CHINESE JOURNAL OF ENERGETIC MATERIALS
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1,2-二(3,3′-二硝氨基-1H-1,2,4-三唑-5-基)乙烷及其1,3-丙二铵盐的合成,晶体和性能
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1.南京理工大学化工学院, 江苏 南京 210094;2.中国工程物理研究院化工材料研究所, 四川 绵阳 621999

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国家自然科学基金资助(21975232)


Synthesis, Crystal and Properties of 1,2-bis(3,3′-dinitroamine-1H-1,2,4-triazol-5-yl)ethane and its 1,3-propanediamine Salt
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1.School of Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094, China;2.Institute of Chemical Materials, CAEP, Mianyang 621999, China

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    摘要:

    以1,4-丁二酸二酰肼为原料,采用“MNNG合环法”一锅直接合成了1,2-二(3,3′-二硝氨基-1H-1,2,4-三唑-5-基)乙烷一水合物(1),研究了化合物1的较优合成工艺。通过化合物1与1,3-丙二胺反应得到了1,2-二(3,3′-二硝氨基-1H-1,2,4-三唑-5-基)乙烷-1,3-丙二铵盐(2),通过X射线单晶衍射分析获得了化合物2的单晶结构。采用红外光谱、核磁以及元素分析对化合物12结构进行了表征;利用差示扫描量热法分析了热性能,结果表明12的起始热分解温度分别为184 ℃和214 ℃;利用EXPLO5(v6.02)软件模拟计算了化合物12的主要爆轰参数,其中化合物1的理论爆速为8602 m·s-1,理论爆压为28.10 GPa,化合物2的理论爆速为7740 m·s-1,理论爆压为19.10 GPa;利用BAM 感度测试仪进行感度测试,化合物1的撞击感度为35 J,摩擦感度为108 N,化合物2的撞击感度大于40 J,摩擦感度大于360 N。

    Abstract:

    Using 1,4-dihydrazide succinate as raw material, 1,2-bis(3,3"-dinitroamine-1H-1,2,4-triazol-5-yl)ethane monohydrate (1) was synthesized by the one-pot “MNNG ring method”. And the synthetic conditions of this reaction were carefully optimized. The corresponding 1,3-propanediamine salt (2) was obtained through the reaction of compound 1 and 1,3-propanediamine. The detailed single crystal structure of compound 2 was determined by X-ray single crystal diffraction. FT-IR, NMR and elementary analysis were used to characterize the structures of compounds 1 and 2. Moreover, the thermal properties of compounds 1 and 2 have been studied by TG-DSC. The results showed that the initial decomposition temperature of compounds 1 and 2 are 184 ℃ and 214 ℃, respectively. The main detonation parameters of compounds 1 and 2 were calculated by using EXPLO5 (v6.02) software. The calculated detonation velocity of compound 1 is 8602 m·s-1 and its calculated detonation pressure is 28.10 GPa. For compound 2, the calculated detonation velocity and detonation pressure are 7740 m·s-1 and 19.10 GPa, respectively. Furthermore, their mechanical sensitivities were tested by BAM sensitivity test. The impact sensitivity of compound 1 is 35 J and its friction sensitivity is 108 N. The impact sensitivity of compound 2 is greater than 40 J, and its friction sensitivity is more than 360 N.

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潘鹏阳,王霆威,张祺,等.1,2-二(3,3′-二硝氨基-1H-1,2,4-三唑-5-基)乙烷及其1,3-丙二铵盐的合成,晶体和性能[J].含能材料, 2021, 29(8):732-738. DOI:10.11943/CJEM2021092.
PAN Peng-yang, WANG Ting-wei, ZHANG Qi, et al. Synthesis, Crystal and Properties of 1,2-bis(3,3′-dinitroamine-1H-1,2,4-triazol-5-yl)ethane and its 1,3-propanediamine Salt[J]. Chinese Journal of Energetic Materials, 2021, 29(8):732-738. DOI:10.11943/CJEM2021092.

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  • 收稿日期: 2021-04-07
  • 最后修改日期: 2021-07-07
  • 录用日期: 2021-07-02
  • 在线发布日期: 2021-07-05
  • 出版日期: 2021-08-25