DE129474T1 - Katalysator fuer die metathese von olefinen. - Google Patents

Katalysator fuer die metathese von olefinen.

Info

Publication number
DE129474T1
DE129474T1 DE198484401213T DE84401213T DE129474T1 DE 129474 T1 DE129474 T1 DE 129474T1 DE 198484401213 T DE198484401213 T DE 198484401213T DE 84401213 T DE84401213 T DE 84401213T DE 129474 T1 DE129474 T1 DE 129474T1
Authority
DE
Germany
Prior art keywords
olefins
halogen
tungsten
group
combination
Prior art date
Legal status (The legal status 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 status listed.)
Pending
Application number
DE198484401213T
Other languages
English (en)
Inventor
Marie Maurice Jean Basset
Michel F-69100 Villeurbanne Leconte
Jean F-64260 Arudy Ollivier
Francoise F-69004 Lyon Quignard
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Societe National Elf Aquitaine
Original Assignee
Societe National Elf Aquitaine
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
Priority claimed from FR8309876A external-priority patent/FR2547513B1/fr
Priority claimed from FR8409001A external-priority patent/FR2565505B2/fr
Application filed by Societe National Elf Aquitaine filed Critical Societe National Elf Aquitaine
Publication of DE129474T1 publication Critical patent/DE129474T1/de
Pending legal-status Critical Current

Links

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0201Oxygen-containing compounds
    • B01J31/0211Oxygen-containing compounds with a metal-oxygen link
    • B01J31/0214Aryloxylates, e.g. phenolates
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/12Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
    • B01J31/122Metal aryl or alkyl compounds
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/12Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
    • B01J31/14Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron
    • B01J31/143Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron of aluminium
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C6/00Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
    • C07C6/02Metathesis reactions at an unsaturated carbon-to-carbon bond
    • C07C6/04Metathesis reactions at an unsaturated carbon-to-carbon bond at a carbon-to-carbon double bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/475Preparation of carboxylic acid esters by splitting of carbon-to-carbon bonds and redistribution, e.g. disproportionation or migration of groups between different molecules
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G61/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G61/02Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes
    • C08G61/04Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms
    • C08G61/06Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms prepared by ring-opening of carbocyclic compounds
    • C08G61/08Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms prepared by ring-opening of carbocyclic compounds of carbocyclic compounds containing one or more carbon-to-carbon double bonds in the ring
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/50Redistribution or isomerisation reactions of C-C, C=C or C-C triple bonds
    • B01J2231/54Metathesis reactions, e.g. olefin metathesis
    • B01J2231/543Metathesis reactions, e.g. olefin metathesis alkene metathesis
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/60Complexes comprising metals of Group VI (VIA or VIB) as the central metal
    • B01J2531/66Tungsten
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22Organic complexes
    • B01J31/2204Organic complexes the ligands containing oxygen or sulfur as complexing atoms
    • B01J31/2208Oxygen, e.g. acetylacetonates
    • B01J31/2226Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/26Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
    • B01J31/34Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24 of chromium, molybdenum or tungsten
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • C07C2531/12Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • C07C2531/12Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
    • C07C2531/14Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Claims (12)

