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(Spectro) Electrochemical investigation of reduction mechanism of a new energetic molecule 2,2-dinitroethene-1,1-diamine (FOX-7) in aprotic solvents

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Abstract

The electrochemical reduction behaviour of a new promising energetic material 2,2-dinitroethene-1,1-diamine (FOX-7) was investigated in acetonitrile, dimethylformamide and dimethylsulfoxide at mercury, platinum, gold and glassy carbon electrodes. Instead of expected consumption of four to eight electrons necessary for reduction of nitro groups, only two electrons are consumed. In acetonitrile, the starting form of FOX-7 is the olefinic, nearly planar structure polarized by the push-pull effect, the first electron attacks one of the nitro groups. The electrochemical as well as in situ UV-vis-NIR and EPR spectroelectrochemical results are in agreement with autoprotonation reduction mechanism. The radical intermediate was intercepted and identified by EPR spectrometry where an alternation line-width (AL) effect was observed.

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Acknowledgments

This work was supported by the grant 13–21704 S (Grant Agency of the Czech Republic). The authors are grateful to Doc. Zdeněk Jalový from the University Pardubice for granting the sample and to Prof. F. Liška for valuable consultations.

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Authors and Affiliations

  1. Department of Molecular Electrochemistry, J. Heyrovský Institute of Physical Chemistry, Academy of Sciences, Dolejškova 3, 182 23, Prague 8, Czech Republic

    Ludmila Šimková, Jiří Klíma & Jiří Ludvík

  2. Center of Spectroelectrochemistry, Department of Electrochemistry and Conducting Polymers, Leibniz Institute for Solid State and Materials Research Dresden (IFW), Helmholtzstraβe 20, 01069, Dresden, Germany

    Evgenia Dmitrieva & Lothar Dunsch

Authors
  1. Ludmila Šimková
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  2. Evgenia Dmitrieva
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  3. Jiří Klíma
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  4. Lothar Dunsch
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  5. Jiří Ludvík
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Corresponding author

Correspondence to Jiří Ludvík.

Additional information

The co-authors deeply regret that their colleague Professor L. Dunsch passed away at the end of 2013, and they dedicate this contribution to him.

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Šimková, L., Dmitrieva, E., Klíma, J. et al. (Spectro) Electrochemical investigation of reduction mechanism of a new energetic molecule 2,2-dinitroethene-1,1-diamine (FOX-7) in aprotic solvents. J Solid State Electrochem 19, 103–112 (2015). https://doi.org/10.1007/s10008-014-2663-0

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  • DOI: https://doi.org/10.1007/s10008-014-2663-0

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