EP0244688A2
Expired / Lapsed
EP
⏱️ 0.0 years remaining
Adhesives derived from bioadhesive polyphenolic proteins
Assignee: Bio Polymers Inc
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Filing: 1987-04-18
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Granted: —
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Expires: 2007-04-18
Abstract
Abstract An adhesive or coating formulation useful in biomedical application and particularly well suited for use in aqueous environments is provided comprising: 1. An adhesive or coating formulation comprising: (1) a bioadhesive polyphenolic protein component having from about 5 to about 99 weight percent of a proteinaceous substance comprising from 1 to about 1,000 of the following repeating decapeptide unit: in which each X is hydrogen or hydroxyl and each R is hydrogen or methyl; (2) from about 0.1 to about 10 weight percent of a cross-linking agent which promotes cross-linking of the decapeptide; (3) one or more additives which promote the desired properties of the formulation, said additives comprising at least one surfactant and being present in an amount of from 0% to about 90% by weight, and (4) a filler compatible with the intended use of the formulation, said filler being present in an amount of from 0% to about 50% by weight.
Inventors
- 👤 Christine V. Benedict
- 👤 Paul T. Picciano
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-10-23 10:30
CPC Classifications
C; C09; C09J; C09J189/00; A; A61; A61L; A61L24/00; A61L24/04; A61L24/043; A61L24/10; A61L24/106; A61L27/00; A61L27/14; A61L27/22; A61L27/227; A61L27/26
Claims Analysis
Total Claims: 70
Claim 1
Independent Claim
132 words
An adhesive or coating formulation comprising: (1) a bioadhesive polyphenolic protein component having from about 5 to about 99 weight percent of a proteinaceous substance comprising from 1 to about 1,000 of the following repeating decapeptide unit: in which each X is hydrogen or hydroxyl, and each R is hydrogen or methyl; (2) from about 0.1 to about 40 weight percent of a cross-linking agent which promotes cross-linking of the decapeptide; (3) one or more additives which promote the desired properties of the formulation, said additives comprising at least one surfactant and being present in an amount of from 0% to about 90% by weight, and (4) a filler compatible with the intended use of the formulation, said filler being present in an amount of from 0% to about 50% by weight.
Claim 2
Dependent Claim
132 words
An adhesive or coating formulation comprising: (1) a bioadhesive polyphenolic protein component having from about 5 to about 99 weight percent of a proteinaceous substance comprising from 1 to about 1,000 of the following repeating decapeptide unit: in which each X is hydrogen or hydroxyl, and each R is hydrogen or methyl; (2) from about 0.1 to about 40 weight percent of a cross-linking agent which promotes cross-linking of the decapeptide; (3) one or more additives which promote the desired properties of the formulation, said additives comprising at least one surfactant and being present in an amount of from 0% to about 90% by weight, and (4) a filler compatible with the intended use of the formulation, said filler being present in an amount of from 0% to about 50% by weight.
Claim 3
Dependent Claim
39 words
A water-impervious adhesive or coating formulation according to Claim 1 in which the bioadhesive polyphenolic protein component and the cross-linking agent together are present in an amount ranging from about 25 to about 90 weight percent of the formulation.
Claim 4
Dependent Claim
68 words
A water-impervious coating formulation according to Claim 2 for use in an underwater environment in which: (a) the bioadhesive polyphenolic protein component and the cross-linking agent are together present in an amount ranging from about 50 to about 80 weight percent; and (b) the additives include a surfactant functioning as a spreading agent in an amount ranging from about 20 to about 40 weight percent of the formulation.
Claim 5
Dependent Claim
16 words
A formulation according to Claim 3 in which the surfactant is sodium dodecylsulfate or sodium dodecylbenzenesulfonate.
Claim 6
Dependent Claim
27 words
An adhesive formulation according to Claim 1 for biomedical use.in which each additive and filler is biomedically compatible with the organs to which the formulation is applied.
Claim 7
Dependent Claim
60 words
A biomedical adhesive formulation according to Claim 5 for use in orthopedic repair, reconstruction or prosthetics, in which; (a) the bioadhesive polyphenolic component and the cross- linking agent are together present in an amount ranging from about 30 to about 70 weight percent; (b) the filler is present in an amount ranging from about 30 to about 60 weight percent.
