Polymerizable conditioners for adhesive bonding to dentin and enamel
AssigneeAmerican Dental Association Health Foundation
InventorSabine H. Dickens
Life of this patent
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Abstract
The use of polymerizable monomeric conditioning agents for treating the enamel and dentin of a tooth prior to application of a primer and subsequent application of a bonding resin, or a combination of a primer/bonding resin has been found to provide good shear bond strength on both moist and dry dentin. In addition, the contact angles provided by water on dentin conditioned with the polymerizable conditioners as compared to the non-polymerizable phosphoric acid are much lower, reflecting improved spreading over the surface of the tooth.
Claims24
A kit for repairing teeth, the kit comprising:
- a tooth conditioner comprising a polymerizable acidic monomer which contains at least two carboxylic acid moieties, wherein said monomer comprises a composition formed by reacting (a) a dihydroxylated dimethacrylate and (b) a dianhydride or anhydride chloride;
- a primer;
- and
- a bonding resin.
A kit for repairing teeth, the kit comprising:
- a tooth conditioner comprising a polymerizable acidic monomer which contains at least two carboxylic acid moieties, wherein said monomer comprises a composition formed by reacting (a) a dihydroxylated dimethacrylate and (b) a dianhydride or anhydride chloride;
- a primer;
- and
- a bonding resin,
- wherein the polymerizable acidic monomer contains at least two polymerizable functionalities, such that upon polymerization a cross-linked polymer is formed and
- wherein the tooth conditioner further comprises:
- vinyl phosphonic acid or vinylbenzylphosphonic acid.
A composition formed by reacting (a) a dihydroxylated dimethacrylate and (b) a dianhydride or anhydride chloride.
A composition formed by reacting (a) a dihydroxylated dimethacrylate and (b) a dianhydride or anhydride chloride, wherein the dihydroxylated dimethacrylate is 2,2-bis {p(2′-hydroxy-3′-methacryloxypropoxyl)phenylene}propane (Bis-GMA).
A composition formed by reacting (a) a dihydroxylated dimethacrylate and (b) a dianhydride or anhydride chloride, wherein the dihydroxylated dimethacrylate is an oligomeric analog of 2,2-bis{p(2′-hydroxy-3′-methacryloxypropoxyl)phenylene}propane (Bis-GMA).
A composition formed by reacting (a) a dihydroxylated dimethacrylate and (b) a dianhydride or anhydride chloride, wherein the dihydroxylated dimethacrylate is 2,2-bis {p(2-hydroxy-3′-methacryloxypropoxyl)phenylene}propane (Bis-GMA) and the dianhydride is pyromellitic dianhydride.
A composition comprising pyromellitic 2,2 bis-{p(2′-hydroxy-3′-methacryloxypropoxy)phenylene}propane (PMBGA).
A kit for repairing teeth, the kit comprising:
- a tooth conditioner comprising a polymerizable acidic monomer which contains at least two carboxylic acid moieties, wherein said monomer comprises a composition formed by reacting (a) a dihydroxylated dimethacrylate and (b) a dianhydride or anhydride chloride;
- a primer;
- and
- a bonding resin,
- wherein said dianhydride or anhydride chloride is selected from the group consisting of pyromellitic dianhydride (1,2,4,5-benzene tetracarboxylic acid dianhydride), 3,4-dicarboxy-1,2,3,4-tetrahydro-1-napthalenesuccinic acid dianhydride, 3,4,9,10-perylene tetracraboxylic anhydride, bicyclo (2,2,2)-oct-7-ene-2,3,5,6-tetracarboxylic anhydride, 1,4,5,8-napthalene tetracarboxylic anhydride, 3,3′,4,4′-benzophenone tetracarboxylic anhydride, 3,4-3′,4′-biphenyl tetracarboxylic anhydride, 1,2,3,4-cyclobutane tetracarboxylic anhydride, 1,2,3,4-cyclopentanetetracarboxylic acid 1,2,3,4-dianhydride, tetrahydrofuran 2,3,4,5-tetracarboxylic anhydride, 3-methyl-3-cyclohexene-1,2-carboxylic anhydride-5-ylsuccinic anhydride, and trimellitic anhydride chloride.
A kit for repairing teeth the kit comprising:
- a tooth conditioner comprising a polymerizable acidic monomer which contains at least two carboxylic acid moieties, wherein said monomer comprises a composition formed by reacting (a) a dihydroxylated dimethacrylate and (b) a dianhydride or anhydride chloride;
- a primer;
- and
- a bonding resin,
- wherein said dihydroxylated dimethacrylate comprises 2,2-bis {p(2′-hydroxy-3′-methacryloxypropoxyl)phenylene}propane (Bis-GMA).
A kit for repairing teeth, the kit comprising:
- a tooth conditioner comprising a polymerizable acidic monomer which contains at least two carboxylic acid moieties, wherein said monomer comprises a composition formed by reacting (a) a dihydroxylated dimethacrylate and (b) a dianhydride or anhydride chloride;
- a primer;
- and
- a bonding resin,
- wherein said dihydroxylated dimethacrylate comprises an oligomeric analog of 2,2-bis {p(2′-hydroxy-3′-methacryloxypropoxyl)phenylene}propane (Bis-GMA).
A kit for repairing teeth, the kit comprising:
- a tooth conditioner comprising a polymerizable acidic monomer which contains at least two carboxylic acid moieties, wherein said monomer comprises a composition formed by reacting (a) a dihydroxylated dimethacrylate and (b) a dianhydride or anhydride chloride;
- a primer;
- and
- a bonding resin,
- wherein said dihydroxylated dimethacrylate comprises 2,2-bis {p(2′-hydroxy-3′-methacryloxypropoxyl)phenylene}propane (Bis-GMA) and said dianhydride comprises pyromellitic dianhydride.
A kit for repairing teeth, the kit comprising:
- a tooth conditioner comprising a polymerizable acidic monomer which contains at least two carboxylic acid moieties, wherein said monomer comprises a composition formed by reacting (a) a dihydroxylated dimethacrylate and (b) a dianhydride or anhydride chloride;
- a primer;
- and
- a bonding resin,
- further comprising pyromellitic 2,2 bis-{p(2′-hydroxy-3′-methacryloxypropoxy)pheylene}propane.
Dependencies are inferred from the claim text.