ES2004935A6 - Un metodo para minimizar o evitar la precipitacion del rodio de un catalizador complejo de rodio-fosfito - Google Patents
Un metodo para minimizar o evitar la precipitacion del rodio de un catalizador complejo de rodio-fosfitoInfo
- Publication number
- ES2004935A6 ES2004935A6 ES8701486A ES8701486A ES2004935A6 ES 2004935 A6 ES2004935 A6 ES 2004935A6 ES 8701486 A ES8701486 A ES 8701486A ES 8701486 A ES8701486 A ES 8701486A ES 2004935 A6 ES2004935 A6 ES 2004935A6
- Authority
- ES
- Spain
- Prior art keywords
- aldehyde
- prod
- transition metal
- metal complex
- catalyzed hydroformylation
- 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
Links
Classifications
-
- 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
- C07C45/81—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
- C07C45/82—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
UN METODO PARA MINIMIZAR O EVITAR LA PRECIPITACION DEL RODIO DE UN CATALIZADOR COMPLEJO DE RODIO-FOSFITO, EN EL QUE, TRAS LA REACCION DE UN COMPUESTO OLEFINICAMENTE INSATURADO CON MONOXIDO DE CARBONO E HIDROGENO PARA PRODUCIR UN ALDEHIDO, EN PRESENCIA DE UN CATALIZADOR COMPLEJO DE RODIO-FOSFITO SOLUBILIZADO, SE SOMETE A DESTILACION, PARA RECUPERAR EL PRODUCTO DE ALDEHIDO, UNA SOLUCION DEL PRODUCTO DE REACCION QUE CONTIENE EL CATALIZADOR COMPLEJO DE RODIO-FOSFITO SOLUBILIZADO, EL PRODUCTO DE ALDEHIDO Y, ADEMAS, UN POLIMERO ORGANICO QUE CONTIENE GRUPOS FUNCIONALES POLARES SELECCIONADOS ENTRE RADICALES DE AMIDA, CETONA, CARBAMATO, UREA Y CARBONATO, EMPLEANDOSE EL POLIMERO ORGANICO EN UNA CANTIDAD DE APROXIMADAMENTE 0,1-5,0% EN PESO Y LLEVANDOSE A CABO LA DESTILACION A UNA TEMPERATURA DE APROXIMADAMENTE 50-140GC. EL INVENTO ES UTIL EN PROCESOS DE HIDROFORMILACION PARA PRODUCIR ALDEHIDOS, PREVINIENDO LA PRECIPITACION DE RODIO EN FORMA DE RODIO METALICO O DE RACIMOS DE RODIO.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US06/865,061 US4717775A (en) | 1984-12-28 | 1986-05-20 | Transition metal complex catalyzed reactions |
US07/046,821 US4774361A (en) | 1986-05-20 | 1987-05-11 | Transition metal complex catalyzed reactions |
PCT/US1987/001124 WO1987007261A2 (en) | 1986-05-20 | 1987-05-19 | Transition metal complex catalyzed hydroformulation |
Publications (1)
Publication Number | Publication Date |
---|---|
ES2004935A6 true ES2004935A6 (es) | 1989-02-16 |
Family
ID=26724327
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES8701486A Expired ES2004935A6 (es) | 1986-05-20 | 1987-05-20 | Un metodo para minimizar o evitar la precipitacion del rodio de un catalizador complejo de rodio-fosfito |
Country Status (12)
Country | Link |
---|---|
US (1) | US4774361A (es) |
EP (1) | EP0276231B1 (es) |
JP (1) | JPS63503385A (es) |
CN (1) | CN1010011B (es) |
AU (1) | AU613312B2 (es) |
CA (1) | CA1312094C (es) |
DE (1) | DE3773890D1 (es) |
ES (1) | ES2004935A6 (es) |
IN (1) | IN169727B (es) |
MX (1) | MX166107B (es) |
NO (1) | NO166583C (es) |
WO (1) | WO1987007261A2 (es) |
Families Citing this family (80)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4835299A (en) * | 1987-03-31 | 1989-05-30 | Union Carbide Corporation | Process for purifying tertiary organophosphites |
IT1237530B (it) * | 1989-12-12 | 1993-06-08 | Eniricerche Spa | Procedimento per la sintesi diretta di alcoli da olefine,ossidi di carbonio e idrogeno,promossa da un catalizzatore di rodio supportato |
