Group Vi Or Viii Metal Containing Catalyst Utilized Patents (Class 564/480)
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Patent number: 5093528Abstract: Process for producing a secondary amine terminated polyether from a primary amine terminated polyether in which the primary amine terminated polyether is reacted at elevated temperature with a carbonyl compound in the presence of hydrogen and a catalyst composition comprising nickel, ruthenium and at least one other transition metal selected from the second or third row transition metals. The amount of carbonyl compound employed is in excess of the stoichiometric amount required to react completely with the ether. The secondary amine terminated polyethers are useful in the formation of polyurea elastomers.Type: GrantFiled: August 14, 1990Date of Patent: March 3, 1992Assignee: BP Chemicals LimitedInventors: Ian D. Dobson, Simon F. T. Froom
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Patent number: 5091585Abstract: A method for continuous production of tertiary aliphatic methyl amines, particularly fatty aliphatic methyl amines such as di-hydrogenated tallow methyl amine from fatty alkyl amines, such as di-hydrogenated tallow amine over a nickel catalyst has been discovered. The reaction gives high selectivity of tertiary methyl amine over the coproduced secondary amines. The reaction may be conducted continuously in the presence of hydrogen and a formaldehyde source. The formaldehyde source may be selected from the group consisting of formaldehyde alone, formalin, a solution of mixed formaldehyde and paraformaldehyde in methanol and water, trioxane and mixtures thereof. The nickel catalyst may be promoted with copper and/or chromium, in one embodiment.Type: GrantFiled: December 21, 1990Date of Patent: February 25, 1992Assignee: Texaco Chemical CompanyInventors: Wei-Yang Su, Robert L. Zimmerman
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Patent number: 5082972Abstract: At least one of ammonia and ethylenediamine is reacted with monoethanolamine in the presence of a catalyst containing phosphoric acid or its condensate in order to prepare acyclic ethyleneamines, and the catalyst can be improved in performance and the life of the catalyst can be prolonged by feeding a phosphorus-containing material to a reaction system during the reaction. In addition, the catalyst having a deteriorated performance can be reactivated by adding the phosphorus-containing material to the catalyst.Type: GrantFiled: July 11, 1990Date of Patent: January 21, 1992Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Tadashi Komiyama, Hisaharu Kuboyama, Takashi Jimbo, Hiroyoshi Watanabe, Shuichi Tokumoto, Yumiko Endoh, Eiichi Sugiyama, Yoshitaro Naganuma
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Patent number: 5075505Abstract: The process of making N,N-dimethyl-N-alkylamines containing less than 1% of alkanols by hydrogenation of N,N-dimethylalkylamines on a catalyst of the copper chromite type containing an amount of manganese oxide effective to keep the alkanol level below 1%.Type: GrantFiled: February 26, 1990Date of Patent: December 24, 1991Assignee: Ceca, S.A.Inventors: Christian Forquy, Rene Brouard
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Patent number: 5073635Abstract: A process of preparing linearly-extended polyalkylenepolyamines, such as linear and branched polyethylenepolyamines, comprising contacting a difunctional aliphatic alcohol, such as monoethanolamine, with a reactant aliphatic amine, such as ethylenediamine, in the presence of a metal silicate catalyst wherein the metal is selected from Groups IIIB, IVB, VB and the lanthanide rare earth metals. Reactions of piperazines with alkanolamines to yield alcohol-extended and/or amine-extended piperazines are included in the process of this invention.Type: GrantFiled: June 22, 1990Date of Patent: December 17, 1991Assignee: The Dow Chemical CompanyInventors: Robert G. Bowman, David C. Molzahn, George E. Hartwell
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Patent number: 5073649Abstract: A process for producing an alkylenamine, which comprises reacting ammonia and/or a polyalkylene polyamine with an alkanolamine to obtain an alkylenamine having an increased number of alkylene chains over the ammonia and/or the alkylenamine as starting material, wherein a catalyst having a niobium-containing substance supported on a carrier is used for the reaction.Type: GrantFiled: February 9, 1989Date of Patent: December 17, 1991Assignee: Tosoh CorporationInventors: Yasushi Hara, Nobumasa Suzuki, Yukio Ito, Kazuhiko Sekizawa
