Abstract
The synthesis and adhesiveness of monomers that have amide groups as hydrophilic groups, i.e. 4-methacryloxybenzamide (MBA) and 4-methacyloylphenylpropionamide (MPPA) are reported.
MBA was prepared from the reaction of p-hydroxybenzamide with methacryloyl chloride in an alkaline solution. MPPA was prepared from the reaction of p-hydroxyphenylpropionamide with methacryloyl chloride in trifluoroacetic acid.
The bovine enamel and dentin were etched by a 10% citric acid -3% FeCl3 (10-3) solution. The monomers were dissolved in MMA, and the adhesiveness of MMA and O-methacryloyl tyrosine amide (MTYA) were also tested. The tensile bond strengths (MPa) after 1 day at 37°C water were measured. They were MMA: 11.1±5.3 (enamel), 5.7±2.8 (dentin); MBA/MMA: 12.1±6.0 (enamel), 12.3±4.0 (dentin); MPPA/MMA: 11.8±2.5 (enamel), 12.1±3.5 (dentin); and MTYA/MMA: 11.8±3.5 (enamel), 14.1±6.1 (dentin).