Electrochemical Investigation of Antibacterial Laser Dye Compound in 1,2-Dichloroethane at a Platinum Electrode

Document Type : Research Article

Authors

1 Chemistry Department, Faculty of Science, Tanta University, 31527, Tanta, EGYPT

2 Chemistry Department, Faculty of Science, King Abdul Aziz University, P.O. Box 80203, Jeddah 21589, SAUDI ARABIA

Abstract

Diolefinic antibacterial laser dye namely 1,4-Bis[2-(4-Pyridyl) Vinyl] Benzene (4PVB)have been investigated electrochemically using cyclic voltammetry, chronoamperometry, convolution and deconvolution voltammetry combined with digital simulation techniques at a platinum electrode in 0.1 mol / L Tetra Butyl Ammonium Perchlorate (TBAP) in  solvent 1,2-dichloroethane.  The diolefinic species were reduced by consuming  two sequential electrons to form radical anion and dianion. The second electron transfer was followed by chemical step i.e the electrode reaction proceed as EEC scheme. In scanning the potential to positive direction, the diolefinic  laser dye compound was oxidized by loss of one electron, which was followed by a fast chemical  process ( isomerization or association). The pathway of electrode reaction and the electrochemical parameters of the investigated compound were discussed & determined using cyclic voltammetry and chronoamperometry techniques. The extracted electrochemical parameters were verified and confirmed via digital simulation and convolutive voltammetry methods. 

