End Group Modulation of A-D-A Type Small Donor Molecules for DTP Based Organic Photovoltaic Solar Cells: a DFT Approach

Overview

Journal RSC Adv

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2023 Sep 6

PMID 37671345

Authors

Smiti Rani Bora

Dhruba Jyoti Kalita

Affiliations

Soon will be listed here.

Abstract

Here, five new acceptor-donor-acceptor (A-D-A) type small donor molecules C1-C5, have been designed based on the central D unit, dithieno[3,2-:2',3'-]pyrrole (DTP). Besides, five different A units, 1,1-dicyano-methylene-5,6-dimethyl-3-indanone, 1,1-dicyano-methylene-5,6-difluoro-3-indanone, 1,1-dicyano-methylene-5,6-dichloro-3-indanone, 1,1-dicyano-methylene-5-nitro-3-indanone, and 1,1-dicyano-methylene-5,6-diamino-3-indanone are selected for these designed compounds C1-C5, respectively. Density functional theory (DFT) and time-dependent density functional theory (TD-DFT) methods have been employed to study the influence of different A units on the geometric, electronic, optical, charge transport and photovoltaic properties of the designed donor molecules. The results reveal that the performance of the designed donor molecules have been improved on attachment of the strong electron withdrawing A units. The observed reorganization energy () values infer the electron donating nature of the designed compounds. Moreover, the absorption properties of the designed compounds manifest that compound C4 possesses the high values of maximum wavelength () in both gas and solvent phases. The properties of the D/A blends reveal that all designed blends C1-C5/C-CN, have the capacity to promote charge carrier separation at the D/A interface. Further, the photovoltaic performance of the D/A complexes also reveal that complex C4/C-CN, with a theoretical PCE of 18%, can be considered as the most promising candidate for application in OSCs.

References

Hou J, Inganas O, Friend R, Gao F . Organic solar cells based on non-fullerene acceptors. Nat Mater. 2018; 17(2):119-128. DOI: 10.1038/nmat5063. View

Khan M, Shafiq F, Al Abbad S, Yaqoob J, Hussain R, Alsunaidi Z . Designing Electron-Deficient Diketone Unit Based Non-Fused Ring Acceptors with Amplified Optoelectronic Features for Highly Efficient Organic Solar Cells: A DFT Study. Molecules. 2023; 28(8). PMC: 10145092. DOI: 10.3390/molecules28083625. View

Mazzio K, Luscombe C . The future of organic photovoltaics. Chem Soc Rev. 2014; 44(1):78-90. DOI: 10.1039/c4cs00227j. View

Yu L, Zunger A . Identification of potential photovoltaic absorbers based on first-principles spectroscopic screening of materials. Phys Rev Lett. 2012; 108(6):068701. DOI: 10.1103/PhysRevLett.108.068701. View

Cheng P, Zhan X . Stability of organic solar cells: challenges and strategies. Chem Soc Rev. 2016; 45(9):2544-82. DOI: 10.1039/c5cs00593k. View

Louis E, San-Fabian E, Diaz-Garcia M, Chiappe G, Verges J . Are Electron Affinity and Ionization Potential Intrinsic Parameters to Predict the Electron or Hole Acceptor Character of Amorphous Molecular Materials?. J Phys Chem Lett. 2017; 8(11):2445-2449. DOI: 10.1021/acs.jpclett.7b00681. View

Adnan M, Lee J . All Sequential Dip-Coating Processed Perovskite Layers from an Aqueous Lead Precursor for High Efficiency Perovskite Solar Cells. Sci Rep. 2018; 8(1):2168. PMC: 5794860. DOI: 10.1038/s41598-018-20296-2. View

Turan H, Kucur O, Kahraman B, Salman S, Aviyente V . Design of donor-acceptor copolymers for organic photovoltaic materials: a computational study. Phys Chem Chem Phys. 2018; 20(5):3581-3591. DOI: 10.1039/c7cp08176f. View

Roncali J, Leriche P, Blanchard P . Molecular materials for organic photovoltaics: small is beautiful. Adv Mater. 2014; 26(23):3821-38. DOI: 10.1002/adma.201305999. View

10.

Murugesan K, Jeyasingh V, Lakshminarayanan S, Selvapalam N, Dass G, Piramuthu L . Anion-binding-induced and reduced fluorescence emission (ABIFE & ABRFE): A fluorescent chemo sensor for selective turn-on/off detection of cyanide and fluoride. Spectrochim Acta A Mol Biomol Spectrosc. 2020; 245:118943. DOI: 10.1016/j.saa.2020.118943. View

11.

Estrella L, Balanay M, Kim D . The Effect of Donor Group Rigidification on the Electronic and Optical Properties of Arylamine-Based Metal-Free Dyes for Dye-Sensitized Solar Cells: A Computational Study. J Phys Chem A. 2016; 120(29):5917-27. DOI: 10.1021/acs.jpca.6b03271. View

12.

Kwon O, Uddin M, Park J, Park S, Nguyen T, Woo H . A High Efficiency Nonfullerene Organic Solar Cell with Optimized Crystalline Organizations. Adv Mater. 2015; 28(5):910-6. DOI: 10.1002/adma.201504091. View

13.

Wang Y, Li Q, Li Z . Novel benzodithiophene-based polymer acceptors for efficient organic solar cells. Phys Chem Chem Phys. 2017; 19(34):23444-23453. DOI: 10.1039/c7cp04372d. View

14.

Cias P, Slugovc C, Gescheidt G . Hole transport in triphenylamine based OLED devices: from theoretical modeling to properties prediction. J Phys Chem A. 2011; 115(50):14519-25. DOI: 10.1021/jp207585j. View

15.

Ahmed S, Kalita D . End-capped group manipulation of non-fullerene acceptors for efficient organic photovoltaic solar cells: a DFT study. Phys Chem Chem Phys. 2020; 22(41):23586-23596. DOI: 10.1039/d0cp03814h. View

16.

Sahu H, Panda A . Computational investigation of charge injection and transport properties of a series of thiophene-pyrrole based oligo-azomethines. Phys Chem Chem Phys. 2014; 16(18):8563-74. DOI: 10.1039/c3cp55243h. View

17.

Moatassim H, Zaari H, El Kenz A, Benyoussef A, Loulidi M, Mounkachi O . Theoretical investigation of FAPbSnGeX efficiency. RSC Adv. 2022; 12(15):8945-8952. PMC: 8985139. DOI: 10.1039/d2ra00345g. View

18.

Sun Y, Welch G, Leong W, Takacs C, Bazan G, Heeger A . Solution-processed small-molecule solar cells with 6.7% efficiency. Nat Mater. 2011; 11(1):44-8. DOI: 10.1038/nmat3160. View

19.

Zhang C, Li X, Shen Y, Wu Y, Liu Z, Chen H . Molecular Docking toward Panchromatic Dye Sensitizers for Solar Cells Based upon Tetraazulenylporphyrin and Tetraanthracenylporphyrin. J Phys Chem A. 2017; 121(13):2655-2664. DOI: 10.1021/acs.jpca.6b12979. View