Aqueous Fluoride Rapid Detection based on TBAF Desilylation by a Novel Fluorogenic 7-O-tert- butyldimethylsylyl-2-(hydroxyimino)-4-methyl-2H-chromene- 3-carbonitrile
DOI:
https://doi.org/10.2200/aerj.v4i2.124Keywords:
Fluoride, Sensor, Potable Water, 7-O-tert-butyldimethylsylyl-2- (hydroxyimino)-4-methyl-2H-chromene-3-carbonitrileAbstract
This report illustrates the synthesis and properties of a novel fluoride detector also called 7-O-tert-butyldimethylsylyl-2-(hydroxyimino)-4-methyl-2H-chromene-3-carbonitrile, which emits a lavender blue fluorescence in aqueous solution when fluoride ions are present. Bk-F93 F2000 Fluorospectrophotometer (FS), MRC-UV-Vis Spectrophotometer-UV-(11S/N; UEB1011006), GC micromass spectrometer (Micromass, Wythenshawe, Waters, Inc. UK), and Bruker Avance NEO 400 MHz (TXO cryogenic probe) NMR spectrometers were used for the spectral study. MestreNova (v14.0.0) program was used to process the NMR spectra. This sensor is highly specific and sensitive to water - soluble fluoride. The findings also show that fluoride doses as minimal as 0.19 μM (3.61 x1011 mgL-1) and 8.5 µM (3.79x1010 mgL-1) in tetra-n-butylammonium fluoride (TBAF) and sodium fluoride (NaF) respectively can be reliably measured almost immediately, as shown by 2nd order rate constant of 1.4 x10 M -1min-1, in comparison to most fluoride sensors' range of 0.54 - 116M-1min-1. The synthetic compound's responsiveness as a fluoride probe in chloride, bromide, iodide, nitrate and sulfate rich water indicated no direct detection interference by any of evaluated ionic species. The quantum yield of this synthesized probe was established to be higher than the selected standard (quinine sulfphate), with values at 0.72 and 0.54 respectively. Fluoride screening with 7-O-tert-butyldimethylsylyl-2-(hydroxyimino)-4-methyl-2H-chromene-3-carbonitrile is simple and fast compared to conventional approaches that involve professional staff. As a result, the approach outlined herein is applicable and incredibly useful for assessing the quality of potable water in communities.
References
Akimov, O. Y. and Kostenko, V. O. (2020). Roleof NF-ΚB Transcriptional Factor Activationduring Chronic Fluoride Intoxication in Development of Oxidative-Nitrosative Stressin Rat’s Gastric Mucosa. Journal of TraceElements in Medicine and Biology 61:126535. doi: 10.1016/j.jtemb.2020.126535.
Cao, X., Na, Z., Haiting, L., Aiping, G., Aiping,S. and Yongquan, W. (2018). 4-NitrobenzeneThiourea Self-Assembly System and Its Transformation upon Addition of Hg2+ Ion:Applications as Sensor to Fluoride Ion.Sensors and Actuators B: Chemical 266:637–44. doi: 10.1016/j.snb.2018.03.188.
Helte, E., Carolina, D. V., Kippler, M, Wolk, A.,Karl, M. and Åkesson, A. (2021). Fluoride inDrinking Water, Diet, and Urine in Relationto Bone Mineral Density and FractureIncidence in Postmenopausal Women.Environmental Health Perspectives129(4):EHP7404, 047005. doi:10.1289/EHP7404.
Kabir, H., Ashok, K. G. and Subhasish, T. (2020).Fluoride and Human Health: Systematic Appraisal of Sources, Exposures,Metabolism, and Toxicity. Critical Reviews inEnvironmental Science and Technology50(11):1116–93. doi:10.1080/10643389.2019.1647028.
Keesari, T., Diksha, P., Annadasankar, R., Uday,K. S., Ajay, J., Manveer, S. and Jain, S. K.(2021). Fluoride Geochemistry and ExposureRisk Through Groundwater Sources in Northeastern Parts of Rajasthan, India.Archives of Environmental Contaminationand Toxicology 80(1):294–307. doi:
1007/s00244-020-00794-z.
