A novel fluorescent multi-functional monomer for preparation of silver ion-imprinted fluorescent on–off chemosensor

Sun, Hui; Lai, Jia-Ping; Lin, Dong-Sheng; Huang, Xiao; Zuo, Yue; Li, Yun-Ling

doi:10.1016/j.snb.2015.10.052

Cited by 17 publications

(6 citation statements)

References 38 publications

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“…As displayed in Figure b, the photoimages of FL-DBA toward Al 3+ ion and the other metal ions revealed a distinct green PL emission color for complex FL-DBA-Al 3+ in contrast to the others. On the basis of the PL response of FL-DBA toward Al 3+ ion, the hypothesized interaction mechanism and feasible binding strategy between FL-DBA and Al 3+ ion could be plausible due to the chelation-induced ring opening of spirolactam units in FL-DBA (see Figure c), which was similar to those reported in publications. − In particular, the Al 3+ ion might be coordinated to the benzoylamide oxygen atoms and the secondary amine nitrogen atom of FL-DBA for the production of conjugated structures, and then, lactam rings of fluorescein moieties were caused to be unfolded, leading to the remarkably enhanced green PL emissions. Therefore, these results suggested that guest FL-DBA could be used as a selective turn-on fluorescent probe toward Al 3+ ion in semiaqueous solutions.…”

Section: Resultssupporting

confidence: 71%

“…More importantly, fluorescein derivatives possess exclusive structural alternation abilities upon spirolactam ring-opened and -closed forms, so numerous fluorescent probes using fluorescein derivatives have been invented for selective and effective detections of ionic species. Unfortunately, as a representative aggregation caused quenching (ACQ) fluorophore, fluorescein performs an apparent ACQ effect in the condensed state or solid state, which has seriously restricted its application range. − Interestingly, aggregation-induced emission (AIE) and aggregation-induced enhanced emission (AIEE)-based materials as promising materials that can eliminate the disadvantages of the ACQ effect have gained broad interests since their critical discoveries by Tang’s group and Park’s group in the past two decades, respectively. So far, tetraphenylethene (TPE)-based derivatives as typical AIE fluorophores upon the restriction of intramolecular motion (RIM) mechanisms revealing impressive fluorescent emissions in their aggregation states can provide distinct platforms for the advances of fluorescent probes. − …”

Section: Introductionmentioning

confidence: 99%

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Controllable FRET Behaviors of Supramolecular Host–Guest Systems as Ratiometric Aluminum Ion Sensors Manipulated by Tetraphenylethylene-Functionalized Macrocyclic Host Donor and Multistimuli-Responsive Fluorescein-Based Guest Acceptor

Cuc¹,

Nhien

Khang³

et al. 2021

ACS Appl. Mater. Interfaces

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The novel multistimuli-responsive monofluorophoric supramolecular polymer Poly(TPE-DBC)/FL-DBA and pseudo[3]rotaxane TPE-DBC/FL-DBA consisted of the closed form of nonemissive fluorescein guest FL-DBA along with TPE-based main-chain macrocyclic polymer Poly(TPE-DBC) and TPE-functionalized macrocycle TPE-DBC hosts, respectively. By the combination of various external stimuli, these fluorescent supramolecular host–guest systems could reveal interesting photoluminescence (PL) properties in DMF/H2O (1:1, v/v) solutions, including bifluorophoric host–guest systems after the complexation of Al3+ ion, i.e., TPE-DBC/FL-DBA-Al 3+ and Poly(TPE-DBC)/FL-DBA-Al 3+ with their corresponding open form of fluorescein guest FL-DBA-Al 3+ . Importantly, the Förster resonance energy transfer (FRET) processes occurred in both bifluorophoric host–guest systems between blue-emissive TPE donors (λem = 470 nm) and green-emissive fluorescein acceptors (λem = 527 nm) after aluminum detection, which were further verified by time-resolved photoluminescence (TRPL) measurements to acquire their FRET efficiencies of 40.4 and 31.1%, respectively. Both supramolecular host–guest systems exhibited stronger green fluorescein emissions as well as appealing ratiometric PL behaviors within the desirable donor–acceptor distances of FRET processes in comparison with their detached analogous mixtures. Regarding the pH effects, the optimum green fluorescein emissions with effective FRET processes of all compounds and host–guest systems were sustained in the range pH = 7–10. Interestingly, both host–guest systems TPE-DBC/FL-DBA and Poly(TPE-DBC)/FL-DBA possessed high sensitivities and selectivities toward aluminum ion to display their strong green emissions via FRET-ON behaviors due to the chelation-induced ring opening of spirolactam moieties to become green-emissive guest acceptor FL-DBA-Al 3+ , which offered excellent limit of detection (LOD) values of 50.61 and 38.59 nM, respectively, to be further applied for the fabrication of facile test strips toward aluminum detection. Accordingly, the inventive ratiometric PL and FRET sensor approaches of supramolecular host–guest systems toward aluminum ion with prominent sensitivities and selectivities were well-established in this study.

