Synthesis of Conjugated bis-Schiff Base and Their Complexes as Dye-Sensitizer for Dye Sensitized Solar Cell (DSSC) Application

  • NURSYAFIRA ADZIRA HALMI Universiti Malaysia Sarawak
  • MENG GUAN TAY
Keywords: Conversion efficiency, dye-sensitized solar cells, dye-sensitizer, symmetrical bis-Schiff-base, π-conjugated system

Abstract

Schiff base and their metal complexes have been widely used as photovoltaic materials due to their excellent π-electron transfer properties along the molecule. A total of eleven conjugated symmetrical bis-Schiff base and their complexes with different π-spacers have been synthesized and spectroscopically characterized in order to investigate their conversion efficiency in dye-sensitizer solar cells (DSSC). All compounds were either substituted with hydroxy (-OH) or methoxy (-OMe) as the electron donor and difluoro boron (BF2) as the electron acceptor or without any substituent. All compounds were applied as dye-sensitizer in DSSC using titanium (IV) oxide (TiO2) coated on a fluoride doped tin oxide glass as the working electrode and electric paint containing carbon black, whereas graphene coated indium tin oxide glass as the counter electrode. The power conversion efficiencies of the eleven bis-Schiff bases were compared to N3 Dye as the benchmark standard. The results showed that the compound with aromatic ring bridge as the π-spacer and -OMe substituent gave the highest efficiency at 0.0691% whereas the compound with aromatic ring and BF2 gave the lowest efficiency at 0.0012%.

References

Alattar, R.A., Hassan, Z.M., Abass, S.K. & Ahmad, L.M. (2020). Synthesis, characterization and study the photodecolorization of Schiff base Fe (III) complex in ZnO/Uv-A light system. In AIP Conference Proceedings (Vol. 2290, No. 1, p. 030032). AIP Publishing LLC.

https://doi.org/10.1063/5.0027611

Alhamed, M., Issa, A.S. & Doubal, A.W. (2012). Studying of natural dyes properties as photo-sensitizer for dye sensitized solar cells (DSSC). Journal of Electron Devices, 16(11): 1370-1383.

Alhorani, S., Kumar, S., Genwa, M. & Meena, P.L. (2021). Dye extracted from Bael leaves as a photosensitizer in dye sensitized solar cell. Materials Research Express, 8(11): 115507.

https://doi.org/10.1088/2053-1591/ac3aa7

Ali, R. & Alvi, S. (2020). The story of π-conjugated isotruxene and its congeners: From syntheses to applications. Tetrahedron, 76(35): 131345.

https://doi.org/10.1016/j.tet.2020.131345

Chouk, R., Aguir, C., Haouanoh, D., Bergaoui, M., Tala-Ighil, R., Stathatos, E. & Khalfaoui, M. (2019). A first-principles computational and experimental investigation on Schiff base cobalt complex towards designing solar cells. Journal of Molecular Structure, 1196: 676-684.

https://doi.org/10.1016/j.molstruc.2019.07.026

Gul, M., Kotak, Y. & Muneer, T. (2016). Review on recent trend of solar photovoltaic technology. Energy Exploration & Exploitation, 34(4): 485-526.

https://doi.org/10.1177/0144598716650552

Houjou, H., Yagi, K., Yoshikawa, I., Mutai, T., & Araki, K. (2017). Effects of interaction between the chelate rings and π‐conjugated systems in fused salphen complexes on UV‐Vis‐NIR spectra. Journal of Physical Organic Chemistry, 30(6): e3635.

https://doi.org/10.1002/poc.3635

Huang, H.H., Prabhakar, C., Tang, K.C., Chou, P.T., Huang, G.J. & Yang, J.S. (2011). Ortho-branched ladder-type oligophenylenes with two-dimensionally π-conjugated electronic properties. Journal of the American Chemical Society, 133(20): 8028-8039.

https://doi.org/10.1021/ja202144v

Ladomenou, K., Kitsopoulos, T.N., Sharma, G.D. & Coutsolelos, A.G. (2014). The importance of various anchoring groups attached on porphyrins as potential dyes for DSSC applications. RSC Advances, 4(41): 21379-21404.

https://doi.org/10.1039/C4RA00985A

Lokhande, P.K.M., Sonigara, K.K., Jadhav, M.M., Patil, D.S., Soni, S.S. & Sekar, N. (2019). Multi‐dentate carbazole based Schiff base dyes with chlorovinylene group in spacer for dye‐sensitized solar cells: a combined theoretical and experimental study. Chemistry Select, 4(14): 4044-4056.

https://doi.org/10.1002/slct.201803940

Mahadevi, P. & Sumathi, S. (2020). Mini review on the performance of Schiff base and their metal complexes as photosensitizers in dye-sensitized solar cells. Synthetic Communications, 50(15): 2237-2249.

