Can't touch this: Highly omniphobic coatings based on self-textured C6-fluoroponytailed polyvinylimidazolium monoliths

Gabriel Julian Partl, Benjamin Florian Erich Naier, Rania Bakry, Inge Schlapp-Hackl, Holger Kopacka, Klaus Wurst, Thomas Gelbrich, Lukas Fliri*, Herwig Schottenberger*

*Corresponding author for this work

Research output: Contribution to journalArticleScientificpeer-review

2 Citations (Scopus)
64 Downloads (Pure)


The quaternization of 1-vinylimidazole with 1H,1H,2H,2H-perfluorooctyl iodide, followed by anion metathesis reactions, allowed for the synthetic access of novel polymerizable fluorosurfactant salts with excellent yields, scalable from multigram up to bulk quantities on the kg scale. Subsequently, a series of doubly fluoroponytailed monomers as well as bridged bis-vinylimidazolium cross-linkers have been prepared via expedient thionation / S-alkylation. Thus, the resulting pool of these late stage intermediates offers great potential in task-specific surface tuning. Through polymerization in appropriate porogen mixtures combined with the micellar self-aggregation of the perfluoroalkyl moieties along with synergistic ionic interactions of the novel fluorosurfactants, the formation of nano-scalar monolithic structures is induced as evidenced by SEM imaging. According to contact angle measurements, the lotus-like textures hereby created drastically enhance oil and water repellency of the resulting polymer surface. Heeding the well-established cooperative concepts of chemical surface functionalization, accompanied by physical roughness, represents a proven strategy to impart high omniphobicity. However, the applicative maturity of systems based on nanophysics is frequently restricted by tedious and intricate patterning techniques as well as the environmental constraints of surface-active fluoroorganic compounds, on which high-performance systems indispensably rely.

Original languageEnglish
Article number109839
Number of pages8
JournalJournal of Fluorine Chemistry
Early online date29 Jun 2021
Publication statusPublished - Sep 2021
MoE publication typeA1 Journal article-refereed


  • Coatings
  • Fluoroponytails
  • Omniphobic
  • Polyvinylimidazolium
  • Self-assembly


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