Polymerizable Dendrimers: III. Synthesis and Polymerization of N-Methacryloyl Urea Derivatives Bearing Branched Aspartic Acid Condensates

Abstract

A convergent synthesis was used to build up dendrimeric structures consisting of L-aspartic acid units. The bifunctional monomer N-methacryloyl-N′-succinoyl urea ( 3 ) was synthesized by addition of the free amino group of L-aspartic acid to methacryloyl isocyanate. Dendrimers of different generation were prepared by condensation of the branched peptides with the methacrylic monomer resulting in N-methacryloyl-N′-α,β-bis-(L-dimethoxyaspartyl)-succinoyl urea ( 5 ) and N-methacryloyl-N′-α,β-bis-(L-aspartyl-α,β-bis-(L-dimethoxy aspartyl)-succinoyl) urea ( 6 ). The monomers were homopoymerized and copolymerized with phenyl methacrylate and phenyl methacrylamide by free radical mechanism.