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Synthesis and Self‐Assembly of Dihydroxyperylene Bisimides for the Tuning of Photophysical Properties
Author(s) -
Li Yongjun,
Qing Zhihong,
Yu Yanwen,
Liu Taifeng,
Jiang Runsheng,
Li Yuliang
Publication year - 2012
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.201200243
Subject(s) - perylene , photochemistry , solvent polarity , chemistry , solvent , hydrogen bond , absorption (acoustics) , j aggregate , absorption band , materials science , molecule , organic chemistry , composite material , physics , optics
The synthesis of 1,10‐dihydroxyperylene bisimides by nucleophilic substitution of brominated perylene bisimide is described. 1,10‐Dihydroxyperylene bisimides formed J aggregates in nonpolar solvents and showed a clearly redshifted absorption band. The solvent polarity also influenced the hydrogen bond with the hydroxyl group, and thus, the photophysical properties of perylene bisimide. The photophysical properties of these dihydroxyperylene perylene bisimides can also be tuned by changing charge transfer from the hydroxyl groups to the perylene core through the introduction of metal ions.