Abstract: Transition metal complexes of the general formula I[A].sup.x- [Q].sup.+.sub.x Iwhere Q is one equivalent of a cation, x is from 0 to 2 and A is a transition metal complex of the general formula ##STR1## where n is from 1 to 3, M is positively charged cobalt, rhodium, iridium or ruthenium, the ligands B are phosphonic, arsonic, phosphinic and/or arsinic acid ligands which are esterified with identical or different alcohols, one or more of these alcohol components carrying a functional group, L is ##STR2## the radicals R.sup.5 are identical or different radicals from the group consisting of C.sub.1 -C.sub.4 -alkyl and phenyl, p is an integer from 0 to 6, q is an integer from 0 to 5, and R.sup.1 is fluorine, chlorine, bromine, iodine, cyanide, isocyanide, cyanate, isocyanate, thiocyanate, isothiocyanate, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.

Abstract: Process for the catalytic hydroformylation of olefins in which an olefin is reacted with hydrogen and carbon monoxide, with the process being carried out by operating in a liquid, aqueous-organic reaction medium, in the presence of a water-soluble complex catalyst containing a metal active in the hydroformylation, wherein said aqueous-organic medium is in the form of a microemulsion consituted by an oil phase, an aqueous phase, a surfactant and a co-surfactant, with said oil phase constituting the external phase of said microemulsion, and said aqueous phase constituting the internal phase of said microemulsion.

Abstract: Certain novel multiply promoted Mn-Sb oxides are superior catalysts for the ammoxidation of olefins to the corresponding unsaturated nitriles, the selective oxidation of olefins to unsaturated aldehydes and acids, and the oxydehydrogenation of olefins to diolefins.

Abstract: There is described a method of selectively and continuously converting a cyanohydrin to its corresponding aldehyde using as a catalyst zerovalent palladium dispersed on an organic polymeric resin with a surface area above 30 m.sup.2 /g. The aqueous cyanohydrin feedstock contains from about 0.5 to about 1.1 equivalents of an acid over and above that necessary to provide a pH of 2. Selective conversions may be obtained using hydrogen pressures up to about 450 pounds per square inch.

Abstract: In the production of 2-chloropropionaldehyde by the hydroformylation of vinyl chloride in the presence of a rhodium catalyst in combination with a base, the activity of the catalyst can be improved significantly by maintaining the concentration of produced 2-chloropropionaldehyde in the reaction solution at not higher than 10%.Further, it is possible to continue the reaction for a long period of time while maintaining the activity of the catalyst at a high level by carrying out the reaction in a water insoluble or hardly soluble solvent simultaneously with water extraction, separating the catalyst solution and the extraction water from each other, separating 2-chloropropionaldehyde from the extraction water by distillation or similar means so as to lower its concentration to a given level or below, and using the extraction water again after subjecting it to an anion exchange treatment.

Abstract: A process for the preparation of aldehydes including reacting olefins with carbon monoxide and hydrogen in an aqueous liquid phase in the presence of a rhodium catalyst and a specific class of water soluble aryl phosphines. These phosphines are preferably mixtures of alkali metal salts and quaternary ammonium salts of sulfonated aryl phosphines.

Abstract: A process is disclosed for preparing compounds such as 4-acetoxybutyraldehyde which comprises contacting reactants such as allyl acetates with a cobalt carbonyl catalyst in the presence of various novel promoters. The promoters are selected from the group consisting of triphenyl germane, tetraphenyl germane, phenyl sulfide, succinonitrile and 2,2'-dipyridyl. The reaction is preferably conducted in the presence of a ketone solvent.

Abstract: A hydroformylation process for preparing dialdehydes from dienes by contacting a C.sub.6 -C.sub.10 diene in a reaction zone at a temperature of from about 20.degree. C. to about 250.degree. C. and a pressure of from about 15 psig to about 800 psig with hydrogen, carbon monoxide, and a catalyst containing rhodium, the ligand having the formula ##STR1## wherein: n is 1-4;each R is independently selected from hydrogen, alkyl, alkoxy, aryloxy, aryl, aralkyl, alkaryl, alkoxyalkyl, cycloaliphatic, halogen, alkanoyl, alkanoyloxy, alkoxycarbonyl, carboxyl or cyano;each R.sub.1 and R.sub.2 is independently selected from alkyl, aryl, aralkyl, alkaryl or cycloaliphatic;each R.sub.3 and R.sub.4 is independently selected from hydrogen and the R.sub.1 substituents; andeach Y is independently selected from the elements N, P, As, Sb and Bi.

