KR100580420B1 - 지지된 비스(인) 리간드를 사용한 올레핀의히드로포름일화 반응 - Google Patents

지지된 비스(인) 리간드를 사용한 올레핀의히드로포름일화 반응 Download PDF

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KR100580420B1
KR100580420B1 KR1020007013379A KR20007013379A KR100580420B1 KR 100580420 B1 KR100580420 B1 KR 100580420B1 KR 1020007013379 A KR1020007013379 A KR 1020007013379A KR 20007013379 A KR20007013379 A KR 20007013379A KR 100580420 B1 KR100580420 B1 KR 100580420B1
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supported
aryl
alkyl
mmol
aryloxy
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KR20010043883A (ko
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에밀리오 이. 부넬
패트릭 마이클 버크
조 더글라스 드류라이너
레오 어니스트 맨저
케네쓰 진 모로이
맹크슈 왕
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이 아이 듀폰 디 네모아 앤드 캄파니
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/42—Introducing metal atoms or metal-containing groups
    • 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
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/06—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/165—Polymer immobilised coordination complexes, e.g. organometallic complexes
    • B01J31/1658—Polymer immobilised coordination complexes, e.g. organometallic complexes immobilised by covalent linkages, i.e. pendant complexes with optional linking groups, e.g. on Wang or Merrifield resins
    • 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
    • B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • B01J31/1845—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing phosphorus
    • B01J31/185—Phosphites ((RO)3P), their isomeric phosphonates (R(RO)2P=O) and RO-substitution derivatives thereof
    • 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
    • B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • B01J31/1845—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing phosphorus
    • B01J31/1875—Phosphinites (R2P(OR), their isomeric phosphine oxides (R3P=O) and RO-substitution derivatives thereof)
    • 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
    • B01J31/2442—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems
    • B01J31/2447—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems and phosphine-P atoms as substituents on a ring of the condensed system or on a further attached ring
    • B01J31/2452—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems and phosphine-P atoms as substituents on a ring of the condensed system or on a further attached ring with more than one complexing phosphine-P atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00—Preparation of carboxylic acid nitriles
    • C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/49—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide
    • C07C45/50—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide by oxo-reactions
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C07C51/373—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of functional groups containing oxygen only in doubly bound form
    • 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
    • C07C67/343—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 by increase in the number of carbon atoms
    • C07C67/347—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 by increase in the number of carbon atoms by addition to unsaturated carbon-to-carbon bonds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/40—Introducing phosphorus atoms or phosphorus-containing groups
    • 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
    • B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
    • B01J2231/32—Addition reactions to C=C or C-C triple bonds
    • B01J2231/321—Hydroformylation, metalformylation, carbonylation or hydroaminomethylation
    • 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
    • B01J2531/0266—Axially chiral or atropisomeric ligands, e.g. bulky biaryls such as donor-substituted binaphthalenes, e.g. "BINAP" or "BINOL"
    • 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
    • B01J2531/822—Rhodium

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Inorganic Chemistry (AREA)
  • Materials Engineering (AREA)
  • Medicinal Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
KR1020007013379A 1998-05-29 1999-05-26 지지된 비스(인) 리간드를 사용한 올레핀의히드로포름일화 반응 Expired - Fee Related KR100580420B1 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US8715198P 1998-05-29 1998-05-29
US60/087,151 1998-05-29

Publications (2)

Publication Number Publication Date
KR20010043883A KR20010043883A (ko) 2001-05-25
KR100580420B1 true KR100580420B1 (ko) 2006-05-16

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KR1020007013379A Expired - Fee Related KR100580420B1 (ko) 1998-05-29 1999-05-26 지지된 비스(인) 리간드를 사용한 올레핀의히드로포름일화 반응

Country Status (13)

Country Link
US (2) US6229052B1 (https=)
EP (1) EP1082285B1 (https=)
JP (1) JP4309057B2 (https=)
KR (1) KR100580420B1 (https=)
AT (1) ATE271532T1 (https=)
BR (1) BR9911205A (https=)
CA (1) CA2330153A1 (https=)
DE (1) DE69918828T2 (https=)
ES (1) ES2224669T3 (https=)
ID (1) ID26775A (https=)
MY (1) MY121451A (https=)
TW (1) TWI253448B (https=)
WO (1) WO1999062855A1 (https=)

