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Synthesis and Characterization of Metal Derivatives of 1,1,2,2-Tetranitraminoethane (TNAE)

Treść / Zawartość
Identyfikatory
Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
The introduction of anions and cations into energetic materials can significantly improve their physicochemical and energetic properties. The K, Zn, Ba, Cu and Pb salts of 1,1,2,2-tetranitraminoethane (TNAE) were synthesized using TNAE as the starting material, and were characterized by IR spectroscopy, NMR spectroscopy and elemental analysis. All of the energetic salts exhibited relatively high thermal stabilities (decomposition temperatures ranging from 195.1 °C to 279.3 °C) and high densities (ranging from 2.1 g·cm–3 to 3.7 g·cm–3). It was demonstrated that the introduction of metal ions conveys better thermal stability than covalent TNAE itself. More importantly, the Zn, Ba and Cu salts exhibited good thermal stability, high density, low sensitivity, and therefore have the potential to be a new class of insensitive, highly energetic explosives for practical applications.
Rocznik
Strony
435--444
Opis fizyczny
Bibliogr. 25 poz., rys., tab.
Twórcy
autor
  • School of Chemistry and Chemical Engineering, Beijing Institute of Technology, Beijing, 100081, China
  • School of Chemical Engineering, Yunnan Open University, Kunming 650223, China
autor
  • School of Chemistry and Chemical Engineering, Beijing Institute of Technology, Beijing, 100081, China
autor
  • School of Chemistry and Chemical Engineering, Beijing Institute of Technology, Beijing, 100081, China
autor
  • School of Chemistry and Chemical Engineering, Beijing Institute of Technology, Beijing, 100081, China
autor
  • School of Chemistry and Chemical Engineering, Beijing Institute of Technology, Beijing, 100081, China
autor
  • School of Chemistry and Chemical Engineering, Beijing Institute of Technology, Beijing, 100081, China
autor
  • School of Chemistry and Chemical Engineering, Beijing Institute of Technology, Beijing, 100081, China
autor
  • School of Chemistry and Chemical Engineering, Beijing Institute of Technology, Beijing, 100081, China
Bibliografia
  • [1] Peng, Z. J.; Wan, D. Z. The Synthetic Study of Tetranitroglycoluril and Its Hydrolized Product. Acta Armamentarii 1980, 3: 23-27.
  • [2] Wang, L. Y.; Goede, P.; Latypov, N.; Ostmark, H. Synthesis and Analysis of N,N’,N’’,N’’’-Tetranitro-1,1,2,2-ethanetetramine and Energetic Salts Thereof. 36th Int. Annu. Conf. ICT, Karlsruhe, Germany 2005, 124/1-124/9.
  • [3] Zheng, Y.; Zhou, J.; Zhou, D.; Zhang, M. Synthesis of 1,1,2,2-Tetrakis(difluoroa minomethylenenitroamino)ethane and Its Related Compounds. Binggong Xuebao 1988, 9(1): 59-63.
  • [4] Wu, B.-D.; Li, Y.-L.; Li, F.-G.; Zhang, T.-L. Preparation, Crystal Structures and Thermal Decomposition of Three Energetic Manganese Compounds and a Salt Based on Imidazole and Picrate. Polyhedron 2013, 55(1): 73-79.
  • [5] Wang, R.; Guo, Y.; Zeng, Z.; Twamley, B.; Shreeve, J. M. Furazan-functionalized Tetrazolate-based Salts: a New Family of Insensitive Energetic Materials. Chemistry 2009, 15(11): 2625.
  • [6] Klapötke, T. M.; Preimesser, A.; Stierstorfer, J. Energetic Derivatives of 4,4,5,5′-Tetranitro-2,2′-bisimidazole (TNBI). Z. Anorg. Allg. Chem. 2012, 638(9): 1278-1286.
  • [7] Huynh, M. H. V.; Hiskey, M. A.; Chavez, D. E.; Naud, D. L.; Gilardi, R. D. Synthesis, Characterization, and Energetic Properties of Diazido Heteroaromatic High-Nitrogen C-N Compound. J. Am. Chem. Soc. 2005, 127(36): 12537-43.
  • [8] Guo, Y.; Tao, G.-H.; Joo, Y.-H.; Wang, R.; Twamley, B.; Parrish, D. A.; Shreeve, J. M. Impact Insensitive Dianionic Dinitrourea Salts: the CN4O5 2− Anion Paired with Nitrogen-Rich Cations. Energy Fuels 2009, 23(9): 4567-4574.
  • [9] Gao, H.; Ye, C.; Gupta, O. D.; Xiao, J. C.; Hiskey, M. A.; Twamley, B.; Shreeve, J. M. 2,4,5-Trinitroimidazole-based Energetic Salts. Chemistry 2007, 13(14): 3853-3860.