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References

[1] Osman A.M., Benzdioxazoles, J. Am. Chem. Soc., 79, p. 966 (1957).
[2] Wilson M.., Dobson J., Harvey, W., Sensitization of Oral Bacteria to Killing by Low-Power Laser Radiation, Curr. Microbiol., 25, p. 77 (1992).
[3] Wilson M., Dobson J., Sarkar S., Sensitization of Periodontopathogenic Bacteria to Klling by Light from a Low-Power Laser, Oral Microbiol. Immunol., 8, p. 182 (1993).
[4] Wilson M., Mia N., Sensitisation of Candida Albicans to Low-Power Laser Light, J. Oral Pathol. Med, 22, p. 354 (1993).
[5] Wilson M., Pratten J., Sensitisation of Staphylococcus Aureus to Killing by Low-Power Laser Light, J. Antimicrob. Chemother, 33, p. 619 (1994).
[6] Wilson C.L., Solar J.M., El-Ghaouth A., Wisniewskiet M.E, Botrytis Cinerea. Pl. Dis., 81, p. 204 (1970).
[7] Wilson M.R.S., Henderson B., Bacterial Perturbation of Cytokine Networks, Infect. Immunol., 66, p. 2401 (1998).
[8] Nostro A., M.A., Cannatelli I., Morelli A.D., Musolino F.S., Pizzimenti Alonzo A., Interactions between Components of the Essential Oil of Melealeuca Alternifolia, J. Appl.  Microbiol, 4, p. 395 (2004).
[9] Rice M.J., Legg M., Powel K.A., Natural Products in Agriculture a View from the Industry, Pestic. Sci, 52, p. 184 (1998).
[10] Hasegawa M., New Polym React, Adv. Polym. Sci., 42, p. 1 (1982).
[11] Hasegawa M., Photo-Polymerization of Diolefin Crystals, Chem. Rev, 83, p. 507 (1983).
[12] Hasegawa M., Topochemical Photopolymerization of Diolefin Crystals,  Pure Appl. Chem,  58, p. 1179 (1986).
[13] Dilling W.L., Polymerization of Unsaturated Compounds by Photocyclo Addition Reactions.  Chem. Rev, 83, p. 1 (1983).
[14] Ebeid E. M., Sabry M.M.F. , El-Daly S.A.: 1,4-Bis(Beta-Pyridyl-2-Vinyl)Benzene(P2VB) and 2,5-Distrylpyrazine(DSP) as Blue Laser dye, Laser Chem, 5, p.223 (1985).
[15] Ebeid E.M., Issa R.M., El-Daly S.A., Sabry M.M.F.: New Diolefinic Laser Dyes: 1,4-Bis(Beta-Pyrazinyl-1,2-Vinyl)Benzene, J. Chem. Soc., Faraday  Trans, 82, p.1981 (1986).
[16] El-Daly S.A., Photophysical Properties: Laser Activity of and Energy Transfer from 1,4-Bis[Beta-(2-Benzothiazolyl)Vinyl]Benzene(BVB), J. Photochem. And Photobiol. A:chem., 124, p. 127 (1999).
[17] El-Daly S.A., Al-Hazmy S.M., Ebeid E.M., Bhasikuttan A.C., Palit D.K., Spare A.V., Mittal  J.P., The Spectral, Acid Base and Laser Characteristics of 1,4-bis[Beta-(2-Quinolyl)Vinyl]Benzene, the Spectral, Acid Base, J. Phys. Chem, 100, p.9732 (1997).
[18] El-Daly S.A., Fayed T.A. , Photophysical Properties and Laser Activity of 1,4-Bis[Beta-(2-Quinolyl)Vinyl]Benzene, Spectrochimica Acta A, 55, p.2579 (1999).
[19] El-Daly S.A., Ebeid E.M., El-Hazmy S.M., Babaqi A.S., El-Gohary Z., Duportail G., Spectral, lifetime and Laser Activity of 2,5-bis-2(1-naphthyl)vinyl pyrazine and 2,5-bis-2-(2-naphthyl) vinyl pyrazine, Proc. Indain Acad. Sci (Chem. Sci), 105, p.651 (1993).
[20] Al-Hazmy S.M., Babaqi A.S.,  Daltrozzo E., Kilinik M., Sauter J., Ebeid E.M. , A New Diolefinic Laser Dye: 2,5-Bis-2-(2-Naphthyl)vinyl Pyrazine, J. Photochem, Photobiol, A: Chem, 122, p. 17 (1999).
[21] Allen R.L.M., "Colour Chemistry", Academic Press, Nelson Bath., London, p. 278 (1971).
[22] Yonjia S., Shengwu R., Dyes and Pigments, 157, p. 183 (1991).
[23] Irick Jr G., Kelly C.A., Martin J.C., USP 4075162,  Chem. Abstr, 88, 192129 (1978).
[24] Hirohashi A., Akutagawa K., Sumiya M., Ito Jpn. Kokai Tokkyo Koho, (1988).
[25] Bykh A.I., Golovenko V.M., Rozhitskii N.N., Study of the Effect of Electronic Structure of Electrochemically Active Compounds on Emitting Properties of Electrochemiluminescent Compositions, Deposited Doc., p. 42 (1982).
[26] Hosokawa C., Kusumoto T., Tokailin H., Higshi H., EP 373582, Chem. Abstr, 114, 153731 (1990).
[27] Ebeid E.M., Abdel-Kader M.H., Morsi S.E., Kinetics of the Photopolymerization of 2,5-Distyrylpyrazine in Solution, .J. Chem. Soc., Faraday Trans, 78, p. 3213 (1982).
[28] Ebeid E.M., Kandil S.H., 13C Nuclear Magnetic Resonance Spectroscopy and Lifetime Studies of the Solution Photoactivity of 1,4-Bis (?-Pyridyl-2-Vinyl) Benzene and 2,5-Distyrylpyrazine, Photochemistry, 32, p. 384 (1986).
[29] Sakamoto M., Huy S., Nakanishi H., Nakanishi F.,  Yurugi T.; Hasegawa M, Chem. Lett, 99 (1981).
[30] Nakanishi F., Nakanishi H., Hasegawa M, Nippon Kagaku Kaishi, 1575 (1976). 
[31] Ebeid E.M., Lees A.J.   Molecular Association in Flexible Diolefinic Dyes , J. Phys. Chem, 91, p. 5792, (1987).
[32] Ebeid E.M., El-Daly S.A., Hasegawa M.,  Excimeric Emission and Photochemical Behavior of p- Phenylene Diacrylic Acid and its Diethyl Ester, Laser Chem, 5, p. 309 (1985).
[33] Morris J.V., Mahaney M.A., Huber J.R, J. Phys. Chem, 80, p. 969 (1985).
[34] Nakanish F., Hasegawa M, J. Polym. Sci. Polym. Chem. Edu, 8, p. 151 (1970).
[35] El-Hallag I.S., Hassanien A.M., Electrochemical Studies of the Complex (OC-6-22)-W(CO)(3) (dppm)(2) at a Glassy Carbon Electrode in CH2Cl2,  Collect. Czech. Chem. Commun, 64, p. 1953 (1999).
[36] El-Hallag I.S., Ghoneim M.M., Electrochemical Investigation of Some Ruthenium-Carborane Complexes at a Glassy Carbon Electrode, Monatsh. Chem, 130, p. 525 (1999).
[37] Nicholson R.S., Theory and Application of Cyclic Voltammetry for Measurement of Electrode Reaction Kinetics, Anal. Chem, 37, p. 1351 (1965).
[38] Nicholson R.S., Some Examples of the Numerical Solution of Nonlinear Integral Equations, Anal. Chem, 37, p. 722 (1965).
[39] El-Hallag I.S., Ghoneim M.M., Hammam E., New Method for the Investigation of CE System via Convolutive Voltammetry Combined with Digital Simulation,  Anal. Chim. Acta, 414, p. 173 (2000).
[40] Bard A.J., Faulkner L.R., Electrochemical Methods, Fundamentals and Applications, Wiley, New York, (1980).
[41] Catton R.H., Chisholm M.H., Huffman J.C., Lobkovsky E.B.,Metal-metal Multiple Bonds in Ordered Assemblies.  Tetranuclear Molybdenum and Tungsten Carboxylates Involving Covalently Linked Metal-Metal Quadruple Bonds. Molecular Models for Subunits of One-Dimensional Stiff-Chain Polymers, J. Am. Chem. Soc, 113, p. 8709 (1991).
[42] Robin M.B., Day P., Mixed Valence Chemistry-A Survey and Classification Adv. Inorg. Chem. Radiochem, 10, p. 247 (1967).
[43]  El-Hallag I.S., Hassanien A.M.,  Convolutive Voltammetry of Closo- 2,3-Dicarbaundecaborane in Dichloromethane at a Glassy Carbon Electrode. "1999 Joint International Meeting", The Electrochemical Society, Honolulu, U.S.A., 463 (1999).
[44] Delahay P., Theory of Irreversible Waves in Oscillographic Polarography, J. Am. Chem. Soc., 75, p. 1190 (1953).

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