The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 13, 2024
The
evolution
of
energetic
materials
science
presents
new
challenging
tasks
associated
with
the
creation
advanced
technologies
for
sustainable
development
future.
In
this
work,
a
set
heat-resistant
high-energy
incorporating
polynitrophenyl-1,2,5-oxadiazole
scaffold
enriched
azo/azoxy
moieties
have
been
designed
and
synthesized.
Due
to
smart
combination
explosophoric
groups
1,2,5-oxadiazole
rings,
prepared
substances
excellent
thermal
stability
(up
300
°C),
good
densities
1.75
g
cm–3),
high
enthalpies
formation
(340–538
kJ
mol–1),
combined
nitrogen–oxygen
content
(63–68%).
In-depth
structural
analysis
revealed
presence
strong
intra-
intermolecular
hydrogen
bonds
in
aminodinitrophenyl
derivatives,
which
small
deviation
electrostatic
potential
values
explains
low
mechanical
sensitivity
these
materials.
At
same
time,
trinitrophenyl-1,2,5-oxadiazoles
three
adjacent
non-coplanar
nitro
demonstrated
higher
impact,
albeit
retaining
complete
insensitivity
friction.
overall
performance
thus
exceeds
that
known
explosive
hexanitrostilbene.
Therefore,
newly
synthesized
family
polynitrophenyl-1,2,5-oxadiazoles
provides
fruitful
foundation
Russian Chemical Reviews,
Год журнала:
2024,
Номер
93(7), С. RCR5125 - RCR5125
Опубликована: Июль 1, 2024
The
chemistry
of
heterocyclic
compounds
has
traditionally
been
and
remains
a
bright
area
chemical
science
in
Russia.
This
is
due
to
the
fact
that
many
heterocycles
find
widest
application.
These
are
key
structural
fragments
most
drugs,
plant
protection
agents.
Many
natural
also
derivatives
heterocycles.
At
present,
more
than
half
hundreds
millions
known
collective
review
devoted
achievements
Russian
chemists
this
field
over
last
15–20
years.
presents
leading
heterocyclists
representing
both
RAS
institutes
university
science.
It
worth
noting
wide
scope
review,
terms
geography
author
teams,
covering
whole
our
large
country,
diversity
research
areas.
Practically
all
major
types
represented
review.
special
attention
focused
on
practical
applications
design
new
drugs
biologically
active
compounds,
high-energy
molecules,
materials
for
organic
electronics
photovoltaics,
ligands
coordination
chemistry,
other
rapidly
developing
advances
would
not
be
possible
without
development
fundamental
transformations
chemistry.<br>
Bibliography
—
2237
references.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
89(1), С. 174 - 182
Опубликована: Дек. 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.
Russian Chemical Reviews,
Год журнала:
2024,
Номер
93(2), С. RCR5109 - RCR5109
Опубликована: Янв. 16, 2024
The
study
of
high-energy
materials
based
on
poly
nitrogen-
and
nitrogen-oxygen-containing
heterocycles
is
one
the
most
important
relevant
modern
interdisciplinary
research
areas
at
intersection
organic
physical
chemistry
science.
Among
such
heterocycles,
1,2,4-oxadiazole
ring
a
rather
interesting
building
block
for
synthesis
new
energetic
compounds.
Although
1,2,4-oxadiazoles
has
been
developed
more
than
100
years,
these
have
only
recently
become
known
are
currently
"hot
spots"
in
this
field
This
review
systematizes
published
methods
features
reactivity
1,2,4-oxadiazole-based
Mono-
bis(1,2,4-oxadiazoles)
as
well
structures
containing
other
azoles
pyrazole,
1,2,5-oxadiazole,
1,3,4-oxadiazole,
1,2,3-triazole,
1,2,4-triazole
tetrazole
considered.
For
series
structurally
similar
compounds,
their
physicochemical
properties
summarized
factors
affecting
particular
parameter
discussed.<br>
Bibliography
—
123
references.
Journal of Heterocyclic Chemistry,
Год журнала:
2024,
Номер
61(5), С. 713 - 722
Опубликована: Март 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.
A
set
of
novel
biheterocyclic
energetic
materials
incorporating
the
4-nitroisoxazole
scaffold
was
synthesized.
Thus,
prepared
species
demonstrated
excellent
thermal
stability
(181–244
°C),
good
densities
(1.71–1.74
g·cm–3),
and
detonation
velocities
(7.6–8.3
km
s–1),
while
retaining
insensitivity
to
friction.
To
best
our
knowledge,
this
is
first
example
an
incorporation
into
structure
high-energy
materials.
ACS Applied Materials & Interfaces,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 22, 2025
The
design
of
high-energy-density
materials
(HEDMs)
and
the
investigation
energy
limits
have
consistently
represented
a
focal
point
significant
challenge
in
research.
This
study
prepared
hydrogen-free
compound,
BLG-102,
with
high
nitrogen
content
(66.6%)
using
an
energetic
block
based
on
long
chain
(N6).
BLG-102
has
crystal
density
1.85
g·cm-3,
measured
1.82
g·cm-3.
It
also
achieves
zero
oxygen
balance
(based
CO),
excellent
enthalpy
formation,
good
conjugate
planarity
aromaticity.
demonstrates
exceptional
detonation
performance
velocity
(VD
=
9311
m·s-1)
pressure
(P
38.5
GPa).
These
values
are
superior
to
well-known
compound
RDX
8991
m·s-1,
P
35.2
GPa),
comparable
HMX
9144
39.2
Nevertheless,
exhibits
slightly
higher
but
acceptable
sensitivity
(IS
5
J,
FS
54
N).
remarkable
capabilities
laser
initiation.
Notably,
10
mg
charge
can
effectively
detonate
20
RDX,
producing
pore
diameter
11.44
mm
lead
plate
(2
thick).
integrated
approach
concept─combining
nitro,
azide,
structures
1,2,4-triazole
framework─significantly
enhances
compounds.
breaks
through
limit
already
known
1,2,4-triazole-based
compounds
provides
new
idea
for
synthesis
HEDMs
performance.
Dalton Transactions,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
The
preparation
of
new
energetic
materials
comprising
the
poorly
explored
2,5-disubstituted
tetrazole
scaffold
as
a
central
structural
motif
coupled
with
oxadiazole
rings
is
reported.
