EP0611596B1 - Système pour la préparation de liquides - Google Patents
Système pour la préparation de liquides Download PDFInfo
- Publication number
- EP0611596B1 EP0611596B1 EP94101748A EP94101748A EP0611596B1 EP 0611596 B1 EP0611596 B1 EP 0611596B1 EP 94101748 A EP94101748 A EP 94101748A EP 94101748 A EP94101748 A EP 94101748A EP 0611596 B1 EP0611596 B1 EP 0611596B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- vessel
- desiccant
- solid
- liquid
- liquid phase
- 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
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Images
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01L—CHEMICAL OR PHYSICAL LABORATORY APPARATUS FOR GENERAL USE
- B01L3/00—Containers or dishes for laboratory use, e.g. laboratory glassware; Droppers
- B01L3/50—Containers for the purpose of retaining a material to be analysed, e.g. test tubes
- B01L3/508—Containers for the purpose of retaining a material to be analysed, e.g. test tubes rigid containers not provided for above
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01L—CHEMICAL OR PHYSICAL LABORATORY APPARATUS FOR GENERAL USE
- B01L3/00—Containers or dishes for laboratory use, e.g. laboratory glassware; Droppers
- B01L3/50—Containers for the purpose of retaining a material to be analysed, e.g. test tubes
- B01L3/508—Containers for the purpose of retaining a material to be analysed, e.g. test tubes rigid containers not provided for above
- B01L3/5082—Test tubes per se
- B01L3/50825—Closing or opening means, corks, bungs
Definitions
- the invention relates to a system for the preparation of Liquids from at least one solid and at least one liquid phase, the system consisting of a storage container with the solid and one Drying chamber with a desiccant. Furthermore The invention relates to a method for producing a Solution, suspension or emulsion using the invention Systems. The process includes the Steps of storing a solid in the system Add a liquid phase to the solid and mix for the preparation of a solution, suspension or Emulsion. The system is used in a preferred application for the preparation of reagent solutions.
- the existing problem is solved in that the moisture sensitive solid is either pre-dried and packed waterproof or together with hygroscopic substances for drying and keeping dry is packed.
- a solution is used to prepare the solution certain amount of the substance weighed and measured in a Amount of liquid dissolved.
- the process is imperfect because of the quantitative Transfer the solid into a vessel, adding a well-defined amount of solvent and a complete one Resolution is difficult.
- For the process mentioned is not only trained personnel, but also a complex one Laboratory equipment necessary.
- test kits With so-called test kits, the user takes care of the preparation the liquid by dividing it from the portioned d. H. already weighed solids, by adding Liquid according to a given by the manufacturer of the kit Regulation prepared the analysis solution. Stirrer or Mixers allow the user to dissolve the solids lose weight. In these cases, however, it is still an overpass of solid matter in a vessel necessary for dissolution. This means that a defined amount of solid in the form of tablets, powders or granules in a vessel must be inserted to define a solution To establish concentration.
- Reagent storage system (DE-40 39 580) becomes the reagent transferred from a special container into a mixing vessel, adding a chamber when screwing onto the vessel is opened in which the reagent is located.
- a solution of a precisely defined concentration rinsing the chamber necessary. This is done by laboratory personnel or an elaborate flushing device necessary.
- the invention has for its object by providing a drying and a container suitable for keeping dry, the production of liquids Simplify moisture-sensitive solids and liquids. Especially that Preparation of analytical solution by untrained personnel, even under conditions poor infrastructure course, should be facilitated.
- the solid of the solution to be prepared can be in various forms. To these include powders, tablets, granules, pellets or by freeze-drying Lyophilisates produced.
- a solution consisting of several substances can be prepared by consisting of several components. Are the ingredients in Solution or in the presence of moisture incompatible with each other, that is, if they then react to each other in an unwanted manner, it is so in many Cases possible to keep the fabrics in a dry state together without they react with each other.
- a drying chamber Through a drying chamber, the moisture in the interior holds the vessel low, the storage stability of the solid is increased.
