Polycarboxylic Patents (Class 562/590)
  • Publication number: 20020022742
    Abstract: This invention relates generally to salt forms the compound of formula I: 1
    Type: Application
    Filed: July 18, 2001
    Publication date: February 21, 2002
    Inventors: Gregory D. Harris, Stephen R. Anderson, Sridhar Desikan, Paul A. Meenan, Benjamin R. Stone, Pascal H. Toma
  • Patent number: 6344586
    Abstract: A process for producing adipic acid is provided which comprises a step of oxidizing hydroxycaproic acid and/or &egr;-caprolactone with oxygen or oxygen-containing gas using a metal in the platinum group as a catalyst. According to the process, adipic acid is produced without using nitric acid, which becomes the main factor responsible for the by-production of nitrogen oxides, and without using any particularly high-pressure conditions.
    Type: Grant
    Filed: January 30, 2001
    Date of Patent: February 5, 2002
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Hiroshi Ichihashi, Kazuhide Tanaka
  • Publication number: 20020013494
    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: August 25, 1999
    Publication date: January 31, 2002
    Inventors: NEIL MICHAEL CARPENTER, STEVEN JOHN ANDERSON, RICHARD ROBERT TENORE, PETER GLYNN HIBBERT
  • Publication number: 20020010363
    Abstract: A method for the reduction in iodine content in a mixture, particularly in a mixture of carboxylic acids and/or carboxylic anhydrides with alkyl iodides and/or hydriodic acid, comprises contacting the organic medium in the vapor phase at elevated temperature with a metal salt dispersed on activated charcoal. The metal salt may be a carboxylate salt, a carbonate, an oxide, a hydroxide and any other salt, which may react with the organic medium to give a metal carboxylate salt. The metal may be a main group element, a lanthanide, an actinide, zinc and copper. This process converts alkyl iodide compounds converted to their corresponding carboxylate esters, while the iodine is bound in the purification mass as inorganic iodide.
    Type: Application
    Filed: December 21, 2000
    Publication date: January 24, 2002
    Inventor: Niels C. Schiodt
  • Patent number: 6288275
    Abstract: Carboxylic acids, particularly dicarboxylic acids, are separated from a fermentation broth by adjusting the pH of the fermentation broth to about 2.0 or below, and then heating the broth to a temperature sufficient to cause formation of three immiscible phases, one of which is an organic phase containing the carboxylic acids.
    Type: Grant
    Filed: July 9, 1999
    Date of Patent: September 11, 2001
    Assignee: Henkel Corporation
    Inventor: Stephen W. Turner
  • Patent number: 6258979
    Abstract: The invention pertains to chiral ferrocene phosphine derivatives and their use with transition metals as asymmetric catalysts in asymmetric hydrogenation.
    Type: Grant
    Filed: November 22, 1999
    Date of Patent: July 10, 2001
    Inventors: Henri Kagan, Gilles Argouarch, Odile Samuel
  • Patent number: 6239252
    Abstract: The invention relates to single step process for the preparation of poly (oxyalkylene)-alpha, omega-dicarboxylic acids of the formula HO2CCH2O(CH2CHRO)nCH2CO2H, wherein R is hydrogen, methyl or mixtures of hydrogen and methyl on the individual molecule and n is an integer of from 100 to 2500, comprising the steps of reacting, an oxidising agent such as poly (oxyalkylene glycol) with Jone's reagent in a polar solvent at a temperature in the range of 10° C. to room temperature for a period ranging between 1 hour to 12 hours, quenching the reaction by adding free radical scavanger, removing oxidation by-products from reaction mixture by adsorbing them on an adsorbing agent to obtain dicarboxylic acids in the solution, and evaporating the clear solution to obtain poly (oxyalkylene)-alpha, omega-dicarboxylic acids.
    Type: Grant
    Filed: January 4, 2000
    Date of Patent: May 29, 2001
    Assignee: Council of Scientific and Industrial Research
    Inventors: Bhalchandra Shripad Lele, Mohan Gopalkrishna Kulkarni
  • Patent number: 6232495
    Abstract: This invention relates to methods and reactor devices for controlling the oxidation of hydrocarbons to dibasic acids, in the presence of a cobalt catalyst and a monobasic acid, such as acetic acid, by treating the catalyst from the reaction mixture, outside the oxidation zone, after the oxidation has taken place at least partially. In one preferred embodiment, the catalyst is reduced to contain, preferably predominantly and more preferably substantially, cobalt ions in valence II, and at least partially precipitated by de-watering and/or thermal treatment. In a different preferred embodiment, the catalyst in the reaction mixture is first oxidized or maintained, preferably predominantly and more preferably substantially, at valence III, the reaction mixture is de-watered, the catalyst is reduced, preferably predominantly and more preferably substantially, to valence II, causing precipitation either spontaneously at a predetermined temperature or after further thermal treatment.
    Type: Grant
    Filed: February 4, 1999
    Date of Patent: May 15, 2001
    Assignee: RPC Inc.
    Inventors: Eustathios Vassiliou, Mark W. Dassel, Ader M. Rostami, Douglas J. Dudgeon, David C. DeCoster
  • Patent number: 6222069
    Abstract: The invention discloses a method for purifying adipic acid in water. More precisely it discloses an improvement in adipic acid crystallization or recrystallization in water, characterised in that the said crystallization or recrystallization is effected in presence of a strong proton acid and/or in the presence of carbon monoxide. This crystallization or recrystallization particularly enables the content of metal catalyst traces in the adipic acid to be reduced.
    Type: Grant
    Filed: March 17, 1999
    Date of Patent: April 24, 2001
    Assignee: Rhodia Fiber and Resin Intermediates
    Inventors: Eric B. Henriet, Philippe Leconte, Carl Patois, Robert Perron
  • Patent number: 6156929
    Abstract: Biodegradable resin products consisting essentially of a polymeric resin of starch, polyesters of polylactic acid and polycaprolactone. In admixture with the resin is a particulate vapor phase corrosion inhibitor selected from amine salts, ammonium benzoate, triazole derivatives, tall oil imidazolines, alkali metal molybdates, alkali dibasic acid salts, and mixtures thereof, and is present in an amount ranging from between about 1% and 3% by weight of the polymeric resin.
    Type: Grant
    Filed: January 14, 2000
    Date of Patent: December 5, 2000
    Assignee: Cortec Corporation
    Inventors: Christophe Chandler, Boris A. Miksic, Arthur H. Ahlbrecht, Jude Currier
  • Patent number: 6020520
    Abstract: Electrolytic hydrodimeric coupling of dialkyl maleates in alkanol solutions containing an alkanol-soluble alkali metal acetate/quatemary ammonium tetrafluoroborate mixed supporting electrolyte yields tetraalkyl 1,2,3,4-butanetetracarboxylates.
    Type: Grant
    Filed: September 24, 1998
    Date of Patent: February 1, 2000
    Assignee: Solutia Inc.
    Inventors: Monica C. Dutton, Melvin R. Bagley, Dennis J. Kalota
  • Patent number: 5929277
    Abstract: This invention relates to methods of removing acetic acid from cyclohexane in the direct oxidation of cyclohexane to adipic acid, especially after recycling catalyst which is precipitated by introduction of additional cyclohexane. The removal of acetic acid is preferably conducted by use of rather small amounts of wash-water in one to three stage extractors. A two stage reactor is preferable as being more efficient.
    Type: Grant
    Filed: September 19, 1997
    Date of Patent: July 27, 1999
    Assignee: Twenty-First Century Research Corporation
    Inventors: David C. DeCoster, Eustathios Vassiliou, Mark W. Dassel, Ader M. Rostami
  • Patent number: 5912372
    Abstract: The present invention provides water-miscible lipid derivatives effective to inhibit the infectious activity of pathogenic microorganisms. Preferred water-miscible lipid derivatives are diacetyltartaric acid esters of monoglycerides wherein 90 percent or more of the fatty acid content is accounted for by a single fatty acid. The fatty acid component preferably contains from 8 to 24 and, more preferably, from about 10 to about 20 carbon atoms. The fatty acid can be saturated, unsaturated or hydroxylated.
    Type: Grant
    Filed: July 29, 1997
    Date of Patent: June 15, 1999
    Assignee: Abbott Laboratories
    Inventors: Terry Bruce Mazer, Steven N. Anderson, Melinda Guzman-Harty, Milo Duane Hilty, Theresa Sui-Ling Wai lee, Joseph Schaller, Jin-Zhou Liu
  • Patent number: 5905168
    Abstract: Process for the treatment of a material comprising a polymer, especially a polyamide. The process consists in subjecting the polyamide to hydrolysis in the presence of a hydrolyzing nitrous grouping and transforming the hydrolyzed compounds into diacids. The treatment of a polyamide 6.6 results in the recovery of adipic acid and other diacids corresponding to the participating acid monomer and to the transformation of at least one part of the diamine monomer into diacids.
    Type: Grant
    Filed: July 25, 1995
    Date of Patent: May 18, 1999
    Assignee: Rhone-Poulenc Chimie
    Inventors: Emmanuel Dos Santos, Pascal Mettvier, Michel Gubelmann
  • Patent number: 5900506
    Abstract: The present invention relates to a method of processing reaction mixtures obtained from the oxidation reaction of cyclohexane to adipic acid. The processing of the reaction mixture obtained from the direct oxidation of cyclohexane to adipic acid with oxygen, in an organic solvent and in the presence of a catalyst, comprises:(a) a distillation which makes it possible to separate out, on the one hand, a distillate comprising at least some of the most volatile compounds such as the unconverted cyclohexane, the organic solvent, cyclohexanone, cyclohexanol, cyclohexyl esters, lactones and water, and, on the other hand, the distillation residue comprising the diacids formed and the catalyst;(b) the addition of water to the distillation residue in order to form an aqueous solution;(c) crystallization of the adipic acid from the aqueous solution of the distillation residue.
    Type: Grant
    Filed: December 12, 1997
    Date of Patent: May 4, 1999
    Assignee: R.P. Fiber & Resin Intermediates
    Inventors: Eric Fache, Philippe LeConte, Gilbert Marin
  • Patent number: 5891921
    Abstract: Wood preservative systems comprising (a) a biocidal effective amount of (i) at least one di C.sub.8 -C.sub.12 alkyl quaternary ammonium carboxylate having the formula ##STR1## wherein R.sup.1 and R.sup.2 are a C.sub.8 -C.sub.12 alkyl group; R.sup.3 is a substituted or unsubstituted, interrupted or uninterrupted C.sub.1 -C.sub.100 group; l and q independently are 1, 2 or 3 and (l) (q) is 1, 2, or 3; and n is 0 or an integer from 1 to 50; (ii) at least one di C.sub.8 -C.sub.12 alkyl quaternary ammonium borate having the formula ##STR2## wherein R.sup.1 and R.sup.2 are defined as above, and a is 2 or 3, but when a is 2, b is 0 or 1, and when a is 3, b is 0, 1, or 2; or (iii) a combination of (i) and (ii); and (b) a solvent are provided. These carboxylate quats as well as carboxylate quats wherein R.sup.1 is a C.sub.1 -C.sub.20 alkyl or aryl-substituted alkyl group and R.sup.2 is a C.sub.8 -C.sub.20 alkyl group are preferably prepared by an indirect or a direct synthesis.
    Type: Grant
    Filed: April 18, 1996
    Date of Patent: April 6, 1999
    Assignee: Lonza Inc.
    Inventor: Leigh E. Walker
  • Patent number: 5886219
    Abstract: Malonic acid and alkylmalonic acids are prepared by a process of acid-catalyzed saponification of malonic acid esters, which comprises:contacting an aqueous mixture of the ester II with an acid ion exchanger containing sulfonic acid groups at from 30.degree.-100.degree. C. and from 40-1000 mbar according to the following scheme: ##STR1## where R.sup.1 =H, CH.sub.3,R.sup.2 =H, CH.sub.3 orR.sup.1 +R.sup.2 =--CH.sub.2 --CH.sub.2 --andR.sup.3 =CH.sub.3, C.sub.2 H.sub.5, C.sub.3 H.sub.7, C(CH.sub.3).sub.3 ;distilling off the alcohol R.sup.3 OH which is formed;separating the water, with the aid of organic solvents, from the malonic acid or alkylmalonic acid product; and thenisolating the product by crystallization.
    Type: Grant
    Filed: February 6, 1998
    Date of Patent: March 23, 1999
    Assignee: Huels Aktiengesellschaft
    Inventor: Klaus-Dieter Steffen
  • Patent number: 5874520
    Abstract: Substantially anhydrous nylon salts are made in a solid state process in which solid diamine carbamates are contacted and mixed with solid dicarboxylic acids in a near instantaneous reaction to produce the salt, and preferably are prepared by mixing the solid diamine carbamates and the solid dicarboxylic acids under conditions of high shear.
    Type: Grant
    Filed: September 15, 1997
    Date of Patent: February 23, 1999
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: John Harry Orth
  • Patent number: 5849949
    Abstract: Alkyl- and arylmalonic acids of the formula I ##STR1## where R.sup.1 =H, C.sub.1 -C.sub.12 -alkyl, phenyl, C.sub.1 -C.sub.4 -alkylphenyl, C.sub.2 -C.sub.4 -dialkylphenyl,R.sup.2 =C.sub.1 -C.sub.12 -alkyl, phenyl, C.sub.1 -C.sub.4 -alkylphenyl, C.sub.2 -C.sub.4 -dialkylphenyl orR.sup.1 +R.sup.2 =--CH.sub.2 --CH.sub.2 --, are prepared by alkaline saponification by hydrolyzing the corresponding C.sub.1 -C.sub.4 -alkyl esters of the malonic acid of formula I, with alkali metal hydroxide dissolved in an aqueous alkali metal salt solution containing salt at 90-100% of saturation, acidifying the hydrolysis product with a mineral acid, removing the precipitated alkali metal salt which forms upon acidification, and extracting the alkyl- and arylmalonic acid formed from the aqueous solution with the aid of an organic solvent.
    Type: Grant
    Filed: April 21, 1998
    Date of Patent: December 15, 1998
    Assignee: Huels Aktiengesellschaft
    Inventor: Klaus-Dieter Steffen
  • Patent number: 5817870
    Abstract: Malonic acid or a salt of the same is obtained at high yield according to the invention through the catalytic oxidation with oxygen or an O.sub.2 -containing gas of 3-hydroxy propionaldehyde or 3-hydroxy propionic acid in the aqueous phase. The conversion takes place in the presence of at least 10 percent by weight, relative to the C.sub.3 building block used, of a precious metal from the platinum group. Pd and Pt supported catalysts are preferred.
    Type: Grant
    Filed: July 21, 1997
    Date of Patent: October 6, 1998
    Assignee: Degussa Aktiengesellschaft
    Inventors: Thomas Haas, Martin Meier, Christoph Brossmer, Dietrich Arntz, Andreas Freund
  • Patent number: 5801278
    Abstract: The invention provides a process for directly manufacturing a diamine/dicarboxylic acid salt with a low water content. The process includes reacting a diamine with a dicarboxylic acid to form a diamine/dicarboxylic acid salt. The reaction of the diamine and the dicarboxylic acid is carried out in the presence of about 0.5% to about 25% by weight water, based on the weight of the reaction mixture, while providing conditions in the reaction mixture such that the reaction mixture is in substantially solid particulate form.
    Type: Grant
    Filed: March 7, 1997
    Date of Patent: September 1, 1998
    Assignee: E. I. du Pont de Nemours and Companh
    Inventors: Ioannis V. Bletsos, Constantine D. Papaspyrides
  • Patent number: 5756837
    Abstract: A process for recycling a catalyst containing cobalt including treating a reaction mixture obtained during the direct oxidation of cyclohexane to adipic acid by extracting at least some of the glutaric acid and succinic acid which are formed in the reaction.
    Type: Grant
    Filed: February 26, 1997
    Date of Patent: May 26, 1998
    Assignee: Rhone-Poulenc Fiber & Resin Intermediates
    Inventors: Michel Costantini, Eric Fache, Daniel Nivert
  • Patent number: 5731467
    Abstract: Process for the manufacture of xylaric acid, characterized in that it consists of the oxidative degradation of 5-ketogluconic acid in alkaline medium using oxygen or a gas containing it.The xylaric acid obtained is of use as a calcium-chelating agent or as a component of polyhydroxypolyamides or as an intermediate in the synthesis of xylitol.
    Type: Grant
    Filed: July 9, 1996
    Date of Patent: March 24, 1998
    Assignee: Roquette Freres
    Inventor: Guy Fleche
  • Patent number: 5723098
    Abstract: The invention relates to a process for the selective recovery of catalysts used in the production of adipic acid by(a) separating adipic acid from the reaction solution,(b) exposing the resultant reaction solution to a sulfonated ion exchanger, thereby binding iron, copper, and vanadium ions to said sulfonated ion exchanger,(c) separating the ion-exchanger from the reaction solution,(d) washing the separated ion exchanger with nitric acid to obtain an acid eluate, and(e) exposing the acid eluate to an ion exchanger modified with aminophosphonic acid groups, thereby removing the iron ions from the acid eluate.
    Type: Grant
    Filed: September 4, 1996
    Date of Patent: March 3, 1998
    Inventors: Herbert Salzburg, Georg Steinhoff, Heiko Hoffmann, Helmut Kaponig
  • Patent number: 5710325
    Abstract: This invention provides a process for the preparation of adipic acid from pentenoic acids or esters of pentenoic acids by hydrocarboxylation of a reaction mixture in which gamma-valerolactone constitutes 30 to 70% by weight of the reaction mixture.
    Type: Grant
    Filed: November 1, 1996
    Date of Patent: January 20, 1998
    Assignees: E. I. Du Pont de Nemours and Company, DSM, N.V.
    Inventors: Harold Stanley Bruner, Jr., Samuel Livingston Lane, Bruce Edwin Murphree
  • Patent number: 5693621
    Abstract: The invention relates to malonic acid derivatives, which inhibit the binding of selectin to carbohydrate ligands, and pharmaceutical compositions and diagnostic agents containing these derivatives, and methods for using these pharmaceutical compositions and diagnostic agents.
    Type: Grant
    Filed: March 13, 1995
    Date of Patent: December 2, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Alexander Toepfer, Gerhard Kretzschmar, Eckart Bartnik, Dirk Seiffge
  • Patent number: 5693359
    Abstract: A dry food acidulent composition, reminiscent of vinegar when hydrated, comprises a dry food acid, a buffering salt and a fully dissociatable salt. The dry food acid preferably comprises adipic, citric, fumaric, malic acid or a mixture. The buffering salt is preferably a sodium or potassium salt of a food-grade acid such as sodium citrate, potassium citrate, disodium phosphate, dipostassium phosphate, and mixtures. The fully dissociatable salt is preferably sodium chloride or potassium chloride. The preferred weight ratio of the buffering salt to the acid is within the range of from about 0.1:1 to about 0.3:1, that of the fully dissociatable salt to the acid is within the range of from about 1:1 to about 6:1, and that of the fully dissociatable salt to the buffering salt is within the range of from about 10:1 to about 30:1. These compositions are admixed with other dry ingredients to prepare dry sauce and dressing mixes.
