EP0301214A2 - Bandage orthopédique avec des résines réactives - Google Patents

Bandage orthopédique avec des résines réactives Download PDF

Info

Publication number
EP0301214A2
EP0301214A2 EP19880109418 EP88109418A EP0301214A2 EP 0301214 A2 EP0301214 A2 EP 0301214A2 EP 19880109418 EP19880109418 EP 19880109418 EP 88109418 A EP88109418 A EP 88109418A EP 0301214 A2 EP0301214 A2 EP 0301214A2
Authority
EP
European Patent Office
Prior art keywords
fibers
extensibility
textile
longitudinal direction
textile fabrics
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.)
Granted
Application number
EP19880109418
Other languages
German (de)
English (en)
Other versions
EP0301214B1 (fr
EP0301214A3 (fr
Inventor
Roland Dr. Richter
Wolfram Dr. Mayer
Günter Dr. Langen
Willy Dipl.-Ing. Leyser
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
KOB GmbH
Original Assignee
Karl Otto Braun GmbH and Co KG
Bayer AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Karl Otto Braun GmbH and Co KG, Bayer AG filed Critical Karl Otto Braun GmbH and Co KG
Priority to AT88109418T priority Critical patent/ATE93909T1/de
Publication of EP0301214A2 publication Critical patent/EP0301214A2/fr
Publication of EP0301214A3 publication Critical patent/EP0301214A3/fr
Application granted granted Critical
Publication of EP0301214B1 publication Critical patent/EP0301214B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/564Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/564Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
    • D06M15/568Reaction products of isocyanates with polyethers
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/564Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
    • D06M15/572Reaction products of isocyanates with polyesters or polyesteramides
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M23/00Treatment of fibres, threads, yarns, fabrics or fibrous goods made from such materials, characterised by the process
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/23Sheet including cover or casing
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/23Sheet including cover or casing
    • Y10T428/237Noninterengaged fibered material encased [e.g., mat, batt, etc.]
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/31504Composite [nonstructural laminate]
    • Y10T428/31551Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
    • Y10T428/31562Next to polyamide [nylon, etc.]
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/31504Composite [nonstructural laminate]
    • Y10T428/31551Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
    • Y10T428/31565Next to polyester [polyethylene terephthalate, etc.]
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T442/00Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
    • Y10T442/20Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
    • Y10T442/2762Coated or impregnated natural fiber fabric [e.g., cotton, wool, silk, linen, etc.]
    • Y10T442/277Coated or impregnated cellulosic fiber fabric
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T442/00Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
    • Y10T442/20Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
    • Y10T442/2861Coated or impregnated synthetic organic fiber fabric
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T442/00Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
    • Y10T442/20Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
    • Y10T442/2861Coated or impregnated synthetic organic fiber fabric
    • Y10T442/2893Coated or impregnated polyamide fiber fabric

