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Highly Energetic, Low Sensitivity Aromatic Peroxy Acids
Author(s) -
Gamage NipuniDhanesha H.,
Stiasny Benedikt,
Stierstorfer Jörg,
Martin Philip D.,
Klapötke Thomas M.,
Winter Charles H.
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201502989
Subject(s) - sensitivity (control systems) , chemistry , photochemistry , environmental chemistry , environmental science , engineering , electronic engineering
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.