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Title: Fine‐Tuning the Energy Levels of a Nonfullerene Small‐Molecule Acceptor to Achieve a High Short‐Circuit Current and a Power Conversion Efficiency over 12% in Organic Solar Cells

Abstract

Abstract Organic solar cell optimization requires careful balancing of current–voltage output of the materials system. Here, such optimization using ultrafast spectroscopy as a tool to optimize the material bandgap without altering ultrafast photophysics is reported. A new acceptor–donor–acceptor (A–D–A)‐type small‐molecule acceptor NCBDT is designed by modification of the D and A units of NFBDT. Compared to NFBDT, NCBDT exhibits upshifted highest occupied molecular orbital (HOMO) energy level mainly due to the additional octyl on the D unit and downshifted lowest unoccupied molecular orbital (LUMO) energy level due to the fluorination of A units. NCBDT has a low optical bandgap of 1.45 eV which extends the absorption range toward near‐IR region, down to ≈860 nm. However, the 60 meV lowered LUMO level of NCBDT hardly changes the V oc level, and the elevation of the NCBDT HOMO does not have a substantial influence on the photophysics of the materials. Thus, for both NCBDT‐ and NFBDT‐based systems, an unusually slow (≈400 ps) but ultimately efficient charge generation mediated by interfacial charge‐pair states is observed, followed by effective charge extraction. As a result, the PBDB‐T:NCBDT devices demonstrate an impressive power conversion efficiency over 12%—among the best for solution‐processed organic solar cells.

Authors:
 [1];  [2];  [3];  [1];  [1];  [1];  [1];  [1];  [1];  [1];  [4]; ORCiD logo [5]; ORCiD logo [1]
  1. State Key Laboratory and Institute of Elemento‐Organic Chemistry The Centre of Nanoscale Science and Technology and Key Laboratory of Functional Polymer Materials College of Chemistry Nankai University Tianjin 300071 China
  2. Department of Chemistry Imperial College London London SW7 2AZ UK, Cavendish Laboratory University of Cambridge J J Thomson Avenue Cambridge CB3 0HE UK
  3. Department of Physics and Astronomy Shanghai Jiaotong University Shanghai 200240 China
  4. Cavendish Laboratory University of Cambridge J J Thomson Avenue Cambridge CB3 0HE UK
  5. Department of Chemistry Imperial College London London SW7 2AZ UK
Publication Date:
Sponsoring Org.:
USDOE
OSTI Identifier:
1411258
Grant/Contract Number:  
DE‐SC0001087
Resource Type:
Publisher's Accepted Manuscript
Journal Name:
Advanced Materials
Additional Journal Information:
Journal Name: Advanced Materials Journal Volume: 30 Journal Issue: 3; Journal ID: ISSN 0935-9648
Publisher:
Wiley Blackwell (John Wiley & Sons)
Country of Publication:
Germany
Language:
English