Claim 8
Dependent Claim
38 words
A biomedical adhesive formulation according to Claim 6 in which the filler is selected from the group consisting of collagen, hyaluronic acid, chondroitin sulfate, elastin, laminin, casein, hydroxyapatite, or a similar naturally occurring proteinaceous, inorganic, or mucopolysaccharide substance.
Claim 9
Dependent Claim
12 words
A formulation according to Claim 7 in which the filler is collagen.
Claim 10
Dependent Claim
15 words
A formulation according to Claim 7 in which the cross- linking agent is mushroom tyrosinase.
Claim 11
Dependent Claim
38 words
An adhesive formulation according to Claim 1 for use in ophthalmic surgery in which the bioadhesive polyphenolic protein component and the cross-linking agent are together present in an amount varying from about 70 to about 100 weight percent.
Claim 12
Dependent Claim
15 words
An adhesive formulation according to Claim 10 in which the cross-linking agent is mushroom tyrosinase.
Claim 13
Dependent Claim
58 words
An adhesive formulation according to Claim 10 for sealing ophthalmic incisions and perforations with alloplastic materials in which the bioadhesive polyphenolic protein component and the crosslinking agent are together present in an amount varying from about 3 to about 100 weight percent and a collagen filler is incorporated in amounts ranging from 0 to about 40 weight percent.
Claim 14
Dependent Claim
35 words
An adhesive and coating formulation according to Claim 1 for bonding plant materials or coating plant surfaces in which each additive and filler is biochemically compatible with the plant to which the formulation is applied.
Claim 15
Dependent Claim
38 words
An adhesive formulation according to Claim 1 for joining substrates through which an electric current is to be passed, said formulation additionally containing electrically conductive additives in an amount ranging from about 10 to about 80 weight percent.
Claim 16
Dependent Claim
34 words
A method for adhering two or more substrates in an underwater environment which comprises applying to the adherent surfaces either under water or prior to submersion in waterman adhesive formulation according to Claim 1.
Claim 17
Dependent Claim
38 words
A method for coating an underwater surface so as to prevent the growth of microbes or plants thereon, or the attachment thereto of marine animals, said method comprising applying to said surface a formulation according to Claim 3.
Claim 18
Dependent Claim
22 words
A method for preventing corrosion of an underwater surface which comprises applying to said surface a coating formulation according to Claim 3.
Claim 19
Dependent Claim
27 words
A method of priming a surface for subsequent application of a coating or adhesive which method comprises applying to said surface a formulation according to Claim 1.
Claim 20
Dependent Claim
41 words
Formulation according to Claim 6 for application to a surface on which adhesion is sought for use in orthopedic repair and reconstruction, for adhering bone, tendon, ligament, meniscus, muscle, each to each other or adhering any of them to alloplastic materials.
Claim 21
Dependent Claim
12 words
Formulation according to Claim 19 in which the biocompatible filler is collagen.
Claim 22
Dependent Claim
14 words
Formulation according to Claim 19 in which the cross- linking agent is mushroom tyrosinase.
Claim 23
Dependent Claim
41 words
Formulation according to Claim 5 for application to a surface on which adhesion or repair is sought for use in dentistry for adhering retainers, bridges, crowns or filler material to tooth structure, for securing loose teeth and for repairing broken teeth.
Claim 24
Dependent Claim
36 words
Formulation according to Claim 5 for application to a surface onto which thereafter donor tissue or alloplastic grafts is to be attached for promoting wound and incision closure and for preventing bacterial contamination in soft tissue.
Claim 25
Dependent Claim
39 words
Formulation according to Claim 5 for application to a site to be sealed for sealing wound or incision closures and the regions adjacent thereto which have been punctured by associated surgical closure devices to substantially reduce fluid seepage therethrough.
Claim 26
Dependent Claim
21 words
Formulation according to Claim 5 for application to a surface to be treated for treating wounds, fractures and dislocations in animals.
Claim 27
Dependent Claim
42 words
Formulation according to Claim 5 for use as an adhesive for adhering a prosthesis or medical device containing drugs, medications, single cells or sheets of cells, or electronic circuitry, to be implanted in a patient to the desired site in the patient.
