ES2159462B1 - Preparacion de eteres aminicos estericamente impedidos. - Google Patents
Preparacion de eteres aminicos estericamente impedidos.Info
- Publication number
- ES2159462B1 ES2159462B1 ES009900376A ES9900376A ES2159462B1 ES 2159462 B1 ES2159462 B1 ES 2159462B1 ES 009900376 A ES009900376 A ES 009900376A ES 9900376 A ES9900376 A ES 9900376A ES 2159462 B1 ES2159462 B1 ES 2159462B1
- Authority
- ES
- Spain
- Prior art keywords
- sub
- formula
- preparation
- compounds
- esterically
- 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 - Lifetime
Links
- 150000001875 compounds Chemical class 0.000 abstract 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- XTEGARKTQYYJKE-UHFFFAOYSA-M Chlorate Chemical class [O-]Cl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-M 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- -1 amine ethers Chemical class 0.000 abstract 1
- 230000015556 catabolic process Effects 0.000 abstract 1
- 238000006731 degradation reaction Methods 0.000 abstract 1
- 239000003063 flame retardant Substances 0.000 abstract 1
- 125000005647 linker group Chemical group 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 150000002823 nitrates Chemical class 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 239000011368 organic material Substances 0.000 abstract 1
- 239000007800 oxidant agent Substances 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 150000002978 peroxides Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000003381 stabilizer Substances 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
- 238000004383 yellowing Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/56—Nitrogen atoms
- C07D211/58—Nitrogen atoms attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/92—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with a hetero atom directly attached to the ring nitrogen atom
- C07D211/94—Oxygen atom, e.g. piperidine N-oxide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/54—Three nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0066—Flame-proofing or flame-retarding additives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
- C08K5/3432—Six-membered rings
- C08K5/3435—Piperidines
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
- C08K5/3477—Six-membered rings
- C08K5/3492—Triazines
- C08K5/34926—Triazines also containing heterocyclic groups other than triazine groups
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/30—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing heterocyclic ring with at least one nitrogen atom as ring member
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Hydrogenated Pyridines (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT98MI000366A ITMI980366A1 (it) | 1998-02-25 | 1998-02-25 | Preparazione di eteri amminici stericamente impediti |
| US10471898A | 1998-06-25 | 1998-06-25 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES2159462A1 ES2159462A1 (es) | 2001-10-01 |
| ES2159462B1 true ES2159462B1 (es) | 2002-05-01 |
Family
ID=26331570
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES009900376A Expired - Lifetime ES2159462B1 (es) | 1998-02-25 | 1999-02-24 | Preparacion de eteres aminicos estericamente impedidos. |
Country Status (17)
| Country | Link |
|---|---|
| JP (2) | JP4798815B2 (cs) |
| KR (1) | KR100561146B1 (cs) |
| CN (2) | CN100384826C (cs) |
| AR (1) | AR015238A1 (cs) |
| BE (1) | BE1014990A5 (cs) |
| BR (1) | BR9900807B1 (cs) |
| CA (2) | CA2643170C (cs) |
