Benzotriazole‐Based Nonfused Ring Acceptors for Efficient and Thermally Stable Organic Solar Cells

Han, Daehee; Lim, Chulhee; Phan, Tan Ngoc‐Lan; Kim, Youngkwon; Kim, Bumjoon J.

doi:10.1002/marc.202200530

Benzotriazole‐Based Nonfused Ring Acceptors for Efficient and Thermally Stable Organic Solar Cells

Journal Article · Fri Aug 05 04:00:00 EDT 2022 · Macromolecular Rapid Communications

DOI:https://doi.org/10.1002/marc.202200530· OSTI ID:2422649

Han, Daehee ^[1]; Lim, Chulhee ^[1]; Phan, Tan Ngoc‐Lan ^[1]; Kim, Youngkwon ^[1]; ^[1]

Department of Chemical and Biomolecular Engineering Korea Advanced Institute of Science and Technology (KAIST) Daejeon 34141 Republic of Korea

Abstract

Nonfused ring acceptors (NFRAs) have attracted significant attention for nonfullerene organic solar cells (OSCs) owing to their chemical tunability and facile synthesis. In this study, a benzotriazole‐based NFRA with chlorinated end groups (Triazole‐4Cl) is developed to realize highly efficient and thermally stable NFRA‐based OSCs; an analogous NFRA with nonchlorinated end groups (Triazole‐H) is synthesized for comparison. Triazole‐4Cl film exhibits the high‐order packing structure and the near‐infrared absorption capability, which are advantageous in charge transport and light harvesting of the resulting OSCs. In particular, the strong crystalline behavior of Triazole‐4Cl results in enhanced self‐aggregation, leading to high charge carrier mobility. Owing to these properties, a PBDB‐T (polymer donor):Triazole‐4Cl OSC demonstrates a high short‐circuit current, fill factor, and power conversion efficiency (PCE = 10.46%), outperforming a PBDB‐T:Triazole‐H OSC (PCE = 7.65%). In addition, the thermal stability of a PBDB‐T:Triazole‐4Cl OSC at an elevated temperature of 120 °C exceeds that of a PBDB‐T:Triazole‐H OSC. This is mainly attributed to the significantly higher cold crystallization temperature of Triazole‐4Cl (205.9 °C). This work provides useful guidelines for the design of NFRAs to achieve efficient and thermally stable NFRA‐based OSCs.

Research Organization:: Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States). Advanced Light Source (ALS)

Sponsoring Organization:: USDOE

DOE Contract Number:: AC02-05CH11231

OSTI ID:: 2422649

Journal Information:: Macromolecular Rapid Communications, Journal Name: Macromolecular Rapid Communications Journal Issue: 22 Vol. 43; ISSN 1022-1336

Publisher:: Wiley

Country of Publication:: United States

Language:: English

References (79)

