Premium
Noncovalent Se···O Conformational Locks for Constructing High‐Performing Optoelectronic Conjugated Polymers
Author(s) -
Dong Tao,
Lv Lei,
Feng Linlin,
Xia Yu,
Deng Wei,
Ye Pan,
Yang Bei,
Ding Shang,
Facchetti Antonio,
Dong Huanli,
Huang Hui
Publication year - 2017
Publication title -
advanced materials
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 10.707
H-Index - 527
eISSN - 1521-4095
pISSN - 0935-9648
DOI - 10.1002/adma.201606025
Subject(s) - materials science , conjugated system , organic semiconductor , planar , non covalent interactions , polymer , semiconductor , halide , crystallography , nanotechnology , optoelectronics , molecule , organic chemistry , chemistry , hydrogen bond , computer graphics (images) , computer science , composite material
Noncovalent conformational locks are broadly employed to construct highly planar π‐conjugated semiconductors exhibiting substantial charge transport characteristics. However, current chalcogen‐based conformational lock strategies for organic semiconductors are limited to S···X (X = O, N, halide) weak interactions. An easily accessible (minimal synthetic steps) and structurally planar selenophene‐based building block, 1,2‐diethoxy‐1,2‐bisselenylvinylene ( DESVS ), with novel Se···O noncovalent conformational locks is designed and synthesized. DESVS unique properties are supported by density functional theory computed electronic structures, single crystal structures, and experimental lattice cohesion metrics. Based on this building block, a new class of stable, structurally planar, and solution‐processable conjugated polymers are synthesized and implemented in organic thin‐film transistors (TFT) and organic photovoltaic (OPV) cells. DESVS ‐based polymers exhibit carrier mobilities in air as high as 1.49 cm 2 V −1 s −1 (p‐type) and 0.65 cm 2 V −1 s −1 (n‐type) in TFTs, and power conversion efficiency >5% in OPV cells.