Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Structural Characterization and Thermal Behavior of a Novel Energetic Material: 1-Amino-1-(2,4-dinitrophenylhydrazinyl)-2,2-dinitroethylene

  • Ren, Xiaolei (Department of Chemical Engineering, Northwest University) ;
  • Zuo, Xiangang (College of Information Engineering, Henan Institute of Science and Technology) ;
  • Xu, Kangzhen (Department of Chemical Engineering, Northwest University) ;
  • Ren, Yinghui (Department of Chemical Engineering, Northwest University) ;
  • Huang, Jie (Department of Chemical Engineering, Northwest University) ;
  • Song, Jirong (Department of Chemical Engineering, Northwest University) ;
  • Wang, Bozhou (Xi'an Modern Chemistry Research Institute) ;
  • Zhao, Fengqi (Xi'an Modern Chemistry Research Institute)
  • Received : 2011.03.02
  • Accepted : 2011.05.22
  • Published : 2011.07.20
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Abstract

A novel energetic material, 1-amino-1-(2,4-dinitrophenylhydrazinyl)-2,2-dinitroethylene (APHDNE), was synthesized by the reaction of 1,1-diamino-2,2-dinitroethylene (FOX-7) and 2,4-dinitrophenylhydrazine in N-methyl pyrrolidone (NMP) at 110 $^{\circ}C$. The theoretical investigation on APHDNE was curried out by B3LYP/6-311+$G^*$ method. The IR frequencies analysis and NMR chemical shifts were performed and compared with the experimental results. The thermal behavior of APHDNE was studied by DSC and TG/DTG methods, and can be divided into two crystal phase transition processes and three exothermic decomposition processes. The enthalpy, apparent activation energy and pre-exponential factor of the first exothermic decomposition reaction were obtained as -525.3 kJ $mol^{-1}$, 276.85 kJ $mol^{-1}$ and $10^{26.22}s^{-1}$, respectively. The critical temperature of thermal explosion of APHDNE is 237.7 $^{\circ}C$. The specific heat capacity of APHDNE was determined with micro-DSC method and theoretical calculation method, and the molar heat capacity is 363.67 J $mol^{-1}K^{-1}$ at 298.15 K. The adiabatic time-to-explosion of APHDNE was also calculated to be a certain value between 253.2-309.4 s. APHDNE has higher thermal stability than FOX-7.

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References

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