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Selective Ag+ Adsorption of Ureido Polymer Prepared by Cyclopolymerization Giving Large Ring Repeating Units

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    Selective Ag+ Adsorption of Ureido Polymer Prepared by Cyclopolymerization Giving Large Ring Repeating Units
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    • Yunkai Sun
      Yunkai Sun
      College of Chemistry and Chemical Engineering, University of South China, 28# West ChangSheng Road, Hengyang 421001, China
      Department of Chemistry and Chemical Engineering, Faculty of Engineering, Yamagata University, 4-3-16 Jonan, Yonezawa, Yamagata 992-8510, Japan
      More by Yunkai Sun
      Orcidhttp://orcid.org/0000-0001-9246-2488
    • Yoshimasa Matsumura
      Yoshimasa Matsumura
      Department of Chemistry and Chemical Engineering, Faculty of Engineering, Yamagata University, 4-3-16 Jonan, Yonezawa, Yamagata 992-8510, Japan
      More by Yoshimasa Matsumura
    • Bungo Ochiai*
      Bungo Ochiai
      Department of Chemistry and Chemical Engineering, Faculty of Engineering, Yamagata University, 4-3-16 Jonan, Yonezawa, Yamagata 992-8510, Japan
      *Email: [email protected]; Tel.: +81-238-26-3092
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      Orcidhttp://orcid.org/0000-0002-4376-8875
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    ACS Applied Polymer Materials

    Cite this: ACS Appl. Polym. Mater. 2020, 2, 4, 1417–1421
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    https://doi.org/10.1021/acsapm.9b01138
    Published March 5, 2020
    Copyright © 2020 American Chemical Society
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    Abstract

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    We report the synthesis of an ureido polymer containing 19-membered rings, prepared by the cyclopolymerization of a bifunctional monomer trans-1,2-bis(acryloyloxyethylureido)cyclohexane (TBAUCH) and studied for the selective adsorption of Ag+. PolyTBAUCH adsorbed Ag+ with an efficiency of 99.8%, and the maximum adsorption capacity was 39.8 mg/g. PolyTBAUCH selectively adsorbed Ag+ from an aqueous solution containing 20 different metal ions in similar concentrations. The selective adsorption depends on the controlling regioselective effect of the ring structure and the ureido groups. PolyTBAUCH could be reused at least for 5 cycles after desorption of Ag+ and maintained an Ag+ adsorption of 95.6% during the 5th cycle.

    Copyright © 2020 American Chemical Society

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    Supporting Information

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    The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/acsapm.9b01138.

    • Experimental details; results of ICP-MS and SEC analyses; 1H and 13C NMR spectra of monomers and polymers; IR spectra of TBAUCH, polyTBAUCH, and polyTBAUCH-Ag; SEM images of polyTBAUCH and polyTBAUCH-Ag; calculation of ring size of polyTBAUCH (PDF)

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    This article is cited by 8 publications.

    1. Shusuke Okamoto, Yoshio Furusho, Takeshi Endo. Radical Cyclopolymerization of Isocyanurate Core-Based Bifunctional Monomers Bearing a Hydroxy Group and Their Application to Cross-Linking Reaction. ACS Applied Polymer Materials 2022, 4 (10) , 7859-7867. https://doi.org/10.1021/acsapm.2c01411
    2. M. K. Mohammad Ziaul Hyder, Bungo Ochiai. Synthesis of a Highly Selective Scavenger of Precious Metals from a Printed Circuit Board Based on Cellulose Filter Paper Functionalized with a Grafted Polymer Chain Bearing N-Methyl-2-hydroxyethylcarbamothioate Moieties. ACS Omega 2022, 7 (12) , 10355-10364. https://doi.org/10.1021/acsomega.1c06988
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    ACS Applied Polymer Materials

    Cite this: ACS Appl. Polym. Mater. 2020, 2, 4, 1417–1421
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acsapm.9b01138
    Published March 5, 2020
    Copyright © 2020 American Chemical Society
    Request reuse permissions

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