Dyeing properties, synthesis, isolation and characterization of an in situ generated phenolic pigment, covalently bound to cotton

Dyeing properties, synthesis, isolation and characterization of an in situ generated phenolic pigment, covalently bound to cotton
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DOI:
10.1016/j.enzmictec.2009.02.003
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发表时间:
2009-06-08
影响因子:
3.4
通讯作者:
Tzanov, Tzanko
Tzanov, Tzanko
中科院分区:
工程技术3区
文献类型:
--
作者:
Diaz Blanco, Carlos;Diaz Gonzalez, Maria;Tzanov, Tzanko

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漆酶氧化无色染料前驱体,可在氨基预官能化棉织物上同时“原位”生成和固定一种色素。将2,5-二氨基苯磺酸的芳香胺部分引入对甲苯磺化棉,然后与酚类化合物邻苯二酚共聚,得到漆酶氧化后共价固定在织物上的有色产品。第一步纤维素的受控胺化和随后的着色允许Lip在织物上保持95%的颜料固定率。对色素的形成机理进行了电化学研究。通过FTIR、MS、H-1和C-13核磁共振分析,进一步从染色后的纤维素织物的酸水解液中分离得到色素,以证实其共价固定作用,并进一步确定了色素的结构。已鉴定出一种由多达六个酚类单元组成的低聚色素。(C)2009 Elsevier Inc.保留所有权利。
Oxidation of colourless dye precursors with laccase enzyme provided simultaneous "in situ" generation and fixation of a pigment on amino groups pre-functionalized cotton fabric. Aromatic amine moieties of 2,5-diaminobenzenesulfonic acid introduced onto tosylated cotton were coupled and copolymerised with a phenolic compound catechol into coloured product covalently fixed on the fabric upon oxidation with laccase. The controlled amination of cellulose in a first step and subsequent colouration allowed for Lip to 95% pigment fixation on the fabric. Electrochemical studies were performed to elucidate the mechanism of the pigment formation. The pigment was further isolated from the acid hydrolysate of the dyed cellulose fabric to confirm the covalent fixation and to further elucidate the pigment structure by means of FTIR, MS, H-1 and C-13 NMR analysis. An oligomeric pigment has been identified composed by up to six phenolic units. (C) 2009 Elsevier Inc. All rights reserved.