Copper Containing Patents (Class 502/165)
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Patent number: 4990281Abstract: A composition useful as an adhesion promoting primer activator for cureable acrylic monomer formulations, particularly anaerobic cureable formulations, comprises a solution in a volatile organic solvent of a Cu(II), Co(II), Mn(II), Mn(III), or Cr(III) salt of an acid phosphate acrylic monomer. The acid phosphate monomer may be one of the formula: ##STR1## where R.sup.1 is H or methyl, R.sup.2 is a divalent organic group having 2-40 carbon atoms and A is OH or CH.sub.2 .dbd.C(R.sup.1)C(.dbd.O)OR.sup.2 O--.Type: GrantFiled: November 6, 1987Date of Patent: February 5, 1991Assignee: Loctite CorporationInventor: Paul J. Clark
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Patent number: 4980327Abstract: Transition metal on an inert stable carrier hydrogenation catalysts are stabilized with a coating of a fatty amine and an alkane wherein the fatty amine-alkane coating has a melting point of about 130.degree. C. to about 180.degree. F.Type: GrantFiled: March 6, 1990Date of Patent: December 25, 1990Assignee: United Catalysts Inc.Inventor: David C. Wolfe
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Patent number: 4950798Abstract: A novel hydroformylation process for the conversion of olefins having up to about 20 carbon atoms to their corresponding aldehydes is provided herein involving the use of catalysts comprising chelates in which a ligand is chelated at a metal center to produce at least one heterocyclic ring with the central metal atom as part of the ring, i.e., platinum-group metal phosphinoalkylsilyl complexes with bis- or tris(phosphinoalkyl)silyl. Novel catalysts are also provided which are platinum-group metal complexes with bis- or tris(phosphinoalkyl)silyl ligands, which are synthesized by using novel bis(phosphinoalkyl)silanes or tris(phosphinoalkyl)silanes.Type: GrantFiled: December 14, 1988Date of Patent: August 21, 1990Assignee: University of VictoriaInventors: Stephen R. Stobart, Stephen L. Grundy, Frederick L. Joslin
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Patent number: 4935395Abstract: There is disclosed synthesis of CH.sub.3 OH from carbon monoxide and hydrogen using an extremely active homogeneous catalyst for methanol synthesis directly from synthesis gas. The catalyst operates preferably between 100.degree.-150.degree. C. and preferably at 100-150 psia synthesis gas to produce methanol. Use can be made of syngas mixtures which contain considerable quantities of other gases, such as nitrogen, methane or excess hydrogen. The catalyst is composed of two components: (a) a transition metal carbonyl complex and (b) an alkoxide component. In the simplest formulation, component (a) is a complex of nickel tetracarbonyl and component (b) is methoxide (CH.sub.3 O.sup.13 ), both being dissolved in a methanol solvent system. The presence of a co-solvent such as p-dioxane, THF, polyalcohols, ethers, hydrocarbons, and crown ethers accelerates the methanol synthesis reaction.Type: GrantFiled: January 7, 1988Date of Patent: June 19, 1990Assignee: Associated Universities, Inc.Inventors: Devinder Mahajan, Richard S. Sapienza, William A. Slegeir, Thomas E. O'Hare
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Patent number: 4879266Abstract: An organic carbonate such as dimethyl carbonate is prepared by reacting an alcohol such as methanol, oxygen, and carbon monoxide in the presence of a catalyst system containing Cu(OMe)Cl as catalyst and boron trifluoride, calcium chloride, benzyltriethylammonium chloride, etc. as promoters.Type: GrantFiled: July 14, 1988Date of Patent: November 7, 1989Assignee: Texaco Inc.Inventor: Ajit K. Bhattacharya
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Patent number: 4874736Abstract: The invention relates to compositions that may be used as catalysts for the preparation of polymers of carbon monoxide and olefinically unsaturated hydrocarbons. The invention also relates to processes using the catalyst compositions of the invention to prepare said polymers. The processes comprise contacting the monomers in the presence of a catalyst obtained from the reaction of a Group VIII metal compound with a nitrogen bidentate ligand, an anion of a non-hydrohalogenic acid having a pKa of less than 6, and an organic oxidant.Type: GrantFiled: September 23, 1988Date of Patent: October 17, 1989Assignee: Shell Oil CompanyInventor: Eit Drent
