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Amino-nitramino functionalized triazolotriazines: a good balance between high energy and low sensitivity

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Abstract

Using a simple and efficient approach, a series of fused triazolo-triazine compounds, namely, 2,5-dinitramide-7-amino-[1,2,4]triazolo[1,5-a][1,3,5]triazine (2) and its energetic salts (4–9, 11–13), were prepared by nitration of 2,5,7-triamine [1,2,4]triazolo[1,5-a][1,3,5]triazine (1) with 100% nitric acid, followed by reacting with the corresponding bases. All new compounds were comprehensively characterized. Structures of 2 and 4 were further confirmed by single crystal X-ray diffraction. Based on the measured densities and calculated heats of formation (Gaussian 09), detonation pressures and velocities were evaluated by EXPLO5, falling in the range of 21.5–34.2 GPa and 7823–9313 m s−1, respectively. Notably, impact and friction tests show that these compounds are very insensitive (IS > 40 J; FS > 360 N). Moreover, two representative compounds 5 and 6 with high decomposition temperature (5: 194 °C; 6: 199 °C), excellent detonation properties (vD = 9313, 9088 m s−1; P = 33.9, 34.1 GPa) as well as rarely low sensitivities (IS > 40 J; FS > 360 N) are promising candidates as high-energy and insensitive explosives.

Graphical abstract: Amino-nitramino functionalized triazolotriazines: a good balance between high energy and low sensitivity

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Publication details

The article was received on 31 Jul 2018, accepted on 23 Aug 2018 and first published on 23 Aug 2018


Article type: Paper
DOI: 10.1039/C8DT03126F
Citation: Dalton Trans., 2018, Advance Article
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    Amino-nitramino functionalized triazolotriazines: a good balance between high energy and low sensitivity

    J. Ma, G. Cheng, X. Ju, Z. Yi, S. Zhu, Z. Zhang and H. Yang, Dalton Trans., 2018, Advance Article , DOI: 10.1039/C8DT03126F

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