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

Handle URI:
http://hdl.handle.net/10754/563544
Title:
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
Authors:
Warnan, Julien; Cabanetos, Clement; Bude, Romain; El Labban, Abdulrahman ( 0000-0001-9891-0851 ) ; LI, LIANG; Beaujuge, Pierre
Abstract:
Poly(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.
KAUST Department:
Physical Sciences and Engineering (PSE) Division; Advanced Nanofabrication, Imaging and Characterization Core Lab; Solar and Photovoltaic Engineering Research Center (SPERC); Core Labs; Chemical Science Program
Publisher:
American Chemical Society (ACS)
Journal:
Chemistry of Materials
Issue Date:
13-May-2014
DOI:
10.1021/cm5002303
Type:
Article
ISSN:
08974756
Sponsors:
The 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.
Is Supplemented By:
Warnan, 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; DOI:10.5517/cc13k8pm; HANDLE:http://hdl.handle.net/10754/624376
Appears in Collections:
Articles; Advanced Nanofabrication, Imaging and Characterization Core Lab; Physical Sciences and Engineering (PSE) Division; Chemical Science Program; Solar and Photovoltaic Engineering Research Center (SPERC)

Full metadata record

DC FieldValue Language
dc.contributor.authorWarnan, Julienen
dc.contributor.authorCabanetos, Clementen
dc.contributor.authorBude, Romainen
dc.contributor.authorEl Labban, Abdulrahmanen
dc.contributor.authorLI, LIANGen
dc.contributor.authorBeaujuge, Pierreen
dc.date.accessioned2015-08-03T11:54:06Zen
dc.date.available2015-08-03T11:54:06Zen
dc.date.issued2014-05-13en
dc.identifier.issn08974756en
dc.identifier.doi10.1021/cm5002303en
dc.identifier.urihttp://hdl.handle.net/10754/563544en
dc.description.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.en
dc.description.sponsorshipThe 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.en
dc.publisherAmerican Chemical Society (ACS)en
dc.titleElectron-deficient N-alkyloyl derivatives of thieno[3,4-c]pyrrole-4,6-dione yield efficient polymer solar cells with open-circuit voltages > 1 ven
dc.typeArticleen
dc.contributor.departmentPhysical Sciences and Engineering (PSE) Divisionen
dc.contributor.departmentAdvanced Nanofabrication, Imaging and Characterization Core Laben
dc.contributor.departmentSolar and Photovoltaic Engineering Research Center (SPERC)en
dc.contributor.departmentCore Labsen
dc.contributor.departmentChemical Science Programen
dc.identifier.journalChemistry of Materialsen
kaust.authorWarnan, Julienen
kaust.authorCabanetos, Clementen
kaust.authorEl Labban, Abdulrahmanen
kaust.authorLI, LIANGen
kaust.authorBeaujuge, Pierreen
kaust.authorBude, Romainen
dc.relation.isSupplementedByWarnan, 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/cc13k8pmen
dc.relation.isSupplementedByDOI:10.5517/cc13k8pmen
dc.relation.isSupplementedByHANDLE:http://hdl.handle.net/10754/624376en
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