Compounds based on 3-amino-4-(5-methyl-1, 2, 4-oxadiazol-3-yl)furazan as insensitive energetic materials. (11th January 2017)

• Record Type: Journal Article
• Authors: Yu, Qiong; Cheng, Guangbin; Ju, Xuehai; Lu, Chunxu; Lin, Qiuhan; Yang, Hongwei
• Is Part Of: New journal of chemistry. Volume 41:Number 3(2017)
• Page Start: 1202
• Page End: 1211
• Publication Date: 2017-01-11
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/c6nj03333d
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : Insensitivity: Derivatives based on 3-amino-4-(5-methyl-1, 2, 4-oxadiazol-3-yl)furazan were synthesized and characterized. Most of these compounds are thermally stable and insensitive which make them competitive replacement as insensitive energetic materials. Abstract : 3-Amino-4-(5-methyl-1, 2, 4-oxadiazol-3-yl)furazan was synthesized by reacting 4-amino- N ′-hydroxy-1, 2, 5-oxadiazole-3-carboximidamide with acetamide at a high temperature of 180 °C. N -Trinitroethylamino derivatives and energetic salts based on 3-amino-4-(5-methyl-1, 2, 4-oxadiazol-3-yl)furazan, which is a combination of 1, 2, 5- and 1, 2, 4-oxadizaole rings, were synthesized and fully characterized by multinuclear NMR spectroscopy, IR, and elemental analysis. And, the structures of compounds1, 3, 4, 7, 9 were further confirmed by single crystal X-ray diffraction. The thermal stabilities of1–12 were determined by thermogravimetric analysis (TG) and differential scanning calorimetry (DSC), indicating that the reported compounds have moderate thermal stabilities (172–246 °C, except for3 159 °C). Compounds1, 4–12 are insensitive towards impact (≥40.1 J) and friction (≥360 N) which were measured by standardized impact and friction tests. Detonation performance was obtained based on the calculated heats of formation and measured densities which indicated that most of these materials are superior to TNT.