Facile synthesis of thermally stable tetrazolo[1,5-b][1,2,4]triazine substituted energetic materials: synthesis and characterization

Various thermally stable energetic materials with high nitrogen content, low sensitivity and better detonation performance were synthesized. The versatile functionalization of 1,2,4-triazine involving the introduction of oxadiazole and tetrazole is discussed. All the compounds were fully characterized using IR, multinuclear NMR spectroscopy, elemental analysis, and high-resolution mass spectrometry. Compounds 2, 3, 9 and 12 were further verified using single-crystal X-ray analysis. Compound 9 can be considered a melt-cast explosive due to its lower onset melting temperature (112 degrees C). The detonation velocity, pressure, density, and heat of formation of all the synthesized compounds range between 7056 and 8212 m s(-1), 17.57 and 23.78 GPa, 1.70 and 1.81 g cm(-1), and 43 and 644 kJ mol(-1), respectively. Due to the high nitrogen percentage (53 to > 72%), these molecules can be used in car airbag applications. Due to the high thermal stability (> 220 degrees C) and lower sensitivity, these compounds can be potentially used as high-performing thermally stable secondary energetic materials.

Automated summary

Various thermally stable energetic materials with high nitrogen content, low sensitivity, and better detonation performance were synthesized. The versatile functionalization of 1,2,4-triazine involving the introduction of oxadiazole and tetrazole is discussed. These compounds have the potential to be used as high-performing thermally stable secondary energetic materials due to their high thermal stability (>220 degrees C) and lower sensitivity.