CHINESE JOURNAL OF ENERGETIC MATERIALS
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4,4,8,8-四硝基-2,6-二氧杂金刚烷的合成及表征
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南京理工大学化学与化工学院

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国家自然科学基金项目(面上项目,重点项目,重大项目)


Synthesis and Characterization of 4,4,8,8-tetranitro-2,6-dioxaadamantane
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School of Chemical Engineering ,Nanjing University of Science and Technology

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    摘要:

    以 9-氧杂双环[3.3.1]壬-2,6-二烯为原料经氧化环合、氧化、肟化、偕硝化四步反应合成了一种新型笼状含能化合物 4,4,8,8-四硝基-2,6-二氧杂金刚烷。利用核磁共振、红外、元素分析对目标化合物进行了结构表征,通过X-射线单晶衍射确定了其晶体结构,采用热重分析(TG)和差示扫描量热法(DSC)联用研究了其热稳定性,通过EXPLO5预测了其爆轰性能。结果表明,4,4,8,8-四硝基-2,6-二氧杂金刚烷的晶体密度为1.75 g·cm-3 ,属单斜晶系,P21/c空间群,起始分解温度为190.6 ℃,爆速为7705 m·s-1,爆压为25.75 GPa。

    Abstract:

    A novel cage-like energetic compound, 4,4,8,8-tetranitro-2,6-dioxaadamantane, was synthesized from 9-oxabicyclo[3.3.1]nona-2,6-diene through four linear steps involving oxidative cyclization, oxidation, oximation and gem-dinitration. Its structure was characterized by nuclear magnetic resonance(NMR), Fourier transform infrared spectroscopy (FT‐IR) and elemental analysis (EA). X-ray diffraction analysis (SC-XRD)was adopted to further confirm its crystal structure. Meanwhile, its thermal stability was determined by differential scanning calorimetry‐thermogravimetry(DSC‐TG). Furthermore, EXPLO5 was used to predict detonation parameters. The results prove that 4,4,8,8-tetranitro-2,6-dioxaadamantane has a crystal density of 1.75 g·cm-3 and crystallizes in the monoclinic system, belonging to space groups P21/c. Furthermore, its thermal decomposition temperature is found to be 190.6 ℃. In addition, its theoretical detonation velocity is 7705 m·s-1, and detonation pressure is 25.75 GPa.

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罗军. 4,4,8,8-四硝基-2,6-二氧杂金刚烷的合成及表征[J]. 含能材料,DOI:10.11943/CJEM2025012.

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  • 收稿日期: 2025-01-02
  • 最后修改日期: 2025-03-03
  • 录用日期: 2025-03-12
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