Laboratory of Organic Chemistry, Wageningen University & Research , Stippeneng 4, 6708 WE Wageningen, The Netherlands.
Micronit Microtechnologies B.V. , Colosseum 15, 7521 PV Enschede, The Netherlands.
ACS Appl Mater Interfaces. 2017 May 17;9(19):16644-16650. doi: 10.1021/acsami.7b02022. Epub 2017 May 8.
Plastics, such as cyclic olefin copolymer (COC), are becoming an increasingly popular material for microfluidics. COC is used, in part, because of its (bio)-chemical resistance. However, its inertness and hydrophobicity can be a major downside for many bioapplications. In this paper, we show the first example of a surface-bound selective C-H activation of COC into alcohol C-OH moieties under mild aqueous conditions at room temperature. The nucleophilic COC-OH surface allows for subsequent covalent attachments, such as of a H-terminated silane. The resulting hybrid material (COC-Si-H) was then modified via a photolithographic hydrosilylation in the presence of ω-functionalized 1-alkenes to form a new highly stable, solvent-resistant hybrid surface.
塑料,如环状烯烃共聚物(COC),正逐渐成为微流控领域中越来越受欢迎的材料。COC 的应用部分原因在于其(生物)化学抗性。然而,其惰性和疏水性在许多生物应用中可能是一个主要的缺点。在本文中,我们展示了在温和的水性条件下,室温下首次将 COC 表面束缚的选择性 C-H 活化成醇 C-OH 基团的实例。亲核的 COC-OH 表面允许随后进行共价键合,例如与 H 端基硅烷键合。然后,通过在存在 ω-官能化 1-烯烃的情况下进行光化学硅氢化反应,对所得的混合材料(COC-Si-H)进行修饰,以形成新的高度稳定、耐溶剂的混合表面。