4.6 Article

Novel energetic salts of N-methylene-C-bridged nitrogen-rich heterocycle 5-((5-amino-tetrazol-1-yl)methyl)-1,2,4-triazole-3,4-diamine: Syntheses, characterization, and properties

Journal

JOURNAL OF MOLECULAR STRUCTURE
Volume 1285, Issue -, Pages -

Publisher

ELSEVIER
DOI: 10.1016/j.molstruc.2023.135471

Keywords

N-methylene-C-bridged; Energetic salts; Thermal stability; Energetic properties

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Recently, nitrogen-rich energetic salts have received considerable attention due to their fascinating thermal stability and energetic performance. In this study, a nitrogen-rich heterocycle was synthesized and its energetic salts were prepared. The compounds were fully characterized and the vulnerability of N atoms to attack by H protons was analyzed. Thermal stability and detonation performance were evaluated with promising results. These compounds show potential applications as energetic materials.
Nitrogen-rich energetic salts have attracted considerable interest recently, due to their fascinating thermal stability and energetic performance. In this work, N-methylene-C-bridged nitrogen-rich heterocycle (5-((5-amino-tetrazol-1-yl)methyl)-1,2,4-triazole-3,4-diamine (ATMTDA) (1)) were synthesized and its nitrogen-rich energetic salts ((ATMTDA) 2 [(HATMTDA)(DCNM)] 2 H 2 O (2), (HATMTDA)NO 3 (3), (H 2 ATMTDA)(NO 3 ) 2 (4), (HATMTDA)ClO 4 (5), (HATMTDA)NTO (6), and (H 2 ATMTDA)(PA) 2 (H 2 O) 2 (7)) were prepared. These energetic compounds were fully characterized by elemental analysis, FTIR spectroscopy and single-crystal X-ray diffraction analysis. The NBO charge of 1 was calculated by density functional theory, to understand which N atoms was more vulnerable to attack by H protons to become cations. And the thermal stability of these compounds was studied by differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA) with acceptable results ( T dec > 190 degrees C). All of the studied compounds except for compound 5 (FS = 216 N, IS = 3 J) exhibited less sensitivities than RDX ((FS = 120 N, IS = 7.4 J), and compound 1 (8.62 km/s, 25.71 GPa) showed good detonation performance. All of the results illustrated the potential application of the compounds as energetic materials.(c) 2023 Elsevier B.V. All rights reserved.

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