DOI QR코드

DOI QR Code

Predictive Analysis on Explosive Performance and Sensitivity of 1-Substituted Trinitroimidazoles

트리나이트로이미다졸 치환체들의 화약성능 및 감도 예측 분석

  • Jeon, Yeongjin (Department of Weapon Systems Engineering, University of Science and Technology) ;
  • Kim, Hyoun-Soo (Department of Weapon Systems Engineering, University of Science and Technology) ;
  • Kim, Jin Seuk (The 4th Research and Development Institute, Agency for Defense Development) ;
  • Cho, Soo Gyeong (Department of Weapon Systems Engineering, University of Science and Technology)
  • 전영진 (과학기술연합대학원대학교 무기체계공학과) ;
  • 김현수 (과학기술연합대학원대학교 무기체계공학과) ;
  • 김진석 (국방과학연구소 제4기술연구본부) ;
  • 조수경 (과학기술연합대학원대학교 무기체계공학과)
  • Received : 2017.02.03
  • Accepted : 2017.07.21
  • Published : 2017.08.05

Abstract

Various chemical properties including density and heat of formation of 1-substitued trinitroimidazoles (TNIs) were estimated by using density functional theory (DFT). Using chemical properties estimated by DFT, explosive performance and sensitivity of 1-substitued TNIs were analyzed by following the ADD Method-1 procedure. The results were displayed on two-dimensional performance-sensitivity plot, and were compared with those of explosive molecules commonly used in many military systems. Different 1-substituents of TNI made that both explosive performance and impact sensitivity were changed significantly. Methyl substituted TNI became moderately insensitive and slightly less powerful. Amino, fluoro, picryl, and difluoroamino substituted TNIs were highly powerful like RDX and HMX, but greatly sensitive. Nitro substituted TNI was predicted to be extremely sensitive to be handled as a secondary explosive.

Keywords

References

  1. S. G. Cho, "A Systematic Procedure to Predict Explosive Performance and Sensitivity of Novel High-Energy Molecules in ADD, ADD Method-1," In : Handbook of Material Science Research(Rene. C, Turcotte. E, Eds), Nova Publishers, 2010.
  2. H. S. Kim, "Basic Technologies for the Development of High Explosives," Korean Chem. Eng. Res, Vol. 44, No. 5, 435-443, 2006.
  3. C. K. Kim, B. J. Lee, C. H. Oh, H. W. Lee, K. H. Chung, K. J. Kim, C. H. Kim, and S. E, Park, "Final Report, the 2nd Stage, Design and Synthesis Laboratory, High Energy Material Research Center," Agency for Defense Development Report, ADDR-407-091115, 2009.
  4. S. G. Cho, E. M. Goh, "A Study on Generating a Database and Deriving an Efficient Methodology to Predict Heat of Formation of High-Energy Molecules," Agency for Defense Development Report, TEDC-519-021438, 2002.
  5. Y. F. Li, X. W. Fan, Z. Y. Wang and X. H. Ju, "A Density Functional Study of Substituted Pyrazole Derivatives," THEOCHEM, 896, 96-102, 2009. https://doi.org/10.1016/j.theochem.2008.11.004
  6. L. Turker, T. Atalar, S. Gumus and Y. Camur, "A DFT Study on Nitrotriazines," J. Hazard. Mat., 167, 440-448, 2009. https://doi.org/10.1016/j.jhazmat.2008.12.134
  7. L. Xiaohong, Z. Ruizhou and Z. Xianzhou, "Computational Study of Imidazole Derivative as High Energetic Materials," J. Hazard. Mat., 183, 622-631, 2010. https://doi.org/10.1016/j.jhazmat.2010.07.070
  8. X. Su, S. Cheng and S. Ge, "Theoretical Investigation on Structure and Properties of 2,4,5-Trinitroimidazole and Its Three Derivatives," THEOCHEM, 895, 44-51, 2009. https://doi.org/10.1016/j.theochem.2008.10.006
  9. P. Ravi, G. M. Gore, S. P. Tewari and A. K. Sikder, "Theoretical Studies on Amino- and Methyl-Substituted Trinitrodiazoles," J. Energ. Mat., 29, 209-227, 2011. https://doi.org/10.1080/07370652.2010.514319
  10. Z. Yu, E. R. Bernstein, "On the Decomposition Mechanisms of New Imidazole-Based Energetic Materials," J. Phys. Chem. A, 117, 1756-1764, 2013.
  11. J. Li, "Relationships for the Impact Sensitivities of Energetic C-Nitro Compounds Based on Bond Dissociation Energy," J. Phy. Chem B, 114, 2198-2202, 2010. https://doi.org/10.1021/jp909404f
  12. H. Chen, X. Cheng, Z. Ma and X. Su, "Theoretical Studies of C-bond Dissociation Energies for Chain Nitro Compounds," THEOCHEM, 807, 43-47, 2007. https://doi.org/10.1016/j.theochem.2006.12.005
  13. X. Su, X. Cheng, C. Meng and X. Yuan, "Quantum Chemical Study on Nitroimidazole, Polyniroimidazole and Their Methyl Derivatives," J. Hazard. Mat., 161, 551-558, 2009. https://doi.org/10.1016/j.jhazmat.2008.03.135
  14. W. J. Hehre, L. Radom, P. v. R. Schleyer, and J. A. Pople, "Ab Initio Molecular Orbital Theory," Wiley, New York, 1986.
  15. M. J. Frisch, et al., "Gaussian 03, Revision D.02," Gaussian, Inc., Wallinford, CT, 2004.
  16. A. R. Katritzky and A. F. Pozharskii, "Handbook of Heterocyclic Chemistry," Pergamon, Amsterdam, Netherland, pp. 91-140, 2000.
  17. A. V. Kimmel, P. V. Sushko, A. L. Shluger and M. M. Kuklja, "Effect of Molecular and Lattice Structure on Hydrogen Transfer in Molecular Crystals of Diamino-dinitroethylene and Triaminotrinitrobenzene," J. Phys. Chem. A, 112, 4496-4500, 2008.
  18. C. K. Kim, S. G. Cho, C. K. Kim, H.-Y. Park, H. Zhang and H. W. Lee, "Prediction of Densities for Solid Energetic Molecules with Molecular Surface Eletrostatic Potentials," J. Comput. Chem., 29, 1818-1824, 2008. https://doi.org/10.1002/jcc.20943
  19. J. Akhavan, "The Chemistry of Explosives," The Royal Society of Chemistry, Cambridge, UK, pp. 49-62, 2004.
  20. M. Suceska, "EXPLO5 User's Guide," 2010
  21. S. G. Cho, K. T. No, E. M. Goh, J. K. Kim, J. H. Shin, Y. D. Joo and S. Seong, "Optimization of Neural Networks Architecture for Impact Sensitivity of Energetic Materials," Bull. Korean. Chem. Soc., 26, 399-408, 2005. https://doi.org/10.5012/bkcs.2005.26.3.399