Efficient small molecule bulk heterojunction solar cells with high fill factors via pyrene-directed molecular self-assembly

Olivia P. Lee; Alan T. Yiu; Pierre Beaujuge; Claire Woo; Thomas W. Holcombe; Jill E. Millstone; Jessica D. Douglas; Mark S. Chen; Jean Frechet

doi:10.1002/adma.201103177

Efficient small molecule bulk heterojunction solar cells with high fill factors via pyrene-directed molecular self-assembly

Olivia P. Lee, Alan T. Yiu, Pierre Beaujuge, Claire Woo, Thomas W. Holcombe, Jill E. Millstone, Jessica D. Douglas, Mark S. Chen, Jean Frechet

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

366 Scopus citations

Abstract

Efficient organic photovoltaic (OPV) materials are constructed by attaching completely planar, symmetric end-groups to donor-acceptor electroactive small molecules. Appending C2-pyrene as the small molecule end-group to a diketopyrrolopyrrole core leads to materials with a tight, aligned crystal packing and favorable morphology dictated by π-π interactions, resulting in high power conversion efficiencies and high fill factors. The use of end-groups to direct molecular self-assembly is an effective strategy for designing high-performance small molecule OPV devices. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Original language	English (US)
Pages (from-to)	5359-5363
Number of pages	5
Journal	Advanced Materials
Volume	23
Issue number	45
DOIs	https://doi.org/10.1002/adma.201103177
State	Published - Oct 21 2011

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: This work was supported by the Director, Office of Science, Office of Basic Energy Sciences, Materials Sciences and Engineering Division, of the U.S. Department of Energy under Contract No. DE-AC02-05CH11231. Portions of this research were carried out at the Stanford Synchrotron Radiation Laboratory, a national user facility operated by Stanford University on behalf of the U.S. Department of Energy, Office of Basic Energy Sciences. C.H.W. and T.W.H. thank the National Science Foundation for graduate student fellowships, and M.S.C. thanks the Camille and Henry Dreyfus Postdoctoral Program in Environmental Chemistry for fellowship. The authors thank Dr. Antonio DiPasquale for acquiring the crystal structure.

ASJC Scopus subject areas

Mechanics of Materials
General Materials Science
Mechanical Engineering

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1002/adma.201103177

Cite this

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title = "Efficient small molecule bulk heterojunction solar cells with high fill factors via pyrene-directed molecular self-assembly",

abstract = "Efficient organic photovoltaic (OPV) materials are constructed by attaching completely planar, symmetric end-groups to donor-acceptor electroactive small molecules. Appending C2-pyrene as the small molecule end-group to a diketopyrrolopyrrole core leads to materials with a tight, aligned crystal packing and favorable morphology dictated by π-π interactions, resulting in high power conversion efficiencies and high fill factors. The use of end-groups to direct molecular self-assembly is an effective strategy for designing high-performance small molecule OPV devices. Copyright {\textcopyright} 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.",

author = "Lee, {Olivia P.} and Yiu, {Alan T.} and Pierre Beaujuge and Claire Woo and Holcombe, {Thomas W.} and Millstone, {Jill E.} and Douglas, {Jessica D.} and Chen, {Mark S.} and Jean Frechet",

note = "KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: This work was supported by the Director, Office of Science, Office of Basic Energy Sciences, Materials Sciences and Engineering Division, of the U.S. Department of Energy under Contract No. DE-AC02-05CH11231. Portions of this research were carried out at the Stanford Synchrotron Radiation Laboratory, a national user facility operated by Stanford University on behalf of the U.S. Department of Energy, Office of Basic Energy Sciences. C.H.W. and T.W.H. thank the National Science Foundation for graduate student fellowships, and M.S.C. thanks the Camille and Henry Dreyfus Postdoctoral Program in Environmental Chemistry for fellowship. The authors thank Dr. Antonio DiPasquale for acquiring the crystal structure.",

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AU - Millstone, Jill E.

AU - Douglas, Jessica D.

AU - Chen, Mark S.

AU - Frechet, Jean

N1 - KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: This work was supported by the Director, Office of Science, Office of Basic Energy Sciences, Materials Sciences and Engineering Division, of the U.S. Department of Energy under Contract No. DE-AC02-05CH11231. Portions of this research were carried out at the Stanford Synchrotron Radiation Laboratory, a national user facility operated by Stanford University on behalf of the U.S. Department of Energy, Office of Basic Energy Sciences. C.H.W. and T.W.H. thank the National Science Foundation for graduate student fellowships, and M.S.C. thanks the Camille and Henry Dreyfus Postdoctoral Program in Environmental Chemistry for fellowship. The authors thank Dr. Antonio DiPasquale for acquiring the crystal structure.

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Efficient small molecule bulk heterojunction solar cells with high fill factors via pyrene-directed molecular self-assembly

Abstract

Bibliographical note

ASJC Scopus subject areas

UN SDGs

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CCDC 831594: Experimental Crystal Structure Determination : 2,5-bis(2-octyldodecyl)-3,6-bis(5-(pyren-2-yl)-2-thienyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione

Cite this

Efficient small molecule bulk heterojunction solar cells with high fill factors via pyrene-directed molecular self-assembly

Abstract

Bibliographical note

ASJC Scopus subject areas

UN SDGs

Access to Document

Other files and links

Fingerprint

Datasets

CCDC 831594: Experimental Crystal Structure Determination : 2,5-bis(2-octyldodecyl)-3,6-bis(5-(pyren-2-yl)-2-thienyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione

Cite this