DK0586849T3 - Aminoacrylater, en fremgangsmåde til deres fremstilling og deres anvendelse - Google Patents
Aminoacrylater, en fremgangsmåde til deres fremstilling og deres anvendelseInfo
- Publication number
- DK0586849T3 DK0586849T3 DK93111848.3T DK93111848T DK0586849T3 DK 0586849 T3 DK0586849 T3 DK 0586849T3 DK 93111848 T DK93111848 T DK 93111848T DK 0586849 T3 DK0586849 T3 DK 0586849T3
- Authority
- DK
- Denmark
- Prior art keywords
- molecular weight
- weight
- preparation
- aminoacrylates
- prepared
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- QDHUQRBYCVAWEN-UHFFFAOYSA-N amino prop-2-enoate Chemical class NOC(=O)C=C QDHUQRBYCVAWEN-UHFFFAOYSA-N 0.000 title 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- UQBOJOOOTLPNST-UHFFFAOYSA-N Dehydroalanine Chemical class NC(=C)C(O)=O UQBOJOOOTLPNST-UHFFFAOYSA-N 0.000 abstract 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract 1
- 238000007259 addition reaction Methods 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 150000004985 diamines Chemical class 0.000 abstract 1
- 125000001033 ether group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 150000005846 sugar alcohols Polymers 0.000 abstract 1
Classifications
-
- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/331—Polymers modified by chemical after-treatment with organic compounds containing oxygen
- C08G65/332—Polymers modified by chemical after-treatment with organic compounds containing oxygen containing carboxyl groups, or halides, or esters thereof
- C08G65/3322—Polymers modified by chemical after-treatment with organic compounds containing oxygen containing carboxyl groups, or halides, or esters thereof acyclic
-
- 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
- C07C227/04—Formation of amino groups in compounds containing carboxyl groups
- C07C227/06—Formation of amino groups in compounds containing carboxyl groups by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
- C07C229/10—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
- C07C229/12—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings to carbon atoms of acyclic carbon skeletons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
- C07C229/10—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
- C07C229/14—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings to carbon atoms of carbon skeletons containing rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/52—Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
- C07C69/533—Monocarboxylic acid esters having only one carbon-to-carbon double bond
- C07C69/54—Acrylic acid esters; Methacrylic acid esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F299/00—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers
- C08F299/02—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates
- C08F299/022—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates from polycondensates with side or terminal unsaturations
- C08F299/024—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates from polycondensates with side or terminal unsaturations the unsaturation being in acrylic or methacrylic groups
-
- 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
- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Paints Or Removers (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Adhesives Or Adhesive Processes (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4225921A DE4225921A1 (de) | 1992-08-05 | 1992-08-05 | Aminoacrylate, ein Verfahren zu ihrer Herstellung und ihre Verwendung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DK0586849T3 true DK0586849T3 (da) | 1996-01-22 |
Family
ID=6464917
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK93111848.3T DK0586849T3 (da) | 1992-08-05 | 1993-07-23 | Aminoacrylater, en fremgangsmåde til deres fremstilling og deres anvendelse |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US5482649A (enExample) |
| EP (1) | EP0586849B1 (enExample) |
| JP (1) | JPH0687804A (enExample) |
| AT (1) | ATE129515T1 (enExample) |
| CA (1) | CA2101769A1 (enExample) |
| DE (2) | DE4225921A1 (enExample) |
| DK (1) | DK0586849T3 (enExample) |
| ES (1) | ES2080566T3 (enExample) |
Families Citing this family (55)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4343246A1 (de) * | 1993-12-17 | 1995-06-22 | Thera Ges Fuer Patente | Prepolymere, daraus hergestellte radikalisch polymerisierbare Massen und deren Verwendung |
| DE19535936A1 (de) * | 1995-09-27 | 1997-04-03 | Basf Lacke & Farben | Acryliertes Polyetherpolyol und dessen Verwendung für strahlenhärtbare Formulierungen |
| DE19543464A1 (de) | 1995-11-22 | 1997-05-28 | Basf Ag | Verfahren zur Herstellung von (Meth)acrylsäureestern |
| DE19625753C2 (de) * | 1996-06-27 | 2000-05-18 | Basf Coatings Ag | Holzbeschichtungsfolie |
| US6517343B2 (en) | 1997-09-26 | 2003-02-11 | Arizona Chemical Company | Coated candles and coating compositions |
| CN1476426A (zh) * | 2000-10-20 | 2004-02-18 | Ucb公司 | 二甲胺/酯加合物和它们在可聚合物组合物中的用途 |
| EP1314777A1 (en) * | 2001-11-27 | 2003-05-28 | The Procter & Gamble Company | Pro-perfume compositions used in cleaning or fabric treatment products |
| WO2003104300A1 (de) * | 2002-06-01 | 2003-12-18 | Basf Aktiengesellschaft | (meth)acrylester von polyalkoxyliertem trimethylolpropan |
| JP2005532432A (ja) * | 2002-06-11 | 2005-10-27 | ビーエーエスエフ アクチェンゲゼルシャフト | ポリアルコキシル化されたトリメチロールプロパンの(メタ)アクリルエステル |
| DE50303213D1 (de) * | 2002-06-11 | 2006-06-08 | Basf Ag | (meth)acrylester von polyalkoxyliertem glycerin |
| US20050124722A1 (en) * | 2003-12-03 | 2005-06-09 | Arthur Samuel D. | Branched highly-functional monomers exhibiting low polymerization shrinkage |
| EP1731541A1 (en) * | 2005-06-10 | 2006-12-13 | Cytec Surface Specialties, S.A. | Low extractable radiation curable compositions containing aminoacrylates |
| CN101801916B (zh) * | 2007-09-21 | 2015-09-09 | 帝斯曼知识产权资产管理有限公司 | 支化的聚酯胺丙烯酸酯 |
| EP2385937A1 (en) | 2009-01-08 | 2011-11-16 | Basf Se | Polymerisation initiator |
| EP2411359B1 (en) | 2009-03-24 | 2017-02-01 | Basf Se | Novel oligofunctional photoinitiators |
| EP2236541A1 (en) | 2009-03-25 | 2010-10-06 | DSM IP Assets B.V. | Polyesteramide macromolecule and composition comprising such a macromolecule. |
| KR20110138263A (ko) | 2009-03-30 | 2011-12-26 | 바스프 에스이 | 중합성 조성물 |
| EP2459519B1 (en) | 2009-07-30 | 2017-11-29 | Basf Se | Macrophotoinitiators |
| JP2011068783A (ja) | 2009-09-25 | 2011-04-07 | Fujifilm Corp | インク組成物、及び、インクジェット記録方法 |
