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Mechanosynthesis of high molecular weight fluorescent derivatives of chitosan, linear and non-linear optical characterization

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Abstract

Three chitosan-derived compounds, Ch-I, Ch-Qn, and Ch-TPA, were synthesized through condensation reactions between high-molecular weight chitosan and three different aldehydes. Mechanosynthesis, a fast and solvent-free synthesis method, was used instead of a depolymerization. The chemical structure of the compounds was elucidated by Fourier-Transform Infrared (FT-IR) spectroscopy. The optical properties of the new compounds were evaluated by ultraviolet/visible (UV/Vis) and fluorescence spectroscopic techniques. The compounds Ch-I, Ch-Qn, and Ch-TPA presented absorptions in the range of 273 to 400 nm and emissions between 300 and 700 nm with Ch-TPA presenting the greatest redshift in absorption and emission. Ch-I, Ch-Qn, and Ch-TPA were characterized by the Z-scan technique, and the results indicate that Ch-I, Ch-Qn, and Ch-TPA exhibit non-linear optic behavior. Ch-TPA showed the most promising optical properties. These results indicate that it is possible to obtain promising materials derived from chitosan using mechanosynthesis and using high-molecular weight chitosan without the need to depolymerize it. Mechanosynthesis requires a short reaction time, is free of solvents, and has the potential for biomedical applications as optical and/or fluorescent biosensors.

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Acknowledgements

Authors want to thank to CONACyT for the scholarship given to Abner H. Rojas Calva number 2018-000012-01NACF-03762 to support his studies from which this research was possible.

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Authors and Affiliations

  1. Universidad Autónoma del Estado de Hidalgo. Área Académica de Ciencias de la Tierra y Materiales, Área Académica de Medicina, Instituto de Ciencias de la Salud. Carretera Pachuca-Tulancingo Km, 4.5.C.P. 42184. Ciudad del Conocimiento, Mineral de la Reforma, Hgo, Mineral de la Reforma, México

    A. H. Rojas-Calva, O. J. Hernández-Ortiz, M. A. Veloz-Rodríguez, J. L. Imbert-Palafox & R. A. Vázquez-García

  2. CONACYT-Centro de Investigación en Química Aplicada, Parque de Innovación e Investigación Tecnológica (PIIT), Apodaca N.L., México

    G. M. Estrada-Villegas

  3. División de Posgrado, Universidad Politécnica de Tulancingo, Calle Ingenierías # 100, Huapalcalco, 43629, Tulancingo de Bravo, Hgo, México

    F. M. Muñoz-Pérez & J. G. Ortega-Mendoza

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  1. A. H. Rojas-Calva
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Correspondence to R. A. Vázquez-García.

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Rojas-Calva, A.H., Hernández-Ortiz, O.J., Muñoz-Pérez, F.M. et al. Mechanosynthesis of high molecular weight fluorescent derivatives of chitosan, linear and non-linear optical characterization. J Polym Res 28, 370 (2021). https://doi.org/10.1007/s10965-021-02703-x

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