Synthesis and Electropolymerization of a Perylenebisimide-Functionalized 3,4-Ethylenedioxythiophene (EDOT) Derivative

We have developed a convenient and straightforward procedure for the preparation of functionalized 3,4-ethylenedioxythiophene (EDOT) systems by using a new chloromethyl-EDOT derivative as a versatile synthon. Based on this procedure, novel suitably functionalized perylenetetracarboxylic diimide (PDI) dye derivatives covalently linked to 3,4-ethylenedioxythiophene moieties have been synthesized and electrochemically polymerized to yield a donor−acceptor PEDOT derivative with an enhanced absorption cross-section.