Solvatochromism of new tetraphenylethene luminogens: integration of aggregation-induced emission and conjugation-induced rigidity for emitting strongly in both solid and solution state

RSC Adv. 2024 Feb 16;14(9):6072-6084. doi: 10.1039/d4ra00719k. eCollection 2024 Feb 14.

Abstract

In this study, we synthesized and characterized four tetraphenylethene (TPE) analogs, investigated their photophysical properties, and conducted quantum chemical calculations. Some molecules exhibited aggregation-induced emission enhancement behavior and showed efficient emission in both solid and solution states. Solvatochromism was observed in particular derivatives, with solvent polarity influencing either a bathochromic or hypsochromic shift, indicating the occurrence of photoinduced intramolecular charge transfer (ICT) processes. Quantum chemical calculations confirmed that variations in molecular packing and rigidity among the TPE analogs contributed to their diverse behavior. The study showcases aggregation in luminophores without significant impact on the excited state and highlights how minor alterations in terminal substituents can lead to unconventional behavior. These findings have implications for the development of luminescent materials. Furthermore, the synthesized compounds exhibited biocompatibility, suggesting their potential for cell imaging applications.