Synthesis of Acenaphthyl and Phenanthrene Based Fused-Aromatic Thienopyrazine Co-Polymers for Photovoltaic and Thin Film Transistor Applications

Handle URI:
http://hdl.handle.net/10754/599835
Title:
Synthesis of Acenaphthyl and Phenanthrene Based Fused-Aromatic Thienopyrazine Co-Polymers for Photovoltaic and Thin Film Transistor Applications
Authors:
Mondal, Rajib; Miyaki, Nobuyuki; Becerril, Hector A.; Norton, Joseph E.; Parmer, Jack; Mayer, Alex C.; Tang, Ming L.; Brédas, Jean-Luc; McGehee, Michael D.; Bao, Zhenan
Abstract:
Dithiophene and fluorene co-polymers containing fused aromatic thieno[3,4-b]pyrazine moieties were synthesized for organic thin film transistor (OTFT) and organic photovoltaic (OPV) applications. Suzuki and Stille polycondensation reactions were used for the polymerization. The band gap (Eg) of the polymers was tuned in the range of 1.15-1.6 eV to match the solar spectrum. Density functional theory calculations were carried out to rationalize the low band gaps. These polymers showed field effect mobility (μ) as high as 0.2 cm2/(V.s) with an on/off ratio as high as 106 in OTFT devices. Interestingly, one polymer in this class also showed ambipolar charge transport. Power conversion efficiency (PCE) up to 1.3% was achieved in bulk heterojunction solar cells, indicating that these materials are promising for OPV applications. © 2009 American Chemical Society.
Citation:
Mondal R, Miyaki N, Becerril HA, Norton JE, Parmer J, et al. (2009) Synthesis of Acenaphthyl and Phenanthrene Based Fused-Aromatic Thienopyrazine Co-Polymers for Photovoltaic and Thin Film Transistor Applications. Chem Mater 21: 3618–3628. Available: http://dx.doi.org/10.1021/cm900788e.
Publisher:
American Chemical Society (ACS)
Journal:
Chemistry of Materials
KAUST Grant Number:
KUS-C1-015-21
Issue Date:
11-Aug-2009
DOI:
10.1021/cm900788e
Type:
Article
ISSN:
0897-4756; 1520-5002
Sponsors:
This publication was partially based on work supported by the Center for Advanced Molecular Photovoltaics, Award No. KUS-C1-015-21, made by King Abdullah University of Science and Technology (KAUST). We also acknowledge support from the Global Climate and Energy Program (GCEP) and the Stanford Center for Polymer Interfaces and Macromolecular Assemblies (CPIMA). N.M. acknowledges support from JSR Corp., Japan. The work at Georgia Tech was also partly supported by the Office of Naval Research.
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Full metadata record

DC FieldValue Language
dc.contributor.authorMondal, Rajiben
dc.contributor.authorMiyaki, Nobuyukien
dc.contributor.authorBecerril, Hector A.en
dc.contributor.authorNorton, Joseph E.en
dc.contributor.authorParmer, Jacken
dc.contributor.authorMayer, Alex C.en
dc.contributor.authorTang, Ming L.en
dc.contributor.authorBrédas, Jean-Lucen
dc.contributor.authorMcGehee, Michael D.en
dc.contributor.authorBao, Zhenanen
dc.date.accessioned2016-02-28T06:10:57Zen
dc.date.available2016-02-28T06:10:57Zen
dc.date.issued2009-08-11en
dc.identifier.citationMondal R, Miyaki N, Becerril HA, Norton JE, Parmer J, et al. (2009) Synthesis of Acenaphthyl and Phenanthrene Based Fused-Aromatic Thienopyrazine Co-Polymers for Photovoltaic and Thin Film Transistor Applications. Chem Mater 21: 3618–3628. Available: http://dx.doi.org/10.1021/cm900788e.en
dc.identifier.issn0897-4756en
dc.identifier.issn1520-5002en
dc.identifier.doi10.1021/cm900788een
dc.identifier.urihttp://hdl.handle.net/10754/599835en
dc.description.abstractDithiophene and fluorene co-polymers containing fused aromatic thieno[3,4-b]pyrazine moieties were synthesized for organic thin film transistor (OTFT) and organic photovoltaic (OPV) applications. Suzuki and Stille polycondensation reactions were used for the polymerization. The band gap (Eg) of the polymers was tuned in the range of 1.15-1.6 eV to match the solar spectrum. Density functional theory calculations were carried out to rationalize the low band gaps. These polymers showed field effect mobility (μ) as high as 0.2 cm2/(V.s) with an on/off ratio as high as 106 in OTFT devices. Interestingly, one polymer in this class also showed ambipolar charge transport. Power conversion efficiency (PCE) up to 1.3% was achieved in bulk heterojunction solar cells, indicating that these materials are promising for OPV applications. © 2009 American Chemical Society.en
dc.description.sponsorshipThis publication was partially based on work supported by the Center for Advanced Molecular Photovoltaics, Award No. KUS-C1-015-21, made by King Abdullah University of Science and Technology (KAUST). We also acknowledge support from the Global Climate and Energy Program (GCEP) and the Stanford Center for Polymer Interfaces and Macromolecular Assemblies (CPIMA). N.M. acknowledges support from JSR Corp., Japan. The work at Georgia Tech was also partly supported by the Office of Naval Research.en
dc.publisherAmerican Chemical Society (ACS)en
dc.titleSynthesis of Acenaphthyl and Phenanthrene Based Fused-Aromatic Thienopyrazine Co-Polymers for Photovoltaic and Thin Film Transistor Applicationsen
dc.typeArticleen
dc.identifier.journalChemistry of Materialsen
dc.contributor.institutionStanford University, Palo Alto, United Statesen
dc.contributor.institutionJSR Corporation, Tokyo, Japanen
dc.contributor.institutionGeorgia Institute of Technology, Atlanta, United Statesen
kaust.grant.numberKUS-C1-015-21en
kaust.grant.fundedcenterCenter for Advanced Molecular Photovoltaics (CAMP)en
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