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3,3’-Dinitro-5,5’-diamino-bi-1,2,4-triazole (DABNT) was synthesized by a facile method and its crystalline density was determined as 1.839 g·cm−3 at 293(2) K by X-ray diffraction. Its thermal decomposition kinetics and mechanism were studied by means of differential scanning calorimetry-thermogravimetry (DCS-TG), in situ thermolysis by rapid-scan Fourier transform infrared spectroscopy (RSFTIR) and simultaneous TG-IR technology. The results showed that the apparent activation energies obtained by the Kissinger, Ozawa and Starink methods were 122.9 kJ·mol−1, 123.2 kJ·mol−1 and 123.5 kJ·mol−1, respectively. The thermodynamic parameters of ΔS≠, ΔH≠ and ΔG≠ were −37.5 J·K−1·mol−1, 118.4 kJ·mol−1 and 138.7 kJ·mol−1, respectively. The decomposition reaction process of DABNT starts with the transformation from a primary amine to a secondary amine and then the loss of one nitro-group from the DABNT structure. Gaseous products, such as N2O and H2O, were detected from decomposition in the range of 50-300 °C. Density functional theory (DFT) calculations were further employed to illustrate the decomposition mechanism. The above-mentioned information on the synthesis and thermal behaviour is quite useful for the scale-up and evaluation of the thermal safety of DABNT.
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Tom
Strony
281--295
Opis fizyczny
Bibliogr. 44 poz., rys., tab.
Twórcy
autor
- Institute of Chemical Materials, China Academy of Engineering Physics, Mailbox 311-919, Mianyang, Sichuan, 621900 Mianyang, China
autor
- Institute of Chemical Materials, China Academy of Engineering Physics, Mailbox 311-919, Mianyang, Sichuan, 621900 Mianyang, China
autor
- Institute of Chemical Materials, China Academy of Engineering Physics, Mailbox 311-919, Mianyang, Sichuan, 621900 Mianyang, China
autor
- Institute of Chemical Materials, China Academy of Engineering Physics, Mailbox 311-919, Mianyang, Sichuan, 621900 Mianyang, China
autor
- Institute of Chemical Materials, China Academy of Engineering Physics, Mailbox 311-919, Mianyang, Sichuan, 621900 Mianyang, China
autor
- Institute of Chemical Materials, China Academy of Engineering Physics, Mailbox 311-919, Mianyang, Sichuan, 621900 Mianyang, China
autor
- Institute of Chemical Materials, China Academy of Engineering Physics, Mailbox 311-919, Mianyang, Sichuan, 621900 Mianyang, China
Bibliografia
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- [21] Yin, P.; Parrish, D. A.; Shreeve, J. M. Energetic Multifunctionalized Nitraminopyrazoles and Their Ionic Derivatives: Ternary Hydrogen-bond Induced High Energy Density Materials. J. Am. Chem. Soc. 2015, 137: 4778-4786.
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- [41] Jing, S.; Liu, Y.; Liu, D.; Guo, J. Synthesis and Theoretical Studies of a New High Explosive, N,N,-Bis(3-aminofurazan-4-yl)-4,4’-diamino-2,2’,3,3’,5,5’,6,6’- octanitroazobenzene. Cent. Eur. J. Energ. Mater. 2015, 12: 745-755.
- [42] Ma, Q.; Jiang, T.; Zhang, X.; Fan, G.; Wang, J.; Huang, J. Theoretical Investigations on 4,4’,5,5’-Tetranitro-2,2’-1H,1’H-2,2’-biimidazole Derivatives as Potential Nitrogen-rich High Energy Materials. J. Phys. Org. Chem. 2015, 28: 31-39.
- [43] Ma, Q.; Liao, L. Y.; Cheng, B. B.; Fan, G. J.; Huang, J. L.; Wang, J. Construction of New Insensitive Explosives: Fused N5-Chain N1,N3,N5-(1,2,3,4-tetrazole-5-nitro)-1,3,5-triamino-2,4,6-trinitrobenzene Derivatives. Polycyc. Aromat. Comp. 2016, 36: 639-655.
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Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-a3ebbcb2-0a2a-494a-9064-61ae437df534