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Title: Biocompatible Two-Photon Absorbing Dipyridyldiketopyrrolopyrroles for Metal-Ion-Mediated Self-Assembly Modulation and Fluorescence Imaging
Authors: He, Tingchao
Gao, Yang
Sreejith, Sivaramapanicker
Tian, Xiaoqing
Liu, Lin
Wang, Yue
Joshi, Hrishikesh
Phua, Soo Zeng Fiona
Yao, Song
Lin, Xiaodong
Zhao, Yanli
Sun, Handong
Grimsdale, Andrew Clive
Keywords: Dipyridyldiketopyrrolopyrroles
Cell imaging
Issue Date: 2016
Source: He, T., Gao, Y., Sreejith, S., Tian, X., Liu, L., Wang, Y., et al. (2016). Biocompatible Two-Photon Absorbing Dipyridyldiketopyrrolopyrroles for Metal-Ion-Mediated Self-Assembly Modulation and Fluorescence Imaging. Advanced Optical Materials, 4(5), 746-755.
Series/Report no.: Advanced Optical Materials
Abstract: Diketopyrrolopyrrole (DPP) derivatives are very promising nonlinear optical dyes with excellent thermal resistance and light stability. However, to the best of our knowledge, the fabrication of their organic micro- and/or nanostructures through covalent and/or noncovalent interactions to further adjust their corresponding two-photon absorption (TPA) is rarely reported. In this work, based on previous synthesis method of pyridine-containing ketopyrrolopyrroles, three dipyridyldiketopyrrolopyrroles (dipyridylDPPs) 1, 2, and 3 containing 2-, 3-, and 4-pyridyl substituents, respectively, have been prepared, which exhibit strong orange fluorescence and large TPA action cross-sections in both organic (tetrahydrofuran) and aqueous media. Importantly, fluorescent organic nanoparticles (FONs) of the di(2-pyridyl)DPP 1 prepared by the reprecipitation method displays strong two-photon emission. Meanwhile, the FONs of 1 not only exhibit Ag+ ions mediated self-assembly modulation, but also display low cytotoxicity and allow two-photon bioimaging in HeLa cells.
ISSN: 2195-1071
DOI: 10.1002/adom.201500755
Schools: School of Materials Science & Engineering 
School of Physical and Mathematical Sciences 
Rights: © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. This is the author created version of a work that has been peer reviewed and accepted for publication by Advanced Optical Materials, WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [].
Fulltext Permission: open
Fulltext Availability: With Fulltext
Appears in Collections:MSE Journal Articles
SPMS Journal Articles

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