US5210318A (en) * | 1990-05-04 | 1993-05-11 | Union Carbide Chemicals & Plastics Technology Corporation | Catalysts and processes useful in producing 1,3-diols and/or 3-hydroxyldehydes |
US5087763A (en) * | 1990-11-09 | 1992-02-11 | Union Carbide Chemicals & Plastics Technology Corporation | Hydroformylation process |
JP2946790B2 (ja) * | 1991-03-14 | 1999-09-06 | 三菱化学株式会社 | アルデヒド類の製造法 |
US5360938A (en) * | 1991-08-21 | 1994-11-01 | Union Carbide Chemicals & Plastics Technology Corporation | Asymmetric syntheses |
GB9119955D0 (en) * | 1991-09-18 | 1991-10-30 | Imperial College | Treatment of aqueous supplies containing organic material |
US5169981A (en) * | 1991-12-06 | 1992-12-08 | Union Carbide Chemicals & Plastics Technology Corporation | Synthesis of alpha-substituted alkadienes |
US5243099A (en) * | 1991-12-06 | 1993-09-07 | Union Carbide Chemicals & Plastics Technology Corporation | Synthesis of alpha-substituted alkadienes |
US5756855A (en) | 1994-08-19 | 1998-05-26 | Union Carbide Chemicals & Plastics Technology Corporation | Stabilization of phosphite ligands in hydroformylation process |
US5672766A (en) * | 1994-12-12 | 1997-09-30 | Mitsubishi Chemical Corporation | Method for producing aldehydes |
KR970703805A (ko) * | 1995-05-01 | 1997-08-09 | 유니온 카바이드 케미칼즈 앤드 플라스틱스 테크놀러지 코포레이션 | 막 분리방법(Membrane Separation) |
US5739352A (en) * | 1995-10-19 | 1998-04-14 | United Carbide Chemicals & Plastics Technology Corporation | Process for preparing carboxylic acids |
DE19605435A1 (de) * | 1996-02-14 | 1997-08-21 | Basf Ag | Verfahren zur Herstellung von Aldehyden durch Hydroformylierung mit einem Rhodiumkatalysator und Wiedergewinnung des Rhodiumkatalysators durch Extraktion |
US6090987A (en) * | 1998-07-06 | 2000-07-18 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
MY124674A (en) | 1998-12-10 | 2006-06-30 | Mitsubishi Chem Corp | Process for producing aldehyde |
JP3921853B2 (ja) * | 1998-12-10 | 2007-05-30 | 三菱化学株式会社 | アルデヒド類及びアルコール類の製造方法 |
GB9918229D0 (en) † | 1999-08-04 | 1999-10-06 | Ici Plc | Improvements relating to metal-compound catalysed processes |
DE19954510A1 (de) | 1999-11-12 | 2001-05-17 | Oxeno Olefinchemie Gmbh | Verfahren zur katalytischen Herstellung von Aldehyden aus Olefinen unter Einsatz von Ligandenmischungen |
EP1168111A3 (en) | 2000-06-27 | 2009-06-03 | Dai Nippon Printing Co., Ltd. | Multilayer volume hologram, and label for multilayer volume hologram fabrication |
EP1249441A1 (en) | 2001-04-13 | 2002-10-16 | Dsm N.V. | Continuous hydroformylation process |
DE10220801A1 (de) * | 2002-05-10 | 2003-11-20 | Oxeno Olefinchemie Gmbh | Verfahren zur Rhodium-katalysierten Hydroformylierung von Olefinen unter Reduzierung der Rhodiumverluste |
BR0313866A (pt) * | 2002-08-31 | 2005-07-05 | Oxeno Olefinchemie Gmbh | Processo para a hidroformilação de compostos olefinicamente insaturados, especialmente olefinas na presença de ésteres de ácido carbÈnico cìclicos |
PL206922B1 (pl) * | 2002-08-31 | 2010-10-29 | Oxeno Olefinchemie Gmbh | Sposób katalitycznego hydroformylowania związków nienasyconych olefinowo |
EP1595984B1 (en) * | 2003-01-16 | 2010-06-09 | Teijin Fibers Limited | Differential-shrinkage polyester combined filament yarn |
WO2005007602A1 (en) * | 2003-07-03 | 2005-01-27 | Union Carbide Chemicals & Plastics Technology Corporation | Minimization of ligand degradation products, of reversion of same to useful phosphine ligands |
