MX394632B - Proceso integrado para la produccion de z-1,1,1,4,4,4-hexafluoro-2-buteno. - Google Patents

Proceso integrado para la produccion de z-1,1,1,4,4,4-hexafluoro-2-buteno.

Info

Publication number
MX394632B
MX394632B MX2016010265A MX2016010265A MX394632B MX 394632 B MX394632 B MX 394632B MX 2016010265 A MX2016010265 A MX 2016010265A MX 2016010265 A MX2016010265 A MX 2016010265A MX 394632 B MX394632 B MX 394632B
Authority
MX
Mexico
Prior art keywords
hexafluoro
catalyst
carbon
produce
butene
Prior art date
Application number
MX2016010265A
Other languages
English (en)
Other versions
MX2016010265A (es
Inventor
Donald J Toton
Ivan Sergeyvich Baldychev
Mario Joseph Nappa
Patricia Cheung
Sheng Peng
Stephan M Brandstadter
Original Assignee
Chemours Co Fc Llc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Chemours Co Fc Llc filed Critical Chemours Co Fc Llc
Publication of MX2016010265A publication Critical patent/MX2016010265A/es
Publication of MX394632B publication Critical patent/MX394632B/es

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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
    • B01J21/18—Carbon
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C21/00—Acyclic unsaturated compounds containing halogen atoms
    • C07C21/02—Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds
    • C07C21/18—Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds containing fluorine
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/46—Ruthenium, rhodium, osmium or iridium
    • B01J23/462—Ruthenium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/89—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals
    • B01J23/8926—Copper and noble metals
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00—Catalysts, in general, characterised by their form or physical properties
    • B01J35/30—Catalysts, in general, characterised by their form or physical properties characterised by their physical properties
    • B01J35/391—Physical properties of the active metal ingredient
    • B01J35/394—Metal dispersion value, e.g. percentage or fraction
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/23—Preparation of halogenated hydrocarbons by dehalogenation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/25—Preparation of halogenated hydrocarbons by splitting-off hydrogen halides from halogenated hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
    • C07C17/272—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions
    • C07C17/278—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions of only halogenated hydrocarbons
    • C07C17/281—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions of only halogenated hydrocarbons of only one compound
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/35—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction
    • C07C17/354—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction by hydrogenation
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K5/00—Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
    • C09K5/02—Materials undergoing a change of physical state when used
    • C09K5/04—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa
    • C09K5/041—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems
    • C09K5/044—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems comprising halogenated compounds
    • C09K5/045—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems comprising halogenated compounds containing only fluorine as halogen
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2205/00—Aspects relating to compounds used in compression type refrigeration systems
    • C09K2205/10—Components
    • C09K2205/12—Hydrocarbons
    • C09K2205/126—Unsaturated fluorinated hydrocarbons
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/10—Process efficiency
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/582—Recycling of unreacted starting or intermediate materials

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Combustion & Propulsion (AREA)
  • Physics & Mathematics (AREA)
  • Thermal Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)
  • Dispersion Chemistry (AREA)
  • Inorganic Compounds Of Heavy Metals (AREA)

Abstract

Se describe un proceso para la preparación de cis-1,1,1,4,4,4-hexafluoro-2-buteno; el proceso comprende poner 1,1,1-trifluorotricloroetano en contacto con hidrógeno en presencia de un catalizador que comprende rutenio para producir una mezcla de productos que comprende 1316mxx, recuperar el 1316mxx como una mezcla de isómeros Z y E, poner el 1316mxx en contacto con hidrógeno, en presencia de un catalizador seleccionado del grupo que consiste en cobre sobre carbono, níquel sobre carbono, cobre y níquel sobre carbono y cobre y paladio sobre carbono, para producir una segunda mezcla de productos, que comprende E- o Z-CFC-1326mxz, y someter la segunda mezcla de productos a una etapa de separación para proporcionar E- o Z-1326mxz. El isómero E o Z-1326mxz puede someterse a deshidrocloración en una solución acuosa básica con un hidróxido de metal alcalino en presencia de un catalizador de transferencia de fase para producir hexafluoro-2-butino, que, después, puede hidrogenarse selectivamente para producir Z-1,1,1,4,4,4-hexafluoro-2-buteno con el uso de catalizador de Lindlar, o un catalizador de paladio que comprende, además, un elemento de lantánido o plata.
MX2016010265A 2014-02-07 2015-02-06 Proceso integrado para la produccion de z-1,1,1,4,4,4-hexafluoro-2-buteno. MX394632B (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US201461937109P 2014-02-07 2014-02-07
PCT/US2015/014783 WO2015120250A1 (en) 2014-02-07 2015-02-06 Integrated process for the production of z-1,1,1,4,4,4-hexafluoro-2-butene

Publications (2)

Publication Number Publication Date
MX2016010265A MX2016010265A (es) 2017-02-09
MX394632B true MX394632B (es) 2025-03-24

Family

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Family Applications (1)

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MX2016010265A MX394632B (es) 2014-02-07 2015-02-06 Proceso integrado para la produccion de z-1,1,1,4,4,4-hexafluoro-2-buteno.

Country Status (8)

Country Link
US (4) US9758452B2 (es)
EP (1) EP3102556B1 (es)
JP (4) JP6570078B2 (es)
KR (6) KR102350419B1 (es)
CN (4) CN111018657B (es)
ES (1) ES2943357T3 (es)
MX (1) MX394632B (es)
WO (1) WO2015120250A1 (es)

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KR20230031374A (ko) 2023-03-07
US10227276B2 (en) 2019-03-12
JP6570078B2 (ja) 2019-09-04
US20170369403A1 (en) 2017-12-28
US20180362421A1 (en) 2018-12-20
KR102350419B1 (ko) 2022-01-14
KR20240167093A (ko) 2024-11-26
WO2015120250A1 (en) 2015-08-13
US9758452B2 (en) 2017-09-12
KR20210104182A (ko) 2021-08-24
KR102660930B1 (ko) 2024-04-26
KR20160119114A (ko) 2016-10-12
JP2019206569A (ja) 2019-12-05
CN111018659A (zh) 2020-04-17
MX2016010265A (es) 2017-02-09
ES2943357T3 (es) 2023-06-12
JP6811807B2 (ja) 2021-01-13
US20160347694A1 (en) 2016-12-01
CN111018657B (zh) 2023-03-10
JP6851430B2 (ja) 2021-03-31
KR20210104183A (ko) 2021-08-24
JP2019189627A (ja) 2019-10-31
US10654777B2 (en) 2020-05-19
EP3102556A1 (en) 2016-12-14
KR20230031375A (ko) 2023-03-07
US10099976B2 (en) 2018-10-16
JP2019189628A (ja) 2019-10-31
JP2017515789A (ja) 2017-06-15
CN111018658A (zh) 2020-04-17
CN111018657A (zh) 2020-04-17
EP3102556B1 (en) 2023-03-29
CN106536462B (zh) 2019-10-18
JP6888879B2 (ja) 2021-06-16
CN106536462A (zh) 2017-03-22
US20190248719A1 (en) 2019-08-15

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