Energetic Materials Trends in 5‐ and 6‐Membered Cyclic Peroxides Containing Hydroperoxy and Hydroxy Substituents
Abstract
Ten peroxide compounds based upon the 3,6‐di(hydroperoxy)‐1,2‐dioxane, 2‐hydroxy‐6‐hydroperoxy‐1,2‐dioxane, 3,5‐di(hydroperoxy)‐1,2‐dioxolane, and 3‐hydroxy‐5‐hydroperoxy‐1,2‐dioxolane skeletons have been synthesized, structurally characterized, and fully evaluated for their energetic materials properties. The solid‐state structures of these compounds are dominated by hydrogen bonding interactions involving the hydroperoxy and hydroxy groups. Energetic materials testing shows that most of the compounds are highly sensitive toward impact and friction, with similar properties to highly sensitive peroxides such as triacetone triperoxide. 3,5‐Diethyl‐5‐hydroperoxy‐1,2‐dioxolan‐3‐ol (3b) and 3,5‐dimethyl‐5‐hydroperoxy‐1,2‐dioxolan‐3‐ol (5b) have lower impact and friction sensitivities than the other compounds, with values that are appropriate for use as primary explosives.
Document Details
- Document Type
- Pub Defense Publication
- Publication Date
- Sep 28, 2016
- Source ID
- 10.1002/ejic.201600767
Entities
People
- Benedikt Stiasny
- Charles H Winter
- Eric G. Kratz
- G. Andrés Cisneros
- Jörg Stierstorfer
- Nipuni‐Dhanesha H. Gamage
- Philip D. Martin
- Thomas M. Klapötke
Organizations
- Ludwig-Maximilians-Universität München
- Office of Naval Research
- Wayne State University