Of Hydroxy Containing Compound Patents (Class 564/447)
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Patent number: 8946463Abstract: The present invention relates to a chemocatalytic liquid-phase process for the direct one-stage amination of alcohols to primary amines by means of ammonia in high yields using a catalyst system containing at least one transition metal compound and a xantphos ligand.Type: GrantFiled: December 14, 2011Date of Patent: February 3, 2015Assignee: Evonik Degussa GmbHInventors: Florian Klasovsky, Thomas Tacke, Jan Christoph Pfeffer, Thomas Haas, Matthias Beller, Andreas Martin, Jens Deutsch, Angela Koeckritz, Sebastian Imm, Juergen Haberland
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Patent number: 8927773Abstract: The invention relates to a process for preparing primary amines which comprises the process steps A) provision of a solution of a secondary alcohol in a fluid, nongaseous phase, B) contacting of the phase with free ammonia and/or at least one ammonia-releasing compound and a homogeneous catalyst and optionally C) isolation of the primary amine formed in process step B), characterized in that the volume ratio of the volume of the liquid phase to the volume of the gas phase in process step B is greater than or equal to 0.25, and/or in that the ammonia is used in process step B) in a molar ratio based on the hydroxyl groups in the secondary alcohol of at least 5:1.Type: GrantFiled: August 23, 2011Date of Patent: January 6, 2015Assignee: Evonik Degussa GmbHInventors: Florian Klasovsky, Jan Christoph Pfeffer, Thomas Tacke, Thomas Haas, Andreas Martin, Jens Deutsch, Angela Koeckritz
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Publication number: 20140288306Abstract: The present invention provides novel ruthenium based catalysts, and a process for preparing amines, by reacting a primary alcohol and ammonia in the presence of such catalysts, to generate the amine and water. According to the process of the invention, primary alcohols react directly with ammonia to produce primary amines and water in high yields and high turnover numbers. This reaction is catalyzed by novel ruthenium complexes, which are preferably composed of quinolinyl or acridinyl based pincer ligands.Type: ApplicationFiled: June 5, 2014Publication date: September 25, 2014Inventors: David Milstein, Chidambaram Gunanathan
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Publication number: 20140046054Abstract: The invention relates to a process for preparing amines (A) by alcohol amination of alcohols (Al) by means of an aminating agent (Am) with elimination of water, wherein the alcohol amination is carried out in the presence of a complex catalyst comprising iridium and an amino acid.Type: ApplicationFiled: August 7, 2013Publication date: February 13, 2014Applicant: BASF SEInventors: Alexander WETZEL, Michael Limbach, Marion Brinks, Mathias Schelwies
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Patent number: 8637709Abstract: Preparing a primary amine by alcohol amination of alcohol with ammonia and elimination of water includes reacting, in a homogeneously catalyzed reaction, a mixture of alcohol, ammonia, nonpolar solvent, and catalyst, in a liquid phase, to obtain a product mixture. The process then includes phase separating the product mixture into a polar product phase and a nonpolar product phase, and separating off the nonpolar product phase. At least some of the nonpolar phase returns to the homogenously catalyzed reaction. The process further includes separating off amination product from the polar product phase. At least some of the catalyst is in the nonpolar phase, and the catalyst accumulates in the nonpolar phase.Type: GrantFiled: March 8, 2012Date of Patent: January 28, 2014Assignee: BASF SEInventors: Thomas Schaub, Boris Buschhaus, Marion Kristina Brinks, Mathias Schelwies, Rocco Paciello, Johann-Peter Melder, Martin Merger
