Litcius/Paper detail

Balancing Energy and Stability of Nitroamino-1,2,4-Oxadiazoles through a Planar Bridge

Jatinder Singh, Richard J. Staples, Jean’ne M. Shreeve

2022Organic Letters20 citationsDOI

Abstract

By integrating two approaches─an ethene bridge to enhance safety and planarity to support good density─we have achieved new high-energy-density materials 4–8. Compounds 4–8 show good detonation performance (Dv = 8037–9305 m s–1 and DP = 24.7–33.4 GPa) and large enthalpies of formation (260.1–1444.9 kJ mol–1). The detonation velocity of compound 8 (9305 ms–1) approaches that of HMX (9320 ms–1), which suggests it is a competitive high-energy-density material.

Topics & Concepts

Planarity testingDetonationDetonation velocityChemistryBridge (graph theory)PlanarStandard enthalpy of formationEnergy densityComputational chemistryExplosive materialNanotechnologyPhysical chemistryCrystallographyEngineering physicsOrganic chemistryMaterials sciencePhysicsInternal medicineComputer scienceComputer graphics (images)MedicineEnergetic Materials and CombustionFullerene Chemistry and ApplicationsThermal and Kinetic Analysis