GB1312076A - Hydroformylation process - Google Patents

Hydroformylation process

Info

Publication number
GB1312076A
GB1312076A GB2365470A GB1312076DA GB1312076A GB 1312076 A GB1312076 A GB 1312076A GB 2365470 A GB2365470 A GB 2365470A GB 1312076D A GB1312076D A GB 1312076DA GB 1312076 A GB1312076 A GB 1312076A
Authority
GB
United Kingdom
Prior art keywords
reactor
membrane
aldehyde
catalyst
liquid stream
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
Application number
GB2365470A
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.)
BP Chemicals Ltd
Original Assignee
BP Chemicals Ltd
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 BP Chemicals Ltd filed Critical BP Chemicals Ltd
Publication of GB1312076A publication Critical patent/GB1312076A/en
Expired legal-status Critical Current

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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
    • B01J31/22—Organic complexes
    • B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
    • B01J31/2208—Oxygen, e.g. acetylacetonates
    • B01J31/2226—Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
    • B01J31/223—At least two oxygen atoms present in one at least bidentate or bridging ligand
    • B01J31/2234—Beta-dicarbonyl ligands, e.g. acetylacetonates
    • 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
    • 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
    • B01J31/40—Regeneration or reactivation
    • B01J31/4015—Regeneration or reactivation of catalysts containing metals
    • B01J31/4023—Regeneration or reactivation of catalysts containing metals containing iron group metals, noble metals or copper
    • 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
    • B01J31/40—Regeneration or reactivation
    • B01J31/4015—Regeneration or reactivation of catalysts containing metals
    • B01J31/4023—Regeneration or reactivation of catalysts containing metals containing iron group metals, noble metals or copper
    • B01J31/4038—Regeneration or reactivation of catalysts containing metals containing iron group metals, noble metals or copper containing noble metals
    • B01J31/4046—Regeneration or reactivation of catalysts containing metals containing iron group metals, noble metals or copper containing noble metals containing rhodium
    • 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
    • B01J31/40—Regeneration or reactivation
    • B01J31/4015—Regeneration or reactivation of catalysts containing metals
    • B01J31/4061—Regeneration or reactivation of catalysts containing metals involving membrane separation
    • 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
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/78—Separation; Purification; Stabilisation; Use of additives
    • C07C45/786—Separation; Purification; Stabilisation; Use of additives by membrane separation process, e.g. pervaporation, perstraction, reverse osmosis
    • 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
    • B01J2531/80—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
    • B01J2531/822—Rhodium
    • 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
    • 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

Abstract

1312076 Hydroformylation BP CHEMICALS Ltd 10 May 1971 [15 May 1970] 23654/70 Heading C2C A process for the production of aldehydes comprises continuously feeding an olefin, carbon monoxide and hydrogen to a reaction mixture maintained at elevated temperature and pressure and containing a catalyst which is a complex of a Group VIII metal other than iron, nickel, palladium or platinum, continuously withdrawing from the reactor a vapour product stream overhead from which aldehyde product is separated by fractional distillation, continuously withdrawing from the reactor a liquid stream comprising the complex catalyst, aldehyde and high boiling residues, passing the liquid stream under reaction pressure over the surface of a membrane such that a proportion of the high boiling residues and aldehyde permeates through the membrane and is removed, and recycling the remainder of the liquid stream containing the catalyst to the reactor. The membrane may be cellulosic, silicone rubber, polyolefin or polyamide in nature. Examples prepare propionaldehyde and butyraldehyde.
GB2365470A 1970-05-15 1970-05-15 Hydroformylation process Expired GB1312076A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2365470 1970-05-15

Publications (1)

Publication Number Publication Date
GB1312076A true GB1312076A (en) 1973-04-04

Family

ID=10199154

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2365470A Expired GB1312076A (en) 1970-05-15 1970-05-15 Hydroformylation process

Country Status (1)

Country Link
GB (1) GB1312076A (en)

