Turn‐On Solid‐State Fluorescent Determination of Zinc Ion by Quinoline‐Based Covalent Organic Framework

García‐Arroyo, Paloma; Gala, Elena; Martínez‐Fernández, Marcos; Salagre, Elena; Martínez, José I.; Michel, Enrique G.; Segura, José L.

doi:10.1002/marc.202400134

Macromol. Rapid Commun.

2024

DOI: 10.1002/marc.202400134

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Turn‐On Solid‐State Fluorescent Determination of Zinc Ion by Quinoline‐Based Covalent Organic Framework

Paloma García‐Arroyo,

Elena Gala,

Marcos Martínez‐Fernández

et al.

Abstract: A new quinoline‐based COF (Covalent Organic Framework), obtained by Povarov reaction, containing 2,6‐diisopropylphenyl moieties as substituents over the heterocyclic ring is described for detecting Zn2+ in aqueous solution. The introduction of the mentioned bulky phenyl rings into the network favors an increase of the distance between the reticular sheets and their arrangement, obtaining a new material with an alternating AB type stacking. The new material exhibits good selectivity to detect Zn2+ by fluorescen… Show more

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Cited by 3 publications

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Covalent Organic Framework as Selective Fluorescence Sensors for Cancer Inducing Volatile Organic Compounds

Mekkeparambath,

Sreejaya,

et al. 2024

ChemBioChem

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Certain volatile organic compounds (VOCs), such as formaldehyde, acetone, and ethanol, are overexpressed in some terminal diseases like cancer, diabetes, Alzheimer’s, etc. Therefore, high‐precision detection and quantification of VOCs is imperative for early diagnosis of such detrimental diseases. Non‐invasive and accurate fluorescence‐based detection of such analytes has garnered widespread attention. The inherent luminescent properties of covalent organic frameworks (COFs), resulting from their extensive π‐conjugation, have made them suitable for sensing applications. Structural tunability and strong covalent linkers facilitate sensing by COFs. Appropriate choices of linker and skeletal units of the COF can help detect various biologically important analytes selectively. The most common linkers used in this regard is the imine linker, which can undergo excellent hydrogen bonding with different protic VOCs e.g., ethanol, methanol, etc. Besides imine detection, hydrogen bonding also proved useful for detection of aldehydes. Suitable combinations of donors and acceptors enable the COFs to have specific charge transfer interactions with many electron‐rich and electron‐poor VOCs. In this review, we have highlighted the syntheses of selective COFs incorporating linkers designed for sensing cancer‐inducing VOCs. A detailed discussion of the interaction mechanisms between COFs and these VOCs is provided, along with examples from recent literature in this field.

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Covalent Organic Framework as Selective Fluorescence Sensors for Cancer Inducing Volatile Organic Compounds

Mekkeparambath,

Sreejaya,

et al. 2024

ChemBioChem

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Emissive Covalent Organic Frameworks: Improved Fluorescence via Flexible Building Blocks and Selective Sensing of Nitroaromatic Explosives

Zhang,

Wei,

Zhang

et al. 2024

Macromol. Rapid Commun.

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Abstract2D covalent organic frameworks (COFs) are attractive for fluorescence sensing due to their lightweight, robust, and highly ordered porous structures. However, the highly conjugated structures between adjacent layers of covalent organic frameworks can often result in aggregation‐caused quenching (ACQ) properties. Here, the study designs two flexible hydrazone‐linked COFs to suppress ACQ effects, thereby enhancing their luminescent activities. Furthermore, the high density of nitrogen and oxygen atoms on these flexible walls serves as binding sites for hydrogen bonding interactions, indicating sensitivity and selectivity towards 2,4,6‐trinitrophenol detection.

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Enhancing Donor–Acceptor Interaction and Framework Stability by the Povarov Reaction for Photocatalytic H₂O₂ Production

Chen,

Wu,

Chung

et al. 2024

Chem. Mater.

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Although photocatalytic hydrogen peroxide production by covalent organic frameworks (COFs) is emerging as a sustainable alternative for the traditional anthraquinone oxidation process, commonly studied COFs built on reversible imine bonds often suffer from poor operational stability. Here, we leverage the Povarov reaction to simultaneously improve the framework stability and install versatile functions, i.e., tunable donor−acceptor pairs for optimizing photocatalysis. By mixing the amine and aldehyde building blocks (each containing a triazine core), together with the styrene or 2-vinylthiophene reagent in one pot, the imine COF (Tz-COF; formed in situ) was converted into the more stable quinoline-linked analogs, featuring phenyl (PhTz-COF) or 2thiophene (ThTz-COF) donors conjugated with the quinoline and triazine acceptors. Both PhTz-COF and ThTz-COF show better (steady) cycling catalytic performances than Tz-COF for visible light-driven H 2 O 2 production from O 2 and pure water; with the stronger donor of thiophene, ThTz-COF achieves a production rate (2506 μmol g −1 h −1 ) doubling that of PhTz-COF (1210 μmol g −1 h −1 ). The structure−property correlation is also theoretically studied.

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Turn‐On Solid‐State Fluorescent Determination of Zinc Ion by Quinoline‐Based Covalent Organic Framework

Cited by 3 publications

References 67 publications

Covalent Organic Framework as Selective Fluorescence Sensors for Cancer Inducing Volatile Organic Compounds

Covalent Organic Framework as Selective Fluorescence Sensors for Cancer Inducing Volatile Organic Compounds

Emissive Covalent Organic Frameworks: Improved Fluorescence via Flexible Building Blocks and Selective Sensing of Nitroaromatic Explosives

Enhancing Donor–Acceptor Interaction and Framework Stability by the Povarov Reaction for Photocatalytic H₂O₂ Production

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Turn‐On Solid‐State Fluorescent Determination of Zinc Ion by Quinoline‐Based Covalent Organic Framework

Cited by 3 publications

References 67 publications

Covalent Organic Framework as Selective Fluorescence Sensors for Cancer Inducing Volatile Organic Compounds

Covalent Organic Framework as Selective Fluorescence Sensors for Cancer Inducing Volatile Organic Compounds

Emissive Covalent Organic Frameworks: Improved Fluorescence via Flexible Building Blocks and Selective Sensing of Nitroaromatic Explosives

Enhancing Donor–Acceptor Interaction and Framework Stability by the Povarov Reaction for Photocatalytic H2O2 Production

Contact Info

Product

Resources

About

Enhancing Donor–Acceptor Interaction and Framework Stability by the Povarov Reaction for Photocatalytic H₂O₂ Production