Scrolling
mechanism is considered as a significant process to tune
the dimensionality of nanostructures. Remarkably, rolling of ultrathin
two-dimensional (2D) layered graphene nanosheets into one-dimensional
(1D) nanotubes perceived versatile applications in nanomedicine and
organic electronics. Nevertheless, this exceptional phenomenon is
observed in limited 2D π-conjugated systems until now, and it
is essential to extend it toward feasible organic systems. Herein,
we reported two porphyrin-derived systems (P1 and P2), in which P2 composed of porphyrin and benzothiadiazole
with directional amide hydrogen-bonding moiety acts as a good electron
donor–acceptor system. Consequently, P2 showed
high-conducting 1D nanofibers from the diagonal scrolling of 2D nanosheets
via in situ self-assembly. Photophysical properties of P2 revealed J-type aggregates in cyclohexane, while P1 exists as monomers. Cyclic voltammetry analysis of P2 showed the ease of oxidation compared to P1 owing to
the efficient electron transfer from donor to acceptor derivative.
Microscopic analysis suggests that P2 depicts 2D nanosheets
with an average diameter of 1–3 μm upon diagonal scrolling
of 1D nanofibers of width 1–1.5 μm and length several
micrometers. Electrochemical impedance analysis revealed that 1D nanofibers
of P2 depict electrical conductivity in the range of
1.5 ± 0.2 S/cm. Thereby, these derivatives highlight that NIR
absorption and their efficient optoelectronic characteristics promote
the alternatives for inorganic semiconductors in organic electronics.