Biobased Coatings Based on Eugenol Derivatives
Biobased Coatings Based on Eugenol Derivatives
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DOI：
10.1021/acsabm.8b00254
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发表时间：
2018-09-17
影响因子：
4.7
通讯作者：
Yoshida, Masaru
中科院分区：
文献类型：
--
作者：
Watanabe, Hirohmi;Takahashi, Mariko;Yoshida, Masaru
我们已经制造了基于植物的涂层材料，使用漆酚类似物，通过一个简单的三步路线从丁香酚（4-烯丙基-2-甲氧基苯酚），烯丙基取代的愈创木酚合成。为了模拟漆酚的化学结构，通过硫醇-烯反应将丁子香酚的烯丙基链用烷基硫醇取代。愈创木酚主链通过甲硅烷基化/脱甲硅烷基化反应被修饰为邻苯二酚主链。通过旋涂漆酚类似物和乙酸铁（II）的溶液在各种基底上获得均匀的薄膜。这些薄膜的物理和化学性能与漆酚薄膜相当，附着力，机械强度和抗氧化性能上级。薄膜的疏水性和杨氏模量随着烷基链长度的增加而增加。由于可以将各种功能单元引入到邻苯二酚主链中，因此我们的方法可以用于从丁香酚制备环境可持续的、多功能的、高性能的涂层。
We have fabricated plant-based coating materials using urushiol analogues that were synthesized via a simple three-step route from eugenol (4-allyl-2-methoxyphenol), an allyl-substituted guaiacol. To mimic the chemical structure of urushiol, the allyl chain of eugenol was substituted with alkyl thiols by a thiol-ene reaction. The guaiacol backbone was modified to a catechol backbone through a silylation/desilylation reaction. Uniform thin films were obtained on various substrates by spin-coating a solution of the urushiol analogues and iron(II) acetate. The physical and chemical properties of these films were comparable to those of urushiol thin films, and the adhesion, mechanical strength, and antioxidant properties were superior. The hydrophobicity and Young's modulus of the film increased with the increase in the alkyl chain length. Because various functional units can be introduced to the catechol backbone, our method could be used to fabricate environmentally sustainable, multifunctional, high-performance coatings from eugenol.