Red-emitting salicylaldehyde Schiff base with AIE behaviour and large Stokes shift  

作　　者：Junyi Gong Peifa Wei Yuanan Su Ying Li Xing Feng Jacky W.Y.Lam Dongzhou Zhang Xiangzhi Song Ben Zhong Tang 

机构地区：[1]College of Chemistry and Chemical Engineering,Central South University [2]Department of Chemistry,Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction,Division of Life Science and Division of Biomedical Engineering,The Hong Kong University of Science and Technology [3]Partnership for Extreme Crystallography,Hawaii Institute of Geophysiscs and Planetology,University of Hawaii at Manoa

出　　处：《Chinese Chemical Letters》2018年第10期1493-1496,共4页中国化学快报（英文版）

基　　金：supported by the National Natural Science Foundation of China (No. U1608222);the State Key Laboratory of Fine Chemicals (No. KF1606);the State Key Laboratory of Chemo/ Biosensing and Chemometrics (No. 2016005);the Research Grants Council of Hong Kong (Nos. 16308116 and 16305015);the Innovation and Technology Commission (No. ITC-CNERC14SC01)

摘　　要：Three salicylaldehyde Schiff base（SSB）, iso-PBP, PBP and EPB, were facilely synthesized and exhibited aggregation-induced emission. The introduction of C= N-N = C moiety in these SSB dyes largely extend the conjugation system and push their emission to yellow to red spectral region. These SSB dyes were negligibly fluorescent in dilute THF solution. In THF/water mixtures with high water fractions, they displayed strong yellow to red fluorescence（up to 617nm） and large Stokes shifts（up to 152 nm）. Single crystal analysis on EBP showed the longer emission of in aggregated state was attributed to the molecular packing effect as compared with that in dilute solution. The bio-imaging application indicated EBP could specifically accumulate in lipid droplets in living cells.Three salicylaldehyde Schiff base（SSB）, iso-PBP, PBP and EPB, were facilely synthesized and exhibited aggregation-induced emission. The introduction of C= N-N = C moiety in these SSB dyes largely extend the conjugation system and push their emission to yellow to red spectral region. These SSB dyes were negligibly fluorescent in dilute THF solution. In THF/water mixtures with high water fractions, they displayed strong yellow to red fluorescence（up to 617nm） and large Stokes shifts（up to 152 nm）. Single crystal analysis on EBP showed the longer emission of in aggregated state was attributed to the molecular packing effect as compared with that in dilute solution. The bio-imaging application indicated EBP could specifically accumulate in lipid droplets in living cells.

关 键 词：Aggregation-induced emission Salicylaldehyde Schiff base Red-emitting ESIPT Aldehyde-amine condensation 

分 类 号：O621.22[理学—有机化学]