[5,5]-Fused Heterocycle-Bridged Bistetrazoles Enable High-Energy and Insensitive Nitrogen-Rich Materials
Miao Li1, Zhiwei Zeng1, Yaqun Dong2
1School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Nanjing, China.
Abstract:
Constructing bridged bistetrazole frameworks is an established strategy for tuning the performance and safety of nitrogen-rich energetic materials. Here, we introduce a rigid [5,5]-fused heterocycle as a structural bridge to access a family of bistetrazole-based energetic compounds (2, 5, 6, and 2a-2d) through a concise and efficient synthetic route. These compounds exhibit high density (ρ = 1.79-1.90 g cm-3), excellent thermal stability (Td = 181-354°C), and favorable mechanical insensitivity (IS = 16-30 J; FS = 240-360 N). Notably, the energetic salts 2c (Dv = 9285 m s-1) and 2d (Dv = 9551 m s-1) outperform the benchmark explosive RDX (Dv = 8814 m s-1). These results demonstrate that [5,5]-fused-ring bridging provides an effective design principle for achieving synergistic enhancement of energy density and safety, offering a powerful platform for the development of next-generation energetic materials.
Related Concept Videos
Five-Membered Heterocyclic Aromatic Compounds: Overview
Aromatic Hydrocarbon Cations: Structural Overview
Removing one hydrogen from the intervening CH2 group...
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry
Nomenclature of Aryl and Heterocyclic Amines
Basicity of Heterocyclic Aromatic Amines
Structure of Amines