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Patent number: 5071980Abstract: Disclosed is a process for simultaneously producing morpholine and GIGLYCOLAMINE.RTM. amine while suppressing CO.sub.2 formation comprising the steps of:reacting anhydrous diethylene glycol with ammonia in the presence of added hydrogen over a dual nickel/ruthenium catalyst system comprising a nickel-based catalyst plus a supported ruthenium catalyst, andisolating said morpholine compound and said DIGLYCOLAMINE.RTM. amine compound from the reaction products.Type: GrantFiled: December 21, 1990Date of Patent: December 10, 1991Assignee: Texaco Chemical CompanyInventor: John F. Knifton
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Patent number: 5068329Abstract: A continuously generated alkyleneamines produces composition comprising, based on 100% of the moles of the composition and exclusive of any MEA and water present,a) about 50 to about 90 mole % AEEA,b) less than about 3 mole % EDA but more than 0.01 mole % EDA,c) less than about 2 mole % DETA but more than 0.01 mole % DETA,d) about 5 to about 18 mole % of the combination of PIP, AEP and HEP,e) about 5 to about 20 mole % of one or more of TETAs and TEPAs,f) less than about 1 mole % of other polyalkylene polyamines,g) a mole ratio of AEEA to the combination of PIP, AEP, HEP, DETA and EDA is greater than about 2.Type: GrantFiled: September 4, 1990Date of Patent: November 26, 1991Assignee: Union Carbide Chemicals and Plastics Technology CorporationInventors: Lloyd M. Burgess, Charles A. Gibson
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Patent number: 5068330Abstract: A continuously generated alkyleneamines producers composition comprising, based on 100% of the moles of the composition and exclusive of any MEA and water present,a) about 15 to about 50 mole % AEEA,b) about 15 to about 55 mole % EDA,c) about 10 to about 20 mole % DETA,d) about 5 to about 20 mole % of the combination of PIP,AEP and HEP,3) about 3 to about 10 mole % of one or more of TETAs and TEPAs,f) less than about 1 mole % of other polyalkylene polyamines,g) an DETA to AEEA mole ratio less than 0.77, andh) an EDA to AEEA mole ratio less than 8;and a process of manufacturing the same, which comprises feeding hydrogen, ammonia and MEA to a reaction zone containing a fixed bed of a reductive amination catalyst, wherein the hydrogen comprises about 20 to about 60 mole percent of the feed in the reaction zone and the mole ratio of ammonia to MEA is about 1 to about 5, the temperature of the reaction zone is about 120.degree. C. to about 300.degree. C.Type: GrantFiled: September 4, 1990Date of Patent: November 26, 1991Assignee: Union Carbide Chemicals and Plastics Technology CorporationInventors: Lloyd M. Burgess, Charles A. Gibson
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Patent number: 5030740Abstract: A process for preparing linearly-extended polyalkylenepolyamines, such as linear and branched polyethylenepolyamines, comprising contacting a difunctional aliphatic alcohol, such as monoethanolamine, with a reactant amine, such as ethylenediamine, in the presence of a catalyst containing tungsten oxide essentially free of the metals of Groups VIII, IB, and IIB of the Periodic Table. Included among the linearly-extended polyalkylenepolyamines are alcohol-extended piperazines, such as N-(2-hydroxyethyl)-piperazine, and amine-extended piperazines, such as N-(2-aminoethyl)piperazine.Type: GrantFiled: October 14, 1988Date of Patent: July 9, 1991Assignee: The Dow Chemical CompanyInventors: Robert G. Bowman, David C. Molzahn, George E. Hartwell
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Patent number: 5023379Abstract: A process for the production of hydroxyamines of the formula IR.sup.1 --CH(OH)--CH(NHR.sup.3)--R.sup.2 (I)whereinR.sup.1 and R.sup.2 independently of one another are H or CH.sub.2 OH andR.sup.3 is H, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -hydroxyalkyl comprising reacting an oxo compound with an amine and reducing the resultant ketimine with a reducing agent.Type: GrantFiled: March 12, 1990Date of Patent: June 11, 1991Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Ernst Felder, Michael Romer, Hans Bardonner, Hartmut Hartner, Wolfgang Fruhstorfer