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Patent number: 4859647Abstract: A composition comprising a complex of a Cu(II) salt formed from copper or a copper salt, an organosilicon compound having at least one Si-bonded group which include 2 amino nitrogens which may enter into a heterocyclic ring structure with Cu and 2 to 5 carbon atoms linking the N atoms, and water in the presence of oxygen, is useful as a catalyst for oxidative coupling reactions of certain silicon compounds. Formulations comprising up to 5 parts of the above composition and 100 parts of either arylolsilicon compounds or arylcyanophenylacetylsilicon compounds are particularly claimed.Type: GrantFiled: March 3, 1987Date of Patent: August 22, 1989Assignee: Dow Corning, Ltd.Inventor: Peter O. Bentz
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Patent number: 4859646Abstract: A process for the dimerization of alpha-alkenes having 2 to 12 carbon atoms in the presence of an alkanediol solvent and of a novel catalytic system formed by combining:(a) a palladium(II) compound,(b) a chelate ligand comprising a compound containing at least two N coordinating atoms which are connected through a chain comprising two C atoms, >2.0 mol chelate ligand per gram-atom Pd being used, p1 (c) a protonic acid, except hydrohalogenic acids, and(d) a salt of Cu, Fe, Zn, Sn, Mn, V, Al or a group VIB metal, except a halide.Type: GrantFiled: September 6, 1988Date of Patent: August 22, 1989Assignee: Shell Oil CompanyInventor: Eit Drent
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Patent number: 4853357Abstract: The additional of redox-active metal components and ligands, alternatively or simultaneously, results in increased conversion and selectivity in the palladium-catalyzed oxidation of olefins to carbonyl products in the presence of polyoxoanions. In preferred modes, heteropolyoxoanions and Isopolyoxoanions containing tungsten, molybdenum and vanadium, individually or in combination, are described. The use of copper as the redox-active metal component shows reduced allylic reactivity. The elimination of chloride from the catalyst system provides substantial engineering advantages over the prior art, particularly, the reduction of corrosion and chloro-organic by-product formation. The use of redox-active metal components and/or ligands makes the palladium-polyoxoanion catalyst system industrially practicable.Type: GrantFiled: September 30, 1987Date of Patent: August 1, 1989Assignee: Catalytica AssociatesInventors: Janis Vasilevskis, Jacques C. De Deken, Robert J. Saxton, Paul R. Wentrcek, Jere D. Fellmann, Lyubov S. Kipnis
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Patent number: 4831002Abstract: Self-promoted molybdenum and tungsten sulfide hydrotreating catalysts are prepared by heating one or more water soluble catalyst precursors in a non-oxidizing atmosphere in the presence of sulfur at a temperature of at least about 200.degree. C. The precursors are (Cr.sub.x M.sub.1-x L)[Mo.sub.y W.sub.1-y O.sub.4 ].sub.1+.5x wherein M is a divalent promoter metal selected from the group consisting of Mn, Fe, Co, Ni, Cu, Zn and mixtures thereof, x is any value from about 0.2 to 1, y is any value from 0 to 1, and wherein L is a nitrogen-containing, neutral multidentate, chelating ligand. In a preferred embodiment the lligand L will comprise one or more chelating alkyl di- or triamines and the non-oxidizing atmosphere will comprise H.sub.2 S.Type: GrantFiled: July 29, 1987Date of Patent: May 16, 1989Assignee: Exxon Research and Engineering CompanyInventors: Teh C. Ho, Larry E. McCandlish, Archie R. Young, II, Edward J. Osterhuber
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Patent number: 4792541Abstract: This invention relates to the preparation and use of catalysts useful for hydroprocessing processes, such as hydrotreating, wherein said catalysts are formed by heating, at elevated temperature, in the presence of sulfur and under oxygen-free conditions, a composite of support material and one or more catalyst precursor salts containing a thiometallate anion of Mo, W or mixture thereof and a cation comprising one or more divalent promoter metals at least one of which is iron, wherein said promoter metal or metals are chelated by at least one neutral, nitrogen-containing polydentate ligand, and wherein said additional divalent promoter metal, if any, is selected from the group consisting of Ni, Co, Mn, Zn, Cu and mixture thereof.Type: GrantFiled: August 21, 1986Date of Patent: December 20, 1988Assignee: Exxon Research and Engineering CompanyInventors: Teh C. Ho, Archie R. Young, Allan J. Jacobson, Russell R. Chianelli