Claim 28
Dependent Claim
38 words
Formulation according to Claim 10 for use as an adhesive to be applied to surfaces onto which thereafter alloplastic or donor tissue is to be attached for repair or attachment of alloplastic or donor tissue in oRhtbalmic surgery.
Claim 29
Dependent Claim
18 words
Formulation according to Claim 10 for application to ophthalmic incisions or punctures to be sealed with alloplastic material.
Claim 30
Dependent Claim
37 words
A method for treating plants for the purpose of repairing injury, reconstruction, wound closure, grafting or promoting hybridization or genetic alteration, which comprises applying to surfaces which are to be adhered a formulation according to Claim 13.
Claim 31
Dependent Claim
32 words
A method for protecting plants against attack from fungal diseases which comprises applying to the surface areas of th e plant subject to fungal attack a coating formulation according to Claim 13.
Claim 32
Dependent Claim
31 words
A method for joining two substrates through which an electric current is to be passed which comprises adhering the substrates to each other with an adhesive formulation according to Claim 14.
Claim 33
Dependent Claim
39 words
A method for separating heavy metals and contaminants from fluids which comprises applying to a nitrocellulose filter or to resin beads used as support matrices in ultrafiltration procedures and column chromatography, respectively, a coating formulation according to Claim 1.
Claim 34
Dependent Claim
142 words
Process for manufacturing an adhesive or coating by producing a formulation comprising: (1) a bioadhesive polyphenolic protein component having from about 5 to about 99 weight percent of a proteinaceous substance comprising from 1 to about 1,000 of the following repeating decapeptide unit: in which each X is hydrogen or hydroxyl, and each R is hydrogen or methyl; (2) from about 0.1 to about 40 weight percent of a cross-linking agent which promotes cross-linking of the decapeptide; (3) one or more additives which promote the desired properties of the formulation, said additives comprising at least one surfactant and being present in an amount of from 0 % to about 90 % by weight, and (4) a filler compatible with the intended use of the formulation, said filler being present in an amount of from 0 % to about 50 % by weight.
Claim 35
Dependent Claim
142 words
Process for manufacturing an adhesive or coating by producing a formulation comprising: (1) a bioadhesive polyphenolic protein component having from about 5 to about 99 weight percent of a proteinaceous substance comprising from 1 to about 1,000 of the following repeating decapeptide unit: in which each X is hydrogen or hydroxyl, and each R is hydrogen or methyl; (2) from about 0.1 to about 40 weight percent of a cross-linking agent which promotes cross-linking of the decapeptide; (3) one or more additives which promote the desired properties of the formulation, said additives comprising at least one surfactant and being present in an amount of from 0 % to about 90 % by weight, and (4) a filler compatible with the intended use of the formulation, said filler being present in an amount of from 0 % to about 50 % by weight.
Claim 36
Dependent Claim
41 words
Process according to Claim 1 in which for providing a water-impervious adhesive or coating, the bioadhesive polyphenolic protein component and the cross-linking agent together are used in an amount ranging from about 25 to about 90 weight percent of the formulation.
Claim 37
Dependent Claim
72 words
A process according to Claim 2 for providing a formulation for use in an underwater environment in which: (a) the bioadhesive polyphenolic protein component and the cross-linking agent together are used in an amount ranging from about 50 to about 80 weight percent; and (b) a surfactant functioning as a spreading agent is used in the additives in an amount ranging from about 20 to about 40 weight percent of the formulation.
Claim 38
Dependent Claim
18 words
A process according to Claim 3 in which sodium dodecylsulfate or sodium dodecylbenzenesulfonate is used as the surfactant.
Claim 39
Dependent Claim
38 words
A process according to Claim 1 for manufacturing a biomedically usable adhesive or coating in which exclusively such additives and fillers are used which are biomedically compatible with the organs to which the formulation is to be applied.
Claim 40
Dependent Claim
60 words
A process according to Claim 5 for manufacturing an adhesive usable in orthopedic repair, reconstruction or prosthetics, in which: (a) the bioadhesive polyphenolic component and the cross-linking agent together are used in an amount ranging from about 30 to about 70 weight percent; (b) the filler is used in an amount ranging from about 30 to about 60 weight percent.
