By Replacing Hydroxy Patents (Class 564/402)
-
Patent number: 9359390Abstract: An activated carbon having a high catalytic activity as an oxidation catalyst or a decomposition catalyst, and use therefor are provided. The activated carbon has (a) an oxygen content in a range from 1.40 to 4.30% by mass, (b) a nitrogen content in a range from 0.90 to 2.30% by mass, (c) a sulfur content in a range from 0.50 to 1.20% by mass, and (d) a hydrogen content in a range from 0.40 to 0.65% by mass. The activated carbon may have at least one characteristic of (e) an amount of an acidic surface functional group of 0.10 to 0.36 meq/g, (f) an amount of a basic surface functional group of 0.50 to 1.30 meq/g, and (g) a benzene adsorption capacity of 25 to 50%. The activated carbon catalyzes an oxidation reaction of N-(phosphonomethyl)iminodiacetic acid with a peroxide (e.g., hydrogen peroxide) and achieves an efficient production of N-(phosphonomethyl)glycine even after repetitive use. The activated carbon also efficiently decomposes a chloramine.Type: GrantFiled: March 24, 2011Date of Patent: June 7, 2016Assignee: Kuraray Chemical Co., Ltd.Inventors: Mitsunori Hitomi, Takayuki Yoshikawa, Takayuki Yamada
-
Patent number: 9006489Abstract: Method for pretreating the copper-based catalyst having the steps of dehydrating the copper-based catalyst at an elevated temperature, reducing the dehydrated copper-based catalyst with hydrogen, and passivating the activated copper-based catalyst to obtain a catalyst suitable for N-alkylation. The dehydration and reduction steps may be conducted simultaneously.Type: GrantFiled: June 15, 2011Date of Patent: April 14, 2015Assignee: Jiangsu Sinorgchem Technology Co., Ltd.Inventor: Shiming Gao
-
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
-
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
-
Publication number: 20140039181Abstract: The invention relates to a method for producing a N-substituted amine compound by catalyzed alkylation. The method uses amine and alcohol or two kinds of amines as the reaction materials, employs composite metal oxides catalyst at a reaction temperature of 80-180° C. to catalyze the reaction for 6-36 hours, so as to produce the N-substituted amine compound. The reaction condition of the method of the invention is relatively moderate, using a catalyst made of cheap non-noble metals, which is non-caustic and easy to be separated and reused. The reaction does not need any medium and has relatively high conversion rate and selectivity.Type: ApplicationFiled: December 28, 2012Publication date: February 6, 2014Applicant: Lanzhou Institute of Chemical Physics, Chinese Academy of SciencesInventor: Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences
-
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
-
Publication number: 20130245276Abstract: The present invention relates to a process for preparing primary amines comprising the process steps A) provision of a solution of a primary 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 0.05 and/or in that process step B is carried out at pressures greater than 10 bar.Type: ApplicationFiled: December 7, 2011Publication date: September 19, 2013Applicant: Evonik Degussa GmbHInventors: Florian Klasovsky, Jan Christoph Pfeffer, Thomas Tacke, Thomas Haas, Matthias Beller, Angela Koeckritz, Jens Deutsch, Andreas Martin, Sebastian Imm
-
Publication number: 20130090445Abstract: The present invention provides a synthesis system that can synthesize aniline and/or styrene efficiently, a synthesis system that can synthesize butadiene (1,3-butadiene) efficiently, a rubber chemical for a tire which is synthesized from the aniline obtained by the synthesis system, a synthetic rubber for a tire which is synthesized from the styrene and/or butadiene obtained by the synthesis systems, and a pneumatic tire produced using the rubber chemical for a tire and/or the synthetic rubber for a tire. The present invention relates to a synthesis system for synthesizing aniline and/or styrene from an alcohol having two or more carbon atoms via an aromatic compound.Type: ApplicationFiled: January 25, 2012Publication date: April 11, 2013Applicant: SUMITOMO RUBBER INDUSTRIES, LTD.Inventors: Takayuki Hattori, Takao Wada, Keitaro Fujikura, Yuka Yokoyama, Toshiro Matsuo
