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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 Jsc values (>18 mA/cm2), comparable with those of the corresponding PC71BM/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 Laboratory (ANL), Argonne, IL (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES)
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. https://doi.org/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. https://doi.org/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 = {Tue May 24 00:00:00 EDT 2016},
month = {Tue May 24 00:00:00 EDT 2016}
}

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


A universal nonfullerene electron acceptor matching with different band-gap polymer donors for high-performance polymer solar cells
journal, January 2018

  • Luo, Zhenghui; Li, Guanghao; Gao, Wei
  • Journal of Materials Chemistry A, Vol. 6, Issue 16
  • DOI: 10.1039/c7ta11339k

A new nonfullerene acceptor based on perylene diimides for organic solar cells
journal, April 2018

  • Liu, Zhitian; Wu, Yao; Jiang, Huanxiang
  • Journal of Materials Science: Materials in Electronics, Vol. 29, Issue 12
  • DOI: 10.1007/s10854-018-9094-0

Ternary Polymer Solar Cells with High Efficiency of 14.24% by Integrating Two Well‐Complementary Nonfullerene Acceptors
journal, June 2019

  • Jiang, Huanxiang; Li, Xiaoming; Wang, Jianing
  • Advanced Functional Materials, Vol. 29, Issue 34
  • DOI: 10.1002/adfm.201903596

Dithieno[3,2- b :2′,3′- d ]pyrrol Fused Nonfullerene Acceptors Enabling Over 13% Efficiency for Organic Solar Cells
journal, March 2018


Enhancing the Performance of Polymer Solar Cells via Core Engineering of NIR-Absorbing Electron Acceptors
journal, March 2018


High-performance organic solar cells based on polymer donor/small molecule donor/nonfullerene acceptor ternary blends
journal, January 2019

  • Dai, Shuixing; Chandrabose, Sreelakshmi; Xin, Jingming
  • Journal of Materials Chemistry A, Vol. 7, Issue 5
  • DOI: 10.1039/c8ta11637g

Solvents Effects on Film Morphologies and Memory Behavior of a Perylenediimide-Containing Pendent Polymer
journal, June 2018

  • Wang, Ming; Zhang, Qi-jian; Li, Zhuang
  • Chemistry - An Asian Journal, Vol. 13, Issue 14
  • DOI: 10.1002/asia.201800331

High‐Performance Fluorinated Fused‐Ring Electron Acceptor with 3D Stacking and Exciton/Charge Transport
journal, April 2020

  • Dai, Shuixing; Zhou, Jiadong; Chandrabose, Sreelakshmi
  • Advanced Materials, Vol. 32, Issue 21
  • DOI: 10.1002/adma.202000645

A Highly Crystalline Fused-Ring n-Type Small Molecule for Non-Fullerene Acceptor Based Organic Solar Cells and Field-Effect Transistors
journal, July 2018

  • Song, Xin; Gasparini, Nicola; Nahid, Masrur Morshed
  • Advanced Functional Materials, Vol. 28, Issue 35
  • DOI: 10.1002/adfm.201802895

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


Side-Chain Optimization of Phthalimide−Bithiophene Copolymers for Efficient All-Polymer Solar Cells with Large Fill Factors
journal, May 2018

  • Chen, Jianhua; Qiu, Fanglong; Liao, Qiaogan
  • Asian Journal of Organic Chemistry, Vol. 7, Issue 11
  • DOI: 10.1002/ajoc.201800156

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

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

9,9′-Bifluorenylidene-Core Perylene Diimide Acceptors for As-Cast Non-Fullerene Organic Solar Cells: The Isomeric Effect on Optoelectronic Properties
journal, February 2018

  • Zhao, Yuan; Wang, Huan; Xia, Shengpeng
  • Chemistry - A European Journal, Vol. 24, Issue 16
  • DOI: 10.1002/chem.201705480

Chalcogen-Atom-Annulated Perylene Diimide Trimers for Highly Efficient Nonfullerene Polymer Solar Cells
journal, September 2017

