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Trace-Level Humidity Sensing from Commercial Organic Solvents and Food Products by an AIE/ESIPT-Triggered Piezochromic Luminogen and ppb-Level “OFF–ON–OFF” Sensing of Cu(2+): A Combined Experimental and Theoretical Outcome

[Image: see text] Selective and sensitive moisture sensors have attracted immense attention due to their ability to monitor the humidity content in industrial solvents, food products, etc., for regulating industrial safety management. Herein, a hydroxy naphthaldehyde-based piezochromic luminogen, na...

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Autores principales: Das, Riyanka, Bej, Sourav, Hirani, Harish, Banerjee, Priyabrata
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8190783/
https://www.ncbi.nlm.nih.gov/pubmed/34124433
http://dx.doi.org/10.1021/acsomega.1c00565
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author Das, Riyanka
Bej, Sourav
Hirani, Harish
Banerjee, Priyabrata
author_facet Das, Riyanka
Bej, Sourav
Hirani, Harish
Banerjee, Priyabrata
author_sort Das, Riyanka
collection PubMed
description [Image: see text] Selective and sensitive moisture sensors have attracted immense attention due to their ability to monitor the humidity content in industrial solvents, food products, etc., for regulating industrial safety management. Herein, a hydroxy naphthaldehyde-based piezochromic luminogen, namely, 1-{[(2-hydroxyphenyl)imino]methyl}naphthalen-2-ol (NAP-1), has been synthesized and its photophysical and molecular sensing properties have been investigated by means of various spectroscopic tools. Owing to the synergistic effect of both aggregation-induced emission (AIE) and excited-state intramolecular proton transfer (ESIPT) along with the restriction of C=N isomerization, the probe shows bright yellowish-green-colored keto emission with high quantum yield after the interaction with a trace amount of water. This makes NAP-1 a potential sensor for monitoring water content in the industrial solvents with very low detection limits of 0.033, 0.032, 0.034, and 0.033% (v/v) from tetrahydrofuran (THF), acetone, dimethyl sulfoxide (DMSO), and methanol, respectively. The probe could be used in the food industry to detect trace moisture in the raw food samples. The reversible switching behavior of NAP-1 makes it suitable for designing an INHIBIT logic gate with an additional application in inkless writing. In addition, an Internet of Things-(IoT) based prototype device has been proposed for on-site monitoring of the moisture content by a smartphone via Bluetooth or Wi-Fi. The aggregated probe also has the ability to recognize Cu(2+) from a purely aqueous medium via the chelation-enhanced quenching (CHEQ) mechanism, leading to ∼84% fluorescence quenching with a Stern–Volmer quenching constant of 1.46 × 10(4) M(–1) and with an appreciably low detection threshold of 57.2 ppb, far below than recommended by the World Health Organization (WHO) and the United States Environmental Protection Agency (U.S. EPA). The spectroscopic and theoretical calculations (density functional theory (DFT), time-dependent DFT (TD-DFT), and natural bond orbital (NBO) analysis) further empower the understanding of the mechanistic course of the interaction of the host–guest recognition event.
