Of Compound Which Contains Carbon To Carbon Unsaturation Patents (Class 564/485)
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Patent number: 11607673Abstract: The present disclosure relates to a catalyst composition comprising copper and iron on a support for use in a process for the synthesis of higher alcohols from a syngas feed stream comprising hydrogen and carbon monoxide, the catalyst composition being remarkable in that the support is one or more zeolite, in that the total content of iron and copper is ranging from 1 to 10 wt. % based on the total weight of the catalyst composition and as determined by inductively coupled plasma optical emission spectroscopy, in that the Cu/Fe bulk molar ratio is ranging from 1.1:1.0 to 5.0:1.0 as determined by XRF spectroscopy.Type: GrantFiled: January 28, 2020Date of Patent: March 21, 2023Assignees: TOTAL SE, ETH ZURICHInventors: Daniel Curulla-Ferre, Joseph Stewart, Javier Perez-Ramirez, Cecilia Mondelli, Ho Ting Luk
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Patent number: 9233909Abstract: The present invention relates to a process for producing an amino compound by subjecting a polyamine and an alkenyl compound to addition reaction in the presence of an alkali metal hydride compound which is capable of supplying the amino compound in a stable manner without occurrence of odor.Type: GrantFiled: January 16, 2012Date of Patent: January 12, 2016Assignee: MITSUBISHI GAS CHEMICAL COMPANY, INC.Inventors: Hisayuki Kuwahara, Tomotaka Wada
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Patent number: 8962508Abstract: The present invention provides a process for treating shaped catalyst bodies which has the following steps: a) providing finished shaped catalyst bodies, b) impregnating the finished shaped catalyst bodies with a peptizing auxiliary in an amount of liquid which does not exceed the theoretical water absorption of the shaped catalyst bodies, c) thermal treating the impregnated shaped catalyst bodies at from 50° C. to 250° C. and d) calcinating the thermally treated shaped catalyst bodies at from 250° C. to 600° C. A shaped catalyst body which has increased mechanical strength and can be produced by the process of the invention is also provided. The present invention relates to the use of the shaped catalyst bodies of the invention for preparing amines and also in fixed-bed reactors or fluidized-bed reactors and to a chemical synthesis process in the presence of shaped catalyst bodies according to the present invention.Type: GrantFiled: August 21, 2013Date of Patent: February 24, 2015Assignee: BASF SEInventors: Thomas Heidemann, Claudia Özkozanoglu
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Patent number: 8779205Abstract: The present invention relates to a process for the pretreatment of hydroamination catalysts, wherein the hydroamination catalyst is brought into contact with an ammonia-comprising mixture before the reaction of olefins with ammonia, a primary or secondary amine, with the ammonia-comprising mixture comprising less than 40% by weight of olefin The invention further relates to a process for preparing alkylamines by reaction of olefins with ammonia, primary or secondary amines over a hydroamination catalyst, wherein the hydroamination catalyst is pretreated according to the invention before the reaction of the olefins by bringing the hydroamination catalyst into contact with an ammonia-comprising mixture comprising less than 40% by weight of olefin.Type: GrantFiled: April 7, 2009Date of Patent: July 15, 2014Assignee: BASF SEInventors: Thomas Heidemann, Marcus Sigl
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Patent number: 8722935Abstract: The invention discloses an improved process for the conversion of isobutylene to tertiary butylamine with conversion up to 50% at pressure lower than 40 bar.Type: GrantFiled: June 17, 2011Date of Patent: May 13, 2014Assignee: Council of Scientific & Industrial ResearchInventors: Vijav Vasant Bokade, Praphulla Narahar Joshi, Prashant Suresh Niphadkar
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Publication number: 20140058134Abstract: The present invention provides a process for treating shaped catalyst bodies which has the following steps: a) providing finished shaped catalyst bodies, b) impregnating the finished shaped catalyst bodies with a peptizing auxiliary in an amount of liquid which does not exceed the theoretical water absorption of the shaped catalyst bodies, c) thermal treating the impregnated shaped catalyst bodies at from 50° C. to 250° C. and d) calcinating the thermally treated shaped catalyst bodies at from 250° C. to 600° C. A shaped catalyst body which has increased mechanical strength and can be produced by the process of the invention is also provided. The present invention relates to the use of the shaped catalyst bodies of the invention for preparing amines and also in fixed-bed reactors or fluidized-bed reactors and to a chemical synthesis process in the presence of shaped catalyst bodies according to the present invention.Type: ApplicationFiled: August 21, 2013Publication date: February 27, 2014Applicant: BASF SEInventors: Thomas Heidemann, Claudia Özkozanoglu