DE10349343A1 (de) * | 2003-10-23 | 2005-06-02 | Basf Ag | Stabilisierung von Hydroformylierungskatalysatoren auf Basis von Phosphoramiditliganden |
PL209549B1 (pl) | 2004-08-02 | 2011-09-30 | Dow Technology Investments Llc | Sposób hydroformylowania |
CN101657407B (zh) * | 2007-03-20 | 2014-02-12 | 陶氏技术投资有限公司 | 改善对产物同分异构体的控制的加氢甲酰基化方法 |
CN101681776B (zh) * | 2007-04-09 | 2011-10-05 | Lg化学株式会社 | 含有亚磷酸酯配体的催化剂组合物和使用该催化剂组合物的加氢甲酰化方法 |
EP2703380B1 (en) | 2008-07-03 | 2015-11-04 | Dow Technology Investments LLC | Process for working up a hydroformylation output |
AU2009313838B2 (en) | 2008-11-14 | 2015-02-05 | University Of Kansas | Polymer-supported transition metal catalyst complexes and methods of use |
JP5603407B2 (ja) | 2009-03-31 | 2014-10-08 | ダウ テクノロジー インベストメンツ リミティド ライアビリティー カンパニー | 二重オープンエンド型ビスホスファイトリガンドによるヒドロホルミル化方法 |
US7928267B1 (en) * | 2009-06-22 | 2011-04-19 | Eastman Chemical Company | Phosphite containing catalysts for hydroformylation processes |
US8586800B2 (en) | 2009-10-16 | 2013-11-19 | Dow Technology Investments Llc | Gas phase hydroformylation process |
PL2942343T3 (pl) | 2009-12-22 | 2020-02-28 | Dow Technology Investments Llc | Kontrolowanie stosunku aldehydu normalnego : aldehydu izo w procesie hydroformylowania z ligandami mieszanymi |
PL2722325T5 (pl) | 2009-12-22 | 2019-07-31 | Dow Technology Investments Llc | Regulowanie stosunku aldehyd normalny : izoaldehyd w procesie hydroformylowania z mieszanymi ligandami przez regulowanie ciśnienia cząsteczkowego gazu syntezowego |
EP2516371B2 (en) | 2009-12-22 | 2022-08-17 | Dow Technology Investments LLC | Controlling the normal:iso aldehyde ratio in a mixed ligand hydroformylation process by controlling the olefin partial pressure |
WO2012047514A1 (en) | 2010-10-05 | 2012-04-12 | Dow Technology Investments Llc | Hydroformylation process |
US8884072B2 (en) | 2010-11-12 | 2014-11-11 | Dow Technology Investments Llc | Mitigation of fouling in hydroformylation processes by water addition |
SA112330271B1 (ar) | 2011-04-18 | 2015-02-09 | داو تكنولوجى انفستمنتس ال ال سى | تخفيف التلوث في عمليات هيدروفورملة عن طريق إضافة الماء |
EP2822921B1 (de) | 2012-03-07 | 2018-06-20 | Basf Se | Verfahren zur wärmeintegration bei der hydrierung und destillation von c3-c20 aldehyden |
US8889917B2 (en) | 2012-04-12 | 2014-11-18 | Basf Se | Method of supplementing the catalyst in continuous hydroformylation |
SG11201405863QA (en) | 2012-04-12 | 2014-11-27 | Basf Se | Method for replenishing the catalyst in continuous hydroformylation |
US9174907B2 (en) | 2012-06-04 | 2015-11-03 | Dow Technology Investments Llc | Hydroformylation process |
RU2639874C2 (ru) * | 2012-08-29 | 2017-12-25 | Дау Текнолоджи Инвестментс Ллс | Способ получения катализатора |
MY176756A (en) | 2012-09-25 | 2020-08-21 | Dow Technology Investments Llc | Process for stabilizing a phosphite ligand against degradation |
EP2740535A1 (en) | 2012-12-04 | 2014-06-11 | Dow Technology Investments LLC | Bidentate ligands for hydroformylation of ethylene |
KR102098429B1 (ko) | 2012-12-06 | 2020-04-07 | 다우 테크놀로지 인베스트먼츠 엘엘씨. | 하이드로포밀화 방법 |
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 |
WO2015094781A1 (en) | 2013-12-19 | 2015-06-25 | Dow Technology Investments Llc | Hydroformylation process |
CN104725170B (zh) | 2013-12-19 | 2019-08-23 | 陶氏技术投资有限责任公司 | 加氢甲酰化方法 |
JP6560248B2 (ja) | 2014-03-31 | 2019-08-14 | ダウ テクノロジー インベストメンツ リミティド ライアビリティー カンパニー | ヒドロホルミル化プロセス |
JP6694396B2 (ja) | 2014-05-14 | 2020-05-13 | ダウ テクノロジー インベストメンツ リミティド ライアビリティー カンパニー | 安定化された有機リン化合物 |
