HUP0202904A2 - Eljárás cikloalkadiének előállítására - Google Patents
Eljárás cikloalkadiének előállítására Download PDFInfo
- Publication number
- HUP0202904A2 HUP0202904A2 HU0202904A HUP0202904A HUP0202904A2 HU P0202904 A2 HUP0202904 A2 HU P0202904A2 HU 0202904 A HU0202904 A HU 0202904A HU P0202904 A HUP0202904 A HU P0202904A HU P0202904 A2 HUP0202904 A2 HU P0202904A2
- Authority
- HU
- Hungary
- Prior art keywords
- catalyst
- supported catalyst
- cycloalkadienes
- tin
- metathesis
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 15
- 239000003054 catalyst Substances 0.000 claims abstract description 71
- 239000003205 fragrance Substances 0.000 claims abstract description 5
- 238000005649 metathesis reaction Methods 0.000 claims description 29
- 239000000203 mixture Substances 0.000 claims description 15
- -1 acyclic polyenes Chemical class 0.000 claims description 10
- 238000002360 preparation method Methods 0.000 claims description 9
- 239000007791 liquid phase Substances 0.000 claims description 5
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 abstract description 11
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 abstract description 4
- 229910019571 Re2O7 Inorganic materials 0.000 abstract description 3
- 229910052792 caesium Inorganic materials 0.000 abstract description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract description 2
- 229910052698 phosphorus Inorganic materials 0.000 abstract description 2
- 239000011574 phosphorus Substances 0.000 abstract description 2
- 239000000243 solution Substances 0.000 description 18
- 239000004913 cyclooctene Substances 0.000 description 11
- URYYVOIYTNXXBN-UPHRSURJSA-N cyclooctene Chemical compound C1CCC\C=C/CC1 URYYVOIYTNXXBN-UPHRSURJSA-N 0.000 description 11
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- ZXIJMRYMVAMXQP-UHFFFAOYSA-N cycloheptene Chemical compound C1CCC=CCC1 ZXIJMRYMVAMXQP-UHFFFAOYSA-N 0.000 description 6
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 6
- VXKWYPOMXBVZSJ-UHFFFAOYSA-N tetramethyltin Chemical group C[Sn](C)(C)C VXKWYPOMXBVZSJ-UHFFFAOYSA-N 0.000 description 6
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 6
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 5
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 229910052702 rhenium Inorganic materials 0.000 description 5
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 238000011282 treatment Methods 0.000 description 5
- QCSDLMPAQMQZOE-QSWGICILSA-N (1z,9z)-cyclohexadeca-1,9-diene Chemical compound C1CCC\C=C/CCCCCC\C=C/CC1 QCSDLMPAQMQZOE-QSWGICILSA-N 0.000 description 4
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 4
- NLSCHDZTHVNDCP-UHFFFAOYSA-N caesium nitrate Chemical compound [Cs+].[O-][N+]([O-])=O NLSCHDZTHVNDCP-UHFFFAOYSA-N 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 150000001925 cycloalkenes Chemical class 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 238000002791 soaking Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- 241000640882 Condea Species 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 229910052786 argon Inorganic materials 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 2
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 2
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 2
- DYIZHKNUQPHNJY-UHFFFAOYSA-N oxorhenium Chemical compound [Re]=O DYIZHKNUQPHNJY-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000008929 regeneration Effects 0.000 description 2
- 238000011069 regeneration method Methods 0.000 description 2
- 150000003282 rhenium compounds Chemical class 0.000 description 2
- 229910003449 rhenium oxide Inorganic materials 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- AFCAKJKUYFLYFK-UHFFFAOYSA-N tetrabutyltin Chemical group CCCC[Sn](CCCC)(CCCC)CCCC AFCAKJKUYFLYFK-UHFFFAOYSA-N 0.000 description 2
- RWWNQEOPUOCKGR-UHFFFAOYSA-N tetraethyltin Chemical group CC[Sn](CC)(CC)CC RWWNQEOPUOCKGR-UHFFFAOYSA-N 0.000 description 2
- 150000003606 tin compounds Chemical class 0.000 description 2
- 229910003158 γ-Al2O3 Inorganic materials 0.000 description 2
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 1
- QSHYGLAZPRJAEZ-UHFFFAOYSA-N 4-(chloromethyl)-2-(2-methylphenyl)-1,3-thiazole Chemical compound CC1=CC=CC=C1C1=NC(CCl)=CS1 QSHYGLAZPRJAEZ-UHFFFAOYSA-N 0.000 description 1
