Shifting shades: A polymorph-driven luminescence modulation in a dual-state emissive organic luminophore

Abstract

Herein, we report a dual-state emissive (DSE) luminophore, DCZHPI, bearing a phenanthroimidazole (PI) core with carbazole substitution. Two concomitant polymorphs (DCZHPI-B and DCZHPI-G) of DCZHPI emerge upon slow evaporation from the MeOH/DCM system, each flaunting a butterfly-like molecular architecture. The two polymorphs exhibit distinct luminescent properties due to packing structure variation. The DCZHPI exhibits emission from the keto tautomer following an ESIPT mechanism with a large Stokes shift (~120 nm) and high photoluminescence quantum yield (Фsol = 57% and Фsolid = 2.5-24%). The photophysical properties and ESIPT are investigated meticulously using experimental and theoretical calculations. Utilizing the photo-switachable property of DCZHPI, we have demonstrated its application in confidential encoding and anti-counterfeiting writing/printing. We believe that all these properties make DCZHPI a prominent organic luminescent material for promising applications in bioimaging, chemosensing, data encryption, and organic optoelectronic systems.