Dsm N.v.

E.i. Dupont De Nemours and Company

Dsm IP Assets B.v.

Other

Dsw IP Assets B.v.

Dsm N.w.

Otto E Sielcken

Imre Toth

Henk Oevering

Nicolaas F Haasen

Hubertus Adrianus Smits

Eit Drent

Willem Wabe Jager

Patrick M Burke

Michael Brian D'Amore

Cornelis G Van De Moesdijk

Ubaldus F Kragten

Frank P W Agterberg

Harold S Bruner, Jr

Paulus F A Buijsen

Frank P Agterberg

Hans Hovenkamp

Henricus Anna Christiaan Baur

Ivo Spaargaren

Johannes G Van Hinsberg

A process is provided, in particular a continuous process for the carbonylation of butadiene by reacting the butadiene with carbon monoxide and a hydroxyl group-containing compound in the presence of a palladium catalyst system in a reaction zone to form a reaction mixture, said catalyst system comprising (a) a source of palladium cations, (b) a mono-, bi- or multidentate phosphine ligand, containing at least one phosphorus atom which is directly bound to two or three aliphatic carbon atoms, as process ligand to produce a palladium-phosphine ligand complex catalyst, and (c) a source of anions, said process ligand (b) containing the moiety shown in formula (I), wherein Aand Aeach represent an aliphatic carbon atom which can be connected to one or more aliphatic or aromatic carbon atoms or both Aand Aare part of an at least 5-membered ring including the phosphorus atom, and X represents an aliphatic or aromatic carbon atom which can be connected to one or more aliphatic or aromatic carbon atoms or X is part of an organic bridging group connecting another identically or differently substituted phosphorus atom, and said source of anions (c) containing a carboxylic acid and, optionally, halide ions, wherein said process ligand is fed continuously or periodically to the process as ligand make-up at a temperature 50&#xb0; C. or lower.

Process for the carbonylation of conjugated dienes using a palladium catalyst system

A continuous hydroformylation process for producing an aldehyde comprising 1) reacting an olefinically unsaturated compound, carbon monoxide and hydrogen in the presence of a rhodium-organobisphosphite complex catalyst at a partial pressure of carbon monoxide and hydrogen, and 2) exposing a mixture comprising at least a portion of the catalyst of 1) to a gaseous mixture comprising hydrogen at a pressure that is greater than the partial pressure of carbon monoxide and hydrogen during the reaction.

Continuous hydroformylation process for producing an aldehyde

A continuous hydroformylation process for forming an aldehyde comprising 1) reacting an olefinically unsaturated compound containing from 2 to 30 carbon atoms with carbon monoxide and hydrogen in the presence of a rhodium-bisphosphite ligand complex catalyst and 2) distilling a mixture comprising at least a part of the catalyst of 1), wherein the distilling is performed in the substantial absence of molecular hydrogen.

Continuous hydroformylation process

Process for the carbonylation of a conjugated diene by reacting the conjugated diene with carbon monoxide and an hydroxyl group containing compound in the presence of a catalyst system based on: (a) a source of palladium cations, (b) a diphosphine ligand, and (c) a source of anions, wherein the diphosphine ligand is a ligand having the general formula I wherein x and x represent a cyclic group with at least 5 ring atoms, of which one is a phosphorus atom, and R represents a bivalent aliphatic bridging group, connecting both phosphorus atoms, containing from 2 to 4 atoms in the bridge, which is substituted with at least one substituent or R represents a phenyl group with both phosphorus groups bound to the 1,2-position.

Process for the carbonylation of a conjugated diene

Catalyst system comprising a palladium compound, an acid compound having a pKa>2 measured in water of 18&deg; C. and an non-symmetrical bidentate phosphorous ligand according to:

Carbonylation catalyst system

Process for the preparation of an alkyl pentenoate respectively an aryl pentenoate by contacting an alkoxy-butene respectively an aryloxy-butene compound with carbon monoxide in the presence of a catalyst system comprising palladium, a phosphorus ligand and an acid promotor, wherein the molar ratio of 3-alkoxy-1-butene to 1-alkoxy-2-butene, respectively the molar ratio of 3-aryloxy-1-butene to 1-aryloxy-2-butene, is higher than 4.

