Interaction Interaction of Trans-Retinol and 1,1-Diamino-2,2-Dinitroethylene (FOX-7)- A DFT Treatment

  • Lemi Türker Middle East Technical University
Keywords: Retinol, Vitamin A, FOX-7, DADNE, Explosive, DFT

Abstract

trans-Retinol is a highly conjugated molecule whose oxidized form trans-retinal has prime importance in the metabolism of vision. On the other hand, 1,1-diamino-2,2-dinitroethylene (FOX-7) is a pull-push type insensitive explosive material. The present study considers the interaction between trans-retinol and FOX-7 molecules at the level of  B3LYP/6-31+G(d).  Some structural, quantum chemical and spectral properties are obtained for the trans-retinol and FOX-7 composite.  The calculations indicate that the mode of interaction in the composites of trans-retinol and FOX-7 in one hand and trans-retinal and FOX-7, on the other hand, is different. In the case of trans-retinol, possibly some orbital interactions happen with FOX-7 additionally.

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Author Biography

Lemi Türker, Middle East Technical University

Middle East Technical University, Department of Chemistry Üniversiteler, Eskişehir Yolu No:1, 06800 Çankaya/AnkaraTURKEY

 

References

C. Berdanier, Advanced Nutrition Micronutrients. Boca Raton, Fla: CRC Press., 1997.

D.A.Bender, Nutritional Biochemistry of the Vitamins, Cambridge University Press, Cambridge 1995.

G. Wolf, 2001. Discovery of vitamin A. Encyclopedia of Life Sciences. Hoboken, NJ : John Wiley & Sons., 2008.

P. Politzer and J.S. Murray, Energetic Materials, Part 1. Amsterdam: Elsevier, 2003.

I.J. Lochert, FOX-7 - A New Insensitive Explosive, FOX-7. DSTO Aeronautical and Maritime Research Laboratory 506 Lorimer St, Fishermans Bend, Victoria 3207 Australia 2001, AR-012-065, November 2001.

N.V. Latypov, J. Bergman, A. Langlet, U. Wellmar and U. Bemm, Synthesis and reactions 1,1-diamino-2,2-dinitroethylene, Tetrahedron 54 ( 1998 ), 11525-11536.

U. Bemm and H. Östmark, 1,1-Diamino-2,2-dinitroethylene: a novel energetic material with infinite layers in two dimensions, Acta Crystallogr C 54 ( 1998 ), 1997-1999.

N.V. Latypov, A. Langlet and U. Wellmar, New chemical compound suitable for use as an explosive, intermediate and method for preparing the compound, Patent WO99/03818; 1999.

H. Östmark, H. Bergman, U. Bemm, P. Goede, E. Holmgren, M. Johansson, A. Langlet, N.V. Latypov, A. Petterson, M.L. Petterson, N. Wingborg, C. Vörde, H. Stenmark, L. Karlsson and M. Hihkiö, 2,2-Dinitro-ethene-1,1-diamine (FOX-7) - properties, analysis and scale-up, 32nd International Annual Conference of ICT on Energetic Materials- Ignition, Combustion and Detonation, Karlsruhe, Germany; 2001.

H. Östmark, A. Langlet, H. Bergman, N. Wingborg, U. Wellmar and U. Bemm, OX-7- A new explosive with low sensitivity and high performance, The 11th International Detonation Symposium, Colorado, USA; 1998.

H Bergman, H. Ostmark, A. Pettersson, M.L. Petterson, U. Bemm and M. Hihkio, Some initial properties and thermal stability of FOX-7, Insensitive Munitions and Energetic Materials Symposium (NDIA). Tampa, Florida, USA;1999.

W.A. Trzciński and A. Belaada, 1,1-Diamino-2,2-dinitroethene (DADNE, FOX-7) – properties and formulations (a Review) , Central European Journal of Energetic Materials 13(2) (2016), 527-544.

B. Janzon, H. Bergman, C. Eldsater, C. Lamnevik and H. Ostmark, FOX-7 – A novel,high performance, low vulnerability high explosive for warhead applications, 20th Int Symp Ballistics. Orlando, Florida,USA: September 23-27; 2002.