- the Presence of a desiccant in a chamber that communicates with the interior of the vessel Exchanging water vapor leads to a lowering of the water vapor partial pressure in the interior of the vessel. It is still possible to get solids due to of the manufacturing process have a residual moisture content in the invention Store the system for drying or to remove the residual moisture.
- the liquid phase can consist of a pure substance (e.g. distilled water) or represent a mixture of several liquids.
- the liquid phase can also, for. B. Contain buffers, stabilizers or other solutes, so that the stability of the produced liquid increased and its functionality is ensured.
- the liquid phase is used to produce the liquid added to the solid in the vessel. This can either done manually or automatically by a device. In Cases where the liquid produced is not an exact one Must have concentration because a wide range of Reagent concentrations for the same analysis results leads, the dimensioning of the liquid phase z. B. by Markings are made on the wall of the vessel. For example enzymes can completely convert an analyte so that the result of the determination in wide ranges from the Enzyme concentration in the reagent is independent. For the production a standard solution suitable for titration analyzes on the other hand, the addition of a defined amount is more fluid Phase, characterized by its volume or weight necessary for a defined amount of solids.
- the production the solution is done by manual or mechanical Mixing the solid and the liquid phase.
- the liquid phase already contains others in these embodiments Components, e.g. B. buffers and auxiliaries, so that for many different analysis solutions always one and the same liquid phase can be used.
- the liquids produced from solid and liquid phase in the system according to the invention can be solutions, suspensions or emulsions.
- an emulsion for the detection of the enzyme lipase can be prepared by adding water to a solid which contains the following substances: tris (hydroxymethyl) aminomethane (tris), sodium deoxycholate, CaCl 2 , triolein, colipase, NaN 3 .
- the system includes a vessel and one Drying chamber through a separation layer, which is a penetration prevented from liquid in the desiccant, are separated.
- the separation layer thus fulfills two in itself conflicting conditions. On the one hand, it is for Water vapor permeable and thus enables the transfer of the water from the interior of the vessel into the drying chamber the gas phase, on the other hand it has condensed water Phase a blocking effect. For the manufacturing process This simplifies the preparation the solution can take place in the same vessel, in previously stored the moisture sensitive solid has been.
- the Solid already in the manufacture of the system in that Filled in vessel. In this case, it is not an overpass of the solid into the vessel by the user.
- a particularly simple, safe and reliable handling is made possible by an embodiment where the solid is in a vessel, big enough to accommodate the resulting solution.
- This vessel has a closure, e.g. B. a stopper or a screw cap on which a desiccant chamber so is appropriate that the desiccant contained in it when the vessel is closed, water vapor from the interior of the Vessel can accommodate.
- the Drying chamber for drying and / or keeping dry the solid serve as well as a closure in the preparation of liquids.
- the liquid phase can be filled manually or done automatically, with automatic filling a preferred one of the vessel within an automatic analyzer Embodiment represents.
- Closing the vessel can with the closure belonging to the system, or but another closure. This one too
- the process step is both manual and automated Approaches possible.
- the step of the method according to the invention of closing the vessel can be saved if at the mixing no leakage of liquid from the Vascular occurs. This can e.g. B. by stirring or suitable Pivoting of the vessel can be achieved.
- the state of the Technology are in addition to the mechanical stirrers with one Rotor that is immersed in the liquid, including so-called Magnetic stirrers are known, in which a mostly rod-shaped magnet is located inside the vessel, the is set in motion by a magnetic field.
- An advantage of the system according to the invention is that Storage container for the solid also as a container for the mixture of the solid with the liquid phase and serve to store the prepared liquid can without the desiccant chamber after adding the liquid phase must be closed or removed.
- Another advantage of the system is that the desiccant containing closure both during storage of the solid as well as during storage the prepared liquid and preferably even during the mixing of the solid with the liquid Phase can be used.
- a preferred embodiment of the desiccant chamber is suitable due to its construction, the vessel close.
- Such a desiccant chamber is in hereinafter referred to as desiccant plugs.
- the desiccant plug (1) in FIG. 1 is on the outside completed by a wall (2).
- a wall (2) This can be from a Variety of materials exist, e.g. B. plastic, Metal and cardboard.
- the wall consist of a plastic as this material combines some beneficial properties.
