2-Hydrazonyl-Propandihydrazide - A Versatile Precursor for High-Energy Materials

被引:3
作者
Harter, Alexander G. [1 ]
Klapoetke, Thomas M. [1 ]
Riedelsheimer, Christian [1 ]
Stierstorfer, Joerg [1 ]
Strobel, Sebastian M. [1 ]
Voggenreiter, Michael [1 ]
机构
[1] Ludwig Maximilian Univ Munich, Dept Chem, Butenandtstr 5-13, D-81377 Munich, Germany
关键词
Energetic materials; Precursors; Structure elucidation; Triazole; Toxicity assessment;
D O I
10.1002/ejic.202200100
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
In this work, 2-hydrazonyl-propandihydrazide (2), a new precursor for energetic materials based on diethyl 2,2-diazidomalonate (1) was investigated. Therefore, its versatility was shown by various secondary reactions, including formation of energetic salts (3-5), the synthesis of a nitrogen-rich bistriazole (10) and a highly instable diazido derivative (6). In addition, a Curtius degradation could be observed in detail. When possible, the compounds were analyzed by low temperature X-ray diffraction. All measurable compounds were analyzed by H-1 and C-13 NMR spectroscopy, elemental analysis, differential thermal analysis (DTA) and regarding their sensitivity towards impact and friction according to BAM standard techniques. All promising compounds were evaluated regarding their energetic behavior using the EXPLO5 code (V6.05) and compared to RDX and CL-20. In addition, compound 2 was investigated towards its aquatic toxicity, using the bioluminescent bacteria vibrio fischeri.
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页数:8
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