CA2436215A1 - Procede de carbonylation de composes a insaturation ethylenique, composition de diphosphine bidentate utilisee dans ce procede et procedes de preparation de cette composition de diphosphine bidentate - Google Patents

Procede de carbonylation de composes a insaturation ethylenique, composition de diphosphine bidentate utilisee dans ce procede et procedes de preparation de cette composition de diphosphine bidentate Download PDF

Info

Publication number
CA2436215A1
CA2436215A1 CA002436215A CA2436215A CA2436215A1 CA 2436215 A1 CA2436215 A1 CA 2436215A1 CA 002436215 A CA002436215 A CA 002436215A CA 2436215 A CA2436215 A CA 2436215A CA 2436215 A1 CA2436215 A1 CA 2436215A1
Authority
CA
Canada
Prior art keywords
symmetrical
bidentate diphosphine
protonated
bidentate
phosphabicycloalkane
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
CA002436215A
Other languages
English (en)
Inventor
Peter Arnoldy
Cornelius Mark Bolinger
Eit Drent
Michael Rolf Eberhard
Hero Jan Heeres
Adrianus Johannes Van Der Linden
Wilhelmus Petrus Mul
Paul Gerard Pringle
Jacoba Catherina Lucia Johanna Suykerbuyk
Kwoliang David Tau
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.)
Shell Internationale Research Maatschappij BV
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of CA2436215A1 publication Critical patent/CA2436215A1/fr
Abandoned legal-status Critical Current

Links

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
    • B01J31/24—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
    • B01J31/2461—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 ring members in the condensed ring system or in a further ring
    • B01J31/248—Bridged ring systems, e.g. 9-phosphabicyclononane
    • 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
    • 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
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/50—Organo-phosphines
    • C07F9/505—Preparation; Separation; Purification; Stabilisation
    • C07F9/5063—Preparation; Separation; Purification; Stabilisation from compounds having the structure P-H or P-Heteroatom, in which one or more of such bonds are converted into P-C bonds
    • C07F9/5072—Preparation; Separation; Purification; Stabilisation from compounds having the structure P-H or P-Heteroatom, in which one or more of such bonds are converted into P-C bonds from starting materials having the structure P-H
    • 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
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/50—Organo-phosphines
    • C07F9/505—Preparation; Separation; Purification; Stabilisation
    • C07F9/5095—Separation; Purification; Stabilisation
    • 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
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
    • C07F9/6568—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus atoms as the only ring hetero atoms
    • C07F9/65683—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus atoms as the only ring hetero atoms the ring phosphorus atom being part of a phosphine
    • 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
    • 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
    • B01J23/42—Platinum
    • 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
    • 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
    • B01J2531/828—Platinum

Abstract

L'invention concerne un procédé de carbonylation de composés à insaturation éthylénique, éventuellement substitués, consistant à mettre en réaction du monoxyde de carbone et un coréactant en présence d'un système catalyseur. Le système catalyseur comprend (a) une source de cations métalliques du groupe du Pt, (b) une composition de diphosphine bidentate. Plus de 60 % en poids du diphosphine bidentate présent dans la composition de diphosphine bidentate est représenté par la formule générale (II) X?1¿-R-X?2¿ dans laquelle X?1¿ et X?2¿ représentent, de manière indépendante, un groupe phosphabicycloalkyle symétrique, éventuellement substitué, constitué d'au moins 5 atomes cycliques, et R représente un groupe de pontage organique divalent, reliant les deux atomes de phosphore. L'invention concerne aussi une composition de diphosphine bidentate dans laquelle plus de 60 % en poids de diphosphine bidentate est représenté par la formule générale (II) ) X?1¿-R-X?2¿ dans laquelle X?1¿ et X?2¿ représentent, de manière indépendante, un groupe phosphabicycloalkyle symétrique, éventuellement substitué, constitué d'au moins 5 atomes cycliques, et R représente un groupe de pontage organique divalent, reliant les deux atomes de phosphore, sous réserve que le diphosphine bidentate ne soit pas du 1,3-PP'bis(9-phosphabicyclo[3.3.1]nonyl)propane. Elle concerne enfin des procédés de préparation d'un telle composition de diphosphine bidentate.
CA002436215A 2001-01-31 2002-01-31 Procede de carbonylation de composes a insaturation ethylenique, composition de diphosphine bidentate utilisee dans ce procede et procedes de preparation de cette composition de diphosphine bidentate Abandoned CA2436215A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP01300866 2001-01-31
EP01300866.9 2001-01-31
PCT/EP2002/001036 WO2002064250A2 (fr) 2001-01-31 2002-01-31 Procede de carbonylation de composes a insaturation ethylenique, composition de diphosphine bidentate utilisee dans ce procede et procedes de preparation de cette composition de diphosphine bidentate

Publications (1)

Publication Number Publication Date
CA2436215A1 true CA2436215A1 (fr) 2002-08-22

Family

ID=8181678

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002436215A Abandoned CA2436215A1 (fr) 2001-01-31 2002-01-31 Procede de carbonylation de composes a insaturation ethylenique, composition de diphosphine bidentate utilisee dans ce procede et procedes de preparation de cette composition de diphosphine bidentate

Country Status (7)

