Fusing Catechol-Driven Surface Anchoring with Rapid Hetero Diels-Alder Ligation

Autor: Anja S. Goldmann, Vanessa Trouillet, Markus M. Zieger, Nicolas Zydziak, Cesar Rodriguez-Emmenegger, Corinna M. Preuss, Christopher Barner-Kowollik
Rok vydání: 2022
Předmět:
Zdroj: ACS macro letters. 3(11)
ISSN: 2161-1653
Popis: We fuse the surface anchoring abilities of catechols with the rapid ligating nature of thiocarbonyl thio-based hetero-Diels–Alder (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 α-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.
Databáze: OpenAIRE