Understanding the correlation and balance between the miscibility and optoelectronic properties of polymer–fullerene solar cells Zhang, Chaohong; Langner, Stefan; Mumyatov, Alexander V. Journal of Materials Chemistry A, Vol. 5, Issue 33 https://doi.org/10.1039/C7TA03505E	journal	January 2017
Multiple Fused Ring-Based Near-Infrared Nonfullerene Acceptors with an Interpenetrated Charge-Transfer Network Qu, Jianfei; Zhao, Qiaoqiao; Zhou, Jiadong Chemistry of Materials, Vol. 31, Issue 5 https://doi.org/10.1021/acs.chemmater.8b05047	journal	February 2019
Revealing the effects of molecular packing on the performances of polymer solar cells based on A–D–C–D–A type non-fullerene acceptors Li, Shuixing; Zhan, Lingling; Zhao, Wenchao Journal of Materials Chemistry A, Vol. 6, Issue 25 https://doi.org/10.1039/C8TA03753A	journal	January 2018
Absolute Measurement of Domain Composition and Nanoscale Size Distribution Explains Performance in PTB7:PC ₇₁ BM Solar Cells Collins, Brian A.; Li, Zhe; Tumbleston, John R. Advanced Energy Materials, Vol. 3, Issue 1 https://doi.org/10.1002/aenm.201200377	journal	October 2012
High-Performance All-Polymer Solar Cells Via Side-Chain Engineering of the Polymer Acceptor: The Importance of the Polymer Packing Structure and the Nanoscale Blend Morphology Lee, Changyeon; Kang, Hyunbum; Lee, Wonho Advanced Materials, Vol. 27, Issue 15 https://doi.org/10.1002/adma.201405226	journal	March 2015
An Electron Acceptor Challenging Fullerenes for Efficient Polymer Solar Cells Lin, Yuze; Wang, Jiayu; Zhang, Zhi-Guo Advanced Materials, Vol. 27, Issue 7 https://doi.org/10.1002/adma.201404317	journal	January 2015
Domain Purity, Miscibility, and Molecular Orientation at Donor/Acceptor Interfaces in High Performance Organic Solar Cells: Paths to Further Improvement Ma, Wei; Tumbleston, John R.; Wang, Ming Advanced Energy Materials, Vol. 3, Issue 7 https://doi.org/10.1002/aenm.201200912	journal	March 2013
Naphthobistriazole based non-fused electron acceptors for organic solar cells Wang, Chao; Wang, Bo; Wu, Yonggang Journal of Materials Chemistry C, Vol. 10, Issue 20 https://doi.org/10.1039/D2TC01077A	journal	January 2022
Small-bandgap quinoid-based π-conjugated polymers Mikie, Tsubasa; Osaka, Itaru Journal of Materials Chemistry C, Vol. 8, Issue 41 https://doi.org/10.1039/D0TC01041C	journal	January 2020
Effect of the Selective Halogenation of Small Molecule Acceptors on the Blend Morphology and Voltage Loss of High‐Performance Solar Cells Kim, Geon‐U; Sun, Cheng; Lee, Dongchan Advanced Functional Materials, Vol. 32, Issue 25 https://doi.org/10.1002/adfm.202201150	journal	March 2022
Simple non-fused electron acceptors for efficient and stable organic solar cells Yu, Zhi-Peng; Liu, Zhi-Xi; Chen, Fang-Xiao Nature Communications, Vol. 10, Issue 1 https://doi.org/10.1038/s41467-019-10098-z	journal	May 2019
Isomerically Pure Benzothiophene-Incorporated Acceptor: Achieving Improved V _oc and J _sc of Nonfullerene Organic Solar Cells via End Group Manipulation Chang, Shao-Ling; Hung, Kai-En; Cao, Fong-Yi ACS Applied Materials & Interfaces, Vol. 11, Issue 36 https://doi.org/10.1021/acsami.9b08462	journal	August 2019
Crystal Engineering in Organic Photovoltaic Acceptors: A 3D Network Approach Lai, Hanjian; He, Feng Advanced Energy Materials, Vol. 10, Issue 47 https://doi.org/10.1002/aenm.202002678	journal	October 2020
