DOE PAGES title logo U.S. Department of Energy
Office of Scientific and Technical Information

This content will become publicly available on Sun Aug 04 00:00:00 EDT 2024

Title: Fine‐Tuning Alkyl Chains on Quinoxaline Nonfullerene Acceptors Enables High‐Efficiency Ternary Organic Solar Cells with Optimizing Molecular Stacking and Reducing Energy Loss

Abstract

Abstract Material design of guest acceptor is always a big challenge for improving the efficiency of ternary organic solar cells (OSCs). Here, a pair of isomeric nonfullerene acceptors based on quinoxaline core, Qx– p ‐C 7 H 8 O and Qx– m ‐C 7 H 8 O, is designed and synthesized. By moving the alkoxy chain attached on side phenyl from meta ‐position to para ‐position, both π–π stacking distance and crystallinity are enhanced simultaneously. They obtain the uplifted lowest unoccupied molecular orbital level. Compared to Qx– m ‐C 7 H 8 O, Qx– p ‐C 7 H 8 O exhibits wider absorption spectrum and higher extinction coefficient. Using D18‐Cl:N3 as host materials, the addition of guest acceptor Qx– p ‐C 7 H 8 O significantly improves the power conversion efficiency (PCE) from 17.61% to 18.49% because of higher open‐circuit voltage (0.875 V) and short‐circuit current density (27.85 mA cm −2 ). This can be attributed to the faster exciton dissociation, more balanced carrier mobility, fine fiber morphology, and lower energy loss in the ternary devices. However, Qx– m ‐C 7 H 8 O‐based ternary device achieves relatively low PCE of 17.17% because this device shows extremely low electron mobility. The resultsmore » indicate that molecular stacking, film morphology, etc., can be effectively modulated by fine‐tuning the side chains of guest materials, which may be an effective design rule for further improving the PCE of OSCs.« less

Authors:
 [1];  [2];  [2];  [3];  [2];  [2];  [2];  [4];  [3];  [4]; ORCiD logo [5]
  1. Ningbo Institute of Materials Technology and Engineering Chinese Academy of Sciences Ningbo 315201 China, School of Chemical Engineering Zhejiang University of Technology Hangzhou 310014 China
  2. Ningbo Institute of Materials Technology and Engineering Chinese Academy of Sciences Ningbo 315201 China
  3. Department of Chemical and Environmental Engineering University of Nottingham Ningbo China Ningbo 315100 China
  4. State Key Laboratory for Mechanical Behavior of Materials Xi'an Jiaotong University Xian 710049 China
  5. Ningbo Institute of Materials Technology and Engineering Chinese Academy of Sciences Ningbo 315201 China, Zhejiang Engineering Research Center for Energy Optoelectronic Materials and Devices Ningbo 315201 China
Publication Date:
Sponsoring Org.:
USDOE
OSTI Identifier:
1993868
Grant/Contract Number:  
DE‐AC02‐05CH11231
Resource Type:
Publisher's Accepted Manuscript
Journal Name:
Advanced Functional Materials
Additional Journal Information:
Journal Name: Advanced Functional Materials Journal Volume: 33 Journal Issue: 47; Journal ID: ISSN 1616-301X
Publisher:
Wiley Blackwell (John Wiley & Sons)
Country of Publication:
Germany
Language:
English

