JP4173567B2 - モノおよびポリアスパルテートの製造方法 - Google Patents
モノおよびポリアスパルテートの製造方法 Download PDFInfo
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- JP4173567B2 JP4173567B2 JP18714797A JP18714797A JP4173567B2 JP 4173567 B2 JP4173567 B2 JP 4173567B2 JP 18714797 A JP18714797 A JP 18714797A JP 18714797 A JP18714797 A JP 18714797A JP 4173567 B2 JP4173567 B2 JP 4173567B2
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- 238000004519 manufacturing process Methods 0.000 title claims abstract description 15
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- 125000000524 functional group Chemical group 0.000 claims abstract description 15
- 125000003277 amino group Chemical group 0.000 claims abstract description 12
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 7
- 201000006747 infectious mononucleosis Diseases 0.000 claims description 39
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 23
- 125000004432 carbon atom Chemical group C* 0.000 claims description 17
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 16
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- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
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- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 229940009098 aspartate Drugs 0.000 description 3
- CKLJMWTZIZZHCS-REOHCLBHSA-L aspartate group Chemical group N[C@@H](CC(=O)[O-])C(=O)[O-] CKLJMWTZIZZHCS-REOHCLBHSA-L 0.000 description 3
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- KEIQPMUPONZJJH-UHFFFAOYSA-N dicyclohexylmethanediamine Chemical class C1CCCCC1C(N)(N)C1CCCCC1 KEIQPMUPONZJJH-UHFFFAOYSA-N 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
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- MGYGFNQQGAQEON-UHFFFAOYSA-N 4-tolyl isocyanate Chemical compound CC1=CC=C(N=C=O)C=C1 MGYGFNQQGAQEON-UHFFFAOYSA-N 0.000 description 2
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- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
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- 125000002947 alkylene group Chemical group 0.000 description 2
- 150000001414 amino alcohols Chemical class 0.000 description 2
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- JBSLOWBPDRZSMB-FPLPWBNLSA-N dibutyl (z)-but-2-enedioate Chemical group CCCCOC(=O)\C=C/C(=O)OCCCC JBSLOWBPDRZSMB-FPLPWBNLSA-N 0.000 description 1
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 description 1
- IEPRKVQEAMIZSS-AATRIKPKSA-N diethyl fumarate Chemical compound CCOC(=O)\C=C\C(=O)OCC IEPRKVQEAMIZSS-AATRIKPKSA-N 0.000 description 1
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- AGAYZDNGCFSGLT-UHFFFAOYSA-N diphenylmethane monoisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=CC=C1 AGAYZDNGCFSGLT-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
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- BJEPYKJPYRNKOW-UHFFFAOYSA-N malic acid Chemical compound OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 1
- RTWNYYOXLSILQN-UHFFFAOYSA-N methanediamine Chemical compound NCN RTWNYYOXLSILQN-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 125000002950 monocyclic group Chemical group 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
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- 238000010422 painting Methods 0.000 description 1
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- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/18—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
- C08G18/3819—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen
- C08G18/3821—Carboxylic acids; Esters thereof with monohydroxyl compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
- C09D175/12—Polyurethanes from compounds containing nitrogen and active hydrogen, the nitrogen atom not being part of an isocyanate group
