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Synthesis, Structure, Photoluminescence, and Electroluminescence of Siloles that Contain Planar Fluorescent Chromophores
Author(s) -
Chen Bin,
Jiang Yibin,
He Bairong,
Zhou Jian,
Sung Herman H. Y.,
Williams Ian D.,
Lu Ping,
Kwok Hoi Sing,
Qiu Huayu,
Zhao Zujin,
Tang Ben Zhong
Publication year - 2014
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201402468
Subject(s) - photochemistry , chromophore , electroluminescence , fluorene , pyrene , fluorescence , photoluminescence , anthracene , naphthalene , intramolecular force , chemistry , quenching (fluorescence) , luminescence , materials science , organic chemistry , polymer , optoelectronics , physics , layer (electronics) , quantum mechanics
Herein, a new series of siloles that were 2,5‐substituted with planar fluorescent chromophores (PFCs), including fluorene, fluoranthene, naphthalene, pyrene, and anthracene, were synthesized and characterized. These compounds showed weak emission in the solution state, owing to active intramolecular rotation (IMR), but the synergistic effect from electronic coupling between the PFC and the silole ring compensated for the emission quenching by the IMR process to some extent, thereby affording higher emission efficiencies than those of 2,3,4,5‐tetraphenylsiloles in solution. These new siloles showed enhanced emission efficiencies in the aggregated state. The electroluminescence (EL) color and efficiency of new siloles were sensitive towards the PFC. Siloles containing naphthalene moieties showed green EL emission, whilst those containing anthracene moieties showed orange EL emission. The siloles containing pyrene moieties exhibited yellow EL emission at 546 nm, with a peak luminance of 49000 cd cm −2 and a high current efficiency of 9.1 cd A −1 .