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Flexible Organic Photovoltaics with Star-Shaped Nonfullerene Acceptors End Capped with Indene Malononitrile and Barbiturate Derivatives

Al-Anesi, Basheer ; Revoju, Srikanth ; Hiltunen, Arto ; Suhonen, Riikka ; Kraft, Thomas M. LU ; Liu, Maning LU orcid ; Zhang, Haichang ; Deng, Zhifeng ; Fedele, Chiara and Berdin, Alex , et al. (2022) In Energy Technology 10(8).
Abstract

The design and synthesis of three star-shaped nonfullerene (NFA) acceptors, TPA-2T-INCN, TPA-2T-BAB, and TPA-T-INCN, based on a triphenylamine (TPA) core and linked through π-conjugated thiophene (T) spacers to different terminal units (3-oxo-2,3-dihydro-1H-inden-1-ylidene) malononitrile, INCN, and 1,3-dimethylbarbituric acid, BAB), are reported. These materials are blended with the widely used poly(3-hexylthiophene-2,5-diyl) (P3HT) donor polymer and tested in flexible organic photovoltaics (OPVs). The NFAs capped with the strong electron-withdrawing INCN unit perform best in OPVs. Both P3HT:TPA-T-INCN and P3HT:TPA-2T-INCN blends also show the highest photoluminescence quenching efficiency (95.8% and 92.6%, respectively). Surprisingly,... (More)

The design and synthesis of three star-shaped nonfullerene (NFA) acceptors, TPA-2T-INCN, TPA-2T-BAB, and TPA-T-INCN, based on a triphenylamine (TPA) core and linked through π-conjugated thiophene (T) spacers to different terminal units (3-oxo-2,3-dihydro-1H-inden-1-ylidene) malononitrile, INCN, and 1,3-dimethylbarbituric acid, BAB), are reported. These materials are blended with the widely used poly(3-hexylthiophene-2,5-diyl) (P3HT) donor polymer and tested in flexible organic photovoltaics (OPVs). The NFAs capped with the strong electron-withdrawing INCN unit perform best in OPVs. Both P3HT:TPA-T-INCN and P3HT:TPA-2T-INCN blends also show the highest photoluminescence quenching efficiency (95.8% and 92.6%, respectively). Surprisingly, when reducing the number of T spacers from 2 to 1, the solubility of the NFAs in o-dichlorobenzene increases, leading to easier processing during the OPV fabrication and better surface morphology. This explains the best performance of TPA-T-INCN-based blends in OPVs, with a champion power conversion efficiency of 1.13%.

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publishing date
type
Contribution to journal
publication status
published
subject
keywords
barbiturate, flexible photovoltaics, indene malononitrile, nonfullerene acceptors, organic photovoltaics, star-shaped acceptors
in
Energy Technology
volume
10
issue
8
article number
2200264
publisher
Wiley
external identifiers
  • scopus:85132346622
ISSN
2194-4288
DOI
10.1002/ente.202200264
language
English
LU publication?
no
id
760d5a7d-12d1-4201-829d-a7899a566988
date added to LUP
2023-08-24 12:16:11
date last changed
2023-08-25 10:35:43
@article{760d5a7d-12d1-4201-829d-a7899a566988,
  abstract     = {{<p>The design and synthesis of three star-shaped nonfullerene (NFA) acceptors, TPA-2T-INCN, TPA-2T-BAB, and TPA-T-INCN, based on a triphenylamine (TPA) core and linked through π-conjugated thiophene (T) spacers to different terminal units (3-oxo-2,3-dihydro-1H-inden-1-ylidene) malononitrile, INCN, and 1,3-dimethylbarbituric acid, BAB), are reported. These materials are blended with the widely used poly(3-hexylthiophene-2,5-diyl) (P3HT) donor polymer and tested in flexible organic photovoltaics (OPVs). The NFAs capped with the strong electron-withdrawing INCN unit perform best in OPVs. Both P3HT:TPA-T-INCN and P3HT:TPA-2T-INCN blends also show the highest photoluminescence quenching efficiency (95.8% and 92.6%, respectively). Surprisingly, when reducing the number of T spacers from 2 to 1, the solubility of the NFAs in o-dichlorobenzene increases, leading to easier processing during the OPV fabrication and better surface morphology. This explains the best performance of TPA-T-INCN-based blends in OPVs, with a champion power conversion efficiency of 1.13%.</p>}},
  author       = {{Al-Anesi, Basheer and Revoju, Srikanth and Hiltunen, Arto and Suhonen, Riikka and Kraft, Thomas M. and Liu, Maning and Zhang, Haichang and Deng, Zhifeng and Fedele, Chiara and Berdin, Alex and Lamminen, Noora and Grandhi, G. Krishnamurthy and Ylikunnari, Mari and Vivo, Paola}},
  issn         = {{2194-4288}},
  keywords     = {{barbiturate; flexible photovoltaics; indene malononitrile; nonfullerene acceptors; organic photovoltaics; star-shaped acceptors}},
  language     = {{eng}},
  number       = {{8}},
  publisher    = {{Wiley}},
  series       = {{Energy Technology}},
  title        = {{Flexible Organic Photovoltaics with Star-Shaped Nonfullerene Acceptors End Capped with Indene Malononitrile and Barbiturate Derivatives}},
  url          = {{http://dx.doi.org/10.1002/ente.202200264}},
  doi          = {{10.1002/ente.202200264}},
  volume       = {{10}},
  year         = {{2022}},
}