,1,1,4,4,4-hexafluorobutane comprises contacting 2-chloro-1,1,1,4,4,4-hexafluorobutane with a chlorine source. A process for producing 1,1,1,4,4,4-hexafluoro-2-butyne comprises contacting 2,2-dichloro-1,1,1,4,4,4-hexafluorobutane with a base. A process for producing Z-1,1,1,4,4,4-hexafluorobut-2-ene comprises contacting 1,1,1,4,4,4-hexafluoro-2-butyne with hydrogen.
Type:
Application
Filed:
April 3, 2020
Publication date:
June 23, 2022
Applicant:
THE CHEMOURS COMPANY FC, LLC
Inventors:
SHENG PENG, ALLEN CAPRON SIEVERT
Publication number: 20220185749
Abstract: A method of producing a fluoroolefin includes contacting a compound of formula (1), RfCH?CHF, with a fluorinated ethylene compound of formula (2), CX1X2?CX3X4 in the presence of a Lewis acid catalyst. In the compound of formula (1), Rf is a C1-C10 perfluorinated alkyl group. In the compound of formula (2), X1, X2, X3, and X4 are each independently H, Cl, or F and at least one of X1, X2, X3, and X4 is F. The resulting composition comprises a compound of formula (3), RfCF3(CX5X6CX7X8)nCH?CHCX9X10CX11X12F. In the compound of formula (3), X5, X6, X7, X8, X9, X10, X11, and X12 are each independently H, Cl, or F, n is an integer of 0 or 1, and the total number of each of H, Cl, and F corresponds to the total number of each of H, Cl, and F provided by the fluorinated ethylene compound of formula (2).
Type:
Application
Filed:
April 17, 2020
Publication date:
June 16, 2022
Applicant:
THE CHEMOURS COMPANY FC, LLC
Inventors:
VIACHESLAV A PETROV, ROBERT DANIEL LOUSENBERG
Publication number: 20220162141
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.
Type:
Application
Filed:
April 3, 2020
Publication date:
May 26, 2022
Applicant:
THE CHEMOURS COMPANY FC, LLC
Inventors:
SHENG PENG, ALLEN CAPRON SIEVERT
Patent number: 11312890
Abstract: Disclosed are compositions comprising HCFC-243db, HCFO-1233xf, HCFC-244db and/or HFO-1234yf and at least one additional compound. For the composition comprising 1234yf, the additional compound is selected from the group consisting of HFO-1234ze, HFO-1243zf, HCFC-243db, HCFC-244db, HFC-245cb, HFC-245fa, HCFO-1233xf, HCFO-1233zd, HCFC-253fb, HCFC-234ab, HCFC-243fa, ethylene, HFC-23, CFC-13, HFC-143a, HFC-152a, HFC-236fa, HCO-1130, HCO-1130a, HFO-1336, HCFC-133a, HCFC-254fb, CHF?CHCl, HFO-1141, HCFO-1242zf, HCFO-1223xd, HCFC-233ab, HCFC-226ba, and HFC-227ca. Compositions comprising HCFC-243db, HCFO-1233xf, and/or HCFC-244db are useful in processes to make HFO-1234yf. Compositions comprising HFO-1234yf are useful, among other uses, as heat transfer compositions for use in refrigeration, air-conditioning and heat pump systems.
Type:
Grant
Filed:
April 19, 2021
Date of Patent:
April 26, 2022
Assignee:
THE CHEMOURS COMPANY FC, LLC
Inventors:
Barry Asher Mahler, Mario Joseph Nappa