Preparing Directly From Ester Other Than By Reduction Of Nitrile Patents (Class 564/393)
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Patent number: 8729297Abstract: 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: GrantFiled: April 12, 2013Date of Patent: May 20, 2014Assignee: Chevron Oronite Company LLCInventors: James Joseph Harrison, Kenneth Dale Nelson
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Patent number: 8722927Abstract: 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: GrantFiled: April 12, 2013Date of Patent: May 13, 2014Assignee: Chevron Oronite Company LLCInventors: James J. Harrison, Kenneth D. Nelson
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Patent number: 8519190Abstract: 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: GrantFiled: July 10, 2006Date of Patent: August 27, 2013Assignee: Mitsui Chemicals, Inc.Inventors: Masaaki Sasaki, Tadashi Yoshida, Shigetoshi Suzuki
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Patent number: 8471048Abstract: 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: GrantFiled: June 30, 2010Date of Patent: June 25, 2013Assignee: Takasago International CorporationInventors: Wataru Kuriyama, Takaji Matsumoto, Yasunori Ino, Osamu Ogata
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Patent number: 8394747Abstract: 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: GrantFiled: May 4, 2011Date of Patent: March 12, 2013Assignee: Chevron Oronite Company LLCInventors: James J. Harrison, Kenneth D. Nelson
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Publication number: 20120289746Abstract: 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: ApplicationFiled: May 9, 2012Publication date: November 15, 2012Applicant: BASF SEInventors: Ulrich Penzel, Siegfried Richter, Ulrich Juedes, Matthias Neumann, Hermann Lachmann
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Publication number: 20120286654Abstract: 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: ApplicationFiled: December 22, 2010Publication date: November 15, 2012Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventor: Satoshi Kobayashi
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Publication number: 20120271067Abstract: 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: ApplicationFiled: December 14, 2010Publication date: October 25, 2012Inventors: Yoshiki Shimokawatoko, Koichi Murayama, Hiroshi Takeuchi, Takashi Kanno, Masaaki Sasaki, Kazuhiko Okubo
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Publication number: 20110237814Abstract: 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: ApplicationFiled: June 30, 2010Publication date: September 29, 2011Applicant: Takasago International CorporationInventors: Wataru Kuriyama, Takaji Matsumoto, Yasunori Ino, Osamu Ogata
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Publication number: 20110190540Abstract: 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: ApplicationFiled: September 24, 2010Publication date: August 4, 2011Applicant: ABBOTT LABORATORIESInventors: Shashank Shekhar, Su Yu, Anthony R. Haight, Preston E. Chmura, Vimal Kishore
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Publication number: 20100331564Abstract: 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: ApplicationFiled: March 18, 2009Publication date: December 30, 2010Applicant: BASF SEInventors: Andreas Leitner, Robert Baumann, Wolfgang Siegel
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Patent number: 7612239Abstract: 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: GrantFiled: May 17, 2006Date of Patent: November 3, 2009Assignee: The Hong Kong Polytechnic UniversityInventors: Albert S Chan, Jian-Xin Ji, Jing Wu
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Publication number: 20090216042Abstract: 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: ApplicationFiled: July 10, 2006Publication date: August 27, 2009Applicant: MITSUI CHEMICALS POLYURETHANES , INC.Inventors: Masaaki Sasaki, Tadashi Yoshida, Shigetoshi Suzuki
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Patent number: 7538251Abstract: 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: GrantFiled: February 1, 2005Date of Patent: May 26, 2009Assignee: ExxonMobil Research and Engineering CompanyInventors: Michael Siskin, Alan Roy Katritzky, Kostyantyn Mykolayevich Kirichenko, Adeana Richelle Bishop, Christine Nicole Elia
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Patent number: 7524991Abstract: 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: GrantFiled: June 20, 2007Date of Patent: April 28, 2009Assignee: Sony CorporationInventors: Mari Ichimura, Tadashi Ishibashi, Shinichiro Tamura
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Patent number: 7524990Abstract: 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: GrantFiled: February 1, 2005Date of Patent: April 28, 2009Assignee: ExxonMobil Research and Engineering CompanyInventors: Michael Siskin, Alan Roy Katritzky, Kostyantyn Mykolayevich Kirichenko, Adeana Richelle Bishop, Christine Nicole Elia