Abstract: The present invention relates to a process for the preparation of aldehydes by the reaction of olefinic compounds with hydrogen and carbon monoxide in the presence of a catalyst system containing rhodium and aromatic phosphines. The aromatic phosphines are soluble in organic media and represent salts of sulfonated or carboxylated triarylphosphines which are insoluble in water. After hydroformylation, the reaction product is treated with a diluted aqueous solution of a base and the aqueous phase containing rhodium and aromatic phosphines is separated. Thus, thermal loading of the catalyst, for example by the redistillation of the reaction product, is avoided.

Abstract: A process for selectively removing alkyl substituted phosphine from an organic liquid containing same and triarylphosphine by treating said liquid with phosphoric acid.

Abstract: A novel ligand for use in hydroformylation reactions wherein at least one olefin having from 2 to 20 carbon atoms is contacted in a reaction zone at a temperature of from about 20.degree. C. to about 250.degree. C. and a pressure of from about 50 psig to about 800 psig with hydrogen, carbon monoxide, and a catalyst containing rhodium, the ligand having the formula ##STR1## wherein: n is 1-4;each R is independently selected from hydrogen, alkyl, alkoxy, aryloxy, aryl, aralkyl, alkaryl, alkoxyalkyl, cycloaliphatic, halogen, alkanoyl, alkanoyloxy, alkoxycarbonyl, carboxyl or cyano;each R.sub.1 and R.sub.2 is independently selected from alkyl, aryl, aralkyl, alkaryl or cycloaliphatic;each R.sub.3 and R.sub.4 is independently selected from hydrogen and the R.sub.1 substituents; andeach Y is independently selected from the elements N, P, As, Sb and Bi.

Abstract: The invention relates to new quaternary ammonium salts of di and trisulfonated triarylphosphines as well as a process for their preparation. The salts are of Formula I ##STR1## wherein Ar.sub.1, Ar.sub.2, and Ar.sub.3 are each independently an aryl; X.sup.1, X.sup.2, and X.sup.3 are each independently a sulfo group; y.sup.1, y.sup.2, and y.sup.3 are each independently 0 or 1, provided that their sum is at least 1; A is an alkyl, hydroxyalkyl, aralkyl, or aryl having 6-25 carbon atoms; B, C, and D are straight chain or branched alkyl having 1-4 carbons; and n is a whole number of 1-3.

Abstract: This invention relates to a process for preparing 2-chloropropionaldehyde (2-CPA) by using vinyl chloride, carbon monoxide and hydrogen as raw materials. Although processes making use of cobalt catalysts have conventionally been known, it is disclosed herein that by using a rhodium compound and a nitrogen- or phosphorus-containing Lewis base in combination as a catalyst, the reaction is allowed to proceed at temperature and pressure lower than those required for such conventional processes and the selectively toward the intended product is improved. It is also disclosed that by causing water to exist in the reaction system and using a water-insoluble organic solvent, fractionating the reaction mixture into a water layer and an organic layer after the reaction and then collecting 2-CPA from the water layer through distillation, extraction or the like, the rhodium compound contained substantially in its entirety in an organic layer can be reutilized in the form of its solution.

Abstract: The hydroformylation of olefins to produce aldehydes is disclosed employing an ionic metal complex catalyst where the ionic charge is on either the metal or on a ligand in a polar solvent followed by extracting the aldehyde by means of a hydrocarbon solvent to minimize any deleterious effect on the catalyst which can occur when the aldehyde is separated by other means such as distillation.

