CHINESE JOURNAL OF ENERGETIC MATERIALS
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亚胺基桥连的平面型富氮含能化合物的合成与性能
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南京理工大学化工学院, 江苏 南京 210094

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国家自然科学基金资助(21905135, 22007047),江苏省自然科学基金资助(BK20190458, BK20200474)


Synthesis and Properties of Imine-bridged Planar Nitrogen-rich Energetic Materials
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School of Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094, China

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    摘要:

    为了合成平面型的高能钝感富氮类含能化合物,以6-(3,5-二甲基吡唑)-[1,2,4]三唑[4,3-b][1,2,4,5]四嗪(1)为底物,与2,6-二氨基-3,5-二硝基吡嗪(2)在碱性条件下反应,合成了—NH—桥联的基于稠杂环体系的6-(2,6-二氨基-3,5-二硝基吡嗪)-1,2,4-三唑[4,3-b][1,2,4,5]四嗪(3),收率为81.3%。采用核磁、红外、X射线衍射等分析手段对化合物3的结构进行表征;利用差示扫描量热(DSC)研究了化合物3的热分解过程,其初始分解温度高达254.6 ℃;采用Gaussian 09 D.01和Explo5 V6.05.02软件计算化合物3的爆速和爆压分别为7568 m·s-1和23.5 GPa;采用BAM法测得化合物3的撞击感度和摩擦感度分别为12.5 J和240 N。结果表明化合物3具有较好的爆轰性能和较低的感度,同时较高的分解温度表明化合物3可以作为耐热性炸药。

    Abstract:

    Planar heteroaromatic compounds containing amino and nitro functional groups usually have excellent detonation performances. Hereby, the ─NH─ bond bridging two high-nitrogen fused rings was adopted aiming at constructing a nitrogen-rich energetic compound with a planar structure. The resulting compound is expected to have a regular packing in crystal and favorable detonation performance and stabilities. Reaction of 2,6-diamino-3,5-dinitropyrazine (2) with K2CO3 gives rise to 6-(2,6-diamino-3,5-dinitropyrazine)-1,2,4-triazole[4,3-b][1,2,4,5]tetrazine (3) in a high yield of 81.3%. Compound 3 was characterized by NMR, IR, single crystal X-ray diffraction. The thermal decomposition process of 3 was studied by differential scanning calorimetry (DSC), and its decomposition temperature (onset) is as high as 254.6 ℃. The detonation performances of 3 D=7568 m·s-1P=23.5 GPa) were calculated by Gaussian 09 and Explo5 software.

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李柯佳,汤永兴,黄伟.亚胺基桥连的平面型富氮含能化合物的合成与性能[J].含能材料, 2021, 29(8):721-725. DOI:10.11943/CJEM2020321.
LI Ke-jia, TANG Yong-xing, HUANG Wei. Synthesis and Properties of Imine-bridged Planar Nitrogen-rich Energetic Materials[J]. Chinese Journal of Energetic Materials, 2021, 29(8):721-725. DOI:10.11943/CJEM2020321.

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历史
  • 收稿日期: 2020-12-14
  • 最后修改日期: 2021-03-24
  • 录用日期: 2021-02-07
  • 在线发布日期: 2021-03-03
  • 出版日期: 2021-08-25