  1. Deutsche übersetzung der Ansprüche der veröffentlichten Anmeldung
    Katalysator zur Umlagerung von Olefinen, der eine Kombination von Wolfram mit Halogenatomen und Phenoxygruppen, die Substituenten tragen können, umfasst, dadurch gekennzeichnet, dass die Kombination von Wolfram der Formel
    -O-
    X4W
    entspricht, worin X ein Halogen ist, R eine elektronegative Gruppe oder Atom ist und η eine ganze Zahl von 1 bis 5 ist.
  2. 2. Katalysator nach Anspruch 1, in dem X die Bedeutung von Cl oder Br hat, R ein Halogen ist, insbesondere Cl oder Br, dadurch gekennzeichnet, dass η mindestens 2 ist.
  3. 3. Katalysator nach Anspruch 1 oder 2, dadurch gekennzeichnet, dass er mehrere verschiedene Halogene R aufweist.
  4. 4. Katalysator nach einem der Ansprüche 1 bis 3, dadurch gekennzeichnet, dass die Phenoxygruppe ein Halogenatom in der 2-Stellung und eines in der 6-Stellung, bezogen auf den Kohlenstoff der Oxygruppe, trägt.
  5. 5. Katalysator nach Anspruch 1, dadurch gekennzeichnet, dass die elektronegative Gruppe -NO_, -SO H oder -CN ist
  6. 6. Verfahren zur Umlagerung von Olefinen, bei dem das oder die Olefine im Kontakt mit einem Katalysatorsystem gehalten werden, das eine Kombination von Wolfram mit Halogenatomen und Phenoxygruppen, die Substituenten tragen, und ein organisches Aluminium-, Zinnoder Blei-Derivat umfaßt, dadurch gekennzeichnet, dass diese Kombination 4 Halogenatome und 2 Phenoxygruppen, substituiert mit einer oder mehreren elektronegativen Gruppen oder Atomen, gebunden an ein 1^ Wolframatom, umfasst.
  7. 7. Verfahren nach Anspruch 6, bei dem die Verbindung von W assoziiert ist mit einer Organoaluminiumverbindung R Al, RAlX , R AlX oder/und R Al X , worin R ein Alkyl
    1^ mit C1 bis C. ist und X Chlor oder Brom ist, dadurch I b
    gekennzeichnet, dass das Atomverhältnis Al/W vorzugsweise 4 bis 86 beträgt, zur Umlagerung von Olefinen ohne funktioneile Gruppen.
    2^
  8. 8. Verfahren nach Anspruch 6, dadurch gekennzeichnet, dass die Verbindung von W assoziiert ist mit einer Organozinn-IV-Verbindung SnR' , worin R" ein Alkyl mit C bis C . ist, zur Umlagerung von Olefinen, die funktionelle Gruppen tragen.
  9. 9. Verfahren nach Anspruch 6, dadurch gekennzeichnet, dass das organische Bleiderivat der Formel PbR'X,. . oder
    m (4-m)
    Pb„R'X. ■ . entspricht, worin R eine Kohlenwasserstoff-2 m (6-m) c
    gruppe ist, X ein Halogen ist und m eine Zahl von 2 bis 4 für die erste und von 2 bis 6 für die zweite dieser Formeln ist.
  10. 10. Verfahren nach Anspruch 9, dadurch gekennzeichnet, dass R' ein Alkyl mit C. bis CiO ist.
  11. 11. Verfahren nach Anspruch 9, dadurch gekennzeichnet, dass
    R1 ein Alkyl mit C1 bis C1, und (4-m) oder (6-m) = 0 ist.
    I b
  12. 12. Neues chemisches Produkt, gebildet aus einer Kombination von Wolfram mit Chlor und einer substituierten Phenoxygruppe, gekennzeichnet durch die Formel
DE198484401213T 1983-06-15 1984-06-14 Katalysator fuer die metathese von olefinen. Pending DE129474T1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR8309876A FR2547513B1 (fr) 1983-06-15 1983-06-15 Catalyseur perfectionne pour la metathese d'olefines
FR8409001A FR2565505B2 (fr) 1984-06-08 1984-06-08 Catalyseur perfectionne pour la metathese d'olefines

Publications (1)

Publication Number Publication Date
DE129474T1 true DE129474T1 (de) 1985-08-29

Family

ID=26223481

Family Applications (2)

Application Number Title Priority Date Filing Date
DE198484401213T Pending DE129474T1 (de) 1983-06-15 1984-06-14 Katalysator fuer die metathese von olefinen.
DE8484401213T Expired DE3460103D1 (en) 1983-06-15 1984-06-14 Catalyst for olefin methathesis

Family Applications After (1)

Application Number Title Priority Date Filing Date
DE8484401213T Expired DE3460103D1 (en) 1983-06-15 1984-06-14 Catalyst for olefin methathesis

Country Status (4)