Definitions

  • the invention relates to construction materials, in particular for medical support bandages or technical devices, which in addition to transverse elasticity also have longitudinal elasticity, a method for their production and their use.
  • the construction materials according to the invention generally consist of a carrier layer which is coated and / or impregnated with a reactive resin.
  • construction materials according to the invention can be used for stiffening, shaping and sealing in the medical or technical field.
  • construction materials according to the invention can also be used for the production of containers, filters, pipes, for connecting construction elements, for the production of decorative or artistic articles, for stiffening purposes or as filling or sealing material for joints and cavities.
  • Construction materials which consist of a flexible carrier which is coated or impregnated with a water-hardening reactive resin are already known.
  • DE-A 23 57 931 may be mentioned, in which construction materials made of flexible supports, such as knitted fabrics, woven fabrics or nonwovens, are described, which are coated or impregnated with water-curing reactive resins, such as isocyanates or prepolymers modified by isocyanate groups.
  • water-curing reactive resins such as isocyanates or prepolymers modified by isocyanate groups.
  • carrier materials made of glass fibers were used (US 45 02 479).
  • these known carrier materials are only stretchable in the transverse direction, but are practically rigid in the longitudinal direction in order to achieve greater stability (US 45 02 479, column 3, lines 45 to 47).
  • a disadvantage of the backing materials which are only stretchable in the transverse direction, is the appearance of folds when the material is applied to an uneven surface with conical elevations or variable radii, e.g. a human leg.
  • Construction materials based on glass fibers as described in US 46 09 578, have the disadvantage of poor X-ray transparency. They also form sharp edges at the break points, which lead to injuries. Another disadvantage is the occurrence of glass dust during the manufacture and removal of the construction material.
  • Fibers other than glass fibers have much lower moduli of elasticity, so that no beams with comparable longitudinal and transverse elongation are obtained.
  • textile fabrics which are impregnated and / or coated with a water-hardening reactive resin, characterized in that they consist of organic fibers with a modulus of elasticity of 200 to 2500 daN / mm2 and that they have an extensibility in the longitudinal direction of more than 10% before curing. exhibit.
  • the fabrics according to the invention also have one in the longitudinal direction.
  • the longitudinal direction generally means the processing direction of the textile, for example in the direction of the chain or the wales.
  • Transverse direction generally means perpendicular to the processing direction of the textile, i.e. in the direction of the weft or stitch row.
  • the fabrics according to the invention can be in various geometric shapes. They are preferably in tape form, the long side of the tape corresponding to the processing direction of the textile.
  • Organic fibers for the fabrics according to the invention can be natural fibers or chemical fibers.
  • Natural fibers include, in particular, fibers from plant hair, such as cotton, bast fibers, such as hemp and jute, and hard fibers, such as sisal. Cotton fibers are particularly preferred.
  • fibers made of synthetic polymers may be mentioned as chemical fibers.
  • polymer fibers such as polyethylene, polypropylene, polychloride (e.g. polyvinyl chloride and polyvinylidene chloride), polyacrylic and vinylate fibers, polycondensation fibers such as polyamide, polyester and polyurea fibers, and polyaddition fibers such as spandex or elastane fibers.
  • Preferred synthetic fibers are fibers made of polyesters, polyamides and polyacrylonitriles.
  • Sheets made of polyester and / or polyamide and / or cotton fibers are particularly preferred.
  • the fibers for the fabrics according to the invention are known per se (synthetic fibers, pages 3 to 10 and 153 to 221 (1981), Verlag Chemie, Weinheim).
  • the thread system which is preferably incorporated in the longitudinal direction, enables elastic stretching in the longitudinal direction after a shrinking process.
  • high-twisted yarns or twists made of staple fiber yarns with a twist coefficient ⁇ between 120 and 600 are preferred, so that the high twist gives a high torsional moment and therefore a tendency to curl.
  • the rotation coefficient ⁇ is calculated where T is the number of twists per m of yarn or twine and TEX is the longer thread mass in g per 1000 m of yarn.
  • the threads with an alternating direction of rotation are preferably incorporated in an alternating sequence, for example a thread S - 1 thread Z or 2 threads S - 2 threads Z.
  • Both threads made of natural rubber (elastodia) and synthetic polyurethane elastomer threads (elastane) can be used as permanently elastic threads.
  • Polyfile textured filament yarns made of polyester, polyamide etc. are used as chemical fibers to achieve the elongation.
  • the elastic properties of these yarns are based on the permanent crimping and torsion of the threads obtained in the course of the texturing process, which is achieved by the thermoplastic properties of the materials.
  • All types of texturing threads can be used, e.g. HE yarns (highly elastic crimp yarns), set yarns, HB yarns (high-rise yarns).
  • the thread system incorporated in the longitudinal direction is held together by connecting threads, it being possible to use staple fiber yarns or twists made of natural fibers as well as staple fiber yarns or polyfile filament yarns (plain yarn) made of man-made fibers.
  • the strength of these yarns is characterized by the modulus of elasticity (modulus of elasticity).
  • the fibers for the fabrics according to the invention have a modulus of elasticity (E-module) in the longitudinal direction of 200 to 2500, preferably from 400 to 2000, daN / mm 2.
  • the modulus of elasticity can be determined by methods known per se (synthetic fibers, pages 63 to 68 (1981), Verlag Chemie, Weinheim).
  • the textile fabrics according to the invention generally have an extensibility in the longitudinal direction of more than 10, preferably from 15 to 200%, particularly preferably from 15 to 80%, before the reactive resin cures.
  • Elongation in the longitudinal direction means the change in length compared to the fully relaxed fabric, which is achieved when the fabric is loaded in the longitudinal direction with 10 N per cm of width. Such measurements can be carried out, for example, in accordance with DIN 61 632 (April 1985).
  • the earthen structures according to the invention generally have an extensibility in the transverse direction of 20 to 300%, preferably 40 to 200%, before the reactive resin has hardened.
  • the textile fabrics according to the invention generally have a weight per square meter of 40 to 300 g, preferably 100 to 200 g.
  • textile fabrics made of fibers of synthetic polymers are particularly preferred.
  • mixed textiles are preferred, a fiber made of a synthetic polymer being used in the longitudinal direction and a vegetable fiber being used in the transverse direction.
