1-Aminoanthraquinone Diazonium Salt on the Coupling Modification Dyeing of Silk Fibroin with Enhanced Color Fastness

Abstract

Chromophore incorporated into the protein chains through residue modification on silk fibroin will be an important way to get new dyeing technology with improved color fastness. Herein, 1-aminoanthraquinone diazonium salt was prepared and used for the modified dyeing on tyrosine of silk fibroin. The silk after modified dyeing was measured by UV-Vis, FTIR, MS, 1H-NMR, Data color, and other testing techniques. Interestingly, the resulting silk showed excellent rub and wash fastness. The enhanced color fastness is contributed by an electrophilic substitution reaction between 1- aminoanthraquinone diazonium salt and the ortho position of phenolic hydroxyl in tyrosine molecular. Moreover, the mechanical property of silk was protected effectively by the mild coupling modified dyeing, better than the traditional acid dyeing under high temperature for a long time. This facile strategy provides an alternative approach to silk dyeing and benefits the silk applications.