ATE86885T1 - Hydroformylation von olefinen unter schwachem druck mit einem rhodium-katalysator. - Google Patents
Hydroformylation von olefinen unter schwachem druck mit einem rhodium-katalysator.Info
- Publication number
- ATE86885T1 ATE86885T1 AT89420501T AT89420501T ATE86885T1 AT E86885 T1 ATE86885 T1 AT E86885T1 AT 89420501 T AT89420501 T AT 89420501T AT 89420501 T AT89420501 T AT 89420501T AT E86885 T1 ATE86885 T1 AT E86885T1
- Authority
- AT
- Austria
- Prior art keywords
- hydroformylation
- low pressure
- under low
- rhodium catalyst
- olefins under
- Prior art date
Links
- 239000003054 catalyst Substances 0.000 title abstract 3
- 238000007037 hydroformylation reaction Methods 0.000 title abstract 3
- 229910052703 rhodium Inorganic materials 0.000 title abstract 3
- 239000010948 rhodium Substances 0.000 title abstract 3
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 title abstract 3
- 150000001336 alkenes Chemical class 0.000 title abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 abstract 1
- 239000003446 ligand Substances 0.000 abstract 1
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
- B01J31/1895—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 arsenic or antimony
-
- 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
- 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
- B01J31/16—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
- B01J31/2409—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring with more than one complexing phosphine-P atom
-
- 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
- B01J31/2442—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems
- B01J31/2447—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems and phosphine-P atoms as substituents on a ring of the condensed system or on a further attached ring
- B01J31/2452—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems and phosphine-P atoms as substituents on a ring of the condensed system or on a further attached ring with more than one complexing phosphine-P atom
-
- 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
-
- 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
- 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
- B01J2231/20—Olefin oligomerisation or telomerisation
-
- 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
- B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
- B01J2531/0202—Polynuclearity
- B01J2531/0208—Bimetallic complexes, i.e. comprising one or more units of two metals, with metal-metal bonds but no all-metal (M)n rings, e.g. Cr2(OAc)4
-
- 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
- B01J2531/50—Complexes comprising metals of Group V (VA or VB) as the central metal
- B01J2531/54—Bismuth
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/288,596 US4960949A (en) | 1988-12-22 | 1988-12-22 | Low pressure rhodium catalyzed hydroformylation of olefins |
| EP89420501A EP0375573B1 (de) | 1988-12-22 | 1989-12-20 | Hydroformylation von Olefinen unter schwachem Druck mit einem Rhodium-Katalysator |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE86885T1 true ATE86885T1 (de) | 1993-04-15 |
Family
ID=23107800
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT89420501T ATE86885T1 (de) | 1988-12-22 | 1989-12-20 | Hydroformylation von olefinen unter schwachem druck mit einem rhodium-katalysator. |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US4960949A (de) |
| EP (2) | EP0449966A1 (de) |
| JP (1) | JP2859955B2 (de) |
| AT (1) | ATE86885T1 (de) |
| CA (1) | CA2004707A1 (de) |
| DE (1) | DE68905452T2 (de) |
| ES (1) | ES2039086T3 (de) |
| WO (1) | WO1990006810A1 (de) |
