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Ring closure of polynitroazoles via an N,N′-alkylene bridge: towards high thermally stable energetic compounds

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Abstract

High thermal stability is one of the important factors in the design of high-performance insensitive energetic compounds. A straightforward synthesis of tricyclic energetic molecules (2, 3, 5 and 6) has been developed through bridging ethylene-/propylene-moieties featuring two polynitroazoles. Remarkably, such ring closure reactions lead to higher thermal stability. In addition, the influence of 4,4′,5,5′-tetranitro-2H,2′H-3,3′-bipyrazole (1) and 5,5′-dinitro-2H,2′H-3,3′-bi-1,2,4-triazole (4) with or in the absence of an N,N′-alkylene bridge on the structural and electrostatic potentials (ESP) was established theoretically. The high thermal stability and good detonation properties may make these materials useful as replacements for trinitrotoluene (TNT).

Graphical abstract: Ring closure of polynitroazoles via an N,N′-alkylene bridge: towards high thermally stable energetic compounds

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Publication details

The article was received on 23 Mar 2018, accepted on 16 Apr 2018 and first published on 17 Apr 2018


Article type: Paper
DOI: 10.1039/C8TA02704H
Citation: J. Mater. Chem. A, 2018, Advance Article
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    Ring closure of polynitroazoles via an N,N′-alkylene bridge: towards high thermally stable energetic compounds

    Y. Tang, C. He, G. H. Imler, D. A. Parrish and J. M. Shreeve, J. Mater. Chem. A, 2018, Advance Article , DOI: 10.1039/C8TA02704H

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