Organic Letters,
Год журнала:
2023,
Номер
25(32), С. 6082 - 6086
Опубликована: Авг. 9, 2023
Hydrogen
bonds
(H-bonds)
in
energetic
compounds
have
a
very
pronounced
effect
on
physicochemical
properties
such
as
density,
thermal
stability,
sensitivity,
and
solubility.
Now
strategy
to
synthesize
nitrogen-rich
materials
with
overall
good
properties,
which
stem
from
the
synergetic
effects
of
inter-
or
intramolecular
H-bonds,
is
reported.
1,2-Dihydrazono-1,2-di(1H-tetrazol-5-5-yl)ethane
(4),
new
thermostable
insensitive
material,
obtained
reaction
dioxime
(2)
hydrazine
hydrate.
The
exchange
oxime
(NOH)
hydrazone
(NNH2)
functionality
results
reduced
acidic
character
low
solubility
water,
make
it
remarkably
suitable
for
practical
use.
While
detonation
velocity
4
comparable
RDX,
has
an
advantage
high
nitrogen
content
(76%)
stability
(275
°C)
toward
external
stimuli.
Journal of Materials Chemistry A,
Год журнала:
2020,
Номер
8(45), С. 23857 - 23865
Опубликована: Янв. 1, 2020
Reducing
the
steric
hindrance
between
energetic
moieties
through
reasonable
regiochemical
modulation
leads
to
an
advanced
heat-resistant
explosive
5,5′-bis(3,5-dinitro-1H-pyrazol-4-yl)-1H,1′H-3,3′-bi(1,2,4-triazole)
(BDBT-2).
Molecules,
Год журнала:
2020,
Номер
25(15), С. 3475 - 3475
Опубликована: Июль 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
Defence Technology,
Год журнала:
2021,
Номер
17(6), С. 1995 - 2010
Опубликована: Фев. 9, 2021
Heterocyclic
skeleton
(Azoles)
and
different
energetic
groups
containing
high
performing
explosives
are
highly
emerged
in
recent
years
to
meet
the
challenging
requirements
of
materials
both
military
civilian
applications
with
improved
performance.
For
this
purpose
tetrazole
(Azole)
is
identified
as
an
attractive
heterocyclic
backbone
functional
nitro
(-NO2),
nitrato
(-ONO2),
nitrimino
(-NNO2),
nitramino
(–NH–NO2)
replace
traditionally
used
explosives.
The
based
compounds
having
these
demonstrated
advanced
performance
(detonation
velocity
pressure),
densities,
heat
formation
(HOF)
became
a
potential
replacement
traditional
such
RDX.
This
review
presents
summary
recently
reported
nitro-tetrazole
poly-nitro,
di/mono-nitro,
nitrato/nitramino/nitrimino,
bridged/bis/di
groups,
describing
their
preparation
methods,
advance
properties,
further
high-performing
explosives,
especially
those
last
decade.
aims
provide
fresh
concept
for
designing
together
major
challenges
perspectives.
ACS Applied Materials & Interfaces,
Год журнала:
2022,
Номер
14(8), С. 10594 - 10604
Опубликована: Фев. 22, 2022
The
development
of
energetic
materials
is
still
facing
a
huge
challenge
because
the
relationship
between
energy
and
sensitivity
usually
contradictory:
high
always
accompanied
with
low
sensitivity.
Here,
high-energy,
low-sensitivity
polynitro-functionalized
azopyrazole
(TNAP)
its
salts
have
been
synthesized.
structural
characterization
these
compounds
was
analyzed
by
elemental
analysis,
1H
13C
NMR
spectroscopies,
infrared
spectroscopy.
single-crystal
structure
K2TNAP,
TNAP,
5,
6
obtained
X-ray
diffraction,
K2TNAP
novel
metal-organic
framework.
calculated
detonation
properties
TNAP
(9040
m
s-1
36.0
GPa)
are
superior
to
that
RDX
(8796
33.6
GPa).
In
addition,
also
has
lower
mechanical
(IS
>
40
J,
FS
=
244
N)
higher
decomposition
temperature
(Td
221
°C)
than
7.4
120
N,
Td
204
°C).