-
Publication number: 20120316363Abstract: Method for pretreating the copper-based catalyst having the steps of dehydrating the copper-based catalyst at an elevated temperature, reducing the dehydrated copper-based catalyst with hydrogen, and passivating the activated copper-based catalyst to obtain a catalyst suitable for N-alkylation. The dehydration and reduction steps may be conducted simultaneously.Type: ApplicationFiled: June 15, 2011Publication date: December 13, 2012Applicant: Jiangsu Sinorgchem Technology Co., Ltd.Inventor: SHIMING GAO
-
Publication number: 20120071692Abstract: A process for preparing an aromatic amine by reacting a corresponding aromatic alcohol with an aminating agent selected from the group consisting of ammonia, primary amines and secondary amines, in the presence of hydrogen and a catalyst molding, at a temperature of from 60-300°. The catalyst molding comprises Zr, Pd and Pt and has an annular tablet form with an external diameter in the range from 2-6 mm, a height in the range from 1-4 mm and an internal diameter of from 1-5 mm or a topologically equivalent form with the same volume. Catalyst moldings comprising Zr, Pd and Pt are also provided. The catalyst molding has an annular tablet form with an external diameter in the range from 3-6 mm, a height in the range from 1-4 mm and an internal diameter of from 2-5 mm or a topologically equivalent form.Type: ApplicationFiled: September 16, 2011Publication date: March 22, 2012Applicant: BASF SEInventors: SEBASTIAN AHRENS, Christoph Mueller, Axel Paul, Martin Ernst, Nadja Pollmer, Johann-Peter Melder, Thomas Heidemann, Joachim-Thierry Anders, Bram Willem Hoffer
-
Patent number: 8134030Abstract: A process for preparing a primary amine with a tertiary alpha-carbon atom by reacting a tertiary alcohol with ammonia in the presence of a heterogeneous catalyst, by performing the reaction in the presence of a non-microporous, non-zeolitic aluminosilicate as a catalyst, where the aluminosilicate has a molar Al/Si ratio in the range from 0.1 to 30.Type: GrantFiled: October 14, 2008Date of Patent: March 13, 2012Assignee: BASF SEInventors: Marcus Sigl, Thomas Heidemann
-
Patent number: 7754922Abstract: Processes comprising: (i) providing a reactant selected from the group consisting of primary alcohols, secondary alcohols, aldehydes, ketones and mixtures thereof; and (ii) reacting the reactant with hydrogen and a nitrogen compound selected from the group consisting of ammonia, primary amines, secondary amines and mixtures thereof, in the presence of a catalyst comprising a zirconium dioxide- and nickel-containing catalytically active composition, to form an amine; wherein the catalytically active composition, prior to reduction with hydrogen, comprises oxygen compounds of zirconium, copper, nickel and cobalt, and one or more oxygen compounds of molybdenum in an amount of 5.5 to 12% by weight, calculated as MoO3.Type: GrantFiled: July 4, 2007Date of Patent: July 13, 2010Assignee: BASF SEInventors: Petr Kubanek, Bram Willem Hoffer, Ekkehard Schwab, Johann-Peter Melder, Holger Evers, Till Gerlach
-
Patent number: 7547805Abstract: The present invention relates to a process for the production of severely sterically hindered amino-ether alcohols using a catalyst based on the combination of one or more catalytically active metals supported in a dispersed form on one or more ordered mesoporous materials as support.Type: GrantFiled: February 1, 2005Date of Patent: June 16, 2009Assignee: Exxonmobil Research and Engineering CompanyInventors: Andrzej Malek, Christine Nicole Elia, Adeana Richelle Bishop, Edmund John Mozeleski, Michael Siskin
-
