All-polymer photovoltaic devices of poly(3-(4-n-octyl)-phenylthiophene) from grignard metathesis (GRIM) polymerization

Thomas W. Holcombe; Claire H. Woo; David F.J. Kavulak; Barry C. Thompson; Jean Frechet

doi:10.1021/ja9059359

All-polymer photovoltaic devices of poly(3-(4-n-octyl)-phenylthiophene) from grignard metathesis (GRIM) polymerization

Thomas W. Holcombe, Claire H. Woo, David F.J. Kavulak, Barry C. Thompson, Jean Frechet

Research output: Contribution to journal › Article › peer-review

162 Scopus citations

Abstract

(Graph Presented) The synthesis of poly[3-(4-n-octyl)-phenylthiophene] (POPT) from Grignard Metathesis (GRIM) is reported. GRIM POPT is found to have favorable electronic, optical, and processing properties for organic photovoltaics (OPVs). Space-charge limited current and field effect transistor measurements for POPT yielded hole mobilities of 1 × 10^-4 cm²/(V s) and 0.05 cm²/(V s), respectively. Spincasting GRIM POPT from chlorobenzene yields a thin film with a 1.8 eV band gap, and PC₆₁BM:POPT bulk heterojection devices provide a peak performance of 3.1%. Additionally, an efficiency of 2.0% is achieved in an all-polymer, bilayer OPV using poly[2-methoxy-5-(2′-ethylhexyloxy)-1,4-(1-cyanovinylene) phenylene] (CNPPV) as an acceptor. This state-of-the-art all-polymer device is analyzed in comparison to the analogous poly(3-hexylthiophene) (P3HT)/CNPPV device. Counter to expectations based on more favorable energy level alignment, greater active layer light absorption, and similar hole mobility, P3HT/CNPPV devices perform less well than POPT/CNPPV devices with a peak efficiency of 0.93%.

Original language	English (US)
Pages (from-to)	14160-14161
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	131
Issue number	40
DOIs	https://doi.org/10.1021/ja9059359
State	Published - Oct 14 2009
Externally published	Yes

ASJC Scopus subject areas

General Chemistry
Biochemistry
Catalysis
Colloid and Surface Chemistry

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10.1021/ja9059359

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@article{cb9aae13f8eb4c509e7018eefa7e7d76,

title = "All-polymer photovoltaic devices of poly(3-(4-n-octyl)-phenylthiophene) from grignard metathesis (GRIM) polymerization",

abstract = "(Graph Presented) The synthesis of poly[3-(4-n-octyl)-phenylthiophene] (POPT) from Grignard Metathesis (GRIM) is reported. GRIM POPT is found to have favorable electronic, optical, and processing properties for organic photovoltaics (OPVs). Space-charge limited current and field effect transistor measurements for POPT yielded hole mobilities of 1 × 10-4 cm2/(V s) and 0.05 cm2/(V s), respectively. Spincasting GRIM POPT from chlorobenzene yields a thin film with a 1.8 eV band gap, and PC61BM:POPT bulk heterojection devices provide a peak performance of 3.1%. Additionally, an efficiency of 2.0% is achieved in an all-polymer, bilayer OPV using poly[2-methoxy-5-(2′-ethylhexyloxy)-1,4-(1-cyanovinylene) phenylene] (CNPPV) as an acceptor. This state-of-the-art all-polymer device is analyzed in comparison to the analogous poly(3-hexylthiophene) (P3HT)/CNPPV device. Counter to expectations based on more favorable energy level alignment, greater active layer light absorption, and similar hole mobility, P3HT/CNPPV devices perform less well than POPT/CNPPV devices with a peak efficiency of 0.93%.",

author = "Holcombe, {Thomas W.} and Woo, {Claire H.} and Kavulak, {David F.J.} and Thompson, {Barry C.} and Jean Frechet",

note = "KAUST Repository Item: Exported on 2020-10-01 Acknowledged KAUST grant number(s): KUS-C1-015-21 Acknowledgements: This work was supported by the U.S. Department of Energy under Contract No. DE-AC02-05CH11231 and in part by the King Abdullah University of Science and Technology (KAUST) Center for Advanced Molecular Photovoltaics (Award No. KUS-C1-015-21). T.W.H. and C.H.W. thank the NSF for graduate research fellowships. We also thank Jill E. Millstone and Alejandro L. Briseno for helpful discussions. This publication acknowledges KAUST support, but has no KAUST affiliated authors.",

year = "2009",

month = oct,

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doi = "10.1021/ja9059359",

language = "English (US)",

volume = "131",

pages = "14160--14161",

journal = "Journal of the American Chemical Society",

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T1 - All-polymer photovoltaic devices of poly(3-(4-n-octyl)-phenylthiophene) from grignard metathesis (GRIM) polymerization

