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公开(公告)号：US20240360055A1
公开(公告)日：2024-10-31
申请号：US18653386
申请日：2024-05-02
发明人： Xuehui Sun , Mario Joseph Nappa , Karl Krause
IPC分类号： C07C17/087 , B01J23/16 , B01J23/18 , B01J27/08 , C07C17/08 , C07C17/20 , C07C17/25 , C07C19/08 , C07C19/10
CPC分类号： C07C17/087 , B01J23/16 , B01J23/18 , B01J27/08 , C07C17/08 , C07C17/206 , C07C17/25 , C07C19/08 , C07C19/10 , C07C2527/12 , C07C2527/133
摘要： A method hydrofluorinates an olefin of the formula: RCX=CYZ to produce a hydrofluoroalkane of formula RCXFCHYZ or RCXHCFYZ, where X, Y, and Z are independently the same or different and are selected from the group consisting of H, F, Cl, Br, and C1-C6 alkyl which is partially or fully substituted with chloro or fluoro or bromo; and R is a C1-C6 alkyl which is unsubstituted or substituted with chloro or fluoro or bromo. The method includes reacting the olefin with HF in the vapor phase, in the presence of SbF5, at a temperature ranging from about −30° C. to about 65° C. and compositions formed by the process.
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公开(公告)号：US20220213009A1
公开(公告)日：2022-07-07
申请号：US17656340
申请日：2022-03-24
发明人： Xuehui SUN , Mario Joseph Nappa , Karl Krause
IPC分类号： C07C17/087 , C07C17/25 , C07C19/08 , C07C17/20 , C07C19/10
摘要： A method hydrofluorinates an olefin of the formula: RCX═CYZ to produce a hydrofluoroalkane of formula RCXFCHYZ or RCXHCFYZ, where X, Y, and Z are independently the same or different and are selected from the group consisting of H, F, Cl, Br, and C1-C6 alkyl which is partially or fully substituted with chloro or fluoro or bromo; and R is a C1-C6 alkyl which is unsubstituted or substituted with chloro or fluoro or bromo. The method includes reacting the olefin with HF in the vapor phase, in the presence of SbF5, at a temperature ranging from about −30° C. to about 65° C. and compositions formed by the process.
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公开(公告)号：US11840492B2
公开(公告)日：2023-12-12
申请号：US17812203
申请日：2022-07-13
发明人： Xuehui Sun , Karl Krause
摘要： A dehydrohalogenation product includes a hydrochlorofluorocarbon mixture of a fluoroolefin of formula RCX═CZQ and a halofluoroalkane of formula RCXYCZQT. R is a perfluorinated alkyl group and X, Z, and Q are independently H or halogen. One of Y and T is H and the other is Cl, Br, or I. About 80% or greater of the hydrochlorofluorocarbon mixture is the fluoroolefin. The dehydrohalogenation product also includes a caustic agent and a solvent. In some embodiments, the dehydrohalogenation product is free of any catalyst, including any phase transfer catalyst.
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公开(公告)号：US20220348524A1
公开(公告)日：2022-11-03
申请号：US17812203
申请日：2022-07-13
发明人： Xuehui SUN , Karl Krause
IPC分类号： C07C17/25
摘要： A dehydrohalogenation product includes a hydrochlorofluorocarbon mixture of a fluoroolefin of formula RCX═CZQ and a halofluoroalkane of formula RCXYCZQT. R is a perfluorinated alkyl group and X, Z, and Q are independently H or halogen. One of Y and T is H and the other is Cl, Br, or I. About 80% or greater of the hydrochlorofluorocarbon mixture is the fluoroolefin. The dehydrohalogenation product also includes a caustic agent and a solvent. In some embodiments, the dehydrohalogenation product is free of any catalyst, including any phase transfer catalyst.
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公开(公告)号：US12006274B2
公开(公告)日：2024-06-11
申请号：US18052391
申请日：2022-11-03
发明人： Xuehui Sun , Mario Joseph Nappa , Karl Krause
IPC分类号： C07C21/18 , B01J23/16 , B01J23/18 , B01J27/08 , C07C17/08 , C07C17/087 , C07C17/20 , C07C17/25 , C07C19/08 , C07C19/10
CPC分类号： C07C17/087 , B01J23/16 , B01J23/18 , B01J27/08 , C07C17/08 , C07C17/206 , C07C17/25 , C07C19/08 , C07C19/10 , C07C2527/12 , C07C2527/133 , C07C17/087 , C07C19/10 , C07C17/25 , C07C21/18 , C07C17/206 , C07C21/18 , C07C17/087 , C07C19/08
摘要： A method hydrofluorinates an olefin of the formula: RCX=CYZ to produce a hydrofluoroalkane of formula RCXFCHYZ or RCXHCFYZ, where X, Y, and Z are independently the same or different and are selected from the group consisting of H, F, Cl, Br, and C1-C6 alkyl which is partially or fully substituted with chloro or fluoro or bromo; and R is a C1-C6 alkyl which is unsubstituted or substituted with chloro or fluoro or bromo. The method includes reacting the olefin with HF in the vapor phase, in the presence of SbF5, at a temperature ranging from about −30° C. to about 65° C. and compositions formed by the process.
