Journal article
Sensitivities of some imidazole-1-sulfonyl azide salts
N Fischer, ED Goddard-Borger, R Greiner, TM Klapötke, BW Skelton, J Stierstorfer
Journal of Organic Chemistry | Published : 2012
DOI: 10.1021/jo202264r
Abstract
Imidazole-1-sulfonyl azide hydrochloride, an inexpensive and effective diazotransfer reagent, was recently found to be impact sensitive. To identify safer-to-handle forms of this reagent, several different salts of imidazole-1-sulfonyl azide were prepared, and their sensitivity to heat, impact, friction, and electrostatic discharge was quantitatively determined. A number of these salts exhibited improved properties and can be considered safer than the aforementioned hydrochloride. The solid-state structures of the chloride and less sensitive hydrogen sulfate were determined by single-crystal X-ray diffraction in an effort to provide some insight into the different properties of the materials..
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Awarded by Office of Naval Research (ONR)
Funding Acknowledgements
Financial support of this work by the Ludwig-Maximilian University of Munich (LMU), the U.S. Army Research Laboratory (ARL), the Armament Research, Development and Engineering Center (ARDEC), the Strategic Environmental Research and Development Program (SERDP), and the Office of Naval Research (ONR Global, title: "Synthesis and Characterization of New High Energy Dense Oxidizers (HEDO) - NICOP Effort") under contract nos. W911NF-09-2-0018 (ARL), W911NF-09-1-0120 (ARDEC), W011NF-09-1-0056 (ARDEC), and 10 WPSEED01-002/WP-1765 (SERDP) is gratefully acknowledged. We acknowledge collaborations with Dr. Mila Krupka (OZM Research, Czech Republic) in the development of new testing and evaluation methods for energetic materials and with Dr. Muhamed Sucesca (Brodarski Institute, Croatia) in the development of new computational codes to predict the detonation and propulsion parameters of novel explosives. We are indebted to and thank Drs. Betsy M. Rice and Brad Forch (ARL, Aberdeen, Proving Ground, MD) and Mr. Gary Chen (ARDEC, Picatinny Arsenal, NJ) for many helpful and inspired discussions and support of our work. Mr. Stefan Huber is thanked for performing the sensitivity tests.