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Issue 31, 2012
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Amination of energetic anions: high-performing energetic materials

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Abstract

The new energetic materials 2-amino-5-nitrotetrazole (ANT, 1), 1-amino-3,4-dinitro-1,2,4-triazole (ADNT, 2), and both 1,1′-diamino-5,5′-bistetrazole and 1,2′-diamino-5,5′-bistetrazole (11DABT, 3 and 12DABT, 4) have been prepared by the amination of the parent anion with O-tosylhydroxylamine. The 5-H-tetrazolate anion has also been aminated using hydroxylamine O-sulfonic acid to both 1-aminotetrazole and 2-aminotetrazole (1AT, 5 and 2AT, 6). The prepared materials have been characterized chemically (XRD (1–4, 6·AtNO222, 8), multinuclear NMR, IR, Raman) and as explosives (mechanical and electrostatic sensitivity) and their explosive performances calculated using the EXPLO5 computer code. The prepared N-amino energetic materials, which can also be used as new ligands for high energy-capacity transition metal complexes, exhibit high explosive performances (in the range of hexogen and octogen) and a range of sensitivities from low to extremely high.

Graphical abstract: Amination of energetic anions: high-performing energetic materials

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Publication details

The article was received on 26 Mar 2012, accepted on 22 May 2012 and first published on 29 May 2012


Article type: Paper
DOI: 10.1039/C2DT30684K
Dalton Trans., 2012,41, 9451-9459

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    Amination of energetic anions: high-performing energetic materials

    T. M. Klapötke, D. G. Piercey and J. Stierstorfer, Dalton Trans., 2012, 41, 9451
    DOI: 10.1039/C2DT30684K

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