CHINESE JOURNAL OF ENERGETIC MATERIALS
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Synthesis and Properties of Insensitive Energetic Compound Based on Methyl-Bridged Triazole-Oxadiazole
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1.School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094, China;2.Sichuan Huac/huan Industry Co., LTD, Chengdu 610106, China

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    Abstract:

    By using 5-amino-3-nitro-1,2,4-triazole (ANTA) as raw material, a new methyl-bridged nitrogen-oxygen heterocyclic energetic compound 3-((5-amino-3-nitro-1H-1,2,4-triazol-1-yl)methyl)-1,2,4-oxadiazol-5-amine (3) was synthesized through a three-step reaction. The reaction conditions, including solvent, reaction temperature, and reaction time, were thoroughly investigated. Compounds 1-3 were characterized by nuclear magnetic resonance (NMR), fourier-transform infrared spectroscopy (FT-IR) and elemental analysis (EA). Single crystal X-ray diffraction analysis was also performed on compound 3. The properties of compound 3 were studied by vacuum densitometer, thermogravimetric differential scanning meter and impact/friction sensitivity meter. The theoretical detonation performances of compound 3 were calculated by Gaussian software. Results show that the total yield of compound 3 is 35.4% based on ANTA. The crystal packing of compound 3 belongs to the monoclinic system, space group P21/c, and each cell contains four molecules (Z=4) with a large number of intramolecular and intermolecular hydrogen bonds. The density of compound 3 is 1.68 g·cm-3, the decomposition temperature is 232.2 ℃, the friction sensitivity is above 360 N, and the impact sensitivity is above 40 J. The theoretical detonation velocity and pressure of compound 3 are 7196 m·s-1 and 22 GPa, respectively, which are better than that of the traditional explosive TNT(D, 6881 m·s-1P, 21.3 GPa).

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LIU Zun-qi, TAN Ming, YI Wen-bin, et al. Synthesis and Properties of Insensitive Energetic Compound Based on Methyl-Bridged Triazole-Oxadiazole[J]. Chinese Journal of Energetic Materials(Hanneng Cailiao),DOI:10.11943/CJEM2025036.

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History
  • Received:February 26,2025
  • Revised:April 16,2025
  • Adopted:April 24,2025
  • Online: April 27,2025
  • Published: