Star-Shaped ESIPT-Active Mechanoresponsive Luminescent AIEgen and Its On–Off–On Emissive Response to Cu2+/S2–
Author(s) -
Balamurugan Tharmalingam,
Moorthy Mathivanan,
Ganesh Dhamodiran,
Kailasam Saravana Mani,
Manikandan Paranjothy,
Balasubramanian Murugesapandian
Publication year - 2019
Publication title -
acs omega
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.9b00845
Subject(s) - naked eye , luminescence , fluorescence , materials science , intramolecular force , photochemistry , aggregation induced emission , excited state , chemistry , optoelectronics , optics , organic chemistry , atomic physics , physics
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 3 ) 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 3 was established in the CH 3 CN/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 3 . In addition, LH 3 selectively sensed a Cu 2+ ion through a colorimetric and fluorescence "turn-off" route, and subsequently, the LH 3 -Cu 2+ ensemble could act as a selective and sensitive sensor for S 2- in a "turn-on" fluorescence manner via a metal displacement approach. Reversible "turn-off-turn-on" features of LH 3 with Cu 2+ /S 2- ions were efficiently demonstrated to construct the IMPLICATION logic gate function. The Cu 2+ /S 2- -responsive sensing behavior of LH 3 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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