Abstract
To improve the bond strength and durability against hydrolysis of the silica-resin interface, novel silane coupling agents containing a hydrophobic phenyl group such as 3-(n-methacryloyloxyphenyl) propyltrimethoxysilane (n=2, 4 ; o-MBS, p-MBS) and 3-(3-methoxy-4-methacryloyloxyphenyl) propyltrimethoxysilane (M-p-MBS) were synthesized. The tensile bond strength of the composite resin, and the contact angles of a monomer mixture (50%Bis-GMA, 50%TEGDMA) to glass plates modified with o-MBS, p-MBS and M-p-MBS, were investigated, and compared with those modified with 3-methacryloyloxypropyltrimethoxysilane (3-MPS). The tensile bond strength of the composite resin to the glass plate treated with p-MBS and M-p-MBS was nearly equivalent to that of 3-MPS, and was not significantly decreased by water immersion for 1 year or thermal stress. On the other hand, the strength of o-MBS was extremely low due to lack of affinity to the glass plates. The contact angles of the monomer to the glass plates treated with the p-MBS and M-p-MBS were significantly low compared with that of 3-MPS, but that of o-MBS was significantly high. From these results, p-MBS and M-p-MBS formed a coupling layer with bond strength and water resistance ability at the silica/resin interface.