  • Textiles made of fibers of synthetic polymers or mixed textiles of synthetic polymers in the longitudinal direction and vegetable fibers in the transverse direction, the longitudinal expansion of which has been set by a shrinkage process, are preferred as the flat structures according to the invention.
  • textile fabrics which contain polyfile, textured filament threads made of man-made fibers, such as polyester, polyamide, polyacrylonitrile fibers, which have been thermally shrunk and which are made of natural fibers or man-made fibers with a modulus of elasticity of 400 to 2000 daN / mm2 in the transverse direction consist of fibers made of high-strength polyethylene terephthalates with a modulus of elasticity of 900 to 2000 daN / mm2.
  • man-made fibers such as polyester, polyamide, polyacrylonitrile fibers
  • the processing forms of the textile fabrics according to the invention can be woven, knitted, crocheted or non-woven.
  • Knitted fabrics such as warp knitted fabrics, knitted knitted fabrics and knitted fabrics are mentioned. Raschel knitted fabrics are particularly preferred.
  • Water-curing reactive resins are preferably resins based on polyurethane or polyvinyl resin.
  • Suitable water-curing polyurethanes are all organic polyisocyanates known per se, ie any compounds or mixtures of compounds which have at least two organically bound isocyanate groups per molecule. These include both low molecular weight polyisocyanates with a molecular weight below 400 and modification products of such low molecular weight polyisocyanates with a molecular weight that can be calculated from the functionality and the content of functional groups, for example 400 to 10,000, preferably 600 to 8,000, and in particular 800 to 5,000, molecular weight.
  • Q is an aliphatic hydrocarbon radical having 2 to 18, preferably 6 to 10, carbon atoms, a cycloaliphatic hydrocarbon radical having 4 to 15, preferably 5 to 10, carbon atoms, an aromatic hydrocarbon radical having 6 to 15, preferably 6 to 13, carbon atoms, or an araliphatic hydrocarbon radical having 8 to 15, preferably 8 to 13, carbon atoms, mean.
  • Suitable low molecular weight polyisocyanates of this type are, for example, hexamethylene diisocyanate, 1,12-dodecane diisocyanate, cyclobutane-1,3-diisocyanate, cyclohexane-1,3- and -1,4-diisocyanate and any mixtures of these isomers, 1-isocyanato-3,3,5 trimethyl-5-isocyanatomethyl-cyclohexane, 2,4- and 2,6-hexahydrotoluenediisocyanate and any mixtures of these isomers, hexahydro-1,3- and / or -1,4-phenylene diisocyanate, perhydro-2,4'- and / or -4,4'-diphenylmethane diisocyanate, 1,3- and 1,4-phenylene diisocyanate, 2,4- and 2,6-tolylene diisocyanate and any mixtures of these isomers,
  • Suitable higher molecular weight polyisocyanates are modification products of simple polyisocyanates of this type, ie polyisocyanates with, for example, isocyanurate, carbodiimide, allophanate, biuret or uretdione structural units, such as those obtained by known processes of the prior art from the exemplified simple polyisocyanates of the above general Formula can be made.
  • modified polyisocyanates the prepolymers known from polyurethane chemistry with terminal isocyanate groups in the molecular weight range 400 to 10,000, preferably 600 to 8,000 and in particular 800 to 5,000 are of particular interest.
  • These compounds are prepared in a manner known per se by reacting excess amounts of simple polyisocyanates of the type mentioned by way of example with organic compounds having at least two groups which are reactive toward isocyanate groups, in particular organic polyhydroxyl compounds.
  • Suitable polyhydroxyl compounds of this type are both simple polyhydric alcohols such as, for example, ethylene glycol, trimethylolpropane, 1,2-propanediol or 1,2-butanediol, but in particular higher molecular weight polyether polyols and / or polyester polyols of the type known per se from polyurethane chemistry with molecular weights of 600 to 8,000, preferably 800 to 4,000, which have at least two, usually 2 to 8, but preferably 2 to 4 primary and / or secondary hydroxyl groups.
  • NCO prepolymers which, for example, consist of low molecular weight polyisocyanates of the type mentioned by way of example and less preferred compounds with isocyanate groups reactive groups such as polythioether polyols, hydroxyl-containing polyacetals, polyhydroxy polycarbonates, hydroxyl-containing polyester amides or hydroxyl-containing copolymers of olefinically unsaturated compounds have been obtained.
  • Compounds suitable for the preparation of the NCO prepolymers and having groups which are reactive toward isocyanate groups, in particular hydroxyl groups are, for example, the compounds disclosed by way of example in US Pat. No. 4,218,543, column 7, line 29 to column 9, line 25.
  • NCO prepolymers In the preparation of the NCO prepolymers, these compounds with groups that are reactive toward isocyanate groups are reacted with simple polyisocyanates of the type mentioned above, while maintaining an NCO / OH equivalent ratio of> 1.
  • the NCO prepolymers generally have an NCO content of 2.5 to 30, preferably 6 to 25% by weight. From this it can already be seen that in the context of the present invention under “NCO prepolymers” or under “prepolymers with terminal isocyanate groups” both the reaction products as such and their mixtures with excess amounts of unreacted starting polyisocyanates, which are often also called “semiprepolymer”. are to be understood.
  • Polyisocyanate components which are particularly preferred according to the invention are the technical polyisocyanates customary in polyurethane chemistry, ie hexamethylene diisocyanate, 1-isocyanato-3,3,5-trimethyl-5-isocyanatomethyl-cyclohexane (isophorone diisocyanate, abbreviated: IPDI), 4,4'-diisocyanato-dicyclohexylmethane, 4,4'-diisocyanatodiphenylmethane, its mixtures with the corresponding 2,4'- and 2,2'-isomers, polyisocyanate mixtures of the diphenylemthane series, as can be obtained by phosgenation of aniline / formaldehyde condensates in a manner known per se, the modification products of these technical polyisocyanates and especially NCO prepolymers containing biuret or isocyanurate groups of the type mentioned based on these technical polyisocyanates on the one
  • a polyisocyanate component which is particularly preferred according to the invention is partially carbodiimidized diisocyanatodiphenylmethane which, owing to the addition of monomeric diisocyanate to the carbodiimide structure, also has uretonimine groups.
  • the water-curing polyurethanes can contain catalysts known per se. In particular, this can be tert. Be amines that catalyze the isocyanate / water reaction and not a self-reaction (trimerization, allophanatization) (DE-A 23 57 931). Examples include tert. amine-containing polyethers (DE-A 26 51 089), low molecular weight tert. Amines like or dimorpholine diethyl ether or bis (2,6-dimethylmorpholino) diethyl ether (WO 86/01397. The content of catalyst, based on the tertiary nitrogen, is generally 0.05 to 0.5% by weight, based on the polymer resin.
  • Water-curing polyvinyl resins can be, for example, vinyl compounds which consist of a hydrophilic prepolymer with more than one polymerizable vinyl group in which a solid, insoluble vinyl redox catalyst is incorporated, one component of which is encapsulated by a water-soluble or water-permeable shell.
  • a redox catalyst is, for example, sodium bisulfite / copper (II) sulfate, in which, for example, the copper sulfate is encapsulated with poly-2-hydroxyethyl methyl acrylate.
