Fusing Catechol-Driven Surface Anchoring with Rapid Hetero Diels鈥揂lder Ligation
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- 作者：Corinna M. Preuss ; Markus M. Zieger ; Cesar Rodriguez-Emmenegger ; Nicolas Zydziak ; Vanessa Trouillet ; Anja S. Goldmann ; Christopher Barner-Kowollik
- 刊名：ACS Macro Letters
- 出版年：2014
- 出版时间：November 18, 2014
- 年：2014
- 卷：3
- 期：11
- 页码：1169-1173
- 全文大小：285K
- ISSN：2161-1653
文摘
We fuse the surface anchoring abilities of catechols with the rapid ligating nature of thiocarbonyl thio-based hetero-Diels鈥揂lder (HDA) reactions via the synthesis of a new small molecule (HDA-DOPA-Cp) combining a HDA moiety with a catechol. Inspired by the mechanism of strong adhesion of marine mussels, we employed catechols as anchors to attach HDA ligation points to silicon wafers. The latter was exploited to generate a base for the HDA reactions on the surface employing 伪-cyclopentadiene (Cp) functional polymers such as poly(ethylene glycol)-Cp (PEG-Cp) and poly(trifluoro ethyl methacrylate)-Cp (PTFEMA-Cp) as dienes. By utilizing the fast and efficient HDA chemistry in combination with catechol anchoring groups, a new method for creating functional surfaces was developed.