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Synthesis, Photophysics, and Photoresponse of Fullerene‐Based Azoaromatic Dyads
Author(s) -
Possamai Giorgia,
Marcuz Silvia,
Maggini Michele,
Menna Enzo,
Franco Lorenzo,
Ruzzi Marco,
Ceola Stefano,
Corvaja Carlo,
Ridolfi Giovanni,
Geri Alessandro,
Camaioni Nadia,
Guldi Dirk M.,
Sens Ruediger,
Gessner Thomas
Publication year - 2005
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200500067
Subject(s) - photoexcitation , excited state , photochemistry , spectroscopy , fullerene , singlet fission , triplet state , ultrafast laser spectroscopy , electron paramagnetic resonance , chemistry , intersystem crossing , acceptor , singlet state , photoinduced electron transfer , electron donor , electron transfer , materials science , atomic physics , nuclear magnetic resonance , organic chemistry , physics , quantum mechanics , condensed matter physics , catalysis
The synthesis and photophysical characterization of a series of fullerene‐based, donor–acceptor dyads is presented, along with a description of their behavior as single molecular components in photovoltaic cells. The spectroscopic and photophysical properties of the dyads, investigated by steady‐state fluorescence spectroscopy, pico‐ and nanosecond transient optical spectroscopy and time‐resolved electron paramagnetic resonance (EPR) spectroscopy, revealed that the dyads undergo multiple‐step energy transfer from the donor singlet excited state to the fullerene triplet excited state, which in turn decays to the donor triplet state. The inefficient formation of a charge‐separated state, both in solution and in the solid state, translates into a poor photovoltaic performance of dyads 2 b – 4 b if compared to that of dyad 1 b , in which photoinduced electron transfer is operative in the solid state. In addition, the results of the photophysical investigation suggested that the performance of the solar cells was also limited by the low‐lying donor triplet excited state that acts as a photoexcitation energy sink.