Highly
photoluminescent, single-component self-assembly being scalable
and sustainable has a profound commercial significance. In this article,
the challenges that we address in development of self-assembly of
π-conjugated molecules are (i) feeble photoluminescence
caused by poor molecular orientational ordering and (ii) costly fluorescent
monomer owing to lack of an atom/step/energy economical synthetic
method. We have discovered that a bright yellow fluorescent xanthene
analog capable of instantly forming self-assembly can be synthesized
by a home-built coil-in-spiral reactor using an inexpensive precursor,
pyrogallol. Stimuli such as temperature (35 °C), acid fumes,
and apolar solvent can trigger the formation of red-emissive self-assembly.
In solution orientation of about 13 molecules yielding hydrogen-bonded
self-assembly has a direct resemblance with a Coulomb-coupled J-aggregate
highlighted in the Kasha model. After photoexcitation, the excited
state dynamics of the monomer progress via three pathways: (i) relaxation
(2 ± 0.3 ps), (ii) solvation (19.5 ± 3 ps), and (iii) decay
(2.5 ns). On the other hand, self-assembly exciton evolves via two
pathways: (i) relaxation (81 ± 25 ps) and (ii) decay (∼1
ns). In the solid state, the self-assembly retains the submicron-sized
trigonal pyramidal structures by layer-by-layer stacking of triangular
plates. This self-assembly doped in polymer even exhibits mechanofluorescence.
Our study will pave way the use of this photoluminescent self-assembly
for improved performance of organic/sustainable electronics and stretchable
electronics.