Phenyl trifluorovinyl ether

Trifluorovinyl aromatic ethers can be prepared by several methods. In 1966, phenyl trifluorovinyl ether was first obtained by the reaction of an alkali metal phenoxide (PhONa or PhOK) with tetrafluoroethylene in Parr bombs [25]. The yield of the reaction was mediocre because of side reactions, where reactive fluorocarbanions are trapped by the available proton donors in the reaction system to give saturated 1,1,2,2-tetrafluoroethyl phenyl ethers (Scheme 14.1). 

SCHEME 14.1 Synthesis of phenyl trifluorovinyl ether using tetrafluoroethylene. 

Other studies on thermal behavior of vinyl ethers reported in literature include that for poly(trifluorovinyl phenyl ether) [12], poly(divinyl ether), etc. 

The same structural design was also applied to TCTA which is a good HTM with HOMO level at -5.7 eV. Three trifluorovinyl phenyl ethers were connected to TriTFV-TCTA by ester linkages. Since TriTFV-TCTA has a suitable HOMO (-5.7eV) and lowest unoccupied molecular orbital (LUMO) (-2.3 eV) level, it can be used on top of the other cross-linkable HTL to form... 

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