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Patent number: 5015773Abstract: An amine is produced by reacting in the presence of hydrogen at elevated temperature a first reactant which is a compound substantially involatile at the elevated temperature employed and having either one, two or more hydroxyl functions, each of which is independently either a primary or secondary hydroxyl function, with a second reactant which is either ammonia or a primary or a secondary amine in the presence of a reductive amination catalyst wherein the reaction is effected in either a continuously or periodically open system.Type: GrantFiled: August 4, 1989Date of Patent: May 14, 1991Assignee: BP Chemicals LimitedInventor: Ian D. Dobson
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Patent number: 5015774Abstract: A process for preparing polyoxyalkylene polyamine having secondary amino groups at the end of polymer chain by reaction of polyoxyalkylene polyol with primary amine is disclosed.Polyoxyalkylene polyamine having higher content of the secondary amino groups can be obtained by using a catalyst containing (1) Ni and Zn, (2) Co and Zn, or (3) Ni, Co and Zn; by using a conventionally known catalyst in the presence of monohydric alcohol; or by using the catalyst containing (1) Ni and Zn, (2) Co and Zn, or (3) Ni, Co and Zn, in the presence of monohydric alcohol.Type: GrantFiled: November 14, 1989Date of Patent: May 14, 1991Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Ariko Suekane, Fumio Yamazaki, Takayoshi Masuda
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Patent number: 5011926Abstract: Disclosed is a process for simultaneously producing morpholine and DIGLYCOLAMINE.RTM. amine while suppressing CO.sub.2 formation comprising the steps of:reacting diethylene glycol with ammonia in the presence of added hydrogen over a dual nickel-based catalyst comprising a nickel-copper-chromium oxide mix in combination with nickel-on-alumina, aisolating said morpholine compound and said DIGLYCOLAMINE.RTM. amine compound from the reaction products.Type: GrantFiled: June 25, 1990Date of Patent: April 30, 1991Assignee: Texaco Chemical CompanyInventor: John F. Knifton
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Patent number: 5002922Abstract: Catalysts whose active material contains, in addition to from 20 to 85% by weight, calculated as ZrO.sub.2, of oxygen-containing zirconium compounds, from 1 to 30% by weight, calculated as CuO, of oxygen-containing compounds of copper and from 1 to 40% by weight each, calculated as CoO or NiO, respectively, of oxygen-containing compounds of cobalt and of nickel are used for the amination of alcohols under hydrogenating conditions.Type: GrantFiled: December 27, 1989Date of Patent: March 26, 1991Assignee: BASF AktiengesellschaftInventors: Matthias Irgang, Juergen Schossig, Wolfgang Schroeder, Siegfried Winderl
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Patent number: 5003107Abstract: Poly(oxytetramethylene) diamines useful in the preparation of polyamide and polyurea elastomers are prepared by the catalytic reductive amination of a poly(oxytetramethylene) glycol feedstock under reductive amination conditions in the presence of ammonia and hydrogen using a hydrogenation/dehydrogenation catalyst composed of, on an oxide-free basis, about 70 to 75 wt. % of nickel, about 20 to about 25 wt. % of copper, about 0.5 to 5 wt. % of chromium and about 1 to 5 wt. % of molybdenum.Type: GrantFiled: December 18, 1989Date of Patent: March 26, 1991Assignee: Texaco Chemical CompanyInventors: Robert L. Zimmerman, John M. Larkin
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Patent number: 4992587Abstract: Process for preparing a ruthenium promoted, halogen-containing, nickel and/or cobalt catalyst includes impregnating, in one or more steps, a porous metal oxide support with a nickel compound and/or a cobalt compound, and a ruthenium compound to form a catalyst intermediate; reducing the nickel compound and/or cobalt compound, and ruthenium compound, in one or more steps, to the respective metal by reacting the catalyst intermediate with hydrogen gas at an elevated temperature sufficient to reduce the respective compounds to the metal; and introducing halogen by adding a halide compound at any stage in the process. Catalyst prepared by the above process and use thereof.Type: GrantFiled: June 2, 1989Date of Patent: February 12, 1991Assignee: Berol Kemi ABInventor: Juhan Koll
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Patent number: 4983736Abstract: This invention relates to a process for making amines by condensing an amino compound in the presence of a metallic polyphosphate condensation catalyst having a condensed structure. This invention also relates to an alkyleneamines producers composition rich in triethylenetetramine (TETA), tetraethylenepentamine (TEPA) and pentatethylenehexamine (PEHA).Type: GrantFiled: August 8, 1989Date of Patent: January 8, 1991Assignee: Union Carbide Chemicals and Plastic Company Inc.Inventors: Arthur R. Doumaux, Jr., David J. Schreck
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Patent number: 4982003Abstract: A mixed oxide catalyst comprising niobium oxide and a member selected from the group consisting of titania, alumina, silica, zirconia and oxides of elements in Groups IIA, VA, VIA, IB, IIB, IIIB, VB, VIB, VIIB and VIII of the Periodic Table. A process for producing an alkylenamine, which comprise reacting ammonia and/or an alkylenamine with an alkanolamine in the presence of such a mixed oxide.Type: GrantFiled: November 2, 1988Date of Patent: January 1, 1991Assignee: Tosoh CorporationInventors: Yasushi Hara, Nobumasa Suzuki, Yukio Ito, Kazuhiko Sekizawa
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Patent number: 4977266Abstract: A continuously generated alkyleneamines producers composition comprising, based on 100% of the moles of the composition and exclusive of any MEA and water present,(a) about 15 to about 50 mole % AEEA,(b) about 15 to about 55 mole % EDA,(c) about 10 to about 20 mole % DETA,(d) about 5 to about 20 mole % of the combination of PIP, AEP and HEP,(e) about 3 to about 10 mole % of one or more of TETAs and TEPAs,(f) less than about 1 mole % of other polyalkylene polyamines,(g) an DETA to AEEA mole ratio less than 0.77, and(h) an EDA to AEEA mole ratio less than 8;and a process of manufacturing the same, which comprises feeding hydrogen, ammonia and MEA to a reaction zone containing a fixed bed of a reductive amination catalyst, wherein the hydrogen comprises about 20 to about 60 mole percent of the feed in the reaction zone and the mole ratio of ammonia to MEA is about 1 to about 5, the temperature of the reaction zone is about 120.degree. C. to about 300.degree. C.Type: GrantFiled: September 30, 1987Date of Patent: December 11, 1990Assignee: Union Carbide Chemicals and Plastics Company Inc.Inventors: Lloyd M. Burgess, Charles A. Gibson
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Patent number: 4973692Abstract: A continuously generated alkyleneamines producers composition comprising, based on 100% of the moles of the composition and exclusive of any MEA and water present,(a) about 50 to about 90 mole % AEEA,(b) less than about 3 mole % EDA but more than 0.01 mole % EDA,(c) less than about 2 mole % DETA but more than 0.01 mole % DETA,(d) about 5 to about 18 mole % of the combination of PIP, AEP and HEP,(e) about 5 to about 20 mole % of one or more of TETAs and TEPAs,(f) less than about 1 mole % of other polyalkylene polyamines,(g) a mole ratio of AEEA to the combination of PIP, AEP, HEP, DETA and EDA is greater than about 2.Type: GrantFiled: September 30, 1987Date of Patent: November 27, 1990Assignee: Union Carbide Chemicals and Plastics Company Inc.Inventors: Lloyd M. Burgess, Charles A. Gibson
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Patent number: 4967005Abstract: A process is described for the conversion of oxyalkylated alcohols to the corresponding alkoxylated tertiary amines, such as aminated ethoxylated amines, by reaction with a secondary amine at ambient pressure and at above ambient temperature in the presence of hydrogen and a reductive amination catalyst using, as a reductive amination catalyst, metallic iridium.Type: GrantFiled: October 20, 1988Date of Patent: October 30, 1990Assignee: Ethyl CorporationInventor: Kim R. Smith
