Trifluorovinyl ether monomers synthesis

Figure 3.3. Synthesis of trifluorovinyl ether monomers and perfluorocyclobutane aromatic ether polymers.

A more important use of HFPO is as an intermediate for the syntheses of a wide range of trifluorovinyl ether monomers that are used as comonomers in fluorinated plastics and elastomers. The general synthesis of this class of monomers is exemplified by the synthesis of perfluoromethyl vinyl ether (IV, PMVE) (Eq. 13.6). 

In this chapter, various synthesis routes for trifluorovinyl aromatic ethers are discussed. PFCB polymers are prepared via thermally activated [2+2] cycloaddition of aryl trifluorovinyl ether monomers. The cyclodimerizaton proceeds in a stereorandom fashion giving a roughly equal distribution of cis- and trans- stereoisomers. The PFCB technology can serve as a versatile materials platform for many industrial... 

Using the optimal conditions for the radical terpolymerization of 4-[(a,/ ,/ -trifluorovinyl)oxy]bromobenzene with the fluoroalkenes, these authors reported the synthesis of new polymer electrolyte membranes based on fluoropolymers incorporating aromatic perfluorovinyl ether sulfonic acids [85,107]. In fact, a novel synthetic route for the preparation of perfluorovinyl ether monomer containing sulfonic functionalities, 4-[(a,, -trifluorovinyl)oxy]benzenesulfonic acid (TFVOBSA), was proposed. This monomer was synthesized in 72% overall yield. Further, the radical (co)- and terpolymerization of 4-[(a,, -trifluorovinyl)oxy] benzenesulfonyl chloride (TFVOBSC) with VDF, HFP, and PMVE (Fig. 2.25)... 

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