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Synthesis and Characterization of New Melt‐cast Energetic Salts: Dipotassium and Diaminoguanidinium N,N′ ‐Dinitro‐ N,N′ ‐Bis(3‐dinitromethyl‐furazanate‐4‐yl)methylenediamine
Author(s) -
Ma Qing,
Gu Hao,
Huang Jinglun,
Liu Dabin,
Li Jinshan,
Fan Guijuan
Publication year - 2018
Publication title -
propellants, explosives, pyrotechnics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.56
H-Index - 65
eISSN - 1521-4087
pISSN - 0721-3115
DOI - 10.1002/prep.201700164
Subject(s) - detonation velocity , differential scanning calorimetry , trifluoroacetic anhydride , energetic material , detonation , thermal decomposition , trifluoroacetic acid , explosive material , decomposition , infrared spectroscopy , chemistry , single crystal , thermal stability , crystal structure , medicinal chemistry , organic chemistry , crystallography , physics , thermodynamics
Diaminoguanidinium N,N′ ‐dinitro‐ N,N′ ‐bis(3‐dinitromethyl‐furazanate‐4‐yl)methylenediamine ( 5 ), a new melt‐cast energetic salt, was designed and synthesized via metathesis reaction from dipotassium N,N′ ‐dinitro‐ N,N′ ‐bis(3‐dinitromethyl‐furazanate‐4‐yl)methylenediamine ( 4 ) by using condensation of 3‐amino‐4‐chloroximinofurazan ( 1 ), followed by a mixture of fuming nitric acid and trifluoroacetic anhydride and then KI reduction. The target products were thoroughly characterized by NMR spectroscopy, vibrational spectroscopy (IR), elementary analysis, and differential scanning calorimetry (DSC). Single‐crystal X‐ray diffraction was employed for analyzing the crystal structure of 5 . Compound 4 not only exhibits two‐stages in decomposition properties but also behaves sensitivities as primary explosive ( IS : 2.5 J, FS : 216 N). Compound 5 exhibits excellent thermal stability (onset m.p. 113 °C, onset dec. 282 °C) which is superior to those of RDX and approach those of TNT. Different from RDX, 5 exhibits better impact and friction sensitivity ( IS : 20 J, FS : 128 N). Worth noting that, the detonation velocity of 5 ( D : 8500 m s −1 ) is comparable with that of RDX.