Publication number: 20090076306Abstract: A process for continuously preparing a primary aromatic amine by reacting a corresponding cycloaliphatic alcohol with ammonia in the presence of hydrogen at a temperature in the range from 80 to 350° C. in the presence of a heterogeneous catalyst, wherein the catalytically active composition of the catalyst, before its reduction with hydrogen, comprises from 90 to 99.8% by weight of zirconium dioxide (ZrO2), from 0.1 to 5.0% by weight of oxygen compounds of palladium and from 0.1 to 5.0% by weight of oxygen compounds of platinum.Type: ApplicationFiled: December 21, 2006Publication date: March 19, 2009Applicant: BASF SEInventors: Frank Haese, Joachim Wulff-Doring, Ulrich Kohler, Peter Gaa, Frank-Friedrich Pape, Johann-Peter Melder, Manfred Julius
-
Patent number: 7183438Abstract: Disclosed are catalysts, the catalytically active mass of which contains 22 to 40 percent by weight of oxygen-containing compounds of zirconium, calculated as ZrO2, 1 to 30 percent by weight of oxygen-containing compounds of copper, calculated as CuO, 15 to 50 percent by weight of oxygen-containing compounds of nickel, calculated as NiO, the molar ratio between nickel and copper being greater than 1, 15 to 50 percent by weight of oxygen-containing compounds of cobalt, calculated as CoO, and less than 1 percent by weight of an alkali metal, calculated as alkali metal oxide, prior to being treated with hydrogen. Also disclosed is a method for the production of amines by reacting primary and secondary alcohols, aldehydes, or ketones with hydrogen and nitrogen compounds selected from the group ammonia, primary and secondary amines, in the presence of said catalysts at an elevated temperature and an elevated pressure.Type: GrantFiled: March 7, 2003Date of Patent: February 27, 2007Assignee: BASF AktiengesellschaftInventors: Till Gerlach, Frank Funke, Johann-Peter Melder, Stefan Iselborn, Martin Rudloff, Michael Hüllmann
-
Patent number: 7034186Abstract: Process for preparing an amine by reacting a primary or secondary alcohol, aldehyde or ketone with hydrogen and a nitrogen compound selected from the group consisting of ammonia and primary and secondary amines in the presence of a catalyst whose preparation has involved precipitation of catalytically active components onto monoclinic, tetragonal or cubic zirconium dioxide.Type: GrantFiled: December 10, 2003Date of Patent: April 25, 2006Assignee: BASF AktiengesellschaftInventors: Till Gerlach, Frank Funke, Johann-Peter Melder
-
Patent number: 6953866Abstract: A process is disclosed for preparing ortho substituted phenylamines comprising contacting phenylhydroxylamine, optionally substituted with at least one inert substituent, with a nucleophilic reagent in the presence of a manganese oxide at a temperature between about 10° C. and about 170° C. and a pressure from subatmospheric to superatmospheric such that an ortho substituted phenylamine, optionally correspondingly substituted with at least one inert substituent, is predominantly formed.Type: GrantFiled: January 30, 2004Date of Patent: October 11, 2005Assignee: Crompton CorporationInventors: Russell E. Malz, Jr., Ranjit Kumar, Luis Javier Garces, Steven L. Suib
-
Patent number: 6737460Abstract: Vinyl monomers having polyenic side chains derived from highly unsaturated fatty acids represented by the general formula: R1COOH wherein R1 is a C19-24 hydrocarbon having 5 or 6 unsaturated bonds, and the derivatives thereof. Vinyl monomers having polyenic side chains derived from highly polyunsaturated fatty acids and the polymers of said monomers can be provided. In addition polymers having double bonds in the side chain into which various functional groups can be introduced can be provided. Useful utilization of fatty acid esters remaining as the residue in distillation of fish oil can be provided.Type: GrantFiled: July 17, 1998Date of Patent: May 18, 2004Assignee: Nippon Suisan Kaisha, Ltd.Inventors: Nobushige Doisaki, Shuji Jinno, Kazuhiko Hata, Takeshi Endo
-
Patent number: 6706217Abstract: Liquid antiozonant mixtures obtained from the process comprising simultaneously reacting at least one unsubstituted and/or substituted paraphenylenediamine compound with a carbonyl compound mixture comprising acetone and at least one other carbonyl compound selected from the group consisting of ketones containing from 4 to about 12 carbon atoms, aldehydes containing from 1 to about 12 carbon atoms and mixtures thereof in the presence of a reductive alkylation catalyst is provided. Rubber compositions containing the liquid antiozonant mixtures is also provided.Type: GrantFiled: October 22, 2001Date of Patent: March 16, 2004Assignee: Uniroyal Chemical Company, Inc.Inventors: Russell E. Malz, Jr., Michael P. Reynolds, Richard A. Gencarelli
