journal article·2020-08-19Open access

Planar D-π-A Configured Dimethoxy Vinylbenzene Based Small Organic Molecule for Solution-Processed Bulk Heterojunction Organic Solar Cells

Shabaz Alam, M. Shaheer Akhtar, Abdullah, Eun-Bi Kim, Hyung-Shik Shin, Sadia Ameen

Applied Sciences· Volume 10· Issue 17

Abstract

A new and effective planar D-π-A configured small organic molecule (SOM) of 2-5-(3,5-dimethoxystyryl)thiophen-2-yl)methylene)-1H-indene-1,3(2H)-dione, abbreviated as DVB-T-ID, was synthesized using 1,3-indanedione acceptor and dimethoxy vinylbenzene donor units, connected through a thiophene π-spacer. The presence of a dimethoxy vinylbenzene unit and π-spacer in DVB-T-ID significantly improved the absorption behavior by displaying maximum absorbance at ~515 nm, and the reasonable band gap was estimated as ~2.06 eV. The electronic properties revealed that DVB-T-ID SOMs exhibited promising HOMO (−5.32 eV) and LUMO (−3.26 eV). The synthesized DVB-T-ID SOM was utilized as donor material for fabricating solution-processed bulk heterojunction organic solar cells (BHJ-OSCs) and showed a reasonable power conversion efficiency (PCE) of ~3.1% with DVB-T-ID:PC61BM (1:2, w/w) active layer. The outcome of this work clearly reflects that synthesized DVB-T-ID based on 1,3-indanedione units is a promising absorber (donor) material for BHJ-OSCs.
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Research context

OpenAlex topics: Organic Electronics and Photovoltaics · Conducting polymers and applications · Perovskite Materials and Applications

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Energy Materials & Surface Science Laboratory, Solar Energy Research Center, School of Chemical Engineering, Jeonbuk National University, Jeonju 54896, Korea

New & Renewable Energy Material Development Center (NewREC), Jeonbuk National University, Buan-gun 56332, Korea

Advanced Materials & Devices Laboratory, Department of Bio-Convergence Science, Jeongeup Campus, Jeonbuk National University, Jeongeup 56212, Korea

Korea Basic Science Institute (KBSI), 169-148 Gwahak-ro, Yuseong-gu, Daejon 34133, Korea

References (45)