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Publication number: 20130331580Abstract: The present invention relates to a chemocatalytic liquid-phase process for the direct one-stage amination of alcohols to primary amines by means of ammonia in high yields using a catalyst system containing at least one transition metal compound and a xantphos ligand.Type: ApplicationFiled: December 14, 2011Publication date: December 12, 2013Applicant: EVONIK DEGUSSA GmbHInventors: Florian Klasovsky, Thomas Tacke, Jan Christoph Pfeffer, Thomas Haas, Matthias Beller, Andreas Martin, Jens Deutsch, Angela Koeckritz, Sebastian Imm, Juergen Haberland
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Patent number: 8486183Abstract: An acid gas absorbent comprising an alkylamino alkyloxy (alcohol) monoalkyl ether and a process for the selective removal Of H2S from gaseous mixtures containing H2S and CO2 using an absorbent solution comprising an alkylamino alkyloxy alcohol monoalkyl ether.Type: GrantFiled: July 21, 2006Date of Patent: July 16, 2013Assignee: ExxonMobil Research and Engineering CompanyInventors: Michael Siskin, Edmund John Mozeleski, Robert Basil Fedich, Frank Cheng-Yu Wang
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Publication number: 20130178656Abstract: The present application relates to a process for preparing secondary amines by aminating excess primary or secondary alcohols with primary amines in the liquid phase in the presence of copper-comprising catalysts.Type: ApplicationFiled: January 9, 2013Publication date: July 11, 2013Inventors: Christof Wilhelm Wigbers, Johann-Peter Melder, Bernd Stein
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Publication number: 20130165672Abstract: The invention relates to a process for preparing primary amines which comprises the process steps A) provision of a solution of a secondary alcohol in a fluid, nongaseous phase, B) contacting of the phase with free ammonia and/or at least one ammonia-releasing compound and a homogeneous catalyst and optionally C) isolation of the primary amine formed in process step B), characterized in that the volume ratio of the volume of the liquid phase to the volume of the gas phase in process step B is greater than or equal to 0.25, and/or in that the ammonia is used in process step B) in a molar ratio based on the hydroxyl groups in the secondary alcohol of at least 5:1.Type: ApplicationFiled: August 23, 2011Publication date: June 27, 2013Applicant: Evonik Degussa GmbHInventors: Florian Klasovsky, Jan Christoph Pfeffer, Thomas Tacke, Thomas Haas, Andreas Martin, Jens Deutsch, Angela Koeckritz
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Publication number: 20120232293Abstract: Process for preparing primary amines which have at least one functional group of the formula (—CH2—NH2) and at least one further primary amino group by alcohol amination of starting materials having at least one functional group of the formula (—CH2—OH) and at least one further functional group (—X), where (—X) is selected from among hydroxyl groups and primary amino groups, by means of ammonia with elimination of water, wherein the reaction is carried out homogeneously catalyzed in the presence of at least one complex catalyst comprising at least one element selected from groups 8, 9 and 10 of the Periodic Table and also at least one donor ligand.Type: ApplicationFiled: March 8, 2012Publication date: September 13, 2012Applicant: BASF SEInventors: Thomas SCHAUB, Boris Buschhaus, Marion Kristina Brinks, Mathias Schelwies, Rocco Paciello, Johann-Peter Melder, Martin Merger
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Publication number: 20110152525Abstract: The present invention provides novel ruthenium based catalysts, and a process for preparing amines, by reacting a primary alcohol and ammonia in the presence of such catalysts, to generate the amine and water. According to the process of the invention, primary alcohols react directly with ammonia to produce primary amines and water in high yields and high turnover numbers. This reaction is catalyzed by novel ruthenium complexes, which are preferably composed of quinolinyl or acridinyl based pincer ligands.Type: ApplicationFiled: August 10, 2009Publication date: June 23, 2011Applicant: Yeda Research and Development Co. Ltd. at the Weizmann Institute of ScienceInventors: David Milstein, Chidambaram Gunanathan
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Publication number: 20110009670Abstract: Embodiments of the present invention include methods for producing a cyclohexanedimethanamine by a reductive amination process.Type: ApplicationFiled: March 9, 2009Publication date: January 13, 2011Applicant: Huntsman Petrochemical LLCInventors: Terry L. Renken, Howard P. Klein
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Publication number: 20100029988Abstract: The present invention relates to a process for producing an aliphatic primary amine or an aliphatic secondary amine from an aliphatic alcohol with a high catalytic activity and a high selectivity. In the process for producing an aliphatic amine according to the present invention, a linear, branched, or cyclic aliphatic alcohol having 6 to 22 carbon atoms is contacted with ammonia and hydrogen in the presence of a catalyst formed by supporting a ruthenium component on at least one material selected from the group consisting of (B) a zirconia-containing composite oxide and (C) zirconia surface-treated with a metal by hydrolysis of (A) a ruthenium compound.Type: ApplicationFiled: November 5, 2007Publication date: February 4, 2010Applicant: KAO CORPORATIONInventors: Yuuta Suzuki, Yasuyuki Mimura, Tetsuaki Fukushima
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Patent number: 7442840Abstract: The present invention relates to a process for preparing severely sterically hindered secondary amine ether alcohols and diamine polyalkenyl ethers by reacting a primary amino compound with a polyalkenylether glycol in the presence of a high activity nickel powder hydrogenation catalyst which is marked by high conversion of reactants and increased selectivity to desired final product.Type: GrantFiled: February 1, 2005Date of Patent: October 28, 2008Assignee: ExxonMobil Research and Engineering CompanyInventors: Christine Nicole Elia, Michael Siskin, Michael Charles Kerby, Adeana Richelle Bishop, Edmund John Mozeleski, Andrzej Malek
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Patent number: 6710210Abstract: Novel N-substituted-aminomethyl cyclopropyl ketone derivatives are represented by following Formula (1): wherein R1, R2 and R3 are each a hydrogen atom or an aliphatic hydrocarbon group; and R4 and R5 are each a hydrogen atom or an arylmethyl group which may have a substituent, where at least one hydrogen atom or aryl group as a substituent is combined with a carbon atom in the methyl moiety of the arylmethyl group, and at least one of R4 and R5 is an arylmethyl group which may have a substituent. These compounds are useful for the preparation of aminomethyl cyclopropyl ketone derivatives and 2-amino-1-cyclopropylethanol derivatives or salts thereof.Type: GrantFiled: April 8, 2002Date of Patent: March 23, 2004Assignee: Daicel Chemical Industries, Ltd.Inventors: Hiroki Tanaka, Li Rui Pan, Kiyoshi Ikura
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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: 6462092Abstract: The invention relates to use of substituted polycyclic aryl and heteroaryl tertiary-heteroalkylamine compounds useful as inhibitors of cholesteryl ester transfer protein (CETP; plasma lipid transfer protein-I) and compounds, compositions and methods for treating atherosclerosis and other coronary artery diseases. Preferred tertiary-heteroalkylamine compounds are substituted N,N-disubstituted reverse aminoalcohols.Type: GrantFiled: November 14, 2001Date of Patent: October 8, 2002Assignee: G.D. Searle & Co.Inventors: James A. Sikorski, Richard C. Durley, Deborah A. Mischke, Emily J. Reinhard, Yvette M. Fobian, Michael B. Tollefson, Lijuan Wang, Margaret L. Grapperhaus, Brian S. Hickory, Mark A. Massa, Monica B. Norton, William F. Vernier, Barry L. Parnas, Michele A. Promo, Ashton T. Hamme, Dale P. Spangler, Melvin L. Rueppel
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Patent number: 6403834Abstract: The invention concerns a method for preparing tris(ether-amines) of formula (I): N[A—O—(B—O)n—R]3 wherein R, A, B and n are as defined in Claim 1, comprising the reaction, in liquid phase, of an alkylene-glycol monoether of formula (II): HO—A—O—(B—O)nR wherein R, A, B and n are as defined in Claim 1, with an ammonolysis agent selected among ammonia and an etheramine of formula (I′): H3-pN[A—O—(B—O)nR]p wherein: A, B, n and R are as defined in Claim 1 and p represent 1 or 2, at a temperature ranging between 100 and 250° C., by contacting reagents with a hydrogenation-dehydrogenation catalyst.Type: GrantFiled: July 23, 2001Date of Patent: June 11, 2002Assignee: Rhodia ChimieInventors: Michel Alas, Albert Bouniot
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Patent number: 6369274Abstract: 1,n-cyclohexanediamines (n=2, 3, 4) of general formula (I), wherein one of the radicals R1 to R3 is an amino group and the two others mean hydrogen, are produced from the corresponding cyclohexanediols and ammonia in the presence of a catalyst containing cobalt, at 100° to 350° C. and 50 to 300 bar. The compounds that can be produced according to the invention are structural elements for polymers, especially polyamides, polyimides, polyurea or polyurethanes, and ligands for cytostatically effective transition metal complexes.Type: GrantFiled: July 20, 2001Date of Patent: April 9, 2002Assignee: Lonza AGInventors: Alfons Baiker, Tamas Mallat, Achim Fischer
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Patent number: 6268533Abstract: A method is disclosed for the preparation of optically pure isomers of formoterol by the reaction of an optically pure 4-benzyloxy-3-formamidostyrene oxide with an optically pure 4-methoxy-&agr;-methyl-N-(phenylmethyl)benzeneethanamine followed by debenzylation. Useful intermediates in the process are also disclosed, as are the novel L-tartrate salt of R,R-formoterol and pharmaceutical compositions thereof.Type: GrantFiled: January 27, 2000Date of Patent: July 31, 2001Assignee: Sepracor Inc.Inventors: Yun Gao, Robert Hett, Kevin Q. Fang, Stephen A. Wald, Chris Hugh Senanayake
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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: 5789620Abstract: The present invention relates to a process for preparing 1,4-bis(aminomethyl)cyclohexane by reacting a 40 to 80 wt. % aqueous solution of 1,4-bis(hydroxymethyl)cyclohexane with a mixture of hydrogen and ammonia in the presence of a nickel/copper/chromium catalyst at a pressure of 100 to 250 bar and a temperature of 150.degree. to 250.degree. C.Type: GrantFiled: October 31, 1997Date of Patent: August 4, 1998Assignee: Bayer AktiengesellschaftInventors: Helmut Waldmann, Jurgen Dahmer, Klaus Nachtkamp, Anatoly Bazanov, Alexandre Timofeev, Natalja Zubritskaya, Gennady Terechtchenko
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Patent number: 5780686Abstract: A process for preparing 4-oxa-amines comprising reacting 1,3-dioxanes with ammonia and hydrogen in the presence of hydrogenation catalysts.Type: GrantFiled: May 27, 1997Date of Patent: July 14, 1998Assignee: Hoechst AktiengesellschaftInventors: Wolfgang Holderich, Marcus Paczkowski, Dieter Heinz
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Patent number: 5744644Abstract: It has been found that certain polyhydroxyalkylamines have a particularly good solubility in water, alcohols and in mixtures of water and alcohols. The concentrated solutions described consist essentially of water, alcohols, preferably C.sub.1 -C.sub.3 -alcohols, or water/alcohol mixtures as solvent and at least one dialkylaminopropylglucamine of the formula 1 belowZ--NH--CH.sub.2 CH.sub.2 CH.sub.2 --NR.sup.1 R.sup.2 ( 1)where R.sup.1 and R.sup.2 are identical or different and are C.sub.1 -C.sub.4 -alkyl or hydroxyalkyl having from 2 to 4 carbon atoms and Z is a linear polyhydroxyhydrocarbon radical having at least three OH groups which may, if desired, be alkoxylated, The concentrated solutions are particularly useful for preparing the corresponding polyhydroxyalkylcarboxamides.Type: GrantFiled: May 23, 1996Date of Patent: April 28, 1998Assignee: Hoechst AktiengesellschaftInventor: Bernd Papenfuhs
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Patent number: 5371294Abstract: Cyclohexylamine and dicyclohexylamine can be prepared as a mixture with one another by reaction of phenol with aniline, ammonia or a mixture of aniline and ammonia in the presence of hydrogen over a catalyst, the reaction being carried out according to the invention over a palladium catalyst which has a support of niobic acid or tantalic acid or a mixture of niobic acid and tantalic acid or a support containing such acids. The reaction is carried out at 100.degree.-220.degree. C. under an H.sub.2 partial pressure of 0.5-500 bar.Type: GrantFiled: October 2, 1992Date of Patent: December 6, 1994Assignee: Bayer AktiengesellschaftInventors: Otto Immel, Hans-Josef Buysch, Gerhard Darsow
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Patent number: 5288911Abstract: Preparation of .alpha.,.omega.-aminoalcohols of the general formula IHO--CH.sub.2 --X--CH.sub.2 --NH.sub.2 (I),in which x denotes a C.sub.1 -C.sub.20 -alkylene chain optionally substituted by inert radicals and/or optionally interrupted by oxygen or nitrogen,by the reaction of .alpha.,.omega.-alkanediols of the general formula IIHO--CH.sub.2 --X--CH.sub.2 --OH (II),in which the connecting member x has the meanings stated above, with ammonia and a catalyst at a temperature ranging from 150.degree. to 300.degree. C. and under a pressure of from 50 to 300 bar, wherein the catalyst used is one whose catalytically active material consists of iron to an extent of from 5 to 100% w/w.Type: GrantFiled: April 22, 1992Date of Patent: February 22, 1994Assignee: BASF AktiengesellschaftInventors: Gerhard Koppenhoefer, Wolfgang Schroeder, Dieter Voges
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Patent number: 4992150Abstract: A process for preparing oil-soluble nitrogen-containing compounds which comprises subjecting nitrogen-containing telogens and alpha-olefin taxogens to radical telomerization reaction. The nitrogen-containing compounds are mixtures of telomers having an average molecular weight not less than 300 and a nitrogen content of from 0.1 to 10 wt %. The compound may be further reacted with boron-bearing compounds or boron compounds to obtain oil-soluble nitrogen and boron-containing compounds. These compounds are useful as additives for fuel oils and lubricating oils.Type: GrantFiled: April 13, 1989Date of Patent: February 12, 1991Assignee: Nippon Oil Co, Ltd.Inventors: Jinichi Igarashi, Harumichi Watanabe
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Patent number: 4950690Abstract: 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: GrantFiled: November 28, 1988Date of Patent: August 21, 1990Assignee: Air Products and Chemicals, Inc.Inventors: Gene E. Parris, Ronald Pierantozzi
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Patent number: 4942261Abstract: An allyl type amine is prepared by reacting an allyl type alcohol represented by the following formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 independently stand for a hydrogen atom, an aliphatic hydrocarbon group or alicyclic hydrocarbon having 1 to 8 carbon atoms, or an aromatic hydrocarbon group,with at least one member selected from the group consisting of ammonia, a primary amine and a secondary amine in the presence of a palladium compound and a multidentate phosphorus compound.Type: GrantFiled: December 9, 1988Date of Patent: July 17, 1990Assignee: Showa Denko Kabushiki KaishaInventors: Yoshimasa Ishimura, Takami Oe, Yuseki Suyama, Nobuyuki Nagato
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Patent number: 4827035Abstract: 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: GrantFiled: January 23, 1987Date of Patent: May 2, 1989Assignee: BASF AktiengesellschaftInventors: Herbert Mueller, Hartmut Axel