-
Patent number: 6706216Abstract: Liquid antiozonant mixtures obtained from the process comprising simultaneously reacting at least one unsubstituted and/or substituted paraphenylenediamine compound with a carbonyl compound mixture comprising acetone and at least one other carbonyl compound selected from the group consisting of ketones containing from 4 to about 12 carbon atoms, aldehydes containing from 1 to about 12 carbon atoms and mixtures thereof in the presence of a reductive alkylation catalyst is provided. Rubber compositions containing the liquid antiozonant mixtures is also provided.Type: GrantFiled: April 19, 2000Date of Patent: March 16, 2004Assignee: Uniroyal Chemical Company, Inc.Inventors: Russell E. Malz, Jr., Michael P. Reynolds, Richard A. Gencarelli
-
Publication number: 20020147366Abstract: Process for the preparation of alkoxylated tertiary and quaternary amine surfactants by reductive amination of alkoxylated alcohols with anhydrous ammonia or primary or secondary amines or polyamines, optionally followed by quaternization of the alkoxylated tertiary amines with a quaternizing agent such as an aliphatic halide.Type: ApplicationFiled: June 29, 2001Publication date: October 10, 2002Inventors: Michael S. Wiggins, Reuben Grinstein, Dharmesh Chovatia
-
Publication number: 20020082455Abstract: Amines of the formula (I)Type: ApplicationFiled: October 24, 2001Publication date: June 27, 2002Inventors: Shelue Liang, Frank Funke, Arthur Hohn
-
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
-
Patent number: 6281240Abstract: This invention provides methods of treating secretory diarrhea or cystic fibrosis in a mammal which comprises administering to a mammal in need thereof an effective amount of diarylsulfonylurea. This invention also describes specific diarylsulfonylureas for use in treating secretory diarrhea or cystic fibrosis.Type: GrantFiled: January 31, 2000Date of Patent: August 28, 2001Assignee: Eli Lilly and CompanyInventor: Bruce D Schultz
-
Patent number: 6268535Abstract: The present invention is a method of preparing a 3-aryl-1-indanamine represented by structural formula I: and physiologically acceptable salts thereof. In structure I, phenyl ring A can be unsubstituted or substituted with 1-4 substitutents. R1 is an aromatic group which can be substituted or unsubstituted. R2 and R3 are each, independently, hydrogen, an aliphantic group, a substituted aliphatic group, an aromatic group, a substituted aromatic group, an aralkyl group, or a substituted aralkyl group. Alternatively, R2 and R3, taken together with the nitrogen substitutent on the indan ring, form a non-aromatic ring system having 1-2 heteroatoms.Type: GrantFiled: January 7, 1999Date of Patent: July 31, 2001Assignee: Pharm-Eco Laboratories, Inc.Inventors: Adel M. Moussa, Reem Haider, Heather Taft, Jurjus Jurayj, Weiheng Wang, HaeSuk Suh
-
Patent number: 5986138Abstract: The present invention relates to a process for the preparation of alkylated aromatic amines which comprises reacting an aromatic amine selected from aniline, toludine, xylidine, N-methyl aniline, N-ethyl aniline, m-ethyl aniline, p-ethyl aniline, o-ethyl aniline with a primary or secondary alcohol selected from ethanol, methanol, isopropyl alcohol in the presence of attalpulgite impregnated with combination of iron oxide and oxides selected from transition metals of the periodic table as a catalyst prepared by the method described and claimed in our co-pending U.S. patent application Ser. No. 09/047,718 at atmospheric pressure and at a temperature in the range of 300-400.degree. C. and recovering the desired amine by conventional methods.Type: GrantFiled: March 25, 1998Date of Patent: November 16, 1999Assignee: Council of Scientific & Industrial ResearchInventors: Bankupalli Satyavathi, Akash Narhar Rao Patwari, Uday Triambakraj Bhalerao
