Abstract
A novel “on–off” Al3+ ions fluorescence-enhanced sensor (E)-1-(((2-hydroxyphenyl) imino)methyl)naphthalen-2-ol (AH-2) and its hydrogel hybrid (PAMN) were synthesized. AH-2 showed excellent selectivity and ultrasensitive to Al3+ ions; the detection limit was 2.36 × 10–9 M. The most plausible complexation mechanism was studied by 1H NMR, FT-IR, HR-MS, Job’s plot and theoretical calculation. And, it was interesting that PAMN could adsorb Al3+ ions with a removal rate of over 99%, which also could easily be distinguished by the naked eye in UV lamp (365 nm). Before and after adsorption of Al3+ ions, the microstructures of PAMN were analyzed by scanning electron microscope and X-ray energy spectrometer. The silica gel detect plates prepared in this work could rapidly and conveniently detect Al3+ ions with a concentration greater than 5 × 10–6 M (0.13 mg/L) in aqueous solution, and the detection concentration (0.13 mg/L) was lower than the national standard concentration of Al3+ ions (0.2 mg/L) in city tap water of china.
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References
Y.K. Jang, U.C. Nam, H.L. Kwon, C. Kim, Dyes. Pigm. 99, 6 (2013)
N. Behera, V. Manivannan, J. Photoch. Photobio. A. 353, 77 (2018)
R. Jalili, A. Khataee, Microchim. Acta. 186, 29 (2018)
A.A. Rodrigues, S.C. Vasconcelos-Filho, G.M.L. Rehn, D. Rodrigues, C.L. Rodrigues, C. Muller, Flora 236, 9 (2017)
J.G. Martinez, T.F. Otero, Sens. Actuators. B. 195, 365 (2014)
K. Shen, S. Mao, X. Shi, Luminescence 33, 54 (2018)
Z. **e, M. Fu, B. Yin, Q. Zhu, Chin. Chem. Lett. 38, 124 (2018)
G. Yang, X. Meng, S. Fang, New. J. Chem. 42, 14630 (2018)
N. Chatterjee, S.B. Maity, A. Samadder, Rsc. Adv. 6, 17995 (2016)
S. Kim, J.Y. Noh, S.J. Park, Rsc. Adv. 4, 18094 (2014)
L.K. Kumawat, N. Mergu, M. Asif, V.K. Gupta, Sens. Actuators. B. 231, 847 (2016)
S.K. Mittal, R. Sharma, M. Sharma, A. Mittal, J.P. Sharma, J. Appl. Electro. Chem. 44, 1239 (2014)
M. Soylak, S. Saracoglu, L. Elci, M. Dogan, Int. J. Environ. An. Ch. 82, 225 (2010)
M. Tuzen, M. Soylak, Anal. Chim. Acta. 504, 325 (2004)
T.T. Wei, J. Zhang, G.J. Mao, Anal. Methods. 5, 324 (2013)
C. Lim, H. Seo, J.H. Choi, S.H. Kim, S. Song, E.H. Kim, S. Lim, C. Choi, H.H. Ji, J. Photoch. Photobio. A. 356, 312 (2018)
S. Ma, L. Li, M. She, M. Wang, R. Li, Chin. Chem. Lett. 28, 214 (2017)
C. Arroyave, J. Barcelo, C. Poschenrieder, R. Tolra, J. Inorg. Biochem. 105, 1477 (2011)
X. Qiao, M. Wei, T. Dong, F. **a, P. Chen, C. Zhou, J. Electroanal. Chem. 808, 35 (2018)
C. Sun, X. Miao, L. Zhang, W. Li, Z. Chang, Inorg. Chim. Acta. 478, 112 (2018)
X. Wen, Z. Fan, Anal. Chim. Acta. 945, 75 (2016)
S. Dey, S. Halder, A. Mukherjee, K. Ghosh, P. Roy, Sens. Actuators. B. 215, 196 (2015)
D.P. Singh, R. Dwivedi, A.K. Singh, B. Koch, P. Singh, V.P. Singh, Sens. Actuators B Chem. 238, 128 (2017)
