Citation: Kai Chen, Ning Xue, Guogang Liu, Yujian Liu, Jiajing Feng, Wei Jiang, Zhaohui Wang. Sila-annulated terrylene diimides for balanced ambipolar transporting[J]. Chinese Chemical Letters, ;2023, 34(8): 107884. doi: 10.1016/j.cclet.2022.107884 shu

Sila-annulated terrylene diimides for balanced ambipolar transporting

Kai Chen ^a ,
Ning Xue ^c ,
Guogang Liu ^a ,
Yujian Liu ^c ,
Jiajing Feng ^{b, *,} ,
Wei Jiang ^{a, c, *,} ,
Zhaohui Wang ^{a, c, *,}

a.
Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, Shanghai 200237, China
b.
School of Science, China University of Geosciences (Beijing), Beijing 100083, China
c.
Key Laboratory of Organic Optoelectronics and Molecular Engineering, Department of Chemistry, Tsinghua University, Beijing 100084, China

fengjiajing@cugb.edu.cn

jiangwei2021@mail.tsinghua.edu.cn

wangzhaohui@mail.tsinghua.edu.cn

Received Date: 11 August 2022
Revised Date: 14 September 2022
Accepted Date: 4 October 2022
Available Online: 11 October 2022

Figures(5)

The key building blocks, tetrachlorinated terrylene diimides and the targeted sila-annulated terrylene diimides (Si-TDIs and 2Si-TDIs) were synthesized for the first time. Single-crystal analysis verified the almost planar molecular configurations of both Si-TDIs and 2Si-TDIs. They exhibited intriguing optical properties including red-shifted absorption and near-infrared emission properties with excellent fluorescence quantum yields, as well as precisely controlled HOMO/LUMO energy levels by Si-heteroannulation. The single-crystal organic field-effect transistors based on 2Si-TDI 5a featuring long and branched alkyl chains demonstrated well-balanced ambipolar transporting properties with electron/hole mobilities of 0.10/0.18 cm² V⁻¹ s⁻¹.
- Terrylene diimides,
- Si-heteroannulation,
- Ambipolar transporting,
- Single-crystal OFETs,
- Organic electronics
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