Solubility and Aggregation Behavior of Dendronized Poly(p-Benzamide)s

A series of Frechet dendronized poly(p-benzamide)s have been synthesized. To attach the dendron-functionalities to the poly(p-benzamide) backbone, a propargyl side chain was introduced to p-aminobenzoic acid. Then, copper catalyzed azide-alkyne cycloaddition was used to click a first generation (G 1 ), respectively, a second generation (G 2 ) Frechet-dendron azide onto the amino acid monomer. The resulting amino acids were polymerized using triphenylphosphite to obtain a poorly organo-soluble G 1 -dendronized polymer and a non-aggregating G 2 -dendronized polymer showing good organo-solubility. Furthermore, a strictly alternating non-aggregating G i -TEG-dendronized polymer with good organo-solubility was synthesized. The aggregation behavior of these polymers was investigated by dynamic light scattering.