A Rapid Aqueous Fluoride Anion Sensor with Turn-on Fluorescence Mode

doi:10.7517/j.issn.1674-0475.2013.05.383

Abstract

Abstract:

A coumarin derivative, 7-(di-tert-butyl(p-nitrophenoxy)silyloxy)-4-methyl-coumarin (DTBPC), was design and synthesized. The fluorescence of DTBPC response to fluoride anion in aqueous medium was investigated. The fluoride anion can "turn-on" the fluorescence of the sensor system based on the specific affinity between fluoride ions and silicon. in the prescence of cetyltrimethylammonium bromide (CTAB). The sening process is rapid and takes only 3 minutes, and offers excellent differentiation from other common anions. The detection limit of the DTBPC aqueous dispersion system for fluoride anion is 60 ppb. The results denmonstrates that DTBPC can be used to detect aqueous fluoride anion rapidly, sensitively, and highly selectively in aqueous medium.

Key words: fluorescent probes, fluorides, fluorescence, sensors, silicon, aqueous media

CLC Number:

QIU Bo, YU Tian-jun, CHEN Jin-ping, ZENG Yi, LI Yi. A Rapid Aqueous Fluoride Anion Sensor with Turn-on Fluorescence Mode[J]. Imaging Science and Photochemistry, 2013, 31(5): 383-389.

References

[1] Carton R J. Review of the 2006 united states national research council report: fluoride in drinking water[J]. Fluoride, 2006, 39(3): 163-172.

[2] Kobayashi C A N, Leite A L, Silva T L, Dos Santos L D, Nogueira F C S, Santos K S, De Oliveira R C, Palma M S, Domont G B, Buzalaf M A R. Proteomic analysis of urine in rats chronically exposed to fluoride[J]. Journal of Biochemical and Molecular Toxicology, 2011, 25(1): 8-14.

[3] Singh P, Barjatiya M, Dhing S, Bhatnagar R, Kothari S, Dhar V. Evidence suggesting that high intake of fluoride provokes nephrolithiasis in tribal populations[J]. Urological Research, 2001, 29(4): 238-244.

[4] Bassin E B, Wypij D, Davis R B, Mittleman M A. Age-specific fluoride exposure in drinking water and osteosarcoma (United States)[J]. Cancer Causes & Control, 2006, 17(4): 421-428.

[5] De Marco R, Clarke G, Pejcic B. Ion-selective electrode potentiometry in environmental analysis[J]. Electroanalysis, 2007, 19(19-20): 1987-2001.

[6] Breadmore M C, Palmer A S, Curran M, Macka M, Avdalovic N, Haddad P R. On-column ion-exchange preconcentration of inorganic anions in open tubular capillary electrochromatography with elution using transient-sotachohoretic gradients. 3. Implementation and method development[J]. Analytical Chemistry, 2002, 74(9): 2112-2118.

[7] Van den Hoop M A G T, Cleven R F M J, Van Staden J J, Neele J. Analysis of fluoride in rain water comparison of capillary electrophoresis with ion chromatography and ion-selective electrode potentiometry[J]. Journal of Chromatography A, 1996, 739(1): 241-248.

[8] Guha S, Saha S. Fluoride ion sensing by an anion-π interaction[J]. Journal of the American Chemical Society, 2010, 132(50): 17674-17677.

[9] Wang J, Yang L, Hou C, Cao H. A new N-imidazolyl-1,8-naphthalimide based fluorescence sensor for fluoride detection[J]. Organic & Biomolecular Chemistry, 2012, 10(31): 6271-6274.

[10] Liu X M, Zhao Q, Song W C, Bu X H. New highly selective colorimetric and ratiometric anion receptor for detecting fluoride ions[J]. Chemistry-A European Journal, 2012, 18(10): 2806-2811.

[11] Ke I S, Myahkostupov M, Castellano F N, Gabbai F O P. Stibonium ions for the fluorescence turn-on sensing of F- in drinking water at parts per million concentrations[J]. Journal of the American Chemical Society, 2012, 134(37): 15309-15311.

[12] Kubo Y, Kobayashi A, Ishida T, Misawa Y, James T D. Detection of anions using a fluorescent alizarin-phenylboronic acid ensemble[J]. Chemical Communications, 2005, (22): 2846-2848.

[13] Koskela S J M, Fyles T M, James T D. A ditopic fluorescent sensor for potassium fluoride[J]. Chemical Communications, 2005, (7): 945-947.

[14] Liu X Y, Bai D R, Wang S. Charge-transfer emission in nonplanar three-coordinate organoboron compounds for fluorescent sensing of fluoride[J]. Angewandte Chemie International Edition, 2006, 118(33): 5601-5604.

[15] Kim T H, Swager T M. A Fluorescent Self-amplifying wavelength-responsive sensory polymer for fluoride ions[J]. Angewandte Chemie International Edition, 2003, 42(39): 4803-4806.

[16] (a) Hu R, Feng J, Hu D, Wang S, Li S, Li Y, Yang G. A rapid aqueous fluoride ion sensor with dual output modes[J]. Angewandte Chemie International Edition, 2010, 49(29): 4915-4918. (b) Xiong L, Feng J, Hu R, Wang S, Li S, Li Y, Yang G. Sensing in 15 s for aqueous fluoride anion by water-insoluble fluorescent probe incorporating hydrogel[J]. Analytical Chemistry, 2013, 85(8): 4113-4119.

[17] (a) Kim S Y, Park J, Koh M, Park S B, Hong J I. Fluorescent probe for detection of fluoride in water and bioimaging in A549 human lung carcinoma cells[J]. Chemical Communications, 2009, (31): 4735-4737. (b) Sokkalingam P, Lee C H. Highly sensitive fluorescence "turn-on" indicator for fluoride anion with remarkable selectivity in organic and aqueous media[J]. The Journal of Organic Chemistry, 2011, 76(10): 3820-3828.

[18] Thomsen V, Schatzlein D, Mercuro D. Limits of detection in spectroscopy[J]. Spectroscopy, 2003, 18(12): 112-114.