Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 61, Issue 32, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202205315
Keywords
Electron-Deficient Building Blocks; Fluorenone Derivatives; Imide-Functionalized Polymers; Organic Thin-Film Transistors; n-Type Polymers
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Funding
- National Natural Science Foundation of China [22135001, 22105096, 52173171]
- Shenzhen Basic Research Fund [JCYJ20180504165709042]
- China Postdoctoral Science Foundation [2021M701550]
- Center for Computational Science and Engineering at Southern University of Science and Technology
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The development of high-performance n-type polymer semiconductors is achieved by designing and synthesizing electron-deficient building blocks. In this study, two electron-deficient building blocks, imide-functionalized fluorenone (FOI) and its cyanated derivative (FCNI), were developed, which exhibit deep-lying lowest unoccupied molecular orbital energy levels and highly coplanar frameworks. A series of polymers were constructed from these building blocks, demonstrating unipolar n-type transport character and high electron mobility. These findings provide a remarkable platform for accessing high-performance n-type polymers and suggest the powerful strategy of imide functionalization for developing n-type organic electronics.
The development of high-performance n-type polymer semiconductors is powered by the design and synthesis of electron-deficient building blocks with optimized physicochemical properties. By meticulously installing an imide group onto fluorene and its cyanated derivative, we report here two very electron-deficient building blocks, imide-functionalized fluorenone (FOI) and its cyanated derivative (FCNI), both featuring a deep-lying lowest unoccupied molecular orbital energy level down to -4.05 eV and highly coplanar framework, endowing them ideal units for constructing n-type polymers. Thus, a series of polymers are built from them, exhibiting unipolar n-type transport character with a highest electron mobility of 0.11 cm(2) V-1 s(-1). Hence, FOI and FCNI offer a remarkable platform for accessing high-performance n-type polymers and the imide functionalization of appropriate (hetero)arenes is a powerful strategy for developing polymers with deep-lying LUMOs for n-type organic electronics.
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