Country Link
EP (1) EP1358009A2 (fr)
JP (1) JP2004527484A (fr)
CN (1) CN1535180A (fr)
AU (1) AU2002254887A1 (fr)
CA (1) CA2436215A1 (fr)
WO (1) WO2002064250A2 (fr)
ZA (1) ZA200305228B (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU2003299094A1 (en) 2002-09-26 2004-04-19 Shell Internationale Research Maatschappij B.V. Process for the production of primary alcohols
AU2003299066A1 (en) 2002-09-26 2004-04-19 Shell Internationale Research Maatschappij B.V. Process for the hydroformylation of an ethylenically unsaturated compound using a bidentate diphosphine composition with a bridging group comprising sp2 hybridized carbon atoms bound to the phosphorous atoms
CN108456228B (zh) * 2017-02-22 2020-11-13 李达刚 一种小空障有机膦配体及其制备方法与在乙烯制1-辛烯及1-己烯中的应用

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1127965A (en) * 1965-11-26 1968-09-25 Shell Int Research Ditertiary phosphines and application thereof as catalyst components for alcohol production
US3647915A (en) * 1969-11-04 1972-03-07 Shell Oil Co Ethylene oligomerization
GB2074166B (en) * 1980-04-16 1984-02-29 Union Carbide Corp Process for removing triorgano phosphine from an organic liquid
EP0495547B1 (fr) * 1991-01-15 1996-04-24 Shell Internationale Researchmaatschappij B.V. Carbonylation d'oléfines
GB9118603D0 (en) * 1991-08-30 1991-10-16 Shell Int Research Process for the preparation of alcohols
CA2086285A1 (fr) * 1992-12-24 1994-06-25 Colleen Elizabeth Micklethwaite Methode de preparation de derives de disubstitution vicinale de composes bis(diorganophosphino)
US5304686A (en) * 1993-07-13 1994-04-19 Shell Oil Company Process for making 3-hydroxypropanal and 1,3-propanediol
DE69414578T2 (de) * 1993-08-19 1999-05-20 Shell Int Research Hydroformylierungs verfahren
ZA965990B (en) * 1995-07-17 1997-02-24 Shell Int Research Process for the continuous carbonylation of olefins.
US5811590A (en) * 1995-10-25 1998-09-22 Shell Oil Company Hydroformylation process
GB2306344A (en) * 1995-10-25 1997-05-07 Shell Int Research Catalysed hydroformylation
US6037500A (en) * 1996-06-14 2000-03-14 The Penn State Research Foundation Asymmetric synthesis catalyzed by transition metal complexes with cyclic chiral phosphine ligands
EP0970094B1 (fr) * 1997-02-10 2003-01-15 Albemarle Corporation Procede de purification des neomenthyldiphenylphosphines utilisant du methanol
CA2230770C (fr) * 1997-03-10 2007-02-20 F. Hoffmann-La Roche Ag Composes de type amidophosphine-phosphinite
US6184391B1 (en) * 1997-04-15 2001-02-06 Union Carbide Chemicals & Plastics Technology Corporation Processes for producing epsilon caprolactones and/or hydrates and/or esters thereof
TW476746B (en) * 1997-07-23 2002-02-21 Shell Int Research Hydrogenolysis of glycerol
CA2264429A1 (fr) * 1999-03-03 2000-09-03 Allan James Robertson Preparation de 9-hydrocarbyl-9-phosphabicyclononanes
MY127093A (en) * 2000-05-17 2006-11-30 Lucite Int Uk Ltd Bidentate ligands useful in catalyst systems

Also Published As

Publication number Publication date
WO2002064250A2 (fr) 2002-08-22
WO2002064250A3 (fr) 2003-01-30
AU2002254887A1 (en) 2002-08-28
JP2004527484A (ja) 2004-09-09
CN1535180A (zh) 2004-10-06
EP1358009A2 (fr) 2003-11-05
ZA200305228B (en) 2004-05-13

Similar Documents

Publication Publication Date Title
JP3233670B2 (ja) オレフィンのカルボニル化方法
EP1282629B2 (fr) Ligand bidentate utile dans le systeme catalytique
US7414155B2 (en) Process for the hydroformylation of an ethylenically unsaturated compound
EP0971940A1 (fr) Diphosphines
JP2011225572A (ja) エチレン性不飽和化合物のカルボニル化方法とその触媒
EP0832087A1 (fr) Synthese de ligands de phosphine bidentes fluoro-substitues et hydroformylation avec ces ligands
WO1997015543A1 (fr) Procede d'hydroformylation
US20020065434A1 (en) Valeraldehyde and process for its preparation
JPH0140019B2 (fr)
US7161043B2 (en) Process for the carbonylation of ethylenically unsaturated compounds and bidentate diphosphine composition used in this process
US6114272A (en) Catalyst of rhodium and a non-aqueous ligand liquid for preparation of aldehydes
US6103908A (en) Nonaqueous ionic ligand liquids, process for preparing them and their use as catalyst constituents
JP3009635B2 (ja) ジホスフィン配位子を含むロジウム錯体を基体とする触媒系及びそれを用いたアルデヒドの製造方法
JPH0517213B2 (fr)
CA2436215A1 (fr) Procede de carbonylation de composes a insaturation ethylenique, composition de diphosphine bidentate utilisee dans ce procede et procedes de preparation de cette composition de diphosphine bidentate
US7084089B2 (en) Process for the carbonylation of ethylenically unsaturated compounds, bidentate diphosphine composition used in this process and a process for preparation of this bidentate diphosphine composition
EP1542951A1 (fr) Procede de production d'alcools primaires

Legal Events

Date Code Title Description
EEER Examination request
FZDE Dead