ZA200306056B - Method for producing an epoxide. - Google Patents
Method for producing an epoxide. Download PDFInfo
- Publication number
- ZA200306056B ZA200306056B ZA200306056A ZA200306056A ZA200306056B ZA 200306056 B ZA200306056 B ZA 200306056B ZA 200306056 A ZA200306056 A ZA 200306056A ZA 200306056 A ZA200306056 A ZA 200306056A ZA 200306056 B ZA200306056 B ZA 200306056B
- Authority
- ZA
- South Africa
- Prior art keywords
- product mixture
- hydroperoxyalcohols
- hydrogen peroxide
- organic compound
- solvent
- Prior art date
Links
- 150000002118 epoxides Chemical class 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title description 6
- 239000000203 mixture Substances 0.000 claims abstract description 96
- 239000000047 product Substances 0.000 claims abstract description 87
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 84
- 238000000034 method Methods 0.000 claims abstract description 72
- 239000002904 solvent Substances 0.000 claims abstract description 46
- 150000001875 compounds Chemical class 0.000 claims abstract description 29
- 239000006227 byproduct Substances 0.000 claims abstract description 28
- 238000006243 chemical reaction Methods 0.000 claims abstract description 28
- 150000002894 organic compounds Chemical class 0.000 claims abstract description 28
- 150000002334 glycols Chemical class 0.000 claims abstract description 21
- 239000003638 chemical reducing agent Substances 0.000 claims abstract description 19
- 238000004821 distillation Methods 0.000 claims description 38
- 229910052751 metal Inorganic materials 0.000 claims description 32
- 239000002184 metal Substances 0.000 claims description 32
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 31
- 239000003054 catalyst Substances 0.000 claims description 28
- 238000006735 epoxidation reaction Methods 0.000 claims description 26
- 150000002924 oxiranes Chemical class 0.000 claims description 20
- 239000010936 titanium Substances 0.000 claims description 15
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 12
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 12
- 229910052719 titanium Inorganic materials 0.000 claims description 11
- 238000009903 catalytic hydrogenation reaction Methods 0.000 claims description 9
- 238000000926 separation method Methods 0.000 claims description 9
- 239000000463 material Substances 0.000 claims description 8
- 229910052759 nickel Inorganic materials 0.000 claims description 7
- 229910052763 palladium Inorganic materials 0.000 claims description 7
- 229910052697 platinum Inorganic materials 0.000 claims description 7
- 229910052707 ruthenium Inorganic materials 0.000 claims description 7
- 239000002638 heterogeneous catalyst Substances 0.000 claims description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 66
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 51
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 description 18
- 239000010457 zeolite Substances 0.000 description 18
- 229960004063 propylene glycol Drugs 0.000 description 17
- 235000013772 propylene glycol Nutrition 0.000 description 17
- 238000005984 hydrogenation reaction Methods 0.000 description 16
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 13
- 239000012018 catalyst precursor Substances 0.000 description 13
- 229910052739 hydrogen Inorganic materials 0.000 description 13
- 239000001257 hydrogen Substances 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
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- SPEUIVXLLWOEMJ-UHFFFAOYSA-N 1,1-dimethoxyethane Chemical compound COC(C)OC SPEUIVXLLWOEMJ-UHFFFAOYSA-N 0.000 description 10
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 10
- 239000001301 oxygen Substances 0.000 description 10
- 229910052760 oxygen Inorganic materials 0.000 description 10
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- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 9
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 9
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 9
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 8
