Rapid and Efficient Post-Polymerization Functionalization of Poly(3,4-ethylenedioxythiophene) (PEDOT) Derivatives on an Electrode Surface

First examples of post-polymerization functionalization of poly(3,4-ethylenedioxythiophene) (PEDOT) derivatives are reported using tetrathiafulvalene (TTF) as a redox sensitive probe. EDOT derivatives bearing ω-iodo-alkyl or ω-iodo-polyether chains attached at the ethylenedioxy bridge have been electropolymerized and the resulting polymers have been derivatized using a TTF bearing a thiolate anion liberated under mild conditions. Cyclic voltammetry confirms the rapidity and efficiency of the derivatization process. This facile post-polymerization functionalization coupled with the unique properties of PEDOT should lead to interesting developments in the field of modified electrodes, which includes selective electrochemical sensors.