Integrating <i>N</i> , <i>N</i> ′-Azo and <i>N</i> -Nitramino Motifs within a Triazolone Framework toward a High-Energy-Density Energetic Material

Designing molecular architectures that simultaneously deliver high energy density and good detonation performance remains a central challenge in the development of advanced energetic materials. Here, we demonstrate a molecular design strategy that integrates an <i>N</i>,<i>N</i>'-azo linkage and <i>N</i>-nitramino functionalities within a triazolone framework, yielding a new class of two high-energy-density compounds (<b>2</b> and <b>3</b>). Their structures were confirmed by NMR, IR spectroscopy, elemental analysis, and single-crystal X-ray diffraction. Notably, compound <b>3</b> exhibits an excellent detonation performance (<i>D</i>_v = 9457 m s^-1, <i>P</i> = 39.2 GPa). Overall, this work demonstrates a design principle for coupling nitrogen-chain extension with nitramino substitution, which may contribute to the development of energetic compounds with improved detonation performance.