-
Patent number: 5925789Abstract: The present invention provides novel methods for the asymmetric synthesis of (S)-6-chloro-4-cyclopropylethynyl-4-trifluoromethyl-1,4-dihydro-2H-3,1- benzoxazin-2-one of formula (VI-i) ##STR1## which is useful as a human immunodeficiency virus (HIV) reverse transcriptase inhibitor.Type: GrantFiled: April 6, 1998Date of Patent: July 20, 1999Assignee: DuPont Pharmaceuticals CompanyInventors: Michael E. Pierce, Cheng Y. Chen, Anusuya Choudhury, Lilian A. Radesca, Lushi Tan, Dalian Zhao
-
Patent number: 5739374Abstract: Diphenylheteroalkyl derivatives of the formula I ##STR1## where A and R.sup.1 -R.sup.6 have the meanings specified in the description, and the preparation thereof are described.The substances are suitable for controlling diseases and as cosmetic agents.Type: GrantFiled: February 14, 1997Date of Patent: April 14, 1998Assignee: BASF AktiengesellschaftInventors: Bernd Janssen, Hans-Heiner Wuest
-
Patent number: 5689007Abstract: Processes of preparing para substituted phenylamines, such as, p-phenylenediamines, and particularly, p-aminodiphenylamine. One process involves contacting phenylhydroxylamine with a nucleophilic reagent, such as aniline, in specified proportions and within a specified temperature range, in the absence of oxygen, and in the presence of a homogeneous acid catalyst, such as hydrochloric acid. A second process involves contacting phenylhydroxylamine with a nucleophilic reagent, such as aniline, in the presence of a solid acid catalyst, such as acidic zeolite Y, under reaction conditions.Type: GrantFiled: October 7, 1996Date of Patent: November 18, 1997Assignee: Uniroyal Chemical Company, Inc.Inventors: Russell Edward Malz, Gerard V. Smith, Mark Peter Ferrandino, Ruozhi Song, Chung-Yuan Lin, Franklin Herbert Barrows
-
Patent number: 5663438Abstract: A process for the preparation of a phenyl amine which may be substituted by alkyl or cycloalkyl in which the corresponding cyolohexylamine is reduced at temperatures of 150.degree. to 300.degree. C. and pressures of 0.01 to 50 bar in the presence of a heterogeneous dehydrogenation catalyst consisting essentially of palladium or a palladium/platinum mixture supported on carrier consisting of the oxides of rare earth metals and and metals of Group IVb of the Periodic Table of Elements, with the proviso that the palladium/platinum mixture may also be supported on an alumina carrier. The cyclohexylamine reactant can be advantageously prepared by reacting the corresponding phenol with ammonia and hydrogen at 100.degree. to 250.degree. C. in the presence of the same heterogeneous catalyst as a preliminary step to provide a two stage process using the same catalyst in both stages.Type: GrantFiled: August 17, 1995Date of Patent: September 2, 1997Assignee: BASF AktiengesellschaftInventors: Ulrich Kohler, Frank-Friedrich Pape, Matthias Irgang, Joachim Wulff-Doring, Michael Hesse, Peter Polanek
-
Patent number: 5614647Abstract: The present invention provides a novel synthesis of the compounds of Formula (I): ##STR1## The compounds are produced in high yield and without utilizing expensive chromatographic separations. The synthesis is particularly advantageous because it is stereoselective.Type: GrantFiled: May 25, 1995Date of Patent: March 25, 1997Assignee: Eli Lilly and CompanyInventors: Margaret M. Faul, Michael R. Jirousek, Leonard L. Winneroski, II
-
Patent number: 5574187Abstract: Processes of preparing para substituted phenylamines, such as, p-phenylenediamines, and particularly, p-aminodiphenylamine. One process involves contacting phenylhydroxylamine with a nucleophilic reagent, such as aniline, in specified proportions and within a specified temperature range, in the absence of oxygen, and in the presence of a homogeneous acid catalyst, such as hydrochloric acid. A second process involves contacting phenylhydroxylamine with a nucleophilic reagent, such as aniline, in the presence of a solid acid catalyst, such as acidic zeolite Y, under reaction conditions.Type: GrantFiled: October 6, 1994Date of Patent: November 12, 1996Assignee: Uniroyal Chemical Company, Inc.Inventors: Russell E. Malz, Gerard V. Smith, Mark P. Ferrandino, Ruozhi Song, Chung-Yuan Lin, Franklin H. Barrows