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Polyurethanes Or Polyureas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Paints Or Removers (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19626470 | 1996-07-02 | ||
| DE19626470.7 | 1997-04-25 | ||
| DE19717427.2 | 1997-04-25 | ||
| DE19717427A DE19717427A1 (de) | 1996-07-02 | 1997-04-25 | Verfahren zur Herstellung von Mono- und Polyasparaginsäureestern |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JPH1087583A JPH1087583A (ja) | 1998-04-07 |
| JPH1087583A5 JPH1087583A5 (enExample) | 2005-05-19 |
| JP4173567B2 true JP4173567B2 (ja) | 2008-10-29 |
Family
ID=26027100
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP18714797A Expired - Fee Related JP4173567B2 (ja) | 1996-07-02 | 1997-06-30 | モノおよびポリアスパルテートの製造方法 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US5821326A (enExample) |
| EP (1) | EP0816326B1 (enExample) |
| JP (1) | JP4173567B2 (enExample) |
| AT (1) | ATE192734T1 (enExample) |
| CA (1) | CA2209131C (enExample) |
| ES (1) | ES2148877T3 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2021522392A (ja) * | 2018-04-30 | 2021-08-30 | エボニック オペレーションズ ゲーエムベーハー | ポリアスパラギン酸エステルおよび第二級複素環式アミン誘導アスパラギン酸エステルから得られるポリ尿素組成物 |
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|---|---|---|---|---|
| US6001946A (en) * | 1996-09-23 | 1999-12-14 | Witco Corporation | Curable silane-encapped compositions having improved performances |
| DE19822842A1 (de) | 1998-05-22 | 1999-11-25 | Bayer Ag | 2K-PUR-Korrosionsschutz-Decklack |
| US6077902A (en) * | 1998-10-14 | 2000-06-20 | Bayer Corporation | Moisture-curable compounds containing isocyanate and alkoxysilane groups |
| US6005047A (en) * | 1998-10-14 | 1999-12-21 | Bayer Corporation | Moisture-curable compounds containing isocyanate and alkoxysilane groups |
| US6703453B1 (en) * | 1999-06-25 | 2004-03-09 | Bayer Aktiengesellschaft | Condensation cross-linking polyurethane materials containing special aminosilanes, a method for the production thereof and their use |
| DE60006403T2 (de) * | 1999-07-23 | 2004-09-09 | Bayer Corp. | In-situ herstellung einer polyasparaginsäureestermischung |
| US6737500B1 (en) | 1999-07-23 | 2004-05-18 | Bayer Polymers Llc | In-situ preparation of polyaspartic ester mixture |
| US6310170B1 (en) | 1999-08-17 | 2001-10-30 | Ck Witco Corporation | Compositions of silylated polymer and aminosilane adhesion promoters |
| DE10050137A1 (de) * | 2000-10-11 | 2002-04-18 | Bayer Ag | Stabilisierte Mono- und Polyasparaginsäureester |
| US20030082547A1 (en) * | 2001-08-27 | 2003-05-01 | Ewing Gregory J. | Non-fluorescent quencher compounds and biomolecular assays |
| US6790925B2 (en) * | 2002-12-05 | 2004-09-14 | Bayer Polymers Llc | In-situ preparation of polyaspartic ester mixtures |
| US20070043197A1 (en) * | 2003-07-07 | 2007-02-22 | Huntsman Petrochemical Corporation | Polyurea polymers from secondary polyether polyamines |
| US20050059790A1 (en) * | 2003-09-16 | 2005-03-17 | Roesler Richard R. | Process for preparing aspartates |
| US7276572B2 (en) * | 2003-10-03 | 2007-10-02 | Bayer Materialscience Llc | Process for preparing aspartates |
| US6984715B2 (en) * | 2003-10-03 | 2006-01-10 | Bayer Materialscience Llc | Process for preparing aspartates |
| US6911501B1 (en) | 2004-01-21 | 2005-06-28 | Bayer Materialscience Llc | Process for preparing aspartates |
| US20060011295A1 (en) * | 2004-07-14 | 2006-01-19 | Karsten Danielmeier | Aspartic ester functional compounds |
| US7307140B2 (en) | 2004-11-16 | 2007-12-11 | Bayer Materialscience Llc | Polyaspartimides |
| US7960495B2 (en) | 2006-12-18 | 2011-06-14 | Ppg Industries Ohio, Inc. | (Meth)acrylate/aspartate amine curatives and coatings and articles comprising the same |
