Abstract
Azo compounds with a high density, high enthalpy, and excellent detonation performance
have received increasing research attention. The conventional method of chemical dehydrogenation
that is used to form azo compounds involves the use of strong oxidants, resulting
in environmental pollution. Electrochemical organic synthesis is considered an old
method and a new technology. In this work, azofurazan tetrazole {H2AzFT; 5,5′-[diazene-1,2-diylbis(1,2,5-oxadiazole-4,3-diyl)]bis-1H-tetrazole} and azofurazan hydroxytetrazole (H2AzFTO) were synthesized by a green and efficient electrochemical dehydrogenation coupling
of 5-(4-aminofurazan-3-yl)-1H-tetrazole and 5-(4-aminofurazan-3-yl)-1-hydroxytetrazole, respectively. The structures
of H2AzFT and (NH4)2AzFTO were fully characterized by infrared spectroscopy, nuclear magnetic resonance,
and elemental analysis, and their thermal stabilities were determined by differential
thermal analysis.
Key words
azo compounds - energetic materials - electrochemistry - green chemistry - dehydrogenation
- coupling reaction