Families Citing this family (60)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4040315A1 (de) * | 1990-12-17 | 1992-06-25 | Hoechst Ag | Verfahren zur herstellung von aldehyden |
| FR2671079B1 (fr) * | 1990-12-28 | 1994-06-03 | Elf Aquitaine | Procede d'hydrogenation de composes organiques et catalyseurs au ruthenium pour sa realisation. |
| US5232989A (en) * | 1991-03-04 | 1993-08-03 | Monsanto Company | Functionalized polymers |
| US5360938A (en) * | 1991-08-21 | 1994-11-01 | Union Carbide Chemicals & Plastics Technology Corporation | Asymmetric syntheses |
| DE4242723A1 (de) * | 1992-12-17 | 1994-06-23 | Hoechst Ag | Verfahren zur Herstellung von Aldehyden |
| GB2274457A (en) * | 1993-01-25 | 1994-07-27 | Shell Int Research | Hydroformylation of unsaturated carbonyl compounds |
| US5332846A (en) * | 1993-06-01 | 1994-07-26 | Eastman Kodak Company | Hydroformylation process using novel phosphine-rhodium catalyst system |
| US5488175A (en) * | 1993-09-16 | 1996-01-30 | Shell Oil Company | Hydroformylation process |
| DE4431528A1 (de) * | 1994-09-03 | 1996-03-07 | Basf Ag | Verfahren zur Herstellung von n-Butyraldehyd und/oder n-Butanol |
| GB9425911D0 (en) * | 1994-12-22 | 1995-02-22 | Ici Plc | Process for the carbonylation of olefins and catalyst system for use therein |
| DE19619527A1 (de) * | 1996-05-15 | 1997-11-20 | Hoechst Ag | Katalysatorsysteme auf der Basis von Rhodium-Komplexverbindungen mit Diphosphin-Liganden und ihre Verwendung bei der Herstellung von Aldehyden |
| DE19654908A1 (de) * | 1996-06-24 | 1998-01-29 | Hoechst Ag | Verfahren zur Herstellung von Aldehyden in Gegenwart eines neuen Katalysators |
| US5912364A (en) * | 1996-10-21 | 1999-06-15 | Eastman Chemical Company | Process for the preparation of 3-methyltetrahydrofuran |
| CA2478256A1 (en) * | 2002-03-22 | 2003-10-02 | Kuraray Co., Ltd. | Bisphosphine, process for producing the same, and use thereof |
| TWI301481B (en) * | 2002-08-10 | 2008-10-01 | Lucite Int Uk Ltd | A catalyst system |
| US6664427B1 (en) * | 2002-08-29 | 2003-12-16 | E. I. Du Pont De Nemours And Company | Process for preparing aldehyde compounds |
| JP2006509824A (ja) * | 2002-12-17 | 2006-03-23 | シエル・インターナシヨナル・リサーチ・マートスハツペイ・ベー・ヴエー | 酸とモノｔｅｒｔ−ホスフィン存在下のエチレン性不飽和化合物のヒドロホルミル化方法 |
| EP1572608B1 (de) * | 2002-12-17 | 2008-07-02 | Shell Internationale Researchmaatschappij B.V. | Hydroformylierungsverfahren zur umwandlung einer ethylenisch ungesättigten verbindung in einen alkohol |
| WO2005003070A1 (en) | 2003-07-03 | 2005-01-13 | Lucite International Uk Limited | Process for the hydroformylation of ethylenically unsaturated compounds |
| GB0403592D0 (en) | 2004-02-18 | 2004-03-24 | Lucite Int Uk Ltd | A catalyst system |
| US6909019B1 (en) | 2004-05-25 | 2005-06-21 | Eastman Chemical Company | Process for preparing aldehydes |
| GB0411951D0 (en) * | 2004-05-28 | 2004-06-30 | Lucite Int Uk Ltd | Carbonylation of ester |
| KR100596365B1 (ko) * | 2004-06-12 | 2006-07-03 | 주식회사 엘지화학 | 인을 포함하는 촉매 조성물 및 이를 이용한히드로포르밀화 방법 |
| ES2671380T5 (en) | 2004-08-02 | 2025-05-28 | Dow Technology Investments Llc | Stabilization of a hydroformylation process |
| EP1863747B1 (de) * | 2005-03-16 | 2017-02-08 | Perstorp Specialty Chemicals AB | Hydroformylierungsverfahren mit verbesserter isoselektivität |
| GB0516556D0 (en) | 2005-08-12 | 2005-09-21 | Lucite Int Uk Ltd | Improved catalyst system |
| BRPI0618656B1 (pt) | 2005-11-17 | 2016-05-10 | Lucite Int Uk Ltd | processos para a carbonilação de compostos etilenicamente insaturados, sistema catalítico, e, ligando bidentato |
| GB0607494D0 (en) | 2006-04-13 | 2006-05-24 | Lucite Int Uk Ltd | Metal complexes |
