Hydrogenated and Fluorinated Host–Guest Surfactants: Complexes of Cyclodextrins with Alkanes and Fluoroalkyl-Grafted Alkanes

Authors

  • Zeng-Pei Dou,

    1. Beijing National Laboratory for Molecular Sciences, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871 (P.R. China), Fax: (+86) 10-62561871
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  • Dr. Hang Xing,

    1. Beijing National Laboratory for Molecular Sciences, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871 (P.R. China), Fax: (+86) 10-62561871
    2. Beijing FLUOBON Surfactant Institute, Beijing 100080 (P.R. China)
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  • Dr. Jin-Xin Xiao

    Corresponding author
    1. Beijing National Laboratory for Molecular Sciences, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871 (P.R. China), Fax: (+86) 10-62561871
    2. Beijing FLUOBON Surfactant Institute, Beijing 100080 (P.R. China)
    • Beijing National Laboratory for Molecular Sciences, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871 (P.R. China), Fax: (+86) 10-62561871
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Abstract

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/C8F17SO2NHC8H17, 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.

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