Symmetric Refunctionalization of Diaminodinitropyrazine with Hydrazine and Aminotetrazole: Strategy for Enhancing Detonation Performance and Safety in Energetic Materials.

Two novel nitrogen-rich green energetic compounds were synthesized for the first time from readily available and cost-effective pyrazine starting materials. All newly synthesized molecules were comprehensively characterized, including infrared spectroscopy, nuclear magnetic resonance, elemental analysis, mass spectrometry, and thermogravimetric analysis-differential scanning calorimetry. All compounds have additionally been validated by single-crystal X-ray diffraction analysis. The physicochemical properties of compounds 2 , 4 , and 5 were thoroughly investigated. Notably, all compounds exhibit remarkable performance, such as a high density (>1.84 g cm -3 ), excellent detonation properties (VOD > 8582 m s -1 , and DP > 31.3 GPa), outstanding thermostability (>205 °C), and high insensitivity (IS > 35 J, and FS = 360 N). These attributes are quite comparable to those of secondary benchmark explosives such as TATB, RDX, LLM-105, and FOX-7. This tuned performance evidences that the incorporation of hydrazine, nitro, and aminotetrazole into the pyrazine framework fosters robust nonbonded interactions, ultimately enhancing thermal stability and reducing sensitivity. The findings of this study not only signify that compounds 2 and 5 have excellent detonation properties and stability but also prove that the strategy of replacing amino groups with hydrazine and aminotetrazole is a practical means of developing new insensitive energetic materials.