Synthesis and properties of poly[3-chloromethyl-3-(1,1,2,2-tetrahydro-perfluoro-octyl-oxy)methyl oxetane

Abstract

The synthesis of poly[3-chloromethyl-3-(1,1,2,2-tetrahydro-perfluoro-octyl-oxy)methyl oxetane] has been performed in four steps. Chlorination of pentaerythritol produced a mixture of halogenated alcohols, which, in an alkaline medium, led to a mixture of hydroxylated and chlorinated oxetanes. Of these, the bis(3-chloromethyl) oxetane (BCMO) was etherified with C 6F 13C 2H 4OH via phase-transfer catalysis to yield the mono- and di-substituted fluorinated oxetanes. In a last step, the mono-substituted oxetane was cationically polymerized using BF 3·OEt 2 as the catalyst, and was characterized by 1H and 13C NMR spectroscopy. Finally, several physical properties have been determined such as the viscosity, glass transition and decomposition temperatures, and surface properties.