Salicylaldehyde Schiff base moiety is the classic photochromic core. The study of the absorption and fluorescence color- changing
mechanism of such molecules in the solid state remains a challenge. Herein, two similar organic small molecules were designed
and synthesized by replacing the hydroxyl group in the salicylaldehyde Schiff base moiety with an ethoxy group. Their optical
properties were compared to elucidate critical structure–photoresponse correlations. The hydroxyl- containing molecule can un
dergo the excited- state intramolecular proton transfer (ESIPT) process under continuous ultraviolet light stimulation in the solid
state, transforming from enol forms to keto forms, causing bathochromic shifts in absorption and fluorescence spectra. It has ob
vious reversible photochromism and aggregation- induced emission (AIE) characteristics. Contrastingly, the ethoxy- substituted
derivative shows no change in its absorption spectra and emits almost no fluorescence under the same conditions. The hydroxyl
group plays a crucial role in the photochromic and solid- state fluorescence properties of this type of molecule. These findings
offer useful guidance for designing stimuli- responsive salicylaldehyde Schiff base molecules.