https://doi.org/10.1080/00397911.2020.1748200

Michael, P.R., Johnston, D.E. & Moreno, W. (2020). A conversion guide: solar irradiance and lux illuminance. Journal of Measurements in Engineering, 8(4): 153-166.

https://doi.org/10.21595/jme.2020.21667

Milichko, V.A., Shalin, A.S., Mukhin, I.S., Kovrov, A.E., Krasilin, A.A., Vinogradov, A.V., Belov, P.A. & Simovski, C.R. (2016). Solar photovoltaics: current state and trends. Physics-Uspekhi, 59(8): 727.

https://doi.org/10.3367/UFNe.2016.02.037703

Nain, P. & Kumar, A. (2021). Theoretical evaluation of metal release potential of emerging third generation solar photovoltaics. Solar Energy Materials and Solar Cells, 227: 111120.

https://doi.org/10.1016/j.solmat.2021.111120

Pandey, A.K., Tyagi, V.V., Jeyraj, A., Selvaraj, L., Rahim, N.A. & Tyagi, S.K. (2016). Recent advances in solar photovoltaic systems for emerging trends and advanced applications. Renewable and Sustainable Energy Reviews, 53: 859-884.

https://doi.org/10.1016/j.rser.2015.09.043

Pavia, D., Lampman, G. & Kriz, G. (2001). Introduction to spectroscopy (3rd ed.). New York, USA: Saunders College Division.

Phan, T.P., Teo, K.Y., Liu, Z.Q., Tsai, J.K. & Tay, M. G. (2019). Application of unsymmetrical bis-chalcone compounds in dye sensitized solar cell. Chemical Data Collections, 22: 100256.

https://doi.org/10.1016/j.cdc.2019.100256

Ruiz-Carretero, A., Noguez, O., Herrera, T., Ramírez, J.R., Sánchez-Migallón, A. & de La Hoz, A. (2014). Microwave-assisted selective synthesis of mono-and bistriazines with π-conjugated spacers and study of the optoelectronic properties. The Journal of Organic Chemistry, 79(11): 4909-4919.

https://doi.org/10.1021/jo500480r

Serafini, P., Milani, A., Tommasini, M., Bottani, C. E. & Casari, C.S. (2021). Topology-dependent conjugation effects in graphdiyne molecular fragments. Carbon, 180: 265-273.

https://doi.org/10.1016/j.carbon.2021.04.094

Shubbak, M.H. (2019). Advances in solar photovoltaics: Technology review and patent trends. Renewable and Sustainable Energy Reviews, 115: 109383.

https://doi.org/10.1016/j.rser.2019.109383

Tai, C.K., Chen, Y.J., Chang, H.W., Yeh, P.L. & Wang, B.C. (2011). DFT and TD-DFT investigations of metal-free dye sensitizers for solar cells: Effects of electron donors and π-conjugated linker. Computational and Theoretical Chemistry, 971(1-3): 42-50.

https://doi.org/10.1016/j.comptc.2011.05.036

Tay, M.G., Ngaini, Z., Arif, M.A.M., Sarih, N.M., Khairul, W.M., Lau, S.P.L. & Enggie, E. (2013). Complexation of bis-2-(benzylideneamino) phenol to cobalt(II) and zinc(II), and their spectroscopic studies. Borneo Journal of Resource Science and Technology, 3(1), 26-34.

https://doi.org/10.33736/bjrst.253.2013

Teo, K.Y., Tiong, M.H., Wee, H.Y., Jasin, N., Liu, Z.Q., Shiu, M.Y., Tang, J.Y., Tsai, J.K., Rahamathullah, R., Khairul. W.M. & Tay, M.G. (2017). The influence of the push-pull effect and a π-conjugated system in conversion efficiency of bis-chalcone compounds in a dye sensitized solar cell. Journal of Molecular Structure, 1143: 42-48.

https://doi.org/10.1016/j.molstruc.2017.04.059

Wang, M., Zhu, H., Jin, K., Dai, D. & Sun, L. (2003). Ethylene oligomerization by salen-type zirconium complexes to low-carbon linear α-olefins. Journal of Catalysis, 220(2): 392-398.

https://doi.org/10.1016/S0021-9517(03)00306-3

Published
2022-12-31
How to Cite
NURSYAFIRA ADZIRA HALMI, & MENG GUAN TAY. (2022). Synthesis of Conjugated bis-Schiff Base and Their Complexes as Dye-Sensitizer for Dye Sensitized Solar Cell (DSSC) Application. Borneo Journal of Resource Science and Technology, 12(2), 101-118. https://doi.org/10.33736/bjrst.4820.2022