It
is
of
current
development
to
construct
high-performance
energetic
compounds
by
aggregation
groups
with
dense
arrangement.
In
this
study,
a
hydrogen-free
high-density
3,4-bis(3-nitrofuroxan-4-yl)furoxan
(BNTFO-I)
was
designed
and
synthesized
in
simple,
straightforward
manner.
Its
isomer,
3,4-bis(4-nitrofuroxan-3-yl)furoxan
(BNTFO-IV),
also
obtained
isomerization.
The
structures
BNTFO-I
BNTFO-IV
were
confirmed
single-crystal
X-ray
analysis
for
the
first
time.
Surprisingly,
has
remarkable
calculated
crystal
density
1983
g
cm-3
at
296
K,
which
distinctly
higher
than
(1.936
cm-3,
K),
ranks
highest
among
azole-based
CNO
yet
reported.
noteworthy
that
exhibits
excellent
detonation
properties
(vD,
9867
m
s-1,
P,
45.0
GPa).
interesting
configuration
differences
provide
insight
into
design
new
advanced
materials.
Journal of the American Chemical Society,
Год журнала:
2017,
Номер
139(26), С. 8816 - 8819
Опубликована: Июнь 19, 2017
Gem-trinitromethyl
groups
were
introduced
into
a
1,3,4-oxadiazole
ring
to
give
the
first
example
of
bifunctionalized
single
five-membered
with
six
nitro
groups.
2,5-Bis(trinitromethyl)-1,3,4-oxadiazole
(12)
has
high
calculated
crystal
density
2.007
g
cm-3
at
150
K
(1.941
293
K)
and
very
positive
oxygen
balance
(39.12%),
which
makes
it
strong
candidate
as
energy
dense
oxidizer.
The
dihydroxylammonium
dihydrazinium
salts
bis(trinitromethyl)-1,3,4-oxadiazole
(5
6)
exhibit
excellent
detonation
properties
(5,
vD
=
9266
m
s-1,
P
38.9
GPa;
6,
8900
36.3
GPa)
acceptable
impact
sensitivities
20
J,
6
19
J),
are
superior
those
RDX
(7.4
J)
HMX
J).
Such
attractive
features
support
application
potential
gem-polynitromethyl
group
in
design
advanced
energetic
materials.
Surprisingly,
2,5-bis(trinitromethyl)-1,3,4-oxadiazole
is
more
thermally
stable
less
sensitive
than
its
bis(dinitromethyl)
analogue,
8.
ACS Applied Materials & Interfaces,
Год журнала:
2022,
Номер
14(44), С. 49898 - 49908
Опубликована: Окт. 26, 2022
Thermally
stable
energetic
materials
have
broad
applications
in
the
deep
mining,
oil
and
natural
exploration,
aerospace
industries.
The
quest
for
thermally
(heat-resistant)
with
high
energy
output
low
sensitivity
has
fascinated
many
researchers
worldwide.
In
this
study,
two
different
series
of
salts
based
on
pyrazole–oxadiazole
pyrazole–triazole
(3–23)
explosophoric
groups
been
synthesized
a
simple
straightforward
manner.
All
newly
compounds
were
fully
characterized
by
IR,
ESI-MS,
multinuclear
NMR
spectroscopy,
elemental
analysis,
thermogravimetric
analysis–differential
scanning
calorimetry
measurements.
structures
3,
7,
22
supported
single-crystal
X-ray
diffraction
studies.
density,
heat
formation,
properties
(detonation
velocity
detonation
pressure)
all
range
between
1.75
1.94
g
cm–3,
0.73
to
2.44
kJ
g–1,
7689
9139
m
s–1,
23.3
31.5
GPa,
respectively.
are
insensitive
impact
(>30
J)
friction
(>360
N).
addition,
4,
6,
10,
14,
17,
21,
22,
23
show
onset
decomposition
temperature
(Td
238
397
°C)
than
benchmark
RDX
=
210
°C),
HMX
(279
HNS
(318
°C).
It
is
noteworthy
that
backbones
greatly
influence
their
physicochemical
properties.
Overall,
study
offers
perspective
nitrogen-rich
explores
relationship
structure
performance.
Chemical Communications,
Год журнала:
2023,
Номер
59(29), С. 4324 - 4327
Опубликована: Янв. 1, 2023
A
series
of
gem-dinitromethyl
substituted
zwitterionic
C-C
bonded
azole
based
energetic
materials
(3-8)
were
designed,
synthesized,
and
characterized
through
NMR,
IR,
EA,
DSC
studies.
Further,
the
structure
5
was
confirmed
with
SCXRD
those
6
8
15N
NMR.
All
newly
synthesized
molecules
exhibited
higher
density,
good
thermal
stability,
excellent
detonation
performance,
low
mechanical
sensitivity
to
external
stimuli
such
as
impact
friction.