  • Polyvinyl resins are described, for example, in EP-A 01 36 021. Water-curing polyurethanes are preferred.
  • the water-curing plastic resins can contain additives known per se, such as e.g. Leveling agents, thixotropic agents, defoamers and lubricants.
  • plastic resins can be colored or, if desired, contain UV stabilizers.
  • additives examples include: polydimethylsiloxanes, calcium silicates of the aerosil type, poly waxes (polyethylene glycols), UV stabilizers of the ionol type (DE-A 29 21 163), color pigments such as carbon black, iron oxides, titanium dioxides or phthalocyanines.
  • additives which are particularly suitable for polyurethane prepolymers are described in the Plastics Manual, Volume 7, Polyurethanes, pages 100 to 109 (1983). They are generally added in an amount of 0.5 to 5% (based on the resin).
  • a process for the production of the textile fabrics according to the invention with a water-curing reactive resin was also found, which is characterized in that the textile is produced from organic fibers with a modulus of elasticity in the range from 200 to 2500 daN / mm 2, an extensibility in the longitudinal direction of more than 10%, then impregnated and / or coated with the water-hardening plastic resin.
  • the textile that is to say the woven or knitted fabric, can be produced in a manner known per se.
  • the extensibility in the longitudinal direction can preferably be set by thermal shrinkage or wet treatment.
  • thermal shrinkage is known per se and can be carried out either in a drying oven with warm air and in special ovens with superheated steam.
  • the residence time of the material to be shrunk is generally 0.1 to 60 minutes, preferably 0.5 to 5 minutes, in the heated area.
  • the fabrics according to the invention can be used particularly preferably for support bandages in the medical and veterinary field. They are extremely easy to put on, which is shown by the fact that both human and animal extremities can be wrapped wrinkle-free in difficult areas such as knees, elbows or heels.
  • the fabrics according to the invention Compared to the known bandages made of glass fibers, the fabrics according to the invention, with superior strength, have the advantage of being lighter in weight. In addition, they do not form sharp edges, burn without residue and do not form glass dust when removing them with a saw or when processing them. A particular advantage is the increased X-ray transparency. Compared to bandages made of glass fibers, the flat structures according to the invention do not break even with severe deformation.
  • the textile fabrics according to the invention which are impregnated and / or coated with a water-curing plastic resin, are generally stored in the absence of moisture.
  • the textile backing materials (Example 2) are coated with the resins listed below.
  • the characteristics of the textile backing material used are summarized in Table 1.
  • the carrier material is thermally shrunk to achieve optimal elongation, for example 5 minutes at 110 ° C with steam or 10 minutes at 135 ° C with hot air in a drying cabinet. If necessary, the actual processing step is dried again at 110 ° to 190 ° C in order to completely remove residual moisture.
  • the prepolymers I to IV are coated in a dry cabin, the relative humidity of which is characterized by a water dew point of below -20 ° C.
  • the coating with resin is carried out in such a way that the weight of the desired length of the knitted textile tape is determined (for example 3 m or 4 yards) and then the amount of prepolymer required for adequate bonding is calculated and applied to the knitted tape.
  • This coating can be carried out by dissolving the prepolymer in a suitable inert solvent (for example methylene chloride or acetone), soaking the knitted tape and then removing the solvent in vacuo.
  • a suitable inert solvent for example methylene chloride or acetone
  • the resin can also be applied using suitable roller impregnation units or slide nozzles.
  • Such impregnation devices are described, for example, in US Pat. No. 4,502,479 and US Pat. No. 4,427,002.
  • the level of the resin content depends on the intended use. For use as synthetic support bandages, the resin content is 35 to 65%, while for technical use as insulation or sealing a complete impregnation of all mesh openings may be desirable (application amount of more than 65%) (Order quantity based on total weight).
  • the coated strips cut to length are then rolled up in the relaxed state and sealed in a water vapor-impermeable film.
  • the film bag is opened and the roll is immersed in water.
  • the dripping wet roll is then wound into the desired shaped body in one operation.
  • the processing time of the polyurethane prepolymer preferred according to the invention is approximately 2 to 8 minutes.
  • the elongation of the uncured coated tape is given in Table 1.
  • test specimens are wound, which have an inner diameter of 76 mm and consist of 10 layers, which are arranged flush on top of each other.
  • the test specimens are stored at 40 ° C. for 24 hours and then at 21 ° C. for 3 hours. Then they are crushed in a pressure-stretching machine (type Zwick No. 1484) between two plates in the radial direction (parallel to the cylinder axis), whereby maximum force F and the associated deformation distance are recorded (feed speed 50 mm / min).
  • Results Test specimen from example * F Max [N] Deformation path [mm] 3rd 1300 15 4th 377 18th 12 840 60 11 833 50 13 1310 20th 14 258 16 *) Excess tape is discarded.
  • test specimens are wound, which have an inner diameter of 45 mm and consist of 7 layers, which are arranged flush on top of each other. To determine the breaking strength, they are deformed 20% (9 mm) analogously to Example 19 in a pressure-stretching machine. The required force F is determined. Results: Test specimen from Ex. rated force F [N] at 20% deformation 3rd 1050 4th 180 7 1010 8th 960 9 900 10th 1120
  • test specimens are wound, which have an inner diameter of 76 mm and consist of 8 layers, which are arranged flush on top of each other. To determine the breaking strength, they are deformed analogously to Example 19 in a pressure-stretching machine, with both the force being measured at 20% and 50% deformation. Results: Test specimen from Ex. Measured force F [N] at 20% deformity. at 50% deformity. 3rd 892 1052 4th 185 264 5 236 447 6 404 587 12 370 770
  • Examples 19, 20 and 21 illustrate that elongate textile backing materials which consist of high-strength polyester fibers are at the level of the glass fiber tapes in terms of breaking strength, although they are advantageously about 1/2 to 1/3 in weight and even about 1 in terms of modulus of elasticity / 7 are lower.
  • extensible textile backing materials are quite capable of replacing extensible glass fiber backing materials, because in addition to their good breaking strength properties due to the extensibility, they also have the same good application behavior,
  • disadvantages such as rejected X-ray transparency, sharp edges and the dangerous glass dust do not have.
  • the example shows that the breaking strength is independent of the type of resin (test specimens from Examples 15 and 16). Furthermore, that high-strength polyfile polyester fibers are clearly superior to normal polyester staple fibers (staple yarns) (test specimens from Examples 17 and 18).