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Patent number: 8580990Abstract: Methods are provided for the catalytic hydroamination of compounds having an alkyne or allene functional group, in which the compound is contacted with ammonia or an amine in the presence of a catalytic amount of a gold complex under conditions sufficient for hydroamination to occur.Type: GrantFiled: May 8, 2009Date of Patent: November 12, 2013Assignee: The Regents of the University of CaliforniaInventors: Guy Bertrand, Vincent Lavallo, Guido D. Frey, Bruno Donnadieu, Michele Soleilhavoup
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Patent number: 8529869Abstract: The present invention relates to a hydroamination catalyst comprising boron beta zeolites, wherein the hydroamination catalyst is doped with lithium, and also a process for producing it. The present patent application further relates to a process for preparing amines by reaction of ammonia or primary or secondary amines with olefins at elevated temperatures and pressures in the presence of the hydroamination catalyst of the invention.Type: GrantFiled: April 19, 2010Date of Patent: September 10, 2013Assignee: BASF SEInventors: Thomas Heidemann, Jens Kehrer
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Patent number: 8461391Abstract: The present invention relates to a process for preparing N,N-substituted 1,3-propanediamine by a) reacting secondary amine with acrolein at a temperature of from (?50) to 100° C. and a pressure of from 0.01 to 300 bar, and b) reacting the reaction mixture obtained in stage a) with hydrogen and ammonia in the presence of a hydrogenation catalyst at a temperature of from 40 to 400° C. and a pressure of from 1 to 400 bar, wherein the molar ratio of secondary amine to acrolein in stage a) is 2:1 or more and the hydrogenation catalyst used in stage b) comprises cobalt. In a preferred embodiment, acrolein which has been obtained from glycerol based on renewable raw materials is used. The invention further relates to the use of N,N-dimethyl-1,3-propanediamine (DMAPA) based on renewable raw materials as a feedstock for lubricant soaps and other detergents, coagulants, polymers and comb polymers. In a further preferred embodiment, stage b) is performed in the presence of water.Type: GrantFiled: May 11, 2009Date of Patent: June 11, 2013Assignee: BASF SEInventors: Martin Ernst, Johann-Peter Melder, Christof Wilhelm Wigbers
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Publication number: 20130096349Abstract: The invention discloses an improved process for the conversion of isobutylene to tertiary butylamine with conversion up to 50% at pressure lower than 40 bar.Type: ApplicationFiled: June 17, 2011Publication date: April 18, 2013Applicant: ANUSANDHAN BHAWANInventors: Vijav Vasant Bokade, Praphulla Narahar Joshi, Prashant Suresh Niphadkar
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Publication number: 20120041236Abstract: The present invention relates to a hydroamination catalyst comprising boron beta zeolites, wherein the hydroamination catalyst is doped with lithium, and also a process for producing it. The present patent application further relates to a process for preparing amines by reaction of ammonia or primary or secondary amines with olefins at elevated temperatures and pressures in the presence of the hydroamination catalyst of the invention.Type: ApplicationFiled: April 19, 2010Publication date: February 16, 2012Applicant: BASF SEInventors: Thomas Heidemann, Jens Kehrer
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Publication number: 20110166349Abstract: Methods are provided for the catalytic hydroamination of compounds having an alkyne or allene functional group, in which the compound is contacted with ammonia or an amine in the presence of a catalytic amount of a gold complex under conditions sufficient for hydroamination to occur.Type: ApplicationFiled: May 8, 2009Publication date: July 7, 2011Applicant: The Regents of the University of CaliforniaInventors: Guy Bertrand, Vincent Lavallo, Guido D. Frey, Bruno Donnadieu, Michele Soleil-Havoup
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Publication number: 20110060166Abstract: The present invention relates to a process for preparing N,N-substituted 1,3-propanediamine by a) reacting secondary amine with acrolein at a temperature of from (?50) to 100° C. and a pressure of from 0.01 to 300 bar, and b) reacting the reaction mixture obtained in stage a) with hydrogen and ammonia in the presence of a hydrogenation catalyst at a temperature of from 40 to 400° C. and a pressure of from 1 to 400 bar, wherein the molar ratio of secondary amine to acrolein in stage a) is 2:1 or more and the hydrogenation catalyst used in stage b) comprises cobalt. In a preferred embodiment, acrolein which has been obtained from glycerol based on renewable raw materials is used. The invention further relates to the use of N,N-dimethyl-1,3-propanediamine (DMAPA) based on renewable raw materials as a feedstock for lubricant soaps and other detergents, coagulants, polymers and comb polymers. In a further preferred embodiment, stage b) is performed in the presence of water.Type: ApplicationFiled: May 11, 2009Publication date: March 10, 2011Applicant: BASF SEInventors: Martin Ernst, Johann-Peter Melder, Christof Wilhelm Wigbers
