Synthesis, Stable Radical Anion and Energy Storage Performance of Pentacene Tetraimides
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Sept. 16, 2024
Abstract
Imide
functionalization
has
been
widely
proved
to
be
an
effective
approach
enrich
optoelectronic
properties
of
polycyclic
aromatic
hydrocarbons
(PAHs).
However,
appending
multiple
imide
groups
onto
linear
acenes
is
still
a
synthetic
challenge.
Herein,
we
demonstrate
that
by
taking
advantage
“breaking
and
mending”
strategy,
pentacene
tetraimides
(PeTI)
was
synthesized
through
three‐step
sequence
started
from
the
naphthalene
diimides
(NDI).
Compared
with
parent
pentacene,
PeTI
shows
deeper‐lying
lowest
unoccupied
molecular
orbital
(LUMO)
energy
level,
narrower
band
gap
better
stability.
The
redox
behavior
firstly
evaluated
generating
stable
radical
anion
specie
assistance
cobaltocene
(CoCp
2
),
structure
electron
transfer
(ET)
complex
confirmed
X‐ray
crystallography.
Moreover,
due
presence
redox‐active
sites,
are
able
show
state‐of‐the‐art
storage
performance
dealkylated
(designated
as
PeTCTI)
in
organic
potassium
ion
batteries
(OPIBs)
anode.
Our
results
shed
light
on
application
imides
functionalized
acenes,
reported
strategy
provides
way
get
access
longer
nanoribbon
fascinating
electronic
properties.
Language: Английский
Synthesis, Stable Radical Anion and Energy Storage Performance of Pentacene Tetraimides
Angewandte Chemie,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Sept. 16, 2024
Abstract
Imide
functionalization
has
been
widely
proved
to
be
an
effective
approach
enrich
optoelectronic
properties
of
polycyclic
aromatic
hydrocarbons
(PAHs).
However,
appending
multiple
imide
groups
onto
linear
acenes
is
still
a
synthetic
challenge.
Herein,
we
demonstrate
that
by
taking
advantage
“breaking
and
mending”
strategy,
pentacene
tetraimides
(PeTI)
was
synthesized
through
three‐step
sequence
started
from
the
naphthalene
diimides
(NDI).
Compared
with
parent
pentacene,
PeTI
shows
deeper‐lying
lowest
unoccupied
molecular
orbital
(LUMO)
energy
level,
narrower
band
gap
better
stability.
The
redox
behavior
firstly
evaluated
generating
stable
radical
anion
specie
assistance
cobaltocene
(CoCp
2
),
structure
electron
transfer
(ET)
complex
confirmed
X‐ray
crystallography.
Moreover,
due
presence
redox‐active
sites,
are
able
show
state‐of‐the‐art
storage
performance
dealkylated
(designated
as
PeTCTI)
in
organic
potassium
ion
batteries
(OPIBs)
anode.
Our
results
shed
light
on
application
imides
functionalized
acenes,
reported
strategy
provides
way
get
access
longer
nanoribbon
fascinating
electronic
properties.
Language: Английский