Acrylated phosphonate esters containing 1,3-dioxane and 1,3-dioxolane moieties as adhesion-promoting agents for dentin and hard tissues, I.

Abstract

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.

Cite this paper

@article{Cabasso1990AcrylatedPE, title={Acrylated phosphonate esters containing 1,3-dioxane and 1,3-dioxolane moieties as adhesion-promoting agents for dentin and hard tissues, I.}, author={Israel Cabasso and Subal Sahni}, journal={Journal of biomedical materials research}, year={1990}, volume={24 6}, pages={705-20} }