Rigid Schiff Base Complex Supermolecular Aggregates as a High-Performance pH Probe: Study on the Enhancement of the Aggregation-Caused Quenching (ACQ) Effect via the Substitution of Halogen Atoms

Optical signals of pH probes mainly driven from the formation or rupture of covalent bonds, whereas the changes in covalent bonds usually require higher chemical driving forces, resulting in limited sensitivity and reversibility of the probes. The exploration of high-performance pH probes has been a...

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Main Authors: Tianyu Li, Haijun Pang, Qiong Wu, Meifen Huang, Jiajun Xu, Liping Zheng, Baoling Wang, Yongfeng Qiao
Format: Article
Language:English
Published: MDPI AG 2022-06-01
Series:International Journal of Molecular Sciences
Subjects:
Online Access:https://www.mdpi.com/1422-0067/23/11/6259
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author Tianyu Li
Haijun Pang
Qiong Wu
Meifen Huang
Jiajun Xu
Liping Zheng
Baoling Wang
Yongfeng Qiao
author_facet Tianyu Li
Haijun Pang
Qiong Wu
Meifen Huang
Jiajun Xu
Liping Zheng
Baoling Wang
Yongfeng Qiao
author_sort Tianyu Li
collection DOAJ
description Optical signals of pH probes mainly driven from the formation or rupture of covalent bonds, whereas the changes in covalent bonds usually require higher chemical driving forces, resulting in limited sensitivity and reversibility of the probes. The exploration of high-performance pH probes has been a subject of intense investigation. Herein, a new pH probe has been developed, with optical property investigation suggesting the probe has excellent signal-to-noise ratio, and fluorescence intensity shows exponential growth, combined with a visible color change, as pH increased from 5.1 to 6.0; Moreover, the probe has outstanding stability and reversibility, with more than 90% of the initial signal intensity remaining after 30 cycles. In order to better understand the special fluorescence behavior of the reported probe, the non-halogenated isomer is introduced for comparison, combined with the results of structural analysis, quantitative calculation and optical experiments, and the possible mechanism of the special supramolecular aggregation-caused quenching effect induced by the halogen atom is discussed.
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spelling doaj.art-31d3242a31de4e41a8e3f9edcae76e272023-11-23T14:12:27ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672022-06-012311625910.3390/ijms23116259Rigid Schiff Base Complex Supermolecular Aggregates as a High-Performance pH Probe: Study on the Enhancement of the Aggregation-Caused Quenching (ACQ) Effect via the Substitution of Halogen AtomsTianyu Li0Haijun Pang1Qiong Wu2Meifen Huang3Jiajun Xu4Liping Zheng5Baoling Wang6Yongfeng Qiao7Department of Chemical Science and Technology, Kunming University, Kunming 650214, ChinaThe School of Material Science and Chemical Engineering, Harbin University of Science and Technology, Harbin 150040, ChinaDepartment of Chemical Science and Technology, Kunming University, Kunming 650214, ChinaDepartment of Chemical Science and Technology, Kunming University, Kunming 650214, ChinaDepartment of Chemical Science and Technology, Kunming University, Kunming 650214, ChinaDepartment of Chemical Science and Technology, Kunming University, Kunming 650214, ChinaDepartment of Chemical Science and Technology, Kunming University, Kunming 650214, ChinaDepartment of Chemical Science and Technology, Kunming University, Kunming 650214, ChinaOptical signals of pH probes mainly driven from the formation or rupture of covalent bonds, whereas the changes in covalent bonds usually require higher chemical driving forces, resulting in limited sensitivity and reversibility of the probes. The exploration of high-performance pH probes has been a subject of intense investigation. Herein, a new pH probe has been developed, with optical property investigation suggesting the probe has excellent signal-to-noise ratio, and fluorescence intensity shows exponential growth, combined with a visible color change, as pH increased from 5.1 to 6.0; Moreover, the probe has outstanding stability and reversibility, with more than 90% of the initial signal intensity remaining after 30 cycles. In order to better understand the special fluorescence behavior of the reported probe, the non-halogenated isomer is introduced for comparison, combined with the results of structural analysis, quantitative calculation and optical experiments, and the possible mechanism of the special supramolecular aggregation-caused quenching effect induced by the halogen atom is discussed.https://www.mdpi.com/1422-0067/23/11/6259rigid Schiff base complexhalogen bondsupermolecular aggregatesfluorescence enhancementDFT studies
spellingShingle Tianyu Li
Haijun Pang
Qiong Wu
Meifen Huang
Jiajun Xu
Liping Zheng
Baoling Wang
Yongfeng Qiao
Rigid Schiff Base Complex Supermolecular Aggregates as a High-Performance pH Probe: Study on the Enhancement of the Aggregation-Caused Quenching (ACQ) Effect via the Substitution of Halogen Atoms
International Journal of Molecular Sciences
rigid Schiff base complex
halogen bond
supermolecular aggregates
fluorescence enhancement
DFT studies
title Rigid Schiff Base Complex Supermolecular Aggregates as a High-Performance pH Probe: Study on the Enhancement of the Aggregation-Caused Quenching (ACQ) Effect via the Substitution of Halogen Atoms
title_full Rigid Schiff Base Complex Supermolecular Aggregates as a High-Performance pH Probe: Study on the Enhancement of the Aggregation-Caused Quenching (ACQ) Effect via the Substitution of Halogen Atoms
title_fullStr Rigid Schiff Base Complex Supermolecular Aggregates as a High-Performance pH Probe: Study on the Enhancement of the Aggregation-Caused Quenching (ACQ) Effect via the Substitution of Halogen Atoms
title_full_unstemmed Rigid Schiff Base Complex Supermolecular Aggregates as a High-Performance pH Probe: Study on the Enhancement of the Aggregation-Caused Quenching (ACQ) Effect via the Substitution of Halogen Atoms
title_short Rigid Schiff Base Complex Supermolecular Aggregates as a High-Performance pH Probe: Study on the Enhancement of the Aggregation-Caused Quenching (ACQ) Effect via the Substitution of Halogen Atoms
title_sort rigid schiff base complex supermolecular aggregates as a high performance ph probe study on the enhancement of the aggregation caused quenching acq effect via the substitution of halogen atoms
topic rigid Schiff base complex
halogen bond
supermolecular aggregates
fluorescence enhancement
DFT studies
url https://www.mdpi.com/1422-0067/23/11/6259
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