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Laminated Bodies (AREA)
  • Materials For Medical Uses (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)
EP19880109418 1987-06-24 1988-06-14 Bandage orthopédique avec des résines réactives Expired - Lifetime EP0301214B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT88109418T ATE93909T1 (de) 1987-06-24 1988-06-14 Orthopaedische stuetzverbaende mit reaktivharz.

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DE3720762 1987-06-24
DE3720762 1987-06-24
DE19873726268 DE3726268A1 (de) 1987-06-24 1987-08-07 Textiles flaechengebilde mit reaktivharz
DE3726268 1987-08-07

Publications (3)

Publication Number Publication Date
EP0301214A2 true EP0301214A2 (fr) 1989-02-01
EP0301214A3 EP0301214A3 (fr) 1991-07-31
EP0301214B1 EP0301214B1 (fr) 1993-09-01

Family

ID=25856871

Family Applications (1)

Application Number Title Priority Date Filing Date
EP19880109418 Expired - Lifetime EP0301214B1 (fr) 1987-06-24 1988-06-14 Bandage orthopédique avec des résines réactives

Country Status (20)

Country Link
US (1) US4940047A (fr)
EP (1) EP0301214B1 (fr)
JP (1) JPS6414377A (fr)
KR (1) KR960009086B1 (fr)
CN (1) CN1031081C (fr)
AT (1) ATE93909T1 (fr)
AU (1) AU608622B2 (fr)
BR (1) BR8803090A (fr)
CA (1) CA1330917C (fr)
DE (2) DE3726268A1 (fr)
DK (1) DK174216B1 (fr)
ES (1) ES2042650T3 (fr)
FI (1) FI95934C (fr)
HU (1) HU212119B (fr)
IE (1) IE61729B1 (fr)
IL (1) IL86817A (fr)
NO (1) NO176615C (fr)
PH (1) PH26348A (fr)
PT (1) PT87787B (fr)
SU (1) SU1600623A3 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5403267A (en) * 1988-01-23 1995-04-04 Smith & Nephew Plc Orthopedic bandages with low modulus filaments
EP0648888A1 (fr) * 1993-10-14 1995-04-19 Milliken Research Corporation Apprêt polymérique d'uréthane pour tissus plissés des stores verticaux
WO1997049362A1 (fr) * 1996-06-27 1997-12-31 Kang Sung Ki Bande de fixation orthopedique

