Polychalcones Based on Carbazole-derived Building Blocks: Synthesis by Acetylative Polycondensation

A new carbazole-based soluble polychalcone, poly(9-dodecyl-6-acryloylcarbazole-3,β-diyl), has been synthesized by acetylation of 3-formyl-9-dodecyl-carbazole followed by in situ polycondensation of the acetylated intermediate; it has been characterized by means of nuclear magnetic resonance spectroscopy. The acetylative polycondensation of N-substituted 3-formyl-carbazoles has been shown to provide a promising approach to the synthesis of low band gap polymers via acid-induced quaternization of the nitrogen atoms in the carb-azole moieties of the resulting polychalcone to form a conjugated azoquinoid structure. © of SCI.