Chemistry - A European Journal,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 30, 2024
A
novel
tetraimide-functionalized
non-alternant
π-conjugated
system,
namely,
benzodifluoranthene
tetraimides
(BDFTI),
has
been
designed
and
synthesized
through
highly
efficient
UV-photocyclization
of
a
vinyl-bridged
fluoranthene
diimide
dimer
(i.
e.,
FDI-V).
The
synthesis
FDI-V
starts
from
straightforward
three-step
route
to
produce
7,8,9,10-fluoranthene
(FDIs)
building-blocks,
followed
by
nearly
complete
bromination
then
Stille-coupling
reaction
give
the
desired
dimer.
analysis
X-ray
crystallography
confirms
near-coplanar
geometry
for
FDIs,
while
BDFTI
shows
U-shaped
distorted
backbone
configuration
proven
theoretical
optimizations.
tetraimide
exhibits
several
advantages
over
FDI
cores,
including
an
extended
absorption
band
red-shift
in
photoluminescence
spectra.
This
enhancement
can
be
attributed
presence
additional
electron-deficient
imide
units,
which
promotes
increased
intramolecular
charge
transfer
improved
electron
affinity.
All
imides
show
local
aromatic
characteristic
owing
incorporation
pentagon
rings
π-frameworks.
fully
fused
nonlinear
optical
properties
as
analyzed
open-aperture
Z-scan
technique,
demonstrating
superior
optical-limiting
performance
compared
FDI-V.
versatile
chemistries
provide
pathway
developing
complex
unique
multiimide-functionalized
systems,
paving
way
creating
high-performance
materials.
Chemistry - A European Journal,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 30, 2024
Organic
radicals
are
gaining
significant
interest
in
luminescent
materials
due
to
their
unique
properties,
which
present
unprecedented
opportunities
for
innovation
across
various
fields,
from
display
technology
biomedical
applications.
However,
addressing
challenges
related
stability
and
low
fluorescence
efficiency
is
crucial
unlocking
full
potential
practical
Polymerization
has
emerged
as
an
effective
strategy
enhance
intra-
interchain
through-space
interactions,
enabling
the
creation
of
stable
with
excellent
processing
multifunctional
properties.
This
concept
emphasizes
strategic
use
polymerization
designing
synthesizing
main-chain
side-chain
radical
polymers.
approach
not
only
broadens
scope
but
also
improves
luminescence
properties
photofunctional
materials.
Chemistry - A European Journal,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 30, 2024
A
novel
tetraimide-functionalized
non-alternant
π-conjugated
system,
namely,
benzodifluoranthene
tetraimides
(BDFTI),
has
been
designed
and
synthesized
through
highly
efficient
UV-photocyclization
of
a
vinyl-bridged
fluoranthene
diimide
dimer
(i.
e.,
FDI-V).
The
synthesis
FDI-V
starts
from
straightforward
three-step
route
to
produce
7,8,9,10-fluoranthene
(FDIs)
building-blocks,
followed
by
nearly
complete
bromination
then
Stille-coupling
reaction
give
the
desired
dimer.
analysis
X-ray
crystallography
confirms
near-coplanar
geometry
for
FDIs,
while
BDFTI
shows
U-shaped
distorted
backbone
configuration
proven
theoretical
optimizations.
tetraimide
exhibits
several
advantages
over
FDI
cores,
including
an
extended
absorption
band
red-shift
in
photoluminescence
spectra.
This
enhancement
can
be
attributed
presence
additional
electron-deficient
imide
units,
which
promotes
increased
intramolecular
charge
transfer
improved
electron
affinity.
All
imides
show
local
aromatic
characteristic
owing
incorporation
pentagon
rings
π-frameworks.
fully
fused
nonlinear
optical
properties
as
analyzed
open-aperture
Z-scan
technique,
demonstrating
superior
optical-limiting
performance
compared
FDI-V.
versatile
chemistries
provide
pathway
developing
complex
unique
multiimide-functionalized
systems,
paving
way
creating
high-performance
materials.