Influence of Vinyl Bridging on Transistor Properties of Naphthalenediimide-Based Dual-Acceptor Copolymers
Journal
ACS Applied Polymer Materials
Journal Volume
6
Journal Issue
10
Start Page
5900
End Page
5909
ISSN
2637-6105
2637-6105
Date Issued
2024-05-24
Author(s)
Ying-Sheng Wu
Chu-Yen Tsai
Dao Duy Thanh
Yen-Han Shih
Hsu-Tzu Cheng
Tsuyoshi Michinobu
DOI
10.1021/acsapm.4c00539
Abstract
Currently, a common approach to realize high-performance semiconducting polymers is to enhance the coplanarity of molecular chains. Among the numerous design strategies reported to fulfill this requirement, the introduction of vinyl bridges has proved to be one of the most effective approaches. In this study, we designed and synthesized four naphthalenediimide (NDI)-based dual-acceptor conjugated polymers comprising two different second acceptors, including benzothiadiazole (S) and benzotriazole (N), with vinyl bridges inserted to study the structure-performance relationships in transistors. We found that the presence of side chains in S and N causes subtle differences in rigidity, leading to an opposite trend in the vinyl bridge effect. The electron mobility of vNDI-N was successfully improved compared to that of the parent polymer (NDI-N) as a result of the fine optimization of the backbone coplanarity. However, the electron mobility of vNDI-S decreased compared to that of NDI-S. Analysis using UV-vis spectroscopy, simulations, and morphological techniques (AFM and GIWAXS) revealed that the absence of side chains in S leads to challenges in achieving planar bonding with neighboring moieties. This study highlights the importance of considering the rigidity of the coupling acceptors to optimize the ideal backbone conformation of NDI-based dual-acceptor copolymers.
Subjects
ambipolar
dual-acceptor
naphthalenediimide
thin-film transistors
vinylene bridge
SDGs
Publisher
American Chemical Society (ACS)
Type
journal article