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Cited by 59Organic Electronics and PhotovoltaicsPorphyrin and Phthalocyanine ChemistryPhotodynamic Therapy Research Studies

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Tailoring Porphyrin-Based Electron Accepting Materials for Organic Photovoltaics

Rawson, Jeff, Stuart, Andrew C., You, Wei, Therien, Michael J.·2014·Journal of the American Chemical Society
DOI 10.1021/ja5097418
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Abstract

The syntheses, potentiometric responses, optical spectra, electronic structural properties, and integration into photovoltaic devices are described for ethyne-bridged isoindigo-(porphinato)zinc(II)-isoindigo chromophores built upon either electron-rich 10,20-diaryl porphyrin (Ar-Iso) or electron-deficient 10,20-bis(perfluoroalkyl)porphyrin (Rf-Iso) frameworks. These supermolecules evince electrochemical responses that trace their geneses to their respective porphyrinic and isoindigoid subunits. The ethyne linkage motif effectively mixes the comparatively weak isoindigo-derived visible excitations with porphyrinic π-π* states, endowing Ar-Iso and Rf-Iso with high extinction coefficient (ε ∼ 10(5) M(-1)·cm(-1)) long-axis polarized absorptions. Ar-Iso and Rf-Iso exhibit total absorptivities per unit mass that greatly exceed that for poly(3-hexyl)thiophene (P3HT) over the 375-900 nm wavelength range where solar flux is maximal. Time-dependent density functional theory calculations highlight the delocalized nature of the low energy singlet excited states of these chromophores, demonstrating how coupled oscillator photophysics can yield organic photovoltaic device (OPV) materials having absorptive properties that supersede those of conventional semiconducting polymers. Prototype OPVs crafted from the poly(3-hexyl)thiophene (P3HT) donor polymer and these new materials (i) confirm that solar power conversion depends critically upon the driving force for photoinduced hole transfer (HT…

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  • H3 showed absorption spectra up to 800 nm and aligned energy levels with P3HT, consequently providing an initial PCE of 0.57% when used in OSCs.

    “This molecule showed absorption spectra up to 800 nm and aligned energy levels with poly(3-hexylthiophene) (P3HT), consequently providing an initial PCE of 0.57% when used in OSCs.”

    From Recent progress in porphyrin-based materials for organic solar cells (2018) · cites this paper as [130]

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Metadata

Authors
Rawson, J., Stuart, A. C., You, W., & Therien, M. J.
Affiliations
  • Duke University (US)
  • University of North Carolina at Chapel Hill (US)
Corresponding author
  • You, Wei
  • Therien, Michael J.
ORCID
Venue
Journal of the American Chemical Society
Publisher
American Chemical Society (ACS)
Published
2014-12-08
Volume
136
Issue
50
Pages
17561-17569
ISSN
  • 0002-7863 (ISSN-L)
  • 1520-5126
DOI
10.1021/ja5097418
OpenAlex
W2317394849
Cited by
59
References
2
Citations by year
2026: 1 · 2024: 2 · 2023: 4 · 2022: 3 · 2021: 4 · 2020: 6 · 2019: 3 · 2018: 13 · 2017: 11 · 2016: 6 · 2015: 6
FWCI
4.07
Type
journal article
Language
en
Open access
closed
Locations
  • Journal of the American Chemical Society (publishedVersion)
  • PubMed (publishedVersion)
Funders
U. S. Department of Energy (DE-SC0001011)
Topics
  • Physical Sciences › Engineering › Electrical and Electronic Engineering › Organic Electronics and Photovoltaics
  • Physical Sciences › Materials Science › Materials Chemistry › Porphyrin and Phthalocyanine Chemistry
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Cancer Research › Photodynamic Therapy Research Studies
Keywords
organic solar cells, photoinduced hole transfer, excited-state reduction potential, singlet excited state, potentiometric response

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