ATE266628T1 - Verfahren zum carbonylieren von pentennitril - Google Patents
Verfahren zum carbonylieren von pentennitrilInfo
- Publication number
- ATE266628T1 ATE266628T1 AT01923664T AT01923664T ATE266628T1 AT E266628 T1 ATE266628 T1 AT E266628T1 AT 01923664 T AT01923664 T AT 01923664T AT 01923664 T AT01923664 T AT 01923664T AT E266628 T1 ATE266628 T1 AT E266628T1
- Authority
- AT
- Austria
- Prior art keywords
- sup
- ester
- line
- formulae
- acid
- Prior art date
Links
- ISBHMJZRKAFTGE-UHFFFAOYSA-N pent-2-enenitrile Chemical compound CCC=CC#N ISBHMJZRKAFTGE-UHFFFAOYSA-N 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 abstract 4
- 150000002148 esters Chemical class 0.000 abstract 4
- SKUPALMUTWEAPI-UHFFFAOYSA-N 5-cyanopentanoic acid Chemical compound OC(=O)CCCCC#N SKUPALMUTWEAPI-UHFFFAOYSA-N 0.000 abstract 2
- SLXKOJJOQWFEFD-UHFFFAOYSA-N 6-aminohexanoic acid Chemical compound NCCCCCC(O)=O SLXKOJJOQWFEFD-UHFFFAOYSA-N 0.000 abstract 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 229960002684 aminocaproic acid Drugs 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 239000003446 ligand Substances 0.000 abstract 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical group [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 229910052787 antimony Inorganic materials 0.000 abstract 1
- 229910000074 antimony hydride Inorganic materials 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- RBFQJDQYXXHULB-UHFFFAOYSA-N arsane Chemical compound [AsH3] RBFQJDQYXXHULB-UHFFFAOYSA-N 0.000 abstract 1
- 229910052785 arsenic Inorganic materials 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 229910002091 carbon monoxide Inorganic materials 0.000 abstract 1
- 230000006315 carbonylation Effects 0.000 abstract 1
- 238000005810 carbonylation reaction Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- VUZPPFZMUPKLLV-UHFFFAOYSA-N methane;hydrate Chemical compound C.O VUZPPFZMUPKLLV-UHFFFAOYSA-N 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 125000004437 phosphorous atom Chemical group 0.000 abstract 1
- 229910052698 phosphorus Inorganic materials 0.000 abstract 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 abstract 1
- OUULRIDHGPHMNQ-UHFFFAOYSA-N stibane Chemical compound [SbH3] OUULRIDHGPHMNQ-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
-
- 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
- B01J31/2419—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising P as ring member
- B01J31/2438—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising P as ring member and further hetero atoms as ring members, excluding the positions adjacent to P
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/36—Preparation of carboxylic acid esters by reaction with carbon monoxide or formates
- C07C67/38—Preparation of carboxylic acid esters by reaction with carbon monoxide or formates by addition to an unsaturated carbon-to-carbon bond
-
- 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
-
- 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
- B01J2531/824—Palladium
-
- 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
- B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
- B01J31/28—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24 of the platinum group metals, iron group metals or copper
