Polycarboxylic Patents (Class 562/590)
  • Patent number: 7060840
    Abstract: The present invention relates to methods for the synthesis of chiral non-racemic products, e.g., enantiomerically-enriched hemiesters, from prochiral starting materials, e.g., meso anhydrides. The present invention also relates to catalysts for the aforementioned methods, and methods for synthesizing these catalysts.
    Type: Grant
    Filed: February 13, 2003
    Date of Patent: June 13, 2006
    Assignee: Brandeis University
    Inventors: Li Deng, Yonggang Chen, Shikai Tian
  • Patent number: 7053236
    Abstract: The present invention relates to methods for the synthesis of chiral non-racemic products, e.g., enantiomerically-enriched hemiesters, from prochiral and meso starting materials, e.g., prochiral and meso cyclic anhydrides. The present invention also relates to catalysts for the aforementioned methods, and methods for synthesizing these catalysts.
    Type: Grant
    Filed: June 12, 2003
    Date of Patent: May 30, 2006
    Assignee: Brandeis University
    Inventors: Li Deng, Yonggang Chen, Shikai Tian
  • Patent number: 7045656
    Abstract: A process is described for recycling catalysts in the reaction for the oxidation of alcohols and/or ketones to carboxylic acids and more particularly the oxidation of cyclic alcohols and/or cyclic ketones to dicarboxylic acids, such as the oxidation of cyclohexanol and/or cyclohexanone to adipic acid. This process involves treating the solution comprising the oxidation catalyst, before it is recycled, with an ion-exchange resin which makes it possible to selectively separate the iron from the other metal elements, in particular from copper and from vanadium.
    Type: Grant
    Filed: May 17, 2004
    Date of Patent: May 16, 2006
    Assignee: Rhodia Fiber & Resin Intermediates
    Inventors: Patrice Gotteland, Sébastien Logette
  • Patent number: 7026508
    Abstract: A novel salt of O-desmethyl venlafaxine is provided, O-desmethylvenlafaxine succinate. Pharmaceutical compositions, dosage forms and methods of use are also provided.
    Type: Grant
    Filed: November 10, 2004
    Date of Patent: April 11, 2006
    Assignee: Wyeth
    Inventors: Michael W. Winkley, Karen W. Sutherland
  • Patent number: 7015356
    Abstract: A carboxylic acid is produced by oxidative cleavage of a cycloalkane with oxygen and performs a reaction in the presence of a catalyst including an imide compound and a metallic compound, the imide compound having a cyclic imide skeleton represented by the following Formula (I): wherein X is an oxygen atom or an —OR group, and wherein R is a hydrogen atom or a hydroxyl-protecting group, under conditions of a reaction temperature of 80° C. or higher and a concentration of the cycloalkane of 21% by weight or more.
    Type: Grant
    Filed: December 7, 2001
    Date of Patent: March 21, 2006
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Yasutaka Ishii, Yasuteru Kajikawa
  • Patent number: 7001979
    Abstract: A polyamide that includes the reaction product of dimer acid (e.g. a dimer acid including at least 98% by weight dimer), caprolactam, hexamethylene diamine, sebacic acid, and optionally, chain terminating agent.
    Type: Grant
    Filed: June 14, 2002
    Date of Patent: February 21, 2006
    Assignee: H.B. Fuller Licensing & Financing Inc.
    Inventors: Steven L. Scholl, Sharf U. Ahmed, Andualem W. Emiru
  • Patent number: 7001625
    Abstract: A process for the solid-phase synthesis of salts of organic acids in a granular, free-flowing, and dust-free form particularly suited for use as animal feed additives. A mixture of liquid organic acids, including butyric acid, is applied to an inert, absorbent carrier. A solid base is then added during stirring. The acid is slowly released from the carrier preventing the fast reactions that lead to the formation of clumps. The exothermic reaction releases heat which assists in reducing the moisture content of the product. The addition of butyric acid results in a product which has an improved effect on animal growth over the animal feed additive without the addition of butyric acid.
    Type: Grant
    Filed: January 15, 2003
    Date of Patent: February 21, 2006
    Assignee: Kemin Industires, Inc.