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Patent number: 4942261Abstract: An allyl type amine is prepared by reacting an allyl type alcohol represented by the following formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 independently stand for a hydrogen atom, an aliphatic hydrocarbon group or alicyclic hydrocarbon having 1 to 8 carbon atoms, or an aromatic hydrocarbon group,with at least one member selected from the group consisting of ammonia, a primary amine and a secondary amine in the presence of a palladium compound and a multidentate phosphorus compound.Type: GrantFiled: December 9, 1988Date of Patent: July 17, 1990Assignee: Showa Denko Kabushiki KaishaInventors: Yoshimasa Ishimura, Takami Oe, Yuseki Suyama, Nobuyuki Nagato
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Patent number: 4937383Abstract: A process for the manufacture of amines by reacting at an elevated temperature an olefin selected from a monoolefin, the alcohol corresponding to its hydration, or a mixture of the monoolefin and the alcohol with ammonia or a primary or secondary amine in the presence of a catalyst and a solvent, said catalyst being ammonium sulfate of a double sulfate of ammonium and a transition metal.Type: GrantFiled: September 20, 1988Date of Patent: June 26, 1990Assignee: AtochemInventors: Yves Brigandat, Jacques Kervennal
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Patent number: 4935546Abstract: A process for the production of a primary alkylamine or a dimethylalkylamine in a single stage comprising heating a reaction medium comprising a long chain carboxylic acid ester with ammonia and hydrogen in the presence of a mixed catalyst of the oxide-metal type; said oxide being titanium dioxide and the metal being a combination of copper and cobalt or of copper, chromium, and cobalt; and the mixed oxide-metal catalyst.Type: GrantFiled: October 9, 1987Date of Patent: June 19, 1990Assignee: Ceca, S.A.Inventors: Joel Barrault, Mongi Seffen, Christian Forquy
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Patent number: 4922024Abstract: A process for preparing amines comprising contacting an alcohol with a reactant amine in the presence of hydrogen and a catalyst comprising at least one compound containing an element of Group VIB and at least one non-metallic element of Groups IIIA, IVA, and VA of the Periodic Table, the contacting occurring under conditions such that the hydroxyl moiety of the alcohol is replaced by the reactant amine to form an amine product.Type: GrantFiled: April 14, 1988Date of Patent: May 1, 1990Assignee: The Dow Chemical CompanyInventors: Robert G. Bowman, Marvin H. Tegen, George E. Hartwell
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Patent number: 4918234Abstract: This invention relates to the catalytic preparation of C.sub.2 to C.sub.4 alkyl amines by the reaction of a C.sub.2-4 alkanol with ammonia in the presence of hydrogen, the reaction being carried out utilizing a crystalline alumino-silicate catalyst system where the ions in the crystalline alumino-silicate catalyst system are predominately cobalt or nickel.Type: GrantFiled: October 13, 1987Date of Patent: April 17, 1990Assignee: Air Products and Chemicals, Inc.Inventor: Michel Deeba
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Patent number: 4912260Abstract: Amines are produced by reacting at elevated temperature a first reactant which is either an alcohol, an aldehyde or a ketone with a second reactant which is either ammonia, a primary or secondary amine or a nitrile in the presence as catalyst of a composition comprising (i) nickel, (ii) ruthenium, and (iii) at least one other transition metal selected from either the second or third row transition metals, for example palladium, rhenium or iridium.Type: GrantFiled: March 21, 1988Date of Patent: March 27, 1990Assignee: BP Chemicals LimitedInventors: Ian D. Dobson, Werner A. Lidy, Peter S. Williams
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Patent number: 4888425Abstract: Enhanced production of predominantly linearly extended polyalkylene polyamines from alkylenediamines reacted with alkylene glycols or alkanolamines using a phosphorus-containing catalyst is achieved by removing water during the reaction.Type: GrantFiled: February 7, 1984Date of Patent: December 19, 1989Assignee: Union Carbide Chemicals and Plastics Company Inc.Inventor: William B. Herdle