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Publication number: 20100174117Abstract: The present invention relates to a process for the pretreatment of hydroamination catalysts, wherein the hydroamination catalyst is brought into contact with an ammonia-comprising mixture before the reaction of olefins with ammonia, a primary or secondary amine, with the ammonia-comprising mixture comprising less than 40% by weight of olefin The invention further relates to a process for preparing alkylamines by reaction of olefins with ammonia, primary or secondary amines over a hydroamination catalyst, wherein the hydroamination catalyst is pretreated according to the invention before the reaction of the olefins by bringing the hydroamination catalyst into contact with an ammonia-comprising mixture comprising less than 40% by weight of olefin.Type: ApplicationFiled: April 7, 2009Publication date: July 8, 2010Applicant: BASF SEInventors: Thomas Heidemann, Marcus Sigl
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Patent number: 7642383Abstract: A process for preparing alkylamines by reacting olefins with ammonia under hydroaminating conditions over a calcined zeolitic catalyst in an adiabatically operated reactor unit, wherein the reaction mixture comprising the starting olefin, ammonia and the corresponding alkylamine is taken off at one or more points and brought into indirect thermal contact with the reaction mixture at one or more points in the reactor unit having in each case a lower concentration of alkylamine compared to the point from which the reaction mixture was taken off, is proposed.Type: GrantFiled: October 20, 2006Date of Patent: January 5, 2010Assignee: BASF SEInventors: Marcus Sigl, Ralf Böhling, Peter Zehner
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Publication number: 20090156824Abstract: A method includes reacting an amino group, a composition including rhodium and an organic ligand, and a substrate having structural formula (I) in a reaction mixture. R1 is an organic group including a sp3 carbon atom bonded to CA. R2 is selected from the group consisting of hydrogen, methyl, and an organic group including a sp3 carbon atom bonded to CA. R3 and R4 independently are selected from the group consisting of hydrogen, methyl, and an organic group including a sp3 carbon atom bonded to CB. The method further includes forming a hydroaminated product in the reaction mixture.Type: ApplicationFiled: October 14, 2008Publication date: June 18, 2009Applicant: BOARD OF TRUSTEES OF UNIVERSITY OF ILLINOISInventors: Akihiro Takemiya, Zhijian Liu, John F. Hartwig
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Patent number: 7541506Abstract: The invention relates to a process for the telomerization of acyclic olefins having at least two conjugated double bonds (I) or mixtures in which such olefins are present with nucleophiles (II) using a metal-carbene complex as catalyst.Type: GrantFiled: June 17, 2003Date of Patent: June 2, 2009Assignee: OXENO Olefinchemie GmbHInventors: Dirk Roettger, Ralf Jackstell, Holger Klein, Matthias Beller
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Publication number: 20080319230Abstract: A process for preparing alkylamines by reacting olefins with ammonia under hydroaminating conditions over a calcined zeolitic catalyst in an adiabatically operated reactor unit, wherein the reaction mixture comprising the starting olefin, ammonia and the corresponding alkylamine is taken off at one or more points and brought into indirect thermal contact with the reaction mixture at one or more points in the reactor unit having in each case a lower concentration of alkylamine compared to the point from which the reaction mixture was taken off, is proposed.Type: ApplicationFiled: October 20, 2006Publication date: December 25, 2008Applicant: BASF SEInventors: Marcus Sigl, Ralf Bohling, Peter Zehner
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Patent number: 7462745Abstract: Process for preparing 1-octa-2,7-dienyl derivatives by reacting a 1,3-butadiene-containing hydrocarbon mixture, in particular a C4 fraction from a cracker, with nucleophiles, in which acetylenically unsaturated compounds are removed from the starting hydrocarbon mixture by selective hydrogenation and a telomerization is subsequently carried out.Type: GrantFiled: August 23, 2005Date of Patent: December 9, 2008Assignee: OXENO Olefinchemie GmbHInventors: Franz Nierlich, Cornelia Borgmann, Dirk Roettger, Stephan Houbrechts, Dietrich Maschmeyer
