Catalyst Utilized Patents (Class 564/479)
  • Patent number: 4983736
    Abstract: 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: Grant
    Filed: August 8, 1989
    Date of Patent: January 8, 1991
    Assignee: Union Carbide Chemicals and Plastic Company Inc.
    Inventors: Arthur R. Doumaux, Jr., David J. Schreck
  • Patent number: 4982003
    Abstract: 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: Grant
    Filed: November 2, 1988
    Date of Patent: January 1, 1991
    Assignee: Tosoh Corporation
    Inventors: Yasushi Hara, Nobumasa Suzuki, Yukio Ito, Kazuhiko Sekizawa
  • Patent number: 4977266
    Abstract: 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: Grant
    Filed: September 30, 1987
    Date of Patent: December 11, 1990
    Assignee: Union Carbide Chemicals and Plastics Company Inc.
    Inventors: Lloyd M. Burgess, Charles A. Gibson
  • Patent number: 4973692
    Abstract: 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: Grant
    Filed: September 30, 1987
    Date of Patent: November 27, 1990
    Assignee: Union Carbide Chemicals and Plastics Company Inc.
    Inventors: Lloyd M. Burgess, Charles A. Gibson
  • Patent number: 4960942
    Abstract: The present invention provides a novel process for manufacturing N-(polyoxyalkyl)-N-(alkyl) amines. The process is characterized by reacting a polyetheramine in which the amine groups are predominantly primary in character with a low molecular weight, sterically hindered alcohol in the presence of an appropriate catalyst, such as nickel using specific reaction conditions.
    Type: Grant
    Filed: May 17, 1988
    Date of Patent: October 2, 1990
    Assignee: Union Carbide Chemicals and Plastics Company Inc.
    Inventors: Richard M. Gerkin, David L. Kirchner
  • Patent number: 4950690
    Abstract: The present invention is a process for selectively aminating alcohols wherein a mixture of an amine and a primary or secondary alcohol or diol is contacted with a catalytically effective amount of a phosphorus-containing catalyst which has been impregnated or titrated with a metal cation salt composition represented by the formula:M.sub.a.sup.m.spsp.+ X.sub.b.sup.n.spsp.-wherein M.sup.m+ is a cation selected from Group Ia and IIa of the Periodic Table of the elements having a valence m, X.sup.n- is an organic or inorganic anionic species having a valence n, and a and b are integers such that the ratio of a to b provides a neutral salt. A typical reaction includes the amination of ethanol with piperidine to form N-ethylpiperidine.
    Type: Grant
    Filed: November 28, 1988
    Date of Patent: August 21, 1990
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Gene E. Parris, Ronald Pierantozzi
  • Patent number: 4939301
    Abstract: A process for preparing monoalkanolamines from ammonia and alkylene oxide using a catalyst which allows for high selectivity and high productivity which comprises an acid modified montmorillonite clay.
    Type: Grant
    Filed: December 23, 1988
    Date of Patent: July 3, 1990
    Assignee: Texaco Chemical Company
    Inventors: Neal J. Grice, John F. Knifton
  • Patent number: 4937383
    Abstract: 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: Grant
    Filed: September 20, 1988
    Date of Patent: June 26, 1990
    Assignee: Atochem
    Inventors: Yves Brigandat, Jacques Kervennal
  • Patent number: 4922023
    Abstract: Preparation of aliphatic N,N-dialkyl-substituted amino alcohols of the general formula I ##STR1## from diols of the general formula IIHO--A--OH (II)and secondary amines of the general formula III ##STR2## where A is an aliphatic chain of at least 2 carbon atoms and R.sup.1 and R.sup.2 are alkyl radicals of from 1 to 6 carbon atoms, which may be joined to form a five-membered or six-membered ring--in the liquid phase at elevated temperature and pressure and in the presence of a hydrogenation/dehydrogenation catalyst, hydrogen, and a basic alkali-metal or alkaline-earth-metal compound, where (a) the temperature is from 150.degree. C. to 250.degree. C.; (b) the total pressure is from 40 bar to 250 bar; (c) the hydrogen partial pressure is from 2 bar to 60 bar; (d) the hydrogenation/dehydrogenation catalyst is based on copper; (e) water is present, the mass being from 1% to 20% of the mass of the reaction mixture.
