CHINESE JOURNAL OF ENERGETIC MATERIALS
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3-(4-硝基吡唑-1-基)-7-(N-甲基)硝胺基-[1,2,4]三唑[1,5-b][1,2,4,5]四嗪的制备与性能
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中国工程物理研究院化工材料研究所, 四川 绵阳 621999

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国家自然科学基金(22275172; 22375190);中国科协青年人才托举工程项目(YESS20230540)


Preparation and Properties of 3-(4-Nitropyrazol-1-yl)-7-(N-methyl)nitramino-[1,2,4]triazolo[1,5-b][1,2,4,5]tetrazine
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Institute of Chemical Materials, China Academy of Engineering Physics, Mianyang 621999, China

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Grant support: National Natural Science Foundation of China(Nos. 22275172; 22375190);Young Elite Scientists Sponsorship Program by China Association for Science and Technology(No. YESS20230540)

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    高氮多环骨架因其较高的氮含量和较好的氧平衡,已成为新型高能含能化合物的研究热点之一。基于高氮多环骨架设计合成的含能分子通常表现出较高的生成焓。本研究以[1,2,4]三唑[1,5-b][1,2,4,5]四嗪为基本骨架,通过三步反应合成了一种新型高氮多环硝胺类含能化合物—3-(4-硝基吡唑-1-基)-7-(N-甲基)硝胺基-[1,2,4]三唑[1,5-b][1,2,4,5]四嗪(化合物4)。该化合物的结构经核磁共振波谱(NMR)、高分辨质谱(HRMS)及红外光谱(IR)等多种手段确认。X射线单晶衍射分析表明,化合物4属于正交晶系,空间群为Pbca,晶体呈层状堆积,室温下晶体密度为1.701 g·cm-3。热重-差示扫描量热(TG-DSC)测试显示,该化合物的热分解起始温度达167 ℃。基于EXPLO5软件的理论计算表明,其理论计算爆速和计算爆压分别为8078 m·s-1和25.2 GPa。此外,采用BAM法测得该化合物的撞击感度为9 J,摩擦感度为180 N。

    Abstract:

    High-nitrogen polycyclic frameworks, owing to their high nitrogen content and favorable oxygen balance, have attracted considerable attention as promising scaffolds for the development of novel high-energy energetic compounds. A novel high-nitrogen polycyclic nitramine energetic compound, 3-(4-nitropyrazol-1-yl)-7-(N-methylnitramino)-[1,2,4]triazolo[1,5-b][1,2,4,5]tetrazine (compound 4), was synthesized via a three-step reaction based on the [1,2,4]triazolo[1,5-b][1,2,4,5]tetrazine scaffold. The chemical structure of compound 4 was fully characterized by nuclear magnetic resonance spectroscopy (NMR), high-resolution mass spectrometry (HRMS), and infrared spectroscopy (IR). Single crystals suitable for X-ray diffraction were obtained by slow solvent evaporation, and the crystal structure was determined by single-crystal X-ray diffraction. Results show that compound 4 crystallizes in the orthorhombic crystal system with the Pbca space group and exhibits a layered stacking structure with a room-temperature density of 1.701 g·cm-3. Thermogravimetry-differential scanning calorimetry (TG-DSC) analysis reveals that the compound possesses a thermal decomposition temperature of 167 ℃. Calculations using the EXPLO5 software demonstrate that its theoretical detonation velocity and detonation pressure reach 8078 m·s-1 and 25.2 GPa, respectively. Additionally, the impact and friction sensitivities of compound 4, determined by the BAM standard method, are 9 J and 180 N, respectively.

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冯珂,江天宇,陈思同,等.3-(4-硝基吡唑-1-基)-7-(N-甲基)硝胺基-[1,2,4]三唑[1,5-b][1,2,4,5]四嗪的制备与性能[J].含能材料, 2026, 34(3):235-240. DOI:10.11943/CJEM2026032.
FENG Ke, JIANG Tian-yu, CHEN Si-tong, et al. Preparation and Properties of 3-(4-Nitropyrazol-1-yl)-7-(N-methyl)nitramino-[1,2,4]triazolo[1,5-b][1,2,4,5]tetrazine[J]. Chinese Journal of Energetic Materials, 2026, 34(3):235-240. DOI:10.11943/CJEM2026032.

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  • 收稿日期: 2026-02-09
  • 最后修改日期: 2026-03-20
  • 录用日期: 2026-03-19
  • 在线发布日期: 2026-03-19
  • 出版日期: