A terpyridine-appended hexaarylbenzene fluorophore: synthesis, photophysical properties and application for the colorimetric detection of Fe 2+ in aqueous solution

The hexaarylbenzene (HAB)-based push–pull fluorophore HAB-MeO-TPy with the 2,2′:6′,2″-terpyridine (TPy) unit as an acceptor and the methoxy (MeO) group as a donor was developed. It was observed that HAB-MeO-TPy exhibited an unusual uphill-type emission with increasing solvent polarity from cyclohexa...

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Published in:New journal of chemistry 2023-02, Vol.47 (9), p.4245-4251
Main Authors: Tian, Xiaochang, Li, Jianye, Gu, Cancan, Yin, Guohui, Zhang, Yuecheng, Zhao, Jiquan, Cao, Xiaohui
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container_title New journal of chemistry
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creator Tian, Xiaochang
Li, Jianye
Gu, Cancan
Yin, Guohui
Zhang, Yuecheng
Zhao, Jiquan
Cao, Xiaohui
description The hexaarylbenzene (HAB)-based push–pull fluorophore HAB-MeO-TPy with the 2,2′:6′,2″-terpyridine (TPy) unit as an acceptor and the methoxy (MeO) group as a donor was developed. It was observed that HAB-MeO-TPy exhibited an unusual uphill-type emission with increasing solvent polarity from cyclohexane to DMSO. By comparison with a previously reported fluorophore HPB-MeO-DCV, a structure–property relationship regarding this uncommon fluorescence behavior was disclosed. Furthermore, the sensing properties of HAB-MeO-TPy for metal ions were also investigated. In the presence of Fe 2+ , HAB-MeO-TPy displayed a visual color change from colorless to magenta, indicating that HAB-MeO-TPy can act as a “naked eye” sensor for Fe 2+ detection. From absorption titration experiments, the detection limit was determined to be 1.50 × 10 −7 M. In addition, HAB-MeO-TPy was successfully applied to detect Fe 2+ in real water samples.
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It was observed that HAB-MeO-TPy exhibited an unusual uphill-type emission with increasing solvent polarity from cyclohexane to DMSO. By comparison with a previously reported fluorophore HPB-MeO-DCV, a structure–property relationship regarding this uncommon fluorescence behavior was disclosed. Furthermore, the sensing properties of HAB-MeO-TPy for metal ions were also investigated. In the presence of Fe 2+ , HAB-MeO-TPy displayed a visual color change from colorless to magenta, indicating that HAB-MeO-TPy can act as a “naked eye” sensor for Fe 2+ detection. From absorption titration experiments, the detection limit was determined to be 1.50 × 10 −7 M. 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title A terpyridine-appended hexaarylbenzene fluorophore: synthesis, photophysical properties and application for the colorimetric detection of Fe 2+ in aqueous solution
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