ATE494065T1 - Unter verwendung eines thermisch aktivierten n- heterocyclischen carbenvorläufers gebildete hochaktive metallcarbenmetathesekatalysatoren - Google Patents
Unter verwendung eines thermisch aktivierten n- heterocyclischen carbenvorläufers gebildete hochaktive metallcarbenmetathesekatalysatorenInfo
- Publication number
- ATE494065T1 ATE494065T1 AT02736516T AT02736516T ATE494065T1 AT E494065 T1 ATE494065 T1 AT E494065T1 AT 02736516 T AT02736516 T AT 02736516T AT 02736516 T AT02736516 T AT 02736516T AT E494065 T1 ATE494065 T1 AT E494065T1
- Authority
- AT
- Austria
- Prior art keywords
- carbene
- active metal
- highly active
- thermally activated
- metathesis catalysts
- Prior art date
Links
- HZVOZRGWRWCICA-UHFFFAOYSA-N methanediyl Chemical compound [CH2] HZVOZRGWRWCICA-UHFFFAOYSA-N 0.000 title abstract 5
- 239000003054 catalyst Substances 0.000 title abstract 2
- ADLVDYMTBOSDFE-UHFFFAOYSA-N 5-chloro-6-nitroisoindole-1,3-dione Chemical class C1=C(Cl)C([N+](=O)[O-])=CC2=C1C(=O)NC2=O ADLVDYMTBOSDFE-UHFFFAOYSA-N 0.000 title 1
- 239000002184 metal Substances 0.000 title 1
- 238000005649 metathesis reaction Methods 0.000 title 1
- 239000002243 precursor Substances 0.000 title 1
- WRYCSMQKUKOKBP-UHFFFAOYSA-N Imidazolidine Chemical compound C1CNCN1 WRYCSMQKUKOKBP-UHFFFAOYSA-N 0.000 abstract 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 abstract 2
- 238000004519 manufacturing process Methods 0.000 abstract 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 abstract 1
- 150000001336 alkenes Chemical class 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 abstract 1
- 239000003446 ligand Substances 0.000 abstract 1
- 150000002736 metal compounds Chemical class 0.000 abstract 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract 1
- 229910052762 osmium Inorganic materials 0.000 abstract 1
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- 229910052707 ruthenium Inorganic materials 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
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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
- 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)
-
- 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
- B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
-
- 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
- B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
- B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
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- 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
- 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
- C07C6/06—Metathesis reactions at an unsaturated carbon-to-carbon bond at a carbon-to-carbon double bond at a cyclic 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 Table
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/002—Osmium compounds
-
- 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
- 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
- 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
- B01J23/38—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
- B01J23/466—Osmium
-
- 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
-
- 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
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US27831101P | 2001-03-23 | 2001-03-23 | |
| US28868001P | 2001-05-03 | 2001-05-03 | |
| US36077502P | 2002-03-01 | 2002-03-01 | |
| PCT/US2002/009273 WO2002076613A1 (en) | 2001-03-23 | 2002-03-25 | High activity metal carbene metathesis catalysts generated using a thermally activated n-heterocyclic carbene precursor |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE494065T1 true ATE494065T1 (de) | 2011-01-15 |
Family
ID=30003738
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT02736516T ATE494065T1 (de) | 2001-03-23 | 2002-03-25 | Unter verwendung eines thermisch aktivierten n- heterocyclischen carbenvorläufers gebildete hochaktive metallcarbenmetathesekatalysatoren |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP1372844B1 (de) |
| JP (1) | JP4402354B2 (de) |
| CN (1) | CN1265881C (de) |
| AT (1) | ATE494065T1 (de) |
| CA (1) | CA2441500C (de) |
| DE (1) | DE60238829D1 (de) |
| DK (1) | DK1372844T3 (de) |
| MX (1) | MXPA03008644A (de) |
| WO (1) | WO2002076613A1 (de) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10137051A1 (de) * | 2001-07-31 | 2003-02-20 | Bayer Ag | Neue Übergangsmetall-Komplexe und deren Einsatz in Übergangsmetall-katalysierten Reaktionen |
