Preparing Directly From Ester Other Than By Reduction Of Nitrile Patents (Class 564/393)
  • Patent number: 8729297
    Abstract: The present invention is directed to Mannich condensation product sequestering agents or mixtures of Mannich condensation product sequestering agents for use in fuels and lubricating oils. The present invention is also directed to a process for preparing the Mannich condensation product sequestering agents. The present invention is also directed to a product formed by combining, under reaction conditions, a polyisobutyl-substituted hydroxyaromatic compound, an aldehyde, an amino acid or ester thereof, and an alkali metal base to form the Mannich condensation product sequestering agent. The present invention is also directed to a lubricating oil composition, a lubricating oil concentrate, a fuel composition, and a fuel concentrate having the Mannich condensation product sequestering agents of the present invention.
    Type: Grant
    Filed: April 12, 2013
    Date of Patent: May 20, 2014
    Assignee: Chevron Oronite Company LLC
    Inventors: James Joseph Harrison, Kenneth Dale Nelson
  • Patent number: 8722927
    Abstract: The present invention is directed to Mannich condensation product sequestering agents or mixtures of Mannich condensation product sequestering agents for use in fuels and lubricating oils. The present invention is also directed to a process for preparing the Mannich condensation product sequestering agents. The present invention is also directed to a product formed by combining, under reaction conditions, a polyisobutyl-substituted hydroxyaromatic compound, an aldehyde, an amino acid or ester thereof, and an alkali metal base to form the Mannich condensation product sequestering agent. The present invention is also directed to a lubricating oil composition, a lubricating oil concentrate, a fuel composition, and a fuel concentrate having the Mannich condensation product sequestering agents of the present invention.
    Type: Grant
    Filed: April 12, 2013
    Date of Patent: May 13, 2014
    Assignee: Chevron Oronite Company LLC
    Inventors: James J. Harrison, Kenneth D. Nelson
  • Patent number: 8519190
    Abstract: A concentrating method and a concentrating system for concentrating polyisocyanate residues that that can effectively concentrate polyisocyanate residues from crude polyisocyanate comprising polyisocyanate and polyisocyanate residues in a short time and can also suppress increase in viscosity to provide stable transport of the residues and prevent blockage of the transport line, and a treating method and a treating system for decomposing the concentrated components to polyamine. The polyisocyanate residues are first heated on the boil by the distiller to be concentrated to a midterm concentrating rate, and then, the polyisocyanate residues are concentrated to the final concentrating rate by evaporation using a evaporator.
    Type: Grant
    Filed: July 10, 2006
    Date of Patent: August 27, 2013
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Masaaki Sasaki, Tadashi Yoshida, Shigetoshi Suzuki
  • Patent number: 8471048
    Abstract: The present invention relates to a ruthenium carbonyl complex that is represented by the following Formula (1): RuXY(CO)(L)??(1) (in the Formula (1), X and Y, which may be the same or different from each other, represent an anionic ligand and L represents a tridentate aminodiphosphine ligand which has two phosphino groups and a —NH— group), its production method, and a method for production of alcohols by hydrogenation-reduction of ketones, esters, and lactones using the complex as a catalyst. The ruthenium carbonyl complex of the invention has a high catalytic activity and it can be easily prepared and handled.
    Type: Grant
    Filed: June 30, 2010
    Date of Patent: June 25, 2013
    Assignee: Takasago International Corporation
    Inventors: Wataru Kuriyama, Takaji Matsumoto, Yasunori Ino, Osamu Ogata
  • Patent number: 8394747
    Abstract: The present invention is directed to Mannich condensation product sequestering agents or mixtures of Mannich condensation product sequestering agents for use in fuels and lubricating oils. The present invention is also directed to a process for preparing the Mannich condensation product sequestering agents. The present invention is also directed to a product formed by combining, under reaction conditions, a polyisobutyl-substituted hydroxyaromatic compound, an aldehyde, an amino acid or ester thereof, and an alkali metal base to form the Mannich condensation product sequestering agent. The present invention is also directed to a lubricating oil composition, a lubricating oil concentrate, a fuel composition, and a fuel concentrate having the Mannich condensation product sequestering agents of the present invention.
    Type: Grant
    Filed: May 4, 2011
    Date of Patent: March 12, 2013
    Assignee: Chevron Oronite Company LLC
    Inventors: James J. Harrison, Kenneth D. Nelson
  • Publication number: 20120286654
    Abstract: The present invention provides a novel compound having an excellent property to inject a hole into a device such as an organic EL device.
