Acrylated phosphonate esters containing 1,3-dioxane and 1,3-dioxolane moieties as adhesion-promoting agents for dentin and hard tissues, I.
Novel acrylated phosphonate esters containing 1,3-dioxane and 1,3-dioxolane moieties derived from polyols such as glycerol, D-mannitol, D-sorbitol, pentaerythritol, and dipentaerythritol have been evaluated in vitro for their role as adhesion-promoting agents in composites employed for restorative dentistry. Some of the acrylated phosphonate esters have been found to promote strong bonding to dentin; the dipentaerythritol derivative exhibits a bond strength of approximately 960 psi (7 MPa) which compares favorably to commercial dentin adhesive systems. The bonding agents appear to act in multifunctional ways: the phosphonate group of the monomer chelates the calcium ions of hydroxyapatite at the dentin surface, ethereal oxygen atoms of 1,3-dioxolane or 1,3-dioxane moieties interact with the proteinaceous content of collagen, and the methacrylic fragment copolymerizes concomitantly with the other comonomers of the restorative composite material. Methods of preparing radiopaque adhesion-promoting acrylated phosphonates are also discussed.
Cabasso
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Department of Chemistry, State University of New York, College of Environmental Science and Forestry, Syracuse 13210.
Sahni
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S
D000179:Acrylates; D000269:Adhesives; D001672:Biocompatible Materials; D003738:Dental Cements; D003804:Dentin; D006801:Humans; D066298:In Vitro Techniques; D008422:Materials Testing; D015394:Molecular Structure; D009943:Organophosphorus Compounds
D000179:Acrylates; D000269:Adhesives; D001672:Biocompatible Materials; D003738:Dental Cements; D009943:Organophosphorus Compounds