Polyampholytic Hydrogels from Chitosan Macromonomers with Aryl-Mono and Di-Sulfonated Groups: An Approach to the Removal of Copper Ions and Ciprofloxacin in Aqueous Solutions

Functional hydrogels have significant potential for applications in the pharmaceutical, agricultural, and environmental sectors. This study focuses on the synthesis of polyampholytic hydrogels through free radical polymerization using functionalized chitosans. The chitosan was modified with mono and disulfonic groups at different temperatures (25 °C and 60 °C) and reaction times (1, 8, 24 h), followed by further modification with glycidyl methacrylate to introduce vinyl groups into the polymers structure. The modified polymers were analyzed using proton nuclear magnetic resonance, Fourier transform infrared, scanning electron spectroscopy, thermogravimetric analysis, and solubility tests. Specifically, 0.74 mmol/g and 1.58 mmol/g of the primary amine groups available in the chitosan chain (out of a total of 4.93 mmol/g) were substituted with mono- and disulfonic groups, respectively. Following treatment with glycidyl methacrylate, 3.39 mmol/g and 2.21 mmol/g of the remaining primary amine groups in the mono- and disulfonic polymers, respectively, were substituted. The hydrogels obtained by the modified polymers at optimal conditions of 1 h and 25 °C, were characterized by the techniques already mentioned in addition to rheological tests, and water absorption studies across different pHs. The hydrogels demonstrated potential for environmental remediation, particularly in adsorptions of ciprofloxacin (CPX) and copper (Cu²⁺) from aqueous solutions at pH 7, achieving adsorption efficiencies of 24-25% for CPX and 83% for Cu²⁺. The results suggest that the synthesized hydrogels could provide an eco-friendly and efficient solution to challenges in wastewater treatment.