Strain and Hückel Aromaticity: Driving Forces for a Promising New Generation of Electron Acceptors in Organic Electronics

Straining at the leash: The main features of electron‐accepting materials with a 9,9′‐bifluorenylidene backbone are strain relief and a gain in aromaticity. These dimers (see picture) exhibit absorption near the red spectral region (ca. 600 nm) and HOMO (5.58–5.06 eV) and LUMO (3.37–3.09 eV) energy...

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Bibliographic Details
Published in:Angewandte Chemie (International ed.) 2010-01, Vol.49 (3), p.532-536
Main Authors: Brunetti, F.G, Gong, X, Tong, M, Heeger, A.J, Wudl, Fred
Format: Article
Language:English
Subjects:
dimerization
electron acceptors
organic electronics
polycycles
solar cells
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Summary:Straining at the leash: The main features of electron‐accepting materials with a 9,9′‐bifluorenylidene backbone are strain relief and a gain in aromaticity. These dimers (see picture) exhibit absorption near the red spectral region (ca. 600 nm) and HOMO (5.58–5.06 eV) and LUMO (3.37–3.09 eV) energy levels, which, together with high solubility and thermal stability render these materials attractive acceptors for bulk heterojunction (BHJ) solar cells.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200905117