skip to main content
DOE PAGES title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Covalently Bound Clusters of Alpha-Substituted PDI—Rival Electron Acceptors to Fullerene for Organic Solar Cells

Abstract

Here, a cluster type of electron acceptor, TPB, bearing four α-perylenediimides (PDIs), was developed, in which the four PDIs form a cross-like molecular conformation while still partially conjugated with the BDT-Th core. The blend TPB:PTB7-Th films shows favorable morphology and efficient charge dissociation. The inverted solar cells exhibited the highest PCE of 8.47 % with the extraordinary high J sc values (>18 mA/cm 2), comparable with those of the corresponding PC 71BM/PBT7-Th based solar cells.

Authors:
 [1];  [2];  [2];  [3];  [2]
  1. Univ. of Chicago, IL (United States). James Franck Inst., Dept. of Chemistry
  2. Univ. of Chicago, IL (United States). James Franck Inst., Dept. of Chemistry
  3. Argonne National Lab. (ANL), Argonne, IL (United States). Materials Science Division; Univ. of Chicago, IL (United States). Inst. for Molecular Engineering
Publication Date:
Research Org.:
Argonne National Lab. (ANL), Argonne, IL (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22)
OSTI Identifier:
1352625
Grant/Contract Number:  
AC02-06CH11357; DMR-1263006; SC0001059
Resource Type:
Accepted Manuscript
Journal Name:
Journal of the American Chemical Society
Additional Journal Information:
Journal Volume: 138; Journal Issue: 23; Journal ID: ISSN 0002-7863
Publisher:
American Chemical Society (ACS)
Country of Publication:
United States
Language:
English
Subject:
14 SOLAR ENERGY; 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Wu, Qinghe, Zhao, Donglin, Schneider, Alexander M., Chen, Wei, and Yu, Luping. Covalently Bound Clusters of Alpha-Substituted PDI—Rival Electron Acceptors to Fullerene for Organic Solar Cells. United States: N. p., 2016. Web. doi:10.1021/jacs.6b03562.
Wu, Qinghe, Zhao, Donglin, Schneider, Alexander M., Chen, Wei, & Yu, Luping. Covalently Bound Clusters of Alpha-Substituted PDI—Rival Electron Acceptors to Fullerene for Organic Solar Cells. United States. doi:10.1021/jacs.6b03562.
Wu, Qinghe, Zhao, Donglin, Schneider, Alexander M., Chen, Wei, and Yu, Luping. Tue . "Covalently Bound Clusters of Alpha-Substituted PDI—Rival Electron Acceptors to Fullerene for Organic Solar Cells". United States. doi:10.1021/jacs.6b03562. https://www.osti.gov/servlets/purl/1352625.
@article{osti_1352625,
title = {Covalently Bound Clusters of Alpha-Substituted PDI—Rival Electron Acceptors to Fullerene for Organic Solar Cells},
author = {Wu, Qinghe and Zhao, Donglin and Schneider, Alexander M. and Chen, Wei and Yu, Luping},
abstractNote = {Here, a cluster type of electron acceptor, TPB, bearing four α-perylenediimides (PDIs), was developed, in which the four PDIs form a cross-like molecular conformation while still partially conjugated with the BDT-Th core. The blend TPB:PTB7-Th films shows favorable morphology and efficient charge dissociation. The inverted solar cells exhibited the highest PCE of 8.47 % with the extraordinary high Jsc values (>18 mA/cm2), comparable with those of the corresponding PC71BM/PBT7-Th based solar cells.},
doi = {10.1021/jacs.6b03562},
journal = {Journal of the American Chemical Society},
number = 23,
volume = 138,
place = {United States},
year = {2016},
month = {5}
}

Journal Article:
Free Publicly Available Full Text
Publisher's Version of Record

Citation Metrics:
Cited by: 153 works
Citation information provided by
Web of Science

Save / Share:

Works referencing / citing this record:

Electron Delocalization in Perylene Diimide Helicenes
journal, September 2016

  • Schuster, Nathaniel J.; Paley, Daniel W.; Jockusch, Steffen
  • Angewandte Chemie International Edition, Vol. 55, Issue 43
  • DOI: 10.1002/anie.201607878

Electron-Transporting Bis(heterotetracenes) with Tunable Helical Packing
journal, June 2018

  • Zeng, Cheng; Xiao, Chengyi; Feng, Xinliang
  • Angewandte Chemie International Edition, Vol. 57, Issue 34
  • DOI: 10.1002/anie.201805614

