Quantum-chemical Investigation of Substituted s-Tetrazine Derivatives as Energetic Materials

• Published in: Bulletin of the Korean Chemical Society 2012, 33(2), , pp.564-570
• Main Authors: Ghule, Vikas D., Sarangapani, Radhakrishnan, Jadhav, Pandurang. M., Tewari, Surya. P.
• Format: Article
• Language: English
• Subjects: 화학
• ISSN: 0253-2964; 1229-5949
• DOI: 10.5012/bkcs.2012.33.2.564

s-Tetrazine is the essential candidate of many energetic compounds due to its high nitrogen content, enthalpy of formation and thermal stability. The present study explores the design of s-tetrazine derivatives in which different -NO2, -NH2 and -N3 substituted azoles are attached to the tetrazine ring via C-N linkage. The density functional theory (DFT) is used to predict the geometries, heats of formation (HOFs) and other energetic properties. The predicted results show that azide group plays a very important role in increasing HOF values of the s-tetrazine derivatives. The densities for designed molecules were predicted by using the crystal packing calculations. The introduction of -NO2 group improves the density as compared to -N3, and -NH2 groups and hence the detonation performance. Bond dissociation energy analysis and insensitivity correlations revealed that amino derivatives are better candidates considering insensitivity and stability. KCI Citation Count: 10