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spelling pubmed-81907832021-06-11 Trace-Level Humidity Sensing from Commercial Organic Solvents and Food Products by an AIE/ESIPT-Triggered Piezochromic Luminogen and ppb-Level “OFF–ON–OFF” Sensing of Cu(2+): A Combined Experimental and Theoretical Outcome Das, Riyanka Bej, Sourav Hirani, Harish Banerjee, Priyabrata ACS Omega [Image: see text] Selective and sensitive moisture sensors have attracted immense attention due to their ability to monitor the humidity content in industrial solvents, food products, etc., for regulating industrial safety management. Herein, a hydroxy naphthaldehyde-based piezochromic luminogen, namely, 1-{[(2-hydroxyphenyl)imino]methyl}naphthalen-2-ol (NAP-1), has been synthesized and its photophysical and molecular sensing properties have been investigated by means of various spectroscopic tools. Owing to the synergistic effect of both aggregation-induced emission (AIE) and excited-state intramolecular proton transfer (ESIPT) along with the restriction of C=N isomerization, the probe shows bright yellowish-green-colored keto emission with high quantum yield after the interaction with a trace amount of water. This makes NAP-1 a potential sensor for monitoring water content in the industrial solvents with very low detection limits of 0.033, 0.032, 0.034, and 0.033% (v/v) from tetrahydrofuran (THF), acetone, dimethyl sulfoxide (DMSO), and methanol, respectively. The probe could be used in the food industry to detect trace moisture in the raw food samples. The reversible switching behavior of NAP-1 makes it suitable for designing an INHIBIT logic gate with an additional application in inkless writing. In addition, an Internet of Things-(IoT) based prototype device has been proposed for on-site monitoring of the moisture content by a smartphone via Bluetooth or Wi-Fi. The aggregated probe also has the ability to recognize Cu(2+) from a purely aqueous medium via the chelation-enhanced quenching (CHEQ) mechanism, leading to ∼84% fluorescence quenching with a Stern–Volmer quenching constant of 1.46 × 10(4) M(–1) and with an appreciably low detection threshold of 57.2 ppb, far below than recommended by the World Health Organization (WHO) and the United States Environmental Protection Agency (U.S. EPA). The spectroscopic and theoretical calculations (density functional theory (DFT), time-dependent DFT (TD-DFT), and natural bond orbital (NBO) analysis) further empower the understanding of the mechanistic course of the interaction of the host–guest recognition event. American Chemical Society 2021-05-24 /pmc/articles/PMC8190783/ /pubmed/34124433 http://dx.doi.org/10.1021/acsomega.1c00565 Text en © 2021 The Authors. Published by American Chemical Society Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Das, Riyanka
Bej, Sourav
Hirani, Harish
Banerjee, Priyabrata
Trace-Level Humidity Sensing from Commercial Organic Solvents and Food Products by an AIE/ESIPT-Triggered Piezochromic Luminogen and ppb-Level “OFF–ON–OFF” Sensing of Cu(2+): A Combined Experimental and Theoretical Outcome
title Trace-Level Humidity Sensing from Commercial Organic Solvents and Food Products by an AIE/ESIPT-Triggered Piezochromic Luminogen and ppb-Level “OFF–ON–OFF” Sensing of Cu(2+): A Combined Experimental and Theoretical Outcome
title_full Trace-Level Humidity Sensing from Commercial Organic Solvents and Food Products by an AIE/ESIPT-Triggered Piezochromic Luminogen and ppb-Level “OFF–ON–OFF” Sensing of Cu(2+): A Combined Experimental and Theoretical Outcome
title_fullStr Trace-Level Humidity Sensing from Commercial Organic Solvents and Food Products by an AIE/ESIPT-Triggered Piezochromic Luminogen and ppb-Level “OFF–ON–OFF” Sensing of Cu(2+): A Combined Experimental and Theoretical Outcome
title_full_unstemmed Trace-Level Humidity Sensing from Commercial Organic Solvents and Food Products by an AIE/ESIPT-Triggered Piezochromic Luminogen and ppb-Level “OFF–ON–OFF” Sensing of Cu(2+): A Combined Experimental and Theoretical Outcome
title_short Trace-Level Humidity Sensing from Commercial Organic Solvents and Food Products by an AIE/ESIPT-Triggered Piezochromic Luminogen and ppb-Level “OFF–ON–OFF” Sensing of Cu(2+): A Combined Experimental and Theoretical Outcome
title_sort trace-level humidity sensing from commercial organic solvents and food products by an aie/esipt-triggered piezochromic luminogen and ppb-level “off–on–off” sensing of cu(2+): a combined experimental and theoretical outcome
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8190783/
https://www.ncbi.nlm.nih.gov/pubmed/34124433
http://dx.doi.org/10.1021/acsomega.1c00565
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