초록 ▼

A process for making fluorovinyl ethers having the formula CFX?CXOCF2OR, wherein R is a C2-C6 linear, branched or C5-C6 cyclic (per)fluoroalkyl group, or a C2-C6 linear, branched (per)fluoro oxyalkyl group containing from one to three oxygen atoms; when R is fluoroalkyl or fluorooxyalkyl group as ab

A process for making fluorovinyl ethers having the formula CFX?CXOCF2OR, wherein R is a C2-C6 linear, branched or C5-C6 cyclic (per)fluoroalkyl group, or a C2-C6 linear, branched (per)fluoro oxyalkyl group containing from one to three oxygen atoms; when R is fluoroalkyl or fluorooxyalkyl group as above defined, it can contain from 1 to 2 atoms, equal or different, selected from the following: H, Cl, Br, I; X=F, H; and homopolymers or polymers obtainable by polymerizing said Fluorovinyl ethers with at least another polymerizable monomer.

대표청구항 ▼

1. A process for making fluorovinyl ether of formulaCFX?CXOCF2OR??(I) wherein:1) R is a C2-C6 linear or branched perfluoroalkyl group, a C5-C6 cyclic perfluoroalkyl group, or a linear or branched perfluorooxyalkyl group comprising 2 or 6 carbon atoms and 1 to 3 oxygen atoms; 2) up to two fluorine at

1. A process for making fluorovinyl ether of formulaCFX?CXOCF2OR??(I) wherein:1) R is a C2-C6 linear or branched perfluoroalkyl group, a C5-C6 cyclic perfluoroalkyl group, or a linear or branched perfluorooxyalkyl group comprising 2 or 6 carbon atoms and 1 to 3 oxygen atoms; 2) up to two fluorine atoms of the perfluoroalkyl group or the perfluorooxyalkyl group can be independently replaced with an atom selected from the group consisting of H, Cl, Br, and I; and 3) X is F or H; comprising the steps of a) contacting hypofluorite, CF2(OF)2, with a first olefin of structure R1R2C?CR3R4, wherein R1 and R4 are the same or different and selected from H and F, and R2 and R3 are the same or different and selected from H and Cl, to form a first intermediate hypofluorite of structure F?CR1R2?CR3R4?O?CF2OF??(VI) ?and b) contacting the first intermediate hypofluorite (VI) with a second olefin having structure R5R6C2?C1R7R8 to form a second intermediate hypofluorite F?CR1R2?CR3R4?OCF2O?C2R5R6?C1R7R8?F??(VII) ?wherein R5, R6, R7, and R8 are F; or one of R5, R6, R7, and R8 is a C1-C4 linear or branched perfluoroalkyl group and the others R5, R6, and R7, and R8 are F; or one of R5, R6, R7, and R8 is a C1-C4 linear or branched perfluorooxyalkyl group containing from one to three oxygen atoms and the others of R5, R6, R7, and R8 are F; or either pairing R5 and R7 or R6 and R8, together with the carbon atoms to which they are attached, are linked to form a perfluorinated C5-C6 cycloalkyl group and the others of R5, R6, R7, and R8 not so linked are F; and c) when R2 and R3 are both Cl, subjecting the second intermediate (VII) to a dehalogenation reaction, or, when one of R2 and R3 is H, subjecting the second intermediate (VII) to a dehydrohalogenation reaction; with the proviso that when one of R5, R6, R7 or R8 is a C2-C4 linear or branched fluoroalky group or a C2-C4 linear or branched fluoroalkoxy group comprising from one to three oxygen atoms; then one or two of the remaining three of R5, R6, R7, and R8 are F and the remaining one or two of R5, R6, R7, R8 are selected from H, Cl, Br, and I, with the proviso that, where only one of said remaining three of R5, R6, R7, and R8 is F, then the remaining two of R5, R6, R7, and R8 are the same and linked to the same carbon atom; and further with the proviso that when R5 and R7 together with the carbon to which they are attached, or R6 and R8 together with the carbon atom to which they are attached, are linked to form a cyclic then one of the remaining two of R5, R6, R7, and R8 is F and the other is selected from H, Cl, Br, and I.2. The process of claim 1 wherein the second olefin is reacted with hypofluorite in place of first olefin and the first intermediate hypofluorite is then reacted with the first olefin.3. The process of claim 1 wherein the contacting is in a continuous process in which the mole amount of hypofluorite contacted is equal to or greater than the mole amount of first olefin R1R2C?R3R4 contacted and further wherein the residence time in the reactor is between about 0.05 and about 120 seconds, the temperature is between about ?40° and about ?150° C., and the first intermediate hypofluorite of the reaction of the first olefin with hypofluotite is continuously reacted with the second olefin.4. A process according to claim 1 wherein the concentration of second olefin R5R6C2?C1R7R8 is constant and greater than about 0.01M and the temperature is between about ?20° C. to ?100° C.5. The process of claim 4 wherein the concentration of second olefin is equal to or greater than about 3M.6. In a process for making a fluorovinyl ether of structure:CFX?CXOCF2OR??(I) wherein:1) R is a C2-C6 linear or branched perfluoroalkyl group, a C5-C6 cyclic perfluoroalkyl group, or a linear or branched perfluorooxyalkyl group comprising 2 to 6 carbon atoms and 1 to 3 oxygen atoms; 2) up to two fluorine atoms of the perfluoroalkyl group or the perfluorooxyalkyl group can be independently replaced with an atom selected from the group consisting of H, Cl, Br, and I; and 3) X is F or H; the step of:contacting a first fluoroalkene with a hypofluorite to form a first intermediate; then contacting the first intermediate with a second fluoroalkene to form a second intermediate; 1) the hypofluorite is of structure X1X2C(OF)2 wherein X1 and X2 are the same or different and selected from F and CF3; and 2) the first and second fluoroalkenes may be the same or different and are selected from RA1RA2C?CRA3RA4 and RA4RA5C?CRA7RA8 wherein each of RA1, RA2, RA3, RA4, RA5, RA6, RA7, and RA8 are the same or different and are selected from the group consisting of H, F, Cl, Br, I, ?CF2OSO2F, ?SO2F, ?C(O)F, C1-C5 linear or branched perfluoroalkyl, and linear or branched oxyperfluoroalkyl.