Solution-Processed Organic Solar Cells with Power Conversion Efficiencies of 2.5% using Benzothiadiazole/Imide-Based Acceptors

Handle URI:
http://hdl.handle.net/10754/599668
Title:
Solution-Processed Organic Solar Cells with Power Conversion Efficiencies of 2.5% using Benzothiadiazole/Imide-Based Acceptors
Authors:
Bloking, Jason T.; Han, Xu; Higgs, Andrew T.; Kastrop, John P.; Pandey, Laxman; Norton, Joseph E.; Risko, Chad; Chen, Cynthia E.; Brédas, Jean-Luc; McGehee, Michael D.; Sellinger, Alan
Abstract:
A new series of electron-deficient molecules based on a central benzothiadiazole moiety flanked with vinylimides has been synthesized via Heck chemistry and used in solution-processed organic photovoltaics (OPV). Two new compounds, 4,7-bis(4-(N-hexyl-phthalimide)vinyl)benzo[c]1,2,5-thiadiazole (PI-BT) and 4,7-bis(4-(N-hexyl-naphthalimide)vinyl)benzo[c]1,2,5-thiadiazole (NI-BT), show significantly different behaviors in bulk heterojunction (BHJ) solar cells using poly(3-hexylthiophene) (P3HT) as the electron donor. Two-dimensional grazing incidence X-ray scattering (2D GIXS) experiments demonstrate that PI-BT shows significant crystallization in spin-coated thin films, whereas NI-BT does not. Density functional theory (DFT) calculations predict that while PI-BT maintains a planar structure in the ground state, steric interactions cause a twist in the NI-BT molecule, likely preventing significant crystallization. In BHJ solar cells with P3HT as donor, PI-BT devices achieved a large open-circuit voltage of 0.96 V and a maximum device power-conversion efficiency of 2.54%, whereas NI-BT containing devices only achieved 0.1% power-conversion efficiency. © 2011 American Chemical Society.
Citation:
Bloking JT, Han X, Higgs AT, Kastrop JP, Pandey L, et al. (2011) Solution-Processed Organic Solar Cells with Power Conversion Efficiencies of 2.5% using Benzothiadiazole/Imide-Based Acceptors. Chem Mater 23: 5484–5490. Available: http://dx.doi.org/10.1021/cm203111k.
Publisher:
American Chemical Society (ACS)
Journal:
Chemistry of Materials
KAUST Grant Number:
KUS-C1-015-21
Issue Date:
27-Dec-2011
DOI:
10.1021/cm203111k
Type:
Article
ISSN:
0897-4756; 1520-5002
Sponsors:
This project was funded by the Center for Advanced Molecular Photovoltaics (CAMP), Award No. KUS-C1-015-21, made by King Abdullah University of Science and Technology (KAUST), and by the Global Climate and Energy Project (GCEP), Award No. 1138721. We also thank Dr. Peng Wei for the TGA measurement.
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Full metadata record

DC FieldValue Language
dc.contributor.authorBloking, Jason T.en
dc.contributor.authorHan, Xuen
dc.contributor.authorHiggs, Andrew T.en
dc.contributor.authorKastrop, John P.en
dc.contributor.authorPandey, Laxmanen
dc.contributor.authorNorton, Joseph E.en
dc.contributor.authorRisko, Chaden
dc.contributor.authorChen, Cynthia E.en
dc.contributor.authorBrédas, Jean-Lucen
dc.contributor.authorMcGehee, Michael D.en
dc.contributor.authorSellinger, Alanen
dc.date.accessioned2016-02-28T06:07:07Zen
dc.date.available2016-02-28T06:07:07Zen
dc.date.issued2011-12-27en
dc.identifier.citationBloking JT, Han X, Higgs AT, Kastrop JP, Pandey L, et al. (2011) Solution-Processed Organic Solar Cells with Power Conversion Efficiencies of 2.5% using Benzothiadiazole/Imide-Based Acceptors. Chem Mater 23: 5484–5490. Available: http://dx.doi.org/10.1021/cm203111k.en
dc.identifier.issn0897-4756en
dc.identifier.issn1520-5002en
dc.identifier.doi10.1021/cm203111ken
dc.identifier.urihttp://hdl.handle.net/10754/599668en
dc.description.abstractA new series of electron-deficient molecules based on a central benzothiadiazole moiety flanked with vinylimides has been synthesized via Heck chemistry and used in solution-processed organic photovoltaics (OPV). Two new compounds, 4,7-bis(4-(N-hexyl-phthalimide)vinyl)benzo[c]1,2,5-thiadiazole (PI-BT) and 4,7-bis(4-(N-hexyl-naphthalimide)vinyl)benzo[c]1,2,5-thiadiazole (NI-BT), show significantly different behaviors in bulk heterojunction (BHJ) solar cells using poly(3-hexylthiophene) (P3HT) as the electron donor. Two-dimensional grazing incidence X-ray scattering (2D GIXS) experiments demonstrate that PI-BT shows significant crystallization in spin-coated thin films, whereas NI-BT does not. Density functional theory (DFT) calculations predict that while PI-BT maintains a planar structure in the ground state, steric interactions cause a twist in the NI-BT molecule, likely preventing significant crystallization. In BHJ solar cells with P3HT as donor, PI-BT devices achieved a large open-circuit voltage of 0.96 V and a maximum device power-conversion efficiency of 2.54%, whereas NI-BT containing devices only achieved 0.1% power-conversion efficiency. © 2011 American Chemical Society.en
dc.description.sponsorshipThis project was funded by the Center for Advanced Molecular Photovoltaics (CAMP), Award No. KUS-C1-015-21, made by King Abdullah University of Science and Technology (KAUST), and by the Global Climate and Energy Project (GCEP), Award No. 1138721. We also thank Dr. Peng Wei for the TGA measurement.en
dc.publisherAmerican Chemical Society (ACS)en
dc.subjectelectron acceptorsen
dc.subjectn-type materialsen
dc.subjectorganic electronicsen
dc.subjectphotovoltaic devicesen
dc.subjectsolar cellsen
dc.titleSolution-Processed Organic Solar Cells with Power Conversion Efficiencies of 2.5% using Benzothiadiazole/Imide-Based Acceptorsen
dc.typeArticleen
dc.identifier.journalChemistry of Materialsen
dc.contributor.institutionStanford University, Palo Alto, United Statesen
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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