A highly selective and sensitive sensor with imine and phenyl-ethynyl-phenyl units for the visual and fluorescent detection of copper in water

Korzec, Mateusz; Senkała, Sandra; Rzycka-Korzec, Roksana; Kotowicz, Sonia; Schab‐Balcerzak, Ewa; Polański, Jarosław

doi:10.1016/j.jphotochem.2019.111893

Cited by 18 publications

(7 citation statements)

References 56 publications

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“…However, a weak second emission band with the λ em at lower energies was also observed. This behavior was also noticed and presented in a previous paper [ 24 ], but in that case, the presence of the low-energy emission band was due to the presence of copper ions. In order to explain the presence of the second PL band, DFT calculations were performed.…”

Section: Resultssupporting

confidence: 86%

Synthesis and Thermal, Photophysical, Electrochemical Properties of 3,3-di[3-Arylcarbazol-9-ylmethyl]oxetane Derivatives

et al. 2021

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Novel oxetane-functionalized derivatives were synthesized to find the impact of carbazole substituents, such as 1-naphtyl, 9-ethylcarbazole and 4-(diphenylamino)phenyl, on their thermal, photophysical and electrochemical properties. Additionally, to obtain the optimized ground-state geometry and distribution of the frontier molecular orbital energy levels, density functional theory (DFT) calculations were used. Thermal investigations showed that the obtained compounds are highly thermally stable up to 360 °C, as molecular glasses with glass transition temperatures in the range of 142–165 °C. UV–Vis and photoluminescence studies were performed in solvents of differing in polarity, in the solid state as a thin film on glass substrate, and in powders, and were supported by DFT calculations. They emitted radiation both in solution and in film with photoluminescence quantum yield from 4% to 87%. Cyclic voltammetry measurements revealed that the materials undergo an oxidation process. Next, the synthesized molecules were tested as hole transporting materials (HTM) in perovskite solar cells with the structure FTO/b-TiO2/m-TiO2/perovskite/HTM/Au, and photovoltaic parameters were compared with the reference device without the oxetane derivatives.

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Section: Resultssupporting

confidence: 86%

Synthesis and Thermal, Photophysical, Electrochemical Properties of 3,3-di[3-Arylcarbazol-9-ylmethyl]oxetane Derivatives

et al. 2021

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“…Moreover, the amine (substrate for the target compounds) was tested in the same solvents and TFA concentration. This substrate was tested due to the possible hydrolysis of imines [ 25 , 26 , 28 ] as well as the use of an amine in cellular imaging reported in our earlier studies [ 28 ]. The results for amine are shown in Figure S9 .…”

Section: Resultsmentioning

confidence: 99%

“…The spectroscopic tests for the analyzed compounds were performed to determine the properties in the aggregated state and the susceptibility of the compounds to the inhibition of the PET process. The influence of the partial imine hydrolysis, mainly due to its importance in our previous research [ 25 , 26 , 28 ], was also analyzed in this paper, from the point of view of its application, such as for cell imaging. In addition, the electroluminescent properties of the described compounds were tested and compared with the results obtained in previous studies, in which the structure of the device was similar.…”

Section: Introductionmentioning

confidence: 99%

Luminescence and Electrochemical Activity of New Unsymmetrical 3-Imino-1,8-naphthalimide Derivatives

