CA2392195A1 - Process to separate a rhodium/phosphite ligand complex and free phosphite ligand complex from a hydroformylation mixture - Google Patents

Process to separate a rhodium/phosphite ligand complex and free phosphite ligand complex from a hydroformylation mixture Download PDF

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Publication number
CA2392195A1
CA2392195A1 CA002392195A CA2392195A CA2392195A1 CA 2392195 A1 CA2392195 A1 CA 2392195A1 CA 002392195 A CA002392195 A CA 002392195A CA 2392195 A CA2392195 A CA 2392195A CA 2392195 A1 CA2392195 A1 CA 2392195A1
Authority
CA
Canada
Prior art keywords
mixture
compounds
alkyl
hydroformylation
pentenoate
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
CA002392195A
Other languages
English (en)
French (fr)
Inventor
Onko Jan Gelling
Peter Cornelis Borman
Hubertus Adrianus Smits
Veerle Cauwenberg
Franciscus Hendrik Paul Vergossen
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.)
DSM IP Assets 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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=8240899&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=CA2392195(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Individual filed Critical Individual
Publication of CA2392195A1 publication Critical patent/CA2392195A1/en
Abandoned 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
    • B01J31/18—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
    • 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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D61/00—Processes of separation using semi-permeable membranes, e.g. dialysis, osmosis or ultrafiltration; Apparatus, accessories or auxiliary operations specially adapted therefor
    • B01D61/02—Reverse osmosis; Hyperfiltration ; Nanofiltration
    • B01D61/027—Nanofiltration
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D61/00—Processes of separation using semi-permeable membranes, e.g. dialysis, osmosis or ultrafiltration; Apparatus, accessories or auxiliary operations specially adapted therefor
    • B01D61/02—Reverse osmosis; Hyperfiltration ; Nanofiltration
    • B01D61/04—Feed pretreatment
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D61/00—Processes of separation using semi-permeable membranes, e.g. dialysis, osmosis or ultrafiltration; Apparatus, accessories or auxiliary operations specially adapted therefor
    • B01D61/14—Ultrafiltration; Microfiltration
    • B01D61/147—Microfiltration
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D61/00—Processes of separation using semi-permeable membranes, e.g. dialysis, osmosis or ultrafiltration; Apparatus, accessories or auxiliary operations specially adapted therefor
    • B01D61/14—Ultrafiltration; Microfiltration
    • B01D61/16—Feed pretreatment
    • 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
    • C07C45/78—Separation; Purification; Stabilisation; Use of additives
    • C07C45/786—Separation; Purification; Stabilisation; Use of additives by membrane separation process, e.g. pervaporation, perstraction, reverse osmosis
    • 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
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/48—Separation; Purification; Stabilisation; Use of additives
    • C07C67/56—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D2311/00—Details relating to membrane separation process operations and control
    • B01D2311/04—Specific process operations in the feed stream; Feed pretreatment
    • 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
    • B01J2531/822—Rhodium
    • 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
    • Y02P20/582—Recycling of unreacted starting or intermediate materials
    • 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)
  • Engineering & Computer Science (AREA)
  • Water Supply & Treatment (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Materials Engineering (AREA)
  • Nanotechnology (AREA)
  • Inorganic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)
CA002392195A 1999-11-23 2000-10-27 Process to separate a rhodium/phosphite ligand complex and free phosphite ligand complex from a hydroformylation mixture Abandoned CA2392195A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP99203927.1 1999-11-23
EP99203927A EP1103303A1 (en) 1999-11-23 1999-11-23 Process to separate a rhodium/phosphite ligand complex and free phosphite ligand complex from a hydroformylation mixture
PCT/EP2000/010699 WO2001037993A1 (en) 1999-11-23 2000-10-27 Process to separate a rhodium/phosphite ligand complex and free phosphite ligand complex from a hydroformylation mixture

Publications (1)

Publication Number Publication Date
CA2392195A1 true CA2392195A1 (en) 2001-05-31

Family

ID=8240899

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002392195A Abandoned CA2392195A1 (en) 1999-11-23 2000-10-27 Process to separate a rhodium/phosphite ligand complex and free phosphite ligand complex from a hydroformylation mixture

Country Status (11)