    Type: Application
    Filed: December 22, 2010
    Publication date: November 15, 2012
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventor: Satoshi Kobayashi
  • Publication number: 20120289746
    Abstract: The invention relates to a process for working up a stream (3) comprising from 5 to 90% by weight of isocyanate by hydrolysis of the isocyanate by means of water in a reactor (1), in which the isocyanate-comprising stream (3) is introduced to the reactor (1) via a first inlet and the water is introduced via a second inlet, the isocyanate is reacted with the water in the reactor to form the corresponding: diamine, a diamine-comprising product mixture is taken off from the reactor (1) via a product outlet, wherein part of the product mixture is recirculated to the reactor and the isocyanate-comprising stream (3) is introduced into the recirculated product stream (7), with the isocyanate-comprising stream (3) being introduced continuously without interruption and the molar ratio of H-acid compounds of the hydrolyzate to isocyanate groups of the stream introduced being kept in the range from 10 to 200.
    Type: Application
    Filed: May 9, 2012
    Publication date: November 15, 2012
    Applicant: BASF SE
    Inventors: Ulrich Penzel, Siegfried Richter, Ulrich Juedes, Matthias Neumann, Hermann Lachmann
  • Publication number: 20120271067
    Abstract: A method for treating an isocyanate residue, which comprises carrying out a thermal decomposition reaction of a carbamate that is produced by the reaction among an amine, urea and/or an N-unsubstituted carbamic acid ester and an alcohol to produce a decomposition solution, separating an isocyanate and the alcohol from the decomposition solution to produce the isocyanate residue, and bringing the isocyanate residue into contact with high-pressure/high-temperature water to decompose the isocyanate residue into an amine; and a method for treating a carbonate, which comprises bringing the carbonate into contact with high-pressure/high-temperature water to decompose the carbonate into an alcohol.
    Type: Application
    Filed: December 14, 2010
    Publication date: October 25, 2012
    Inventors: Yoshiki Shimokawatoko, Koichi Murayama, Hiroshi Takeuchi, Takashi Kanno, Masaaki Sasaki, Kazuhiko Okubo
  • Publication number: 20110237814
    Abstract: The present invention relates to a ruthenium carbonyl complex that is represented by the following Formula (1): RuXY(CO)(L)??(1) (in the Formula (1), X and Y, which may be the same or different from each other, represent an anionic ligand and L represents a tridentate aminodiphosphine ligand which has two phosphino groups and a —NH— group), its production method, and a method for production of alcohols by hydrogenation-reduction of ketones, esters, and lactones using the complex as a catalyst. The ruthenium carbonyl complex of the invention has a high catalytic activity and it can be easily prepared and handled.
    Type: Application
    Filed: June 30, 2010
    Publication date: September 29, 2011
    Applicant: Takasago International Corporation
    Inventors: Wataru Kuriyama, Takaji Matsumoto, Yasunori Ino, Osamu Ogata
  • Publication number: 20110190540
    Abstract: Disclosed herein are methods of making compounds which are agonists or antagonists of one or more of the individual receptors of the S1P receptor family.
    Type: Application
    Filed: September 24, 2010
    Publication date: August 4, 2011
    Applicant: ABBOTT LABORATORIES
    Inventors: Shashank Shekhar, Su Yu, Anthony R. Haight, Preston E. Chmura, Vimal Kishore
  • Publication number: 20100331564
    Abstract: The object of the invention is to provide a process for preparing urethanes by reacting aromatic amines with a dialkyl carbonate, wherein the alkyl radical of the organic dialkyl carbonate comprises from 2 to 18 carbon atoms, and the reaction is carried out in the presence of a base.
    Type: Application
    Filed: March 18, 2009
    Publication date: December 30, 2010
    Applicant: BASF SE
    Inventors: Andreas Leitner, Robert Baumann, Wolfgang Siegel
  • Patent number: 7612239
    Abstract: Method for the preparation of asymmetric alkynylated ?-amino esters of the formula wherein R1 and R2 are independently optionally substituted alkyl cycloalkyl, aryl or heteroaryl, and Y is hydrogen or a nitrogen protecting group.
