Preparation/Properties of a New Class of Energetic High-Nitrogen Compounds: Triazolo-Aminotriazinyl-l, 2, 3, 5-Tetrazine (H3T) and Related Salts

摘要

A method for the preparation of l, 2, 4-triazolo[4, 3-a][l, 3, 5]triazine-3, 5, 7-triamine was developed and this triamine product was used to produce triazolo-aminotriazinyl-1, 2, 3, 5-tetrazine (H3T) (1, Z = H). H3T is an acidic compound and was employed to produce a number of energetic 3T salts via neutralization reactions, including a salt with 3,6-dihydrazino-l, 2, 4, 5-tetrazine (DHT). Additional salts of H3T were prepared from the sodium 3T salt via cation exchange. The focus of this initial study was on the preparation and the physical and chemical properties of these new H3T materials. H3T, which is the first example of a fused 1, 2, 3, 5-tetrazine, possesses a high heat of formation [255 kcal/mole (gas phase), calculated]. By comparison, a similar calculation for the heat of formation of the monocyclic 3,6-dihydrazino-l, 2, 4, 5-tetrazine yields 150 kcal/mole. It is anticipated that H3T and its salts will be energetic high-nitrogen compounds that are very useful ingredients for pyrotechnics, gas generators, propellants and explosives.