Abstract
Methacryloyloxyethyl hydrogen phthalate, methacryloyloxyethyl hydrogen isophthalate and methacryloyloxyethyl hydrogen terephthalate were synthesized and MMA-TBBO type adhesives containing these monomers were prepared. Adhesive strength of these Adhesives to the felt polished 14 kinds of elemental metals and 6 kinds of dental alloys was estimated by means of 2, 000 times thermal cycle test. Adhesive with methacryloyloxyethyl hydrogen terephthalate (MEtPh) showed highest adhesive strength of these three kinds of adhesives in spite of its low monomer concentration (below 0.5mole%). A little better adhesion was obtained in the case of adhesives with methacryloyloxyethyl hydrogen isophthalate (MEiPh) or methacryloyloxyethyl hydrogen phthalate (MEPh) in comparison with non-additive type. Adhesive strength of the latter two types of adhesives, however, decreased considerably after thermal cycle test. Of all the metals and alloys used in this study, zinc, aluminum and tin were observed to be excellent adherends for adhesives examined here.