Citation Formats

Kan, Bin, Zhang, Jiangbin, Liu, Feng, Wan, Xiangjian, Li, Chenxi, Ke, Xin, Wang, Yunchuang, Feng, Huanran, Zhang, Yamin, Long, Guankui, Friend, Richard H., Bakulin, Artem A., and Chen, Yongsheng. Fine‐Tuning the Energy Levels of a Nonfullerene Small‐Molecule Acceptor to Achieve a High Short‐Circuit Current and a Power Conversion Efficiency over 12% in Organic Solar Cells. Germany: N. p., 2017. Web. doi:10.1002/adma.201704904.
Kan, Bin, Zhang, Jiangbin, Liu, Feng, Wan, Xiangjian, Li, Chenxi, Ke, Xin, Wang, Yunchuang, Feng, Huanran, Zhang, Yamin, Long, Guankui, Friend, Richard H., Bakulin, Artem A., & Chen, Yongsheng. Fine‐Tuning the Energy Levels of a Nonfullerene Small‐Molecule Acceptor to Achieve a High Short‐Circuit Current and a Power Conversion Efficiency over 12% in Organic Solar Cells. Germany. https://doi.org/10.1002/adma.201704904
Kan, Bin, Zhang, Jiangbin, Liu, Feng, Wan, Xiangjian, Li, Chenxi, Ke, Xin, Wang, Yunchuang, Feng, Huanran, Zhang, Yamin, Long, Guankui, Friend, Richard H., Bakulin, Artem A., and Chen, Yongsheng. Mon . "Fine‐Tuning the Energy Levels of a Nonfullerene Small‐Molecule Acceptor to Achieve a High Short‐Circuit Current and a Power Conversion Efficiency over 12% in Organic Solar Cells". Germany. https://doi.org/10.1002/adma.201704904.
@article{osti_1411258,
title = {Fine‐Tuning the Energy Levels of a Nonfullerene Small‐Molecule Acceptor to Achieve a High Short‐Circuit Current and a Power Conversion Efficiency over 12% in Organic Solar Cells},
author = {Kan, Bin and Zhang, Jiangbin and Liu, Feng and Wan, Xiangjian and Li, Chenxi and Ke, Xin and Wang, Yunchuang and Feng, Huanran and Zhang, Yamin and Long, Guankui and Friend, Richard H. and Bakulin, Artem A. and Chen, Yongsheng},
abstractNote = {Abstract Organic solar cell optimization requires careful balancing of current–voltage output of the materials system. Here, such optimization using ultrafast spectroscopy as a tool to optimize the material bandgap without altering ultrafast photophysics is reported. A new acceptor–donor–acceptor (A–D–A)‐type small‐molecule acceptor NCBDT is designed by modification of the D and A units of NFBDT. Compared to NFBDT, NCBDT exhibits upshifted highest occupied molecular orbital (HOMO) energy level mainly due to the additional octyl on the D unit and downshifted lowest unoccupied molecular orbital (LUMO) energy level due to the fluorination of A units. NCBDT has a low optical bandgap of 1.45 eV which extends the absorption range toward near‐IR region, down to ≈860 nm. However, the 60 meV lowered LUMO level of NCBDT hardly changes the V oc level, and the elevation of the NCBDT HOMO does not have a substantial influence on the photophysics of the materials. Thus, for both NCBDT‐ and NFBDT‐based systems, an unusually slow (≈400 ps) but ultimately efficient charge generation mediated by interfacial charge‐pair states is observed, followed by effective charge extraction. As a result, the PBDB‐T:NCBDT devices demonstrate an impressive power conversion efficiency over 12%—among the best for solution‐processed organic solar cells.},
doi = {10.1002/adma.201704904},
journal = {Advanced Materials},
number = 3,
volume = 30,
place = {Germany},
year = {Mon Dec 04 00:00:00 EST 2017},
month = {Mon Dec 04 00:00:00 EST 2017}
}

Journal Article:
Free Publicly Available Full Text
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https://doi.org/10.1002/adma.201704904

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Works referenced in this record:

Visualizing excitations at buried heterojunctions in organic semiconductor blends
journal, February 2017

  • Jakowetz, Andreas C.; Böhm, Marcus L.; Sadhanala, Aditya
  • Nature Materials, Vol. 16, Issue 5
  • DOI: 10.1038/nmat4865

A-D-A-type small molecular acceptor with one hexyl-substituted thiophene as π bridge for fullerene-free organic solar cells
journal, December 2016


Ternary Polymer Solar Cells based on Two Acceptors and One Donor for Achieving 12.2% Efficiency
journal, November 2016


Design of Diketopyrrolopyrrole (DPP)-Based Small Molecules for Organic-Solar-Cell Applications
journal, November 2016

  • Tang, Ailing; Zhan, Chuanlang; Yao, Jiannian
  • Advanced Materials, Vol. 29, Issue 2
  • DOI: 10.1002/adma.201600013

Device Physics of PolymerFullerene Bulk Heterojunction Solar Cells
journal, June 2007

  • Blom, P. W. M.; Mihailetchi, V. D.; Koster, L. J. A.
  • Advanced Materials, Vol. 19, Issue 12, p. 1551-1566
  • DOI: 10.1002/adma.200601093

Outlook Brightens for Plastic Solar Cells
journal, April 2011


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


The Role of Driving Energy and Delocalized States for Charge Separation in Organic Semiconductors
journal, February 2012


Reduced voltage losses yield 10% efficient fullerene free organic solar cells with >1 V open circuit voltages
journal, January 2016

  • Baran, D.; Kirchartz, T.; Wheeler, S.
  • Energy & Environmental Science, Vol. 9, Issue 12
  • DOI: 10.1039/C6EE02598F

Fast charge separation in a non-fullerene organic solar cell with a small driving force
journal, June 2016


Side Chain Engineering in Solution-Processable Conjugated Polymers
journal, September 2013

  • Mei, Jianguo; Bao, Zhenan
  • Chemistry of Materials, Vol. 26, Issue 1
  • DOI: 10.1021/cm4020805