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Patent number: 7253322Abstract: The present invention describes a process for the preparation of ethyldimethylamine and triethylamine with the following steps: (i) reaction of a mixture of diethylamine and dimethylamine with ethylene in the presence of a catalyst from the group of alkali metal dimethylamides, alkali metal diethylamides and alkali metal hydrides (ii) removal of the catalyst (iii) distillation separation of the resulting mixture in triethylamine and ethyldimethylamine and optionally diethylamine and dimethylamine (iv) optional return of the catalyst and of the starting amines to the reaction. The process according to the invention permits the coproduction of ethyldimethylamine and diethylamine in a simple process.Type: GrantFiled: March 3, 2003Date of Patent: August 7, 2007Assignee: Basf AktiengesellschaftInventors: Ralf Böhling, Ulrich Steinbrenner, Frank Funke, Günter Müller, Günter Gaus, Christoph Benisch
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Patent number: 7220884Abstract: The present invention relates to a method comprising the step of contacting under hydroaminomethylation conditions, an olefin, an amine, a rhodium-phosphorous ligand, and synthesis gas (syngas). In particular, it has been discovered that, under some circumstances, a neutral rhodium-monodentate phosphite ligand is prescribed. The invention provides a simple way of making, in high yields and regiospecificity, a variety of products, including pharmacologically active products such as ibutilide, terfenadine, and fexofenadine, and derivatives thereof.Type: GrantFiled: January 21, 2005Date of Patent: May 22, 2007Assignee: Dow Global Technologies, Inc.Inventors: John R. Briggs, Gregory T. Whiteker, Jerzy Klosin
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Patent number: 7161039Abstract: A process for preparing ethylamines, butylamines and mixed ethyl/butylamines comprising the following steps: (i) Hydroamination of butadiene and ethylene by means of a monoalkylamine and/or a dialkylamine in which alkyl=ethyl and/or butyl in the presence of an alkali metal amide as catalyst, (ii) isomerization of the amines obtained in the hydroamination (i), if appropriate under the following conditions: (iia) prior fractionation into particular fractions and/or (iib) isomerization under hydrogenating conditions and/or (iic) isomerization in the presence of ammonia, (iii) fractionation of the resulting product mixture with isolation of the desired product amines and recycle of the amines suitable as starting material to step (i).Type: GrantFiled: November 12, 2002Date of Patent: January 9, 2007Assignee: BASF AktiengesellschaftInventors: Ulrich Steinbrenner, Frank Funke, Ralf Böhling
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Patent number: 7157606Abstract: The process for producing an amino composition of the present invention by addition reaction of a polyamine with an alkenyl group-containing compound wherein said polyamine is reacted preliminarily with a strongly basic catalyst to produce a reaction mixture comprising a reaction intermediate and then an alkenyl group-containing compound is added to the reaction mixture to proceed the addition reaction provides an amino composition having stable properties.Type: GrantFiled: August 5, 2004Date of Patent: January 2, 2007Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Masatoshi Echigo, Hisayuki Kuwahara, Takeshi Koyama
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Patent number: 7074964Abstract: In a process for preparing alkylamines by reacting olefins with ammonia, primary or secondary amines under hydroaminating conditions over a calcined zeolitic catalyst, the calcined zeolitic catalyst is thermally activated at from 100 to 550° C. in a gaseous stream of air, nitrogen, other inert gases or mixtures thereof not more than 24 hours before commencement of the reaction.Type: GrantFiled: March 23, 2004Date of Patent: July 11, 2006Assignee: BASF AktiengesellschaftInventors: Marcus Sigl, Ulrich Müller
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Patent number: 7057075Abstract: In a process for preparing alkylamines (product amines) by reacting alkenes with amines (starting amines) in the presence of a metal hydride or metal as catalyst is carried out in the process of the present invention, the reaction is carried out in the presence of a cocatalyst whose acidity is higher than that of the starting amine.Type: GrantFiled: November 11, 2002Date of Patent: June 6, 2006Assignee: BASF AktiengesellschaftInventors: Ralf Böhling, Ulrich Steinbrenner, Frank Funke, Reinhard Dier
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Patent number: 7026523Abstract: The invention provides a process for the telomerization of acyclic olefins having at least two conjugated double bonds (I) or mixtures comprising such olefins by means of nucleophiles (II) using a palladium-carbene complex as catalyst.Type: GrantFiled: May 4, 2002Date of Patent: April 11, 2006Assignee: OXENO Olefinchemie GmbHInventors: Dirk Röttger, Matthias Beller, Ralf Jackstell, Holger Klein, Klaus-Diether Wiese
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Patent number: 6909018Abstract: Polyalkeneamines of the formula (I) where R1, R2, R3, R4, R5 and R6 may have different meanings, are prepared by a process in which a polyalkene epoxide is reacted with an amine and the amino alcohol is dehydrated and reduced to give the compound of the formula (I).Type: GrantFiled: September 21, 2000Date of Patent: June 21, 2005Assignee: BASF AktiengesellschaftInventors: Johann-Peter Melder, Gerhard Blum, Wolfgang Günther, Dietmar Posselt, Knut Oppenländer
