Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 22, Issue 5, Pages 1768-1778Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201504624
Keywords
cyclization; mechanical properties; N heterocycles; nitrogen oxides; structure elucidation
Categories
Funding
- Konrad Adenauer Foundation
- Ludwig-Maximilian University of Munich (LMU)
- U.S. Army Research Laboratory (ARL)
- Armament Research, Development and Engineering Center (ARDEC) the Office of Naval Research (ONR) [ONR.N00014-12-1-0538]
- Bundeswehr - Wehrtechnische Dienststelle fur Waffen und Munition [WTD 91, E/E91S/FC015/CF049]
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In the development of new energetic materials, the main challenge is the combination of high energy content with chemical and mechanical stability, two properties that are often contradictory. In this study, the syntheses and comprehensive characterizations of 4,5-bis(tetrazole-5-yl)-1,2,3-triazole and the novel 4,5-bis(1-hydroxytetrazole-5-yl)-1,2,3-triazole, as well as their energetic properties, are presented, combining the advantages of the more energetic tetrazole and the more stable 1,2,3-triazole rings. Nitrogen-rich salts of both compounds were synthesized to investigate their detonation performances and combustion behavior calculated by computer codes for potential application in erosion-reduced gun propellant mixtures due to their high nitrogen content. The structures of several of the compounds were studied by single-crystal X-ray diffraction and, especially in the case of 4,5-bis(tetrazol-5-yl)-1,2,3-triazole, revealed the site of deprotonation.
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