| CZ (1) | CZ302752B6 (cs) |
| DE (2) | DE19907945B4 (cs) |
| ES (1) | ES2159462B1 (cs) |
| FR (1) | FR2777004B1 (cs) |
| GB (1) | GB2334717B (cs) |
| ID (1) | ID23225A (cs) |
| MY (1) | MY123467A (cs) |
| NL (1) | NL1011394C2 (cs) |
| RU (1) | RU2224758C2 (cs) |
| SG (1) | SG74700A1 (cs) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SG82601A1 (en) | 1998-03-09 | 2001-08-21 | Ciba Sc Holding Ag | 1-alkoxy-polyalkyl-piperidine derivatives and their use as polymerization regulators |
| JP3540759B2 (ja) * | 2000-04-06 | 2004-07-07 | 三菱レイヨン株式会社 | 難燃性ポリプロピレン繊維及びその製造方法 |
| JP2004083913A (ja) * | 2000-04-06 | 2004-03-18 | Mitsubishi Rayon Co Ltd | 難燃性ポリプロピレンフィルム |
| TW572896B (en) | 2000-05-26 | 2004-01-21 | Ciba Sc Holding Ag | Process for the synthesis of amine ethers from secondary amino oxides |
| EP1038912A3 (en) * | 2000-06-22 | 2000-12-27 | Ciba SC Holding AG | High molecular weight hindered hydrocarbyloxyamine stabilizers |
| TWI273115B (en) * | 2000-12-12 | 2007-02-11 | Ciba Sc Holding Ag | Improved weatherability of flame retardant polyolefin |
| TW200407307A (en) * | 2001-11-26 | 2004-05-16 | Ciba Sc Holding Ag | Process for the synthesis of amine ethers from secondary amino oxides |
| EP1513893B1 (en) * | 2002-04-17 | 2009-01-07 | Ciba Holding Inc. | Flame retardant polymer compositions containing hydroxylamine esters |
| JP4167522B2 (ja) * | 2002-05-31 | 2008-10-15 | サンテーラ株式会社 | オレフィン系樹脂組成物およびそれからなる積層フィルム |
| CA2576816C (en) * | 2004-08-31 | 2012-10-16 | Ciba Specialty Chemicals Holding Inc. | Stabilization of organic materials |
| WO2006048389A1 (en) | 2004-11-02 | 2006-05-11 | Ciba Specialty Chemicals Holding Inc. | Process for the synthesis of n-alkoxyamines |
| ES2388886T3 (es) * | 2006-11-23 | 2012-10-19 | Basf Se | Procedimiento para la preparación de N-alilaminas terciarias estéricamente impedidas |
| CN101990555A (zh) * | 2007-12-21 | 2011-03-23 | 巴斯夫欧洲公司 | 纳米结构的uv吸收剂 |
| KR20120043090A (ko) * | 2009-08-18 | 2012-05-03 | 바스프 에스이 | 안정화된 중합체 봉지재를 가진 광전 모듈 |
| JP5836952B2 (ja) * | 2009-09-10 | 2015-12-24 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | 立体障害アミン安定剤 |
| BR112013008734B1 (pt) * | 2010-10-20 | 2018-08-28 | Basf Se | composto, composição, artigo modelado, método para estabilizar um polímero termoplástico natural ou sintético contra degradação induzido por luz, calor ou oxidação |
| EP2514800B2 (de) * | 2011-04-21 | 2018-03-07 | Merck Patent GmbH | Verbindungen und flüssigkristallines Medium |
| EP3526288B1 (en) | 2016-10-14 | 2021-08-04 | Basf Se | Stabilizer composition |
| WO2018177846A1 (en) * | 2017-03-28 | 2018-10-04 | Basf Se | Light stabilizer mixture |
| CN109503554B (zh) * | 2018-12-13 | 2020-10-30 | 天津利安隆新材料股份有限公司 | 一种聚合型受阻胺类光稳定剂ha-88的制备方法 |
| WO2020182587A1 (en) * | 2019-03-08 | 2020-09-17 | Basf Se | Sterically hindered amine stabilizer mixtures |
| CN112126060B (zh) * | 2019-06-25 | 2022-05-31 | 北京天罡助剂有限责任公司 | 一种聚合型高分子空间位阻胺及其制备方法 |
| CN113354813B (zh) * | 2021-06-02 | 2023-07-04 | 宿迁联盛科技股份有限公司 | 一种低碱性受阻胺光稳定剂nor 371的制备方法 |
| US20250223403A1 (en) | 2022-04-04 | 2025-07-10 | Geneuschem Ag | Process for the preparation of sterically hindered nitroxyl ethers |
| WO2025067782A1 (en) | 2023-09-27 | 2025-04-03 | Geneuschem Ag | Preparation of n-alkoxyamine hals from corresponding hydroxylamines |
Family Cites Families (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1215462B (it) * | 1987-05-07 | 1990-02-14 | Ciba Geigy Spa | Composti piperidinici utilizzabili come stabilizzanti alla luce, al calore e all'ossidazione per polimeri sintetici. |