Citation Formats

Guo, Yuntong, Chen, Zhenyu, Ge, Jinfeng, Zhu, Jintao, Zhang, Jinna, Meng, Yuanyuan, Ye, Qinrui, Wang, Shijie, Chen, Fei, Ma, Wei, and Ge, Ziyi. Fine‐Tuning Alkyl Chains on Quinoxaline Nonfullerene Acceptors Enables High‐Efficiency Ternary Organic Solar Cells with Optimizing Molecular Stacking and Reducing Energy Loss. Germany: N. p., 2023. Web. doi:10.1002/adfm.202305611.
Guo, Yuntong, Chen, Zhenyu, Ge, Jinfeng, Zhu, Jintao, Zhang, Jinna, Meng, Yuanyuan, Ye, Qinrui, Wang, Shijie, Chen, Fei, Ma, Wei, & Ge, Ziyi. Fine‐Tuning Alkyl Chains on Quinoxaline Nonfullerene Acceptors Enables High‐Efficiency Ternary Organic Solar Cells with Optimizing Molecular Stacking and Reducing Energy Loss. Germany. https://doi.org/10.1002/adfm.202305611
Guo, Yuntong, Chen, Zhenyu, Ge, Jinfeng, Zhu, Jintao, Zhang, Jinna, Meng, Yuanyuan, Ye, Qinrui, Wang, Shijie, Chen, Fei, Ma, Wei, and Ge, Ziyi. Fri . "Fine‐Tuning Alkyl Chains on Quinoxaline Nonfullerene Acceptors Enables High‐Efficiency Ternary Organic Solar Cells with Optimizing Molecular Stacking and Reducing Energy Loss". Germany. https://doi.org/10.1002/adfm.202305611.
@article{osti_1993868,
title = {Fine‐Tuning Alkyl Chains on Quinoxaline Nonfullerene Acceptors Enables High‐Efficiency Ternary Organic Solar Cells with Optimizing Molecular Stacking and Reducing Energy Loss},
author = {Guo, Yuntong and Chen, Zhenyu and Ge, Jinfeng and Zhu, Jintao and Zhang, Jinna and Meng, Yuanyuan and Ye, Qinrui and Wang, Shijie and Chen, Fei and Ma, Wei and Ge, Ziyi},
abstractNote = {Abstract Material design of guest acceptor is always a big challenge for improving the efficiency of ternary organic solar cells (OSCs). Here, a pair of isomeric nonfullerene acceptors based on quinoxaline core, Qx– p ‐C 7 H 8 O and Qx– m ‐C 7 H 8 O, is designed and synthesized. By moving the alkoxy chain attached on side phenyl from meta ‐position to para ‐position, both π–π stacking distance and crystallinity are enhanced simultaneously. They obtain the uplifted lowest unoccupied molecular orbital level. Compared to Qx– m ‐C 7 H 8 O, Qx– p ‐C 7 H 8 O exhibits wider absorption spectrum and higher extinction coefficient. Using D18‐Cl:N3 as host materials, the addition of guest acceptor Qx– p ‐C 7 H 8 O significantly improves the power conversion efficiency (PCE) from 17.61% to 18.49% because of higher open‐circuit voltage (0.875 V) and short‐circuit current density (27.85 mA cm −2 ). This can be attributed to the faster exciton dissociation, more balanced carrier mobility, fine fiber morphology, and lower energy loss in the ternary devices. However, Qx– m ‐C 7 H 8 O‐based ternary device achieves relatively low PCE of 17.17% because this device shows extremely low electron mobility. The results indicate that molecular stacking, film morphology, etc., can be effectively modulated by fine‐tuning the side chains of guest materials, which may be an effective design rule for further improving the PCE of OSCs.},
doi = {10.1002/adfm.202305611},
journal = {Advanced Functional Materials},
number = 47,
volume = 33,
place = {Germany},
year = {Fri Aug 04 00:00:00 EDT 2023},
month = {Fri Aug 04 00:00:00 EDT 2023}
}

Journal Article:
Free Publicly Available Full Text
This content will become publicly available on August 4, 2024
Publisher's Version of Record

Save / Share:

Works referenced in this record:

Unveiling structure-performance relationships from multi-scales in non-fullerene organic photovoltaics
journal, July 2021


Promoting charge separation resulting in ternary organic solar cells efficiency over 17.5%
journal, December 2020


Inner alkyl chain modulation of small molecular acceptors enables molecular packing optimization and efficient organic solar cells
journal, January 2023


Chlorination Enabling a Low‐Cost Benzodithiophene‐Based Wide‐Bandgap Donor Polymer with an Efficiency of over 17%
journal, December 2021


Over 19.2% Efficiency of Organic Solar Cells Enabled by Precisely Tuning the Charge Transfer State Via Donor Alloy Strategy
journal, August 2022


Ternary strategy enabling high-efficiency rigid and flexible organic solar cells with reduced non-radiative voltage loss
journal, January 2022

  • Duan, Xiaopeng; Song, Wei; Qiao, Jiawei
  • Energy & Environmental Science, Vol. 15, Issue 4
  • DOI: 10.1039/D1EE03989J

An alloy small molecule acceptor for green printing organic solar cells overcoming the scaling lag of efficiency
journal, January 2022

  • Wan, Ji; Wu, Yao; Sun, Rui
  • Energy & Environmental Science, Vol. 15, Issue 12
  • DOI: 10.1039/D2EE03134E

Isogenous Asymmetric–Symmetric Acceptors Enable Efficient Ternary Organic Solar Cells with Thin and 300 nm Thick Active Layers Simultaneously
journal, March 2022

  • Bai, Hai‐Rui; An, Qiaoshi; Jiang, Mengyun
  • Advanced Functional Materials, Vol. 32, Issue 26
  • DOI: 10.1002/adfm.202200807

Single-junction organic solar cells with over 19% efficiency enabled by a refined double-fibril network morphology
journal, May 2022


15.8% efficiency binary all-small-molecule organic solar cells enabled by a selenophene substituted sematic liquid crystalline donor
journal, January 2021

  • Xu, Tongle; Lv, Jie; Yang, Ke
  • Energy & Environmental Science, Vol. 14, Issue 10
  • DOI: 10.1039/D1EE01193F

Organic Solar Cells with 18% Efficiency Enabled by an Alloy Acceptor: A Two‐in‐One Strategy
journal, May 2021


Manipulating Charge Transfer and Transport via Intermediary Electron Acceptor Channels Enables 19.3% Efficiency Organic Photovoltaics
journal, August 2022

  • Zhan, Lingling; Li, Shuixing; Li, Yaokai
  • Advanced Energy Materials, Vol. 12, Issue 39
  • DOI: 10.1002/aenm.202201076

High mobility acceptor as third component enabling high-performance large area and thick active layer ternary solar cells
journal, August 2021


