Bio-Inspired Coloring and Functionalization of Silk Fabric via Laccase-Catalyzed Graft Polymerization of Arylamines
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ISSN 1229-9197 (print version) ISSN 1875-0052 (electronic version)
Bio-Inspired Coloring and Functionalization of Silk Fabric via Laccase-Catalyzed Graft Polymerization of Arylamines Yelin Nong, Zhou Zhou, Jiugang Yuan, Ping Wang*, Yuanyuan Yu, Qiang Wang, and Xuerong Fan Key Laboratory of Science and Technology of Eco-Textile, Ministry of Education, Jiangnan University, Wuxi 214122, China (Received September 27, 2019; Revised December 1, 2019; Accepted January 5, 2020) Abstract: Generally, dyeing and finishing of Bombyx mori silk fibers were proceeded at high temperature, which has the disadvantages of overmuch energy-consumptions. In the present work, bio-inspired in situ coloring and functionalization of silk fabric were carried out via laccase-catalyzed graft polymerization of arylamines, including aniline (ANI) and pphenylenediamine (PPD). p-Hydroxyphenylacetamide (PHAD) as the model compound of tyrosine residues in silk fibroin (SF) was used to explore the mechanism of graft polymerization by means of MALDI-TOF MS. The actions of the dopants of sodium dodecyl benzene sulfonate (SDBS) and sodium p-aminobenzenesulfonate (ABSA) on the enzymatic treatment were also concerned. The results indicated that laccase might initiate the self-polymerizations of ANI and PPD, respectively, and formed the copolymers of arylamine and PHAD subsequently. High color depth and color fastness were obtained after incubation silk fabric with laccase and arylamines, companying with a noticeable pH-responsiveness. The laccase-mediated treatment endowed silk fabric with antibacterial and antioxidant abilities, meanwhile, the addition of dopants of SDBS and ABSA promoted the enzymatic finishing. Enzymatic graft polymerization of arylamine onto silk fibroin provides a novel approach for dyeing and functionalization of silk fabrics under mild treating conditions. Keywords: Silk fabric, Arylamine, Enzymatic graft polymerization, In situ coloring, Functionalization
Laccase can catalyze many oxidation reactions, like linen bleaching [13], decoloration of dyeing wastewater [14], and initiation of phenol polymerizations [15]. Kim et al. [16] reported a method of in situ coloring of cotton fibers via laccase-catalyzed polymerization of caffeic acid. To obtain an acceptable level of color resistance, initial cationization of fiber surfaces was necessary prior to enzymatic treatment, mainly owing to that cotton fibers lack reactive groups that can react with phenolic substrates. In situ laccase-catalyzed dyeing of polyester fibers was also carried out by Su et al. [17]. However, color fastness of the dyed samples was not satisfactory, mainly due to the poor affinity between fiber surfaces and the deposited polymers of poly(catechol) and poly(p-phenylenediamine). As for the protein fiber of wool, EDC-mediated grafting of syringic acid (SA) might increase the reactivity of wool and promote the laccase-catalyzed polymerization of SA onto fiber surfaces, resulting in a high color depth and washing fastness [18]. Silk fiber has no barrier layer of s
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