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Patent number: 4888447Abstract: A process is described for selectively preparing alkoxylated tertiary amine compounds, such as aminated ethoxylated amines, at ambient pressure by reacting an oxyalkylated alcohol with a secondary amine in the presence of a reductive amination catalyst at above ambient temperature using, as a reductive amination catalyst, a combination of Raney nickel and molybdenum.Type: GrantFiled: June 30, 1988Date of Patent: December 19, 1989Assignee: Ethyl CorporationInventor: Kim R. Smith
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Patent number: 4874896Abstract: This invention relates to a process for preparing an alkylamine by contacting an alcohol and at least one of ammonia, a primary amine, a secondary amine or a tertiary amine with a non-zeolitic molecular sieve under conditions effective to produce the alkylamine.Type: GrantFiled: December 23, 1987Date of Patent: October 17, 1989Assignee: UOPInventors: Kurt D. Olson, Steven W. Kaiser
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Patent number: 4855425Abstract: The present invention is a process for the selective synthesis of alkanediamines by reacting a secondary amine with an alkanediol. High conversions and high selectivity for the production of alkanediamines is achieved by carrying out the reaction in the presence of a compound or complex of ruthenium in the absence of an organic phosphine co-catalyst.Type: GrantFiled: April 29, 1988Date of Patent: August 8, 1989Assignee: Air Products and Chemicals, Inc.Inventor: John A. Marsella
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Patent number: 4855505Abstract: The invention relates to a ruthenium promoted nickel and/or cobalt dehydrogenation-hydrogenation catalyst. The ruthenium on the catalyst is applied from a solution containing a ruthenium halide compound. The catalyst use in organic reactions and a process performed in its presence are also described. Preferably, the catalyst is used to aminate alkylene oxides, alcohols, phenols, alkanolamines, aldehydes, and ketones.Type: GrantFiled: December 8, 1986Date of Patent: August 8, 1989Assignee: Berol Kemi ABInventor: Juhan Koll
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Patent number: 4851578Abstract: Trialkylamines are prepared by reacting primary alcohols with ammonia or a primary alkylamine in the presence of a hydrogenation/dehydrogenation catalyst and in the presence of hydrogen by(a) operating in liquid phase(b) using the alcohol in a stoichiometric excess of from 1 to 15 moles per mole of ammonia or primary alkylamine,(c) carrying out the reaction in the presence of the water formed in the course of the reaction, and(d) using a hydrogenation/dehydrogenation catalyst which substantially contains only copper as the catalytically hydrogenating/dehydrogenating metal.Type: GrantFiled: July 27, 1987Date of Patent: July 25, 1989Assignee: BASF AktiengesellschaftInventors: Roman Fischer, Herbert Mueller
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Patent number: 4847417Abstract: A method for converting a bis(polyalkoxy)-N-alkylamine to a bis(diaminopolyalkoxy)-N-alkylamine has been discovered. The method comprises alkoxylating an alkylamine to a bis(polyalkoxy)-N-alkylamine. The alkylamine is selected to sterically hinder the resulting tertiary amine. The alkoxylate is then catalytically aminated according to well known procedures with a high yield of the diamine resulting.Compounds prepared by this method are of the formula:R--N--(PO.sub.x --NH.sub.2).sub.2wherein:PO is propylene oxide,x ranges from 2 to 40, andR is a sterically hindering alkyl such as isopropyl or tertiary butyl.The compounds are useful for curing epoxy thermoset resins. They are uniquely suited to reactions with polyisocyanates to prepare plastic parts, such as automobile body panels, by reaction injection molding.Type: GrantFiled: October 26, 1988Date of Patent: July 11, 1989Assignee: Texaco Inc.Inventors: John M. Larkin, George P. Speranza
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Patent number: 4827037Abstract: Process for the improvement of the quality of polyalkylene polyamines prepared by the reaction of (i) ammonia and/or an alkyleneamine compound having at least two amino groups and an alkanolamine compound having at least one amino group in the presence of a catalytically effective amount of a metal acid phosphate and at a temperature and pressure sufficient to form the polyalkylene polyamine.Type: GrantFiled: April 4, 1985Date of Patent: May 2, 1989Assignee: Union Carbide CorporationInventor: Arthur R. Doumaux, Jr.
