Synthesis and Properties of Bis(nitrocarbamoylethyl) Nitramine - A New Energetic Open-Chain Nitrocarbamate

摘要

The nitrocarbamate derivative of the well-known and intensively investigated nitro ester DINA was prepared and studied. Starting with bis(hydroxyethyl) nitramine obtained from DINA, the corresponding carbamate was obtained by treatment with chlorosulfonyl isocyanate (CSI). Using fuming nitric acid only as nitration reagent, the target compound bis(nitrocarbamoylethyl) nitramine was synthesized. Furthermore, a route to the salt bis(nitrocarbamoylethyl)ammonium nitrate by a simple two step synthesis starting from diethanolamine was revealed. The compounds were fully characterized by NMR spectroscopy, X-ray diffraction, differential thermal analysis, vibrational analysis and elemental analysis. The sensitivities towards impact and friction of the energetic compounds were measured, as well as their energetic properties determined by using the energies of formation, calculated on the CBS4-M level of theory, with the EXPLO5 computer code.