Altering the Positions of Chlorine and Bromine Substitution on the End Group Enables High-Performance Acceptor and Efficient Organic Solar Cells

Luo Zhenghui; Ma Ruijie; Chen Zhanxiang; Xiao Yiqun; Zhang Guangye; Liu Tao; Sun Rui; Zhan Qun; Zou Yang; Zhong Cheng; Chen Yuzhong; Sun Huiliang; Chai Gaoda; Chen Kai; Guo Xugang; Min Jie; Lu Xinhui; Yang Chuluo; Yan He

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Altering the Positions of Chlorine and Bromine Substitution on the End Group Enables High-Performance Acceptor and Efficient Organic Solar Cells

机译：改变果氯和溴代替代物在末端组上的位置使高性能受体和高效的有机太阳能电池

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It is widely recognized that subtle changes in the chemical structure of organic semiconductors can induce dramatic variations in their optoelectronic properties and device performance, especially for the nonfullerene small-molecule acceptors (SMAs). For instance, halogenation of the end groups in the acceptor-donor-acceptor-type SMAs is an effective strategy to modulate the properties of the end group and thus the entire SMA. While previous position modulations have focused on only one substituent, this study shows the development of three isomeric SMAs (BTP-ClBr, BTP-ClBr1, and BTP-ClBr2) via manipulating the position of two halogen substituents (chlorine and bromine) on the terminal unit. BTP-ClBr exhibits a blueshifted absorption, a shallower lowest unoccupied molecular orbital energy level, and a weaker crystallization tendency relative to BTP-ClBr1 and BTP-ClBr2. A power conversion efficiency (16.82%) and an excellent fill factor (FF) (0.79) are realized in the optimal PM6:BTP-ClBr organic solar cell device. The higher FF is consistent with the results of the characterization including a longer charge recombination lifetime, a faster photocurrent decay, a weaker bimolecular recombination, and a more favorable domain size for PM6:BTP-ClBr, which all originate from a subtle change in the substitution sites that strongly influences the physicochemical properties of the SMA.

机译：众所周知，有机半导体的化学结构的微妙变化可以引起其光电性能和器件性能的显着变化，尤其是对于非含有非氟氯丁烯小分子受体（SMA）。例如，受体 - 供体 - 受体型SMA中结束基团的卤化是调节端部组的性质和因此整个SMA的有效策略。虽然以前的位置调节仅集中于一个取代基，但该研究显示了通过操纵终端上的两个卤素取代基（氯和溴）的位置的三种异构SMA（BTP-CLBR，BTP-CLBR1和BTP-CLBR2）的发展单元。 BTP-CLBR表现出蓝色的吸收，较浅的最低未占用的分子轨道能量水平，以及相对于BTP-CLBR1和BTP-CLBR2的较弱的结晶趋势。在最佳PM6：BTP-CLBR有机太阳能电池装置中实现了功率转换效率（16.82％）和优异的填充因子（FF）（0.79）。较高的FF与包括较长电荷重组寿命的表征的结果一致，光电流衰减更快，较弱的双分子重组和PM6：BTP-CLBR的更有利的域大小，所有这些都源自微妙的变化强烈影响SMA的物理化学性质的替代网站。

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来源
《Advanced energy materials》 |2020年第44期|2002649.1-2002649.8|共8页
作者
Luo Zhenghui; Ma Ruijie; Chen Zhanxiang; Xiao Yiqun; Zhang Guangye; Liu Tao; Sun Rui; Zhan Qun; Zou Yang; Zhong Cheng; Chen Yuzhong; Sun Huiliang; Chai Gaoda; Chen Kai; Guo Xugang; Min Jie; Lu Xinhui; Yang Chuluo; Yan He;
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Hong Kong Univ Sci & Technol Shenzhen Res Inst 9 Yuexing First RD Hitech Pk Shenzhen 518057 Peoples R China|Hong Kong Univ Sci & Technol HKUST Chinese Natl Engn Res Ctr Tissue Restorat & Recon Dept Chem Kowloon Clear Water Bay Hong Kong 999077 Peoples R China|Hong Kong Univ Sci & Technol HKUST Chinese Natl Engn Res Ctr Tissue Restorat & Recon Hong Kong Branch Kowloon Clear Water Bay Hong Kong 999077 Peoples R China;

