Energetic Azolium Azolate Salts

Energetic salts comprising substituted imidazolium and 1,2,4-triazolium cations and 4,5-dinitro-imidazolate and 5-nitrotetrazolate anions were synthesized and characterized. On the basis of experimentally obtained heats of combustion, the calculated heats of formation range from Δ<i>H</i><sub>f</sub>° = 80 (<b>3</b>) to 1071 kJ/mol (<b>13</b>). Imidazolate salts are more dense but have lower heats of formation than their tetrazolate analogues. Salts <b>4</b>, <b>5</b>, <b>8</b>, and <b>11</b><i>−</i><b>14</b> fall into the ionic liquid class (mp < 100 °C). The structure of 1,2,4-triazolium 5-nitrotetrazolate (<b>10</b>) was confirmed by X-ray analysis.