    Type: Grant
    Filed: December 19, 1995
    Date of Patent: December 2, 1997
    Inventor: Robert W. Wood
  • Patent number: 5681973
    Abstract: Heteropolyoxometallates of tungsten, molybdenum and vanadium with a structurally defined micropore volume, a method of production by means of the hydrothermal reaction of the appropriate metal with an associated oxide, a diamine, phosphoric acid and water, and the use of the novel compounds as catalysts.
    Type: Grant
    Filed: July 13, 1995
    Date of Patent: October 28, 1997
    Assignee: Degussa Aktiengesellschaft
    Inventors: Wolfgang Hoelderich, Markus Hoelscher, Goetz-Peter Schindler, Ulli Englert, Bodo Zibrowius, Dietrich Arntz
  • Patent number: 5654472
    Abstract: The present invention relates to a novel glycerol derivative and a process for preparing the same, and a process for preparing a triazole derivative.According to the present invention, an optical active 2-arylglycerol derivative which is a novel and useful as a synthetic intermediate of medicament can be provided and furthermore, (R)-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazole-1-yl)-propane-1,2-diol which is useful as an antifungal agent can be prepared.
    Type: Grant
    Filed: December 18, 1995
    Date of Patent: August 5, 1997
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Yoshihiko Yasohara, Kenji Miyamoto, Noriyuki Kizaki, Shigeru Kawano, Junzo Hasegawa
  • Patent number: 5646098
    Abstract: The invention relates to novel compositions comprising ene and free radical adducts of unsaturated and saturated hydrocarbons, and acyclic and cyclic vicinal polycarbonyl compounds such as diethyl ketomalonate and indantrione. The adducts are reacted with nucleophiles such as amines, electrophiles such as anhydrides and esters, and metal ions. Post-products are obtained via reaction of said products with capping reagents such as boric acid. Compositions containing said adducts, products and post-products include oleaginous substances such as fuels and lube oils.
    Type: Grant
    Filed: May 13, 1994
    Date of Patent: July 8, 1997
    Assignee: Exxon Chemical Patents Inc
    Inventor: Stanley J. Brois
  • Patent number: 5605669
    Abstract: This invention relates to the preparation of cesium salts from cesium-aluminum-alum in a process in which the cesium-aluminum-alum is reacted in a single vessel in the presence of water with calcium hydroxide in an amount which is equimolar to the amount of aluminum and with a readily water-soluble calcium salt in an amount which is equimolar to the amount of cesium and the precipitated aluminum hydroxide and the precipitated calcium sulfate are separated by filtration or centrifugation.
    Type: Grant
    Filed: November 24, 1995
    Date of Patent: February 25, 1997
    Assignee: Metallgesellschaft Aktiengesellschaft
    Inventors: Hartmut Hofmann, Klaus K obele, Horst Prinz, Bernd Phillipp, Gerd Harms, Alexander Schiedt, Ulrike Hecktor
  • Patent number: 5599977
    Abstract: Rapid temperature rises which characterize carbohydrate-nitric acid oxidation reactions used to form carbohydrate-derived acids may be moderated and temperature control readily maintained by blowing a gas such as air, oxygen, nitrogen or the like into the reaction mixture as needed to control the temperature of the reaction. The more moderate reaction conditions afford higher yield of the desired product with a concomitant reduction of byproducts which may be difficult to remove and usually are unwanted as well. Upon completion the oxidation mixture is made basic (e.g. with an alkali metal base hydroxide or carbonate, ammonia or an amine) to a pH at which the the carboxyl group or groups of the product carbohydrate-derived acid are entirely in the salt form. The aqueous solution is then passed through an ion retardation resin column to recover the carbohydrate-derived salt, using water as the eluent.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: February 4, 1997
    Inventors: Donald E. Kiely, Andy Carter, David P. Shrout
  • Patent number: 5574113
    Abstract: Polycocondensates based on aspartic acid which are obtainable by condensing aspartic acid in the presence of polymers containing carboxyl groups, which contain at least 10 mol % of a monoethylenically unsaturated carboxylic acid in copolymerized form and have a molecular weight of at least 300, in the weight ratio from 1,000:1 to 2:1, processes for preparing the polycocondensates and use of the polycocondensates in the form of the free acid groups or in a form neutralized with ammonia, amines, alkali metal or alkaline earth metal bases as an additive to detergents and cleaners, as scale inhibitors or as dispersants for finely divided solids are described.
    Type: Grant
    Filed: September 13, 1995
    Date of Patent: November 12, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Matthias Kroner, Gunnar Schornick, Walter Denzinger, Richard Baur, Alexander Kud, Birgit Potthoff-Karl, Volker Schwendemann
  • Patent number: 5505920
    Abstract: The present invention relates to a process for the treatment of waste gas discharged from a cyclohexane oxidation reactor used in the manufacture of adipic acid, said waste gas containing mainly nitrogen, oxygen, carbon monoxide, carbon dioxide, acetic acid, and up to 10% by weight cyclohexane, as well as other gases or vapors, by (a) scrubbing the waste gas from the cyclohexane oxidation reactor with acetic acid in a first absorption step to reduce the amount of cyclohexane to a residual content of less than about 1% by weight, (b) scrubbing the waste gas from the first absorption step with water in a second absorption step to reduce the amount of acetic acid to a residual content of less than about 1% by weight, and (c) subjecting the scrubbed waste gas from the second absorption step to an oxidation step to oxidize carbon monoxide and other oxidizable components of the waste gas to carbon dioxide and water.
    Type: Grant
    Filed: October 4, 1994
    Date of Patent: April 9, 1996
    Assignees: Bayer Aktiengesellschaft, Redox Technologies, Inc.
    Inventors: John Kollar, Gotz-Gerald Borger, Matthias Stenger
  • Patent number: 5468900
    Abstract: Waste nylon 6 and/or nylon 6,6 are converted to adipic acid monomer by depolymerization with an aliphatic monocarboxylic acid to form alkylamides followed by oxidation of the alkylamides to adipic acid.
    Type: Grant
    Filed: September 29, 1994
    Date of Patent: November 21, 1995
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Edward F. Moran, Jr., Ronald J. McKinney
  • Patent number: 5455375
    Abstract: A process for preparing adipic acid from cyclohexene oxide comprising the following steps (a) and (b):(a) hydrating cyclohexene oxide to obtain 1,2-dihydroxycyclohexane and an oligomers represented by formula (I): ##STR1## wherein n represents a number of from 1 to 5 in number average, and (b) oxidizing the 1,2-dihydroxycyclohexane and the oligomers represented by formula (I) in a nitric acid aqueous solution.
    Type: Grant
    Filed: July 25, 1994
    Date of Patent: October 3, 1995
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Tohru Ide, Masahisa Yokota
  • Patent number: 5451667
    Abstract: Fumaric acid derivatives of the formula ##STR1## wherein R.sub.1 is a hydrogen atom, a C.sub.1 -C.sub.8 alkyl group or a metallic cation, andR.sub.2 is a saturated or unsaturated aliphatic C.sub.6 -C.sub.24 alkyl group, psoralen-9-yl, retinyl, .alpha.-tocopheryl (vitamin E), calciferyl, corticosteroid-21-yl or monosaccharid-.omega.-yl; a group of fumaric acid derivatives based on glycerol, alkane diol or polyol molecules; and fumaric acid derivatives of the formula ##STR2## wherein n is an integer from to 30 to 260,R.sub.3 is a hydrogen atom or a C.sub.1 -C.sub.3 alkyl group,R.sub.4 is one of the R.sub.3 groups and n is the number of molecule repetitions, processes for their production and compositions containing same are described. These compounds are useful as drugs for the treatment of cryptogenically-caused diseases and have antisporiatic as well as antimicrobial action.
    Type: Grant
    Filed: October 8, 1992
    Date of Patent: September 19, 1995
    Inventors: Peter P. Speiser, Rajendra K. Joshi
  • Patent number: 5440023
    Abstract: A method for making a valproic acid derivative comprising a functionalized spacer arm attached to a .delta. carbon atom of a valproic acid molecule is disclosed. The method proceeds by attaching a spacer arm joined to an inorganic moiety to a valproic acid precursor to make an alkylated compound, derivatizing the alkylated compound in a liquid medium to make the valproic acid derivative, and then separating the valproic acid derivative from the liquid medium. The valproic acid derivative can be used to make an immunoreactive valproic acid conjugate.
    Type: Grant
    Filed: September 18, 1992
    Date of Patent: August 8, 1995
    Assignee: Beckman Instruments, Inc.
    Inventors: Anthony K. Cheng, Thomas S. Dobashi
  • Patent number: 5430181
    Abstract: Process for improving a controlled oxidation reaction between at least one reactant and oxygen, in which at least one reactant is reacted with oxygen or an oxygen containing gas, constituting a reaction mixture, in the presence of at least one additional gas which is introduced into said reaction mixture and is selected from methane, ethane and helium, and the resulting reaction product from the oxidation reaction is possibly treated so as to give a final product.