Country Link
US (2) US4550216A (de)
EP (1) EP0129474B1 (de)
CA (1) CA1215380A (de)
DE (2) DE129474T1 (de)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3542319C2 (de) * 1984-11-30 1994-02-24 Agency Ind Science Techn Polyethinylacetylenderivate und Verfahren zu deren Herstellung
FR2577216B1 (fr) * 1985-02-12 1987-09-11 Elf Aquitaine Perfectionnement a la metathese d'olefines avec un catalyseur a base d'un complexe de tungstene
GB8526539D0 (en) * 1985-10-28 1985-12-04 Shell Int Research Bulk polymerization of dicyclopentadiene
FR2603041B1 (fr) * 1986-08-22 1988-12-02 Elf Aquitaine Polymerisation d'hydrocarbures insatures avec une periode d'induction
FR2612422B1 (fr) * 1987-03-20 1993-06-11 Elf Aquitaine Systemes catalytiques perfectionnes a duree de vie et de conservation prolongees pour la metathese d'olefines
GB8822911D0 (en) * 1988-09-29 1988-11-02 Shell Int Research Polymerization of norbornene derivatives & catalytic system suitable for use therein
US4943396A (en) * 1988-09-22 1990-07-24 Shell Oil Company Process for preparing linear alpha, omega difunctional molecules
US4943397A (en) * 1988-09-22 1990-07-24 Shell Oil Company Metathesis of functional olefins
US4981931A (en) * 1989-02-24 1991-01-01 Hercules Incoporated Discrete tungsten complexes as oxygen and water resistant DCPD polymerization catalysts
US5142006A (en) * 1990-01-29 1992-08-25 Shell Oil Company Polymerization of cyclic olefins
US5082909A (en) * 1990-10-12 1992-01-21 Hercules Incorporated Pure tungsten oxyphenolate complexes as DCPD polymerization catalysts
FI88588C (fi) * 1991-07-30 1993-06-10 Neste Oy Katalysator foer metatesreaktioner av olefiner, foerfarande foer framstaellning av denna samt ifraogavarande metatesreaktion
US5198511A (en) * 1991-12-20 1993-03-30 Minnesota Mining And Manufacturing Company Polymerizable compositions containing olefin metathesis catalysts and cocatalysts, and methods of use therefor
WO1994023836A1 (en) * 1993-04-08 1994-10-27 E.I. Du Pont De Nemours And Company Catalyst composition and process for the production of unsaturated diesters
FR2715328B1 (fr) * 1994-01-26 1996-04-12 Inst Francais Du Petrole Composition catalytique et procédé pour la disproportion des oléfines.
US5516953A (en) * 1994-03-08 1996-05-14 E. I. Du Pont De Nemours And Company Process for the preparation of optically active cycloolefins
US8735640B2 (en) * 2009-10-12 2014-05-27 Elevance Renewable Sciences, Inc. Methods of refining and producing fuel and specialty chemicals from natural oil feedstocks
CA2822796C (en) * 2010-12-29 2016-05-31 Uop Llc Olefin metathesis process and catalyst containing tungsten fluorine bonds
WO2017087710A2 (en) 2015-11-18 2017-05-26 Provivi, Inc. Production of fatty olefin derivatives via olefin metathesis
CN110603240B (zh) 2017-02-17 2022-11-15 普罗维维公司 通过烯烃复分解合成信息素和相关物质
CN112867740A (zh) * 2018-09-20 2021-05-28 埃克森美孚化学专利公司 用于聚合环烯烃的易位催化剂体系

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US4469809A (en) * 1982-01-25 1984-09-04 Hercules Incorporated Method for making a dicyclopentadiene thermoset polymer
GB1208068A (en) * 1968-03-05 1970-10-07 British Petroleum Co Disproportionation of olefins
GB1266339A (de) * 1968-11-06 1972-03-08
US3691095A (en) * 1970-09-16 1972-09-12 Exxon Research Engineering Co Catalyst for olefin reactions
GB1372852A (en) * 1971-03-22 1974-11-06 Ici Ltd Disproportionation of olefins and initiators therefor
NL7205003A (de) * 1972-04-14 1973-10-16
US4010217A (en) * 1972-06-30 1977-03-01 Phillips Petroleum Company Olefin conversion
DE2334604A1 (de) * 1973-07-07 1975-01-30 Bayer Ag Polymerisation von cycloocten
DE2357193A1 (de) * 1973-11-16 1975-05-28 Bayer Ag Katalysatoren und ihre verwendung
US4038471A (en) * 1976-10-29 1977-07-26 The Goodyear Tire & Rubber Company Method for preparing high-cis polyalkenamers
US4172932A (en) * 1977-09-07 1979-10-30 The Goodyear Tire & Rubber Company Process for the preparation of polymers of cyclopentene or copolymers of cyclopentene with unsaturated alicyclic compounds
US4247417A (en) * 1979-07-11 1981-01-27 Phillips Petroleum Company Catalyst for olefin disproportionation
US4248738A (en) * 1979-07-20 1981-02-03 Phillips Petroleum Company Olefin disproportionation catalyst
US4423275A (en) * 1982-09-17 1983-12-27 Ethyl Corporation Olefin conversion

Also Published As

Publication number Publication date
US4639429A (en) 1987-01-27
CA1215380A (fr) 1986-12-16
EP0129474A1 (de) 1984-12-27
DE3460103D1 (en) 1986-05-28
EP0129474B1 (de) 1986-04-23
US4550216A (en) 1985-10-29

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