Achieving an Efficient and Stable Morphology in Organic Solar Cells Via Fine-Tuning the Side Chains of Small-Molecule Acceptors Chang, Meijia; Meng, Lingxian; Wang, Yunchuang Chemistry of Materials, Vol. 32, Issue 6 https://doi.org/10.1021/acs.chemmater.0c00097	journal	March 2020
Melting Point Depression and Kinetic Effects of Cooling on Crystallization in Poly(vinylidene fluoride)-Poly(methyl methacrylate) Mixtures Nishi, T.; Wang, T. T. Macromolecules, Vol. 8, Issue 6 https://doi.org/10.1021/ma60048a040	journal	November 1975
Achieving highly efficient all-polymer solar cells by green-solvent-processing under ambient atmosphere Liu, Bin; Sun, Huiliang; Lee, Jin-Woo Energy & Environmental Science https://doi.org/10.1039/D1EE01310F	journal	January 2021
Chlorinated Thiophene End Groups for Highly Crystalline Alkylated Non-Fullerene Acceptors toward Efficient Organic Solar Cells Zhang, Jianquan; Li, Yunke; Hu, Huawei Chemistry of Materials, Vol. 31, Issue 17 https://doi.org/10.1021/acs.chemmater.9b00980	journal	December 2018
Carboxylate-Substituted Polythiophenes for Efficient Fullerene-Free Polymer Solar Cells: The Effect of Chlorination on Their Properties Wang, Qi; Li, Miaomiao; Zhang, Xiaowei Macromolecules, Vol. 52, Issue 12 https://doi.org/10.1021/acs.macromol.9b00793	journal	June 2019
Donor–Acceptor Alternating Copolymer Compatibilizers for Thermally Stable, Mechanically Robust, and High-Performance Organic Solar Cells Lee, Jin-Woo; Sun, Cheng; Kim, Dong Jun ACS Nano, Vol. 15, Issue 12 https://doi.org/10.1021/acsnano.1c07471	journal	November 2021
Selenopheno[3,2- b ]thiophene-Based Narrow-Bandgap Nonfullerene Acceptor Enabling 13.3% Efficiency for Organic Solar Cells with Thickness-Insensitive Feature Wang, Jin-Liang; Liu, Kai-Kai; Hong, Ling ACS Energy Letters, Vol. 3, Issue 12 https://doi.org/10.1021/acsenergylett.8b01808	journal	November 2018
Fluorination Effects on Indacenodithienothiophene Acceptor Packing and Electronic Structure, End-Group Redistribution, and Solar Cell Photovoltaic Response Aldrich, Thomas J.; Matta, Micaela; Zhu, Weigang Journal of the American Chemical Society, Vol. 141, Issue 7 https://doi.org/10.1021/jacs.8b13653	journal	January 2019
Chlorinated Wide-Bandgap Donor Polymer Enabling Annealing Free Nonfullerene Solar Cells with the Efficiency of 11.5% Liu, Zhitian; Gao, Yerun; Dong, Jun The Journal of Physical Chemistry Letters, Vol. 9, Issue 24 https://doi.org/10.1021/acs.jpclett.8b03247	journal	November 2018
Triad-type, multi-functional compatibilizers for enhancing efficiency, stability and mechanical robustness of polymer solar cells Kim, Geon-U.; Lee, Young Woong; Ma, Boo Soo Journal of Materials Chemistry A, Vol. 8, Issue 27 https://doi.org/10.1039/D0TA03924A	journal	January 2020
Carbon–Oxygen‐Bridged Ladder‐Type Building Blocks for Highly Efficient Nonfullerene Acceptors Xiao, Zuo; Yang, Shangfeng; Yang, Zhou Advanced Materials, Vol. 31, Issue 45 https://doi.org/10.1002/adma.201804790	journal	October 2018
Impact of Chlorination Patterns of Naphthalenediimide-Based Polymers on Aggregated Structure, Crystallinity, and Device Performance of All-Polymer Solar Cells and Organic Transistors Wang, Lixin; Park, Jin Su; Lee, Hyun Gyeong ACS Applied Materials & Interfaces, Vol. 12, Issue 50 https://doi.org/10.1021/acsami.0c18351	journal	December 2020
Using Chlorine Atoms to Fine-Tune the Intermolecular Packing and Energy Levels of Efficient Nonfullerene Acceptors Lai, Hanjian; Chen, Hui; Shen, Yue ACS Applied Energy Materials, Vol. 2, Issue 10 https://doi.org/10.1021/acsaem.9b01667	journal	September 2019
