Adducts of the Zinc Salt of Dinitramic Acid

Abstract

Herein, we describe the synthesis of coordination compounds starting from carbohydrazide ((H2NHN)2C=O (CHZ)) and the Zn2+ salt of dinitramic acid (HDN), which are high-nitrogen substances that exhibit properties similar to those of a burning-rate inhibitor of pyrotechnic compositions. This study demonstrates that these compounds react with glyoxal to furnish adducts of metal–organic macrocyclic cages bearing the elements of carbohydrazide, complexing metals and the HDN anion, depending on the ratio of the starting reactants. The assembled macrocyclic cage has “host–guest” properties and is a safe container for the storage of HDN salts. X-ray crystallographic analysis of the resultant coordination compound, [Zn(chz)3(N(NO2)2)2]), indicated that the metal‒ligand association occurs via the N and O atoms of carbohydrazide. The zinc salt of dinitramic acid, which is enclosed into adducts with a macrocycle, is thermally stable and insensitive to mechanical impacts. The complex zinc salt of dinitramide was shown herein to exhibit inhibitory activity towards the burning rate of pyrotechnic compositions.

A New Approach for the Synthesis of 2,3,4а,6,7,8а,9,10-Octaaza-4,8-dioxo-3,4,4a,7,8,8а,9,9a,10,10а-decahydroanthracene and High-Energy Performance Characterization of Its Dinitramide Salt

“…The thermogravimetric (TGA) and differential thermal analyses (DTA) in the polythermal mode under nitrogen conditions at a heating rate of 10 • C/min showed the good thermal stability of the resultant compound 4. A 2.6% weight loss of the sample was found to occur in a temperature range of up to ≈100 • C. This was likely due to the evaporated hydrated water and coincides with similar effects for the other dinitramide salts [21][22][23]. In the DSC spectrum, a prominent decomposition peak is detected at 265 • C, accompanied by a heat release of 437 J/g.…”

“…We previously reported the synthesis of new dinitramide salts, starting with carbohydrazide and a heterocyclic macrocycle (1), which inhibited properties with respect to the pyrotechnic composition burning rate [21][22][23] (Figure 1). In continuation of the research in this direction, we here propose investigating a structural analogue of compound 1 as the cation for the synthesis of new dinitramide salts.…”