FIELD: organic synthesis and polymerization reactions.
SUBSTANCE: invention relates to novel fluorovinyl ethers having general formula CFX=CXOCF2OR (I), where R represents linear or branched C2-C6- or cyclic C5-C6-(per)fluoroalkyl group, or linear or branched C2-C6-(per)fluoroxyalkyl group containing 1-3 oxygen atoms, provided that, when R represents indicated groups, it may contain 1 or 2 identical or different groups selected from H, Cl, Br, I; and X is F or H. Invention likewise relates to homopolymers obtained via polymerization of ethers of formula I and to copolymers obtained via copolymerization of ethers I with at least one polymerizable monomer. Invention further relates to synthesis of fluorovinyl ethers I including initial reaction of hypofluorite with fluorinated olefin R1R2C=CR3R4 to form intermediate hypofluorite F-CR1R2-CR3R4-OCF2OF followed by interaction of the latter with second fluorinated olefin R5R6C=CR7R8 to form intermediate F-CR1R2-CR3R4-OCF2O-CR5R6-CR7R8-F, which is subjected to dehalogenation or dehydrohalogenation resulting in formation of fluorovinyl ethers I. Invention also covers preparation of intermediate compounds of formula ): F - CRA 1RA 2 - CRA 3RA 4 - OCF2O - CRA 5RA 6 - CRA 7RA 8 - F (VIII), wherein hypofluorite X1X2C(OF)2 (X1 and X2 represent F) and two fluoroalkenes of formulas RA 1RA 2C=CRA 3RA 4 and RA 5RA 6C=CRA 7RA 8 are brought into two-step reaction, in above formulas RA 1-RA 8 representing F, H, Cl, Br, I,-CF2OSO2F, -SO2F, -COF, or linear or branched C1-C5-(per)fluoroalkyl or -oxy(per)fluoroalkyl group.
EFFECT: expanded synthetic possibilities in organofluoric compounds area.
18 cl, 19 ex
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Authors
Dates
2006-02-10—Published
2001-04-19—Filed