- Plastics of sufficient wall thickness, preferably larger than 0.5 mm, have the property of drying agent in the Separate the inside of the plug from the environment so that a moisture exchange between the environment and Desiccant is possible to a small extent, however substantial consumption of the desiccant by external Moisture is avoided. It is also simple possible to bring plastic into shapes that are both a Thread (3) as well as a space for the desiccant (4) include.
- the desiccant (4) is inside the Stuffing.
- a suitable desiccant are the substances known from the specialist literature, such as Molecular sieves, silica gel, sodium sulfate, calcium sulfate etc. available.
- a suitable one for the specified use Molecular sieve of the zeolite type is in the Grace GmbH under the name molecular sieve type 511 available.
- the amount of desiccant used and so the drying capacity must be such that if desired a possible mobile moisture of the Solid is absorbed and that penetrating from the outside Moisture until the time of manufacture the solution can be absorbed.
- the Desiccant amount should be so small that when stored none of the liquid produced in the preparation system noteworthy change in concentration due to water absorption of the desiccant from the solution.
- preferred used desiccant amounts in the range of a few grams and amounts of liquid in the range of deciliters the error caused by the desiccant in one acceptable range for analytical solutions.
- the liquid will fall in soon after being prepared an analytical apparatus used.
- a preferred one Embodiment is the vessel without a desiccant plug to a designated place within the equipment posed. In this case the liquid is only during the time of their preparation in direct or indirect Contact with the desiccant plug. Therefore with a drying effect of the solution in very little Calculate dimensions. The drying effect can be in all Cases can be prevented by the desiccant plug after mixing solid and liquid Phase exchanged for a closure without desiccant becomes.
- the separating element (6) which the desiccant and the The interior of the vessel is separated from one another essential aspect of the invention.
- the material of the Separating element is designed so that it is permeable to water vapor is complete, however, finished reagent solutions cordoned off.
- the last few years are special Plastics have been developed that have both of these properties combine with each other (e.g. EP-A-0 500 173).
- other materials are also possible, such as. B. impregnated fabrics and cardboard.
- the invention uses cardboard with a surface tension used a liquid penetration into the desiccant chamber and penetration of the Desiccant with liquid prevented.
- Suitable Cardboard boxes are, for example, from Buchmann GmbH under the designation GC1 and GC2 or from the company Laakmann GmbH sold under the name UD2.
- the water repellent effect is primarily due to a Coating, the so-called line ensures that of pigments and synthesized Binders. If the box has a surface tension less than 70 mN / m, so the box can no longer be wetted by water and penetrate water is in principle impossible, permeability to water vapor is still given. For liquids that have a smaller surface tension also have a separating element with a smaller surface tension necessary to prevent liquid from entering.
- the surface tension of the cardboard can be easily obtained with commercially available test inks from e.g. B. the Company Arcotec heatntechnik GmbH can be determined.
- a material is used for the separating element, one for Wetting critical surface tension, which is less than 70 mN / m, preferred 26 to 65 mN / m and particularly preferably 30 to 40 mN / m.
- FIG. 1 A possible arrangement of the separating element is shown in Figure 1.
- the separator (6) is fitted into a hollow pin (5) so that the liquid can pass through from the interior of the vessel to the desiccant is prevented. In a preferred embodiment this is achieved by the separating element (6) on the inside of the vessel facing opening of the hollow pin (5) rests.
- the hollow pin is one Flanging (7) mechanically connected to fasten the separating element (6) is used on the hollow pin (5).
- the flanging (7) excludes that Desiccant chamber (4) and separating element (6) formed space against liquids from. Any minor leaks are sealed by the fact that Separating element swells on contact with water and fills the gaps will.
- Example 1 demonstrates the separating effect of the cardboard used against one aqueous reagent liquid even in direct contact.
- FIG. 2 shows vessels according to the invention arranged in a circle with desiccant plugs and two desiccant plugs in the middle with 2 or 4 ml volume for desiccants.
- the materials of the vessels must be impermeable to water, can, however, be partially permeable to water vapor.
- plastics are suitable for the vessel, how to make bottles for storing Serve liquids.
