An Energetic N‐Oxide and N‐Amino Heterocycle and its Transformation to 1,2,3,4‐Tetrazine‐1‐oxide
Abstract
This study reports the preparation of 1‐amino‐1,2,3‐triazole‐3‐oxide (DPX2) and its transformation to 1,2,3,4‐tetrazine‐1‐oxide. DPX‐2 provides insight into a novel N‐oxide/N‐amino high‐nitrogen system, being the first energetic material in this class. The ability of this material to undergo a nitrene insertion forming 1,2,3,4‐tetrazine‐1‐oxide was also studied, and evidence for this material, the first non‐benzoannulated 1,2,3,4‐tetrazine‐1‐oxide, is presented. The existence of both of these materials opens new strategies in energetic materials design. DPX2 was characterized chemically (Infrared, Raman, NMR, X‐ray) and as a high explosive in terms of energetic performances (detonation velocity, pressure, etc.) and sensitivities (impact, friction, electrostatic). DPX‐2 was found to possess good thermal stability and moderate sensitivities, indicating the viability of N‐amino N‐oxides as a strategy for the preparation of new energetic materials.
Document Details
- Document Type
- Pub Defense Publication
- Publication Date
- Nov 17, 2014
- Source ID
- 10.1002/prep.201400224
Entities
People
- Christin Kirst
- David E Chavez
- Davin G Piercey
- Jörg Stierstorfer
- Stefanie Heimsch
- Thomas M. Klapötke
Organizations
- Fonds der Chemischen Industrie
- Los Alamos National Laboratory
- Ludwig-Maximilians-Universität München
- Office of Naval Research
- United States Army Armament Research, Development and Engineering Center
- United States Army Research Laboratory