A novel cyanide-selective colorimetric and fluorescent chemosensor: First molecular security keypad lock based on phosphotungstic acid and CN- inputs

Journal of Hazardous Materials

Volumn 266, Issue , 2014, Pages 189-197

  Tavallali, Hossein ^a   Deilamy Rad, Gohar ^a   Parhami, Abolfath ^a   Hasanli, Nahid ^a  

^a PAYAME NOOR UNIVERSITY   (Iran)

Author keywords

Anion sensing; Cyanide ions; Fluorescent chemosensor; Molecular keypad lock; Phosphotungstic acid; Rhodamine B

Indexed keywords

COLORIMETRY; CYANIDES; IONS; LOCKS (FASTENERS); PHYSIOLOGY; RHODIUM;

ANION SENSING; CYANIDE ION; FLUORESCENT CHEMOSENSOR; MOLECULAR KEYPAD LOCKS; PHOSPHOTUNGSTIC ACID; RHODAMINE B;

FLUORESCENCE;

CYANIDE; FLUORESCENT DYE; PHOSPHOTUNGSTIC ACID; RHODAMINE B;

ABSORPTION; ANION; CYANIDE; DYE; EMISSION; LIGAND; SOLUTION; SUBSTITUTION;

ABSORPTION; AQUEOUS SOLUTION; ARTICLE; COLORIMETRY; COMPUTER SECURITY; CONTROLLED STUDY; FLUORESCENCE; FLUORESCENCE SPECTROSCOPY; FLUORESCENT CHEMOSENSOR; FLUOROMETRY; MOLECULAR ELECTRONICS; MOLECULAR PROBE; MOLECULAR SECURITY KEYPAD LOCK; MOLECULAR SENSOR; PH; REACTION ANALYSIS; SPECTROPHOTOMETER; TITRIMETRY; ULTRAVIOLET SPECTROSCOPY; WATER SAMPLING;

ANION SENSING; CYANIDE IONS; FLUORESCENT CHEMOSENSOR; MOLECULAR KEYPAD LOCK; PHOSPHOTUNGSTIC ACID; RHODAMINE B;

COLORIMETRY; CYANIDES; FLUORESCENCE; FLUORESCENT DYES; HUMANS; PHOSPHOTUNGSTIC ACID; RHODAMINES; WASTE WATER; WATER POLLUTANTS, CHEMICAL;

EID: 84891683397     PISSN: 03043894     EISSN: 18733336     Source Type: Journal    
DOI: 10.1016/j.jhazmat.2013.12.026     Document Type: Article

References (41)