Country Link
US (1) US20030018210A1 (enExample)
EP (2) EP1103303A1 (enExample)
JP (1) JP2003514877A (enExample)
KR (1) KR100697916B1 (enExample)
CN (1) CN1164365C (enExample)
AT (1) ATE245483T1 (enExample)
AU (1) AU1277601A (enExample)
CA (1) CA2392195A1 (enExample)
DE (1) DE60004088T2 (enExample)
TW (1) TW527217B (enExample)
WO (1) WO2001037993A1 (enExample)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU2003253389A1 (en) 2002-08-31 2004-03-19 Oxeno Olefinchemie Gmbh Method for the hydroformylation of olefinically unsaturated compounds, especially olefins, in the presence of cyclic carbonic acid esters
DE10328715A1 (de) * 2003-06-25 2005-01-13 Basf Ag Verfahren zur kontinuierlichen Herstellung einer Verbindung, die mindestens zwei funktionelle Gruppen trägt
DE102005046250B4 (de) * 2005-09-27 2020-10-08 Evonik Operations Gmbh Anlage zur Abtrennung von organischen Übergangsmetallkomplexkatalysatoren
DE102006003618A1 (de) * 2006-01-26 2007-08-02 Oxeno Olefinchemie Gmbh Verfahren zur Abtrennung von Metall-Komplexkatalysatoren aus Telomerisationsgemischen
DE102009001230A1 (de) * 2009-02-27 2010-09-02 Evonik Oxeno Gmbh Verfahren zur Abtrennung und teilweiser Rückführung von Übergangsmetallen bzw. deren katalytisch wirksamen Komplexverbindungen aus Prozessströmen
DE102009001225A1 (de) 2009-02-27 2010-09-02 Evonik Oxeno Gmbh Verfahren zur Anreicherung eines Homogenkatalysators aus einem Prozessstrom
DE102009016652A1 (de) * 2009-04-07 2010-10-14 Oxea Gmbh Verfahren zur Aufarbeitung eines flüssigen Hydroformylierungsaustrags
JP2012525245A (ja) * 2009-04-29 2012-10-22 ビーエーエスエフ ソシエタス・ヨーロピア 膜濾過による触媒の調整方法
DE102012202779A1 (de) * 2012-02-23 2013-08-29 Evonik Oxeno Gmbh Verfahren und Vorrichtung zur technischen Hydroformylierung von Isobuten und zum Auftrennen des Produktgemisches
DE102012223572A1 (de) 2012-12-18 2014-06-18 Evonik Industries Ag Steuerung der Viskosität von Reaktionslösungen in Hydroformylierungverfahren
RU2585285C1 (ru) * 2015-04-20 2016-05-27 Открытое акционерное общество "Нефтяная компания "Роснефть" Способ непрерывного гидроформилирования олефинов c2-c8
JP7215421B2 (ja) * 2017-07-21 2023-01-31 Ｕｂｅ株式会社 ペンテン酸エステル誘導体の製造方法
WO2019094290A1 (en) 2017-11-13 2019-05-16 Dow Technology Investments Llc Processes for recovery of rhodium from a hydroformylation process
CN112479841B (zh) * 2020-11-26 2022-09-20 万华化学集团股份有限公司 一种丙烯氢甲酰化合成丁醛的工艺
CN120225491A (zh) 2022-12-06 2025-06-27 陶氏技术投资有限责任公司 控制再循环催化剂料流中的重质物的方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1312076A (en) * 1970-05-15 1973-04-04 Bp Chem Int Ltd Hydroformylation process
KR970703805A (ko) * 1995-05-01 1997-08-09 유니온 카바이드 케미칼즈 앤드 플라스틱스 테크놀러지 코포레이션 막 분리방법(Membrane Separation)
CA2204676A1 (en) * 1996-05-15 1997-11-15 Helmut Bahrmann Process for preparing aldehydes
EP0839794A1 (en) * 1996-11-04 1998-05-06 Dsm N.V. Process for the continuous preparation of an alkyl 5-formylvalerate compound

Also Published As

Publication number Publication date
WO2001037993A1 (en) 2001-05-31
ATE245483T1 (de) 2003-08-15
CN1424939A (zh) 2003-06-18
KR20020052214A (ko) 2002-07-02
CN1164365C (zh) 2004-09-01
JP2003514877A (ja) 2003-04-22
EP1103303A1 (en) 2001-05-30
US20030018210A1 (en) 2003-01-23
DE60004088D1 (de) 2003-08-28
TW527217B (en) 2003-04-11
EP1232008A1 (en) 2002-08-21
EP1232008B1 (en) 2003-07-23
AU1277601A (en) 2001-06-04
DE60004088T2 (de) 2004-04-22
KR100697916B1 (ko) 2007-03-20

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Legal Events

Date Code Title Description
FZDE Discontinued