Substituted triazolo-triazine derivatives as energetic materials: a computational investigation and assessment

Abstract

A series of energetic compounds were derived from [1,2,4]triazolo[1,5-a][1,3,5]triazine and azo-bridged fused backbone by introducing the –NO2, –NHNO2, –ONO2, –N3, and –NH2 explosophoric groups. The influence of explosophoric groups on energetic properties has been explored. All the compounds exhibit positive energy content (34.4–1955.4 kJ/mol) and densities (1.71–1.99 g/cm3) subject to fused triazole and triazine framework and various functional groups. The designed compounds with –NHNO2, –ONO2, and –NO2 functional groups possess high detonation velocities (8.23–9.00 km/s), pressures (30.94–37.68 GPa), Gurney velocities (2.70–2.88 km/s), and power index (109–131%) superior to TNT (6.94 m/s, 22.0 GPa, 2.37 km/s, and 118%) and comparable with RDX (8.60 km/s, 33.92 GPa, 2.93 km/s, and 169%) and HMX (8.90 km/s, 38.39 GPa, 2.97 km/s, and 169%). Based on high nitrogen and energy content, performance parameters, and sensitivity data, the designed compounds show high potential to be used as energetic materials.

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Acknowledgements

Anjali thanks UGC-CSIR, Ministry of Human Resource Development, Government of India for Junior Research Fellowship. RSM thank Armament Research Board, Defence R&D Organization, DRDO for research fellowship (No. ARMREB/CDSW/2019/211).

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Correspondence to Vikas D. Ghule.

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ESM 1

Computational details, selective structural parameters, and energetic properties related parameters of triazolo-triazine derivatives are given in the Supporting Information. (DOCX 1475 kb)

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Maan, A., Mathpati, R.S. & Ghule, V.D. Substituted triazolo-triazine derivatives as energetic materials: a computational investigation and assessment. J Mol Model 26, 184 (2020). https://doi.org/10.1007/s00894-020-04455-9

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Keywords

  • Energetic materials
  • DFT
  • Fused ring
  • Heat of formation
  • Detonation
  • Density