Polyhydroxy Patents (Class 568/852)
  • Patent number: 6294705
    Abstract: The invention relates to a method for producing alkali metal alcoholates by reacting alcohol with alkali metal in an aprotic, organic solvent in the presence of an H acceptor such as e.g. isoprene, butadiene, styrene or methyl styrene.
    Type: Grant
    Filed: February 6, 2001
    Date of Patent: September 25, 2001
    Assignee: Chemetall GmbH
    Inventors: Ulrich Wietelmann, Uwe Lischka, Ute Emmel
  • Patent number: 6290755
    Abstract: The present invention provides a bisglycoluril derivative composition useful for selectively covering methane from a gas stream including carbon dioxide.
    Type: Grant
    Filed: May 3, 2000
    Date of Patent: September 18, 2001
    Assignee: ExxonMobil Oil Corporation
    Inventors: Clarence D. Chang, Suzanne Elaine Schramm, Clarence Edward Chase
  • Patent number: 6288287
    Abstract: A process for preparing a glycerol from a crude glycerol comprising a glycerol, a diol and water, comprising feeding the crude glycerol to a preparation apparatus comprising two or more, serially connected flash towers and a distillation tower connected to a final flash tower, wherein a bottom fraction of each flash tower is fed to a subsequent flash tower; and adjusting an internal pressure of each flash tower to from 0.13 to 40 kPa, an internal temperature of each flash tower to 140° C. or less, a water content of the bottom fraction of the final flash tower to 0.1% by weight or less, and a pressure at bottom of the distillation tower to from 0.13 to 0.90 kPa.
    Type: Grant
    Filed: January 29, 2001
    Date of Patent: September 11, 2001
    Assignee: Kao Corporation
    Inventors: Hideaki Ueoka, Takanobu Katayama
  • Patent number: 6288286
    Abstract: A process for preparing 1,6-hexanediol from a carboxylic acid mixture obtained as by-product in the oxidation of cyclohexane to cyclohexanone/cyclohexanol with oxygen or oxygen-comprising gases and by aqueous extraction of the reaction mixture and comprising adipic acid, 6-hydroxycaproic acid and small amounts of 1,4-cyclohexanediols by esterification of the acids and hydrogenation, by a) reacting the mono- and dicarboxylic acids in the aqueous dicarboxylic acid mixture with a low molecular weight alcohol to form the corresponding carboxylic esters, b) conducting a first distillation to remove excess alcohol and low boilers from the esterification mixture obtained, c) conducting a second distillation to separate the bottom product into an ester fraction which is essentially free from 1,4-cyclohexanediols and a fraction which includes at least the larger proportion of the 1,4-cyclohexanediols, d) subjecting the ester fraction essentially free from 1,4-cyclohexanediols to a catalytic hydrogenation, and e)
    Type: Grant
    Filed: November 15, 2000
    Date of Patent: September 11, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Frank Stein, Thomas Krug, Martin Gall, Gabriele Iffland
  • Publication number: 20010020102
    Abstract: Ethylene glycol and a carbonate ester are simultaneously produced by reacting ethylene oxide and carbon dioxide to form ethylene carbonate, hydrolyzing of the solution containing the ethylene carbonate to obtain ethylene glycol, purifying ethylene glycol, transesterifying ethylene carbonate and a hydroxyl group-containing compound to form the corresponding carbonate ester and ethylene glycol, separating the carbonate ester and separating ethylene carbonate.
    Type: Application
    Filed: January 17, 2001
    Publication date: September 6, 2001
    Applicant: MITSUBISHI CHEMICAL CORPORATION
    Inventor: Kazuki Kawabe
  • Patent number: 6274778
    Abstract: The invention relates to a pulverulent sorbitol, characterized in that it exhibits a hygroscopicity value, determined according to a test A, of less than 2%, preferably of less than 1.7%, and a specific surface, determined according to the BET method, at least equal to 2 m2/g, preferably at least equal to 2.2 m2/g, and also relates to its process of preparation. The invention also relates to compositions intended in particular for the food and pharmaceutical fields and to the use of the said pulverulent sorbitol in the preparation of tablets exhibiting a <<smooth in the mouth>> texture.
    Type: Grant
    Filed: December 9, 1999
    Date of Patent: August 14, 2001
    Assignee: Roquette Freres
    Inventors: Franck Moraly, Erik Labergerie, José Lis, Philippe Lefevre, Frédéric Bouvier
  • Patent number: 6271425
    Abstract: A novel process for producing alcohols, characterized by reacting an organic halide represented by the formula R—X (wherein R means an organic residue and X means a halogen atom) with oxygen molecules in the presence of an organotin compound and a reducing agent and optionally in the presence of a free-radical inhibitor in an amount up to 0.3 equivalent based on the organic halide to obtain an alcohol represented by the general formula R—OH (wherein R has the same meaning as the above).
