Journal of Central South University

, Volume 18, Issue 5, pp 1395–1401 | Cite as

Stability, detonation properties and pyrolysis mechanisms of polynitrotriprismanes C6H6−n(NO2)n (n=1−6)

  • Zhong-hai Tang (唐忠海)
  • Yong-zhong Ouyang (欧阳永中)
  • Yi-zeng Liang (梁逸曾)Email author
  • Li-qun Rao (饶力群)


To further test whether polynitriprismanes are capable of being potential high energy density materials (HEDMs), extensive theoretical calculations were carried out to investigate on a series of polynitrotriprismanes (PNNPs): C6H6−n(NO2)n (n=1−6). Heats of formation (HOFs), strain energies (SE), and disproportionation energy (DE) were obtained using B3LYP/6-311+G(2df, 2p)//B3LYP/6-31G* method by designing different isodesmic reactions, respectively. Detonation properties of PNNPs were obtained by the well-known KAMLET-JACOBS equations, using the predicted densities (ρ) obtained by Monte Carlo method and HOFs. It is found that they increase as the number of nitro groups n varies from 1 to 6, and PNNPs with n≥4 have excellent detonation properties. The relative stability and the pyrolysis mechanism of PNNPs were evaluated by the calculated bond dissociation energy (BDE). The comparison of BDE suggests that rupturing the C-C bond is the trigger for thermolysis of PNNPs. The computed BDE for cleavage of C-C bond (88.5 kJ/mol) further demonstrates that only the hexa-nitrotriprismane can be considered to be the target of HEDMs.

Key words

high energy density materials polynitrotriprismanes heats of formation strain energies disproportionation energy bond dissociation energy 


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Copyright information

© Central South University Press and Springer-Verlag Berlin Heidelberg 2011

Authors and Affiliations

  • Zhong-hai Tang (唐忠海)
    • 1
    • 2
  • Yong-zhong Ouyang (欧阳永中)
    • 1
  • Yi-zeng Liang (梁逸曾)
    • 1
    Email author
  • Li-qun Rao (饶力群)
    • 2
  1. 1.School of Chemistry and Chemical Engineering, Research Center of Modernization of Chinese MedicinesCentral South UniversityChangshaChina
  2. 2.College of Bioscience and BiotechnologyHunan Agriculture UniversityChangshaChina

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