New chitosan-imine derivatives: from green chemistry to removal of heavy metals from water




Biopolymers, Chitosan, Green chemistry, Deacetilation degree, Water treatment


Three novel imine-chitosan derivatives were synthesized by condensation of the amino terminals of chitosan and 4-bromomethyl-2-hydroxybenzaldehyde A1, 4-formyl-2-hydroxybenzoic acid A2, and (E)-6-((2-(pyridin-2-yl)hydrazono)methyl)picolinaldehyde A3. Noteworthy, is the aqueous synthesis of imine-chitosan compounds using relatively mild conditions (70 °C) in a green chemistry fashion. The new compounds were characterized by 1H-NMR, FT-IR, elemental analysis, thermal gravimetric analysis (TGA), and differential scanning calorimetry (DSC). A solubility study at different pH values was performed for the three compounds, obtaining very different behaviors when compared to that of the pristine chitosan. Finally, by means of atomic absorption the ability to remove heavy metal ions, such as Pb(II) and Hg(II), was investigated for the imine-chitosan derivatives, which showed a high removal percentage at basic pH (between 8-10) but low removal percentage at pH lower than 5. Additionally, the nature of the substituent determines the solubility of the resulting adducts thus widening the potential applications of chitosan derivatives.

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Author Biographies

Vivian Lizeth Triana-Guzmán, University of Valle

Chemistry Department.

Yury Ruiz-Cruz, University of Valle

Chemistry Department.

Elkin Libardo Romero-Peñaloza, Universidad del Valle

Chemistry Department.

Héctor Fabio Zuluaga-Corrales, University of Valle

Chemistry Department.

Manuel Noé Chaur-Valencia, University of Valle

Professor, Chemistry Department.


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How to Cite

Triana-Guzmán, V. L., Ruiz-Cruz, Y., Romero-Peñaloza, E. L., Zuluaga-Corrales, H. F., & Chaur-Valencia, M. N. (2018). New chitosan-imine derivatives: from green chemistry to removal of heavy metals from water. Revista Facultad De Ingeniería Universidad De Antioquia, (89), 34–43.