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Patent number: 7351864Abstract: 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: GrantFiled: April 13, 2005Date of Patent: April 1, 2008Assignee: Chevron Oronite Company LLCInventor: Edward A. Chiverton
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Publication number: 20070197830Abstract: 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: ApplicationFiled: February 15, 2007Publication date: August 23, 2007Applicant: WyethInventors: Anita Wai-Yin Chan, Jianxin Ren, Mousumi Ghosh, Arkadiy Rubezhov, Panolil Raveendranath, Joseph Zeldis
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Patent number: 6906217Abstract: 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: GrantFiled: May 8, 2003Date of Patent: June 14, 2005Assignee: Sony CorporationInventors: Mari Ichimura, Tadashi Ishibashi, Shinichiro Tamura
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Patent number: 6790975Abstract: 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: GrantFiled: March 19, 2002Date of Patent: September 14, 2004Assignee: Sony CorporationInventors: Mari Ichimura, Tadashi Ishibashi, Shinichiro Tamura
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Patent number: 6555713Abstract: 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: GrantFiled: June 8, 2001Date of Patent: April 29, 2003Assignee: Tokuyama CorporationInventors: Naoki Hirano, Masako Saijo
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Patent number: 6121491Abstract: 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: GrantFiled: December 20, 1999Date of Patent: September 19, 2000Assignee: Warner-Lambert CompanyInventors: Marc Nicolas, Blandine Laboue, Dominique Depernet
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Patent number: 6015899Abstract: 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: GrantFiled: April 21, 1997Date of Patent: January 18, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Paul Dubs, Roger Martin, Samuel Evans
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Patent number: 5906998Abstract: 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: GrantFiled: August 20, 1996Date of Patent: May 25, 1999Assignees: Sumitomo Bayer Urethane Co., Inc., Toyota Jidosha Kabushiki KaishaInventors: Yuji Hoshino, Takaaki Masuda, Hiroshi Ikuta, Hisao Mitobe
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Patent number: 5817875Abstract: Process for the manufacture of naphthylmethylamine derivatives and among them terbinafine as potential antimycotic agents.Type: GrantFiled: September 19, 1996Date of Patent: October 6, 1998Inventors: Khashayar Karimian, Regis C. H. S. Leung-Toung, Yiwei Li, Tim Fat Tam
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Patent number: 5663442Abstract: 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: GrantFiled: May 31, 1995Date of Patent: September 2, 1997Assignee: Bayer AktiengesellschaftInventors: Wolfgang Harms, Udo-Winfried Hendricks, Karl-Josef Herd, Klaus Kunde
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Patent number: 5639915Abstract: 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: GrantFiled: March 10, 1995Date of Patent: June 17, 1997Assignees: Sagami Chemical Research Center, Kaken Pharmaceutical Co., Ltd.Inventors: Kenji Hirai, Emiko Ejiri, Tomoyuki Yano, Kiyomi Aizawa
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Patent number: 5574186Abstract: 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: GrantFiled: March 8, 1995Date of Patent: November 12, 1996Assignee: Merck & Co., Inc.Inventors: Charles Boudreau, Richard D. Tillyer, David M. Tschaen
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Patent number: 5401878Abstract: 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: GrantFiled: September 1, 1993Date of Patent: March 28, 1995Assignee: Hitachi Chemical Company, Ltd.Inventors: Masami Yusa, Shinji Takeda, Yasuo Miyadera
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Patent number: 5326911Abstract: 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: GrantFiled: July 20, 1992Date of Patent: July 5, 1994Assignee: Bayer AktiengesellschaftInventors: Heinz-Ulrich Blank, Helmut Kraus, Gerhard Marzolph, Nikolaus Muller
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Patent number: 5283364Abstract: 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: GrantFiled: January 15, 1993Date of Patent: February 1, 1994Assignee: Bayer AktiengesellschaftInventors: Werner Rasshofer, Klaus Konig, Hans-Joachim Meiners, Gerhard Grogler
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Patent number: 5274135Abstract: 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: GrantFiled: September 20, 1991Date of Patent: December 28, 1993Assignee: The Dow Chemical CompanyInventors: Kenneth J. Bruza, Arnold E. Young, Kurt A. Bell
