Structural Chemistry

, Volume 28, Issue 3, pp 645–654 | Cite as

The effect of nitro groups on the structures and energetic properties of the derivatives composed of TATB and cubane

Original Research


Based on the successful experience of synthesis of the TATB (1, 3, 5-triamino-2, 4, 6-trinitrobenzene) and cubane, we propose to consider their nitro derivatives combined by C–N bond as a series of high energy density compounds. First principles molecular orbital calculations have been used to investigate the structural and energetic properties, including the heat of formation, density, detonation performance, and impact sensitivity. Natural bond orbital analysis was carried out to investigate the influence of substituents on the electron delocalization. The results implied that the inclusion of nitro group will decrease the stability of cage skeleton and weaken the C–NO2 bond. The calculated heats of formation, density, detonation velocity, and detonation pressure are positive and large. The results revealed that two of five derivatives have the close performance and sensitivity to those of CL-20, indicating that they may be explored as new potential high energy materials. Leave them with the notable value to dig out.


Cage High energy density compound Detonation performance Stability Sensitivity 



This project is supported by the research fund of ChuZhou University under Nos. 2014qd039 and 2015qd13.


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Copyright information

© Springer Science+Business Media New York 2016

Authors and Affiliations

  1. 1.College of Material and Chemical EngineeringChuZhou UniversityChuzhouChina
  2. 2.School of Chemical EngineeringNanjing University of Science and TechnologyNanjingChina

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