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Benzo/Naphthodifuranone‐Based Polymers: Effect of Perpendicular‐Extended Main Chain π‐Conjugation on Organic Field‐Effect Transistor Performances
Author(s) -
Li Rui,
Dai Zhicheng,
Zheng Meng,
Wang Cheng,
Deng Zhifeng,
Zhuang Tao,
Feng Kui,
Yang Wenjun,
Yang Kun,
Zhang Haichang
Publication year - 2021
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.202000703
Subject(s) - organic field effect transistor , organic semiconductor , polymer , materials science , stacking , conjugated system , acceptor , side chain , electron mobility , crystallography , transistor , field effect transistor , chemistry , optoelectronics , organic chemistry , physics , quantum mechanics , voltage , composite material , condensed matter physics
For polymer semiconductors, the backbone structure plays an essential role in determining their physicochemical properties and charge transport behaviors. In this work, two donor–acceptor‐type polymers (P‐BDF and P‐NDF) based on benzodifuranone (BDF) and naphthodifunarone (NDF) as electron‐deficient moieties and indaceno‐dithiophene as electron‐rich groups are designed, synthesized and, for the first time, applied in organic field‐effect transistor. P‐BDF and P‐NDF differ from their backbone structures while P‐BDF has a more planar backbone conformation due to its smaller conjugated core size and P‐NDF features a perpendicular‐extended main chain structure. As a result, P‐BDF polymer exhibits bathochromic optical absorption, deeper molecular orbital energy levels, and more importantly, closer π‐stacking and stronger aggregation in the solid state and thus affords a more promising hole mobility of up to 0.85 cm 2 V −1 s −1 in OFET devices, while that of the P‐NDF‐based devices is only 0.55 cm 2 V −1 s −1 . The results suggest the great potential of BDF/NDF‐type chromophores in constructing novel organic semiconductors and also indicate that the main chain coplanarity of polymer semiconductors is more essential than the sole extension of π‐conjugations (especially at the perpendicular direction of polymer main chains) for the design of high‐performance OFET materials.