-
Patent number: 5545753Abstract: The process for preparing anilines by reaction of phenols with an amination agent in accordance with the present invention is disclosed, which process is characterized by carrying out the reaction of phenols with an amination agent in the presence of a low alkali and weakly acidic alumina catalyst having the alkali oxide content of less than 0.5% by weight, said alumina catalyst being obtained by firing an alumina catalyst containing in a dry state more than 80% by weight of alumina and less than 20% by weight of silica at a temperature of 600.degree.-900.degree. C., followed by acid treatment. According to the present invention, there are obtained such excellent effects that even when the reaction is carried out at a temperature lower than those employed in the case of conventionally well-known catalysts, the desired anilines can be prepared in high yields and high selectivity and, moreover, a high catalyst activity can be maintained over a long period of time.Type: GrantFiled: March 28, 1994Date of Patent: August 13, 1996Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Mitsuki Yasuhara, Yuuichirou Tatsuki, Mitsunori Nakamura, Fujihisa Matsunaga
-
Patent number: 5489710Abstract: A regioselective processes are disclosed for the synthesis of (1R,1S)-amino-(2S,2R)-alkanol, particularly (1R,1S)-amino-(2S,2R)-indanol.Type: GrantFiled: April 19, 1995Date of Patent: February 6, 1996Assignee: Merck & Co., Inc.Inventors: Thomas R. Verhoeven, F. Edward Roberts, Chris H. Senanayake, Kenneth M. Ryan
-
Patent number: 5449829Abstract: A diphenylamine with both the phenyl groups being substituted is prepared by reacting a phenol with ammonia in the presence of a hydrogen transfer catalyst and a cyclohexanone; or by converting a portion of the phenol to the cyclohexanone in the presence of a hydrogen transfer catalyst and under hydrogen pressure and then reacting the remaining portion of the phenol with ammonia in the presence of the cyclohexanone so converted and the hydrogen transfer catalyst. The diphenylamine can be obtained very efficiently.Type: GrantFiled: June 15, 1994Date of Patent: September 12, 1995Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Chiyuki Kusuda, Masaru Wada, Teruyuki Nagata
-
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
-
Patent number: 5371290Abstract: A process for the preparation of N,N-dialkylarylamines (I) by reacting arylamines (II) with alcohols (IIIa) or dialkyl ethers (IIIb) in the presence of an oxygen acid of phosphorus or in the presence of an ammonium salt thereof as catalyst, comprises reacting the oxygen acid of phosphorus with an arylamine (IV) before the reaction is commenced. The invention also relates to the regeneration of the catalyst by occasionally interrupting the reaction and treating the catalyst phase at from 100.degree. to 300.degree. C. with steam or water.Type: GrantFiled: January 31, 1994Date of Patent: December 6, 1994Assignee: BASF AktiengesellschaftInventors: Peter Reuter, Willi A. Weber, Hans Diem
-
Patent number: 5344984Abstract: A method for preparing "twin-tailed" tertiary amines which have two moles of alkoxylated phenol bonded to each nitrogen function of a molecule of methylamine and represented by the formula: ##STR1## wherein x represents zero to about 30 which comprises alkylating a mole of methylamine with two moles of alkoxylated alkylphenol over a catalyst comprising:5 to 70% nickel;1 to 20% copper;0.1 to 10% chromium; and0.1 to 10% molybdenum on an alumina support.Type: GrantFiled: April 8, 1993Date of Patent: September 6, 1994Assignee: Texaco Chemical CompanyInventors: John F. Knifton, Carter G. Naylor
-
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
-
