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Published on: June 8, 2022
Star-Shaped ESIPT-Active Mechanoresponsive Luminescent AIEgen and Its On-Off-On Emissive Response to Cu2+/S2
Balamurugan Tharmalingam1, Moorthy Mathivanan1, Ganesh Dhamodiran1
1Department of Chemistry, Bharathiar University, Coimbatore 641 046, Tamil Nadu, India.
Abstract:
Design and development of multifunctional materials have drawn incredible attraction in recent years. Herein, we report the design and construction of versatile star-shaped intramolecular charge transfer (ICT)-coupled excited-state intramolecular proton transfer (ESIPT)-active mechanoresponsive and aggregation-induced emissive (AIE) luminogen triaminoguanidine-diethylaminophenol (LH ) conjugate from simple precursors triaminoguanidine hydrochloride and 4-(N,N-diethylamino)salicylaldehyde. Solvent-dependent dual emission in nonpolar to polar protic solvents implies the presence of ICT-coupled ESIPT features in the excited state. Aggregation-enhanced emissive feature of LH was established in the CH3CN/water mixture. Furthermore, this compound exhibits mechanochromic fluorescence behavior upon external grinding. Fluorescence microscopy images of pristine, crystal, and crushed crystals confirm the naked-eye mechanoresponsive characteristics of LH . In addition, LH selectively sensed a Cu2+ ion through a colorimetric and fluorescence "turn-off" route, and subsequently, the LH -Cu2+ ensemble could act as a selective and sensitive sensor for S2- in a "turn-on" fluorescence manner via a metal displacement approach. Reversible "turn-off-turn-on" features of LH with Cu2+/S2- ions were efficiently demonstrated to construct the IMPLICATION logic gate function. The Cu2+/S2--responsive sensing behavior of LH was established in the paper strip experiment also, which can easily be characterized by the naked eye under daylight as well as a UV lamp (λ = 365 nm).
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