CZ6893A3 - Method of improving catalytic activity of partially deactivated dissolved complex hydroformylating catalyst - Google Patents

Method of improving catalytic activity of partially deactivated dissolved complex hydroformylating catalyst Download PDF

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Publication number
CZ6893A3
CZ6893A3 CZ9368A CZ6893A CZ6893A3 CZ 6893 A3 CZ6893 A3 CZ 6893A3 CZ 9368 A CZ9368 A CZ 9368A CZ 6893 A CZ6893 A CZ 6893A CZ 6893 A3 CZ6893 A3 CZ 6893A3
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CZ
Czechia
Prior art keywords
hydroformylation
rhodium
catalyst
complex
tertiary
Prior art date
Application number
CZ9368A
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Czech (cs)
English (en)
Inventor
James Edward Babin
David Robert Bryant
Arnold Myron Harrison
David James Miller
Original Assignee
Union Carbide Chem Plastic
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Filing date
Publication date
Application filed by Union Carbide Chem Plastic filed Critical Union Carbide Chem Plastic
Publication of CZ6893A3 publication Critical patent/CZ6893A3/cs

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    • 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
    • B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/02—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
    • B01J20/10—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising silica or silicate
    • B01J20/16—Alumino-silicates
    • B01J20/18—Synthetic zeolitic molecular sieves
    • B01J20/183—Physical conditioning without chemical treatment, e.g. drying, granulating, coating, irradiation
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
    • B01D53/02—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography
    • B01D53/04—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography with stationary adsorbents
    • B01D53/0462—Temperature swing adsorption
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
    • B01D53/02—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography
    • B01D53/04—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography with stationary adsorbents
    • B01D53/047—Pressure swing adsorption
    • 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
    • B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/02—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
    • B01J20/06—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising oxides or hydroxides of metals not provided for in group B01J20/04
    • B01J20/08—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising oxides or hydroxides of metals not provided for in group B01J20/04 comprising aluminium oxide or hydroxide; comprising bauxite
    • 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
    • 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
    • B01J38/00—Regeneration or reactivation of catalysts, in general
    • B01J38/48—Liquid treating or treating in liquid phase, e.g. dissolved or suspended
    • B01J38/60—Liquid treating or treating in liquid phase, e.g. dissolved or suspended using acids
    • B01J38/62—Liquid treating or treating in liquid phase, e.g. dissolved or suspended using acids organic
    • 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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D2253/00—Adsorbents used in seperation treatment of gases and vapours
    • B01D2253/10—Inorganic adsorbents
    • B01D2253/104—Alumina
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D2253/00—Adsorbents used in seperation treatment of gases and vapours
    • B01D2253/10—Inorganic adsorbents
    • B01D2253/106—Silica or silicates
    • B01D2253/108—Zeolites
    • B01D2253/1085—Zeolites characterized by a silicon-aluminium ratio
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D2253/00—Adsorbents used in seperation treatment of gases and vapours
    • B01D2253/30—Physical properties of adsorbents
    • 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
    • B01J2220/00—Aspects relating to sorbent materials
    • B01J2220/40—Aspects relating to the composition of sorbent or filter aid materials
    • B01J2220/42—Materials comprising a mixture of inorganic materials
    • 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
    • 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
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0201—Oxygen-containing compounds
    • 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
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
    • B01J31/0235—Nitrogen containing compounds
    • 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
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/04—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
    • 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
    • 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S95/00—Gas separation: processes
    • Y10S95/90—Solid sorbent
    • Y10S95/902—Molecular sieve

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Analytical Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Saccharide Compounds (AREA)
CZ9368A 1992-01-24 1993-01-22 Method of improving catalytic activity of partially deactivated dissolved complex hydroformylating catalyst CZ6893A3 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US07/825,083 US5237106A (en) 1992-01-24 1992-01-24 Reactivation of hydroformylation catalysts

Publications (1)

Publication Number Publication Date
CZ6893A3 true CZ6893A3 (en) 1993-10-13

Family

ID=25243072

Family Applications (1)

Application Number Title Priority Date Filing Date
CZ9368A CZ6893A3 (en) 1992-01-24 1993-01-22 Method of improving catalytic activity of partially deactivated dissolved complex hydroformylating catalyst

Country Status (22)

Country Link
US (1) US5237106A (OSRAM)
EP (1) EP0552797B1 (OSRAM)
JP (1) JP2742860B2 (OSRAM)
KR (1) KR0131293B1 (OSRAM)
CN (1) CN1074632A (OSRAM)
AT (1) ATE136016T1 (OSRAM)
AU (1) AU3196393A (OSRAM)
BR (1) BR9300259A (OSRAM)
CA (1) CA2087892A1 (OSRAM)
CZ (1) CZ6893A3 (OSRAM)
DE (1) DE69301930T2 (OSRAM)
ES (1) ES2085060T3 (OSRAM)
FI (1) FI930281A7 (OSRAM)
HU (1) HUT66778A (OSRAM)
MX (1) MX9300329A (OSRAM)
NO (1) NO930219L (OSRAM)
PL (1) PL170460B1 (OSRAM)
RO (1) RO111739B1 (OSRAM)
SA (1) SA93130348B1 (OSRAM)
SK (1) SK2693A3 (OSRAM)
TW (1) TW228480B (OSRAM)
ZA (1) ZA93501B (OSRAM)