MY184826A (en) * | 2014-12-04 | 2021-04-24 | Dow Technology Investments Llc | Hydroformylation process |
TWI709566B (zh) | 2015-09-30 | 2020-11-11 | 美商陶氏科技投資公司 | 用於製造有機磷化合物的方法 |
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CA3018072A1 (en) | 2016-03-18 | 2017-09-21 | Dow Technology Investments Llc | Hydroformylation process |
TWI758353B (zh) | 2016-11-08 | 2022-03-21 | 美商陶氏科技投資有限公司 | 使去活化的氫甲醯化催化劑溶液再生的方法 |
TW201840362A (zh) | 2016-11-08 | 2018-11-16 | 美商陶氏科技投資有限公司 | 使去活化的氫甲醯化催化劑溶液再生的方法 |
TW201840363A (zh) | 2016-11-08 | 2018-11-16 | 美商陶氏科技投資有限公司 | 處理氫甲醯化催化劑溶液之方法 |
RU2020115090A (ru) | 2017-10-25 | 2021-10-29 | Дау Текнолоджи Инвестментс Ллк | Способ уменьшения образования тяжелых фракций в растворе, содержащем альдегидные соединения, образованные в процессе гидроформилирования |
EP3710161B1 (en) | 2017-11-13 | 2024-10-16 | Dow Technology Investments LLC | Processes for recovery of rhodium from a hydroformylation process |
TWI793216B (zh) * | 2017-12-07 | 2023-02-21 | 美商陶氏科技投資公司 | 氫甲醯化方法 |
CA3100779A1 (en) | 2018-05-30 | 2019-12-05 | Dow Technology Investments Llc | Methods of controlling hydroformylation processes |
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 |
KR20210013702A (ko) | 2018-05-30 | 2021-02-05 | 다우 테크놀로지 인베스트먼츠 엘엘씨. | 하이드로포밀화 공정에서 촉매의 탈활성화를 느리게 하고/하거나 테트라포스핀 리간드 사용을 느리게 하는 방법 |
EP3887348B1 (en) | 2018-11-29 | 2022-11-02 | Dow Technology Investments LLC | Hydroformylation process |
US20220143590A1 (en) | 2019-06-27 | 2022-05-12 | Dow Technology Investments Llc | Process to prepare solution from hydroformylation process for precious metal recovery |
TW202126385A (zh) | 2019-11-05 | 2021-07-16 | 美商陶氏科技投資有限公司 | 自氫甲醯化製程回收銠之方法 |
US11976017B2 (en) | 2019-12-19 | 2024-05-07 | Dow Technology Investments Llc | Processes for preparing isoprene and mono-olefins comprising at least six carbon atoms |
CN114478214B (zh) * | 2020-10-23 | 2024-05-17 | 中国石油化工股份有限公司 | 一种氢甲酰化方法和一种氢甲酰化产物的分离方法 |
CA3201268A1 (en) | 2020-12-14 | 2022-06-23 | Michael A. Brammer | Processes to improve catalytic metal accountability in hydroformylation processes |
EP4430218A1 (en) | 2021-11-11 | 2024-09-18 | Dow Technology Investments LLC | Processes for recovering rhodium from hydroformylation processes |
WO2023114579A1 (en) | 2021-12-16 | 2023-06-22 | Dow Technology Investments Llc | Compounds, transition metal complex hydroformylation catalyst precuror compositions comprising such compounds, and hydroformylation processes |
EP4448171A1 (en) | 2021-12-16 | 2024-10-23 | Dow Technology Investments LLC | Transition metal complex hydroformylation catalyst precuror compositions comprising such compounds, and hydroformylation processes |
WO2024129290A1 (en) | 2022-12-13 | 2024-06-20 | Dow Technology Investments Llc | Process to minimize polyphosphine usage by making use of degradation products |
GB202404300D0 (en) | 2024-03-26 | 2024-05-08 | Johnson Matthey Davy Technologies Ltd | Process for the production of 2-alkylalkanol |
Family Cites Families (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE156528C (es) * | ||||
US4482748A (en) * | 1967-05-29 | 1984-11-13 | Celanese Corporation | Hydrocarbonylation |
DE2145532C3 (de) * | 1971-09-11 | 1975-02-20 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Aufarbeitung von Hydroformylierungsgemischen |
DE2326489A1 (de) * | 1973-05-24 | 1974-12-12 | Ernst Prof Dr Bayer | Verfahren zur katalyse unter verwendung von loeslichen metallverbindungen synthetischer polymerer |