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Publication number: 20040254399Abstract: In a process for preparing alkylamines (product amines) by reacting alkenes with amines (starting amines) in the presence of a metal hydride or metal as catalyst is carried out in the process of the present invention, the reaction is carried out in the presence of a cocatalyst whose acidity is higher than that of the starting amine.Type: ApplicationFiled: May 11, 2004Publication date: December 16, 2004Inventors: Ralf Bhling, Ulrich Steinbrenner, Frank Funke, Reinhard Dier
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Patent number: 6809222Abstract: Aliphatic amines are obtained by continuous addition of ammonia to C2- to C8-alkenes in the presence of a heterogeneous or homogeneous catalyst at a pressure of 2 to 8 MPa, a temperature of 220 to 320° C. and a molar ratio of ammonia to the alkene of 1.5 to 20, while the gaseous reaction mixture which leaves the second section, is cooled to a temperature near the dew point, it is led to the enrichment part of the first section, where it is sprayed in counterflow with a liquid mixture consisting of the starting substances. The unreacted starting substances thus disposed of the most of the amine formed are recycled under pressure in gaseous state to the second section, the liquid mixture in the impoverishment part of the section gets rid of the unreacted starting substances, and from the bottom of the first section the concentrate is conducted to further processing.Type: GrantFiled: March 4, 2003Date of Patent: October 26, 2004Assignees: Duslo A.S., Vucht, A.S., Vysoká {haeck over (S)}kola Chemicko-TechnologicáInventors: Josef Pa{haeck over (s)}ek, Josef Koubek, Stanislav Sandtner, Ivan Dlouhý, Július Kozma, Pavol {haeck over (S)}kubla
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Patent number: 6723880Abstract: A process for producing secondary amines of the formula R1R2N—A—NH—A—NR1R2, where R1 and R2 are linear or branched C1-20-alkyl radicals, optionally substituted with from 1 to 5 phenyl groups; or cyclohexyl radicals; or together with the nitrogen atom to which they are bound, form a 3 to 7 membered saturated ring, optionally containing further hetero atoms selected from the group consisting of N, O and S, and optionally substituted with from 1 to 5 C1-2-alkyl groups. The group A is a linear or branched C2-20-alkylene group, optionally containing from 1 to 5 phenylene groups; or a radical of the formula —CH(R3)—[CH2]k—X—[CH(R3)—[CH2]k—X]m—CH(R3)—[CH2]k—, where R3 is H or CH3, X is O, S or NR4, R4 is H or a linear or branched C1-4-alkyl group, k is 1 or 2, and m is an integer from 0 to 4; or a group of the formula where n, o, p, and q are, independently, integers from 1 to 4.Type: GrantFiled: June 19, 2002Date of Patent: April 20, 2004Assignee: BASF AktiengesellschaftInventors: Peter Neumann, Johann-Peter Melder, Christoph Benisch, Arthur Höhn, Joachim Pfeffinger
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Patent number: 6706923Abstract: Perfluoroalkyl-substituted amines, acids, amino acids and thioether acid compounds containing a perfluoroalkyl-iodoalkyl or perfluoroalkyl-alkene group as well as derivatives thereof, are described. They are useful as surfactants in a variety of applications where low surface tensions are required, including coating formulations for glass, wood, metal, cement, paper, textiles, as foam control agents in polyurethane foams and especially in aqueous fire-fighting formulations.Type: GrantFiled: July 24, 2002Date of Patent: March 16, 2004Assignee: Ciba Specialty Chemicals CorporationInventors: Marlon Haniff, Ted Deisenroth, John Jennings, Karl Friedrich Mueller
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Patent number: 6639118Abstract: Process technology for selectively isomerizing vinylidene olefin to tri-substituted olefin is described. The vinylidene olefin, normally in admixture with other types of olefins, especially linear 1-olefins, is treated with anhydrous hydrogen bromide under anhydrous conditions and in the absence of molecular oxygen and free radical initiator. The contacting period, which can be a matter of minutes, is sufficient to selectively isomerize the vinylidene olefin to tri-substituted olefin. If the process is conducted properly, little if any hydrobromination occurs.Type: GrantFiled: October 11, 2002Date of Patent: October 28, 2003Inventors: Bonnie G. McKinnie, J. Todd Aplin, Robert U. Lyons, Clinton R. Parham
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Patent number: 6576796Abstract: Preparation of alkylamines, where, in a first process stage, an olefin is reacted with ammonia, a primary amine and/or a secondary amine under hydroaminating conditions, and then, in a second process stage, the resulting hydroamination product(s) is/are reacted under transalkylating conditions.Type: GrantFiled: September 25, 2000Date of Patent: June 10, 2003Assignee: BASF AktiengesellschaftInventors: Frank Funke, Ulrich Steinbrenner, Matthias Frauenkron, Ralf Böhling, Johann-Peter Melder, Thomas Heidemann
