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One-Step Synthesis of Precursor Oligomers for Organic Photovoltaics: A Comparative Study between Polymers and Small Molecules

Li, Wei ; Wang, Daojuan ; Wang, Suhao ; Ma, Wei ; Hedström, Svante LU ; James, David Ian ; Xu, Xiaofeng ; Persson, Petter LU ; Fabiano, Simone and Berggren, Magnus , et al. (2015) In ACS Applied Materials and Interfaces 7(49). p.27106-27114
Abstract
Two series of oligomers TQ and rhodanine end-capped TQ-DR were synthesized using a facile one-step method. Their optical, electrical, and thermal properties and photovoltaic performances were systematically investigated and compared. The TQ series of oligomers were found to be amorphous, whereas the TQ-DR series are semicrystalline. For the TQ oligomers, the results obtained in solar cells show that as the chain length of the oligomers increases, an increase in power conversion efficiency (PCE) is obtained. However, when introducing 3-ethylrhodanine into the TQ oligomers as end groups, the PCE of the TQ-DR series of oligomers decreases as the chain length increases. Moreover, the TQ-DR series of oligomers give much higher performances... (More)
Two series of oligomers TQ and rhodanine end-capped TQ-DR were synthesized using a facile one-step method. Their optical, electrical, and thermal properties and photovoltaic performances were systematically investigated and compared. The TQ series of oligomers were found to be amorphous, whereas the TQ-DR series are semicrystalline. For the TQ oligomers, the results obtained in solar cells show that as the chain length of the oligomers increases, an increase in power conversion efficiency (PCE) is obtained. However, when introducing 3-ethylrhodanine into the TQ oligomers as end groups, the PCE of the TQ-DR series of oligomers decreases as the chain length increases. Moreover, the TQ-DR series of oligomers give much higher performances compared to the original amorphous TQ series of oligomers owing to the improved extinction coefficient (epsilon) and crystallinity afforded by the rhodanine. In particular, the highly crystalline oligomer TQ5-DR, which has the shortest conjugation length shows a high hole mobility of 0.034 cm(2) V-1 s(-1) and a high PCE of 3.14%, which is the highest efficiency out of all of the six oligomers. The structure-property correlations for all of the oligomers and the TQ1 polymer demonstrate that structural control of enhanced intermolecular interactions and crystallinity is a key for small molecules/oligomers to achieve high mobilities, which is an essential requirement for use in OPVs. (Less)
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organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
crystallinity, amorphous, one-step method, oligomers, hole mobility, organic photovoltaics
in
ACS Applied Materials and Interfaces
volume
7
issue
49
pages
27106 - 27114
publisher
The American Chemical Society (ACS)
external identifiers
  • wos:000366873900011
  • scopus:84950290443
  • pmid:26592898
ISSN
1944-8244
DOI
10.1021/acsami.5b09460
language
English
LU publication?
yes
id
47dd5e97-e399-4b68-ac51-c806c3d7998b (old id 8548801)
date added to LUP
2016-04-01 11:15:56
date last changed
2023-01-02 19:55:32
@article{47dd5e97-e399-4b68-ac51-c806c3d7998b,
  abstract     = {{Two series of oligomers TQ and rhodanine end-capped TQ-DR were synthesized using a facile one-step method. Their optical, electrical, and thermal properties and photovoltaic performances were systematically investigated and compared. The TQ series of oligomers were found to be amorphous, whereas the TQ-DR series are semicrystalline. For the TQ oligomers, the results obtained in solar cells show that as the chain length of the oligomers increases, an increase in power conversion efficiency (PCE) is obtained. However, when introducing 3-ethylrhodanine into the TQ oligomers as end groups, the PCE of the TQ-DR series of oligomers decreases as the chain length increases. Moreover, the TQ-DR series of oligomers give much higher performances compared to the original amorphous TQ series of oligomers owing to the improved extinction coefficient (epsilon) and crystallinity afforded by the rhodanine. In particular, the highly crystalline oligomer TQ5-DR, which has the shortest conjugation length shows a high hole mobility of 0.034 cm(2) V-1 s(-1) and a high PCE of 3.14%, which is the highest efficiency out of all of the six oligomers. The structure-property correlations for all of the oligomers and the TQ1 polymer demonstrate that structural control of enhanced intermolecular interactions and crystallinity is a key for small molecules/oligomers to achieve high mobilities, which is an essential requirement for use in OPVs.}},
  author       = {{Li, Wei and Wang, Daojuan and Wang, Suhao and Ma, Wei and Hedström, Svante and James, David Ian and Xu, Xiaofeng and Persson, Petter and Fabiano, Simone and Berggren, Magnus and Inganas, Olle and Huang, Fei and Wang, Ergang}},
  issn         = {{1944-8244}},
  keywords     = {{crystallinity; amorphous; one-step method; oligomers; hole mobility; organic photovoltaics}},
  language     = {{eng}},
  number       = {{49}},
  pages        = {{27106--27114}},
  publisher    = {{The American Chemical Society (ACS)}},
  series       = {{ACS Applied Materials and Interfaces}},
  title        = {{One-Step Synthesis of Precursor Oligomers for Organic Photovoltaics: A Comparative Study between Polymers and Small Molecules}},
  url          = {{http://dx.doi.org/10.1021/acsami.5b09460}},
  doi          = {{10.1021/acsami.5b09460}},
  volume       = {{7}},
  year         = {{2015}},
}