Y.N. Matyushin, G.T. Afanas’ev, V.P. Lebedev, M.N. Mahov and V.I. Pepekin, TATB and FOX-7: Thermo chemistry, performance, detonability, sensitivity, 34th Int Annu Conf ICT, Karlsruhe, Germany: June 24-27; 2003.

A.J. Bellamy, N.V. Latypov and P.Goede, Studies on the nitration of new potential precursors for FOX-7, New Trends Res Energ Mater Proc Semin.7th, Pardubice, Czech Republic: April 20-22; 2004.

S. Cudziło, Z. Chyłek and R. Diduszko, Crystallization and characterization of 1,1-diamino-2,2-dinitroethene (DADNE), 36th Int Annu Conf ICT. Karlsruhe, Germany. June 28-July 1; 2005.

W.A. Trzciński, S. Cudziło, Z. Chyłek and Szymańczyk L. Investigation of sensitivity and detonation properties of FOX-7, 37th Int Annu Conf ICT. Karlsruhe, Germany: June 27-30; 2006.

M. Anniyappan, M.B. Talawar, G.M. Gore, S. Venugopalan and B.R. Ganghe, Synthesis, characterization and thermolysis of 1,1-diamino-2,2-dinitroethylene (fox-7) and its salts, J. Hazard. Mater B 137 (2006), 812-819.

W.A. Trzciński, S. Cudziło, Z. Chyłek, L. Szymańczyk, Detonation properties of 1,1- diamino-2,2-dinitroethene (DADNE), J. Hazard. Mater 157 (2008), 605-612.

V.S. Mishra, S.R. Vadali, R.K. Garg, V.S. Joshi, R.D. Wasnik and S. Asthana, Studies on fox-7 based melt cast high explosive formulations, Cent Eur J Energ Mater 10(4) (2013), 569-580.

Y. Zhang, Q. Sun, K. Xu, J. Song and F. Zhao, Review on the reactivity of 1,1-diamino- 2,2-dinitroethylene (FOX-7), Propellants Explos Pyrotech 41 (2016), 35-52.

K. Baum, N.V. Nguyen, R. Gilardi, J.L. Flippen-Anderson and C. George, Nitration of 1,1-diamino-2,2-dinitroethylenes, Journal of Organic Chemistry 57 ( 1992), 3026- 3030.

J.J.P. Stewart, Optimization of parameters for semiempirical methods I. Method, J Comput Chem 10 (1989), 209-220.

J.J.P. Stewart, Optimization of parameters for semi empirical methods II. Application, J. Comput Chem 10 (1989), 221-264.

A.R. Leach, Molecular Modeling, Essex : Longman , 1997.

P. Fletcher, Practical Methods of Optimization, New York: Wiley, 1990.

W. Kohn and L. Sham, Self-Consistent equations including exchange and correlation effects, J Phys Rev 140 (1965), 1133-1138.

R.G. Parr, W. Yang, Density Functional Theory of Atoms and Molecules, London: Oxford University Press, 1989.

A.D. Becke, Density-Functional exchange-energy approximation with correct asymptotic behavior, Phys Rev A 38 (1988), 3098-3100.

S.H. Vosko and L. Vilk, M. Nusair, Accurate spin-dependent electron liquid correlation energies for local spin density calculations: A critical analysis, Can J Phys; 58 (1980), 1200-1211.

C. Lee, W. Yang, R.G. Parr, Development of the Colle-Salvetti correlation-energy, formula into a functional of the electron density, Phys Rev B 37 (1988), 785-789.

SPARTAN 06, Wavefunction Inc., Irvine CA: USA, 2006.

I.Fleming, Frontier Orbitals and Organic Chemical Reactions, NY: Wiley, 1976.

Published
2019-08-30
How to Cite
Türker, L. (2019). Interaction Interaction of Trans-Retinol and 1,1-Diamino-2,2-Dinitroethylene (FOX-7)- A DFT Treatment. To Chemistry Journal, 3, 85-96. Retrieved from http://purkh.com/index.php/tochem/article/view/430
Section
Research Articles