Among
all,
compounds
7
may
serve
ideal
secondary
high
energy
density
due
their
remarkable
decomposition
(200
°C
186
°C),
insensitivity
(>30
J),
velocity
(9248
m
s-1
8861
s-1)
pressure
(32.7
GPa
32.1
GPa).
Additionally,
melting
temperatures
3
(Tm
=
92
°C,
Td
242
°C)
indicate
that
it
can
be
used
a
melt-cast
explosive.
The
novelty,
synthetic
feasibility,
performance
all
suggest
they
potential
explosives
in
defence
civilian
fields.
Organic Letters,
Год журнала:
2024,
Номер
26(22), С. 4788 - 4792
Опубликована: Май 29, 2024
gem-Dinitro
methyl
based
high-energy-density
material
5-(dinitromethylene)-4,5-dihydro-1H-1,2,4-triazole
(2)
and
its
hydroxylamine
salt
(4)
were
synthesized
for
the
first
time
in
a
single
step
characterized.
Further,
structure
of
2
was
confirmed
by
single-crystal
X-ray
diffraction
(SCXRD)
studies.
Interestengly,
both
compounds
show
excellent
density
(>
1.83
g
cm-3),
detonation
velocity
8700
m
s–1),
pressure
30
GPa)
are
insensitive
toward
mechanical
stimuli
such
as
impact
friction
sensitivity.
Considering
their
synthetic
fesibility
balanced
energetic
performance,
4
future
prospects
potential
next-generation
materials
replacenent
many
presently
used
benchmark
high
energy
RDX,
FOX-7
highly
H-FOX.
The
single-atom
skeletal
editing
technology
is
an
efficient
method
for
constructing
molecular
skeletons,
which
has
broad
coverage
in
synthetic
chemistry.
However,
its
potential
the
preparation
of
energetic
heterocyclic
molecules
grossly
underexplored.
In
this
work,
unexpected
one-step
reaction
synthesis
novel
was
discovered
combines
editing,
gem-dinitromethyl
functionalization,
and
zwitterionization
one
step.
demonstrates
high
efficiency
while
maintaining
characteristics
being
mild
facile.
mechanism
verified
by
experimental
evidence
theoretical
calculations.
This
produces
a
molecule
(NPX-04)
with
good
laser
ignition
performance,
indicating
promise
as
laser-sensitive
material.
ACS Applied Materials & Interfaces,
Год журнала:
2019,
Номер
11(49), С. 45914 - 45921
Опубликована: Ноя. 13, 2019
A
series
of
fused-ring
energetic
materials,
i.e.,
3,6-dinitro-1,4-di(1H-tetrazol-5-yl)-pyrazolo[4,3-c]pyrazole
(DNTPP,
compound
2)
and
its
ionic
derivatives
(compounds
3–8),
were
designed
synthesized
in
this
study.
The
molecular
structures
compounds
2,
3,
6,
7·2H2O,
8
confirmed
using
single-crystal
X-ray
diffraction.
Their
physicochemical
properties,
such
as
density,
thermal
stability,
heat
formation,
sensitivity,
detonation
properties
(e.g.,
velocity
pressure),
also
evaluated.
results
indicate
that
DNTPP
most
are
extremely
thermally
stable
insensitive
toward
mechanical
stimuli.
In
particular,
the
decomposition
temperature
3
is
up
to
329
°C,
while
7
very
(impact
sensitivity:
>20
J;
friction
>360
N).
Compounds
6
possess
good
comprehensive
including
excellent
remarkable
low
sensitivities,
favorable
performance.
These
features
show
have
considerable
promise
materials.
Organic Letters,
Год журнала:
2022,
Номер
24(19), С. 3555 - 3559
Опубликована: Май 6, 2022
Various
energetic
salts
(3a-f)
were
obtained
from
1,3,5-tris[(2H-tetrazol-5-yl)methyl]isocyanurate
(3),
while
N2,N4,N6-tri(1H-tetrazol-5-yl)-1,3,5-triazine-2,4,6-triamine
(5)
and
N,N'-{6-[(1H-tetrazol-5-yl)amino]-1,3,5-triazine-2,4-diyl}bis[N-(1H-tetrazol-5-yl)nitramide]
(6)
cyanuric
chloride
via
a
simple,
efficient
two-step
synthetic
route
inexpensive
starting
materials.
Compounds
3a-f
6
show
excellent
detonation
properties
(VOD
=
7876-8832
m
s-1,
DP
20.73-30.0
GPa),
high
nitrogen
content
(>62%),
positive
heats
of
formation
(205.2-1888.9
kJ
mol-1)
with
thermostability
remarkable
insensitivity.
