@article{bc750540f5bb41239b2a308bb5ff67d7,
title = "Regioisomer-Free Difluoro-Monochloro Terminal-based Hexa-Halogenated Acceptor with Optimized Crystal Packing for Efficient Binary Organic Solar Cells",
abstract = "Herein, we synthesized new hetero-halogenated end groups with well-determined fluorinated and chlorinated substitutions (o-FCl-IC and FClF-IC), and synthesized regioisomer-free small molecular acceptors (SMAs) Y-Cl, Y-FCl, and Y-FClF with distinct hetero-halogenated terminals, respectively. The single-crystal structures and theoretical calculations indicate that Y-FClF exhibits more compact three-dimensional network packing and more significant π-π electronic coupling compared to Y-FCl. From Y-Cl to Y-FCl to Y-FClF, the neat films exhibit a narrower optical band gap and gradually enhanced electron mobility and crystallinity. The PM6 : Y-FClF blend film exhibits the strongest crystallinity with preferential face-on molecular packing, desirable fibrous morphology with suitable phase segregation, and the highest and balanced charge mobilities among three blend films. Overall, the PM6 : Y-FClF organic solar cells (OSCs) deliver a remarkable efficiency of 17.65 %, outperforming the PM6 : Y-FCl and PM6 : Y-Cl, which is the best PCE for reported hetero-halogens-based SMAs in binary OSCs. Our results demonstrate that difluoro-monochloro hetero-terminal is a superior regio-regular unit for enhancing the intermolecular crystal packing and photovoltaic performance of hetero-halogenated SMAs.",
keywords = "Halogenation, Organic Solar Cells, Regioisomers, Single Crystal, Small Molecular Acceptor",
author = "Lu Yan and Heng Zhang and Qiaoshi An and Mengyun Jiang and Asif Mahmood and Jee, {Min Hun} and Bai, {Hai Rui} and Zhi, {Hong Fu} and Shaowen Zhang and Woo, {Han Young} and Wang, {Jin Liang}",
note = "Funding Information: This work was financially supported by grants from the Natural Science Foundation of China (No. 21971014 and 22275017). Prof. Jin-Liang Wang was supported by the Thousand Youth Talents Plan of China and the BIT Teli Young Fellow Recruitment Program. Prof. Jin-Liang Wang thanked Lu Yan for the synthesis of Y-FCl and Y-FClF, and for finishing the most of experiments and draft. Lu Yan thanked Prof. Qiaoshi An for the final devices{\textquoteright} optimization and for revising this paper. Lu Yan thanked Prof. Jin-Liang Wang for the single-crystal preparation and measurement and for revising this paper. Lu Yan thanked Heng Zhang for the synthesis of a part of Y-Cl, finishing some supplemental experiments, and revising the paper during the revision. Lu Yan thanked Mengyun Jiang for the device supplemental experiments. Lu Yan thanked Dr. Asif Mahmood for density functional theory (DFT) calculations. The authors thank Dr. Hang Qu for help with the crystallographic refinement. The authors are grateful to Min Hun Jee and Prof. Han Young Woo for the 2D GIWAXS experiments and analysis. The authors also thank Prof. Xiong Li for his help on the TPV and TPC experiments. The authors gratefully acknowledge the Analysis & Testing Center, Beijing Institute of Technology, for NMR, TGA, AFM, devices preparation, and characterization. The authors gratefully acknowledge the Analysis & Testing Center of the School of Chemistry and Chemical Engineering, Beijing Institute of Technology, for DSC characterization. Funding Information: This work was financially supported by grants from the Natural Science Foundation of China (No. 21971014 and 22275017). Prof. Jin‐Liang Wang was supported by the Thousand Youth Talents Plan of China and the BIT Teli Young Fellow Recruitment Program. Prof. Jin‐Liang Wang thanked Lu Yan for the synthesis of Y‐FCl and Y‐FClF, and for finishing the most of experiments and draft. Lu Yan thanked Prof. Qiaoshi An for the final devices{\textquoteright} optimization and for revising this paper. Lu Yan thanked Prof. Jin‐Liang Wang for the single‐crystal preparation and measurement and for revising this paper. Lu Yan thanked Heng Zhang for the synthesis of a part of Y‐Cl, finishing some supplemental experiments, and revising the paper during the revision. Lu Yan thanked Mengyun Jiang for the device supplemental experiments. Lu Yan thanked Dr. Asif Mahmood for density functional theory (DFT) calculations. The authors thank Dr. Hang Qu for help with the crystallographic refinement. The authors are grateful to Min Hun Jee and Prof. Han Young Woo for the 2D GIWAXS experiments and analysis. The authors also thank Prof. Xiong Li for his help on the TPV and TPC experiments. The authors gratefully acknowledge the Analysis & Testing Center, Beijing Institute of Technology, for NMR, TGA, AFM, devices preparation, and characterization. The authors gratefully acknowledge the Analysis & Testing Center of the School of Chemistry and Chemical Engineering, Beijing Institute of Technology, for DSC characterization. Publisher Copyright: {\textcopyright} 2022 Wiley-VCH GmbH.",
year = "2022",
month = nov,
day = "14",
doi = "10.1002/anie.202209454",
language = "English",
volume = "61",
journal = "Angewandte Chemie - International Edition",
issn = "1433-7851",
publisher = "John Wiley and Sons Ltd",
number = "46",
}
