Hexasubstituted Benzenes with Ultrastrong Dipole Moments |
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Authors: | Jakob Wudarczyk Dr George Papamokos Vasilis Margaritis Dr Dieter Schollmeyer Dr Felix Hinkel Prof?Dr Martin Baumgarten Prof?Dr George Floudas Prof?Dr Klaus Müllen |
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Institution: | 1. Max-Planck-Institut für Polymerforschung, Mainz, Germany;2. Department of Physics, University of Ioannina, Ioannina, Greece;3. Institute für Organische Chemie, Johannes-Gutenberg Universit?t Mainz, Mainz, Germany |
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Abstract: | Hexasubstituted benzenes have been synthesized with the highest known dipole moments, as determined by dielectric spectroscopy and DFT methods. Based on the preparation of 4,5‐diamino‐3,6‐dibromophthalonitrile, combined with a novel method to synthesize dihydrobenzimidazoles, these benzene derivatives have dipole moments in excess of 10 debye. Such dipole moments are desirable in ferroelectrics, nonlinear optics, and in organic photovoltaics. Structure determination was achieved through single‐crystal X‐ray crystallography, and the optical properties were determined by UV/Vis absorption and fluorescence spectroscopy. |
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Keywords: | aromatic substitution dielectric spectroscopy dihydrobenzimidazoles dipole moments donor– acceptor systems |
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