From Polyhydroxy Containing Compound Patents (Class 568/619)
  • Patent number: 7714174
    Abstract: The present invention relates to a process for preparing lower-color polytrimethylene ether glycol, comprising contacting said polytrimethylene ether glycol, or its precursor reaction-mixture, with a hydride compound during at least one stage of the process of manufacture, or on the polytrimethylene ether glycol resulting form such process, such that the polytrimethylene ether glycol demonstrates a reduced color (as compared to using no hydride compound).
    Type: Grant
    Filed: March 27, 2007
    Date of Patent: May 11, 2010
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Yanhui Niu, Zuohong Yin
  • Patent number: 7645853
    Abstract: Processes for preparing random polytrimethylene ether ester are provided. The processes include contacting 1,3-propanediol with a suitable polymerization catalyst, wherein the 1,3-propanediol comprises about 10 microg/g or less peroxide compounds, based on the weight of 1,3-propanediol, and about 100 microg/g or less carbonyl compounds based on the weight of the 1,3-propanediol.
    Type: Grant
    Filed: December 4, 2007
    Date of Patent: January 12, 2010
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Howard C. Ng, Hari Babu Sunkara
  • Patent number: 7628999
    Abstract: This invention relates to personal care compositions containing polytrimethylene ether glycol in a variety of physical forms including solutions, gels, oil-in-water emulsions, water-in-oil emulsions, suspensions and solids. In a particularly preferred embodiment, the polytrimethylene ether glycol is derived predominantly from monomers obtained from renewable resources, making the personal care products of this embodiment of the present invention more environmentally friendly in terms of their manufacture, use and disposal.
    Type: Grant
    Filed: May 11, 2007
    Date of Patent: December 8, 2009
    Inventor: Hari Babu Sunkara
  • Publication number: 20090253889
    Abstract: Block poly(trimethylene-ethylene ether) glycols are disclosed. The block poly(trimethylene-ethylene ether) glycols can be prepared by the polycondensation of 1,3-propanediol reactant and polyethylene glycol reactant. The block poly(trimethylene-ethylene ether) glycols can be used in breathable membranes, synthetic lubricants, hydraulic fluids, cutting oils, motor oils, surfactants, spin-finishes, water-borne coatings, laminates, adhesives, packaging, films and foams, fibers and fabrics.
    Type: Application
    Filed: June 17, 2009
    Publication date: October 8, 2009
    Applicant: E.I. DU POINT DE NEMOURS AND COMPANY
    Inventors: Hari B. Sunkara, Hiep Q. Do
  • Patent number: 7586011
    Abstract: The present invention provides a process for preparing polyoxyalkylene glycols of a certain molecular weight in one stage by copolymerizing tetrahydrofuran and alpha,omega-diols as the comonomer in the presence of a heteropolyacid and of a hydrocarbon, by distilling off a mixture of water and this hydrocarbon from the copolymerization, which comprises terminating the polymerization when this molecular weight is attained by adding water, comonomer, butanediol or butanediol-water mixtures.
    Type: Grant
    Filed: December 16, 2003
    Date of Patent: September 8, 2009
    Assignee: BASF SE
    Inventors: Martin Haubner, Rolf Pinkos
  • Publication number: 20090069606
    Abstract: Ethoxylates and other alkoxylates are made in an efficient manner by reacting an organic bromide with a diol in the presence of a metal oxide. An integrated process of bromide formation, alkoxylate synthesis, metal oxide regeneration, and bromine recycling is also provided.
    Type: Application
    Filed: June 25, 2008
    Publication date: March 12, 2009
    Inventors: Zachary John Anthony Komon, Michael J. Weiss
  • Publication number: 20090054274
    Abstract: A process by which alkyl halides may be reacted (coupled) with nucleophilic materials in the presence of a homogeneous catalyst system. The process comprises reacting (coupling) alkyl halides with a nucleophilic material in the presence of a homogeneous catalyst system to produce derivatives of alkyl halides, wherein the homogeneous catalyst system comprises at least one metal or metal compound which has the ability to form metal-halogen bonds.
    Type: Application
    Filed: March 24, 2006
    Publication date: February 26, 2009
    Inventors: Howard Lam-Ho Fong, Thomas Howard Johnson, Thomas Carl Semple
  • Patent number: 7476332
    Abstract: Heat transfer systems are provided. The heat transfer systems comprise an object in contact with a heat transfer fluid comprising (a) polytrimethylene homo- or copolyether glycol where from about 50 to 100 mole percent of the repeating units are trimethylene ether units, and (b) a blending component selected from the group consisting of ethylene glycol, diethylene glycol, polyalkylene glycol copolymers of ethylene oxide and propylene oxide, vegetable oils, aromatic compounds, mineral oil, silicone fluids, and mixtures thereof. Objects in contact with a heat transfer fluid in the heat transfer systems include automotive radiators, industrial heat exchangers, heat recovery units, refrigeration units, solar panels, cooling towers, transformers, and heating radiators.
    Type: Grant
    Filed: May 14, 2008
    Date of Patent: January 13, 2009
    Assignee: E.I. Du Pont De Nemours & Company
    Inventor: Hari Babu Sunkara
  • Publication number: 20080306211
    Abstract: Disclosed is a method of reacting glycerol to form polyglycerol or mixed ethers of glycerol or other alcohols (e.g., polyols). In some embodiments, the method comprises reacting glycerol in the presence of a fatty acid-containing compound and a metal catalyst to form polyglycerol. In other embodiments, the method comprises reacting glycerol and/or an alcohol in the presence of a fatty acid-containing compound and a metal catalyst to form a mixed ether.
