Three nonfused ring electron acceptors (NFREAs), namely, 3TT-C2-F, 3TT-C2-Cl, and 3TT-C2, are purposefully designed and synthesized with the concept of halogenation. The incorporation of F or/and Cl atoms into the molecular structure (3TT-C2-F and 3TT-C2-Cl) enhances the π-π stacking, improves electron mobility, and regulates the nanofiber morphology of blend films, thus facilitating the exciton dissociation and charge transport. In particular, blend films based on D18:3TT-C2-F demonstrate a high charge mobility, an extended exciton diffusion distance, and a well-formed nanofiber network. These factors contribute to devices with a remarkable power conversion efficiency of 17.19%, surpassing that of 3TT-C2-Cl (16.17%) and 3TT-C2 (15.42%). To the best of knowledge, this represents the highest efficiency achieved in NFREA-based devices up to now. These results highlight the potential of halogenation in NFREAs as a promising approach to enhance the performance of organic solar cells.
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http://dx.doi.org/10.1002/adma.202310362 | DOI Listing |
Org Lett
January 2025
Catalytic Hydrogenation Research Center, State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Key Laboratory of Green Pesticides and Cleaner Production Technology of Zhejiang Province, Zhejiang University of Technology, Hangzhou 310014, P. R. China.
This work describes a chiral bifunctional squaramide/DBU sequential catalytic strategy for the enantioselective synthesis of nonfused chiral eight-membered O-heterocycles through the asymmetric addition of ynones to β,γ-unsaturated α-ketoesters followed by the regio- and diastereoselective cyclization of the adduct intermediates. Mechanistic experiments revealed that an isomerization process should be involved in the ring formation step, and the origin of the high regioselectivity and diastereoselectivity has also been elucidated by the DFT calculations.
View Article and Find Full Text PDFACS Appl Mater Interfaces
January 2025
Département de chimie, Université de Sherbrooke, Sherbrooke, Québec J1K 2R1, Canada.
Acc Chem Res
December 2024
College of Textiles & Clothing, State Key Laboratory of Bio-fibers and Eco-textiles, Qingdao University, Qingdao 266071, China.
Angew Chem Int Ed Engl
November 2024
State Key Laboratory of Chemical Resource Engineering, Beijing Advanced Innovation Center for Soft Matter Science and Engineering, College of Chemistry, Beijing University of Chemical Technology, Beijing, 100029, China.
High dark current density (J) severely hinders further advancement of near-infrared organic photodetectors (NIR OPDs). Herein, we tackle this grand challenge by regulating molecular crystallinity and aggregation of fully non-fused ring electron acceptors (FNREAs). TBT-V-F, which features fluorinated terminals, notably demonstrates crystalline intensification and a higher prevalence predominance of J-aggregation compared to its chlorinated counterpart (TBT-V-Cl).
View Article and Find Full Text PDFSmall
December 2024
Beijing Key Laboratory for Optical Materials and Photonic Devices, Department of Chemistry, Capital Normal University, Beijing, 100048, P. R. China.
Low-cost photovoltaic materials and additive-free, non-halogenated solvent processing of photoactive layers are crucial for the large-scale commercial application of organic solar cells (OSCs). However, high-efficiency OSCs that possess all these advantages remain scarce due to the lack of insight into the structure-property relationship. In this work, three fully non-fused ring electron acceptors (NFREAs), DTB21, DTB22, and DTB23, are reported by utilizing a simplified 1,4-di(thiophen-2-yl)benzene (DTB) core with varied alkoxy chain lengths on the thiophene bridge.
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