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Patent number: 4806690Abstract: A method for producing amines, the method comprising contacting at reactive conditions at least one alcohol, aldehyde or ketone, or a mixture thereof, with an aminating agent in the presence of a catalyst, is improved by employing as the catalyst a composition comprising cobalt, copper, and a third component selected from a group consisting of iron, zinc, zirconium and mixtures thereof.Type: GrantFiled: May 13, 1985Date of Patent: February 21, 1989Assignee: The Dow Chemical CompanyInventor: Robert G. Bowman
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Patent number: 4795834Abstract: The catalytic alkylation of primary and secondary amino groups in linear polyamines using an "activated" copper catalyst.Type: GrantFiled: March 2, 1987Date of Patent: January 3, 1989Assignee: Stepan CompanyInventors: Zdzislaw Dudzinski, Phillip Adams
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Patent number: 4792622Abstract: A secondary amine is effectively prepared by reacting an alcohol or an aldehyde with a primary amine in the presence of a catalyst of copper, nickel and a metal element belonging to the platinum group VIII at a pressure of the atmospheric pressure to 5 kg/cm.sup.2 G at a temperature of 150.degree. to 250.degree. C., while water produced in the reaction is being removed out, and separating the resulting secondary amine from the product mixture.Type: GrantFiled: November 21, 1986Date of Patent: December 20, 1988Assignee: Kao CorporationInventors: Yukinaga Yokota, Yuzi Sawamoto, Hideki Taniguchi, Kazuhiko Okabe
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Patent number: 4772750Abstract: A method for producing amines, the method comprising contacting at reactive conditions at least one alcohol, aldehyde or ketone, or a mixture thereof, with an aminating agent in the presence of a cobalt/copper catalyst, is improved by employing as the catalyst a composition comprising cobalt and copper, the catalyst being prepared by the molten salt impregnation technique.Type: GrantFiled: October 3, 1986Date of Patent: September 20, 1988Assignee: The Dow Chemical CompanyInventor: Clarence E. Habermann
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Patent number: 4766245Abstract: An improved method for the manufacture of high molecular weight polyoxyalkylene amines wherein a hydroxy-terminated polyoxyalkylene compound having a molecular weight of at least 500 is reacted with ammonia in the presence of hydrogen and Raney nickel/aluminum under anhydrous reductive amination conditions to provide the corresponding polyoxyalkylene amine in good yield and selectivity.The Raney nickel/aluminum is a nickel/aluminum alloy treated with a base, such as sodium hydroxide, so as to only partially leach the aluminum from the alloy, such that the final product contains from about 60 wt. % to about 75 wt. % of nickel and, correspondingly, from about 25 wt. % to about 40 wt. % of aluminum and is preferably used in nugget form.Type: GrantFiled: March 1, 1985Date of Patent: August 23, 1988Assignee: Texaco Inc.Inventors: John M. Larkin, Terry L. Renken
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Patent number: 4760190Abstract: Alkylamines are produced by reacting an alcohol with an amino compound, especially ammonia, using a catalyst containing nickel and/or cobalt and at least one difficulty reducible metal oxide, e.g. alumina, particularly alumina plus a rare earth, and having a high nickel/cobalt content.Type: GrantFiled: July 23, 1986Date of Patent: July 26, 1988Assignee: Imperial Chemical Industries PLCInventor: Martyn V. Twigg
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Patent number: 4745190Abstract: Selective mono- or di-amination of alkanediols is controllably obtained by catalytic reaction with secondary amines at moderate temperature and autogenous pressure, by selection of the catalyst employed. Ruthenium complexes compounded or admixed with selected organic phosphines, such as triphenylphosphine, favor high yields of alkanolamines, while ruthenium complexes in the absence of organic phosphines favor production of alkylenediamines. Iridium complexes with or without organic phosphines in admixture or chemical combination, also promote production of alkylenediamines.Type: GrantFiled: March 31, 1986Date of Patent: May 17, 1988Assignee: Air Products and Chemicals, Inc.Inventor: John A. Marsella
