EP2533899A4 - Metathesis catalyst and process for use thereof - Google Patents

Metathesis catalyst and process for use thereof

Info

Publication number
EP2533899A4
EP2533899A4 EP10845952.0A EP10845952A EP2533899A4 EP 2533899 A4 EP2533899 A4 EP 2533899A4 EP 10845952 A EP10845952 A EP 10845952A EP 2533899 A4 EP2533899 A4 EP 2533899A4
Authority
EP
European Patent Office
Prior art keywords
metathesis catalyst
metathesis
catalyst
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.)
Withdrawn
Application number
EP10845952.0A
Other languages
German (de)
French (fr)
Other versions
EP2533899A2 (en
Inventor
Matthew W Holtcamp
Catherine A Faler
Caol P Huff
Matthew S Bedoya
John R Hagadorn
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.)
ExxonMobil Chemical Patents Inc
Original Assignee
ExxonMobil Chemical Patents Inc
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 US12/705,136 external-priority patent/US8237003B2/en
Application filed by ExxonMobil Chemical Patents Inc filed Critical ExxonMobil Chemical Patents Inc
Priority to EP10845952.0A priority Critical patent/EP2533899A4/en
Publication of EP2533899A2 publication Critical patent/EP2533899A2/en
Publication of EP2533899A4 publication Critical patent/EP2533899A4/en
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
    • C07F15/0046—Ruthenium compounds
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
    • B01J31/2208—Oxygen, e.g. acetylacetonates
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • B01J31/2265—Carbenes or carbynes, i.e.(image)
    • B01J31/2269—Heterocyclic carbenes
    • B01J31/2273—Heterocyclic carbenes with only nitrogen as heteroatomic ring members, e.g. 1,3-diarylimidazoline-2-ylidenes
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • B01J31/2265—Carbenes or carbynes, i.e.(image)
    • B01J31/2278—Complexes comprising two carbene ligands differing from each other, e.g. Grubbs second generation catalysts
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
    • C07C6/02—Metathesis reactions at an unsaturated carbon-to-carbon bond
    • C07C6/04—Metathesis reactions at an unsaturated carbon-to-carbon bond at a carbon-to-carbon double bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/03—Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
    • 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
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/50—Redistribution or isomerisation reactions of C-C, C=C or C-C triple bonds
    • B01J2231/54—Metathesis reactions, e.g. olefin metathesis
    • B01J2231/543—Metathesis reactions, e.g. olefin metathesis alkene metathesis
    • 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
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82—Metals of the platinum group
    • B01J2531/821—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
    • B01J2540/00—Compositional aspects of coordination complexes or ligands in catalyst systems
    • B01J2540/20—Non-coordinating groups comprising halogens
    • B01J2540/22—Non-coordinating groups comprising halogens comprising fluorine, e.g. trifluoroacetate
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
    • B01J31/2208—Oxygen, e.g. acetylacetonates
    • B01J31/2226—Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
    • B01J31/2252—Sulfonate ligands
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • C07C2531/24—Phosphines
    • 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
    • Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E50/00—Technologies for the production of fuel of non-fossil origin
    • Y02E50/10—Biofuels, e.g. bio-diesel

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Inorganic Chemistry (AREA)
  • Materials Engineering (AREA)
  • General Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
EP10845952.0A 2010-02-12 2010-12-09 Metathesis catalyst and process for use thereof Withdrawn EP2533899A4 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP10845952.0A EP2533899A4 (en) 2010-02-12 2010-12-09 Metathesis catalyst and process for use thereof

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US12/705,136 US8237003B2 (en) 2009-11-09 2010-02-12 Metathesis catalyst and process for use thereof
EP10159428 2010-04-08
PCT/US2010/059703 WO2011100022A2 (en) 2010-02-12 2010-12-09 Metathesis catalyst and process for use thereof
EP10845952.0A EP2533899A4 (en) 2010-02-12 2010-12-09 Metathesis catalyst and process for use thereof

Publications (2)

Publication Number Publication Date
EP2533899A2 EP2533899A2 (en) 2012-12-19
EP2533899A4 true EP2533899A4 (en) 2013-08-07

Family

ID=42260291

Family Applications (1)

Application Number Title Priority Date Filing Date
EP10845952.0A Withdrawn EP2533899A4 (en) 2010-02-12 2010-12-09 Metathesis catalyst and process for use thereof

Country Status (5)

