Effect of novel dithiooctanoate monomers, in comparison with various sulfurcontaining adhesive monomers, on adhesion to precious metals and alloys

Abstract

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.