Patent number: 5288909Abstract: A process of reforming an alkyleneamine feedstock or a mixture of such feedstocks to an alkyleneamine or a mixture of alkyleneamines which is different from the feedstock or feedstock mixture. The process is catalyzed by one of the following: Group VB metal oxides, Group VB metal phosphates, Group IIA metal silicates, and tungsten oxides. For example, ethylenediamine is contacted with a catalyst of niobic acid or magnesium silicate to yield predominantly diethylenetriamine and non-cyclic triethylenetetramines; whereas high molecular weight polyethylenepolyamines are cracked by the same catalysts to mixtures of lower molecular weight linear and cyclic materials.Type: GrantFiled: August 19, 1992Date of Patent: February 22, 1994Assignee: The Dow Chemical CompanyInventors: George E. Hartwell, Robert G. Bowman, David C. Molzahn
-
Patent number: 5214210Abstract: Phenolic compounds, particularly phenol, are aminated by reaction with ammonia in the presence of a catalyst made by calcining bayerite.Type: GrantFiled: September 5, 1991Date of Patent: May 25, 1993Assignee: Aristech Chemical CorporationInventors: Alain A. Schutz, Leonard A. Cullo
-
Patent number: 5210306Abstract: This invention relates to a process for making amines by condensing an amino compound in the presence of a condensation catalyst and a condensation catalyst promoter, wherein said condensation catalyst promoter is present in an amount sufficient to promote the condensation catalyst. This invention also relates to an alkyleneamines producers composition rich in triethylenetetramine (TETA), tetraethylenepentamine (TEPA) and pentaethylenehexamine (PEHA).Type: GrantFiled: August 8, 1989Date of Patent: May 11, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Arthur R. Doumaux, Jr., David J. Schreck, Stephen W. King, George A. Skoler
-
Patent number: 5210307Abstract: A process for reforming alkyleneamines to predominantly linearly-extended polyalkylenepolyamines comprising contacting an alkyleneamine or mixture thereof with a catalyst under conditions such that a mixture of polyalkylenepolyamines enriched in linearly-extended products is formed, said catalyst containing at least one compound selected from the group consisting of (a) Group VB metal oxides, (b) Group VB metal phosphates, (c) silicates of Groups IIA, IIIB, IVB, VB, and the lanthanide and actinide metals, and (d) tungsten oxides, with the proviso that the silicates and tungsten oxides are essentially free of aluminum. For example, ethylenediamine is contacted with a catalyst of niobium phosphate or niobic acid under reaction conditions to yield predominantly non-cyclic polyethylenepolyamines.Type: GrantFiled: January 31, 1992Date of Patent: May 11, 1993Assignee: The Dow Chemical CompanyInventors: Robert G. Bowman, David C. Molzahn, George E. Hartwell
-
Patent number: 5202485Abstract: A process for preparing an N-alkylaminophenol is disclosed, comprising subjecting an aminophenol to reductive alkylation with an aldehyde or a ketone in the presence of an organic solvent and hydrogen, wherein the reductive alkylation is carried out at a temperature of from 20.degree. to 70.degree. C. in the further presence of a catalyst for reduction comprising platinum and at least one metal element selected from metal elements belonging to the IB group, IIB group, IVB group, VB group, and VIB group of the Periodic Table, supported on activated carbon, or comprising palladium and at least one metal element selected from metal elements belonging to the IB group, IIB group, IVB group, VB group and VIB group of the Periodic Table, supported on activated carbon.Type: GrantFiled: April 29, 1991Date of Patent: April 13, 1993Assignee: Sumitomo Chemical Co., Ltd.Inventors: Hiroshi Maki, Michihiro Kawasaki, Horishi Shimizu, Yoshiaki Ito
-
Patent number: 5159115Abstract: Described are processes for the gas-phase mono N-alkylation of an aniline or an aminonaphthalene using a C.sub.1 to C.sub.5 aliphatic alcohol or ether over certain catalyst compositions based upon crystalline molecular sieves or amorphous silica-aluminas.Type: GrantFiled: August 18, 1989Date of Patent: October 27, 1992Assignee: Amoco CorporationInventors: Peter G. Pappas, Judith B. Melville
-