    Type: Grant
    Filed: February 19, 1993
    Date of Patent: July 4, 1995
    Assignee: L'Air Liquide Societe Anonyme Pour L'Etude et L'Exploitation des Procedes Georges Claude
    Inventors: Philippe Arpentinier, Jacques Koenig, Yves Torre
  • Patent number: 5405601
    Abstract: The present invention provides new and structurally diverse compositions for diagnostic imaging comprising compounds of the general formula: ##STR1## wherein A is N or CR.sub.1, R.sub.1 is hydrogen, C.sub.1 -C.sub.8 alkyl, or C.sub.6 -C.sub.10 aryl, where the alkyl or aryl group may be optionally substituted with one or more hydroxy, C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 hydroxyalkyl, C.sub.1 -C.sub.8 alkoxy, C.sub.6 -C.sub.10 aryl, C.sub.6 -C.sub.10 hydroxyaryl, C.sub.6 -C.sub.10 aryloxy, --CO.sub.2 R.sub.2, --CONR.sub.3 R.sub.4, or NR.sub.3 R.sub.4 ; D is O, --O(CH.sub.2).sub.2 O--, --O(CH.sub.2).sub.3 O--, or NR.sub.5 ; E is O, --O(CH.sub.2).sub.2 O--, --O(CH.sub.2).sub.3 O-- or NR.sub.6 ; F is O, --O(CH.sub.2).sub.2 O--, --O(CH.sub.2).sub.3 O-- or NR.sub.7 ; R.sub.2 -R.sub.7 are as defined within; g, h, i, j, k and m may be the same or different and are an integer from one to about six; X is --CO.sub.2 H, --PO.sub.3 H.sub.2, --SO.sub.3 H or --CONHOH.
    Type: Grant
    Filed: July 2, 1993
    Date of Patent: April 11, 1995
    Assignee: Mallinckrodt Medical Inc.
    Inventors: T. Jeffrey Dunn, Dennis A. Moore, Muthanadar Periasamy, Milorad M. Rogic, Rebecca A. Wallace, David H. White, Steven R. Woulfe
  • Patent number: 5395974
    Abstract: The present invention relates to a method of reacting polyamides or mixtures thereof with ammonia to obtain a mixture of monomers. The reaction is carried out in the presence of certain Lewis Acid catalyst precursors.
    Type: Grant
    Filed: January 21, 1994
    Date of Patent: March 7, 1995
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Ronald J. McKinney
  • Patent number: 5364964
    Abstract: Butanetetracarboxylic acid with acceptably low levels of color-causing contaminants, suitable for permanent press agent use, is prepared in high conversion and yield from tetraalkyl butanetetracarboxylates by a series of steps including purification of precursor material, hydrolysis with high concentration of acid catalyst, and oxidative purification of product.
    Type: Grant
    Filed: November 1, 1993
    Date of Patent: November 15, 1994
    Assignee: Monsanto Company
    Inventors: Eduardo A. Casanova, Dennis J. Kalota
  • Patent number: 5358566
    Abstract: An aqueous solution, for use as a cement dispersing agent, of a polymer salt, which is formed by reacting a polycarboxylic acid with a nitrogenous acrylic polymer.
    Type: Grant
    Filed: November 5, 1990
    Date of Patent: October 25, 1994
    Assignee: Sandoz Ltd.
    Inventors: Yoshio Tanaka, Minoru Yaguchi, Teruhiko Yamamoto
  • Patent number: 5359137
    Abstract: Conversion of certain lactones by reaction with carbon monoxide and water, in the presence of a homogeneous rhodium catalyst and an iodide or bromide promoter, to produce adipic acid.
    Type: Grant
    Filed: April 26, 1989
    Date of Patent: October 25, 1994
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Patrick M. Burke
  • Patent number: 5350872
    Abstract: The subject matter of the invention is a process for the preparation of carboxylic acids and derivatives of them of the general formula ##STR1## wherein R means hydrogen, or a C.sub.1-4 alkyl or a (C.sub.1-5 alkoxy)carbonyl group,R.sub.1 is as defined in claim 1,R.sub.7 stands for hydrogen or a C.sub.1-7 alkyl group andR.sub.8 means hydrogen or a carboxyl group,by reacting a 1,3-dioxane-4,6-dione derivative of the general formula ##STR2## wherein R.sub.9 stands for a C.sub.1-4 alkyl group or a phenyl group, optionally monosubstituted by halogen andR.sub.10 stands for hydrogen or a C.sub.1-5 alkyl group orR.sub.9 and R.sub.10 together form a pentamethylene group,and an aldehyde or ketone of the general formula ##STR3## in the presence of formic acid.
