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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Research Article

An Aminoantipyrine-containing Schiff base Fluorescent Chemosensor for Hg2+-Selective Detection

Author(s): Xuelei He*, Shijie Song, Chengke Li, Qiangqiang Zhang, Qiang Dong, Lin Li, Yonggang Qin, Qiang Zhao and Jianxiong Wang

Volume 20, Issue 10, 2023

Published on: 15 June, 2023

Page: [976 - 981] Pages: 6

DOI: 10.2174/1570178620666230502160603

Price: $65

Abstract

Specific recognition at trace quantity levels of metal ions without using the costly analytical instrument and a tedious sample preparation method is an extensive concern for environmental monitoring and mitigation. Mercury(II) (Hg2+) has acute toxicity. The development of ion-selective fluorescence sensors for the selective detection of Hg2+ is an essential task to accomplish. The aim of this study is to detect Hg2+ in an aqueous medium. A fluorescence sensor (DP) based on Schiff base was designed and utilized to detect Hg2+. Scanning electron microscope (SEM), Fourier transformed Infrared (FT-IR), X-ray powder diffraction (XRD), and X-ray photoelectron spectroscopy (XPS) were used to learn the sensing mechanism between sensor DP and Hg2+ cations. When Hg2+ ions were added to the sensor DP, it showed a dramatic fluorescent “turn-on” response for Hg2+ in dimethylformamide (DMF) solution. And the detection limit (LOD) of DP for Hg2+ in aqueous media (1.0 mol L-1) was 2.23 × 10-8 mol L-1. In summary, an aminoantipyrine-containing Schiff base fluorescent chemosensor for extraordinary recognition of Mercury(II) was designed and synthesized via a simple one-step pathway and led to intermolecular self-assembly through π-π stacking interactions. And the sensor DP could fluorescently “turn on” when the Hg2+ cation was added. The limitation of Hg2+ was 2.23×10-8 M, which indicated that the sensor DP could be useful as a highly selective and sensitive sensor for detecting Hg2+ ions in an aqueous medium by the strong interaction with DP. Notably, the sensor DP was used as a fluorescent display material with satisfactory results.

Graphical Abstract

[1]
Peng, B.; Tang, L.; Zeng, G.; Zhou, Y.; Zhang, Y.; Long, B.; Fang, S.; Chen, S. Yu. J. Curr. Anal. Chem., 2018, 14(1), 4-12.
[http://dx.doi.org/10.2174/1573411013666170412111128]
[2]
Dong, C.; Zhang, F.; Pang, Z.; Yang, G. Carbohydr. Polym., 2016, 151, 230-236.
[http://dx.doi.org/10.1016/j.carbpol.2016.05.066] [PMID: 27474562]
[3]
Tarai, A.; Li, Y.; Liu, B.; Zhang, D.; Li, J.; Yan, W.; Zhang, J.; Qu, J. Yang. Z. Coord. Chem. Rev., 2021, 445(11), 214070.
[http://dx.doi.org/10.1016/j.ccr.2021.214070]
[4]
Choudhury, S.; Chatterjee, A. Arch. Microbiol., 2022, 204(5), 268.
[http://dx.doi.org/10.1007/s00203-022-02874-1] [PMID: 35438381]
[5]
Yuan, A.; Wu, X.; Li, X.; Hao, C.; Xu, C.; Kuang, H. Small, 2019, 15(27), 1901958.
[http://dx.doi.org/10.1002/smll.201901958] [PMID: 31106526]
[6]
Memon, A.R.; Schröder, P. Environ. Sci. Pollut. Res. Int., 2009, 16(2), 162-175.
[http://dx.doi.org/10.1007/s11356-008-0079-z] [PMID: 19067014]
[7]
Chen, L.; Li, F.; Huang, W.; Li, Z.; Chen, M. Water, 2019, 11(6), 1308.
[http://dx.doi.org/10.3390/w11061308]
[8]
James, A.K.; Nehzati, S.; Dolgova, N.V.; Sokaras, D.; Kroll, T.; O’Donoghue, J.L.; Watson, G.E.; Myers, G.J.; Krone, P.H.; Pickering, I.J.; George, G.N. Environ. Sci. Technol., 2020, 54(13), 8484-8485.
[http://dx.doi.org/10.1021/acs.est.0c03061] [PMID: 32511907]
[9]
Weiss, B. Am. Psychol., 1983, 38(11), 1174-1187.
[http://dx.doi.org/10.1037/0003-066X.38.11.1174] [PMID: 6196997]
[10]
Matthews, D.R. Diab. Vasc. Dis. Res., 2012, 9(2), 83-84.
[http://dx.doi.org/10.1177/1479164112441380] [PMID: 22419242]
[11]
George, B.; George, M. Int. J. Ment. Health Nurs., 2022, 31(3), 761-764.
[http://dx.doi.org/10.1111/inm.12974] [PMID: 34970840]
[12]
Krumholz, H.M. Circ. Cardiovasc. Qual. Outcomes, 2020, 13(12), e007615.
[http://dx.doi.org/10.1161/CIRCOUTCOMES.120.007615] [PMID: 33200951]
[13]
Wang, Z.; Wang, X.; Wang, Q.; Xiong, X.; Luo, H.; Huang, K.; Microchem, J. 2019, 149(156), 104052.
[http://dx.doi.org/10.1016/j.microc.2019.104052]
[14]
Shih, P.K.; Chiang, L.C.; Lin, S.C.; Chang, T.K.; Hsu, W.C. Sustainability, 2019, 11(11), 3129.
[http://dx.doi.org/10.3390/su11113129]
[15]
Grochowski, C.; Blicharska, E.; Krukow, P.; Jonak, K.; Maciejewski, M.; Szczepanek, D.; Jonak, K.; Flieger, J.; Maciejewski, R. Front Chem., 2019, 7(19), 115.
[http://dx.doi.org/10.3389/fchem.2019.00115] [PMID: 30891444]
[16]
Balaram, V.; Geol, J. 2021, 56(5), 2300-2359.
[http://dx.doi.org/10.1002/gj.4005]
[17]
Krivitsky, V.; Filanovsky, B.; Bourenko, T.; Granot, E.; Praiz, A.; Patolsky, F. Anal. Chem., 2019, 91(22), 14375-14382.
[http://dx.doi.org/10.1021/acs.analchem.9b02849] [PMID: 31621301]
[18]
Muzzammil, M.; Ahmad, T.; Khan, N.M.; Wan, L. Phys. Commun., 2019, 33(58), 1-8.
[http://dx.doi.org/10.1016/j.phycom.2018.12.009]
[19]
Yi, Y.; Zhang, W. IEEE J. Sel. Top. Appl. Earth Obs. Remote Sens., 2020, 13(15), 6166-6176.
[http://dx.doi.org/10.1109/JSTARS.2020.3028855]
[20]
Xia, L.; Li, G. J. Sep. Sci., 2021, 44(8), 1752-1768.
[http://dx.doi.org/10.1002/jssc.202001196] [PMID: 33630352]
[21]
Peng, J.; Li, J.; Xu, W.; Wang, L.; Su, D.; Teoh, C.L.; Chang, Y.T. Anal. Chem., 2018, 90(3), 1628-1634.
[http://dx.doi.org/10.1021/acs.analchem.7b02883] [PMID: 29275622]
[22]
Ao, R.; Xing, L.; Yang, W. Opt. Commun., 2021, 492(164), 126967.
[http://dx.doi.org/10.1016/j.optcom.2021.126967]
