13534-15-1Relevant articles and documents
Nitrogen-rich bis-1,2,4-triazoles - A comparative study of structural and energetic properties
Dippold, Alexander A.,Klap?tke, Thomas M.
, p. 16742 - 16753 (2013/03/28)
In this contribution, the synthesis and full structural and spectroscopic characterization of five bis-1,2,4-triazoles in combination with different energetic moieties like amino, nitro, nitrimino, azido, and dinitromethylene groups is presented. The main goal is a comparative study on the influence of those energetic moieties on the structural and energetic properties. A complete characterization including IR, Raman, and multinuclear NMR spectroscopy of all compounds is presented. Additionally, X-ray crystallographic measurements were performed and deliver insight into structural characteristics as well as inter- and intramolecular interactions. The standard enthalpies of formation were calculated for all compounds at the CBS-4M level of theory, the detonation parameters were calculated by using the EXPLO5.05 program. Additionally, the impact as well as the friction sensitivities and the sensitivity against electrostatic discharge were determined. The potential application of the synthesized compounds as energetic material will be studied and evaluated by using the experimentally obtained values for the thermal decomposition, the sensitivity data, and the calculated performance characteristics. Bang, boom, bang: In this contribution the synthesis and full structural and spectroscopic characterization of five bis-1,2,4-triazoles in combination with different energetic moieties like amino, nitro, nitrimino, azido, and dinitromethylene groups is presented (see figure). The main goal is a comparative study on the influence of those energetic moieties on structural and energetic properties. Copyright
Preparation and characterization of the disjoint diradical 4,4′-bis(1,2,3,5-dithiadiazolyl) [S2N2C-CN2S2] and its iodine charge transfer salt [S2N2C-CN2S2][I]
Bryan,Cordes,Goddard,Haddon,Hicks,MacKinnon,Mawhinney,Oakley,Palstra,Perel
, p. 330 - 338 (2007/10/03)
Condensation of oxamidrazone with sulfur dichloride in acetonitrile affords 4,4′-bis(1,2,3,5-dithiadiazolium) dichloride in moderate yield. Reduction of this salt with triphenylantimony yields the diradical 4,4′-bis(1,2,3,5-dithiadiazolyl) [S2N2C-CN2S2], which has been isolated and characterized in the solid state as its dimer [S2N2C-CN2S2]2. The diradical is disjoint, and ab initio molecular orbital methods confirm a very small energy gap (3 at 273 K) of a simple five-line pattern (aN = 0.50 mT, g = 2.011), i.e., there is no observable exchange coupling between the two centers. In the solid state, the dimer [S2N2C-CN2S2]2 forms a slipped stack structure, with a mean intradimer S-S distance of 3.078 ? and mean interdimer S- - -S contact of 3.761 ?. Cosublimation of the diradical with iodine produces the charge-transfer salt [S2N2C-CN2S2][I], orthorhombic space group Ccmm, a = 11.909(3) ?, b = 3.271(2) ?, c = 19.860(6) ?, Z = 4 (at 293 K). In this structure the heterocyclic rings form perfectly superimposed and evenly spaced stacks along the y direction, with channels of disordered iodines. The iodine-doped material is metallic at ambient temperatures, with a single-crystal conductivity of 460 S cm-1 at 300 K; variable temperature conductivity and magnetic measurements reveal a phase transition near 270 K, with the onset of semiconducting behavior. Transport data for the neutral and doped materials are discussed in the light of Extended Hückel band calculations.
