Colorimetric determination of Cu2+ in simulated wastewater using naphthalimide-based Schiff base

Chang, In Jung; Choi, Myung Gil; Jeong, Yong Ae; Chang, Suk‐Kyu

doi:10.1016/j.tetlet.2016.12.066

Cited by 43 publications

(15 citation statements)

References 39 publications

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“…Compounds containing imide rings are characterized by many valuable properties, i.e., high thermal, chemical/oxidation resistance and the ability to self-organize [ 9 ]. Imides obtained from naphthalene anhydride as derivatives of 1,8-naphthalimide are widely used in medicine and biology, as compounds with high antitumor activity, cell dyes for bioimaging [ 12 , 13 , 14 ] and as ion detectors [ 15 ]. Most compounds containing 1,8-naphthalimide show absorption and emission in the visible spectrum region and good photo- and thermal-stability [ 16 , 17 , 18 , 19 , 20 , 21 , 22 ].…”

Section: Introductionmentioning

confidence: 99%

New Acceptor–Donor–Acceptor Systems Based on Bis-(Imino-1,8-Naphthalimide)

et al. 2021

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In this paper, six novel symmetrical bis-(imino-1,8-naphthalimides) differing in core and N-substituent structure were synthesized, and their thermal (TGA, DSC), optical (UV-Vis, PL), electrochemical (DPV, CV) properties were evaluated. The compounds were stable to 280 °C and could be transferred into amorphous materials. Electrochemical investigations showed their ability to occur reductions and oxidations processes. They exhibited deep LUMO levels of about −3.22 eV and HOMO levels above −5.80 eV. The optical investigations were carried out in the solutions (polar and non-polar) and in films and blends with PVK:PBD. Bis-(imino-1,8-naphthalimides) absorbed electromagnetic radiation in the range of 243–415 nm and emitted light from blue to yellow. Their capacity for light emission under voltage was preliminarily tested in devices with an active layer consisting of a neat compound and a blend with PVK:PBD. The diodes emitted green or red light.

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Section: Introductionmentioning

confidence: 99%

New Acceptor–Donor–Acceptor Systems Based on Bis-(Imino-1,8-Naphthalimide)

et al. 2021

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“…According to the literatures, [24][25][26][27][28][29][30][31][32][33][34]46 fluorophores with diaminomaleonitrile group could be used as probes for Cu 2+ detection. Therefore, we firstly used absorption and fluorescence spectroscopy to study the sensing ability of such probes towards Cu 2+ in acetonitrile.…”

Section: Absorption and Fluorescence Titrations Of Probe 1 For Cu 2+mentioning

confidence: 99%

“…[4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23] Among them, diaminomaleonitrile derivation has been one of the most attractive approaches for its easy modulation, usually turn-on fluorescent response, and high selectivity to Cu 2+ . [24][25][26][27][28][29][30][31][32][33][34] And so far, most of the reports have attributed fluorescence enhancement to metal-complexation, 24,25,33,34 while direct evidences are needed for more investigations.…”

Section: Introductionmentioning

confidence: 99%

Diaminomaleonitrile-based Fluorophores as Highly Selective Sensing Platform for Cu2+

et al. 2019

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A colorimetric and turn-on fluorescent chemodosimeter 1 based on diaminomaleonitrile was synthesized for Cu 2+ detection. It showed high selectivity and sensitivity towards Cu 2+ over the other tested metal ions. Probe 1 in acetonitrile exhibited a strong absorption band at 530 nm and weak fluorescence emission when excited at 480 nm, while the addition of Cu 2+ could lead to a 30-nm blue shift of the absorption band and a remarkable fluorescence enhancement. Moreover, the detection limit of probe 1 for Cu 2+ was calculated to be 28 nM. Quite different from the reported mechanism based on a metal-complexation induced fluorescence enhancement, the sensing mechanism was proved to be based on the Cu 2+-promoted hydrolysis reaction, which was confirmed by 1 H NMR, 13 C NMR and mass spectrum analysis. Studies on probe 2 were carried out to verify the universality of this sensing mechanism.

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“… 28 , 34 − 87 Some designs that have been explored include chemosensors based on rhodamine 44 , 53 , 56 , 57 , 60 , 78 and Schiff-base units. 28 , 37 , 45 , 48 , 51 , 54 , 61 , 62 , 70 , 71 , 76 , 77 It is evident that while there have been many copper sensor designs, sensitivity and selectivity for naked-eye detection remain elusive. For example, of the 55 sensors mentioned above, only 14 sensors displayed naked-eye detection below 10 μM.…”

Section: Introductionmentioning

confidence: 99%

Highly Sensitive and Selective Spiropyran-Based Sensor for Copper(II) Quantification

et al. 2021

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The metal-binding capabilities of the spiropyran family of molecular switches have been explored for several purposes from sensing to optical circuits. Metal-selective sensing has been of great interest for applications ranging from environmental assays to industrial quality control, but sensitive metal detection for field-based assays has been elusive. In this work, we demonstrate colorimetric copper sensing at low micromolar levels. Dimethylamine-functionalized spiropyran ( SP1 ) was synthesized and its metal-sensing properties were investigated using UV–vis spectrophotometry. The formation of a metal complex between SP1 and Cu 2+ was associated with a color change that can be observed by the naked eye as low as ≈6 μM and the limit of detection was found to be 0.11 μM via UV–vis spectrometry. Colorimetric data showed linearity of response in a physiologically relevant range (0–20 μM Cu 2+ ) with high selectivity for Cu 2+ ions over biologically and environmentally relevant metals such as Na + , K + , Mn 2+ , Ca 2+ , Zn 2+ , Co 2+ , Mg 2+ , Ni 2+ , Fe 3+ , Cd 2+ , and Pb 2+ . Since the color change accompanying SP1 –Cu 2+ complex formation could be detected at low micromolar concentrations, SP1 could be viable for field testing of trace Cu 2+ ions.

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Colorimetric determination of Cu2+ in simulated wastewater using naphthalimide-based Schiff base

Cited by 43 publications

References 39 publications

New Acceptor–Donor–Acceptor Systems Based on Bis-(Imino-1,8-Naphthalimide)

New Acceptor–Donor–Acceptor Systems Based on Bis-(Imino-1,8-Naphthalimide)

Diaminomaleonitrile-based Fluorophores as Highly Selective Sensing Platform for Cu2+

Highly Sensitive and Selective Spiropyran-Based Sensor for Copper(II) Quantification

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