Families Citing this family (43)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3726268A1 (de) * 1987-06-24 1989-01-05 Bayer Ag Textiles flaechengebilde mit reaktivharz
GB8823528D0 (en) * 1988-10-06 1988-11-16 Arco Chem Co Substantially closed cell rigid polyurethane foams
CA2018589C (fr) * 1989-07-07 2002-04-02 Charles C. Polta Resines traitables a moussage reduit et articles incorporant ce type de resines
US5252375A (en) * 1990-03-22 1993-10-12 Interface, Inc. Permanent stain resistant treatment for polyamide fibers
DE9004782U1 (de) * 1990-04-27 1990-07-05 Aesculap AG, 7200 Tuttlingen Modelliernetz für medizinische Zwecke
US5088484A (en) * 1990-10-05 1992-02-18 Carolina Narrow Fabric Company Orthopedic casting bandage
DE9109196U1 (de) * 1991-07-25 1991-10-10 Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V., 80636 München Material zur Fugenabdichtung
US5273781A (en) * 1991-08-15 1993-12-28 Shu Wang M Method of making blind fabric
US5342291A (en) * 1991-08-29 1994-08-30 Minnesota Mining And Manufacturing Company Printed woven fiber materials and method
US5752926A (en) * 1992-04-29 1998-05-19 Landec Corporation Orthopedic casts
GB9210036D0 (en) * 1992-05-09 1992-06-24 Smith & Nephew Crepe effect bandages
US5512354A (en) * 1993-01-25 1996-04-30 Minnesota Mining And Manufacturing Company Fabric backing for orthopedic support materials
US5405643A (en) * 1993-01-25 1995-04-11 Minnesota Mining And Manufacturing Company Microcreping of fabrics for orthopedic casting tapes
US6159877A (en) * 1993-01-25 2000-12-12 3M Innovative Properties Company Fabric backing for orthopedic support materials
US5382445A (en) * 1993-01-25 1995-01-17 Minnesota Mining And Manufacturing Company Mechanically compacted fabrics for orthopedic casting tapes
US5354259A (en) * 1993-01-25 1994-10-11 Minnesota Mining And Manufacturing Company Microfiber fillers for orthopedic casting tapes
US5423735A (en) * 1993-04-16 1995-06-13 Minnesota Mining And Manufacturing Company Orthopedic cast composed of an alkoxysilane terminated resin
US6027465A (en) * 1993-04-16 2000-02-22 Minnesota Mining And Manufacturing Company Method of immobilizing a body member using a composite article
US5603691A (en) * 1993-04-16 1997-02-18 Minnesota Mining And Manufacturing Company Method of using water soluble films in curable casting tapes
US5984088A (en) * 1993-06-11 1999-11-16 3M Innovative Properties Company Easy open package and method of making same
US5620095A (en) * 1993-06-11 1997-04-15 Minnesota Mining And Manufacturing Company Orthopedic casting material and hermetic package
CA2117875A1 (fr) * 1993-10-25 1995-04-26 James C. Novack Tissus comprimes par vibration servant a faire des bandes pour des platres orthopediques
US5455060A (en) * 1993-10-25 1995-10-03 Minnesota Mining And Manufacturing Company Compacted fabrics for orthopedic casting tapes
US5370927A (en) * 1993-10-25 1994-12-06 Minnesota Mining And Manufacturing Company Wet compacting of fabrics for orthopedic casting tapes
GB9323161D0 (en) * 1993-11-10 1994-01-05 Smith & Nephew Crepe effect bandage
US5800899A (en) * 1995-06-05 1998-09-01 Minnesota Mining And Manufacturing Company Orthopedic casting material having improved wet strength
US5725487A (en) * 1995-06-07 1998-03-10 Johnson & Johnson Professional, Inc. Orthopedic casting tape
GB9613785D0 (en) * 1996-07-12 1996-09-04 Recorde Limited Textile product useful as bandage
CH692846A5 (it) 1997-02-24 2002-11-29 Baxter Biotech Tech Sarl Film a più strati coestrusi per contenitori di fluidi sterilizzabili.
US6071833A (en) * 1997-04-23 2000-06-06 D'alisa; Albert Method of repairing walls and ceilings
US6030355A (en) * 1997-11-12 2000-02-29 3M Innovative Properties Company Orthopedic support material containing a silicate
US20020168907A1 (en) * 2001-03-15 2002-11-14 Markusch Peter H. Polyurethane/geotextile composite and a process related thereto for the production thereof
US7141284B2 (en) * 2002-03-20 2006-11-28 Saint-Gobain Technical Fabrics Canada, Ltd. Drywall tape and joint
US20030206775A1 (en) * 2002-05-03 2003-11-06 Markusch Peter H. Polyurethane/geotextile composite liner for canals and ditches based on liquefied monomeric MDI-derivatives
US20050003178A1 (en) * 2003-04-21 2005-01-06 Detert James W. Apparatus and methods for the attachment of materials to polyurethane foam, and articles made using them
US20060063455A1 (en) * 2004-09-21 2006-03-23 Andover Coated Products, Inc. Hand-tearable non-elastic tape
EP1656916A1 (fr) * 2004-11-10 2006-05-17 Université Libre De Bruxelles Elément tubulaire pour contention orthopedique
US20080014387A1 (en) * 2006-06-01 2008-01-17 Andover Healthcare, Inc. Foam layer cohesive articles and wound care bandages and methods of making and using same
CA2735391A1 (fr) * 2008-08-28 2010-03-04 Andover Healthcare, Inc. Compositions et articles antimicrobiens a base d'argent
EP2423185B1 (fr) * 2010-08-30 2017-03-01 Rhein Chemie Rheinau GmbH Nouvelles dispersions resorcinol-formaldéhyde-latex, fibres avec adhérence améliorée, leur procédé de préparation et leur application.
EP2423186B1 (fr) * 2010-08-30 2017-05-31 LANXESS Deutschland GmbH Nouveau agent adhésif basé sur des carbodiimides, dispersions aqueouses et adhésives resorcinol-formaldéhyde-latex, fibres avec adhérence améliorée, leur procédé de préparation et leur application.
JP6810952B2 (ja) * 2016-08-18 2021-01-13 ユニチカ株式会社 土木工事用袋体を用いた袋型根固め材の施行方法
JP6918488B2 (ja) * 2016-12-27 2021-08-11 積水化学工業株式会社 補強シート

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
LU43631A1 (fr) * 1962-01-18 1963-06-25
EP0021004A1 (fr) * 1979-05-25 1981-01-07 Bayer Ag Matériau autodurcissant pour la fabrication d'un bandage orthopédique qui résiste aux intempéries et ne jaunit pas
EP0044172A1 (fr) * 1980-07-03 1982-01-20 Lintrend Licensing Company Limited Produit fibreux contenant de la viscose
US4609578A (en) * 1984-11-06 1986-09-02 Minnesota Mining And Manufacturing Company Resin-coated extensible heat-set fiberglass knit tape
US4613537A (en) * 1984-04-19 1986-09-23 Industrie-Entwicklungen Krupper Grip tapes based on plastic-coated supporting materials
US4668563A (en) * 1986-06-12 1987-05-26 Johnson & Johnson Products, Inc. Conformable fiberglass casting tape
US4940047A (en) * 1987-06-24 1990-07-10 Bayer Aktiengesellschaft Textile sheet-like structure with reactive resin

