Strategic Structural Modification of Quinoxaline-Based D–A-Type Polymers via Tuning Electron-Withdrawing Substituents for Photovoltaic Applications

The development of high-performance polymer donors is crucial to advancing polymer solar cell technology. In this study, a set of quinoxaline (Qx)-based D-A-type polymer donors was systematically developed by introducing various electron-withdrawing substituents to tailor their photovoltaic properties. First, a reference polymer, <b>PDBT-QxF</b>, was rationally designed by linking an electron-donating dithienobenzodithiophene (DTBDT) unit and a monofluorinated Qx via a thiophene linker. Subsequently, chlorinated <b>PDBTCl-QxF</b> was synthesized by introducing additional Cl atoms on the thienyl side groups of the DTBDT donor in <b>PDBT-QxF</b>. Next, the F atoms on the Qx units of <b>PDBT-QxF</b> and <b>PDBTCl-QxF</b> were replaced with the stronger electron-withdrawing cyano (CN) group to yield two cyanated polymers, <b>PDBT-QxCN</b> and <b>PDBTCl-QxCN</b>, respectively. Structural modifications via the introduction of Cl atoms and CN moieties into the DTBDT donor and Qx acceptor positively altered the electronic structures of the polymers and enhanced their charge-carrier mobilities, while suppressing charge recombination. Therefore, attributing to the synergistic effects of the Cl and CN substituents, <b>PDBTCl-QxCN</b> exhibited the highest power conversion efficiency of 15.17% among the studied polymers: <b>PDBT-QxF</b> (9.29%), <b>PDBTCl-QxF</b> (12.09%), and <b>PDBT-QxCN</b> (12.66%).

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Publication Details

Journal
ACS Applied Materials & Interfaces
Published
2025-08-15
DOI
https://doi.org/10.1021/acsami.5c12330
Citations
1
Primary Topic
Organic Electronics and Photovoltaics
Type
article
Field-Weighted Citation Impact
0.73

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article

Strategic Structural Modification of Quinoxaline-Based D–A-Type Polymers via Tuning Electron-Withdrawing Substituents for Photovoltaic Applications

Jung Won Yoon, Byoung Hoon Lee, Dong Wook Chang, Hyosung Choi et al.
1 citations
ACS Applied Materials & Interfaces
Organic Electronics and Photovoltaics
0.73
article

Strategic Structural Modification of Quinoxaline-Based D–A-Type Polymers via Tuning Electron-Withdrawing Substituents for Photovoltaic Applications

Jung Won Yoon, Byoung Hoon Lee, Dong Wook Chang, Hyosung Choi, Jeong Heo, Jincheol Kim, Hyungju Ahn, Kilwon Cho, Sein Chung, Yifan Yu, Dong‐Won Kang, Dong Ryeol Whang, Hyeonjin Yoo, Juan Anthony Prayogo, S. Lee
article en
1 citations

Abstract

The development of high-performance polymer donors is crucial to advancing polymer solar cell technology. In this study, a set of quinoxaline (Qx)-based D-A-type polymer donors was systematically developed by introducing various electron-withdrawing substituents to tailor their photovoltaic properties. First, a reference polymer, <b>PDBT-QxF</b>, was rationally designed by linking an electron-donating dithienobenzodithiophene (DTBDT) unit and a monofluorinated Qx via a thiophene linker. Subsequently, chlorinated <b>PDBTCl-QxF</b> was synthesized by introducing additional Cl atoms on the thienyl side groups of the DTBDT donor in <b>PDBT-QxF</b>. Next, the F atoms on the Qx units of <b>PDBT-QxF</b> and <b>PDBTCl-QxF</b> were replaced with the stronger electron-withdrawing cyano (CN) group to yield two cyanated polymers, <b>PDBT-QxCN</b> and <b>PDBTCl-QxCN</b>, respectively. Structural modifications via the introduction of Cl atoms and CN moieties into the DTBDT donor and Qx acceptor positively altered the electronic structures of the polymers and enhanced their charge-carrier mobilities, while suppressing charge recombination. Therefore, attributing to the synergistic effects of the Cl and CN substituents, <b>PDBTCl-QxCN</b> exhibited the highest power conversion efficiency of 15.17% among the studied polymers: <b>PDBT-QxF</b> (9.29%), <b>PDBTCl-QxF</b> (12.09%), and <b>PDBT-QxCN</b> (12.66%).

ACS Applied Materials & InterfacesVol. 17(34)
Hannam University (KR), Pohang University of Science and Technology (KR), Ewha Womans University (KR), Materials and Energy Research Center (IR), Ewha Womans University Medical Center (KR), Renewable Energy Systems (United States) (US), Applied Natural Sciences (US), Sustainable Energy Systems (United Kingdom) (GB), Pohang Accelerator Laboratory, The University of Texas at San Antonio (US), Hanyang University (KR), Chung-Ang University (KR), Pukyong National University (KR), Macquarie University (AU)
Hanyang University, Pukyong National University, Korea Basic Science Institute, National Research Foundation of Korea, Institute for Information and Communications Technology Promotion
Affordable and clean energy
Openalex Percentile: Top 25%
Organic Electronics and Photovoltaics
0.73
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