    Type: Grant
    Filed: September 7, 1999
    Date of Patent: August 7, 2001
    Assignees: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Eiichi Nakamura, Masaya Sawamura
  • Patent number: 6255541
    Abstract: The invention relates to a process for the preparation of polyvalent alcohols by hydrogenation of an aldehyde. According to the invention said aldehyde is obtained by aldolisation reaction of an aldehyde containing an &agr; hydrogen atom and having the formula R1CHO, or the mixture of said aldehyde with a second different aldehyde having the formula or R2CHO, wherein R1 is selected from alkyl having 1-12 carbon atoms, cycloalkyl, aryl and aralkyl having 1-14 carbon atoms, and R2 is selected from H, alkyl having 1-12 carbon atoms, cycloalkyl, aryl and aralkyl having 1-14 carbon atoms, said aldolisation being carried out in the presence of a weak base anion exchange resin, and the hydrogenation being carried out in the presence of a solvent and a hydrogenation catalyst.
    Type: Grant
    Filed: June 9, 1999
    Date of Patent: July 3, 2001
    Assignee: Neste Chemical Oy
    Inventors: Erkki Paatero, Esa Nummi, Lars Peter Lindfors, Hannu Nousiainen, Jukka Hietala, Leila Lahtinen, Rami Haakana
  • Patent number: 6255540
    Abstract: A method for producing 2-substituted glycerols having various levels of hydroxy group protection by opening dihydroxyacetone dimer in a nonaqueous, non-protic environment with a composition that initially protects both of the liberated 1,3-dihydroxy groups to form di-ether containing ketone monomers which can then be conveniently subjected to ketone addition reactions and standard chemical functional group manipulations.
    Type: Grant
    Filed: June 28, 2000
    Date of Patent: July 3, 2001
    Assignee: The University of Toledo
    Inventors: Paul W. Erhardt, Wieslaw A. Klis
  • Patent number: 6242655
    Abstract: High purity ethylene glycol containing 2000 ppm or less aldehyde is contacted with a solid strong acid cation exchange resin and an ethylene glycol product reduced in aldehydes content is recovered.
    Type: Grant
    Filed: July 11, 2000
    Date of Patent: June 5, 2001
    Assignee: Scientific Design Company, Inc.
    Inventor: Mansoor Husain
  • Patent number: 6239318
    Abstract: The invention relates to a process for the selective hydrogenation of reaction mixtures from the hydroformylation of C5 to C24 olefins using hydrogen and a supported catalyst which, as active components, comprises copper, nickel and chromium.
    Type: Grant
    Filed: September 15, 1999
    Date of Patent: May 29, 2001
    Assignee: Oxeno Olefinchemie GmbH
    Inventors: Joachim Schuler, Alfred Kaizik, Bernhard Scholz, Wilfried Bueschken, Wilhelm Droste
  • Patent number: 6235947
    Abstract: D-mannitol having a specific surface area of not less than about 1 m2/g is disclosed. The D-mannitol shows improved compressibility and is useful as an excipient.
    Type: Grant
    Filed: October 23, 1998
    Date of Patent: May 22, 2001
    Assignees: Takeda Chemical Industries, Ltd., Bayer AG
    Inventors: Tomohiro Yoshinari, Fritz Schueckler, Norbert Poellinger, Shinji Maegata
  • Patent number: 6232512
    Abstract: Reduction in the content of acetals or ketone acetals in a reaction mixture containing at least 10 moles alcohol per mole acetal or ketone acetal can be achieved hydrogenolytically when the reaction mixture is hydrogenated at 80° to 250° C. at a hydrogen partial pressure of 0.5 to 30 MPa in the presence of activated carbon charged with noble metal as catalyst.
    Type: Grant
    Filed: August 31, 1999
    Date of Patent: May 15, 2001
    Assignee: Degussa-Huls AG
    Inventors: Thomas Haas, Bernd Jäger, Jörg Sauer, Rudolf Vanheertum
  • Publication number: 20010001106
    Abstract: D-mannitol having a specific surface area of not less than about 1 m2/g is disclosed. The D-mannitol shows improved compressibility and is useful as an excipient.
    Type: Application
    Filed: November 30, 2000
    Publication date: May 10, 2001
    Inventors: Tomohiro Yoshinari, Fritz Schueckler, Norbert Poellinger, Shinji Maegata
  • Patent number: 6204378
    Abstract: A novel method for making palatinitol comprising a first step of epimerising isomaltose under conditions enabling a mixture of &agr;-D-glucopyranosyl-(1→6)-D-mannose and isomaltose to be achieved, a second step of catalytically hydrogenating the mixture, and a third step of chromatographically depleting the isomaltitol in the hydrogenated mixture to give a roughly equimolecular mixture of &agr;-D-glucopyranosyl-(1→6)-D-sorbitol and &agr;-D-glucopyranosyl-(1→6)-D-mannitol.
