Dehalogenation process
AssigneeSolvay Solexis S.p.A.
InventorsIvan Wlassics, Vito Tortelli
Life of this patent
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Abstract
A process for obtaining vinyl compounds by dehalogenation of halofluorinated compounds having a linear, branched or cyclic structure, said halofluorinated compounds containing in the molecule at least one group: wherein Y1 and Y2, equal to or different from each other, are selected from Cl, Br, I; wherein the halofluorinated compounds are dehalogenated in the presence of a transition metal, or of transition metal couples, by operating in a biphasic system of solvents immiscible among each other, formed of a (per)fluorinated solvent and a dipolar aprotic or protic solvent (co-solvent), wherein the ratio moles co-solvent/equivalents of the halofluorinated compound ranges from 0.5 to 10, preferably from 0.5 to 5, still more preferably from 1 to 3.
Claims23
A process for obtaining perfluorovinyl compounds by dehalogenation of halofluorinated compounds having a linear, branched or cyclic structure, containing in the molecule at least one group:
- wherein Y1 and Y2, equal to or different from each other, are selected from Cl, Br, or I;
- wherein the halofluorinated compounds are dehalogenated to remove chlorine, but not fluorine in the presence of a transition metal or a transition metal couple, by operating in a biphasic system of solvents immiscible among each other, formed of inert (per)fluorinated solvent and an aprotic dipolar or protic solvent (co-solvent), wherein the ratio moles of co-solvent/equivalents of the halofluorinated compound ranges from 0.5 to 10;
- wherein the halofluorinated compounds are selected from the following classes:
- A) T1—(O)z″—Rf—[(OCFY1)z—(CFY1)z′—CF2Y2]
- wherein:
- Y1 and Y2 have the above meanings;
- z=0 or 1;
- z′=0 or 1, z being different from z′;
- z″=0 or 1;
- Rf has the following meanings:
- linear or branched C1-C20 fluoroalkylene, optionally containing one or more oxygen atoms;
- (per)fluoropolyoxyalkylene containing one or more of the following units statistically distributed along the chain:
- (C3F6O);
- (CFX1O) wherein X1 is F or CF3;
- (C2F4O);
- (CF2(CF2)x′CF2O) wherein x′ is an integer equal to 1 or 2;
- (CR4R5CF2CF2O) wherein R4 and R5 are equal to or different from each other and are selected from H or Cl, and one fluorine atom of the perfluoromethylene unit is optionally substituted with H, Cl or (per)fluoroalkyl having from 1 to 4 carbon atoms;
- when Rf is (per)fluoroalkylene, z″=0 when za as defined below is 1;
- when Rf is (per)fluoropolyoxyalkylene z=0, z″=1 when za=0;
- T1 is F or is a substituent having the following formula:
- CF2Y2—(CFY1)z′—(CFY1O)za—
- wherein za is an integer equal to 0 or 1;
- Y1, Y2, z′ are as above;
- B) dioxolanes of formula:
- wherein:
- Y1 and Y2 are as above;
- P is F, Rb wherein Rb is C1-C3 perfluoroalkyl, or ORb;
- Y3 and Y4, equal or different, are F or CF3.
Dependencies are inferred from the claim text.