CHINESE JOURNAL OF ENERGETIC MATERIALS
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6-硝基-2-氧杂-6-氮杂金刚烷-4,8-二醇二硝酸酯的合成及表征
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作者单位:

1.南京理工大学化工学院, 江苏 南京 210094;2.南京工业大学化工学院, 江苏 南京 211816

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国家自然科学基金资助(22075144)


Synthesis and Characterization of 6-nitro-2-oxa-6-azaadamantane-4,8-diol dinitrate
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Affiliation:

1.School of Chemical Engineering,Nanjing University of Science and Technology,Nanjing 210094, China;2.College of Chemical Engineering,Nanjing Tech University, Nanjing 211816, China

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    摘要:

    以1,5-环辛二烯为原料,经氧化环合、O-酰化、消除、环氧化、氨解和硝化等步骤,合成了一种新型笼状含能化合物6-硝基-2-氧杂-6-氮杂金刚烷-4,8-二醇二硝酸酯。利用X射线单晶衍射技术获得了6-硝基-2-氧杂-6-氮杂金刚烷-4,8-二醇二硝酸酯的单晶结构;采用核磁、红外以及元素分析对其结构进行了表征;采用热重分析(TG)和差示扫描量热法(DSC)研究了目标化合物的热稳定性;经密度泛函理论研究了目标化合物的爆轰性能。结果表明,其密度为1.75 g·cm-3,热分解放热峰值为184 ℃,爆速7730 m·s-1,爆压为26.07 GPa。

    Abstract:

    A novel cage-like energetic compound, 6-nitro-2-oxa-6-azaadamantane-4,8-diol dinitrate, was synthesized from 1,5-cyclooctadiene via oxidative cyclization, O-acylation, elimination, epoxidation, aminolysis and nitration with an overall yield of 20.7%. The single crystal structure of 6-nitro-2-oxa-6-azadamantane-4,8-diol dinitrate was obtained by X-ray single crystal diffraction. Its structure was characterized using NMR, IR, and elemental analysis. Thermogravimetric analysis (TG) and differential scanning calorimetry (DSC) were used to study the thermal stability of the target compound. Density functional theory method was used to study the detonation properties of the target compound. Result show that it has a density of 1.75 g·cm-3, a thermal decomposition temperature of 184 ℃, a detonation velocity of 7730 m·s-1, and a detonation pressure of 26.07 GPa.

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引用本文

刘运芝,蔡荣斌,侯天骄,等.6-硝基-2-氧杂-6-氮杂金刚烷-4,8-二醇二硝酸酯的合成及表征[J].含能材料, 2023, 31(4):325-331. DOI:10.11943/CJEM2022264.
LIU Yun-zhi, CAI Rong-bin, HOU Tian-jiao, et al. Synthesis and Characterization of 6-nitro-2-oxa-6-azaadamantane-4,8-diol dinitrate[J]. Chinese Journal of Energetic Materials, 2023, 31(4):325-331. DOI:10.11943/CJEM2022264.

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历史
  • 收稿日期: 2022-10-19
  • 最后修改日期: 2023-03-15
  • 录用日期: 2023-01-14
  • 在线发布日期: 2023-03-15
  • 出版日期: 2023-04-25