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Syntheses and Promising Properties of Dense Energetic 5,5′‐Dinitramino‐3,3′‐azo‐1,2,4‐oxadiazole and Its Salts
Author(s) -
Tang Yongxing,
Gao Haixiang,
Mitchell Lauren A.,
Parrish Damon A.,
Shreeve Jean'ne M.
Publication year - 2016
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201600068
Subject(s) - oxadiazole , chemistry , combinatorial chemistry , materials science , polymer chemistry , organic chemistry
A planar energetic molecule with high density, 5,5′‐dinitramino‐3,3′‐azo‐1,2,4‐oxadiazole ( 4 ), was obtained by the nitration of 5,5′‐diamino‐3,3′‐azo‐1,2,4‐oxadiazole using 100 % nitric acid. In addition, selected nitrogen‐rich salts were prepared. Of them, the neutral compound 4 and its hydroxylammonium salt, 6 , were further confirmed by single‐crystal X‐ray diffraction. Physicochemical and energetic properties including density, thermal stability, and sensitivity were investigated. The energetic performance from the calculated heats of formation and experimental densities indicates that many of them have potential applications as energetic materials.