Abstract In the first part of the present work, relevant findings concerning the laccase (Lacc) activation of alkyl gallates, and its implementation in developing hydrophobic properties on cellulose-based substrates are reported. Surface state energy by water contact angle (CA), absorption tests, and Cobb60 measurements were used to assess the hydrophobic behavior of treated substrates. SEM images of paper samples treated with functionalization solutions (FS) revealed the presence of lauryl gallate (LG, dodecyl 3,4,5,-trihydroxybenzoate) particles attached to fiber surfaces. Secondly, the chemical structure of the enzyme-oxidized LG and several gallates of variable chain length was elucidated by using Fourier transform infrared (FTIR) spectroscopy, and a plausible oxidation mechanism was developed. Based on them, the hydrocarbon chain of LG remains unaltered after enzyme oxidation, while the aromatic ring is significantly altered to form acidic adducts undergoing strong hydrogen bonding. Possible routes for the grafting of enzyme-modified LG to cellulose are proposed.

中文翻译：

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阐明漆酶修饰的没食子酸烷基酯的化学性质

摘要 在本工作的第一部分，报道了有关漆酶 (Lacc) 活化烷基没食子酸酯的相关发现，及其在开发纤维素基底物疏水性能方面的应用。通过水接触角 (CA)、吸收测试和 Cobb60 测量得出的表面态能用于评估处理过的基材的疏水行为。用功能化溶液 (FS) 处理的纸样品的 SEM 图像显示存在附着在纤维表面的没食子酸月桂酯（LG，3,4,5,-三羟基苯甲酸十二烷基酯）颗粒。其次，利用傅里叶变换红外 (FTIR) 光谱阐明了酶氧化的 LG 和几种不同链长的没食子酸酯的化学结构，并建立了合理的氧化机制。在他们的基础上，LG的烃链在酶氧化后保持不变，而芳环显着改变形成酸性加合物，经历强氢键。提出了将酶修饰的 LG 接枝到纤维素的可能途径。