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公开(公告)号：US11192837B2
公开(公告)日：2021-12-07
申请号：US16973518
申请日：2019-06-06
Applicant: ARKEMA FRANCE
Inventor： Bertrand Collier , Dominique Deur-Bert , Anne Pigamo , Audrey Riehl , Laurent Wendlinger
Abstract: A process for producing 2,3,3,3-tetrafluoropropene comprises i) in a first adiabatic reactor comprising a fixed bed composed of an inlet and an outlet, bringing hydrofluoric acid into contact, in the gas phase with at least one chlorinated compound in order to produce a stream A comprising 2-chloro-3,3,3-trifluoropropene, ii) in a second adiabatic reactor comprising a fixed bed composed of an inlet and an outlet, bringing the stream A into contact, in the gas phase in the presence of a catalyst, with hydrofluoric acid, to produce a stream B comprising 2,3,3,3-tetrafluoropropene. The temperature at the inlet of the fixed bed of one of said first or second reactors is between 300° C. and 400° C. The longitudinal temperature difference between the inlet and the outlet of the fixed bed of the reactor is less than 20° C.
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公开(公告)号：US11059767B2
公开(公告)日：2021-07-13
申请号：US16625816
申请日：2018-07-16
Applicant: Arkema France
Inventor： Bertrand Collier , Dominique Deur-Bert , Anne Pigamo , Laurent Wendlinger
IPC: C07C17/20 , C07C17/25 , B01J23/26 , B01J27/132 , C07C21/18
Abstract: The present invention relates to a process for the gas-phase production of 2,3,3,3-tetrafluoropropene, comprising the steps: i) providing a composition A comprising 2-chloro-3,3,3-trifluoropropene and/or 2,3-dichloro-1,1,1-trifluoropropane and/or 2-chloro-1,1,1,2-tetrafluoropropane or a composition B comprising 1,1,1,2,2-pentafluoropropane and/or 1,1,1,2,3-pentafluoropropane; ii) placing said composition A in contact with hydrofluoric acid in the presence of a catalytic composition comprising a chromium-based catalyst or placing said composition B in contact with a catalytic composition comprising a chromium-based catalyst to produce a composition C comprising 2,3,3,3-tetrafluoropropene, characterized in that step ii) is performed at a temperature of between 310° C. and 450° C. and in that the temperature of step ii) is controlled so as not to exceed 450° C.; and when said catalyst is deactivated, the temperature of step ii) is increased in increments from 0.5° C. to 20° C. on condition that the temperature does not exceed 450° C.
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13.发明授权公开(公告)号：US10899690B2
公开(公告)日：2021-01-26
申请号：US16063775
申请日：2016-12-14
Applicant: Arkema France
Inventor： Abdelatif Baba-Ahmed , Bertrand Collier , Dominique Deur-Bert , Laurent Wendlinger
IPC: C07C17/386 , C07C17/38 , C07C19/08 , C07C21/18 , C07C17/383 , C09K5/04
Abstract: The invention relates to a method for purifying 1,1,1,2,2-pentafluoropropane (245cb) using a first composition comprising 1,1,1,2,2-pentafluoropropane and at least one of the compounds selected from the group consisting of 1,1-difluoroethane (152a), 1,1,1,2-tetrafluoroethane (134a), trans-1,3,3,3-tetrafluoro-1-propene (1234ze-E), cis-1,3,3,3-tetrafluoro-1-propene (1234ze-Z), trans-1,2,3,3,3-pentafluoropropene (1225ye-E), cis-1,2,3,3,3-10 pentafluoropropene (1225ye-Z) and 3,3,3-trifluoropropene (1243zf), said method comprising the steps of: a) bringing said first composition into contact with at least one organic extraction agent in order to form a second composition; b) extractive distillation of said second composition in order to form i) a third composition comprising said organic extraction agent and said at least one of the compounds selected from the group consisting of 1,1-difluoroethane (152a), 1,1,1,2-tetrafluoroethane (134a), trans-1,3,3,3-tetrafluoro-1-propene (1234ze-E), cis-1,3,3,3-tetrafluoro-1-propene (1234ze-Z), trans-1,2,3,3,3-pentafluoropropene (1225ye-E), cis-1,2,3,3,3-pentafluoropropene (1225ye-Z) and 3,3,3-trifluoropropene (1243zf); and ii) a stream comprising the 1,1,1,2,2-pentafluoropropane; and c) recovery and separation of said third composition. The invention also relates to a method for producing 1234yf including the method for purifying 1,1,2,2-pentafluoropropane.