    Type: Grant
    Filed: September 12, 1997
    Date of Patent: March 20, 2001
    Assignee: Roquette Freres
    Inventors: Pierrick Duflot, Catherine Fouache
  • Patent number: 6187970
    Abstract: This invention relates in part to processes for producing one or more substituted or unsubstituted 1,6-hexanediols which comprise subjecting one or more substituted or unsubstituted penten-1-ols to reductive hydroformylation in the presence of a reductive hydroformylation catalyst, e.g., a metal-organophosphorus ligand complex catalyst, to produce said one or more substituted or unsubstituted 1,6-hexanediols. The substituted and unsubstituted 1,6-hexanediols produced by the processes of this invention can undergo further reaction(s) to afford desired derivatives thereof, e.g., epsilon caprolactone. This invention also relates in part to reaction mixtures containing one or more substituted or unsubstituted 1,6-hexanediols as principal product(s) of reaction.
    Type: Grant
    Filed: April 15, 1997
    Date of Patent: February 13, 2001
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: John Robert Briggs, Diane Lee Packett, David Robert Bryant, Ailene Gardner Phillips, David James Schreck, Anil Sakharam Guram, Kurt Damar Olson, Thomas Carl Eisenschmid, Eric Bruce Tjaden
  • Patent number: 6187972
    Abstract: A process for producing an alkylene glycol, which is a continuous process for producing an alkylene glycol comprising the following steps (1) to (4), wherein the hydrolysis step (2) is divided into a plurality of stages, and the hydrolysis is carried out so that the water concentration in a reaction stage wherein the conversion of the alkylene carbonate is at least 60%, is from 15 to 30 wt %: (1) a carbonating step of reacting an alkylene oxide with carbon dioxide gas in the presence of a carbonating catalyst to form a reaction solution containing an alkylene carbonate, (2) a hydrolysis step of hydrolyzing the reaction solution obtained in step (1) while releasing carbon dioxide gas, to form an aqueous alkylene glycol solution, (3) a distillation step of distilling the aqueous alkylene glycol solution to obtain at least a dehydrated alkylene glycol and a solution containing the carbonating catalyst, and (4) a recycling step of supplying the solution containing the carbonating catalyst to the carbonating s
    Type: Grant
    Filed: August 9, 1999
    Date of Patent: February 13, 2001
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Kazuki Kawabe, Kouichi Nagata
  • Patent number: 6177409
    Abstract: Process for regiospecific preparation of new 3-hydroxypyridine-4(1H)-one derivatives starting from monosaccharides or itols of general formula: in which R represents a radical, either saturated or not, branched or not, having carbon-atom groups, and having hetero-atoms or not, and Sub represents a saccharide derivative or an itol, either cyclic not, protected or not, the hydrocarbon skeleton of which is bound to the nitrogen atom of the pyridinone either directly or by the intermediary of a spacing group. The present invention is characterized in that the process comprises a first step of protection of the 3-hydroxy group of the pyranone derivative, a second basocatalyzed step of substitution of the intracyclic oxygen atom of the pyranone by the nitrogen atom of the amine function of the amino monosaccharide or amino itol, and a third step of de-protection of the 3-OH group of the pyridinone cycle and possibly of the OH groups of the glucide or itol residue.
    Type: Grant
    Filed: June 21, 1999
    Date of Patent: January 23, 2001
    Assignee: Instituto Biochimico Pavese Pharma S.p.A.
    Inventors: Pierre Paul Vanlemmens, Denis Ghislain Postel, Pierig Emmanuel Germain, Ren{acute over (e)} Jean-Marie Julien, Jean-Pierre Constant Petit, Gino Lino Ronco, Pierre Joseph Villa
  • Patent number: 6172269
    Abstract: This invention relates to processes for producing one or more substituted or unsubstituted 1,6-hexanediols, e.g., 1,6-hexanediol, which comprise subjecting one or more substituted or unsubstituted alkadienes to hydrocarbonylation in the presence of a hydrocarbonylation catalyst, e.g., a metal-organophosphorus ligand complex catalyst, and a promoter and optionally free ligand to produce said one or more substituted or unsubstituted 1,6-hexanediols. The substituted and unsubstituted 1,6-hexanediols produced by the processes of this invention can undergo further reaction(s) to afford desired derivatives thereof, e.g., epsilon caprolactone. This invention also relates in part to reaction mixtures containing one or more substituted or unsubstituted 1,6-hexanediols as principal product(s) of reaction.