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP00200926 | 2000-03-14 | ||
| EP00200927 | 2000-03-14 | ||
| PCT/EP2001/002903 WO2001072697A2 (en) | 2000-03-14 | 2001-03-14 | Process for the carbonylation of pentenenitrile |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE266628T1 true ATE266628T1 (de) | 2004-05-15 |
Family
ID=26071994
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT01923664T ATE266628T1 (de) | 2000-03-14 | 2001-03-14 | Verfahren zum carbonylieren von pentennitril |
Country Status (14)
| Country | Link |
|---|---|
| US (2) | US6743911B2 (de) |
| EP (1) | EP1263713B2 (de) |
| JP (1) | JP2003528849A (de) |
| KR (1) | KR100765550B1 (de) |
| CN (1) | CN100354255C (de) |
| AT (1) | ATE266628T1 (de) |
| AU (1) | AU2001250380A1 (de) |
| BR (1) | BR0109239A (de) |
| CA (1) | CA2403183A1 (de) |
| DE (1) | DE60103255T3 (de) |
| MX (1) | MXPA02008927A (de) |
| MY (1) | MY133839A (de) |
| TW (1) | TWI281465B (de) |
| WO (1) | WO2001072697A2 (de) |
Families Citing this family (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MY133839A (en) | 2000-03-14 | 2007-11-30 | Shell Int Research | Process for the carbonylation of pentenenitrile |
| DE10060313A1 (de) * | 2000-12-04 | 2002-06-13 | Basf Ag | Verfahren zur Carbonylierung von Pentensäure und deren Derivate |
| ES2250728T3 (es) * | 2001-11-09 | 2006-04-16 | Shell Internationale Research Maatschappij B.V. | Ligandos bidentados para la carbonilacion de compuestos insaturados. |
| US20030105348A1 (en) | 2001-11-19 | 2003-06-05 | Bunel Emilio E. | Process for making 5-cyanovaleric acid, adipic acid or dimethyl adipate |
| CN1269784C (zh) | 2002-02-19 | 2006-08-16 | 国际壳牌研究有限公司 | 制备羧酸酐的方法和所述羧酸酐作为酰化剂的用途 |
| CA2476736C (en) * | 2002-02-19 | 2012-06-05 | Shell Internationale Research Maatschappij B.V. | Process for the carbonylation of an ethylenically unsaturated compound and catalyst therefore |
| JP4218261B2 (ja) * | 2002-06-11 | 2009-02-04 | ダイキン工業株式会社 | ポンプユニット |
| TWI301481B (en) * | 2002-08-10 | 2008-10-01 | Lucite Int Uk Ltd | A catalyst system |
| RU2337754C2 (ru) * | 2002-08-10 | 2008-11-10 | ЛУСАЙТ ИНТЕРНЭШНЛ ЮКей ЛИМИТЕД | Адамантилсодержащая каталитическая система, способ получения интермедиатов для бидентатных лигандов такой системы и способ карбонилирования этиленовых соединений в ее присутствии |
| GB0228018D0 (en) * | 2002-11-30 | 2003-01-08 | Lucite Int Uk Ltd | Carbonylation of ester |
| GB0218613D0 (en) * | 2002-08-10 | 2002-09-18 | Lucite Int Uk Ltd | Process for the carbonylation of ethylenically unsaturated compounds |
| CA2498293C (en) * | 2002-09-12 | 2012-05-22 | Lucite International Uk Limited | Catalyst system comprising chelating ligand and group viiib metal |
| US7767864B2 (en) | 2003-07-03 | 2010-08-03 | Lucite International Uk Limited | Process for the hydroformylation of ethylenically unsaturated compounds |
| US7402398B2 (en) * | 2003-07-17 | 2008-07-22 | Monogram Biosciences, Inc. | Measuring receptor homodimerization |
| EP1673399B1 (de) * | 2003-08-11 | 2017-04-05 | Monogram BioSciences, Inc. | Nachweis und erstellung des profils eines molekularen komplexes |
| GB0403592D0 (en) * | 2004-02-18 | 2004-03-24 | Lucite Int Uk Ltd | A catalyst system |
| US7265242B2 (en) | 2004-02-26 | 2007-09-04 | Shell Oil Company | Process for the carbonylation of ethylenically or acetylenically unsaturated compounds |