| US9809611B2 (en) * | 2006-12-02 | 2017-11-07 | Lucite International Uk Limited | Carbonylation ligands and their use in the carbonylation of ethylenically unsaturated compounds |
| GB0625518D0 (en) * | 2006-12-21 | 2007-01-31 | Lucite Int Uk Ltd | Carbonylation of conjugated dienes |
| US7674937B2 (en) | 2008-05-28 | 2010-03-09 | Eastman Chemical Company | Hydroformylation catalysts |
| GB0812297D0 (en) * | 2008-07-04 | 2008-08-13 | Lucite Int Uk Ltd | Novel carbonylation ligand sand thier use of in the carbonylation of ethylenically unsaturated compounds |
| US20100069679A1 (en) * | 2008-09-12 | 2010-03-18 | Eastman Chemical Company | Acetylene tolerant hydroformylation catalysts |
| GB201000078D0 (en) | 2010-01-05 | 2010-02-17 | Lucite Int Uk Ltd | Process for the carbonylation of ethylenically unsaturated compounds, novel carbonylation ligands and catalyst systems incorporatng such ligands |
| EP2918575B1 (de) * | 2012-11-09 | 2018-09-05 | Mitsui Chemicals, Inc. | Verfahren zur herstellung einer aldehydverbindung |
| IN2015DN03892A (de) | 2012-11-09 | 2015-10-02 | Mitsui Chemicals Inc | |
| US9687837B1 (en) | 2016-08-31 | 2017-06-27 | Eastman Chemical Company | Stable hydroformylation catalyst for preparation of high N/Iso ratio aldehyde product |
| US9975833B2 (en) | 2016-08-31 | 2018-05-22 | Eastman Chemical Company | Efficient catalyst for the formation of polyaryl hydrocarbons suitable as precursors for polydentate organophosphorus catalyst ligands |
| CN111318308A (zh) * | 2018-12-17 | 2020-06-23 | 中国石油化工股份有限公司 | 催化剂组合物及其应用和醋酸乙烯酯氢甲酰化的方法 |
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| US20220325036A1 (en) | 2019-07-29 | 2022-10-13 | Eastman Chemical Company | Process for the preparation of polyesters with recycled monomers from pyrolysis and methanolysis |
| EP4003950A4 (de) | 2019-07-29 | 2023-08-30 | Eastman Chemical Company | (c4)alkansäure mit mit recyceltem inhalt |
| WO2021087057A1 (en) | 2019-10-31 | 2021-05-06 | Eastman Chemical Company | Pyrolysis method and system for recycled waste |
| US11945998B2 (en) | 2019-10-31 | 2024-04-02 | Eastman Chemical Company | Processes and systems for making recycle content hydrocarbons |
| US12528995B2 (en) | 2019-10-31 | 2026-01-20 | ExxonMobil Product Solutions Company | Pyrolysis method and system for recycled waste |
| US11319262B2 (en) | 2019-10-31 | 2022-05-03 | Eastman Chemical Company | Processes and systems for making recycle content hydrocarbons |
| WO2021092306A1 (en) | 2019-11-07 | 2021-05-14 | Eastman Chemical Company | Recycle content alpha olefins and fatty alcohols |
| EP4054998A4 (de) | 2019-11-07 | 2024-04-03 | Eastman Chemical Company | Propanol mit recyceltem inhalt |
| CN114728868B (zh) | 2019-11-07 | 2024-09-03 | 伊士曼化工公司 | 回收成分羰基合成醇和羰基合成增塑剂 |
| US12104121B2 (en) | 2019-11-07 | 2024-10-01 | Eastman Chemical Company | Recycle content mixed esters and solvents |
| BR112022013284A2 (pt) | 2020-02-10 | 2022-09-06 | Eastman Chem Co | Método de processamento de plástico de resíduo |
| WO2021163100A1 (en) | 2020-02-10 | 2021-08-19 | Eastman Chemical Company | Chemical recycling of solvolysis coproduct streams |
| US12195674B2 (en) | 2021-09-21 | 2025-01-14 | Eastman Chemical Company | Using spent caustic solution from pygas treatment to neutralize halogens from liquified waste plastic |
| CN113996347A (zh) * | 2021-12-06 | 2022-02-01 | 万华化学集团股份有限公司 | 一种氢甲酰化催化剂组合物及烯丙醇氢甲酰化反应制备羟基丁醛的方法 |
| CN115999539B (zh) * | 2022-12-15 | 2024-11-01 | 北京化工大学 | 一种负载型Rh/TiO2-P催化剂的制备方法及应用 |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3239566A (en) * | 1960-07-22 | 1966-03-08 | Shell Oil Co | Hydroformylation of olefins |