    Type: Grant
    Filed: April 15, 1997
    Date of Patent: January 9, 2001
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Anil Sakharam Guram, John Robert Briggs, Diane Lee Packett, Kurt Damar Olson, Thomas Carl Eisenschmid, Erik Bruce Tjaden
  • Patent number: 6150443
    Abstract: Provided are a flame-retardant polycarbonate resin composition capable of being formed into moldings having good impact resistance, high strength and good thermal stability that are intrinsic to polycarbonate resins and having good antistatic properties and good flame retardancy, and also injection moldings of the composition. The composition comprises 100 parts by weight of a resin or resin mixture of (A) from 50 to 100% by weight of a polycarbonate resin and (B) from 0 to 50% by weight of a styrenic resin, from 1 to 50 parts by weight of (C) a flame retardant, and from 0.1 to 5 parts by weight of (D) an anionic antistatic agent, and has a sodium sulfate content of at most 0.05% by weight. Optionally, the composition may contain (F) a fluoro-olefinic resin, (G) a rubber-like elastomer, and (H) an inorganic filler.
    Type: Grant
    Filed: August 9, 1999
    Date of Patent: November 21, 2000
    Assignee: Idemitsu Petrochemical Co., Ltd.
    Inventors: Akio Nodera, Naoki Mitsuta
  • Patent number: 6150570
    Abstract: The continuous process for making crystalline D-sorbitol using a melt crystallizer consisting of a cooled container and a horizontally arranged rotatable shaft equipped with disk elements and mixing parts to form a worm includes evaporating an aqueous D-sorbitol solution at 5 to 200 mbar and at a temperature of 130.degree. to 170.degree. C. in vacuum, advantageously in a thin film evaporator, to obtain a D-sorbitol melt containing less than 0.5 % by weight water; cooling the D-sorbitol melt to a temperature of 5 to 15.degree. C. above a solidification point of the D-sorbitol melt; melt crystallizing the D-sorbitol melt obtained during the evaporating in the melt crystallizer with an average dwell time of 1 to 5 hours to form D-sorbitol crystals and grinding and sieving the D-sorbitol crystals formed during the melt crystallizing of step d) to form a D-sorbitol end product containing more than 90% by weight of a .gamma. modification of crystalline D-sorbitol.
    Type: Grant
    Filed: April 19, 1999
    Date of Patent: November 21, 2000
    Assignee: Metallgesellschaft AG
    Inventors: Pedro Gutmann, Jakob Wiesenbart
  • Patent number: 6127584
    Abstract: Allyl alcohol is hydroformated to 1,4-butanediol using a rhodium and trialkyl phosphine catalyst having at least 2 methyl groups, the reaction first being carried out at milder conditions and subsequently at more, severe conditions.
    Type: Grant
    Filed: April 14, 1999
    Date of Patent: October 3, 2000
    Assignee: Arco Chemical Technology, L.P.
    Inventors: John G. Zajacek, Wilfred P. Shum
  • Patent number: 6121250
    Abstract: A lavage solution for intestinal tract which is easily applied in a treatment conducted prior to endoscopy of the intestines, surgery of the intestines and the like and hardly generates foam upon actual use and is stable as a pharmaceutical preparation is disclosed. The lavage solution for intestinal tract is an emulsified liquid mainly consisting of water-soluble high-molecular compound and electrolyte and an antifoaming agent of a silicone type.
    Type: Grant
    Filed: September 4, 1998
    Date of Patent: September 19, 2000
    Assignee: Nissho Corporation
    Inventors: Kaname Nishiyama, Chie Murase, Nobuyo Kawanaka
  • Patent number: 6103941
    Abstract: 1,4-Butanediol is prepared by a process which comprises converting 1,3-butadiene diepoxide in the presence of hydrogen over a hydrogenation catalyst whose active component is not elemental Pd and/or Pt. The hydrogenation catalyst preferably contains at least one element from the group Ib, VIIb or VIIIb of the Periodic Table of Elements.
    Type: Grant
    Filed: September 6, 1995
    Date of Patent: August 15, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Rolf Fischer, Christoph Sigwart
  • Patent number: 6060627
    Abstract: A water and allylic compound containing propoxylated glycerin stream is reduced in water content by evaporation and flashed at reduced pressure and elevated temperature to reduce the water content to 1000 ppm or less, and thereafter stripping allylic impurities from the propyxylated glycerin.
    Type: Grant
    Filed: May 8, 1997
    Date of Patent: May 9, 2000
    Assignee: Arco Chemical Technology, L.P.