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 1
- 239000004254 Ammonium phosphate Substances 0.000 description 1
- 101150116295 CAT2 gene Proteins 0.000 description 1
- 101100392078 Caenorhabditis elegans cat-4 gene Proteins 0.000 description 1
- 101100326920 Caenorhabditis elegans ctl-1 gene Proteins 0.000 description 1
- 101100494773 Caenorhabditis elegans ctl-2 gene Proteins 0.000 description 1
- 101100313653 Caenorhabditis elegans kat-1 gene Proteins 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 101100112369 Fasciola hepatica Cat-1 gene Proteins 0.000 description 1
- 101100005271 Neurospora crassa (strain ATCC 24698 / 74-OR23-1A / CBS 708.71 / DSM 1257 / FGSC 987) cat-1 gene Proteins 0.000 description 1
- 101100005280 Neurospora crassa (strain ATCC 24698 / 74-OR23-1A / CBS 708.71 / DSM 1257 / FGSC 987) cat-3 gene Proteins 0.000 description 1
- 101100126846 Neurospora crassa (strain ATCC 24698 / 74-OR23-1A / CBS 708.71 / DSM 1257 / FGSC 987) katG gene Proteins 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910000148 ammonium phosphate Inorganic materials 0.000 description 1
- 235000019289 ammonium phosphates Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052810 boron oxide Inorganic materials 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 229910052593 corundum Inorganic materials 0.000 description 1
- UCIYGNATMHQYCT-OWOJBTEDSA-N cyclodecene Chemical compound C1CCCC\C=C\CCC1 UCIYGNATMHQYCT-OWOJBTEDSA-N 0.000 description 1
- HYPABJGVBDSCIT-UPHRSURJSA-N cyclododecene Chemical compound C1CCCCC\C=C/CCCC1 HYPABJGVBDSCIT-UPHRSURJSA-N 0.000 description 1
- BESIOWGPXPAVOS-UPHRSURJSA-N cyclononene Chemical compound C1CCC\C=C/CCC1 BESIOWGPXPAVOS-UPHRSURJSA-N 0.000 description 1
- WJTCGQSWYFHTAC-UHFFFAOYSA-N cyclooctane Chemical compound C1CCCCCCC1 WJTCGQSWYFHTAC-UHFFFAOYSA-N 0.000 description 1
- 239000004914 cyclooctane Substances 0.000 description 1
- AQLCQUACLXRPKV-UHFFFAOYSA-N cyclopentadeca-1,8-diene Chemical compound C1CCCC=CCCCCCC=CCC1 AQLCQUACLXRPKV-UHFFFAOYSA-N 0.000 description 1
- WCMISCDQOHKOAN-UHFFFAOYSA-N cyclotetradeca-1,8-diene Chemical compound C1CCC=CCCCCCC=CCC1 WCMISCDQOHKOAN-UHFFFAOYSA-N 0.000 description 1
- 229910000388 diammonium phosphate Inorganic materials 0.000 description 1
- 235000019838 diammonium phosphate Nutrition 0.000 description 1
- JKWMSGQKBLHBQQ-UHFFFAOYSA-N diboron trioxide Chemical compound O=BOB=O JKWMSGQKBLHBQQ-UHFFFAOYSA-N 0.000 description 1
- 230000029087 digestion Effects 0.000 description 1
- 238000006471 dimerization reaction Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 150000002678 macrocyclic compounds Chemical class 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- 150000004291 polyenes Chemical class 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000007152 ring opening metathesis polymerisation reaction Methods 0.000 description 1
- 238000007873 sieving Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229910001845 yogo sapphire Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
- C07C6/02—Metathesis reactions at an unsaturated carbon-to-carbon bond
- C07C6/04—Metathesis reactions at an unsaturated carbon-to-carbon bond at a carbon-to-carbon double bond
- C07C6/06—Metathesis reactions at an unsaturated carbon-to-carbon bond at a carbon-to-carbon double bond at a cyclic carbon-to-carbon double bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
- C07C2521/02—Boron or aluminium; Oxides or hydroxides thereof
- C07C2521/04—Alumina
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/14—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of germanium, tin or lead
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- C07C2523/32—Manganese, technetium or rhenium
- C07C2523/36—Rhenium
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/18—Systems containing only non-condensed rings with a ring being at least seven-membered
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Fats And Perfumes (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10142032A DE10142032A1 (de) | 2001-08-28 | 2001-08-28 | Verfahren zur Herstellung von Cycloalkadienen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| HU0202904D0 HU0202904D0 (enExample) | 2002-10-28 |