- 238000009835 boiling Methods 0.000 description 8
- XLSMFKSTNGKWQX-UHFFFAOYSA-N hydroxyacetone Chemical compound CC(=O)CO XLSMFKSTNGKWQX-UHFFFAOYSA-N 0.000 description 8
- -1 octenes Chemical compound 0.000 description 8
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 8
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- 239000000126 substance Substances 0.000 description 7
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- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 5
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
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- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 4
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- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000001354 calcination Methods 0.000 description 4
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- 239000002032 methanolic fraction Substances 0.000 description 4
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- 239000012071 phase Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 4
- 229910052726 zirconium Inorganic materials 0.000 description 4
- LGTUXDWECPSIQO-UHFFFAOYSA-N 1-hydroperoxypropan-2-ol Chemical compound CC(O)COO LGTUXDWECPSIQO-UHFFFAOYSA-N 0.000 description 3
- CGHALRGHFXEMJB-UHFFFAOYSA-N 2-hydroperoxypropan-1-ol Chemical compound OCC(C)OO CGHALRGHFXEMJB-UHFFFAOYSA-N 0.000 description 3
- YTTFFPATQICAQN-UHFFFAOYSA-N 2-methoxypropan-1-ol Chemical compound COC(C)CO YTTFFPATQICAQN-UHFFFAOYSA-N 0.000 description 3
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- QMMFVYPAHWMCMS-UHFFFAOYSA-N Dimethyl sulfide Chemical compound CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 description 3
- 230000004913 activation Effects 0.000 description 3
- 229910052804 chromium Inorganic materials 0.000 description 3
- 239000011651 chromium Substances 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 239000012043 crude product Substances 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
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- 150000002500 ions Chemical class 0.000 description 3
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- 239000010955 niobium Substances 0.000 description 3
- GUCVJGMIXFAOAE-UHFFFAOYSA-N niobium atom Chemical compound [Nb] GUCVJGMIXFAOAE-UHFFFAOYSA-N 0.000 description 3
- 150000002978 peroxides Chemical class 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- 229910052720 vanadium Inorganic materials 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- 150000000180 1,2-diols Chemical class 0.000 description 2
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/19—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with organic hydroperoxides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/12—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with hydrogen peroxide or inorganic peroxides or peracids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/32—Separation; Purification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Epoxy Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10105527A DE10105527A1 (de) | 2001-02-07 | 2001-02-07 | Verfahren zur Herstellung eines Epoxids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200306056B true ZA200306056B (en) | 2004-09-28 |
Family
ID=7673158
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200306056A ZA200306056B (en) | 2001-02-07 | 2003-08-06 | Method for producing an epoxide. |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US7026493B2 (zh) |
| EP (1) | EP1377562B1 (zh) |
| CN (1) | CN1230428C (zh) |
| AT (1) | ATE309233T1 (zh) |
| BR (1) | BR0207063A (zh) |
| CA (1) | CA2437615A1 (zh) |
| DE (2) | DE10105527A1 (zh) |
| MX (1) | MX243899B (zh) |
| MY (1) | MY139320A (zh) |
| RU (1) | RU2314300C2 (zh) |
| SA (1) | SA02220666B1 (zh) |
| TH (1) | TH55985A (zh) |
| WO (1) | WO2002062779A1 (zh) |
| ZA (1) | ZA200306056B (zh) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10164348A1 (de) | 2001-12-28 | 2003-07-17 | Basf Ag | Verfahren zur Herstellung von 1-Methoypropanol-2 |
