The synthesis and structural characterization of a first family of dendronized polycationicperylenetetracarboxylicaciddiimides (PDIs) 7, 8, and 10 is reported. They were obtained by amide coupling reactions of pyridinium salt head groups with terminal carboxylic groups of Newkome-dendron-type functionalized PDIs. Resulting pyridinium-terminated PDIs 7, 8, and 10 are highly water-soluble, independent