| US3527809A (en) * | 1967-08-03 | 1970-09-08 | Union Carbide Corp | Hydroformylation process |
| US4138420A (en) * | 1976-01-19 | 1979-02-06 | Celanese Corporation | Hydroformylation catalysts |
| US4277627A (en) * | 1977-01-25 | 1981-07-07 | Union Carbide Corporation | Hydroformylation process |
| US4152344A (en) * | 1977-08-08 | 1979-05-01 | Celanese Corporation | Phosphino-ferrocene ligands |
| US4215077A (en) * | 1978-02-09 | 1980-07-29 | Kuraray Co., Ltd. | Hydroformylation of olefins |
| JPS54119407A (en) * | 1978-03-09 | 1979-09-17 | Agency Of Ind Science & Technol | Preparation of aldehydes |
| JPS5626830A (en) * | 1979-08-10 | 1981-03-16 | Kuraray Co Ltd | Hydroformylation of lower olefin |
| US4352947A (en) * | 1981-08-03 | 1982-10-05 | Gulf Research & Development Company | Process for producing ethanol |
| US4612402A (en) * | 1982-03-29 | 1986-09-16 | Allied Corporation | Oxidation of olefins using rhodium nitro complex |
| DE3660719D1 (en) * | 1985-03-27 | 1988-10-20 | Hoechst Ag | Supported catalyst and procedure for the production of monocarboxylic acid anhydrides |
| US4605781A (en) * | 1985-09-03 | 1986-08-12 | Celanese Corporation | Production of 2-methylbutanal |
| US4748261A (en) * | 1985-09-05 | 1988-05-31 | Union Carbide Corporation | Bis-phosphite compounds |
| US4760194A (en) * | 1987-02-18 | 1988-07-26 | Eastman Kodak Company | Low pressure hydroformylation catalyst employing unique ligands and process using same |
| US4694109A (en) * | 1986-06-13 | 1987-09-15 | Eastman Kodak Company | Chelate ligands for low pressure hydroformylation catalyst and process employing same |
| US4755624A (en) * | 1987-02-18 | 1988-07-05 | Eastman Kodak Company | Low pressure hydroformylation process |
| US4742178A (en) * | 1986-11-10 | 1988-05-03 | Eastman Kodak Company | Low pressure hydroformylation of dienes |
| EP0279018B1 (de) * | 1987-02-18 | 1992-01-29 | EASTMAN KODAK COMPANY (a New Jersey corporation) | Chelat-Ligandene für Tiefdruck-Hydroformylierungskatalysatoren und Verfahren zu ihrer Verwendung |
| US4774362A (en) | 1987-04-24 | 1988-09-27 | Eastmank Kodak Company | Chelating ligands and catalysts and processes employing the same |
| US4873213A (en) * | 1988-08-12 | 1989-10-10 | Puckette Thomas A | Low pressure rhodium catalyzed hydroformylation of olefins |
-
1988
- 1988-12-22 US US07/288,596 patent/US4960949A/en not_active Expired - Lifetime
-
1989
- 1989-12-06 CA CA002004707A patent/CA2004707A1/en not_active Abandoned
- 1989-12-20 AT AT89420501T patent/ATE86885T1/de active
- 1989-12-20 EP EP90901435A patent/EP0449966A1/de active Pending
- 1989-12-20 WO PCT/US1989/005722 patent/WO1990006810A1/en not_active Ceased
- 1989-12-20 JP JP2501600A patent/JP2859955B2/ja not_active Expired - Fee Related
- 1989-12-20 EP EP89420501A patent/EP0375573B1/de not_active Expired - Lifetime
- 1989-12-20 ES ES198989420501T patent/ES2039086T3/es not_active Expired - Lifetime
- 1989-12-20 DE DE89420501T patent/DE68905452T2/de not_active Expired - Lifetime
-
1990
- 1990-02-23 US US07/483,839 patent/US5004823A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| ES2039086T3 (es) | 1993-08-16 |
| US5004823A (en) | 1991-04-02 |
| WO1990006810A1 (en) | 1990-06-28 |
| JP2859955B2 (ja) | 1999-02-24 |
| DE68905452T2 (de) | 1993-10-21 |
| US4960949A (en) | 1990-10-02 |
| EP0449966A1 (de) | 1991-10-09 |
| EP0375573B1 (de) | 1993-03-17 |
| EP0375573A1 (de) | 1990-06-27 |
| JPH04502463A (ja) | 1992-05-07 |
| CA2004707A1 (en) | 1990-06-22 |
| DE68905452D1 (de) | 1993-04-22 |
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