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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...

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Autores principales: Tharmalingam, Balamurugan, Mathivanan, Moorthy, Dhamodiran, Ganesh, Saravana Mani, Kailasam, Paranjothy, Manikandan, Murugesapandian, Balasubramanian
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
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
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author Tharmalingam, Balamurugan
Mathivanan, Moorthy
Dhamodiran, Ganesh
Saravana Mani, Kailasam
Paranjothy, Manikandan
Murugesapandian, Balasubramanian
author_facet Tharmalingam, Balamurugan
Mathivanan, Moorthy
Dhamodiran, Ganesh
Saravana Mani, Kailasam
Paranjothy, Manikandan
Murugesapandian, Balasubramanian
author_sort Tharmalingam, Balamurugan
collection PubMed
description [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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spelling pubmed-66820422019-08-27 Star-Shaped ESIPT-Active Mechanoresponsive Luminescent AIEgen and Its On–Off–On Emissive Response to Cu(2+)/S(2–) Tharmalingam, Balamurugan Mathivanan, Moorthy Dhamodiran, Ganesh Saravana Mani, Kailasam Paranjothy, Manikandan Murugesapandian, Balasubramanian ACS Omega [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). American Chemical Society 2019-07-22 /pmc/articles/PMC6682042/ /pubmed/31460365 http://dx.doi.org/10.1021/acsomega.9b00845 Text en Copyright © 2019 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Tharmalingam, Balamurugan
Mathivanan, Moorthy
Dhamodiran, Ganesh
Saravana Mani, Kailasam
Paranjothy, Manikandan
Murugesapandian, Balasubramanian
Star-Shaped ESIPT-Active Mechanoresponsive Luminescent AIEgen and Its On–Off–On Emissive Response to Cu(2+)/S(2–)
title Star-Shaped ESIPT-Active Mechanoresponsive Luminescent AIEgen and Its On–Off–On Emissive Response to Cu(2+)/S(2–)
title_full Star-Shaped ESIPT-Active Mechanoresponsive Luminescent AIEgen and Its On–Off–On Emissive Response to Cu(2+)/S(2–)
title_fullStr Star-Shaped ESIPT-Active Mechanoresponsive Luminescent AIEgen and Its On–Off–On Emissive Response to Cu(2+)/S(2–)
title_full_unstemmed Star-Shaped ESIPT-Active Mechanoresponsive Luminescent AIEgen and Its On–Off–On Emissive Response to Cu(2+)/S(2–)
title_short Star-Shaped ESIPT-Active Mechanoresponsive Luminescent AIEgen and Its On–Off–On Emissive Response to Cu(2+)/S(2–)
title_sort star-shaped esipt-active mechanoresponsive luminescent aiegen and its on–off–on emissive response to cu(2+)/s(2–)
url 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
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