Y. Xu, S. Mao, H. Peng, F. Wang, H. Zhang, S.O. Aderinto, H. Wu, J. Photoch. Photobio. A. 332, 273 (2017)
Y.C. Chu, Z.F. **e, D.J. Zhuang, Y.-Y. Yue, Y.-H. Yue, W. Shi, S. Feng, Chin. J. Chem. 37, 1216 (2019)
Y.-B. Chen, W. Shi, Y.-H. Hui, X.-H. Sun, L.-X. Xu, L. Feng, Z.-F. **e, Talanta 137, 38 (2015)
Y.-C. Chu, Z.-F. **e, Y.-S. Yue, Y.-S. Yue, X.-J. Kong, W. Shi, S. Feng, ACS Omega 24, 5367 (2019)
Z.-F. **e, X.-J. Kong, L. Feng, J.C. Ma, Y.-Q. Li, X. Wang, W.-R. Bao, W. Shi, Y.H. Hui, Sens. Actuators B Chem. 257, 154 (2018)
L. Feng, W. Shi, J.-C. Ma, Y.-B. Chen, F. Kui, Y.-H. Hui, Z.F. **e, Sens. Actuators B Chem. 237, 563 (2016)
D. Chen, J. Yang, J. Dai, X. Lou, X. Fan, J. Mater. Chem. B. 32, 1033 (2018)
H. Abdolmohammad-Zadeh, E. Rahimpour, Anal. Chim. Acta. 881, 54 (2015)
M.M. El-Wekil, H.R.H. Ali, A.A. Marzouk, R. Ali, New J. Chem. 42, 9828 (2018)
B.A. Alyami, A.M. Mahmoud, S.A. Alkahtani, M.M. El, Talanta. 226, 122167 (2021)
J.H. Jou, H.H. Yu, Y.X. Lin, J.R. Tseng, S.H. Peng, Y.C. Jou, C.H. Lin, S.M. Shen, C.Y. Hsieh, M.K. Wei, J. Fluoresc. 27, 1191 (2017)
J. Qin, Z. Yang, J. Photoch. Photobio. A. 303, 99 (2015)
L. Wang, L. Yang, D. Cao, Sens. Actuators B Chem. 202, 949 (2014)
J. Zhang, S. Wang, C. Liu, G. He, T. Peng, Chin. J. Chem. 36, 1179 (2018)
K. Deng, L. Wang, Q. **a, R. Liu, J. Qu, Sensor. Actuat. B-Chem. 296, 126645 (2019)
Z. Li, W.-H. Chen, L.-Y. Dong, Y. Song, R.-H. Li, Q. Li, D.-H. Qu, H. Zhang, Q.-B. Yang, Y.-X. Li, New J. Chem. 44, 3261 (2020)
Z. Li, F.-C. Dai, J. Wang, S.-H. Wang, L.-W. **ao, L.-L. Li, Synthetic Met. 39, 116234 (2020)
Y. Wang, Z. Fan, S. Lei, X. Kong, L. Hou, X. Shao, Spectrochim. Acta. A. 208, 131 (2019)
P.P. Soufeena, K.K. Aravindakshan, J. Lumin. 205, 400 (2019)
Y.-Y. Yue, Z.-F. **e, Y.-C. Chu, S.-S. Xue, Chin. J. Org. Chem. 40, 501 (2020)
X.-D. Ren, Z.-F. **e, H.-Q. Wu, W. Shi, Y. Zhang, Colloid. Surface. A. 583, 124003 (2019)
Y.-P. Hao, Z.-F. **e, W.-R. Bao, X. Wang, W. Shi, Chin. J. Org. Chem. 38, 2109 (2018)
C. Wang, L.-Z. Wang, S.-M. Fang, D.-W. Qin, J.-H. Zhou, G. Yang, S.-S. **, H.D. Duan, Res. Chem. Intermediat. 45, 2045 (2019)
A. Ghosh, A. Sengupta, A. Chattopadhyay, D. Das, Rsc. Adv. 5, 24194 (2015)
L.-J. Hou, W.-T. Liang, C.-H. Deng, C.F. Zhang, B. Liu, S.-M. Shuang, Y. Wang, Rsc. Adv. 10, 21629 (2015)
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The author is grateful to project supported by the Sichuan Youth Science and Technology Innovation Research Team Project (No.2020JDTD0018).
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Xue, S., **e, Z. & He, J. 1-[(2-Hydroxy-phenylimino)-methyl]-naphthalen-2-ol: application in detection and adsorption of aluminum ions. Res Chem Intermed 47, 4333–4347 (2021). https://doi.org/10.1007/s11164-021-04514-7
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DOI: https://doi.org/10.1007/s11164-021-04514-7