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2715685A1 (en) * 1976-04-08 1977-10-13 Union Carbide Corp CONTINUOUS PROCESS FOR THE PRODUCTION OF ALDEHYDE BY HYDROFORMYLATION OF ALPHA-OLEFINS
EP0263953A1 (en) * 1986-09-09 1988-04-20 Hoechst Aktiengesellschaft Process for the separation of rhodiumcomplexes from aqueous solutions
WO1993004029A1 (en) * 1991-08-20 1993-03-04 Exxon Chemical Patents Inc. A method for separating a water soluble noble metal catalyst from a noble metal catalyzed hydroformylation reaction
US5288818A (en) * 1991-08-20 1994-02-22 Exxon Chemical Patents Inc. Method for separating a water soluble noble metal catalyst from a noble metal catalyzed hydroformylation reaction
US5585004A (en) * 1991-09-18 1996-12-17 Imperial College Of Science Technology & Medicine Treatment of aqueous media containing organic material using tubular membranes
US5681473A (en) * 1995-05-01 1997-10-28 Union Carbide Chemicals & Plastics Technology Corporation Membrane separation process
EP0823282A2 (en) * 1996-05-15 1998-02-11 Hoechst Aktiengesellschaft Aldehydes preparation process
EP1103303A1 (en) * 1999-11-23 2001-05-30 Dsm N.V. Process to separate a rhodium/phosphite ligand complex and free phosphite ligand complex from a hydroformylation mixture
US7317130B2 (en) 2002-08-31 2008-01-08 Oxeno Olefinchemie Gmbh Method for the hydroformylation of olefinically unsaturated compounds, especially olefins, in the presence of cyclic carbonic acid esters
US20110135544A1 (en) * 2007-05-29 2011-06-09 Lg Chem, Ltd. Apparatus For The Hydroformylation Of Olefins
DE102005046250B4 (en) * 2005-09-27 2020-10-08 Evonik Operations Gmbh Plant for the separation of organic transition metal complex catalysts

Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2715685A1 (en) * 1976-04-08 1977-10-13 Union Carbide Corp CONTINUOUS PROCESS FOR THE PRODUCTION OF ALDEHYDE BY HYDROFORMYLATION OF ALPHA-OLEFINS
EP0263953A1 (en) * 1986-09-09 1988-04-20 Hoechst Aktiengesellschaft Process for the separation of rhodiumcomplexes from aqueous solutions
WO1993004029A1 (en) * 1991-08-20 1993-03-04 Exxon Chemical Patents Inc. A method for separating a water soluble noble metal catalyst from a noble metal catalyzed hydroformylation reaction
US5215667A (en) * 1991-08-20 1993-06-01 Exxon Chemical Patents Inc. Method for separating water soluble noble metal catalyst from a noble metal catalyzed hydroformylation reaction
US5288818A (en) * 1991-08-20 1994-02-22 Exxon Chemical Patents Inc. Method for separating a water soluble noble metal catalyst from a noble metal catalyzed hydroformylation reaction
US5585004A (en) * 1991-09-18 1996-12-17 Imperial College Of Science Technology & Medicine Treatment of aqueous media containing organic material using tubular membranes
WO1994021377A1 (en) * 1993-03-16 1994-09-29 Exxon Chemical Patents Inc. A method for separating a water soluble noble metal catalyst from a noble metal catalyzed hydroformylation reaction
US5681473A (en) * 1995-05-01 1997-10-28 Union Carbide Chemicals & Plastics Technology Corporation Membrane separation process
EP0823282A2 (en) * 1996-05-15 1998-02-11 Hoechst Aktiengesellschaft Aldehydes preparation process
EP0823282A3 (en) * 1996-05-15 1998-06-03 Celanese GmbH Aldehydes preparation process
EP1103303A1 (en) * 1999-11-23 2001-05-30 Dsm N.V. Process to separate a rhodium/phosphite ligand complex and free phosphite ligand complex from a hydroformylation mixture
WO2001037993A1 (en) * 1999-11-23 2001-05-31 Dsm N.V. Process to separate a rhodium/phosphite ligand complex and free phosphite ligand complex from a hydroformylation mixture
KR100697916B1 (en) 1999-11-23 2007-03-20 디에스엠 아이피 어셋츠 비.브이. Process to separate a rhodium/phosphite ligand complex and free phosphite ligand complex from a hydroformylation mixture
US7317130B2 (en) 2002-08-31 2008-01-08 Oxeno Olefinchemie Gmbh Method for the hydroformylation of olefinically unsaturated compounds, especially olefins, in the presence of cyclic carbonic acid esters
DE102005046250B4 (en) * 2005-09-27 2020-10-08 Evonik Operations Gmbh Plant for the separation of organic transition metal complex catalysts
US20110135544A1 (en) * 2007-05-29 2011-06-09 Lg Chem, Ltd. Apparatus For The Hydroformylation Of Olefins

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