| US4824884A (en) * | 1987-08-12 | 1989-04-25 | Pennwalt Corporation | Cyclic anhydride derivatives of hydrazide functionalized hindered amine light stabilizers |
| ES2065924T5 (es) * | 1987-09-21 | 2002-12-16 | Ciba Sc Holding Ag | Estabilizadores a base de amidas bloqueadas n-substituidas. |
| US5204473A (en) * | 1987-09-21 | 1993-04-20 | Ciba-Geigy Corporation | O-substituted N-hydroxy hindered amine stabilizers |
| US5124378A (en) * | 1987-09-21 | 1992-06-23 | Ciba-Geigy Corporation | Stabilization of ambient cured coatings |
| US5004770A (en) * | 1988-10-19 | 1991-04-02 | Ciba-Geigy Corporation | Polymeric substrates stabilized with N-substituted hindered amines |
| US4921962A (en) * | 1988-10-19 | 1990-05-01 | Ciba-Geigy Corporation | Process for preparing N-hydrocarbyloxy derivatives of sterically hindered amines |
| US5096950A (en) * | 1988-10-19 | 1992-03-17 | Ciba-Geigy Corporation | Polyolefin compositions stabilized with NOR-substituted hindered amines |
| US4978699A (en) * | 1988-10-24 | 1990-12-18 | Atochem North America, Inc. | Light stabilizing flame retardants |
| JPH03504984A (ja) * | 1989-02-13 | 1991-10-31 | アトケム ノース アメリカ，インコーポレイテッド | 反応性ヒンダードアミンによる光安定剤 |
| DE69012615T2 (de) * | 1989-03-21 | 1995-01-26 | Ciba Geigy Ag | Äthylenisch ungesättigte Verbindungen, die 1-Hydrocarbyloxy-2,2,6,6-tetramethylpiperidine-Teile enthalten, und Polymere, Copolymere und stabilisierte Zusammensetzungen. |
| DE69012617T2 (de) * | 1989-03-21 | 1995-01-26 | Ciba Geigy Ag | Azoverbindungen mit einer sterisch gehinderten Aminogruppe geringer Basizität. |
| EP0389428A3 (en) * | 1989-03-21 | 1991-10-09 | Ciba-Geigy Ag | N,n-bis(l-hydroxycarbyloxy-2,2,6,6-tetramethyl-piperidin-4-yl) amino triazines and stabilized compositions |
| DE69026747T2 (de) * | 1989-03-21 | 1996-11-14 | Ciba Geigy Ag | Nichtwandernde 1-Hydrocarbyloxy-gehinderte Amineverbindungen als Polymerstabilisatoren |
| IT1246170B (it) * | 1990-07-24 | 1994-11-16 | Ciba Geigy Spa | Composizione stabilizzante per polipropilene comprendente composti triazinici contenenti gruppi piperidinici e composti metallici |
| US5180830A (en) * | 1991-04-24 | 1993-01-19 | Himont Incorporated | Process for preparing hindered amine light stabilizers |
| US5216156A (en) * | 1992-05-05 | 1993-06-01 | Ciba-Geigy Corporation | Non-migrating 1-hydrocarbyloxy-2,2,6,6-tetramethylpiperidine 1,3,5-triazine derivatives |
| IT1263993B (it) * | 1993-04-05 | 1996-09-06 | Ciba Geigy Spa | Composti piperidin-triazinici atti all'impiego come stabilizzanti per materiali organici |
| TW270131B (cs) * | 1993-07-13 | 1996-02-11 | Ciba Geigy | |
| IT1264946B1 (it) * | 1993-07-16 | 1996-10-17 | Ciba Geigy Spa | Derivati del 2,2,6,6-tetrametil-4-piperidinolo utili come stabilizzanti alla luce ed all'ossidazione per materiali organici. |
| US5393812A (en) * | 1993-08-31 | 1995-02-28 | Hercules Incorporated | Flame retardant, light stable composition |
| US5380828A (en) * | 1993-10-05 | 1995-01-10 | Ciba-Geigy Corporation | Azodicarboxylic acid derivatives containing hindered amine moieties as polymer stabilizers |
| CA2232573A1 (en) * | 1995-10-12 | 1997-04-17 | Ciba Specialty Chemicals Holding Inc. | Thermally stable hindered amines as stabilizers |
| US6046304A (en) * | 1995-12-04 | 2000-04-04 | Ciba Specialty Chemicals Corporation | Block oligomers containing 2,2,6,6-tetramethyl-4-piperidyl groups as stabilizers for organic materials |