| JP5937394B2 (ja) * | 2012-03-23 | 2016-06-22 | リケンテクノス株式会社 | 活性エネルギー線硬化性樹脂組成物 |
| ITVA20120010A1 (it) | 2012-05-03 | 2013-11-04 | Lamberti Spa | Alfa-dichetoni per fotopolimerizzazioni tramite led |
| CN104736513B (zh) | 2012-10-19 | 2018-04-03 | Igm集团公司 | 混合光引发剂 |
| ITVA20120041A1 (it) | 2012-10-22 | 2014-04-23 | Lamberti Spa | 3-chetocumarine per fotopolimerizzazioni tramite led |
| WO2014064064A1 (en) | 2012-10-23 | 2014-05-01 | Basf Se | Iminoxytriazines as radical generators |
| EP2935393A4 (en) | 2012-12-18 | 2016-06-01 | Basf Se | SEMICONDUCTOR MATERIALS BASED ON NAPHTHALENDIIMIDE VINYLENE OLIGOTHIOPHENO VINYLENE POLYMERS |
| JP6400021B2 (ja) | 2012-12-19 | 2018-10-03 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | ビスアシルホスフィン酸の誘導体、その製造および光開始剤としての使用 |
| CN105339375A (zh) | 2013-07-08 | 2016-02-17 | 巴斯夫欧洲公司 | 液态双酰基氧化膦光引发剂 |
| US10106629B2 (en) | 2014-05-30 | 2018-10-23 | Igm Resins Italia S.R.L. | Multifunctional acylphosphine oxide photoinitiators |
| EP3215339B1 (en) | 2014-11-04 | 2021-08-11 | Lamberti SPA | Process using photocurable compositions |
| EP3353244B1 (en) | 2015-12-02 | 2021-09-01 | Sun Chemical Corporation | Polymeric aminoacrylates |
| US11124665B2 (en) | 2016-03-18 | 2021-09-21 | Sun Chemical Corporation | Energy curable compositions comprising polymeric aminoacrylates |
| WO2017174443A1 (de) * | 2016-04-08 | 2017-10-12 | Basf Se | Trimethylolpropan-derivate |
| JP6526725B2 (ja) * | 2017-01-11 | 2019-06-05 | リケンテクノス株式会社 | 粘着剤組成物 |
| KR102562153B1 (ko) | 2017-08-09 | 2023-07-31 | 아이지엠 그룹 비.브이. | 다관능성 중합체 광개시제 |
| EP3724171B1 (en) | 2017-12-11 | 2022-06-15 | IGM Resins Italia S.r.l. | Benzoyl-coumarin polymerizable photoinitiators |
| KR102783747B1 (ko) | 2017-12-14 | 2025-03-18 | 아이지엠 레진스 이탈리아 에스.알.엘. | 수용성 3-케토쿠마린 |
| EP3539969A1 (en) | 2018-03-14 | 2019-09-18 | ETH Zurich | Novel photo-initiators and their application |
| EP3539924A1 (en) | 2018-03-14 | 2019-09-18 | ETH Zurich | Novel vinyl phosphines and photo-initiators obtainable therefrom |
| EP3847179A1 (en) | 2018-09-07 | 2021-07-14 | IGM Resins Italia S.r.l. | Multifunctional bisacylphosphine oxide photoinitiators |
| JP7472429B2 (ja) | 2018-12-28 | 2024-04-23 | アイジーエム レシンス イタリア ソチエタ レスポンサビリタ リミタータ | 光開始剤 |
| US11981650B2 (en) | 2019-10-11 | 2024-05-14 | Igm Resins Italia S.R.L. | Coumarin glyoxylates for LED photocuring |
| IT202000023815A1 (it) | 2020-10-09 | 2022-04-09 | Igm Resins Italia Srl | Ketoquinolones as photonitiators |
| IT202100014885A1 (it) | 2021-06-08 | 2022-12-08 | Igm Resins Italia Srl | Fotoiniziatori a base di silicio bifunzionali |
| IT202100025868A1 (it) | 2021-10-08 | 2023-04-08 | Igm Resins Italia Srl | Nuovi fotoiniziatori |
| WO2023161049A1 (en) | 2022-02-24 | 2023-08-31 | Igm Resins Italia S.R.L. | Photoinitiators |
| CA3256596A1 (en) | 2022-05-06 | 2023-11-09 | Igm Group B V | SET OF PHOTOINITIATORS INCLUDING PHOSPHINE OXIDE-BASED PHOTOINITIATORS, COUMARIN-BASED SENSITIZERS, AND AMINE ADDITIVES |
| EP4273200A1 (en) | 2022-05-06 | 2023-11-08 | IGM Group B.V. | Photoinitiator package comprising specialised bisacylphosphine oxide photoinitiators and optical brightener sensitizers |
