A series of novel polymers have been prepared by free radical solution polymerization of a variety of hydrocarbon monomers with the (perfluoroalkyl)ethyl methacrylate monomer H2CC(CH3)CO2(CH2)2(CF2) n F, 1 (n̄ ≈ 7.7). Polymers prepared using two different methods of feeding 1 into the reaction mass are discussed. Through a judicious choice of reaction conditions, some control of polymer architecture was exhibited. The resultant (perfluoroalkyl)ethyl methacrylate-containing acrylic polymers were shown to be quite surface active in the solid state. The magnitude of surface activity depends on the monomer 1 feed method. The polymers were formulated into thin films and applied to a variety of surfaces. With levels at 1.5 wt % of 1, water and oil repellent surfaces were created. Water contact angles (advancing) of ∼80−115° and hexadecane contact angles (advancing) of ∼60−70° were observed routinely. In addition, it was observed that the concentration profile of fluorine in the films exhibited a steep gradient normal to the surface when studied by angle-dependent ESCA and secondary ion mass spectroscopic depth profiling.

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Aus dem ungesättigten Carbinol (Ia) entstehen die Halogenverbindungen (Ib) und (Ic) nur intermediär, es tritt eine sofortige Dehydrohalogenierung zum Dien (II) ein.

Diethylmalonsäure (I) liefert das cy clische Peroxid (II), analog entsteht (III); aus dem spirocyclischen Cyclohexanon (IV) erhält man mit Tosylmethylisocyanid und KOH eine Carbonsäure (V), deren weitere Carboxylierung zur Dicarbonsäure (VI) und derem cyclischen Peranhydrid (VII) führt.