Bifunctionalized Monomers for Surfaces with Controlled Hydrophobicity

• Published in: ChemPlusChem (Weinheim, Germany) Vol. 82; no. 10; pp. 1245 - 1252
• Main Authors: Ben Trad, Rawia, El Kout, Emna, El Kateb, Mejda, Beji, Mohammed, Laugier, Jean‐Pierre, Godeau, Guilhem, Guittard, Frédéric, Darmanin, Thierry
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 01.10.2017
• Subjects: Chemical Sciences; Chemistry; Chemistry, Multidisciplinary; electropolymerization; hydrophobicity; Material chemistry; Organic chemistry; Other; Physical Sciences; Science & Technology; Staudinger reaction; surface analysis; POLYMERS; TEXTILES; WETTABILITY; SUPERHYDROPHOBIC PROPERTIES; electropolymerization; surface analysis; FUNCTIONALIZATION; PLATFORM; hydrophobicity; Staudinger reaction; OIL; POLY(3,4-ETHYLENEDIOXYTHIOPHENE) PEDOT; HIGH WATER ADHESION
• ISSN: 2192-6506; 2192-6506
• DOI: 10.1002/cplu.201700256

The control of surface wettability is a key parameter for many application fields (materials, biomedical engineering, etc.). In this work, a new and efficient strategy to synthesize monomers suitable for hydrophobic surface elaboration is reported. This original approach allows the preparation of monomers and, as a consequence, surfaces bearing two different substituents by using the Staudinger reductive amination and amidification. Rough conducting polymer films were prepared by electropolymerization. The original surfaces reported here are highly structured surfaces with tunable hydrophobic features. Depending on the grafted chains, the surfaces are hydrophilic (PEDOT‐Benz‐Ph, θ=80 °; PEDOT=poly(3,4‐ethylenedioxythiophene)), hydrophobic (PEDOT‐Benz‐C12, θ=132 °), or even superhydrophobic (PEDOT‐Benz‐F8, θ=152 ° (α=5.0 °, H=0.3 °). Control of surface wettability is crucial for many materials and biomedical applications. An efficient strategy to synthesize monomers suitable for hydrophobic surface elaboration has been developed which relies on the Staudinger reductive amination and amidification. These monomers were used to prepare surfaces bearing two different functional groups and tunable hydrophobic features.