低成本高性能非熔环电子受体的出现。

IF 16.4 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY
Accounts of Chemical Research Pub Date : 2024-12-03 Epub Date: 2024-11-20 DOI:10.1021/acs.accounts.4c00592
Pengcheng Jiang, Yahui Liu, Jinsheng Song, Zhishan Bo
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引用次数: 0

摘要

Conspectus 有机太阳能电池(OSCs)具有重量轻、弯曲性能好、可制成半透明器件等优点,因此在学术界和工业界引起了极大的关注。自 1995 年 Heeger 等人提出体异质结概念以来,共轭聚合物/富勒烯对逐渐成为 OSCs 活性层材料的最佳选择。由于富勒烯衍生物具有很高的电子迁移率,因此被优先用作 OSC 的电子受体。然而,由于富勒烯衍生物存在光吸收不足、衍生潜力有限、能级可调性差等局限性,尽管经过近二十年的发展,聚合物供体材料不断更新,但基于富勒烯衍生物的 OSCs 功率转换效率(PCE)却遇到了约 12% 的瓶颈,导致其重要性逐渐下降。相比之下,非富勒烯电子受体(NFAs)自 2015 年首次出现以来,凭借其吸收光谱可调、能级可调、化学结构可调等优势,逐渐在该领域占据主导地位。在非富勒烯受体中,ITIC 和 Y6 等熔环电子受体(FREAs)取得了重大进展,将 OSCs 的 PCE 提升至 20%。这一里程碑式的成就表明了它们的商业应用潜力。非熔合环电子受体(NFREAs)的分子骨架由单键组成,因此可以主要通过 Stille(基于有机锡反应物)和/或 Suzuki(基于有机硼反应物)偶联或 C-H 活化(无需预官能化)进行模块化合成,并避免了低产率的闭环反应,从而使其成为熔合环受体的潜在替代品。为了实现平面分子骨架并最大限度地减少构象旋转造成的能量损失,我们的团队创新性地使用了分子内非共价相互作用来替代传统的共价键。此外,为了解决 NFREAs 溶解性差和成膜过程中过度聚集的问题,我们在分子设计中战略性地引入了立体阻碍侧基,如 2,6-双(烷氧基)苯基和二苯基氨基,从而有效地缓解了这些问题。这些创新的设计理念极大地推动了高性能 NFREAs 的发展,并引起了研究界越来越多的关注。自首次发现以来,基于 NFREAs 的 OSC 的 PCE 已从不到 10%大幅提高到接近 20%。通过优化器件制造工艺,我们的 PCE 已超过 19%,与 FREAs 不相上下。本文将深入探讨 NFREA 的演变和最新研究进展,旨在为设计高性价比、高性能的 NFREA 材料提供有价值的见解和指导。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Emergence of Low-Cost and High-Performance Nonfused Ring Electron Acceptors.

ConspectusOrganic solar cells (OSCs) have garnered significant attention in academic and industrial circles due to their advantages such as lightweight, excellent bending performance, and the ability to be fabricated into semitransparent devices. Since the proposal of the bulk heterojunction concept by Heeger et al. in 1995, conjugated polymer/fullerene pairs have gradually emerged as the optimal choice for active layer materials in OSCs. Fullerene derivatives were preferred as electron acceptors in OSCs because of their high electron mobility. However, due to limitations such as insufficient light absorption, limited derivative potential, and poor energy level tunability, the power conversion efficiency (PCE) of OSCs based on fullerene derivatives has encountered a bottleneck of approximately 12%, despite the continuous updates in polymer donor materials over nearly two decades of development, leading to a gradual decline in their importance. By contrast, nonfullerene electron acceptors (NFAs) have gradually gained dominance in this field since first appearing in 2015, thanks to their advantages of tunable absorption spectrum, adjustable energy levels, and modifiable chemical structure. Among nonfullerene acceptors, fused-ring electron acceptors (FREAs) such as ITIC and Y6 have achieved significant progress, boosting the PCE of OSCs to 20%. This milestone achievement indicates the potential of their commercial applications. However, the synthesis process of FREA is complex and often constrained by low-yield ring-closure reactions, resulting in high costs.The molecular backbone of nonfused ring electron acceptors (NFREAs) is composed of single bonds, which enables the adoption of modular synthesis mainly via Stille (based on organotin reactant) and/or Suzuki (based on organoboron reactant) coupling or C-H activation (without prefunctionalization) and avoids low-yield ring-closing reactions, thus making them a potential alternative to fused-ring acceptors. To achieve a planar molecular backbone and minimize energy loss due to conformational rotation, our team innovatively used intramolecular noncovalent interactions as a replacement for traditional covalent bonds. Furthermore, to address the issues of poor solubility and excessive aggregation during film formation for NFREAs, we strategically introduced sterically hindered side groups, such as 2,6-bis(alkyloxy)phenyl and diphenylamino, into the molecular design, effectively mitigating these problems. These innovative design concepts have significantly advanced the development of high-performance NFREAs and have garnered increasing attention from the research community. The PCEs of OSCs based on NFREAs have significantly improved from less than 10% to close to 20% since their initial discovery. By optimizing the device fabrication process, we have achieved a PCE of over 19%, which is comparable to that of FREAs. This article will delve into the evolution and latest research progress of NFREAs, aiming to provide valuable insights and guidance for the design of cost-effective and high-performance NFREA materials.

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来源期刊
Accounts of Chemical Research
Accounts of Chemical Research 化学-化学综合
CiteScore
31.40
自引率
1.10%
发文量
312
审稿时长
2 months
期刊介绍: Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance. Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.
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