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Synthesis and Properties of Energetic Materials Based on 1,3‐Diazocyclopentane
Author(s) -
Jin Xinghui,
Xiao Menghui,
Wang Changying,
Zhang Chong,
Zhou Jianhua,
Hu Bingcheng
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201801525
Subject(s) - detonation , isodesmic reaction , chemistry , standard enthalpy of formation , detonation velocity , energetic material , molecular orbital , crystal structure , single crystal , atomic orbital , explosive material , computational chemistry , analytical chemistry (journal) , organic chemistry , crystallography , molecule , physics , quantum mechanics , electron
A family of biheterocyclic energetic materials based on 1,3‐diazocyclopentane were synthesized and characterized by IR, NMR, MS, and elemental analysis. The crystal structures of compounds 8 and 9 were determined by single‐crystal X‐ray diffraction. Heats of formation, detonation properties were calculated by isodesmic reactions and Kamlet–Jacobs equations, respectively. The safety parameters associated with impact sensitivity and friction sensitivity were also investigated. It is noteworthy that compounds 5 and 6 possess excellent detonation properties (detonation velocities were 8.89 and 8.66 km s –1 ; detonation pressures were 35.8 and 32.7 GPa, respectively) and acceptable sensitivities (impact sensitivities were 10 and 13 J; friction sensitivities were 103 and 87 N, respectively). In addition, electronic properties (such as frontier molecular orbitals, electronic densities and electrostatic potentials) of compounds 5 and 6 were also simulated accurately to give an assessment of their physicochemical properties.