| DE10233382A1 (de) | 2002-07-23 | 2004-01-29 | Basf Ag | Verfahren zur kontinuierlich betriebenen Reindestillation des bei der koppel-produktfreien Synthese von Propylenoxid anfallenden 1.2-Propylenglykols |
| DE10233385A1 (de) | 2002-07-23 | 2004-02-12 | Basf Ag | Verfahren zur kontinuierlichen Herstellung von Propylenglykolen |
| DE10240129B4 (de) | 2002-08-30 | 2004-11-11 | Basf Ag | Integriertes Verfahren zur Synthese von Propylenoxid |
| DE10307737A1 (de) * | 2003-02-24 | 2004-09-02 | Basf Ag | Verfahren zur Herstellung eines Epoxids |
| US7273826B2 (en) * | 2005-07-26 | 2007-09-25 | Lyondell Chemical Technology, L.P. | Epoxidation catalyst |
| ITMI20052491A1 (it) * | 2005-12-27 | 2007-06-28 | Basf Ag | Un procedimento per la epossidazione del propene |
| EP1918248A3 (de) * | 2006-10-29 | 2010-06-09 | Silicon Fire AG | Bereitstellung von H2O2 aus Schwefelsäure, die beim Verbrennen von fossilen Brennstoffen aus darin enthaltenen Schwefelrückständen entsteht, und Verwendung des H2O2 als Energieträger |
| DE112009000169B4 (de) * | 2008-01-25 | 2021-07-29 | Basf Se | Methode zur selektiven großtechnischen Herstellung von 1,5,9 Cyclododecatrien |
| EP2103604A1 (de) | 2008-03-17 | 2009-09-23 | Evonik Degussa GmbH | Verfahren zur Herstellung von Epichlorhydrin |
| EP2149569A1 (en) | 2008-08-01 | 2010-02-03 | Hexion Specialty Chemicals Research Belgium S.A. | Process for the manufacture of a 1,2-Epoxide |
| EP2149570A1 (en) * | 2008-08-01 | 2010-02-03 | Hexion Specialty Chemicals Research Belgium S.A. | Process for the manufacture of epichlorohydrin using hydrogen peroxide and a manganese komplex |
| ES2522929T3 (es) | 2009-07-16 | 2014-11-19 | Basf Se | Método para separar acetonitrilo de agua |
| WO2012094120A1 (en) * | 2011-01-05 | 2012-07-12 | Sumitomo Chemical Company, Limited | Process for producing olefin oxide |
| US8765981B2 (en) | 2011-01-05 | 2014-07-01 | Sumitomo Chemical Company, Limited | Process for producing olefin oxide |
| WO2012094121A1 (en) * | 2011-01-05 | 2012-07-12 | Sumitomo Chemical Company, Limited | Process for producing olefin oxide |
| WO2012094119A1 (en) * | 2011-01-05 | 2012-07-12 | Sumitomo Chemical Company, Limited | Process for producing olefin oxide |
| RU2456301C1 (ru) * | 2011-05-24 | 2012-07-20 | Государственное образовательное учреждение высшего профессионального образования "Башкирский государственный университет" (ГОУ ВПО БашГУ) | Способ получения эпоксидированных 1,2-полибутадиенов |
| MX2015015149A (es) | 2013-04-29 | 2016-06-24 | Basf Se | Destilacion de corriente parcial. |
| US9687838B2 (en) * | 2013-06-17 | 2017-06-27 | Basf Se | Process for the regeneration of a supported noble metal catalyst |
| US20160107119A1 (en) * | 2014-10-16 | 2016-04-21 | Battelle Memorial Institute | CATALYSTS FOR ENHANCED REDUCTION OF NOx GASES AND PROCESSES FOR MAKING AND USING SAME |
| BR112017008648B1 (pt) | 2014-10-27 | 2021-08-10 | Dow Global Technologies Llc | Processo contínuo para a preparação de óxido de propileno |
| EP3563927A1 (en) * | 2018-04-30 | 2019-11-06 | Hexion Research Belgium SA | Purification of high performance epoxy resins via membrane filtration technology |
| CN110105173A (zh) * | 2019-04-26 | 2019-08-09 | 江苏扬农化工集团有限公司 | 一种高效的hppo工艺回收溶剂的纯化方法 |
| CA3201871A1 (en) | 2020-12-10 | 2022-06-16 | Andreas Kempter | Process for the controlled decomposition of peroxo compounds |
| CN113058643B (zh) * | 2021-03-29 | 2021-12-21 | 北京化工大学 | 一种改性ts-1分子筛复合催化剂及其制备方法和应用 |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3947501A (en) | 1969-11-07 | 1976-03-30 | Halcon International, Inc. | Process for treatment of reaction mixtures by hydrogenation |
| IT1152299B (it) * | 1982-07-28 | 1986-12-31 | Anic Spa | Procedimento per l'espossidazione di composti olefinici |
| IT1222868B (it) | 1987-10-12 | 1990-09-12 | Montedipe Spa | Metodo per la preparazione di titanio silicaliti |
| US5244650A (en) | 1989-06-29 | 1993-09-14 | Engelhard Corporation | Large-pored molecular sieves with charged octahedral titanium and charged tetrahedral aluminum sites |