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US6420611B1 (en) * 1999-09-20 2002-07-16 E. I. Du Pont De Nemours And Company Composition comprising polymeric phosphite
JP2001139691A (ja) * 1999-11-16 2001-05-22 Mitsubishi Chemicals Corp ３価リン含有重合体触媒によるアルデヒド類の製造方法および新規なホスファイト含有重合体
DE10002976A1 (de) * 2000-01-24 2001-07-26 Degussa Molekulargewichtsvergrößerte Liganden für asymmetrische homogen lösliche Hydrierkatalysatoren, Verfahren zu deren Herstellung und Verwendung
WO2002040573A1 (fr) * 2000-11-17 2002-05-23 Mitsubishi Rayon Co., Ltd. Binaphtyles optiquement actifs a support solide et procede de preparation de derives d'aminonitrile asymetriques a l'aide de ceux-ci
JP4796235B2 (ja) * 2001-03-27 2011-10-19 上野製薬株式会社 ビナフトール誘導体金属塩およびその製法
US20030135014A1 (en) * 2001-11-26 2003-07-17 Radu Nora S. Polymeric, phosphorus-containing compositions and their use in hydrocyanation, isomerization and hydroformylation reactions
WO2003046019A1 (en) * 2001-11-26 2003-06-05 E. I. Du Pont De Nemours And Company Supported bis(phosphorus)ligands and their use in the catalysis
US6660876B2 (en) 2001-11-26 2003-12-09 E. I. Du Pont De Nemours And Company Phosphorus-containing compositions and their use in hydrocyanation, isomerization and hydroformylation reactions
US20030100803A1 (en) 2001-11-26 2003-05-29 Lu Helen S.M. 3-Alkylated-5,5',6,6',7,7,'8,8'-octahydro-2,2'-binaphthols and 3,3'-dialkylated-5,5',6,6',7,7',8,8'-octahydro-2,2'-binaphthols and processes for making them
US6664427B1 (en) * 2002-08-29 2003-12-16 E. I. Du Pont De Nemours And Company Process for preparing aldehyde compounds
JP4328080B2 (ja) * 2002-10-30 2009-09-09 三菱化学株式会社 固体担持有機リン化合物、遷移金属錯体、及び触媒反応方法
DE10349343A1 (de) * 2003-10-23 2005-06-02 Basf Ag Stabilisierung von Hydroformylierungskatalysatoren auf Basis von Phosphoramiditliganden
DE102004033575B3 (de) 2004-07-09 2006-04-13 Schunk Ultraschalltechnik Gmbh Anordnung zum Verschweißen von Werkstücken
US20060258875A1 (en) * 2005-05-10 2006-11-16 Clementine Reyes Methods for manufacturing supported nanocatalysts and methods for using supported nanocatalysts
US8097229B2 (en) * 2006-01-17 2012-01-17 Headwaters Technology Innovation, Llc Methods for manufacturing functionalized inorganic oxides and polymers incorporating same
EP2004622B1 (en) * 2006-04-10 2011-12-14 Merck Patent GmbH Chiral binaphthyl sulfates for use as liquid crystal materials
JP4020155B2 (ja) * 2006-07-31 2007-12-12 三菱化学株式会社 有機二リン基架橋型重合体
FR2926816B1 (fr) 2008-01-25 2010-05-14 Rhodia Operations Procede de fabrication de composes comprenant des fonctions nitriles
FR2932477B1 (fr) 2008-06-17 2013-01-18 Rhodia Operations Procede de fabrication de composes nitriles a partir de composes a insaturation ethylenique
FR2937321B1 (fr) 2008-10-21 2010-10-22 Rhodia Operations Procede de fabrication de composes comprenant des fonctions nitriles
US8921486B2 (en) 2008-11-14 2014-12-30 University Of Kansas Polymer-supported transition metal catalyst complexes and methods of use
FR2941455B1 (fr) 2009-01-29 2011-02-11 Rhodia Operations Procede de fabrication de composes comprenant des fonctions nitriles
EP2488539B2 (en) 2009-10-16 2023-12-20 Dow Technology Investments LLC Gas phase hydroformylation process
JP5932556B2 (ja) * 2012-08-07 2016-06-08 富士フイルム株式会社 液晶組成物、高分子、フィルムおよびコレステリック液晶
JP6109604B2 (ja) * 2013-03-05 2017-04-05 嶋田　豊司 オクタヒドロビナフチル誘導体
US9611203B2 (en) 2013-12-11 2017-04-04 Dalian Institute Of Chemical Physics, Chinese Academy Of Sciences Method for olefin hydroformylation reaction using solid heterogeneous catalyst
CN108473628B (zh) 2015-12-25 2020-12-22 东洋合成工业株式会社 化合物和有机材料的制造方法
CN109942750B (zh) * 2019-01-14 2021-06-25 青岛科技大学 含有双齿亚磷酰胺配体的多孔有机聚合物及其制备方法和应用

