文献类型：期刊文献

英文题名：Asymmetric anthracene-fused BODIPY dye with large Stokes shift: Synthesis, photophysical properties and bioimaging

作者：Yang, Liutao Liu, Ying Zhou, Xiangge Wu, Yujiao Ma, Chunping Liu, Wei Zhang, Chun

第一作者：杨柳涛

通信作者：Yang, LT[1];Liu, Y[2]

机构：[1]Guizhou Inst Technol, Coll Mat & Met Engn, Guiyang 550003, Guizhou, Peoples R China;[2]Guizhou Inst Technol, Coll Chem Engn, Guiyang 550003, Guizhou, Peoples R China;[3]Sichuan Univ, Coll Chem, Chengdu 610064, Sichuan, Peoples R China

第一机构：贵州理工学院材料与冶金工程学院

通信机构：corresponding author), Guizhou Inst Technol, Coll Mat & Met Engn, Guiyang 550003, Guizhou, Peoples R China;corresponding author), Guizhou Inst Technol, Coll Chem Engn, Guiyang 550003, Guizhou, Peoples R China.|贵州理工学院化学工程学院;贵州理工学院;贵州理工学院材料与冶金工程学院;

年份：2016

卷号：126

起止页码：232-238

外文期刊名：DYES AND PIGMENTS

收录：;EI(收录号：20160401831892);Scopus(收录号：2-s2.0-84954430158);WOS:【SCI-EXPANDED(收录号:WOS:000370090600029)】；

基金：The authors wish to acknowledge the financial support to the project from Science and Technology Department of Guizhou Province-Guizhou Institute of Technology Joint Fund [No. (2015)7101], key project supported by Guizhou Province Training Program of Innovation and Entrepreneurship for Undergraduates (NO. 201414440008), Guizhou Institute of Technology (NO. XJGC20140602, XJGC20141103), Guizhou Province Science and Technology Planning Project ([2015]2068), and National Natural Science Foundation of China (Item No. 51503046, 21472128). We also thank Prof. Di Wu and Xiangge Zhou in Sichuan University for guidance.

语种：英文

外文关键词：Anthracene; BODIPY; Oxidization; Bathochromism; Stokes shift; Cell imaging

摘要：A new asymmetric fluorescent dye of the 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) class was prepared by fusing an anthracene unit to the "zig-zag" edge of the BODIPY core by an FeCl3-mediated oxidative cyclodehydrogenation reaction and the photophysical properties of the new BODIPY analogue were investigated. The anthracene-fused BODIPY exhibits significant bathochromic shifts in both absorption and fluorescence maxima compared with a related non-fused BODIPY. In addition, the anthracene-fused BODIPY exhibited a small energy gap (1.81 eV), large Stokes shift and high photo stability. Especially, the emission of the dye extended into the deep red (similar to 640 nm) region. The extensive pi conjugation is responsible for the red-shifted emission. Moreover, the dye emits strong saturated, red fluorescence with a quantum yield of 40% and an enlarged Stokes shift of 1425 cm(-1) (53 nm) in CHCl3, which can be used to image living cells by fluorescence microscopy. Cell imaging experiments demonstrated its potential application as a probe in bioorganisms due to its excellent imaging contrast. (C) 2015 Elsevier Ltd. All rights reserved.