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Patent number: 4709034Abstract: The present invention comprises a process for the synthesis of hydroxyalkyl amines, hydroxyalkyl piperazines, or alkyl piperazines from alkylene glycols and ammonia or alkyl amines using a substantially soluble transition metal carbonyl complex catalyst precursor.Type: GrantFiled: February 14, 1986Date of Patent: November 24, 1987Assignee: Air Products and Chemicals, Inc.Inventor: John A. Marsella
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Patent number: 4683335Abstract: This invention is directed to novel catalyst compositions based on titania pellets on which a minor amount of tungstophosphoric acid or molybdophosphoric acid is deposited. Also, the invention is directed to a process for preparing predominantly linear polyethylenepolyamines from ethylenediamine and monoethanolamine using the novel catalyst compositions.Type: GrantFiled: September 18, 1986Date of Patent: July 28, 1987Assignee: Texaco Inc.Inventors: John F. Knifton, Neal J. Grice
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Patent number: 4683336Abstract: Amines are produced by reacting an aliphatic alcohol and/or an aliphatic aldehyde with an aminating agent in the presence of a catalyst containing copper carbonate and nickel carbonate and/or cobalt carbonate.Type: GrantFiled: December 13, 1985Date of Patent: July 28, 1987Assignee: Sherex Chemical Company Inc.Inventor: Clarence W. Blackhurst
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Patent number: 4680393Abstract: The present invention is a process for the synthesis of tertiary alkanolamines by reacting a secondary amine with an alkanediol. High selectivity for the production of alkanolamines is achieved by carrying out the reaction in the presence of a compound or complex of ruthenium in chemical combination or in admixture with an organic phosphine ligand. The organic phosphine ligand is present in an amount such that the ratio of gram mole ligand/gram atom ruthenium is greater than 5.Type: GrantFiled: May 8, 1986Date of Patent: July 14, 1987Assignee: Air Products and Chamicals, Inc.Inventor: John A. Marsella
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Patent number: 4665195Abstract: Disclosed is a process for producing di-amino-polyalkenyl ethers by reacting (a) one or more acyclic or heterocyclic amino compounds with (b) one or more polyalkenyl ether glycols or polyalkenyl amino ether alcohols, in the presence of a hydrogenation catalyst, at elevated temperatures and pressures.Type: GrantFiled: December 23, 1983Date of Patent: May 12, 1987Assignee: Exxon Research and Engineering CompanyInventors: Eugene L. Stogryn, W.S. Winston Ho, Angelo A. Montagna
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Patent number: 4647701Abstract: Ethanolamine is subjected to reductive amination in a continuous process to produce diethylenetriamine with less than 10 weight percent piperazine contained in the reaction products. The reductive amination conditions include the use of a catalyst, an ethanolamine feed rate of at least about 400 kilograms of ethanolamine per hour per cubic meter of catalyst, and a temperature sufficient to react between about 35 and 60 percent of the ethanolamine fed.Type: GrantFiled: May 23, 1984Date of Patent: March 3, 1987Assignee: Union Carbide CorporationInventor: Charles A. Gibson
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Patent number: 4642381Abstract: This invention relates to an improved catalyst and method for the selective production of methylamines. More particularly, it is concerned with the preparation of stable highly active catalysts for producing methylamines by a catalytic reaction of ammonia or substituted amines and binary synthesis gas (CO+H.sub.2).Type: GrantFiled: November 28, 1983Date of Patent: February 10, 1987Assignee: Lehigh UniversityInventors: Kamil Klier, Richard G. Herman, Gamini A. Vedage