AU - Holcombe, Thomas W.

AU - Woo, Claire H.

AU - Kavulak, David F.J.

AU - Thompson, Barry C.

AU - Frechet, Jean

N1 - KAUST Repository Item: Exported on 2020-10-01 Acknowledged KAUST grant number(s): KUS-C1-015-21 Acknowledgements: This work was supported by the U.S. Department of Energy under Contract No. DE-AC02-05CH11231 and in part by the King Abdullah University of Science and Technology (KAUST) Center for Advanced Molecular Photovoltaics (Award No. KUS-C1-015-21). T.W.H. and C.H.W. thank the NSF for graduate research fellowships. We also thank Jill E. Millstone and Alejandro L. Briseno for helpful discussions. This publication acknowledges KAUST support, but has no KAUST affiliated authors.

PY - 2009/10/14

Y1 - 2009/10/14

N2 - (Graph Presented) The synthesis of poly[3-(4-n-octyl)-phenylthiophene] (POPT) from Grignard Metathesis (GRIM) is reported. GRIM POPT is found to have favorable electronic, optical, and processing properties for organic photovoltaics (OPVs). Space-charge limited current and field effect transistor measurements for POPT yielded hole mobilities of 1 × 10-4 cm2/(V s) and 0.05 cm2/(V s), respectively. Spincasting GRIM POPT from chlorobenzene yields a thin film with a 1.8 eV band gap, and PC61BM:POPT bulk heterojection devices provide a peak performance of 3.1%. Additionally, an efficiency of 2.0% is achieved in an all-polymer, bilayer OPV using poly[2-methoxy-5-(2′-ethylhexyloxy)-1,4-(1-cyanovinylene) phenylene] (CNPPV) as an acceptor. This state-of-the-art all-polymer device is analyzed in comparison to the analogous poly(3-hexylthiophene) (P3HT)/CNPPV device. Counter to expectations based on more favorable energy level alignment, greater active layer light absorption, and similar hole mobility, P3HT/CNPPV devices perform less well than POPT/CNPPV devices with a peak efficiency of 0.93%.

AB - (Graph Presented) The synthesis of poly[3-(4-n-octyl)-phenylthiophene] (POPT) from Grignard Metathesis (GRIM) is reported. GRIM POPT is found to have favorable electronic, optical, and processing properties for organic photovoltaics (OPVs). Space-charge limited current and field effect transistor measurements for POPT yielded hole mobilities of 1 × 10-4 cm2/(V s) and 0.05 cm2/(V s), respectively. Spincasting GRIM POPT from chlorobenzene yields a thin film with a 1.8 eV band gap, and PC61BM:POPT bulk heterojection devices provide a peak performance of 3.1%. Additionally, an efficiency of 2.0% is achieved in an all-polymer, bilayer OPV using poly[2-methoxy-5-(2′-ethylhexyloxy)-1,4-(1-cyanovinylene) phenylene] (CNPPV) as an acceptor. This state-of-the-art all-polymer device is analyzed in comparison to the analogous poly(3-hexylthiophene) (P3HT)/CNPPV device. Counter to expectations based on more favorable energy level alignment, greater active layer light absorption, and similar hole mobility, P3HT/CNPPV devices perform less well than POPT/CNPPV devices with a peak efficiency of 0.93%.

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U2 - 10.1021/ja9059359

DO - 10.1021/ja9059359

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VL - 131

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EP - 14161

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 40

ER -

All-polymer photovoltaic devices of poly(3-(4-n-octyl)-phenylthiophene) from grignard metathesis (GRIM) polymerization

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