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1-羟基-N-(1H-1,2,4-三唑-5-基)-1H-四唑-5-甲酰胺的合成和性能
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南京理工大学化学与化工学院, 江苏 南京 210094

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基金项目:

国家自然科学基金资助(22175093)


Synthesis and Properties of 1-Hydroxy-N-(1H-1,2,4-triazol-3-yl)-1H-tetrazole-5-carboxamide
Author:
Affiliation:

School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094, China

Fund Project:

Grant support: National Natural Science Foundation of China(No. 22175093)

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    摘要:

    为制备新型富氮杂环含能化合物,以5-氰基-1-(1H-1,2,4-三唑-3-基)-1H-四唑(1)为原料,经偕胺肟化、重氮化、取代及亲电加成等步骤,合成一种以酰胺键桥联的富氮含能化合物1-羟基-N-(1H-1,2,4-三唑-5-基)-1H-四唑-5-甲酰胺(3);利用核磁共振(NMR)、傅里叶红外光谱(FT-IR)、元素分析(EA)等方法对化合物3进行了结构表征,并通过单晶X-射线衍射分析(SC-XRD)进一步确定了其结构;利用差示扫描量热(DSC)和热重(TG)方法研究了化合物3的热分解过程。结果表明,化合物3初始分解温度为265 ℃,爆速为 8017 m·s-1,爆压为23.1 GPa,撞击感度为20 J,摩擦感度为288 N。

    Abstract:

    In order to explore novel nitrogen-rich heterocyclic energetic compounds, an amide bridged energetic compound 1-hydroxy-N-(1H-1,2,4-triazol-3-yl)-1H-tetrazole-5-carboxamide was synthesized from 5-cyano-1-(1H-1,2,4-triazol-5-yl)-1H-tetrazole through several steps involving amidoximation, diazotization, substitution and electrophilic addition. Its structure was fully 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 structure; its thermal decomposition process was studied by differential scanning calorimetry (DSC) and thermogravimetry (TG). The compound has a high onset decomposition temperature of 265 ℃ and shows good properties with detonation velocity of 8017 m·s-1, and detonation pressure of 23.1 GPa, impact sensitivity of 20 J, and friction sensitivity of 288 N.

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引用本文

刘静,董亚群,李渺,等.1-羟基-N-(1H-1,2,4-三唑-5-基)-1H-四唑-5-甲酰胺的合成和性能[J].含能材料, 2023, 31(12):1198-1205. DOI:10.11943/CJEM2023141.
LIU Jing, DONG Ya-qun, LI Miao, et al. Synthesis and Properties of 1-Hydroxy-N-(1H-1,2,4-triazol-3-yl)-1H-tetrazole-5-carboxamide[J]. Chinese Journal of Energetic Materials, 2023, 31(12):1198-1205. DOI:10.11943/CJEM2023141.

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历史
  • 收稿日期: 2023-07-10
  • 最后修改日期: 2023-09-17
  • 录用日期: 2023-08-31
  • 在线发布日期: 2023-09-14
  • 出版日期: 2023-12-25