The synthesis, property and reduction of high-nitrogen compound 3,3′,5,5′-tetraazido-4,4′-bis(1,2,4-triazole)

Polyiodo Azole-Based Metal–Organic Framework Energetic Biocidal Material for Synergetic Sterilization Applications

“…To prepare the target compound TIBT-Cu, 4,4′-bis-1,2,4-triazole was synthesized by a facile one-step procedure according to the literature method . Subsequently, tetraiodo-4,4′-bi-1,2,4-triazole (TIBT) was synthesized by reacting 4,4′-bis-1,2,4-triazole with iodine and potassium iodide in aqueous KOH solution.…”

“…To prepare the target compound TIBT-Cu, 4,4′-bis-1,2,4-triazole was synthesized by a facile one-step procedure according to the literature method. 50 Subsequently, tetraiodo-4,4′-bi-1,2,4triazole (TIBT) was synthesized by reacting 4,4′-bis-1,2,4triazole with iodine and potassium iodide in aqueous KOH solution. Dark green polyhedral crystals of TIBT-Cu were then solvothermally prepared by mixing Cu(NO 3 ) 2 •3H 2 O, KI, and TIBT in DMF-H 2 O solution at 120 °C for 24 h. All newly prepared compounds were fully characterized by nuclear magnetic resonance spectroscopy (NMR), Fourier transform infrared spectroscopy (FTIR), high-resolution mass spectroscopy (HRMS), high-resolution transmission electron microscopy (HRTEM), scanning electron microscopy (SEM), powder X-ray diffraction (PXRD), and elemental analyses.…”

NN bridged pyrazoles from nitrogen‐centered radicals: A comparative study of spin densities, molecular structures, and reactivities

“…In 2007, Garcia's group reported an improved synthetic route to II with a remarkably less reaction time (12 h) [26]. In addition, Chen's group prepared an N N bridged high-nitrogen heterocycle, 3,3 0 ,5,5 0 -tetraazido-4,4 0 -bis(1,2,4-triazole) (Figure 1B, III) through bromination and azidation of II [27]. Nevertheless, these methods usually suffer from tedious synthetic steps, low atom economy, and high reaction temperatures, which greatly limit their further applications.…”

Synthesis of Advanced Pyrazole and N–N-Bridged Bistriazole-Based Secondary High-Energy Materials

“…Interestingly, N–N-bonded azoles have not been explored much in the energetic field. In 2016, Lu et al reported 3,3′,5,5′-tetraazido-4,4′-bis­(1,2,4-triazole), which possess a low thermal stability (125 °C) and a high sensitivity (IS = 0.25 J), which cannot be used as a stable secondary energetic material …”

“…In 2016, Lu et al reported 3,3′,5,5′tetraazido-4,4′-bis(1,2,4-triazole), which possess a low thermal stability (125 °C) and a high sensitivity (IS = 0.25 J), which cannot be used as a stable secondary energetic material. 24 Many such substances have great detonation performance but are sensitive and lack stability. Additionally, the synthesis of nitro pyrazole-based energetic materials involves multistep reactions, resulting in a low yield and high cost.…”