In Compound Having Plural Hydroxys Bonded Directly To Benzene Ring Patents (Class 564/403)
  • Patent number: 7754922
    Abstract: 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: Grant
    Filed: July 4, 2007
    Date of Patent: July 13, 2010
    Assignee: BASF SE
    Inventors: Petr Kubanek, Bram Willem Hoffer, Ekkehard Schwab, Johann-Peter Melder, Holger Evers, Till Gerlach
  • Patent number: 7547805
    Abstract: 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: Grant
    Filed: February 1, 2005
    Date of Patent: June 16, 2009
    Assignee: Exxonmobil Research and Engineering Company
    Inventors: Andrzej Malek, Christine Nicole Elia, Adeana Richelle Bishop, Edmund John Mozeleski, Michael Siskin
  • Patent number: 7183438
    Abstract: 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: Grant
    Filed: March 7, 2003
    Date of Patent: February 27, 2007
    Assignee: BASF Aktiengesellschaft
    Inventors: Till Gerlach, Frank Funke, Johann-Peter Melder, Stefan Iselborn, Martin Rudloff, Michael Hüllmann
  • Patent number: 7057073
    Abstract: 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: Grant
    Filed: August 4, 2004
    Date of Patent: June 6, 2006
    Assignee: Regents of the University of California
    Inventors: Alexander R. Mitchell, Michael D. Coburn, Gregory S. Lee, Robert D. Schmidt, Philip F. Pagoria, Peter C. Hsu
  • Patent number: 7057072
    Abstract: 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: Grant
    Filed: August 2, 2004
    Date of Patent: June 6, 2006
    Assignee: The Regents of the University of California
    Inventors: Alexander R. Mitchell, Michael D. Coburn, Gregory S. Lee, Robert D. Schmidt, Philip F. Pagoria, Peter C. Hsu
  • Patent number: 7034186
    Abstract: 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: Grant
    Filed: December 10, 2003
    Date of Patent: April 25, 2006
    Assignee: BASF Aktiengesellschaft
    Inventors: Till Gerlach, Frank Funke, Johann-Peter Melder
  • Patent number: 6281371
    Abstract: 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: Grant
    Filed: March 29, 2000
    Date of Patent: August 28, 2001
    Assignee: Biontex Laboratories GmbH
    Inventors: Roland Klösel, Stephan König
  • Patent number: 5750786
    Abstract: The present invention relates to a process for the preparation of unsubstituted and alkyl-substituted diaryl-phenylenediamines.
    Type: Grant
    Filed: February 20, 1997
    Date of Patent: May 12, 1998
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Budd Harvey Sturm
  • Patent number: 5710335
    Abstract: 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: Grant
    Filed: October 4, 1996
    Date of Patent: January 20, 1998
    Assignees: Mitsui Toatsu Chemicals, Inc., Yamamoto Chemicals, Inc.
    Inventors: Kenichiro Horiuchi, Bunji Sawano, Nobuaki Sasaki, Mansuke Matsumoto
  • Patent number: 5665126
    Abstract: 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: Grant
    Filed: August 22, 1996
    Date of Patent: September 9, 1997
    Assignee: Exxon Chemical Patents Inc
    Inventors: Abhimanyu O. Patil, Frank Femino
  • Patent number: 5639718
    Abstract: 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: Grant
    Filed: November 23, 1994
    Date of Patent: June 17, 1997
    Assignee: Exxon Chemical Patents Inc.
    Inventor: Abhimanyu O. Patil
  • Patent number: 5576274
    Abstract: 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: Grant
    Filed: March 20, 1995
    Date of Patent: November 19, 1996
    Assignee: Exxon Chemical Patents Inc.
    Inventor: Abhimanyu O. Patil
  • Patent number: 5399277
    Abstract: 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: Grant
    Filed: October 8, 1993
    Date of Patent: March 21, 1995
    Assignee: Exxon Chemical Patents Inc.
    Inventor: Abhimanyu O. Patil
  • Patent number: 5371294
    Abstract: 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: Grant
    Filed: October 2, 1992
    Date of Patent: December 6, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Otto Immel, Hans-Josef Buysch, Gerhard Darsow
  • Patent number: 5245081
    Abstract: 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: Grant
    Filed: May 22, 1992
    Date of Patent: September 14, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Manfred Hauptreif, Helmut Reichelt
  • Patent number: 5130489
    Abstract: 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: Grant
    Filed: March 26, 1990
    Date of Patent: July 14, 1992
    Assignee: Indspec Chemical Corporation
    Inventor: Hans Dressler
  • Patent number: 5113018
    Abstract: 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: Grant
    Filed: June 15, 1990
    Date of Patent: May 12, 1992
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Yoshito Kurano, Masato Kawamura, Masahiro Kondo, Michio Tanaka, Sanehiro Yamamoto
  • Patent number: 4675444
    Abstract: 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: Grant
    Filed: November 25, 1985
    Date of Patent: June 23, 1987
    Assignees: Mitsui Petrochemical Ind., Ltd., Honshu Chemical Ind. Co., Ltd.
    Inventors: Fujihisa Matsunaga, Eiji Kato, Tsuyoshi Kimura, Yoichiro Isota
  • Patent number: 4609760
    Abstract: 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: Grant
    Filed: June 4, 1981
    Date of Patent: September 2, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Siegfried Bohm, Helmut LeBlanc, Karlfried Wedemeyer
  • Patent number: 4585896
    Abstract: 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 atmosphe
    Type: Grant
    Filed: June 18, 1985
    Date of Patent: April 29, 1986
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Haruhisa Harada, Hiroshi Maki, Shigeru Sasaki
  • Patent number: 4485260
    Abstract: 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: Grant
    Filed: March 22, 1982
    Date of Patent: November 27, 1984
    Assignee: Xerox Corporation
    Inventors: Paul Szabo, Daniel E. Freeman, Trevor I. Martin, John M. Lennon
  • Patent number: 4448993
    Abstract: 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: Grant
    Filed: March 5, 1982
    Date of Patent: May 15, 1984
    Assignee: Shell Oil Company
    Inventor: Lynn H. Slaugh
  • Patent number: 4400537
    Abstract: 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: Grant
    Filed: April 19, 1982
    Date of Patent: August 23, 1983
    Assignee: Standard Oil Company (Indiana)
    Inventor: Thomas A. Weil
  • Patent number: 4380669
    Abstract: 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: Grant
    Filed: April 8, 1981
    Date of Patent: April 19, 1983
    Assignee: Mobil Oil Corporation
    Inventors: Clarence D. Chang, William H. Lang
  • Patent number: 4326080
    Abstract: 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: Grant
    Filed: June 11, 1980
    Date of Patent: April 20, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karlfried Wedemeyer, Siegfried Bohm