Hair perming via thiol‐Michael click reaction: A strategy to avoid oxidative damage

点击化学 化学 硫醇 拉曼光谱 氧化磷酸化 细胞毒性 核化学 有机化学 体外 生物化学 物理 光学
作者
Kuan Chang,Yuwen Wu,Zezhi Liu,Ling Ma,Timson Chen,Zhizhen Li,Ya Chen,Jing Wang
出处
期刊:International Journal of Cosmetic Science [Wiley]
卷期号:47 (4): 718-729
标识
DOI:10.1111/ics.13063
摘要

Abstract Objectives Oxidative agents used in conventional hair perming damage hair fibres. This study proposes a novel perming approach employing 1,4‐butylenediamine bismaleimide (1,4‐BB) as a cross linking agent via thiol‐Michael click chemistry to avoid oxidative harm. The perming performance and effects on hair fibre properties were investigated and compared. Methods 1,4‐BB was synthesized via an acylation reaction and evaluated for cytotoxicity using the MTT assay. Perming efficiency was compared on reduced hair cross linked by 3 wt% H 2 O 2 , 6 wt% NaBrO 3 and 0.5 wt% 1,4‐BB, respectively. Chemical changes during different perming methods were analysed via Raman spectroscopy, fluorescence microscopy, XRD and FT‐IR characterization. Perming efficiency and durability were evaluated and explained by calculating the ‐SH connection ratio via X‐ray photoelectron spectroscopy. Mechanical properties, colour and surface properties of hair samples permed by different methods were evaluated and compared. Results 1,4‐BB was successfully prepared and exhibited no cytotoxicity over a wide concentration range. Click perming using 1,4‐BB exhibited comparable perming efficiency and superior durability compared to oxidative perming methods. Higher α ‐helix keratin content and reduced sulfonate formation contributed to the preservation of hair mechanical properties. Click perming also benefited from the preservation of hair colour and surface properties, including morphology and hydrophobicity. Conclusion Thiol‐Michael click perming offers a non‐oxidative alternative with reduced hair damage and enhanced perming durability.
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