    Type: Grant
    Filed: May 17, 2006
    Date of Patent: November 3, 2009
    Assignee: The Hong Kong Polytechnic University
    Inventors: Albert S Chan, Jian-Xin Ji, Jing Wu
  • Publication number: 20090216042
    Abstract: A concentrating method and a concentrating system for concentrating polyisocyanate residues that that can effectively concentrate polyisocyanate residues from crude polyisocyanate comprising polyisocyanate and polyisocyanate residues in a short time and can also suppress increase in viscosity to provide stable transport of the residues and prevent blockage of the transport line, and a treating method and a treating system for decomposing the concentrated components to polyamine. The polyisocyanate residues are first heated on the boil by the distiller to be concentrated to a midterm concentrating rate, and then, the polyisocyanate residues are concentrated to the final concentrating rate by evaporation using a evaporator.
    Type: Application
    Filed: July 10, 2006
    Publication date: August 27, 2009
    Applicant: MITSUI CHEMICALS POLYURETHANES , INC.
    Inventors: Masaaki Sasaki, Tadashi Yoshida, Shigetoshi Suzuki
  • Patent number: 7538251
    Abstract: Severely sterically hindered secondary aminoether alcohols are prepared by a process comprising reacting a ketene with sulfuric acid to produce an anhydride which is then reacted with, to cleave the ring of, a dioxane to yield a cleavage product which is then aminated using an amine, followed by hydrolysis with a base to yield the desired severely sterically hindered secondary aminoether alcohol.
    Type: Grant
    Filed: February 1, 2005
    Date of Patent: May 26, 2009
    Assignee: ExxonMobil Research and Engineering Company
    Inventors: Michael Siskin, Alan Roy Katritzky, Kostyantyn Mykolayevich Kirichenko, Adeana Richelle Bishop, Christine Nicole Elia
  • Patent number: 7524990
    Abstract: Severely sterically hindered secondary aminoether alcohols are prepared by reacting organic carboxylic, organic carboxylic acid halides, acid anhydrides or a ketene with an alkyl, alkaryl or alkylhalo sulfonate to yield a sulfonic-carboxylic anhydride compound which is then reacted with a dioxane to cleave the ring of the dioxane, yielding a cleavage product which cleavage product is then aminated with an alkylamine and hydrolyzed with base to yield the severely sterically hindered secondary aminoether alcohol.
    Type: Grant
    Filed: February 1, 2005
    Date of Patent: April 28, 2009
    Assignee: ExxonMobil Research and Engineering Company
    Inventors: Michael Siskin, Alan Roy Katritzky, Kostyantyn Mykolayevich Kirichenko, Adeana Richelle Bishop, Christine Nicole Elia
  • Patent number: 7524991
    Abstract: An organic electroluminescent device includes an anode, a cathode, and an organic layer having a light-emitting area and arranged between the anode and the cathode. The organic layer contains in at least a part thereof at least one aminostyrylnaphthalene compound represented by the following formula [I], [II] or [III]: wherein R1, R2, R11, R12, R23 and R24 are each a phenyl or naphthyl group, R3, R4, R13, R14, R25 and R26 are each an electron attracting group such as a cyano group, and R5, R15 and R27 are each a substituent group such as an alkyl group.
    Type: Grant
    Filed: June 20, 2007
    Date of Patent: April 28, 2009
    Assignee: Sony Corporation
    Inventors: Mari Ichimura, Tadashi Ishibashi, Shinichiro Tamura
  • Patent number: 7351864
    Abstract: The present invention is directed to a process for preparing Mannich condensation product sequestering agents or mixtures of Mannich condensation product sequestering agents for use in fuels and lubricating oils.
    Type: Grant
    Filed: April 13, 2005
    Date of Patent: April 1, 2008
    Assignee: Chevron Oronite Company LLC
    Inventor: Edward A. Chiverton
  • Publication number: 20070197830
    Abstract: Processes for preparing amino alcohols or salts thereof and sulfonamide substituted alcohol compounds are provided. Desirably, the sulfonamide substituted alcohol compounds are heterocyclic sulfonamide trifluoroalkyl-substituted alcohol compounds or phenyl sulfonamide trifluoroalkyl-substituted alcohol compounds.
    Type: Application
    Filed: February 15, 2007
    Publication date: August 23, 2007
    Applicant: Wyeth
    Inventors: Anita Wai-Yin Chan, Jianxin Ren, Mousumi Ghosh, Arkadiy Rubezhov, Panolil Raveendranath, Joseph Zeldis
  • Patent number: 6906217
    Abstract: This invention is an aminostyrylanthracene compound represented by, for example, the following general formula [I]. This compound is produced by condensation from a responding aminobenzaldehyde and a phosphonic ester or phosphonium salt. [where, in the general formula [I] above, R2 represents an unsubstituted aryl group, R1 represents a group which may have a variety of substituents, and R3 to R5 each represent a hydrogen atom, a cyano group, or a hydrocarbon group.
