The development of high-performance n-type organic semiconductors with herringbone molecular assembly

人字形分子组装高性能n型有机半导体的开发

• 批准号: 20J12608
• 负责人: YU CRAIG PEIQI
• 金额: $ 1.34万
• 依托单位: The University of Tokyo
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for JSPS Fellows
• 财政年份: 2020
• 资助国家: 日本
• 起止时间: 2020-04-24 至 2022-03-31
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-20J12608/
• 关键词: organic semiconductors; molecular design; π-electron systems; field-effect transistors; n-type

In this fiscal year, my research focused on the molecular designs for effective solid-state packing structures with strong and balanced intermolecular orbital overlaps and resilience towards dynamic disorders in high-performance n-type organic semiconductors. The electron-deficient benzo[de]isoquinolino[1,8-gh]quinolinetetracarboxylic diimide (BQQDI) π-electron system is continuously used as the molecular design template and various substituents are incorporated to fine-tune the molecular assembly. With the use of bulky substituents on the BQQDI π-electron system, we achieved a two-dimensional isotropic packing motif and an isotropic charge transport for electron carriers. We demonstrated for the first time that the isotropic electron-carrier transport provides resilience to dynamic disorders and it is extremely beneficial for achieving high electron-carrier mobilities. We experimentally confirmed the isotropic charge transport and obtained an excellent air-stable electron mobility up to 3.0 cm2/Vs using four-probe field-effect transistors. In addition to this study, we also developed a synthetically and functionally versatile electron-deficient benzo[de]isoquinolino[1,8-gh]quinoline Diamide π-electron system that can access a wide range of orbital energies for various organic electronic applications including organic field-effect transistors and organic photovoltaics.

在本财年，我的研究重点是高效固态封装结构的分子设计，该结构具有强大而平衡的分子间轨道重叠，并对高性能n型有机半导体中的动态无序具有弹性。连续使用缺电子的benzo[de]isoquinolino[1，8-gh]quinolinetetracarboxylic二亚胺π-电子体系作为分子设计模板，并引入各种取代基来微调分子组装。通过在BQQDIπ-电子体系中引入大量取代基，我们实现了二维各向同性堆积基序和电子载流子的各向同性电荷输运。我们首次证明了各向同性的电子-载流子传输提供了对动态无序的弹性，并且它对于获得高的电子-载流子迁移率是非常有利的。我们实验证实了各向同性的电荷输运，并利用四探针场效应晶体管获得了高达3.0cm2/vs的空气稳定的电子迁移率。除了这项研究外，我们还开发了一种合成的、功能多样的缺电子苯并[de]异喹啉[1，8-GH]喹啉二胺π电子体系，该体系可以获得广泛的轨道能量，用于各种有机电子应用，包括有机场效应晶体管和有机光伏。

项目成果

Multi-Band Charge Transport in Bent-Shaped p-Type Organic Semiconductors

弯曲 p 型有机半导体中的多能带电荷传输

• 发表时间: 2022
• 作者: Yu Craig P.;Kumagai Shohei;Kushida Tomokatsu;Mitani Masato;Mitsui Chikahiko;Ishii Hiroyuki;Takeya Jun;Okamoto Toshihiro
• 通讯作者: Okamoto Toshihiro

Two-Dimensional Isotropic Charge Transport in n-Type Organic Semiconductors with Sterically Demanding Substituents

具有空间要求取代基的 n 型有机半导体中的二维各向同性电荷传输

• 发表时间: 2021
• 作者: Yu Craig P.;Kojima Naoya;Kumagai Shohei;Kurosawa Tadanori;Ishii Hiroyuki;Watanabe Go;Takeya Jun;Okamoto Toshihiro
• 通讯作者: Okamoto Toshihiro

Design and synthesis of benzo[de]isoquinolino[1,8-gh]quinoline diamides π-electron systems

苯并[de]异喹啉[1,8-gh]喹啉二酰胺π电子体系的设计与合成

• 发表时间: 2022
• 作者: Craig P. Yu;Akito Yamamoto;Shohei Kumagai;Hiroyuki Ishii;Jun Takeya;Toshihiro Okamoto
• 通讯作者: Toshihiro Okamoto

Role of Perfluorophenyl Group in the Side Chain of Small-Molecule n-Type Organic Semiconductors in Stress Stability of Single-Crystal Transistors

小分子n型有机半导体侧链全氟苯基对单晶晶体管应力稳定性的作用

• DOI: 10.1021/acs.jpclett.0c03012
• 发表时间: 2021
• 期刊: The Journal of Physical Chemistry Letters
• 作者: Kumagai;S.; Yu;C. P.; Nakano;S.; Annaka;T.; Mitani;M.; Yano;M.; Ishii;H.; Takeya;J.; Okamoto;T.
• 通讯作者: T.

Development of Benzo[de]isoquinolino[1,8-gh]quinoline Diimide n-Type Organic Semiconductors with Asymmetric Substituents

具有不对称取代基的苯并[de]异喹啉[1,8-gh]喹啉二酰亚胺n型有机半导体的开发

• 发表时间: 2021
• 作者: Craig P. Yu;Shohei Kumagai;Hiroyuki Ishii;Go Watanabe;Hiroki Sugiura;Yukio Tani;Tetsuya Watanabe;Jun Takeya;Toshihiro Okamoto
• 通讯作者: Toshihiro Okamoto