Nonfused Nonfullerene Acceptors with an A–D–A′–D–A Framework and a Benzothiadiazole Core for High-Performance Organic Solar Cells Pang, Shuting; Zhou, Xia; Zhang, Song ACS Applied Materials & Interfaces, Vol. 12, Issue 14 https://doi.org/10.1021/acsami.0c01850	journal	March 2020
Noncovalently fused-ring electron acceptors with near-infrared absorption for high-performance organic solar cells Huang, Hao; Guo, Qingxin; Feng, Shiyu Nature Communications, Vol. 10, Issue 1 https://doi.org/10.1038/s41467-019-11001-6	journal	July 2019
Toward Efficient All-Polymer Solar Cells via Halogenation on Polymer Acceptors Li, Yuxiang; Jia, Zhiyan; Zhang, Qilin ACS Applied Materials & Interfaces, Vol. 12, Issue 29 https://doi.org/10.1021/acsami.0c08442	journal	June 2020
14.7% Efficiency Organic Photovoltaic Cells Enabled by Active Materials with a Large Electrostatic Potential Difference Yao, Huifeng; Cui, Yong; Qian, Deping Journal of the American Chemical Society, Vol. 141, Issue 19 https://doi.org/10.1021/jacs.8b12937	journal	April 2019
Asymmetrical Ladder-Type Donor-Induced Polar Small Molecule Acceptor to Promote Fill Factors Approaching 77% for High-Performance Nonfullerene Polymer Solar Cells Gao, Wei; Zhang, Miao; Liu, Tao Advanced Materials, Vol. 30, Issue 26 https://doi.org/10.1002/adma.201800052	journal	May 2018
Completely non-fused electron acceptor with 3D-interpenetrated crystalline structure enables efficient and stable organic solar cell Ma, Lijiao; Zhang, Shaoqing; Zhu, Jincheng Nature Communications, Vol. 12, Issue 1 https://doi.org/10.1038/s41467-021-25394-w	journal	August 2021
Non-fused ring acceptors for organic solar cells Yang, Mingqun; Wei, Wenkui; Zhou, Xia Energy Materials, Vol. 1, Issue 1 https://doi.org/10.20517/energymater.2021.08	journal	January 2022
Hidden Structure Ordering Along Backbone of Fused-Ring Electron Acceptors Enhanced by Ternary Bulk Heterojunction Mai, Jiangquan; Xiao, Yiqun; Zhou, Guodong Advanced Materials, Vol. 30, Issue 34 https://doi.org/10.1002/adma.201802888	journal	July 2018
Naphthobisthiadiazole-Based π-Conjugated Polymers for Nonfullerene Solar Cells: Suppressing Intermolecular Interaction Improves Photovoltaic Performance Chou, Li-Hui; Mikie, Tsubasa; Saito, Masahiko ACS Applied Materials & Interfaces, Vol. 14, Issue 12 https://doi.org/10.1021/acsami.2c01606	journal	March 2022
Recent Progress in Chlorinated Organic Photovoltaic Materials Yao, Huifeng; Wang, Jingwen; Xu, Ye Accounts of Chemical Research, Vol. 53, Issue 4 https://doi.org/10.1021/acs.accounts.0c00009	journal	March 2020
Controlling Energy Levels and Blend Morphology for All-Polymer Solar Cells via Fluorination of a Naphthalene Diimide-Based Copolymer Acceptor Uddin, Mohammad Afsar; Kim, Youngkwon; Younts, Robert Macromolecules, Vol. 49, Issue 17 https://doi.org/10.1021/acs.macromol.6b01414	journal	August 2016
Simple Nonfused‐Ring Electron Acceptors with Noncovalently Conformational Locks for Low‐Cost and High‐Performance Organic Solar Cells Enabled by End‐Group Engineering Li, Congqi; Zhang, Xin; Yu, Na Advanced Functional Materials, Vol. 32, Issue 5 https://doi.org/10.1002/adfm.202108861	journal	October 2021
Over 16% efficiency organic photovoltaic cells enabled by a chlorinated acceptor with increased open-circuit voltages Cui, Yong; Yao, Huifeng; Zhang, Jianqi Nature Communications, Vol. 10, Issue 1 https://doi.org/10.1038/s41467-019-10351-5	journal	June 2019
Thermally stable poly(3‐hexylthiophene): Nonfullerene solar cells with efficiency breaking 10% Gao, Mengyuan; Liu, Yang; Xian, Kaihu Aggregate https://doi.org/10.1002/agt2.190	journal	March 2022