  • [10] Fischer, D.; Klapötke, T. M.; Piercey, D. G.; Stierstorfer, J. Synthesis of 5-Aminotetrazole-1N-oxide and Its Azo Derivative: a Key Step in the Development of New Energetic Materials. Chemistry 2013, 19(14): 4602-4613.
  • [11] Gamage, N. D.; Stiasny, B.; Stierstorfer, J.; Martin, P. D.; Klapötke, T. M.; Winter, C. H. Highly Energetic, Low Sensitivity Aromatic Peroxy Acids. Chemistry 2016, 22(8): 2582-2585.
  • [12] Tang, Y. X.; Gao, H. X.; Mitchell, L. A.; Parrish, D. A.; Shreeve, J. M. Syntheses and Promising Properties of Dense Energetic 5,5′-Dinitramino-3,3′-azo-1,2,4- oxadiazole and Its Salts. Angew. Chem. Int. Ed. 2016, 55(9): 3200-3203.
  • [13] Klapötke, T. M.; Sabaté, C. M.; Rasp, M. Alkali and Transition Metal (Ag, Cu) Salts of Bridged 5-Nitrotetrazole Derivatives for Energetic Applications. Dalton Transactions 2009, 10(10): 1825.
  • [14] Fischer, D.; Klapötke, T. M.; Stierstorfer, J. Potassium 1,1’-Dinitramino-5,5’-bistetrazolate: a Primary Explosive with Fast Detonation and High Initiation Power. Angew. Chem. Int. Ed. 2014, 53(31): 8172-8175.
  • [15] Ivanov, Y. F.; Osmonoliev, M. N.; Sedoi, V. S.; Arkhipov, A. V.; Bondarchuk, S. S.; Vorozhtsov, A. B.; Korotkikh, A. G.; Kuznetsov, V. T. Productions of Ultra-fine Powders and Their Use in High Energetic Compositions. Propellants Explos. Pyrotech. 2003, 28(6): 319-333.
  • [16] Goede, P.; Latypov, N.; Oestmark, H.; Lee Yiew Wang Tetranitroaminoethane Salts and a Gas-generating Composition Containing the Salts. Patent SE 527811, 2006.
  • [17] Szala, M.; Szymanczyk, L. Synthesis and Properties of 1,1,2,2-Tetranitroaminoethane. (in Polish) Biul. Wojsk. Akad. Tech. 2012, 61(2): 257-267.
  • [18] Szala, M.; Szymanczyk, L. Synthesis and Properties of 1,1,2,2-Tetranitroaminoethane. 42th Int. Annu. Conf. ICT, Karlsruhe, Germany 2011, 41-46.
  • [19] Born, M.; Härtel, M. A. C.; Klapötke, T. M.; Mallmann, M.; Stierstorfer, J. Investigation on the Sodium and Potassium Tetrasalts of 1,1,2,2-Tetranitraminoethane. Z. Anorg. Allg. Chem. 2016, 642(24): 1412-1418.
  • [20] Zheng, Z. H.; Wang, J. L.; Li, Y. X.; Wang, Y.-H.; Cao, D.-L. Modified Synthesis and Thermal Analysis of Tetranitroglycoluril. Chinese Journal of Energetic Materials 2015, 23(5): 438-442.
  • [21] Propellant Test Method. The National Military Standards of China, 1997; Vol. GJB772A-97.
  • [22] Pourmortazavi, S. M.; Rahimi-Nasrabadi, M.; Kohsari, I.; Hajimirsadeghi, S. S. Non-isothermal Kinetic Studies on Thermal Decomposition of Energetic Materials. J. Therm. Anal. Calorim. 2012, 110(2): 857-863.
  • [23] Duan, Y.; Zhang, B.; Dan, C.; Sorescu, J.; Johnson, K. CO2 Capture Properties of M-C-O-H (M = Li, Na, K) Systems: a Combined Density Functional Theory and Lattice Phonon Dynamics Study. J. Solid State Chem. 2011, 184(2): 304-311.
  • [24] Blaine, R. L.; Kissinger, H. E. Homer Kissinger and the Kissinger Equation. Thermochim. Acta 2012, 540(14): 1-6.
  • [25] Cui, K. J.; Xu, Z. B.; Wang, P.; Meng, Z. Synthesis and Thermal Decomposition Kinetics of 1,1,2,2-Tetranitroaminoethane (TNAE). Huozhayao Xuebao 2014, 37(1): 17-20.
Uwagi
Opracowanie rekordu w ramach umowy 509/P-DUN/2018 ze środków MNiSW przeznaczonych na działalność upowszechniającą naukę (2019).
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-f98e71ea-b9d6-41f3-b307-83604bb9f039
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