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Chitosan Functionalization with Amino Acids Yields to Higher Copper Ions Adsorption Capacity

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Abstract

Chitosan (Chi) beads were conjugated with three different amino acids [namely, glutamic acid (GLU), methionine (MET), and taurine (TAU)] aiming to increase the divalent copper ions uptake in aqueous media. Scanning Electron Microscopy evidenced the development of a large porous structure after amino acid functionalization, associated with the increase in a number of amino groups in the polymer backbone. X-Ray Photoelectron Spectroscopy and Fourier-Transform Infrared Spectra analyses were also employed to assess the conjugation of these three different amino acids in chitosan backbone. Adsorption experiments were conducted in a batch process, at 298 K, and kinetic data indicated a slightly better fitting for the pseudo-first-order model when compared to pseudo-second order. Intraparticle diffusion model suggested a three-step mechanism for Cu(II) adsorption kinetics, limited by the third step, the intraparticle diffusion. The isotherm data fitting to the traditional Langmuir and Freundlich models indicated a better fit for the former case. The amino acid conjugation resulted in the increase of the maximum adsorption capacity for Cu(II) from 1.30 mmol g−1 prior to amino acid conjugation to values as high as 2.31 mmol g−1, 2.40 mmol g−1 and 2.68 mmol g−1 for Chi–TAU, Chi–GLU, and Chi–MET, respectively. These results are attributed to the introduction of additional amino groups and new carboxylate and amino acid residues into the chitosan backbone, which might also be explored for amino acid demanding applications.

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Acknowledgements

The authors acknowledge the financial support from Brazilian governmental agencies Coordination for the Improvement of Higher Education Personnel (CAPES: Procad 88882.151600/2017-01 and PNPD/FEQ), National Council for Scientific and Technological Development (CNPq) and São Paulo Research Foundation (FAPESP) (Grants Nos. 2013/05135-1 and 2016/10193-9). We also thank the Massachusetts Institute of Technology (MIT) Center for Materials Science and Engineering (CMSE), and Elisabeth Shaw for supporting the XPS analysis.

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  1. Cynthia R. A. Mahl, Thiago B. Taketa, and Rogério A. Bataglioli have equally contributed to this work.

Authors and Affiliations

  1. Faculdade de Engenharia Química, Universidade Estadual de Campinas, Av. Albert Einstein 500, Campinas, SP, CEP 13083-852, Brazil

    Cynthia R. A. Mahl, Thiago B. Taketa, Rogério A. Bataglioli & Marisa M. Beppu

  2. Universidade Federal da Grande Dourados, Rodovia Dourados - Itahum, Km 12, Dourados, MS, CEP 79804-970, Brazil

    Eduardo José de Arruda

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  1. Cynthia R. A. Mahl
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Correspondence to Thiago B. Taketa.

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Mahl, C.R.A., Taketa, T.B., Bataglioli, R.A. et al. Chitosan Functionalization with Amino Acids Yields to Higher Copper Ions Adsorption Capacity. J Polym Environ 26, 4338–4349 (2018). https://doi.org/10.1007/s10924-018-1306-4

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