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1282495A (en) * 1968-11-20 1972-07-19 Bancroft & Sons Co J Process and apparatus for textile treatment
US4299874A (en) * 1980-03-31 1981-11-10 Minnesota Mining And Manufacturing Company Removable pavement-marking sheet material
US4560611A (en) * 1981-07-24 1985-12-24 Toray Industries, Incorporated Moisture-permeable waterproof coated fabric
DE3211634A1 (de) * 1982-03-30 1983-10-13 Bayer Ag, 5090 Leverkusen Feuchtigkeitshaertende polyurethanstuetzverbaende
JPS60232153A (ja) * 1984-05-02 1985-11-18 黒田 良幸 固定材料
US4594286A (en) * 1985-05-07 1986-06-10 Graniteville Company Coated fabric
US4793330A (en) * 1985-06-18 1988-12-27 Isopedix Corporation Orthopedic cast system
US4683877A (en) * 1985-10-04 1987-08-04 Minnesota Mining And Manufacturing Company Orthopedic casting article and method
JPS62112572A (ja) * 1985-11-11 1987-05-23 帝人株式会社 シ−トベルト用ウエツビング
US4745912A (en) * 1986-11-21 1988-05-24 Mcmurray Fabrics, Inc. Orthopedic casting bandage
US4758465A (en) * 1987-01-02 1988-07-19 Graniteville Company Lightweight tenting fabric
US4761324B1 (en) * 1987-06-24 1991-05-07 Elastic,laminated,water-proof,moisture-permeable fabric

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
LU43631A1 (fr) * 1962-01-18 1963-06-25
EP0021004A1 (fr) * 1979-05-25 1981-01-07 Bayer Ag Matériau autodurcissant pour la fabrication d'un bandage orthopédique qui résiste aux intempéries et ne jaunit pas
EP0044172A1 (fr) * 1980-07-03 1982-01-20 Lintrend Licensing Company Limited Produit fibreux contenant de la viscose
US4613537A (en) * 1984-04-19 1986-09-23 Industrie-Entwicklungen Krupper Grip tapes based on plastic-coated supporting materials
US4609578A (en) * 1984-11-06 1986-09-02 Minnesota Mining And Manufacturing Company Resin-coated extensible heat-set fiberglass knit tape
US4668563A (en) * 1986-06-12 1987-05-26 Johnson & Johnson Products, Inc. Conformable fiberglass casting tape
US4940047A (en) * 1987-06-24 1990-07-10 Bayer Aktiengesellschaft Textile sheet-like structure with reactive resin

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5403267A (en) * 1988-01-23 1995-04-04 Smith & Nephew Plc Orthopedic bandages with low modulus filaments
EP0648888A1 (fr) * 1993-10-14 1995-04-19 Milliken Research Corporation Apprêt polymérique d'uréthane pour tissus plissés des stores verticaux
WO1997049362A1 (fr) * 1996-06-27 1997-12-31 Kang Sung Ki Bande de fixation orthopedique

Also Published As

Publication number Publication date
EP0301214B1 (fr) 1993-09-01
CN1031081C (zh) 1996-02-21
US4940047A (en) 1990-07-10
ATE93909T1 (de) 1993-09-15
KR890000240A (ko) 1989-03-13
DE3726268A1 (de) 1989-01-05
NO882524D0 (no) 1988-06-08
NO882524L (no) 1988-12-27
FI95934B (fi) 1995-12-29
ES2042650T3 (es) 1993-12-16
DK174216B1 (da) 2002-09-30
BR8803090A (pt) 1989-01-31
IL86817A (en) 1991-08-16
CN1030269A (zh) 1989-01-11
NO176615B (no) 1995-01-23
IE881917L (en) 1988-12-24
FI95934C (fi) 1996-04-10
PH26348A (en) 1992-04-29
DK345788D0 (da) 1988-06-23
JPS6414377A (en) 1989-01-18
DE3883660D1 (de) 1993-10-07
NO176615C (no) 1995-05-03
IL86817A0 (en) 1988-11-30
IE61729B1 (en) 1994-11-30
KR960009086B1 (ko) 1996-07-10
HU212119B (en) 1996-02-28
AU1836988A (en) 1989-01-05
CA1330917C (fr) 1994-07-26
FI883007A (fi) 1988-12-25
HUT50231A (en) 1989-12-28
PT87787B (pt) 1994-03-31
AU608622B2 (en) 1991-04-11
EP0301214A3 (fr) 1991-07-31
PT87787A (pt) 1989-05-31
FI883007A0 (fi) 1988-06-22
DK345788A (da) 1988-12-25
SU1600623A3 (ru) 1990-10-15

