In
this
study,
we
synthesized
trifluoromethyl-substituted
bis-triazole
nitrogen-rich
compounds
(3–5)
using
a
simple,
cost-effective
method.
The
newly
made
were
characterized
NMR,
IR,
elemental
analysis,
TGA-DSC,
and
single-crystal
X-ray
diffraction
(for
3
4).
They
demonstrated
high
density
(1.82–1.92
g
cm–3),
moderate
detonation
performance
(7567–7905
m
s–1),
good
thermal
stability
(146–215
°C),
low
sensitivity
to
impact
(40
J)
friction
(360
N),
offering
potential
nature
as
cationic
component
in
energetic
salts,
defense,
civilian
applications.
Abstract
A
novel
application
of
1-methylpyrazol-3-yldiazonium
salts
in
the
Meerwein
reaction
was
introduced.
These
diazonium
reacted
with
α,β-unsaturated
functionalized
compounds
under
conditions
to
yield
pyrazole-containing
building
blocks,
which
subsequently
allowed
cyclization
reactions
bisnucleophiles
for
synthesis
pyrazol-3-yl-containing
heterocyclic
systems.
In
this
way,
2-aminothiazole,
2-aminoselenazole,
thiazolidin-4-one,
selenazolidin-4-one,
3-hydroxythiophene,
and
3-aminothiophene
rings
were
efficiently
prepared.
Organic Letters,
Год журнала:
2024,
Номер
26(47), С. 10085 - 10089
Опубликована: Ноя. 8, 2024
This
study
synthesized
nitrogen-rich
[5,6,5]
fused
compounds
through
a
novel
rearrangement
reaction.
Owing
to
its
unique
zwitterionic
salt
structure,
product
4-1
exhibits
high
thermal
stability
(Td
>
250
°C),
low
sensitivity
(IS
40
J,
FS
360
N),
and
acceptable
detonation
velocities
pressures
(νD
=
8520
m
s–1
P
32.53
GPa,
respectively),
which
are
better
than
those
of
TNT
TATB.
These
indicate
the
potential
salts
as
thermally
stable
energetic
materials
provide
new
synthesis
strategies
for
constructing
polycyclic
heterocycles
rearrangement.
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 9, 2024
Abstract
Due
to
its
good
stability,
density
and
oxygen
balance,
the
benzofuroxan
fused
ring
framework
has
attracted
particular
attention
in
field
of
high
energy
materials.
The
planar
structure
facilitates
straightforward
derivatization
with
explosophores
contributes
molecular
stability.
In
this
work,
a
scaffold
was
utilized
develop
highly
dense
energetic
material,
namely
5,7‐dihydroxy‐4,6‐dinitrobenzo[c][1,2,5]oxadiazole
1‐oxide
(
DHDNBF
).
successive
inclusion
like
nitro
(−NO
2
)
oxidative
functionality
hydroxyl
(−OH)
on
resulted
an
impressive
(ρ=1.91
g
cm
−3
positive
balance
(6.20
%)
Furthermore,
hydroxy
groups
enable
formation
dicationic
salts
3
–
7
,
contributing
additional
modifications
overall
performance.
Energetic
4
5
exhibit
significantly
higher
densities
ranging
from
1.84
1.87
possess
favorable
approaching
zero
or
equal
zero.
A
marked
improvement
thermal
stabilities
observed
all
compared
their
neutral
counterparts,
.
(D
v
=8459
m
s
−1
P=32.10
GPa)
=8539
P=30.37
performance,
comparable
that
well‐known
explosives
such
as
LLM‐105
=8560
P=33.4
GPa).
Overall,
characteristics
make
them
potential
candidates
for
use
benzofuroxan‐based
secondary
primary
explosives,
respectively,
various
military
civilian
applications.
International Journal of Molecular Sciences,
Год журнала:
2024,
Номер
25(7), С. 3910 - 3910
Опубликована: Март 31, 2024
Safety
is
fundamental
for
the
practical
development
and
application
of
energetic
materials.
Three
tricyclic
compounds,
namely,
1,3-di(1H-tetrazol-5-yl)-1H-1,2,4-triazol-5-amine
(ATDT),
5′-nitro-3-(1H-tetrazol-5-yl)-2′H-[1,3′-bi(1,2,4-triazol)]-5-amine
(ATNT),
1-(3,4-dinitro-1H-pyrazol-5-yl)-3-(1H-tetrazol-5-yl)-1H-1,2,4-triazol-5-amine
(ATDNP),
were
effectively
synthesized
through
a
simple
two-step
synthetic
route.
The
introduction
intramolecular
hydrogen
bonds
resulted
in
excellent
molecular
planarity
three
new
compounds.
Additionally,
they
exhibit
regular
crystal
packing,
leading
to
numerous
intermolecular
π–π
interactions.
Benefiting
from
planar
structural
features,
ATDT,
ATNT,
ATDNP
are
insensitive
(IS
>
60
J,
FS
=
360
N)
when
exposed
external
stimuli.
Furthermore,
ATNT
(Td
361.1
°C)
317.0
high
decomposition
temperatures
satisfying
detonation
performance.
bonding
that
produced
this
structure
serves
as
model
creation
innovative
multiple
heterocycle
materials
with
stability.
Dalton Transactions,
Год журнала:
2024,
Номер
53(24), С. 10093 - 10098
Опубликована: Янв. 1, 2024
In
the
realm
of
energetic
materials
research,
there
has
been
notable
interest
in
coordination
compounds
(ECCs)
owing
to
their
remarkable
thermal
stability
and
resistance
mechanical
stimuli.
In
this
study,
we
synthesized
trifluoromethyl-substituted
bis-triazole
nitrogen-rich
compounds
(3–5)
using
a
simple,
cost-effective
method.
The
newly
made
were
characterized
NMR,
IR,
elemental
analysis,
TGA-DSC,
and
single-crystal
X-ray
diffraction
(for
3
4).
They
demonstrated
high
density
(1.82–1.92
g
cm–3),
moderate
detonation
performance
(7567–7905
m
s–1),
good
thermal
stability
(146–215
°C),
low
sensitivity
to
impact
(40
J)
friction
(360
N),
offering
potential
nature
as
cationic
component
in
energetic
salts,
defense,
civilian
applications.
