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一种多重D-A共轭大环化合物的合成及其在有机光伏中的应用。

The Synthesis of a Multiple D-A Conjugated Macrocycle and Its Application in Organic Photovoltaic.

作者信息

Liu Wei, Zhang Huotian, Liang Songting, Wang Tong, He Siqing, Hu Yunbin, Zhang Rui, Ning Haoqing, Ren Jie, Bakulin Artem, Gao Feng, Yuan Jun, Zou Yingping

机构信息

College of Chemistry and Chemical Engineering, Central South University, 410083, Changsha, P. R. China.

Department of Physics, Chemistry and Biology, Linköping University, SE-581 83, Linköping, Sweden.

出版信息

Angew Chem Int Ed Engl. 2023 Nov 27;62(48):e202311645. doi: 10.1002/anie.202311645. Epub 2023 Oct 24.

DOI:10.1002/anie.202311645
PMID:37819601
Abstract

As a novel class of materials, D-A conjugated macrocycles hold significant promise for chemical science. However, their potential in photovoltaic remains largely untapped due to the complexity of introducing multiple donor and acceptor moieties into the design and synthesis of cyclic π-conjugated molecules. Here, we report a multiple D-A ring-like conjugated molecule (RCM) via the coupling of dimer molecule DBTP-C3 as a template and thiophenes in high yields. RCM exhibits a narrow optical gap (1.33 eV) and excellent thermal stability, and shows a remarkable photoluminescence yield (Φ ) of 11.1 % in solution, much higher than non-cyclic analogues. Organic solar cell (OSC) constructed with RCM as electron acceptor shows efficient charge separation at donor-acceptor band offsets and achieves a power conversion efficiency (PCE) of 14.2 %-approximately fourfold higher than macrocycle-based OSCs reported so far. This is partly due to low non-radiative voltage loss down to 0.20 eV and a high electroluminescence yield (Φ ) of 4×10 . Our findings emphasize the potential of D-A cyclic conjugated molecules in advancing organic photovoltaic technology.

摘要

作为一类新型材料,给体-受体共轭大环化合物在化学科学领域具有巨大潜力。然而,由于在环状π共轭分子的设计与合成中引入多个供体和受体部分的复杂性,它们在光伏领域的潜力在很大程度上尚未得到开发。在此,我们通过以二聚体分子DBTP-C3为模板与噻吩进行偶联,高产率地报道了一种多给体-受体环状共轭分子(RCM)。RCM表现出较窄的光学带隙(1.33电子伏特)和出色的热稳定性,并且在溶液中显示出11.1%的显著光致发光量子产率(Φ),远高于非环状类似物。以RCM作为电子受体构建的有机太阳能电池(OSC)在给体-受体带隙处显示出有效的电荷分离,并实现了14.2%的功率转换效率(PCE)——比目前报道的基于大环化合物的OSC高出约四倍。这部分归因于低至0.20电子伏特的低非辐射电压损失和4×10的高电致发光量子产率(Φ)。我们的研究结果强调了给体-受体环状共轭分子在推动有机光伏技术发展方面的潜力。

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