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Patent number: 4778905Abstract: Novel dinuclear and water-soluble rhodium complexes, well suited as hydroformylation catalysts, as are aqueous solutions thereof, have the general formula: ##STR1## in which R and R', which are identical or different, are each a substituted or unsubstituted hydrocarbon radical, with the proviso that R and R' may together form a single divalent radical, TAPS is a sulfonated triarylphosphine ligand, and L is a carbonyl (CO) or a TAPS ligand.Type: GrantFiled: October 16, 1985Date of Patent: October 18, 1988Assignee: Rhone-Poulenc Chimie de BaseInventors: Bernard Besson, Philippe Kalck, Alain Thorez
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Patent number: 4761467Abstract: An organic carbonate such as dimethyl carbonate is prepared by reacting an alcohol such as methanol with carbon monoxide and oxygen in the presence of a catalyst system containing Cu(OMe)Cl as a catalyst and a pyridine compound as a ligand of the catalyst system.Type: GrantFiled: October 21, 1985Date of Patent: August 2, 1988Assignee: Texaco Inc.Inventor: Ajit K. Bhattacharya
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Patent number: 4755496Abstract: Hydrocarbon feeds are upgraded by contacting a feed, at elevated temperature and in the presence of hydrogen, with a supported self-promoted catalyst prepared by heating a composite of support material and one or more catalyst precursor salts under oxygen-free conditions and in the presence of sulfur at a temperature of at least about 250.degree. C. The precursor salt or salts will be of the general formula (ML) (Mo.sub.y W.sub.1-y S.sub.4) wherein M comprisess one or more promoter metals selected from the group consisting essentially of Mn, Fe, Co, Ni, Zn and mixtures thereof, wherein y is any value ranging from 0 to 1 and wherein L is one or more neutral, nitrogen-containing ligands at least one of which is a chelating, polydentate ligand.Type: GrantFiled: April 30, 1987Date of Patent: July 5, 1988Assignee: Exxon Research and Engineering CompanyInventors: Teh C. Ho, Russell R. Chianelli, Allan J. Jacobson, Archie R. Young
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Patent number: 4738943Abstract: A substantially chloride-free palladium oxidation system, comprising a palladium component, a copper component, and a ligand is described. The Wacker system, consisting of palladium and copper chlorides is also improved by the addition of a ligand. The palladium and copper counterion are independently selected from BF.sub.4.sup.-, CF.sub.3 COO.sup.-, SO.sub.4.sup.=, and NO.sub.3.sup.-. The ligand is preferably a nitrile-containing compound.Type: GrantFiled: August 21, 1987Date of Patent: April 19, 1988Assignee: Catalytica AssociatesInventors: Janis Vasilevskis, Paul L. Ridgway, Eric R. Evitt
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Patent number: 4730080Abstract: Preparation of diesters of alkanedioic acids by reacting a dihydrocarbyl peroxide with carbon monoxide and optionally with an alpha-ethylenically unsaturated compound in the presence of a solvent, a Group VIII noble metal or a compound thereof and of a cupric salt.Type: GrantFiled: June 27, 1986Date of Patent: March 8, 1988Assignee: Shell Oil CompanyInventor: Eit Drent
