Theoretical examination of efficiency of anthocyanidins as sensitizers in dye-sensitized solar cells
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Ibrahim Olasegun Abdulsalami
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Banjo Semire
Abstract
The structural effects and electronic contributions of four anthocyanidins, cyanidin (Cy), delphinidin (Dp), malvidin (Mv) and pelargonidin (Pg), have been investigated to improve the efficiency of dye-sensitized solar cells (DSSCs), using density functional theory (DFT) calculate parameters such as frontier molecular orbitals (MOs), band gap energies, reactivity descriptors. MOs surfaces showed that titanium dioxide (TiO2) orbital was susceptible to nucleophilic attack. The highest occupied molecular orbital (HOMO) of terminal hydroxyl groups in dye was susceptible to nucleophilic attacks at different degrees. MOs of dye-semiconductor showed intramolecular charge transfer from dye to TiO2 upon photoexcitation of dye. Electronic properties of dyes showed maximum absorption transitions in this order Mv < Dp < Pg < Cy. Reactivity descriptors revealed relationship between light-harvesting-efficiency (LHE) and chemical hardness (η) for dye molecules in the order Cy < Pg < Dp < Mv. Cy-sensitized solar cell has the highest efficiency among anthocyanidins and this is in agreement with reported empirical report. Thorough understanding of the electronic factors that contribute to light absorption is necessary to select chromophores whose structural characteristics maximize the overall performance of the DSSCs.
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Author contribution: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission
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Research funding: This research did not receive any specific grant from funding agencies in the public, commercial, or not-for-profit sectors.
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Conflict of interest statement: The authors declare no conflicts of interest regarding this article.
References
1. De Angelis, F, Fantacci, S, Selloni, A. Alignment of the dye’s molecular levels with the TiO2 band edges in dye-sensitized solar cells: a DFT-TDDFT study. Nanotechnology 2008;19:42–54. https://doi.org/10.1088/0957-4484/19/42/424002.Search in Google Scholar PubMed
2. Chang, P-K, Hsieh, P-T, Lu, C-H, Yeh, C-H, Houng, M-P. Development of high efficiency p–i–n amorphous silicon solar cells with the p-μc-Si:H/p-a-SiC:H double window layer. Sol Energy Mater Sol Cell 2011;95:2659–63. https://doi.org/10.1016/j.solmat.2011.05.036.Search in Google Scholar
3. Liming, L, Guangyong, L. Investigation of recombination loss in organic solar cells by simulating intensity-dependent current–voltage measurements. Sol Energy Mater Sol Cell 2011;9:2557–63, https://doi.org/10.1016/j.solmat.2011.02.034.Search in Google Scholar
4. Krebs, FC. Encapsulation of polymer photovoltaic prototypes. Sol Energy Mater Sol Cell 2006;90:3633–43. https://doi.org/10.1016/j.solmat.2006.06.055.Search in Google Scholar
5. Gupta, D, Mukhopadhyay, S, Narayan, KS. Fill factor in organic solar cells. Sol Energy Mater Sol Cell 2010;94:1309–13. https://doi.org/10.1016/j.solmat.2008.06.001.Search in Google Scholar
