Carbazole Dendrimers with Acridone at the Core and Periphery: Synthesis and Properties

Abstract

AbstractAcridone‐functionalized carbazole dendrimers were synthesized via copper‐catalyzed Ullmann amination and their properties were investigated by spectroscopic and electrochemical measurements, as well as theoretical calculations. The results reveal that the properties of the carbazole dendrimers vary according to the position of acridone. Intramolecular charge transfer between the acridone core and the outer carbazole dendron is observed, accompanying a red shift of the emission maximum and a decline of quantum yields with the rise of the dendrimer generation. Whereas the internal carbazole unit has little influences on the photoluminescence of dendrimers with acridone at the periphery in solution. The electrochemical analysis and theoretical calculations demonstrate a convergence in HOMO and LUMO energy levels in dendrimers bearing the acridone core and a decrease in both of these energy levels in dendrimers with the acridone at the periphery when the dendrimer generation increases.