| GB0411951D0 (en) | 2004-05-28 | 2004-06-30 | Lucite Int Uk Ltd | Carbonylation of ester |
| GB0516556D0 (en) * | 2005-08-12 | 2005-09-21 | Lucite Int Uk Ltd | Improved catalyst system |
| KR20080077201A (ko) | 2005-11-17 | 2008-08-21 | 루사이트 인터내셔널 유케이 리미티드 | 에틸렌성 불포화 화합물의 카르보닐화 |
| GB0607494D0 (en) | 2006-04-13 | 2006-05-24 | Lucite Int Uk Ltd | Metal complexes |
| WO2008065448A1 (en) * | 2006-12-02 | 2008-06-05 | Lucite International Uk Limited | Novel 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 |
| US8357277B2 (en) | 2007-11-27 | 2013-01-22 | Laboratory Corp. of America Holdings | Enhanced method for detecting and/or quantifying an analyte in a sample |
| EP2235536A4 (de) * | 2007-12-20 | 2011-05-04 | Lab Corp America Holdings | Her-2-diagnoseverfahren |
| 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 |
| ES2637411T3 (es) | 2008-12-01 | 2017-10-13 | Laboratory Corporation Of America Holdings | Métodos y ensayos para medir p95 Y/O p95 en una muestra y anticuerpos específicos para p95 |
| JP2012515353A (ja) * | 2009-01-15 | 2012-07-05 | ラボラトリー コーポレイション オブ アメリカ ホールディングス | Ｈｅｒ−２発現の測定による患者の反応を判定する方法 |
| EP2387711B1 (de) | 2009-01-15 | 2015-04-22 | Laboratory Corporation of America Holdings | Verfahren zur bestimmung von patientenreaktionen durch her-3-messung |
| 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 |
| DE102010002809A1 (de) | 2010-03-12 | 2011-11-17 | Evonik Degussa Gmbh | Verfahren zur Herstellung von linearen alpha,omega-Dicarbonsäurediestern |
| FR2983478B1 (fr) | 2011-12-01 | 2013-11-15 | Arkema France | Procede de preparation d'aminoacide comprenant une etape d'hydroformylation d'un nitrile gras insature |
| CN113773197A (zh) * | 2021-09-26 | 2021-12-10 | 四川玖源高新材料有限公司 | 戊烯酸甲酯的制备方法 |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4298546A (en) | 1980-08-05 | 1981-11-03 | E. I. Du Pont De Nemours And Company | Isomerization of 2-methyl-3-butenenitrile |
| US4933483A (en) | 1988-12-12 | 1990-06-12 | E. I. Du Pont De Nemours And Company | Manufacture of 5-cyanovaleric acid and its esters |
| US4950778A (en) | 1988-12-12 | 1990-08-21 | E. I. Du Pont De Nemours & Company | Manufacture of 5-cyanovaleric acid and its esters using cyclic cosolvents |
| SG45352A1 (en) | 1991-01-15 | 1998-01-16 | Shell Int Research | Carbonylation of olefins |
| ES2077337T3 (es) * | 1991-01-15 | 1995-11-16 | Shell Int Research | Procedimiento para la carbonilacion de olefinas. |
| DE4306507A1 (de) | 1993-03-03 | 1994-09-08 | Basf Ag | Verfahren zur Herstellung von 5-Cyanvaleriansäureestern |
| BE1007422A3 (nl) | 1993-08-23 | 1995-06-13 | Dsm Nv | Werkwijze voor de bereiding van een mengsel van penteenzure alkylesters. |
| BE1008018A3 (nl) | 1994-01-06 | 1995-12-12 | Dsm Nv | Werkwijze voor de bereiding van een ester. |
| TW272949B (de) | 1994-07-22 | 1996-03-21 | Taishal Kagaku Kogyo Kk | |
| GB9425911D0 (en) | 1994-12-22 | 1995-02-22 | Ici Plc | Process for the carbonylation of olefins and catalyst system for use therein |
| US5821378A (en) | 1995-01-27 | 1998-10-13 | E. I. Du Pont De Nemours And Company | Hydrocyanation of diolefins and isomerization of nonconjugated 2-alkyl-3-monoalkenenitriles |
| MY116498A (en) | 1995-03-01 | 2004-02-28 | Dsm Ip Assets Bv | Process for the preparation of é - caprolactam |
