Abstract
A novel Schiff-base derivative, PNOL, incorporating pyridine and naphthalene moieties, was synthesized and characterized using 1H NMR, 13C NMR, FTIR, and UV–Vis spectroscopy. The UV–Vis spectral behavior of PNOL was investigated under varying solvent, pH, and concentration conditions, revealing its significant sensitivity to environmental factors. The ligand demonstrated excellent selectivity and sensitivity for Fe3+, Fe2+, and Cu2+ ions, with distinct colorimetric responses visible to the naked eye. Upon metal ion binding, blue shifts in absorbance were observed at 82 nm for Cu2+, 48 nm for Fe3+, and 54 nm for Fe2+, along with an isosbestic point at ∼380 nm, confirming complex formation. Job’s plot analysis established 2:1 and 1:1 binding stoichiometries for Fe3+ and Cu2+, respectively, while Fe2+ exhibited a 1:1 complex formation. The binding constants determined for Fe2+, Fe3+, and Cu2+ were 0.56 × 107 M−1, 0.35 × 107 M−1, and 0.64 × 107 M−1, respectively, with LOD values as low as 2.4 × 10−8 mg/L (Fe2+), 5 × 10−8 mg/L (Fe3+), and 6.7 × 10−8 mg/L (Cu2+), surpassing previously reported sensors. The observed spectral shifts were attributed to ligand-to-metal charge transfer (LMCT) and internal charge transfer (ICT) interactions, inhibiting C=N isomerization. These findings establish PNOL as an efficient and selective colorimetric sensor for Fe3+, Fe2+, and Cu2+ ions, with potential applications in environmental monitoring, analytical chemistry, and biosensing.
Acknowledgments
We acknowledge the support and facilities provided by AISSMS IOIT.
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Research ethics: Not applicable. This study does not involve human participants, animals, or sensitive data requiring ethical clearance.
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Informed consent: Not applicable. This study does not involve human subjects or data that requires informed consent.
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Author contributions: Dr Poonam Kaswan contributed equally to the conception, execution, and manuscript preparation. Specifically: Dr Poonam Kaswan: Conceptualization and writing. Dr Poonam Kaswan: Data collection and analysis. Dr Poonam Kaswan: Methodology and supervision.
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Use of Large Language Models, AI and Machine Learning Tools: NA.
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Conflict of interest: NA.
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Research funding: NA.
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Data availability: NA.
Abbreviation list
Abbreviation full form
- AAS
-
Atomic Absorption Spectroscopy
- BH plot
-
Benesi-Hildebrand plot
- CH3OH
-
Methanol
- CHN analysis
-
Carbon, Hydrogen, and Nitrogen analysis
- DMF
-
Dimethylformamide
- DMSO
-
Dimethyl sulfoxide
- ESI-MS
-
Electrospray Ionization Mass Spectrometry
- FTIR
-
Fourier Transform Infrared Spectroscopy
- ICP-MS
-
Inductively Coupled Plasma Mass Spectrometry
- ICT
-
Internal Charge Transfer
- J
-
Coupling constant (Hz)
- LMCT
-
Ligand-to-Metal Charge Transfer
- LOD
-
Limit of Detection
- LOQ
-
Limit of Quantification
- MeOH
-
Methanol
- NMR
-
Nuclear Magnetic Resonance
- PNOL
-
2-(1-(Pyridin-2-ylmethylimino)ethyl)naphthalene-1-ol
- TLC
-
Thin Layer Chromatography
- TMS
-
Tetramethylsilane
- UV–Vis
-
Ultraviolet-Visible Spectroscopy
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Supplementary Material
This article contains supplementary material (https://doi.org/10.1515/ijcre-2024-0249).
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Artikel in diesem Heft
- Frontmatter
- Review
- A critical review on pyrolysis and integration strategies for medical plastic waste
- Articles
- Enhancing batch reactor temperature control: a hybrid PID-MPC approach for magnesium stearate production from palm stearin
- A novel naphthalene-pyridine Schiff base sensor for highly selective colorimetric detection of Fe2+, Fe3+, and Cu2+ ions
- Deposition of vanadium-doped black TiO2 nanoparticles on glass beads to enable the degradation of methylene blue under visible light
- Enhanced photo-fenton-like degradation of Orange II using iron-rich natural clay and oxalic acid under UVA-Vis irradiation
- Treatment of slaughterhouse wastewater using waste derived biochar: experiment and modelling
- Chemical kinetic analysis of H2–NH3 addition on premixed natural gas flame at elevated pressures
- The nonideal mixing effect on the selectivity dynamic of consecutive-parallel reactions in an isothermal continuous stirred tank reactor based on Cholette’s model
- Investigating the effectiveness of UV, PAC, UV H2O2 and UV Na2S2O8 processes in removing malachite green (MG) dye from aquatic environments