- wall thicknesses are larger than 0.5 mm for reasons of mechanical stability and Water vapor permeability preferred.
- the way of making the vessels e.g. B. injection molding or injection blow molding, is not subject to any limitation provided that a sufficient wall thickness can be guaranteed.
- Figure 3 shows the production of a liquid from a Solid and a liquid.
- representation A the solid in the sealed by the desiccant plug Vessel.
- illustration B shows the addition of Liquid to solid.
- Figure 3 C the mixing of the solid with the liquid Phase by shaking instead.
- the reagent solution for the determination of GPT had the following composition: Tris 15.9 mmol / l Tris ⁇ HCL 89.6 mmol / l L-alanine 530 mmol / l -Ketoglutarate 15.9 mmol / l NADH 0.19 mmol / l 2-chloroacetamide 10.7 mmol / l LDH 8900 U / l Polyvinyl pyrolidone approx. 0.1% by weight
- the vessels were stored on the head for up to 24 hours, which goes far beyond the stress of normal use.
- reaction II is the so-called indicator reaction for photometric detection
- test results are shown in the following table: reference 8 h / head 16 h / head 24 h / head swing GOT reagent w [%] 100.00 99.87 99.87 99.41 99.74 NADH absorbance 1,370 1,392 1,397 1,430 1,373 GPT reagent w [%] 100.00 99.92 99.44 99.12 99.76 NADH absorbance 1,392 1,400 1,412 1,406 1,390
- the measured values show that the functionality of the reagent and the active ingredient content even under extreme The presence of insignificant burdens of the desiccant plug can be influenced.
- the solid which can be used for the preparation of reagent liquid for the determination of GPT, contained in 100 g of granules: Tris 2.72 g Tris ⁇ HCL 20.06 g L-alanine 67.07 g -Ketoglutarate 5.09 g NADH 1.34 g 2-chloroacetamide 1.42 g LDH approx. 0.34 g Polyvinyl pyrolidone approx. 1.93 g
- the “GOT” example also shows that only the stability-critical mobile moisture is selectively removed and the immobile crystal water fraction, which is not critical for stability remains unaffected.
- the system was used during the re-drying phase in a room climate kept and the water content periodically with the Karl Fischer method determined.
- Figure 4 shows the dependence of the water content (f) in Depends on the storage time (t) in days in the System.
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Analytical Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Hematology (AREA)
- Clinical Laboratory Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Packages (AREA)
- Photographic Developing Apparatuses (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Feeding, Discharge, Calcimining, Fusing, And Gas-Generation Devices (AREA)
- Investigating Or Analysing Biological Materials (AREA)
Claims (15)
- Système pour préparer un liquide constitué au moins d'une matière solide et au moins d'une phase liquide, caractérisé par la combinaison d'éléments suivants:un récipient qui contient au moins une matière solide et possède un volume suffisant afin de recevoir au moins une matière solide et au moins une phase liquide;une chambre (4) pour agent siccatif raccordée au récipient, laquelle contient un agent siccatif;un élément séparateur (6) perméable à la vapeur d'eau qui ferme la chambre pour agent siccatif et qui possède une tension superficielle critique pour le mouillage, qui est inférieure à 70 mN/m,
- Système selon la revendication 1, caractérisé en ce que la chambre contenant un agent siccatif sert de fermeture du récipient.
- Système selon l'une quelconque des revendications précédentes, caractérisé en ce que le récipient est constitué d'un matériau qui est au moins partiellement perméable à la vapeur d'eau.
- Système selon la revendication 3, caractérisé en ce que du carton est utiisée comme matériau pour l'élément séparateur.
- Système selon l'une quelconque des revendications 1 à 4, caractérisé en ce qu'un matériau pour l'élément séparateur est utilisé qui possède une tension superficielle critique pour le mouillage dans la plage de 25 à 65 mN/m et de préférence dans la plage de 30 à 40 mN/m.
- Utilisation d'un système de préparation selon l'une quelconque des revendications 1 à 5 pour produire des solutions de réactifs.
