Catalytic transhalogenation of haloaromatics
AssigneeE. I. Du Pont de Nemours and Company
InventorFrank J. Weigert
Life of this patent
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Abstract
Catalytic transhalogenation of haloaromatics according to the equation: C.sub.z F.sub.a X.sub.b N.sub.e L.sub.1 +C.sub.z F.sub.c X.sub.d N.sub.e L.sub.2 .fwdarw.C.sub.z F.sub.a+1 X.sub.b-1 N.sub.e L.sub.1 +C.sub.z F.sub.c-1 X.sub.d+1 N.sub.e L.sub.2 wherein: when C.sub.z is a benzene derivative, a+b=5; e=0; c+d=5; z=6; when C.sub.z is a pyridine derivative, a+b=4; e=1; c+d=4; z=5; when C.sub.z is a naphthalene derivative, a+b=7; e=0; c+d=7; z=10; and when C.sub.z is a biphenyl derivative, a+b=9; e=0; c+d=9; z=12; L.sub.1 and L.sub.2, alike or different, are selected from F, Cl, Br, H, CN, C.sub.n F.sub.2n+1, and C.sub.6 F.sub.5 ; X is Cl, Br, or I when C.sub.z is a benzene derivative; and n is 1 to 12. This method is a novel route to known haloaromatic compounds.
Claims33
A catalyst method for rearranging haloaromatic compounds according to the equation
- C.sub.z F.sub.a X.sub.b N.sub.e L.sub.1 +C.sub.z F.sub.c X.sub.d N.sub.e L.sub.2 .fwdarw.C.sub.z F.sub.a+1 X.sub.b-1 N.sub.e L.sub.1 +C.sub.z F.sub.c-1 X.sub.d+1 N.sub.e L.sub.2
- wherein:
- when C.sub.z is benzene, a+b=5;
- e-0;
- c+d=5;
- z=6;
- when C.sub.z is a pyridine, a+b=4;
- e=1;
- c+d=4;
- z=5;
- when C.sub.z is a naphthalene, a+b=7;
- e=0;
- c+d=7;
- z=10;
- and
- when C.sub.z is a biphenyl, a+b=9;
- e=0;
- c+d=9;
- z=12;
- L.sub.1 and L.sub.2, alike or different, are selected from F, Cl, Br, H, CN, C.sub.n F.sub.2n+1, and C.sub.6 F.sub.5 ;
- X is Cl, Br, or I when C.sub.z is a benzene;
- and
- n is 1 to 12;
- at a temperature of about 300.degree. to 600.degree. C., in the presence of a catalyst selected from the group consisting of:
- (i) Cr.sub.2 O.sub.3 and Al.sub.2 O.sub.3 alone or together;
- (ii) Cr.sub.2 O.sub.3 and one or more members from the group MnO, MnO.sub.2, P.sub.2 O.sub.5, B.sub.2 O.sub.3, La.sub.2 O.sub.3, ZnO, Fe.sub.2 O.sub.3, NiO, Pd, WO.sub.3, CoO, V.sub.2 O.sub.5, CuCl.sub.2, CuO, PbO, Bi.sub.2 O.sub.3, FeO, NiO, CoO, ZrO.sub.2, TiO.sub.2, MgO and CrCl.sub.3 ;
- and
- (iii) Al.sub.2 O.sub.3 and one or more members from the group MnO, MnO.sub.2, P.sub.2 O.sub.5, B.sub.2 O.sub.3, La.sub.2 O.sub.3, ZnO, Fe.sub.2 O.sub.3, NiO, Pd, WO.sub.3, CoO, V.sub.2 O.sub.5, CuCl.sub.2, CuO, PbO, Bi.sub.2 O.sub.3, FeO, NiO, CoO, ZrO.sub.2, TiO.sub.2, MgO and CrCl.sub.3.
Dependencies are inferred from the claim text.