Hong Jeongwoo, Choi Sangdon, Jwa Dong Gyun, Kim Min, Kang Sung Min
Department of Chemistry and BK21 Plus Research Team , Chungbuk National University , 1 Chungdae-ro , Seowon-gu, Cheongju 28644 , Republic of Korea.
Langmuir. 2020 Feb 18;36(6):1608-1614. doi: 10.1021/acs.langmuir.9b03646. Epub 2020 Feb 10.
Mussel-inspired surface chemistry, in which catechol derivatives play an important role, has garnered extensive research interest owing to material-independent surface coating capability and easy implementation to a wide range of applications. Generally, sequential reactions comprising catechol oxidation, intramolecular reaction of oxidized catechols with nucleophiles, and intermolecular assembly result in polymers that can adhere to many diverse surfaces. Although amines and thiols have similar reactivity toward oxidized catechols, most studies have been conducted with catechol and amine groups as essentials. Surface coating with catechol-thiol has not been investigated. In this study, we show that 4-(2-mercapto-ethyl)-benzene-1,2-diol (catechol-thiol) can serve as a surface coating agent in the presence of a strong oxidant. A wide range of materials are coated with catechol-thiol, and an additional grafting of the functional molecules onto the surface is also performed through well-established thiol chemistry, Michael addition, and thiol-ene reaction.
受贻贝启发的表面化学，其中儿茶酚衍生物起着重要作用，由于其与材料无关的表面涂层能力以及易于应用于广泛的领域，已引起广泛的研究兴趣。一般来说，由儿茶酚氧化、氧化儿茶酚与亲核试剂的分子内反应以及分子间组装组成的连续反应会生成能够粘附在许多不同表面上的聚合物。尽管胺和硫醇对氧化儿茶酚具有相似的反应性，但大多数研究都是以儿茶酚和胺基为基础进行的。儿茶酚 - 硫醇的表面涂层尚未得到研究。在本研究中，我们表明4-(2-巯基乙基)-苯-1,2-二醇（儿茶酚 - 硫醇）在强氧化剂存在下可作为表面涂层剂。多种材料都用儿茶酚 - 硫醇进行了涂层处理，并且还通过成熟的硫醇化学、迈克尔加成反应和硫醇 - 烯反应在表面上进行了功能分子的额外接枝。
