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Synlett 2024; 35(17): 1978-1984
DOI: 10.1055/a-2298-0282
DOI: 10.1055/a-2298-0282
letter
Energetic Molecules
Introduction of an N-Amino Group onto 4-(Tetrazol-5-yl)-5-nitro-1,2,3-triazole: A Strategy for Enhancing the Density and Performance of Energetic Materials
This work was financially supported by the National Natural Science Foundation of China (NSFC) (Grant No. 22175196), the CAS Project for Young Scientists in Basic Research (Grant No.YSBR-052), the Shanghai Science and Technology Committee (20XD1404800) and the Strategic Priority Research Program of the Chinese Academy of Sciences (Grant No. XDB0590000).
Abstract
2-Amino-5-nitro-4-(tetrazol-5-yl)-1,2,3-triazole (HANTT), its corresponding energetic salts and a dimeric azo compound are successfully synthesized. Compared to 5-nitro-4-(tetrazol-5-yl)-1,2,3-triazole (H2NTT), the neutral N-amino compound HANTT exhibits excellent properties in many aspects, including a higher density (ρ = 1.86 g cm–3), a better detonation performance (D v = 8931 m s–1, P = 32.2 GPa) and a higher thermal decomposition temperature (T d = 237 °C). Among the prepared materials, the hydroxylammonium energetic salt exhibits the best detonation performance (D v = 9096 m s–1, P = 32.8 GPa) and an acceptable mechanical sensitivity (IS = 12 J, FS = 144 N). HANTT, the energetic salts and the azo compound are fully characterized by infrared spectroscopy, multinuclear NMR spectroscopy, elemental analysis and differential scanning calorimetry.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2298-0282.
- Supporting Information
Publication History
Received: 27 February 2024
Accepted after revision: 02 April 2024
Accepted Manuscript online:
02 April 2024
Article published online:
24 April 2024
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