Molecules,
Journal Year:
2023,
Volume and Issue:
28(22), P. 7648 - 7648
Published: Nov. 17, 2023
The
synthesis
of
substituted
2,4,6,8,10,12-hexaazaisowurtzitane
via
direct
condensation
is
challenging.
selection
starting
ammonia
derivatives
very
limited.
important
step
in
developing
alternative
synthetic
routes
to
these
compounds
investigate
their
formation
process
detail.
Here,
we
examined
an
acid-catalyzed
between
benzyl
carbamate
and
glyoxal
a
ratio
2:1
range
polar
protic
aprotic
solvents,
discovered
new
occurring
during
the
cascade
with
as
well
several
processes
hindering
caged
compounds.
More
specifically,
cyclic
compound,
N,N′-bis(carbobenzoxy)-3,6-diamino-1,4-dioxane-2,5-diol,
was
found
form
at
early
stage
under
low
acidity
conditions.
this
compound
governed
by
easier
alcohol
groups
compared
amide
ones.
intermediates,
N,N′-bis(carbobenzoxy)ethan-1,2-diol,
N,N′,N″-tris(carbobenzoxy)ethanol,
N,N′,N″,N‴-tetrakis(carbobenzoxy)ethan,
were
obtained
higher
acidity.
A
solvents
identified:
those
that
react
carbamate,
promote
progress
side
processes,
precipitation
intermediates.
few
byproducts
isolated
identified.
It
DMSO
exhibits
strong
deactivating
ability,
while
CH3CN
activating
ability
towards
glyoxal.
Energetic Materials Frontiers,
Journal Year:
2023,
Volume and Issue:
4(2), P. 110 - 122
Published: May 18, 2023
This
review
provides
numerous
studies
on
nitrogen-rich
tetracyclic-based
heterocyclic
energetic
materials
including
oxadiazole,
tetrazole,
triazole,
pyrazole,
imidazole
and
tetrazine.
The
article
mainly
describes
the
construction
method
of
skeleton,
explosive
modification,
properties
tetracyclic
materials.
structure-property
relationship
was
obtained
by
comparing
a
series
Finally,
authors
summarize
synthesis
laws
skeletons,
which
reference
for
development
in
future.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
89(1), P. 174 - 182
Published: Dec. 11, 2023
A
majority
of
known
and
newly
synthesized
energetic
materials
comprise
polynitrogen
or
nitrogen–oxygen
heterocycles
with
various
explosophores.
However,
available
structural
combinations
these
organic
scaffolds
are
finite
about
to
reach
their
limits.
Herein,
we
present
the
design
synthesis
a
series
sulfur-containing
polyazole
structures
comprising
1,3,4-thiadiazole
furazan
rings
linked
by
C–C
bonds
enriched
nitro
azo
functionalities.
In
terms
detonation
performance,
all
1,3,4-thiadiazole-furazan
assemblies
(D
=
7.7–7.9
km
s–1;
P
26–28
GPa)
lie
between
powerful
explosive
TATB
8.0
31
melt-cast
material
TNT
6.9
23
GPa).
series,
azo-bridged
derivative
5
seems
be
most
practically
interesting,
as
it
combines
relatively
high
performance
7.9
28
GPa),
very
thermal
stability
(271
°C),
insensitivity
friction.
By
functional
properties,
outperforms
benchmark
heat-resistant
hexanitrostilbene
(HNS).
To
best
our
knowledge,
this
is
first
example
an
alliance
rare
case
high-energy
materials,
which
can
certainly
considered
evolutionary
step
in
science.
The Journal of Physical Chemistry C,
Journal Year:
2023,
Volume and Issue:
127(18), P. 8887 - 8893
Published: April 26, 2023
For
an
energetic
material
with
a
definite
composition,
the
substituent
position
is
most
crucial
factor
to
influence
its
physicochemical
properties.
Thus,
it
becoming
increasingly
important
understand
impact
of
positional
isomerism
on
multidimensional
properties
differences.
Herein,
we
reported
two
new
potential
melt-castable
molecules,
pair
isomers
(4-MMDNP
and
5-MMDNP).
These
explosives
exhibit
obviously
different
properties,
including
densities
(Δρ
=
0.03
g
cm–3),
melting
point
(ΔTm
47.2
°C),
decomposition
temperature
(ΔTd
27.3
stability
(IS
20
J,
FS
160
N
vs
IS
10
40
N),
etc.,
even
though
they
share
similar
compositions
structures.
Simultaneously,
by
analyzing
crystal
packing,
intermolecular
interactions,
monomolecular
parameters,
were
able
uncover
roots
property
Altogether,
our
results
provide
comprehensive
molecular
level
insight
into
effect
isomerism,
which
may
be
useful
for
design.
FirePhysChem,
Journal Year:
2023,
Volume and Issue:
4(1), P. 21 - 33
Published: May 25, 2023
In
order
to
discover
of
high-energy
materials
with
characteristics
that
surpass
modern
benchmarks,
it
is
necessary
study
the
widest
range
potential
structures.
The
design
energetic
compounds
using
high-nitrogen
cage
scaffolds
provides
new
opportunities.
One
promising
representatives
polycyclic
multinitragen
cages
hexaazaisowurtzitane,
since
most
powerful
explosive
CL-20
based
on
it.
recent
years,
synthesis
analogues
has
been
actively
developed.
This
review
presents
progress
in
synthesis,
performance
and
structure-property
relationship
for
polynitro
hexaazaisowurtzitanes
over
past
decade.
Journal of Heterocyclic Chemistry,
Journal Year:
2024,
Volume and Issue:
61(5), P. 713 - 722
Published: March 5, 2024
Abstract
New
promising
energetic
materials
comprised
of
1,2,4‐triazole
and
furoxan
rings
bearing
explosophoric
nitro
group
were
rationally
designed
synthesized.
All
newly
prepared
compounds
thoroughly
characterized
their
physicochemical
properties
estimated.
In
the
synthesized
series,
(1,2,4‐triazolyl)furoxan
4
is
completely
insensitive
to
impact
friction
possesses
good
detonation
performance
(D
=
8.4
km
s
−1
;
P
33
GPa)
enabling
its
further
exploration
as
a
high‐energy
material.
While
the
effect
of
isomerism
on
properties
energetic
molecules
has
long
been
recognized,
use
this
phenomenon
to
deliberately
improve
performance
materials
now
approached.
Here,
we
report
development
effective
protocols
for
preparation
isomeric
compounds
with
a
furazan-triazole-pyrazole
framework,
which
differ
in
binding
points
these
subunits
and
position
nitro
group.
The
two
synthesized
isomers
readily
form
X-ray
quality
crystals
solvates
DMSO
water,
but
only
one
isomer
was
able
give
unsolvated
crystals.
Significant
differences
molecular
geometry
noncovalent
interactions
due
solvent
incorporated
into
crystal
lattice
are
highlighted.
ambiguity
evaluating
structure–property
relationships
single
compound
from
data
its
solvate
is
demonstrated.
first
time,
3-(5-(5-(3,4-dinitro-1H-pyrazol-5-yl)-1H-1,2,4-triazol-3-yl)-4-nitrofurazan
(6),
greater
interest
because,
unlike
other
isomer,
it
not
hygroscopic
higher
density.
Isomer
6
shock
sensitivity
detonation
velocity
similar
those
RDX,
more
thermally
stable
insensitive
friction.