Patent number: 5155271Abstract: The invention relates to a process for the preparation of compounds of the formula ##STR1## in which Q is substituted or unsubstituted C.sub.1 -C.sub.6 alkyl, A is a direct bond or a bridging member, s is the number 1 or 2, Z is a radical of the formula --CH.sub.2 CH.sub.2 OH, --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 --Y, and Y is a leaving group, and the benzene or napthalene nucleus I can be further substituted, which comprises reacting compounds of the formula ##STR2## with compounds of the formulaQ--OH (3)in which A, s, Z and Q are as defined under formula (1), in the presence of hydrogenation catalysts, and then carrying out further conversion reactions where appropriate.The compounds obtained by the process according to the invention are suitable as intermediates for the preparation of reactive dyes.Type: GrantFiled: June 25, 1990Date of Patent: October 13, 1992Assignee: Ciba-Geigy CorporationInventor: Peter Aeschlimann
-
Patent number: 5142052Abstract: Aryl- and heterocyclic-methanamines are prepared by reacting a hydroxy-aryl carbinol or a heterocyclic carbinol with a primary or a secondary amine in the presence of a cationic effect reagent.Type: GrantFiled: October 21, 1988Date of Patent: August 25, 1992Assignee: Laboratoires SyntexInventors: Serge Beranger, Bruno Francois
-
Patent number: 5118851Abstract: A process of preparing a mixture of polyalkylenepolyamines and alkanolpolyamines comprising contacting a difunctional aliphatic alcohol with a primary or secondary aliphatic amine in the presence of a metal silicate catalyst wherein the metal is selected from the group consisting of Groups IIA, IIIB, and the lanthanide and actinide metals. For example, monoethanolamine reacts with diethylenetriamine in the presence of magnesium silicate to yield a mixture of higher molecular weight linear and branched polyethylenepolyamines and their corresponding alkanolpolyamines. These product mixtures are useful in the formation of specialty polyurethanes.Type: GrantFiled: December 5, 1990Date of Patent: June 2, 1992Inventors: Robert G. Bowman, David C. Molzahn, George E. Hartwell
-
Patent number: 5118850Abstract: A process for reforming alkyleneamines to predominantly linearly-extended polyalkylenepolyamines comprising contacting an alkyleneamine or mixture thereof with a catalyst under conditions such that a mixture of polyalkylenepolyamines enriched in linearly-extended products is formed, said catalyst containing at least one compound selected from the group consisting of (a) Group VB metal oxides, (b) Group VB metal phosphates, (c) silicates of Groups IIA, IIIB, IVB, VB, and the lanthanide and actinide metals, and (d) tungsten oxdies, with the proviso that the silicates and tungsten oxides are essentially free of aluminum. For example, ethylenediamine is contacted with a catalyst of niobium phosphate or niobic acid under reaction conditions to yield predominantly non-cyclic polyethylenepolyamines.Type: GrantFiled: November 9, 1990Date of Patent: June 2, 1992Assignee: The Dow Chemical CompanyInventors: Robert G. Bowman, David C. Molzahn, George E. Hartwell
-
Patent number: 5117064Abstract: A method for synthesizing an aromatic amine, an aromatic alcohol or an aromatic thiol by an aromatic nucleophilic substitution reaction is disclosed, which comprises reacting a compound represented by formula (I): ##STR1## wherein Q.sup.1 represents an aromatic ring; EWG represents a group having a positive Hammett's .sigma..sub.p value; m represents an integer of 1 to 5; n represents an integer of 1 to 3; and X represents a group represented by formula (III): ##STR2## wherein R.sup.4 represents hydrogen atom, an aryl group or an alkyl group; Q.sup.2 represents an atomic group for forming an aromatic ring; and Z.sup.1 and Z.sup.2 each represents an oxygen atom or a sulfur atom with a nucleophilic reagent represented by formula (II):M--Y (II)wherein M represents a hydrogen atom, a metal atom or an ammonium; Y represents a --NHR.sup.1 group, an --OR.sup.1 group, or a --SR.sup.1 group; R.sup.1 represents a hydrogen atom, an alkyl group, an aryl group, a residue of a heterocyclic ring, a --NR.sup.2 R.sup.Type: GrantFiled: January 25, 1991Date of Patent: May 26, 1992Assignee: Fuji Photo Film Co., Ltd.Inventors: Takayuki Ito, Koki Nakamura