    Inventors: Stefaan Van Dyck, Clifford Adams, Andre Meeuwsen, Leen van Campenhout
  • Patent number: 6986909
    Abstract: A process for the solid-phase synthesis of salts of organic acids in a granular, free-flowing, and dust-free form particularly suited for use as animal feed additives. A liquid organic acid is applied to an inert, absorbent carrier. A solid base is then added during stirring. The acid is slowly released from the carrier preventing the fast reactions that lead to the formation of clumps. The exothermic reaction releases heat which assists in reducing the moisture content of the product.
    Type: Grant
    Filed: July 30, 2001
    Date of Patent: January 17, 2006
    Assignee: Kemin Industries, Inc.
    Inventor: Stefaan Van Dyck
  • Patent number: 6982286
    Abstract: The present invention is directed to carbocyclic hydrazino compounds that function as inhibitors of copper-containing amine oxidases commonly known as semicarbazide-sensitive amine oxidases (SSAO), including the human SSAO known as Vascular Adhesion Protein-I (VAP-1). These SSAO inhibitors have therapeutic utility as drugs to treat conditions and diseases including, but not limited to, a number of inflammatory conditions and diseases (in particular chronic inflammatory conditions such as chronic arthritis, inflammatory bowel diseases, and chronic skin dermatoses), diseases related to carbohydrate metabolism and to aberrations in adipocyte differentiation or function and smooth muscle cell function, and vascular diseases. The novel compounds have the general formula: or a pharmaceutically acceptable solvate, hydrate, or salt thereof wherein R1 to R11 are as defined herein.
    Type: Grant
    Filed: July 12, 2001
    Date of Patent: January 3, 2006
    Assignee: Biotie Therapies Corp.
    Inventors: David John Smith, Ferenc Fülöp, Marjo Pihlavisto, László Lázár, Sakari Alaranta, Petri Vainio, Zsolt Szakonyi
  • Patent number: 6946571
    Abstract: Process for drying moist, solid adipic acid using at least two drying stages in which moist solid adipic acid is progressively dried by contacting it in at least two successive stages with a nonreactive gas, the temperature of the first stage being lower than the temperature in any of the subsequent stages.
    Type: Grant
    Filed: September 30, 2003
    Date of Patent: September 20, 2005
    Assignee: Invista North America S.A.R.L.
    Inventor: Bhagya Chandra Sutradhar
  • Patent number: 6916949
    Abstract: This invention pertains to novel methods for the synthesis of certain nitrogen mustard prodrugs, such as N-{4-[N,N-bis(2-haloethylamino)-phenoxycarbonyl}-L-glutamic acid: wherein: X2 is a halo group, and is —F, —Cl, —Br, or —I; n is an integer from 0 to 4; and, each RA is an aryl substituent. The methods comprise, at least, the steps of: glutamate conjugation (GC); silyloxy deprotection (SD); and, sulfonic esterification (SU). Certain preferred methods comprise the steps of: amine substitution (AS); silyloxy protection (SP); phenolic deprotection (PD); activation (AC); glutamate conjugation (GC); silyloxy deprotection (SD); sulfonic estenfication (SU); halogenation (HL); glutamate deprotection (GD); and glutamic acid protection (GP).
    Type: Grant
    Filed: January 24, 2002
    Date of Patent: July 12, 2005
    Assignee: Cancer Research Technology Limited
    Inventors: Caroline Joy Springer, Dan Niculescu-Duvaz
  • Patent number: 6909016
    Abstract: A process for preparing butanetetracarboxylic acid derivatives as product of value I by coupled electrosynthesis which comprises cathodically reducing a compound selected from the group consisting of maleic esters, maleic ester derivatives, fumaric esters and fumaric ester derivatives where at least one hydrogen atom in positions 2 and 3 may be replaced by inert groups and obtaining a product of value II at the node.
    Type: Grant
    Filed: November 16, 2001
    Date of Patent: June 21, 2005
    Assignee: BASF Aktiengesellschaft
    Inventors: Hermann Pütter, Andreas Weiper-Idelmann
  • Patent number: 6841709
    Abstract: The present invention is to provide a technology to establish a new cycle-based organic chemical industry, which may be called a polymer cascade (polymer reflux industry) wherein the polymer substances shall not remain the final products, but still give birth to synthetic materials as raw materials for chemical industry and produce useful organic compounds.
