Johnson & Johnson Products, Inc.

Johnson & Johnson Gmbh

Carl J Buck

Tibor Sipos

Robert J Gander

An orthopedic cast material is disclosed, which, when wrapped about a body member and cured by exposure to visible light, forms a rigid, high strength immobilizing structure and which comprises an air, light and X-ray permeable fabric impregnated with a formulation comprising (a) acrylate terminated polyurethane oligomers or ethylenically unsaturated polyesters or polyethers, (b) functional acrylate monomers as optional diluents and (c) a photoinitiator which is activated by visible light to initiate the polymerization reaction, whereby the casts produced therefrom show no tendency towards discoloration in ambient light or sunlight, are aesthetic in appearance, are dry to the touch and possess good whiteness.

Visible light cured orthopedic polymer casts

Polymers useful in compositions and methods for preventing the attachment of dental plaque to the surface of the teeth of mammals comprise alkali metal salts of certain carboxylated naphthalene formaldehyde polymers in a pharmaceutically acceptable vehicle and the periodic application thereof to teeth.

Carboxylated naphthalene formaldehyde condensation polymers as dental

Compositions and methods for preventing the attachment of dental plaque to the surfaces of the teeth of mammals comprise certain sulfonated vinylaromatic homopolymers and copolymers and the pharmaceutically acceptable salts thereof in a pharmaceutically acceptable vehicle, and the periodic application thereof to teeth.

Sulfonated vinyl aromatic homopolymers and copolymers as dental plaque

Compositions and methods for preventing the attachment of dental plaque to the surfaces of the teeth of mammals comprises certain alkali metal salts of poly(vinylbenzoic acid) in pharmaceutically acceptable vehicles, and the periodic applications thereof to teeth.

Alkali metal salts of poly(vinylbenzoic acid) as dental plaque barrier

Compositions and methods for preventing the attachment of dental plaque to the surface of the teeth of mammals comprise certain salts of certain maleic acid copolymers in a pharmaceutically acceptable vehicle and the periodic application thereof to teeth.

Salts of maleic acid copolymers as dental plaque barrier agents

Compositions and methods for preventing the attachment of dental plaque to the surfaces of the teeth of mammals comprise certain sulfonated aromatic formaldehyde condensation polymers and the pharmaceutically acceptable salts thereof in a pharmaceutically acceptable vehicle, and the periodic application thereof to teeth.

Sulfonated aromatic formaldehyde condensation polymers as dental plaque

Compounds useful in compositions and methods for preventing the attachment of dental plaque to the surfaces of the teeth of mammals comprise certain sulfonated alkoxynaphthalenes and the pharmaceutically acceptable salts thereof. They are used in pharmaceutically acceptable vehicles that are periodically applied to teeth.

Sulfonated alkoxynaphthalenes as dental plaque barriers

Compositions and methods for preventing the attachment of dental plaque to the surfaces of the teeth of mammals comprise certain pharmaceutically acceptable salts of sulfonated alkylnaphthalenes. They are used in pharmaceutically acceptable vehicles that are periodically applied to teeth.

Sulfonated alkylnaphthalenes as dental plaque barriers

Compositions and methods for preventing the attachment of dental plaque to the surfaces of the teeth of mammals comprise certain sulfonated poly(arylene ether sulfone) polymers and the pharmaceutically acceptable salts thereof in a pharmaceutically acceptable vehicle, and the periodic application thereof to teeth.

Sulfonated poly(arylene ether sulfone) polymers as dental plaque barriers

Compounds useful in compositions and methods for preventing the attachment of dental plaque to the surfaces of the teeth of mammals comprise certain sulfonated bis(alkylphenoxy)alkanes and the pharmaceutically acceptable salts thereof. They are used in pharmaceutically acceptable vehicles that are periodically applied to teeth.

Sulfonated bis(alkylphenoxy)alkanes as dental plaque barriers

Compounds useful in compositions and methods for preventing the attachment of dental plaque to the surfaces of the teeth of mammals comprise certain sulfonated bis(naphthoxy)alkanes and the pharmaceutically acceptable salts thereof. They are used in pharmaceutically acceptable vehicles that are periodically applied to teeth.

