An indolino-spironaphthooxazine probe for colorimetric detection of ferric ions in drinking water

Pattaweepaiboon, Supak; Phiromphu, Natchayapak; Kaewchangwat, Narongpol; Suttisintong, Khomson; Sirisaksoontorn, Weekit

doi:10.1039/d1nj01166a

Cited by 13 publications

(2 citation statements)

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“… 44 , 45 This process results in the formation of an open-ring form, also known as merocyanine, which can serve as an active ligand to selectively coordinate with a metal ion and produce a merocyanine–metal complex. 46 Recently, some spirooxazine probes showed high selectivity for the detection of metal ions, including Mg 2+ , Al 3+ , Fe 3+ , Co 2+ , Zn 2+ , Hg 2+ , and CH 3 Hg + . 47 − 53 However, few studies of spirooxazine probes for Cu 2+ detection have been described, and to the best of our knowledge, the spirooxazine as a dual probe for Cu 2+ and Fe 3+ detection has not yet been reported.…”

Section: Introductionmentioning

confidence: 99%

“…The specific ion recognition modulated by spirooxazine occurs via ring opening together with metal–ligand complexation. Typically, the ring-opening reaction of spirooxazine proceeds through bond cleavage at the spiro carbon (C spiro –O), which is induced by either electromagnetic radiation or metal ion stimuli. , This process results in the formation of an open-ring form, also known as merocyanine, which can serve as an active ligand to selectively coordinate with a metal ion and produce a merocyanine–metal complex . Recently, some spirooxazine probes showed high selectivity for the detection of metal ions, including Mg 2+ , Al 3+ , Fe 3+ , Co 2+ , Zn 2+ , Hg 2+ , and CH 3 Hg + . − However, few studies of spirooxazine probes for Cu 2+ detection have been described, and to the best of our knowledge, the spirooxazine as a dual probe for Cu 2+ and Fe 3+ detection has not yet been reported.…”

Section: Introductionmentioning

confidence: 99%

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Spirooxazine-Based Dual-Sensing Probe for Colorimetric Detection of Cu²⁺ and Fe³⁺ and Its Application in Drinking Water and Rice Quality Monitoring

et al. 2022

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A spirooxazine derivative, PheSPO (3,3-dimethyl-1-phenethylspiro[indoline-2,3′-naphtho[2,1- b ][1,4]oxazine]), as a dual-sensing probe for Cu 2+ and Fe 3+ was synthesized, and its structure was confirmed by 1 H NMR, 13 C NMR, HRMS, and single-crystal X-ray diffraction. The results reveal that the PheSPO probe is selective to both Cu 2+ and Fe 3+ through distinct colorimetric responses in acetonitrile. The sensing performance of PheSPO toward Cu 2+ was investigated, and upon addition of Cu 2+ , an instant change in color from colorless to bright yellow with a strong absorption band at 467 nm was observed. Due to a dual-sensing behavior, PheSPO also exhibits a unique response toward Fe 3+ that can be discovered from a color change from colorless to red at an absorption wavelength of 514 nm. Based on spectroscopic analyses and density functional theory calculations, the 1:1 stoichiometric complexation of PheSPO with the targeted metal ions was proposed and the binding constants of 1.95 × 10 3 M –1 for Cu 2+ and 1.29 × 10 3 M –1 for Fe 3+ were obtained. In addition, the detection limits of PheSPO for Cu 2+ and Fe 3+ were 0.94 and 2.01 μM, respectively. To verify its applicability in real samples, PheSPO was further explored for quantitative determination of both Cu 2+ and Fe 3+ in spiked drinking water. The results showed that the recoveries of Cu 2+ and Fe 3+ examined using the PheSPO probe were found comparable to those obtained from atomic absorption spectroscopy. Moreover, the PheSPO strip test was developed, and its utilization for qualitative detection of Fe 3+ in real rice samples was demonstrated.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Spirooxazine-Based Dual-Sensing Probe for Colorimetric Detection of Cu²⁺ and Fe³⁺ and Its Application in Drinking Water and Rice Quality Monitoring

et al. 2022

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Innovative Application of Photochromic Molecules in Inorganic Perovskite Solar Cells: Simultaneous Refinement in Performance and Environmental Sustainability

Zhou,

Zhao,

Wang

et al. 2024

Advanced Energy Materials

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Most strategies only focus on passivating dynamic defects on the surfaces of perovskite films or addressing Pb leakage issues separately, lacking comprehensive solutions. In view of this, photochromic compound 1,3,3‐trimethylindolinonaphthospirooxazine (SO) and its photoisomerization product (MC) are innovatively introduced into inorganic perovskite solar cells (IPSCs). Under light irradiation, the distinctive transformation characteristics of photoisomeric molecules are leveraged to effectively and continuously passivate dynamic defects. Meanwhile, ring‐opening MC structure provides two anchoring sites, which form a stable chelating ring with undercoordinated Pb2+, thereby mitigating the risk of Pb leakage. Both theoretical analyses and experimental findings indicate that MC molecules expose more active sites due to their open molecular structure under illumination, thus tightly binding to undercoordinated ions (I− and Pb2+) in films. The MC passivation treatment exhibits an impressive power conversion efficiency (PCE) of 22.04%, while also improving hydrophobicity, UV resistance, and biocompatibility of films. This approach not only presents a new perspective for boosting performance and stability of IPSCs but also takes an important step toward promoting their development in environmental friendliness and sustainability.

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A novel indolino-spironaphthooxazine as the highly sensitive and selective probe for colorimetric detection of Au3+

et al. 2023

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An indolino-spironaphthooxazine probe for colorimetric detection of ferric ions in drinking water

Cited by 13 publications

References 53 publications

Spirooxazine-Based Dual-Sensing Probe for Colorimetric Detection of Cu²⁺ and Fe³⁺ and Its Application in Drinking Water and Rice Quality Monitoring

Spirooxazine-Based Dual-Sensing Probe for Colorimetric Detection of Cu²⁺ and Fe³⁺ and Its Application in Drinking Water and Rice Quality Monitoring

Innovative Application of Photochromic Molecules in Inorganic Perovskite Solar Cells: Simultaneous Refinement in Performance and Environmental Sustainability

A novel indolino-spironaphthooxazine as the highly sensitive and selective probe for colorimetric detection of Au3+

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An indolino-spironaphthooxazine probe for colorimetric detection of ferric ions in drinking water

Cited by 13 publications

References 53 publications

Spirooxazine-Based Dual-Sensing Probe for Colorimetric Detection of Cu2+ and Fe3+ and Its Application in Drinking Water and Rice Quality Monitoring

Spirooxazine-Based Dual-Sensing Probe for Colorimetric Detection of Cu2+ and Fe3+ and Its Application in Drinking Water and Rice Quality Monitoring

Innovative Application of Photochromic Molecules in Inorganic Perovskite Solar Cells: Simultaneous Refinement in Performance and Environmental Sustainability

A novel indolino-spironaphthooxazine as the highly sensitive and selective probe for colorimetric detection of Au3+

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Resources

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Spirooxazine-Based Dual-Sensing Probe for Colorimetric Detection of Cu²⁺ and Fe³⁺ and Its Application in Drinking Water and Rice Quality Monitoring

Spirooxazine-Based Dual-Sensing Probe for Colorimetric Detection of Cu²⁺ and Fe³⁺ and Its Application in Drinking Water and Rice Quality Monitoring