    Type: Grant
    Filed: October 29, 1993
    Date of Patent: September 27, 1994
    Assignee: Biogal Gyogyszergrar
    Inventors: Gyorgy Toth, Janos Balint, Klara Elek nee Herczik, Zsuzsanna Moricz nee Garai, Eva Mudra nee Kantor
  • Patent number: 5336793
    Abstract: A method of preparing carboxylic acids or esters thereof by the oxidative cleavage of unsaturated fatty acids or esters thereof is carried out in a two-phase aqueous-organic system in which the organic phase contains the unsaturated fatty acid and/or the esters thereof and the aqueous phase contains hydrogen peroxide. The oxidative cleavage is carried out in the presence of a catalytic system including a catalyst belonging to the group constituted by tungstic and molybdic acids and alkaline salts thereof, and an onium salt which acts as a phase-transfer agent for the catalyst, and has the formula:(R.sub.2 R.sub.3 R.sub.4 R.sub.5 M).sup.+ Y.sup.-in which R.sub.2, R.sub.3, R.sub.4 and R.sub.5 represent hydrocarbon groups of which at least one must have more than 10 carbon atoms,M is N or P, andY.sup.- is an inorganic anion.
    Type: Grant
    Filed: December 10, 1992
    Date of Patent: August 9, 1994
    Assignee: Novamont S.p.A.
    Inventors: Andrea Gardano, Giampiero Sabarino, Marco Foa
  • Patent number: 5334758
    Abstract: A process for preparing an optically active carboxylic acid is disclosed, comprising asymmetric hydrogenation of an .alpha.,.beta.-unsaturated carboxylic acid using an alcohol as a hydrogen donor in the presence of a metal-optically active phosphine complex. A carboxylic acid having high optical purity can easily be obtained in a high yield without using specific equipment as required in using hydrogen gas as a hydrogen donor.
    Type: Grant
    Filed: September 30, 1993
    Date of Patent: August 2, 1994
    Assignee: Takasago International Corporation
    Inventors: Masahiko Saburi, Masamichi Ohnuki, Yasuzo Uchida
  • Patent number: 5321158
    Abstract: An improved process for the production of carboxylic acids and dicarboxylic acids by the catalytic oxidation of olefins and vicinal diols by hydrogen peroxide is provided. The process employs a rhenium (VII) catalyst, and a solvent comprising a mixture of a carboxylic acid or anhydride having 2 or more carbon atoms and a high boiling cyclic or acyclic ether. Particularly suitable carboxylic acids or anhydrides include acetic acid, propionic acid and acetic anhydride. Particularly suitable high-boiling ethers include 1,4-dioxane and diglyme.
    Type: Grant
    Filed: July 26, 1993
    Date of Patent: June 14, 1994
    Assignee: Solvay Interox GmbH
    Inventors: Siegfried Warwel, Mark R. G. Klaas
  • Patent number: 5312981
    Abstract: Dicarboxylic acids, e.g., adipic acid, are prepared by reactively distilling and hydrolyzing admixture of a C.sub.1 -C.sub.4 alkyl aliphatic dicarboxylate and water, e.g., dimethyl adipate/water admixture, in liquid phase, in a distillation column, the lower end of which distillation column being charged with a gel of a crosslinked styrene/divinylbenzene resin bearing sulfonic acid substituents, the amount by weight of divinylbenzene comprising such resin ranging from 1% to 12% based on the total weight thereof and such resin having an exchange capacity of from 3 to 6.5 milliequivalents H.sup.+ /gram of dry resin, and including introducing the dicarboxylate/water admixture into the middle region of the column, withdrawing dicarboxylic acid from the base thereof and overhead distilling the alcohol of hydrolysis.
    Type: Grant
    Filed: May 20, 1993
    Date of Patent: May 17, 1994
    Assignee: Rhone-Poulenc Chimie
    Inventors: Gerard Berrod, Eric Grillon, Francois Klinger
  • Patent number: 5312969
    Abstract: Difunctional butenes are linearly dicarbonylated into 3-hexene-1,6-dioic acid or alkyl diesters thereof, well suited for the ultimate production of, e.g., adipic acid, by reacting such difunctional butene with carbon monoxide and, if appropriate, an alcohol, at an elevated temperature under superatmospheric pressure, in the presence of at least one source of hydrogen chloride and a catalytically effective amount of palladium, at least a portion of which palladium being in the zero oxidation state, as well as a quaternary onium chloride of nitrogen or phosphorus, the nitrogen or phosphorus atom being tetracoordinated to carbon atoms, with the proviso that the nitrogen atom may be coordinated to two pentavalent phosphorus atoms.
    Type: Grant
    Filed: May 18, 1992
    Date of Patent: May 17, 1994
    Assignee: Rhone-Poulenc Chimie
    Inventors: Marc Huser, Sylvain Mutez, Robert Perron