Dipyridyl-Fused Quinoxalineimide (DPQI): A Strong Electron-Withdrawing Building Block for n-Type Polymer Semiconductors

Li，Mingwei1; Yang，Wanli2; Cheng，Rong1; Liu，Xuantong1; Zhang，Zihan1; Tian，Xiaowen1; Shi，Yongqiang1

2024-02-01

10.1002/asia.202301009

Chemistry - An Asian Journal   影响因子和分区

1861-4728

1861-471X

Exploration of new electron-withdrawing building blocks plays a key role in the development of n-type organic semiconductors. Herein, a strong electron-withdrawing building block, dipyridyl-fused quinoxalineimide (DPQI), was successfully designed and synthesized. Single-crystal structure reveals that DPQI molecule possesses a completely planar backbone, which is beneficial for charge transport. For comparison, dibenzo-fused quinoxalineimide (DBQI) was also synthesized. The frontier molecular orbital (FMO) energy levels downshift with the incorporation of nitrogen atoms onto the π-conjugated backbone of quinoxalineimide. Two acceptor-acceptor (or all-acceptor) polymers P(BTI-DBQI) and P(BTI-DPQI) based on DBQI and DPQI were synthesized, respectively. Two polymers exhibit deep lowest-unoccupied molecular orbital (LUMO) levels (~−3.5 eV). Additionally, P(BTI-DPQI) exhibits unipolar n-type charge transport with μ of 1.4×10 cm V s in the organic field-effect transistors (OFET), which render them highly attractive for developing n-type semiconductors device. This work demonstrates that DPQI is a promising building block for constructing n-type polymer semiconductors.

all-acceptor polymer electron affinity n-type semiconductors novel building blocks organic semiconductors

SCI ; EI

英语

其他

2-s2.0-85182216521

Scopus

1.Key Laboratory of Functional Molecular Solids,Ministry of Education,and School of Chemistry and Materials Science,Anhui Normal University,Wuhu,Anhui,241002,China
2.Department of Materials Science and Engineering,Southern University of Science and Technology (SUSTech),Shenzhen,Guangdong,518055,China

Li，Mingwei,Yang，Wanli,Cheng，Rong,et al. Dipyridyl-Fused Quinoxalineimide (DPQI): A Strong Electron-Withdrawing Building Block for n-Type Polymer Semiconductors[J]. Chemistry - An Asian Journal,2024,19(3).

Li，Mingwei.,Yang，Wanli.,Cheng，Rong.,Liu，Xuantong.,Zhang，Zihan.,...&Shi，Yongqiang.(2024).Dipyridyl-Fused Quinoxalineimide (DPQI): A Strong Electron-Withdrawing Building Block for n-Type Polymer Semiconductors.Chemistry - An Asian Journal,19(3).

Li，Mingwei,et al."Dipyridyl-Fused Quinoxalineimide (DPQI): A Strong Electron-Withdrawing Building Block for n-Type Polymer Semiconductors".Chemistry - An Asian Journal 19.3(2024).