In Compound Having Plural Hydroxys Bonded Directly To Benzene Ring Patents (Class 564/403)
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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
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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
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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
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Patent number: 7057072Abstract: A method to convert surplus nitroarene explosives (picric acid, ammonium picrate,) into TATB is described. The process comprises three major steps: conversion of picric acid/ammonium picrate into picramide; conversion of picramide to TATB through vicarious nucleophilic substitution (VNS) of hydrogen chemistry; and purification of TATB.Type: GrantFiled: August 2, 2004Date of Patent: June 6, 2006Assignee: The Regents of the University of CaliforniaInventors: Alexander R. Mitchell, Michael D. Coburn, Gregory S. Lee, Robert D. Schmidt, Philip F. Pagoria, Peter C. Hsu
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Patent number: 7057073Abstract: A method to convert surplus nitroarene explosives into trinitrophloroglucinol and triaminotrinitrobenzene (TATB) is described. Picric acid is directly aminated to diaminopicric acid, which is converted to trinitrophloroglucinol and triaminotrinitrobenzene.Type: GrantFiled: August 4, 2004Date of Patent: June 6, 2006Assignee: Regents of the University of CaliforniaInventors: Alexander R. Mitchell, Michael D. Coburn, Gregory S. Lee, Robert D. Schmidt, Philip F. Pagoria, Peter C. Hsu
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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
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Patent number: 6281371Abstract: The present invention relates to new lipopolyamines (including salts thereof) characterised by a symmetrical, highly flexible lipophilic moiety having buffering capacity at physiological pH, and to the use thereof for the in vivo or in vitro introduction of biologically active materials, such as, for example, DNA, RNA, ribozymes, antisense DNA, PNA, peptides and proteins, into eukaryotic cells.Type: GrantFiled: March 29, 2000Date of Patent: August 28, 2001Assignee: Biontex Laboratories GmbHInventors: Roland Klösel, Stephan König
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Patent number: 5750786Abstract: The present invention relates to a process for the preparation of unsubstituted and alkyl-substituted diaryl-phenylenediamines.Type: GrantFiled: February 20, 1997Date of Patent: May 12, 1998Assignee: The Goodyear Tire & Rubber CompanyInventor: Budd Harvey Sturm
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Patent number: 5710335Abstract: A process for preparing a 3-(N,N-disubstituted amino)phenol is herein disclosed which comprises reacting resorcin with a primary amine represented by formula (2):R.sup.1 NH.sub.2 (2)wherein R.sup.1 is an alkyl group, a cycloalkyl group, an alkenyl group, an alkoxyalkyl group, an aryl group or an aralkyl group,terminating the reaction when the conversion of resorcin is 50 mol % or more and when the amount of an N,N'-disubstituted-m-phenylenediamine as a by-product is 2 mol % or less of the amount of used resorcin, adding an alkyl halide represented by formula (3):R.sup.2 X (3)wherein R.sup.2 is an alkyl group or a cycloalkyl group; and X is a halogen atom,to the obtained reaction mixture, adding an aqueous alkaline solution to the resultant reaction mixture to dissolve unreacted resorcin in the aqueous phase, extracting the 3-(N,N-disubstituted amino)phenol with an organic solvent, and then recovering unreacted resorcin from the aqueous phase.Type: GrantFiled: October 4, 1996Date of Patent: January 20, 1998Assignees: Mitsui Toatsu Chemicals, Inc., Yamamoto Chemicals, Inc.Inventors: Kenichiro Horiuchi, Bunji Sawano, Nobuaki Sasaki, Mansuke Matsumoto
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Patent number: 5665126Abstract: Adducts useful as fuel or lubricating oil additives are disclosed. The adducts comprise the reaction product of at least one quinone compound and an amine-containing polymeric material comprising at least one member selected from the group consisting of (i) a first amine-containing polymer derived from a hydrocarbon polymer having a number average molecular weight of from about 300 to 20,000 and (ii) a second amine-containing polymer having a carbon-carbon backbone and formed by the process of polymerizing an organometallic compound-masked nitrogen containing monomer and a polymer chain monomer selected from the group consisting of ethylene, C.sub.3 to C.sub.25 alpha-olefins, and mixtures thereof, followed by deashing to remove the organometallic compound; wherein the amine-containing polymeric material has within its structure at least one reactive amino group selected from the group consisting of primary amino groups, secondary amino groups and mixtures thereof.Type: GrantFiled: August 22, 1996Date of Patent: September 9, 1997Assignee: Exxon Chemical Patents IncInventors: Abhimanyu O. Patil, Frank Femino