Claim 41
Dependent Claim
39 words
A process according to Claim 6 in which a filler is used which is selected from the group consisting of collagen, hyaluronic acid, chondroitin sulfate, elastin, laminin, casein, hydroxyapatite, or a similar naturally occurring proteinaceous, inorganic, or mucopolysaccharide substance.
Claim 42
Dependent Claim
14 words
A process according to Claim 7 in which collagen is used as the filler.
Claim 43
Dependent Claim
16 words
A process according to Claim 7 in which mushroom tyrosinase is used as the cross-linking agent.
Claim 44
Dependent Claim
42 words
A process according to Claim 1 for manufacturing an adhesive for use in ophthalmic surgery in which the bioadhesive polyphenolic protein component and the cross- linking agent together are used in an amount varying from about 70 to about 100 weight percent.
Claim 45
Dependent Claim
16 words
A process according to Claim 10 in which mushroom tyrosinase is used as the cross-linking agent.
Claim 46
Dependent Claim
63 words
A process according to Claim 10 for manufacturing an adhesive usable for sealing ophthalmic incisions and perforations with alloplastic materials in which the bioadhesive polyphenolic protein component and the cross- linking agent together are used in an amount varying from about 3 to about 100 weight percent and a collagen filler is incorporated in amounts ranging from 0 to about 40 weight percent.
Claim 47
Dependent Claim
43 words
Use of an adhesive and coating formulation produced according to the process as defined in Claim 1 for bonding plant materials or coating plant surfaces in which each additive and filler is biochemically compatible with the plant to which the formulation is applied.
Claim 48
Dependent Claim
46 words
Use of an adhesive formulation produced according to the process as defined in Claim 1 for joining substrates through which an electric current is to be passed, said formulation additionally containing electrically conductive additives in an amount ranging from about 10 to about 80 weight percent.
Claim 49
Dependent Claim
36 words
A method for adhering two or more substrates in an underwater environment which comprises applying to the adherent surfaces either under water or prior to submersion in water an adhesive formulation produced according to Claim 1.
Claim 50
Dependent Claim
39 words
A method for coating an underwater surface so as to prevent the growth of microbes or plants thereon, or the attachment thereto of marine animals, said method comprising applying to said surface a formulation produced according to Claim 3.
Claim 51
Dependent Claim
24 words
A method for preventing corrosion of an underwater . surface which comprises applying to said surface a coating formulation produced according to Claim 3.
Claim 52
Dependent Claim
28 words
A method of priming a surface for subsequent application of a coating or adhesive which method comprises applying to said surface a formulation produced according to Claim 1.
Claim 53
Dependent Claim
44 words
In orthopedic repair and reconstruction, a method for adhering bone, tendon, ligament, meniscus, muscle, each to each other or adhering any of them to alloplastic materials, which method comprises applying to a surface on which adhesion is sought a formulation according to Claim 6.
Claim 54
Dependent Claim
16 words
A method according to Claim 19 in which, in the formulation, the biocompatible filler is collagen.
Claim 55
Dependent Claim
17 words
A method according to Claim 19 in which, in the formulation, the cross-linking agent is mushroom tyrosinase.
Claim 56
Dependent Claim
52 words
A process according to Claim 1 for manufacturing an adhesive for adhering retainers, bridges, crowns or filler material to tooth structure, for securing loose teeth and for repairing broken teeth in which exclusively such additives and fillers are used which are biomedically compatible with surfaces with which the adhesive comes into contact.
Claim 57
Dependent Claim
52 words
A process according to Claim 1 for manufacturing an adhesive for attaching donor tissue or alloplastic grafts to promote wound and incision closure and prevent bacterial contamination in soft tissue in which exclusively such additives and fillers are used which are biomedically compatible with surfaces with which the adhesive comes into contact.
Claim 58
Dependent Claim
59 words
A process according to Claim 1 for manufacturing a sealing formulation for sealing wound or incision closures and the regions adjacent thereto which have been punctured by associated surgical closure devices to substantially reduce fluid seepage therethrough in which exclusively such additives and fillers are used which are biomedically compatible with surfaces with which the adhesive comes into contact.
