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Research Article

Horseradish Peroxidase-catalyzed “Template” Polymerization of Gallic Acid for the Functionalization of Silk Fabrics

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ABSTRACT

Gallic acid was synthesized using a new approach and arranged on three kind of templates (PEG, PEGMDE, Pluronic F68) using an horseradish peroxide (HRP)-catalyzed oxidative polymerization. The polymerization mechanism was investigated in detail using UV-Vis, FT-IR and HPLC-ESI-MS. In addition, the wettability, thermal properties and anti-UV activity of their corresponding dyed silk fabrics were investigated. The results confirmed that during the catalysis of gallic acid by HRP, the templates promoted the enzymatic polymerization in terms of the amount of poly(gallic acid) produced and the degree of polymerization. In addition, the template-treated silk fabrics exhibited enhanced wettability, anti-UV activity and color fastness than fabric treated with poly(gallic acid) in the absence of the templates. Upon analyzing the color depth, the K/S value of the silk fabrics dyed using the templates was significantly higher than that in the absence of the templates. The silk fabric dyed in the presence of templates showed higher fastness in all of the color fastness tests. This may expand the application range of natural phenols for textile dyeing and functionalization, and provide new outlooks for the environmentally friendly production of natural functional fabric.

摘要

采用一种新方法合成没食子酸, 并使用辣根过氧化物 (HRP)催 化氧化聚合将没食子酸排列在三种模板 (PEG、PEGMDE、Pluronic F68) 上.采用紫外-可见光谱、红外光谱和高效液相色.电喷雾质谱对聚合机理进行了详细研究, 并对相应的染色真丝织物的润湿性、热性能和抗紫外活性进行了研究.结果证实, 在辣根过氧化物酶催化没食子酸的过程中, 模板剂促进了聚没食子酸的生成量和聚合度的酶促聚合.此外, 在没有模板的情况下, 经模板处理的真丝织物比经聚没食子酸处理的织物具有更好的润湿性、抗紫外线活性和色牢度.经色深分析, 使用模板染色的真丝织物的K/S值明显高于无模板染色的真丝织物.在所有色牢度测试中, 在模板存在下染色的真丝织物显示出较高的牢度.这可能扩大天然酚类化合物在纺织品染色和功能化方面的应用范围, 为天然功能织物的环保生产提供新的前景.

Highlights

  • Polygallic acid (PGA) can be synthesized using a novel approach to form a polymeric colorant, which was structurally arranged on PEG, PEGMDE or pluronic F68 as a template during the HRP-catalyzed oxidative polymerization reaction.

  • A high degree of polymerization was achieved using the HRP-catalyzed polymerization of gallic acid (GA) in the form of the PGA/template complex.

  • The template-treated silk fabrics had better wettability, anti-UV activity and color fastness than that treated with PGA in the absence of the templates.

  • The dyeing depth of silk fabric treated with the PGA/template complexes was higher than that of the silk fabric treated with PGA.

  • Only horseradish peroxidase as the biocatalyst and a low dosage of GA monomer was required to achieve the coloration of silk fabrics, resulting in the reduction of the chemicals used.

  • This may expand the scope of application of PGA for fiber coloration and functionalization in the field of smart textiles and provide a novel approach for cleaner production of functional fabrics.

Disclosure statement

No potential conflict of interest was reported by the author(s).

Additional information

Funding

This work was supported by the National Natural Science Foundation of China [31771039]; National Natural Science Foundation of China [21674043].

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