Effects of Oxygen Position in the Alkoxy Substituents on the Photovoltaic Performance of A-DA′D-A Type Pentacyclic Small Molecule Acceptors,ACS Energy Letters

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Effects of Oxygen Position in the Alkoxy Substituents on the Photovoltaic Performance of A-DA′D-A Type Pentacyclic Small Molecule Acceptors
ACS Energy Letters ( IF 19.3 ) Pub Date : 2022-06-24 , DOI: 10.1021/acsenergylett.2c00985
Qingya Wei ₁ , Songting Liang ₁ , Wei Liu ₁ , Yunbin Hu ₁ , Beibei Qiu ₂ , Jie Ren ₃ , Jun Yuan ₁ , Fei Huang ₄ , Yingping Zou ₁ , Yongfang Li ₅

Affiliation

In this work, we explore the reason that the alkoxy substituent on the terminal thiophene in a fused DA′D unit results in an abnormal blue-shifted absorption of A-DA′D-A type small molecule acceptors (SMAs), and we further propose a simple molecular strategy of altering the oxygen position along the alkoxy side chains to fine-tune the optoelectronic properties. By replacing the n-hexyl side chains of our previously reported pentacyclic acceptor Y26 (BZ4F) with hexyoxyl groups and moving the oxygen atom to the second and third positions along the alkoxy chains, we synthesize BZ4F-O-1, BZ4F-O-2, and BZ4F-O-3. BZ4F-O-1 shows blue-shifted absorption, while BZ4F-O-2 and BZ4F-O-3 exhibit red-shifted absorption. Using PM6 as the polymer donor, the BZ4F-O-3 based device achieves a favorable efficiency of 14.69%. This is the first work to study the effects of the oxygen position along the alkoxy side chains on the photovoltaic performance of the A-DA′′D-A type SMAs, which can provide important guidance toward future molecular design.

中文翻译：

烷氧基取代基氧位对A-DA′DA型五环小分子受体光伏性能的影响

在这项工作中，我们探讨了稠合 DA'D 单元中末端噻吩上的烷氧基取代基导致 A-DA'DA 型小分子受体 (SMA) 的异常蓝移吸收的原因，并进一步提出了一种改变沿烷氧基侧链的氧位置以微调光电特性的简单分子策略。通过替换n-我们先前报道的五环受体 Y26 (BZ4F) 的己基侧链，带有己氧基，并将氧原子沿烷氧基链移动到第二和第三位，我们合成了 BZ4F-O-1、BZ4F-O-2 和 BZ4F- O-3。BZ4F-O-1 表现出蓝移吸收，而 BZ4F-O-2 和 BZ4F-O-3 表现出红移吸收。使用 PM6 作为聚合物供体，基于 BZ4F-O-3 的器件实现了 14.69% 的良好效率。这是第一项研究烷氧基侧链上氧位置对A-DA''DA型SMAs光伏性能影响的工作，可为未来的分子设计提供重要指导。

更新日期：2022-06-24

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