| EP0782994B1 (en) * | 1995-12-04 | 2003-02-05 | Ciba SC Holding AG | Block oligomers containing 2,2,6,6-tetramethyl-4-piperidyl groups as stabilizers for organic materials |
| EP0792911A3 (en) * | 1996-02-27 | 1998-01-14 | Fmc Corporation | Flame resistant polyolefin compositions |
| JPH09292682A (ja) * | 1996-04-23 | 1997-11-11 | Fuji Photo Film Co Ltd | ハロゲン化銀カラー写真感光材料 |
| JP4010567B2 (ja) * | 1997-02-03 | 2007-11-21 | 富士フイルム株式会社 | ハロゲン化銀カラー写真感光材料とそれに用いるフェニドン化合物、及びその製造方法 |
| ITMI980366A1 (it) * | 1998-02-25 | 1999-08-25 | Ciba Spec Chem Spa | Preparazione di eteri amminici stericamente impediti |
-
1999
- 1999-02-06 SG SG1999000492A patent/SG74700A1/en unknown
- 1999-02-08 MY MYPI99000420A patent/MY123467A/en unknown
- 1999-02-17 GB GB9903463A patent/GB2334717B/en not_active Expired - Lifetime
- 1999-02-22 CZ CZ20080401A patent/CZ302752B6/cs not_active IP Right Cessation
- 1999-02-23 AR ARP990100722A patent/AR015238A1/es active IP Right Grant
- 1999-02-23 CA CA2643170A patent/CA2643170C/en not_active Expired - Lifetime
- 1999-02-23 CA CA002262435A patent/CA2262435C/en not_active Expired - Lifetime
- 1999-02-23 FR FR9902218A patent/FR2777004B1/fr not_active Expired - Lifetime
- 1999-02-24 CN CNB2004100473618A patent/CN100384826C/zh not_active Expired - Lifetime
- 1999-02-24 RU RU99103614/04A patent/RU2224758C2/ru active
- 1999-02-24 ES ES009900376A patent/ES2159462B1/es not_active Expired - Lifetime
- 1999-02-24 KR KR1019990006156A patent/KR100561146B1/ko not_active Expired - Lifetime
- 1999-02-24 ID IDP990142D patent/ID23225A/id unknown
- 1999-02-24 CN CNB991033833A patent/CN1202085C/zh not_active Expired - Lifetime
- 1999-02-24 DE DE19907945A patent/DE19907945B4/de not_active Expired - Lifetime
- 1999-02-24 DE DE19964603A patent/DE19964603B4/de not_active Expired - Lifetime
- 1999-02-25 NL NL1011394A patent/NL1011394C2/nl not_active IP Right Cessation
- 1999-02-25 JP JP04790499A patent/JP4798815B2/ja not_active Expired - Lifetime
- 1999-02-25 BE BE9900127A patent/BE1014990A5/fr not_active IP Right Cessation
- 1999-02-25 BR BRPI9900807-6B1A patent/BR9900807B1/pt active IP Right Grant
-
2010
- 2010-08-17 JP JP2010182352A patent/JP2011006443A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| CA2262435C (en) | 2009-12-22 |
| BR9900807B1 (pt) | 2013-06-11 |
| JP4798815B2 (ja) | 2011-10-19 |
| GB2334717A (en) | 1999-09-01 |
| KR100561146B1 (ko) | 2006-03-15 |
| CN1552758A (zh) | 2004-12-08 |
| SG74700A1 (en) | 2000-08-22 |
| FR2777004B1 (fr) | 2005-12-30 |
| MY123467A (en) | 2006-05-31 |
| KR19990072904A (ko) | 1999-09-27 |
| CA2643170A1 (en) | 1999-08-25 |
| CZ302752B6 (cs) | 2011-10-19 |
| FR2777004A1 (fr) | 1999-10-08 |
| BR9900807A (pt) | 2000-03-28 |
| CN1202085C (zh) | 2005-05-18 |
| CN100384826C (zh) | 2008-04-30 |
| DE19964603B4 (de) | 2013-02-28 |
| NL1011394A1 (nl) | 1999-08-26 |
| GB9903463D0 (en) | 1999-04-07 |
| CA2643170C (en) | 2013-04-16 |
| ES2159462A1 (es) | 2001-10-01 |
| GB2334717B (en) | 2000-04-26 |
| NL1011394C2 (nl) | 1999-10-26 |
| JP2011006443A (ja) | 2011-01-13 |
| CA2262435A1 (en) | 1999-08-25 |
| DE19907945B4 (de) | 2013-06-06 |
| AR015238A1 (es) | 2001-04-18 |
| DE19907945A1 (de) | 1999-08-26 |
| JPH11315067A (ja) | 1999-11-16 |
| RU2224758C2 (ru) | 2004-02-27 |
| BE1014990A5 (fr) | 2004-08-03 |
| ID23225A (id) | 2000-03-30 |
| CN1235159A (zh) | 1999-11-17 |
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