Engineering Commons^™

Approaches To The Synthesis Of Dentin Bonding Agents Containing Vinyl And Carbamate Functional Groups, Steven W. Amato

Theses

The synthesis of four new monomers containing vinyl and carbamate functional groups was attempted. The desired products were N-m-methacryloxyphenyl-O-phenyl carbamate, N-p-methacryloxy-O-phenyl carbamate, m-N-phenylcarbamato-2-methacryloxyethoxy benzoate, and p-N-phenylcarbamato-2-methacryloxyethoxy benzoate. The carbamate functional group was derived by the Lewis Acid catalyzed reaction of meta-aminophenol, para-aminophenol, meta-aminobenzoic acid, and para-aminobenzoic acid with diphenyl carbonate. The vinyl function was derived, in the case of the aminophenols, by reaction with methacrylyl chloride, and in the case of the aminobenzoic acids, with 2-hydroxyethyl methacrylate.

Partial products only were prepared, these being the two carbamate functional phenols, the two carbamate functional benzoic acids, the two methacryloxy functional derivatives …