Synthesis and characterization of imidazo[1,2-d][1,2,4]oxadiazole-functionalized furazan energetic compounds

被引：0

作者：

Chen, Peng ^{[1
,2
]}

Dou, Hui ^{[3
]}

Liu, Suyun ^{[4
]}

He, Chunlin ^{[1
,2
,5
]}

机构：

[1] Beijing Inst Technol, Sch Mat Sci & Engn, Beijing, Peoples R China

[2] Beijing Inst Technol, Expt Ctr Adv Mat, Sch Mat Sci & Engn, Beijing, Peoples R China

[3] China North Chem Res Inst Grp Co Ltd, Beijing, Peoples R China

[4] Shanxi North Xingan Chem Ind Co Ltd, Taiyuan, Peoples R China

[5] Beijing Inst Technol, Sch Mat Sci & Engn, Beijing 100081, Peoples R China

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2023年 / 60卷 / 12期

基金：

中国国家自然科学基金;

关键词：

D O I：

10.1002/jhet.4741

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two novel oxygen-containing imidazo[1,2-d][1,2,4]oxadiazole heterocycle compounds 2 and 3 were successfully synthesized by oxidation of the aminofurazan group. Compounds 2 and 3 were fully characterized by Fourier Transform Infrared, multinuclear NMR spectroscopy, elemental analysis, and single-crystal X-ray diffraction. Their properties were evaluated by measured density, impact, and friction sensitivities, calculated heat of formation, and detonation performances. Compound 2 has high density (1.87 g cm-3), good detonation velocity and pressure (D:8690 m s-1, P: 33.3 GPa), acceptable sensitivity (IS: 12 J, FS: 144 N), and its overall performance is comparable to RDX. Compound 3 has a better sensitivity (IS: 28 J, FS: 252 N), but the detonation performance is average (D:8008 m s-1, P: 27.4 GPa), which may be caused by its low packing index (70.9%) affecting its density (1.78 g cm-3). The oxidation of amino group in 4-(6-Nitroimidazo[1,2-d][1,2,4]oxadiazol-3-yl)-1,2,5-oxadiazol-3-amine to nitro groups or azo group was applied to enhance its energetic performances.image

引用

页码：2046 / 2052

页数：7

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