Liquid Azide Salts

Abstract

Ionic liquid azides from azidoethyl, alkyl, and alkenyl substituted derivatives of 1,2,4- and 1,2,3-amino-triazoles were prepared and examined for the first time to investigate their structural and physical properties. All reported salts possess melting points below 100 degrees C. The unique character of these newly discovered ionic liquid azides is based upon the fact that these molecules are not simple protonated salts like previously reported substituted hydrazinium azides. The presence of quaternary nitrogen confers both thermal stability and negligible volatility.

Comparison of 1‐Ethyl‐5H‐tetrazole and 1‐Azidoethyl‐5H‐tetrazole as Ligands in Energetic Transition Metal Complexes

“…The physicals tate of 1 can be explained by previousr eports showingt he liquefying effect of the azidoethyl functionality. [2] With 1-ethyl-5H-tetrazole (2), another ethyl-substituted 5Htetrazoled erivativei su sed for the synthesis of nitrogen-rich ECC in this work. The ligand can be obtained via the same selective pathway (Scheme 3) as mentioned above.…”

“…The combination of simple main-group and transition metals with the azide anion has provided one high point in this chemistry together with the well-deserved reputation for the explosive behavior. [2] Among easily available and industrial useful ionic azides, lead azide (LA) ands odium azide are the most prominente xamples. Nowadays, NaN 3 ,a s the cheapest azide source,i si ndispensable in many chemical transformations like substitutions or addition reactions in synthetic organic chemistry.A dditionally,s odium azide was also found in previousa irbag systems.…”

“…Therefore, organic azides are potential candidates for the use in high energetic materials like binders, hypergolic ionic liquids, plasticizers and additives ( Figure 1). [2,[20][21][22][23] Due to the smokeless gas evolution, the major application nowadays is found in gas generators. Besidest hese utilizations of organic azides,t he use in primary explosives is especially promising.…”

Azolium-based systems: application of an anion exchange resin (A- form) method and 1H NMR analysis of the charged-assisted (C–H)+•anion hydrogen bonds

“…23 The anion exchange resin (N 3¯ form) can be used both for the halide exchange like for nucleophilic substitution reactions. 24,25 Thus, the benzyl azide component 4 was prepared in excellent yield using a polymeric azide reagent protocol that consists of mixing benzyl bromide or chloride with 12 equivalents of the AER Amberlite IRA-400 (N 3¯ form) at room temperature in dichloromethane, 24 and also under standard reaction conditions between sodium azide and benzyl iodide or bromide at room Scheme 2. Preparation of benzyl azide 4 and bis(azidomethyl)arenes 5, 6 using an azide-loaded strong basic AER (N 3¯ form) in organic solvents.…”

Graphene and Graphene Oxide Can “Lubricate” Ionic Liquids based on Specific Surface Interactions Leading to Improved Low‐Temperature Hypergolic Performance

“…There are numerous [MAT] + based ILs that are not hypergolic, including [MAT][N 3 ], which demonstrates a very strong interaction with WFNA, but does not result in hypergolic ignition as the oxidizer reacts with the cation and anion to form a variety of intermediates instead of undergoing a rapid decomposition and ignition. [22] However, the reaction of WFNA and [DCA] À is fast enough and releases enough energy to undergo a rapid decomposition and ignition before any subsequent competition with the [MAT] + . [8,23] Pristine graphene layers were exfoliated directly from graphite powder utilizing procedures developed by our group.…”