    Type: Grant
    Filed: October 30, 2001
    Date of Patent: January 11, 2005
    Inventor: Masaaki Yoshida
  • Publication number: 20040242927
    Abstract: The present invention relates to a process for the manufacture of adipic acid crystals and to the crystals obtained. It relates more specifically to a process for the treatment of the adipic acid crystals obtained at the end of crystallization in order to obtain crystals which can be stored with minimum possibility of caking. This process consists of a maturing stage in order to partially remove the water present in the said crystals.
    Type: Application
    Filed: March 17, 2004
    Publication date: December 2, 2004
    Inventors: Thierry Gisbert, Jean-Claude Masteal
  • Patent number: 6777213
    Abstract: A process for recovering carboxylic acids from an aqueous mixture such as a fermentation broth using a solvent containing at least one olefin without the need for first removing the spent microorganism cells is provided. A co-solvent which increases the partition coefficient of the solvent relative to the carboxylic acid may optionally be included. The resulting carboxylic acid is hydrogenated to produce a saturated carboxylic acid.
    Type: Grant
    Filed: August 13, 2003
    Date of Patent: August 17, 2004
    Assignee: Cognis Corporation
    Inventor: Michael D. Staley
  • Patent number: 6762304
    Abstract: Compounds having the formula: are disclosed. M1 and M2 are the same or different and are transition metal atoms or ions; Z2 and Z3, independently, are the atoms necessary to complete a 3-12 membered heterocyclic ring; Z1 is an alkylene or arylene group; Q1 and Q2 are the same or different and are electron withdrawing groups; L1 and L3, taken together, represent —O—CR13—O—; L2 and L4, taken together, represent —O—CR14—O—; and R13 and R14 are the same or different and are selected from the group consisting of alkyl groups and aryl groups or R13 and R14 represent alkylene or arylene groups that are directly or indirectly bonded to one another. Methods for making such compounds are also disclosed, as are intermediates which can be used in their preparation. Also disclosed are methods for carrying out C—H insertion reactions using bis-transition metal catalysts, such as the above compounds.
    Type: Grant
    Filed: March 30, 2002
    Date of Patent: July 13, 2004
    Assignee: Research Foundation of State University of New York
    Inventor: Huw M. L. Davies
  • Publication number: 20040122258
    Abstract: Powder comprising particles of a curing agent selected from the group consisting of azelaic acid, sebacic acid, undecanedioic acid, dodecanedioic acid, brassylic acid and the anhydrides of said acids.
    Type: Application
    Filed: September 10, 2003
    Publication date: June 24, 2004
    Inventors: Ronald Lee Amey, George Alan Schurr
  • Publication number: 20040054226
    Abstract: The present invention is directed to a process for the synthesis of monoalkylated C—H acidic methylene group-containing compounds, such as malonic esters, and malonic ester nitriles.
    Type: Application
    Filed: July 21, 2003
    Publication date: March 18, 2004
    Applicant: Degussa AG
    Inventors: Kerstin Bodmann, Oliver Meyer, Manfred Kaufhold, Jurgen Fieker, Renate Paulczynski
  • Patent number: 6703422
    Abstract: The present invention relates to novel sulfide and disulfide compounds, compositions comprising sulfide and disulfide compounds, and methods useful for treating and preventing cardiovascular diseases, dyslipidemias, dysproteinemias, and glucose metabolism disorders comprising administering a composition comprising an ether compound. The compounds, compositions, and methods of the invention are also useful for treating and preventing Alzheimer's Disease, Syndrome X, peroxisome proliferator activated receptor-related disorders, septicemia, thrombotic disorders, obesity, pancreatitis, hypertension, renal disease, cancer, inflammation, and impotence. In certain embodiments, the compounds, compositions, and methods of the invention are useful in combination therapy with other therapeutics, such as hypocholesterolemic and hypoglycemic agents.
    Type: Grant
    Filed: October 11, 2001
    Date of Patent: March 9, 2004
    Assignee: Esperion Therapeutics, Inc.
