Nitrogen-Rich Oxetanes Based on the Combination of Azides and Tetrazoles

Literature known energetic oxetane derivatives have a nitrogen content of up to 49.98 %. Through the introduction of azide and tetrazole functionalities attached to an oxetane ring, energetic oxetanes with higher nitrogen contents than previously reported in the literature were obtained. The newly synthesized oxetane derivatives were extensively characterized via H-1 NMR, C-13{H-1} NMR, N-14 NMR, N-15 NMR, H-1-N-15 HMBC, FT-IR spectroscopy and/or DTA. Their crystal structures were elucidated using X-ray diffraction, their sensitivities towards impact, friction and electrostatic discharge were determined and their energetic properties were calculated using the EXPLO5 code.