Abstract: Aldehydes are facilely prepared in high yields by catalytically hydrocarbonylating an organic halide with gaseous admixture of hydrogen and carbon monoxide in the presence of a neutralizing agent for the hydrogen acid produced thereby, said hydrocarbonylation being carried out in an inert, liquid carboxylic acid reaction medium, i.e., a liquid carboxylic acid which is inert under the reaction conditions of temperature and pressure.

Abstract: A process is provided for the hydroformylation of an olefinic compound with carbon monoxide and hydrogen in the presence of cobalt catalyst and a promoter comprised of an organic nitrile. In one aspect, the olefinic compounds are olefinic fatty compounds with at least 4 carbon atoms. In another aspect, the cobalt catalyst consists of only a soluble cobalt salt and a promoter consisting of an organic nitrile such as acetonitrile. In another aspect of the invention, the olefinic compound to be hydroformylated contains a cyano substituent such that the reaction is self promoted.

Abstract: A process for preparation of 1,4-butanediol comprises reaction of allyl alcohol with carbon monoxide and hydrogen in the presence of a soluble rhodium catalyst, certain phosphine promoters and certain carbonitriles as solvent.

Abstract: A novel process for the preparation of aldehydes by reacting olefins with carbon monoxide and hydrogen in the presence of a catalyst system comprised of rhodium in metallic form or as a compound and a water-soluble quaternary ammonium salt of a mono, di or trisulfonated arylphosphine.

Abstract: A continuous hydroformylation process for the production of an aldehyde by hydroformylation of an olefin comprises:providing a hydroformylation zone containing a charge of a liquid reaction medium having dissolved therein (a) a complex rhodium hydroformylation catalyst comprising rhodium in complex combination with carbon monoxide and with a cyclic phosphite having a phosphorus atom linked to three oxygen atoms at least two of which form together with the phosphorus atom part of a ring and (b) a ligand stabilizing amount of a tertiary amine;supplying said olefin to the hydroformylation zone;maintaining temperature and pressure conditions in the hydroformylation zone conducive to hydroformylation of the olefin;supplying make-up hydrogen and carbon monoxide to the hydroformylation zone; andrecovering from the liquid hydroformylation medium a hydroformylation product comprising at least one aldehyde.

Abstract: This specification discloses a process for the production of oxygenated compounds, more specifically aldehydes and alcohols, by reacting an olefin with hydrogen and carbon monoxide in the presence of, as a ctalyst, an insoluble polymer containing a functional group, which may be an amine, thiol, phosphine, or arsine group, having chemically bonded thereto a metal of Group VIII of the Periodic Table. The metal can be, for example, rhodium, cobalt, or ruthenium. The olefin can contain more than one carbon-to-carbon double bond, may be an open chain or a cyclic olefin, and may be substituted. Further, the olefin may be contained in a refinery stream such as a cracked gasoline. The reaction may be carried out in the presence of a polar solvent.

Abstract: Oxygenated organic compounds, e.g. esters, aldehydes, and amides, are prepared by reacting an olefinically unsaturated compound with carbon monoxide and a compound containing a replaceable hydrogen atom in the presence of a catalyst comprising cobalt or ruthenium carbonyl and a promoter ligand. The promoter ligand is selected from the group consisting of heterocyclic nitrogen oxide compounds and phosphorus or sulfur oxides. These reactions are carried out under relatively mild conditions of temperature and pressure.

Abstract: Complexes of the formula[(R.sub.2 DQ).sub.b P.sup.+ R.sup.1.sub.4-b ].sub.g.(MX.sub.n).sub.sare disclosed in which R is selected from an alkyl group containing 1 to 30 carbon atoms and an aryl group containing from 6 to 10 carbon atoms; Q is a divalent organic radical selected from an alkylene group and an alkylene group the carbon chain of which is interrupted by an ether oxygen or phenylene group, wherein the alkylene group contains from 1 to 30 carbon atoms; R.sup.1 represents an alkyl group containing from 1 to 30 carbon atoms, wherein said R.sup.1 groups can be the same or different; D is a member selected from P and N; Z.sup.- is an anion; M is a Group VIII metal; X is an anion or organic ligand satisfying the coordination sites of the metal; b times g is 1 to 6; n is 2 to 6; and s is 1 to 3. Processes of using such complexes are also disclosed.

