US 3,939,219 A · Hyrogenation of unsaturated compounds

Abstract

The invention described in the specification concerns a process for the homogeneous liquid phase hydrogenation of an olefinically or acetylenically unsaturated organic compound to produce a compound having a lower degree of unsaturation by contact of the said organic compound with molecular hydrogen in the presence of a catalyst solution containing a catalytically effective amount of a cation selected from the group consisting of: M.sup.n.sup.+.sub.2 ; M.sub.2 (OCOR).sup.n.sup.+.sub.4.sup.-n ; M.sub.2 (OCSR).sup.n.sup.+.sub.4.sup.-n and M.sub.2 (SCSR).sup.n.sup.+.sub.4.sup.-n The said solution being prepared by the addition of strong acid to a solution of a compound selected from the group consisting of: M.sub.2 (OCOR).sub.4 ; M.sub.2 (OCOR).sub.4 L; M.sub.2 (OCOR).sub.4 L.sub.2 ; M.sub.2 (OCSR).sub.4 ; M.sub.2 (OCSR).sub.4 L; M.sub.2 (OCSR).sub.4 L.sub.2 ; M.sub.2 (SCSR).sub.4 ; M.sub.2 (SCSR).sub.4 L and M.sub.2 (SCSR).sub.4 L.sub.2 where M is a metal selected from the group consisting of Mo, Cr, Cu, Re and metals of the platinum group; R is selected from the group consisting of alkyl and aryl; L is ligand selected from the group consisting of H.sub.2 O, CH.sub.3 OH, C.sub.2 H.sub.5 OH, CO, pyridine, Cl.sup.-and Br.sup.-; n is a positive integer from 1 to 4; (OCOR) represents a carboxylate radical; (OCSR) represents a thiocarboxylate radical, and (SCSR) represents a dithiocarboxylate radical, and the said solution including a stabilising amount of a donor ligand selected from the group consisting of pyridine, quinoline, dimethylaniline, dibutyl sulphide, dimethyl sulphide, triphenyl phosphine oxide, phenyl isocyanide, acetonitrile, phosphorus tri-isocyanate, phosphorus tri-isothiocyanate, stannous halide, germanium (II) halide and a ligand having the formula MR'.sub.3 where M is selected from the group consisting of phosphorus, arsenic and antimony and R' is selected from the group consisting of alkyl, aryl and aryloxy radicals.

Claims22

Dependent claims

A process for the homogeneous liquid phase hydrogenation of an olefinically or acetylenically unsaturated hydrocarbon to produce a hydrocarbon having a lower degree of unsaturation by contact of the said starting hydrocarbon with molecular hydrogen in the presence of a catalyst solution containing a catalytically effective amount of a cation selected from the group consisting of:

M.sub.2.sup.n.sup.+
M.sub.2 (ocor).sub.4.sub.-n.sup.n.sup.+
M.sub.2 (ocsr).sub.4.sub.-n.sup.n.sup.+
and
M2(scsr).sub.4.sub.-n.sup.n.sup.+
the said solution being prepared by the addition of strong acid to a solution of a compound selected from the group consisting of
M.sub.2 (ocor).sub.4
m.sub.2 (ocor).sub.4 l
m.sub.2 (ocor).sub.4 l.sub.2
m.sub.2 (ocsr).sub.4
m.sub.2 (ocsr).sub.4 l
m.sub.2 (ocsr).sub.4 l.sub.2
m.sub.2 (scsr).sub.4
m.sub.2 (scsr).sub.4 l
and
M.sub.2 (scsr).sub.4 l.sub.2
where M is a metal selected from the group consisting of Mo, Cr, Cu, Re and metals of the platinum group;
R is selected from the group consisting of methyl and phenyl;
L is a ligand selected from the group consisting of H.sub.2 O, CH.sub.3 OH, C.sub.2 H.sub.5 OH, pyridine, Cl.sup.- and Br.sup.-;
n is a positive integer from 1 to 4;
(OCOR) represents a carboxylate radical;
(OCSR) represents a thiocarboxylate radical, and
(SCSR) represents a diethiocarboxylate radical,
and the said solution including a stabilising amount of a donor ligand selected from the group consisting of pyridine, quinoline, dimethylaniline, dibutyl sulphide, dimethyl sulphoxide, triphenyl phosphine oxide, phenyl isocyanide, acetonitrile, phosphorus tri-isocyanate, phosphorus triisothiocyanate, stannous halide, germanium (II) halide and a ligand having the formula MR'.sub.3 where M is selected from the group consisting of phosphorus, arsenic and antimony and the R' substituents, which may be the same or different, are selected from the group consisting of alkyl and aryl radicals.

21 more elements

Dependencies are inferred from the claim text.

Hyrogenation of unsaturated compounds

Life of this patent

Hyrogenation of unsaturated compounds

Life of this patent

Abstract

Claims22