    Type: Grant
    Filed: May 8, 2003
    Date of Patent: June 14, 2005
    Assignee: Sony Corporation
    Inventors: Mari Ichimura, Tadashi Ishibashi, Shinichiro Tamura
  • Patent number: 6790975
    Abstract: This invention is an aminostyrylanthracene compound represented by, for example, the following general formula [I]. This compound is produced by condensation from a corresponding aminobenzaldehyde and a phosphonic ester or phosphonium salt. [where, in the general formula [I] above, R2 represents an unsubstituted aryl group, R1 represents an aryl group which may have a variety of substituents, and R3 to R5 each represent a hydrogen atom, a cyano group, or a hydrocarbon group.
    Type: Grant
    Filed: March 19, 2002
    Date of Patent: September 14, 2004
    Assignee: Sony Corporation
    Inventors: Mari Ichimura, Tadashi Ishibashi, Shinichiro Tamura
  • Patent number: 6555713
    Abstract: The decomposition of di-t-butyl dicarbonate which is a thermally unstable compound is inhibited. To achieve the object, a hydrocarbon compound such as hexane, cyclohexane, 1-hexene or toluene and/or a chain ether compound such as diisopropyl ether or t-butyl methyl ether are/is used as a decomposition inhibitor for di-t-butyl dicarbonate.
    Type: Grant
    Filed: June 8, 2001
    Date of Patent: April 29, 2003
    Assignee: Tokuyama Corporation
    Inventors: Naoki Hirano, Masako Saijo
  • Patent number: 6121491
    Abstract: Process for the preparation of cericlamine which consists: i) in arylating methacrylic acid with the diazonium chloride of 3,4-dichloroaniline, to obtain (+/-)2-chloro-3-(3,4-dichlorophenyl)-2-methylpropionic acid, ii) in aminating the acid with dimethylamine, to obtain (+/-)3-(3,4-dichlorophenyl)-2-dimethylamino-2-methylpropionic acid, or an alkaline metal salt thereof, iii) in esterifying the amino-acid or its salt, then, iv) in reducing the ester by a metal or organometal hydride to obtain (+/-)3-(3,4-dichlorophenyl)-2-dimethylamino-2-methyl-propan-1-ol.
    Type: Grant
    Filed: December 20, 1999
    Date of Patent: September 19, 2000
    Assignee: Warner-Lambert Company
    Inventors: Marc Nicolas, Blandine Laboue, Dominique Depernet
  • Patent number: 6015899
    Abstract: Products are described which can be obtained by reacting components a), b) and c), where component a) is a compound of the formula I or a mixture of compounds of the formula I, component b) is a compound of the formula II or a mixture of compounds of the formula II and component c) is a compound of the formula III or a mixture of compounds of the formula III, ##STR1## in which the general symbols are as defined in claim 1, the compound of the formula I being, for example, pentaerythritol, thiodiethylene glycol, 1,4-butanediol, 1,4-propanediol, diethylene glycol, triethylene glycol, diethanolamine or glycerol, the compound of the formula II being, for example, sunflower oil or coconut fat, and the compound of the formula III being, for example, methyl 3-(3',5'-di-tert-butyl-4'-hydroxyphenyl)propionate. The abovementioned products can be used as liquid antioxidants in polymers and lubricants.
    Type: Grant
    Filed: April 21, 1997
    Date of Patent: January 18, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Paul Dubs, Roger Martin, Samuel Evans
  • Patent number: 5906998
    Abstract: In the decomposition of a polymer containing a urethane linkage and/or urea linkage in the presence of a decomposing agent, the amount of evolved carbon dioxide is measured and the decomposition reaction is conducted until a total amount of evolved carbon dioxide reaches a specified value to obtain a liquid decomposition product. According to the present invention, a decomposition product having constant quality can be obtained in a simple manner.
    Type: Grant
    Filed: August 20, 1996
    Date of Patent: May 25, 1999
    Assignees: Sumitomo Bayer Urethane Co., Inc., Toyota Jidosha Kabushiki Kaisha
    Inventors: Yuji Hoshino, Takaaki Masuda, Hiroshi Ikuta, Hisao Mitobe
  • Patent number: 5817875
    Abstract: Process for the manufacture of naphthylmethylamine derivatives and among them terbinafine as potential antimycotic agents.