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Patent number: 5231217Abstract: 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: GrantFiled: March 20, 1991Date of Patent: July 27, 1993Assignee: Miles Inc.Inventors: Robert P. Yeater, Robson Mafoti, Josef Sanders
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Patent number: 5220069Abstract: 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: GrantFiled: September 20, 1990Date of Patent: June 15, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Stephen W. King, Bernard C. Ream
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Patent number: 5208379Abstract: 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: GrantFiled: May 14, 1992Date of Patent: May 4, 1993Assignee: Arco Chemical Technology, L.P.Inventors: Lau S. Yang, Diane A. Macarevich
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Patent number: 5155142Abstract: 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: GrantFiled: September 27, 1989Date of Patent: October 13, 1992Assignee: BP Chemicals LimitedInventor: Werner A. Lidy
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Patent number: 5145958Abstract: 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: GrantFiled: November 26, 1991Date of Patent: September 8, 1992Assignee: Bayer AktiengesellschaftInventors: Wolfram Kissener, Helmut Fiege
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Patent number: 5142052Abstract: Aryl- and heterocyclic-methanamines are prepared by reacting a hydroxy-aryl carbinol or a heterocyclic carbinol with a primary or a secondary amine in the presence of a cationic effect reagent.Type: GrantFiled: October 21, 1988Date of Patent: August 25, 1992Assignee: Laboratoires SyntexInventors: Serge Beranger, Bruno Francois
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Patent number: 5132461Abstract: 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: GrantFiled: December 5, 1986Date of Patent: July 21, 1992Assignee: Wella AktiengesellschaftInventors: Thomas Clausen, Isolde Lowe
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Patent number: 5066824Abstract: 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: GrantFiled: August 3, 1990Date of Patent: November 19, 1991Assignee: Mobay CorporationInventors: Robson Mafoti, Josef Sanders
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Patent number: 4970342Abstract: 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: GrantFiled: February 10, 1989Date of Patent: November 13, 1990Assignee: Bayer AktiengesellschaftInventors: Rudolf Fauss, Hans J. Meiners, Werner Rasshofer, Holger Meyborg
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Patent number: 4964876Abstract: 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: GrantFiled: May 18, 1989Date of Patent: October 23, 1990Assignee: Ciba-Geigy CorporationInventors: Christian Frey, Bernd Dill, Konrad Schmid
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Patent number: 4931595Abstract: 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: GrantFiled: August 2, 1989Date of Patent: June 5, 1990Assignee: Bayer AktiengesellschaftInventor: Werner Rasshofer
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Patent number: 4855503Abstract: 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: GrantFiled: April 23, 1987Date of Patent: August 8, 1989Assignee: Amoco CorporationInventors: Douglas E. Fjare, Gary P. Hagen
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Patent number: 4833265Abstract: 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: GrantFiled: November 2, 1987Date of Patent: May 23, 1989Assignee: Texas Explosives Co IncInventor: David M. O'Keefe
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Patent number: 4658062Abstract: 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: GrantFiled: June 24, 1985Date of Patent: April 14, 1987Assignee: Atlantic Richfield CompanyInventors: Harry R. Hinney, Jamil Baghdadchi
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Patent number: 4578500Abstract: 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: GrantFiled: November 21, 1983Date of Patent: March 25, 1986Assignee: Bayer AktiengesellschaftInventors: Werner Rasshofer, Gerhard Balle
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Patent number: 4565645Abstract: 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: GrantFiled: June 21, 1983Date of Patent: January 21, 1986Assignee: Bayer AktiengesellschaftInventors: Werner Rasshofer, Dieter Dieterich
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Patent number: 4540720Abstract: 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: GrantFiled: July 26, 1982Date of Patent: September 10, 1985Assignee: Bayer AktiengesellschaftInventors: Werner Rasshofer, Gerhard Grogler, Klaus Konig, Dieter Dieterich
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Patent number: RE32677Abstract: 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: GrantFiled: April 7, 1986Date of Patent: May 24, 1988Assignee: Bayer AktiengesellschaftInventors: Werner Rasshofer, Gerhard Grogler, Klaus Konig, Dieter Dieterich