Controlling Morphology and Voltage Loss with Ternary Strategy Triggers Efficient All-Small-Molecule Organic Solar Cells
journal, January 2023


Single‐Junction Organic Photovoltaic Cell with 19% Efficiency
journal, August 2021


Banana‐shaped electron acceptors with an electron‐rich core fragment and 3D packing capability
journal, June 2022

  • Li, Pengqi; Meng, Xianyi; Jin, Ke
  • Carbon Energy, Vol. 5, Issue 1
  • DOI: 10.1002/cey2.250

Reduced non-radiative charge recombination enables organic photovoltaic cell approaching 19% efficiency
journal, September 2021


Ternary Blend Organic Solar Cells: Understanding the Morphology from Recent Progress
journal, January 2022


Fibrillization of Non‐Fullerene Acceptors Enables 19% Efficiency Pseudo‐Bulk Heterojunction Organic Solar Cells
journal, December 2022


17% efficiency all-small-molecule organic solar cells enabled by nanoscale phase separation with a hierarchical branched structure
journal, January 2021

  • Qin, Jinzhao; Chen, Zhihao; Bi, Pengqing
  • Energy & Environmental Science, Vol. 14, Issue 11
  • DOI: 10.1039/D1EE02124A

Novel Third Components with (Thio)barbituric Acid as the End Groups Improving the Efficiency of Ternary Solar Cells
journal, May 2022

  • Gao, Xiang; Ma, Xiaoling; Liu, Zifeng
  • ACS Applied Materials & Interfaces, Vol. 14, Issue 20
  • DOI: 10.1021/acsami.2c03196

The effect of alkyl substitution position of thienyl outer side chains on photovoltaic performance of A–DA′D–A type acceptors
journal, January 2022

  • Kong, Xiaolei; Zhu, Can; Zhang, Jinyuan
  • Energy & Environmental Science, Vol. 15, Issue 5
  • DOI: 10.1039/D2EE00430E

Highly efficient ternary solar cells with reduced non-radiative energy loss and enhanced stability via two compatible non-fullerene acceptors
journal, January 2022

  • Yan, Xin; Wu, Jingnan; Lv, Junfang
  • Journal of Materials Chemistry A, Vol. 10, Issue 29
  • DOI: 10.1039/D2TA03941A

Structural Fusion Yields Guest Acceptors that Enable Ternary Organic Solar Cells with 18.77 % Efficiency
journal, February 2023

  • Meng, Fei; Qin, Ying; Zheng, Yiting
  • Angewandte Chemie International Edition, Vol. 62, Issue 11
  • DOI: 10.1002/anie.202217173

The Energy Level Conundrum of Organic Semiconductors in Solar Cells
journal, July 2022

  • Bertrandie, Jules; Han, Jianhua; De Castro, Catherine S. P.
  • Advanced Materials, Vol. 34, Issue 35
  • DOI: 10.1002/adma.202202575

Sequential Deposition of Multicomponent Bulk Heterojunctions Increases Efficiency of Organic Solar Cells
journal, February 2023


Asymmetric Substitution of End‐Groups Triggers 16.34% Efficiency for All‐Small‐Molecule Organic Solar Cells
journal, June 2022


Fine-tuning of side-chain orientations on nonfullerene acceptors enables organic solar cells with 17.7% efficiency
journal, January 2021

  • Chai, Gaoda; Chang, Yuan; Zhang, Jianquan
  • Energy & Environmental Science, Vol. 14, Issue 6
  • DOI: 10.1039/D0EE03506H

A High‐Performance Nonfused Wide‐Bandgap Acceptor for Versatile Photovoltaic Applications
journal, December 2021

  • Bi, Pengqing; Zhang, Shaoqing; Ren, Junzhen
  • Advanced Materials, Vol. 34, Issue 5
  • DOI: 10.1002/adma.202108090

Diffusion‐Limited Accepter Alloy Enables Highly Efficient and Stable Organic Solar Cells
journal, February 2023

  • Zhang, Cen; Zhang, Ming; Zhou, Qiuju
  • Advanced Functional Materials, Vol. 33, Issue 18
  • DOI: 10.1002/adfm.202214392

Alkyl Chain Tuning of Small Molecule Acceptors for Efficient Organic Solar Cells
journal, December 2019


Non-fullerene acceptors with direct and indirect hexa-fluorination afford >17% efficiency in polymer solar cells
journal, January 2022

  • Li, Guoping; Feng, Liang-Wen; Mukherjee, Subhrangsu
  • Energy & Environmental Science, Vol. 15, Issue 2
  • DOI: 10.1039/D1EE03225A

Tuning the electron-deficient core of a non-fullerene acceptor to achieve over 17% efficiency in a single-junction organic solar cell
journal, January 2020

  • Zhu, Can; Yuan, Jun; Cai, Fangfang
  • Energy & Environmental Science, Vol. 13, Issue 8
  • DOI: 10.1039/D0EE00862A

Binary Organic Solar Cells with 19.2% Efficiency Enabled by Solid Additive
journal, May 2023


Modification on the Quinoxaline Unit to Achieve High Open-Circuit Voltage and Morphology Optimization for Organic Solar Cells
journal, September 2022