    Inventor: Jon R. Valbert
  • Patent number: 6037504
    Abstract: In a process for producing aliphatic .alpha.,.omega.-diols comprising 4 to 12 C atoms from aliphatic .alpha.,.omega.-dicarboxylic acids comprising 4 to 12 C atoms, an oligoester of average chain length n=3 to n=4.5 and with an acid number of 40 to 60 mg KOH/g reaction mixture is first formed from a diol and a dicarboxylic acid, which oligoester is thereafter catalytically hydrogenated in the liquid phase. Hydrogenation is carried out continuously at 180 to 250.degree. C. and at an H.sub.2 pressure of 100 to 400 bar, over a pelletised catalyst which is free from Zn oxide and which comprises pressed powders of Cu, Mn and Al oxides with a content of at least one oxide of metals of subgroup VI of the periodic table of the elements (Mendeleev). The amount of H.sub.2 is 20 to 100 times the amount required stoichiometrically.
    Type: Grant
    Filed: December 3, 1998
    Date of Patent: March 14, 2000
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Darsow, Wolfgang Dummer, Wilfried Niemeier
  • Patent number: 6030820
    Abstract: A process for producing a high-purity erythritol crystal comprising a crystallization step of subjecting an erythritol-containing aqueous solution as a raw solution to crystallization, wherein an erythritol concentration of said erythritol-containing aqueous solution is adjusted to 30 to 60% by weight at the beginning of the crystallization step; said erythritol-containing aqueous solution is cooled at a cooling rate of not more than 20.degree. C./hour; a seed crystal of erythritol is added to said erythritol-containing aqueous solution in the course of the cooling, and the solution is cooled to not more than 20.degree. C. Such a process for producing a high-purity erythritol crystal of the present invention has a still higher purity and is further improved in crystal shape as compared to those produced by conventional processes.
    Type: Grant
    Filed: October 2, 1998
    Date of Patent: February 29, 2000
    Assignees: Mitsubishi Chemical Corporation, Nikken Chemicals Co., Ltd.
    Inventors: Satoshi Morioka, Takahiro Abe, Toshihiro Maeda, Arihiro Taki, Katsuhiko Sawada, Hiroaki Ishitsuka
  • Patent number: 6031085
    Abstract: Reaction at the interface of an organic solution containing an acidic reactant and an aqueous alkaline solution containing nonreducing carbohydrates such as sucrose, sugar alcohols, cyclodextrins, and polysaccharides imparts a specificity to the reaction for one or more of the primary alcohol groups of the carbohydrate reactant. The resulting activated, nonreducing carbohydrate intermediate can then be converted to a series of substantially pure, low molecular weight reaction products, including a sucrose trimer and dianhydrosucrose, and to a series of substantially pure, higher molecular weight reaction products, including 6-O-sucro cyclodextrins and poly-6-O-sucro amylose.
    Type: Grant
    Filed: April 13, 1998
    Date of Patent: February 29, 2000
    Assignee: Iowa State University Research Foundation, Inc.
    Inventors: John F. Robyt, Rupendra Mukerjea
  • Patent number: 6008418
    Abstract: 1,6-Hexanediol is prepared from a carboxylic acid mixture comprising adipic acid, 6-hydroxycaproic acid and small amounts of 1,4-cyclohexanediols which is obtained as a by-product in the oxidation of cyclohexane to cyclohexanone/cyclohexanol by water extraction of the reaction mixture, by esterification of the acids and hydrogenation whereina) the monocarboxylic and dicarboxylic acids present in the aqueous dicarboxylic acid mixture are reacted with a low molecular weight alcohol to give the corresponding carboxylic esters,b) the resulting esterification mixture is freed of excess alcohol and low boilers in a first distillation stage,c) the bottoms are fractionated in a second distillation stage to give an ester fraction essentially free of 1,4-cyclohexanediols and a fraction comprising at least the major part of the 1,4-cyclohexanediols,d) the ester fraction essentially free of 1,4-cyclohexanediols is catalytically hydrogenated ande) in a pure distillation stage, 1,6-hexanediol is isolated from the hydrogena
    Type: Grant
    Filed: August 28, 1998
    Date of Patent: December 28, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Karl Gerhard Baur, Rolf Fischer, Rolf Pinkos, Frank Stein, Harald Rust, Boris Breitscheidel
  • Patent number: 5998607
    Abstract: The invention relates to a method for producing xylitol from a material containing xylose and xylonic acid. According to the method, xylose and xylonic acid are separated from the material containing xylose and xylonic acid, whereafter the separated xylose and xylonic acid are reduced to xylitol, and the xylitol is recovered.
    Type: Grant
    Filed: June 24, 1997
    Date of Patent: December 7, 1999
    Assignee: Xyrofin Oy
    Inventors: Heikki Heikkila, Outi Puuppo, Matti Tylli, Hannele Nikander, Johanna Nygren, Mirja Lindroos, Olli-Pekka Eroma
  • Patent number: 5976202
    Abstract: Reaction products of polyolefins having predominantly a terminal double bond and a number average molecular weight of from 250 to 10,000, which possess an aliphatic hydrocarbon skeleton which is straight-chain or carries C.sub.1 -C.sub.4 -alkyl side chains, with from 1 to 10 mol, per equivalent of double bond, of one or more vinyl esters I ##STR1## are obtainable by reacting the stated polyolefins with the vinyl esters I in the presence of a free radical initiator at from 80 to 200.degree. C., it being possible for these reaction products subsequently to have been hydrolyzed to the corresponding alcohols or converted into the corresponding amines by reductive amination with amines II ##STR2## .
