The synthesis and
characterization of the N-rich bis(triazole)
compound 1
H
,4′
H
-[3,3′-bis(1,2,4-triazole)]-4′,5,5′-triamine
(C
4
H
7
N
9
) with a N content of 69.6%
by weight is reported. The compound exhibits a rich acid–base
behavior because it can accept up to two protons, forming a monocation
and a dication, and can lose one proton, forming an anion. Measurement
of the acid constants has shown that there exist well-defined pH intervals
in which each of the four species is predominant in solution, opening
the way to their isolation and characterization by single-crystal
X-ray analysis as salts with different counterions. Some energetic
salts of the monocation or dication containing oxidizing inorganic
counterions (dinitramide, perchlorate, and nitrate) were also prepared
and characterized in the solid state for their sensitivity. In particular,
the neutral compound shows a very remarkable thermal stability in
air, with
T
d
= 347 °C, and is insensitive
to impact and friction. Salts of the dication with energetic counterions,
in particular perchlorate and nitrate, show increased sensitivities
and reduced thermal stability. The salt of the monocation with dinitramide
as the counterion outperforms other dinitramide salts reported in
the literature because of its higher thermal stability (
T
d
= 230 °C in air) and friction insensitiveness.
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