    Inventors: Jean-Louis Henri Dasseux, Carmen Daniela Oniciu
  • Patent number: 6677484
    Abstract: Powder comprising substantially spherical particles of at least one compound selected from the group consisting of azelaic acid, sebacic acid, undecanedioic acid, dodecanedioic acid, brassylic acid, and the anhydrides of said acids, said at least one compound being distributed substantially uniformly throughout the entirety of each of said particles, said particles having a particle size distribution as follows: d90 - d10 d50 < 1.90 wherein: d50 is a particle diameter at which 50% of the particles have diameters which are greater or smaller than the d50 value; d90 is a particle diameter at which 90% of the particles have diameters which are smaller than the d90 value; d10 is the particle diameter at which 10% of the particles have diameters which are smaller than the d10 value; and d50 is 8 to 30 micrometers.
    Type: Grant
    Filed: July 31, 2000
    Date of Patent: January 13, 2004
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Ronald Lee Amey, George Alan Schurr
  • Patent number: 6673838
    Abstract: A novel salt of O-desmethyl venlafaxine is provided, O-desmethylvenlafaxine succinate. Pharmaceutical compositions, dosage forms and methods of use are also provided.
    Type: Grant
    Filed: February 11, 2002
    Date of Patent: January 6, 2004
    Assignee: Wyeth
    Inventors: Anthony F. Hadfield, Syed M. Shah, Michael W. Winkley, Karen W. Sutherland, James A. Provost, Aeri Park, Rex A. Shipplett, Brenton W. Russell, Beat T. Weber
  • Patent number: 6664417
    Abstract: Processes for producing citraconic anhydride and citraconic acid using porous materials with specific surface acidities and surface areas are described. The preferred catalyst is a porous gamma alumina. Itaconic acid is produced from citraconic acid. Itaconic acid is an intermediate to a variety of compounds including polymers.
    Type: Grant
    Filed: August 23, 2002
    Date of Patent: December 16, 2003
    Assignee: Board of Trustees of Michigan State University
    Inventors: Dennis J. Miller, Dushyant Shekhawat, Kirthivasan Nagarajan, James E. Jackson
  • Patent number: 6660505
    Abstract: A process for recovering carboxylic acids from an aqueous mixture such as a fermentation broth using a solvent containing at least one olefin without the need for first removing the spent microorganism cells is provided. A co-solvent which increases the partition coefficient of the solvent relative to the carboxylic acid may optionally be included.
    Type: Grant
    Filed: June 19, 2001
    Date of Patent: December 9, 2003
    Assignee: Cognis Corporation
    Inventor: Michael D. Staley
  • Publication number: 20030220301
    Abstract: Metformin salts of lipophilic acids, their pharmaceutical formulations, and methods of administrating the metformin salts for the treatment of hyperglycemia.
    Type: Application
    Filed: February 14, 2003
    Publication date: November 27, 2003
    Applicant: Sonus Pharmaceuticals, Inc.
    Inventors: Manjari Lal, Nagesh Palepu, Dean Kessler
  • Patent number: 6652820
    Abstract: A method of making a cesium salt is described and involves reacting a cesium sulfate containing solution with lime to form 1) a solution containing at least cesium hydroxide and 2) a residue comprising calcium sulfate. The method further involves removing the residue from the solution and converting the cesium hydroxide that is present in the solution to at least one type of cesium salt. The present invention further relates to uses of the cesium salt as well as methods of making cesium hydroxide using lime. Also, methods of making alkali metal salts and alkali metal hydroxides are also described.
    Type: Grant
    Filed: April 2, 2001
    Date of Patent: November 25, 2003
    Assignee: Cabot Corporation
    Inventor: Bart F. Bakke
  • Publication number: 20030153787
    Abstract: Compounds of the formula R2.[(AO)n.R3]m, where R2 is a residue of a group having at least m active hydrogen atoms derived from hydroxyl and/or amino and/or amido groups, AO is alkyleneoxy, n is 2 to 200; R3 includes residue(s) of alkenyl succinic acids and optionally other acids, and m is 2 to 10, but when m is 2 there are other restrictions in the definitions, are disclosed as useful thickeners and/or dispersants in aqueous systems. The use of such materials as thickeners is also disclosed.
    Type: Application
    Filed: December 10, 2002
    Publication date: August 14, 2003
    Applicant: Imperial Chemical Industries PLC
    Inventors: Neil Michael Carpenter, Steven John Anderson, Richard Robert Tenore, Peter Glynn Hibbert
  • Patent number: 6585780
    Abstract: Phosphinato-substituted propane- and butanepolycarboxylic acids and derivatives thereof are useful as crosslinking agents for cellulosic materials to render them wrinkle resistant and/or iron free in a durable press process.
