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Theoretical investigations on the structure, density, thermodynamic and performance properties of amino-, methyl-, nitroso- and nitrotriazolones

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Abstract

We have studied herein the effect of position and the number of -NO, -NO2, -NH2 and -CH3 groups on the structure, stability, impact sensitivity, density, thermodynamic and detonation properties of triazolones by performing density functional theory calculations at the B3LYP/aug-cc-pVDZ level. The optimized structures, vibrational frequencies and thermodynamic values for triazolones have been obtained in their ground state. Kamlet-Jacob equations were used to calculate the detonation velocity and detonation pressure of model compounds. The detonation properties of NNTO (D 8.75 to 9.10 km/s, P 34.0 to 37.57 GPa), DNTO (D 8.80 to 9.05 km/s, P 35.55 to 38.27 GPa), ADNTO (D 9.01 to 9.42 km/s and P 37.81 to 41.10 GPa) and ANNTO (D 8.58 to 9.0 km/s, P 30.81 to 36.25 GPa) are compared with those of 1,3,5-trinitro-1,3,5-triazine (RDX) (D 8.75 km/s, P 34.70 Gpa) and octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine (HMX) (D 8.96 km/s, P 35.96 GPa). The designed compounds satisfy the criteria of high energy materials.

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Acknowledgments

We are grateful to the referees for enlightening comments and useful suggestions. We thank Defense Research Development Organization, India for the financial assistance through Advanced Centre of Research in High Energy Materials.

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Authors and Affiliations

  1. Advanced Centre of Research in High Energy Materials, University of Hyderabad, Hyderabad, 500 046, India

    P. Ravi & Suyra P. Tewari

  2. Department of Chemistry, University College of Engineering, Andhra University, Visakhapatnam, 530 003, India

    Bonige K. Babu

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  1. P. Ravi
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Correspondence to P. Ravi.

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Ravi, P., Babu, B.K. & Tewari, S.P. Theoretical investigations on the structure, density, thermodynamic and performance properties of amino-, methyl-, nitroso- and nitrotriazolones. J Mol Model 19, 33–48 (2013). https://doi.org/10.1007/s00894-012-1515-z

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  • DOI: https://doi.org/10.1007/s00894-012-1515-z

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