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Patent number: 4808625Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters thereof; acid addition salts thereof; wherein Ar is a phenanthrene or substituted phenanthrene ring system; R.sup.1 contains not more than eight carbon atoms and is a group ##STR1## wherein m is 0 or 1; R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.1-3 alkyl optionally substituted by hydroxy;R.sup.8 and R.sup.9 are the same or different and each is hydrogen or C.sub.1-3 alkyl; ##STR2## is a five-or six-membered saturated carbocyclic ring; R.sup.10 is hydrogen, methyl or hydroxymethyl;R.sup.11, R.sup.12 and R.sup.13 are the same or different and each is hydrogen or methyl;R.sup.14 is hydrogen, methyl, hydroxy, or hydroxymethyl.Type: GrantFiled: August 28, 1987Date of Patent: February 28, 1989Assignee: Burroughs Wellcome Co.Inventor: Kenneth W. Bair
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Patent number: 4806690Abstract: A method for producing amines, the method comprising contacting at reactive conditions at least one alcohol, aldehyde or ketone, or a mixture thereof, with an aminating agent in the presence of a catalyst, is improved by employing as the catalyst a composition comprising cobalt, copper, and a third component selected from a group consisting of iron, zinc, zirconium and mixtures thereof.Type: GrantFiled: May 13, 1985Date of Patent: February 21, 1989Assignee: The Dow Chemical CompanyInventor: Robert G. Bowman
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Patent number: 4772750Abstract: A method for producing amines, the method comprising contacting at reactive conditions at least one alcohol, aldehyde or ketone, or a mixture thereof, with an aminating agent in the presence of a cobalt/copper catalyst, is improved by employing as the catalyst a composition comprising cobalt and copper, the catalyst being prepared by the molten salt impregnation technique.Type: GrantFiled: October 3, 1986Date of Patent: September 20, 1988Assignee: The Dow Chemical CompanyInventor: Clarence E. Habermann
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Patent number: 4719055Abstract: The present invention relates to compounds of formula (1)ArCH.sub.2 R.sup.1 (1)or a monomethyl ether thereof (the compound of formula (1) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters thereof; acid addition salts thereof; wherein Ar is a phenanthrene or substituted phenanthrene ring system; R.sup.1 contains not more than eight carbon atoms and is a group ##STR1## wherein m is 0 or 1;R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.1-3 alkyl optionally substituted by hydroxy;R.sup.8 and R.sup.9 are the same or different and each is hydrogen or C.sub.1-3 alkyl; ##STR2## is a five- or six-membered saturated carbocyclic ring; R.sup.10 is hydrogen, methyl or hydroxymethyl;R.sup.11, R.sup.12 and R.sup.13 are the same or different and each is hydrogen or methyl;R.sup.14 is hydrogen, methyl, hydroxy, or hydroxymethyl.Type: GrantFiled: October 10, 1984Date of Patent: January 12, 1988Assignee: Burroughs Wellcome Co.Inventor: Kenneth W. Bair
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Patent number: 4665195Abstract: Disclosed is a process for producing di-amino-polyalkenyl ethers by reacting (a) one or more acyclic or heterocyclic amino compounds with (b) one or more polyalkenyl ether glycols or polyalkenyl amino ether alcohols, in the presence of a hydrogenation catalyst, at elevated temperatures and pressures.Type: GrantFiled: December 23, 1983Date of Patent: May 12, 1987Assignee: Exxon Research and Engineering CompanyInventors: Eugene L. Stogryn, W.S. Winston Ho, Angelo A. Montagna
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Patent number: 4487967Abstract: The present invention relates to a process for selectively preparing severely sterically hindered secondary aminoether alcohols by reacting a primary amino compound with a polyalkenyl ether glycol in the presence of a hydrogenation catalyst at elevated temperatures and pressures. The severely sterically hindered secondary aminoether alcohols are useful in acid gas scrubbing processes, particularly in the selective removal of H.sub.2 S from gaseous streams containing CO.sub.2 and H.sub.2 S.Type: GrantFiled: December 23, 1983Date of Patent: December 11, 1984Assignee: Exxon Research & Engineering Co.Inventors: Eugene L. Stogryn, W. S. Winston Ho, Angelo A. Montagna, Guido Sartori
