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Cited by 491Organic Electronics and PhotovoltaicsOrganic Light-Emitting Diodes ResearchBlock Copolymer Self-Assembly

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Side-Chain Tunability of Furan-Containing Low-Band-Gap Polymers Provides Control of Structural Order in Efficient Solar Cells

Yiu, Alan T., Beaujuge, Pierre M., Lee, Olivia P., Woo, Claire H., Toney, Michael F., Fréchet, Jean M. J.·2012·Journal of the American Chemical Society
DOI 10.1021/ja2089662
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Abstract

The solution-processability of conjugated polymers in organic solvents has classically been achieved by modulating the size and branching of alkyl substituents appended to the backbone. However, these substituents impact structural order and charge transport properties in thin-film devices. As a result, a trade-off must be found between material solubility and insulating alkyl content. It was recently shown that the substitution of furan for thiophene in the backbone of the polymer PDPP2FT significantly improves polymer solubility, allowing for the use of shorter branched side chains while maintaining high device efficiency. In this report, we use PDPP2FT to demonstrate that linear alkyl side chains can be used to promote thin-film nanostructural order. In particular, linear side chains are shown to shorten π-π stacking distances between backbones and increase the correlation lengths of both π-π stacking and lamellar spacing, leading to a substantial increase in the efficiency of bulk heterojunction solar cells.

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  • DPP's strong electron-withdrawing ability provides the possibility to redshift absorption into the near-IR region.

    “Its strong electron-withdrawing ability provides the possibility to redshi  the absorption into the near-IR (NIR) region.”

    From Recent progress in porphyrin-based materials for organic solar cells (2018) · cites this paper as [83]

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Metadata

Authors
Yiu, A. T., Beaujuge, P. M., Lee, O. P., Woo, C. H., Toney, M. F., & Fréchet, J. M. J.
Affiliations
  • Lawrence Berkeley National Laboratory (US)
  • SLAC National Accelerator Laboratory (US)
Corresponding author
Fréchet, Jean M. J.
ORCID
Venue
Journal of the American Chemical Society
Publisher
American Chemical Society (ACS)
Published
2012-01-19
Volume
134
Issue
4
Pages
2180-2185
ISSN
  • 0002-7863 (ISSN-L)
  • 1520-5126
DOI
10.1021/ja2089662
OpenAlex
W2067472967
Cited by
491
References
0
Citations by year
2026: 8 · 2025: 12 · 2024: 8 · 2023: 9 · 2022: 14 · 2021: 15 · 2020: 22 · 2019: 25 · 2018: 30 · 2017: 37 · 2016: 53 · 2015: 63 · 2014: 71 · 2013: 82 · 2012: 41
FWCI
43.46
Type
journal article
Language
en
Open access
closed
Locations
  • Journal of the American Chemical Society (publishedVersion)
  • PubMed (publishedVersion)
  • King Abdullah University of Science and Technology Repository (King Abdullah University of Science and Technology) (submittedVersion)
Topics
  • Physical Sciences › Engineering › Electrical and Electronic Engineering › Organic Electronics and Photovoltaics
  • Physical Sciences › Engineering › Electrical and Electronic Engineering › Organic Light-Emitting Diodes Research
  • Physical Sciences › Materials Science › Materials Chemistry › Block Copolymer Self-Assembly
Keywords
thiophene substitution, polymer solubility, π-π stacking, lamellar spacing, correlation length, bulk heterojunction solar cells, organic solar cells, charge transport
MeSH terms
Furans, Particle Size, Polymers, Solar Energy, Solubility, Surface Properties, Thiophenes, Molecular Structure

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