    Type: Grant
    Filed: July 6, 1988
    Date of Patent: May 1, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Roman Fischer, Hans J. Mercker, Herbert Mueller
  • Patent number: 4918233
    Abstract: This invention relates to a process for producing ethylene diamine in high selectivity and high conversion by reacting monoethanolamine with ammonia in the presence of a catalyst. The catalyst which permits the production of ethylenediamine in high selectivity and high conversion is a hydrogen mordenite catalyst that has been treated in such a manner as to raise the silicon to aluminum ratio of the mordenite, such treatment, then being referred to as partial dealumination.
    Type: Grant
    Filed: July 8, 1986
    Date of Patent: April 17, 1990
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Michel Deeba, Michael E. Ford, Thomas A. Johnson
  • Patent number: 4910342
    Abstract: This invention pertains to an improved process for preparing noncyclic polyalkylene polyamine compounds in high selectivity by reacting an alkanolamine and an alkylene amine in the presence of an acidic catalyst. The improvement resides in effecting the reaction under fixed bed catalytic conditions and maintaining the reaction conditions such that a vapor phase condition exists for the reaction mixture comprising both reactants and products. To accomplish the formation of vapor phase conditions, sufficient alkylenediamine is injected into the feedstream along with alkanolamine, temperature is maintained from 200.degree.-280.degree. C., and pressure ranges from about 0 psig to 150 psig so that the dew point temperature of the reaction product mix is below the reaction temperature at reaction pressure.
    Type: Grant
    Filed: May 12, 1987
    Date of Patent: March 20, 1990
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Michael G. Turcotte, Cawas A. Cooper
  • Patent number: 4888425
    Abstract: 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: Grant
    Filed: February 7, 1984
    Date of Patent: December 19, 1989
    Assignee: Union Carbide Chemicals and Plastics Company Inc.
    Inventor: William B. Herdle
  • Patent number: 4874896
    Abstract: 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: Grant
    Filed: December 23, 1987
    Date of Patent: October 17, 1989
    Assignee: UOP
    Inventors: Kurt D. Olson, Steven W. Kaiser
  • Patent number: 4851580
    Abstract: A process for the preparation of tertiary alkylamines having a total of up to 9 carbon atoms by reacting a dialkylamine with a C.sub.2 -C.sub.4 -alcohol in the presence of a hydrogenation/dehydrogenation catalyst which contains essentially only copper as the hydrogenating/dehydrogenating catalytic metal is proposed, wherein the reactants(a) are present in the liquid phase,(b) contain alkali metal and/or alkaline earth metal oxides and/or hydroxides and(c) are reacted in a molar ratio of dimethylamine to alcohol of from 1:10 to 10:1 and(d) in the presence of the water formed during the reaction.
    Type: Grant
    Filed: October 31, 1986
    Date of Patent: July 25, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Herbert Mueller, Roman Fischer, Gerhard Jeschek, Willibald Schoenleben
  • Patent number: 4851578
    Abstract: 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: Grant
    Filed: July 27, 1987
    Date of Patent: July 25, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Roman Fischer, Herbert Mueller
  • Patent number: 4827037
    Abstract: 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: Grant
    Filed: April 4, 1985
    Date of Patent: May 2, 1989
    Assignee: Union Carbide Corporation
    Inventor: Arthur R. Doumaux, Jr.
  • Patent number: 4827035
    Abstract: Primary, secondary and tertiary amines are prepared by reacting ammonia or a primary amine with a primary or secondary monohydric or polyhydric alcohol over a copper catalyst such as that which forms of its own accord from copper formate under the reaction conditions.
    Type: Grant
    Filed: January 23, 1987
    Date of Patent: May 2, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Herbert Mueller, Hartmut Axel
  • Patent number: 4814503
    Abstract: Improved acidic zeolite rho and ZK-5 catalysts for conversion of methanol and ammonia to dimethylamine are disclosed. The acidic zeolite rho catalyst is prepared by calcining zeolite NH.sub.4 -rho or H-rho in the presence of steam. The acidic zeolite ZK-5 catalyst is prepared by calcining zeolite NH.sub.4 -ZK-5 or H-ZK-5 in the presence of steam. An acidic zeolite rho which has been prepared by calcining zeolite NH.sub.4 -rho in a vertical furnace in the presence of ammonia is disclosed. Processes for producing dimethylamine with the specified catalysts are also disclosed.
    Type: Grant
    Filed: June 27, 1986
    Date of Patent: March 21, 1989
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Lloyd Abrams, David R. Corbin, Robert D. Shannon
  • Patent number: 4806689
    Abstract: A process is provided for producing dimethylamine, comprising reacting methanol and/or dimethylether and ammonia, in amounts sufficient to provide a carbon/nitrogen (C/N) ratio of from about 0.2 to about 1.5, at a temperature from about 250.degree. C. to about 450.degree. C., in the presence of a catalytic amount of an acidic zeolite rho.
    Type: Grant
    Filed: October 3, 1985
    Date of Patent: February 21, 1989
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Thurman E. Gier, Robert D. Shannon, George C. Sonnichsen, David R. Corbin, Michael Keane, Jr.
  • Patent number: 4795834
    Abstract: The catalytic alkylation of primary and secondary amino groups in linear polyamines using an "activated" copper catalyst.
    Type: Grant
    Filed: March 2, 1987
    Date of Patent: January 3, 1989
    Assignee: Stepan Company
    Inventors: Zdzislaw Dudzinski, Phillip Adams
  • Patent number: 4766247
    Abstract: The present invention relates to a process for the reduction of the color of polyamines by reacting at elevated temperature, i.e. 50.degree. to 175.degree. C., and pressure, i.e. 50 to 1500 psig, such colored polyamines, e.g. triethylenetetramine or tetraethylenepentamine, in the presence of a hydrogenation catalyst, e.g. Raney nickel or palladium on carbon, and a hydrogen atmosphere for a period of time sufficient to effectuate the desired reduction in color. In the process of the present invention, the polyamines can either be distilled into a narrow product composition and then hydrogenated or a crude polyamine product can be hydrogenated and then distilled to produce the desired product composition.
    Type: Grant
    Filed: September 26, 1986
    Date of Patent: August 23, 1988
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Michael E. Ford, Thomas A. Johnson, Gamini A. Vedage
  • Patent number: 4745190
    Abstract: 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: Grant
    Filed: March 31, 1986
    Date of Patent: May 17, 1988
    Assignee: Air Products and Chemicals, Inc.
    Inventor: John A. Marsella
  • Patent number: 4737592
    Abstract: A process is provided for producing dimethylamine, comprising reacting methanol and/or dimethylether and ammonia in amounts sufficient to provide a carbon/nitrogen (C/N) ratio from about 0.2 to about 1.5, at a temperature from about 250.degree. C. to about 450.degree. C., in the presence of a catalytic amount of an acidic zeolite catalyst selected from the group consisting of natural, H-exchanged, and M-exchanged chabazites, each having a geometric selectivity index greater than about 3, wherein M is one or more alkali metal ions selected from the group consisting of Na, K, Rb, and Cs.
    Type: Grant
    Filed: September 19, 1986
    Date of Patent: April 12, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Lloyd Abrams, Robert D. Shannon, George C. Sonnichsen
  • Patent number: 4727143
    Abstract: Piperazine, in solution in methanol may be substantially selectively converted to N,N'-dimethyl piperazine when using a catalyst composed of titania to which from about 0.5 to about 7 wt. % of phosphorous has been thermally chemically bonded in the form of phosphate linkages.
    Type: Grant
    Filed: June 9, 1986
    Date of Patent: February 23, 1988
    Assignee: Texaco Inc.
    Inventors: Steven H. Vanderpool, Peter S. Morford
  • Patent number: 4720588
    Abstract: This invention pertains to an improved process for preparing noncyclic polyalkylene polyamine compounds in high selectivity by reacting an alkanolamine and an alkylene amine in the presence of an inert gas and an acidic catalyst. The improvement resides in effecting the reaction under fixed bed catalytic conditions and maintaining the reaction conditions such that a vapor phase condition exists for the reaction mixture comprising both reactants and products. To accomplish the formation of vapor phase conditions sufficient inert gas is injected into the feedstream along with alkanolamine and alkylene amine so that the dew point temperature of the reaction product mix is below the reaction temperature at reaction pressure.
    Type: Grant
    Filed: January 16, 1986
    Date of Patent: January 19, 1988
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Michael G. Turcotte, Cawas A. Cooper, Michael E. Ford, Thomas A. Johnson
  • Patent number: 4709034
    Abstract: 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: Grant
    Filed: February 14, 1986
    Date of Patent: November 24, 1987
    Assignee: Air Products and Chemicals, Inc.
    Inventor: John A. Marsella
  • Patent number: 4698428
    Abstract: It has been surprisingly discovered in accordance with the present invention that N-methylethanolamine may be converted to N,N'-dimethylpiperazine when using a catalyst composed of titania to which from about 0.5 to about 7 wt. % of phosphorus has been thermally chemically bonded in the form of phosphate linkages.