- Procédé de production d'un liquide en utilisant un système de préparation selon l'une quelconque des revendications 1 à 5, comprenant les étapes consistant:a) à conserver la matière solide dans le récipient ferméb) à ouvrir le récipientc) à ajouter une phase liquide à la matière solide dans le récipientd) à mélanger la matière solide et la phase liquide de sorte à créer une solution, suspension ou émulsion.
- Procédé selon la revendication 7, caractérisé en ce que la chambre contenant l'agent siccatif est utilisée pour fermer le récipient aussi bien avant qu'après l'ajout du liquide.
- Procédé selon l'une quelconque des revendications 7 et 8, caractérisé en ce que le remplissage du récipient avec la matière solide s'effectue dans une atmosphère contenant de la vapeur d'eau.
- Procédé selon l'une quelconque des revendications 7 à 9, caractérisé en ce que le remplissage du récipient avec la phase liquide s'effectue automatiquement au moyen d'un appareil.
- Procédé selon l'une quelconque des revendications 7 à 10, caractérisé en ce qu'un prélèvement du liquide préparé dans le récipient liquide s'effectue automatiquement au moyen d'un appareil.
- Procédé selon l'une quelconque des revendications 7 à 11, caractérisé en ce que la préparation du liquide ainsi son utilisation s'effectue au moyen d'un appareil.
- Procédé selon la revendication 7, dans lequel la conservation des composants solides dans le récipent fermé sert à leur dessication et/ou à les maintenir à l'état sec.
- Procédé selon la revendication 7, dans lequel l'ouverture du récipient dans l'étape b) s'effectue en perçant avec une canule.
- Procédé selon la revendication 7, dans lequel le récipient est fermé après ajout de la phase liquide.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4304450 | 1993-02-13 | ||
DE4304450A DE4304450A1 (de) | 1993-02-13 | 1993-02-13 | System zur Zubereitung von Flüssigkeiten |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0611596A1 EP0611596A1 (fr) | 1994-08-24 |
EP0611596B1 true EP0611596B1 (fr) | 1998-01-07 |
Family
ID=6480442
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP94101748A Expired - Lifetime EP0611596B1 (fr) | 1993-02-13 | 1994-02-05 | Système pour la préparation de liquides |
Country Status (7)
Country | Link |
---|---|
US (1) | US6274304B1 (fr) |
EP (1) | EP0611596B1 (fr) |
JP (1) | JP2558434B2 (fr) |
AT (1) | ATE161755T1 (fr) |
CA (1) | CA2115379C (fr) |
DE (2) | DE4304450A1 (fr) |
ES (1) | ES2113563T3 (fr) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE29513987U1 (de) * | 1995-08-18 | 1995-10-26 | Friedrich Sanner GmbH & Co KG Spritzgußwerk, 64625 Bensheim | Behälter-Verschluß mit Trockenstoffkammer |
WO1997029846A1 (fr) * | 1996-02-13 | 1997-08-21 | Aalto Scientific, Ltd. | Dispositifs de pipettage precharges avec des matieres normalisees pour echantillons temoins |
DE19850934C2 (de) * | 1998-11-05 | 2001-07-12 | Lange Gmbh Dr Bruno | Verschlußelement zum Verschließen, Aufbewahren und Einbringen von Reagenzien und/oder Hilfsstoffen in einen Reaktionsbehälter |
AU2008269201B2 (en) | 2007-06-21 | 2011-08-18 | Gen-Probe Incorporated | Instrument and receptacles for use in performing processes |
DE102007051968A1 (de) * | 2007-10-31 | 2009-05-07 | Fischerwerke Gmbh & Co. Kg | Mehrkomponenten-Kartusche |
US9103749B2 (en) * | 2012-10-11 | 2015-08-11 | Fast Forward Forensics, LLC | Biological sample collection apparatus |
