CommunicationFluoroalkyl end-capped cooligomers that contain both oxime-blocked isocyanato and hydroxyadamantyl segments are prepared by the cooligomerization of fluoroalkanoyl peroxide with the corresponding monomers under mild conditions. This fluorinated cooligomer affords new cross-linked fluoroalkyl end-capped cooligomeric nanoparticles that contain adamantane segments by the deprotecting reaction of oxime-blocked isocyanato segments in cooligomers in excellent to moderate isolated yield. A variety of cross-linked fluoroalkyl end-capped cooligomeric nanoparticles that contain adamantane segments are also prepared by similar deprotecting reactions with this fluorinated cooligomer in the presence of adamantane-1,5-diol. Furthermore, we have prepared cross-linked fluoroalkyl end-capped cooligomers that contain oxime-blocked isocyanato segments by the use of 2-hydroxyethyl acrylate and poly(ethylene glycol)-containing methacrylate monomer as comonomers, respectively. However, the deprotecting reactions of the oxime-blocked isocyanato segments in the cooligomers do not afford the expected nanoparticles, and these cross-linked cooligomers are found to show a gelling characteristic. The thermal stability of these cross-linked fluorinated cooligomeric nanoparticles that contain adamantane segments increases significantly compared to that of the parent fluorinated cooligomer. More interestingly, the thermal stability of these cross-linked fluorinated nanoparticles is almost the same as that of the fluoroalkyl end-capped acrylic acid oligomer/SiO 2 nanocomposites (content of SiO 2 in composites: 70%). In addition, these cross-linked fluorinated nanoparticles have been applied to the surface modification of traditional organic polymers such as poly(methyl methacrylate) to exhibit a good oleophobicity imparted by fluorine on their surface.
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