Achieving a Near-Infrared Absorption by A−DA’D−A Type Isoindigo-Based Small Molecular Acceptors for Organic Photovoltaics
Isoindigo (IID)-based non-fullerene acceptors, known for their broad absorption spectra and high charge carrier mobilities, play a crucial role in organic photovoltaics. In this study, two A−DA’D−A type unfused ring acceptors (URAs), IDC8CP-IC and IDC6CP-IC, were designed and synthesized using cyclo...
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2025-01-01
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| author | Hui Liu Yu Wu Dong-Nai Ye Na Chen Xu-Min Huang Shi-Yong Liu |
| author_facet | Hui Liu Yu Wu Dong-Nai Ye Na Chen Xu-Min Huang Shi-Yong Liu |
| author_sort | Hui Liu |
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| description | Isoindigo (IID)-based non-fullerene acceptors, known for their broad absorption spectra and high charge carrier mobilities, play a crucial role in organic photovoltaics. In this study, two A−DA’D−A type unfused ring acceptors (URAs), IDC8CP-IC and IDC6CP-IC, were designed and synthesized using cyclopentadithiophene (CPDT) and IID core units, each functionalized with different alkyl chains (2-hexyldecyl and 2-octyldodecyl), through an atom- and step-efficient direct C–H arylation (DACH) method. Both URAs, despite the absence of non-covalent conformation locking between CPDT and IID, demonstrated favorable molecular planarity, broad absorption ranges, low band gaps, and high molar absorption coefficients. Notably, IDC6CP-IC exhibited stronger intermolecular charge transfer and J-aggregation. An organic solar cell (OSC) device based on IDC6CP-IC achieved a power conversion efficiency (PCE) of 3.10%, with a broad photoresponse range extending from 400 to 900 nm. This study highlights the significant impact of alkyl chain engineering on material synthesis, photoelectric properties, and corresponding device performance. Furthermore, DACH is shown to be a promising approach for synthesizing IID-based URAs with near-infrared (NIR) absorption, making it an excellent candidate for bulk heterojunction (BHJ) OSC applications. |
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| id | doaj-art-74bd298467a3405391969784a38eaa45 |
| institution | Kabale University |
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| language | English |
| publishDate | 2025-01-01 |
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| spelling | doaj-art-74bd298467a3405391969784a38eaa452025-01-24T13:43:42ZengMDPI AGMolecules1420-30492025-01-0130234410.3390/molecules30020344Achieving a Near-Infrared Absorption by A−DA’D−A Type Isoindigo-Based Small Molecular Acceptors for Organic PhotovoltaicsHui Liu0Yu Wu1Dong-Nai Ye2Na Chen3Xu-Min Huang4Shi-Yong Liu5School of Intelligent Manufacturing and Materials Engineering, Gannan University of Science and Technology, Ganzhou 341000, ChinaSchool of Metallurgical and Chemical Engineering, Jiangxi University of Science and Technology, Ganzhou 341000, ChinaSchool of Chemistry and Chemical Engineering, Gannan Normal University, Ganzhou 341000, ChinaSchool of Metallurgical and Chemical Engineering, Jiangxi University of Science and Technology, Ganzhou 341000, ChinaSchool of Metallurgical and Chemical Engineering, Jiangxi University of Science and Technology, Ganzhou 341000, ChinaSchool of Metallurgical and Chemical Engineering, Jiangxi University of Science and Technology, Ganzhou 341000, ChinaIsoindigo (IID)-based non-fullerene acceptors, known for their broad absorption spectra and high charge carrier mobilities, play a crucial role in organic photovoltaics. In this study, two A−DA’D−A type unfused ring acceptors (URAs), IDC8CP-IC and IDC6CP-IC, were designed and synthesized using cyclopentadithiophene (CPDT) and IID core units, each functionalized with different alkyl chains (2-hexyldecyl and 2-octyldodecyl), through an atom- and step-efficient direct C–H arylation (DACH) method. Both URAs, despite the absence of non-covalent conformation locking between CPDT and IID, demonstrated favorable molecular planarity, broad absorption ranges, low band gaps, and high molar absorption coefficients. Notably, IDC6CP-IC exhibited stronger intermolecular charge transfer and J-aggregation. An organic solar cell (OSC) device based on IDC6CP-IC achieved a power conversion efficiency (PCE) of 3.10%, with a broad photoresponse range extending from 400 to 900 nm. This study highlights the significant impact of alkyl chain engineering on material synthesis, photoelectric properties, and corresponding device performance. Furthermore, DACH is shown to be a promising approach for synthesizing IID-based URAs with near-infrared (NIR) absorption, making it an excellent candidate for bulk heterojunction (BHJ) OSC applications.https://www.mdpi.com/1420-3049/30/2/344isoindigonear-infrared absorptiondirect C–H arylationacceptorsorganic solar cell |
| spellingShingle | Hui Liu Yu Wu Dong-Nai Ye Na Chen Xu-Min Huang Shi-Yong Liu Achieving a Near-Infrared Absorption by A−DA’D−A Type Isoindigo-Based Small Molecular Acceptors for Organic Photovoltaics Molecules isoindigo near-infrared absorption direct C–H arylation acceptors organic solar cell |
| title | Achieving a Near-Infrared Absorption by A−DA’D−A Type Isoindigo-Based Small Molecular Acceptors for Organic Photovoltaics |
| title_full | Achieving a Near-Infrared Absorption by A−DA’D−A Type Isoindigo-Based Small Molecular Acceptors for Organic Photovoltaics |
| title_fullStr | Achieving a Near-Infrared Absorption by A−DA’D−A Type Isoindigo-Based Small Molecular Acceptors for Organic Photovoltaics |
| title_full_unstemmed | Achieving a Near-Infrared Absorption by A−DA’D−A Type Isoindigo-Based Small Molecular Acceptors for Organic Photovoltaics |
| title_short | Achieving a Near-Infrared Absorption by A−DA’D−A Type Isoindigo-Based Small Molecular Acceptors for Organic Photovoltaics |
| title_sort | achieving a near infrared absorption by a da d a type isoindigo based small molecular acceptors for organic photovoltaics |
| topic | isoindigo near-infrared absorption direct C–H arylation acceptors organic solar cell |
| url | https://www.mdpi.com/1420-3049/30/2/344 |
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