DINITRO TRIFURAZINS WITH OXY, AZO, AZOXY BRIDGES

The search of the new low-melting high energetic material, which match the performance of TNAZ and more available, is the barest necessity. The syntheses of several novel zero-hydrogen but nitrogen and oxygen r ich high energetic heterocycles, such as bridged nitrofurazans, were u ndertaken to test the hypothesis that accumulate furazan ring in such molecule could effectively serve in construction of energetically inte resting materials. Eight dinitro trifurazans were synthesized and test ed. The series of compounds was prepared in three-five stages from the 3,4-diaminofurazan (10). Oxy bridge was formed by utilizing hydroxyfu razans as nucleophiles. Azo bridge was prepared by oxidizing coupling of amino groups with KMnO4 in acid medium. Transformation of azo bridg e to azoxy one was accomplished by mixture of (NH4)(2)S2O8 and oleum. The set of trifurazans represents a new class of low-melting high ener getic material which are among the most potent CxHyNzOx-explosives kno wn. The isomeric diazoxyfurazans, (28), (29), and (30), differ dramati cally in their properties. Liquid diazoxy compound (28) has density of 1.8 g/cm(3) and is reach a record figure for CxHyNzOw-oil known.