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Supramolecular Control of Photochemical and Electrochemical Properties of Two Oligothiophene Derivatives at the Air/Water Interface

Year: 2012

Journal: J. Phys. Chem. B, 2012, 116 (5), 1482-1490, 20131009

Authors: Sophiya Selector, Olga Fedorova, Elena Lukovskaya, Alexander Anisimov, Yuri Fedorov, Nina Tarasova, Oleg Raitman, Frederic Fages,Vladimir Arslanov

Organizations: A.N. Frumkin Institute of Physical Chemistry and Electrochemistry of Russian Academy of Sciences, Leninsky prosp. 31-4, Moscow, 119991,GSP-1, Russia; Chemistry Department of Moscow State University, 1-3 Leninskiye Gory, Moscow, 119991, GSP-1, Russia; A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Vavilova str., 28, Moscow, 119991,GSP-1, Russia; CINaM UPR 3118 CNRS - Universite de la Méditerranée, Campus de Luminy, Case 913, Marseille, 13288 France

Two geometric isomers of oligothiophene derivatives containing two crowned styryl fragments in 2- or 3-positions of thiophene rings are able to form stable monolayers on the water subphase. The organizing of crown-containing oligothiophenes in monolayers is guided by the π-stacking interaction of hydrophobic styrylthiophene fragments and interaction of hydrophilic macrocycles with the water subphase. The difference in structure of oligothiophene molecules leads to the formation of distinct monolayer architectures with various electrochemical and optical characteristics.