A carbazole-grafted covalent organic framework as turn-on fluorescence chemosensor for recognition and detection of Pb2+ ions with high selectivity and sensitivity

Zhang, Nan; Wei, BinXiao; Ma, Tingting; Wang, Guang

doi:10.1007/s10853-021-06050-6

Cited by 28 publications

(9 citation statements)

References 39 publications

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“…The electron can transfer from TT to TAPT under the excitation of light, which causes COF TAPT‑TT to have very weak fluorescence emission. After the addition of Cu 2+ , as Cu 2+ is an electron-deficient group, it strongly coordinates to S of the TT part and N of the imine linkage (Figure S10b), thus inhibiting the PET process and gradually restoring the fluorescence of COF TAPT‑TT (Figure e). ,− …”

Section: Results and Discussionmentioning

confidence: 99%

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Self-Exfoliating Double-Emission N-Doped Carbon Dots in Covalent Organic Frameworks for Ratiometric Fluorescence “Off–On” Cu²⁺ Detection

Wang

Guo

Chen

et al. 2022

ACS Appl. Nano Mater.

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Covalent organic frameworks (COFs) usually have weak emission because of π–π stacking between layers, linkage bond rotation, or photoinduced electron transfer (PET) between monomer parts, which gives a chance to prepare “off–on” fluorescent sensors based on these weakly emissive COFs. Here, nitrogen-doped carbon dots (NCDs) encapsulated in COFTAPT‑TT (NCCOFTAPT‑TT) are successfully prepared by a one-pot method, in which COFTAPT‑TT is synthesized by ammonaldehyde condensation between 2,4,6-tris(4-aminophenyl)-1,3,5-triazine (TAPT) and thieno[3,2-b]thiophene-2,5-dicarboxaldehyde (TT) in the presence of NCDs. NCCOFTAPT‑TT emits a strong NCD peak at 445 nm and a weak peak of COFTAPT‑TT at 337 nm due to PET between electron-deficient TAPT and electron-rich TT. The NCDs lead spherical stacked COFTAPT‑TT to self-exfoliate into NCCOFTAPT‑TT nanosheets, which greatly improves the dispersion and stability of NCCOFTAPT‑TT. In the presence of Cu2+ (0–10.0 μM), the fluorescence of NCDs is quenched but the fluorescence of COFTAPT‑TT remains unchanged. The linear range is 51.9 nM to 0.75 μM, and the detection limit is 17.3 nM. Then, Cu2+ inhibits the PET process to result in an enhancement of COFTAPT‑TT fluorescence and the fluorescence of NCDs remains unchanged, thus realizing a Cu2+ off–on ratiometric fluorescent sensor with high sensitivity, good selectivity, and good stability. This off–on fluorescent sensor has a linear range of 18–26 μM. This work provides a new idea for application of COFs with weak emission to construct off–on fluorescent sensors.

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Section: Results and Discussionmentioning

confidence: 99%

“…Although many efforts have been devoted, only a few COFs with strong emission are developed so far. In fact, the properties of COFs with weak emission also provide a great chance to prepare off–on fluorescent sensors. − …”

Section: Introductionmentioning

confidence: 99%

Self-Exfoliating Double-Emission N-Doped Carbon Dots in Covalent Organic Frameworks for Ratiometric Fluorescence “Off–On” Cu²⁺ Detection

Wang

Guo

Chen

et al. 2022

ACS Appl. Nano Mater.

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“…With similar strategies mentioned above, various fluorescent sensors were developed for the detection of metal ions based on Schiff base modified nanoporous materials. − From above studies, it is not difficult to find that the special structure of nanoporous materials is conducive to improving the selectivity to metal ions. These porous materials usually have excellent thermal and chemical stability and show great application potential in environmental and industrial fields.…”

Section: Chromogenic and Fluorogenic Chemosensorsmentioning

confidence: 99%

Schiff Base-Modified Nanomaterials for Ion Detection: A Review

Zhong

Shi

et al. 2022

ACS Appl. Nano Mater.

