Evolving the Scope of 5,5’‐Azobistetrazoles in the Search for High Performing Green Energetic Materials
Abstract
The azotetrazole moiety represents a great platform for energetic materials, it offers a planar and nitrogen‐rich backbone, combined with a high heat of formation, which easily can be functionalized and tuned. Herein, we start from sodium 5‐aminotetrazolate and obtain two isomers by substitution reaction with 2‐chloroethanol. Azidoethyl and nitratoethyl substituted azo‐ tetrazoles were finally synthesized by oxidative azo coupling of the respective N‐ethyl functionalized 5‐aminotetrazole precursors using tert‐butyl hypochlorite as reagent. All compounds were analyzed through multicore NMR and IR spectroscopy as well as mass spectrometry. All solid compounds were further investigated using low‐temperature X‐ray crystallography. The purity was verified by CHNO elemental analysis and the decomposition temperature (DTA) and sensitivities toward impact, friction and electrostatic discharged were determined. Based on the CBS‐4M calculation results, the energetic properties were calculated using the EXPLO5 code.
Document Details
- Document Type
- Pub Defense Publication
- Publication Date
- Aug 13, 2021
- Source ID
- 10.1002/ejoc.202100747
Entities
People
- Jörg Stierstorfer
- Marcus Lommel
- Maximilian Benz
- Michael S Gruhne
- Nina Krüger
- Thomas M. Klapötke
- Tobias Lenz
Organizations
- Ludwig-Maximilians-Universität München
- Office of Naval Research
- Strategic Environmental Research and Development Program