| US7968212B2 (en) * | 2006-12-18 | 2011-06-28 | Ppg Industries Ohio, Inc. | Triamine/aspartate curative and coatings comprising the same |
| US20080173728A1 (en) * | 2007-01-22 | 2008-07-24 | Patrick Ilfrey | High-solids, reactive components spray application systems |
| US8313809B2 (en) * | 2007-12-11 | 2012-11-20 | Patrick Ilfrey | Same-day coatings and processes |
| US20090176907A1 (en) | 2008-01-08 | 2009-07-09 | Ramesh Subramanian | Direct-to-metal radiation curable compositions |
| DE102009016173A1 (de) | 2009-04-03 | 2010-10-14 | Bayer Materialscience Ag | Schutzlack |
| US20110132782A1 (en) | 2009-12-07 | 2011-06-09 | Patrick Ilfrey | Article and method for reactive mixtures |
| CN101817924A (zh) * | 2010-03-19 | 2010-09-01 | 上海市建筑科学研究院(集团)有限公司 | 一种新型聚天冬氨酸酯的制备方法及其应用 |
| US11207109B2 (en) | 2010-10-20 | 2021-12-28 | 206 Ortho, Inc. | Method and apparatus for treating bone fractures, and/or for fortifying and/or augmenting bone, including the provision and use of composite implants, and novel composite structures which may be used for medical and non-medical applications |
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| US11291483B2 (en) | 2010-10-20 | 2022-04-05 | 206 Ortho, Inc. | Method and apparatus for treating bone fractures, and/or for fortifying and/or augmenting bone, including the provision and use of composite implants |
| WO2014190289A2 (en) | 2013-05-23 | 2014-11-27 | 206 Ortho, Inc. | Method and apparatus for treating bone fractures, and/or for fortifying and/or augmenting bone, including the provision and use of composite implants |
| WO2015095745A1 (en) | 2010-10-20 | 2015-06-25 | 206 Ortho, Inc. | Method and apparatus for treating bone fractures, and/or for fortifying and/or augmenting bone, including the provision and use of composite implants, and novel composite structures which may be used for medical and non-medical applications |
| US10525169B2 (en) | 2010-10-20 | 2020-01-07 | 206 Ortho, Inc. | Method and apparatus for treating bone fractures, and/or for fortifying and/or augmenting bone, including the provision and use of composite implants, and novel composite structures which may be used for medical and non-medical applications |
| WO2012054742A2 (en) | 2010-10-20 | 2012-04-26 | BIOS2 Medical, Inc. | Implantable polymer for bone and vascular lesions |
| CN102250343B (zh) * | 2011-05-05 | 2012-11-28 | 西安交通大学 | 一种采用负载型碱金属氟化物催化合成聚天冬氨酸酯的方法 |
| EP2819620A4 (en) | 2012-02-29 | 2015-11-04 | 206 Ortho Inc | METHOD AND APPARATUS FOR TREATING BONE FRACTURES, INCLUDING THE USE OF COMPOSITE IMPLANTS |
| CN102898813A (zh) * | 2012-09-29 | 2013-01-30 | 长江水利委员会长江科学院 | 水工抗气蚀材料及其制备方法 |
| CN106029729B (zh) * | 2014-02-25 | 2019-11-08 | 涂层国外知识产权有限公司 | 包含二异氰酸酯扩链的二天冬氨酸酯的涂料组合物 |
| CN106029728B (zh) | 2014-02-25 | 2019-08-06 | 涂层国外知识产权有限公司 | 包含二异氰酸酯扩链的二天冬氨酸酯的涂料组合物 |
| EP3154444B1 (en) | 2014-05-08 | 2022-02-23 | 206 Ortho, Inc. | Method and apparatus for treating bone fractures, and/or for fortifying and/or augmenting bone, including the provision and use of composite implants, and novel composite structures which may be used for medical and non-medical applications |
| PL2990398T3 (pl) | 2014-08-29 | 2019-06-28 | Covestro Deutschland Ag | Hydrofilne estry kwasu poliasparginowego |
| CN104745054A (zh) * | 2015-03-27 | 2015-07-01 | 中油新星纳米工程技术有限公司 | 一种聚天门冬氨酸酯聚脲钛合金纳米重防腐涂料 |
| BR112018001905A2 (pt) * | 2015-08-07 | 2018-09-18 | Daikin Ind Ltd | composição, película de revestimento, película de revestimento que contém flúor e laminado |
| EP3456706A1 (de) * | 2017-09-19 | 2019-03-20 | Covestro Deutschland AG | Polyasparaginsäureester-zusammensetzungen und verfahren zur reinigung |