Claim 59
Dependent Claim
40 words
A process according to Claim 1 for manufacturing a formulation for treating wounds, fractures and dislocations in animals in which exclusively such additives and fillers are used which are biomedically compatible with surfaces with which the adhesive comes into contact.
Claim 60
Dependent Claim
55 words
A process according to Claim 1 . for manufacturing .an adhesive for implanting in a patient a prosthesis or medical device containing drugs, medications, single cells or sheets of cells, or electronic circuitry, in which exclusively such additives and fillers are used which are biomedically compatible with surfaces with which the adhesive comes into contact.
Claim 61
Dependent Claim
38 words
In ophthalmic surgery, a method for repair or attachment of alloplastic or donor tissue which comprises applying to the surfaces to be adhered an adhesive formulation according to Claim 10 and attaching said alloplastic or donor tissue thereon.
Claim 62
Dependent Claim
32 words
A method for sealing ophthalmic incisions or punctures with alloplastic material which comprises applying to the surface to be treated a formulation according to Claim 10 and attaching said alloplastic material thereto.
Claim 63
Independent Claim
183 words
A method for treating plants for the purpose of repairing injury, reconstruction, wound closure, grafting or promoting hybridization or genetic alteration, which comprises applying to surfaces which are to be adhered a formulation comprising: (1) a bioadhesive polyphenolic protein component having from about 5 to about 99 weight percent of a proteinaceous substance comprising from 1 to about 1,000 of the following repeating decapeptide unit: in which each X is hydrogen or hydroxyl, and each R is hydrogen or methyl; (2) from about 0.1 to about 40 weight percent of a cross-linking agent which promotes cross-linking of the decapeptide; (3) one or more additives which promote the desired properties of the formulation, said additives comprising at least one surfactant and being present in an amount of from 0 % to about 90 % by weight, and (4) a filler compatible with the intended use of the formulation, said filler being present in an amount of from 0 % to about 50 % by weight and in which each additive and filler is biochemically compatible with the plant to which the formulation is applied.
Claim 64
Independent Claim
183 words
A method for treating plants for the purpose of repairing injury, reconstruction, wound closure, grafting or promoting hybridization or genetic alteration, which comprises applying to surfaces which are to be adhered a formulation comprising: (1) a bioadhesive polyphenolic protein component having from about 5 to about 99 weight percent of a proteinaceous substance comprising from 1 to about 1,000 of the following repeating decapeptide unit: in which each X is hydrogen or hydroxyl, and each R is hydrogen or methyl; (2) from about 0.1 to about 40 weight percent of a cross-linking agent which promotes cross-linking of the decapeptide; (3) one or more additives which promote the desired properties of the formulation, said additives comprising at least one surfactant and being present in an amount of from 0 % to about 90 % by weight, and (4) a filler compatible with the intended use of the formulation, said filler being present in an amount of from 0 % to about 50 % by weight and in which each additive and filler is biochemically compatible with the plant to which the formulation is applied.
Claim 65
Independent Claim
177 words
A method for protecting plants against attack from fungal diseases which comprises applying to the surface areas of the plant subject to fungal attack a coating formulation comprising: (1) a bioadhesive polyphenolic protein component having from about 5 to about 99 weight percent of a proteinaceous substance comprising from 1 to about 1,000 of the following repeating decapeptide unit: in which each X is hydrogen or hydroxyl, and each R is hydrogen or methyl; (2) from about 0.1 to about 40 weight percent of a cross-linking agent which promotes cross-linking of the decapeptide; (3) one or more additives which promote the desired properties of the formulation, said additives comprising at least one surfactant and being present in an amount of from 0 % to about 90 % by weight, and (4) a filler compatible with the intended use of the formulation, said filler being present in an amount of from 0 % to about 50 % by weight, and in which each additive and filler is biochemically compatible with the plant to which the formulation is applied.
