Abstract
In this study, we present the synthesis of 5‐(3,5‐dinitro‐1H‐pyrazol‐4‐yl)‐1H‐tetrazole and its energetic derivatives starting from 4‐amino‐3,5‐dinitropyrazole, which was diazotized and cyanide substituted. A subsequent cycloaddition reaction with sodium azide led to 5‐(3,5‐dinitro‐1H‐pyrazol‐4‐yl)‐1H‐tetrazole (3). Several alkaline metal and nitrogen‐rich salts were prepared and characterized by low‐temperature X‐ray diffraction. Additionally, all compounds were analyzed by vibrational spectroscopy (IR), 1H, 13C and 14N NMR spectroscopy, elemental analysis and differential thermal analysis (DTA). Additionally, the heats of formation for selected compounds were calculated using the atomization method based on CBS‐4M enthalpies as well as important detonation parameters by using the EXPLO5 code (V6.05). Furthermore, the sensitivities of 3 and all synthesized salts toward friction, impact and electrostatic discharge according to BAM (Bundesamt für Materialforschung) were determined and compared to RDX.
Highlights
The demand for new energetic materials has risen sharply in recent years, as the field of application has been extended to the military sector, and to an increasing number of civilian sectors, such as aerospace technology and the automotive industry.[1,2,3] Increasingly specialized fields of application constantly present new challenges in the development of suitable substances.[4,5] Some key characteristics every new HEDM to be developed should meet are a high decomposition temperature, which is especially important for temperature resistant materials
H2DNPT (3) was obtained by a reaction using a modified procedure of Sharpless and co-workers, which has a broad approach in the synthesis of C–C fused tetrazole azole compounds.[18,32,33,34]
We report an innovative synthesis leading to a previously unknown C–C connection of a dinitropyrazole moiety with a tetrazole ring
Summary
The demand for new energetic materials has risen sharply in recent years, as the field of application has been extended to the military sector, and to an increasing number of civilian sectors, such as aerospace technology and the automotive industry.[1,2,3] Increasingly specialized fields of application constantly present new challenges in the development of suitable substances.[4,5] Some key characteristics every new HEDM to be developed should meet are a high decomposition temperature, which is especially important for temperature resistant materials. Only the low temperature X-ray crystal structures of the neutral compound 3 and anhydrous derivatives 4, 5, 7 and 8 are discussed. 1,5-Diamino-tetrazol-4-ium 3,5-dinitro-4-(tetrazol-5-yl)pyrazolate (1,5-DATH)HDNPT (5) crystallizes in the monoclinic space group C2/c with a cell volume of 2395.10(25) Å3 and eight molecular moieties in the cell unit.
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Free) 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
