Multiple Hydrogen-Bond Modification of [1,2,5]Oxadiazolo[3,4-b]pyridine 1-Oxide Framework Enables Access to Low-Sensitivity High-Energy Materials

In this work, a fused-ring [1,2,5]oxadiazolo[3,4-b]pyridine 1-oxide framework with multiple modifiable siteswas utilizedto develop novel energetic materials with multiple hydrogen bonds.The prepared materials were characterized, and their energetic propertieswere extensively investigated. Among those studied, compound 3 exhibited high densities of 1.925 g cm(-3) at 295 K and 1.964 g cm(-3) at 170 K, with highdetonation performances (D (v): 8793 m s(-1) and P: 32.8 GPa), low sensitivities(IS: 20 J, FS: 288 N), and goodthermal stability (T (d): 223 degrees C). N-Oxide compound 4 had higher-energy explosive(D (v): 8854 m s(-1) and P: 34.4 GPa) and low sensitivities (IS:15 J and FS: 240 N). Compound 7 witha high enthalpy group (tetrazole) was determined as a high-energyexplosive (D (v): 8851 m s(-1), P: 32.4 GPa). Notably, the detonation propertiesof compounds 3, 4, and 7 weresimilar to high-energy explosive RDX (D (v): 8801 m s(-1) and P: 33.6 GPa).The results indicated that compounds 3 and 4 were potential low-sensitivity high-energy materials.

Automated summary

A fused-ring [1,2,5]oxadiazolo[3,4-b]pyridine 1-oxide framework was utilized to develop novel energetic materials with multiple hydrogen bonds. The prepared materials exhibited high densities and detonation performances, low sensitivities, and good thermal stability. Compounds 3 and 4 were identified as potential low-sensitivity high-energy materials.