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An Imide‐Based Pentacyclic Building Block for n‐Type Organic Semiconductors
Author(s) -
Wu FuPeng,
Un HioIeng,
Li Yongxi,
Hu Hailiang,
Yuan Yi,
Yang Bin,
Xiao Kai,
Chen Wei,
Wang JieYu,
Jiang ZuoQuan,
Pei Jian,
Liao LiangSheng
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201703415
Subject(s) - imide , homo/lumo , block (permutation group theory) , planar , materials science , ring (chemistry) , chemistry , electron mobility , diene , stereochemistry , optoelectronics , crystallography , molecule , polymer chemistry , organic chemistry , computer science , mathematics , geometry , computer graphics (images) , natural rubber
A new electron‐deficient unit with a fused 5‐membered heterocyclic ring was developed by replacing a cyclopenta‐1,3‐diene from electron‐rich donor indacenodithiophene (IDT) with a cyclohepta‐4,6‐diene‐1,3‐diimde unit. The imide bridge endows dithienylbenzenebisimide (BBI) with a fixed planar configuration and low energy levels for both the highest occupied molecular orbital (HOMO; −6.24 eV) and the lowest unoccupied molecular orbit (LUMO; −2.57 eV). Organic field‐effect transistors (OFETs) based on BBI polymers exhibit electron mobility up to 0.34 cm 2 V −1 s −1 , which indicates that the BBI is a promising n‐type building block for optoelectronics.