CN1074632A - 氢甲酰化催化剂的再活化 - Google Patents

氢甲酰化催化剂的再活化 Download PDF

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Publication number
CN1074632A
CN1074632A CN93100631A CN93100631A CN1074632A CN 1074632 A CN1074632 A CN 1074632A CN 93100631 A CN93100631 A CN 93100631A CN 93100631 A CN93100631 A CN 93100631A CN 1074632 A CN1074632 A CN 1074632A
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Prior art keywords
rhodium
hydroformylation
catalyst
uncle
organophosphite ligand
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CN93100631A
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Chinese (zh)
Inventor
J·E·巴宾
D·R·布赖恩
A·M·哈里森
D·J·米勒
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Union Carbide Chemicals and Plastics Technology LLC
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Union Carbide Chemicals and Plastics Technology LLC
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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
    • 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
    • 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
    • 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
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    • 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
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    • 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
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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)
CN93100631A 1992-01-24 1993-01-22 氢甲酰化催化剂的再活化 Pending CN1074632A (zh)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US825,083 1992-01-24
US07/825,083 US5237106A (en) 1992-01-24 1992-01-24 Reactivation of hydroformylation catalysts

Publications (1)

Publication Number Publication Date
CN1074632A true CN1074632A (zh) 1993-07-28

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US (1) US5237106A (enExample)
EP (1) EP0552797B1 (enExample)
JP (1) JP2742860B2 (enExample)
KR (1) KR0131293B1 (enExample)
CN (1) CN1074632A (enExample)
AT (1) ATE136016T1 (enExample)
AU (1) AU3196393A (enExample)
BR (1) BR9300259A (enExample)
CA (1) CA2087892A1 (enExample)
CZ (1) CZ6893A3 (enExample)
DE (1) DE69301930T2 (enExample)
ES (1) ES2085060T3 (enExample)
FI (1) FI930281L (enExample)
HU (1) HUT66778A (enExample)
MX (1) MX9300329A (enExample)
NO (1) NO930219L (enExample)
PL (1) PL170460B1 (enExample)
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SA (1) SA93130348B1 (enExample)
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Cited By (8)

* Cited by examiner, † Cited by third party
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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
CN102950027A (zh) * 2011-08-30 2013-03-06 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
CN102950028A (zh) * 2011-08-31 2013-03-06 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
CN103506167A (zh) * 2012-06-27 2014-01-15 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
CN103506166A (zh) * 2012-06-27 2014-01-15 中国石油化工股份有限公司 失活铑膦催化剂的活化方法
CN103769225A (zh) * 2012-10-22 2014-05-07 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
CN103814006A (zh) * 2012-06-04 2014-05-21 Lg化学株式会社 在反应中具有改善的催化剂稳定性的氢甲酰化方法
CN104248994A (zh) * 2013-06-25 2014-12-31 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

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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
US7962486B2 (en) * 2008-01-10 2011-06-14 International Business Machines Corporation Method and system for discovery and modification of data cluster and synonyms
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
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
MY207749A (en) 2018-05-30 2025-03-16 Dow Technology Investments Llc Catalyst composition comprising the combination of a monophopsphine, a tetraphosphine ligand and a hydroformylation process using it
BR112020022070B1 (pt) 2018-05-30 2023-09-26 Dow Technology Investments Llc Método para controlar um processo de hidroformilação para produzir aldeídos
CN120271422A (zh) 2018-05-30 2025-07-08 陶氏技术投资有限责任公司 在加氢甲酰化过程中减缓催化剂失活和/或减缓四膦配位体使用的方法
KR20220024858A (ko) * 2019-06-27 2022-03-03 다우 테크놀로지 인베스트먼츠 엘엘씨. 귀금속 회수를 위한 히드로포르밀화 공정으로부터 용액을 제조하는 공정
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
CN116685401B (zh) * 2020-09-25 2025-10-03 利安德化学技术有限公司 在加氢甲酰化中将乙烯与烯丙醇共进料以制备1,4-丁二醇和正丙醇
MX2023010493A (es) 2021-03-31 2023-09-18 Dow Technology Investments Llc Procesos de hidroformilacion.
WO2024129290A1 (en) 2022-12-13 2024-06-20 Dow Technology Investments Llc Process to minimize polyphosphine usage by making use of degradation products

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Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
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
CN102950027A (zh) * 2011-08-30 2013-03-06 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
CN102950028A (zh) * 2011-08-31 2013-03-06 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
CN103814006B (zh) * 2012-06-04 2015-08-12 Lg化学株式会社 在反应中具有改善的催化剂稳定性的氢甲酰化方法
CN103814006A (zh) * 2012-06-04 2014-05-21 Lg化学株式会社 在反应中具有改善的催化剂稳定性的氢甲酰化方法
CN103506166A (zh) * 2012-06-27 2014-01-15 中国石油化工股份有限公司 失活铑膦催化剂的活化方法
CN103506167A (zh) * 2012-06-27 2014-01-15 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
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
CN103769225A (zh) * 2012-10-22 2014-05-07 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
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
CN104248994A (zh) * 2013-06-25 2014-12-31 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

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FI930281A7 (fi) 1993-07-25
JP2742860B2 (ja) 1998-04-22
ATE136016T1 (de) 1996-04-15
SK2693A3 (en) 1993-11-10
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CA2087892A1 (en) 1993-07-25
BR9300259A (pt) 1993-08-24
FI930281A0 (fi) 1993-01-22
AU3196393A (en) 1993-07-29
ES2085060T3 (es) 1996-05-16
ZA93501B (en) 1993-08-25
TW228480B (enExample) 1994-08-21
SA93130348B1 (ar) 2005-07-02
DE69301930D1 (de) 1996-05-02
EP0552797A1 (en) 1993-07-28
US5237106A (en) 1993-08-17
JPH05261296A (ja) 1993-10-12
NO930219L (no) 1993-07-26
PL170460B1 (pl) 1996-12-31
FI930281L (fi) 1993-07-25
EP0552797B1 (en) 1996-03-27
HUT66778A (en) 1994-12-28
DE69301930T2 (de) 1996-10-02
NO930219D0 (no) 1993-01-22
KR0131293B1 (ko) 1998-04-14
CZ6893A3 (en) 1993-10-13
RO111739B1 (ro) 1997-01-30
KR930016146A (ko) 1993-08-26
HU9300185D0 (en) 1993-04-28
MX9300329A (es) 1994-06-30

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