Schiff base functionalized PEG as a high efficient fluorescent chemosensor for Al3+ detection in 100% aqueous solution

Bai, Liping; Li, Guang; Li, Leixuan; Gao, Mingxue; Han, Li; Tao, Farong; Deng, Aixia; Wang, Shuangshuang; Wang, Liping

doi:10.1016/j.reactfunctpolym.2019.03.007

Cited by 16 publications

(9 citation statements)

References 61 publications

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“…Firstly, Poly(VFA-co-EGDMA) microbeads were synthesized via precipitation polymerization within 2-5 µm size range and then resulting microbeads were hydrolyzed by alkaline process (Scheme 1). The amine content of the hydrolyzed microbeads was found to be 1.014 mmoles per 1 g of the microbeads, which is less than the calculated theoretical value (1.157 mmoles) by indirect titration method due to the unreachable amine groups embedded in densely crosslinked microbeads as expected [24].…”

Section: Synthesis Of Rhodamine Tethered Microbeads Via Imine Linkagecontrasting

confidence: 59%

“…The regeneration of the rhod-microbeads was also accomplished by interacting with the loaded microbeads with ethylene diamine tetraacetic acid (EDTA) via the ligand exchange method and pure rhod-beads was taken via centrifugal after washing many times with water. The crosslinked nature of the microbeads provided easy handling during the regeneration process in contrast to the small and linear polymeric ones [24]. Moreover, only a few studies on solidsupported chemosensors were applied for the selective detection of Fe 3+ in the literature (Table S1).…”

Section: Introductionmentioning

confidence: 99%

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Selective detection of Fe (III) via fluorescence turn-on mechanism with Rhodamine tethered poly(vinyl amine) microbeads

2021

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New reusable rhodamine tethered microbeads-based chemosensor was prepared and its fluorescent behaviors toward various transition-metal ions were investigated. Firstly, almost monodisperse (~ 2-5 µm in size) poly(vinyl formamide-co-ethylene glycol dimethacrylate) microbeads (Poly(VFA-co-EGDMA)) were prepared via precipitation polymerization. After hydrolysis of the microbeads in basic medium, terephthalaldehyde was tethered onto the microbeads via imine linkages. Subsequently, rhodamine hydrazide was linked to the resulting aldehyde functional microbeads in the same manner. The structural transformation of each step and the morphology of the microbeads were evaluated by FTIR and SEM, respectively. Rhodamine-decorated microbeads exhibited selective detection abilities on Fe (III) ions with high precision through the fluorescence turn-on mechanism. The limit of detection was found to be 1.5 µM. The job's plot indicated a complexation ability as 1:1 stoichiometry between the chemosensor and Fe 3+ ion. The Benesi-Hildebrand plot revealed a binding constant (Ka) of 7 × 10 4 mol/L and the average fluorescence lifetime was measured as 48.9 ± 3.0 ns. From the material point of view, either the small particle size with a high surface area or crosslinked nature provided excellent sensing ability and stability of the microbeads in a heterogeneous medium. Besides, due to its densely crosslinked structure, rod beads can be easily reused after the ligand exchange process by simple filtration, which is a very important advantage for chemosensor recycling. These features offer a potential application as a chemosensor of Fe 3+ ion in aqueous solution.

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Section: Synthesis Of Rhodamine Tethered Microbeads Via Imine Linkagecontrasting

confidence: 59%

Section: Introductionmentioning

confidence: 99%

Selective detection of Fe (III) via fluorescence turn-on mechanism with Rhodamine tethered poly(vinyl amine) microbeads

2021

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“…In 2019, Wang and coworkers reported three polymer-based highly selective and sensitive ‘turn-on’ Al 3+ sensors by incorporating conventional Schiff base fluorophores onto the non-toxic, biocompatible, water-soluble polyethylene glycol (PEG) matrix. 68–70 The one-step esterification of benzoylhydrazine Schiff base derivative with carboxylated PEG yielded 17 with a 1 : 1 stoichiometry and an excited state intramolecular proton transfer (ESIPT)-based sensing mechanism upon complexation. The chelation of Al 3+ stops the CN isomerization and restricts the ESIPT process, making the complex rigid and thereby enhancing fluorescent intensity to a greater extent (Fig.…”

Section: Resultsmentioning

confidence: 99%

Water-soluble optical sensors: keys to detect aluminium in biological environment

et al. 2022

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“…Review of literature revealed that fluorescent probes have attracted considerable interest due to their high selectivity, sensitivity, quick response time and easy sample preparation. Though, to date, few fluorescent probes for detecting Al(III) have been documented [9][10][11][12][13][14][15][16][17][18], the search is on to find out a simple organic probe with multiple ligating sites to coordinate with Al(III) ion in aqueous solution and hence the present work. Even though very few nano-composites and quantum dots have recently been reported as fluorescent probes for detecting metal ions, organic probes have their own advantages such as easy preparation and stability [19,20].…”

Section: Introductionmentioning

confidence: 99%

Multi-site probe for selective turn-on fluorescent detection of Al(III) in aqueous solution: synthesis, cation binding, mode of coordination, logic gate and cell imaging

Mahalakshmi

Kumar

Vennila

et al. 2020

Methods Appl. Fluoresc.

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An easy to make organic probe (hereafter called as R) possessing multiple ligating sites have been synthesized and characterized using spectral techniques. The probe exhibits selective and sensitive turn-on fluorescence response with Al(III) in aqueous dimethylformamide (DMF) (1:1 v/v) solution. Fluorescence titration experiment shows that the probe binds with Al(III) with a 1:1 stoichiometry and a binding constant of 6.6 × 104 M−1.The mode of coordination of R with Al(III) has been established suing 27Al and 1H NMR studies and the results suggest formation of an octahedral complex been them. The suggested point of attachment of R with Al(III) corroborates well with Density Functional Theory (DFT) optimized structure and Mulliken charges computed. Chelation-enhanced fluorescence (CHEF) is proposed as the mechanism of enhancement of fluorescence upon addition of Al(III) to R. The probe detects Al(III) in aqueous solution with a detection limit of 0.2 μM, which is much lower than the permissible limit of Al(III) set by the World Health Organization (WHO).The probe works in a wide pH range (4–11) and thus makes it a suitable candidate for environmental and biological applications. The fluorescence signals of R were used to construct an INHIBIT molecular logic gate. The confocal fluorescence microscope experiments show that R could be employed as a fluorescent probe for detecting Al(III) in living cells.

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Schiff base functionalized PEG as a high efficient fluorescent chemosensor for Al3+ detection in 100% aqueous solution

Cited by 16 publications

References 61 publications

Selective detection of Fe (III) via fluorescence turn-on mechanism with Rhodamine tethered poly(vinyl amine) microbeads

Selective detection of Fe (III) via fluorescence turn-on mechanism with Rhodamine tethered poly(vinyl amine) microbeads

Water-soluble optical sensors: keys to detect aluminium in biological environment

Multi-site probe for selective turn-on fluorescent detection of Al(III) in aqueous solution: synthesis, cation binding, mode of coordination, logic gate and cell imaging

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