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Synthesis of 1-Amino-2,4-Dinitroimidazole Optimized by Online Infrared Spectroscopy and its Energetic Properties
Yanyang Qu1, Ya Chen1, Yu Chi1
1Institute of Chemical Materials, China Academy of Engineering Physics, Mianyang Sichun, 621900, P. R. China.
Abstract:
The optimization of the reaction conditions (solvent, reaction time, and aminating agent) for the synthesis of 1-amino-2,4-dinitroimidazole (3) by monitoring the reaction with online infrared spectroscopy is reported in this study. First, the thermal characteristics of 3 were studied by using differential scanning calorimetry (DSC; using heating rates of 2.5, 5, 10, and 20 K min-1 ), thermogravimetric analysis (TG), and the thermal explosion method. The Kissinger and Ozawa methods were used to calculate the average activation energy for the formation of 3; with logarithmic frequency factors (ln A) of 21.04 and 9.62, and activation energies (Ea ) of 98.68 and 102.28 kJ mol-1 , respectively. Compound 3 and its reaction precursors 2,4-dinitroimidazole (1) and 1,4-dinitroimidazole were characterized by single-crystal X-ray diffraction. Compound 3 is shown to have good energetic properties, as determined through EXPLO5 v6.02 and actual measurement. Furthermore, this energetic material is found to have low impact sensitivity (IS>40 J) and friction sensitivity (FS>360 N).
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