Hong Kong Univ Sci & Technol Shenzhen Res Inst 9 Yuexing First RD Hitech Pk Shenzhen 518057 Peoples R China|Hong Kong Univ Sci & Technol HKUST Chinese Natl Engn Res Ctr Tissue Restorat & Recon Dept Chem Kowloon Clear Water Bay Hong Kong 999077 Peoples R China|Hong Kong Univ Sci & Technol HKUST Chinese Natl Engn Res Ctr Tissue Restorat & Recon Hong Kong Branch Kowloon Clear Water Bay Hong Kong 999077 Peoples R China;

Wuhan Univ Dept Chem Wuhan 430072 Peoples R China;

Chinese Univ Hong Kong Dept Phys Hong Kong 999077 Peoples R China;

EFlexPV Ltd China Plant B701 16 Lanjing Middle Rd Longtian St Shenzhen 518057 Peoples R China;

Hong Kong Univ Sci & Technol Shenzhen Res Inst 9 Yuexing First RD Hitech Pk Shenzhen 518057 Peoples R China|Hong Kong Univ Sci & Technol HKUST Chinese Natl Engn Res Ctr Tissue Restorat & Recon Dept Chem Kowloon Clear Water Bay Hong Kong 999077 Peoples R China|Hong Kong Univ Sci & Technol HKUST Chinese Natl Engn Res Ctr Tissue Restorat & Recon Hong Kong Branch Kowloon Clear Water Bay Hong Kong 999077 Peoples R China;

Wuhan Univ Inst Adv Studies Wuhan 430072 Peoples R China|Southern Univ Sci & Technol SUSTech Dept Mat Sci & Engn 1088 Xueyuan Rd Shenzhen 518055 Guangdong Peoples R China|Southern Univ Sci & Technol SUSTech Shenzhen Key Lab Printed Organ Elect 1088 Xueyuan Rd Shenzhen 518055 Guangdong Peoples R China;

Shenzhen Univ Coll Mat Sci & Engn Shenzhen Key Lab Polymer Sci & Technol Shenzhen 518060 Peoples R China;

Shenzhen Univ Coll Mat Sci & Engn Shenzhen Key Lab Polymer Sci & Technol Shenzhen 518060 Peoples R China;

Wuhan Univ Dept Chem Wuhan 430072 Peoples R China;

Hong Kong Univ Sci & Technol Shenzhen Res Inst 9 Yuexing First RD Hitech Pk Shenzhen 518057 Peoples R China|Hong Kong Univ Sci & Technol HKUST Chinese Natl Engn Res Ctr Tissue Restorat & Recon Dept Chem Kowloon Clear Water Bay Hong Kong 999077 Peoples R China|Hong Kong Univ Sci & Technol HKUST Chinese Natl Engn Res Ctr Tissue Restorat & Recon Hong Kong Branch Kowloon Clear Water Bay Hong Kong 999077 Peoples R China;

Southern Univ Sci & Technol SUSTech Dept Mat Sci & Engn 1088 Xueyuan Rd Shenzhen 518055 Guangdong Peoples R China|Southern Univ Sci & Technol SUSTech Shenzhen Key Lab Printed Organ Elect 1088 Xueyuan Rd Shenzhen 518055 Guangdong Peoples R China;

Hong Kong Univ Sci & Technol Shenzhen Res Inst 9 Yuexing First RD Hitech Pk Shenzhen 518057 Peoples R China|Hong Kong Univ Sci & Technol HKUST Chinese Natl Engn Res Ctr Tissue Restorat & Recon Dept Chem Kowloon Clear Water Bay Hong Kong 999077 Peoples R China|Hong Kong Univ Sci & Technol HKUST Chinese Natl Engn Res Ctr Tissue Restorat & Recon Hong Kong Branch Kowloon Clear Water Bay Hong Kong 999077 Peoples R China;

Hong Kong Univ Sci & Technol Shenzhen Res Inst 9 Yuexing First RD Hitech Pk Shenzhen 518057 Peoples R China|Hong Kong Univ Sci & Technol HKUST Chinese Natl Engn Res Ctr Tissue Restorat & Recon Dept Chem Kowloon Clear Water Bay Hong Kong 999077 Peoples R China|Hong Kong Univ Sci & Technol HKUST Chinese Natl Engn Res Ctr Tissue Restorat & Recon Hong Kong Branch Kowloon Clear Water Bay Hong Kong 999077 Peoples R China;

