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Carbazolebis(thiadiazole)-core based non-fused ring electron acceptors for efficient organic solar cells
Chinese Chemical Letters ( IF 9.4 ) Pub Date : 2022-10-14 , DOI: 10.1016/j.cclet.2022.107902
Yongjie Cui , Peipei Zhu , Xinxin Xia , Xinhui Lu , Xunfan Liao , Yiwang Chen

Non-fused ring electron acceptors (NFREAs) have a broad application prospect in the commercialization of organic solar cells (OSCs) due to the advantages of simple synthesis and low cost. The selection of intermediate block cores of non-fused frameworks and the establishment of the relationship between molecular structure and device performance are crucial for the realization of high-performance OSCs. Herein, two A-D-A’-D-A type NFREAs namely CBTBO-4F and CBTBO-4Cl, constructed with a novel electron-deficient block unit N-(2-butyloctyl)-carbazole[3,4-c:5,6-c]bis[1,2,5]thiadiazole (CBT) and bridging unit 4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene (DTC) coupling with different terminals (IC-2F/2Cl), were designed and synthesized. The two NFREAs feature broad and strong photoresponse from 500 nm to 900 nm due to the strong intramolecular charge transfer characteristics. Compared with CBTBO-4F, CBTBO-4Cl shows better molecular planarity, stronger crystallinity, more ordered molecular stacking, larger van der Waals surface, lower energy level and better active layer morphology, contributing to much better charge separation and transport behaviors in its based devices. As a result, the CBTBO-4Cl based device obtains a higher power conversion efficiency of 10.18% with an open-circuit voltage of 0.80 V and a short-circuit current density of 21.20 mA/cm2. These results not only demonstrate the great potential of CBT, a new building block of the benzothiazole family, in the construction of high-performance organic conjugated semiconductors, but also suggest that the terminal chlorination is an effective strategy to improve device performance.



中文翻译:

用于高效有机太阳能电池的咔唑双(噻二唑)核基非稠环电子受体

非稠环电子受体(NFREA)由于具有合成简单、成本低廉的优点,在有机太阳能电池(OSC)的商业化中具有广阔的应用前景。非稠合骨架中间嵌段核的选择以及分子结构与器件性能之间关系的建立对于高性能OSC的实现至关重要。本文中,两种 AD-A'-DA 型 NFREA,即 CBTBO-4F 和 CBTBO-4Cl,由新型缺电子嵌段单元 N - (2-丁基辛基)-咔唑[3,4- c :5,6- c ]双[1,2,5]噻二唑 (CBT) 和桥连单元 4,4-双(2-乙基己基)- 4H -环戊基[2,1- b :3,4- b']设计并合成了具有不同末端(IC-2F/2Cl)的二噻吩(DTC)偶联。由于强分子内电荷转移特性,这两种 NFREA 在 500 nm 至 900 nm 范围内具有广泛而强的光响应。与CBTBO-4F相比,CBTBO-4Cl表现出更好的分子平面性、更强的结晶度、更有序的分子堆叠、更大的范德华表面、更低的能级和更好的活性层形貌,有助于其基础器件中更好的电荷分离和传输行为。结果,基于CBTBO-4Cl的器件获得了10.18%的较高功率转换效率,开路电压为0.80 V,短路电流密度为21.20 mA/cm 2。这些结果不仅证明了苯并噻唑家族的新结构单元CBT在构建高性能有机共轭半导体方面的巨大潜力,而且表明末端氯化是提高器件性能的有效策略。

更新日期:2022-10-14
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