CN105682474A (zh) * | 2013-09-02 | 2016-06-15 | Jp专利公司 | 吸氧组合物和易因氧发生腐败的物品的保存 |
WO2017210218A1 (fr) * | 2016-05-31 | 2017-12-07 | Siscapa Assay Technologies, Inc. | Dispositif et procédé de collecte d'échantillon |
Family Cites Families (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1655248A (en) * | 1924-08-16 | 1928-01-03 | Panay Horizontal Show Jar Comp | Moisture-regulating device |
US2317882A (en) * | 1940-05-31 | 1943-04-27 | Charles F Boesel | Absorbent closure cap for receptacles containing dry medicinal materials and the like |
US2446361A (en) * | 1945-07-09 | 1948-08-03 | Herbert B Clibbon | Moisture vapor indicator for packaged goods |
US2487620A (en) * | 1946-03-08 | 1949-11-08 | Waller Fred | Desiccator |
US2548168A (en) * | 1949-01-04 | 1951-04-10 | Luce Mfg Company | Food receptacle with desiccant |
US2676078A (en) * | 1950-07-21 | 1954-04-20 | James Howard Young | Canister |
US3732627A (en) * | 1970-11-23 | 1973-05-15 | R Wertheim | Removal of a liquid phase from a material |
US3990872A (en) * | 1974-11-06 | 1976-11-09 | Multiform Desiccant Products, Inc. | Adsorbent package |
FR2341852A1 (fr) * | 1976-02-19 | 1977-09-16 | Sages | Nouveau tube d'emballage |
US4119407A (en) * | 1976-03-08 | 1978-10-10 | Bio-Dynamics, Inc. | Cuvette with reagent release means |
JPS5836505B2 (ja) * | 1980-06-30 | 1983-08-09 | 富士通株式会社 | 半導体記憶装置の製造方法 |
US4374139A (en) * | 1981-11-09 | 1983-02-15 | Hoffmann-La Roche Inc. | Levorotatory N-substituted acylmorphinans useful as analgesic agents |
US4350508A (en) * | 1981-12-21 | 1982-09-21 | Santoro Dario S | Desiccant cap |
US4545492A (en) * | 1982-09-30 | 1985-10-08 | Firestone Raymond A | Device for maintaining dry conditions in vessels |
US5128104A (en) * | 1987-04-27 | 1992-07-07 | Murphy Harold R | Cuvette for automated testing machine |
DE3715938A1 (de) * | 1987-05-13 | 1988-11-24 | Boehringer Mannheim Gmbh | Behaelter fuer teststreifen |
DE4039580A1 (de) * | 1990-12-12 | 1992-06-17 | Boehringer Mannheim Gmbh | Reagenzbevorratungssystem und mehrfunktionsbehaelter fuer trockene reagenzkomponenten und anderes schuettgut |
-
1993
- 1993-02-13 DE DE4304450A patent/DE4304450A1/de not_active Withdrawn
-
1994
- 1994-02-05 ES ES94101748T patent/ES2113563T3/es not_active Expired - Lifetime
- 1994-02-05 DE DE59404909T patent/DE59404909D1/de not_active Expired - Fee Related
- 1994-02-05 AT AT94101748T patent/ATE161755T1/de not_active IP Right Cessation
- 1994-02-05 EP EP94101748A patent/EP0611596B1/fr not_active Expired - Lifetime
- 1994-02-10 CA CA002115379A patent/CA2115379C/fr not_active Expired - Fee Related
- 1994-02-10 JP JP6016805A patent/JP2558434B2/ja not_active Expired - Lifetime
- 1994-02-14 US US08/195,018 patent/US6274304B1/en not_active Expired - Fee Related
Non-Patent Citations (1)
Title |
---|
Bergmeyer, H. U., Methods of Enzymatic Analysis, Third Edition, Volume I Fundamentals, Verlag Chemie (DE) * |
Also Published As
Publication number | Publication date |
---|---|
JP2558434B2 (ja) | 1996-11-27 |
ATE161755T1 (de) | 1998-01-15 |
CA2115379A1 (fr) | 1994-08-14 |
ES2113563T3 (es) | 1998-05-01 |
JPH06247476A (ja) | 1994-09-06 |
US6274304B1 (en) | 2001-08-14 |
EP0611596A1 (fr) | 1994-08-24 |
DE4304450A1 (de) | 1994-08-18 |
DE59404909D1 (de) | 1998-02-12 |
CA2115379C (fr) | 2000-10-17 |
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