9-Fluorenone and 9,10-anthraquinone potential fused aromatic building blocks to synthesize electron acceptors for organic solar cells
Article
Article Title | 9-Fluorenone and 9,10-anthraquinone potential fused aromatic building blocks to synthesize electron acceptors for organic solar cells |
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ERA Journal ID | 1370 |
Article Category | Article |
Authors | Do, Thu Trang (Author), Rundel, Kira (Author), Gu, Qinying (Author), Gann, Eliot (Author), Manzhos, Sergei (Author), Feron, Krishna (Author), Bell, John (Author), McNeill, Christopher R (Author) and Sonar, Prashant (Author) |
Journal Title | New Journal of Chemistry: a journal for new directions in chemistry |
Journal Citation | 41 (8), pp. 2899-2909 |
Number of Pages | 11 |
Year | 2017 |
Place of Publication | United Kingdom |
ISSN | 1144-0546 |
1369-9261 | |
Digital Object Identifier (DOI) | https://doi.org/10.1039/c6nj03938c |
Web Address (URL) | https://pubs.rsc.org/en/content/articlelanding/2017/nj/c6nj03938c#!divAbstract |
Abstract | In this work, for the first time we used two novel fused aromatic conjugated electron withdrawing moieties 9-fluorenone and 9,10-anthraquinone, respectively, to design two non-fullerene acceptors and evaluated their viability in solution-processable organic solar cells (OSCs). 9-Fluorenone and 9,10-anthraquinone were used as core electron withdrawing blocks in combination with another common strong electron accepting diketopyrrolopyrrole (DPP) end-capping group. The compounds 6,6′-(5,5′-(9-oxo-9H-fluorene-2,7-diyl)bis(thiophene-5,2-diyl))bis(2,5-bis(2-butyloctyl)-3-(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione) (DPP-FN-DPP) and 6,6′-(5,5′-(9,10-dioxo-9,10-dihydroanthracene-2,6-diyl)bis(thiophene-5,2-diyl))bis(2,5-bis(2-butyloctyl)-3-(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione) (DPP-ANQ-DPP) were synthesized via a Suzuki coupling reaction and characterized completely. The new acceptors exhibit good solubility in common organic solvents and good thermal stability with 5% weight loss above 360 °C. DPP-FN-DPP and DPP-ANQ-DPP possess a broad absorption band at 300–700 nm with optical band-gaps of 1.75 and 1.71 eV, respectively. The use of different core acceptor building blocks resulted in a difference in LUMO and HOMO energy levels. Inverted OSC devices employing P3HT as the donor polymer and DPP-FN-DPP and DPP-ANQ-DPP as acceptors yielded quite high open-circuit voltages (VOC) of 0.85–0.98 V, benefiting from the relatively low-lying LUMO energy levels of the two acceptors. Among both, OSC devices based on DPP-FN-DPP as acceptor exhibits the highest performance with a VOC of 0.97 V, a short-circuit current density (JSC) of 3.2 mA cm−2, a fill factor (FF) of 37%, and an overall power conversion efficiency of 1.2%. |
Keywords | non-fullerene acceptors; low-band-gap; open-circuit voltage; photovoltaic properties; small molecules; charge-transport; perylene-diimide; polymer; diketopyrrolopyrrole; donor |
ANZSRC Field of Research 2020 | 349999. Other chemical sciences not elsewhere classified |
Public Notes | Files associated with this item cannot be displayed due to copyright restrictions. |
Byline Affiliations | Queensland University of Technology |
Monash University | |
National University of Singapore | |
Commonwealth Scientific and Industrial Research Organisation (CSIRO), Australia | |
Institution of Origin | University of Southern Queensland |
https://research.usq.edu.au/item/q5x2w/9-fluorenone-and-9-10-anthraquinone-potential-fused-aromatic-building-blocks-to-synthesize-electron-acceptors-for-organic-solar-cells
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