Compounds derived from flavonoids for photovoltaic applications. Computational chemical investigations

Abstract

In this paper, we present a quantum chemical analysis of geometries and optoelectronic properties of a series of flavonoids and derivatives with the aim to research new molecules for applications in the fields of chemical physics and materials science. The calculations are based on the functional density theory (DFT) level of the B3LYP with 6-31G (d, p). This method was used to calculate the energy of HOMO and LUMO level, the Egap (gap energy), the Voc open circuit voltage). The DFT (TD-B3LYP /6-31G (d, p)) was used to calculate (λmax maximum of absorption) as well as other quantum parameters. The study of organic solar cells cannot be effective unless accompanied by a thorough understanding electronic distribution on the HOMO and LUMO energy levels of the components, so the researchers calculated and discussed the HOMO, LUMO, energy gap, and Voc of the test compounds. The result shows that these studied molecules are good candidates for application in the fields of optoelectronic devices such as OLED, conducting devices and organic solar cells.

Keywords

• Flavonoids,DFT,gap energy,optoelectronic devices

References

1. 1. Buer CS, Imin N, Djordjevic MA. Flavonoids: new roles for old molecules. Journal of integrative plant biology. 2010;52(1):98-111.
2. 2. Rice-Evans CA, Miller NJ, Paganga G. Structure-antioxidant activity relationships of flavonoids and phenolic acids. Free radical biology and medicine. 1996;20(7):933-56.
3. 3. Kong J-M, Chia L-S, Goh N-K, Chia T-F, Brouillard R. Analysis and biological activities of anthocyanins. Phytochemistry. 2003;64(5):923-33.
4. 4. Farkas O, Jakus J, Héberger K. Quantitative structure–antioxidant activity relationships of flavonoid compounds. Molecules. 2004;9(12):1079-88.
5. 5. Marcussi DG. Desenvolvimento e avaliação das atividades antioxidante e despigmentante in vitro de emulsões múltiplas a/o/a contendo dipalmitato kójico. 2012.
6. 6. Cao W, Hu S-S, Li X-Y, Pang X-Q, Cao J, Ye L-H, et al. Highly sensitive analysis of flavonoids by zwitterionic microemulsion electrokinetic chromatography coupled with light-emitting diode-induced fluorescence detection. Journal of Chromatography A. 2014;1358:277-84.
7. 7. Li C, Ma C, Li D, Liu Y. Excited state intramolecular proton transfer (ESIPT) of 6-amino-2-(2′-hydroxyphenyl) benzoxazole in dichloromethane and methanol: a TD-DFT quantum chemical study. Journal of Luminescence. 2016;172:29-33.
8. 8. Kaya S, Guo L, Kaya C, Tüzün B, Obot I, Touir R, et al. Quantum chemical and molecular dynamic simulation studies for the prediction of inhibition efficiencies of some piperidine derivatives on the corrosion of iron. Journal of the Taiwan Institute of Chemical Engineers. 2016;65:522-9.

9. 9. Goswami S, Aich K, Das S, Pakhira B, Ghoshal K, Quah CK, et al. A Triphenyl Amine‐Based Solvatofluorochromic Dye for the Selective and Ratiometric Sensing of OCl− in Human Blood Cells. Chemistry–An Asian Journal. 2015;10(3):694-700.
10. 10. Sabirov DS, Terentyev AO, Bulgakov RG. Counting the Isomers and Estimation of Anisotropy of Polarizability of the Selected C60 and C70 Bisadducts Promising for Organic Solar Cells. The Journal of Physical Chemistry A. 2015;119(43):10697-705.
11. 11. Bourass M, Benjelloun AT, Benzakour M, Mcharfi M, Hamidi M, Bouzzine SM, et al. DFT and TD-DFT calculation of new thienopyrazine-based small molecules for organic solar cells. Chemistry Central Journal. 2016;10(1):67.
12. 12. Wazzan N, El-Shishtawy RM, Irfan A. DFT and TD–DFT calculations of the electronic structures and photophysical properties of newly designed pyrene-core arylamine derivatives as hole-transporting materials for perovskite solar cells. Theoretical Chemistry Accounts. 2018;137(1):9.
13. 13. Jia C, Zhang J, Bai J, Zhang L, Wan Z, Yao X. Synthesis, physical properties and self-assembly of conjugated donor–acceptor system based on tetrathiafulvalene and functionalized with binding sites. Dyes and Pigments. 2012;94(3):403-9.
14. 14. Grinberg I, West DV, Torres M, Gou G, Stein DM, Wu L, et al. Perovskite oxides for visible-light-absorbing ferroelectric and photovoltaic materials. Nature. 2013;503(7477):509.
15. 15. Wojtkiewicz J, Iwan A, Pilch M, Boharewicz B, Wójcik K, Tazbir I, et al. Towards designing polymers for photovoltaic applications: A DFT and experimental study of polyazomethines with various chemical structures. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. 2017;181:208-17.