Modified chitosan hybrids were obtained via chemical reaction of chitosan with two pyrazole aldehyde derivatives to produce two chitosan Schiff bases, Cs-SB1, and Cs-SB2, respectively. FTIR spectroscopy and scanning electron microscopy confirmed both chemical structures and morphology of these Schiff bases. Thermal gravimetric analysis showed an improvement of thermal properties of these Schiff bases. Both chitosan Schiff bases were evaluated in a batch adsorption approach for their ability to remove Cu(II) ions from aqueous solutions. Energy dispersive X-ray for the Schiff bases adsorbed metal ions in various aqueous solutions was performed to confirm the existence of adsorbed metal ions on the surface substrate and their adsorptive efficiency for Cu(II) ions. Results of the batch adsorption method showed that prepared Schiff bases have good ability to remove Cu(II) ions from aqueous solutions. The Langmuir isotherm equation showed a better fit for both adsorbents with regression coefficients (R² = 0.97 and 0.99, respectively) with maximum adsorption capacity for Cu(II) of 10.33 and 39.84 mg/g for Cs-SB1 and Cs-SB2, respectively. All prepared compounds, pyrazoles and two chitosan Schiff bases, showed good antimicrobial activity against three Gram +ve bacteria, three Gram –ve bacteria and Candida albicans, with varying degrees when compared to the standard antimicrobial agents.

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