2,2,4-trifluoro-5-trifluoromethoxy

The other commercial dioxole monomer is 4-trifluoromethoxy-2,2,5-trifluoro-l, 3-dioxole, (TDD, XXI). Copolymers of TDD and tetrafluoroethylene are produced and sold by Solvay-Solexis as Hyflon AD amorphous fluoropolymer (XXII).Monomer XXII (TDD) has been synthesized by two related routes via perfluorohypofluorite intermediates (Eq 13.20). In the first route, trifluoromethylhypofluorite formed from either COF2 or CO and fluorine is added... 

Trifluoromethoxy-trifluoro-methyl peroxide CF3OO-OCF3 30.3 2 126.8 8.4 Pyrolysis 1981CZA/SCH... 

Studies on acetylenic molecules have been less extensive than those on alkenes diphenylacety-lene is converted at — 78 °C in Freon in the presence of calcium oxide with 2.5 equivalents of trifluoromethyl hypofluorite into l,l,2-trifluoro-l,2-diphenyl-2-(trifluoromethoxy)ethane (31) in 75% yield.37... 

Fiuorooxy-hexafluoro-2-trifluoro-mcthyl- ElOa. 280f. (OK - OF) Heptafluoro-l-trifluoromethoxy-ElOa. 272 (En F F3C-OF) Heptafluoro-2-trifluoromethoxy-F.IOa. 272 (F.n + F3C-OF)... 

Synthesis of Aromatic Trifluoromethoxy Compounds and Aromatic Trifluoro-methyl Sulfides through Halogen Exchange... 

The addition of trifluoromethyl hypofluoritc to diphenylacetylene has been noted but the major reaction product l,l,2-trifluoro-l,2-dipheiiyl-2-(trifluoromethoxy)ethane, can arise either from the addition of trifluoromethyl hypofluoritc to the acetylene followed by the addition of fluorine to the ethene, or from the addition of fluorine to the diphenylacetylene followed by the addition of trifluoromethyl hypofluorite to the difluorodiphenylethene. 

Poly[tetrafluoroethene-co-trifluoro(trifluoromethoxy)ethene] also decomposes at lower temperatures than perfluorinated macromolecules, and the major products of pyrolysis include hydrogen fluoride [65], tetrafluoroethene, hexafluoroethane and perfluoro(methyl vinyl) ether [64]. 

The structure of 4-fluoro(trifluoromethoxy)benzene has been determined independently in two laboratories.28 They agree that the dominant conformer has the O-C bond to the trifluoro group perpendicular to the ring plane, and that there may be a little of the conformer in which this bond lies in the ring plane. How little is more debatable one study gives an upper limit of 13%, whereas the limit is 25% in the other study. A matrix-isolation infra-red... 

JPP11049755>. [6-Ethoxy-2-(3-trifluoromethylphenyl)-5,6-dihydro-l,3,4-oxadiazin -yl]-A -[4-(trifluoromethoxy-phenyl)]carboxamide 348 <2001USP6197766>, [2-(5-bromo-2-thienyl)-5,6-dihydro-l,3,4-oxadiazin-4-yl]-A -[4-(trifluoro-methoxyphenyl)]carboxamide 349 < 1998USP5804579, 1999W09941245>, and 4-aryl-5,6-dihydro-l,3,4-oxadiazin-2-yl-A -arylcarboxamides 350 are also insecticides <1998USP5728693>. 

PRA Prabhakar, R.S., Freemarr, B.D., and Rorrrarr, I., Gas arrd vapor sorption and permeation in poly(2,2,4-trifluoro-5-trifluoromethoxy-l,3-dioxole-co-tetrafluoro-ethylene). Macromolecules, 37,7688, 2004. 

Asymmetric and composite membranes commercially known as HYFLON AD are obtained from copolymers of tetrafluoroethylene (TFE) and 2,2,4-trifluoro-5-trifluoromethoxy-l,3-dioxole (TTD) these membranes show a high hydrophobic character with contact angles to water greater than 120° (Arcella et al. 1999). Hydrophobic membranes from copolymers of polytetrafluoroethylene (PTFE) and polyvinylidenefluoride (PVDF) were prepared by a phase inversion process (Feng et al. 2004) these membranes exhibit excellent mechanical properties and good hydrophobicity (contact angle to water of about 87°). 

Compound (XXII) resulted from a study of several 7-trifluoromethoxy and 7-trifluoro methylthio derivatives of 1,4-benzodiazepines When tested for its ability to induce ataxia, to decrease locomotor activity and to afford protection against electroshock and strychnine-induced convulsions in mice, it had activity, potency and acute toxicity similar to those of chlordiazepoxide (XXIII). The utility of XXIII and diazepam (XXIV) as useful anticonvulsants has been demonstrated ... 

Various reviews have been published about this topic. Jeschke and Leroux [2] pubhshed about the medical apphcation of a-fluorinated ethers. Leroux and Pazenok [1] wrote about the synthesis and the properties of trifluoromethyl ethers. Leroux, Jeschke and Schlosser [3b] reviewed the properties of a-fluorinated ethers, thioethers and amines. The work of Boiko [4a] is dedicated to aromatic and heterocyclic perfluoralkyl sulfides. Vovk and Gakh [4b] gave a detailed review about trifluoro-methoxy containing azoles and azines. This review summarized the literature data on synthesis and biological activity of trifluoromethoxy, difluoromethoxy and a-fluorinated sulfides derivatives of five and six membered heterocycles. 

Poly[tetrafluoroethylene-co-perfluoro(vinyl methyl ether)] Poly(tetrafluoroethylene-co-2,2,4-trifluoro-5-trifluoromethoxy-1,3 -dioxole)... 

Hyflon AD is an amorphous perfluorinated copolymer of tetrafluoroethylene (TFE) and 2,2,4-trifluoro-5-trifluoromethoxy-l,3-dioxole (TTD). Compared to the situation in the Teflon AF series, the reduced intermolecular distance due to the structural change result in moderate fractional free volume of 23%. Thus, the gas permeabilities are lower than those of Teflon AF membranes, allowing the increase of permselectivities. While this fluoropolymer has the advantage of solubility in fluorinated liquid, such as Galden FIT 55 and HFE 7100, the permeation properties are affected by the kind of residual solvents as well. 

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