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Photocrosslinked β-cyclodextrin polymer beads and their use as sorbent for phenol removal from wastewater

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Abstract

Phenols are commonly encountered in the aqueous effluents of different industrial processes, such as oil refining, and phenolic resin manufacturing and processing. Because phenols are toxic, they should be promptly removed from aquatic environments. Herein, we describe the preparation of photocrosslinked β-cyclodextrin (β-CyD) polymer beads and their use for the removal of phenol (PhOH) from the raw industrial wastewater from phenolic resin processing. Polysubstituted photocrosslinkable β-CyD (PSβCyD/UV) sorbent beads were obtained via the reaction of globed macromonomers with sodium alginate and calcium chloride followed by photocrosslinking the β-cyclodextrin (β-CyD) macromonomers with isophorone diisocyanate and 2-hydroxyethyl acrylate (molar ratio of 1:3.5:3.5). The physical properties of the fabricated PSβCyD/UV beads were as follows: average diameter, 2.7 mm; average compressive strength, 6.5 M Pa; porosity, 41.4%; and specific surface area, 2.89 m2/g. The removal of PhOH from raw industrial wastewater using β-CyD polymer beads was performed in a shaker at 25 °C. After six accumulated adsorption cycles, the PhOH concentration decreased from of 89,000 to 1500 mg/L; furthermore, the expansion factor of PSβCyD/UV was 1.33. Adsorbent PSβCyD/UV polymer beads with a regular spherical shape and high mechanical stability were prepared using a photocrosslinking method. The results of the sorption experiments indicated that the PhOH adsorption capacity of the polymer beads from raw industrial wastewater was high (2.43 mmol/g-resin). We concluded that the prepared polymer beads formed rich polymer network structures, which affected the physical adsorption of PhOH and the chemical interactions with PhOH via hydrogen bonding.

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Acknowledgments

This work was partly supported by a Grant-in-Aid for Young Scientists (B) (No. 15710069) from the Ministry of Education, Culture, Sports, Science and Technology Japan (2003–2005), and by a research promotion grant from the Conference for Reduction of Energy & Heat-trapping Gas in the Ube Industrial Complex (2005–2008). The authors are grateful to Mercian Co., Ltd. (Tokyo) and Meiwa Plastic Industries, Ltd. (Ube) for the provision of RINGDEX-B and the phenolic wastewater, respectively.

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Authors and Affiliations

  1. Department of Chemical and Biological Engineering, National Institute of Technology (KOSEN), Ube College, 2-14-1 Tokiwadai, Ube, Yamaguchi, 755-8555, Japan

    Hirohito Yamasaki, Aya Odamura & Yousuke Makihata

  2. Department of Sustainable Engineering (Chemistry), Graduate School of Science and Engineering, Yamaguchi University, 2-16-1 Tokiwadai, Ube, Yamaguchi, 755-8611, Japan

    Kimitoshi Fukunaga

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  1. Hirohito Yamasaki
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  4. Kimitoshi Fukunaga
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Correspondence to Hirohito Yamasaki.

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Yamasaki, H., Odamura, A., Makihata, Y. et al. Photocrosslinked β-cyclodextrin polymer beads and their use as sorbent for phenol removal from wastewater. Polym. Bull. 80, 3265–3278 (2023). https://doi.org/10.1007/s00289-022-04206-1

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  • DOI: https://doi.org/10.1007/s00289-022-04206-1

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