Isomeric N-Annulated Perylene Diimide Dimers for Organic Solar Cells
journal, March 2018

  • Ma, Zetong; Fu, Huiting; Meng, Dong
  • Chemistry - An Asian Journal, Vol. 13, Issue 8
  • DOI: 10.1002/asia.201800058

Material insights and challenges for non-fullerene organic solar cells based on small molecular acceptors
journal, July 2018


Naphtho[2,3-b]thiophene diimide (NTI): a mono-functionalisable core-extended naphthalene diimide for electron-deficient architectures
journal, January 2016

  • Chen, Wangqiao; Nakano, Masahiro; Kim, Ji-Hoon
  • Journal of Materials Chemistry C, Vol. 4, Issue 38
  • DOI: 10.1039/c6tc03476d

Catalyst-free one-step synthesis of ortho-tetraaryl perylene diimides for efficient OPV non-fullerene acceptors
journal, January 2017

  • Li, Xiangchun; Wang, Hengbin; Schneider, Julia A.
  • Journal of Materials Chemistry C, Vol. 5, Issue 11
  • DOI: 10.1039/c7tc00263g

Rylene annulated phthalocyanine: a fully conjugated block for the construction of a supramolecular two-dimensional framework
journal, January 2018

  • Feng, Jiajing; Fu, Lulu; Huang, Tengda
  • Chemical Communications, Vol. 54, Issue 53
  • DOI: 10.1039/c8cc01216d

Molecular assembly-induced charge transfer between a mixed (phthalocyaninato)(porphyrinato) yttrium triple-decker and a fullerene
journal, January 2019

  • Wang, Chiming; Wang, Hailong; Liu, Chenxi
  • Inorganic Chemistry Frontiers, Vol. 6, Issue 3
  • DOI: 10.1039/c8qi01340c

Stable P3HT: amorphous non-fullerene solar cells with a high open-circuit voltage of 1 V and efficiency of 4%
journal, January 2019

  • Lee, HyunKyung; Oh, Sora; Song, Chang Eun
  • RSC Advances, Vol. 9, Issue 36
  • DOI: 10.1039/c9ra03188j

Simply planarizing nonfused perylene diimide based acceptors toward promising non-fullerene solar cells
journal, January 2019

  • Bian, Gao-Feng; Zhao, Feng; Lau, Tsz-Ki
  • Journal of Materials Chemistry C, Vol. 7, Issue 26
  • DOI: 10.1039/c9tc02013f

Propeller-Shaped Aluminum Complexes with an Azaperylene Core in the Ligands
journal, September 2019


Head-to-Head Linkage Containing Bithiophene-Based Polymeric Semiconductors for Highly Efficient Polymer Solar Cells
journal, September 2016


Mapping Polymer Donors toward High-Efficiency Fullerene Free Organic Solar Cells
journal, November 2016


Single-Junction Binary-Blend Nonfullerene Polymer Solar Cells with 12.1% Efficiency
journal, March 2017


Eco-Friendly Solvent-Processed Fullerene-Free Polymer Solar Cells with over 9.7% Efficiency and Long-Term Performance Stability
journal, June 2017

  • Park, Gi Eun; Choi, Suna; Park, Seo Yeon
  • Advanced Energy Materials, Vol. 7, Issue 19
  • DOI: 10.1002/aenm.201700566

Next-generation organic photovoltaics based on non-fullerene acceptors
journal, February 2018


Ring fusion attenuates the device performance: star-shaped long helical perylene diimide based non-fullerene acceptors
journal, January 2019

  • Wu, Mingliang; Yi, Jian-Peng; Hu, Juan
  • Journal of Materials Chemistry C, Vol. 7, Issue 31
  • DOI: 10.1039/c9tc02150g

A helical perylene diimide-based acceptor for non-fullerene organic solar cells: synthesis, morphology and exciton dynamics
journal, May 2018

  • Chen, Li; Wu, Mingliang; Shao, Guangwei
  • Royal Society Open Science, Vol. 5, Issue 5
  • DOI: 10.1098/rsos.172041

Head-to-Head Linkage Containing Bithiophene-Based Polymeric Semiconductors for Highly Efficient Polymer Solar Cells
journal, September 2016


Mapping Polymer Donors toward High-Efficiency Fullerene Free Organic Solar Cells
journal, November 2016