Abstract: Acrolein acetals are selectively hydroformylated on the unsaturated carbon atom adjacent to the carbon bearing two ether groups in the presence of a supported rhodium-cobalt bimetallic cluster. The resulting internally hydroformylated product is useful as a precursor of methacrylic acid.

Abstract: Oxygenated organic compounds, e.g. esters, aldehydes, and amides, are prepared by reacting an olefinically unsaturated compound with carbon monoxide and a compound containing a replaceable hydrogen atom in the presence of a catalyst comprising cobalt or ruthenium carbonyl and a promoter ligand. The promoter ligand is selected from the group consisting of heterocyclic nitrogen oxide compounds and phosphorus or sulfur oxides. These reactions are carried out under relatively mild conditions of temperature and pressure.

Abstract: Novel heterogeneous catalysts consist essentially of an anion exchange resin to which is bound ionically an anionic metal carbonyl species having the general formula M.sub.n (CO).sub.m (X).sub.p.sup.z- where M is a transition metal such as for example rhodium, cobalt, ruthenium, osmium, iridium, or iron; X is an anion, for example halide, hydride, or alkyl; n ranges from 1 to 12; m ranges from 1 to 34; p ranges from 0 to 2n+1; and z is an integer charge ranging from 1 to 5. The catalyst in which M is rhodium, m=2, p=2, n=1, and z=1 is highly effective for the carbonylation of alcohols to acids and esters. Many of these anionic species have utility in the hydroformylation of olefins.

Abstract: The hydroformylation of olefinic hydrocarbons is effected by treating the hydrocarbon with hydrogen and carbon monoxide in the presence of a catalyst comprising an ion exchange resin, a metal selected from the group consisting of cobalt, ruthenium, palladium, platinium, and rhodium bound to said resin and an organic linking compound which has at least one moiety which is ionically bonded to said resin and which further has at least one moiety which is coordinately bonded to said metal.

Abstract: A process is provided which includes the separation of a hydrocarboxylation-type catalyst together with the hydrocarboxylation solvent from a reaction mixture containing an oxygenated cyanocompound product, the hydrocarboxylation catalyst and the hydrocarboxylation solvent by contacting the reaction mixture with a hydrocarbon to form a hydrocarbon/solvent conjugate phase, and separating the resulting hydrocarbon phase from the solvent phase.

Abstract: The present invention is an isomerically specific improvement of the oxo process reaction. It comprises the reaction of an olefin with carbon monoxide and water or hydrogen in a basic solution in the presence of a ruthenium carbonyl catalyst to preferentially produce the next higher normal aldehyde, or alcohol.

Abstract: This invention relates to the production of aldehydes by the addition of carbon monoxide and hydrogen to olefinically unsaturated compounds in the presence of a complex catalyst comprising cobalt carbonyl and a porphyrin promoter ligand. This process can be carried out under relatively mild conditions of temperature and pressure.

Abstract: Oxygenated organic compounds, e.g. esters, aldehydes, and amides, are prepared by reacting an olefinically unsaturated compound with carbon monoxide and a compound containing a replaceable hydrogen atom in the presence of a catalyst comprising cobalt carbonyl and a polyamine promoter ligand. These reactions are carried out under relatively mild conditions of temperature and pressure.

Abstract: Catalysts which comprise metal carbonyls or organometallic complexes in which the metal portion of the complex is selected from a Group VIII metal are useful in hydroformylation reactions. The catalysts which are homogeneous in nature may be recovered from the hydroformylation products by treating the catalyst complex with a nitrogen-containing compound in an aqueous phase whereby said catalyst may be easily separated from the hydroformylation products and recovered.

Abstract: This invention relates to the production of aldehydes by the addition of carbon monoxide and hydrogen to olefinically unsaturated compounds in the presence of a complex catalyst comprising cobalt carbonyl and a porphyrin promoter ligand. This process can be carried out under relatively mild conditions of temperature and pressure.

