Chemical functionalization of chitosan biopolymer and chitosan-magnetite nanocomposite with sulfonic acid for acid-catalyzed reactions

doi:10.1016/j.cjche.2021.04.037

Abstract

Abstract: Chemical functionalization of chitosan biopolymer and chitosan-magnetite nanocomposite was performed with sulfonic acid functional groups to achieve new solid acid materials. The sulfonic acid functional groups were created through the ring opening nucleophilic reaction of amine groups of chitosan with 1,4-butane sultone. Fourier transform infrared spectroscopy (FT-IR) and X-ray photoelectron spectroscopies (XPS) verified the successful sulfonic acid functionalization of chitosan. The obtained sulfonic acid functionalized chitosan-magnetite nanocomposite showed superparamagnetic properties according to the vibrating sample magnetometry analysis and exhibited magnetic separation feature from dispersed mixtures. Nitrogen adsorption-desorption analysis indicated the increase in surface area after formation of chitosan-magnetite nanocomposite and functionalization with sulfonic acid. Both of the prepared solid acids exhibited high catalytic activities in the acid-catalyzed acetic acid esterification with n-butanol and benzaldehyde acetalization with ethylene glycol as model reactions. Furthermore, they can be reused several times without considerable loss of their activities.

Key words: Chitosan, Magnetite, Nanostructure, Sulfonic acid, Catalysis, Esterification

摘要： Chemical functionalization of chitosan biopolymer and chitosan-magnetite nanocomposite was performed with sulfonic acid functional groups to achieve new solid acid materials. The sulfonic acid functional groups were created through the ring opening nucleophilic reaction of amine groups of chitosan with 1,4-butane sultone. Fourier transform infrared spectroscopy (FT-IR) and X-ray photoelectron spectroscopies (XPS) verified the successful sulfonic acid functionalization of chitosan. The obtained sulfonic acid functionalized chitosan-magnetite nanocomposite showed superparamagnetic properties according to the vibrating sample magnetometry analysis and exhibited magnetic separation feature from dispersed mixtures. Nitrogen adsorption-desorption analysis indicated the increase in surface area after formation of chitosan-magnetite nanocomposite and functionalization with sulfonic acid. Both of the prepared solid acids exhibited high catalytic activities in the acid-catalyzed acetic acid esterification with n-butanol and benzaldehyde acetalization with ethylene glycol as model reactions. Furthermore, they can be reused several times without considerable loss of their activities.

关键词: Chitosan, Magnetite, Nanostructure, Sulfonic acid, Catalysis, Esterification

Majid Masteri-Farahani, Samaneh Shahsavarifar. Chemical functionalization of chitosan biopolymer and chitosan-magnetite nanocomposite with sulfonic acid for acid-catalyzed reactions[J]. Chinese Journal of Chemical Engineering, 2021, 39(11): 154-161.

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