WO2011056874A2 - Metathesis catalysts and processes for use thereof - Google Patents

Metathesis catalysts and processes for use thereof Download PDF

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Publication number
WO2011056874A2
WO2011056874A2 PCT/US2010/055302 US2010055302W WO2011056874A2 WO 2011056874 A2 WO2011056874 A2 WO 2011056874A2 US 2010055302 W US2010055302 W US 2010055302W WO 2011056874 A2 WO2011056874 A2 WO 2011056874A2
Authority
WO
WIPO (PCT)
Prior art keywords
oil
fatty acid
alpha
catalyst
alkene
Prior art date
Application number
PCT/US2010/055302
Other languages
English (en)
French (fr)
Other versions
WO2011056874A3 (en
Inventor
Matthew W. Holtcamp
Matthew S. Bedoya
Catherine A. Faler
Caol P. Huff
John R. Hagadorn
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 CA2777176A priority Critical patent/CA2777176C/en
Priority to CN201080055402.1A priority patent/CN102655935B/zh
Priority to BR112012010894-8A priority patent/BR112012010894A2/pt
Priority to EP10829029.7A priority patent/EP2498908A4/en
Publication of WO2011056874A2 publication Critical patent/WO2011056874A2/en
Publication of WO2011056874A3 publication Critical patent/WO2011056874A3/en

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 System
    • C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic System 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
    • 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 System
    • C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic System compounds of the platinum group
    • C07F15/002—Osmium 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
    • 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
    • B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0261—Complexes comprising ligands with non-tetrahedral chirality
    • 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
    • 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
    • B01J2531/825—Osmium
    • 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
    • C07C2531/22—Organic complexes
PCT/US2010/055302 2009-11-09 2010-11-03 Metathesis catalysts and processes for use thereof WO2011056874A2 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
CA2777176A CA2777176C (en) 2009-11-09 2010-11-03 Metathesis catalysts and processes for use thereof
CN201080055402.1A CN102655935B (zh) 2009-11-09 2010-11-03 复分解催化剂及其使用方法
BR112012010894-8A BR112012010894A2 (pt) 2009-11-09 2010-11-03 "catalisadores de metátese e processos para uso dos mesmos"
EP10829029.7A EP2498908A4 (en) 2009-11-09 2010-11-03 METATHESIS CATALYSTS AND METHODS OF USE

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
US25925109P 2009-11-09 2009-11-09
US61/259,251 2009-11-09
US12/705,136 2010-02-12
US12/705,136 US8237003B2 (en) 2009-11-09 2010-02-12 Metathesis catalyst and process for use thereof
US31438810P 2010-03-16 2010-03-16
US61/314,388 2010-03-16

Publications (2)

Publication Number Publication Date
WO2011056874A2 true WO2011056874A2 (en) 2011-05-12
WO2011056874A3 WO2011056874A3 (en) 2011-10-06

Family

ID=46208932

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2010/055302 WO2011056874A2 (en) 2009-11-09 2010-11-03 Metathesis catalysts and processes for use thereof

Country Status (3)

Country Link
EP (1) EP2498908A4 (pt)
BR (1) BR112012010894A2 (pt)
WO (1) WO2011056874A2 (pt)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013079820A1 (fr) 2011-12-02 2013-06-06 IFP Energies Nouvelles Procede de metathese d'olefines lineaires alpha utilisant un complexe du ruthenium comportant un carbene n-heterocyclique dissymetrique
US9024034B2 (en) 2009-11-09 2015-05-05 Exxonmobil Chemical Patents Inc. Metathesis catalysts and processes for use thereof
WO2015114323A1 (en) * 2014-01-30 2015-08-06 University Court Of The University Of St Andrews Synthetic method
US9527877B2 (en) 2012-06-29 2016-12-27 Apeiron Synthesis S.A. Metal complexes, their application and methods of carrying out of metathesis reaction
GB2588875A (en) * 2021-01-25 2021-05-12 Nanjing University Of Technology Vegetable oil polyol with suspension chain removed and preparation method and application thereof
GB2589033A (en) * 2021-01-25 2021-05-19 Nanjing University Of Technology Vegetable oil polyol and preparation method and application thereof in polyurethane material