et al. 2021

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A new series of 1,8-naphtalimides containing an imine bond at the 3-position of the naphthalene ring was synthesized using 1H, 13C NMR, FTIR, and elementary analysis. The impact of the substituent in the imine linkage on the selected properties and bioimaging of the synthesized compounds was studied. They showed a melting temperature in the range of 120–164 °C and underwent thermal decomposition above 280 °C. Based on cyclic and differential pulse voltammetry, the electrochemical behavior of 1,8-naphtalimide derivatives was evaluated. The electrochemical reduction and oxidation processes were observed. The compounds were characterized by a low energy band gap (below 2.60 eV). Their photoluminescence activities were investigated in solution considering the solvent effect, in the aggregated and thin film, and a mixture of poly(N-vinylcarbazole) (PVK) and 2-tert-butylphenyl-5-biphenyl-1,3,4-oxadiazole (PBD) (50:50 wt.%). They demonstrated low emissions due to photoinduced electron transport (PET) occurring in the solution and aggregation, which caused photoluminescence quenching. Some of them exhibited light emission as thin films. They emitted light in the range of 495 to 535 nm, with photoluminescence quantum yield at 4%. Despite the significant overlapping of its absorption range with emission of the PVK:PBD, incomplete Förster energy transfer from the matrix to the luminophore was found. Moreover, its luminescence ability induced by external voltage was tested in the diode with guest–host configuration. The possibility of compound hydrolysis due to the presence of the imine bond was also discussed, which could be of importance in biological studies that evaluate 3-imino-1,8-naphatalimides as imaging tools and fluorescent materials for diagnostic applications and molecular bioimaging.

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“…Also, detection limits comparable to the atomic methods can be obtained by these methods under optimum conditions. e LOD values of some methods proposed for the fluorimetric Cu 2+ determination in tap water are summarized in Table 3 [31][32][33][34][35][36][37][38][39][40][41][42][43][44][45][46][47]. Most of the recommended methods, as seen in Table 3, are based on the use of nonenvironmentally friendly nanostructures containing heavy metals such as gold, copper, cadmium, and iron.…”

Section: Comparison With Other Methodsmentioning

confidence: 99%

A Fluorimetric Method Based on an Imidazole Compound for Cu²⁺ Determination in Tap Water

Ocak

2020

Journal of Chemistry

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Ion sensor properties of 4-(1-(4-hydroxy-3-methoxybenzyl)-1H-benzo [d]imidazol-2-yl)-2-methoxyphenol (L) in acetonitrilewater (1 : 1) were evaluated by fluorescence spectrometry. Pronounced quenching in the fluorescence spectra of the ligand was only observed for the Cu 2+ ion among many metal ions. Linear fluorescence responses of the ligand at 360 nm as the function of the Cu 2+ concentration were used for the determination of the Cu 2+ ion in spiked tap water samples. Recovery values (R%) were satisfactory, and relative standard deviation (RSD%) was below 5.00 in intraday and interday measurements. Detection and quantification limits were 0.28 and 0.84 μg/L, respectively. e assay based on external calibration only took a few minutes. Experimental2.1. Chemicals and Apparatus. For synthesis, o-phenylenediamine, p-vanillin, and methanol were obtained from Merck and used directly. Spectrometric-grade acetonitrile as

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A highly selective and sensitive sensor with imine and phenyl-ethynyl-phenyl units for the visual and fluorescent detection of copper in water

Cited by 18 publications

References 56 publications

Synthesis and Thermal, Photophysical, Electrochemical Properties of 3,3-di[3-Arylcarbazol-9-ylmethyl]oxetane Derivatives

Synthesis and Thermal, Photophysical, Electrochemical Properties of 3,3-di[3-Arylcarbazol-9-ylmethyl]oxetane Derivatives

Luminescence and Electrochemical Activity of New Unsymmetrical 3-Imino-1,8-naphthalimide Derivatives

A Fluorimetric Method Based on an Imidazole Compound for Cu²⁺ Determination in Tap Water

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A highly selective and sensitive sensor with imine and phenyl-ethynyl-phenyl units for the visual and fluorescent detection of copper in water

Cited by 18 publications

References 56 publications

Synthesis and Thermal, Photophysical, Electrochemical Properties of 3,3-di[3-Arylcarbazol-9-ylmethyl]oxetane Derivatives

Synthesis and Thermal, Photophysical, Electrochemical Properties of 3,3-di[3-Arylcarbazol-9-ylmethyl]oxetane Derivatives

Luminescence and Electrochemical Activity of New Unsymmetrical 3-Imino-1,8-naphthalimide Derivatives

A Fluorimetric Method Based on an Imidazole Compound for Cu2+ Determination in Tap Water

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A Fluorimetric Method Based on an Imidazole Compound for Cu²⁺ Determination in Tap Water