Nitrogen-rich metal-free salts: a new look at the 5-(trinitromethyl)tetrazolate anion as an energetic moiety

Abstract

A series of highly energetic nitrogen-rich salts comprised of a 5-(trinitromethyl)tetrazolate anion and high-nitrogen cations was synthesized by simple and efficient chemical routes from readily available commercial reagents. These energetic...

1‐(Azidomethyl)‐5H‐Tetrazole: A Powerful New Ligand for Highly Energetic Coordination Compounds

“…Independent from the synthesis, the resulting 1‐(azidomethyl)‐5 H ‐tetrazol represents the smallest tetrazole with an N ‐azidoalkyl functionality, having a drastically increased gas‐phase enthalpy of formation (5431 kJ kg −1 ), compared to its three parent compounds (Figure 1), even surpassing 1‐AT. Although methylene bridged functional groups on the tetrazole moiety can be found in literature, [24–26] especially 5‐(azidomethyl)‐1 H ‐tetrazole, [27] they always show 5‐substitution of the tetrazole ring [28–29] . Sadly, all 5‐substituted derivatives still exhibit acidic protons, making them unsuitable for use as ligands in energetic coordination compounds.…”

“…Although methylene bridged functional groups on the tetrazole moiety can be found in literature, [24][25][26] especially 5-(azidomethyl)-1Htetrazole, [27] they always show 5-substitution of the tetrazole ring. [28][29] Sadly, all 5-substituted derivatives still exhibit acidic protons, making them unsuitable for use as ligands in energetic coordination compounds.…”

New Method for Predicting the Enthalpy of Salt Formation

“…With the development of new synthetic methods, the search for new high-energy compounds has reached a new level. In this regard, at present, the attention of researchers is increasingly attracted by salt structures − and both the search for new, promising compounds − and modifications of known structures. − Interest in high-energy salt structures is associated with their high enthalpy of formation and, often, with higher values of the density of their molecular crystals and higher melting points in comparison with nonsalt structures.…”

Renaissance of dinitroazetidine: novel hybrid energetic boosters and oxidizers

“…Depending on their functional properties (thermal stability, oxygen balance, mechanical sensitivity, and detonation performance), HEDMs may serve as primary or secondary explosives, melt-castable substances, energetic boosters or oxidizers. [5][6][7][8][9][10][11][12] Over the last few decades, search for novel high-energy structures has been focused on HEDMs incorporating various heterocyclic frameworks. 13,14 In contrast to nitroaromatic and carbocyclic explosives, such HEDMs have good ecological profiles and possess high positive enthalpies of formation.…”

“…Depending on their functional properties (thermal stability, oxygen balance, mechanical sensitivity, and detonation performance), HEDMs may serve as primary or secondary explosives, melt-castable substances, energetic boosters or oxidizers. 5–12…”