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Electrochemical Characterization of Two Perylenetetracarboxylic Diimides: Langmuir-Blodgett Films and Carbon Paste Electrodes

Year: 2004

Journal: Chem. Mater. 2004, 16, 358-364, 20111221

Authors: V. Parra, T. Del Cano,M. L. Rodriguez-Mandez, J. A. de Saja, and R. F. Aroca

Organizations: Department of Inorganic Chemistry, E.T.S. Ingenieros Industriales, and Department of Condensed Matter Physics, Faculty of Sciences, University of Valladolid, s/n. 47011 Valladolid, Spain

The cyclic voltammograms (CV) of N,Nï‚¢-bis(propyl)-3,4,9,10-perylenebis(dicarboximide) [PTCDIPr] and N,N'-bis(neopentyl)-3,4,9,10-perylenebis(dicarboximide)[BNPTCD] in Langmuir-Blodgett (LB) films, in carbon paste electrode (CPE), and in solution for BNPTCD are reported here for the first time. The data allow a comparison of the electrochemical behavior of highly organized LB films with the results obtained on CPE, where the active molecules are randomly dispersed in a carbonaceous matrix. The electrochemical reduction waves indicate the reversible formation of stable radical anions and dianions. The discussion of reduction potentials is integrated with spectroscopic data and the HOMO-LUMO energy positions of both materials obtained from density functional theory computations.