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Click Chemistry Approach to Rhodamine B-Capped Polyrotaxanes and their Unique Fluorescence Properties

Authors

  • Jiayan Wu,

    1. Key Laboratory of Macromolecular Synthesis and Functionalization (Ministry of Education), Department of Polymer Science and Engineering, Zhejiang University, 38 Zheda Road, Hangzhou 310027, P. R. China
    2. College of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. China
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  • Chao Gao

    Corresponding author
    1. Key Laboratory of Macromolecular Synthesis and Functionalization (Ministry of Education), Department of Polymer Science and Engineering, Zhejiang University, 38 Zheda Road, Hangzhou 310027, P. R. China
    • Key Laboratory of Macromolecular Synthesis and Functionalization (Ministry of Education), Department of Polymer Science and Engineering, Zhejiang University, 38 Zheda Road, Hangzhou 310027, P. R. China.
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Abstract

A fluorescent polyrotaxane (PR) made from the diazido-poly(ethylene glycol) (N3-PEG-N3) axis, α-cyclodextrins, and alkyne-functionalized rhodamine B (RhB-alk) stoppers via Cu(I)-catalyzed azide–alkyne click chemistry is reported. A nanowire-like morphology of the prepared fluorescent PRs was visualized by atomic force microscopy. The fluorescence emission intensities of RhB-capped PEG (RhB-PEG-RhB) and the PR were much higher than that of neat RhB or RhB-alk with the same concentration of RhB fluorophore in both dimethylsulfoxide and alkaline aqueous solutions. Fluorescence lifetimes were detected as 3.59, 3.31, 2.99, and 2.99 ns for neat RhB, RhB-alk, RhB-PEG-RhB, and the PR, respectively. The PRs with unique fluorescence properties might have further applications in the fields of biomedicine and bionanotechnology.

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