| AU2003258013A1 (en) * | 2002-08-01 | 2004-02-23 | California Institute Of Technology | Synthesis of macrocyclic polymers by ring insertion polymerization of cyclic olefin monomers |
| US7390579B2 (en) | 2003-11-25 | 2008-06-24 | Magnequench, Inc. | Coating formulation and application of organic passivation layer onto iron-based rare earth powders |
| DE102007039526A1 (de) * | 2007-08-21 | 2009-02-26 | Lanxess Deutschland Gmbh | Katalysator-Systeme und deren Verwendung für Metathese-Reaktionen |
| EP2276745A4 (de) * | 2008-04-09 | 2013-02-27 | Materia Inc | N-heterocyclische carbenliganden mit substituiertem skelett tragende ruthenium-olefinmetathese-katalysatoren |
| JP5493628B2 (ja) | 2008-10-08 | 2014-05-14 | 住友化学株式会社 | α−ヒドロキシケトン化合物の製造方法 |
| KR20180077335A (ko) * | 2010-01-08 | 2018-07-06 | 엘켐 실리콘즈 프랑스 에스에이에스 | 용액 형태의 카르벤의 제조 방법, 특히 상기 방법을 이용하여 수득되는 신규한 안정적 형태의 카르벤, 및 촉매작용에 있어서의 그의 용도 |
| CN102153557B (zh) * | 2011-01-21 | 2013-03-20 | 中国科学院上海有机化学研究所 | 具有乙二胺骨架的多手性中心氮杂环卡宾前体盐、合成方法及用途 |
| EP2644636A1 (de) * | 2012-03-26 | 2013-10-02 | Basf Se | Verfahren zur herstellung von polyetherpolyolen |
| EP2644635A1 (de) * | 2012-03-26 | 2013-10-02 | Basf Se | Verfahren zur organokatalytischen ringöffnenden Polymerisation |
| BR112015019868B1 (pt) * | 2013-02-27 | 2020-06-09 | Materia Inc | composição de polimerização de metátese de abertura de anel (romp) e métodos para a produção de um artigo |
| CN105452325B (zh) * | 2013-06-24 | 2017-12-08 | 马特里亚公司 | 隔热材料 |
| EP2933274A1 (de) * | 2014-04-16 | 2015-10-21 | Evonik Degussa GmbH | Verfahren zur Herstellung von Polymeren mittels ringöffnender Polymerisation |
| CN103965402B (zh) * | 2014-05-21 | 2016-06-01 | 中国科学院长春应用化学研究所 | 一种环烯烃共聚物及其制备方法 |
| US9932315B2 (en) | 2014-08-08 | 2018-04-03 | Massachusetts Institute Of Technology | Persistent carbene adducts and related methods |
| WO2017053690A1 (en) | 2015-09-24 | 2017-03-30 | Materia, Inc. | Metal carbene olefin metathesis catalysts |
| TWI848199B (zh) * | 2020-01-02 | 2024-07-11 | 日商住友電木股份有限公司 | 作為光學材料之保存期限延長的本體聚合型多環烯烴組成物 |
| WO2022098537A1 (en) * | 2020-11-03 | 2022-05-12 | Cesaroni Aerospace Incorporated | Ammunition cartridge cases |
| CN112547126B (zh) * | 2020-12-21 | 2023-03-21 | 上海中化科技有限公司 | 钌卡宾化合物、其组合物、制备方法及应用 |
| US12545438B2 (en) | 2021-02-19 | 2026-02-10 | Cesaroni Aerospace Incorporated | Rocket motor |
| CN115957592B (zh) * | 2021-10-13 | 2024-11-29 | 中国石油化工股份有限公司 | 脱碱精制剂及其制备方法和在干气脱碱性杂质中的应用 |
| CN117599815B (zh) * | 2023-11-27 | 2025-11-25 | 天津利安隆新材料股份有限公司 | 固体酸催化剂及4,4′-亚丁基双（6-特丁基间甲酚）抗氧剂的制备方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4447066A1 (de) * | 1994-12-29 | 1996-07-04 | Hoechst Ag | Heterocyclische Carbene enthaltende Metallkomplexverbindungen |
| DE19610908A1 (de) * | 1996-03-20 | 1997-09-25 | Hoechst Ag | Verfahren zur Herstellung heterocyclischer Carbene |
| US6107420A (en) * | 1998-07-31 | 2000-08-22 | California Institute Of Technology | Thermally initiated polymerization of olefins using Ruthenium or osmium vinylidene complexes |
| DE60004817T2 (de) * | 1999-05-24 | 2004-07-08 | California Institute Of Technology, Pasadena | Imidazolidin enthaltende metallcarben-katalysatoren für die metathese |
| AU2002307089A1 (en) * | 2001-04-02 | 2002-10-15 | California Institute Of Technology | One-pot synthesis of group 8 transition metal carbene complexes useful as olefin metathesis catalysts |
-
2002
- 2002-03-25 DK DK02736516.2T patent/DK1372844T3/da active
- 2002-03-25 JP JP2002575118A patent/JP4402354B2/ja not_active Expired - Fee Related
- 2002-03-25 CN CNB028104609A patent/CN1265881C/zh not_active Expired - Fee Related
- 2002-03-25 DE DE60238829T patent/DE60238829D1/de not_active Expired - Lifetime
- 2002-03-25 MX MXPA03008644A patent/MXPA03008644A/es active IP Right Grant
- 2002-03-25 EP EP02736516A patent/EP1372844B1/de not_active Expired - Lifetime
- 2002-03-25 CA CA2441500A patent/CA2441500C/en not_active Expired - Fee Related
- 2002-03-25 WO PCT/US2002/009273 patent/WO2002076613A1/en not_active Ceased
- 2002-03-25 AT AT02736516T patent/ATE494065T1/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DK1372844T3 (da) | 2011-04-18 |
| EP1372844B1 (de) | 2011-01-05 |
| JP2004530540A (ja) | 2004-10-07 |
| MXPA03008644A (es) | 2006-03-09 |
| CA2441500C (en) | 2016-05-17 |
| CA2441500A1 (en) | 2002-10-03 |
| EP1372844A1 (de) | 2004-01-02 |
| JP4402354B2 (ja) | 2010-01-20 |
| DE60238829D1 (de) | 2011-02-17 |
| CN1511064A (zh) | 2004-07-07 |
| CN1265881C (zh) | 2006-07-26 |
| WO2002076613A1 (en) | 2002-10-03 |
| EP1372844A4 (de) | 2005-10-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| RER | Ceased as to paragraph 5 lit. 3 law introducing patent treaties |