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Multivalent Host–Guest Interactions between β‐Cyclodextrin Self‐Assembled Monolayers and Poly(isobutene‐ alt ‐maleic acid)s Modified with Hydrophobic Guest Moieties
Author(s) -
CrespoBiel Olga,
Péter Mária,
Bruinink Christiaan M.,
Ravoo Bart Jan,
Reinhoudt David N.,
Huskens Jurriaan
Publication year - 2005
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200400393
Subject(s) - monolayer , cyclodextrin , chemistry , polymer , adsorption , polymer chemistry , hydrophobic effect , self assembly , supramolecular chemistry , surface plasmon resonance , maleic acid , self assembled monolayer , chemical engineering , organic chemistry , copolymer , nanoparticle , nanotechnology , materials science , molecule , biochemistry , engineering
Poly(isobutene‐ alt‐ maleic acid)s modified with p‐tert‐ butylphenyl or adamantyl groups interact with β‐cyclodextrin self‐assembled monolayers (β‐CD SAMs) by inclusion of the hydrophobic substituents in the β‐cyclodextrin cavities. The adsorption was shown to be strong, specific, and irreversible. Even with a monovalent competitor in solution, adsorption to the β‐CD SAMs was observed, and desorption proved impossible. The adsorbed polymer layer was very thin as evidenced by surface plasmon resonance spectroscopy and AFM. Apparently, all or most hydrophobic groups of the polymers were employed efficiently in multivalent binding, as was further supported by the absence of specific binding of β‐CD‐modified gold nanoparticles to the polymer surface assemblies. Supramolecular microcontact printing of the polymers onto the β‐CD SAMs led to assembly formation in the targeted areas of the substrates.