The fate of electron–hole pairs in polymer:fullerene blends for organic photovoltaics
journal, September 2016

  • Causa', Martina; De Jonghe-Risse, Jelissa; Scarongella, Mariateresa
  • Nature Communications, Vol. 7, Issue 1
  • DOI: 10.1038/ncomms12556

Side-Chain Isomerization on an n-type Organic Semiconductor ITIC Acceptor Makes 11.77% High Efficiency Polymer Solar Cells
journal, November 2016

  • Yang, Yankang; Zhang, Zhi-Guo; Bin, Haijun
  • Journal of the American Chemical Society, Vol. 138, Issue 45
  • DOI: 10.1021/jacs.6b09110

An Electron Acceptor Challenging Fullerenes for Efficient Polymer Solar Cells
journal, January 2015


Direct observation of ultrafast long-range charge separation at polymer–fullerene heterojunctions
journal, July 2014

  • Provencher, Françoise; Bérubé, Nicolas; Parker, Anthony W.
  • Nature Communications, Vol. 5, Issue 1
  • DOI: 10.1038/ncomms5288

Non-Fullerene Electron Acceptors for Use in Organic Solar Cells
journal, October 2015

  • Nielsen, Christian B.; Holliday, Sarah; Chen, Hung-Yang
  • Accounts of Chemical Research, Vol. 48, Issue 11
  • DOI: 10.1021/acs.accounts.5b00199

Ultrafast Long-Range Charge Separation in Organic Semiconductor Photovoltaic Diodes
journal, December 2013


Design, Synthesis, and Photovoltaic Characterization of a Small Molecular Acceptor with an Ultra-Narrow Band Gap
journal, February 2017

  • Yao, Huifeng; Cui, Yong; Yu, Runnan
  • Angewandte Chemie International Edition, Vol. 56, Issue 11
  • DOI: 10.1002/anie.201610944

Quantitative Determination of Organic Semiconductor Microstructure from the Molecular to Device Scale
journal, June 2012

  • Rivnay, Jonathan; Mannsfeld, Stefan C. B.; Miller, Chad E.
  • Chemical Reviews, Vol. 112, Issue 10
  • DOI: 10.1021/cr3001109

Energy-Level Modulation of Small-Molecule Electron Acceptors to Achieve over 12% Efficiency in Polymer Solar Cells
journal, September 2016


A Thieno[3,4- b ]thiophene-Based Non-fullerene Electron Acceptor for High-Performance Bulk-Heterojunction Organic Solar Cells
journal, November 2016

  • Liu, Feng; Zhou, Zichun; Zhang, Cheng
  • Journal of the American Chemical Society, Vol. 138, Issue 48
  • DOI: 10.1021/jacs.6b08523

Non-fullerene acceptors for organic photovoltaics: an emerging horizon
journal, January 2014


The role of spin in the kinetic control of recombination in organic photovoltaics
journal, August 2013

  • Rao, Akshay; Chow, Philip C. Y.; Gélinas, Simon
  • Nature, Vol. 500, Issue 7463
  • DOI: 10.1038/nature12339

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


Characterization of the morphology of solution-processed bulk heterojunction organic photovoltaics
journal, December 2013


Molecular Optimization Enables over 13% Efficiency in Organic Solar Cells
journal, May 2017

  • Zhao, Wenchao; Li, Sunsun; Yao, Huifeng
  • Journal of the American Chemical Society, Vol. 139, Issue 21
  • DOI: 10.1021/jacs.7b02677

High-performance fullerene-free polymer solar cells with 6.31% efficiency
journal, January 2015

  • Lin, Yuze; Zhang, Zhi-Guo; Bai, Huitao
  • Energy & Environmental Science, Vol. 8, Issue 2
  • DOI: 10.1039/C4EE03424D

Limits for Recombination in a Low Energy Loss Organic Heterojunction
journal, November 2016


Molecular Engineering of Highly Efficient Small Molecule Nonfullerene Acceptor for Organic Solar Cells
journal, November 2016

  • Suman, ; Gupta, Vinay; Bagui, Anirban
  • Advanced Functional Materials, Vol. 27, Issue 2
  • DOI: 10.1002/adfm.201603820

Fused Nonacyclic Electron Acceptors for Efficient Polymer Solar Cells
journal, January 2017

