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Pure Appl. Chem., 2010, Vol. 82, No. 4, pp. 1045-1053

Published online 2010-03-17

Optical and electrical properties of π-conjugated polymers built with the 10 π-electron methano[10]annulene ring system

Patricia A. Peart, Giselle A. Elbaz and John D. Tovar*

Department of Chemistry, Johns Hopkins University, 3400 North Charles Street (NCB 316), Baltimore, MD 21218, USA

Abstract: Nontraditional aromatic molecules hold tremendous promise for the design and realization of advanced materials for organic electronics applications. In this report, we describe recent work with the 10 π-electron methano[10]annulene molecule. We used chemistry established by Vogel and by Neidlein to incorporate this molecule into organic semiconducting polymers and found that they provide for highly delocalized charge carriers upon electrochemical oxidation/doping into conductive materials. Extensions to a variety of annulene-heteroaromatic copolymers will be described along with pertinent optical and electrical characterization data.