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Dinitro Trifurazans with Oxy, Azo, and Azoxy Bridges
Author(s) -
Sheremetev Aleksei B.,
Kulagina Valentina O.,
Aleksandrova Natalya S.,
Dmitriev Dmitrii E.,
Strelenko Yurii A.,
Lebedev Vyacheslav P.,
Matyushin Yurii N.
Publication year - 1998
Publication title -
propellants, explosives, pyrotechnics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.56
H-Index - 65
eISSN - 1521-4087
pISSN - 0721-3115
DOI - 10.1002/(sici)1521-4087(199806)23:3<142::aid-prep142>3.0.co;2-x
Subject(s) - azoxy , oleum , nucleophile , chemistry , polymer chemistry , stereochemistry , medicinal chemistry , organic chemistry , catalysis
The search of the new low‐melting high energetic materials, which match the performance of TNAZ and more available, is the barest necessity. The syntheses of several novel zero‐hydrogen but nitrogen and oxygen rich high energetic heterocycles, such as bridged nitrofurazans, were undertaken to test the hypothesis that accumulate furazan ring in such molecule could effectively serve in construction of energetically interesting materials. Eight dinitro trifurazans were synthesized and tested. The series of compounds was prepared in three‐‐five stages from the 3,4‐diaminofurazan( 10 ). Oxy bridge was formed by utilizing hydroxyfurazans as nucleophiles. Azo bridge was prepared by oxidizing coupling of amino groups with KMnO 4 in acid medium. Transformation of azo bridge to azoxy one was accomplished by mixture of(NH 4 ) 2 S 2 O 8 and oleum. The set of trifurazans represents a new class of low‐melting high energetic materials which are among the most potent C x H y N z O w ‐explosives known. The isomeric diazoxyfurazans,( 28 ),( 29 ), and( 30 ), differ dramatically in their properties. Liquid diazoxy compound( 28 ) has density of 1.8 g/cm 3 and is reach a record figure for C x H y N z O w ‐oil known.