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Patent number: 5639718Abstract: An oil-soluble lubricating oil and fuel additive, useful as a multifunctional viscosity modifier comprising succinimide and other amine-containing polymers reacted with a quinone or substituted quinone adducts. Suitable polymers are those containing primary or secondary amine groups such as EPSA-PAM and EPDM-amine polymers. The multifunctional viscosity modifier additive provides improved dispersancy and antioxidancy to a lubricating oil or fuel composition.Type: GrantFiled: November 23, 1994Date of Patent: June 17, 1997Assignee: Exxon Chemical Patents Inc.Inventor: Abhimanyu O. Patil
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Patent number: 5576274Abstract: The present invention relates to a novel process for the production of fuel and lubricant additives useful as dispersants and multifunctional viscosity modifiers wherein a dihydroxyaromatic compound is alkylated with an olefinic polymer and then aminated in such a manner as to oxidize the hydroxyl moieties of the dihydroxyaromatic compound to carbonyl groups.Type: GrantFiled: March 20, 1995Date of Patent: November 19, 1996Assignee: Exxon Chemical Patents Inc.Inventor: Abhimanyu O. Patil
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Patent number: 5399277Abstract: The present invention relates to a novel process for the production of fuel and lubricant additives useful as dispersants and multifunctional viscosity modifiers wherein a dihydroxyaromatic compound is alkylated with an olefinic polymer and then aminated in such a manner as to oxidize the hydroxyl moieties of the dihydroxyaromatic compound to carbonyl groups.Type: GrantFiled: October 8, 1993Date of Patent: March 21, 1995Assignee: Exxon Chemical Patents Inc.Inventor: Abhimanyu O. Patil
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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: 5245081Abstract: The preparation of N,N-disubstituted m-aminophenols from resorcinol, which is reacted, in a first step, with primary amines to form N-monosubstituted m-aminophenols, which are treated in situ, in a second step, with alkylating agents to form N,N-disubstituted m-aminophenols.Type: GrantFiled: May 22, 1992Date of Patent: September 14, 1993Assignee: BASF AktiengesellschaftInventors: Manfred Hauptreif, Helmut Reichelt
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Patent number: 5130489Abstract: An improved process is provided for producing m-aminophenols comprising reacting resorcinol and an amino compound in an inert organic solvent and in the presence of an aluminosilicate catalyst.Type: GrantFiled: March 26, 1990Date of Patent: July 14, 1992Assignee: Indspec Chemical CorporationInventor: Hans Dressler
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Patent number: 5113018Abstract: N-alkyl amino phenols, such as N-ethyl-m-amino phenol are produced in high yield and with high purity by reacting a divalent phenol, such as resorcinol, with an alkylamine, such as ethylamine, in the absence of catalyst and solvent, at a temperature of 120.degree.-210.degree. C. under elevated pressure in an inert gas atmosphere. In a first embodiment, the resulting reaction mixture is acidified to convert the N-alkylaminophenol to its water soluble salt and the resulting aqueous layer is separated from the oily layer. The aqueous layer is rendered alkaline to liberate N-alkylaminophenol as an oily layer. The N-alkyl-aminophenol oily layer is then separated from the aqueous layer and distilled.Type: GrantFiled: June 15, 1990Date of Patent: May 12, 1992Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Yoshito Kurano, Masato Kawamura, Masahiro Kondo, Michio Tanaka, Sanehiro Yamamoto
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Patent number: 4675444Abstract: A process for producing an aminophenol, which comprises(A) a step of reacting a dihydric phenol with an aminating reagent in the liquid state under heat in the presence of water and a water-soluble catalyst,(B) a step of removing the unreacted aminating reagent from the reaction mixture, and then precipitating the crude aminophenol from the reaction mixture from which the aminating reagent has been removed, thereby to obtain a crystallization mixture containing the crude aminophenol,(C) a step of separating the crystallization mixture into crystals of the crude aminophenol and the reaction mother liquor containing the catalyst,(D) a step of circulating part or the whole of the reaction mother liquor to the aminating step, and(E) a step of washing the crude aminophenol crystals with a washing liquor to obtain the washed crude aminophenol crystals and the washing mother liquor, and thereafter separating the aminophenol from the washed crude aminophenol crystals and purifying it.Type: GrantFiled: November 25, 1985Date of Patent: June 23, 1987Assignees: Mitsui Petrochemical Ind., Ltd., Honshu Chemical Ind. Co., Ltd.Inventors: Fujihisa Matsunaga, Eiji Kato, Tsuyoshi Kimura, Yoichiro Isota