Southern Univ Sci & Technol SUSTech Dept Mat Sci & Engn 1088 Xueyuan Rd Shenzhen 518055 Guangdong Peoples R China|Southern Univ Sci & Technol SUSTech Shenzhen Key Lab Printed Organ Elect 1088 Xueyuan Rd Shenzhen 518055 Guangdong Peoples R China;

Wuhan Univ Inst Adv Studies Wuhan 430072 Peoples R China;

Chinese Univ Hong Kong Dept Phys Hong Kong 999077 Peoples R China;

Hong Kong Univ Sci & Technol Shenzhen Res Inst 9 Yuexing First RD Hitech Pk Shenzhen 518057 Peoples R China|Wuhan Univ Dept Chem Wuhan 430072 Peoples R China|Shenzhen Univ Coll Mat Sci & Engn Shenzhen Key Lab Polymer Sci & Technol Shenzhen 518060 Peoples R China;

Hong Kong Univ Sci & Technol HKUST Chinese Natl Engn Res Ctr Tissue Restorat & Recon Dept Chem Kowloon Clear Water Bay Hong Kong 999077 Peoples R China|Hong Kong Univ Sci & Technol HKUST Chinese Natl Engn Res Ctr Tissue Restorat & Recon Hong Kong Branch Kowloon Clear Water Bay Hong Kong 999077 Peoples R China;

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molecular packing; organic solar cells; power conversion efficiency; small-molecule acceptors; substitution positions;

机译：分子包装;有机太阳能电池;功率转换效率;小分子受体;替代位置;

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机译：苯并[1,2-B：4,5-B']苯并的溴和氯同伴官能化的非氟化受体：一种新的混合策略，以平衡共混膜的结晶度和混合物，以实现高效的聚合物太阳能电池
2. Precisely Controlling the Position of Bromine on the End Group Enables Well-Regular Polymer Acceptors for All-Polymer Solar Cells with Efficiencies over 15% [J] . Luo Zhenghui, Liu Tao, Ma Ruijie, Advanced Materials . 2020,第48期

机译：精确地控制溴对末端组的位置使全聚合物太阳能电池的常规聚合物受体具有超过15％的效率
3. Bromination of the Small-Molecule Acceptor with Fixed Position for High-Performance Solar Cells (vol 31, pg 8044, 2019) [J] . Qu Jianfei, Li Duning, Wang Huan, Chemistry of Materials: A Publication of the American Chemistry Society . 2020,第13期

机译：用于高性能太阳能电池的固定位置的小分子受体的溴化溴（Vol 31，PG 8044,2019）
4. Highly Efficient and Air Stable Ternary Organic Solar Cell Enabled By Employing a Perylenediimide-Based Acceptor [C] . Yu Ting, Ricardo Izquierdo, Gregory Charles Welch, Meeting of the Electrochemical Society;International Meeting on Chemical Sensors . 2020

机译：通过使用基于前酰亚胺的受体，实现高效和空气稳定的三元有机太阳能电池
5. Fabrication of Hybrid Bulk Heterojunction Solar Cells based on inorganic Aerogels as acceptors and organic Porphyrin dyes as donors. [D] . Rathi, Monika. 2010

机译：基于无机气凝胶作为受体和有机卟啉染料作为供体的混合体异质结太阳能电池的制备。
6. Efficient Non-fullerene Organic Solar Cells Enabled by Sequential Fluorination of Small-Molecule Electron Acceptors [O] . Ruihao Xie, Lei Ying, Hailong Liao, 2018

机译：通过小分子电子受体的顺序氟化实现高效的非富勒烯有机太阳能电池
7. Bromination of the Small-Molecule Acceptor with Fixed Position for High-Performance Solar Cells [O] . -1

机译：用于高性能太阳能电池的固定位置的小分子受体溴化

Altering the Positions of Chlorine and Bromine Substitution on the End Group Enables High-Performance Acceptor and Efficient Organic Solar Cells

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