| HUP0202904A2 true HUP0202904A2 (hu) | 2003-04-28 |
Family
ID=7696820
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU0202904A HUP0202904A2 (hu) | 2001-08-28 | 2002-08-27 | Eljárás cikloalkadiének előállítására |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6916966B2 (enExample) |
| EP (1) | EP1288180B1 (enExample) |
| JP (1) | JP2003146913A (enExample) |
| CN (1) | CN1406913A (enExample) |
| AT (1) | ATE308493T1 (enExample) |
| CA (1) | CA2399560A1 (enExample) |
| DE (2) | DE10142032A1 (enExample) |
| HU (1) | HUP0202904A2 (enExample) |
| MX (1) | MXPA02008357A (enExample) |
| PL (1) | PL355731A1 (enExample) |
| TW (1) | TW548268B (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4605729B2 (ja) * | 2001-01-19 | 2011-01-05 | 信越石英株式会社 | 透光性セラミックス体及びその製造方法 |
| DE10142032A1 (de) * | 2001-08-28 | 2003-03-20 | Haarmann & Reimer Gmbh | Verfahren zur Herstellung von Cycloalkadienen |
| DE10142035A1 (de) * | 2001-08-28 | 2003-03-20 | Haarmann & Reimer Gmbh | Modifizierte Metathese-Trägerkatalysatoren |
| DE10142033A1 (de) * | 2001-08-28 | 2003-03-20 | Haarmann & Reimer Gmbh | Metathesekatalysatoren |
| CN104379547B (zh) | 2012-06-13 | 2017-05-17 | 巴斯夫欧洲公司 | 制备大环酮的方法 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1118517A (en) * | 1967-05-26 | 1968-07-03 | Shell Int Research | Oligomerisation of cyclo olefins |
| DE3524977A1 (de) * | 1984-11-20 | 1986-05-22 | Consortium für elektrochemische Industrie GmbH, 8000 München | Verfahren zur herstellung von cycloalkadienen |
| US4754098A (en) * | 1986-02-24 | 1988-06-28 | Phillips Petroleum Company | Catalyst compositions useful for olefin isomerization and disproportionation |
| US4684760A (en) * | 1986-02-24 | 1987-08-04 | Phillips Petroleum Company | Catalyst compositions useful for olefin isomerization and disproportionation |
| US4889840A (en) * | 1986-02-24 | 1989-12-26 | Phillips Petroleum Company | Catalyst compositions useful for olefin isomerization and disproportionation and method for preparing the catalyst compositions |
| FR2740056B1 (fr) * | 1995-10-20 | 1997-12-05 | Inst Francais Du Petrole | Catalyseur supporte contenant du rhenium et de l'aluminium, procede de preparation et application a la metathese des olefines |
| DE19727256A1 (de) | 1997-06-26 | 1999-01-07 | Consortium Elektrochem Ind | Trägerkatalysator zur Verwendung bei der Herstellung von Cycloalkadienen in einer Metathesereaktion |
| US6872792B2 (en) * | 2001-06-25 | 2005-03-29 | Lord Corporation | Metathesis polymerization adhesives and coatings |
| DE10142032A1 (de) * | 2001-08-28 | 2003-03-20 | Haarmann & Reimer Gmbh | Verfahren zur Herstellung von Cycloalkadienen |
-
2001
- 2001-08-28 DE DE10142032A patent/DE10142032A1/de not_active Withdrawn
-
2002
- 2002-08-16 JP JP2002237332A patent/JP2003146913A/ja active Pending
- 2002-08-19 AT AT02018153T patent/ATE308493T1/de not_active IP Right Cessation
- 2002-08-19 EP EP02018153A patent/EP1288180B1/de not_active Expired - Lifetime
- 2002-08-19 DE DE50204753T patent/DE50204753D1/de not_active Expired - Lifetime
- 2002-08-23 CA CA002399560A patent/CA2399560A1/en not_active Abandoned
- 2002-08-23 US US10/227,649 patent/US6916966B2/en not_active Expired - Lifetime
- 2002-08-27 PL PL02355731A patent/PL355731A1/xx unknown
- 2002-08-27 HU HU0202904A patent/HUP0202904A2/hu unknown
- 2002-08-27 TW TW091119318A patent/TW548268B/zh not_active IP Right Cessation
- 2002-08-27 MX MXPA02008357A patent/MXPA02008357A/es not_active Application Discontinuation
- 2002-08-28 CN CN02142110A patent/CN1406913A/zh active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| JP2003146913A (ja) | 2003-05-21 |
| DE50204753D1 (de) | 2005-12-08 |
| PL355731A1 (en) | 2003-03-10 |
| DE10142032A1 (de) | 2003-03-20 |
| CN1406913A (zh) | 2003-04-02 |
| HU0202904D0 (enExample) | 2002-10-28 |
| EP1288180B1 (de) | 2005-11-02 |
| TW548268B (en) | 2003-08-21 |
| EP1288180A2 (de) | 2003-03-05 |
| US6916966B2 (en) | 2005-07-12 |
| CA2399560A1 (en) | 2003-02-28 |
| US20030069460A1 (en) | 2003-04-10 |
| EP1288180A3 (de) | 2003-09-10 |
| MXPA02008357A (es) | 2003-03-05 |
| ATE308493T1 (de) | 2005-11-15 |
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