    Type: Grant
    Filed: July 20, 1995
    Date of Patent: November 2, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans Peter Rath, Helmut Mach, Harald Schwahn, Hans-Joachim Muller, Wolfgang Reif, Thomas Ruhl
  • Patent number: 5973212
    Abstract: The invention comprises spray dried erythritol which may also be agglomerated. The product is a free-flowing powder which preferably has 60% or more of its particles in the range 10 to 250 microns. The product is useful as a sweetener for which it is particularly adapted to be combined with a synthetic sweetener such as aspartame. The product is also useful in combination with a binder, particularly a potato maltodextrin, as a tabletting composition. The invention also comprises a process for making the product.
    Type: Grant
    Filed: March 17, 1998
    Date of Patent: October 26, 1999
    Assignee: Cerestar Holding B.V.
    Inventors: Jos Willy Ghislain Corneel De Sadeleer, Michel Henri Andre Gonze
  • Patent number: 5969194
    Abstract: A process for preparing 1,6-hexanediol comprising hydrogenating a starting material containing at least one compound selected from the group consisting of adipic acid, .epsilon.-hydroxycaproic acid, .epsilon.-caprolactone and oligomers of .epsilon.-caprolactone, preferably a substance recovered from a reaction mixture resulting from liquid phase oxidization of cyclohexane for the production of cyclohexanol and cyclohexanone, in a liquid phase in the presence of a solid catalyst containing ruthenium and tin.
    Type: Grant
    Filed: March 4, 1998
    Date of Patent: October 19, 1999
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Yoshinori Hara, Koetsu Endou, Seijiro Nishimura
  • Patent number: 5945570
    Abstract: A solid, particulate catalyst composition is provided containing an active nickel component in which the nickel constitutes from about 25 to about 60 wt % of the catalyst composition; a molybdenum component in which the molybdenum constitutes from about 5 to about 20 wt % of the catalyst composition; and a binder component comprising at least one of oxides of silica, zirconium, aluminum, zinc and calcium, each of the calcium, aluminum and zinc being present in an amount no greater than about 2 wt %, preferably about 0 to 1 wt %. The catalyst is designed for the selective hydrogenation of 3-hydroxypropanal to 1,3-propanediol in aqueous solution.
    Type: Grant
    Filed: October 29, 1998
    Date of Patent: August 31, 1999
    Inventors: Juan Pedro Arhancet, Paul Himelfarb, Joseph Broun Powell, Robert Alfred Plundo, Mohammed Shahjahan Kazi, William Joseph Carrick
  • Patent number: 5914312
    Abstract: Methods, compounds, compositions and kits that relate to pretargeted delivery of diagnostic and therapeutic agents are disclosed. In particular, methods for radiometal labeling of biotin and for improved radiohalogenation of biotin, as well as related compounds, are described. Also, clearing agents, anti-ligand-targeting moiety conjugates, target cell retention enhancing moieties and additional methods are discussed.
    Type: Grant
    Filed: August 26, 1994
    Date of Patent: June 22, 1999
    Assignee: NeoRx Corporation
    Inventors: Donald B. Axworthy, Alan R. Fritzberg, James A. Sanderson
  • Patent number: 5902896
    Abstract: A process for preparing bis(hydroxymethyl) compounds of the formula (I) ##STR1## wherein X.sup.1 and X.sup.2 represent identical or different electronegative groups, which process entails reacting C--H-acidic compounds of the formula (II) ##STR2## wherein X.sup.1 and X.sup.2 are as defined above, with formaldehyde, wherein the reaction is carried out in an anhydrous medium.
    Type: Grant
    Filed: March 20, 1998
    Date of Patent: May 11, 1999
    Assignee: Huels Aktiengesellschaft
    Inventor: Frank Bauer
  • Patent number: 5892066
    Abstract: Propylene is oxidized with molecular oxygen in the liquid phase to form products including propylene oxide, propylene glycol, propylene glycol esters, allyl alcohol, acrolein and acetal, the acrolein is hydrogenated to allyl alcohol, the acetol is hydrogenated to propylene glycol, the propylene glycol esters are hydrolyzed to propylene glycol, and propylene oxide, propylene glycol and allyl alcohol are recovered as products.
    Type: Grant
    Filed: December 12, 1997
    Date of Patent: April 6, 1999
    Assignee: ARCO Chemical Technology, L.P.
    Inventor: Roger A. Grey
  • Patent number: 5846794
    Abstract: A process for the preparation of D-arabitol, characterised in that it comprises the following stages:hydrolysis of a lactose solution,oxidation of the mixture of glucose and galactose thus obtained to a mixture of gluconic and galactonic acids,decarboxylation of this mixture of gluconic and galactonic acids to a mixture of D-arabinose and D-lyxose,catalytic hydrogenation of this mixture of D-arabinose and D-lyxose to D-arabitol.
    Type: Grant
    Filed: May 27, 1997
    Date of Patent: December 8, 1998
    Assignee: Roquette Freres
    Inventors: Didier Delobeau, Didier Moine
  • Patent number: 5844103
    Abstract: The present invention relates to a new class of carbohydrate based nonionic surfactant, i.e., alkyl and alkenyl glycasuccinamide, and a process for their manufacture.
    Type: Grant
    Filed: March 24, 1995
    Date of Patent: December 1, 1998
    Assignee: Lever Brothers Company, Division of Conopco, Inc.
    Inventors: Van Au, Robert Vermeer, Bijan Harichian
  • Patent number: 5841003
    Abstract: An alkanediol such as 1,3-propanediol is prepared in a process which involves reacting an alkylene oxide with carbon monoxide and hydrogen in an essentially non-water-miscible solvent in the presence of a non-phosphine-ligated cobalt catalyst and a lipophilic ruthenium promoter to produce an intermediate product mixture containing a hydroxyalkanal in an amount less than 15 wt %; extracting the hydroxyalkanal from the intermediate product mixture into an aqueous liquid at a temperature less than about 100.degree. C. and separating the aqueous phase containing hydroxyalkanal from the organic phase containing cobalt catalyst; hydrogenating the hydroxyalkanal in the aqueous phase to an alkanediol; and recovering the alkanediol.The process enables the production of an alkanediol such as 1,3-propanediol in high yields and selectivity without the use of a phosphine ligand-modified cobalt catalyst.
    Type: Grant
    Filed: July 23, 1996
    Date of Patent: November 24, 1998
    Assignee: Shell Oil Company
    Inventors: Lynn Henry Slaugh, Paul Richard Weider, Joseph Broun Powell
  • Patent number: 5831078
    Abstract: A method is disclosed for producing a pentitol. The disclosed method more particularly relates to producing arabinitol from hexoses, e.g. galactose and/or glucose, and/or fructose, or lactose hydrolysate, or invert sugar, or starch hydrolysates. The hexose is oxidatively decarboxylated to a C.sub.5 -aldonic acid which is thereafter catalytically hydrogenated to obtain the desired arabinitol.
    Type: Grant
    Filed: July 23, 1997
    Date of Patent: November 3, 1998
    Assignee: Cerestar Holding B.V.
    Inventors: Myriam Elseviers, Hilde Odile Jozefine Lemmens, Sonia Marianne Jeannine Coomans, Harald Wilhelm Walter Roper
  • Patent number: 5831134
    Abstract: A process is disclosed for producing tertiary alcohols by radical addition of secondary alcohols to alkenes. The reaction is carried out as a continuous process in the presence of an organic peroxide as a radical initiator and during a mean contact time of the reaction mixture of up to a maximum of 1 hour.
    Type: Grant
    Filed: October 25, 1996
    Date of Patent: November 3, 1998
    Assignee: Peroxid-Chemie GmbH
    Inventors: Michael Gnann, Maria Eckert, Robert Rieth, deceased, Werner Eberhard Wilhelm Rieth, heir, Emma Marianne Christine Rieth, heir
  • Patent number: 5830872
    Abstract: Esters associating phenylacetic, 3-phenylpropionic, 4-phenylbutyric and n-butyric acids with Su(OH).sub.n monosaccharides or sugar alcohols, of general formula (I), in which the Su(OH).sub.n precursor is a monosaccharide or sugar alcohol, selected so that its structure or that of its derivatives ensures that internal interesterification does not take place either because the ester based on the general formula does not have a free hydroxyl grouping, or because with regard to the ester grouping, the free hydroxyl groupings are remotely located and/or badly aligned and/or bonded to a secondary carbon atom, and in which the Su(OH).sub.n monosaccharide or sugar alcohol is preferably D-mannose carrying the ester grouping on the anomeric carbon atom or else is a pentitol, for example, xylitol carrying the ester grouping on the C-1 primary carbon atom. These novel esters are useful as drugs, in particular in the treatment of haemoglobin diseases and premalignant or malignant tumours.
    Type: Grant
    Filed: March 11, 1997
    Date of Patent: November 3, 1998
    Assignee: L'Associazione di volontariato "Pro La Fondazione Futuro Senza Thalassemia"
    Inventors: Pierre Jean Baldwin, Olivier Claude Eric Douillet, Philippe Rene Michel Pouillart, Gino Lino Ronco, Pierre Joseph Villa
  • Patent number: 5817892
    Abstract: A process for producing an unsaturated alcohol wherein the catalytic activity and the capability of maintaining double bond are sustained for a long time and side-reactions are suppressed. An unsaturated alcohol is obtained by hydrogenating an alkyl or alkenyl ester of an unsaturated fatty acid or a triglyceride having a long-chain aliphatic unsaturated hydrocarbon group in the presence of a catalytic composition which is a composite metal oxide consisting of (a) zinc oxide and (b) oxide(s) of at least one metal selected from the group consisting of the elements of the group 3A in the periodic table and having a weight ratio of (a)/(b) of from 1/0.01 to 1/1.2.
    Type: Grant
    Filed: August 21, 1997
    Date of Patent: October 6, 1998
    Assignee: Kao Corporation
    Inventors: Hiroyuki Tamura, Hideo Tahara, Yoshinori Mitsuda, Yasuyuki Hattori
  • Patent number: 5811600
    Abstract: A rehydration formulation which enhances a subjects ability to quickly recover from dehydration. The rehydration formulation includes a glycerol solution combined with a carbohydrate or sodium to produce a desired result. The glycerol solution combats the ill-effects of dehydration by increasing plasma osmolality thereby preventing loss of osmotic stimulus to thirst and enabling full rehydration to occur.
    Type: Grant
    Filed: June 12, 1997
    Date of Patent: September 22, 1998
    Assignee: University of New Mexico
    Inventors: Paul Montner, Dan Stark
  • Patent number: 5801260
    Abstract: Novel substrates of phospholipases, lysophospholipases and lipases are disclosed.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: September 1, 1998
    Assignee: LaJolla Pharmaceuticals Co.
    Inventors: Lin Yu, Robert John Termansky
  • Patent number: 5792876
    Abstract: A process is described for producing acetals comprising reacting an aldehyde or a ketone with an alcohol in the presence of a titanium compound having an acetylacetone as a ligand, or in the presence of a compound selected from the group consisting of stannous chloride dihydrate, cerium chloride hexahydrate and bismuth chloride. The process can be used in the synthesis of unstable acetals or when water exists in the reaction mixture, and therefore the process can be used for a wide variety of applications.
    Type: Grant
    Filed: November 6, 1996
    Date of Patent: August 11, 1998
    Assignee: Kuraray Co., Ltd.
    Inventors: Hideharu Iwasaki, Masahiko Kitayama, Takashi Onishi
  • Patent number: 5786524
    Abstract: 1,3-propanediol is prepared from 3-hydroxypropanal in a process comprising the steps of:(a) contacting, at a temperature within the range of about 50.degree. to about 100.degree. C. and a pressure within the range of about 500 to about 5000 psig, ethylene oxide with carbon monoxide and hydrogen in an essentially non-water-miscible solvent in the presence of an effective amount of a non-phosphine-ligated cobalt or rhodium catalyst and an effective amount of a catalyst promoter under reaction conditions effective to produce an intermediate product mixture comprising less than 15 wt % 3-hydroxypropanal;(b) adding an aqueous liquid to said intermediate product mixture and extracting into said aqueous liquid a major portion of the 3-hydroxypropanal at a temperature less than about 100.degree. C.
    Type: Grant
    Filed: May 30, 1996
    Date of Patent: July 28, 1998
    Assignee: Shell Oil Company
    Inventors: Joseph Broun Powell, William Ridley Pledger, Andreas Nikolaos Matzakos, Paul Richard Weider, Juan Pedro Arhancet
  • Patent number: 5786468
    Abstract: The present invention relates to a new class of carbohydrate based nonionic surfactant, i.e., alkyl and alkenyl glycasuccinamide, and a process for their manufacture.
    Type: Grant
    Filed: August 11, 1997
    Date of Patent: July 28, 1998
    Assignee: Lever Brothers Company, Division of Conopco, Inc.
    Inventors: Van Au, Robert Vermeer, Bijan Harichian
  • Patent number: 5773604
    Abstract: The invention relates to a polyol composition exhibiting a very high heat stability and a very high chemical stability, characterized in that it exhibits an optical density lower than or equal to 0.100 in an S test. The invention also relates to a process for the preparation of such a composition, this process consisting in subjecting a polyol syrup to a stabilization stage such as a fermentation, an oxidation or a caramelization, and then to a purification stage. The invention also relates to the application of this composition to the manufacture of products using alkalis or undergoing a heat treatment at high temperature.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: June 30, 1998
    Assignee: Roquette Freres
    Inventors: Philippe Lefevre, Jean-Paul Salome