    Type: Grant
    Filed: January 10, 2001
    Date of Patent: July 1, 2003
    Assignee: Rhodia Inc.
    Inventors: Johnson D. Koola, Lanny E. Todd
  • Publication number: 20030078418
    Abstract: This invention relates to novel substituted succinic acid metallo-&bgr;-lactamase inhibitors which are useful potentiators of &bgr;-lactam antibiotics.
    Type: Application
    Filed: March 15, 2002
    Publication date: April 24, 2003
    Inventors: James M. Balkovec, Mark L. Greenlee, Steven H. Olson, Gregory P. Rouen
  • Patent number: 6538156
    Abstract: The invention discloses a method for purifying adipic acid by crystallization or recrystallization in at least one carbolyxic acid. More precisely, it discloses an improvement in adipic acid crystallization or recrystallization, characterised in that the said crystallization or recrystallization is effected in at least one carboxylic acid with a melting point below 20° C. The presence of carbon monoxide during crystallization or recrystallization can have a favourable effect on the adipic acid purity, in particular by reducing the content of metal catalyst traces of the adipic acid. The adipic acid purity can also be improved when the crystallization or recrystallization is effected in presence of a strong proton acid.
    Type: Grant
    Filed: December 4, 1998
    Date of Patent: March 25, 2003
    Assignee: Rhodia Fiber & Resin Intermediates
    Inventors: Eric B. Henriet, Philippe Leconte, Carl Patois, Robert Perron
  • Patent number: 6534680
    Abstract: Dicarboxylic acid crystals are prepared from a solution containing at least one organic dicarboxylic acid in a process in which at least one anionic polyelectrolyte having a molecular weight of at least 2000 is added to the solution before or during the crystallization.
    Type: Grant
    Filed: October 27, 1999
    Date of Patent: March 18, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Matthias Rauls, Dieter Baumann, Hermann Wistuba, Bernhard Otto
  • Publication number: 20030045583
    Abstract: A novel salt of O-desmethyl venlafaxine is provided, O-desmethylvenlafaxine succinate. Pharmaceutical compositions, dosage forms and methods of use are also provided.
    Type: Application
    Filed: February 11, 2002
    Publication date: March 6, 2003
    Applicant: American Home Products Corporation
    Inventors: Anthony F. Hadfield, Syed M. Shah, Michael W. Winkley, Karen W. Sutherland, James A. Provost, Aeri Park, Rex A. Shipplett, Brenton W. Russell, Beat T. Weber
  • Publication number: 20030032841
    Abstract: A process for the solid-phase synthesis of salts of organic acids in a granular, free-flowing, and dust-free form particularly suited for use as animal feed additives. A liquid organic acid is applied to an inert, absorbent carrier. A solid base is then added during stirring. The acid is slowly released from the carrier preventing the fast reactions that lead to the formation of clumps. The exothermic reaction releases heat which assists in reducing the moisture content of the product.
    Type: Application
    Filed: July 30, 2001
    Publication date: February 13, 2003
    Inventor: Stefaan Van Dyck
  • Patent number: 6509496
    Abstract: A process for forming a mineral, food or pharmaceutical grade salt product is described. The process comprises completing all the process steps in a single reactor vessel resulting in high yield and purity in shortened processing times on the order of {fraction (1/10)} to ⅓ of the processing times required in prior processes.
    Type: Grant
    Filed: October 19, 2000
    Date of Patent: January 21, 2003
    Assignee: Nutrapure, Inc.
    Inventors: Dennis M. Hager, William E. Stern, Kim R. Nielsen
  • Patent number: 6504055
    Abstract: Processes for producing citraconic anhydride and citraconic acid using porous materials with specific surface acidities and surface areas are described. The preferred catalyst is a porous gamma alumina. Itaconic acid is produced from citraconic acid. Itaconic acid is an intermediate to a variety of compounds including polymers.