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Section: Resultssupporting

confidence: 71%

Section: Introductionmentioning

confidence: 99%

Controllable FRET Behaviors of Supramolecular Host–Guest Systems as Ratiometric Aluminum Ion Sensors Manipulated by Tetraphenylethylene-Functionalized Macrocyclic Host Donor and Multistimuli-Responsive Fluorescein-Based Guest Acceptor

Cuc¹,

Nhien

Khang³

et al. 2021

ACS Appl. Mater. Interfaces

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“…In the case of clenbuterol analyte, the accuracy of fluorescence detection was validated by comparative analysis with other methods [103]. When non-fluorescent analytes are targeted, fluorescence quenching or enhancement can be achieved upon the addition of fluorescent materials or dyes such as fluorescent functional monomers [105,106] into the polymer matrix. Several types of analytes have been detected by optical MIP sensors with fluorescent readouts: small or organic molecules (caffeine [107], cocaine [108]), proteins [109], and inorganic ions(Al (III) [110] or Ag (I) [105]).…”

Section: Uv/vis and Fluorescence Readoutmentioning

confidence: 99%

Molecularly Imprinted Polymers for Chemical Sensing: A Tutorial Review

et al. 2021

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The field of molecularly imprinted polymer (MIP)-based chemosensors has been experiencing constant growth for several decades. Since the beginning, their continuous development has been driven by the need for simple devices with optimum selectivity for the detection of various compounds in fields such as medical diagnosis, environmental and industrial monitoring, food and toxicological analysis, and, more recently, the detection of traces of explosives or their precursors. This review presents an overview of the main research efforts made so far for the development of MIP-based chemosensors, critically discusses the pros and cons, and gives perspectives for further developments in this field.

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“…The fluorescent multifunctional monomer was synthesized by Sun et al to specifically bind Ag + and generate free radical polymerization with a crosslinking agent. The fluorescence at 490 nm was “Turn-Off,” and the fluorescence intensity was negatively correlated with the concentration of Ag + [102].…”

Section: Application Of Mifs In Food Quality and Safety Detectionmentioning

confidence: 99%

Recent Advances and Perspectives of Molecularly Imprinted Polymer-Based Fluorescent Sensors in Food and Environment Analysis

Liu

Huang

et al. 2019

Nanomaterials

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Molecular imprinting technology (MIT), also known as molecular template technology, is a new technology involving material chemistry, polymer chemistry, biochemistry, and other multi-disciplinary approaches. This technology is used to realize the unique recognition ability of three-dimensional crosslinked polymers, called the molecularly imprinted polymers (MIPs). MIPs demonstrate a wide range of applicability, good plasticity, stability, and high selectivity, and their internal recognition sites can be selectively combined with template molecules to achieve selective recognition. A molecularly imprinted fluorescence sensor (MIFs) incorporates fluorescent materials (fluorescein or fluorescent nanoparticles) into a molecularly imprinted polymer synthesis system and transforms the binding sites between target molecules and molecularly imprinted materials into readable fluorescence signals. This sensor demonstrates the advantages of high sensitivity and selectivity of fluorescence detection. Molecularly imprinted materials demonstrate considerable research significance and broad application prospects. They are a research hotspot in the field of food and environment safety sensing analysis. In this study, the progress in the construction and application of MIFs was reviewed with emphasis on the preparation principle, detection methods, and molecular recognition mechanism. The applications of MIFs in food and environment safety detection in recent years were summarized, and the research trends and development prospects of MIFs were discussed.

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A novel fluorescent multi-functional monomer for preparation of silver ion-imprinted fluorescent on–off chemosensor

Cited by 17 publications

References 38 publications

Controllable FRET Behaviors of Supramolecular Host–Guest Systems as Ratiometric Aluminum Ion Sensors Manipulated by Tetraphenylethylene-Functionalized Macrocyclic Host Donor and Multistimuli-Responsive Fluorescein-Based Guest Acceptor

Controllable FRET Behaviors of Supramolecular Host–Guest Systems as Ratiometric Aluminum Ion Sensors Manipulated by Tetraphenylethylene-Functionalized Macrocyclic Host Donor and Multistimuli-Responsive Fluorescein-Based Guest Acceptor

Molecularly Imprinted Polymers for Chemical Sensing: A Tutorial Review

Recent Advances and Perspectives of Molecularly Imprinted Polymer-Based Fluorescent Sensors in Food and Environment Analysis

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