CA2248359C - Procede de preparation de propanediol-1,3 - Google Patents

Procede de preparation de propanediol-1,3 Download PDF

Info

Publication number
CA2248359C
CA2248359C CA002248359A CA2248359A CA2248359C CA 2248359 C CA2248359 C CA 2248359C CA 002248359 A CA002248359 A CA 002248359A CA 2248359 A CA2248359 A CA 2248359A CA 2248359 C CA2248359 C CA 2248359C
Authority
CA
Canada
Prior art keywords
cobalt
water
hydroxypropanal
catalyst
range
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.)
Expired - Fee Related
Application number
CA002248359A
Other languages
English (en)
Other versions
CA2248359A1 (fr
Inventor
Juan Pedro Arhancet
David Cleve Eubanks
Stephen Blake Mullin
Joseph Broun Powell
Paul Richard Weider
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 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
Priority claimed from US08/615,544 external-priority patent/US5770776A/en
Application filed by Shell Internationale Research Maatschappij BV filed Critical Shell Internationale Research Maatschappij BV
Publication of CA2248359A1 publication Critical patent/CA2248359A1/fr
Application granted granted Critical
Publication of CA2248359C publication Critical patent/CA2248359C/fr
Anticipated expiration legal-status Critical
Expired - Fee Related 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
    • 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
    • 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
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group
    • C07C29/141—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group with hydrogen or hydrogen-containing gases
    • 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
    • C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
    • C07C45/57—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom
    • C07C45/58—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom in three-membered rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

La préparation de propanediol-1,3 s'effectue dans le cadre d'un procédé faisant réagir de l'oxyde d'éthylène avec du monoxyde de carbone et de l'hydrogène dans un solvant quasiment non miscible à l'eau en présence d'une quantité efficace d'un catalyseur au cobalt dépourvu de ligand du type phosphine et d'une quantité efficace d'un promoteur catalytique et ce, dans des conditions de réaction à même de produire un mélange intermédiaire comportant moins de 15 % en poids d'hydroxypropanal-3. A partir de ce mélange, on extrait l'hydroxypropanal-3 dans l'eau sous une forme davantage concentrée, la majeure partie du catalyseur au cobalt demeurant dans la phase solvant pour recyclage aux fins de la réaction d'hydroformylation. On débarrasse, partiellement du moins, la phase aqueuse suivant l'extraction de tout catalyseur résiduel par le biais d'une nouvelle extraction faisant intervenir un solvant non miscible à l'eau, puis on recycle cette phase aux fins de la réaction d'hydroformylation. L'hydroxypropanal-3 est alors hydrogéné dans une solution aqueuse jusqu'à obtenir le propanediol-1,3 désiré.
CA002248359A 1996-03-11 1997-03-06 Procede de preparation de propanediol-1,3 Expired - Fee Related CA2248359C (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US08/615,544 US5770776A (en) 1994-09-30 1996-03-11 Process for preparing 1,3-propanediol
US08/615,544 1996-03-11
PCT/EP1997/001172 WO1997033851A1 (fr) 1996-03-11 1997-03-06 Procede de preparation de propanediol-1,3

Publications (2)

Publication Number Publication Date
CA2248359A1 CA2248359A1 (fr) 1997-09-18
CA2248359C true CA2248359C (fr) 2006-10-24

Family

ID=37387463

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002248359A Expired - Fee Related CA2248359C (fr) 1996-03-11 1997-03-06 Procede de preparation de propanediol-1,3

Country Status (1)

Country Link
CA (1) CA2248359C (fr)

Also Published As

Publication number Publication date
CA2248359A1 (fr) 1997-09-18

Similar Documents

Publication Publication Date Title
EP0888266B1 (fr) Procede de preparation de propanediol-1,3
US5786524A (en) Process for preparation of 1,3-propanediol via hydrogenation of 3-hydroxypropanal
US5463146A (en) Process for preparing 1,3-propanediol
US5463145A (en) Process for preparing 1,3-propanediol
US5684214A (en) Process for preparing 1,3-propanediol
US5723389A (en) Process for preparing alkanediols
US5563302A (en) Cobalt-catalyzed process for preparing 1,3-propanediol using a lipophilic phosphine oxide promoter
US5545767A (en) Process for preparing 1,3-propanediol
US5585528A (en) Cobalt-catalyzed process for preparing 1,3-propanediol using a lipophilic tertiary amine promoter
US5731478A (en) Process for preparing alkanediols
US5981808A (en) Cobalt-catalyzed process for preparing 1, 3-propanediol from etylene oxide
US5545765A (en) Cobalt-catalyzed process for preparing 1,3-propanediol using a lipophilic quaternary arsonium salt promoter
US5576471A (en) Cobalt-catalyzed process for preparing 1,3-propanediol using a lipophilic dihydroxyarene promoter
US5841003A (en) Process for preparing alkanediols
US5777182A (en) Cobalt-catalyzed process for preparing 1,3-propanidiol
US5545766A (en) Cobalt-catalyzed process for preparing 1,3-propanediol using a lipophilic bidentate phosphine promotor
CA2256688C (fr) Procede de preparation de 1,3-alcanediols
WO2002102754A2 (fr) Processus catalyse par du cobalt permettant la preparation de 1,3-propanediol
CA2248359C (fr) Procede de preparation de propanediol-1,3
AU688608B2 (en) Process for preparing 1,3-alkanediols and 3-hydroxyldehydes
US6376724B1 (en) Cobalt-catalyzed process for preparing 1,3-propanediol
US6323374B1 (en) Cobalt-catalyzed process for preparing 1,3-propanediol
US20030032845A1 (en) Hydroformylation of ethylene oxide
CA2235065C (fr) Procede de preparation de 1,3-propanediol
CA2201304C (fr) Procede de preparation de 1,3-alcanediols et de 3-hydroxyaldehydes

Legal Events

Date Code Title Description
EEER Examination request
MKLA Lapsed