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Potential energetic salts of 5,5′-methylenedi(4H-1,2,4-triazole-3,4-diamine) cation: Synthesis, characterization and detonation performance
Energetic Materials Frontiers ( IF 3.3 ) Pub Date : 2022-01-29 , DOI: 10.1016/j.enmf.2022.01.002
Ramling S. Mathpati 1 , Abhishek Kumar Yadav 2 , Vikas D. Ghule 1 , Srinivas Dharavath 2
Affiliation  

1,2,3-Triazole and 1,2,4-triazole have been vigorously used in energetic materials research. Among these two, 1,2,4-triazole has been a widely used backbone in designing new energetic materials with improved performance. This study showed the synthesis of nitrogen-enriched dianionic energetic salts (36) based on methylene bridged 3,4-diamino-1,2,4-triazole combined with nitrate, perchlorate, picrate, and azide anions. Structures of 5,5′-methylenedi(4H-1,2,4-triazole-3,4-diamine) and its salts 4 and 5 were confirmed by single-crystal X-ray diffraction studies, showing a strong hydrogen-bonding network owing to the presence of –NH2 groups, numerous oxygen and nitrogen atoms in the structure. The DSC results indicate acceptable thermal stabilities with the observed decomposition temperatures over 180 °C. All the compounds are dense (1.70–1.86 g cm−3) and exhibit reasonable detonation velocities (7.49–8.99 km s−1) and pressures (21.9–28.2 GPa). Interestingly, salt 6 possess detonation velocity comparable to that of RDX. These properties illustrate that incorporating a methylene bridge in a 3,4-diamino-1,2,4-triazole ring can effectively support the progress of mechanically insensitive and thermally stable energetic compounds in future research.



中文翻译:

5,5'-亚甲基二(4H-1,2,4-三唑-3,4-二胺)阳离子的潜在高能盐:合成、表征和爆轰性能

1,2,3-三唑和1,2,4-三唑在含能材料研究中得到了广泛的应用。在这两者中,1,2,4-三唑一直是设计具有改进性能的新型含能材料的主要骨架。本研究展示了基于亚甲基桥接的 3,4-二氨基-1,2,4-三唑与硝酸根、高氯酸根、苦味酸根和叠氮阴离子合成富氮双阴离子高能盐 ( 3-6 ) 。5,5'-亚甲基二(4H-1,2,4-三唑-3,4-二胺)及其盐45的结构通过单晶X射线衍射研究得到证实,显示出强氢键网络由于存在–NH 2基团,结构中的许多氧和氮原子。DSC 结果表明热稳定性可接受,观察到的分解温度超过 180 °C。所有化合物都是致密的 (1.70–1.86 g cm -3 ) 并表现出合理的爆速 (7.49–8.99 km s -1 ) 和压力 (21.9–28.2 GPa)。有趣的是,盐6的爆速与 RDX 相当。这些性质表明,在 3,4-二氨基-1,2,4-三唑环中加入亚甲基桥可以有效地支持未来研究中机械不敏感和热稳定的含能化合物的进展。

更新日期:2022-01-29
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