    Type: Grant
    Filed: September 19, 1996
    Date of Patent: October 6, 1998
    Inventors: Khashayar Karimian, Regis C. H. S. Leung-Toung, Yiwei Li, Tim Fat Tam
  • Patent number: 5663442
    Abstract: The invention relates to a process for the preparation of compounds of the formula ##STR1## characterized in that the radical X in sulphones of the formulaX--(CH.sub.2 --CH.sub.2 --O).sub.m --(CH.sub.2).sub.n --SO.sub.2 --CH.sub.2 --CH.sub.2 OH (2)is replaced by ##STR2## or a compound of the formula ##STR3## is added to the sulphone of the formulaCH.sub.2 =CH--SO.sub.2 --CH.sub.2 --CH.sub.2 --OH (3),the substituents having the meanings given in the description.
    Type: Grant
    Filed: May 31, 1995
    Date of Patent: September 2, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Udo-Winfried Hendricks, Karl-Josef Herd, Klaus Kunde
  • Patent number: 5639915
    Abstract: Industrial process for the efficient production of aniline derivatives which are important intermediates for the manufacture of oxazolidinedione derivatives and tetrahydrophthalimide derivatives which are useful as active ingredients of herbicides. The process starts from 2,4-dihalo-5-aminophenol or bis(2,4-dihalo-5-aminophenyl)carbonate and selectively cycloalkylates or alkynylates the hydroxy group without protecting the amino group, whereby aniline derivatives having the cycloalkyloxy group or alkynyloxy group can be produced in high yield.
    Type: Grant
    Filed: March 10, 1995
    Date of Patent: June 17, 1997
    Assignees: Sagami Chemical Research Center, Kaken Pharmaceutical Co., Ltd.
    Inventors: Kenji Hirai, Emiko Ejiri, Tomoyuki Yano, Kiyomi Aizawa
  • Patent number: 5574186
    Abstract: There is disclosed a novel process for the enantioselective synthesis of chiral amino alcohols from keto oxime ethers, which are derived from cyclic ketones, via catalytic asymmetric reduction, employing oxazaborolidine-borane complex (OAB-BH.sub.3). In this catalytic reduction process two chiral centers are created in a single step with high levels of stereoselectivity.
    Type: Grant
    Filed: March 8, 1995
    Date of Patent: November 12, 1996
    Assignee: Merck & Co., Inc.
    Inventors: Charles Boudreau, Richard D. Tillyer, David M. Tschaen
  • Patent number: 5401878
    Abstract: A fluorine-containing polyimide having a low dielectric constant, low water absorption and excellent heat resistance and moisture resistance and a precursor thereof such as a fluorine-containing polyamide-acid, can be prepared by reacting an acid anhydride with an aromatic diamine having perfluoroalkyl group.
    Type: Grant
    Filed: September 1, 1993
    Date of Patent: March 28, 1995
    Assignee: Hitachi Chemical Company, Ltd.
    Inventors: Masami Yusa, Shinji Takeda, Yasuo Miyadera
  • Patent number: 5326911
    Abstract: Ortho-amides of the formula ##STR1## can be prepared by reacting salts of the formula ##STR2## with alcoholates of the formulaM.sup.1 OR.sup.1 (III)where the radicals R.sup.1 to R.sup.4, M.sup.1 and X.sup..crclbar. have the meaning given in the description. The alcoholates are employed in highly active form with an effective content of 98-100% M.sup.1 OR.sup.1.
    Type: Grant
    Filed: July 20, 1992
    Date of Patent: July 5, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz-Ulrich Blank, Helmut Kraus, Gerhard Marzolph, Nikolaus Muller
  • Patent number: 5283364
    Abstract: Polyamines containing primary amino groups are made by hydrolyzing an isocyanate with water in the presence of a solvent which is a carboxylic acid amide. The solvent must be used in a quantity of at least 10% by weight solvent based on 100% by weight of isocyanate. The weight ratio of solvent to water must be from 3 to 200. A homogeneous phase is maintained during the hydrolysis which is carried out at temperatures of from 20.degree. to 210.degree. C. A not incorporable basic and/or metal catalyst particularly alkali metal hydroxides may be employed. The polyamines produced by this process are particularly useful for the production of polyurethanes.