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公开(公告)号：US20240173700A1
公开(公告)日：2024-05-30
申请号：US18408062
申请日：2024-01-09
发明人： Xuehui Sun , Mario Joseph Nappa , Karl Krause
CPC分类号： B01J27/32 , B01J27/10 , C01G30/007
摘要： A method of chlorinating an antimony fluorohalide catalyst is disclosed. In one embodiment the method comprises contacting an antimony fluorohalide catalyst that contains one or more fluorines with a regenerating agent selected from 2-chloro-3,3,3-trifluoropropene (1233xf), 1,1,1,3-tetrachloropropane (250fb), 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb), and combinations of 1233xf, 250fb, and 244bb, under conditions effective to exchange at least one fluorine in the antimony fluorohalide catalyst with chlorine. The method can be used to regenerate spent antimony fluorohalide catalyst, for example regenerating SbCl5 from SbF5.
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公开(公告)号：US11008267B2
公开(公告)日：2021-05-18
申请号：US16423352
申请日：2019-05-28
发明人： Xuehui Sun , Mario Joseph Nappa , Karl Krause
IPC分类号： C07C19/08 , C07C19/10 , C07C17/087 , C07C17/20 , C07C17/25
摘要： The disclosure relates to a method for hydrofluorination of an olefin of the formula: RCX═CYZ to produce a hydrofluoroalkane of formula RCXFCHYZ or RCXHCFYZ, wherein X, Y, and Z are independently the same or different and are selected from the group consisting of H, F, Cl, Br, and C1-C6 alkyl which is partially or fully substituted with chloro or fluoro or bromo; and R is a C1-C6 alkyl which is unsubstituted or substituted with chloro or fluoro or bromo, comprising reacting the olefin with HF in the liquid-phase, in the presence of SbF5, at a temperature ranging from about −30° C. to about 65° C. and compositions formed by the process.
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公开(公告)号：US11904301B2
公开(公告)日：2024-02-20
申请号：US17273342
申请日：2019-09-06
发明人： Xuehui Sun , Mario Joseph Nappa , Karl Krause
CPC分类号： B01J27/32 , B01J27/10 , C01G30/007
摘要： A method of chlorinating a antimony fluorohalide catalyst is disclosed. In one embodiment the method comprises contacting an antimony fluorohalide catalyst that contains one or more fluorines with a regenerating agent chosen from 2-chloro-3,3,3-trifluoropropene (1233xf), 1,1,1,3-tetrachloropropane (250fb), 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) and combinations of 1233xf, 250fb, and 244bb, under conditions effective to exchange at least one fluorine in the antimony fluorohalide catalyst with chlorine. The method can be used to regenerate spent antimony fluorohalide catalyst, for example regenerating SbCl5 from SbF5.
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公开(公告)号：US11572326B2
公开(公告)日：2023-02-07
申请号：US17220427
申请日：2021-04-01
发明人： Xuehui Sun , Mario Joseph Nappa , Karl Krause
IPC分类号： C07C17/087 , C07C19/08 , C07C17/25 , C07C17/08 , B01J23/18 , B01J23/16 , C07C17/20 , C07C19/10
摘要： A method hydrofluorinates an olefin of the formula: RCX=CYZ to produce a hydrofluoroalkane of formula RCXFCHYZ or RCXHCFYZ, where X, Y, and Z are independently the same or different and are selected from the group consisting of H, F, Cl, Br, and C1-C6 alkyl which is partially or fully substituted with chloro or fluoro or bromo; and R is a C1-C6 alkyl which is unsubstituted or substituted with chloro or fluoro or bromo. The method includes reacting the olefin with HF in the vapor phase, in the presence of SbF5, at a temperature ranging from about −30° C. to about 65° C. and compositions formed by the process.
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公开(公告)号：US11440860B2
公开(公告)日：2022-09-13
申请号：US17155796
申请日：2021-01-22
发明人： Xuehui Sun , Karl Krause
摘要： A dehydrohalogenation product includes a hydrochlorofluorocarbon mixture of a fluoroolefin of formula RCX═CZQ and a halofluoroalkane of formula RCXYCZQT. R is a perfluorinated alkyl group and X, Z, and Q are independently H or halogen. One of Y and T is H and the other is Cl, Br, or I. About 80% or greater of the hydrochlorofluorocarbon mixture is the fluoroolefin. The dehydrohalogenation product also includes a caustic agent and a solvent. In some embodiments, the dehydrohalogenation product is free of any catalyst, including any phase transfer catalyst.
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