Amino functionalized chitosan as a catalyst for selective solvent-free self-condensation of linear aldehydes

An aminopropyltrimethoxysilane functionalized chitosan was found to be an efficient solid base catalyst for the self-aldol condensation of linear aldehydes under solvent-free conditions. The modified catalyst was characterized using physical techniques, elemental analysis, FT-IR, and TGA. The modified chitosan was evaluated for the aldol condensation of C3–C7 linear aldehydes in which the selective formation was obtained for α,β-unsaturated aldehydes. A decreasing trend in the conversion from propanal to heptanal was observed. Propanal and pentanal were subjected for detail investigations to study the effect of parameters like amount of catalyst and aldehyde, and temperature on the conversion and selectivity. Kinetic performance of the modified chitosan investigated for a representative aldehyde, pentanal showed that the rate was increased with the catalyst amount, pentanal and temperature. The catalyst was reused up to six cycles without significant loss in its activity and selectivity.

Figure optionsDownload high-quality image (57 K)Download as PowerPoint slideResearch highlights▶ Aminopropyltrimethoxysilane functionalized chitosan. ▶ Efficient solid base catalyst. ▶ Selective solvent-free aldol condensation of linear aldehydes to α,β-unsaturated aldehydes. ▶ Recyclability with no loss in activity up to six cycles.