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Patent number: 6492558Abstract: Process for the preparation of n-butylamines where n-butenylamines are firstly prepared by reacting 1,3-butadiene in the form of a 1,3-butadiene containing mixture obtained during the cracking of petroleum fractions or during the dehydrogenation of LPG or LNG or from GTL technology with a primary amine and/or a secondary amine under hydroaminating conditions, and the resulting butenylamine(s) are then reacted in a second process stage under hydrogenating and transalkylating conditions.Type: GrantFiled: December 26, 2001Date of Patent: December 10, 2002Assignee: BASF AktiengesellschaftInventors: Frank Funke, Ulrich Steinbrenner, Peter Zehner, Ralf Böhling, Wolfgang Harder
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Patent number: 6486353Abstract: Cis-3,7-dimethyl-2,7-octadienylamine containing from 2 to 10% by weight cis-3,7-dimethyl-2,7-octadienylamine is prepared by subjecting a mixture of an alkylamine and isoprene in a molar ratio of 1:4 to 1:4.5 to telomerization at 80 to 100° C. for from 2.5 to 3.5 hours in the presence of an alkyllithium catalyst and/or phenyllithium catalyst.Type: GrantFiled: March 18, 2002Date of Patent: November 26, 2002Assignee: Takasago International CorporationInventors: Shinya Yamada, Yoshiki Okeda, Yoji Hori, Toshimitsu Hagiwara
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Publication number: 20020169319Abstract: Process for the preparation of n-butylamines where n-butenylamines are firstly prepared by reacting 1,3-butadiene in the form of a 1,3-butadiene-containing mixture obtained during the cracking of petroleum fractions or during the dehydrogenation of LPG or LNG or from GTL technology with a primary amine and/or a secondary amine under hydroaminating conditions, and the resulting butenylamine(s) are then reacted in a second process stage under hydrogenating and transalkylating conditions.Type: ApplicationFiled: December 26, 2001Publication date: November 14, 2002Inventors: Frank Funke, Ulrich Steinbrenner, Peter Zehner, Ralf Bohling, Wolfgang Harder
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Patent number: 6414207Abstract: A catalyst comprising at least one alkali metal and at least one metallic or semimetallic promoter selected from the group consisting of Ca, Sr, Ba, Ag, Au, Zn, Cd, Hg, In, Tl, Sn, As, Sb and Bi, on a support which may be doped with one or more compounds of an alkali metal and/or alkaline earth metal, where the alkali metal/support ratio by weight is from 0.01 to 5, the promoter/alkali metal ratio by weight is from 0.0001 to 5 and, when a dopant is present, the dopant/support ratio by weight is from 0.01 to 5.Type: GrantFiled: June 20, 2001Date of Patent: July 2, 2002Assignee: BASF AktiengesellschaftInventors: Ulrich Steinbrenner, Eugen Gehrer
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Patent number: 6384282Abstract: The present invention is directed to a process for addition of amines to carbon-carbon double bonds in a substrate, comprising: reacting an amine with a compound containing at least one carbon-carbon double bond in the presence a transition metal catalyst under reaction conditions effective to form a product having a covalent bond between the amine and a carbon atom of the former carbon-carbon double bond. The transition metal catalyst comprises a Group 8 metal and a ligand containing one or more 2-electron donor atoms. The present invention is also directed to enantioselective reactions of amine compounds with compounds containing carbon-carbon double bonds, and a calorimetric assay to evaluate potential catalysts in these reactions.Type: GrantFiled: February 26, 2001Date of Patent: May 7, 2002Assignee: Yale UniversityInventors: John F. Hartwig, Motoi Kawatsura, Oliver Loeber
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Patent number: 6350914Abstract: In a process for preparing amines of the general formula I where R1,R2,R3,R4,R5,R6 are hydrogen, C1-C20-alkyl, C2-C20-alkenyl, C2-C20-alkynyl, C3-C20-cycloalkyl, C4-C20-alkyl-cycloalkyl, C4-C20-cycloalkyl-alkyl, aryl, C7-C20-alkylaryl or C7-C20-aralkyl, R1 and R2 are together a saturated or unsaturated divalent C3-C9-alkylene chain and R3 or R5 are C21-C200-alkyl, C21-C200-alkenyl or together a divalent C2-C12-alkylene chain, by reacting olefins of the general formula II where R3, R4, R5 and R6 are as defined above, with ammonia or primary or secondary amines of the general formula III where R1 and R2 are as defined above, at from 200 to 350° C. and pressures of from 100 to 300 bar in the presence of a heterogeneous catalyst, the heterogeneous catalyst used is a zeolite having an NES structure.Type: GrantFiled: July 21, 1997Date of Patent: February 26, 2002Assignee: BASF AktiengesellschaftInventors: Karsten Eller, Rudolf Kummer, Matthias Dernbach
