CHINESE JOURNAL OF ENERGETIC MATERIALS
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耐热不敏感含能分子2-氨基-3,6-二硝基吡唑并[1,5-a]嘧啶的一步合成及性能
作者:
作者单位:

1.中国工程物理研究院化工材料研究所 化爆安全全国重点实验室;2.四川轻化工大学 化学与环境工程学院

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通讯作者:

基金项目:

国家自然科学基金(22505240);中物院院长基金(YZJJZL2025039)


One-step Synthesis of Thermally Stable and Insensitive Energetic Molecule 2-Amino-3,6-dinitropyrazolo[1,5-a]pyrimidine
Author:
Affiliation:

1.National Key Laboratory of Chemical Explosion Safety, Institute of Chemical Materials, China Academy of Engineering Physics;2.College of Chemistry and Environmental Engineering, Sichuan University of Science and Engineering

Fund Project:

Grant support: National Natural Science Foundation of China(No. 22505240); the Presidential Foundation of CAEP(No. YZJJZL2025039)

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    摘要:

    富氮稠环含能分子因其高含氮量、高生成焓和大共轭结构,能够更好地平衡能量与安全性之间的矛盾,一直受到含能材料创制领域的广泛关注。但其合成路线往往涉及到骨架构建和官能团引入,因此相对繁琐。本研究以4-硝基-1H-吡唑-3,5-二胺和硝基丙二醛钠为原料,仅通过一步合成制备了稠合双环含能分子2-氨基-3,6-二硝基吡唑并[1,5-a]嘧啶(1),产率高达89.3%。采用核磁共振、红外光谱和X射线单晶衍射对目标化合物进行结构表征。化合物1晶体属于单斜晶系,C2/c空间群,室温下的单晶密度为1.774 g∙cm-3。使用EXPLO5软件计算其爆轰性能,同时利用热重-差示扫描量热联用仪和撞击/摩擦感度仪测试其热分解温度与机械感度,结果表明化合物1的起始热分解温度为303 ℃,根据实测密度计算的爆速和爆压分别为7680 m∙s-1和22.7 GPa,撞击感度和摩擦感度分别大于60 J和大于360 N,是一种有潜在应用价值的耐热不敏感炸药分子。

    Abstract:

    Nitrogen-rich fused-ring energetic molecules have gained extensive attention in the field of energetic material due to their high nitrogen content, high enthalpy of formation, and extensive conjugated structures, which enable a better balance between energy and safety. Nevertheless, their synthetic routes are often relatively cumbersome, involving skeleton construction and functional group introduction. In this work, starting from commercially available 4-nitro-1H-pyrazole-3,5-diamine and sodium nitromalonaldehyde, the fused bicyclic energetic molecule 2-amino-3,6-dinitropyrazolo[1,5-a]pyrimidine (1) was synthesized in a one-step reaction with a high yield of 89.3%. The target compound was characterized by nuclear magnetic resonance, infrared spectroscopy, and single-crystal X-ray diffraction. Compound 1 crystallizes in the monoclinic space group C2/c with a measured density of 1.774 g·cm-3 at room temperature. Its detonation performance was calculated by EXPLO5 software, its thermal decomposition temperature and mechanical sensitivity were evaluated by thermogravimetry-differential scanning calorimetry and impact/friction sensitivity tests. The results indicates that compound 1 possesses an onset decomposition temperature of 303 ℃, based on measured density, a calculated detonation velocity of 7680 m·s-1, and a detonation pressure of 22.7 GPa. Its impact sensitivity is better than 60 J, and friction sensitivity is greater than 360 N, demonstrating that it is a thermally stable and insensitive explosive molecule with potential application value.

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引用本文

俞龙鑫,蔡子骛,江天宇,等.耐热不敏感含能分子2-氨基-3,6-二硝基吡唑并[1,5-a]嘧啶的一步合成及性能[J].含能材料, 2026, 34(3):249-255. DOI:10.11943/CJEM2025262.
YU Long-xin, CAI Zi-wu, JIANG Tian-yu, et al. One-step Synthesis of Thermally Stable and Insensitive Energetic Molecule 2-Amino-3,6-dinitropyrazolo[1,5-a]pyrimidine[J]. Chinese Journal of Energetic Materials, 2026, 34(3):249-255. DOI:10.11943/CJEM2025262.

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历史
  • 收稿日期: 2025-12-15
  • 最后修改日期: 2026-03-16
  • 录用日期: 2026-03-12
  • 在线发布日期: 2026-03-13
  • 出版日期: