Catalyst Utilized Patents (Class 564/479)
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Publication number: 20090088591Abstract: In the continuous process for preparing alkylamines by reacting C1-4-alkanols with ammonia in the gas phase in the presence of a shape-selective fixed-bed catalyst in a cooled reactor, the shape-selective fixed-bed catalyst is present in a single contiguous fixed bed in the reactor and tubes through which coolants are passed run within the fixed bed to regulate the temperature of the fixed bed.Type: ApplicationFiled: October 27, 2008Publication date: April 2, 2009Applicant: BASF AktiengesellschaftInventors: Marco Bosch, Roderich Roettger, Bernd Stein, Thomas Krug, Johann-Peter Melder, Theodor Weber
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Patent number: 7507863Abstract: The present invention relates to a process for producing an aliphatic amine, including the step of contacting a linear or branched, or cyclic aliphatic alcohol with ammonia and hydrogen in the presence of a catalyst containing (A) nickel, copper and zirconium components, and (B) at least one metal component selected from the group consisting of elements belonging to Group 1 of the Periodic Table. According to the process of the present invention, an aliphatic primary amine can be produced from the aliphatic alcohol with a good yield and a high productivity.Type: GrantFiled: December 21, 2006Date of Patent: March 24, 2009Assignee: Kao CorporationInventors: Tetsuaki Fukushima, Masaharu Jono, Michio Terasaka
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Publication number: 20090030236Abstract: The present invention relates to a process for producing a tertiary amine from its corresponding primary or secondary amine and alcohol as the raw materials by using a film type catalyst. Disclosed is a process for producing a tertiary amine from an alcohol and a primary or secondary amine, which including conducting the reaction, while circulating a reaction solution at least 3 times/hour in a reactor loaded with a film type catalyst in an external circulating line ancillary to a tank.Type: ApplicationFiled: April 6, 2006Publication date: January 29, 2009Applicant: KAO CORPORATIONInventors: Toru Nishimura, Atsushi Hirota, Shoji Hasegawa
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Publication number: 20090005600Abstract: A process for producing a shaped body comprising a microporous material and at least one silicon-comprising binder, which comprises the steps (I) preparation of a mixture comprising the microporous material, the binder and a lubricant, (II) mixing and densification of the mixture, (III) shaping of the densified mixture to give a shaped body and (IV) calcination of the shaped body, wherein a silicone resin having a softening point of ?30° C. is used as binder, shaped bodies which can be produced by this process, their use as catalyst, in particular in organic synthesis and very particularly preferably in a process for preparing methylamines.Type: ApplicationFiled: December 5, 2006Publication date: January 1, 2009Applicant: BASF SE Patents, Trademarks and LicensesInventors: Marco Bosch, Jan Eberhardt, Roderich Rottger
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Patent number: 7465835Abstract: The present invention relates to new crystalline molecular sieve SSZ-75 having STI topology prepared using a tetramethylene-1,4-bis-(N-methylpyrrolidinium) dication as a structure-directing agent, and its use in catalysts for making amines.Type: GrantFiled: June 1, 2007Date of Patent: December 16, 2008Assignee: Chevron U.S.A. Inc.Inventors: Stacey Zones, Allen Burton
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Patent number: 7462744Abstract: A process for producing methylamine or dimethylamine comprising reacting methanol, dimethyl ether or a mixture thereof, and ammonia in the gaseous phase in the presence of a catalyst comprising a boron-containing molecular sieve having the CHA crystal structure; and comprising (1) silicon oxide and (2) boron oxide or a combination of boron oxide and aluminum oxide, iron oxide, titanium oxide, gallium oxide and mixtures thereof; and wherein the mole ratio of silicon oxide to boron oxide in said boron-containing molecular sieve is between 15 and 125. Also a method for producing methylamine or dimethylamine comprising selecting the boron-containing molecular sieve having the CHA crystal structure and the desired mole ratio of silicon oxide to boron oxide and reacting methanol, diemethyl ether or a mixture thereof and ammonia in the presence of the catalyst.Type: GrantFiled: November 16, 2007Date of Patent: December 9, 2008Assignee: Chevron U.S.A. Inc.Inventors: Lun-Teh Yuen, Stacey I. Zones
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Publication number: 20080255360Abstract: Processes comprising: providing a starting material comprising monoethanolamine; and reacting the starting material with ammonia in the presence of a heterogeneous transition metal catalyst to form a reaction product comprising one or more ethylene amines; wherein the catalyst comprises a catalytically active composition, which prior to treatment with hydrogen, comprises a mixture of oxygen-containing compounds of aluminum, copper, nickel and cobalt; and wherein the catalyst is present as one or more shaped catalyst particles selected from spheres, extrudates, pellets and other geometries, wherein the sphere or extrudate has a diameter of <3 mm, the pellet has a height of <3 mm, and the other geometries have an equivalent diameter L=1/a? of <0.70 mm, where a? is the external surface area per unit volume (mms2/mmp3), as defined by a ? = A p V p where Ap is the external surface area of the catalyst particle (mms2) and Vp is the volume of the catalyst particle (mmp3).Type: ApplicationFiled: September 25, 2006Publication date: October 16, 2008Inventors: Gunther van Cauwenberge, Johann-Peter Melder, Holger Evers, Till Gerlach, Frank Kiesslich, Ekkehard Schwab, Bram Willem Hoffer
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Patent number: 7435855Abstract: Process for the continuous synthesis of methylamines by reaction of methanol and/or dimethyl ether with ammonia in the presence of a heterogeneous catalyst, wherein the catalyst used is a shaped body which comprises a microporous material and at least one organosilicon compound as binder and can be produced by a process comprising the steps (I) preparation of a mixture comprising the microporous material, the binder, a pasting agent and a solvent, (II) mixing and densification of the mixture, (III) shaping of the densified mixture to give a shaped body, (IV) drying of the shaped body and (V) calcination of the dried shaped body.Type: GrantFiled: June 16, 2005Date of Patent: October 14, 2008Assignee: BASF SEInventors: Marco Bosch, Jan Kurt Eberhardt, Roderich Röttger, Thomas Krug, Johann-Peter Melder
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Patent number: 7422732Abstract: The present invention relates to new crystalline molecular sieve SSZ-74 prepared using a hexamethylene-1,6-bis-(N-methyl-N-pyrrolidinium)dication as a structure-directing agent, and its use in catalysts for synthesizing amines.Type: GrantFiled: December 21, 2006Date of Patent: September 9, 2008Assignee: Chevron U.S.A. IncInventors: Stacey I. Zones, Allen W. Burton, Jr.
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Publication number: 20080194879Abstract: Processes comprising: (a) providing an ethanol reactant and ammonia; and (b) reacting the ethanol reactant with the ammonia in the presence of hydrogen and a heterogeneous hydrogenation/dehydrogenation catalyst to form a product comprising one or more ethylamines selected from the group consisting of monoethylamines, diethylamines, triethylamines and mixtures thereof; wherein the ethanol reactant comprises ethanol denatured by the addition of a denaturant comprising an ethylamine selected from the group consisting of diethylamine, triethylamine and mixtures thereof; and methods of denaturing ethanols.Type: ApplicationFiled: September 6, 2006Publication date: August 14, 2008Applicant: BASE SEInventors: Bram Willem Hoffer, Elmar Benne, Heinz Rutter, Wolfgang Schlindwein, Johann-Peter Melder
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Patent number: 7402702Abstract: The invention relates to a process for producing a tertiary amine, which includes reacting an alcohol with a primary or secondary amine gas in the presence of a catalyst with an agitating vessel under the stirring conditions where the ratio (Pg/P0) of agitating power at the time of the maximum flow rate of an introducing gas (Pg [W]) to agitating power at the time of no introduction of the gas (P0 [W]) becomes 10?1.8Na or more wherein Na is the gas flow number, and Na=Qg/nd3 whereupon Qg [m3/s] is the flow rate of an introducing gas, n [1/s] is the number of revolutions, and d [m] is the diameter of an agitating impeller.Type: GrantFiled: November 30, 2005Date of Patent: July 22, 2008Assignee: Kao CorporationInventors: Shinji Oguri, Toru Nishimura
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Patent number: 7351866Abstract: The invention provides a method for manufacturing a tertiary amine, including reacting a tertiary amine with an alcohol and a primary or secondary amine in a reactor loaded with a film type catalyst, controlling the superficial velocity of liquid in the reactor at 0.1 cm/s or more.Type: GrantFiled: January 29, 2007Date of Patent: April 1, 2008Assignee: Kao CorporationInventors: Atsushi Hirota, Toru Nishimura
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Patent number: 7193122Abstract: The invention is directed to a method of stabilizing metalloaluminophosphate molecular sieves and catalysts derived therefrom. In particular, the invention is directed to a method of treating such molecular sieves with chemisorbed ammonia, which may be easily desorbed before or during use and after storage. The invention is also directed to formulating the molecular sieve into a catalyst useful in a process for producing olefin(s), preferably ethylene and/or propylene, from a feedstock, preferably an oxygenate containing feedstock.Type: GrantFiled: March 4, 2005Date of Patent: March 20, 2007Assignee: ExxonMobil Chemical Patents Inc.Inventors: Filip Mees, Etienne Vansant, Marcel Johannes Janssen, Luc R. M. Martens
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Patent number: 7151199Abstract: Hydrocarbon or oxygenate conversion process in which a feedstock is contacted with a non zeolitic molecular sieve which has been treated to remove most, if not all, of the halogen contained in the catalyst. The halogen may be removed by one of several methods. One method includes heating the catalyst in a low moisture environment, followed by contacting the heated catalyst with air and/or steam. Another method includes steam-treating the catalyst at a temperature from 400° C. to 1000° C. The hydrocarbon or oxygenate conversion processes include the conversion of oxygenates to olefins, the conversion of oxygenates and ammonia to alkylamines, the conversion of oxygenates and aromatic compounds to alkylated aromatic compounds, cracking and dewaxing.Type: GrantFiled: June 10, 2002Date of Patent: December 19, 2006Assignee: ExxonMobil Chemical Patents Inc.Inventors: Luc Roger Marc Martens, Stephen N. Vaughn, Albert Edward Schweizer, John K. Pierce, Shun Chong Fung
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Patent number: 7115238Abstract: Problems on catalyst production and catalyst performance with respect to conventional 8-oxygen-membered ring micropore-containing crystalline silicoaluminophosphate molecular sieves as non-equilibrium methylamine synthesis catalysts, are resolved. A chabazite type crystalline silicoaluminophosphate molecular sieve having high purity and high crystallinity and having, on a crystal grain surface, an amorphous oxide layer whose Si/Al atomic ratio is greater than that of the whole crystal grain can be stably produced with high yield with the use of a small amount of structure directing agents by the present method characterized in that hydrothermal treatment conducted in the production of 8-oxygen-membered ring micropore-containing crystalline silicoaluminophosphate sieves is controlled under specified treating conditions.Type: GrantFiled: May 23, 2003Date of Patent: October 3, 2006Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Katsumi Higuchi, Akio Hashimoto, Toshihiro Nomura, Sachiko Arie, Takuo Ohshida, Takashi Kojima
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Patent number: 7034186Abstract: Process for preparing an amine by reacting a primary or secondary alcohol, aldehyde or ketone with hydrogen and a nitrogen compound selected from the group consisting of ammonia and primary and secondary amines in the presence of a catalyst whose preparation has involved precipitation of catalytically active components onto monoclinic, tetragonal or cubic zirconium dioxide.Type: GrantFiled: December 10, 2003Date of Patent: April 25, 2006Assignee: BASF AktiengesellschaftInventors: Till Gerlach, Frank Funke, Johann-Peter Melder
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Patent number: 6855776Abstract: Improved amine-terminated polybutadienes (ATPBs) having one or two terminal groups of the formula —CHRNH2 wherein R is C1-C20 alkyl, are prepared by aminating a secondary hydroxyl-terminated polybutadiene having no ether groups. The ATPBs may be hydrogenated or partially hydrogenated, either prior to or after the animation, to saturate or partially saturate the polymers. Preferred ATPBs are of the formula H2NCHR-(polybutadiene)-CHRNH2 wherein R is C1-C20 alkyl. Polyureas, polyurethanes, crosslinked epoxies, polyamides, and other derivatives with improved properties can be prepared from the ATPBs. The resultant derivatives are useful in liquid binders for braking systems, electric potting compositions, coatings, adhesives, sealants, and water proofing membranes, for example.Type: GrantFiled: November 20, 2002Date of Patent: February 15, 2005Assignee: Sartomer Technology Company, Inc.Inventors: Herbert Shin-I Chao, John Schmidhauser, Alain Robert Drexler, Nan Tian
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Patent number: 6709644Abstract: The present invention relates to zeolites having the crystal structure of chabazite (CHA) and having small crystallite size, to processes using the small crystallite CHA as a catalyst, and to gas separation processes using the small crystallite CHA.Type: GrantFiled: August 30, 2001Date of Patent: March 23, 2004Assignee: Chevron U.S.A. Inc.Inventors: Stacey I. Zones, Lun-Teh Yuen, Stephen J. Miller
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Patent number: 6689914Abstract: The preparation of amines of the formula (I): R1R2CH—N R3R4 (I) in which R1, R2, R3 and R4, independently of one another, are hydrogen, straight-chain or branched C1-C12-alkyl, C3-C12-cycloalkyl, C6-C10-aryl or C7-C11-aralkyl, takes place by catalytic, reductive amination of mixtures comprising carbonyl compounds of the formula (II) and/or alcohols of the formula (III) R1—C(═O)—R2 (II) R1—CH(OH)—R2 (III) which also comprise at least 50 ppm, based on the mixtures, of halogen, with nitrogen compounds of the formula (IV): H N R3 R4 (IV) with the abovementioned meanings for R1 to R4, in the presence of Co- and/or Ni-containing catalysts, which comprises carrying out the reductive amination additionally in the presence of solid acidic cocatalysts.Type: GrantFiled: September 5, 2002Date of Patent: February 10, 2004Assignee: BASF AktiengesellschaftInventors: Martin Schäfer, Arnd Böttcher, Andreas Kramer, Arthur Höhn, Shelue Liang, Frank Funke
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Patent number: 6590124Abstract: Catalysts useful for producing methylamines and having practical catalyst life and large selectivity for dimethylamine comprise crystalline silicoaluminophosphate molecular sieves which have a molar ratio of silicon atom to aluminum atom in the range of 0.01-0.30.Type: GrantFiled: November 26, 2002Date of Patent: July 8, 2003Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Toshio Hidaka, Katsumi Higuchi, Takeshi Kawai
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Publication number: 20030120117Abstract: Catalysts useful for producing methylamines and having practical catalyst life and large selectivity for dimethylamine comprise crystalline silicoaluminophosphate molecular sieves which have a molar ratio of silicon atom to aluminum atom in the range of 0.01-0.30.Type: ApplicationFiled: November 26, 2002Publication date: June 26, 2003Applicant: Mitsubishi Gas Chemical Company, Inc.Inventors: Toshio Hidaka, Katsumi Higuchi, Takeshi Kawai
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Patent number: 6566556Abstract: A method for producing an alkanolamine from liquid ammonia in the presence of a solid catalyst efficiently with both the cost of equipment and the expense of utility repressed is provided. After not less than 60% of the ammonia has been recovered as liquid ammonia from the product solution, the remaining ammonia is recovered as aqueous ammonia solution through the steps of stripping and absorption in water. Separately, a dialkanolamine can be selectively and efficiently produced by circulating part of the product solution to the reactor.Type: GrantFiled: November 15, 2001Date of Patent: May 20, 2003Assignee: Nippon Shokubai Co., Ltd.Inventors: Hideaki Tsuneki, Koji Takeda, Fumiaki Morishita
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Patent number: 6525222Abstract: Amines are prepared by reacting aldehydes or ketones at elevated temperature under elevated pressure with nitrogen compounds selected from the group of ammonia, primary and secondary amines, and with hydrogen in the presence of a catalyst, wherein the catalytically active mass of the catalyst contains, after its preparation and before the treatment with hydrogen, 22 to 45% by weight of oxygen-containing compounds of zirconium, calculated as ZrO2, 1 to 30% by weight of oxygen-containing compounds of copper, calculated as CuO, 5 to 50% by weight of oxygen-containing compounds of nickel, calculated as NiO, where the molar ratio of nickel to copper is greater than 1, 5 to 50% by weight of oxygen-containing compounds of cobalt, calculated as CoO, 0 to 5% by weight of oxygen-containing compounds of molybdenum, calculated as MoO3, and 0 to 10% by weight of oxygen-containing compounds of aluminum and/or manganese, calculated as Al2O3 or MnO2.Type: GrantFiled: December 5, 2000Date of Patent: February 25, 2003Assignee: BASF AktiengesellschaftInventors: Jan Nouwen, Arthur Höhn, Horst Neuhauser, Frank Funke, Stephan Andreas Schunk, Johann-Peter Melder, Knut Eger, Michael Hesse, Joachim Wulff-Döring
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Patent number: 6376713Abstract: A single-stage process is described for the preparation of primary aliphatic polyamines of the formula in which R1 and R2 independently of one another are hydrogen, methyl, ethyl or aminomethyl, by reaction of polyalcohols on a Co/Ni catalyst with supercritical ammonia in the presence of hydrogen.Type: GrantFiled: September 27, 2000Date of Patent: April 23, 2002Assignee: Lonza AGInventors: Alfons Baiker, Achim Fischer, Tamas Mallat, Oleg Werbitzky
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Patent number: 6294633Abstract: Catalysts for producing methylamines are provided, which comprise mordenite, as the essential component, of spherical fine particles having a crystal diameter of not more than 0.5 &mgr;m. When the catalysts are used for the production of dimethylamine from methanol and ammonia or through a disproportionation of methylamines, they exhibit a high dimethylamine productivity with the formation of few amount of trimethylamine whose demand is very small. The process can be operated for a long period of time without decrease in the catalyst activity.Type: GrantFiled: August 2, 2000Date of Patent: September 25, 2001Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Toshio Hidaka, Katsumi Higuchi
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Patent number: 6281387Abstract: The invention provides a process for synthesizing alkanolamines and/or alkyleneamines by reacting either an alkane, an alkene, or both with a source of oxygen and a source of nitrogen and, optionally, additional hydrogen to convert the alkane and/or alkene by selective partial oxidative amination to at least one of the desired end products. The invention further provides a regenerable catalyst for use in synthesizing alkanolamines and/or alkyleneamines by selective partial oxidative amination of alkanes and/or alkenes.Type: GrantFiled: October 29, 1999Date of Patent: August 28, 2001Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Madan Mohan Bhasin, Stephen Wayne King
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Publication number: 20010002383Abstract: A molded catalyst is provided, which is a crystalline aluminosilicate molecular sieve or crystalline silicoaluminophosphate molecular sieve, containing swelling synthetic mica, as binder. The present molded catalyst exhibits a sufficient disruptive strength even with a small amount of the binder added.Type: ApplicationFiled: November 29, 2000Publication date: May 31, 2001Inventors: Toshio Hidaka, Yasushi Miki, Takeshi Kawai
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Patent number: 6232502Abstract: A method for making monomethylamine, dimethylamine and trimethylamine, in which methanol and/or dimethylether and ammonia are contacted in the presence of an acidic zeolite chabazite catalyst is disclosed. The method suppresses the production of trimethylamine and optimizes dimethylamine and monomethylamine yields.Type: GrantFiled: March 24, 2000Date of Patent: May 15, 2001Assignee: E. I. du Pont de Nemours and CompanyInventors: David Richard Corbin, Raul Francisco Lobo, Stephan Schwarz
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Patent number: 6191310Abstract: Disclosed is a process for selectively producing diaminoalkanes which comprises reacting a dihydric alcohol characterized by two to six carbons, preferably 1,3-propanediol, with excess ammonia and sufficient hydrogen to stabilize a nickel or cobalt-containing hydroamination catalyst, at a temperature of at least 150° C. and a pressure of at least 500 psig, until there is substantial formation of the desired diaminoalkane, wherein said catalyst comprises at least one metal selected from the group consisting of nickel and cobalt, or mixtures thereof, optionally in the presence of one or more promoters, but particularly molybdenum oxide.Type: GrantFiled: November 17, 1999Date of Patent: February 20, 2001Assignee: Shell Oil CompanyInventors: John Frederik Knifton, Daniel John Janitor
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Patent number: 6187957Abstract: Amines are prepared by reacting primary or secondary alcohols, aldehydes or ketones with nitrogen compounds selected from the group consisting of ammonia and primary and secondary amines at elevated temperatures and superatmospheric pressures in the presence of hydrogen and of a catalyst containing copper and oxygen-containing compounds of titanium by a process in which the catalyst is used in the form of moldings which have been prepared with the addition of metallic copper powder.Type: GrantFiled: December 14, 1999Date of Patent: February 13, 2001Assignee: BASF AktiengesellschaftInventors: Gerald Meyer, Frank Funke, Gerhard Schulz, Detlef Kratz, Marc Walter, Michael Hesse
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Patent number: 6180828Abstract: Methylamines are prepared from methanol and ammonia in the presence of modified molecular sieve catalysts obtained by mixing crystalline molecular sieves such as SAPO with modifiers such as titanium oxide. The catalysts are also suitably used for a disproportionation reaction of monomethylamine.Type: GrantFiled: June 28, 1999Date of Patent: January 30, 2001Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Toshio Hidaka, Katsumi Higuchi, Nobuyuki Koike, Yasushi Miki
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Patent number: 6166258Abstract: The present invention relates to the selectivity of production of methylamines from methanol and/or dimethylether and ammonia using at catalytic amount of acidic molecular sieve.Type: GrantFiled: September 30, 1999Date of Patent: December 26, 2000Assignee: E. I. du Pont de Nemours and CompanyInventors: David Richard Corbin, Raul Francisco Lobo, Stephan Schwarz
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Patent number: 6153798Abstract: Dimethylamine is prepared from a reaction of methanol with ammonia or monomethylamine or a disproportionation reaction of monomethylamine, in the presence of a catalyst of silica-modified crystalline silicoaluminophosphate molecular sieve or silica-modified SAPO.Type: GrantFiled: July 23, 1998Date of Patent: November 28, 2000Assignee: Mitsubishi Gas Chemical Co., Ltd.Inventors: Toshio Hidaka, Emiko Yokose
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Patent number: 6069280Abstract: Process for the preparation of a modified ammonium mordenite, characterized in that it comprises the steps of(1) drying an ammonium mordenite under conditions such that the mordenite is maintained in ammonium form and(2) treating the dried ammonium mordenite thus obtained with tetrachlorosilane in the gas phase at a temperature of between 300 and 600.degree. C.The modified ammonium mordenite obtained by this process is suitable for use as a catalyst in the production of methylamines by reaction of ammonia and methanol, allowing high selectivities in dimethylamine.Type: GrantFiled: January 6, 1998Date of Patent: May 30, 2000Assignee: UCB, S.A.Inventors: August Van Gysel, Jean Passelcq
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Patent number: 5994585Abstract: The present invention relates to an amination process for the manufacture of polyamines. The purpose of the process is to increase the selectivity of linear aminated products and to prevent the formation of discoloring by-products or by-products which may later cause discoloration. According to the process this is achieved by performing, in a first part of the process, the amination to a conversion degree of between 50 and 98% by weight, calculated on the total yield of polyamines, at a proportionally time-weighted average temperature, which is at least 15.degree. C. higher than the proportionally time-weighted average temperature in the remaining part.Type: GrantFiled: November 12, 1998Date of Patent: November 30, 1999Assignee: Akzo Nobel N.V.Inventor: Johan Gunther-Hanssen
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Patent number: 5976202Abstract: Reaction products of polyolefins having predominantly a terminal double bond and a number average molecular weight of from 250 to 10,000, which possess an aliphatic hydrocarbon skeleton which is straight-chain or carries C.sub.1 -C.sub.4 -alkyl side chains, with from 1 to 10 mol, per equivalent of double bond, of one or more vinyl esters I ##STR1## are obtainable by reacting the stated polyolefins with the vinyl esters I in the presence of a free radical initiator at from 80 to 200.degree. C., it being possible for these reaction products subsequently to have been hydrolyzed to the corresponding alcohols or converted into the corresponding amines by reductive amination with amines II ##STR2## .Type: GrantFiled: July 20, 1995Date of Patent: November 2, 1999Assignee: BASF AktiengesellschaftInventors: Hans Peter Rath, Helmut Mach, Harald Schwahn, Hans-Joachim Muller, Wolfgang Reif, Thomas Ruhl
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Patent number: 5959150Abstract: A process for preparing methylamines is disclosed herein which comprises the step of reacting methanol with ammonia in the presence of a mordenite in which the ratio of the length of mordenite crystals in a c axis direction to that of the mordenite crystals in an a axis direction or a b axis direction, c/a or c/b is 2 or more, whereby the synthetic activity of the methylamines can be maintained at a high level, and the production ratio of trimethylamine can be inhibited to a low level of about several percent to predominantly produce dimethylamine and monomethylamine.Type: GrantFiled: April 21, 1995Date of Patent: September 28, 1999Assignee: Mitsui Chemicals, Inc.Inventors: Tadamitsu Kiyoura, Shigeki Nakahara
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Patent number: 5917039Abstract: In a process for the N-alkylation of amines in which alcohols are reacted with alkylamines or dialkylamines in the presence of hydrogen, the reaction takes place on a catalyst based on copper and magnesium silicate and containing, in each case independently, 0 to 2% by weight of BaO, Cr.sub.2 O.sub.3 and/or ZnO. The amines employed are mono- or dimethylamine or mono- or diethylamine, the alcohols employed are .alpha.,.omega.-diols, in particular diethylene glycol or pentanediol. In particular there is reaction of diethylene glycol with monomethylamine and/or monoethylamine to give N-methylmorpholine and/or N-ethylmorpholine.Type: GrantFiled: March 4, 1998Date of Patent: June 29, 1999Assignee: BASF AktiengesellschaftInventors: Joachim Simon, Rainer Becker, Rolf Lebkucher, Horst Neuhauser
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Patent number: 5840987Abstract: Disclosed is a process for the preparation of a process for the separation and purification of amines from a mixed reaction crude liquid containing ethylamines prepared by a reaction of ethylalcohol or acetaldehyde with ammonia, and triethylamine can be predominantly prepared without accumulation of ingredients having intermediate boiling-points.Type: GrantFiled: November 6, 1997Date of Patent: November 24, 1998Assignee: Daicel Chemical Industries, Ltd.Inventor: Yasuo Tsuji
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Patent number: 5808158Abstract: A process for producing primary amines which comprises reacting primary alcohols branched in position 2 with ammonia in the presence of a metal catalyst/co-catalyst.Type: GrantFiled: May 9, 1996Date of Patent: September 15, 1998Assignee: RWE-DEA Aktiengesellschaft fur Mineraloel und ChemieInventors: Martin Conrads, Albert Thomas Hermann, Erich Scherf, Arwed Wagner
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Patent number: 5773659Abstract: To develop a zeolite catalyst which can prevent the drastic lowering of dimethylamine selectivity to be caused in the production of dimethylamine using a zeolite catalyst when the conversion of methanol is high, and which can give higher dimethylamine selectivity and lower trimethylamine selectivity as well as higher methanol-consuming reaction activity; and to provide a process for producing dimethylamine with high selectivity, using the catalyst.A process for producing dimethylamine by allowing methanol, or methanol and a methylamine mixture, or a methylamine mixture to react with ammonia in the gaseous phase in the presence of a catalyst, characterized in that a modified zeolite prepared by treating a zeolite with a solution containing a chelating agent is used as the catalyst.Type: GrantFiled: July 24, 1996Date of Patent: June 30, 1998Assignee: Nitto Kagaku Kogyo Kabushiki KaishaInventors: Michio Fukatsu, Katsumasa Nishijima, Takeshi Narita, Toshio Nakamura, Kiyonobu Niwa
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Patent number: 5696293Abstract: The present invention provides a catalyst composition for producing a polyether polyamine, comprising:(a) ruthenium and(b) at least one of metals selected from the group consisting of palladium, platinum, rhodium, osmium, iridium, rhenium, technetium, molybdenum and tungsten on a carrier.Type: GrantFiled: April 1, 1996Date of Patent: December 9, 1997Assignee: Nippon Paint Co., Ltd.Inventors: Christopher Harold Phillips, Yoji Hirasawa, Keiichi Okajima, Julius John Batty, Brian Lewis Booth
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Patent number: 5696294Abstract: N,N-Dimethyl-N-alkylamine or -alkenylamine is prepared by reacting a higher alcohol and dimethylamine by passing hydrogen gas and dimethylamine into a reactor containing a catalyst for the reaction at a pressure of atmospheric pressure to 100 atm. at 150.degree. C. to 250.degree. C. and removing water produced in the reaction as a component of the mixed hydrogen and unreacted dimethylamine gas which is discharged from the reactor, wherein at the point in the reaction at which from 90 to 99% of the higher alcohol has reacted with dimethylamine, one of the following procedures is followed: i) the introduction of only dimethylamine gas into the reactor is stopped, and the reaction is allowed to continue at a temperature 20.degree. to 150.degree. C. lower than the reaction temperature recited above; ii) the introduction of only dimethylamine gas into the reactor is stopped while the temperature is decreased to a level of 20.degree. to 150.degree. C.Type: GrantFiled: September 19, 1996Date of Patent: December 9, 1997Assignee: Kao CorporationInventors: Hiroshi Abe, Hideki Taniguchi, Tetsuaki Fukushima
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Patent number: 5688854Abstract: Disclosed is an improvement in a process for catalytic production of methylamines from methanol and NH.sub.3, or methanol, a mixture of methylamines and NH.sub.3, or a mixture of methylamines and NH.sub.3, in a gaseous phase, over a bed of a zeolite catalyst, where the improvement is that the catalyst bed is divided into two or more sub-beds, and the difference between the inlet and outlet temperatures of each catalyst sub-bed is kept in the range of approximately 5.degree. C. to approximately 70.degree. C. while the reaction is carried out.Type: GrantFiled: September 12, 1996Date of Patent: November 18, 1997Assignee: Nitto Kagaku Kogyo Kabushiki KaishaInventors: Takeyuki Fujita, Kiyonobu Niwa, Kazumoto Ogura, Michio Fukatsu
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Patent number: 5639916Abstract: This invention relates to an improvement in a process for the catalytic amination of an allylic alcohol of the formula:CH.sub.2 .dbd.CR--CH.sub.2 OHwhere R is hydrogen or methyl with ammonia or an amine of the formula R.sub.1 R.sub.2 NH where R.sub.1 and R.sub.2 represent hydrogen or a C.sub.1-5 hydrocarbyl group in the presence of an effective amount of a phosphorous containing catalyst to effect reaction between the allylic alcohol and the ammonia or amine to produce an allylic amine. The improvement in the process resides in utilizing a neutral group IIA metal phosphate as a catalyst component. Calcium phosphate is preferred and the catalyst.Type: GrantFiled: November 29, 1995Date of Patent: June 17, 1997Assignee: Air Products and Chemicals, Inc.Inventors: John William Mitchell, Gamini Ananda Vedage
