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Synthesis of reusable cyclodextrin polymers for removal of naphthol and naphthylamine from water

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Abstract

As one group of important naphthalene derivatives, naphthol and naphthylamine are diffusely employed as dye intermediates. The presence of naphthol and naphthylamine in water systems may pose risks to the environment and public health due to their carcinogenicity. In this study, four mesoporous polymers prepared by β-cyclodextrin derivatives and tetrafluoroterephthalonitrile were obtained and applied to adsorbing 1-naphthylamine, 2-naphthylamine, 1-naphthol, and 2-naphthol from water. The impact of adsorption time, initial concentration of naphthol and naphthylamine, and temperature on the adsorption efficiency of the four polymers were explored separately. The four polymers present fast adsorption kinetics toward naphthol and naphthylamine, attaining 93 ~ 100% of adsorption equilibrium uptake for 1-naphthol, 1-naphthylamine, 2-naphthylamine in 15 min, and 87 ~ 90% of equilibrium uptake for 2-naphthol in 15 min. The kinetics could be depicted well by the pseudo-second-order kinetic model. The adsorption isotherms of the four polymers toward naphthol and naphthylamine accord with the Redlich-Peterson or Sips model. The maximum adsorption capacities of 1-naphthylamine, 2-naphthylamine, 1-naphthol, and 2-naphthol are 189.9 mg/g, 82.8 mg/g, 137.7 mg/g, and 88.7 mg/g, respectively. The adsorption ratio increases fast with reducing the initial concentration of naphthol and naphthylamine, and the adsorption ratio of naphthol and naphthylamine in 5 mg/L can achieve over 95% in 25 °C. In addition, the four polymers can be effortlessly regenerated by a gentle and simple washing procedure with little reduction in performance. The adsorption performance of the four polymers toward the four naphthalene derivatives can be improved by increasing the adsorption temperature. In conclusion, the prepared β-cyclodextrin polymers exhibit rapid water treatment in removing the four low-concentration naphthalene derivatives with convenient regeneration and good reusability.

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All data generated or analyzed during this study are included in this published article.

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Funding

This work was supported by the National Natural Science Foundation of China (grant number 21908050), the Natural Science Foundation of Hunan Province of China (grant number 2018JJ3209), and the Education Department of Hunan Province of China (grant number 19K038).

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Weifeng Xu: Conceptualization, methodology, project administration, writing—review and editing, funding acquisition.

Xiang Liu: Investigation, data curation, writing—original draft.

Jianzhe Cai: Investigation, data curation, formal analysis.

Tiemeng Xue: Validation.

Kewen Tang: Conceptualization, methodology, project administration.

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Correspondence to Kewen Tang.

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The authors declare no competing interests.

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Responsible Editor: Angeles Blanco

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Xu, W., Liu, X., Cai, J. et al. Synthesis of reusable cyclodextrin polymers for removal of naphthol and naphthylamine from water. Environ Sci Pollut Res 29, 22106–22121 (2022). https://doi.org/10.1007/s11356-021-17234-7

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  • DOI: https://doi.org/10.1007/s11356-021-17234-7

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