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Cyclodextrin-grafted thiacalix [4]arene netty polymer based on the click chemistry: preparation and efficient adsorption for organic dyes

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Abstract

By reacting cyclodextrin-grafted thiacalix [4]arene derivative 9 containing three alkynyl groups with bis-azido compound 6, the first example of cyclodextrin-grafted thiacalix [4]arene netty polymer 10 was designed and prepared by the click chemistry in yield of 76 %. Its structure was confirmed by elemental analysis, 1H NMR spectrum, FTIR spectrum and XRD curve. The M n of polymer 10 was 48,677, indicating average approximately 22 units of compound 9 in each polymer molecule. Its SEM image showed porous and loose morphology. Adsorption experiments of polymer 10 indicated that it possessed excellent adsorption capacities for both cationic and anionic dyes [Orange G sodium salt (OG), Brilliant ponceau 5R (BP), Victoria blue B (VB), Crystal violet (CV), Neutral red (NR) and Methylene blue (MB)]. The highest adsorption capacities for VB, CV, NR and MB were 5.821, 6.825, 6.135 and 5.381 mmol/g, respectively. Adsorption kinetics and isotherms analysis suggested that all the adsorption processes were exothermic and spontaneous. The adsorption processes obeyed pseudo second-order model and the Langmuir isotherm equation. The adsorption abilities of polymer 10 at pH values 3–11 were keep stable between 1.5–4 mmol/g. The adsorption abilities for anionic dyes decreased with the increase of pH values but opposite phenomena for cationic dyes. Polymer 10 showed good reused adsorption property after desorption in five times’ cycles.

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Acknowledgments

Financial support from the National Natural Science Foundation of China (No: 21406036), Fujian Natural Science Foundation of China (No. 2014 J01034), Key projects of science and technology of Fujian province (2014 N0025) and the Program for Innovative Research Team in Science and Technology in Fujian Province University were greatly acknowledged.

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Authors and Affiliations

  1. College of Chemistry and Materials Science, Fujian Normal University, Fuzhou, 350007, People’s Republic of China

    Suichang Chen, Hongyu Guo, Fafu Yang & Xingdong Di

  2. Fujian Key Laboratory of Polymer Materials, Fujian Normal University, Fuzhou, 350007, People’s Republic of China

    Fafu Yang

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  1. Suichang Chen
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Correspondence to Fafu Yang.

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Chen, S., Guo, H., Yang, F. et al. Cyclodextrin-grafted thiacalix [4]arene netty polymer based on the click chemistry: preparation and efficient adsorption for organic dyes. J Polym Res 23, 28 (2016). https://doi.org/10.1007/s10965-016-0920-x

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