N, N’-methylene-bridged nitroiodoazoles: Biocidal compounds with enhanced thermal stability

Facing biological hazards from biological weapons or natural sources, the development of biocidal materials with excellent comprehensive properties is an urgent problem requiring a solution. Based on the strategy of functional integration, we designed and synthesized polyiodide compounds as ingredients of agent defeat weapons (ADWs) with good detonation performance and high decomposition temperature. Here, four compounds of ANTI, DI-4NO₂-MZ, DANTAI and DDI were prepared by simple steps. All of the new compounds were fully characterized by NMR and IR spectroscopy, elemental analysis, and DSC. The structural features of ANTI and DANTAI were also investigated via single-crystal X-ray diffraction. Compound ANTI (ρ = 2.50 g cm⁻³; D = 6387 m s⁻¹; P = 26.33 GPa) has superior detonation properties, which are quite close to TNT (ρ = 1.65 g cm⁻³; D = 6881 m s⁻¹; P = 19.5 GPa). Compared with monocyclic functional integrated materials, its bridged compound DANTAI has better comprehensive properties (D = 5702 m s⁻¹, P = 18.96 GPa), and its thermal stability was greatly improved, with a decomposition temperature of 347 °C. These compounds synthesized by the strategy of functional integration have excellent comprehensive properties as biocidal materials. This strategy may provide the possibility for the syntheses of ADWs in the future.