Highly Energetic, Low Sensitivity Aromatic Peroxy Acids
Abstract
The synthesis, structure, and energetic materials properties of a series of aromatic peroxy acid compounds are described. Benzene‐1,3,5‐tris(carboperoxoic) acid is a highly sensitive primary energetic material, with impact and friction sensitivities similar to those of triacetone triperoxide. By contrast, benzene‐1,4‐bis(carboperoxoic) acid, 4‐nitrobenzoperoxoic acid, and 3,5‐dinitrobenzoperoxoic acid are much less sensitive, with impact and friction sensitivities close to those of the secondary energetic material 2,4,6‐trinitrotoluene. Additionally, the calculated detonation velocities of 3,5‐dinitrobenzoperoxoic acid and 2,4,6‐trinitrobenzoperoxoic acid exceed that of 2,4,6‐trinitrotoluene. The solid‐state structure of 3,5‐dinitrobenzoperoxoic acid contains intermolecular O‐H⋅⋅⋅O hydrogen bonds and numerous N⋅⋅⋅O, C⋅⋅⋅O, and O⋅⋅⋅O close contacts. These attractive lattice interactions may account for the less sensitive nature of 3,5‐dinitrobenzoperoxoic acid.
Document Details
- Document Type
- Pub Defense Publication
- Publication Date
- Jan 07, 2016
- Source ID
- 10.1002/chem.201502989
Entities
People
- Benedikt Stiasny
- Charles H Winter
- Jörg Stierstorfer
- Nipuni‐Dhanesha H. Gamage
- Philip D. Martin
- Thomas M. Klapötke
Organizations
- Ludwig-Maximilians-Universität München
- Office of Naval Research
- Wayne State University