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AU2001260164A1 - One step process for preparing a 1,3-diol - Google Patents

One step process for preparing a 1,3-diol

Info

Publication number
AU2001260164A1
AU2001260164A1 AU2001260164A AU6016401A AU2001260164A1 AU 2001260164 A1 AU2001260164 A1 AU 2001260164A1 AU 2001260164 A AU2001260164 A AU 2001260164A AU 6016401 A AU6016401 A AU 6016401A AU 2001260164 A1 AU2001260164 A1 AU 2001260164A1
Authority
AU
Australia
Prior art keywords
catalyst
hydroformylation
preparing
diol
complex
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
AU2001260164A
Inventor
Kevin Dale Allen
John Frederick Knifton
Joseph Broun Powell
Lynn Henry Slaugh
Gail James Talmadge
Paul Richard Weider
Timothy Scott Williams
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
SHELL INT RESEARCH
Shell Internationale Research Maatschappij BV
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 SHELL INT RESEARCH, Shell Internationale Research Maatschappij BV filed Critical SHELL INT RESEARCH
Publication of AU2001260164A1 publication Critical patent/AU2001260164A1/en
Abandoned legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • 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
    • B01J31/2409—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring with more than one complexing phosphine-P atom
    • 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
    • B01J31/2409—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring with more than one complexing phosphine-P atom
    • B01J31/2414—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring with more than one complexing phosphine-P atom comprising aliphatic or saturated rings
    • 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
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/16—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxo-reaction combined with reduction
    • 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
    • B01J2231/40—Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
    • B01J2231/48—Ring-opening reactions
    • 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
    • B01J2531/84—Metals of the iron group
    • B01J2531/845—Cobalt
    • 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
    • B01J31/20—Carbonyls
    • 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
    • Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
    • 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
    • Y02P20/584—Recycling of catalysts

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)
  • Saccharide Compounds (AREA)

Abstract

The invention provides a process for an improved oxirane hydroformylation catalyst, the improved oxirane hydroformylation catalyst, and a one step process for preparing a 1,3-diol in the presence of such a catalyst. One process for preparing the hydroformylation catalyst involves:a) forming a complex (A) by contacting a ruthenium(0) compound with a ditertiary phosphine ligand; andb) forming a complex (B) by subjecting complex (A) to a redox reaction with a cobalt(0) carbonyl compound. This catalyst is used in a one step hydroformylation process for preparing a 1,3-diol, comprising the reaction of an oxirane with syngas at hydroformylation conditions in an inert solvent in the presence of the above hydroformylation catalyst where recovery of product is preferably accomplished via phase separation of a diol rich phase from the bulk reaction liquor.
AU2001260164A 2000-03-27 2001-03-27 One step process for preparing a 1,3-diol Abandoned AU2001260164A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US19219100P 2000-03-27 2000-03-27
US60192191 2000-03-27
PCT/EP2001/003497 WO2001072675A2 (en) 2000-03-27 2001-03-27 One step process for preparing a 1,3-diol

Publications (1)

Publication Number Publication Date
AU2001260164A1 true AU2001260164A1 (en) 2001-10-08

Family

ID=22708620

Family Applications (1)

Application Number Title Priority Date Filing Date
AU2001260164A Abandoned AU2001260164A1 (en) 2000-03-27 2001-03-27 One step process for preparing a 1,3-diol

Country Status (13)

