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Issue 5, 2017
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Energetic compounds featuring bi(1,3,4-oxadiazole): a new family of insensitive energetic materials

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Abstract

In this contribution, 5,5′-bis(trinitromethyl)-2,2′-bi(1,3,4-oxadiazole) (4) and 11 nitrogen-rich salts featuring bi(1,3,4-oxadiazole) were synthesised. Compound 4 was obtained by nitration of 2,2′-bi(1,3,4-oxadiazolyl)-5,5′-diacetic acid and the salts (6, 8–17) were prepared by facile deprotonation and metathesis reactions. All compounds were characterized by IR, multinuclear NMR spectroscopy and elemental analysis. The structures of 6, 9 and 15 were further confirmed by single crystal X-ray diffraction. The physicochemical as well as energetic properties of these compounds including density, thermal stability and sensitivity were investigated. Except for 12 and 15, most of the salts decompose at temperatures over 180 °C. The performance data from the calculated heats of formation and experimental densities indicate that many of the salts have potential applications as energetic materials. The tested sensitivities of these compounds illustrate that they are less sensitive than RDX towards impact, friction and electrostatic discharge.

Graphical abstract: Energetic compounds featuring bi(1,3,4-oxadiazole): a new family of insensitive energetic materials

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Supplementary files

Article information


Submitted
18 Nov 2016
Accepted
18 Jan 2017
First published
19 Jan 2017

New J. Chem., 2017,41, 1918-1924
Article type
Paper

Energetic compounds featuring bi(1,3,4-oxadiazole): a new family of insensitive energetic materials

J. Tian, H. Xiong, Q. Lin, G. Cheng and H. Yang, New J. Chem., 2017, 41, 1918
DOI: 10.1039/C6NJ03608B

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