title: Enhancing Energetic Properties and Sensitivity by Incorporating Amino and Nitramino Groups into a 1,2,4-Oxadiazole Building Block.
abstract: A single nitrogen-rich heterocyclic ring with many energetic groups is expected to exhibit excellent detonation performance. We report an effective approach for the synthesis of 3-amino-5-nitramino-1,2,4-oxadiazole, which has nitramino and amino groups in the same building block. The single-crystal X-ray structure shows layered hydrogen-bonding pairs as well as the presence of a water molecule which ensure insensitivity. Through incorporation of a cation, the hydrazinium or hydroxylammonium salts exhibit good energetic performance and acceptable sensitivities.
authors.affiliation: Department of Chemistry, University of Idaho, Moscow, ID, 83844-2343, USA.
authors.forename: Yongxing
authors.initials: Y
authors.lastname: Tang
authors.affiliation: Department of Applied Chemistry, China Agricultural University, Beijing, 100193, China.
authors.forename: Haixiang
authors.initials: H
authors.lastname: Gao
authors.affiliation: Naval Research Laboratory, 4555 Overlook Avenue, Washington, DC, 20375, USA.
authors.forename: Lauren A
authors.initials: LA
authors.lastname: Mitchell
authors.affiliation: Naval Research Laboratory, 4555 Overlook Avenue, Washington, DC, 20375, USA.
authors.forename: Damon A
authors.initials: DA
authors.lastname: Parrish
authors.affiliation: Department of Chemistry, University of Idaho, Moscow, ID, 83844-2343, USA. jshreeve@uidaho.edu.
authors.forename: Jean'ne M
authors.identifier: http://orcid.org/0000-0001-8622-4897
authors.initials: JM
authors.lastname: Shreeve
keywords: amines; detonation; energetic materials; nitramino groups; oxadiazoles