New diketopyrrolopyrrole (DPP) derivative as fluorescent probe for Zn2+

被引：42
作者：
Zhang, Guanjun
Bi, Shiming
Song, Longfeng
Wang, Feng
Yu, Jianjun
Wang, Limin [1 ]
机构：
[1] E China Univ Sci & Technol, Shanghai Key Lab Funct Mat Chem, Shanghai 200237, Peoples R China
来源：
DYES AND PIGMENTS | 2013年 / 99卷 / 03期
关键词：
Diketopyrrolopyrrole (DPP); Turn on; Fluorescent probe; Zn2+; Photoinduced electron transfer (PET); Intramolecular charge transfer (ICT); SENSITIZED SOLAR-CELLS; FLUORIDE-ION; SELECTIVE DETECTION; CHARGE-TRANSFER; ZINC ION; TURN-ON; CHEMOSENSOR; SENSOR; DYES; FLUOROPHORE;
D O I：
10.1016/j.dyepig.2013.06.027
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
New turn-on fluorescent probe DPPL2, was rationally designed and synthesized based on the skeleton of diketopyrrolopyrrole (DPP), which presented sensitivity, selectivity for Zn2+ over other metal ions except some disturbance with Cd2+. Particularly, results demonstrated fluorescence enhancement and blue shift of DPPL2 upon Zn2+ binding. This phenomenon was a typical photoinduced electron transfer (PET) and intramolecular charge transfer (ICT) process which was attributed to diminishing the electron of the nitrogen lone pair delocalization on the DPP core upon Zn2+ binding. For comparison, DPPL3 (acylation of nitrogen atom of DPPL2) was synthesized and no fluorescence enhancement was observed, which further indicated that lone pair electrons of nitrogen atoms attached to DPP core were ascribed to PET process. H-1 NMR titrations and DFT calculations also proved that PET and ICT process of system. (C) 2013 Elsevier Ltd. All rights reserved.
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收藏
页码：779 / 786
页数：8
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