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Hydrogenated and Fluorinated Host–Guest Surfactants: Complexes of Cyclodextrins with Alkanes and Fluoroalkyl‐Grafted Alkanes
Author(s) -
Dou ZengPei,
Xing Hang,
Xiao JinXin
Publication year - 2011
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.201003443
Subject(s) - pulmonary surfactant , surface tension , supramolecular chemistry , polymer chemistry , chemistry , cyclodextrin , x ray photoelectron spectroscopy , hexadecane , intermolecular force , alkane , covalent bond , contact angle , chemical engineering , organic chemistry , molecule , hydrocarbon , biochemistry , physics , quantum mechanics , engineering
A novel type of surfactants named “host–guest surfactants” were designed and synthesized. The headgroup and hydrophobic tail of the new surfactants are connected by supramolecular interactions rather than covalent bonds. The inclusion complexes of a series of cyclodextrins (CDs) and alkanes/fluoroalkyl‐grafted alkanes were synthesized and measured by surface tension, XRD, XPS, TGA, and NMR spectroscopy. The methyl‐β‐CD/hexadecane complex showed surface activity relative to those conventional hydrogenated surfactants. For the inclusion complex of hydroxypropyl‐α‐CD/C 8 F 17 SO 2 NHC 8 H 17 , the structure was locked by subtle intermolecular recognition, which ensured the surprising surface activity similar to common excellent fluorinated surfactants. This surfactant, which was fabricated from nonsurface‐active even insoluble components, showed the prospect that its surface activity might also be destroyed by introducing appropriate small species to extrude the guest from the cavity.