Reduced Energy Loss Enabled by a Chlorinated Thiophene‐Fused Ending‐Group Small Molecular Acceptor for Efficient Nonfullerene Organic Solar Cells with 13.6% Efficiency Luo, Zhenghui; Liu, Tao; Wang, Yiling Advanced Energy Materials, Vol. 9, Issue 18 https://doi.org/10.1002/aenm.201900041	journal	March 2019
Influences of Quinoid Structures on Stability and Photovoltaic Performance of Nonfullerene Acceptors Lv, Ruizhi; Geng, Shizhe; Li, Shuixing Solar RRL, Vol. 4, Issue 10 https://doi.org/10.1002/solr.202000286	journal	August 2020
Electron-deficient diketone unit engineering for non-fused ring acceptors enabling over 13% efficiency in organic solar cells Luo, Dou; Li, Lanqing; Shi, Yongqiang Journal of Materials Chemistry A, Vol. 9, Issue 26 https://doi.org/10.1039/D1TA03643B	journal	January 2021
Importance of 2D Conjugated Side Chains of Benzodithiophene-Based Polymers in Controlling Polymer Packing, Interfacial Ordering, and Composition Variations of All-Polymer Solar Cells Lee, Changyeon; Giridhar, Thota; Choi, Joonhyeong Chemistry of Materials, Vol. 29, Issue 21 https://doi.org/10.1021/acs.chemmater.7b03495	journal	October 2017
Delineation of Thermodynamic and Kinetic Factors that Control Stability in Non-fullerene Organic Solar Cells Ghasemi, Masoud; Hu, Huawei; Peng, Zhengxing Joule, Vol. 3, Issue 5 https://doi.org/10.1016/j.joule.2019.03.020	journal	May 2019
Trifluoromethylation Enables a 3D Interpenetrated Low-Band-Gap Acceptor for Efficient Organic Solar Cells Lai, Hanjian; Zhao, Qiaoqiao; Chen, Ziyi Joule, Vol. 4, Issue 3 https://doi.org/10.1016/j.joule.2020.02.004	journal	March 2020
To Fluorinate or Not to Fluorinate in Organic Solar Cells: Achieving a Higher PCE of 15.2% when the Donor Polymer is Halogen‐Free Wu, Jianglin; Liao, Chuang‐Yi; Chen, Yao Advanced Energy Materials, Vol. 11, Issue 47 https://doi.org/10.1002/aenm.202102648	journal	November 2021
The Role of Demixing and Crystallization Kinetics on the Stability of Non‐Fullerene Organic Solar Cells Hu, Huawei; Ghasemi, Masoud; Peng, Zhengxing Advanced Materials, Vol. 32, Issue 49 https://doi.org/10.1002/adma.202005348	journal	November 2020
Tuning the electron-deficient core of a non-fullerene acceptor to achieve over 17% efficiency in a single-junction organic solar cell Zhu, Can; Yuan, Jun; Cai, Fangfang Energy & Environmental Science, Vol. 13, Issue 8 https://doi.org/10.1039/D0EE00862A	journal	January 2020
Simple Non‐Fused Electron Acceptors Leading to Efficient Organic Photovoltaics Wen, Tian‐Jiao; Liu, Zhi‐Xi; Chen, Zeng Angewandte Chemie International Edition, Vol. 60, Issue 23 https://doi.org/10.1002/anie.202101867	journal	May 2021
An Unfused-Core-Based Nonfullerene Acceptor Enables High-Efficiency Organic Solar Cells with Excellent Morphological Stability at High Temperatures Li, Shuixing; Zhan, Lingling; Liu, Feng Advanced Materials, Vol. 30, Issue 6 https://doi.org/10.1002/adma.201705208	journal	December 2017
A molecular interaction–diffusion framework for predicting organic solar cell stability Ghasemi, Masoud; Balar, Nrup; Peng, Zhengxing Nature Materials, Vol. 20, Issue 4 https://doi.org/10.1038/s41563-020-00872-6	journal	January 2021
Recombination in polymer-fullerene bulk heterojunction solar cells Cowan, Sarah R.; Roy, Anshuman; Heeger, Alan J. Physical Review B, Vol. 82, Issue 24 https://doi.org/10.1103/PhysRevB.82.245207	journal	December 2010
