Electron-deficient N-alkyloyl derivatives of thieno[3,4-c]pyrrole-4,6-dione yield efficient polymer solar cells with open-circuit voltages > 1 v
El Labban, Abdulrahman
KAUST DepartmentPhysical Sciences and Engineering (PSE) Division
KAUST Solar Center (KSC)
Biological and Environmental Sciences and Engineering (BESE) Division
Imaging and Characterization Core Lab
Materials Science and Engineering Program
Advanced Nanofabrication, Imaging and Characterization Core Lab
Chemical Science Program
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AbstractPoly(benzo[1,2-b:4,5-b′]dithiophene-thieno[3,4-c]pyrrole-4,6-dione) (PBDTTPD) polymer donors yield some of the highest open-circuit voltages (V OC, ca. 0.9 V) and fill factors (FF, ca. 70%) in conventional bulk-heterojunction (BHJ) solar cells with PCBM acceptors. Recent work has shown that the incorporation of ring substituents into the side chains of the BDT motifs in PBDTTPD can induce subtle variations in material properties, resulting in an increase of the BHJ device VOC to ∼1 V. In this contribution, we report on the synthesis of N-alkyloyl-substituted TPD motifs (TPD(CO)) and show that the electron-deficient motifs can further lower both the polymer LUMO and HOMO levels, yielding device VOC > 1 V (up to ca. 1.1 V) in BHJ solar cells with PCBM. Despite the high VOC achieved (i.e., low polymer HOMO), BHJ devices cast from TPD(CO)-based polymer donors can reach power conversion efficiencies (PCEs) of up to 6.7%, making these promising systems for use in the high-band-gap cell of tandem solar cells. © 2014 American Chemical Society.
SponsorsThe authors acknowledge financial support under Baseline Research Funding from King Abdullah University of Science and Technology (KAUST). The authors thank KAUST Analytical Core Laboratories for mass spectrometry, SEC measurements, and elemental analyses, and Sandra Seywald (MPIP - Mainz, Germany) for additional SEC measurements. The authors thank the Advanced Imaging and Characterization Laboratories at KAUST for technical support. Portions of this research were carried out at the Stanford Synchrotron Radiation Lightsource user facility, operated by Stanford University on behalf of the U.S. Department of Energy, Office of Basic Energy Sciences.
PublisherAmerican Chemical Society (ACS)
JournalChemistry of Materials
Is Supplemented ByWarnan, J., Cabanetos, C., Bude, R., El Labban, A., Li, L., & Beaujuge, P. M. (2014). CCDC 1029500: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc13k8pm