6. Grätzel, M. Conversion of sunlight to electric power by nanocrystalline dye-sensitized solar cells. J Photochem Photobiol Chem 2004;164:3–14. https://doi.org/10.1016/j.jphotochem.2004.02.023.Search in Google Scholar
7. Kima, DS, Yelundura, V, Nakayashikia, K, Rounsavillea, B, Meemongkolkiata, V. Ribbon Si solar cells with efficiencies over 18% by hydrogenation of defects. Sol Energy Mater Sol Cell 2006;90:1227–40, https://doi.org/10.1016/j.solmat.2005.07.008.Search in Google Scholar
8. Manzhos, S, Segawa, H, Yamashita, K. A model for recombination in Type II dye-sensitized solarcells: catechol–thiophene dyes. Chem Phys Lett 2011;50:230–5. https://doi.org/10.1016/j.cplett.2011.01.068.Search in Google Scholar
9. Chen, M, Liaw, DJ, Huang, Y, Wu, HY, Tai, Y. Improving the efficiency of organic solar cell with a novel ambipolar polymer to form ternary cascade structure. Sol Energy Mater Sol Cell 2011;95:2621–7. https://doi.org/10.1016/j.solmat.2011.05.013.Search in Google Scholar
10. Zhang, YD, Huang, X-M, Luo, Y-H, Meng, Q-B. How to improve the performance of dye-sensitized solar cell modules by light collection. Sol Energy Mater Sol Cell 2012;98:417–23. https://doi.org/10.1016/j.solmat.2011.11.053.Search in Google Scholar
11. Seo, KD, Song, HM, Lee, MJ, Pastore, M, Anselmi, C, De Angelis, F, et al. Coumarin dyes containing low-band-gap chromophores for dye-sensitized solar cells. Dyes Pigments 2011;90:304–10. https://doi.org/10.1016/j.dyepig.2011.01.009.Search in Google Scholar
12. Umari, P, De Angelis, F, Pastore, M, Stefano, B. Energy-level alignment in organic dye-sensitized TiO2 from GW calculations. J Chem Phys 2013;139:014719. https://doi.org/10.1063/1.4809994.Search in Google Scholar PubMed
13. Lvyong, W, Wei, S, Rongxing, H, Xiaoruti, L, Zhiyong, F, Ming, L. Comparative study on the effects of substituent and heteroatom on physical properties and solar cell performance in donor-acceptor conjugate polymers based on benzodithiophene. J Mol Model 2014;20:1–10, https://doi.org/10.1007/s00894-014-2489-9.Search in Google Scholar PubMed
14. Lundqvist, MJ, Nilsing, M, Persson, P, Lunell, S. Spacer and anchor effects on the electronic coupling in Ruthenium bis-terpyridine dye-sensitized TiO2 nanocrystals studied by DFT. Int J Quant Chem 2006;106:3214–28. https://doi.org/10.1002/qua.21088.Search in Google Scholar
15. Jean-Luc, B, Edward, HS, Gregory, DS. Photovoltaic concepts inspired by coherence effects in photosynthetic systems. Nat Mat 2017;16:35–44.10.1038/nmat4767Search in Google Scholar PubMed
16. Maa, X, Wu, W, Zhang, Q, Guo, F, Meng, F, Hua, J. Novel fluoranthene dyes for efficient dye-sensitized solar cells. Dyes Pigments 2009;82:353–9. https://doi.org/10.1016/j.dyepig.2009.02.006.Search in Google Scholar
17. Belessiotis, V, Delyannis, E. Solar drying. Sol Energy 2011;85:1665–91. https://doi.org/10.1016/j.solener.2009.10.001.Search in Google Scholar
18. Wang, M, Liu, J, Cevey-Ha, N, Moon, S, Liska, P, Humphry-Baker, R, et al. High efficiency solid- state sensitized heterojunction photovoltaic device. Nano Today 2012;5:169–74.10.1016/j.nantod.2010.04.001Search in Google Scholar
19. Pooman, S, Mehra, RM. Effect of electrolytes on the photovoltaic performance of a hybrid dye ZnO solar cell. Sol Energy Mater Sol Cell 2007;91:518–24, https://doi.org/10.1016/j.solmat.2006.10.025.Search in Google Scholar