| EP4519377A1 (en) | 2022-05-06 | 2025-03-12 | IGM Group B.V. | Photoinitiator package comprising phosphine oxide photoinitiators, oxazole-based sensitizers and amine additives |
| WO2024074945A1 (en) | 2022-10-05 | 2024-04-11 | Igm Resins Italia S.R.L. | Polymeric (meth)acrylate photoinitiators |
| IT202300004737A1 (it) | 2023-03-14 | 2024-09-14 | Igm Resins Italia Srl | Uso di fotoiniziatori specifici in un processo di fotopolimerizzazione utilizzando lunghezze d’onda combinate di luce a led |
| WO2025027517A1 (en) | 2023-08-03 | 2025-02-06 | Igm Resins Italia S.R.L. | 10,11 -dihydro-5h-dibenzo[b,f]azepine derivatives as photoinitiatiors in photopolymerisation for use in photocurable compositions |
| EP4534614A1 (en) | 2023-10-02 | 2025-04-09 | IGM Group B.V. | Photoinitiator package comprising specialised bisacylphosphine oxide photoinitiators, further acylphosphine oxide photoinitiators and optical brightener sensitizers |
| WO2025140854A2 (en) | 2023-12-28 | 2025-07-03 | Igm Resins Italia S.R.L. | NOVEL SOLID FORM OF BIS(2,4,6-TRIMETHYLBENZOYL)-n-OCTYL-PHOSPHINE OXIDE |
| EP4579344A1 (en) | 2023-12-29 | 2025-07-02 | IGM Group B.V. | Thioalkylcoumarin photosensitizers for photopolymerization |
| EP4578918A1 (en) | 2023-12-29 | 2025-07-02 | IGM Group B.V. | Photosensitizers for photopolymerization |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3844916A (en) * | 1972-09-18 | 1974-10-29 | Desoto Inc | Radiation curable non-gelled michael addition reaction products |
| US3925349A (en) * | 1972-09-18 | 1975-12-09 | Desoto Inc | Radiation curable non-gelled michael addition reaction products |
| US3914165A (en) * | 1972-09-18 | 1975-10-21 | Desoto Inc | Radiation curable non-gelled michael addition reaction products |
| DE3540464A1 (de) * | 1985-11-14 | 1987-05-21 | Polychemie Gmbh | Reaktive bindemittel |
| DE3706355A1 (de) * | 1987-02-27 | 1988-09-08 | Basf Ag | Additionsprodukte aus acrylaten und aminen sowie deren verwendung in strahlungshaertbaren massen |
| DE3836370A1 (de) * | 1988-10-26 | 1990-05-17 | Basf Lacke & Farben | Verfahren zum beschichten von holz, holzwerkstoffen und papier |
-
1992
- 1992-08-05 DE DE4225921A patent/DE4225921A1/de not_active Withdrawn
-
1993
- 1993-07-22 US US08/095,886 patent/US5482649A/en not_active Expired - Fee Related
- 1993-07-23 AT AT93111848T patent/ATE129515T1/de not_active IP Right Cessation
- 1993-07-23 ES ES93111848T patent/ES2080566T3/es not_active Expired - Lifetime
- 1993-07-23 EP EP93111848A patent/EP0586849B1/de not_active Revoked
- 1993-07-23 DK DK93111848.3T patent/DK0586849T3/da active
- 1993-07-23 DE DE59300819T patent/DE59300819D1/de not_active Revoked
- 1993-08-02 CA CA002101769A patent/CA2101769A1/en not_active Abandoned
- 1993-08-03 JP JP5209993A patent/JPH0687804A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| ATE129515T1 (de) | 1995-11-15 |
| ES2080566T3 (es) | 1996-02-01 |
| EP0586849B1 (de) | 1995-10-25 |
| US5482649A (en) | 1996-01-09 |
| EP0586849A3 (enExample) | 1994-04-27 |
| DE59300819D1 (de) | 1995-11-30 |
| DE4225921A1 (de) | 1994-02-10 |
| EP0586849A2 (de) | 1994-03-16 |
| JPH0687804A (ja) | 1994-03-29 |
| CA2101769A1 (en) | 1994-02-06 |
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