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DE10005084C1 (de) * 2000-02-04 2001-09-13 Celanese Chem Europe Gmbh Verfahren zur Wiedergewinnung von Rhodium aus Reaktionsprodukten der Oxosynthese
GB0113079D0 (en) * 2001-05-30 2001-07-18 Kvaerner Process Tech Ltd Process
US7638039B2 (en) * 2004-06-15 2009-12-29 Cormetech, Inc. In-situ catalyst replacement
CN100526279C (zh) * 2006-04-11 2009-08-12 中国科学院兰州化学物理研究所 连续制备正戊醛的工艺过程
US7962486B2 (en) * 2008-01-10 2011-06-14 International Business Machines Corporation Method and system for discovery and modification of data cluster and synonyms
CN102950027B (zh) * 2011-08-30 2015-03-25 中国石油化工股份有限公司 用于羰基化反应的失活铑配合物催化剂的再生方法
CN102950028B (zh) * 2011-08-31 2015-02-25 中国石油化工股份有限公司 用于羰基化反应的失活铑膦配合物催化剂的再生方法
WO2013183796A1 (en) * 2012-06-04 2013-12-12 Lg Chem, Ltd. Hydroformylation method having improved catalyst stability in reaction
CN103506167B (zh) * 2012-06-27 2015-08-19 中国石油化工股份有限公司 一种失活铑膦催化剂的处理方法
CN103506166B (zh) * 2012-06-27 2015-08-19 中国石油化工股份有限公司 失活铑膦催化剂的活化方法
CN103769225B (zh) * 2012-10-22 2016-03-02 中国石油化工股份有限公司 羰基化反应失活或部分失活铑膦催化剂的再生方法
CN104045532B (zh) 2013-03-15 2018-05-25 陶氏技术投资有限责任公司 加氢甲酰化方法
CN104248994B (zh) * 2013-06-25 2018-03-20 中国石油化工股份有限公司 羰基化铑膦催化剂的活性恢复方法
CN104513143A (zh) 2013-09-26 2015-04-15 陶氏技术投资有限责任公司 加氢甲酰化方法
CN112055614A (zh) 2018-05-30 2020-12-08 陶氏技术投资有限责任公司 包括单膦、四膦配位体的组合的催化剂组合物和使用其的加氢甲酰化过程
EP3802476B1 (en) 2018-05-30 2022-04-13 Dow Technology Investments LLC Methods of controlling hydroformylation processes
KR20250057144A (ko) 2018-05-30 2025-04-28 다우 테크놀로지 인베스트먼츠 엘엘씨. 하이드로포밀화 공정에서 촉매의 탈활성화를 느리게 하고/하거나 테트라포스핀 리간드 사용을 느리게 하는 방법
EP3990176B1 (en) 2019-06-27 2024-11-06 Dow Technology Investments LLC Process to prepare solution from hydroformylation process for precious metal recovery
TWI874467B (zh) * 2019-11-05 2025-03-01 美商陶氏科技投資有限公司 用於自ｃ６或更高碳數烯烴氫甲醯化製程之催化劑淨化流回收銠之方法
WO2022066596A1 (en) * 2020-09-25 2022-03-31 Lyondell Chemical Technology, L.P. Co-feeding ethylene with allyl alcohol in hydroformylation to make 1,4-butanediol and n-propanol
WO2022211930A1 (en) 2021-03-31 2022-10-06 Dow Technology Investments Llc Hydroformylation processes
CN120282943A (zh) 2022-12-13 2025-07-08 陶氏技术投资有限责任公司 通过利用降解产物使多膦使用最小化的方法

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Also Published As

Publication number Publication date
HU9300185D0 (en) 1993-04-28
KR930016146A (ko) 1993-08-26
HUT66778A (en) 1994-12-28
TW228480B (OSRAM) 1994-08-21
ZA93501B (en) 1993-08-25
CN1074632A (zh) 1993-07-28
US5237106A (en) 1993-08-17
PL297519A1 (en) 1993-08-23
JP2742860B2 (ja) 1998-04-22
EP0552797B1 (en) 1996-03-27
NO930219D0 (no) 1993-01-22
RO111739B1 (ro) 1997-01-30
AU3196393A (en) 1993-07-29
KR0131293B1 (ko) 1998-04-14
FI930281A0 (fi) 1993-01-22
DE69301930D1 (de) 1996-05-02
EP0552797A1 (en) 1993-07-28
ATE136016T1 (de) 1996-04-15
FI930281L (fi) 1993-07-25
DE69301930T2 (de) 1996-10-02
SA93130348B1 (ar) 2005-07-02
BR9300259A (pt) 1993-08-24
JPH05261296A (ja) 1993-10-12
FI930281A7 (fi) 1993-07-25
MX9300329A (es) 1994-06-30
ES2085060T3 (es) 1996-05-16
PL170460B1 (pl) 1996-12-31
CA2087892A1 (en) 1993-07-25
NO930219L (no) 1993-07-26
SK2693A3 (en) 1993-11-10

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