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Grafting Nature-Inspired and Bio-Based Phenolic Esters onto Cellulose Nanocrystals Gives Biomaterials with Photostable Anti-UV Properties.

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New nature-inspired and plant-derived  p -hydroxycinnamate esters and  p -hydroxycinnamate diesters provide excellent protection against UV radiation when incorporated into a matrix. Herein, we report an efficient and sustainable pathway… Click to show full abstract

New nature-inspired and plant-derived  p -hydroxycinnamate esters and  p -hydroxycinnamate diesters provide excellent protection against UV radiation when incorporated into a matrix. Herein, we report an efficient and sustainable pathway to graft these phenolic compounds onto cellulose nanocrystals  via  click-type copper-catalyzed azide/alkyne cycloaddition (CuAAC) reaction. The successful grafting of the phenolic esters on CNC surface was evidenced by a range of chemical analyses and the degree of substitutions (DS) of the CNC were found to depend on the structure of the phenolic ester grafted. Moreover, not only aqueous suspensions of the phenolic ester-grafted CNCs strongly absorb in both the UVA and UVB regions, but they also exhibit average to very high photostability. Their large spectrum UV-absorbing properties and their stability upon exposure to UV are highly influenced by the structure of the phenolic ester, particularly by the extra ester group in  p -hydroxycinnamate diesters. These findings undoubtedly demonstrate that cellulose nanocrystals decorated with such plant-derived and nature-inspired phenolic esters are promising sustainable nanomaterials for anti-UV applications.

Keywords: phenolic esters; nature inspired; onto cellulose; phenolic ester; cellulose nanocrystals

Journal Title: ChemSusChem
Year Published: 2020

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