    Type: Grant
    Filed: June 9, 1986
    Date of Patent: October 6, 1987
    Assignee: Texaco Inc.
    Inventors: Robert L. Zimmerman, Steven H. Vanderpool
  • Patent number: 4698427
    Abstract: Ethylenediamine and diethanolamine and/or hydroxyethyldiethylenetriamine can be converted to N-aminoethylpiperazine and tetraethylenepenetamine when using a catalyst composed of titania to which from about 0.5 to about 7 wt. % of phosphorus has been thermally chemically bonded in the form of phosphate linkages.
    Type: Grant
    Filed: June 9, 1986
    Date of Patent: October 6, 1987
    Assignee: Texaco Inc.
    Inventor: Steven H. Vanderpool
  • Patent number: 4683334
    Abstract: A process for producing dimethylamine is provided, comprising reacting methanol and/or dimethylether and ammonia, in amounts sufficient to provide a carbon/nitrogen (C/N) ratio from about 0.2 to about 1.5, and at a temperature from about 250.degree. C. to about 450.degree. C., in the presence of a catalytic amount of a modified acidic zeolite selected from the group consisting of chabazite, erionite, ZK-5, and rho, the zeolite having been modified by treatment with one or more compounds containing at least one element selected from the group consisting of silicon, aluminum, phosphorus, and boron, to deposit thereon at least 0.05 weight percent of the element.
    Type: Grant
    Filed: April 30, 1985
    Date of Patent: July 28, 1987
    Assignee: E. I. Du Pont de Nemours & Company
    Inventors: Horacio E. Bergna, David R. Corbin, George Sonnichsen
  • Patent number: 4665195
    Abstract: 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: Grant
    Filed: December 23, 1983
    Date of Patent: May 12, 1987
    Assignee: Exxon Research and Engineering Company
    Inventors: Eugene L. Stogryn, W.S. Winston Ho, Angelo A. Montagna
  • Patent number: 4654440
    Abstract: Alkanols, e.g., octanol, are reacted in gas mixtures with excess ammonia and preferably hydrogen at temperatures from 180.degree. to 340.degree. C. over supported catalytic oxides of copper, manganese, antimony and tin at atmospheric to moderate pressures. Depending on the selected catalyst and selected temperature, yields of 40% to 98% of monoalkyl amines or nitriles are produced. Other organic substrates, such as aromatic alcohols and aldehydes, aliphatic aldehydes, esters and primary and secondary amines can also be converted to nitriles at yields greater than 90%. The process is readily adaptable for continuous flow processing.
    Type: Grant
    Filed: July 30, 1980
    Date of Patent: March 31, 1987
    Assignee: American Cyanamid Company
    Inventors: Roger J. Card, Joseph L. Schmitt, Jr.
  • Patent number: 4650906
    Abstract: Ethyleneamines are recovered from an aqueous solution of carbonates of ethyleneamines by distilling an aqueous solution of carbonates of ethyleneamines including ethylenediamine, in which the molar ratio of the carbon dioxide component to the ethyleneamines including ethylenediamine is 0.01 to 0.5, whereby ethylenediamine is distilled out together with water. The aqueous solution to be distilled is advantageously prepared by heating an aqueous solution of carbonates of ethyleneamines including ethylenediamine to effect decarboxylation.
    Type: Grant
    Filed: February 29, 1984
    Date of Patent: March 17, 1987
    Assignee: Toyo Soda Manufacturing Co., Ltd.
    Inventors: Tsugio Murakami, Taizo Kawamoto
  • Patent number: 4647701
    Abstract: 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: Grant
    Filed: May 23, 1984
    Date of Patent: March 3, 1987
    Assignee: Union Carbide Corporation
    Inventor: Charles A. Gibson
  • Patent number: 4647366
    Abstract: The present invention is directed to the use of a reaction product of an alkynediol and a polyalkylene polyamine to control corrosion of metallic surfaces in contact with a substantially anhydrous elevated temperature mixture of a hydrocarbon and propionic acid. The method is particularly useful in controlling the corrosion of overheads in a crude unit of a refinery where problems of this nature are prevalent.
    Type: Grant
    Filed: September 7, 1984
    Date of Patent: March 3, 1987
    Assignee: Betz Laboratories, Inc.
    Inventor: James G. Edmondson
  • Patent number: 4647664
    Abstract: N-alkylmorpholines are prepared by passing a reaction mixture over a catalyst composed of titania to which from about 0.5 to about 7 wt. % of phosphorus has been thermally chemically bonded in the form of phosphate linkages, the reaction mixture being composed of a C.sub.1 -C.sub.4 primary alkyl alcohol and a feedstock selected from the class consisting of morpholine, diethanolamine and bis-aminoethylether.
    Type: Grant
    Filed: June 9, 1986
    Date of Patent: March 3, 1987
    Assignee: Texaco Inc.
    Inventors: Steven H. Vanderpool, Robert L. Zimmerman
  • Patent number: 4625030
    Abstract: The present invention concerns a potentiated nickel catalyst and its use for the catalytic amination of lower aliphatic alkane derivatives.
    Type: Grant
    Filed: May 23, 1984
    Date of Patent: November 25, 1986
    Assignee: Union Carbide Corporation
    Inventor: Donald C. Best
  • Patent number: 4622428
    Abstract: 1,3-Diamino-2,2-dialkylpropanes whose alkyl substituents are each of 1 to 4 carbon atoms are prepared by reacting the corresponding 2,2-dialkylpropane-1,3-diols with ammonia in the presence of hydrogen under superatmospheric pressure by a process in which the reaction is carried out in solution and in the presence of a cobalt-containing catalyst.
    Type: Grant
    Filed: October 18, 1983
    Date of Patent: November 11, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Merger, Dieter Voges, Siegfried Winderl
  • Patent number: 4621158
    Abstract: A method for making amines by reacting alcohols and/or aldehydes with primary and/or secondary amines or with ammonia in the presence of a catalyst at elevated temperature, and optionally at elevated pressure, in the liquid phase, the catalyst being an unsupported catalyst consisting of a combination of copper and tin compounds.
    Type: Grant
    Filed: August 21, 1985
    Date of Patent: November 4, 1986
    Assignee: Schering Aktiengesellschaft
    Inventors: Hans-Juergen Hubert, Klaus D. Tillmetz
  • Patent number: 4617418
    Abstract: This invention pertains to an improved process for preparing noncyclic polyalkylene polyamine compounds in high selectivity by reacting ammonia, an alkanolamine and an alkylene amine in the presence of an acidic catalyst. The improvement resides in effecting the reaction under fixed bed catalytic conditions and maintaining the reaction conditions such that a vapor phase condition exists for the reaction mixture comprising both reactants and products. To accomplish the formation of vapor phase conditions, sufficient ammonia is injected into the feedstream along with alkanolamine and alkylene amine so that the dew point temperature of the reaction product mix is below the reaction temperature at reaction pressure.
    Type: Grant
    Filed: November 26, 1984
    Date of Patent: October 14, 1986
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Michael E. Ford, Thomas A. Johnson
  • Patent number: 4615771
    Abstract: A method for the separation of bis-(2-aminoethyl)ether from N-(2-methoxyethyl)morpholine via azeotropic distillation using an entrainer such as monoethanolamine is described. The N-(2-methoxyethyl)morpholine is selectively removed by the monoethanolamine. The N-(2-methoxyethyl)morpholine is then separated from the monoethanolamine by liquid-liquid extraction using a non polar hydrocarbon or aromatic extraction solvent and distillation.The N-(2-methoxyethyl)morpholine-monoethanolamine stream previously had no economic use. The separation is now economically effected and the N-(2-methoxyethyl)morpholine used as a polyurethane catalyst.
    Type: Grant
    Filed: January 13, 1986
    Date of Patent: October 7, 1986
    Assignee: Texaco Inc.
    Inventors: Robert L. Zimmerman, Roger G. Duranleau
  • Patent number: 4612397
    Abstract: This invention is directed to thermally activated pelletted catalyst compositions comprising titania having phosphorous derived from a diaminohydrogen phosphate deposited thereon and to their preparation and their use in the production of predominantly linear polyethylenepolyamines from ethylenediamine and monoethanolamine.
    Type: Grant
    Filed: April 25, 1985
    Date of Patent: September 16, 1986
    Assignee: Texaco, Inc.
    Inventor: Terry L. Renken
  • Patent number: 4609761
    Abstract: This invention is directed to pelletted thermally activated catalyst compositions comprising titania having phosphorous derived from a trialkyl phosphate or phosphite deposited thereon and to their use in the production of predominantly linear polyethylenepolyamines from ethylenediamine and monoethanolamine.
    Type: Grant
    Filed: April 16, 1985
    Date of Patent: September 2, 1986
    Assignee: Texaco Inc.