Process to prepare a pentenoic acid derivative

Process for the preparation of a mixture of alkyl pentenoates by carbonylation of butadiene in the liquid phase in the presence of an alkanol, carbon monoxide, palladium and a bidentate organic phosphorus, antimony or arsenic ligand, the bidentate ligand having as bridging group a bis(.eta.-cyclopentadienyl) coordination group of a transition metal. Preferably the transition metal is iron.

Process for the preparation of a mixture of alkyl pentenoates

Process for the preparation of a terminal ester by carbonylation of an internally unsaturated organic compound in the presence of an alcohol, carbon monoxide, palladium, an acid with a pK.sub.a of less than 2 (measured at 18.degree. C. in an aqueous solution) and a bidentate organic phosphorus, antimony or arsenic ligand compound having a bridging group, wherein the bridging group comprises a bis(.eta.-cyclopentadienyl) coordination group of a transition metal.

Process for the preparation of an ester

A process for the carbonylation of butadiene or a butadiene derivative in the presence of (i) carbon monoxide, (ii) an alcohol or water, and (iii) a catalyst system comprising palladium, a carboxylic acid and a monodentate phosphine ligand. The amounts of reactants during the carbonylation process are controlled so that the molar ratio of butadiene or butadiene derivative to palladium in the reaction mixture is less than about 70:1, the molar ratio of carboxylic acid to palladium is greater than about 10:1 and the molar ratio of alcohol or water to butadiene or butadiene derivative is less than about 2:1.2. Good selectivity and conversions are advantageously achieved.

Process for the carbonylation of butadiene or a butadiene derivative

Epoxydation catalyst

Method for the preparation of an aldehyde in a process in which cobalt is being recycled by: (a) hydroformylating of an ethylenically unsaturated compound with carbon monoxide and hydrogen at a pressure higher than 5 MPa and a temperature higher than 80.degree. C. in the presence of a cobalt carbonyl compound in an organic phase, following which (b) removing cobalt from the organic phase by contacting the organic phase with a polar mixture, which mixture is substantially immiscible with the organic phase, first the pressure being reduced to a pressure lower than 5 MPa and simultaneously or afterwards cooling being applied down to a temperature below 80.degree. C., the polar mixture containing an organic ligand that is soluble in the polar mixture, and after which (c) separating the polar mixture from the organic phase, and after which (d) recovering the aldehyde from the organic phase and (e) contacting the cobalt-containing polar mixture with the organic phase, which phase is immiscible with the polar mixture, in the presence of carbon monoxide and at a pressure higher than 2 MPa, so that at least a part of the cobalt from the polar mixtures passes to the organic phase in the form of cobalt carbonyl, and (f) recycling the organic mixture to step (a).

Method for the preparation of an aldehyde

A process is described for the preparation of a pentenoate ester by carbonylation of butadiene or butadiene derivate in the presence of carbon monoxide, a alcohol and a catalyst system comprising palladium, an carboxylic acid and a phosphine ligand, wherein the carboxylic acid is pentenoic acid.

Process for the preparation of a pentenoate ester

The invention relates to a process for the preparation of cycloalkanone and optionally cycloalkanol by causing a mixture containing cycloalkylhydroperoxide to react with cycloalkene under the influence of a catalyst, characterised in that the reaction is carried out with a short measure of cycloalkene relative to the cycloalkylhydroperoxide, under such conditions that virtually all of the cycloalkene reacts to cycloalkene oxide and optionally cycloalkanol and/or cycloalkanone, after which the mixture, optionally after decomposition of cycloalkylhydroperoxide and distillation of cycloalkane, is subjected to a first separation, in which cycloalkene oxide--and optionally other components--is separated, after which the cycloalkene oxide in the separated mixture is isomerised to substantially cycloalkanone, after which the cycloalkanone obtained--and optionally cycloalkanol--is recovered.

Process for the production of a cycloalkanone and/or a cycloalkanol

The invention relates to a compound having the Formula (I) ##STR1## in which n=1, 2, 3 or 4 and m=1, 2, 3, 4, 5, 6, 7 or 8. The invention also relates to a method for the preparation of the above-described compound by bringing a cycloalkyl hydroperoxide having 5 to 12 carbon atoms into contact with a cycloalkene having 5-8 carbon atoms, under the influence of a metal compound as catalyst, the metal being chosen from groups VIB, VIIB and VIII of the periodic system. The reaction takes place at a temperature of 0.degree.-80.degree. C.

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Sittard, Netherlands

Otto E Sielcken