Claim 66
Independent Claim
177 words
A method for protecting plants against attack from fungal diseases which comprises applying to the surface areas of the plant subject to fungal attack a coating formulation comprising: (1) a bioadhesive polyphenolic protein component having from about 5 to about 99 weight percent of a proteinaceous substance comprising from 1 to about 1,000 of the following repeating decapeptide unit: in which each X is hydrogen or hydroxyl, and each R is hydrogen or methyl; (2) from about 0.1 to about 40 weight percent of a cross-linking agent which promotes cross-linking of the decapeptide; (3) one or more additives which promote the desired properties of the formulation, said additives comprising at least one surfactant and being present in an amount of from 0 % to about 90 % by weight, and (4) a filler compatible with the intended use of the formulation, said filler being present in an amount of from 0 % to about 50 % by weight, and in which each additive and filler is biochemically compatible with the plant to which the formulation is applied.
Claim 67
Independent Claim
177 words
A method for joining two substrates through which an electric current is to be passed which comprises adhering the substrates to each other with an adhesive formulation comprising: (1) a bioadhesive polyphenolic protein component having from about 5 to about 99 weight percent of a proteinaceous substance comprising from 1 to about 1,000 of the following repeating decapeptide unit: in which each X is hydrogen or hydroxyl, and each R is hydrogen or methyl; (2) from about 0.1 to about 40 weight percent of a cross-linking agent which promotes cross-linking of the decapeptide; (3) one or more additives which promote the desired properties of the formulation, said additives comprising at least one surfactant and being present in an amount of from 0 % to about 90 % by weight, and (4) a filler compatible with the intended use of the formulation, said filler being present in an amount of from 0 % to about 50 % by weight, said formulation additionally containing electrically conductive additives in an amount ranging from about 10 to about 80 weight percent.
Claim 68
Independent Claim
177 words
A method for joining two substrates through which an electric current is to be passed which comprises adhering the substrates to each other with an adhesive formulation comprising: (1) a bioadhesive polyphenolic protein component having from about 5 to about 99 weight percent of a proteinaceous substance comprising from 1 to about 1,000 of the following repeating decapeptide unit: in which each X is hydrogen or hydroxyl, and each R is hydrogen or methyl; (2) from about 0.1 to about 40 weight percent of a cross-linking agent which promotes cross-linking of the decapeptide; (3) one or more additives which promote the desired properties of the formulation, said additives comprising at least one surfactant and being present in an amount of from 0 % to about 90 % by weight, and (4) a filler compatible with the intended use of the formulation, said filler being present in an amount of from 0 % to about 50 % by weight, said formulation additionally containing electrically conductive additives in an amount ranging from about 10 to about 80 weight percent.
Claim 69
Independent Claim
166 words
A method for separating heavy metals and contaminants from fluids which-comprises applying to a nitrocellulose filter or to resin beads used as support matrices in ultrafiltration procedures and column chromatography, respectively, a coating formulation comprising: (1) a bioadhesive polyphenolic protein component having from about 5 to about 99 weight percent of a proteinaceous substance comprising from 1 to about 1,000 of the following repeating decapeptide unit: in which each X is hydrogen or hydroxyl, and each R is hydrogen or methyl; (2) from about 0.1 to about 40 weight percent of a cross-linking agent which promotes cross-linking of the decapeptide; (3) one or more additives which promote the desired properties of the formulation, said additives comprising at least one surfactant and being present in an amount of from 0 % to about 90 % by weight, and (4) a filler compatible with the intended use of the formulation, said filler being present in an amount of from 0 % to about 50 % by weight .
Claim 70
Independent Claim
166 words
A method for separating heavy metals and contaminants from fluids which-comprises applying to a nitrocellulose filter or to resin beads used as support matrices in ultrafiltration procedures and column chromatography, respectively, a coating formulation comprising: (1) a bioadhesive polyphenolic protein component having from about 5 to about 99 weight percent of a proteinaceous substance comprising from 1 to about 1,000 of the following repeating decapeptide unit: in which each X is hydrogen or hydroxyl, and each R is hydrogen or methyl; (2) from about 0.1 to about 40 weight percent of a cross-linking agent which promotes cross-linking of the decapeptide; (3) one or more additives which promote the desired properties of the formulation, said additives comprising at least one surfactant and being present in an amount of from 0 % to about 90 % by weight, and (4) a filler compatible with the intended use of the formulation, said filler being present in an amount of from 0 % to about 50 % by weight .
References Cited (Backward Citations)
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