1. Sivaraman G., Sathiyaraja V., Chellappa D. Turn-on fluorogenic and chromogenic detection of Fe(III) and its application in living cell imaging. J. Lumin. 2014, 145:480-485.
2. Sivaraman G., Anand T., Chellappa D. Turn-on fluorescent chemosensor for Zn(II) via ring opening of rhodamine spirolactam and their live cell imaging. Analyst 2012, 137:5881-5884.
3. Sivaraman G., Chellappa D. Rhodamine based sensor for naked-eye detection and live cell imaging of fluoride ions. J. Mater. Chem. B 2013, 1:5768-5772.
4. Wang S., Men G., Zhao L., Hou Q., Jiang S. Binaphthyl-derived salicylidene Schiff base for dual-channel sensing of Cu, Zn cations and integrated molecular logic gates. Sens. Actuators B: Chem. 2010, 125:826-831.
5. Najmabadi P., La Chair J.J., Burkart M.D. A systems perspective to digital structures in molecular analysis. Org. Biomol. Chem. 2007, 5:214-222.
6. 2+ that works as a molecular keypad lock. Chem. Commun. 2008, 3906-3908.
7. Ballardini R., Ceroni P., Credi A., Gandolfi M.T., Maestri M., Semararo M., Venturi M., Balzani V. Molecular photochemionics. Adv. Funct. Mater. 2007, 17:740-750.
8. Yoon J., Kim S.K., Singh N.J., Kim K.S. Imidazolium receptors for the recognition of anions. Chem. Soc. Rev. 2006, 35:355-360.
9. Bhattacharya R., Flora S.J.S. Handbook of Toxicology of Chemical Warfare Agents 2009, 255-270. Academic Press, Boston. R.C. Gupta (Ed.).
10. Young C., Tidwell L., Anderson C. Cyanide: Social Industrial and Economic Aspects 2001, Minerals, Metals, and Materials Society, Warren dale.
11. - by a new quinazoline derivative. Sens. Actuators B: Chem. 2013, 182:439-445.
12. 2+ displacement approach. Sens. Actuators B: Chem. 2012, 173:862-867.
13. -. Tetrahedron Lett. 2013, 54:536-540.
14. Sun Y., Liu Y.L., Guo W. Fluorescent and chromogenic probes bearing salicylaldehyde hydrazone functionality for cyanide detection in aqueous solution. Sens. Actuators B: Chem. 2009, 143:171-176.
15. Gunnlaugsson T., Glynn M., Tocci G.M., Kruger P.E., Pfeffer F.M. Anion recognition and sensing in organic and aqueous media using luminescent and colorimetric sensors. Coord. Chem. Rev. 2006, 250:3094-3117.
16. Anzenbacher P., Tyson J.D.S., Jursikova K., Castellano F.N. Luminescence lifetime based sensor for cyanide and related ions. J. Am. Chem. Soc. 2002, 124:6232-6233.
17. Nam S.W., Chen X., Lim J., Kim S.H., Kim S.T., Cho Y.H., Yoon J., Park S. In vivo fluorescence imaging of bacteriogenic cyanide in the lungs of live mice infected with cystic fibrosis pathogens. PLoS ONE 2011, 6:e21387.
18. Guo Y.Y., Tang X.L., Hou F.P., Wei Dou J.W., Qin W.W., Ru J.X., Zhang G.L., Liu W.S., Yao X.J. A reversible fluorescent chemosensor for cyanide in 100% aqueous solution. Sens. Actuators B: Chem. 2013, 181:202-208.
19. Isaad J., El Achari A., Malek F. Bio-polymer starch thin film sensors for low concentration detection of cyanide anions in water. Dyes Pigm. 2013, 97:134-140.
20. Tavallali H., Deilamy-Rad G., Parhami A., Abbasiyan E. A new application of bromopyrogallol red as a selective and sensitive competition assay for recognition and determination of acetate anion in DMSO/water media. Dyes Pigm. 2012, 94:541-547.
21. 2O media using bromopyrogallol red as a chemosensor with analytical applications. Spectrochim. Acta: Part A 2012, 97:60-65.
22. 2O media using bromo pyrogallol red chemosensors with analytical applications. J. Photochem. Photobiol. B 2012, 115:51-57.
23. Tavallali H., Deilamy-Rad G., Parhami A., Mousavi S.Z. A novel development of dithizone as a dual-analyte colorimetric chemosensor: detection and determination of cyanide and cobalt (II) ions in dimethyl sulfoxide/water media with biological applications. J. Photochem. Photobiol. B 2013, 125:121-130.
24. Tavallali H., Deilamy-Rad G., Parhami A., Kiyani S. Dithizone as novel and efficient chromogenic probe for cyanide detection in aqueous media through nucleophilic addition into diazenylthione moiety. Spectrochim. Acta: Part A 2014, 121:139-146.
25. Haugland R.P. The handbook: a guide to fluorescent probes and labeling technologies. Molecular Probes 2005, Invitrogen Corp., Karlsbad, CA. 10th ed.
26. Casey K.G., Quitevis E.L. Effect of solvent polarity on nonradiative processes in xanthene dyes: Rhodamine B in normal alcohols. J. Phys. Chem. 1988, 92:6590-6594.
27. Maleki N., Haghighi B., Safavi A. Evaluation of formation constants, molar absorptivities of metal complexes, and protonation constants of acids by nonlinear curve fitting using microsoft excel solver and user-defined function. Microchem. J. 1999, 62:229-236.
28. Sun Y., Liu Y., Chen M., Guo W. A novel fluorescent and chromogenic probe for cyanide detection in water based on the nucleophilic addition of cyanide to imine group. Talanta 2009, 80:996-1000.
29. Cacace D., Ashbaugh H., Kouri N., Bledsoe S., Lancaster S., Chalk S. Spectrophotometric determination of aqueous cyanide using a revised phenolphthalin method. Anal. Chim. Acta 2007, 589:137-141.
30. Themelis D.G., Karastogianni S.C., Tzanavaras P.D. Selective determination of cyanides by gas diffusion-stopped flow-sequential injection analysis and an on-line standard addition approach. Anal. Chim. Acta 2009, 632:93-100.
31. Zhang X., Li C., Cheng X., Wang X., Zhang B. A near-infrared croconium dye-based colorimetric chemodosimeter for biological thiols and cyanide anion. Sens. Actuators B: Chem. 2008, 129:152-157.
32. Hamza A., Bashammakh A.S., Al-Sibaai A.A., Al-Saidi H.M., El-Shahawi M.S. Dual-wavelength β-correction spectrophotometric determination of trace concentrations of cyanide ions based on the nucleophilic addition of cyanide to imine group of the new reagent 4-hydroxy-3-(2-oxoindolin-3-ylideneamino)-2-thioxo-2H-1,3-thiazin-6(3H)-one. Anal. Chim. Acta 2010, 757:69-74.
33. 12. Inorg. Chem. 2008, 47:1264-1266.
34. Hassan S.S.M., Hamza M.S.A., Kelany A.E. A novel spectrophotometric method for batch and flow injection determination of cyanide in electroplating wastewater. Talanta 2007, 71:1088-1095.
35. Afkhami A., Sarlak N. A novel cyanide sensing phase based on immobilization of methyl violet on a triacetylcellulose membrane. Sens. Actuators B: Chem. 2007, 122:437-441.
36. Zvinowanda C.M., Okonkwo J.O., Gurira R.C. Improved derivatisation methods for the determination of free cyanide and cyanate in mine effluent. J. Hazard. Mater. 2008, 158:196-201.
37. Szacilowski K. Digital information processing in molecular systems. Chem. Rev. 2008, 108:3481-3548.
38. Official Journal of the European Union Commission Directive 2003/40/EC 2003.
39. United States Environmental Protection Agency (EPA) Methods for Chemical Analysis of Water and Wastes 1983, Environmental Monitoring and Support Laboratory, Cincinnati, OH.
40. United States Environmental Protection Agency (EPA) Titrimetric and Manual Spectrophotometric Determinative Methods for Cyanide; Method 9014-1 1996.
41. Miller J.N., Miller J.C. Statistics and Chemometrics for Analytical Chemistry 2005, Pearson Education Limited, Prentice Hall, NY. 5th ed.