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Patent number: 4720474Abstract: The addition of redox-active metal components and ligands, alternatively or simultaneously, results in increased conversion and selectivity in the palladium-catalyzed oxidation of olefins to carbonyl products in the presence of polyoxoanions. In preferred modes, heteropolyoxoanions and isopolyoxoanions containing tungsten, molybdenum and vanadium, individually or in combination, are described. The use of copper as the redox-active metal component shows reduced allylic reactivity. The elimination of chloride from the catalyst system provides substantial engineering advantages over the prior art, particularly, the reduction of corrosion and chloro-organic by-product formation. The use of redox-active metal components and/or ligands makes the palladium-polyoxoanion catalyst system industrially practicable.Type: GrantFiled: September 24, 1985Date of Patent: January 19, 1988Assignee: Catalytica AssociatesInventors: Janis Vasilevskis, Jacques C. De Deken, Robert J. Saxton, Paul R. Wentrcek, Jere D. Fellmann, Lyubov S. Kipnis
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Patent number: 4716138Abstract: An oligomerization or cooligomerization process comprising passing ethylene or a mixture of ethylene and propylene in contact with a catalyst, in the liquid phase, said catalyst comprising the reaction product of (i) a transition metal compound wherein the transition metal is selected from the group consisting of nickel, chromium, cobalt, iron, and copper, and mixtures thereof and (ii) at least one organophosphorus sulfonate ligand.Type: GrantFiled: December 12, 1986Date of Patent: December 29, 1987Assignee: Union Carbide CorporationInventor: Rex E. Murray
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Patent number: 4692548Abstract: The dimerization of acrylate esters and of ethene and the codimerization of acrylate esters with C.sub.2-4 -alkenes or 1,3-butadiene and of 1,3-butadiene with ethene in the presence of:(a) a Pd and/or Ru compound,(b) a compound containing one trivalent N or P atom, and(c) an Ag and/or Cu salt,yields at an increased reaction rate dimers of high linearity, when a quinone is also present.Type: GrantFiled: May 14, 1986Date of Patent: September 8, 1987Assignee: Shell Oil CompanyInventor: Eit Drent
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Patent number: 4691053Abstract: A novel process for producing oxygen-containing organic compounds with high selectivity and good yield by oxidizing organic compounds under mild conditions is provided, which process comprises using as a catalyst for the oxidation, a complex (M.sub.m X.sub.n.L.sub.l) consisting of a transition metal compound (M.sub.m X.sub.n) and an organic phosphorous compound (L) as a ligand, wherein M represents a transition metal belonging to group I, group IV.about.VII or iron group in group VIII of the periodic table; X represents an anion such as a halogen; ligand L represents an organic phosphorous compound; and m and n mean a number of the atomic valence of said transition metal (ion) M and said anion X, respectively, and l means a number of said ligand.Type: GrantFiled: June 4, 1984Date of Patent: September 1, 1987Assignee: Babcock-Hitachi Kabushiki KaishaInventors: Mutsuo Yamada, Yasuyuki Nishimura, Yoshijiro Arikawa, Takanori Kuwahara, Taiji Kamiguchi, Hirotoshi Tanimoto
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Patent number: 4689437Abstract: An olefin oligomerization/cooligomerization process with a catalyst comprising the reaction product of (1) a transition metal compound selected from the metals Ni, Co, Cr, Fe, Cu, (2) a catalyst activator capable of donating a hydride, alkyl, alkenyl or aryl group when the transition metal has the oxidation state of O or the transition metal compound does not have a hydride, alkyl, alkenyl or aryl group, and (3a) an organophosphorus sulfonate ligand containing one benzene ring with trivalent phosphorus P(III) group and SO.sub.3 M group at ortho-positions, or one benzene ring with CH.sub.2 --P(III) and CH.sub.2 --SO.sub.3 M groups at ortho-positions, or a bridging or fused aromatic ring system with P(III) or CH.sub.2 --P(III) group and SO.sub.3 M or CH.sub.2 --SO.sub.3 M group at adjacent positions on different rings, or any aromatic ring having the P(III) and SO.sub.3 M groups at adjacent positions, where M is H, Group IA or Group IIA metals, quarternary ammonium or phosphonium (NR.sub.4, PR.sub.Type: GrantFiled: July 21, 1986Date of Patent: August 25, 1987Assignee: Union Carbide CorporationInventor: Rex E. Murray
