Energetic Multifunctionalized Nitraminopyrazoles and Their Ionic Derivatives: Ternary Hydrogen-Bond Induced High Energy Density Materials.

Diverse functionalization was introduced into the pyrazole framework giving rise to a new family of ternary hydrogen-bond induced high energy density materials. By incorporating extended cationic interactions, nitramine-based ionic derivatives exhibit good energetic performance and enhanced molecula...

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Publicado en:Journal of the American Chemical Society Vol. 137; no. 14; pp. 4778 - 4787
Autores principales: Ping Yin, Parrish, Damon A., Shreeve, Jean'ne M.
Formato: Artículo
Publicado: American Chemical Society 4/15/2015
Materias:
Acceso en línea:Ver este registro en EBSCOhost
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        10.1021/jacs.5b00714
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        atl: Energetic Multifunctionalized Nitraminopyrazoles and Their Ionic Derivatives: Ternary Hydrogen-Bond Induced High Energy Density Materials.
      aug:
        au:
          Ping Yin
          Parrish, Damon A.
          Shreeve, Jean'ne M.
        affil:
          Department of Chemistry, University of Idaho, Moscow, Idaho 83844-2343, United States
          Naval Research Laboratory, Code 6030, Washington, D.C. 20375-5001, United States
      su:
        Hydrogen bonding
        Energy density
        Ionic crystals
        Molecules
        Gaussian function
      sug:
        subj:
          Hydrogen bonding
          Energy density
          Ionic crystals
          Molecules
          Gaussian function
      ab: Diverse functionalization was introduced into the pyrazole framework giving rise to a new family of ternary hydrogen-bond induced high energy density materials. By incorporating extended cationic interactions, nitramine-based ionic derivatives exhibit good energetic performance and enhanced molecular stability. Performance parameters including heats of formation and detonation properties were calculated by using Gaussian 03 and EXPLOS v6.01 programs, respectively. It is noteworthy to find that 5-nitramino-3,4- dinitropyrazole, 4, has a remarkable measured density of 1.97 g cm at 298 K, which is consistent with its crystal density (2.032 g cm, 150 K), and ranks highest among azole-based CHNO compounds. Energetic evaluation indicates that, in addition to the molecular compound 4, some ionic derivatives, 9, 11, 12, 17, 19, and 22, also have high densities (1.83-1.97 g cm), excellent detonation pressures and velocities (P, 35.6-41.6 GPa; v, 8880-9430 m s), as well as acceptable impact and friction sensitivities (IS, 4-30 J; FS, 40-240 N). These attractive features highlight the application potential of nitramino hydrogenbonded interactions in the design of advanced energetic material
      pubtype: Academic Journal
      doctype: Article
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    language: English
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