Tailoring the Chemical Structure of Cellulose Nanocrystals by Amine Functionalization

The surface functionalization of cellulose nanocrystals is presently considered a useful and straightforward tool for accessing very reliable biocompatible and biodegradable nanostructures with tailored physical and chemical properties. However, to date the fine characterization of the chemical appendages introduced onto cellulose nanocrystals remains a challenge, due to the low sensitivity displayed by the most common techniques towards surface functionalization. In this paper, we demonstrate the easy functionalization of cellulose nanocrystals with aliphatic and aromatic amines, demonstrating the tunability of their properties in dependence on the selected functionality. Then, we apply to colloidal suspensions of modified nanocrystals 1H-NMR analysis to elucidate their surface structure. To the best of our knowledge, this is the first report where such investigation was performed on cellulose nanocrystals presenting both surface and reducing end modification. These results involve interesting implications for the fields of Cultural Heritage and of Materials Chemistry.