Storz Christof, Schulze Maren, Kilbinger Andreas F M
Department of Chemistry, University of Fribourg, Chemin du Musée 9, CH-1700 Fribourg, Switzerland.
Macromol Rapid Commun. 2011 Jan 17;32(2):238-44. doi: 10.1002/marc.201000617. Epub 2010 Dec 27.
A series of Fréchet 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)) Fréchet-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(1)-TEG-dendronized polymer with good organo-solubility was synthesized. The aggregation behavior of these polymers was investigated by dynamic light scattering.