当前位置:
X-MOL 学术
›
J. Mater. Chem. A
›
论文详情
Our official English website, www.x-mol.net, welcomes your
feedback! (Note: you will need to create a separate account there.)
Synthesis and reactivity of 5-hydrazino-3-nitro-1,2,4-triazole (HNT): an amphoteric energetic platform
Journal of Materials Chemistry A ( IF 10.7 ) Pub Date : 2023-06-01 , DOI: 10.1039/d2ta09254a Loïc Habert 1 , Matthieu Daniel 1 , Pascal Palmas 1 , Eric Pasquinet 1
Journal of Materials Chemistry A ( IF 10.7 ) Pub Date : 2023-06-01 , DOI: 10.1039/d2ta09254a Loïc Habert 1 , Matthieu Daniel 1 , Pascal Palmas 1 , Eric Pasquinet 1
Affiliation
Here is described the first synthesis of 5-hydrazino-3-nitro-1,2,4-triazole (HNT), as a free base, from 5-bromo-3-nitro-1,2,4-triazole (BNT) in three steps. HNT was found to represent a valuable platform towards powerful and thermally stable energetic compounds. Its specific amphoteric properties were demonstrated through the synthesis of both cationic and anionic salts. Densities and enthalpies of formation of compounds 3-4, 6–8 and 12–15 were measured and the respective PCJ and DCJ were calculated using these experimental data. Among the compounds derived from HNT, perchlorate 7 exhibits remarkable properties, with a high density of 1.95 g cm−3 and an outstanding detonation velocity (9505 m s−1) and pressure (419 GPa), thus surpassing RDX in performance. The fused triazolo[4,3-b]triazole 4 also shows possibilities as a new potential heat-resistant explosive, due to its low sensitivity, high thermal stability (Tdec 313 °C) and overall performance data exceeding those of HNS. All compounds were fully characterized by 1H and 13C NMR (15N NMR for compounds 3, 4 and 16) spectroscopy, IR spectroscopy, MS, elemental analysis and single-crystal X-ray diffraction for compound 6.
中文翻译:
5-hydrazino-3-nitro-1,2,4-triazole (HNT) 的合成与反应性:一种两性能量平台
这里描述了 5-hydrazino-3-nitro-1,2,4-triazole ( HNT ) 的首次合成,作为游离碱,来自 5-bromo-3-nitro-1,2,4-triazole ( BNT )分三步。发现HNT代表了一个有价值的平台,用于开发功能强大且热稳定的高能化合物。通过阳离子和阴离子盐的合成证明了其特定的两性特性。测量了化合物3-4、6-8和12-15的密度和生成焓,并使用这些实验数据计算了各自的P CJ和D CJ 。在源自HNT的化合物中,高氯酸盐7表现出卓越的性能,具有1.95 g cm -3的高密度和出色的爆速(9505 ms -1)和压力(419 GPa),从而在性能上超过了RDX 。稠合三唑并[4,3- b ]三唑4由于其低灵敏度、高热稳定性( T dec 313 °C)和超过HNS的综合性能数据,也显示出作为新型潜在耐热炸药的可能性。所有化合物均通过1 H 和13 C NMR (化合物3 , 4和16的15 N NMR) 化合物6的光谱、红外光谱、质谱、元素分析和单晶 X 射线衍射。
更新日期:2023-06-01
中文翻译:
5-hydrazino-3-nitro-1,2,4-triazole (HNT) 的合成与反应性:一种两性能量平台
这里描述了 5-hydrazino-3-nitro-1,2,4-triazole ( HNT ) 的首次合成,作为游离碱,来自 5-bromo-3-nitro-1,2,4-triazole ( BNT )分三步。发现HNT代表了一个有价值的平台,用于开发功能强大且热稳定的高能化合物。通过阳离子和阴离子盐的合成证明了其特定的两性特性。测量了化合物3-4、6-8和12-15的密度和生成焓,并使用这些实验数据计算了各自的P CJ和D CJ 。在源自HNT的化合物中,高氯酸盐7表现出卓越的性能,具有1.95 g cm -3的高密度和出色的爆速(9505 ms -1)和压力(419 GPa),从而在性能上超过了RDX 。稠合三唑并[4,3- b ]三唑4由于其低灵敏度、高热稳定性( T dec 313 °C)和超过HNS的综合性能数据,也显示出作为新型潜在耐热炸药的可能性。所有化合物均通过1 H 和13 C NMR (化合物3 , 4和16的15 N NMR) 化合物6的光谱、红外光谱、质谱、元素分析和单晶 X 射线衍射。