  • Duan, Yuwei; Xu, Xiaopeng; Li, Ying
  • Macromolecular Rapid Communications, Vol. 38, Issue 23
  • DOI: 10.1002/marc.201700405

The effect of end-capping groups in A-D-A type non-fullerene acceptors on device performance of organic solar cells
journal, September 2017


Highly efficient and thermally stable fullerene-free organic solar cells based on a small molecule donor and acceptor
journal, January 2016

  • Badgujar, Sachin; Song, Chang Eun; Oh, Sora
  • Journal of Materials Chemistry A, Vol. 4, Issue 42
  • DOI: 10.1039/c6ta06367e

Side-chain effect of perylene diimide tetramer-based non-fullerene acceptors for improving the performance of organic solar cells
journal, January 2018

  • Wang, Jianguo; Ma, Lik-Kuen; Huang, Jiachen
  • Materials Chemistry Frontiers, Vol. 2, Issue 11
  • DOI: 10.1039/c8qm00451j

A propeller-shaped perylene diimide hexamer as a nonfullerene acceptor for organic solar cells
journal, January 2018

  • Liu, Juncheng; Xie, Sufei; Feng, Shiyu
  • Journal of Materials Chemistry C, Vol. 6, Issue 35
  • DOI: 10.1039/c8tc03081b

Non-fullerene acceptor engineering with three-dimensional thiophene/selenophene-annulated perylene diimides for high performance polymer solar cells
journal, January 2018

  • Li, Gang; Wang, Shuaihua; Liu, Tao
  • Journal of Materials Chemistry C, Vol. 6, Issue 46
  • DOI: 10.1039/c8tc04926b

Perylene diimide based star-shaped small molecular acceptors for high efficiency organic solar cells
journal, January 2019

  • Wang, Hang; Li, Miao; Liu, Yahui
  • Journal of Materials Chemistry C, Vol. 7, Issue 4
  • DOI: 10.1039/c8tc05332d

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

Organic solar cells: Materials and prospects of graphene for active and interfacial layers
journal, June 2019

  • Amollo, Tabitha A.; Mola, Genene T.; Nyamori, Vincent O.
  • Critical Reviews in Solid State and Materials Sciences, Vol. 45, Issue 4
  • DOI: 10.1080/10408436.2019.1632791

Development of n-Type Porphyrin Acceptors for Panchromatic Light-Harvesting Fullerene-Free Organic Solar Cells
journal, October 2018


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

Influence of alkyl chains on photovoltaic properties of 3D rylene propeller electron acceptors
journal, January 2017

  • Fu, Huiting; Meng, Dong; Meng, Xiangyi
  • Journal of Materials Chemistry A, Vol. 5, Issue 7
  • DOI: 10.1039/c6ta09049d

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

Single-Junction Binary-Blend Nonfullerene Polymer Solar Cells with 12.1% Efficiency
text, January 2017

  • Fuwen, Zhao,; Li, Jiang,; Shuixing, Dai,
  • The University of North Carolina at Chapel Hill University Libraries
  • DOI: 10.17615/2de3-a253

High-Efficiency Nonfullerene Organic Solar Cells: Critical Factors that Affect Complex Multi-Length Scale Morphology and Device Performance
journal, December 2016


Effects of conjugated bridges on the photovoltaic properties of ortho -functionalized perylene diimides for non-fullerene polymer solar cells
journal, January 2018

  • Wu, Jiazun; Li, Xiangchun; Liu, Xiaodong
  • Journal of Materials Chemistry C, Vol. 6, Issue 48
  • DOI: 10.1039/c8tc03303j

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

The Role of the Axial Substituent in Subphthalocyanine Acceptors for Bulk-Heterojunction Solar Cells
journal, November 2016

  • Duan, Chunhui; Zango, Germán; García Iglesias, Miguel
  • Angewandte Chemie International Edition, Vol. 56, Issue 1
  • DOI: 10.1002/anie.201608644

Robust nonfullerene solar cells approaching unity external quantum efficiency enabled by suppression of geminate recombination
journal, May 2018


Small-Molecule Electron Acceptors for Efficient Non-fullerene Organic Solar Cells
journal, September 2018