These
experimental
results
suggest
may
become
new
candidate
for
secondary
explosives.
ACS Applied Materials & Interfaces,
Год журнала:
2024,
Номер
16(8), С. 10211 - 10217
Опубликована: Фев. 19, 2024
This
work
reports
a
strategy
by
enhancing
conjugation
effect
and
synthesizes
symmetrical
planar
compound,
1,2-bis
(4,5-di(1H-tetrazol-5-yl)-2H-1,2,3-triazol-2-yl)diazene
(NL24).
The
incorporation
of
azo
1,2,3-triazole
moieties
manifests
synergistic
effect,
amplifying
the
bridge
thereby
elevating
stability
NL24
(Td:
263
°C,
IS:
7
J).
Notably,
NL24,
possessing
structural
configuration
comprising
four
tetrazoles
harboring
total
24
nitrogen
atoms,
exhibits
excellent
detonation
performances
(ΔHf:
6.06
kJ
g–1,
VD:
9002
m
s–1).
achieves
balance
energy
polycyclic
provides
direction
for
high-performance
energetic
materials.
Journal of Materials Chemistry A,
Год журнала:
2024,
Номер
unknown
Опубликована: Янв. 1, 2024
Compared
with
traditional
polycyclic-based
heterocyclic
energetic
compounds,
the
synthesis
of
fused
ring
compounds
is
more
challenging
since
only
a
few
substrates
meet
structural
requirements
for
cyclization
reaction.
Crystal Growth & Design,
Год журнала:
2020,
Номер
20(3), С. 2106 - 2114
Опубликована: Фев. 14, 2020
Structure–performance
investigation
has
become
one
of
those
significant
trends
for
energetic
materials
and
crystallography
inevitably.
Herein,
we
report
two
new
deriving
from
a
famous
thermally
stable
explosive
benzopyridotetraazapentalene,
which
was
first
developed
by
Huynh
Hiskey,
et
al.,
at
Los
Alamos
National
Laboratory.
Owing
to
the
incorporation
amino
groups,
these
exhibit
different
amusing
physical
performance.
Understanding
their
structures,
properties,
performances,
relationship
among
them
is
basis
rational
design
materials.
Moreover,
conjugated
systems,
density
overlap
regions
indicator
analysis
also
employed
necessarily
visualizing
quantifying
covalent
noncovalent
interactions.
It
evident
that
this
strategy
incorporating
groups
into
increased
coplanarity
fused
ring,
owing
contribution
hydrogen
bonding
π–π
interactions,
can
further
decrease
sensitivity.
However,
found
integrity
intramolecular
-bonding
interaction
critical
factor,
affected
thermal
stability
molecules
with
inserting
progressively.
notable
diamino-substituted
compound
8
exhibits
comparable
(320
°C)
HNS,
more
dense
(d:
1.84
g
cm–3),
higher
nitrogen
content
(37.43%),
lower
sensitivity
(impact
sensitivity:
12
J,
friction
>
360
N),
superior
HNS.
These
discoveries
effectively
assist
preparation
other
promising
toward
future
high-performing
energy
applications.
Zeitschrift für anorganische und allgemeine Chemie,
Год журнала:
2020,
Номер
647(4), С. 157 - 191
Опубликована: Дек. 5, 2020
Abstract
Tetrazoles
are
a
class
of
heterocyclic
compounds.
Many
tetrazole
derivatives
have
been
studied
extensively
as
potential
high
energy
materials.
Compared
with
other
nitrogen‐rich
heterocycles,
most
tetrazole‐based
heterocycles
demonstrate
superior
properties
due
to
the
higher
density
and
heat
formation
levels.
A
large
variety
advanced
energetic
materials
achieved
based
on
combination
moieties
collection
bridges.
This
review
is
an
overview
recent
developments
structures,
where
possible,
information
such
synthetic
methods,
physical
detonation
provided.
Given
opportunities
outstanding
properties,
structures
undoubtedly
promising
candidates
for
development
highly
civilian
or
military
applications.