Abstract: There is disclosed a method for the preparation of a homogeneous, physically stable dispersion of colloidal metal particles of a transition metal selected from the group consisting of chromium, molybdenum and tungsten having a size in the range of from about 10 Angstrom units to about 200 Angstrom units. The method comprises preparing a solution of a functional polymer in an inert solvent, and incrementally adding thereto a transition metal precursor, at a temperature at which the transition metal precursor will become bound to the polymer and thermally decompose to produce elemental transition metal particles, the process being carried out in an inert atmosphere. Such dispersions may be used per se as catalysts, or may be used for the preparation of supported colloidal transition metal catalysts. The dispersions may also be used for the preparation of ablative optical recording media.

Abstract: There is disclosed a method for the preparation of a homogeneous, physically stable colloidal elemental iron dispersion of colloidal iron particles having a size in the range of from about 10 Angstrom units to about 200 Angstrom units. The method comprises preparing a solution of an active polymer in an inert solvent, and incrementally adding thereto an iron precursor, at a temperature at which the iron precursor will become bound to the active polymer and thermally decompose to produce elemental iron particles, the process being carried out in an inert atmosphere. Such dispersions may be used per se as catalysts, or may be used for the preparation of supported colloidal iron catalysts. The dispersions may also be used for the preparation of ablative optical recording media, and for the preparation of magnetic xerographic developer materials.

Abstract: There is disclosed a method for the preparation of a homogeneous, physically stable dispersion of colloidal metal particles of a transition metal selected from the group consisting of nickel, palladium and platinum having a size in the range of from about 10 Angstrom units to about 200 Angstrom units. The method comprises preparing a solution of a functional polymer in an inert solvent, and incrementally adding thereto a transition metal precursor, at a temperature at which the transition metal precursor will become bound to the polymer and thermally decompose to produce elemental transition metal particles, the process being carried out in an inert atmosphere. Such dispersions may be used per se as catalysts, or may be used for the preparation of supported colloidal transition metal catalysts. The dispersions may also be used for the preparation of ablative optical recording media.

Abstract: There is disclosed a method for the preparation of a homogeneous, physically stable dispersion of colloidal metal particles of a transition metal selected from the group consisting of ruthenium, rhodium, osmium and iridium, having a size in the range of from about 10 Angstrom units to about 200 Angstrom units. The method comprises preparing a solution of a functional polymer in an inert solvent, and incrementally adding thereto a transition metal cluster compound at a temperature at which the transition metal cluster compound will become bound to the polymer and thermally decompose to produce elemental transition metal particles, the process being carried out in an inert atmosphere. Such dispersions may be used per se as catalysts, or may be used for the preparation of supported colloidal transition metal catalysts. The dispersions may also be used for the preparation of ablative optical recording media.

Abstract: There is disclosed a method for the preparation of a homogeneous, physically stable dispersion of colloidal metal particles of a transition metal selected from the group consisting of manganese and rhenium having a size in the range of from about 10 Angstrom units to about 200 Angstrom units. The method comprises preparing a solution of a functional polymer in an inert solvent, and incrementally adding thereto a transition metal precursor, at a temperature at which the transition metal precursor will become bound to the polymer and thermally decompose to produce elemental transition metal particles, the process being carried out in an inert atmosphere. Such dispersions may be used per se as catalysts, or may be used for the preparation of supported colloidal transition metal catalysts. The dispersions may also be used for the preparation of ablative optical recording media.

Abstract: There is disclosed a method for the preparation of a homogeneous physically stable colloidal elemental cobalt dispersion of colloidal cobalt particles having a size in the range of from about 10 Angstrom units to about 200 Angstrom units. The method comprises preparing a solution of a passive polymer in an inert solvent, and incrementally adding thereto a cobalt precursor, at a temperature at which the cobalt precursor will lose at least one ligand and become bound to the passive polymer and thermally decompose to produce elemental cobalt particles, the process being carried out in an inert atmosphere. Such dispersions may be used per se as catalysts, or may be used for the preparation of supported colloidal cobalt catalysts. The dispersions may also be used for the preparation of ablative optical recording media.

