Thiophene-rich fused-aromatic thienopyrazine acceptor for donor–acceptor low band-gap polymers for OTFT and polymer solar cell applications

Handle URI:
http://hdl.handle.net/10754/600011
Title:
Thiophene-rich fused-aromatic thienopyrazine acceptor for donor–acceptor low band-gap polymers for OTFT and polymer solar cell applications
Authors:
Mondal, Rajib; Becerril, Hector A.; Verploegen, Eric; Kim, Dongwook; Norton, Joseph E.; Ko, Sangwon; Miyaki, Nobuyuki; Lee, Sangjun; Toney, Michael F.; Brédas, Jean-Luc; McGehee, Michael D.; Bao, Zhenan
Abstract:
Thiophene enriched fused-aromatic thieno[3,4-b]pyrazine systems were designed and employed to produce low band gap polymers (Eg = 1.0-1.4 eV) when copolymerized with fluorene and cyclopentadithiophene. The copolymers are mainly investigated for organic thin film transistor and organic photovoltaic applications. Molecular packing in the thin films of these polymers was investigated using Grazing incidence X-ray Scattering. Although both fluorene and cyclopentadithiophene polymers follow similar face to face π-π stacking, the latter polymers show much smaller lamellar d-spacings due to side-chain interdigitation between the lamellae. This lead to the higher charge carrier mobilities in cyclopentadithiophene polymers (up to 0.044 cm2/V.s) compared to fluorene polymers (up to 8.1 × 10-3 cm2/V.s). Power conversion efficiency of 1.4% was achieved using fluorene copolymer in solar cells with a fullerene derivative as an acceptor. Although the cyclopentadithiophene polymers show lower band gaps with higher absorption coefficients compared to fluorene copolymers, but the power conversion efficiencies in solar cells of these polymers are low due to their low ionization potentials. © The Royal Society of Chemistry 2010.
Citation:
Mondal R, Becerril HA, Verploegen E, Kim D, Norton JE, et al. (2010) Thiophene-rich fused-aromatic thienopyrazine acceptor for donor–acceptor low band-gap polymers for OTFT and polymer solar cell applications. J Mater Chem 20: 5823. Available: http://dx.doi.org/10.1039/c0jm00903b.
Publisher:
Royal Society of Chemistry (RSC)
Journal:
Journal of Materials Chemistry
KAUST Grant Number:
KUS-C1-015-21
Issue Date:
2010
DOI:
10.1039/c0jm00903b
Type:
Article
ISSN:
0959-9428; 1364-5501
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 facility usage at the Stanford Center for Polymer Interfaces and Macromolecular Assemblies (CPIMA). Portions of this research were carried out at the Stanford Synchrotron Radiation Lightsource, a national user facility operated by Stanford University on behalf of the U.S. Department of Energy, Office of Basic Energy Sciences. R.M thanks Jack E. Parmer, George Margulis, and Eric Hoke for their help.
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DC FieldValue Language
dc.contributor.authorMondal, Rajiben
dc.contributor.authorBecerril, Hector A.en
dc.contributor.authorVerploegen, Ericen
dc.contributor.authorKim, Dongwooken
dc.contributor.authorNorton, Joseph E.en
dc.contributor.authorKo, Sangwonen
dc.contributor.authorMiyaki, Nobuyukien
dc.contributor.authorLee, Sangjunen
dc.contributor.authorToney, Michael F.en
dc.contributor.authorBrédas, Jean-Lucen
dc.contributor.authorMcGehee, Michael D.en
dc.contributor.authorBao, Zhenanen
dc.date.accessioned2016-02-28T06:34:19Zen
dc.date.available2016-02-28T06:34:19Zen
dc.date.issued2010en
dc.identifier.citationMondal R, Becerril HA, Verploegen E, Kim D, Norton JE, et al. (2010) Thiophene-rich fused-aromatic thienopyrazine acceptor for donor–acceptor low band-gap polymers for OTFT and polymer solar cell applications. J Mater Chem 20: 5823. Available: http://dx.doi.org/10.1039/c0jm00903b.en
dc.identifier.issn0959-9428en
dc.identifier.issn1364-5501en
dc.identifier.doi10.1039/c0jm00903ben
dc.identifier.urihttp://hdl.handle.net/10754/600011en
dc.description.abstractThiophene enriched fused-aromatic thieno[3,4-b]pyrazine systems were designed and employed to produce low band gap polymers (Eg = 1.0-1.4 eV) when copolymerized with fluorene and cyclopentadithiophene. The copolymers are mainly investigated for organic thin film transistor and organic photovoltaic applications. Molecular packing in the thin films of these polymers was investigated using Grazing incidence X-ray Scattering. Although both fluorene and cyclopentadithiophene polymers follow similar face to face π-π stacking, the latter polymers show much smaller lamellar d-spacings due to side-chain interdigitation between the lamellae. This lead to the higher charge carrier mobilities in cyclopentadithiophene polymers (up to 0.044 cm2/V.s) compared to fluorene polymers (up to 8.1 × 10-3 cm2/V.s). Power conversion efficiency of 1.4% was achieved using fluorene copolymer in solar cells with a fullerene derivative as an acceptor. Although the cyclopentadithiophene polymers show lower band gaps with higher absorption coefficients compared to fluorene copolymers, but the power conversion efficiencies in solar cells of these polymers are low due to their low ionization potentials. © The Royal Society of Chemistry 2010.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 facility usage at the Stanford Center for Polymer Interfaces and Macromolecular Assemblies (CPIMA). Portions of this research were carried out at the Stanford Synchrotron Radiation Lightsource, a national user facility operated by Stanford University on behalf of the U.S. Department of Energy, Office of Basic Energy Sciences. R.M thanks Jack E. Parmer, George Margulis, and Eric Hoke for their help.en
dc.publisherRoyal Society of Chemistry (RSC)en
dc.titleThiophene-rich fused-aromatic thienopyrazine acceptor for donor–acceptor low band-gap polymers for OTFT and polymer solar cell applicationsen
dc.typeArticleen
dc.identifier.journalJournal of Materials Chemistryen
dc.contributor.institutionStanford University, Palo Alto, United Statesen
dc.contributor.institutionGeorgia Institute of Technology, Atlanta, United Statesen
dc.contributor.institutionStanford Synchrotron Radiation Laboratory, Menlo Park, United Statesen
kaust.grant.numberKUS-C1-015-21en
kaust.grant.fundedcenterCenter for Advanced Molecular Photovoltaics (CAMP)en
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