    Type: Grant
    Filed: September 21, 2000
    Date of Patent: January 7, 2003
    Assignee: Board of Trustees of Michigan State University
    Inventors: Dennis J Miller, Dushyant Shekhawat, Kirthivasan Nagarajan, James E. Jackson
  • Patent number: 6498271
    Abstract: Aliphatic tricarboxylic acids, as exemplified by 9-carboxy-1,18-octadecanedioic acid, may be prepared by the biotransformation of an olefinic monocarboxylic acid such as oleic acid to the corresponding olefinic dicarboxylic acid, preferably 1,18-octadec-9-enedioic acid, in the presence of a strain of yeast, such as a strain of Candida tropicalis, followed by the carboxylation of the olefinic dicarboxylic acid by reaction with carbon monoxide and water in the presence of a catalyst. The product tricarboxylic acids are useful as branching agents for polycarbonates.
    Type: Grant
    Filed: January 10, 2002
    Date of Patent: December 24, 2002
    Assignee: General Electric Company
    Inventors: David Paul Mobley, Mohan Mark Amaratunga, John Henry Lobos
  • Publication number: 20020169339
    Abstract: Aliphatic tricarboxylic acids, as exemplified by 9-carboxy-1,18-octadecanedioic acid, may be prepared by the biotransformation of an olefinic monocarboxylic acid such as oleic acid to the corresponding olefinic dicarboxylic acid, preferably 1,18-octadec-9-enedioic acid, in the presence of a strain of yeast, such as a strain of Candida tropicalis, followed by the carboxylation of the olefinic dicarboxylic acid by reaction with carbon monoxide and water in the presence of a catalyst. The product tricarboxylic acids are useful as branching agents for polycarbonates.
    Type: Application
    Filed: January 10, 2002
    Publication date: November 14, 2002
    Inventors: David Paul Mobley, Mohan Mark Amaratunga, John Henry Lobos
  • Patent number: 6465680
    Abstract: A process for preparing a malonic acid monoester or &bgr;-ketoester from an epoxide includes the steps of reacting an epoxide with carbon monoxide and an alcohol in the presence of a catalytic amount of a cobalt compound and at least one promoter to produce a &bgr;-hydroxyester, separating the &bgr;-hydroxyester from the cobalt compound and the promoter, and oxidizing the &bgr;-hydroxyester to produce a malonic acid monoester or &bgr;-ketoester.
    Type: Grant
    Filed: June 20, 2001
    Date of Patent: October 15, 2002
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Byeong No Lee, In-Sun Jung, Eun Joo Jang
  • Patent number: 6455715
    Abstract: A method is described for producing saturated dicarboxylic acids with a chain length of C6 to C21 or the corresponding diamidic dicarboxylic acids from fatty acid cleavage of unsaturated fatty acids or the bis-fatty acid diamides of these unsaturated fatty acids by oxidative ozonolysis and subsequent separation and purification of the dicarboxylic acids, whereby after oxidative ozonolysis, the reaction products are dissolved at a high temperature in a carboxylic acid or a mixture of several carboxylic acids with a medium chain length of C6 to C12 or esters of short-chain alcohols of these carboxylic acids as the recrystallization solvent.
    Type: Grant
    Filed: October 24, 2001
    Date of Patent: September 24, 2002
    Assignee: Dr. Frische GmbH
    Inventors: Rainer Frische, Katja Hegwein, Jürgen Volkheimer
  • Patent number: 6437180
    Abstract: A process for preparing aliphatic C4-18 &agr;,&ohgr;-dicarboxylic acids by oxidation of C6-20 &agr;,&ohgr;-dienes with hydrogen peroxide or compounds which release hydrogen peroxide under the reaction conditions as is characterized in that the reaction is carried out in the presence of a transition metal catalyst of group VI and of a mixture containing at least one organic acid and one aprotic organic solvent. A specific temperature profile is maintained at different phases of the reaction, which increases yield and selectivity.
