Studies on the Synthesis and Properties of Energetic Ionic Liquids Based on Imidazolium Compounds

doi:10.6023/cjoc201511034

Abstract

Starting from N-methylimidazole, 1,2-dimethylimidazole and 2-chloroethanol, a series of imidazolium-based energetic ionic liquids were synthesized via quaternization, nitration and metathesis reactions. All the energetic ionic liquids were characterized by ultraviolet visible spectrum (UV-Vis), infrared spectrum (IR), mass spectrometry (MS), nuclear magnetic resonance (NMR) and elemental analysis. The solubility study of these ionic liquids was carried out with commonly used organic solvents, which showed that the energetic ionic liquids dissolved easily in polar solvents. Moreover, the ionic liquids had good thermo-stabilities indicated by thermal gravimetric analysis (TG-DTG) and differential scanning calorimetry (DSC). TG-DTG analyses showed that N-nitrooxyethylimidazolium nitrate decomposed at about 160 ℃ and N-hydroxyethylimida-zolium ionic salts decomposed above 190 ℃. Furthermore, there was an obvious glass transition process for the energetic ionic liquids based on 1-(2-nitrooxyethyl)-3-methylimidazolium and N-hydroxyethylimidazolium during the secondary heating process of DSC, which was the unique property of ionic liquids. Their densities and standard enthalpies of formation and detonation properties were calculated and analyzed.

Key words: energetic materials, quaternary ammonium, metathesis, thermal properties, detonation properties

Cite this article

Liu Yuejia, Zhang Xiaojuan, Ning Hongli, Yang Haijun. Studies on the Synthesis and Properties of Energetic Ionic Liquids Based on Imidazolium Compounds[J]. Chin. J. Org. Chem., 2016, 36(5): 1133-1142.

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