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Patent number: 5608113Abstract: In a process for preparing diamines from aminoalcohols and nitrogen compounds selected from the group consisting of ammonia and primary and secondary amines at from 80.degree. to 250.degree. C. and pressures of from 1 to 400 bar using hydrogen in the presence of a zirconium, copper, nickel catalyst, the catalytically active composition comprises from 20 to 85% by weight of oxygen-containing zirconium compounds, calculated as ZrO.sub.2, from 1 to 30% by weight of oxygen-containing compounds of copper, calculated as CuO, from 30 to 70% by weight of oxygen-containing compounds of nickel, calculated as NiO, from 0.1 to 5% by weight of oxygen-containing compounds of molybdenum, calculated as MoO.sub.3, and from 0 to 10% by weight of oxygen-containing compounds of aluminum and/or manganese, calculated as Al.sub.2 O.sub.3 and MnO.sub.2 respectively.Type: GrantFiled: August 10, 1995Date of Patent: March 4, 1997Assignee: BASF AktiengesellschaftInventors: Rainer Becker, Volkmar Menger, Wolfgang Reif, Andreas Henne
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Patent number: 5600000Abstract: The present invention relates to improved reductive amination processes whereby monoethanolamine and ammonia are reacted in the presence of hydrogen and various reductive amination catalysts to yield high selectivity to acyclic products such as aminoethylethanol-amine, while reducing the production of cyclic products such as piperazine. When the process of the present invention is carried out in the presence of reductive amination catalyst containing metals such as nickel or nickel-rhenium on transitional alumina carriers, productivity and selectivity to the desired products is increased. Alternatively, the process may be carried out in the presence of hydrotalcite-like or takovite-like catalysts which have been enhanced by the use of promoters to achieve the desired results.Type: GrantFiled: June 5, 1995Date of Patent: February 4, 1997Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventor: Stephen W. King
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Patent number: 5569785Abstract: This invention provides an attrition resistant catalyst composition and method for producing such composition. The catalyst is comprised of an acidic zeolite, rho or chabazite, and a particulate binder, kaolin, bentonite, alpha-alumina, or titania, which can be optionally modified by treatment with a compound containing Si, Al, P or B.This invention further provides a process for producing methylamines, preferably dimethylamine, comprising reacting methanol and/or dimethyl ether and ammonia in the presence of a catalytic amount of an attrition resistant catalyst of the invention.Type: GrantFiled: May 30, 1995Date of Patent: October 29, 1996Assignee: E. I. Du Pont de Nemours and CompanyInventors: Konstantinos Kourtakis, Horacio E. Bergna, George C. Sonnichsen, David R. Corbin, Loren D. Brake
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Patent number: 5554793Abstract: A process of reforming an alkyleneamine feedstock or a mixture of such feedstocks to an alkyleneamine or a mixture of alkyleneamines which is different from the feedstock or feedstock mixture. The process is catalyzed by one of the following: Group VB metal oxides, Group VB metal phosphates, Group IIA metal silicates, and tungsten oxides. For example, ethylenediamine is contacted with a catalyst of niobic acid or magnesium silicate to yield predominantly diethylenetriamine and non-cyclic triethylenetetramines; whereas high molecular weight polyethylenepolyamines are cracked by the same catalysts to mixtures of lower molecular weight linear and cyclic materials.Type: GrantFiled: December 19, 1994Date of Patent: September 10, 1996Assignee: The Dow Chemical CompanyInventors: George E. Hartwell, Robert G. Bowman, David C. Molzahn
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Patent number: 5488165Abstract: A modified natural clinoptilolite, produced by treating a natural clinoptilolite with a suitable mineral acid or with a suitable alkali and then with a suitable mineral acid, is used as a catalyst in a process for the conversion of methanol and ammonia to give a product containing at least 50% by weight of monomethylamine.Type: GrantFiled: December 30, 1991Date of Patent: January 30, 1996Assignee: Zeofuels Research (Proprietary) LimitedInventors: Graham J. Hutchin, Themistoclis Themistocleous, Richard G. Copperthwaite