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Synthesis and Properties of 3,3′-Bis(2-nitroamino-1,3,4-oxadiazol-4-yl)-5,5′-linked-1,2,4-oxadiazole and Its Energetic Salts
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Institute of Chemical Materials, China Academy of Engineering Physics, Mianyang 621999, China

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    Abstract:

    A new energetic compound 3,3"-bis(2-nitroamino-1,3,4-oxadiazol-4-yl)-5,5"-linked-1,2,4-oxadiazole (BNOBO) was synthesized starting from glyoxime through a five-step reaction. Based on the acidity of BNOBO, three energetic salts (5-7) were obtained through the reactions between BNOBO and aqueous ammonia, hydrazine and hydroxylamine, respectively. The structures of as-synthesized compounds were characterized by single-crystal X-ray diffraction, IR, NMR and element analysis. The crystal of BNOBO ammonium salt was obtained through solvent evaporation method ,the obtained results show that it belongs to a monoclinic system and C2/c space group with a=12.7490(8) nm, b=9.5957(7) nm, c=18.5965(12) nm, V=2272.1(3) nm3 and Z=4. Their thermal stability, density, detonation properties and sensitivity were evaluated by TG/DSC analysis, densitometer, EXPLO5 v6.02 software and BAM sensitivity tester, respectively. Among these new energetic compounds, BNOBO possesses the highest measured density of 1.90 g·cm-3 and the highest onset decomposition temperature of 215 ℃. The calculated detonation velocity and pressure of BNOBO are as high as 8789 m·s-1 and 32.7 GPa, respectively. These new energetic compounds also exhibit relatively low mechanical sensitivities, in which energetic salt 5 display the low impact sensitivity of more than 20 J and friction sensitivity of 220 N.

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廖思丞,邓沐聪,宋思维,等.3,3′-双(2-硝胺基-1,3,4-噁二唑-4-基)-5,5′-联-1,2,4-噁二唑及其含能离子盐的合成及性能[J].含能材料,2020,28(7):632-637.
LIAO Si-cheng, DENG Mu-cong, SONG Si-wei, et al. Synthesis and Properties of 3,3′-Bis(2-nitroamino-1,3,4-oxadiazol-4-yl)-5,5′-linked-1,2,4-oxadiazole and Its Energetic Salts[J]. Chinese Journal of Energetic Materials,2020,28(7):632-637.

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History
  • Received:November 01,2019
  • Revised:March 13,2020
  • Adopted:December 02,2019
  • Online: December 16,2019
  • Published: July 25,2020