Effect of novel dithiooctanoate monomers, in comparison with various sulfur-containing adhesive monomers, on adhesion to precious metals and alloys.

This study investigated the effect of novel dithiooctanoate monomers, in comparison with conventional sulfur-containing monomers, on adhesion to precious metals and alloys. Nine experimental primers containing 5.0 wt% 2-methacryloyloxyethyl 6,8-dithiooctanoate (2-MEDT), 6-methacryloyloxyhexyl 6,8-dithiooctanoate (6-MHDT), 10-methacryloyloxydecyl 6,8-dithiooctanoate (10-MDDT), bis(2-methacryloyloxyethyl) disulfide (BMEDS), bis(5-methacryloyloxypentyl) disulfide (BMPDS), bis(10-methacryloyloxydecyl) disulfide (BMDDS), 6-(4-vinylbenzyl-n-propyl) amino-1,3,5-triazine-2,4-dithione (VBATDT), N-(4-mercaptophenyl)methacrylamide (MPMA), or 4-methacryloyloxyethoxycarbonylphthalic anhydride (4-META; control) were prepared. After primer pretreatment and bonding using modified MMA-PMMA/BPO-DEPT resin, tensile bond strengths to precious metals and alloys after 2,000 thermal cycles were measured. For bonding to Au or Ag, novel 2-MEDT, 6-MHDT, and 10-MDDT exhibited significantly higher tensile bond strengths than conventional BMEDS, BMPDS, BMDDS, VBATDT, MPMA, and 4-META (p<0.05). For bonding to Au alloy, Ag alloy, and Au-Ag-Pd alloy, all the novel dithiooctanoate monomers showed significantly higher tensile bond strengths than conventional BMEDS, BMPDS, VBATDT, MPMA, and 4-META (p<0.05). It was found that novel dithiooctanoate monomers exhibited excellent bonding to precious metals and alloys when compared with conventional sulfur-containing monomers.