JPS5638576B2 (es) * | 1974-07-25 | 1981-09-08 | ||
US4148830A (en) * | 1975-03-07 | 1979-04-10 | Union Carbide Corporation | Hydroformylation of olefins |
JPS6022688B2 (ja) * | 1976-12-29 | 1985-06-03 | 和光純薬工業株式会社 | アルデヒド化合物の蒸留方法 |
EP0008407B1 (de) * | 1978-08-17 | 1983-10-26 | Heyl Chemisch-pharmazeutische Fabrik GmbH & Co. KG | Polymere Hydrierkatalysatoren, Verfahren zur Herstellung dieser Katalysatoren und ihre Verwendung für katalytische Hydrierungen |
US4235744A (en) * | 1978-10-30 | 1980-11-25 | Standard Oil Company (Ohio) | Carbonylation of olefinically unsaturated compounds |
US4504684A (en) * | 1982-01-06 | 1985-03-12 | The Standard Oil Company | Metal coordination polymers as hydroformylation and hydrogenation catalysts |
DE3372361D1 (en) * | 1982-06-11 | 1987-08-13 | Davy Mckee London | Hydroformylation process |
US4528403A (en) * | 1982-10-21 | 1985-07-09 | Mitsubishi Chemical Industries Ltd. | Hydroformylation process for preparation of aldehydes and alcohols |
US4528404A (en) * | 1983-03-16 | 1985-07-09 | Exxon Research And Engineering Co. | High temperature hydroformylation in the presence of triarylphosphine rhodium carbonyl hydride complex catalyst systems |
GB8334359D0 (en) * | 1983-12-23 | 1984-02-01 | Davy Mckee Ltd | Process |
US4599206A (en) * | 1984-02-17 | 1986-07-08 | Union Carbide Corporation | Transition metal complex catalyzed reactions |
US4599456A (en) * | 1984-12-20 | 1986-07-08 | Phillips Petroleum Company | Novel aldehyde-phosphine compositions and uses therefor |
US4668651A (en) * | 1985-09-05 | 1987-05-26 | Union Carbide Corporation | Transition metal complex catalyzed processes |
US4613701A (en) * | 1985-09-19 | 1986-09-23 | Celanese Corporation | Recovery of rhodium from hydroformylation reaction product |
-
1987
- 1987-05-11 US US07/046,821 patent/US4774361A/en not_active Expired - Lifetime
- 1987-05-19 JP JP62503400A patent/JPS63503385A/ja active Granted
- 1987-05-19 EP EP87903774A patent/EP0276231B1/en not_active Expired - Lifetime
- 1987-05-19 WO PCT/US1987/001124 patent/WO1987007261A2/en active IP Right Grant
- 1987-05-19 AU AU74898/87A patent/AU613312B2/en not_active Ceased
- 1987-05-19 DE DE8787903774T patent/DE3773890D1/de not_active Expired - Lifetime
- 1987-05-20 IN IN373/MAS/87A patent/IN169727B/en unknown
- 1987-05-20 CN CN87104311A patent/CN1010011B/zh not_active Expired
- 1987-05-20 CA CA000537549A patent/CA1312094C/en not_active Expired - Lifetime
- 1987-05-20 ES ES8701486A patent/ES2004935A6/es not_active Expired
- 1987-05-20 MX MX006566A patent/MX166107B/es unknown
-
1988
- 1988-01-19 NO NO880207A patent/NO166583C/no unknown
Also Published As
Publication number | Publication date |
---|---|
NO880207D0 (no) | 1988-01-19 |
NO880207L (no) | 1988-01-19 |
WO1987007261A2 (en) | 1987-12-03 |
US4774361A (en) | 1988-09-27 |
WO1987007261A3 (en) | 1988-04-07 |
NO166583B (no) | 1991-05-06 |
IN169727B (es) | 1991-12-14 |
CN87104311A (zh) | 1988-06-08 |
AU613312B2 (en) | 1991-08-01 |
CA1312094C (en) | 1992-12-29 |
MX166107B (es) | 1992-12-21 |
EP0276231A1 (en) | 1988-08-03 |
NO166583C (no) | 1991-08-14 |
JPS63503385A (ja) | 1988-12-08 |
EP0276231B1 (en) | 1991-10-16 |
AU7489887A (en) | 1987-12-22 |
JPH0548215B2 (es) | 1993-07-20 |
CN1010011B (zh) | 1990-10-17 |
DE3773890D1 (de) | 1991-11-21 |
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