    Type: Grant
    Filed: January 15, 1993
    Date of Patent: February 1, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Rasshofer, Klaus Konig, Hans-Joachim Meiners, Gerhard Grogler
  • Patent number: 5274135
    Abstract: A process for preparing a 3- or 4-aminobenzocyclobutene comprises aminating a 3- or 4-halo- or sulfonyloxybenzocyclobutene reactant with an aminating agent by heating at a temperature from about 80.degree. C. to a temperature at which dimerization or oligomerization of a benzocyclobutene reactant or product is a significant side reaction, in the presence of a metal-containing catalyst, for a time sufficient to aminate the halo- or sulfonyloxybenzocyclobutene reactant. In another aspect, this invention relates to a process for making a 3- or 4-phthalimido- or maleimidobenzocyclobutene, comprising reacting a 3- or 4-halobenzocyclobutene reactant with a phthalimide or maleimide compound in the presence of a metal-containing catalyst. The resulting phthalimido- or maleimidobenzocyclobutene can be hydrolyzed to a 3- or 4-aminobenzocyclobutene.
    Type: Grant
    Filed: September 20, 1991
    Date of Patent: December 28, 1993
    Assignee: The Dow Chemical Company
    Inventors: Kenneth J. Bruza, Arnold E. Young, Kurt A. Bell
  • Patent number: 5231217
    Abstract: The present invention is directed to a novel solvent-free process for preparing amine terminated compounds by reacting a polyfunctional acetoacetic acid ester with either ammonia or an organic compound which contains one or more primary amino groups in the presence of an acidic catalyst selected from the group consisting of (i) boron trifluoride etherate and (ii) organic acids having pKa values of from 0.1 to 0.8.
    Type: Grant
    Filed: March 20, 1991
    Date of Patent: July 27, 1993
    Assignee: Miles Inc.
    Inventors: Robert P. Yeater, Robson Mafoti, Josef Sanders
  • Patent number: 5220069
    Abstract: A process for preparing nitrogen-containing compounds which comprises contacting a carboxylated N-monosubstituted nitrogen-containing compound or a carboxylated N,N-disubstituted nitrogen-containing compound with a mixed metal oxide catalyst under conditions effective to produce the nitrogen-containing compound.
    Type: Grant
    Filed: September 20, 1990
    Date of Patent: June 15, 1993
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Stephen W. King, Bernard C. Ream
  • Patent number: 5208379
    Abstract: Waste or scrap polyurethane may be conveniently and economically converted to useful active-hydrogen containing polyethers and polyamines by contacting the polyurethane with water, strong base, and an activating agent such as a quaternary ammonium compound containing at least 15 carbon atoms or an organic sulfonate containing at least 7 carbon atoms. The activating agent helps to accelerate the rate of base catalyzed hydrolysis.
    Type: Grant
    Filed: May 14, 1992
    Date of Patent: May 4, 1993
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Lau S. Yang, Diane A. Macarevich
  • Patent number: 5155142
    Abstract: A process for preparing polyurea or polyurethane/urea foams from a polyamine or aminated polyether polyol is provided. The process comprises reacting the above component with a polyisocyanate (e.g. TDI, MDI etc.), a blowing agent (e.g. water) and a carboxylic acid or carboxylate acid salt. The function of the carboxylic acid or carboxylic acid salt is to slow down the reaction between the amine and the isocyanate so that effective foaming can take place before the reaction is completed.
    Type: Grant
    Filed: September 27, 1989
    Date of Patent: October 13, 1992
    Assignee: BP Chemicals Limited
    Inventor: Werner A. Lidy
  • Patent number: 5145958
    Abstract: 2,4- or 2,6-dihalogeno-aniline can be prepared by reacting an amino-benzoic acid ester of the formula ##STR1## in which R.sup.1, R.sup.2 and R.sup.3 have the meanings indicated in the description, with 2-2.5 moles of a chlorinating or brominating agent in an inert reaction medium at a temperature of 40.degree.-160.degree. C. and subsequently hydrolyzing and decarboxylating the dihalogenated amino-benzoic acid ester.
    Type: Grant
    Filed: November 26, 1991
    Date of Patent: September 8, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfram Kissener, Helmut Fiege
  • Patent number: 5142052
    Abstract: 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: Grant
    Filed: October 21, 1988
    Date of Patent: August 25, 1992
    Assignee: Laboratoires Syntex
    Inventors: Serge Beranger, Bruno Francois
  • Patent number: 5132461
    Abstract: A process is disclosed for the production of 4-[ethyl-(2'-hydroxyethyl)-amino]-1-[(2'-hydroxyethyl)-amino]-2-nitro-benz ene, by means of a two-stage technique proceeding from the reaction product of 1,4-diamino-2-nitrobenzene with chloroformic acid chloroethyl ester, or by means of a multiple-stage technique which is based upon an improved process for the production of the pre-stage 4-ethylamino-1-[(2'-hydroxyethyl)-amino]-2-nitro-benzene through sulfuric acid splitting off of 4-(N-ethylarylsulfonamido)-1-[(2'-hydroxyethyl)-amino]-2-nitro-benzene.
    Type: Grant
    Filed: December 5, 1986
    Date of Patent: July 21, 1992
    Assignee: Wella Aktiengesellschaft
    Inventors: Thomas Clausen, Isolde Lowe
  • Patent number: 5066824
    Abstract: The present invention is directed to a process for preparing amine terminated compounds by reacting a polyfunctional acetoacetic acid ester with either ammonia or an organic compound which contains one or more primary amino groups in the presence of a solvent and an acidic catalyst selected from the group consisting of (i) boron trifuloride etherate and (ii) organic acids having pKa values of from 0.1 to 0.8 with the proviso that if the primary amino group containing compound contains no aromatically bound amino groups, the pKa of said organic acid is from 0.1 to less than 0.7.
    Type: Grant
    Filed: August 3, 1990
    Date of Patent: November 19, 1991
    Assignee: Mobay Corporation
    Inventors: Robson Mafoti, Josef Sanders
  • Patent number: 4970342
    Abstract: Polyamines containing from 0.19 to 20.3 wt. % aromatically bound primary amino groups are produced by hydrolyzing an isocyanate group containing compound in the presence of excess water, a tertiary amine and, optionally an ether solvent. The hydrolysis is carried out at a temperature of from -10.degree. to 150.degree. C. in a manner such that the reaction mixture remains substantially homogeneous. The isocyanate starting material contains aromatically bound isocyanate groups and has an NCO-content of from 0.5 to 40 wt. %. The ether solvent must be water soluble and inert with respect to isocyanates. Co-solvents and catalysts may also be included in the reaction mixture. The product polyamines are particularly useful in the production of polyurethanes.
    Type: Grant
    Filed: February 10, 1989
    Date of Patent: November 13, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rudolf Fauss, Hans J. Meiners, Werner Rasshofer, Holger Meyborg
  • Patent number: 4964876
    Abstract: The dye mixture mentioned in claim 1 or one of the dyes mentioned in claims 12 or 13 are used for the dyeing of polyester textile material.
    Type: Grant
    Filed: May 18, 1989
    Date of Patent: October 23, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Christian Frey, Bernd Dill, Konrad Schmid
  • Patent number: 4931595
    Abstract: Polyamines containing primary amino groups are prepared in a single stage process by hydrolyzing an isocyanate in the presence of a catalyst incorporable through an NCO reactive group and a water-miscible aprotic-dipolar solvent. This hydrolysis is carried out at from 20.degree. to 210.degree. C. with the reactants being in substantially homogeneous phase. The isocyanate starting material has an NCO content of from 0.5 to 40% by weight. The catalyst is used in a quantity of at least 0.0001% by weight, based on 100% by weight of isocyanate compound. The water-miscible solvent is used in a quantity of at least 10% by weight, based on 100% by weight of isocyanate compound. The polyamines thus produced are particularly useful in the production of polyurethanes.
    Type: Grant
    Filed: August 2, 1989
    Date of Patent: June 5, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventor: Werner Rasshofer
  • Patent number: 4855503
    Abstract: Oxybisaniline is prepared in high yield by reacting a hydroxylamine with a polycarboxylic diphenyl ether in the presence of an inorganic acid. The acid groups are directly converted to amine groups. By-products of the reaction are negligible.
    Type: Grant
    Filed: April 23, 1987
    Date of Patent: August 8, 1989
    Assignee: Amoco Corporation
    Inventors: Douglas E. Fjare, Gary P. Hagen
  • Patent number: 4833265
    Abstract: The explosive 1,3-diamino-2,4,6-trinitrobenzene, commonly known as DATB, is prepred from m-phenylenediamine by making the bis-urethane m-phenylenediamine, nitrating this bis-urethane to the bis-urethane of DATB and removing the urethane groups from the DATB by solvolysis in sulfuric acid.
