Michael Addition Reactions in Dyeing of Protein Fibers with Quercetin
Publish place: 26th Iranian Seminar on Organic Chemistry
Publish Year: 1397
نوع سند: مقاله کنفرانسی
زبان: English
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شناسه ملی سند علمی:
ISOC26_213
تاریخ نمایه سازی: 2 شهریور 1398
Abstract:
The Michael reaction typically refers to the base catalyzed addition of a nucleophile (Michaeldonor) to an activated α,ß-unsaturated carbonyl-containing compound (Michael acceptor).Base catalysts are often unnecessary in the case of amines, because of the strong nucleophilicityof the nitrogen atom, whereas weak bases aid in deprotonation of thiols [1]. Laccases areable to initiate nucleophilic amination of poly phenolic compounds with primary aromaticamines, resulting in the formation of the corresponding mono-aminated and di-aminated quinones[2]. The enzyme-generated quinones could react with proteins fibers [3]. Natural colorantsare composed of polyphenolic compounds, so, they are good substrates for laccase to beconverted to related quinones. Quercetin, a plant flavonol from the flavonoid group of polyphenols,is found in many fruits, vegetables and leaves. In this study a new idea was studiedfor making a covalent bond between quinones formed by laccase from quercetin, as a naturaldye, and nucleophilic side chains. (Fig. 1). FTIR results and dye fixation measurements showthe possibility of using this method to obtain colored wool with high wash fastness.
Authors
Majid Nasiriboroumand
Department of Art, Faculty of Carpet, Shahid Bahonar University of Kerman, Kerman, Iran
Aminoddin Haji
Department of Textile Engineering, Yazd University, Yazd, Iran