A novel ratiometric fluorescent and colorimetric sensor based on a 1,8-naphthalimide derivative for nanomolar Cu<sup>2+</sup> sensing: smartphone and food applications

Elmas, Şükriye Nihan Karuk; Arslan, Fatma Nur; Aydin, Duygu

doi:10.1039/d2an00537a

Cited by 16 publications

(8 citation statements)

References 45 publications

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“…It is well-known that the visible naphthalimide probes were intensively exploited for monitoring 3 d ions operating in (supra)molecular assemblies. , As energy donors (D), the relatively high energies of blue emission ( I 390 and I 408 ) for the naphthalimide moiety make it a good candidate for SCO sensing in 1 . , …”

Section: Resultsmentioning

confidence: 99%

“…Among the most significant dyes for fabricating chemical sensors, naphthalimide-based derivatives are regarded as one of the most versatile and commonly used fluorophore units owing to their excellent optical properties, especially dual-signal colorimetric and ratiometric fluorescence sensors for metallic recognition. , Moreover, the inherent nature of a planar aromatic structure hinders considerable efforts to develop solid-state luminescence materials. Inspired by the above considerations, herein, we designed a new naphthalimide-type ligand, N -[3,5-di(pyridin-2-yl)-4 H -1,2,4-triazol-4-yl]-1,8-naphthalimide ( naph-abpt in Scheme ), by virtue of covalently grafting naphthalimides onto the classic SCO pocket to afford a new fluorescent-SCO molecule, Fe( naph-abpt ) 2 (NCS) 2 ·2DMF ( 1 ).…”

Section: Introductionmentioning

confidence: 99%

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Naphthalimide-Tagged Iron(II) Spin Crossover Complex with Synergy of Ratiometric Fluorescence for Thermosensing

Feng,

Wang,

Wang

et al. 2023

Inorg. Chem.

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Spin crossover (SCO) materials that possess switchable and cooperative fluorescence have long focused interest in photonic sensor devices to monitor the variations in the physicochemical parameters of the external environment. However, the lack of quantified cooperativity for the SCO transition operating in isolated molecules is detrimental to short-term technological applications. In this study, a pretwisted energy D−A system combining the deep-blue naphthalimide fluorophore (donor) and the FeN 6 SCO chromophore (switchable acceptor) has been developed with the formula of Fe(naph-abpt) 2 (NCS) 2 •2DMF (1), where naph-abpt is N-[3,5-di(pyridin-2-yl)-4H-1,2,4-triazol-4-yl]-1,8-naphthalimide. Dual emission from the naphthalimide function based on its vibronic structure exhibits a different synergy effect with SCO, providing a new platform for ratiometric fluorescence thermosensing. Theoretical calculations and optical experimental results demonstrate an excellent correlation between luminescence intensity ratio signals and magnetic data of spin transition, promising a high sensitivity of the optical activity of the ligand to the spin state of the active iron(II) ions, with the maximum relative sensitivity as 0.7% K −1 around T 1/2 .

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Naphthalimide-Tagged Iron(II) Spin Crossover Complex with Synergy of Ratiometric Fluorescence for Thermosensing

Feng,

Wang,

Wang

et al. 2023

Inorg. Chem.

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“…The probe due to its excellent characteristics finds its practical applicability for recognizing Cu 2 + ions in food samples, as well as in smartphone applications. [129]…”

Section: Detection Of Cu 2 + Ionsmentioning

confidence: 99%

“…Sensing mechanism of probe 89 towards Cu 2 + . [129] synthesis of the probe was carried out by reacting compounds 91 and 92 in methanol at reflux temperature to give 93 in good yield (Scheme 19). Probe 93 exhibited an absorption band at 470 nm which was shifted to 403 nm with visual color change on the additions of Al 3 + ions.…”

Section: Detection Of Aluminum (Al 3 + ) Ionsmentioning

confidence: 99%

1,8‐Naphthalimide‐Based Chemosensors: A Promising Strategy for Detection of Metal Ions in Environmental and Biological Systems

Kaur,

Singh,

Tandon

et al. 2023

ChemistrySelect

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The advancement of optical chemosensors has achieved success with the advent of Supramolecular Chemistry. Unlike other scaffolds, the 1,8‐naphthalimide motif has emerged as an excellent fluorescent chemosensor due to its photophysical properties like thermostability, cytotoxicity, membrane permeability, selectivity, and sensitivity. The naphthalimide scaffold is distinctive in its ways of tracking biological analytes and diagnosing its role in various diseases. This review provides insight into current developments in the synthesis and designing of 1,8‐naphthalimide‐based chemosensors for the recognition of metal ions, its mechanistic approach for its sensitivity, selectivity, and practical applications in a real environment. We hope that this review will aid to develop a novel approach to sense toxic analytes in real water samples and improve real‐time applications.

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“…Duygu Aydin's group has developed a new 1,8‐naphthalimide‐based fluorescent probe (probe 3 ) for nanomolar Cu 2+ sensing (Figure 2). [ 15 ] Probe 3 demonstrates a ratiometric fluorescence response toward Cu 2+ with a LOD (17 nM). We presume that the ratiometric fluorescence caused by Cu 2+ owes to the intraligand charge transfer signals, which is more important than Cu 2+ metal‐ligand charge transfer.…”

Section: Fluorescent Probes For Detecting Metal Ions Based On Naphtha...mentioning

confidence: 99%

Research Progress on Naphthalimide Fluorescent Probes

Xu,

Xiao,

Liu

et al. 2023

Advanced Sensor Research

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Naphthalimide derivatives are attracting increasing attention as fluorescent probes due to their excellent modifiability and photophysical properties. Their large, rigid coplanar structures and conjugated systems enable easy generation of fluorescence. The imide units and bromonaphthalene functionality offer facile and concise modification pathways in preparing amenable probes for different metal cations, anions, small molecules, and organelles. Therefore, naphthalimide probes have great potential for application in research fields, such as analytical chemistry, cell biology, and clinical diagnosis.

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A novel ratiometric fluorescent and colorimetric sensor based on a 1,8-naphthalimide derivative for nanomolar Cu²⁺ sensing: smartphone and food applications

Cited by 16 publications

References 45 publications

Naphthalimide-Tagged Iron(II) Spin Crossover Complex with Synergy of Ratiometric Fluorescence for Thermosensing

Naphthalimide-Tagged Iron(II) Spin Crossover Complex with Synergy of Ratiometric Fluorescence for Thermosensing

1,8‐Naphthalimide‐Based Chemosensors: A Promising Strategy for Detection of Metal Ions in Environmental and Biological Systems

Research Progress on Naphthalimide Fluorescent Probes

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A novel ratiometric fluorescent and colorimetric sensor based on a 1,8-naphthalimide derivative for nanomolar Cu2+ sensing: smartphone and food applications

Cited by 16 publications

References 45 publications

Naphthalimide-Tagged Iron(II) Spin Crossover Complex with Synergy of Ratiometric Fluorescence for Thermosensing

Naphthalimide-Tagged Iron(II) Spin Crossover Complex with Synergy of Ratiometric Fluorescence for Thermosensing

1,8‐Naphthalimide‐Based Chemosensors: A Promising Strategy for Detection of Metal Ions in Environmental and Biological Systems

Research Progress on Naphthalimide Fluorescent Probes

Contact Info

Product

Resources

About

A novel ratiometric fluorescent and colorimetric sensor based on a 1,8-naphthalimide derivative for nanomolar Cu²⁺ sensing: smartphone and food applications