Dye-functionalized head-to-tail coupled oligo(3-hexylthiophenes)-perylene-oligothiophene dyads for photovoltaic applications.
A series of novel donor-acceptor systems, consisting of head-to-tail coupled oligo(3-hexylthiophene)s covalently linked to perylenemonoimide, is described. These hybrid molecules, which differ by the length of the oligothiophene units from a monothiophene up to an octathiophene, were created via effective palladium-catalyzed Negishi and Suzuki cross-coupling reactions in good to excellent yields. The optical and electrochemical properties of these compounds were determined and based on this series structure-property relationships have been established which give vital information for the fabrication of photovoltaic devices. Because the synthesized perylenyl-oligothiophenes distinguish themselves by a high absorption between 300 and 550 nm and an almost complete fluorescence quenching of the perylene acceptor, they meet the requirements for organic solar cells.
Cremer
Jens
J
Department Organic Chemistry II (Organic Materials and Combinatorial Chemistry), University of Ulm, Albert-Einstein-Allee 11, 89081 Ulm, Germany.
Mena-Osteritz
Elena
E
Pschierer
Neil G
NG
Müllen
Klaus
K
Bäuerle
Peter
P