| GB9022003D0 (en) | 1990-10-10 | 1990-11-21 | Interox Chemicals Ltd | Purification of hydrogen peroxide |
| US5107002A (en) | 1990-12-06 | 1992-04-21 | Arco Chemical Technology, L.P. | Lower alkylene oxide purification |
| DE4222109A1 (de) | 1992-07-06 | 1994-01-13 | Solvay Interox Gmbh | Verfahren zur Herstellung von hochreinem Wasserstoffperoxid für die Mikroelektronik |
| US5288882A (en) | 1992-12-21 | 1994-02-22 | Arco Chemical Technology, L.P. | Process for recovering an optically active epoxy alcohol |
| AU714033B2 (en) | 1996-07-19 | 1999-12-16 | Nissan Chemical Industries Ltd. | Method for producing purified epoxy compound |
| DE19636064A1 (de) | 1996-09-05 | 1998-03-12 | Basf Ag | Verfahren zur Hydrierung |
| FR2763932B1 (fr) | 1997-05-27 | 1999-07-30 | Chemoxal Sa | Procede de preparation d'une solution ultra-pure de peroxyde par echange ionique dans des lits a rapports h/d definis |
| DE19723949A1 (de) | 1997-06-06 | 1998-12-10 | Basf Ag | Verfahren zur Regenerierung eines Zeolith-Katalysators |
| DE19723751A1 (de) | 1997-06-06 | 1998-12-10 | Basf Ag | Formkörper und Verfahren zu dessen Herstellung |
| DE19723950A1 (de) | 1997-06-06 | 1998-12-10 | Basf Ag | Verfahren zur Oxidation einer mindestens eine C-C-Doppelbindung aufweisenden organischen Verbindung |
| US6024840A (en) | 1997-08-08 | 2000-02-15 | Arco Chemical Technology, L.P. | Propylene oxide purification |
| US5863391A (en) | 1997-08-15 | 1999-01-26 | Arco Chemical Technology, L.P. | Purification of a methanol stream |
| DE19835907A1 (de) | 1998-08-07 | 2000-02-17 | Basf Ag | Verfahren zur Umsetzung einer organischen Verbindung mit einem Hydroperoxid |
| DE10015246A1 (de) | 2000-03-28 | 2001-10-04 | Basf Ag | Verfahren zur Umsetzung einer organischen Verbindung mit einem Hydroperoxid |
| DE10032885A1 (de) | 2000-07-06 | 2002-01-17 | Basf Ag | Verfahren zur Herstellung von Propylenoxid |
| US6525293B2 (en) * | 2000-09-07 | 2003-02-25 | Inocon Technologie Ges.M.B.H. | Method for closing and/or joining a connecting joint or joining seam between two pieces of galvanized sheet metal |
| US6455712B1 (en) * | 2000-12-13 | 2002-09-24 | Shell Oil Company | Preparation of oxirane compounds |
-
2001
- 2001-02-07 DE DE10105527A patent/DE10105527A1/de not_active Withdrawn
-
2002
- 2002-01-30 MY MYPI20020334A patent/MY139320A/en unknown
- 2002-02-05 TH TH0201071570A patent/TH55985A/th unknown
- 2002-02-06 BR BRPI0207063-4A patent/BR0207063A/pt not_active IP Right Cessation
- 2002-02-06 CA CA002437615A patent/CA2437615A1/en not_active Abandoned
- 2002-02-06 WO PCT/EP2002/001218 patent/WO2002062779A1/de not_active Application Discontinuation
- 2002-02-06 MX MXPA03007012 patent/MX243899B/es active IP Right Grant
- 2002-02-06 SA SA02220666A patent/SA02220666B1/ar unknown
- 2002-02-06 RU RU2003127385/04A patent/RU2314300C2/ru not_active IP Right Cessation
- 2002-02-06 DE DE50204869T patent/DE50204869D1/de not_active Expired - Lifetime
- 2002-02-06 AT AT02716731T patent/ATE309233T1/de not_active IP Right Cessation
- 2002-02-06 CN CN02806062.8A patent/CN1230428C/zh not_active Expired - Lifetime
- 2002-02-06 EP EP02716731A patent/EP1377562B1/de not_active Expired - Lifetime
- 2002-02-06 US US10/470,275 patent/US7026493B2/en not_active Expired - Lifetime
-
2003
- 2003-08-06 ZA ZA200306056A patent/ZA200306056B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP1377562A1 (de) | 2004-01-07 |
| DE10105527A1 (de) | 2002-08-08 |
| CN1230428C (zh) | 2005-12-07 |
| TH55985A (en) | 2012-03-06 |
| MY139320A (en) | 2009-09-30 |
| ATE309233T1 (de) | 2005-11-15 |
| MX243899B (es) | 2007-02-28 |
| BR0207063A (pt) | 2008-07-22 |
| MXPA03007012A (es) | 2004-04-02 |
| RU2003127385A (ru) | 2005-03-27 |
| US7026493B2 (en) | 2006-04-11 |
| US20040068128A1 (en) | 2004-04-08 |
| CA2437615A1 (en) | 2002-08-15 |
| WO2002062779A1 (de) | 2002-08-15 |
| SA02220666B1 (ar) | 2007-01-20 |
| RU2314300C2 (ru) | 2008-01-10 |
| CN1494538A (zh) | 2004-05-05 |
| DE50204869D1 (de) | 2005-12-15 |
| EP1377562B1 (de) | 2005-11-09 |
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