20. Kelly, CA, Meyer, GJ. Excited state processes at sensitized nanocrystalline thin film semiconductor interfaces. Coord Chem Rev 2001;211:295–304. https://doi.org/10.1016/s0010-8545(00)00285-x.Search in Google Scholar
21. Bisquert, J, Cahen, D, Hodes, G, Sven, R, Zaban, A. Physical chemical principles of photovoltaic conversion with nano particulate, mesoporous dye-sensitized solar cells. J Phys Chem B 2004;108:8106–19. https://doi.org/10.1021/jp0359283.Search in Google Scholar
22. Yusuke, T, Guillaume, S, Basab, C, Tsuneaki, S, Jean-Baptiste, A, Christian, R, et al. Unravelling unprecedented charge carrier mobility through structure property relationship of four isomers of didodecyl[1]benzothieno[3,2-b][1]benzothiophene. Adv Mater 2016;285:1–9.Search in Google Scholar
23. Lungu, J, Oprea, CI, Dumbrava, A, Enache, I, Georgescu, A, Rădulescu, C, et al. Heterocyclic azo dyes as pigments for dye sensitized solar cells—a combined experimental and theoretical study. J Optoelectron Adv Mater 2010;12:1969–75.Search in Google Scholar
24. Simon, M, Aswani, Y, Peng, G, Robin, H-B, Basile, FEC, Negar, A-A. Dye-sensitized solar cells with 13% efficiency achieved through the molecular engineering of porphyrin sensitizers. Nat Chem 2014;6:242–6.10.1038/nchem.1861Search in Google Scholar PubMed
25. Okonkwo, TJN. Hibiscus sabdariffa anthocyanins: a potential two-colour end- point indicator in acid-base and complexometric titrations. Int J Pharmaceut Sci Rev Res 2010;4:123–8.Search in Google Scholar
26. Øyvind, MA, Kenneth, RM. Flavonoids: chemistry, biochemistry and applications. London: Taylor and Francis Group LLC; 2006.Search in Google Scholar
27. Andersen, ØM, Jordheim, M. The anthocyanins in flavonoids: chemistry, biochemistry and applications. Boca Raton: CRC Press; 2006.10.1201/9781420039443.ch10Search in Google Scholar
28. Torgils, F, Rune, S, Øyvind, MA. Anthocyanins with 4′-glucosidation from red onion, Allium cepa. Phytochemistry 2003;64:1367–74.10.1016/j.phytochem.2003.08.019Search in Google Scholar PubMed
29. Simmonds, MSJ. Flavonoid–insect interactions: recent advances in our knowledge. Phytochemistry 2003;64:21–33. https://doi.org/10.1016/s0031-9422(03)00293-0.Search in Google Scholar PubMed
30. Vijaya Chamundeeswari, SP, James Jebaseelan Samuel, E, Sundaraganesan, N. Theoretical and experimental studies on 2‐(2‐methyl‐5‐nitro‐1‐imidazolyl) ethanol. Eur J Chem 2011;2:13645. https://doi.org/10.5155/eurjchem.2.2.136-145.169.Search in Google Scholar
31. Allero, A, Afolayan, AJ. Antimicrobial activity of Solanum tomentosum. J Biotechnol 2006;5:369–72.Search in Google Scholar
32. Xing-Yu, L, Cai-Rong, Z, You-Zhi, W, Hai-Min, Z, Wei, W, Li-Hua, Y. The role of porphyrin-free-base in the electronic structures and related properties of N-fused carbazole-zinc porphyrin dye sensitizers. Int J Mol Sci 2015;16:27707–20, https://doi.org/10.3390/ijms161126057.Search in Google Scholar PubMed PubMed Central
33. Goswami, DY. Progress in solar energy 1. Sol Energy 2011;85:1579. https://doi.org/10.1016/j.solener.2011.06.014.Search in Google Scholar
34. Hagberg, DP, Yum, JH, Lee, HJ, de Angelis, F, Marinado, T, Martin Karlsson, K. Molecular engineering of organic sensitized for dye-sensitized solar cells applications. J Am Chem Soc 2008;130:6259–66. https://doi.org/10.1021/ja800066y.Search in Google Scholar PubMed