    Inventors: Lewis W. Watts, Jr., Steven H. Vanderpool
  • Patent number: 4605770
    Abstract: A process for preparing predominantly noncyclic polyalkylene polyamine compounds is disclosed wherein an alkanolamine compound and an alkyleneamine compound in a molar ratio of alkanolamine compound:alkyleneamine compound of 1:5 to 3:1, preferably less than 1, is reacted in the presence of a catalytically effective amount of a Group IIA or Group IIIB metal acid phosphate at a temperature from about 200.degree. to 400.degree. C. under a pressure sufficient to maintain the reaction mixture substantially in liquid phase.
    Type: Grant
    Filed: December 22, 1983
    Date of Patent: August 12, 1986
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Michael E. Ford, Thomas A. Johnson
  • Patent number: 4602112
    Abstract: A process is provided for producing dimethylamine comprising reacting methanol and/or dimethylether and ammonia in amounts sufficient to provide a carbon/nitrogen (C/N) ratio from about 0.2 to about 1.5, at a temperature from about 250.degree. C. to about 450.degree. C., in the presence of a catalytic amount of an acidic H-ZK-5 zeolite catalyst.
    Type: Grant
    Filed: November 16, 1984
    Date of Patent: July 22, 1986
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Thurman E. Gier, Robert D. Shannon, George C. Sonnichsen
  • Patent number: 4594455
    Abstract: A liquid phase catalytic alkylation of methylamine by long chain fatty alcohols, using as catalyst a mixture of compounds containing nickel, copper, and Group IIA metal, to provide mixtures of monoalkyl, dialkyl and trialkyl amines of preselected ratios, which, upon quaternization with methyl chloride, produce commercial mixtures of monoalkyl, dialkyl and trialkyl quaternary ammonium salts.
    Type: Grant
    Filed: March 23, 1984
    Date of Patent: June 10, 1986
    Assignee: Millmaster Onyx Group, Inc.
    Inventor: Zdzislaw W. Dudzinski
  • Patent number: 4588842
    Abstract: This invention is directed to thermally activated pelletted catalyst compositions comprising phosphorous compounds deposited on group IVb transition metal oxides and their use in the production of predominately linear polyethylenepolyamines from ethylenediamine and monoethanolamine.
    Type: Grant
    Filed: December 22, 1983
    Date of Patent: May 13, 1986
    Assignee: Texaco Inc.
    Inventor: Steven H. Vanderpool
  • Patent number: 4584406
    Abstract: This invention is directed to pelletted catalyst compositions supported on group IVb transition metal oxides that contain phosphorous derived from phosphoryl chloride or phosphorous bromide and their use in the production of predominantly linear polyethylenepolyamines from ethylenediamine and monoethanolamine.
    Type: Grant
    Filed: December 6, 1984
    Date of Patent: April 22, 1986
    Assignee: Texaco Inc.
    Inventors: Steven H. Vanderpool, Terry L. Renken
  • Patent number: 4584405
    Abstract: This invention is directed to activated carbon and chemically treated activated carbon catalysts and to their use in the production of predominantly linear polyethylenepolyamines from ethylenediamine and monoethanolamine.
    Type: Grant
    Filed: April 18, 1983
    Date of Patent: April 22, 1986
    Assignee: Texaco Inc.
    Inventor: Steven H. Vanderpool
  • Patent number: 4582904
    Abstract: Synthesis of organic amines by condensation of organic hydroxy compound with ammonia or a primary or secondary amine in the presence of a rare earth metal hydrogen phosphate catalyst.
    Type: Grant
    Filed: January 6, 1984
    Date of Patent: April 15, 1986
    Assignee: Air Products and Chemicals, Inc.
    Inventors: James E. Wells, Victoria Eskinazi
  • Patent number: 4582936
    Abstract: A process for the selective production of dimethylamine in preference to mono- and trimethylamines by a catalytic vapor phase reaction of ammonia and methanol over a zeolite selected from mordenite, clinoptilolite and erionite is disclosed, wherein the improvement is characterized by the fact that the zeolite used has been contacted with steam at a temperature of 250.degree. to 700.degree. C.
    Type: Grant
    Filed: June 6, 1984
    Date of Patent: April 15, 1986
    Assignee: Nitto Kagaku Kogyo Kabushiki Kaisha
    Inventors: Yoshiro Ashina, Takeyuki Fujita, Michio Fukatsu, Junsuke Yagi