Journal of Heterocyclic Chemistry,
Journal Year:
2024,
Volume and Issue:
61(3), P. 506 - 513
Published: Jan. 15, 2024
Abstract
Nitrogen‐rich
energetic
materials
based
on
five‐membered
azoles,
such
as
tetrazoles,
triazoles,
oxadiazoles,
pyrazoles,
and
imidazoles,
have
garnered
significant
attention
in
recent
years
due
to
their
environmental
compatibility
while
maintaining
high
performance.
These
materials,
including
explosives,
propellants,
pyrotechnics,
are
designed
release
energy
rapidly
efficiently
minimizing
the
of
toxic
or
hazardous
byproducts
attracted
potential
applications
defense
space
industries.
The
presence
extensive
NC,
NN,
NN
bonds
azoles
provides
enthalpies
formation
facilitates
intermolecular
interactions
through
π‐stacking
which
may
help
with
reducing
sensitivity
external
stimuli.
Now,
we
report
synthesis
properties
N
‐(5‐(1
H
‐tetrazol‐5‐yl)‐1,3,4‐oxadiazol‐2‐yl)nitramide
(
5
)
its
salts.
new
nitrogen–oxygen‐containing
attractive
feature
insensitivity
increased
ChemPlusChem,
Journal Year:
2019,
Volume and Issue:
85(1), P. 13 - 42
Published: Oct. 16, 2019
Abstract
This
Review
covers
the
synthesis
and
performance
of
most
promising
1,2,5‐oxadiazole‐based
high‐energy
density
materials
(HEDMs).
These
comprise
a
1,2,5‐oxadiazole
subunit
as
key
structural
motif
linked
to
various
acyclic
explosophoric
groups
or
nitrogen‐rich
nitrogen‐oxygen
azoles:
1,2,4‐triazole,
tetrazole,
1,2,4‐
1,3,4‐oxadiazoles.
Energetic
alliances
two
more
rings
directly
through
heteroatom
spacers
are
also
presented.
Particular
attention
is
devoted
installation
different
explosophores:
nitro,
nitramino,
azo,
azoxy,
dinitromethyl,
trinitroethyl
moieties
their
combination.
Promising
environmentally
benign
energetic
with
high
detonation
velocity
pressure,
outstanding
insensitivity
summarized.
Overall,
presented
may
be
considered
next‐generation
high‐performance
that
superior
commonly
used
traditional
explosives
(TNT,
PETN,
RDX,
HMX).
FirePhysChem,
Journal Year:
2021,
Volume and Issue:
2(2), P. 83 - 139
Published: Oct. 1, 2021
Energetic
material
is
a
very
essential
company
of
compounds,
widely
used
in
various
fields,
primarily
the
military
industry
and
space
technologies.
These
compounds
are
unique
that
they
capable
instantly
decomposing
to
release
enormous
energy.
The
chemical
diversity
energetic
organic
constantly
increasing
through
combination
high-nitrogen
frameworks
explosophoric
groups,
which
follows
overall
trend
interest
their
chemistry
applications.
scientific
community
looking
for
more
powerful
less
sensitive
external
impulses
both
civilian
use.
Herein,
detailed
overview
regarding
classic
novel
groups
frameworks,
as
well
description
selected
synthesis
target
has
been
given
time
period
since
2010.
physical
properties
performances
benchmark
prospective
also
collected.
Chemical Reviews,
Journal Year:
2022,
Volume and Issue:
122(9), P. 8809 - 8840
Published: March 15, 2022
Electrochemical
synthesis
is
a
valuable
method
for
the
preparation
of
molecules.
It
innately
eco-friendly,
as
potentially
hazardous
oxidation
and
reduction
agents
are
replaced
with
electrochemical
potentials.
Electrochemistry
commonly
applied
globally
in
numerous
chemicals,
but
energetic
materials
field
lags
this
regard.
In
review,
we
endeavor
to
cover
entire
history
synthetic
electrochemistry
detail
transformations
high-nitrogen
that
relevant
new
We
hope
review
serves
starting
point
inform
those
involved
chemistry,
interested
other
applications
molecules,
about
environmentally
friendly
methods
available
such
compounds.
Journal of Materials Chemistry A,
Journal Year:
2018,
Volume and Issue:
6(30), P. 14780 - 14786
Published: Jan. 1, 2018
Novel
high-density
oxidizer
based
on
highly
nitrated
bipyrazole
was
developed.
