Tailoring the Chemical Structure of Cellulose Nanocrystals by Amine Functionalization. Issue 11 (20th February 2023)

• Record Type: Journal Article
• Authors: D'Orsi, Rosarita; Canale, Viviana Claudia; Cancelliere, Rocco; Hassan Omar, Omar; Mazzuca, Claudia; Micheli, Laura; Operamolla, Alessandra
• Is Part Of: European journal of organic chemistry. Volume 26:Issue 11(2023)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2023-02-20
• Subjects: cellulose nanocrystals -- nuclear magnetic resonance -- organic synthesis -- reductive amination; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.202201457
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: 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 1 H 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. Abstract : The surface amination of cellulose nanocrystals is a powerful tool to modulate their pH, photoluminescence, or electrochemical activity. This work reports cellulose nanocrystals surface modification and a thorough analysis of their surface structure.