Tetrazolyl Triazolotriazine: A New Insensitive High Explosive

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Abstract

A triazolotriazine carbonitrile (1) was formed by diazotization of 3-amino-5-cyano-1,2,4-triazole followed by treatment with nitroacetonitrile. Cyclization of the C≡N bond with sodium azide results in a tetrazolyl triazolotriazine (2). Formation of the sodium salt of 2, followed by metathesis with [PPN][Cl] resulted in the organic salt 3. Compounds 1, 2, and 3 were characterized by elemental analysis and infrared, 1H, and 13C{1H} NMR spectroscopy and 1 and 3 were characterized by single-crystal X-ray diffraction. Compound 2 has a density of 1.819 g cm−1, is thermally stable up to 305 °C, and is insensitive to impact, friction, and electrical discharge. The detonation pressure and velocity of 2 are calculated to be 27.04 GPa and 8.312 km s−1, respectively, making this a 1,3,5-triamino-2,4,6-trinitrobenzene (TATB) replacement candidate.

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