Theoretical investigation of nitrogen-rich high-energy-density materials based on furazan substituted s-triazine

Abstract

A series of furazan substituted s-triazine derivatives were designed and investigated theoretically as potential nitrogen-rich high-energy-density materials in this work. Density functional theory (DFT) methods were used to predict the heats of formation (HOFs) and compounds structure was optimized at B3PW91/6-31G++ (d,p) level. The explosive detonation parameters were calculated based on Kamlet−Jacobs equations and Born−Haber cycle. The presence of the −NO2 and − NH2 groups in the same structure were found to be helpful in improving structural stability through intramolecular weak interactions. Most of the designed compounds were characterized by high HOFs (solid-phase heat of information 71.01–518.20 kJ/mol) and crystal density values (1.74–1.90 g/cm3). In the analysis of frontier molecular orbital that some designed compounds chemical activity similar with TATB, but show better detonation performance. The predicted results reveal that some designed nitrogen-rich compounds outperform traditional energetic materials and may be considered as potential candidates for high-energy materials.

BRIEFS A series of furazan substituted s-triazine derivatives were designed and investigated theoretically as potential nitrogen-rich high-energy-density materials and most of the compounds exhibit high solid phase heat of information and fascinating detonation properties

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Funding

The work was supported by the National Natural Science Foundation of China (no. 21875109) and the Fundamental Research Funds for the Central Universities (no. 30919011217).

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Correspondence to Jing Hou or Bin-Dong Li.

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Total energies (E0), zero-point correction (ZPE), and thermal correction to enthalpy (∆HT) at the B3PW91/6-31G++(d,p) level and experimental HOFgas for the reference compounds; the molecular mass(M), the van der Waals volume (Vm),the area of the isosurface of 0.001 electrons/bohr3 electronic density(A) and the muitiplication of the degree of balance between the positive and negative surface potentials and a measure of variability of the electrostatic potential(\(v{\sigma}_{tot}^2\)); highest occupied molecular orbital energy, lowest unoccupied molecular orbital energy and HOMO-LUMO gap of the designed energetic materials; designed isodesmic reactions used to calculate gas phase heat of formation for the designed compounds; selective structural parameters of compounds II-07 and III-05; the van der Waals surface and the number of surface Minima-maxima of the designed compounds simulated By Multiwfn.

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Huang, Y., Zhang, Q., Zhan, L. et al. Theoretical investigation of nitrogen-rich high-energy-density materials based on furazan substituted s-triazine. J Mol Model 26, 175 (2020). https://doi.org/10.1007/s00894-020-04414-4

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Keywords

  • Nitrogen-rich heterocycle
  • Energetic materials
  • 1,2,5-Oxadiazole
  • s-Triazine