Similar Documents

Publication Publication Date Title
EP0301214B1 (fr) Bandage orthopédique avec des résines réactives
DE10132141B4 (de) Polyurethanschaumzusammensetzung und Verfahren zu ihrer Herstellung
EP1928927B1 (fr) Matieres sous forme de gels a base de polyurethanne, leur production et leur utilisation
DE69011540T2 (de) Verfahren zur Herstellung und Verwendung eines sprühbaren lichtbeständigen Polyurethans.
DE69125326T2 (de) Polyurethanschwamm mit schneller Freisetzung von Jod
DE69031329T2 (de) Härtbare Harze mit verminderter Schaumbildung und diese Harze enthaltende Gegenstände
EP0305804B1 (fr) Composition de polymère durcissable à l'eau
DE19537608A1 (de) Polyurethan-Elastomere, Verfahren zu deren Herstellung und ihre Verwendung
DE1112041B (de) Verfahren zum Beschichten bzw. Impraegnieren von beliebigen Unterlagen, insbesondereTextilien mit Isocyanat-Polyadditionsprodukten
DE3039146A1 (de) Impraegnierungsmittel und seine verwendung
EP0355635A1 (fr) Bandage orthopédique d'adhésivité réduite et à coefficient de friction modifié
DE4439994C2 (de) Wasseraushärtbarer Stützverband
DE68908459T2 (de) Prepolymerzusammensetzung, Verfahren zu ihrer Herstellung und ihre Verwendung.
DE2357931C3 (de) Aushärtbares Verbandsmaterial
DE4308347A1 (de) Hydrophile Polyurethanschaumgele, insbesondere zur Behandlung von tiefen Wunden und Verfahren zu deren Herstellung
US4066397A (en) Textile materials having improved elasticity and method for producing same
DE3136556A1 (de) Mehrkomponentenpolyesterfasermaterial, insbesondere zum verstaerken von gummiartikeln und verfahren zu seiner herstellung
EP0401591B1 (fr) Bandage de support à formation de mousse limitée
DE1769217A1 (de) Elastisches,zellfoermiges Polyurethan-Verbundgebilde und Verfahren zu seiner Herstellung
DD281837A5 (de) Textiles flaechengebilde mit reaktivharz
EP0715526B1 (fr) Article de soins de plaies a capacite d'absorption selective
DE3855365T2 (de) Polyurethane
EP0305805A2 (fr) Composition de polymère durcissable à l'eau
DE1193245B (de) Verfahren zur Herstellung von Polyurethanformkoerpern
DE3033659C2 (fr)

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 19880615

AK Designated contracting states

Kind code of ref document: A2

Designated state(s): AT BE CH DE ES FR GB GR IT LI LU NL SE

PUAL Search report despatched

Free format text: ORIGINAL CODE: 0009013

AK Designated contracting states

Kind code of ref document: A3

Designated state(s): AT BE CH DE ES FR GB GR IT LI LU NL SE

17Q First examination report despatched

Effective date: 19910920

RTI1 Title (correction)
ITTA It: last paid annual fee
GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): AT BE CH DE ES FR GB GR IT LI LU NL SE

REF Corresponds to:

Ref document number: 93909

Country of ref document: AT

Date of ref document: 19930915

Kind code of ref document: T

REF Corresponds to:

Ref document number: 3883660

Country of ref document: DE

Date of ref document: 19931007

GBT Gb: translation of ep patent filed (gb section 77(6)(a)/1977)

Effective date: 19930920

ITF It: translation for a ep patent filed
REG Reference to a national code

Ref country code: GR

Ref legal event code: FG4A

Free format text: 3009077

REG Reference to a national code

Ref country code: ES

Ref legal event code: FG2A

Ref document number: 2042650

Country of ref document: ES

Kind code of ref document: T3

ET Fr: translation filed
PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

EPTA Lu: last paid annual fee
26N No opposition filed
EAL Se: european patent in force in sweden

Ref document number: 88109418.9

REG Reference to a national code

Ref country code: GB

Ref legal event code: IF02

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: NL

Payment date: 20070523

Year of fee payment: 20

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 20070525

Year of fee payment: 20

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: SE

Payment date: 20070607

Year of fee payment: 20

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: AT

Payment date: 20070614

Year of fee payment: 20

Ref country code: CH

Payment date: 20070614

Year of fee payment: 20

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: LU

Payment date: 20070618

Year of fee payment: 20

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: ES

Payment date: 20070717

Year of fee payment: 20

REG Reference to a national code

Ref country code: CH

Ref legal event code: PFA

Owner name: KARL OTTO BRAUN KG

Free format text: KARL OTTO BRAUN KG#LAUTERTHALSTRASSE POSTFACH 40#WOLFSTEIN (DE) $ BAYER AKTIENGESELLSCHAFT# #D-51368 LEVERKUSEN (DE) -TRANSFER TO- KARL OTTO BRAUN KG#LAUTERTHALSTRASSE POSTFACH 40#WOLFSTEIN (DE) $ BAYER AKTIENGESELLSCHAFT# #D-51368 LEVERKUSEN (DE)

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 20070613

Year of fee payment: 20

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: IT

Payment date: 20070625

Year of fee payment: 20

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: BE

Payment date: 20070816

Year of fee payment: 20

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: FR

Payment date: 20070608

Year of fee payment: 20

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GR

Payment date: 20070529

Year of fee payment: 20

BE20 Be: patent expired

Owner name: KARL OTTO *BRAUN K.G.

Effective date: 20080614

Owner name: *BAYER A.G.

Effective date: 20080614

REG Reference to a national code

Ref country code: GB

Ref legal event code: PE20

Expiry date: 20080613

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

NLV7 Nl: ceased due to reaching the maximum lifetime of a patent

Effective date: 20080614

EUG Se: european patent has lapsed
REG Reference to a national code

Ref country code: ES

Ref legal event code: FD2A

Effective date: 20080616

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: ES

Free format text: LAPSE BECAUSE OF EXPIRATION OF PROTECTION

Effective date: 20080616

Ref country code: NL

Free format text: LAPSE BECAUSE OF EXPIRATION OF PROTECTION

Effective date: 20080614

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GB

Free format text: LAPSE BECAUSE OF EXPIRATION OF PROTECTION

Effective date: 20080613