Intramolecular Cyclization and Energetic Group Modifications for Thermally Stable and Low-Sensitivity Monocyclic Dinitromethyl Zwitterionic Pyrazoles DOI
Changlin Zhou,

Qingshan Xie,

Junqi Wang

et al.

Inorganic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 13, 2025

Zwitterionic energetic materials offer a unique combination of high performance and stability, yet their synthesis stability enhancement remain key challenges. In this study, we report the highly stable (dinitromethyl-functionalized zwitterionic compound, 1-(amino(iminio)methyl)-4,5-dihydro-1H-pyrazol-5-yl)dinitromethanide (4), with thermal decomposition temperature 215 °C, surpassing that most previously reported monocyclic zwitterions (Td < 150 °C). This compound was synthesized via intramolecular cyclization trinitromethyl-functionalized hydrazone precursor. Further chemical modifications, including nitration fluorination, enabled zwitterion-to-zwitterion transformations, resulting in formation nitramines 10 12. Additionally, perchlorate salt (8) 4 synthesized, along ammonium (13), guanidinium (14), potassium (15) salts derived from 10, all retaining properties. Physicochemical evaluations reveal zwitterion 12 exhibits excellent = 181 °C) an optimal balance between energy output (detonation velocity: 8329 m s-1, detonation pressure: 29.4 GPa) reduced sensitivity (impact sensitivity: 35 J, friction 320 N). Notably, 15 demonstrates superior 233 °C), exceeding RDX. These results expand design framework for contribute to development high-energy, low-sensitivity materials.

Language: Английский

Intramolecular Cyclization and Energetic Group Modifications for Thermally Stable and Low-Sensitivity Monocyclic Dinitromethyl Zwitterionic Pyrazoles DOI
Changlin Zhou,

Qingshan Xie,

Junqi Wang

et al.

Inorganic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 13, 2025

Zwitterionic energetic materials offer a unique combination of high performance and stability, yet their synthesis stability enhancement remain key challenges. In this study, we report the highly stable (dinitromethyl-functionalized zwitterionic compound, 1-(amino(iminio)methyl)-4,5-dihydro-1H-pyrazol-5-yl)dinitromethanide (4), with thermal decomposition temperature 215 °C, surpassing that most previously reported monocyclic zwitterions (Td < 150 °C). This compound was synthesized via intramolecular cyclization trinitromethyl-functionalized hydrazone precursor. Further chemical modifications, including nitration fluorination, enabled zwitterion-to-zwitterion transformations, resulting in formation nitramines 10 12. Additionally, perchlorate salt (8) 4 synthesized, along ammonium (13), guanidinium (14), potassium (15) salts derived from 10, all retaining properties. Physicochemical evaluations reveal zwitterion 12 exhibits excellent = 181 °C) an optimal balance between energy output (detonation velocity: 8329 m s-1, detonation pressure: 29.4 GPa) reduced sensitivity (impact sensitivity: 35 J, friction 320 N). Notably, 15 demonstrates superior 233 °C), exceeding RDX. These results expand design framework for contribute to development high-energy, low-sensitivity materials.

Language: Английский

Citations

0