Azo substituted 1,2,4-oxadiazoles as insensitive energetic materials

被引：50
|
作者：
Thottempudi, Venugopal [1 ]
Zhang, Jiaheng [1 ]
He, Chunlin [1 ]
Shreeve, Jean'ne M. [1 ]
机构：
[1] Univ Idaho, Dept Chem, Moscow, ID 83844 USA
来源：
RSC ADVANCES | 2014年 / 4卷 / 92期
关键词：
HIGH-DENSITY; IONIC LIQUIDS; SALTS; TRINITROMETHYL; DERIVATIVES; COMPOUND;
D O I：
10.1039/c4ra10821c
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
5,5'-Diamino-3,3'-azo-1,2,4-oxadiazole (3) was synthesized by reacting 3,5-diamino-1,2,4-oxadiazolewith potassium permanganate in the presence of an organic solvent. Nitration of 5-amino-3-azo-1,2,4-oxadiazole gave rise to the 1,2,4-oxadiazolone (4) directly rather than the nitramine compound. Energetic salts of oxadiazolone 4 were prepared by treating with amine bases. These high nitrogen compounds were fully characterized using IR and multinuclear NMR spectroscopy, elemental analysis, and differential scanning calorimetry (DSC), and, in case of 3, with single crystal X-ray structuring. All the azo-substituted 1,2,4-oxadiazoles are impact insensitive materials.
引用
收藏
页码：50361 / 50364
页数：4
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