35. Semire, B, Oyebamiji, AK, Odunola, OA. Tailoring of energy levels in (2Z)-2-cyano-2-[2-[(E)-2-[2-[(E)-2-(p-tolyl) vinyl] thieno [3, 2-b] thiophen-5-yl] vinyl] pyran-4-ylidene] acetic acid derivatives via conjugate bridge and fluorination of acceptor units for effective D–π–A dye-sensitized solar cells: DFT–TDDFT approach. Res Chem Intermed 2017;43:1863–79. https://doi.org/10.1007/s11164-016-2735-0.Search in Google Scholar
36. Al-Bat’hi, MSA, Alaei, I, Sopyan, I. Natural photosensitizers for dye sensitized solar cells. Int J Renew Energy Resour 2013;3:2012https://doi.org/10.12691/pmc-3-1-1.Search in Google Scholar
37. Andrey, SP, Neyde, YMI. Blue sensitizers for solar cells: natural dyes from Calafate and Jaboticaba. Sol Energy Mater Sol Cell 2006;90:1936–44. https://doi.org/10.1016/j.solmat.2006.02.006.Search in Google Scholar
38. Ibrahim, OA, Bello, IA, Semire, B, Bolarinwa, HS, Boyo, A. Purity-performance relationship of anthocyanidins as sensitizer in dye-sensitized solar cells. Int J Phys Sci 2016;11:104–11. https://doi.org/10.5897/ijps2016.4468.Search in Google Scholar
39. Reda, ME-S, Abdullah, MA, Saadullah, GA, Shaaban, AKE. Molecular design of donor-acceptor dyes for efficient dye-sensitized solar cells I: a DFT study. J Mol Model 2014;20:2241–9, https://doi.org/10.1007/s00894-014-2241-5.Search in Google Scholar PubMed
40. Baetens, R, Jelle, BP, Gustavsen, A. Properties, requirements and possibilities of smart windows for dynamic daylight and solar energy control in buildings: a state-of-the-art review. Sol Energy Mater Sol Cell 2010;94:87–105. https://doi.org/10.1016/j.solmat.2009.08.021.Search in Google Scholar
41. Liu, X. Theoretical studies of cyanidin, crocetin and phycocyanobilin using DFT and TDDFT. J Phys Chem 2008;110:13624–31, https://doi.org/10.1016/j.theochem.2008.04.022.Search in Google Scholar
42. Gómez-Ortız, NG, Vazquez-Maldonado, IA, Perez-Espadas, AR, Mena-Rejo, GJ, Azamar-Barrios, JA, Oskam, G. Dye-sensitized solar cells with natural dyes extracted from achiote seeds. Sol Energy Mater Sol Cell 2010;94:40–4. https://doi.org/10.1016/j.solmat.2009.05.013.Search in Google Scholar
© 2020 Walter de Gruyter GmbH, Berlin/Boston
Articles in the same Issue
- Frontmatter
- Reviews
- Multiscale modeling and simulation of magneto-active elastomers based on experimental data
- Theoretical examination of efficiency of anthocyanidins as sensitizers in dye-sensitized solar cells
- Artificial intelligence in the modeling of chemical reactions kinetics
- Computational studies of biologically active alkaloids of plant origin: an overview
- Certainty through uncertainty: stochastic optimization of grid-integrated large-scale energy storage in Germany
- Shaping the future energy markets with hybrid multimicrogrids by sequential least squares programming
Articles in the same Issue
- Frontmatter
- Reviews
- Multiscale modeling and simulation of magneto-active elastomers based on experimental data
- Theoretical examination of efficiency of anthocyanidins as sensitizers in dye-sensitized solar cells
- Artificial intelligence in the modeling of chemical reactions kinetics
- Computational studies of biologically active alkaloids of plant origin: an overview
- Certainty through uncertainty: stochastic optimization of grid-integrated large-scale energy storage in Germany
- Shaping the future energy markets with hybrid multimicrogrids by sequential least squares programming