Fine-Tuning the Dipole Moment of Asymmetric Non-Fullerene Acceptors Enabling Efficient and Stable Organic Solar Cells Xia, Zihao; Zhang, Jinsheng; Gao, Xiang ACS Applied Materials & Interfaces, Vol. 13, Issue 20 https://doi.org/10.1021/acsami.1c02652	journal	May 2021
Regulating Favorable Morphology Evolution by a Simple Liquid-Crystalline Small Molecule Enables Organic Solar Cells with over 17% Efficiency and a Remarkable J _sc of 26.56 mA/cm ² Liao, Xunfan; He, Qiannan; Zhou, Guanqing Chemistry of Materials, Vol. 33, Issue 1 https://doi.org/10.1021/acs.chemmater.0c04297	journal	December 2020
Forced coplanarity of dithienofluorene-based non-fullerene acceptors to achieve high-efficiency organic solar cells Cao, Fong-Yi; Huang, Po-Kai; Su, Yen-Chen Journal of Materials Chemistry A, Vol. 7, Issue 30 https://doi.org/10.1039/C9TA05116C	journal	January 2019
Single-Junction Organic Solar Cell with over 15% Efficiency Using Fused-Ring Acceptor with Electron-Deficient Core Yuan, Jun; Zhang, Yunqiang; Zhou, Liuyang Joule, Vol. 3, Issue 4 https://doi.org/10.1016/j.joule.2019.01.004	journal	April 2019
Morphology and Phase Segregation of Spin-Casted Films of Polyfluorene/PCBM Blends Nilsson, Svante; Bernasik, Andrzej; Budkowski, Andrzej Macromolecules, Vol. 40, Issue 23 https://doi.org/10.1021/ma070712a	journal	November 2007
Device Physics of PolymerFullerene Bulk Heterojunction Solar Cells Blom, P. W. M.; Mihailetchi, V. D.; Koster, L. J. A. Advanced Materials, Vol. 19, Issue 12, p. 1551-1566 https://doi.org/10.1002/adma.200601093	journal	June 2007
The substituents on the intermediate electron-deficient groups in small molecular acceptors result appropriate morphologies for organic solar cells Shi, Yanan; Pan, Junxiu; Zhang, Hao Organic Electronics, Vol. 93 https://doi.org/10.1016/j.orgel.2021.106133	journal	June 2021
Over 17% Efficiency Binary Organic Solar Cells with Photoresponses Reaching 1000 nm Enabled by Selenophene-Fused Nonfullerene Acceptors Qi, Feng; Jiang, Kui; Lin, Francis ACS Energy Letters, Vol. 6, Issue 1 https://doi.org/10.1021/acsenergylett.0c02230	journal	November 2020
Quantitative Determination of Organic Semiconductor Microstructure from the Molecular to Device Scale Rivnay, Jonathan; Mannsfeld, Stefan C. B.; Miller, Chad E. Chemical Reviews, Vol. 112, Issue 10 https://doi.org/10.1021/cr3001109	journal	June 2012
Noncovalent Interactions Induced by Fluorination of the Central Core Improve the Photovoltaic Performance of A-D-A′-D-A-Type Nonfused Ring Acceptors Zhou, Xia; Pang, Shuting; Wu, Baoqi ACS Applied Energy Materials, Vol. 5, Issue 6 https://doi.org/10.1021/acsaem.2c01179	journal	June 2022
A Non-fullerene Acceptor with Enhanced Intermolecular π-Core Interaction for High-Performance Organic Solar Cells Lin, Francis; Jiang, Kui; Kaminsky, Werner Journal of the American Chemical Society, Vol. 142, Issue 36 https://doi.org/10.1021/jacs.0c07083	journal	August 2020
New Thieno[3,2-b]thiophene-Based Acceptor: Tuning Acceptor Strength of Ladder-Type N-Type Materials to Simultaneously Achieve Enhanced V_oc and J_sc of Nonfullerene Solar Cells Chang, Shao-Ling; Cao, Fong-Yi; Huang, Wen-Chia ACS Energy Letters, Vol. 3, Issue 7 https://doi.org/10.1021/acsenergylett.8b00563	journal	June 2018
Alkylsilyl Fused Ring‐Based Polymer Donor for Non‐Fullerene Solar Cells with Record Open Circuit Voltage and Energy Loss Huang, Bin; Cheng, Yujun; Jin, Hui Small, Vol. 17, Issue 47 https://doi.org/10.1002/smll.202104451	journal	October 2021
