jo9b02484_si_005.cif (17.2 kB)
Intermolecular Weak Hydrogen Bonding (Het-H-N/O): an Effective Strategy for the Synthesis of Monosubstituted 1,2,4,5-Tetrazine-Based Energetic Materials with Excellent Sensitivity
dataset
posted on 2019-12-06, 18:47 authored by Yingle Liu, Gang Zhao, Qiong Yu, Yongxing Tang, Gregory H. Imler, Damon A. Parrish, Jean’ne M. ShreeveA series of monosubstituted 1,2,4,5-tetrazine-based energetic
materials
was effectively synthesized and fully characterized with IR, multinuclear
nuclear magnetic resonance (NMR), and elemental analyses. Heats of
formation and detonation performances were determined using Gaussian
03 and EXPLO5 v6.01 programs, which show that 5 and 9 as secondary explosives have detonation velocities superior
to the current secondary-explosive benchmark, triaminotrinitrobenzene
(TATB). Importantly, compounds 2, 5, and 9 were first characterized with single-crystal X-ray diffraction
and Hirshfeld surface calculations, and some intermolecular weak hydrogen
bonds (Het-H-N/O) among these compounds illustrate the relationship
between these weak interactions and excellent sensitivity of energetic
materials. This design method for next-generation energetic materials
by incorporating intermolecular weak hydrogen bonds may be of future
importance.