TY - JOUR
T1 - Naphthalene diimide based near-infrared luminogens with aggregation-induced emission characteristics for biological imaging and high mobility ambipolar transistors
AU - Guo, De
AU - Li, Lin
AU - Zhu, Xianqi
AU - Heeney, Martin
AU - Li, Jing
AU - Dong, Lichun
AU - Yu, Qingsong
AU - Gan, Zhihua
AU - Gu, Xinggui
AU - Tan, Luxi
N1 - Generated from Scopus record by KAUST IRTS on 2023-02-14
PY - 2020/9/1
Y1 - 2020/9/1
N2 - Organic conjugated materials combining high conductivity with strong solid-state emission are highly desired for organic electronic applications, yet still rather rare. Herein, a novel luminogen (TEN) comprised by linking naphthalene diimides and tri-phenyl ethylene with vinyl bridges is reported. TEN exhibits aggregation-induced emission (AIE) behavior of a strong near-infrared fluorescence over 700 nm and the efficiency above 60.5% in the solid state, while also shows promising application in vivo bio-imaging with good permeability and extremely low background. Single crystal of TEN reveals intra- and intermolecular C-H⋯O hydrogen bonds, contributing to an inclined molecular stacking along the a-axis of the cell, creating a 1D charge carrier transporting channel under a short π-π interaction distance of 3.42 Å, which might benefit the solid emission and charge transport ability simultaneously. Solution processed bottom contact, top gate organic field effect transistors based on TEN reveal a high ambipolar charge transport ability with the hole mobility up to 0.13 cm2 V−1 s−1 and electron mobility up to 0.010 cm2 V−1 s−1. Further atomic force microscopy and X-ray diffraction analysis on TEN thin film confirm the existence of the 1D π-π stacking channel, suggesting the stacking geometry revealed in crystal crucial for facilitating high charge carrier mobility while preserving the strong solid emission at the same time.
AB - Organic conjugated materials combining high conductivity with strong solid-state emission are highly desired for organic electronic applications, yet still rather rare. Herein, a novel luminogen (TEN) comprised by linking naphthalene diimides and tri-phenyl ethylene with vinyl bridges is reported. TEN exhibits aggregation-induced emission (AIE) behavior of a strong near-infrared fluorescence over 700 nm and the efficiency above 60.5% in the solid state, while also shows promising application in vivo bio-imaging with good permeability and extremely low background. Single crystal of TEN reveals intra- and intermolecular C-H⋯O hydrogen bonds, contributing to an inclined molecular stacking along the a-axis of the cell, creating a 1D charge carrier transporting channel under a short π-π interaction distance of 3.42 Å, which might benefit the solid emission and charge transport ability simultaneously. Solution processed bottom contact, top gate organic field effect transistors based on TEN reveal a high ambipolar charge transport ability with the hole mobility up to 0.13 cm2 V−1 s−1 and electron mobility up to 0.010 cm2 V−1 s−1. Further atomic force microscopy and X-ray diffraction analysis on TEN thin film confirm the existence of the 1D π-π stacking channel, suggesting the stacking geometry revealed in crystal crucial for facilitating high charge carrier mobility while preserving the strong solid emission at the same time.
UR - https://link.springer.com/10.1007/s11426-020-9776-8
UR - http://www.scopus.com/inward/record.url?scp=85087317246&partnerID=8YFLogxK
U2 - 10.1007/s11426-020-9776-8
DO - 10.1007/s11426-020-9776-8
M3 - Article
SN - 1869-1870
VL - 63
SP - 1198
EP - 1207
JO - Science China Chemistry
JF - Science China Chemistry
IS - 9
ER -