Research Article

Selective Fluorescence Chemosensor for Al3+ based on Antipyrine with Furfural Attached Allyl System

P. Rajasingh
Department of Chemistry, Chikkanna Government Arts College, Tirupur, TN, India
P. Banumathi,  Department of Chemistry, Chikkanna Government Arts College, Tirupur, TN, IndiaG. Tamil Selvan,  Department of Chemistry, KITS, Coimbatore, TN, IndiaP. Mosae Selvakumar   Science and Math Program, Asian University for Women, Chittagong, Bangladesh

J. Environ. Nanotechnol., Volume 10, No. 2 (2021) pp. 01-05



By incorporating Furfural-Antipyrine as coordinate sites into the fragment of receptor FBH-AP has been used as an artificial chemosensor for selective recognition of transition metals. The strong fluorescence emission at 388 nm of the receptor FBH-AP is effectively and selectively quenched by Al3+. A 1:1 complex is formed between the FBH-AP and Al3+ is determined by jobs plot and their common interferent ions do not show any interference with the Al3+. It is anticipated that the antipyrine could be a good candidate probe and has potential application for Al3+ determination.

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Ahmad, M., Narayanaswamy, R., Optical fibre Al(III) sensor based on solid surface fluorescence measurement, Sensors Actuators B Chem. 81(2–3), 259–266 (2002).

Andrási, E., Páli, N., Molnár, Z., Kösel, S., Brain aluminum, magnesium and phosphorus contents of control and Alzheimer-diseased patients, J. Alzheimer’s Dis. 7(4), 273–284 (2005).

Banumathi, P., Tamil selvan, G., Selvakumar Paulraj, M., Rajasingh, P., Synthesis of antipyrine based organic material for Zn2+ ion sensing and implication in logic gate analysis, Mater Today Proc.

Burnworth, M., Rowan, S. J., Weder, C., Fluorescent Sensors for the Detection of Chemical Warfare Agents, Chem. - A Eur. J. 13(28), 7828–7836 (2007).

Chebrolu, L. D., Thurakkal, S., Balaraman, H. S., Danaboyina, R., Selective and dual naked eye detection of Cu2+ and Hg2+ ions using a simple quinoline–carbaldehyde chemosensor, Sensors Actuators B Chem. 204, 480–488 (2014).

Cheng, X., Yu, Y., Jia, Y., Duan, L., Fluorescent PU films for detection and removal of Hg 2+ , Cr 3+ and Fe 3+ ions, Mater. Des. 95, 133–140 (2016).

Datta, B. K., Kar, C., Basu, A., Das, G., Selective fluorescence sensor for Al3+ and Pb2+ in physiological condition by a benzene based tripodal receptor, Tetrahedron Lett. 54(8), 771–774 (2013).

Dessingou, J., Tabbasum, K., Mitra, A., Hinge, V. K., Rao, C. P., Lower Rim 1,3-Di{4-antipyrine}amide Conjugate of Calix[4]arene: Synthesis, Characterization, and Selective Recognition of Hg 2+ and Its Sensitivity toward Pyrimidine Bases, J. Org. Chem. 77(3), 1406–1413 (2012).

Geddes, C.D., Lakowicz, J. R., Probe and Sensors for Cations: Small molecule sensing in Topics in Fluorescene Spectroscopy, Springer , 328–330 Guo, Z., Zhu, W., Shen, L., Tian, H., A Fluorophore Capable of Crossword Puzzles and Logic Memory, Angew. Chemie Int. Ed. 46(29), 5549–5553 (2007).

Gupta, V. K., Singh, A. K., Kumawat, L. K., Thiazole Schiff base turn-on fluorescent chemosensor for Al3+ ion, Sensors Actuators B Chem. 195, 98–108 (2014a).

Gupta, V. K., Singh, A. K., Mergu, N., Antipyrine based Schiff bases as Turn-on Fluorescent sensors for Al (III) ion, Electrochim. Acta 117, 405–412 (2014b). 10.1016/j.electacta.2013.11.143

Han, J., Burgess, K., Fluorescent Indicators for Intracellular pH, Chem. Rev. 110(5), 2709–2728 (2010).

Helal, A., Kim, S. H., Kim, H.-S., A highly selective fluorescent turn-on probe for Al3+ via Al3+-promoted hydrolysis of ester, Tetrahedron 69(30), 6095–6099 (2013). 10.1016/j.tet.2013.05.062

Kaur, K., Bhardwaj, V. K., Kaur, N., Singh, N., Imine linked fluorescent chemosensor for Al3+ and resultant complex as a chemosensor for HSO4− anion, Inorg. Chem. Commun. 18, 79–82 (2012).