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公开(公告)号：US10899688B2
公开(公告)日：2021-01-26
申请号：US16063712
申请日：2016-12-14
Applicant: Arkema France
Inventor： Abdelatif Baba-Ahmed , Bertrand Collier , Dominique Deur-Bert , Laurent Wendlinger
IPC: C07C17/386 , C07C17/383 , C07C17/38 , C07C21/18 , C07C19/03 , C07C19/08 , C07C19/10 , C09K5/04
Abstract: The invention relates to a method for producing and purifying 2,3,3,3-tetrafluoro-1-propene using a first composition comprising 2,3,3,3-tetrafluoro-1-propene, 3,3,3-trifluoropropene (1243zf), and trans-1,3,3,3-tetrafluoro-1-propene (1234ze-E), said method comprising the steps of: (a) bringing said first composition into contact with at least one organic extraction agent in order to form a second composition; (b) extractive distillation of said second composition in order to form (i) a third composition comprising said organic extraction agent, 3,3,3-trifluoropropene (1243zf), and trans-1,3,3,3-tetrafluoro-1-propene (1234ze-E), and (ii) a stream comprising the 2,3,3,3-tetrafluoro-1-propene; and (c) recovery and separation of said third composition in order to form a stream comprising said organic extraction agent and a stream comprising 3,3,3-trifluoropropene (1243zf) and trans-1,3,3,3-tetra-fluoro-1-propene (1234ze-E).
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公开(公告)号：US10730813B2
公开(公告)日：2020-08-04
申请号：US16521031
申请日：2019-07-24
Applicant: Arkema France
Inventor： Bertrand Collier , Dominique Deur-Bert , Joaquin Lacambra , Laurent Wendlinger
Abstract: The invention relates to a process for producing 2,3,3,3-tetrafluoropropene performed using a starting composition, comprising the steps of placing the starting composition in contact with HF, in the presence of a catalyst, to produce a composition A comprising 2,3,3,3-tetrafluoropropene (1234yf), intermediate products B consisting of 2-chloro-3,3,3-trifluoropropene (1233xf), 1,1,1,2,2-pentafluoropropane (245cb), and side products C consisting of E-1-chloro-3,3,3-trifluoro-1-propene (1233zdE), trans-1,3,3,3-tetrafluoro-1-propene (1234zeE) and 1,1,1,3,3-pentafluoropropane (245fa); recovery of said composition A and purification thereof to form and recover a first stream comprising 2,3,3,3-tetrafluoropropene (1234yf) and one or more streams comprising 2-chloro-3,3,3-trifluoropropene (1233xf) and/or 1,1,1,2,2-pentafluoropropane (245cb); recycling into step a) of said one or more streams comprising 2-chloro-3,3,3-trifluoropropene (1233xf) and/or 1,1,1,1,2,2-pentafluoropropane (245cb).
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Patent Agency Ranking
公开(公告)号：US10343963B2
公开(公告)日：2019-07-09
申请号：US16102320
申请日：2018-08-13
Applicant: Arkema France
Inventor： Philippe Bonnet , Bertrand Collier , Dominque Deur-Bert , Laurent Wendlinger
Abstract: An azeotropic or quasi-azeotropic composition including hydrogen fluoride, E-3,3,3-trifluoro-1-chloropropene and optionally one or more (hydro)halogen-carbon compounds including between 1 and 3 carbon atoms. Also, a preferred azeotropic or quasi-azeotropic composition including hydrogen fluoride, E-3,3,3-trifluoro-1-chloropropene, and optionally one or more compounds selected from among 1,1,1,2,2-pentafluoropropane, 2,3,3,3-tetrafluoropropene, 3,3,3-trifluoropropene, 3,3,3-trifluoro-2-chloropropene, 1,3,3,3-tetrafluoropropene, trifluoropropyne, 1,1,1,3,3-pentafluoropropane, 1,1,1,3,3-pentafluoropropane, 1,1,1,3,3-pentafluoropropene, 1,1,1,2,3-pentafluoropropene and 2-chloro,1,1,1,2-tetrafluoropropane.
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公开(公告)号：US10266465B2
公开(公告)日：2019-04-23
申请号：US16029078
申请日：2018-07-06
Applicant: ARKEMA FRANCE
Inventor： Philippe Bonnet , Bertrand Collier , Dominque Deur-Bert , Laurent Wendlinger
Abstract: An azeotropic or quasi-azeotropic composition including hydrogen fluoride, 1,3,3,3-tetrafluoropropene and one or more (hydro)halogen-carbon compounds including between 1 and 3 carbon atoms. Also, a preferred azeotropic or quasi-azeotropic composition comprising hydrogen fluoride, 1,3,3,3-tetrafluoropropene, and one or more compounds selected from among 1,1,1,2,2-pentafluoropropane, 2,3,3,3-tetrafluoropropene, 3,3,3-trifluoropropene, 3,3,3-trifluoro-2-chloropropene, E-3,3,3-trifluoro-1-chloropropene, trifluoropropyne, 1,1,1,3,3-pentafluoropropane, 1,1,3,3-pentafluoropropane, 1,1,1,3,3-pentafluoropropene, 1,1,1,2,3-pentafluoropropene and 2-chloro, 1,1,1,2-tetrafluoropropane.