Show source-provided references
1. Solar cell efficiency, self-assembly, and dipole–dipole interactions of isomorphic narrow-band-gap molecules10.1021/ja3050713 ↗
2. Organic photovoltaic cells: History, principle and techniques
3. The future of organic photovoltaics10.1039/C4CS00227J ↗
4. Comparison of organic solar cells and inorganic solar cells
5. A brief history of the development of organic and polymeric photovoltaics10.1016/j.solmat.2004.02.021 ↗
6. Perovskite solar cells: Influence of hole transporting materials on power conversion efficiency10.1002/cssc.201501228 ↗
7. All-small-molecule organic solar cells with over 14% efficiency by optimizing hierarchical morphologies10.1038/s41467-019-13292-1 ↗
8. 25th anniversary article: Bulk heterojunction solar cells: Understanding the mechanism of operation10.1002/adma.201470005 ↗
9. Molecular understanding of organic solar cells: The challenges10.1021/ar900099h ↗
10. 18% efficiency organic solar cells10.1016/j.scib.2020.01.001 ↗
11. Ma, X., Wang, J., Gao, J., Hu, Z., Xu, C., Zhang, X., and Zhang, F. (2020). Achieving 17.4% efficiency of ternary organic photovoltaics with two well-compatible nonfullerene acceptors for minimizing energy loss. Adv. Energy Mater., 2001404.10.1002/aenm.202001404 ↗
12. How to determine optical gaps and voltage losses in organic photovoltaic materials10.1039/C7SE00601B ↗
13. New energetic indandione based planar donor for stable and efficient organic solar cells10.1016/j.solener.2020.03.023 ↗
14. Yeboah, D., and Singh, J. (2017). Study of the Contributions of donor and acceptor photoexcitations to open circuit voltage in bulk heterojunction organic solar cells. Electronics, 6.10.3390/electronics6040075 ↗
15. Non-basic high-performance molecules for solution-processed organic solar cells10.1002/adma.201201127 ↗
16. Unsymmetrical donor–acceptor–acceptor−π–donor type benzothiadiazole-based small molecule for a solution processed bulk heterojunction organic solar cell10.1021/acsami.5b02250 ↗
17. Furan-bridged thiazolo [5,4-d] thiazole based D-π-A-π-D type linear chromophore for solution-processed bulk-heterojunction organic solar cell10.1039/C4RA13655A ↗
18. Charge transport in organic semiconductors
19. Nitrile-substituted QA derivatives: New acceptor materials for solution-processable organic bulk heterojunction solar cells10.1002/aenm.201100082 ↗
20. Molecular design of benzodithiophene-based organic photovoltaic materials10.1021/acs.chemrev.6b00176 ↗
21. Indanedione-substituted poly (terthiophene)s: Processable conducting polymers with intramolecular charge transfer interactions10.1021/ma902782x ↗
22. Exciton binding energies of nonfullerene small molecule acceptors: Implication for exciton dissociation driving forces in organic solar cells10.1021/acs.jpcc.8b07197 ↗
23. Exciton diffusion in organic photovoltaic cells10.1039/C3EE42444H ↗
24. Exciton diffusion in organic semiconductors10.1039/C5EE00925A ↗
25. Investigation of newly designed asymmetric chromophore in view of power conversion efficiency improvements for organic solar cells10.1016/j.matlet.2019.126865 ↗
26. Solution processed bulk heterojunction organic solar cells using small organic semiconducting materials based on fluorene core unit10.1016/j.optmat.2019.04.001 ↗
27. Underlying effects of diiodooctane as additive on the performance of bulk heterojunction organic solar cells based small organic molecule of isatin-core moiety10.1016/j.synthmet.2020.116304 ↗
28. Fluorination-enabled optimal morphology leads to over 11% efficiency for inverted small-molecule organic solar cells10.1038/ncomms13740 ↗
29. Non-fullerene acceptors based on central naphthalene diimide flanked by rhodamine or 1,3-indanedione10.1039/C7CC03122J ↗
30. Effects of intramolecular donor–acceptor interactions on bimolecular recombination in small-molecule organic photovoltaic cells10.1021/jp400386q ↗
31. A molecular nematic liquid crystalline material for high-performance organic photovoltaics10.1038/ncomms7013 ↗
32. Thieno [3,2-b] pyrrole and Benzo [c] [1,2,5] thiadiazole donor-acceptor semiconductors for organic field-effect transistors10.1021/acsomega.9b02274 ↗
33. Dithienogermole-based solution-processedmolecular solar cells with efficiency over 9%10.1039/C6CC03998G ↗
34. Deep absorbing porphyrin small molecule for high-performance organic solar cells with very low energy losses10.1021/jacs.5b03740 ↗
35. A symmetric benzoselenadiazole based D–A–D small molecule for solution processed bulk-heterojunction organic solar cells10.1016/j.jiec.2019.09.019 ↗
36. Effective D-A-D type chromophore of fumaronitrile-core and terminal alkylated bithiophene for solution-processed small molecule organic solar cells10.1038/srep11143 ↗
37. Efficient spirobifluorene-core electron-donor material for application in solution-processed organic solar cells10.1016/j.cplett.2016.09.065 ↗
38. Strongly fluorescent organogel system comprising fibrillar self-assembly of a trifluoromethyl-based cyanostilbene derivative10.1021/ja046215g ↗
39. Halogenated materials as organic semiconductors†10.1021/cm102182x ↗
40. Versatile fluorinated derivatives of triphenylamine as hole-transporters and blue-violet emitters in organic light-emitting devices10.1021/jp3028929 ↗
41. NIR-absorbing merocyanine dyes for BHJ solar cells10.1021/cm502302s ↗
42. Efficient small molecule bulk heterojunction solar cells with high fill factors via introduction of p-stacking moieties as end group10.1039/C2TA00496H ↗
43. Impact of dye end groups on acceptor–donor–acceptor type molecules for solution-processed photovoltaic cells10.1039/c2jm30194f ↗
44. Two novel small molecule donors and the applications in bulk-heterojunction solar cells10.3389/fchem.2018.00260 ↗
45. Impact of end-capped groups on the properties of dithienosilole-based small molecules for solution-processed organic solar cells10.1016/j.dyepig.2017.07.059 ↗