Exploring the reactive chemistry of FOX-7: synthesis of cyclic triazinane-based energetic materials featuring the FOX-7 backbone†
Abstract
New derivatization reactions of 1,1-diamino-2,2-dinitroethylene (FOX-7) are explored, which afford three cyclic triazinane-based energetic compounds 1, 2 and 3 featuring the FOX-7 backbone. Their structures were characterized by X-ray single crystal diffraction analysis. Among them, compound 1 shows a high detonation performance (vD: 8899 m s−1, P: 35.83 GPa) comparable to that of FOX-7. Compound 2 exhibits a good detonation performance (vD: 8332 m s−1, P: 26.47 GPa) and good thermal stability (Td = 188 °C), which is superior to that of most FOX-7-derived energetic compounds. Both of them inherit the low-sensitivity characteristic of FOX-7 because of strong inter- and intra-molecular hydrogen bonds. The presented derivatization reaction has contributed to the ever-expanding chemistry of FOX-7.