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公开(公告)号：US10053404B2
公开(公告)日：2018-08-21
申请号：US15095911
申请日：2016-04-11
Applicant: Arkema France
Inventor： Dominique Deur-Bert , Bertrand Collier , Laurent Wendlinger
IPC: C07C17/25 , C07C17/20 , C07C21/18 , C07C17/383 , C01B7/19 , B01J37/12 , B01J37/24 , B01J37/26 , B01J23/26 , B01J23/86 , B01J27/132 , C07C17/38
CPC classification number: C07C17/25 , B01J23/26 , B01J23/866 , B01J27/132 , B01J37/12 , B01J37/24 , B01J37/26 , C01B7/191 , C07C17/206 , C07C17/38 , C07C17/383 , C07C19/08 , C07C21/18
Abstract: The present invention provides a process for preparing 2,3,3,3-tetrafluoropropene from 1,1,1,2,3-pentachloropropane and/or 1,1,2,2,3-pentachloropropane, comprising the following steps: (a) catalytic reaction of 1,1,1,2,3-pentachloropropane and/or 1,1,2,2,3-pentachloropropane with HF into a reaction mixture comprising HCl, 2-chloro-3,3,3-trifluoropropene, 2,3,3,3-tetrafluoropropene, unreacted HF, and optionally 1,1,1,2,2-pentafluoropropane; (b) separating the reaction mixture into a first stream comprising HCl and 2,3,3,3-tetrafluoropropene and a second stream comprising HF, 2-chloro-3,3,3-trifluoropropene and optionally 1,1,1,2,2-pentafluoropropane; (c) catalytic reaction of the second stream into a reaction mixture comprising 2,3,3,3-tetrafluoropropene, HCl, unreacted 2-chloro-3,3,3-trifluoropropene, unreacted HF and optionally 1,1,1,2,2-pentafluoropropane and (d) feeding the reaction mixture of step (c) directly without separation to step (a).
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公开(公告)号：US09981891B2
公开(公告)日：2018-05-29
申请号：US15101733
申请日：2014-11-28
Applicant: ARKEMA FRANCE
Inventor： Philippe Bonnet , Bertrand Collier , Dominique Garrait , Pierre-Marie Sedat
IPC: C07C17/20
CPC classification number: C07C17/206 , C07B2200/09 , C07C17/21 , C07C17/383 , C07C19/12 , C07C21/18
Abstract: The present invention relates to the field of saturated fluorohydrocarbons. The subject matter thereof is more particularly the production of 1-chloro-2,2-difluoroethane from 1,1,2-trichloroethane and/or 1,2-dichloroethylene. A process for producing 1-chloro-2,2-difluoroethane from 1,1,2-trichloroethane and/or 1,2-dichloroethylene including (i) at least one step during which the 1,1,2-trichloroethane and/or the 1,2-dichloroethylene reacts or react with hydrofluoric acid in the gas phase, optionally in the presence of an oxidizing agent, in the presence or in the absence of a fluorination catalyst, to give a stream including 1-chloro-2,2-difluoroethane, hydrochloric acid, hydrofluoric acid and at least one C compound(s) chosen from 1-chloro-2-fluoroethylenes (cis and trans), 1,2-dichloro-2-fluoroethane and, optionally, unreacted 1,1,2-trichloroethane and/or 1,2-dichloroethylene.
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公开(公告)号：US09458071B2
公开(公告)日：2016-10-04
申请号：US14995493
申请日：2016-01-14
Applicant: Arkema France
Inventor： Dominique Deur-Bert , Bertrand Collier
CPC classification number: C07C17/42 , C01B7/195 , C07C17/20 , C07C17/206 , C07C17/25 , C07C17/35 , C07C17/38 , C07C17/383 , C07C21/18
Abstract: The present invention relates to a method for separating a composition containing 2,3,3,3-tetrafluoropropene and hydrofluoric acid, and for recovering the thus-separated 2,3,3,3-tetrafluoropropene and hydrofluoric acid. The invention also relates to a method for manufacturing and purifying 2,3,3,3-tetrafluoropropene using a hydrofluorination reaction of the saturated or unsaturated compound having three carbon atoms and including at least one chlorine atom in the presence of a fluorination catalyst.
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