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Patent number: 4687756Abstract: A vulcanization accelerator containing as an active ingredient a compound having at least one dithiocarbamoyl group, which is shown by the following general formula [I], a means for accelerating vulcanization by adding said compound and rubber products having improved quality which is attained by using said compound as a vulcanization accelerator: ##STR1## wherein R.sup.1 stands for an alkyl group having one to 12 carbon atoms, a cycloalkyl group having 3 to 8 carbon atoms, an aryl group having 6 to 12 carbon atoms or an aralkyl group having 7 to 13 carbon atoms, A stands for a group shown by the formula ##STR2## or metallic atom; in which x represents zero or an integer of 1 to 5, R.sup.Type: GrantFiled: November 22, 1985Date of Patent: August 18, 1987Assignee: Sumitomo Chemical Company, LimitedInventors: Akinori Okamoto, Tetsuo Yamaguchi, Haruki Okamura, Eizo Okino
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Patent number: 4672051Abstract: This invention is directed to a process and a catalyst for the conversion of an aldehyde to a diolefin comprising contacting an aldehyde of 4 to 6 carbon atoms in the vapor phase at a temperature of 200.degree. to 300.degree. C. with a polymer bound dehydration catalyst. More specifically, this invention is concerned with a process for the catalytic dehydration of 2-methylbutanal (2MBA) to isoprene in the vapor phase with a polymer bound dehydration catalyst.Type: GrantFiled: October 14, 1986Date of Patent: June 9, 1987Assignee: The Goodyear Tire & Rubber CompanyInventors: Wen-Liang Hsu, Neil A. Maly
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Patent number: 4663302Abstract: A catalyst composition which is useful in the preparation of polyurethanes by reaction of polyols with polyisocyanates is prepared by the reaction of a metal salt having the formula MX.sub.n wherein M represents potassium, zinc, copper, nickel, cobalt, iron, bismuth, lead, vanadium, or antimony, X represents a carboxylate group having from 2 to 20 carbon atoms, a halogen or an alkoxide group having from 1 to 20 carbon atoms, and n is a number equal to the valence state of M with a bicyclic amide acetal having the formula ##STR1## wherein R, R" and R' independently represent hydrogen, an alkyl group having from 1 to 20 carbon atoms, an alkyl ether group having from 1 to 20 carbon atoms, an aryl group having from 6 to 12 carbon atoms, an aryl ether group having from 6 to 12 carbon atoms, an alkaryl group having from 7 to 20 carbon atoms or an alkaryl ether group having from 7 to 20 carbon atoms.Type: GrantFiled: October 1, 1986Date of Patent: May 5, 1987Assignee: Ashland OilInventor: Anil B. Goel
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Patent number: 4642374Abstract: A process for the preparation of an ester of dicarboxylic acid from an alkene, carbon monoxide. The process is catalyzed by a catalyst which comprises a platinum group metal, for example palladium, and a copper compound. To avoid catalyst deactivation the process is carried out in the presence of a dihydrocarbyl peroxide which is reduced to a hydrocarbyl alcohol under the process conditions. The process can be used, for example, to prepare succinate esters from ethylene, carbon monoxide, an alcohol and a dihydrocarbyl peroxide such as di-tertiary butyl peroxide.Type: GrantFiled: December 17, 1985Date of Patent: February 10, 1987Assignee: The British Petroleum Company p.l.c.Inventors: Andrew R. Lucy, George E. Morris
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Patent number: 4612301Abstract: A new catalyst system for the conversion of short-chain aliphatic alcohols to hydrocarbons having the formula[ML.sub.q ].sub.b.sup.m+ [N].sub.d.sup.n+ [X.sup.p+ Y.sub.a Z.sub.(12-a) O.sub.40 ].sup.-(8-p)wherein:[ML] is an organometallic compound where M is at least one metal selected from Group IIIA, IVA, VA, IB, IIB, IVB, VB, VIA, Fe, Co, and Ni; and L is an organic ligand,N is a positively charged species including a positively charged organic ligand,X is at least one element selected from P, Si, As, Ti, Zr, B, Co, Cu or Sn,Y and Z are independently selected from W, Mo, or V,m+n=8-pq=1-6O<a.ltoreq.12O.ltoreq.d<3b=1 to 3.Type: GrantFiled: April 17, 1985Date of Patent: September 16, 1986Assignee: The Standard Oil CompanyInventors: Janie K. Currie, Arthur J. Cooper, Frederick A. Pesa
