Synthesis, Characterization and Photo-Electrochemical Conversion of 3, 5-Diamino-4-[(E)-(6-Hydroxy-1, 3-Benzothiazol-2-Yl)Diazenyl]-2-(Tricyanoethenyl) Benzoic Acid

Obadahun J., Bello K. A., Yakubu M. K., Abdelmalik A. A., Abdulhakeem A. A.

Abstract


Recently, the organic materials have gained considerable attention in photovoltaic and optoelectronic applications such as batteries, organic field-effect transistors and organic photovoltaic cells. This work is centered on synthesis, characterization and photo-electrochemical conversion of 3, 5-diamino-4-[(e)-(6-hydroxy-1, 3-benzothiazol-2-yl)diazenyl]-2-(tricyanoethenyl) benzoic acid. Standard procedures were used to successfully synthesize two novel dyes with the structural configuration of D-π-bridge-D-A (donor-π- bridge-donor-acceptor). The colour of the dye spans from brown red to dark brown with a melting point that spans from 164-182°C. The 1H and 13C-NMR spectroscopy for dye 44 and 66  and from the result  seven signals with a highly characteristic de-shielded carboxylic protons at 10.40 ppm (1H, Singlet) and the hydroxyl protons 10.04 ppm. The 13C –NMR spectrum of the Dye 44 showed a signal at 173.51 ppm for carbon atom of the carboxylic groups while a signal at 157.29 ppm was attributable to the carbon atom of the thiazole ring. The ability of a solar cell to generate photocurrent at a given wavelength of the incident light was measured by the incident monochromatic photon to current conversion  efficiency (IPCE) and the result was observed to ranged from 54.9% (at 440 nm) and  54% (at 420nm) for Dye 66 which confirm that photon from sun have been fully converted into current.  


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References


Abdullah, G.A., Ahmad, I., Abdullah.M.A and Yousry, A.A. (2015). Synthesis, characterization and density functional theory study of low cost hydrazone sensitizers. Chemical Society of Ethiopia, 29(137-148).

Ecole Polytechnique Federale de Lausanne. (2008). New efficiency benchmark for dye sensitized solar cells. Science Daily. Electricity from photovoltaic efficiency" (press release). Sandia National Laboratories.

Elena, L. (2011).Molecular Design and Synthesis of Dyes for Dye-Sensitized Solar Cells (DSSCs).Doctorate School of Chemical Sciences and Technologies Doctorate in Industrial Chemistry XXIV Cycle.

Grätzel, M. (2004). Conversion of sunlight to electric power by nanocrystalline dye-sensitized solar cells. Journal Photochemistry and Photobiology, 2(3-14).

Gurpreet, S.S., Hui, P.W., Jiangeng, L., Yu, C.C., Mingkui, W., Albeto, V., Isabella, C., and Eric, W.G.D. (2016). Metal-free organic dyes for TiO2 and ZnO dye-sensitized solar cells. Springer Nature Scientific Report, 6(18756).

Kuo, H., Chun-Guey, W., Yung-Liang, T., Shi-Jhang, W., Chia-Yuan, C. (2017). An efficient light-harvesting ruthenium dye for solar cell application. Dyes and Pigments 84(95–101).

Maradiya, H.R., and Patel, V.S. (2010). Synthesis and dyeing performance of some novel thiazole azo disperse dyes. Journal of Saudi Chemical Society 14(48-52).

Shoji, F., Hiroshi, I., and Tomohis, I. (2009). Characteristics of dye-sensitized solar cells using natural dye. Thin Solid Films. 518(2):526.

Tomar, N., Anupam, A., Vijaypal, S. D., and Praven, K. S. (2020). Ruthenium complex based dye sensitized solar cells. Fundamentals and research trends. International Solar Energy Society Published by Elsevier ltd. (207) 59-76.

Wong, Y.C., Wong, C.T., Onyiruka, S.O., and Akpanisi, L.E. (2002). University organic chemistry; the fundamentals. Africana-FEP Publisher Limited.

Wu, T., Tsao, M., Chem, F., Su, S., Chang, C., Wang, H., Lin, Y., Yang, W., and Sun, I. (2010). Synthesis and characterization of organic dyes containing various donors and acceptors. International Journal of Molecular Science. (11) 329-353

Zhang, Q. F., and Cao, G. Z. (2018). Nanostructured photoelectrodes for dye-sensitized solar cells,” nano today, vol. 6, no. 1, pp. 91-109.


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