Design of a metal primer containing a dithiooctanoate monomer and a phosphonic acid monomer for bonding of prosthetic light-curing resin composite to gold, dental precious and non-precious metal alloys

Abstract

The effect of metal primers on adhesion of a resin composite to dental metal alloys was investigated. Experimental primers containing a dithiooctanoate monomer [10-methacryloyloxydecyl 6,8-dithiooctanoate (10-MDDT) or 6-methacryloyloxyhexyl 6,8-dithiooctanoate (6-MHDT)] and a phosphonic acid monomer [6-methacryloyloxyhexyl phosphonoacetate (6-MHPA) or 6-methacryloyloxyhexyl 3-phosphonopropionate (6-MHPP)] were prepared. After treating Au, Au alloy, Ag alloy, Au-Ag-Pd alloy, and Ni-Cr alloy with the experimental primers, their shear bond strengths (SBSs) with a prosthetic light-curing resin composite (Solidex, Shofu Inc., Japan) were measured after 1-day storage followed by 5,000 thermal cycles. The SBSs between Solidex and the primer-treated metals which were incubated in air at 50°C for 2 months were further measured. Results showed that the SBSs [mean (SD)] of all metal adherends treated with primer DT-PA-1 (5.0 wt% 10-MDDT, 1.0 wt% 6-MHPA) ranged between 31.2 (5.2) and 34.5 (5.8) MPa. The SBSs of the primer-treated metals did not degrade after 2-month incubation at 50°C. Therefore, a combined primer application consisting of a dithiooctanoate monomer and a phosphonic acid monomer provided efficacious bonding to Au as well as precious and non-precious metal alloys.

Effect of thione primers on adhesive bonding between an indirect composite material and Ag-Pd-Cu-Au alloy

“…Effect of thione primers on adhesive bonding between an indirect composite material and Ag-Pd-Cu-Au alloy 45) Several studies have shown that adhesive bonding between indirect composites and alloy surfaces is affected by many factors: hydrolysis, loading, thermal changes, and polymerization of the opaque resin 20,[40][41][42][43][44] . This study evaluated the effect of thione primers on the shear bond strength and durability of an indirect composite joined to a Ag-Pd-Cu-Au alloy.…”

Effect of Sulfur-Containing Primers for Noble Metals on the Bond Strength of Self-Cured Acrylic Resin

“…It has been also reported that the sulfur-containing monomers promoted the adhesion between the resin and pure metals, such as Au, Ag, Cu, and Pd [ 12 , 13 ]. The sulfur-containing monomers contained in commercially available metal primers were effective for improving the bond strength of resin to noble alloys [ 18 , 19 , 20 , 21 ]. However, particular types of the sulfur-containing metal primers that result in the most durable bonding between the resin and the metal elements of gold alloys still remain unknown.…”

Effects of a silane coupling agent on the tensile adhesive strength between resin and titanium

“…For this application, different types of coupling agents are required to enhance adhesion between precious or non‐precious metals and the resin. Monomers containing a phosphoric acid, phosphorous acid, or carboxylic acid group have been utilized as the coupling agents for non‐precious metals,1, 2 whereas monomers containing a thiol, thione, or disulfide group, which forms a self‐assembling unimolecular layer on metals, are known to be effective coupling agents for precious metals 3–5. Conversely, an organofunctional silane such as 3‐methacryloyloxypropyltrimethoxysilane (MPTS) affords the possibility of forming chemical bonds with inorganic and organic substrates and/or between the organofunctional silane molecules 6.…”