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Patent number: 4551543Abstract: A hydroformylation catalyst of the formulaL.sub.a CuCo(CO).sub.b L'cwherein L is a monodentate phosphine, a bidentate phosphine or a bidentate amine, a is 1-3, b is 3 or 4, c is 0 or 1; provided that, where b=4, c=0 and L' is CO, phosphine or phosphite. Where the catalysts have the formulaL.sub.a CuCo(CO).sub.4the compounds are novel.Type: GrantFiled: December 21, 1983Date of Patent: November 5, 1985Assignee: Exxon Research and Engineering Co.Inventors: Gerald Doyle, Kenneth A. Eriksen, Roy L. Pruett
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Patent number: 4504674Abstract: Alkyl acrylate esters are dimerized to dialkyl hexenedioates in the presence of a metal-treated ruthenium compound, an alcohol, optionally a phosphine, and optionally a carboxamide. The hexenedioate products are useful to prepare adipic acid.Type: GrantFiled: April 18, 1983Date of Patent: March 12, 1985Assignee: E. I. DuPont de Nemours & Co.Inventor: Ronald J. McKinney
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Patent number: 4477589Abstract: Compounds according to formula:M.sup.1.sub.a [M.sup.2 (CN).sub.b (A).sub.c ].sub.d.w M.sup.3 D.sub.e.x H.sub.2 O. y L. z H.sub.n E.sub.m,wherein M.sup.1 represents at least one of Zn(II), Fe(II), Co(II), Ni(ii), Mn(II), Cu(II), Sn(II), or Pb(II); M.sup.2 represents at least one of Fe(II), Fe(III), Co(III), Cr(III), Mn(II), Mn(III), Ir(III), Rh(III), Ru(II), V(IV) or V(V); M.sup.3 represents M.sup.1 and/or M.sup.2 ; A, D and E each represent an anion which may be the same or different; L represents an alcohol, aldehyde, ketone, ether, ester, amide, nitrile or sulphide or mixtures thereof; a and d are numbers to satisfy the valency state of M.sup.1 and M.sup.2 in the double metal cyanide part of the general formula I; b and c are integers (b>c) which together with a and d provide the electroneutrality of the double metal cyanide part of the general formula I; e is an integer satisfying the valency state of M.sup.3 ; n and m are integers satisfying the electroneutrality of HE, andw is a number between 0.Type: GrantFiled: March 14, 1983Date of Patent: October 16, 1984Assignee: Shell Oil CompanyInventors: Harm van der Hulst, George A. Pogany, Jan Kuyper
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Patent number: 4471068Abstract: Polyphenylene oxides are prepared by the oxidative coupling of monohydroxy aromatic compounds such as 2,6-xylenol in the presence of copper-bromide-amine catalysts in which at least part of the amine component is a diamine such as N,N'diphenylethylendiamine, N,N'-diphenyl-N,N'-dimethylethylene diamine or N,N'-diphenylpiperazine. Other amines preferably present in the catalyst are a tertiary monoamine such as dimethyl-n-butylamine and a secondary monoamine such as di-n-butylamine. The diamines are characterized by a low rate of consumption during polymerization, and the catalysts prepared therefrom are hydrolytically stable.Type: GrantFiled: March 11, 1983Date of Patent: September 11, 1984Assignee: General Electric CompanyInventor: Deborah A. Haitko
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Patent number: 4432889Abstract: A heterogeneous catalyst formed by the steps of:(a) irradiating an organic macromolecular substrate or a metal substrate with ionizing or U.V. radiation in the presence of a monomer selected from the group comprising o-, m-, or p- styryl diphenyl phosphine or o-, m-, or p- phenyl acrylyl diphenyl phosphine to graft the monomer to the substrate, and(b) reacting the graft copolymer with a homogeneous catalyst selected from the group consisting of catalytic metal salts and catalytic organometallic complexes such that the monomer-substrate conjugate becomes a ligand of the catalyst.These catalysts have particular activity in hydrogenation reactions, hydroformylation reactions, isomerization reactions, cracking reactions and dehydrogenation reactions of organic compounds.Type: GrantFiled: February 6, 1981Date of Patent: February 21, 1984Assignee: Unisearch LimitedInventors: John L. Garnett, Mervyn A. Long, Ronald G. Levot
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Patent number: RE31812Abstract: Olefins are hydroformylated to aldehydes in the presence of a catalytic system comprising a rhodium containing, aqueous solution of certain sulfonated aryl phosphine compounds.Type: GrantFiled: June 29, 1982Date of Patent: January 22, 1985Assignee: Rhone-Poulenc IndustriesInventor: Emile Kuntz