ArticleChemistry (Weinheim an der Bergstrasse, Germany)2022
Tuning the Properties of 5-Azido and 5-Nitramino-tetrazoles by Diverse Functionalization - General Concepts for Future Energetic Materials.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
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4 citing papers in PubMed.
- Highly Promising Primary Explosive: A Metal-Free, Fluoro-Substituted Azo-Triazole with Unmatched Safety and Performance.JACS Au · 2025Article
- High-Energetic Salts and Metal Complexes: Comprehensive Overview with a Focus on Use in Homemade Explosives (HME).Molecules (Basel, Switzerland) · 2024Review
- New 5-Aminotetrazole-Based Energetic Polymers: Synthesis, Structure and Properties.Materials (Basel, Switzerland) · 2022Article
- Tuning the Properties of 5-Azido and 5-Nitramino-tetrazoles by Diverse Functionalization - General Concepts for Future Energetic Materials.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
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Abstract
5-Azido and 5-nitraminotetrazole backbones are established heterocyclic motifs in the research field of energetic materials synthesis. Despite the high energy content of the compounds, the problem with many derivatives is that their sensitivities are far too high. Functionalization of one of the ring nitrogen atoms is the aim of this study to adjust the sensitivity by inserting nitratoethyl, azidoethyl and methyl groups. In this context, derivatives of 2-(2-azidoethyl)-5-nitraminotetrazoles (2, 2 a-2 d), as well as 1-nitrato and 1-azidoethyl substituted 5-azidotetrazole (7 and 10) and the methylation products of 5-azidotetrazole (5-azido-1-methyl-tetrazole, 11 and 5-azido-2-methyl-tetrazole, 12) were prepared. The obtained nitrogen-rich compounds were extensively characterized through multinuclear NMR spectroscopy and IR spectroscopy. The structural confinement was checked by X-ray diffraction experiments. The pure samples (verified by elemental analysis) were investigated regarding their behavior toward friction, impact (BAM methods) and electrostatic discharge as well as heating (DTA and DSC). For all metal-free compounds the detonation properties were computed with the EXPLO5 code using their density and heat of formation, calculated based on CBS-4 M level of theory.
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