Synthesis, Characterization and Thermal Behaviors of 4‐Amino‐5‐nitro‐1,2,3‐triazole (ANTZ) and Its Derivatives

Abstract

4-Amino-5-nitro-1,2,3-triazole (ANTZ) and its derivatives, such as 2-(4-amino-5-nitro-1,2,3-trazole-1-yl)-1,3,5-trinitrobenzene (T-ANTZ) and 4-amino-5-nitro-1,2,3-triazole (M-ANTZ), were synthesized and characterized, whose structures were confirmed by IR, NMR and elemental analysis. The thermal behaviors of ANTZ, T-ANTZ and M-ANTZ were studied by the methods of DSC and TG-DTG, and the results showed that there is an obvious melting process of ANTZ with melting point of 278.38 ℃, while there is no melting process in the thermal behavior of T-ANTZ and M-ANTZ (the derivatives of ATNZ).

Derivatives of 5-nitro-1,2,3-2H-triazole – high performance energetic materials

“…With higher heats of formation, some of the derivatives of 1,2,3-2H-triazole are reported to be more thermally stable than the 1,2,4-1H-triazole isomers, for example, compare 3amino-5-nitro-1,2,4-1H-triazole (T d , 243 C) and 4-amino-5nitro-1,2,3-2H-triazole (T d , 297 C). 3,11 Although the derivatives of 1,2,3-2H-triazole such as 4-amino-5-nitro-1,2,3-2H-triazole and 4,5-dinitro-1,2,3-2H-triazole have been reported, 4 1,2,3-2Htriazole-based energetic compounds have been investigated to a lesser extent than the other azoles, such as tetrazole, 1,2,4-1Htriazole, pyrazole, imidazole, and pyrrole. In this paper, a series of derivatives of 5-nitro-1,2,3-2H-triazole including 4-nitramino-5-nitro-1,2,3-2H-triazole and its methyl derivative, 4-azido-5nitro-1,2,3-2H-triazole and its methyl and amino derivatives, and the methyl and amino derivatives of 4,5-dinitro-1,2,3-2Htriazole, were prepared, and fully characterized with 1 H, 13 C, and 15 N NMR, and IR spectroscopy, differential scanning calorimetry, elemental analysis, hammer tests, and in some cases with single crystal X-ray structuring.…”

Energetic Materials with Promising Properties: Synthesis and Characterization of 4,4′‐Bis(5‐nitro‐1,2,3‐2H‐triazole) Derivatives

“…Derivatives of 5‐nitro‐1,2,3‐2 H ‐triazole were reported recently by our group;4a higher heats of formation, densities (3‐amino‐5‐nitro‐1,2,4‐1 H ‐triazole:4b d =1.82 g cm −3 , 4‐amino‐5‐nitro‐1,2,3‐2 H ‐triazole:4c d =1.84 g cm −3 ) and better thermal stabilities were observed for some derivatives of 1,2,3‐2 H ‐triazole in comparison with the analogous derivatives of its isomer, 1,2,4‐1 H ‐triazole. The derivatives of 3 have been reported3, 5 as insensitive energetic materials that exhibit promising potential to replace RDX.…”

Energetic Materials with Promising Properties: Synthesis and Characterization of 4,4′‐Bis(5‐nitro‐1,2,3‐2H‐triazole) Derivatives

“…The assignments of the nitrogen signals were determined by using heteronuclear multiple bond correlation (HMBC) and based on reported values of similar compounds. [4] In the case of the symmetrical structure, only five nitrogen signals were observed, while for compound 13, owing to asymmetry, 10 nitrogen signals are found. The chemical shifts of amino groups can be assigned to the resonance peaks ranging between À279.20 to À299.03 ppm.…”