Country Link
US (4) US6469222B2 (en)
EP (1) EP1268060B1 (en)
JP (1) JP2003528717A (en)
KR (1) KR100768594B1 (en)
CN (1) CN1318362C (en)
AT (1) ATE266470T1 (en)
AU (1) AU2001260164A1 (en)
BR (1) BR0109659A (en)
CA (1) CA2404758A1 (en)
DE (1) DE60103263T2 (en)
MX (1) MXPA02009392A (en)
RU (1) RU2257262C2 (en)
WO (1) WO2001072675A2 (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6750373B2 (en) * 2001-05-18 2004-06-15 Shell Oil Company One-step production of 1, 3-propanediol from ethylene oxide and syngas with a cobalt-iron catalyst
US6576802B2 (en) 2001-06-04 2003-06-10 Shell Oil Company One-step production of 1, 3-propanediol from ethylene oxide and syngas with a catalyst with a phospholanoalkane ligand
US6660892B2 (en) * 2002-02-13 2003-12-09 Shell Oil Company Synthesis of aliphatic 1,3-diols utilizing reduced ligand concentration and water extraction
US7056439B2 (en) * 2003-05-06 2006-06-06 Tate & Lyle Ingredidents Americas, Inc. Process for producing 1, 3-propanediol
US7615671B2 (en) 2007-11-30 2009-11-10 Eastman Chemical Company Hydrogenation process for the preparation of 1,2-diols
US8886112B2 (en) 2008-09-24 2014-11-11 Apple Inc. Media device with enhanced data retrieval feature
KR101127730B1 (en) 2009-12-10 2012-03-22 호남석유화학 주식회사 Method for producing 1,3-propanediol by supported surfactant

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4253987A (en) 1980-04-10 1981-03-03 Union Carbide Corporation Homologation process for the production of ethanol from methanol
US4451680A (en) * 1982-10-21 1984-05-29 Texaco Inc. Alcohols prepared from olefins and synthesis gas
US4895987A (en) 1986-06-06 1990-01-23 Sun Refining And Marketing Company Phosphonite-and phosphonite-promoted ruthenium - cobalt catalysts for the dealkoxyhydroxymethylation of acetals to form glycol ethers
US4873378A (en) 1986-08-20 1989-10-10 Hoechst Celanese Corporation Process for making 1,3-diols from epoxides
RU2038844C1 (en) * 1990-05-04 1995-07-09 Юнион Карбайд Кемикалз Энд Пластикс Текнолоджи Корпорейшн Catalytic composition for ethylene oxide hydroformylation, method of its preparing and a method of synthesis of 1,3-propanediol and 3-hydroxypropionic aldehyde
US5053562A (en) 1990-07-31 1991-10-01 Hoechst Celanese Corporation Process for making 1,3-diols from epoxides
US5200539A (en) * 1990-08-27 1993-04-06 Louisiana State University Board Of Supervisors, A Governing Body Of Louisiana State University Agricultural And Mechanical College Homogeneous bimetallic hydroformylation catalysts, and processes utilizing these catalysts for conducting hydroformylation reactions
US5304691A (en) * 1993-07-13 1994-04-19 Shell Oil Company Process for making 1,3-propanediol and 3-hydroxypropanal

Also Published As

Publication number Publication date
US20020161251A1 (en) 2002-10-31
US6468940B1 (en) 2002-10-22
CN1635987A (en) 2005-07-06
US6706656B2 (en) 2004-03-16
WO2001072675A2 (en) 2001-10-04
CN1318362C (en) 2007-05-30
US6518466B2 (en) 2003-02-11
US20020004617A1 (en) 2002-01-10
BR0109659A (en) 2004-06-22
CA2404758A1 (en) 2001-10-04
MXPA02009392A (en) 2003-02-12
ATE266470T1 (en) 2004-05-15
DE60103263T2 (en) 2005-05-25
RU2257262C2 (en) 2005-07-27
WO2001072675A3 (en) 2002-01-03
DE60103263D1 (en) 2004-06-17
RU2002128740A (en) 2004-02-27
EP1268060B1 (en) 2004-05-12
KR20020084259A (en) 2002-11-04
KR100768594B1 (en) 2007-10-18
JP2003528717A (en) 2003-09-30
US20020111516A1 (en) 2002-08-15
US6469222B2 (en) 2002-10-22
EP1268060A2 (en) 2003-01-02

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