Excited-State Intramolecular Proton Transfer-Based Multifunctional Solid-State Emitter: A Fluorescent Platform with “Write-Erase-Write” Function

The excited-state intramolecular proton transfer (ESIPT)-based molecular probes have drawn significant attention owing to their environment-sensitive fluorescence properties, large Stokes shift, and emerged as building blocks for the development of molecular sensors and switches. However, most of the ESIPT-based fluorophores exhibit weak emission in the solid state limiting the scope of real-time applications. Addressing such issues, herein, we presented a C3 symmetric-like molecular architecture employing a simple one-step Schiff base condensation between triaminoguanidinium chloride and 3,5-di-tert-butyl-2-hydroxybenzaldehyde (TGHB). The temperature-dependent fluorescence studies including at 77 K indicated the strong emission from the keto tautomer compared to that of the enol tautomer. The facile ESIPT in TGHB in the solid-state led to a remarkable enhancement of fluorescence quantum yield of 1600 times compared to that of the solution (λem = 545 nm) by restricting the intramolecular rotation and subs...