Kim, H. M., Cho, B. R., Two-Photon Fluorescent Probes for Metal Ions, Chem. - An Asian J. 6(1), 58–69 (2011a). 10.1002/asia.201000542

Kim, H. N., Guo, Z., Zhu, W., Yoon, J., Tian, H., Recent progress on polymer-based fluorescent and colorimetric chemosensors, Chem. Soc. Rev. 40(1), 79–93 (2011b).

Kim, J. S., Quang, D. T., Calixarene-Derived Fluorescent Probes, Chem. Rev. 107(9), 3780–3799 (2007). 10.1021/cr068046j Kim, S. K., Sessler, J. L., Ion pair receptors, Chem. Soc. Rev. 39(10), 3784 (2010).

Kim, S., Noh, J. Y., Kim, K. Y., Kim, J. H., Kang, H. K., Nam, S.-W., Kim, S. H., Park, S., Kim, C., Kim, J., Salicylimine-Based Fluorescent Chemosensor for Aluminum Ions and Application to Bioimaging, Inorg. Chem. 51(6), 3597–3602 (2012).

Maity, D., Govindaraju, T., A differentially selective sensor with fluorescence turn-on response to Zn 2+ and dual-mode ratiometric response to Al 3+ in aqueous media, Chem. Commun. 48(7), 1039–1041 (2012).

Pischel, U., Chemical Approaches to Molecular Logic Elements for Addition and Subtraction, Angew. Chemie Int. Ed. 46(22), 4026–4040 (2007).

Rurack, K., Resch-Genger, U., Rigidization, preorientation and electronic decoupling—the ‘magic triangle’ for the design of highly efficient fluorescent sensors and switches, Chem. Soc. Rev. 31(2), 116–127 (2002).

Saini, A. K., Sharma, V., Mathur, P., Shaikh, M. M., The development of fluorescence turn-on probe for Al(III) sensing and live cell nucleus-nucleoli staining, Sci. Rep. 6(1), 34807 (2016). 10.1038/srep34807

Selvan, G. T., Poomalai, S., Ramasamy, S., Selvakumar, P. M., Muthu Vijayan Enoch, I. V, Lanas, S. G., Melchior, A., Differential Metal Ion Sensing by an Antipyrine Derivative in Aqueous and β-Cyclodextrin Media: Selectivity Tuning by β-Cyclodextrin, Anal. Chem. 90(22), 13607–13615 (2018).

Shanmugam, P., Rajasingh, P., Montmorillonite K10 Clay Catalyzed Mild, Clean, Solvent Free One-pot Protection-Isomerisation of the Baylis–Hillman Adducts with Alcohols, Chem. Lett. 31(12), 1212–1213 (2002).

Shanmugam, P., Rajasingh, P., Studies on montmorillonite K10-microwave assisted isomerisation of Baylis–Hillman adduct. Synthesis of E-trisubstituted alkenes and synthetic application to lignan core structures by vinyl radical cyclization, Tetrahedron 60(41), 9283–9295 (2004).

Shanmugam, P., Rajasingh, P., Stereoselective synthesis of tri- and tetrasubstituted oxepanes via n-Bu3SnH mediated 7-endo-trig vinyl radical cyclisation, Tetrahedron Lett. 46(19), 3369–3372 (2005).

Tamil Selvan, G., Varadaraju, C., Tamil Selvan, R., Enoch, I. V. M. V., Mosae Selvakumar, P., On/Off Fluorescent Chemosensor for Selective Detection of Divalent Iron and Copper Ions: Molecular Logic Operation and Protein Binding, ACS Omega 3(7), 7985–7992 (2018).

Tamil Selvan, R., Tamil Selvan, G., Varadaraju, C., Enoch, I. V. M. V., Mosae Selvakumar, P., Design and synthesis of a tripodal receptor for the selective detection of Fe3+, Mater. Today Proc. 33, 2139–2143 (2020).

Vengaian, K. M., Britto, C. D., Sivaraman, G., Sekar, K., Singaravadivel, S., Phenothiazine based sensor for naked-eye detection and bioimaging of Hg( ii ) and F − ions, RSC Adv. 5(115), 94903–94908 (2015).

Yin, J., Hu, Y., Yoon, J., Fluorescent probes and bioimaging: alkali metals, alkaline earth metals and pH, Chem. Soc. Rev. 44(14), 4619–4644 (2015).

You, Q.-H., Chan, P.-S., Chan, W.-H., Hau, S. C. K., Lee, A. W. M., Mak, N. K., Mak, T. C. W., Wong, R. N. S., A quinolinyl antipyrine based fluorescence sensor for Zn2+ and its application in bioimaging, RSC Adv. 2(29), 11078 (2012).

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