  • Dai, Shuixing; Zhao, Fuwen; Zhang, Qianqian
  • Journal of the American Chemical Society, Vol. 139, Issue 3
  • DOI: 10.1021/jacs.6b12755

High Performance Photovoltaic Applications Using Solution-Processed Small Molecules
journal, July 2013

  • Chen, Yongsheng; Wan, Xiangjian; Long, Guankui
  • Accounts of Chemical Research, Vol. 46, Issue 11
  • DOI: 10.1021/ar400088c

Oligomer Molecules for Efficient Organic Photovoltaics
journal, November 2015


Hot exciton dissociation in polymer solar cells
journal, December 2012

  • Grancini, G.; Maiuri, M.; Fazzi, D.
  • Nature Materials, Vol. 12, Issue 1
  • DOI: 10.1038/nmat3502

Covalently Bound Clusters of Alpha-Substituted PDI—Rival Electron Acceptors to Fullerene for Organic Solar Cells
journal, June 2016

  • Wu, Qinghe; Zhao, Donglin; Schneider, Alexander M.
  • Journal of the American Chemical Society, Vol. 138, Issue 23
  • DOI: 10.1021/jacs.6b03562

A New Nonfullerene Electron Acceptor with a Ladder Type Backbone for High-Performance Organic Solar Cells
journal, November 2016

  • Qiu, Nailiang; Zhang, Huijing; Wan, Xiangjian
  • Advanced Materials, Vol. 29, Issue 6
  • DOI: 10.1002/adma.201604964

Perylene diimides: a thickness-insensitive cathode interlayer for high performance polymer solar cells
journal, January 2014

  • Zhang, Zhi-Guo; Qi, Boyuan; Jin, Zhiwen
  • Energy & Environmental Science, Vol. 7, Issue 6, p. 1966-1973
  • DOI: 10.1039/c4ee00022f

Reducing the efficiency–stability–cost gap of organic photovoltaics with highly efficient and stable small molecule acceptor ternary solar cells
journal, November 2016

  • Baran, Derya; Ashraf, Raja Shahid; Hanifi, David A.
  • Nature Materials, Vol. 16, Issue 3
  • DOI: 10.1038/nmat4797

Hot charge-transfer excitons set the time limit for charge separation at donor/acceptor interfaces in organic photovoltaics
journal, December 2012

  • Jailaubekov, Askat E.; Willard, Adam P.; Tritsch, John R.
  • Nature Materials, Vol. 12, Issue 1
  • DOI: 10.1038/nmat3500

11.4% Efficiency non-fullerene polymer solar cells with trialkylsilyl substituted 2D-conjugated polymer as donor
journal, December 2016

  • Bin, Haijun; Gao, Liang; Zhang, Zhi-Guo
  • Nature Communications, Vol. 7, Issue 1
  • DOI: 10.1038/ncomms13651

A Facile Planar Fused-Ring Electron Acceptor for As-Cast Polymer Solar Cells with 8.71% Efficiency
journal, February 2016

  • Lin, Yuze; He, Qiao; Zhao, Fuwen
  • Journal of the American Chemical Society, Vol. 138, Issue 9
  • DOI: 10.1021/jacs.6b00853

Polymer solar cells
journal, February 2012


Scherrer grain-size analysis adapted to grazing-incidence scattering with area detectors
journal, October 2009


Small-Molecule Acceptor Based on the Heptacyclic Benzodi(cyclopentadithiophene) Unit for Highly Efficient Nonfullerene Organic Solar Cells
journal, March 2017

  • Kan, Bin; Feng, Huanran; Wan, Xiangjian
  • Journal of the American Chemical Society, Vol. 139, Issue 13
  • DOI: 10.1021/jacs.7b01170

Realizing 11.3% efficiency in fullerene-free polymer solar cells by device optimization
journal, July 2016


New developments in non-fullerene small molecule acceptors for polymer solar cells
journal, January 2017

  • Liang, Ningning; Jiang, Wei; Hou, Jianhui
  • Materials Chemistry Frontiers, Vol. 1, Issue 7
  • DOI: 10.1039/C6QM00247A

Charge carrier recombination in organic solar cells
journal, December 2013


Materials Design Considerations for Charge Generation in Organic Solar Cells
journal, September 2013

  • Dimitrov, Stoichko D.; Durrant, James R.
  • Chemistry of Materials, Vol. 26, Issue 1
  • DOI: 10.1021/cm402403z

A simple small molecule as the acceptor for fullerene-free organic solar cells
journal, December 2016