One-pot Staudinger Ureation reaction to develop superhydrophobic/oleophobic surfaces with urea linkers

In this work, we report for the first time the use of the one-pot Staudinger Ureation to link an azido monomer to a perfluorinated amine by taking advantage of a variation of the Staudinger reaction using CO2 as an electrophile to form an isocyanate in-situ. The formed isocyanate directly reacts with various perfluorinated amines to form the corresponding urea. This chemical pathway is successfully used to prepare new perfluorinated monomers. The monomers were then electrodeposited to form structured surfaces with different wetting properties. Various properties were obtained such as: parahydrophobicity, super hydrophobicity, oleophilicity and strong oleophobicity. This study shows the important influence of the perfluorinated chain on both polymerization and surface properties. This work also illustrates the efficiency of the one-pot Staudinger Ureation for new urea monomer elaboration. (C) 2016 Elsevier Ltd. All rights reserved.