    Type: Grant
    Filed: May 11, 2000
    Date of Patent: August 20, 2002
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Schelhaas, Helmut Greiving, Manfred Jautelat
  • Patent number: 6433220
    Abstract: This invention relates to methods of controlling the oxidation of cyclohexane to adipic acid in the presence of a monobasic acid solvent, by extracting the catalyst from the reaction mixture, outside the reaction zone. Substantially all the unreacted cyclohexane, the majority of adipic acid, and preferably substantially all the monobasic acid solvent are removed from the reaction product. In the case that substantially all the monobasic acid solvent is removed, protic solvent, is added intermittently or continuously in the reaction mixture during the removal of the monobasic acid solvent, preferably by distillation, thus preventing solids precipitation. Dipolar aprotic solvent is then added in the presence of an adequate amount of the protic solvent (the total of dipolar aprotic solvent and the protic solvent constituting a novel combination solvent) to maintain a single liquid phase, followed by a step of extracting substantially all the catalyst in protic solvent.
    Type: Grant
    Filed: June 30, 1999
    Date of Patent: August 13, 2002
    Assignee: RPC Inc.
    Inventors: Douglas J. Dudgeon, David C. DeCoster, Mark W. Dassel, Eustathios Vassiliou, Ader M. Rostami
  • Patent number: 6433221
    Abstract: This invention relates to methods of controlling the oxidation of cyclohexane to adipic acid in the presence of a monobasic acid solvent, by separating the catalyst from the reaction mixture, outside the reaction zone. Substantially all the unreacted cyclohexane, the majority of adipic acid, and substantially all the monobasic acid solvent are preferably removed. A protic solvent, may be added intermittently or continuously in the reaction mixture during the removal of the monobasic acid solvent, preferably by distillation, for preventing solids precipitation. A dipolar aprotic solvent is then added in the presence of an adequate amount of the protic solvent to maintain a single liquid phase, followed by a step of formation of two liquid phases, a solids-free protic liquid phase containing substantially all the catalyst, and a solids-free aprotic liquid phase containing at least the majority of ingredients of the reaction mixture.
    Type: Grant
    Filed: June 30, 1999
    Date of Patent: August 13, 2002
    Assignee: RPC Inc.
    Inventors: Ader M. Rostami, Douglas J. Dudgeon, David C. DeCoster, Mark W. Dassel, Eustathios Vassiliou
  • Patent number: 6426432
    Abstract: A process for making an alkanedioic acid in which a mixture of a cycloalkene, a base and a solvent is contacted simultaneously with both oxygen and ozone at a temperature between 40 and 60 degrees Centigrade.
    Type: Grant
    Filed: September 10, 2001
    Date of Patent: July 30, 2002
    Assignee: E. I. DuPont de Nemours & Company
    Inventor: Chester Arthur Thayer, II
  • Publication number: 20020099236
    Abstract: The present invention relates to a polymer produced by polymerizing a vinyl aromatic monomer in the presence of a small amount of furfuryl (alkyl)acrylate.
    Type: Application
    Filed: July 25, 2001
    Publication date: July 25, 2002
    Inventors: Jose M. Rego, Ludo Aerts, Duane B Priddy, Mehmet Demirors
  • Patent number: 6417128
    Abstract: This invention relates to methods of replacing water and cyclohexanone with acetic acid in an aqueous solution of catalyst, preferably a cobalt compound. Such an aqueous solution is produced by extracting catalyst with water from a cyclohexanone/water solution of reaction products made by the direct oxidation of cyclohexane to adipic acid. The replacement of both water and cyclohexanone are conducted in a solvent exchange column, wherein acetic acid dissolves the catalyst, while water vapors force the cyclohexanone into a condenser, followed by a decanter wherein two liquid phases may be formed and separated; an upper liquid phase containing a majority of cyclohexanone and a lower liquid phase containing a majority of water. The cyclohexanone may be removed in a pretreatment zone, wherein also part of the water may be removed, before the concentrated catalyst extract enters the solvent exchange column.
    Type: Grant
    Filed: April 19, 2000
    Date of Patent: July 9, 2002
    Assignee: RPC, Inc.
    Inventors: David C. DeCoster, Mark W. Dassel, Eustathios Vassiliou, Ader M. Rostami, Douglas J. Dudgeon
  • Patent number: 6395931
    Abstract: A process for preparing malonic acid from the hydrolysis of cyanoacetic acid in the presence of aqueous hydrochloric acid, the process conditions being such that they allow high yields in malonic acid product. The product of said acid hydrolysis is a mixture of malonic acid and ammonium chloride by-product; the mixture is concentrated, the ammonium chloride by-product is separated by dissolution with an oxygen solvent and isolated. Alternatively, said concentrated mixture is dissolved with a primary or secondary esterifying alcohol in C1-C10, the resulting mixture being esterified, while the ester product is purified by distillation under reduced pressure, the molar yields and purity of the ester product being high.
