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Issue 23, 2016
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N-Oxides light up energetic performances: synthesis and characterization of dinitraminobisfuroxans and their salts

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Abstract

4,4′-Diamino-[3,3′-bi(1,2,5-oxadiazole)]-5,5′-dioxide and 4,4′-diamino-[3,3′-bi(1,2,5-oxadiazole)]-2,2′-dioxide were nitrated in 100% HNO3 at −10 °C to give 4,4′-dinitramino-[3,3′-bi(1,2,5-oxadiazole)]-5,5′-dioxide (3) and 4,4′-diamino-[3,3′-bi(1,2,5-oxadiazole)]-2,2′-dioxide (4). Nine nitrogen-rich salts were prepared and were characterized by infrared and multinuclear NMR spectroscopy, elemental analysis, differential scanning calorimetry (DSC) and X-ray single crystal diffraction in some cases. Their detonation properties were evaluated by EXPLO 5 code using the measured density and calculated heat of formation. The sensitivities were determined by standard BAM methods. Several of the new molecules exhibit detonation and other properties which compete with or exceed those of HMX.

Graphical abstract: N-Oxides light up energetic performances: synthesis and characterization of dinitraminobisfuroxans and their salts

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Publication details

The article was received on 30 Apr 2016, accepted on 19 May 2016 and first published on 19 May 2016


Article type: Communication
DOI: 10.1039/C6TA03619H
Citation: J. Mater. Chem. A, 2016,4, 8969-8973
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    N-Oxides light up energetic performances: synthesis and characterization of dinitraminobisfuroxans and their salts

    C. He, Y. Tang, L. A. Mitchell, D. A. Parrish and J. M. Shreeve, J. Mater. Chem. A, 2016, 4, 8969
    DOI: 10.1039/C6TA03619H

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