Single-Junction Binary-Blend Nonfullerene Polymer Solar Cells with 12.1% Efficiency
journal, March 2017


Eco-Friendly Solvent-Processed Fullerene-Free Polymer Solar Cells with over 9.7% Efficiency and Long-Term Performance Stability
journal, June 2017

  • Park, Gi Eun; Choi, Suna; Park, Seo Yeon
  • Advanced Energy Materials, Vol. 7, Issue 19
  • DOI: 10.1002/aenm.201700566

Electron Delocalization in Perylene Diimide Helicenes
journal, September 2016

  • Schuster, Nathaniel J.; Paley, Daniel W.; Jockusch, Steffen
  • Angewandte Chemie, Vol. 128, Issue 43
  • DOI: 10.1002/ange.201607878

Electron-Transporting Bis(heterotetracenes) with Tunable Helical Packing
journal, June 2018

  • Zeng, Cheng; Xiao, Chengyi; Feng, Xinliang
  • Angewandte Chemie International Edition, Vol. 57, Issue 34
  • DOI: 10.1002/anie.201805614

Isomeric N-Annulated Perylene Diimide Dimers for Organic Solar Cells
journal, March 2018

  • Ma, Zetong; Fu, Huiting; Meng, Dong
  • Chemistry - An Asian Journal, Vol. 13, Issue 8
  • DOI: 10.1002/asia.201800058

Material insights and challenges for non-fullerene organic solar cells based on small molecular acceptors
journal, July 2018


Next-generation organic photovoltaics based on non-fullerene acceptors
journal, February 2018


Naphtho[2,3-b]thiophene diimide (NTI): a mono-functionalisable core-extended naphthalene diimide for electron-deficient architectures
journal, January 2016

  • Chen, Wangqiao; Nakano, Masahiro; Kim, Ji-Hoon
  • Journal of Materials Chemistry C, Vol. 4, Issue 38
  • DOI: 10.1039/c6tc03476d

Catalyst-free one-step synthesis of ortho-tetraaryl perylene diimides for efficient OPV non-fullerene acceptors
journal, January 2017

  • Li, Xiangchun; Wang, Hengbin; Schneider, Julia A.
  • Journal of Materials Chemistry C, Vol. 5, Issue 11
  • DOI: 10.1039/c7tc00263g

Rylene annulated phthalocyanine: a fully conjugated block for the construction of a supramolecular two-dimensional framework
journal, January 2018

  • Feng, Jiajing; Fu, Lulu; Huang, Tengda
  • Chemical Communications, Vol. 54, Issue 53
  • DOI: 10.1039/c8cc01216d

Molecular assembly-induced charge transfer between a mixed (phthalocyaninato)(porphyrinato) yttrium triple-decker and a fullerene
journal, January 2019

  • Wang, Chiming; Wang, Hailong; Liu, Chenxi
  • Inorganic Chemistry Frontiers, Vol. 6, Issue 3
  • DOI: 10.1039/c8qi01340c

Stable P3HT: amorphous non-fullerene solar cells with a high open-circuit voltage of 1 V and efficiency of 4%
journal, January 2019

  • Lee, HyunKyung; Oh, Sora; Song, Chang Eun
  • RSC Advances, Vol. 9, Issue 36
  • DOI: 10.1039/c9ra03188j

Simply planarizing nonfused perylene diimide based acceptors toward promising non-fullerene solar cells
journal, January 2019

  • Bian, Gao-Feng; Zhao, Feng; Lau, Tsz-Ki
  • Journal of Materials Chemistry C, Vol. 7, Issue 26
  • DOI: 10.1039/c9tc02013f

Ring fusion attenuates the device performance: star-shaped long helical perylene diimide based non-fullerene acceptors
journal, January 2019

  • Wu, Mingliang; Yi, Jian-Peng; Hu, Juan
  • Journal of Materials Chemistry C, Vol. 7, Issue 31
  • DOI: 10.1039/c9tc02150g

A helical perylene diimide-based acceptor for non-fullerene organic solar cells: synthesis, morphology and exciton dynamics
journal, May 2018

  • Chen, Li; Wu, Mingliang; Shao, Guangwei
  • Royal Society Open Science, Vol. 5, Issue 5
  • DOI: 10.1098/rsos.172041

Propeller-Shaped Aluminum Complexes with an Azaperylene Core in the Ligands
journal, September 2019