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6900347B2 (en) * 1998-09-01 2005-05-31 Tilliechem, Inc. Impurity inhibition in olefin metathesis reactions
AU777357B2 (en) * 1999-05-24 2004-10-14 California Institute Of Technology Imidazolidine-based metal carbene metathesis catalysts
US6939982B2 (en) * 2002-05-15 2005-09-06 The Trustees Of Boston College Recyclable chiral metathesis catalysts
WO2004062763A2 (en) * 2003-01-13 2004-07-29 Cargill, Incorporated Method for making industrial chemicals
EP1654062A1 (de) * 2003-08-11 2006-05-10 MERCK PATENT GmbH Immobilisierbare ruthenium-katalysatoren mit n-heterozyklischen carben-liganden
WO2007081987A2 (en) * 2006-01-10 2007-07-19 Elevance Renewable Sciences, Inc. Method of making hydrogenated metathesis products
CN101563315B (zh) * 2006-07-12 2013-08-14 埃莱文斯可更新科学公司 环烯烃与种子油等的开环交叉复分解反应
WO2008010961A2 (en) * 2006-07-13 2008-01-24 Elevance Renewable Sciences, Inc. Synthesis of terminal alkenes from internal alkenes and ethylene via olefin metathesis
WO2008048520A2 (en) * 2006-10-13 2008-04-24 Elevance Renewable Sciences, Inc. Methods of making organic compounds by metathesis and hydrocyanation
WO2009009597A1 (en) * 2007-07-09 2009-01-15 The Regents Of The University Of California Water soluble olefin metathesis
JP5619724B2 (ja) * 2008-04-09 2014-11-05 マテリア， インコーポレイテッド 置換された骨格を有するｎ−ヘテロ環状カルベンリガンドを有するルテニウムオレフィン複分解触媒
PL2151446T3 (pl) * 2008-08-01 2016-10-31 Sposób wytwarzania dwukleszczowych katalizatorów rutenowych będących zasadą Schiffa zawierających ligand typu salicylaldehydoiminowego

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
None
See also references of EP2498908A4

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9024034B2 (en) 2009-11-09 2015-05-05 Exxonmobil Chemical Patents Inc. Metathesis catalysts and processes for use thereof
WO2013079820A1 (fr) 2011-12-02 2013-06-06 IFP Energies Nouvelles Procede de metathese d'olefines lineaires alpha utilisant un complexe du ruthenium comportant un carbene n-heterocyclique dissymetrique
US9527877B2 (en) 2012-06-29 2016-12-27 Apeiron Synthesis S.A. Metal complexes, their application and methods of carrying out of metathesis reaction
WO2015114323A1 (en) * 2014-01-30 2015-08-06 University Court Of The University Of St Andrews Synthetic method
US9908826B2 (en) 2014-01-30 2018-03-06 University Court Of The University Of St Andrews Synthetic method
GB2588875A (en) * 2021-01-25 2021-05-12 Nanjing University Of Technology Vegetable oil polyol with suspension chain removed and preparation method and application thereof
GB2589033A (en) * 2021-01-25 2021-05-19 Nanjing University Of Technology Vegetable oil polyol and preparation method and application thereof in polyurethane material
GB2588875B (en) * 2021-01-25 2022-01-12 Nanjing University Of Technology Vegetable oil polyol with suspension chain removed and preparation method and application thereof
GB2589033B (en) * 2021-01-25 2022-01-12 Nanjing University Of Technology Vegetable oil polyol and preparation method and application thereof in polyurethane material

Also Published As

Publication number Publication date
BR112012010894A2 (pt) 2020-12-15
EP2498908A2 (en) 2012-09-19
EP2498908A4 (en) 2013-08-14
WO2011056874A3 (en) 2011-10-06

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