Premium
Synthesis, Thermal Stability and Impact Stability of Novel Tetranitro‐Dipyridotetraazapentalene Derivatives
Author(s) -
Balachari Devan,
Stevens Edwin D.,
Trudell Mark L.,
Beardall David,
Wight Charles A.
Publication year - 2000
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(200004)25:2<75::aid-prep75>3.0.co;2-u
Subject(s) - stability (learning theory) , thermal stability , materials science , mathematics , thermodynamics , chemistry , computer science , physics , organic chemistry , machine learning
The synthetic details for the construction of three new dipyridotetraazapentalene derivatives, 5 H ‐pyrido[3″,4″:4′,5′] [1,2,3]triazolo‐ [1′,2′:1,2][1,2,3]triazolo[5,4‐ b ]pyridin‐6‐ium inner salt ( 8 ), 5 H ‐pyrido[3″,2″:4′,5′] [1,2,3]triazolo[1′,2′:1,2] [1,2,3]triazolo[5,4‐ b ]‐pyridin‐6‐ium inner salt ( 15 ) and 5 H ‐pyrido[2″,3″:4′,5′] [1,2,3]‐triazolo[1′,2′:1,2][1,2,3]triazolo[4,5‐ b ]pyridin‐6‐ium inner salt ( 16 ) are presented. Nitration of ( 8 ) and ( 15 ) afforded the novel tetranitrodipyridotetraazapentalene derivatives, 2,4,8,10‐tetranitro‐5 H ‐pyrido[3″,4″:4′,5′][1,2,3]triazolo[1′,2′:1,2][1,2,3]‐triazolo[5,4‐ b ]‐pyridin‐6‐ium inner salt ( 3 ) and 2,4,8,10‐tetranitro‐5 H ‐pyrido[3″,2″:4′,5′][1,2,3]triazolo[1′,2′:1,2][1,2,3]‐triazolo[5,4‐ b ]‐pyridin‐6‐ium inner salt ( 4 ) in good yields. Both isomers, ( 3 ) and ( 4 ), exhibited high thermal stability (differential scanning calorimetric analysis and thermal gravimetric analysis) and were insensitive to impact (hammer/anvil test).