Kruse, A. B., Nadine, S., Viktoria, K. K.,Cornelia, F., Annette, A., Annette, W., Elmar,H., Kirstin, V. and Ali, A. (2021). Long-Term Use of Oral Hygiene Products ContainingStannous and Fluoride Ions: Effect on ViableSalivary Bacteria. Antibiotics 10(5):481. doi:10.3390/antibiotics10050481.
Liese, D. and Gebhard, H. (2018). Rotations inExcited ICT States - Fluorescence and Its Microenvironmental Sensitivity. Israel Journal of Chemistry 58(8):813–26. doi:10.1002/ijch.201800032.
Magri, D. C. (2021). Logical Sensing with Fluorescent Molecular Logic Gates Based onPhotoinduced Electron Transfer.Coordination Chemistry Reviews426:213598. doi: 10.1016/j.ccr.2020.213598.
Mizuta, T., Kenji, S., Tatsuro, E. and Hideaki, H.(2021). Lipophilic Fluorescent Dye Liquids:Förster Resonance Energy Transfer-BasedFluorescence Amplification for Ion SelectiveOptical Sensors Based on a Solvent Polymeric Membrane. Analytical Chemistry 93(9):4143–48. doi:10.1021/acs.analchem.0c05007.
Mohanasundaram, D., Gujuluva, G. V. K.,Senthuran, K. K., Balaji, M., Ramachandran,P. R., Jegathalaprathaban, R. and Gandhi, S. (2020). Turn-on Fluorescence Sensor for Selective Detection of Fluoride Ion and Its Molecular Logic Gates Behavior. Journal of Molecular Liquids 317:113913. doi:10.1016/j.molliq.2020.113913.
Nawara, K. and Jacek, W. (2019). Goodbye to Quinine in Sulfuric Acid Solutions as aFluorescence Quantum Yield Standard. Analytical Chemistry 91(8):5389–94. doi:10.1021/acs.analchem.9b00583.
Song, Y. and Junhewk, K. (2021). Community Water Fluoridation: Caveats to Implement Justice in Public Oral Health. International Journal of Environmental Research and Public Health 18(5):2372. doi: 10.3390/ijerph18052372.
Srivastava, S. (2020). Fluoride in Drinking Water and Skeletal Fluorosis: A Review of the Global Impact. 7.Ullah, U., Murtaza, H. S., Daniyal, G., Falak, S. and Cheema, M. I. (2021). Fluoride Detection in Drinking Water Using Evanescent Fiber Cavity Ring Down Spectroscopy. 6.
Wang, Y., Yaxin, M., Jie, H., Qianfen, Z. andYongnian, N. (2019). Rapid, One-Pot, Protein-Mediated Green Synthesis of Water- Soluble Fluorescent Nickel Nanoclusters for Sensitive and Selective Detection of Tartrazine. Spectrochimica Acta Part A:Molecular and Biomolecular Spectroscopy 214:445–50. doi: 10.1016/j.saa.2019.02.055.
Wu, N., Li-Xia, Z., Chun-Yu, J., Ping, L., Yulong, L., Ying, F. and Fei, Y. (2020). A Naked-Eye Visible Colorimetric and Fluorescent Chemosensor for Rapid Detection of Fluoride Anions: Implication for Toxic Fluorine-Containing Pesticides Detection. Journal of Molecular Liquids 302:112549. doi:10.1016/j.molliq.2020.112549.
Xu, X., Xiangheng, N., Xin, L., Zhaohui, L., Dan, D. and Yuehe, L. (2020). Nanomaterial-Based Sensors and Biosensors for Enhanced Inorganic Arsenic Detection: A Functional Perspective. Sensors and Actuators B: Chemical 315:128100. doi: 10.1016/j.snb.2020.128100.
Yeung, M. C., Ben, W. C. and Vivian, W. Y.(2014). Anion Binding Properties of Alkynylplatinum (II) Complexes with Amide-Functionalized Terpyridine: Host-Guest Interactions and Fluoride Ion-Induced Deprotonation. ChemistryOpen 3(5):172–76. doi: 10.1002/open.201402019.
