Naphtho[4,3,2,1-lmn][2,9]phenanthrolines: Synthesis, ?haracterization, optical properties and light-induced electron transfer in composites with the semiconducting polymer MEH-PPV

By Denis S. Baranov and Alexandr G. Popov and Mikhail N. Uvarov and Maxim S. Kazantsev and Evgeny A. Mostovich and Evgeni M. Glebov and Leonid V. Kulik
Published in Synthetic Metals NULL 2015

Abstract

Novel naphtho[4,3,2,1-lmn][2,9]phenanthrolines were synthesized via reaction between 1,5-diethynyl-9,10-anthraquinones and urea in DMF. Their \HOMO\ and \LUMO\ levels determined from optical spectroscopy and cyclic voltammetry are in good agreement with those determined from quantum chemical calculation. Light-induced electron transfer from the semiconducting polymer MEH-PPV to the synthesized molecules was detected by EPR-spectroscopy, showing their possible applicability as electron acceptors in bulk heterojunction organic solar cells. The synthesized naphtho[4,3,2,1-lmn][2,9]phenanthrolines can be used as building blocks for larger molecules with an extended ?-conjugated system, which can be used as acceptors in organic photovoltaics.

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