Trifluorovinyl aromatic ether synthesis

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... 

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

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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