Abstract: There is disclosed a method for the preparation of a homogeneous, physically stable colloidal elemental cobalt dispersion of colloidal cobalt particles having a size in the range of from about 10 Angstrom units to about 200 Angstrom units. The method comprises preparing a solution of an active polymer in an inert solvent, and incrementally adding thereto a cobalt precursor, at a temperature at which the cobalt precursor will become bound to the active polymer and thermally decompose to produce elemental cobalt particles, the process being carried out in an inert atmosphere. Such dispersions may be used per se as catalysts, or may be used for the preparation of supported colloidal cobalt catalysts. The dispersions may be used for the preparation of ablative optical recording media.

Abstract: There is disclosed a method for the preparation of a homogeneous, physically stable colloidal elemental iron dispersion of colloidal iron particles having a size in the range of from about 10 Angstrom units to about 200 Angstrom units. The method comprises preparing a solution of a passive polymer in an inert solvent, and incrementally adding thereto an iron precursor, at a temperature at which the iron precursor will lose at least one ligand and become bound to the passive polymer and thermally decompose to produce elemental iron particles, the process being carried out in an inert atmosphere. Such dispersions may be used per se as catalysts, or may be used for the preparation of supported colloidal iron catalysts. The dispersions may also be used for the preparation of ablative optical recording media, and for the preparation of magnetic xerographic developer materials.

Abstract: Olefins are hydroformylated to aldehydes in the presence of a catalytic system comprising a rhodium containing, aqueous solution of certain sulfonated aryl phosphine compounds.

Abstract: Oxygenated organic compounds, e.g. esters, aldehydes, and amides, are prepared by reacting an olefinically unsaturated compound with carbon monoxide and a compound containing a replaceable hydrogen atom in the presence of a catalyst comprising cobalt or ruthenium carbonyl and a promoter ligand. The promoter ligand is selected from the group consisting of heterocyclic nitrogen compounds and phosphorus or sulfur oxides. These reactions are carried out under relatively mild conditions of temperature and pressure.

Abstract: Oxygenated organic compounds, e.g. esters, aldehydes, and amides, are prepared by reacting an olefinically unsaturated compound with carbon monoxide and a compound containing a replaceable hydrogen atom in the presence of a catalyst comprising cobalt and/or ruthenium carbonyl and a polyamine promoter ligand. These reactions are carried out under relatively mild conditions of temperature and pressure.

Abstract: An improved process for hydroformylating an ethylenically-unsaturated compound to form an aldehyde derivative thereof in the presence of rhodium hydridocarbonyl in complex combination with an organic ligand, characterized by employing as said organic ligand a compound having two phosphino moieties, one being of the formula: ##STR1## and the other being of the formula: ##STR2## wherein R.sub.1, R.sub.2, R.sub.1 ', and R.sub.2 ' are organic radicals at least one of which contains an electronegative substituent moiety. The presence of the electronegative substituent in the ligand leads to an increased ratio of linear aldehyde to branched-chain aldehyde in the hydroformylation reaction product.

Abstract: Organic compound conversion in the presence of a new class of heterogeneous catalyst is provided. Said new class of heterogeneous catalyst comprises a substrate having a minimum surface area of about 10 m.sup.2 /g and having pores with a minimum pore diameter of about 5 Angstrom Units, said substrate being modified by at least one amine functional member coordinated to a metal function, said amine functional member acting as a bridging member between said substrate and said metal function.

Abstract: This invention provides a catalyst and process for achieving highly selective straight chain aldehyde formation from alpha-olefins under hydroformylation conditions. The improved hydroformylation results are obtained under mild conditions of temperature and pressure in the presence of a stabilized catalyst complex of rhodium metal, bidentate ligand and monodentate ligand represented by the formula: ##STR1## Illustrative of a preferred bidentate ligand is trans 1,2-bis(diphenylphosphinomethyl)cyclobutane. Illustrative of a preferred monodentate ligand is diphenylethylphosphine. It is an essential feature of the invention process that the monodentate ligand is provided in a molar excess with respect to the rhodium metal in the stabilized catalyst complex.