Sulfonated bis(naphthoxy)alkanes as dental plaque barriers

Difunctional monomers of the formula, ##STR1## where R is an organic linking group derived from a diol or a dihalide of the formula X-R-X, where X is either chlorine, bromine, iodine, or hydroxy, are prepared by reacting a conjugated diene, exemplified by anthracene, with an ester of 2-cyanoacrylic acid to form the Diels-Alder adduct of the ester. The ester adduct is hydrolyzed to ultimately obtain either the Diels-Alder adduct of either 2-cyanoacrylic acid--alkali metal salt or 2-cyanoacryloyl halide. These latter intermediates are respectively reacted with either the dihalide or the diol to afford the bis-Diels-Alder adduct of the R substituted bis (2-cyanoacrylate) monomer. The protective diene group may then be removed, for example, by reaction with excess maleic anhydride and the resulting difunctional monomer isolated. The difunctional monomers thus prepared can be utilized as crosslinking agents in blends comprising one or more of these difunctional monomers and at least one monofunctional monomer, exemplified by an ester of 2-cyanoacrylic acid. Alternately, one or more difunctional monomers can be homopolymerized or copolymerized to a highly crosslinked polymer. The copolymerized compositions of the monomer blends are particularly useful as adhesives, especially in dental applications for coating or sealing enamel surfaces of teeth to allay decay, or for the bonding of brackets to teeth in orthodontics the bond being substantially more resistant to moisture than where the monofunctional monomer is used alone.

Modified cyanoacrylate monomers and methods of preparation

Difunctional monomers of the formula, ##STR1## where R is an organic linking group derived from a diol or a dihalide of the formula X--R--X, where X is either chlorine, bromine, iodine, or hydroxy, are prepared by reacting a conjugated diene, exemplified by anthracene, with an ester of 2-cyanoacrylic acid to form the Diels-Alder adduct of the ester. The ester adduct is hydrolyzed to ultimately obtain either the Diels-Alder adduct of either 2-cyanoacrylic acid--alkali metal salt or 2-cyanoacryloyl halide. These latter intermediates are respectively reacted with either the dihalide or the diol to afford the bis-Diels-Alder adduct of the R substituted bis (2-cyanoacrylate) monomer. The protective diene group may then be removed, for example, by reaction with excess maleic anhydride and the resulting difunctional monomer isolated. The difunctional monomers thus prepared can be utilized as crosslinking agents in blends comprising one or more of these difunctional monomers and at least one monofunctional monomer, exemplified by an ester of2-cyanoacrylic acid. Alternately, one or more difunctional monomers can be homopolymerized or copolymerized to a highly crosslinked polymer. The copolymerized compositions of the monomer blends are particularly useful as adhesives, especially in dental applications for coating or sealing enamel surfaces of teeth to allay decay, or for the bonding of brackets to teeth in orthodontics the bond being substantially more resistant to moisture than where the monofunctional monomer is used alone.

Difunctional monomers of the formula, ##STR1## where R is an organic linking group derived from a diol or a dihalide of the formula X--R--X, where X is either chlorine, bromine, iodine, or hydroxy, are prepared by reacting a conjugated diene, exemplified by anthracene, with an ester of 2-cyanoacrylic acid to form the Diels-Alder adduct of the ester. The ester adduct is hydrolyzed to ultimately obtain either the Diels-Alder adduct of either 2-cyanoacrylic acid-alkali metal salt or 2-cyanoacryloyl halide. These latter intermediates are respectively reacted with either the dihalide or the diol to afford the bis-Diels-Alder adduct of the R substituted bis (2-cyanoacrylate) monomer. The protective diene group may then be removed, for example, by reaction with excess maleic anhydride and the resulting difunctional monomer isolated. The difunctional monomers thus prepared can be utilized as crosslinking agents in blends comprising one or more of these difunctional monomers and at least one monofunctional monomer, exemplified by an ester of 2-cyanoacrylic acid. Alternately, one or more difunctional monomers can be homopolymerized or copolymerized to a highly crosslinked polymer. The copolymerized compositions of the monomer blends are particularly useful as adhesives, especially in dental applications for coating or sealing enamel surfaces of teeth to allay decay, or for the bonding of brackets to teeth in orthodontics the bond being substantially more resistant to moisture than where the monofunctional monomer is used alone.

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Berkeley Heights, NJ, United States of America

Carl J Buck