    Type: Grant
    Filed: January 14, 2000
    Date of Patent: May 28, 2002
    Assignee: Trikem S.A.
    Inventors: Otavio Vianna Carvalho, Ronaldo Mendonca Mansur, Sandro da Silva Aguiar, Jane Hitoni Fujiyama, Antonio Luiz Ribeiro de Castro
  • Patent number: 6372942
    Abstract: The invention discloses pentenoic acid hydroxycarbonylation into adipic acid. More particularly, it concerns one pentenoic acid hydroxycarbonylation method involving reaction water and carbon monoxide, in the presence of a catalyst comprising at least rhodium and/or iridium and an iodinated or brominated catalytic promoter. In the method, the catalyst is derived at least in part from a previous pentenoic acid hydroxycarbonylation operation. The reaction is effected in the presence of an amount of branched carboxylic diacids having 6 carbon atoms not exceeding 200 grams per kilogram reaction mixture.
    Type: Grant
    Filed: March 17, 1999
    Date of Patent: April 16, 2002
    Assignee: Rhodia Fiber & Resin Intermediates
    Inventors: Jacques Brivet, Eric B. Henriet, Carl Patois, Robert Perron
  • Patent number: 6362368
    Abstract: A method is described for producing saturated dicarboxylic acids with a chain length of C6 to C21 or the corresponding diamidic dicarboxylic acids from fatty acid cleavage of unsaturated fatty acids or the bis-fatty acid diamides of these unsaturated fatty acids by oxidative ozonolysis and subsequent separation and purification of the dicarboxylic acids, whereby after oxidative ozonolysis, the reaction products are dissolved at a high temperature in a carboxylic acid or a mixture of several carboxylic acids with a medium chain length of C6 to C12 or esters of short-chain alcohols of these carboxylic acids as the recrystallization solvent.
    Type: Grant
    Filed: August 4, 2000
    Date of Patent: March 26, 2002
    Assignee: Frische GmbH
    Inventors: Rainer Frische, Katja Hegwein, Jürgen Volkheimer
  • Publication number: 20020035224
    Abstract: The present invention provides: an acrylic acid-maleic acid copolymer (or its salt) which is excellent in performances, such as Mg2+ scavengeability, clay dispersibility in the presence of Mg2+, inhibitability upon Mg(OH)2 scale, and inhibitability upon CaCO3 scale; and a production process for such a copolymer (or its salt). The present invention further provides a production process for an aqueous maleic salt solution with a low impurity content which has the advantage of easily giving the above copolymer (or its salt). The present invention still further provides uses of the above copolymer (or its salt) having the above excellent properties.
    Type: Application
    Filed: August 17, 1999
    Publication date: March 21, 2002
    Inventors: SHIGERU YAMAGUCHI, YOSHIHIRO MAEDA, TAMAO ISHIDA
  • Patent number: 6350898
    Abstract: Malonic esters of the general formula where R is C1-10-alkyl, C3-10-alkenyl or aryl-C1-4-alkyl, are prepared by reacting an alkali metal salt of malonic acid with a halide of the general formula R—X (II), where R is as defined above and X is chlorine, bromine or iodine, in the presence of water and a phase-transfer catalyst.
    Type: Grant
    Filed: January 10, 2000
    Date of Patent: February 26, 2002
    Assignee: Lonza AG
    Inventors: Stefan Hildbrand, Paul Hanselmann
  • Patent number: 6350905
    Abstract: Osmium-catalyzed aminohydroxylation reactions are accelerated and expanded in scope by the use of olefinic substrates having ionic groups, either anionic or cationic. The use of ionic groups on olefinic substrates also extends the aminohydroxylatable positions of unsaturations to include &agr;,&bgr;, &bgr;,&ggr;, and &ggr;,&dgr; positions, with respect to such ionic groups. A mechanism for the disclosed acceleration and extension is provided.
    Type: Grant
    Filed: August 20, 1999
    Date of Patent: February 26, 2002
    Assignee: The Scripps Research Institute
    Inventors: K. Barry Sharpless, Valery Fokin