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Publication number: 20020016509Abstract: The present invention is directed to a process for addition of amines to carbon-carbon double bonds in a substrate, comprising: reacting an amine with a compound containing at least one carbon-carbon double bond in the presence a transition metal catalyst under reaction conditions effective to form a product having a covalent bond between the amine and a carbon atom of the former carbon-carbon double bond. The transition metal catalyst comprises a Group 8 metal and a ligand containing one or more 2-electron donor atoms. The present invention is also directed to enantioselective reactions of amine compounds with compounds containing carbon-carbon double bonds, and a calorimetric assay to evaluate potential catalysts in these reactions.Type: ApplicationFiled: February 26, 2001Publication date: February 7, 2002Applicant: YALE UNIVERSITYInventors: John F. Hartwig, Motoi Kawatsura, Oliver Loeber
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Patent number: 6281387Abstract: The invention provides a process for synthesizing alkanolamines and/or alkyleneamines by reacting either an alkane, an alkene, or both with a source of oxygen and a source of nitrogen and, optionally, additional hydrogen to convert the alkane and/or alkene by selective partial oxidative amination to at least one of the desired end products. The invention further provides a regenerable catalyst for use in synthesizing alkanolamines and/or alkyleneamines by selective partial oxidative amination of alkanes and/or alkenes.Type: GrantFiled: October 29, 1999Date of Patent: August 28, 2001Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Madan Mohan Bhasin, Stephen Wayne King
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Patent number: 6153780Abstract: Process for the preparation of octa-2,7-dienyl-1-amine by telomerization of butadiene with ammonia in a two-phase system in the presence of hydrophilic palladium complexes, characterized in that octa-2,7-dienyl-1-amine and octa-1,7-dienyl-3-amine are isolated separately from one another from the reaction mixture present after telomerization, and the octa-1,7-dienyl-3-amine isolated in this way is subjected to an isomerization reaction to form octa-2,7-dienyl-1-amine, and also novel triphenylphosphine mono- and dimethoxytri(sodium sulphonates) and the use of triphenylphosphine trimethoxytri(sodium sulphonates), triphenylphosphine trimethyltri(sodium sulphonates) and triphenylphosphine trifluorodi- and tri(sodium sulphonates) as ligands for the preparation of palladium complexes.Type: GrantFiled: February 24, 2000Date of Patent: November 28, 2000Assignee: Bayer AktiengesellschaftInventors: Hans-Joachim Traenckner, Jorg-Dietrich Jentsch, Thomas Prinz, Birgit Driessen-Holscher, Wilhelm Keim
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Patent number: 6147238Abstract: Process for the preparation of octa-2,7-dienyl-1-amine by telomerization of butadiene with ammonia in a two-phase system in the presence of hydrophilic palladium complexes, characterized in that octa-2,7-dienyl-1-amine and octa-1,7-dienyl-3-amine are isolated separately from one another from the reaction mixture present after telomerization, and the octa-1,7-dienyl-3-amine isolated in this way is subjected to an isomerization reaction to form octa-2,7-dienyl-1-amine, and also novel triphenylphosphine mono- and dimethoxytri(sodium sulphonates) and the use of triphenylphosphine trimethoxytri(sodium sulphonates), triphenylphosphine trimethyltri(sodium sulphonates) and triphenylphosphine trifluorodi- and tri(sodium sulphonates) as ligands for the preparation of palladium complexes.Type: GrantFiled: February 24, 2000Date of Patent: November 14, 2000Assignee: Bayer AktiengesellschaftInventors: Hans-Joachim Traenckner, Jorg-Dietrich Jentsch, Thomas Prinz, Birgit Driessen-Holscher, Wilhelm Keim
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Patent number: 6143934Abstract: In a process for preparing amines of the general formula I ##STR1## where R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 are hydrogen, C.sub.1 -C.sub.20 -alkyl, C.sub.2 -C.sub.20 -alkenyl, C.sub.2 -C.sub.20 -alkynyl, C.sub.3 -C.sub.20 -cycloalkyl, C.sub.4 -C.sub.20 -alkylcycloalkyl, C.sub.4 -C.sub.20 -cycloalkylalkyl, aryl, C.sub.7 -C.sub.20 -alkylaryl or C.sub.7 -C.sub.20 -aralkyl,R.sup.1 and R.sup.2 are together a saturated or unsaturated, divalent C.sub.3 -C.sub.9 -alkylene chain andR.sup.3 and R.sup.5 are each C.sub.21 -C.sub.200 -alkyl, C.sub.21 -C.sub.200 -alkenyl or together are a divalent C.sub.2 -C.sub.12 -alkylene chain,by reacting olefins of the general formula II ##STR2## where R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are as defined above, with ammonia or primary or secondary amines of the general formula III ##STR3## where R.sup.1 and R.sup.2 are as defined above, at from 200 to 350.degree. C.Type: GrantFiled: January 20, 1998Date of Patent: November 7, 2000Assignee: BASF AktiengesellschaftInventors: Uwe Dingerdissen, Rudolf Kummer, Peter Stops, Ulrich Muller, Jurgen Herrmann, Karsten Eller