Country Link
EP (1) EP2533899A4 (en)
CN (1) CN102781583B (en)
BR (1) BR112012020146A2 (en)
CA (1) CA2785897C (en)
WO (1) WO2011100022A2 (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104394987A (en) * 2012-06-28 2015-03-04 埃克森美孚化学专利公司 Metathesis catalyst and process for use thereof
CN103936793B (en) 2013-01-10 2017-02-08 光明创新（武汉）有限公司 Catalyst containing carbene ligand, its preparation method and its application in double decomposition reaction
WO2015157736A1 (en) 2014-04-10 2015-10-15 California Institute Of Technology Reactions in the presence of ruthenium complexes
WO2016000242A1 (en) 2014-07-03 2016-01-07 Guang Ming Innovation Company (Wuhan) Group 8 transition metal catalysts and method for making same and process for use of same in metathesis reaction
EP3219778A1 (en) * 2016-03-15 2017-09-20 Umicore AG & Co. KG Biofuel and method for preparation by isomerizing metathesis
FI128954B (en) 2019-09-26 2021-03-31 Neste Oyj Renewable base oil production engaging metathesis
FI128952B (en) 2019-09-26 2021-03-31 Neste Oyj Renewable alkene production engaging metathesis
FI130917B1 (en) * 2019-12-20 2024-05-28 Neste Oyj Flexible production plant system and method

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002076920A1 (en) * 2001-03-26 2002-10-03 Dow Global Technologies Inc. Metathesis of unsaturated fatty acid esters or unsaturated fatty acids with lower olefins
US20100022789A1 (en) * 2008-07-25 2010-01-28 Rhodia Operations Catalytic compositions for the metathesis of unsaturated fatty bodies with olefins and metathesis methods using catalytic compositions

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4545941A (en) * 1983-06-20 1985-10-08 A. E. Staley Manufacturing Company Co-metathesis of triglycerides and ethylene
WO2004112951A2 (en) * 2003-06-19 2004-12-29 University Of New Orleans Research & Technology Foundation, Inc. Preparation of ruthenium-based olefin metathesis catalysts
GB0428172D0 (en) * 2004-12-23 2005-01-26 Ici Plc Olefin metathesis polymerisation
AU2007263808B2 (en) * 2006-06-30 2012-04-19 F. Hoffmann-La Roche Ag New ruthenium complexes as catalysts for metathesis reactions
DE102006040569A1 (en) * 2006-08-30 2008-03-06 Lanxess Deutschland Gmbh Process for the metathesis degradation of nitrile rubbers
DE102006043704A1 (en) * 2006-09-18 2008-03-27 Umicore Ag & Co. Kg New metathesis catalysts
WO2008064223A1 (en) * 2006-11-21 2008-05-29 California Institute Of Technology Olefin metathesis initiators bearing thiazol-2-ylidene ligands
DE102007039526A1 (en) * 2007-08-21 2009-02-26 Lanxess Deutschland Gmbh Catalyst systems and their use for metathesis reactions

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002076920A1 (en) * 2001-03-26 2002-10-03 Dow Global Technologies Inc. Metathesis of unsaturated fatty acid esters or unsaturated fatty acids with lower olefins
US20100022789A1 (en) * 2008-07-25 2010-01-28 Rhodia Operations Catalytic compositions for the metathesis of unsaturated fatty bodies with olefins and metathesis methods using catalytic compositions

Non-Patent Citations (6)

* Cited by examiner, † Cited by third party
Title
ANZHELIKA KABRO ET AL: "New ruthenium metathesis catalysts with chelating indenylidene ligands: synthesis, characterization and reactivity", DALTON TRANSACTIONS, vol. 41, no. 13, 1 January 2012 (2012-01-01), pages 3695, XP055068296, ISSN: 1477-9226, DOI: 10.1039/c2dt12271e *
ANZHELIKA KABRO ET AL: "Ruthenium-Indenylidene Olefin Metathesis Catalyst with Enhanced Thermal Stability", CHEMISTRY - A EUROPEAN JOURNAL, vol. 16, no. 40, 13 September 2010 (2010-09-13), pages 12255 - 12261, XP055068213, ISSN: 0947-6539, DOI: 10.1002/chem.201001659 *
BOEDA F ET AL: "Ruthenium-indenylidene complexes: powerful tools for metathesis transformations", CHEMICAL COMMUNICATIONS - CHEMCOM; [6015D], ROYAL SOCIETY OF CHEMISTRY, GB, vol. 2008, no. 24, 20 May 2008 (2008-05-20), pages 2726 - 2740, XP002546337, ISSN: 1359-7345, DOI: 10.1039/B718287B *
LEONEL R. JIMENEZ ET AL: "A Most Convenient and Atom-Economic Preparation of a Highly Active Ring-Closing Metathesis Catalyst", ORGANOMETALLICS, vol. 29, no. 16, 22 July 2010 (2010-07-22), pages 3471 - 3473, XP055068809, ISSN: 0276-7333, DOI: 10.1021/om1005929 *
RYBAK ET AL: "Metathesis a versatile tool in olechemistry", EUR. J. LIPID SCI. TECHNOL, WEINHEIM, vol. 110, 21 May 2008 (2008-05-21), pages 797 - 804, XP002588473 *
See also references of WO2011100022A2 *

Also Published As

Publication number Publication date
BR112012020146A2 (en) 2020-08-18
CA2785897A1 (en) 2011-08-18
EP2533899A2 (en) 2012-12-19
CN102781583A (en) 2012-11-14
CN102781583B (en) 2015-07-22
CA2785897C (en) 2014-01-28
WO2011100022A3 (en) 2011-11-17
WO2011100022A2 (en) 2011-08-18

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