Trifluorovinyl esters

We have recently described the high-yield addition reaction of phenols to trifluorovinyl esters as a useful process for other polymer systems. 

In another example, mechanical force can induce chain cleavage of perfluor-ocyclobutane (PFCB), shown in Fig. 14, generating trifluorovinyl esters (TFVE), which are also reformed by cycloreversion [61]. The chain cleavage proceeds via a stepwise mechanism with 1,4-diradical intermediates. This thermal remending is similar to that of other DA chain scission mechanisms, but is shown here to proceed through a reactive intermediate which can participate in intermolecular radical addition reactions. 

Trifluoroacrylonitrile can be epoxidized by oxygen with 1,1,2-trichlorotrifluoroethane (CFC-113) as a solvent under pressure at elevated temperatures in moderate yield (Table 2).77 Substituted peroxybenzoic acids are used for the epoxidation of trifluorovinyl alkenes with attached functionalities such as ester, amide or dimethoxyphosphoryl groups (Table 2).7S Functional derivatives of perfluoro-2-methylprop-2-enoic acid are oxidized to the corresponding epoxy compounds in this reaction.78 In the case of ethyl ester 40, the epoxide 41 is contaminated with the adduct of 3-chloroperoxybenzoic acid to the C = C bond, compound 42, that is formed even at low temperatures.78... 

Trifluoro(trialkylsilyl)ethenes react with aldehydes in the presence of tris(dielhylamino)sul-fonium difluorotrimethylsilicate to yield trialkylsilylic esters 8 which are transformed into trifluorovinyl alcohols 9. "... 

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... 

Cyclobutanes from the addition of 1-chloro-l-fluoroethylene to chlorotrifluoro- or tetrafluoro-ethylene, of 2-fluoropropene to tetrafluoroethylene, and of 1-chloro-2,2-difluoroethylene to vinyl fluoride or propene have been claimed to be anaesthetics. Diels-Alder addition of cyclopentadiene to acids of the type, trans-RpCHiCH COaH (Rf = CHaF, CHFa, CFs, C2F5, or n-CsFv) and a number of related esters and other derivatives, at 25 °C, results in predominant formation of adduct witii an endo fluoroalkyl group. The addition of cyclopentadiene to the 1,1-difluoroethylenes, CFalCFa, CFa CF CFs, CFa CCla, CFa C(CF3)2, CFaiCCl-CFaCl, and CFa.CFH has been recorded and the fiee-radical bromina-tion of the resulting norbomenes studied. Buta-1,3-diene and trifluorovinyl-sulphur pentafluoride yield essentially a mbcture of cis- and rmns-cyclobutanes (116), with little or no cyclohexene formation the olefin resembles perfluoropropene which yields ca. 5% of cyclohexene, in this respect. Perfluoroindene, which adds... 

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