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Effects of Single and Double Bonds in Linkers on Colorimetric and Fluorescent Sensing Properties of Polyving Akohol Grafting Rhodamine Hydrazides

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Abstract

Two rhodamine derivatives, N-mono-maleic acid amide-N′-rhodamine B hydrazide (MRBH) and N-mono-succinic acid amide-N′-rhodamine 6G hydrazide (SR6GH), were synthesized by amidation with maleic anhydride (MAH), succinic anhydride (SAH) and rhodamine B hydrazide, rhodamine 6G hydrazide, which were identified by FTIR, 1H NMR and elemental analysis. Two water-soluble fluorescent materials (PVA-MRBH and PVA-SR6GH) were prepared via esterification reaction with N-mono-maleic acyl chloride amide-N′-rhodamine B hydrazide (MRBHCl) or N-mono-maleic acyl chloride amide-N′-rhodamine 6G hydrazide (SR6GHCl) and poly(vinyl alcohol) (PVA) in DMSO solution. The sensing behaviors of PVA-MRBH and PVA-SR6GH were explored by recording the fluorescence spectra in completely aqueous solution. Upon the addition of Cu2+ and Fe3+ ions to the aqueous solution of PVA-MRBH, visual color change from rose pink to amaranth and orange for Cu2+ and Fe3+ ions, respectively, and fluorescence quenching were observed. Titration of Cu2+, Fe3+, Cr3+ or Hg2+ into the aqueous solution of PVA-SR6GH, although they induced fluorescence enhancement, only Fe3+ made the color changing from colorless to yellow. Moreover, other metal ions did not induce obvious changes to color and the fluorescence spectra.

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Acknowledgments

We acknowledge financial support from the National Natural Science Foundation of China (under Grant No. 21307002, 21407004).

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Authors and Affiliations

  1. Anhui Key Laboratory of Functional Coordination Compounds, School of Chemistry and Chemical Engineering, Anqing Normal University, Anqing, 246011, People’s Republic of China

    Tong-Mou Geng, Xie Wang, Zhu-Qing Wang, Tai-Jie Chen & Hai Zhu

  2. School of Resource and Environmental Science, Anqing Normal University, Anqing, 246011, People’s Republic of China

    Yu Wang

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  1. Tong-Mou Geng
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Correspondence to Tong-Mou Geng.

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Geng, TM., Wang, X., Wang, ZQ. et al. Effects of Single and Double Bonds in Linkers on Colorimetric and Fluorescent Sensing Properties of Polyving Akohol Grafting Rhodamine Hydrazides. J Fluoresc 25, 409–418 (2015). https://doi.org/10.1007/s10895-015-1528-y

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