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Star-Shaped ESIPT-Active Mechanoresponsive Luminescent AIEgen and Its On–Off–On Emissive Response to Cu(2+)/S(2–)
[Image: see text] 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 mech...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2019
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6682042/ https://www.ncbi.nlm.nih.gov/pubmed/31460365 http://dx.doi.org/10.1021/acsomega.9b00845 |
Sumario: | [Image: see text] 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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