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4481375A (en) * 1977-11-10 1984-11-06 Produits Chimiques Ugine Kuhlmann Binuclear rhodium complex as a hydroformylation and hydrogenation catalyst
EP0372615A2 (en) * 1988-11-28 1990-06-13 Virginia Tech Intellectual Properties, Inc. Hydroformylation process
EP0839787A1 (en) * 1996-11-04 1998-05-06 Dsm N.V. Process for the preparation of an aldehyde
EP0662468B1 (en) * 1994-01-06 1998-05-06 Dsm N.V. Process for the preparation of 5-formylvalerate
EP1003607B1 (en) * 1997-07-29 2003-12-17 E.I. Dupont De Nemours And Company Supported diols

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US3496215A (en) 1965-11-23 1970-02-17 Du Pont Hydrocyanation of olefins using selected nickel phosphite catalysts
US3655723A (en) 1969-10-31 1972-04-11 Du Pont Hydrocyanation of olefins
US3631191A (en) 1970-04-08 1971-12-28 Du Pont Synthesis of zero valent nickel-tetrakis triaryl phosphite complexes
US3766237A (en) 1972-01-25 1973-10-16 Du Pont Hydrocyanation of olefins
NL8003059A (nl) 1980-05-28 1982-01-04 Stamicarbon Werkwijze en katalysator voor het uitvoeren van hydroformyleringsreacties.
SG43803A1 (en) 1991-01-25 1997-11-14 Ciba Geigy Ag Diphosphines containing silane groups immobilised diphosphines and the use thereof as hydrogenation catalyst
TW213465B (https=) 1991-06-11 1993-09-21 Mitsubishi Chemicals Co Ltd
US5360938A (en) 1991-08-21 1994-11-01 Union Carbide Chemicals & Plastics Technology Corporation Asymmetric syntheses
US5288918A (en) * 1992-09-29 1994-02-22 Union Carbide Chemicals & Plastics Technology Corporation Hydroformylation process
EP0730574B1 (en) 1993-11-23 1998-08-19 E.I. Du Pont De Nemours And Company Processes and catalyst compositions for hydrocyanation of monoolefins
US5512695A (en) 1994-04-14 1996-04-30 E. I. Du Pont De Nemours And Company Bidentate phosphite and nickel catalyst compositions for hydrocyanation of monoolefins
US5512696A (en) 1995-07-21 1996-04-30 E. I. Du Pont De Nemours And Company Hydrocyanation process and multidentate phosphite and nickel catalyst composition therefor
TW343195B (en) 1996-03-15 1998-10-21 Dsm Nv Process to prepare a terminal aldehyde
US5710344A (en) 1996-11-08 1998-01-20 E. I. Du Pont De Nemours And Company Process to prepare a linear aldehyde
JP3892932B2 (ja) 1997-03-11 2007-03-14 高砂香料工業株式会社 ビニル基を有する光学活性ホスフィン誘導体、それをモノマーとするポリマー、及びそれらの遷移金属錯体
JP3892931B2 (ja) 1997-03-11 2007-03-14 高砂香料工業株式会社 ２個のビニル基を有する光学活性ホスフィン誘導体、それをモノマーとするポリマー、及びそれらの遷移金属錯体

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4481375A (en) * 1977-11-10 1984-11-06 Produits Chimiques Ugine Kuhlmann Binuclear rhodium complex as a hydroformylation and hydrogenation catalyst
EP0372615A2 (en) * 1988-11-28 1990-06-13 Virginia Tech Intellectual Properties, Inc. Hydroformylation process
EP0662468B1 (en) * 1994-01-06 1998-05-06 Dsm N.V. Process for the preparation of 5-formylvalerate
EP0839787A1 (en) * 1996-11-04 1998-05-06 Dsm N.V. Process for the preparation of an aldehyde
EP1003607B1 (en) * 1997-07-29 2003-12-17 E.I. Dupont De Nemours And Company Supported diols

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Publication number Publication date
DE69918828D1 (de) 2004-08-26
DE69918828T2 (de) 2005-08-04
US6369257B1 (en) 2002-04-09
US20020052531A1 (en) 2002-05-02
ES2224669T3 (es) 2005-03-01
KR20010043883A (ko) 2001-05-25
WO1999062855A1 (en) 1999-12-09
ID26775A (id) 2001-02-08
US6229052B1 (en) 2001-05-08
EP1082285B1 (en) 2004-07-21
CA2330153A1 (en) 1999-12-09
TWI253448B (en) 2006-04-21
BR9911205A (pt) 2001-10-09
MY121451A (en) 2006-01-28
JP4309057B2 (ja) 2009-08-05
ATE271532T1 (de) 2004-08-15
JP2002516891A (ja) 2002-06-11
EP1082285A1 (en) 2001-03-14

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