journal article·2016-10

Facile synthesis of an isolable and ambient stable bay-substituted perylene diimide radical anion salt and its optical response to base–acid and metal ions

Enfang He, Jianmin Wang, Hongliang Liu, Zemin He, Hang Zhao, Weiwei Bao, Ruijun Zhang, Haiquan Zhang

Journal of Materials Science· Volume 51· Issue 20
Publisher page

Abstract

An isolable and ambient stable bay-substituted perylene diimide adical anion salt was straightforwardly synthesized by base catalysis reduction of N,N-diethylhexyl-1,7-di(pentafluoro-phenoxyl) perylene diimide (DFPDI) in polar solvents, such as acetone, DMF, DMSO, NMP in yields of 48.7 %. Elemental analysis and 1H NMR, 13C NMR and EPR were carried out to confirm the formation of the compounds. Solvent-dependent cyclic voltammetries revealed the only condition for generating DFPDI radical anion in polar solvents—the reduction potential (DFPDI/DFPDI−) is more positive than −0.36 V (vs. Ag/AgCl). Redox studies revealed that DFPDI radical anion was not only ambient stable to moderate oxidants air (O2) and moisture for prolonged existence but also sensitive to strong oxidants-acid H+ and strong oxidization metal ions with low limit value.
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Research context

OpenAlex topics: Conducting polymers and applications · Analytical Chemistry and Sensors · Electrochemical Analysis and Applications

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