[23]
Lama, A.D.; Sestelo, J.P.; Valencia, L.; Esteban-Gómez, D.; Sarandeses, L.A.; Martínez, M.M. Dyes Pigments, 2022, 205(278), 110539.
[http://dx.doi.org/10.1016/j.dyepig.2022.110539]
[24]
Wang, Z.; Zhang, Y.; Yin, J.; Yang, Y.; Luo, H.; Song, J.; Xu, X.; Wang, S. ACS Sustain. Chem. Eng., 2020, 8(33), 12348-12359.
[http://dx.doi.org/10.1021/acssuschemeng.9b07843]
[25]
Liu, Y.; Yu, Y.; Zhao, Q.; Tang, C.; Zhang, H.; Qin, Y.; Feng, X. Zhang. J. Coord. Chem. Rev., 2021, 427(489), 213601.
[http://dx.doi.org/10.1016/j.ccr.2020.213601] [PMID: 33024340]
[26]
Pan, J.; Ma, J.; Liu, L.; Li, D.; Huo, Y.; Liu, H. J. Photochem. Photobiol. Chem., 2021, 416(497), 113322.
[http://dx.doi.org/10.1016/j.jphotochem.2021.113322]
[27]
Lin, Q.; Mao, P-P.; Liu, L.; Liu, J.; Zhang, Y-M.; Yao, H. RSC Advances, 2017, 7, 11206.
[http://dx.doi.org/10.1039/C6RA28419A]
[28]
Li, Q.F.; Wang, J.T.; Wu, S.; Ge, G.W.; Huang, J.; Wang, Z.; Yang, P. Lin, J. Sens. Actuators B Chem., 2018, 259(342), 484-491.
[http://dx.doi.org/10.1016/j.snb.2017.12.099]
[29]
Raman, N.; Ali, S.; Raja, D. J. Serb. Chem. Soc., 2008, 73(11), 1063-1071.
[http://dx.doi.org/10.2298/JSC0811063R]
[30]
Bernardo, K.; Leppard, S.; Robert, A.; Commenges, G.; Dahan, F.; Meunier, B. Inorg. Chem., 1996, 35(2), 387-396.
[http://dx.doi.org/10.1021/ic950700i] [PMID: 11666220]
[31]
Wang, M.; Wang, L.F.; Li, Y.Z.; Li, Q.X.; Xu, Z.D.; Qu, D.M. Trans. Met. Chem., 2001, 26(3), 307-310.
[http://dx.doi.org/10.1023/A:1007159301849]
[32]
Losier, P.; Zaworotko, M.J. Angew. Chem. Int. Ed. Engl., 1996, 35(2324), 2779-2782.
[http://dx.doi.org/10.1002/anie.199627791]
[33]
Wang, D.; Li, S.M.; Zheng, J.Q.; Kong, D.Y.; Zheng, X.J.; Fang, D.C.; Jin, L.P. Inorg. Chem., 2017, 56(2), 984-990.
[http://dx.doi.org/10.1021/acs.inorgchem.6b02784] [PMID: 28054772]
[34]
Su, Q.; Niu, Q.; Sun, T.; Li, T. Tetrahedron Lett., 2016, 57(38), 4297-4301.
[http://dx.doi.org/10.1016/j.tetlet.2016.08.031]
[35]
Gopikrishna, P.; Meher, N.; Iyer, P.K. ACS Appl. Mater. Interfaces, 2018, 10(15), 12081-12111.
[http://dx.doi.org/10.1021/acsami.7b14473] [PMID: 29171747]
[36]
Su, J.X.; Wang, X.T.; Chang, J.; Wu, G.Y.; Wang, H.M.; Yao, H.; Lin, Q.; Zhang, Y.M.; Wei, T.B. Spectrochim. Acta A Mol. Biomol. Spectrosc., 2017, 182, 67-72.
[http://dx.doi.org/10.1016/j.saa.2017.03.071] [PMID: 28395227]
[37]
Gao, S.; Tan, G.; Yuan, H.; Xiao, D.; Choi, M.M.F. Mikrochim. Acta, 2006, 153(3-4), 159-162.
[http://dx.doi.org/10.1007/s00604-005-0471-z]
[38]
Lv, F.; Chen, Y.; Tang, T.; Chen, Y.; Xu, D. J. Fluoresc., 2017, 27(4), 1285-1292.
[http://dx.doi.org/10.1007/s10895-017-2061-y] [PMID: 28343244]
[39]
Chen, J.F.; Cheng, X.B.; Li, H.; Han, B.B.; Lin, Q.; Zhang, Y.M.; Yao, H.; Wei, T.B. New J. Chem., 2017, 41(21), 12707-12712.
[http://dx.doi.org/10.1039/C7NJ01856H]
[40]
Hong, M.; Chen, Y.; Zhang, Y.; Xu, D. Analyst, 2019, 144(24), 7351-7358.
[http://dx.doi.org/10.1039/C9AN01608B] [PMID: 31663523]
[41]
Xiong, J.; Li, Z.; Ji, S.; Pan, C.; Ji, W.; Li, Q.; Huo, Y. Spectrochim. Acta A Mol. Biomol. Spectrosc., 2019, 218, 196-205.
[http://dx.doi.org/10.1016/j.saa.2019.04.004] [PMID: 30995577]
[42]
Chadha, R.; Das, A.; Debnath, A.K.; Kapoor, S.; Maiti, N. Colloids Surf. A Physicochem. Eng. Asp., 2021, 615, 126279.
[http://dx.doi.org/10.1016/j.colsurfa.2021.126279]

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