Adhesion to tooth substrates and dental alloys by methacrylates having a naphthalic anhydride structure.

Three isomers of methacryloyloxyethyl naphthalenetricarboxylate anhydrides (MENTA-126, -236 and -184) were synthesized, and their adhesiveness to teeth and non-precious dental alloys was investigated. The MENTA resins initiated by TBB-O showed about 12-13MPa of the bond strength on treated enamel and 10-12.5MPa on treated dentin after 120 thermocycles, while, after the equal thermal cyclings, the values of the control resin were 8.3MPa for the enamel and 5.2MPa for the dentin. In the case of the bonding to dental Ni-Cr and Co-Cr alloys, MENTA-126 and -236 possessing the five-membered icarboxylic anhydride ring structure were more effective than MENTA-184, which has the six-membered ring. The bond strengths to these alloys were 9.4-11.3MPa for the MENTA-126 resin and 7.5-16.5MPa for the MENTA-236 resin. The bond strengths of the MENTA-184 resin were 1.9MPa for Ni-Cr and 4.6MPa for Co-Cr. These values were comparable to the control.