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Patent number: 4609760Abstract: An improved process for the preparation of 2,6-xylidine by amination of 2,6-dimethylphenol in the vapor phase with ammonia in the presence of an aluminum oxide catalyst is disclosed. According to the invention, particular amination conditions are chosen to effect high yields of the desired product. These conditions include a temperature of 360.degree. to 460.degree. C. and a minimum molar ratio of ammonia to 2,6-dimethylphenol which corresponds to the general formula ##EQU1## wherein X represents the minimum molar ratio of ammonia to 2,6-dimethylphenol,Y represents the minimum pressure andM and B are constants, with M=-39.2826 andB=262.809.Type: GrantFiled: June 4, 1981Date of Patent: September 2, 1986Assignee: Bayer AktiengesellschaftInventors: Siegfried Bohm, Helmut LeBlanc, Karlfried Wedemeyer
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Patent number: 4585896Abstract: In a process for the production of an aminophenol which comprises reacting a divalent phenol and ammonia in the absence of a catalyst or in the presence of a water-soluble catalyst, then separating the reaction mixture after the reaction to recover a separated and recovered product containing an aminophenol and the unreacted divalent phenol, and separating and purifying the aminophenol from said separated and recovered product, the process for the production of an aminophenol which is characterized by, on separating and purifying said aminophenol, contacting said separated and recovered product with an aliphatic ether substantially incompatible with said aminophenol in an inert gas atmosphere at a temperature at which said separated and recovered product melts or higher, then cooling to induce the crystallization of the aminophenol, thereafter filtering and recovering to obtain a cake mainly composed of said aminophenol, further melting and contacting this cake with an aliphatic ether in an inert gas atmospheType: GrantFiled: June 18, 1985Date of Patent: April 29, 1986Assignee: Sumitomo Chemical Company, LimitedInventors: Haruhisa Harada, Hiroshi Maki, Shigeru Sasaki
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Patent number: 4485260Abstract: There is disclosed a process for the production of unsymmetrical, substituted diarylamines by the reaction of a primary aromatic amine and a substituted phenol wherein the phenol is held in excess of the primary aromatic amine thereby minimizing by-product formation as a result of self-condensation of the primary arylamine. The desired secondary amine is produced in high yield and purity by recycling the unreacted phenol.Type: GrantFiled: March 22, 1982Date of Patent: November 27, 1984Assignee: Xerox CorporationInventors: Paul Szabo, Daniel E. Freeman, Trevor I. Martin, John M. Lennon
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Patent number: 4448993Abstract: Hydroxybenzenes are converted to the corresponding amines by contacting the hydroxybenzene and ammonia at temperatures of about 250.degree.-550.degree. C. and pressures of about 0-5000 psig with a novel siliceous composition prepared by impregnating porous silica with aluminum hydride and subsequently heating the impregnated silica to a temperature of from about 300.degree. C. to about 900.degree. C. in a non-oxidizing environment.Type: GrantFiled: March 5, 1982Date of Patent: May 15, 1984Assignee: Shell Oil CompanyInventor: Lynn H. Slaugh
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Patent number: 4400537Abstract: A process for the preparation of 1,4-phenylenediamine from 1,4-dihydroxybenzene at a temperature within the range of from about 300.degree. C. to 450.degree. C. and a pressure of from atmospheric to 3000 psig in the presence of an aminating agent, an inert hydrocarbon and an acidic alumina catalyst. p-Aminophenol can be aminated to 1,4-phenylenediamine with the same process.Type: GrantFiled: April 19, 1982Date of Patent: August 23, 1983Assignee: Standard Oil Company (Indiana)Inventor: Thomas A. Weil
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Patent number: 4380669Abstract: A process for converting phenolic compounds to aniline by passing them over ammonia in the presence of ZSM-5 type zeolites under conversion conditions whereby high conversion, high selectivity and improved rates of production are achieved.Type: GrantFiled: April 8, 1981Date of Patent: April 19, 1983Assignee: Mobil Oil CorporationInventors: Clarence D. Chang, William H. Lang
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Patent number: 4326080Abstract: A process for the preparation of a 4-aminodiphenyl amino derivative which comprises:(a) contacting a hydroxybenzene of the formula ##STR1## wherein R is hydroxyl or amino with an aniline compound of the formula ##STR2## wherein R.sub.1 represents hydrogen or an alkyl radical in the presence of a .gamma.-aluminum oxide containing catalyst; and(b) contacting the product from step (a) with ammonia in the presence of the same .gamma.-aluminum oxide containing catalyst used in step (a).Type: GrantFiled: June 11, 1980Date of Patent: April 20, 1982Assignee: Bayer AktiengesellschaftInventors: Karlfried Wedemeyer, Siegfried Bohm