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Ion detection is crucial for environmental quality, human health, and industry development. Schiff bases and their complexes are widely applied as the probes for ion detection in chemistry, environment, and biology fields. There are many kinds of interesting Schiff bases and their coordination complexes that have been designed and synthesized based on the facile synthesis. Recently, Schiff base chemistry has intercrossed with nanomaterials toward wide applications. Nanomaterials are characterized by their sizes in the range of several nanometers to several hundreds of nanometers and then with large specific surface area. They have unusual properties such as mechanical property, optical property, and catalytic property, which are usually not active for their bulk materials. The development of new nanomaterials has dramatically increased in the past two decades, especially the hybridization of inorganic nanomaterials with organic functional species. Schiff base is a very famous class of organic molecules with diversity structures and properties. The remarkable point is that they are synthesized facilely. In this review, the principles and methods of Schiff base preparation have been scanned briefly. Then nanomaterials functionalized by Schiff base to achieve efficient, rapid, and sensitive recognition of ions were elaborated. The types of nanomaterials are included the metal–organic frameworks (MOFs) and covalent organic frameworks (COFs) constructed by Schiff base ligands with nanosized pores and surface modification of nanoparticles (NPs) with Schiff bases, which can not only retain the advantages of the original nanomaterials but also improve the ability of ion-specific recognition. The development of colorimetric, fluorescence, and electrochemical sensors based on Schiff base nanomaterials for ion detection in recent years was carefully summarized as well. It should be mentioned that the types of ions in this review are mainly metal ions. Finally, the challenges in the future in this field have been proposed.

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“…Covalent organic frameworks (COFs) are crystalline polymers featuring high porosity 2,3 that enables applications including gas storage, 4 catalysis, 5,6 and pollutant remediation for both metal-ion 7,8 and organic pollutants. 9–12 These polymers are highly modular with pore sizes and shapes dictated by monomer choice.…”

Section: Introductionmentioning

confidence: 99%

COF-300 synthesis and colloidal stabilization with substituted benzoic acids

Ji,

Kim,

Posson

et al. 2023

RSC Adv.

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A carbazole-grafted covalent organic framework as turn-on fluorescence chemosensor for recognition and detection of Pb2+ ions with high selectivity and sensitivity

Cited by 28 publications

References 39 publications

Self-Exfoliating Double-Emission N-Doped Carbon Dots in Covalent Organic Frameworks for Ratiometric Fluorescence “Off–On” Cu²⁺ Detection

Self-Exfoliating Double-Emission N-Doped Carbon Dots in Covalent Organic Frameworks for Ratiometric Fluorescence “Off–On” Cu²⁺ Detection

Schiff Base-Modified Nanomaterials for Ion Detection: A Review

COF-300 synthesis and colloidal stabilization with substituted benzoic acids

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A carbazole-grafted covalent organic framework as turn-on fluorescence chemosensor for recognition and detection of Pb2+ ions with high selectivity and sensitivity

Cited by 28 publications

References 39 publications

Self-Exfoliating Double-Emission N-Doped Carbon Dots in Covalent Organic Frameworks for Ratiometric Fluorescence “Off–On” Cu2+ Detection

Self-Exfoliating Double-Emission N-Doped Carbon Dots in Covalent Organic Frameworks for Ratiometric Fluorescence “Off–On” Cu2+ Detection

Schiff Base-Modified Nanomaterials for Ion Detection: A Review

COF-300 synthesis and colloidal stabilization with substituted benzoic acids

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Self-Exfoliating Double-Emission N-Doped Carbon Dots in Covalent Organic Frameworks for Ratiometric Fluorescence “Off–On” Cu²⁺ Detection

Self-Exfoliating Double-Emission N-Doped Carbon Dots in Covalent Organic Frameworks for Ratiometric Fluorescence “Off–On” Cu²⁺ Detection