A novel eco-friendly polymeric photosensitizer based on chitosan and flavin mononucleotide

Abstract

Flavin mononucleotide (FMN) is a dye belonging to the flavin family. These dyes produce photosensitized degradation of organic compounds via reaction with the excited states of the dye or with reactive oxygen species photogenerated from the triplet of the dye. This article presents a new polymeric dye (FMN–CS) composed of the photosensitizer FMN covalently bonded to chitosan polysaccharide (CS). FMN–CS obtained has a molecular weight of 230 × 103 g mol−1 and a deacetylation degree of 74.8%. The polymeric dye is an environmentally friendly polymer with spectroscopic and physicochemical properties similar to those of FMN and CS, respectively. Moreover, under sunlight, it is capable of generating 1O2 with a quantum yield of 0.31. FMN–CS, like CS, is insoluble in basic media. This allows easy recovery of the polymeric dye once the photosensitized process has been carried out and makes FMN–CS a suitable photosensitizer for the degradation of pollutants in contaminated waters. To evaluate whether FMN–CS may be used for pollutant degradation, the photosensitized degradation of two trihydroxybenzenes by FMN–CS was studied. Graphical abstract: [Figure not available: see fulltext.]