| US5780623A (en) | 1996-02-23 | 1998-07-14 | Dsm N.V. | Process to prepare ε-caprolactam from 6-aminocaproic acid |
| TW343195B (en) | 1996-03-15 | 1998-10-21 | Dsm Nv | Process to prepare a terminal aldehyde |
| US5858736A (en) | 1996-05-17 | 1999-01-12 | E. I. Du Pont De Nemours And Company | Preparation of lactams from aliphatic α,ω-dinitriles |
| JPH09320094A (ja) | 1996-05-27 | 1997-12-12 | Nikon Corp | 光ディスクの再生方法及び光ディスク |
| JPH10218830A (ja) * | 1997-02-04 | 1998-08-18 | Ube Ind Ltd | カルボン酸エステル又はカルボン酸の製造方法 |
| EP0860431A1 (de) | 1997-02-19 | 1998-08-26 | Dsm N.V. | Verfahren zur Herstellung von Caprolactam in Abwesenheit von Katalysatoren durch Umsetzung von 6-Aminocapronsäure (oder des Amids) mit überhitztem Wasserdampf |
| US6156934A (en) | 1997-03-26 | 2000-12-05 | Shell Oil Company | Diphosphines |
| GB9717059D0 (en) † | 1997-08-13 | 1997-10-15 | Ici Plc | Method of manufacturing phosphine compound |
| GB9722733D0 (en) † | 1997-10-29 | 1998-10-28 | Ici Plc | Production of esters |
| GB9805348D0 (en) † | 1998-03-16 | 1998-05-06 | Ici Plc | Compound |
| DE19840253A1 (de) | 1998-09-03 | 2000-03-09 | Basf Ag | Verfahren zur Herstellung von Cyanvaleriansäure oder -estern |
| MY133839A (en) | 2000-03-14 | 2007-11-30 | Shell Int Research | Process for the carbonylation of pentenenitrile |
-
2001
- 2001-03-13 MY MYPI20011134A patent/MY133839A/en unknown
- 2001-03-13 US US09/804,891 patent/US6743911B2/en not_active Expired - Fee Related
- 2001-03-14 AU AU2001250380A patent/AU2001250380A1/en not_active Abandoned
- 2001-03-14 AT AT01923664T patent/ATE266628T1/de not_active IP Right Cessation
- 2001-03-14 CN CNB01807975XA patent/CN100354255C/zh not_active Expired - Fee Related
- 2001-03-14 DE DE60103255T patent/DE60103255T3/de not_active Expired - Lifetime
- 2001-03-14 EP EP01923664A patent/EP1263713B2/de not_active Expired - Lifetime
- 2001-03-14 BR BR0109239-1A patent/BR0109239A/pt not_active IP Right Cessation
- 2001-03-14 WO PCT/EP2001/002903 patent/WO2001072697A2/en not_active Ceased
- 2001-03-14 MX MXPA02008927A patent/MXPA02008927A/es not_active Application Discontinuation
- 2001-03-14 CA CA002403183A patent/CA2403183A1/en not_active Abandoned
- 2001-03-14 JP JP2001570610A patent/JP2003528849A/ja active Pending
- 2001-03-14 KR KR1020027012035A patent/KR100765550B1/ko not_active Expired - Fee Related
- 2001-03-21 TW TW090106606A patent/TWI281465B/zh not_active IP Right Cessation
-
2004
- 2004-04-30 US US10/837,401 patent/US7026473B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| DE60103255T2 (de) | 2005-05-25 |
| EP1263713B2 (de) | 2008-08-20 |
| US20040230071A1 (en) | 2004-11-18 |
| CN100354255C (zh) | 2007-12-12 |
| EP1263713B1 (de) | 2004-05-12 |
| DE60103255D1 (de) | 2004-06-17 |
| TWI281465B (en) | 2007-05-21 |
| MXPA02008927A (es) | 2003-04-25 |
| KR20020091129A (ko) | 2002-12-05 |
| WO2001072697A3 (en) | 2002-05-16 |
| DE60103255T3 (de) | 2009-01-22 |
| EP1263713A2 (de) | 2002-12-11 |
| MY133839A (en) | 2007-11-30 |
| US20020045748A1 (en) | 2002-04-18 |
| WO2001072697A2 (en) | 2001-10-04 |
| KR100765550B1 (ko) | 2007-10-09 |
| JP2003528849A (ja) | 2003-09-30 |
| CA2403183A1 (en) | 2001-10-04 |
| CN1422248A (zh) | 2003-06-04 |
| US7026473B2 (en) | 2006-04-11 |
| BR0109239A (pt) | 2002-12-24 |
| AU2001250380A1 (en) | 2001-10-08 |
| US6743911B2 (en) | 2004-06-01 |
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