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Patent number: 4479009Abstract: The production of cyclic amines by the amination of cyclic alcohols is made more efficient by carrying out the reaction in the presence of certain amine solvents.Type: GrantFiled: November 29, 1982Date of Patent: October 23, 1984Assignee: Phillips Petroleum CompanyInventor: Tod K. Shioyama
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Patent number: 4434299Abstract: A process for the preparation of aniline by reaction of alicyclic alcohols or ketones with ammonia in the presence of a crystalline silicate catalyst having the structure of ZSM-5. Especially preferred alicyclic charge stocks are the mononuclear naphthenic type compounds such as cyclohexanol and cyclohexanone or mixtures thereof.Type: GrantFiled: November 12, 1982Date of Patent: February 28, 1984Assignee: Mobil Oil CorporationInventors: Clarence D. Chang, William H. Lang
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Patent number: 4429155Abstract: Aromatic amines (anilines) are obtained directly or via the corresponding cycloaliphatic amines by an aminating/hydrogenating reaction of phenols with ammonia and hydrogen over a supported palladium catalyst which also contains elements from group 1b, 2b or 7b of the periodic table as well as iron, cobalt or nickel, as such or in the form of their compounds, and, preferably, an inorganic base, said catalysts also having dehydrogenating properties.Type: GrantFiled: December 1, 1981Date of Patent: January 31, 1984Assignee: BASF AktiengesellschaftInventors: Norbert Goetz, Peter Jacobs, Leopold Hupfer, Herbert Toussaint, Wolfgang Reiss
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Patent number: 4317932Abstract: A process for forming amines by contacting, in a liquid media, an olefinic compound, carbon monoxide, water, and ammonia in the presence of a rhodium atom containing compound selected from metallic rhodium, rhodium salts, rhodium oxides, and rhodium carbonyls and ligands thereof at a temperature of from 50.degree. to 250.degree. C. and at a pressure of from about 10 to about 300 atmospheres.Type: GrantFiled: February 22, 1980Date of Patent: March 2, 1982Assignee: W. R. Grace & Co.Inventor: Felek Jachimowicz
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Patent number: 4293687Abstract: New biscyclohexylamine derivatives represented by the following formula ##STR1## wherein R.sup.1 to R.sup.4 represent identical or different alkyl groups having 1 to 6 carbon atoms;X is a single bond,a divalent aliphatic straight-chain or branched-chain group having from 2 to 10 carbon atoms,a methylene group, when at least one of the substituents R.sup.1 to R.sup.4 has more than 1 carbon atom,a divalent cycloaliphatic group having from 6 to 12 carbon atoms,a divalent aliphatic straight-chain or branched-chain group with cycloaliphatic substituents having from 6 to 8 carbon atoms,a divalent straight-chain or branched-chain dialkyl cyclohexane group having from 8 to 12 carbon atoms and a divalent straight-chain or branched-chain dialkyl benzene group having from 8 to 12 carbon atoms.Type: GrantFiled: May 5, 1980Date of Patent: October 6, 1981Assignee: Bayer AktiengesellschaftInventors: Oskar Weissel, Volker Serini, Hans-Josef Buysch
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Patent number: 4252742Abstract: A process for preparing 2,6-dialkylcyclohexylamine, e.g., 2,6-dimethylcyclohexylamine, from a corresponding dialkylphenol, e.g., 2,6-dimethylphenol, by passing the phenol over a bed of a hydrogen-transfer catalyst in the presence of ammonia at elevated temperatures and pressures.Type: GrantFiled: July 13, 1979Date of Patent: February 24, 1981Assignee: Ciba-Geigy CorporationInventors: Joseph T. Blackwell, III, Henry C. Grace, James B. Nabors, Harris E. Petree