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Patent number: 6140541Abstract: Polyalkeneamines of the formula (I) ##STR1## where R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 may have different meanings, are prepared by a process in which a polyalkene epoxide is reacted with an amine and the amino alcohol is dehydrated and reduced to give the compound of the formula (I).Type: GrantFiled: November 5, 1998Date of Patent: October 31, 2000Assignee: BASF AktiengesellschaftInventors: Johann-Peter Melder, Gerhard Blum, Wolfgang Gunther, Dietmar Posselt, Knut Oppenlander
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Patent number: 6087535Abstract: This invention provides an improved process for the preparation of chloroalkynes from alkynyl alcohols. The chloroalkynes can be employed to prepare alkynyl amines which are useful for the manufacture of biologically active materials. The present invention reduces the hazards of the chlorination reaction, eliminates or greatly reduces by-product formation, and provides certain environmental benefits.Type: GrantFiled: January 7, 1999Date of Patent: July 11, 2000Assignee: Rohm and Haas CompanyInventors: Renee Caroline Roemmele, Andrew William Gross, David Wayne Mosley
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Patent number: 6051738Abstract: Process for the preparation of octa-2,7-dienyl-1-amine by telomerization of butadiene with ammonia in a two-phase system in the presence of hydrophilic palladium complexes, characterized in that octa-2,7-dienyl-1-amine and octa-1,7-dienyl-3-amine are isolated separately from one another from the reaction mixture present after telomerization, and the octa-1,7-dienyl-3-amine isolated in this way is subjected to an isomerization reaction to form octa-2,7-dienyl-1-amine, and also novel triphenylphosphine mono- and dimethoxytri(sodium sulphonates) and the use of triphenylphosphine trimethoxytri(sodium sulphonates), triphenylphosphine trimethyltri(sodium sulphonates) and triphenylphosphine trifluorodi- and tri(sodium sulphonates) as ligands for the preparation of palladium complexes.Type: GrantFiled: February 25, 1999Date of Patent: April 18, 2000Assignee: Bayer AktiengesellschaftInventors: Hans-Joachim Traenckner, Jorg-Dietrich Jentsch, Thomas Prinz, Birgit Driessen-Holscher, Wilhelm Keim
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Patent number: 6008393Abstract: Compounds of formulae I: (DIP)IrX.sub.q Y.sub.r (Z), Ia: (DIP)IrX.sub.s Y.sub.t (Z).sub.2 and Ib: (DIP)Ir(Z).sub.3 or mixtures of at least two of those compounds, wherein DIP is a ditertiary diphosphine, the two phosphine groups of which are bonded to a C.sub.2 -, C.sub.3 - or C.sub.4 -carbon chain, with the result that the diphosphine forms a 5- to 7-membered ring together with the Ir atom, X is Cl, Br or I, Y is a hydrogen atom, q and r are 0, 1 or 2 and the sum of q+r is 2, s and t are 0 or 1 and the sum of s+t is 1, and Z is the anion of an organic oxy acid that contains a group C(.dbd.O), S(.dbd.O)O or P(.dbd.O)O in the anion. The compounds are excellent catalysts for the hydrogenation of imines, especially for the enantioselective hydrogenation of prochiral imines.Type: GrantFiled: January 22, 1998Date of Patent: December 28, 1999Assignee: Novartis AGInventors: Rafael Sablong, John Anthony Osborn, Felix Spindler
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Patent number: 6005144Abstract: Reaction products of polyisobutenes having an average degree of polymerization P of from 10 to 100 and a content E of from 60 to 90% of double bonds which can react with maleic anhydride, E=100% corresponding to the theoretical value for the case where each molecule of the polyisobutene has such a reactive double bond, with oxides of nitrogen or mixtures of oxides of nitrogen and oxygen, are suitable as additives for fuels, in particular for gasoline engines, and for lubricants.Type: GrantFiled: November 5, 1998Date of Patent: December 21, 1999Assignee: BASF AktiengesellschaftInventors: Rudolf Kropp, Eckhard Hickmann, Klaus Ebel, Wolfgang Gunther, Hans Peter Rath, Harald Schwahn
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Patent number: 5900508Abstract: A process for the preparation of amines by reacting an olefin with ammonia or a primary or secondary amine at a temperature of from 200 to 350.degree. C. and a pressure of from 100 to 300 bar in the presence of at least one zeolite having the specific structure type PSH-3, MCM-22 or SSZ-25, as identified by X-ray diffractogram, or mixtures of these zeolites. These specific catalysts are broadly identified as alumina zeolites and may be modified by ion exchange, doping with other metals, by dealumination to remove or replace the alumina content and by other well known after treatments such as calcination, acid-treatment and the like. Monoolefins are preferred reactants but di- and polyolefins also can be reacted with relatively high selectivity and less tendency toward polymerization.Type: GrantFiled: July 18, 1996Date of Patent: May 4, 1999Assignee: BASF AktiengesellschaftInventors: Karsten Eller, Ulrich Muller, Rudolf Kummer, Peter Stops