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<p>A diaminomaleonitrile-based fluorescent probe (<b>CZ-DAMN</b>) for the selective detection of Cu<sup>2+</sup>was synthesized and characterized by FTIR, <sup>1</sup>H-NMR,<sup>13</sup>C-NMR, and mass spectral analysis. The absorbance and fluorescent spectra and competition experiments investigated the sensing behavior of <b>CZ-DAMN</b> towards different metal ions. The results showed that the probe exhibited an enhanced emission at 436&#xa0;nm (λ<sub>ex</sub> = 320) with cyan fluorescence in the presence of Cu<sup>2+</sup>ions over other metal ions in CH<sub>3</sub>CN:H<sub>2</sub>O (8:2, v/v). A 1:1 stoichiometric binding of the probe<b>CZ-DAMN</b> to Cu<sup>2+</sup> was observed according to Job’s plot analysis. The binding constant was estimated at 7.38 × 10<sup>3</sup>&#xa0;M<sup>−1</sup> with a detection limit of 14.81&#xa0;nM. Turn-on was attributed to the inhibition of photoinduced electron transfer (PET) and -C = N- isomerization following Cu<sup>2+</sup>binding, whereas redshifted absorbance of the free probewas attributed to intramolecular charge transfer (ICT). Several methods were used to study the binding mechanism, including EPR, FTIR, ESI-mass, and DFT/TD-DFT. The probe<b>CZ-DAMN</b> demonstrated the detection of even trace amounts of Cu<sup>2+</sup>ions in real-time pharmaceutical samples. It was also used for on-site Cu<sup>2+</sup> detection using probe-coated dipsticks.</p>

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Diaminomaleonitrile Schiff Base Probe for the Detection of Copper Ions in a Semi-Aqueous Medium and its Applications

  • 期刊论文

  • 发表日期：

    2025年4月11日

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  • Jayapriya Sengottaiyan,
  • Kalyanasundaram Parvathi,
  • Anbaison Franklin Ebenezer,
  • Natarajan Sampathkumar,
  • Jegathalaprathaban Rajesh,
  • Gurusamy Rajagopal

摘要

A diaminomaleonitrile-based fluorescent probe (CZ-DAMN) for the selective detection of Cu2+was synthesized and characterized by FTIR, 1H-NMR,13C-NMR, and mass spectral analysis. The absorbance and fluorescent spectra and competition experiments investigated the sensing behavior of CZ-DAMN towards different metal ions. The results showed that the probe exhibited an enhanced emission at 436 nm (λex = 320) with cyan fluorescence in the presence of Cu2+ions over other metal ions in CH3CN:H2O (8:2, v/v). A 1:1 stoichiometric binding of the probeCZ-DAMN to Cu2+ was observed according to Job’s plot analysis. The binding constant was estimated at 7.38 × 103 M−1 with a detection limit of 14.81 nM. Turn-on was attributed to the inhibition of photoinduced electron transfer (PET) and -C = N- isomerization following Cu2+binding, whereas redshifted absorbance of the free probewas attributed to intramolecular charge transfer (ICT). Several methods were used to study the binding mechanism, including EPR, FTIR, ESI-mass, and DFT/TD-DFT. The probeCZ-DAMN demonstrated the detection of even trace amounts of Cu2+ions in real-time pharmaceutical samples. It was also used for on-site Cu2+ detection using probe-coated dipsticks.