4.8 Article

Long, Atomically Precise Donor-Acceptor Cove-Edge as Electron Acceptors

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 139, Issue 16, Pages 5648-5651

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b13093

Keywords

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Funding

  1. Chemical Sciences, Geosciences and Biosciences Division, Office of Basic Energy Sciences, U.S. Department of Energy (DOE) [DE-FG02-01ER15264]
  2. Office of Naval Research [N00014-16-1-2921]
  3. U.S. Department of Energy [DE-SC0014563]
  4. National Science Foundation (NSF) [DMR-1420634]

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This Communication describes a new molecular design for the efficient synthesis of donor-acceptor, cove-edge graphene nanoribbons and their properties in solar cells. These nanoribbons are long (similar to 5 nm), atomically precise, and soluble. The design is based on the fusion of electron deficient perylene diimide oligomers with an electron rich alkoxy pyrene subunit. This strategy of alternating electron rich and electron poor units facilitates a visible light fusion reaction in >95% yield, whereas the cove-edge nature of,these nanoribbons results in a high degree of twisting along the long axis. The rigidity of the backbone yields a sharp longest wavelength absorption edge. These nanoribbons are exceptional electron acceptors, and organic photovoltaics fabricated with the ribbons show efficiencies of similar to 8% without optimization.

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