Significance of Average Domain Purity and Mixed Domains on the Photovoltaic Performance of High-Efficiency Solution-Processed Small-Molecule BHJ Solar Cells Mukherjee, Subhrangsu; Proctor, Christopher M.; Bazan, Guillermo C. Advanced Energy Materials, Vol. 5, Issue 21 https://doi.org/10.1002/aenm.201500877	journal	July 2015
Non‐Fused Polymerized Small Molecular Acceptors for Efficient All‐Polymer Solar Cells Wu, Baoqi; Zhang, Yue; Tian, Shizeng Solar RRL, Vol. 6, Issue 6 https://doi.org/10.1002/solr.202101034	journal	March 2022
Polymer-Fullerene Miscibility: A Metric for Screening New Materials for High-Performance Organic Solar Cells Treat, Neil D.; Varotto, Alessandro; Takacs, Christopher J. Journal of the American Chemical Society, Vol. 134, Issue 38 https://doi.org/10.1021/ja305875u	journal	September 2012
Multiple Temporal‐Scale Photocarrier Dynamics Induced by Synergistic Effects of Fluorination and Chlorination in Highly Efficient Nonfullerene Organic Solar Cells Zhang, Kang-Ning; Niu, Meng-Si; Jiang, Zhi-Nan Solar RRL, Vol. 4, Issue 4 https://doi.org/10.1002/solr.201900552	journal	April 2020
A Fully Non‐fused Ring Acceptor with Planar Backbone and Near‐IR Absorption for High Performance Polymer Solar Cells Chen, Ya‐Nan; Li, Miao; Wang, Yunzhi Angewandte Chemie International Edition, Vol. 59, Issue 50 https://doi.org/10.1002/anie.202010856	journal	October 2020
Achieving Efficient Ternary Organic Solar Cells Using Structurally Similar Non‐Fullerene Acceptors with Varying Flanking Side Chains Chang, Yuan; Zhang, Jianquan; Chen, Yuzhong Advanced Energy Materials, Vol. 11, Issue 14 https://doi.org/10.1002/aenm.202100079	journal	February 2021
Efficient, thermally stable poly(3-hexylthiophene)-based organic solar cells achieved by non-covalently fused-ring small molecule acceptors Han, Daehee; Han, Yunghee; Kim, Youngkwon Journal of Materials Chemistry A, Vol. 10, Issue 2 https://doi.org/10.1039/D1TA09392D	journal	January 2022
Enabling High Efficiency of Hydrocarbon‐Solvent Processed Organic Solar Cells through Balanced Charge Generation and Non‐Radiative Loss Fan, Baobing; Lin, Francis; Oh, Jiyeon Advanced Energy Materials, Vol. 11, Issue 41 https://doi.org/10.1002/aenm.202101768	journal	October 2021
Polymer Acceptors with Flexible Spacers Afford Efficient and Mechanically Robust All‐Polymer Solar Cells Genene, Zewdneh; Lee, Jin‐Woo; Lee, Sun‐Woo Advanced Materials, Vol. 34, Issue 6 https://doi.org/10.1002/adma.202107361	journal	December 2021
Structural Cutting of Non-fullerene Acceptors by Chlorination: Effects of Substituent Number on Device Performance Li, Yuqing; Meng, Huifeng; Huang, Jianhua ACS Applied Materials & Interfaces, Vol. 12, Issue 45 https://doi.org/10.1021/acsami.0c16389	journal	November 2020
Regioregular Narrow‐Bandgap n‐Type Polymers with High Electron Mobility Enabling Highly Efficient All‐Polymer Solar Cells Sun, Huiliang; Liu, Bin; Ma, Yunlong Advanced Materials, Vol. 33, Issue 37 https://doi.org/10.1002/adma.202102635	journal	August 2021
Fused Nonacyclic Electron Acceptors for Efficient Polymer Solar Cells Dai, Shuixing; Zhao, Fuwen; Zhang, Qianqian Journal of the American Chemical Society, Vol. 139, Issue 3 https://doi.org/10.1021/jacs.6b12755	journal	January 2017
Nonfullerene Acceptor for Organic Solar Cells with Chlorination on Dithieno[3,2- b :2′,3′- d ]pyrrol Fused-Ring Geng, Renyong; Song, Xin; Feng, Haohao ACS Energy Letters, Vol. 4, Issue 3 https://doi.org/10.1021/acsenergylett.9b00147	journal	February 2019

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