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Benzobisthiazole and rhodanine based low energy level small molecule donors for organic solar cells

Dong HanQingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao, 266101, ChinaShuguang WenLaboratory of Solar Energy, Shandong Energy Institute, Qingdao, 266101, ChinaKai SongSchool of Materials Science and Engineering, Ocean University of China, Qingdao, 266100, ChinaJing LvSchool of Materials Science and Engineering, Ocean University of China, Qingdao, 266100, ChinaChunming YangShanghai Synchrotron Radiation Facility, Shanghai Advanced Research Institute, Chinese Academy of Sciences, Shanghai, 201204, ChinaTao ZhuangKey Laboratory of Rubber-Plastics of Ministry of Education/Shandong Province, School of Polymer Science and Engineering, Qingdao University of Science & Technology, Qingdao, 266042, ChinaAziz SaparbaevInstitute of Ion-Plasma and Laser Technologies, Uzbekistan Academy of Sciences, National University of Uzbekistan, Tashkent, 100125, UzbekistanMingliang SunSchool of Materials Science and Engineering, Ocean University of China, Qingdao, 266100, ChinaXichang BaoQingdao Institute of Bioenergy and Bioprocess Technology
Dyes and Pigmentsjournal2024en
ABI

Abstract

At present, high-performance small molecule donors for organic solar cells (OSCs) are almost entirely composed of the electron donating core benzodithiophene (BDT), which has resulted in a lack of material diversity and further improvement. In this article, we constructed an A-π-A′-π-A conjugated structure using electron withdrawing group benzobisthiazole (BBT) core and rhodanine end group, and synthesized two small molecule donors BBTSM-3 and BBTSM-4. Under the dual electron withdrawing effects of BBT and rhodanine, the HOMO energy levels of BBTSM-3 and BBTSM-4 reached extremely low levels (−5.60 eV and −5.64 eV), but still matched well with the acceptor Y6. In addition, through reasonable side chain regulation, BBTSM-3 exhibited stronger crystallinity and weaker aggregation at the same time. This provides a reference point for the use of the electron withdrawing core and the regulation of side chains among small molecule donors. Benzobisthiazole and rhodanine construct small molecule donors with A-π-A′-π-A molecular charge transport system and really low HOMO energy levels. • Benzobisthiazole and rhodanine were used to synthesize small molecule donors with A-π-A′-π-A system. • BBTSM reached really low HOMO energy levels, while still exhibited good exciton dissociation with Y6. • Stronger crystallinity and weaker aggregation can be achieved simultaneously by regulating the side chains.

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