Abstract
The electrochemical oxidation of hexa-N-pyrrolylbenzene in organic media leads, via intramolecular coupling of the pyrrole residues, to the deposition of a molecular semiconductor film on an electrode surface. In situ electron spin resonance–electrochemical experiments reveal that the semiconductor is endowed with both properties of conducting polymers (i.e., reversible oxidation) and polyaromatic molecular materials (i.e., highly paramagnetic). The material, which is easy to process as soft homogeneous thin film, shows a tunable 0 to 1 spin concentration per molecule at room temperature by controlling the electrochemical potential.
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Acknowledgement
This work was supported by fellowship for Dr. Mathieu Lazerges from the ‘Ministère de l’Education et de la Recherche Française'. The authors thank Pr. Kacem Zellama (Laboratoire de Physique de la Matière Condensée, Université de Picardie Jules Verne) for conductivity measurements, Dr. Jean-Claude Blais (Laboratoire de Chimie Structurale Organique et Biologique, Université Paris VI Pierre et Marie Curie) for MALDI TOF analysis, Dr. Alain Adenier (ITODYS, Université Paris VII Denis Diderot) for FTIR measurements, Dr. Mehdi Chehimi (ITODYS, Université Paris VII Denis Diderot) for XPS measurements, Stephan Borensztajn (Laboratoire Interfaces et Systèmes Electrochimiques, Université Paris VI Pierre et Marie Curie) for SEM photos, Dr. John Sydney Lomas, Dr. Gilles Horowitz (ITODYS, Université Paris VII Denis Diderot) and Monique Lecomte (Laboratoire Génie Analytique, CNAM Paris) for fruitful discussions.
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Contribution to the Fall Meeting of the European Materials Research Society, Symposium D: 9th International Symposium on the Electrochemical–Chemical Reactivity of Metastable Materials, Warsaw, 17th–21st September, 2007.
An erratum to this article can be found at http://dx.doi.org/10.1007/s10008-008-0596-1
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Lazerges, M., Chane-Ching, K.I., Aeiyach, S. et al. Paramagnetic pyrrole-based semiconductor molecular material. J Solid State Electrochem 13, 231–238 (2009). https://doi.org/10.1007/s10008-008-0549-8
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DOI: https://doi.org/10.1007/s10008-008-0549-8