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    Importance of the Donor:Fullerene intermolecular arrangement for high-efficiency organic photovoltaics

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    Type
    Article
    Authors
    Graham, Kenneth
    Cabanetos, Clement
    Jahnke, Justin P.
    Idso, Matthew N.
    El Labban, Abdulrahman cc
    Ngongang Ndjawa, Guy Olivier cc
    Heumueller, Thomas
    Vandewal, Koen
    Salleo, Alberto
    Chmelka, Bradley F.
    Amassian, Aram cc
    Beaujuge, Pierre cc
    McGehee, Michael D.
    KAUST Department
    Biological and Environmental Sciences and Engineering (BESE) Division
    Chemical Science Program
    KAUST Solar Center (KSC)
    Material Science and Engineering Program
    Organic Electronics and Photovoltaics Group
    Physical Science and Engineering (PSE) Division
    KAUST Grant Number
    KUS-C1-015-21
    Date
    2014-06-26
    Online Publication Date
    2014-06-26
    Print Publication Date
    2014-07-09
    Permanent link to this record
    http://hdl.handle.net/10754/563627
    
    Metadata
    Show full item record
    Abstract
    The performance of organic photovoltaic (OPV) material systems are hypothesized to depend strongly on the intermolecular arrangements at the donor:fullerene interfaces. A review of some of the most efficient polymers utilized in polymer:fullerene PV devices, combined with an analysis of reported polymer donor materials wherein the same conjugated backbone was used with varying alkyl substituents, supports this hypothesis. Specifically, the literature shows that higher-performing donor-acceptor type polymers generally have acceptor moieties that are sterically accessible for interactions with the fullerene derivative, whereas the corresponding donor moieties tend to have branched alkyl substituents that sterically hinder interactions with the fullerene. To further explore the idea that the most beneficial polymer:fullerene arrangement involves the fullerene docking with the acceptor moiety, a family of benzo[1,2-b:4,5-b]dithiophene-thieno[3,4-c]pyrrole-4,6-dione polymers (PBDTTPD derivatives) was synthesized and tested in a variety of PV device types with vastly different aggregation states of the polymer. In agreement with our hypothesis, the PBDTTPD derivative with a more sterically accessible acceptor moiety and a more sterically hindered donor moiety shows the highest performance in bulk-heterojunction, bilayer, and low-polymer concentration PV devices where fullerene derivatives serve as the electron-accepting materials. Furthermore, external quantum efficiency measurements of the charge-transfer state and solid-state two-dimensional (2D) 13C{1H} heteronuclear correlation (HETCOR) NMR analyses support that a specific polymer:fullerene arrangement is present for the highest performing PBDTTPD derivative, in which the fullerene is in closer proximity to the acceptor moiety of the polymer. This work demonstrates that the polymer:fullerene arrangement and resulting intermolecular interactions may be key factors in determining the performance of OPV material systems. © 2014 American Chemical Society.
    Citation
    Graham, K. R., Cabanetos, C., Jahnke, J. P., Idso, M. N., El Labban, A., Ngongang Ndjawa, G. O., … McGehee, M. D. (2014). Importance of the Donor:Fullerene Intermolecular Arrangement for High-Efficiency Organic Photovoltaics. Journal of the American Chemical Society, 136(27), 9608–9618. doi:10.1021/ja502985g
    Sponsors
    This publication was supported by the Center for Advanced Molecular Photovoltaics (Award No KUS-C1-015-21) and was made possible by King Abdullah University of Science and Technology (KAUST). K.R.G. and A.A. acknowledge SABIC for a postdoctoral fellowship. G.O.N.N., K.R.G., M.D.M., and A.A. acknowledge the Office of Competitive Research Funds for a GRP-CF award. T.H. gratefully acknowledges a "DAAD Doktorantenstipendium" and the SFB 953 "Synthetic Carbon Allotropes". Use of the Stanford Synchrotron Radiation Lightsource, SLAC National Accelerator Laboratory, is supported by the U.S. Department of Energy, Office of Science, Office of Basic Energy Sciences under Contract No. DE-AC02-76SF00515. The NMR experiments were conducted in the Central Facilities of the UCSB Materials Research Laboratory supported by the MRSEC program of the U.S. NSF under Award No. DMR-1121053. The work at UCSB was supported by the USARO through the Institute for Collaborative Biotechnologies under Contract No. W911NF-09-D-0001. The authors also thank Dr. Chad Risko and Prof. Jean-Luc Bredas for helpful discussions.
    Publisher
    American Chemical Society (ACS)
    Journal
    Journal of the American Chemical Society
    DOI
    10.1021/ja502985g
    ae974a485f413a2113503eed53cd6c53
    10.1021/ja502985g
    Scopus Count
    Collections
    Articles; Biological and Environmental Science and Engineering (BESE) Division; Physical Science and Engineering (PSE) Division; Chemical Science Program; Material Science and Engineering Program; KAUST Solar Center (KSC)

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