| EP3456755A1 (de) | 2017-09-19 | 2019-03-20 | Covestro Deutschland AG | Polyasparaginsäureester-zusammensetzungen enthaltend polyasparaginsäureester mit primären aminogruppen und geringe mengen an fumarsäuredialkylester |
| CN107805207B (zh) * | 2017-10-18 | 2020-01-31 | 万华化学集团股份有限公司 | 一种聚天门冬氨酸酯的制备方法 |
| EP3868805A1 (de) | 2020-02-18 | 2021-08-25 | Covestro Deutschland AG | Neue zweikomponenten-klarlacksysteme enthaltend polyasparaginsäureester |
| EP3927758A1 (de) * | 2019-02-22 | 2021-12-29 | Covestro Intellectual Property GmbH & Co. KG | Neue zweikomponenten-klarlacksysteme enthaltend polyasparaginsäureester |
| EP3699218A1 (de) * | 2019-02-22 | 2020-08-26 | Covestro Deutschland AG | Neue zweikomponenten-deckbeschichtungssysteme enthaltend polyasparaginsäureester |
| EP3699219A1 (de) | 2019-02-22 | 2020-08-26 | Covestro Deutschland AG | Neue zweikomponenten-klarlacksysteme enthaltend polyasparaginsäureester |
| US20210054146A1 (en) * | 2019-08-20 | 2021-02-25 | Covestro Llc | Fast preparation of low primary amine containing polyaspartic esters and use of these polyaspartic esters in slow reactivity polyurea systems |
| CA3169148A1 (en) | 2020-03-04 | 2021-09-10 | Michel Lincker | Kit-of-parts for curable polyaspartic acid ester-based coating compositions |
| CN112209842B (zh) * | 2020-10-11 | 2024-01-16 | 深圳飞扬骏研新材料股份有限公司 | 一种多胺的合成方法及多胺 |
| EP4574863A1 (de) | 2023-12-19 | 2025-06-25 | Covestro Deutschland AG | Polyisocyanatgemisch |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE113622T1 (de) | 1989-06-23 | 1994-11-15 | Bayer Ag | Verfahren zur herstellung von überzügen. |
| US5236741A (en) * | 1989-06-23 | 1993-08-17 | Bayer Aktiengesellschaft | Process for the production of polyurethane coatings |
| US5214086A (en) | 1991-09-04 | 1993-05-25 | Basf Corporation | Coating compositions which may be ambient cured |
| US5243012A (en) | 1992-06-10 | 1993-09-07 | Miles Inc. | Polyurea coating compositions having improved pot lives |
| DE4237468A1 (de) | 1992-11-06 | 1994-05-11 | Bayer Ag | Alkoxysilan- und Aminogruppen aufweisende Verbindungen |
| DE4327853A1 (de) * | 1993-08-19 | 1995-02-23 | Bayer Ag | Verfahren zur Herstellung von Überzügen |
| EP0667362A1 (en) | 1994-02-09 | 1995-08-16 | Bayer Corporation | Polyurea coating compositions having improved pot lives |
| DE4415778A1 (de) | 1994-05-05 | 1995-11-09 | Bayer Ag | Verfahren zur Herstellung von Überzügen |
| US5489704A (en) | 1994-08-29 | 1996-02-06 | Bayer Corporation | Polyisocyanate/polyamine mixtures and their use for the production of polyurea coatings |
-
1997
- 1997-06-19 EP EP97109989A patent/EP0816326B1/de not_active Expired - Lifetime
- 1997-06-19 ES ES97109989T patent/ES2148877T3/es not_active Expired - Lifetime
- 1997-06-19 AT AT97109989T patent/ATE192734T1/de not_active IP Right Cessation
- 1997-06-25 US US08/883,478 patent/US5821326A/en not_active Expired - Lifetime
- 1997-06-27 CA CA002209131A patent/CA2209131C/en not_active Expired - Fee Related
- 1997-06-30 JP JP18714797A patent/JP4173567B2/ja not_active Expired - Fee Related
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2021522392A (ja) * | 2018-04-30 | 2021-08-30 | エボニック オペレーションズ ゲーエムベーハー | ポリアスパラギン酸エステルおよび第二級複素環式アミン誘導アスパラギン酸エステルから得られるポリ尿素組成物 |
| JP7271573B2 (ja) | 2018-04-30 | 2023-05-11 | エボニック オペレーションズ ゲーエムベーハー | ポリアスパラギン酸エステルおよび第二級複素環式アミン誘導アスパラギン酸エステルから得られるポリ尿素組成物 |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2209131C (en) | 2006-02-14 |
| CA2209131A1 (en) | 1998-01-02 |
| US5821326A (en) | 1998-10-13 |
| ATE192734T1 (de) | 2000-05-15 |
| EP0816326A1 (de) | 1998-01-07 |
| EP0816326B1 (de) | 2000-05-10 |
| JPH1087583A (ja) | 1998-04-07 |
| ES2148877T3 (es) | 2000-10-16 |
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