It
is
the
champion
among
heteroaromatic
CHNO
compounds
with
a
density
equal
to
2.021
g
cm−3
at
room
temperature.
Crystal Growth & Design,
Journal Year:
2020,
Volume and Issue:
20(3), P. 1891 - 1897
Published: Feb. 12, 2020
Metal-free
energetic
materials
generally
have
the
advantages
of
high
gas
yield
and
metal-free
residue
after
combustion
or
explosion,
enabling
them
to
be
widely
used
as
explosives
propellant
components.
As
part
a
series
our
investigations
on
ABX3
molecular
perovskite
high-energetic
materials,
here
we
report
five
new
members,
(H2A)[NH4(ClO4)3],
by
using
different
organic
cations
H2A2+,
i.e.,
1-hydroxy-1,4-diazabicyclo[2.2.2]octane-1,4-diium
for
DAP-O4,
piperazine-1,4-diium
PAP-4,
1-methyl-piperazine-1,4-diium
PAP-M4,
homopiperazine-1,4-diium
PAP-H4,
1-methyl-1,4-diazabicyclo-[2.2.2]octane-1,4-diium
DAP-M4,
respectively.
Together
with
previously
reported
member,
(H2dabco)[NH4(ClO4)3]
(DAP-4,
H2dabco2+
=
1,4-diazabicyclo[2.2.2]octane-1,4-diium),
these
six
provide
nice
instances
fine-tune
oxygen
balance,
crystal
density,
thermal
stability,
detonation
performance,
changing
A-site
solely.
The
density
functional
theory
(DFT)
calculations
Kamlet–Jacob
(K–J)
equation
suggested
that
improving
balance
while
keeping
spherical
shape
match
anionic
cage
in
facilitates
obtaining
better
providing
an
important
clue
designing
advanced
practicable
materials.
It
is
worth
noting
three
compounds
(PAP-4,
DAP-O4)
are
expected
exceed
performances
RDX
both
explosive
propellant,
which
DAP-O4
has
highest
heat
(6.21
kJ
mol–1),
velocity
(8.900
km
s–1),
pressure
(35.7
GPa),
well
higher
specific
impulse
value
(262
s).
Molecules,
Journal Year:
2020,
Volume and Issue:
25(15), P. 3475 - 3475
Published: July 30, 2020
Nitrated-pyrazole-based
energetic
compounds
have
attracted
wide
publicity
in
the
field
of
materials
(EMs)
due
to
their
high
heat
formation,
density,
tailored
thermal
stability,
and
detonation
performance.
Many
nitrated-pyrazole-based
been
developed
meet
increasing
demands
power,
low
sensitivity,
eco-friendly
environment,
they
good
applications
explosives,
propellants,
pyrotechnics.
Continuous
growing
efforts
committed
promote
rapid
development
EMs
last
decade,
especially
through
large
amounts
Chinese
research.
Some
ultimate
aims
are
develop
potential
candidates
castable
explore
novel
insensitive
energy
materials,
search
for
cost
synthesis
strategies,
efficiency,
green
environmental
protection,
further
widen
EMs.
This
review
article
present
recent
processes
physical
explosive
performances
Ems,
including
monopyrazoles
with
nitro,
bispyrazoles
nitropyrazolo[4,3-c]pyrazoles,
derivatives,
comb
trend
these
compounds.
intends
prompt
fresh
concepts
designing
prominent
high-performance
nitropyrazole-based
ACS Applied Materials & Interfaces,
Journal Year:
2023,
Volume and Issue:
15(3), P. 4144 - 4151
Published: Jan. 11, 2023
The
introduction
of
groups
with
high
enthalpies
formation
can
effectively
improve
the
detonation
performance
compounds.
A
series
novel
energetic
compounds
(10-13)
formation,
density,
and
nitrogen-oxygen
content
were
designed
synthesized
by
combining
gem-polynitromethyl,
1,2,4-oxadiazole,
furoxan,
azo
groups.
All
new
thoroughly
characterized
IR,
NMR,
elemental
analysis,
differential
scanning
calorimetry.
Compounds
10
11
also
further
single-crystal
X-ray
diffraction.
Compound
has
density
(1.93
g
cm-3),
enthalpy
(993.5
kJ
mol-1),
velocity
(9411
m
s-1),
heat
(6889
kg-1)
is
a
potentially
excellent
secondary
explosive.