CA2999864A1 - Metal carbene olefin metathesis catalysts - Google Patents

Metal carbene olefin metathesis catalysts Download PDF

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Publication number
CA2999864A1
CA2999864A1 CA2999864A CA2999864A CA2999864A1 CA 2999864 A1 CA2999864 A1 CA 2999864A1 CA 2999864 A CA2999864 A CA 2999864A CA 2999864 A CA2999864 A CA 2999864A CA 2999864 A1 CA2999864 A1 CA 2999864A1
Authority
CA
Canada
Prior art keywords
substituted
trans
phenyl
alkyl
aryl
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.)
Abandoned
Application number
CA2999864A
Other languages
English (en)
French (fr)
Inventor
Michael A. Giardello
Mark S. Trimmer
Li-Sheng Wang
Noah H. Duffy
Adam M. Johns
Nicholas J. Rodak
Bryan A. Fiamengo
John H. Phillips
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.)
Umicore AG and Co KG
Original Assignee
Materia 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
Application filed by Materia Inc filed Critical Materia Inc
Publication of CA2999864A1 publication Critical patent/CA2999864A1/en
Abandoned legal-status Critical Current

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Classifications

    • 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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G61/02—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes
    • C08G61/04—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms
    • C08G61/06—Macromolecular 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
    • C08G61/08—Macromolecular 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L65/00—Compositions of macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain; Compositions of derivatives of such polymers
    • 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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/33—Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain
    • C08G2261/332—Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain containing only carbon atoms
    • C08G2261/3324—Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain containing only carbon atoms derived from norbornene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/33—Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain
    • C08G2261/332—Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain containing only carbon atoms
    • C08G2261/3325—Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain containing only carbon atoms derived from other polycyclic systems
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/40—Polymerisation processes
    • C08G2261/41—Organometallic coupling reactions
    • C08G2261/418—Ring opening metathesis polymerisation [ROMP]

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
  • Catalysts (AREA)
  • Polymerization Catalysts (AREA)
CA2999864A 2015-09-24 2016-09-23 Metal carbene olefin metathesis catalysts Abandoned CA2999864A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201562222989P 2015-09-24 2015-09-24
US62/222,989 2015-09-24
PCT/US2016/053288 WO2017053690A1 (en) 2015-09-24 2016-09-23 Metal carbene olefin metathesis catalysts

Publications (1)

Publication Number Publication Date
CA2999864A1 true CA2999864A1 (en) 2017-03-30

Family

ID=58387388

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2999864A Abandoned CA2999864A1 (en) 2015-09-24 2016-09-23 Metal carbene olefin metathesis catalysts

Country Status (10)

Country Link
US (1) US10501488B2 (enExample)
EP (1) EP3353187B1 (enExample)
JP (2) JP7013370B2 (enExample)
KR (1) KR20180059489A (enExample)
CN (2) CN113307830A (enExample)
BR (1) BR112018005823A2 (enExample)
CA (1) CA2999864A1 (enExample)
MX (1) MX2018003639A (enExample)
PL (1) PL3353187T3 (enExample)
WO (1) WO2017053690A1 (enExample)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2999864A1 (en) * 2015-09-24 2017-03-30 Materia, Inc. Metal carbene olefin metathesis catalysts
KR102670566B1 (ko) * 2019-01-18 2024-05-31 광주과학기술원 루테늄 착화합물, 이의 제조를 위한 리간드 및 이의 용도
WO2020214399A2 (en) * 2019-03-28 2020-10-22 University Of Florida Research Foundation, Inc. High temperature bulk metathesis polymerization
WO2022204490A1 (en) * 2021-03-25 2022-09-29 Sigma-Aldrich Co. Llc Novel ferrocene-based unsymmetrical ligands bearing bulky di(adamantly)phosphino motif and their metal catalysts
JP7880605B2 (ja) * 2022-04-22 2026-06-26 株式会社創和工技 ジシクロペンタジエン系樹脂含有成形体及びその製造方法
CN115819724B (zh) * 2022-12-27 2026-05-15 上海中化科技有限公司 环氧-环烯烃树脂组合物、热固性树脂材料及其制备方法
WO2026090602A1 (en) * 2024-10-25 2026-04-30 Materia, Inc. Pigmented resin and catalyst compositions

