By Reductive Amination Patents (Class 564/472)
-
Patent number: 5801285Abstract: The present invention relates to a process for preparing 2-methyl-2,4-diaminopentane by introducing acetone, ammonia and hydrogen into a two-zone reactor at a temperature of 20.degree. to 130.degree. C. and a pressure of 30 to 250 bar, wherein the first zone contains a cationic exchange resin containing NH.sub.4.sup..sym. groups or an aluminum oxide and/or silicon oxide catalyst and the second zone contains a hydrogenation catalyst containing nickel.Type: GrantFiled: October 31, 1997Date of Patent: September 1, 1998Assignee: Bayer AktiengesellschaftInventors: Helmut Waldmann, Jurgen Dahmer, Anatoly Bazanov, Alexandre Timofeev, Natalja Zubritskaya, Gennady Terechtchenko
-
Patent number: 5739403Abstract: 4-Aminodiphenylamines are produced by reacting optionally substituted aniline with optionally substituted nitrobenzene in the presence of water and/or alcohols and organic and/or inorganic bases and then catalytically hydrogenating the resultant nitro- and/or nitrosodiphenylamine in the presence of water, wherein the catalytic hydrogenation of the reaction mixture is performed in the presence of 25 to 80 wt. % of water, relative to the weight of the reaction mixture from the condensation reaction, the hydrogenation catalyst is removed from the hydrogenation mixture once absorption of hydrogen has ceased, 10 to 100 vol. % of aromatic solvent, relative to the total volume of the hydrogenation mixture, are optionally added to the hydrogenation mixture, the resultant organic phase is separated in order to isolate the 4-aminodiphenylamine and the aqueous phase is returned to the initial reaction mixture.Type: GrantFiled: January 6, 1997Date of Patent: April 14, 1998Assignee: Bayer AGInventors: Klaus Reinartz, Adolf Brill, Fred Schuhmacher
-
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
-
Patent number: 5646235Abstract: A method is provided for the preparation of tertiary polyamines by alkylating a polyamine having at least two primary amino groups without the use of excess solvent. More particularly, a tertiary amine is produced by reductively alkylating a polyamine with a carbonyl compound, such as formaldehyde, in a reaction zone while in the presence of a hydrogenation catalyst and hydrogen under reductive conditions. The carbonyl compound is continuously supplied to the reaction zone.Type: GrantFiled: June 18, 1996Date of Patent: July 8, 1997Assignee: Huntsman Petrochemical CorporationInventors: Robert LeRoy Zimmerman, Wheeler Conrad Crawford, Rodney Frederick Lloyd
-
Patent number: 5631405Abstract: The present invention relates to a method of forming a 1,3-diamino-3-substituted-2-propanol chemical intermediate from which various chemicals, such as selected protease-inhibitors and other drugs, as well as polymers, can be synthesized.This method includes contacting a nitromethyl amino acid compound with at least one reducing agent to form the 1,3-diamino-3-substituted-2-propanol chemical intermediate.Type: GrantFiled: June 7, 1995Date of Patent: May 20, 1997Assignee: Pharm-Eco Laboratories, IncorporatedInventors: Biman Pal, Siya Ram, Bing Cai, Yesh P. Sachdeva, Jaechul Shim, Salah A. Zahr, Emile Al-Farhan, Richard L. Gabriel
-
Patent number: 5498707Abstract: A composition adapted to convert hydrogen sulfide and organic sulfides to nontoxic polymers. The compositions comprise amine resin solutions made by reacting sterically hindered amines such as selected diamines, triamines, amino alcohols, and mixtures thereof, with aldehydes, aldehyde donors, or the reaction products of lower alkanolamines and lower aldehydes. The subject compositions are preferably made by reacting the sterically hindered amines and aldehyde components in about a 1:1 molar ratio at a temperature ranging from about 110.degree. to about 120.degree. F. (about 43.degree. to about 49.degree. C.), using enough of the sterically hindered amine to produce a reaction product having a pH ranging from about 10.5 to about 12. Streams containing hydrogen sulfide or organic sulfides are preferably treated by contacting such streams with from about 2 to about 4 ppm of the amine solution of the invention per ppm of sulfide.Type: GrantFiled: May 6, 1994Date of Patent: March 12, 1996Inventor: Larry W. Gatlin
-
Patent number: 5488103Abstract: A composition adapted to convert hydrogen sulfide and organic sulfides to nontoxic polymers. The compositions comprise amine resin solutions made by reacting sterically hindered amines such as selected diamines, triamines, amino alcohols, and mixtures thereof, with aldehydes, aldehyde donors, or the reaction products of lower alkanolamines and lower aldehydes. The subject compositions are preferably made by reacting the sterically hindered amines and aldehyde components in about a 1:1 molar ratio at a temperature ranging from about 110.degree. to about 120.degree. F. (about 43.degree. to about 49.degree. C.), using enough of the sterically hindered amine to produce a reaction product having a pH ranging from about 10.5 to about 12. Streams containing hydrogen sulfide or organic sulfides are preferably treated by contacting such streams with from about 2 to about 4 ppm of the amine solution of the invention per ppm of sulfide.Type: GrantFiled: May 15, 1995Date of Patent: January 30, 1996Inventor: Larry W. Gatlin
-
Patent number: 5486605Abstract: A composition is disclosed that is adapted to convert hydrogen sulfide and organic sulfides to nontoxic polymers. The compositions comprise amine resin solutions made by reacting sterically hindered amines such as amine heads with aldoses selected from the group consisting of D-aldoses having from 3 to 6 carbon atoms. Streams containing hydrogen sulfide or organic sulfides are preferably treated by contacting such streams with from about 2 to about 4 ppm or more of the amine solution of the invention per ppm of sulfide.Type: GrantFiled: May 20, 1994Date of Patent: January 23, 1996Inventor: Larry W. Gatlin
-
Patent number: 5475141Abstract: Process for preparing primary amines from aldehydes by mixing an aldehyde with a diluent, where in the case of an alcohol or of water as diluent the mixing temperature is at most 5.degree. C. to prevent the formation of the hemiacetal or the aldehyde hydrate, and bringing the mixture into contact with a mixture of ammonia, hydrogen and hydrogenation catalyst, whereby the formation of an imine is prevented, at temperatures of from 60.degree. to 180.degree. C. and pressures of from 20 to 60 bar, at least 15 mol of ammonia being used per mol of aldehyde group, and also an apparatus for carrying out the process.Type: GrantFiled: June 3, 1994Date of Patent: December 12, 1995Assignee: Chemie Linz GmbHInventors: Carlo Kos, Friedrich Hebesberger, Eduard Artner, Engelbert Kloimstein, Robert Haar, Ernst Lust
-
Patent number: 5347027Abstract: The present invention provides an electroless process for making a catalyst in a liquid or gaseous medium comprising contacting a base metal with a chemical cleaning agent and simultaneously or sequentially treating said base metal under reducing conditions with a noble metal-containing material, the catalyst prepared using the process, and a method of using the catalyst.Type: GrantFiled: April 22, 1993Date of Patent: September 13, 1994Assignee: OSi Specialties, Inc.Inventors: James S. Ritscher, Wei T. Yang, George M. Omietanski, Robert L. Ocheltree, Earl E. Malson
-
Patent number: 5331101Abstract: A process for preparing amines or imines which comprises contacting an alcohol, aldehyde, or ketone with an aminating agent in the presence of a catalyst under reaction conditions sufficient to form an amine or imine, wherein the catalyst comprises a homogeneous mixture of (a) 10-90 mole percent cobalt or an insoluble salt thereof, (b) 9-89 mole percent copper or an insoluble salt thereof, and (c) 1-20 mole percent of a metal or insoluble salt of a metal selected from the group consisting of a Lanthanum series metal, thorium, uranium, scandium, titanium, and yttrium is described. A process which employs zirconium as component (c) and which is supported on a carrier material, wherein the carrier material has been neutralized with a base, is also disclosed.Type: GrantFiled: January 5, 1990Date of Patent: July 19, 1994Assignee: The Dow Chemical CompanyInventor: Clarence E. Habermann
-
Patent number: 5270471Abstract: A branched chain polyalkylene polyamine ("PAPA") having plural amine groups, including a secondary amine group intermediate terminal primary amine groups one of which is hindered, and having at least two carbon atoms between each group, is selectively reductively alkylated with a ketone. The reaction provides a convenient method for selectively reductively alkylating a PAPA having a hindered primary amine group, the method comprising contacting the PAPA with hydrogen and the ketone in the presence of a catalytically effective amount of a Group VIII metal on a catalyst support, at a pressure in the range from about 500-1000 psi and a temperature in the range from about 50.degree. C. to about 200.degree. C. for a period of time sufficient to preferentially alkylate the unhindered amine primary terminal amine group. The alkylation proceeds essentially without alkylating either the sterically hindered terminal primary amine group or the intermediate unhindered secondary amine group.Type: GrantFiled: October 27, 1992Date of Patent: December 14, 1993Assignee: The B. F. Goodrich CompanyInventors: John T. Lai, Pyong-Nae Son
-
Patent number: 5231217Abstract: The present invention is directed to a novel solvent-free process for preparing amine terminated compounds by reacting a polyfunctional acetoacetic acid ester with either ammonia or an organic compound which contains one or more primary amino groups in the presence of an acidic catalyst selected from the group consisting of (i) boron trifluoride etherate and (ii) organic acids having pKa values of from 0.1 to 0.8.Type: GrantFiled: March 20, 1991Date of Patent: July 27, 1993Assignee: Miles Inc.Inventors: Robert P. Yeater, Robson Mafoti, Josef Sanders
-
Patent number: 5225597Abstract: A continuous method of preparing N-monoalkyl alkylenediamines, uncontaminated by the N,N'-dialkyl alkylenediamine, is based on the observation that the disubstituted material selectively precipitates from aqueous media. A scheme is presented where an aqueous alkylenediamine is reacted with a suitable carbonyl component and hydrogen over a supported platinum catalyst. Where the alkylenediamine forms an azeotrope with water it can be conveniently recycled to the reactor.Type: GrantFiled: March 13, 1992Date of Patent: July 6, 1993Assignee: UOPInventor: Paul R. Kurek
-
Patent number: 5196601Abstract: Disclosed herein is a process for producing an alcohol or an amine by reducing a compound having a formyl, keto, nitro, oxirane, ester, nitrile, amide or halogenated carboxyl group with an alkali metal boro-hydride in the presence of a compound having a hydroxyl group and ether linkage. According to the present invention, a functional group having a great steric hindrance can be reduced, and a corresponding alcohol or amine can efficiently be produced under very mild conditions on an industrial scale.Type: GrantFiled: June 17, 1992Date of Patent: March 23, 1993Assignee: Kao CorporationInventors: Tomohito Kitsuki, Yoshiaki Fujikura
-
Patent number: 5166433Abstract: 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: January 7, 1991Date of Patent: November 24, 1992Assignee: BASF AktiengesellschaftInventors: Matthias Irgang, Juergen Schossig, Wolfgang Schroeder, Siegfried Winderl
-
Patent number: 5166443Abstract: A process for the preparation of a 2,2-disubstituted pentane-1,5-diamine of the formula I ##STR1## where R.sup.1 and R.sup.2, independently of one another, are C.sub.1 - to C.sub.10 -alkyl or C.sub.2 - to C.sub.10 -alkenyl or together are a C.sub.4 - to C.sub.7 -alkylene chain which is unsubstituted or monosubstituted to pentasubstituted by C.sub.1 - to C.sub.4 -alkyl, from a 2,2-disubstituted 4-cyanobutanal of the formula II ##STR2## where R.sup.1 and R.sup.2 are as defined above, comprises, in two spatially separate reaction spaces,a) reacting the 4-cyanobutanal of the formula II, in a first reaction space, with excess ammonia on an acidic heterogeneous catalyst at from 20.degree. to 150.degree. C.Type: GrantFiled: March 17, 1991Date of Patent: November 24, 1992Assignee: BASF AktiengesellschaftInventors: Franz Merger, Claus-Ulrich Priester, Tom Witzel, Gerhard Koppenhoefer, Ludwig Schuster
-
Patent number: 5144078Abstract: The present invention relates to a novel fluorine-containing diaminobenzene derivatives having a perfluoroalkyl group and to a novel fluorine-containing polyimide which is produced from the said diaminobenzene as a starting material and to a novel polyimide having both a fluorine-containing group and/or a siloxane chain in the side chain thereof, the polyimide being produced from the said fluorine-containing diaminobenzene and fluorine-containing polyimide and to a liquid crystal-aligning agent with an elevated tilt angle, which contains a polyimide having a fluorine-containing group and a siloxane chain.Type: GrantFiled: March 28, 1991Date of Patent: September 1, 1992Assignees: Sagami Chemical Research Center, Nissan Chemical Industries, Ltd.Inventors: Yu Nagase, Yuriko Takamura, Noriaki Kohtoh, Hiroyoshi Fukuro, Toyohiko Abe
-
Patent number: 5124484Abstract: A process for the preparation of a polyisobutene amine, in particularly a polyisobutene amine of formula (I): ##STR1## comprises reacting a carbonyl funtionalized polyisobutene [PIB]--(CO)R and an amine H.sub.2 NR.sup.1 and hydrogenating the product of the reaction between said carbonyll functionalized polyisobutene and said amine, where PIB is a polyisobutenyl group,R=H, methyl or vinyl,R.sup.1 =C.sub.1 -C.sub.20 alkyl group or --(CHR.sup.2).sub.n [X(CH.sub.2).sub.m ].sub.p X.sup.1 R.sup.3R.sup.2 =H or methyln=an integer of 1-4m=an integer of 2-4p=0, or an integer of 1-10R.sup.3 =H or C.sub.1 -C.sub.10 alkylXm X.sup.1 =O or NR.sup.4R.sup.4 =H, C.sub.1 -C.sub.10 alkyl group, or [(CH.sub.2).sub.q X.sup.2 R.sup.5 ]q=an integer of 2-4R.sup.5 is H, C.sub.1 -C.sub.10 alkyl groupX.sup.2 is 0 or NHeach of X and X.sup.1 may be the same or may be different and when p>1 each of the repeating units [X(CH.sub.2).sub.m ] may be the same or may be different.Polyamines or alcoholamines are preferred amines.Type: GrantFiled: November 19, 1991Date of Patent: June 23, 1992Assignee: BP Chemicals (Additives) LimitedInventors: Simon C. Brown, Michael J. Clarke
-
Patent number: 5105014Abstract: The present invention relates to an improved method of forming vicinal diamines. The method according to the present invention has the advantage of being highly stereoselective, capable of forming a wide variety of diamines including racemic and enantiomeric forms, and employing readily available starting and reaction materials.In particular the present invention relates to a method of forming vicinal diamines from a bis-imine precursor using nucleophilic additions of organometallic reagents.Type: GrantFiled: August 6, 1991Date of Patent: April 14, 1992Assignee: Mallinckrodt Medical, Inc.Inventor: William L. Neumann
-
Patent number: 5103061Abstract: This invention relates to a process for producing long chain alkyl amines from polyolefins by reacting (a) a polyolefin having a molecular weight in the range of 330-2000 with ozone in the presence of a solvent, (b) reacting the ozonolysis product from (a) without separation and/or isolation of the carbonyl compounds formed therein with primary hydrocarbyl amines to form an imine, (c) hydrogenating the imine from step (b) to an amine in the presence of a hydrogenation catalyst, and (d) recovering the long chain alkyl amine from the hydrogenation products formed in step (c). The amines so produced are useful gasoline and lube oil additives.Type: GrantFiled: September 6, 1990Date of Patent: April 7, 1992Assignee: BP Chemicals LimitedInventors: John R. Blackborow, Regis Peretti
-
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
-
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
-
Patent number: 5066824Abstract: The present invention is directed to a process for preparing amine terminated compounds by reacting a polyfunctional acetoacetic acid ester with either ammonia or an organic compound which contains one or more primary amino groups in the presence of a solvent and an acidic catalyst selected from the group consisting of (i) boron trifuloride etherate and (ii) organic acids having pKa values of from 0.1 to 0.8 with the proviso that if the primary amino group containing compound contains no aromatically bound amino groups, the pKa of said organic acid is from 0.1 to less than 0.7.Type: GrantFiled: August 3, 1990Date of Patent: November 19, 1991Assignee: Mobay CorporationInventors: Robson Mafoti, Josef Sanders
-
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
-
Patent number: 5001267Abstract: Secondary alkyl amine derivatives of ethylenediamine are formed in a one-step reaction when ethylenediamine is substantially simultaneously continuously mixed with a methyl alkyl ketone to form a reaction mixture which is continuously hydrogenated in the presence of a hydrogenation catalyst and hydrogen, the alkyl group containing 1 to 4 carbon atoms.Type: GrantFiled: March 13, 1989Date of Patent: March 19, 1991Assignee: Texaco Chemical CompanyInventors: George P. Speranza, Jiang-Jen Lin, James H. Templeton, Wei-Yang Su
-
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
-
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
-
Patent number: 4954654Abstract: A process for the preparation of secondary and tertiary amines such as dimethylcyclohexylamine, comprising reacting an amine of the formula ##STR1## wherein R.sub.1 is an organic group and R.sub.2 is an organic group or hydrogen atom, with a ketone such as cyclohexanone in the liquid phase in the presence of an unsupported metallic copper catalyst under hydrogenating conditions. The process further includes providing an acid such as acetic acid as a condensation promoter, permitting the metallic copper catalyst to separate out by gravitation over a period of time, removing post-reaction material from contact with the catalyst, separating the post-reaction material into fractions, as by distillation, and recycling unreacted starting material for further reaction.Type: GrantFiled: August 29, 1988Date of Patent: September 4, 1990Assignee: Phillips Petroleum CompanyInventor: Howard F. Efner
-
Patent number: 4952734Abstract: A process for the preparation of methylamines by the reaction of amines, formaldehyde and hydrogen as starting materials on a fixed-bed catalyst in the liquid phase under pressure and preferably at elevated temperature. The starting materials contain a reduced percentage of water. They are heated to a predetermined temperature apart from each other, and then mixed with each other in the presence of the fixed-bed catalyst.Type: GrantFiled: June 23, 1988Date of Patent: August 28, 1990Assignee: Hoechst AG Werk RuhrchemieInventors: Jurgen Weber, Detlef Kampmann, Claus Kniep
-
Patent number: 4940818Abstract: A process for the preparation of 2,2'-oxybis[N,N-dimethylethanamine] by reaction of 2,2'oxybisethanamine, hydrogen and formaldehyde having a reduced percentage of water on conventional fixed-bed hydrogenation catalysts. The reactants, especially the amine and formaldehyde, are heated to a predetermined temperature separate from each other, and then mixed with each other in the presence of the fixed-bed catalyst.Type: GrantFiled: June 23, 1988Date of Patent: July 10, 1990Assignee: Hoechst AktiengesellschaftInventors: Jurgen Weber, Detlef Kampmann, Franz Thonnessen, Claus Kniep
-
Patent number: 4927912Abstract: Secondary isopropylamine terminated oxyethylene and/or oxypropylene diamines or triamines are prepared by reacting an oxyethylene and/or oxypropylene primary diamine or triamine with acetone in the presence of a hydrogenation catalyst and hydrogen. The secondary isopropylamine terminated oxyethylene and/or oxypropylene derivatives are useful as curing agents for epoxy resins.Type: GrantFiled: March 13, 1989Date of Patent: May 22, 1990Assignee: Texaco Chemical CompanyInventors: George P. Speranza, Jiang-Jen Lin, James H. Templeton
-
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
-
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
-
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
-
Patent number: 4665234Abstract: A novel class of severely sterically hindered secondary aminoether alcohols of the general formula: ##STR1## are prepared wherein R.sub.1 and R.sub.2 are each selected from the group consisting of alkyl and hydroxylalkyl radicals R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are each selected from the group consisting of hydrogen, alkyl and hydroxyalkyl radicals, with the proviso that at least one of R.sub.4 or R.sub.5 bonded to the carbon atom directly bonded to the nitrogen atom is an alkyl or hydroxyalkyl radical when R.sub.3 is hydrogen, x and y are each positive integers ranging from 2-4 and z is a positive integer ranging from 1-4. The compounds are useful in the selective removal of H.sub.2 S from mixtures containing H.sub.2 S and CO.sub.2.Type: GrantFiled: August 15, 1983Date of Patent: May 12, 1987Assignee: Exxon Research and Engineering CompanyInventor: Eugene L. Stogryn
-
Patent number: 4638091Abstract: A method for the preparation of a fluorinated amine of the formula: ##STR1## wherein X represents hydrogen or fluorine, R represents hydrogen, lower alkyl, difluoromethyl or trifluoromethyl and each of R.sup.1 and R.sup.2, independently, represents hydrogen or lower alkyl, which comprises reacting a carbonyl compound of the formula:XCF.sub.2 CORat an elevated temperature with a nitrogenous base of the formula: ##STR2## and hydrogen in the presence of a hydrogenation catalyst.Type: GrantFiled: February 11, 1985Date of Patent: January 20, 1987Assignee: Imperial Chemical Industries PLCInventor: Roy D. Bowden
-
Patent number: 4539403Abstract: There is disclosed a process for the preparation of a 2-alkyl-4-amino-5-aminomethylpyrimidine, which comprises subjecting a 2-alkyl-4-amino-5-formylpyrimidine to catalytic reaction with hydrogen and ammonia in the presence of a reduction catalyst.According to the process of this invention, the desired product can be obtained in much higher yield as compared with the processes known to the art.Type: GrantFiled: January 26, 1983Date of Patent: September 3, 1985Assignee: UBE Industries, Ltd.Inventors: Kozo Fujii, Keigo Nishihira, Hiroyuki Sawada, Shuji Tanaka, Mamoru Nakai, Hiroshi Yoshida, Teruhiko Inoue, Kiyosi Oomori
-
Patent number: 4536577Abstract: Disclosed is a process for preparing 2-alkyl-4-amino-5-aminomethylpyrimidine comprising (i) a first step of reacting 2-alkyl-4-amino-5-formylpyrimidine with ammonia in an inert solvent in the presence of at least one compound selected from heteropolyacids, isopolyacids, oxyacids and salts thereof containing molybdenum or tungsten, and (ii) a second step of reacting the reaction product in the first step catalytically with ammonia and hydrogen in an inert solvent in the presence of a reducing catalyst together with or without a hydroxide of an alkali metal or alkaline earth metal.Type: GrantFiled: March 26, 1984Date of Patent: August 20, 1985Assignee: Ube Industries, Ltd.Inventors: Hiroshi Yoshida, Sadao Niida
-
Patent number: 4442286Abstract: This invention relates to the preparation of amines by the reduction of imines with phosphorous acid, preferably under basic conditions.Type: GrantFiled: October 15, 1976Date of Patent: April 10, 1984Assignee: Petrolite CorporationInventor: Derek Redmore
-
Patent number: 4373107Abstract: A process for preparing an N-alkylene-diamine by contacting an alkylene diamine with an aliphatic aldehyde in a reaction solvent in the presence of hydrogen under pressure and an platinum group metal, which comprises gradually adding the aliphatic aldehyde to the alkylene diamine. The process according to the present invention provides a high conversion of the alkylene diamine and a high selectivity to the N-alkyl-alkylene-diamine.Type: GrantFiled: July 22, 1981Date of Patent: February 8, 1983Assignee: Ube Industries, Ltd.Inventors: Susumu Tahara, Keigo Nishihira, Takashi Miyatake, Hiroyuki Sawada, Junichiro Kita