    Type: Grant
    Filed: November 2, 1987
    Date of Patent: May 23, 1989
    Assignee: Texas Explosives Co Inc
    Inventor: David M. O'Keefe
  • Patent number: 4658062
    Abstract: Novel amine terminated polybutadiene compounds of the formula: ##STR1## wherein R is hydrogen, a straight or branched chain alkyl group containing from 1 to 10 carbon atoms or a substituted or unsubstituted aryl or aralkyl group containing one or more benzenoid rings which may be fused or joined by single valency bonds, and n is an integer of from about 5 to 1500 and a process for the preparation thereof.
    Type: Grant
    Filed: June 24, 1985
    Date of Patent: April 14, 1987
    Assignee: Atlantic Richfield Company
    Inventors: Harry R. Hinney, Jamil Baghdadchi
  • Patent number: 4578500
    Abstract: Compounds containing from 0.15 to 20.3 wt. % aromatic amino groups are produced by hydrolyzing an isocyanate compound mixed with water and a solvent or solvent mixture at -20.degree. to 185.degree. C. The isocyanate starting material must contain at least two aromatically bound isocyanate groups and an isocyanate content of from 0.5 to 40 wt. %. The water must be used in at least a stoichiometric amount but is preferably used in excess. The solvent or solvent mixture must contain 50-100 wt. % solvent containing ether and/or thioether bonds. A partly water-soluble solvent may be used in an amount no greater than 50 wt. % total solvent. No acidic or basic catalysts are present during the hydrolysis. The product amine may be isolated by phase separation, filtration or extraction. The amines thus-produced are particularly useful in the production of polyurethane(urea)s.
    Type: Grant
    Filed: November 21, 1983
    Date of Patent: March 25, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Rasshofer, Gerhard Balle
  • Patent number: 4565645
    Abstract: Polyamines containing from 0.19 to 20.3 wt % primary amino groups are produced by hydrolyzing in a single stage an isocyanate with an excess of water, a relatively weak basic compound and a water-miscible polar solvent at a temperature from 50.degree. to 165.degree. C. The hydrolysis is conducted in a manner such that the reactants are substantially homogeneous during the reaction. The isocyanate should have an NCO-content of from 0.5 to 40 wt %. The weakly basic compound may be a carbonate or hydrogen carbonate of an alkali metal or an alkali or alkaline earth salt of a monocarboxylic or polycarboxylic acid or mixtures of such materials. The polyamines produced by this process are particularly useful in the production of polyurethanes.
    Type: Grant
    Filed: June 21, 1983
    Date of Patent: January 21, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Rasshofer, Dieter Dieterich
  • Patent number: 4540720
    Abstract: The invention relates to a simplified, economic process for the production of polyamines by the alkaline hydrolysis of compounds containing terminal aromatic and/or aliphatic isocyanate groups (including modified isocyanates or NCO-prepolymers and semi-prepolymers with NCO-contents of from 0.5 to 40% by weight), with strong aqueous bases, direct isolation of the polyamines from the carbamate stage being possible by thermal carbamate decomposition and/or solvent extraction.The invention also relates to the use of the aromatic and/or aliphatic polyamines containing primary NH.sub.2 -groups obtainable by the process according to the invention for the production of polyurethanes, such as optionally cellular polyurethane plastics and polyurethane foams.
    Type: Grant
    Filed: July 26, 1982
    Date of Patent: September 10, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Rasshofer, Gerhard Grogler, Klaus Konig, Dieter Dieterich
  • Patent number: RE32677
    Abstract: The invention relates to a simplified, economic process for the production of polyamines by the alkaline hydrolysis of compounds containing terminal aromatic and/or aliphatic isocyanate groups (including modified isocyanates or NCO-prepolymers and semi-prepolymers with NCO-contents of from 0.5 to 40% by weight), with strong aqueous bases, direct isolation of the polyamines from the carbamate stage being possible by thermal carbamate decomposition and/or solvent extraction.The invention also relates to the use of the aromatic and/or aliphatic polyamines containing primary NH.sub.2 -groups obtainable by the process according to the invention for the production of polyurethanes, such as optionally cellular polyurethane plastics and polyurethane foams.
    Type: Grant
    Filed: April 7, 1986
    Date of Patent: May 24, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Rasshofer, Gerhard Grogler, Klaus Konig, Dieter Dieterich