Family Cites Families (31)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4899005A (en) 1987-11-19 1990-02-06 The B. F. Goodrich Company Method for preparing cycloolefin copolymers with improved heat stability
US5204427A (en) 1989-11-01 1993-04-20 Nippon Zeon Co., Ltd. Method of making ring-opened polynorbornene polymers using pot life extending agents
TW350851B (en) 1995-01-31 1999-01-21 Ciba Sc Holding Ag Polymerizable composition and process for the preparation of network polymer
US5728785A (en) 1995-07-07 1998-03-17 California Institute Of Technology Romp polymerization in the presence of peroxide crosslinking agents to form high-density crosslinked polymers
US5939504A (en) 1995-12-07 1999-08-17 Advanced Polymer Technologies Method for extending the pot life of an olefin metathesis polymerization reaction
JP2001513795A (ja) * 1997-03-06 2001-09-04 チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド 新しい触媒
DE19815275B4 (de) 1998-04-06 2009-06-25 Evonik Degussa Gmbh Alkylidenkomplexe des Rutheniums mit N-heterozyklischen Carbenliganden und deren Verwendung als hochaktive, selektive Katalysatoren für die Olefin-Metathese
JP5066656B2 (ja) 1998-09-10 2012-11-07 ユニバーシティ・オブ・ニュー・オーリンズ・リサーチ・アンド・テクノロジー・ファウンデーション・インコーポレーテッド カルベンリガンドを持った触媒錯体
DE19902439A1 (de) 1999-01-22 2000-08-03 Aventis Res & Tech Gmbh & Co Homo- und heterobimetallische Alkylidenkomplexe des Rutheniums mit N-heterocyclischen Carbenliganden und deren Anwendung als hochaktive, selektive Katalysatoren für die Olefin-Metathese
US6409875B1 (en) 1999-02-05 2002-06-25 Materia, Inc. Metathesis-active adhesion agents and methods for enhancing polymer adhesion to surfaces
US7329758B1 (en) 1999-05-24 2008-02-12 California Institute Of Technology Imidazolidine-based metal carbene metathesis catalysts
US6436476B1 (en) 2000-02-14 2002-08-20 Owens Corning Fiberglas Technology, Inc. Polyolefin fiber-reinforced composites using a fiber coating composition compatible with romp catalysts
DK1372844T3 (da) 2001-03-23 2011-04-18 California Inst Of Techn Højaktive metalcarbenmetatesekatalysatorer, der er fremstillet ved anvendelse af et termisk aktiveret n-heterocyklisk carbenforstadium
US6838489B2 (en) 2001-03-23 2005-01-04 Cymetech, Llc High activity metal carbene metathesis catalysts generated using a thermally activated N-heterocyclic carbene precursor
WO2003020775A1 (en) 2001-08-29 2003-03-13 California Institute Of Technology Ring-opening metathesis polymerization of bridged bicyclic and polycyclic olefins containing two or more heteroatoms
BR0312883A (pt) 2002-07-23 2005-06-14 Ppg Ind Ohio Inc Composição de encolagem para fibras de vidro, cordão de fibras de vidro e composto de poliolefinas
AU2005228434A1 (en) * 2004-03-29 2005-10-13 California Institute Of Technology Latent, high-activity olefin metathesis catalysts containing an N-heterocyclic carbene ligand
DE102006008520A1 (de) 2006-02-22 2007-08-23 Lanxess Deutschland Gmbh Neue Katalysator-Systeme und deren Verwendung für Metathese-Reaktionen
CN101594937B (zh) * 2006-11-21 2014-04-30 加州理工学院 含有亚噻唑-2-基配体的烯烃复分解反应引发剂
US8642824B2 (en) 2007-08-09 2014-02-04 Elevance Renewable Sciences, Inc. Chemical methods for treating a metathesis feedstock
EP2147721A1 (de) 2008-07-08 2010-01-27 Lanxess Deutschland GmbH Katalysator-Systeme und deren Verwendung für Metathese-Reaktionen
GB201004732D0 (en) 2010-03-22 2010-05-05 Univ Aberdeen Ruthenium complexes for use in olefin metathesis
KR101835170B1 (ko) * 2011-01-14 2018-03-06 캘리포니아 인스티튜트 오브 테크놀로지 Z-선택적 올레핀 복분해 촉매 및 이들의 합성 절차
US10457597B2 (en) 2011-06-17 2019-10-29 Materia, Inc. Adhesion promoters and gel-modifiers for olefin metathesis compositions
GB201116719D0 (en) 2011-09-28 2011-11-09 Univ St Andrews Ruthenium polymerisation catalysts
EP2639219B1 (en) * 2012-03-14 2016-08-10 Umicore AG & Co. KG Ruthenium-based metathesis catalysts and precursors for their preparation
US9728235B2 (en) * 2012-07-17 2017-08-08 SK Hynix Inc. Semiconductor device and semiconductor memory device
WO2014134333A1 (en) * 2013-02-27 2014-09-04 Materia, Inc. Metal carbene olefin metathesis two catalyst composition
CN104371044B (zh) * 2013-12-19 2016-09-21 上海克琴化工科技有限公司 一种钌金属催化剂的制备及其在开环易位聚合反应中的应用
US10633484B2 (en) * 2014-01-10 2020-04-28 Materia, Inc. Method and composition for improving adhesion of metathesis compositions to substrates
CA2999864A1 (en) * 2015-09-24 2017-03-30 Materia, Inc. Metal carbene olefin metathesis catalysts

Also Published As

Publication number Publication date
CN113307830A (zh) 2021-08-27
JP7810545B2 (ja) 2026-02-03
BR112018005823A2 (en) 2018-10-16
JP2018537546A (ja) 2018-12-20
EP3353187B1 (en) 2021-07-21
PL3353187T3 (pl) 2021-11-22
KR20180059489A (ko) 2018-06-04
EP3353187A1 (en) 2018-08-01
CN108779134A (zh) 2018-11-09
US10501488B2 (en) 2019-12-10
JP7013370B2 (ja) 2022-01-31
WO2017053690A1 (en) 2017-03-30
EP3353187A4 (en) 2019-05-01
CN108779134B (zh) 2023-10-03
US20180265532A1 (en) 2018-09-20
MX2018003639A (es) 2019-04-25
JP2022010098A (ja) 2022-01-14

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Legal Events

Date Code Title Description
FZDE Discontinued

Effective date: 20220323