    Type: Application
    Filed: August 4, 2008
    Publication date: December 11, 2008
    Applicant: CARGILL, INCORPORATED
    Inventors: Daniel W. Lemke, Scott Nivens
  • Patent number: 7413677
    Abstract: A process for transferring heat from a heat generating source to a heat transfer fluid, comprising contacting the heat generating source with a heat transfer fluid for a time sufficient to effect heat transfer between the source and the fluid, wherein the heat transfer fluid comprises polytrimethylene homo- or copolyether glycol where at least about 50 mole percent of the repeating units are trimethylene ether units. In preferred embodiments the polytrimethylene homo- or copolyether glycol is selected from the group consisting of (i) polytrimethylene ether glycol, (ii) poly(trimethylene-ethylene ether)glycol, and (iii) random polytrimethylene ether ester.
    Type: Grant
    Filed: February 25, 2005
    Date of Patent: August 19, 2008
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Hari Babu Sunkara
  • Patent number: 7405330
    Abstract: The present invention relates to a process comprising using ionic liquids for the polycondensation of 1,3-propanediol reactants to produce polytrimethylene ether glycol and copolymers thereof.
    Type: Grant
    Filed: September 22, 2006
    Date of Patent: July 29, 2008
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Mark Andrew Harmer, Christopher P. Junk, Leo Ernest Manzer
  • Patent number: 7388115
    Abstract: The present invention relates to a process of manufacture of polytrimethylene ether glycol, in which one or more inorganic compounds selected from alkali metal carbonates are utilized during certain purification steps to reduce phase separation time.
    Type: Grant
    Filed: November 15, 2006
    Date of Patent: June 17, 2008
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Hari Babu Sunkara, Howard C. Ng
  • Patent number: 7378559
    Abstract: A continuous process and system for producing polyether polyols that allows for continuously adding an unreacted oxide to a loop reactor while adding at least one thermally deactivating catalyst capable of thermally deactivating prior to decomposition of polyether polyol which can allow for greater concentrations of unreacted oxides and/or a rate of reaction in the loop reactor is at a rate at least two times faster than a rate of reaction in a loop reactor containing less than 14 weight percent unreacted oxide. In a preferred embodiment, the catalyst is a double metal cyanide catalyst and a plug flow reactor is formed in series with the loop reactor wherein neither reactor contains a vapor space.
    Type: Grant
    Filed: March 5, 2004
    Date of Patent: May 27, 2008
    Assignee: Dow Global Technologies Inc.
    Inventors: Jan W. Verwijs, John W. Weston, Walter J. S. Papadopulos, Richard J. Elwell, Carlos M. Villa
  • Patent number: 7361793
    Abstract: The present invention relates to a process for the single-stage preparation of polyoxyalkylene glycols by copolymerization of THF and alpha, omega-diols in the presence of a heteropolyacid, wherein the content of organically bound nitrogen in the alpha, omega-diol is less than 15 ppm.
    Type: Grant
    Filed: March 30, 2004
    Date of Patent: April 22, 2008
    Assignee: BASF Aktiengesellschaft
    Inventors: Martin Haubner, Rolf Pinkos
  • Patent number: 7342140
    Abstract: The present invention relates to a process for preparing a polyetherol which comprises reacting at least one alkylene oxide with at least one starter compound in the presence of a catalyst of the formula I: M1p[M2qOn(OH)2(3-n)]x,??(I) and to the polyetherols prepared by such a process and to their use for the synthesis of polyurethanes, as fuel additive or as surfactant.
    Type: Grant
    Filed: September 11, 2003
    Date of Patent: March 11, 2008
    Assignee: BASF Aktiengesellschaft
    Inventors: Edward Bohres, Hartmut Hibst, Michael Stoesser, Raimund Ruppel, Eva Baum
  • Patent number: 7335801
    Abstract: A polyglycerol composition contains diglycerol, triglycerol, and tetraglycerol each in a content of 5 percent by weight or more, has a total content of diglycerol, triglycerol, and tetraglycerol of 75 percent by weight or more, has a total content of higher polyglycerol components of 10 percent by weight or less, the higher polyglycerol components each having a degree of polymerization of 7 or higher, and is substantially free from chlorine atom. A process prepares a polyglycerol composition by reacting glycerol and/or a polyglycerol with glycidol in the presence of an activated carbon catalyst.
    Type: Grant
    Filed: August 28, 2006
    Date of Patent: February 26, 2008
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Toshio Endo, Hidetoshi Omori
  • Patent number: 7323539
    Abstract: A process is provided comprising contacting 1,3-propanediol with a suitable polymerization catalyst to produce polytrimethylene ether glycol or random polytrimethylene ether ester, wherein the 1,3-propanediol comprises about 10 microg/g or less peroxide compounds, based on the weight of 1,3-propanediol, and about 100 microg/g or less carbonyl compounds based on the weight of the 1,3-propanediol. Preferably, the 1,3-propanediol comprises about 100 microg/g or less of monofunctional alcohol compounds based on the weight of the PDO. In addition, polytrimethylene ether glycol and random polytrimethylene ether ester prepared by the process.
    Type: Grant
    Filed: August 12, 2004
    Date of Patent: January 29, 2008
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Hari Babu Sunkara, Howard Chung-Ho Ng
  • Patent number: 7294746
    Abstract: Processes for reducing color in PO3G are provided. The processes include contacting PO3G with an adsorbent and then separating the PO3G from the adsorbent by, for example, filtration. The process provides PO3G having an APHA color preferably less than about 50. The processes are desirably used for polymers having a molecular weight of about 250 to about 5000.
    Type: Grant
    Filed: November 10, 2005
    Date of Patent: November 13, 2007
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Hari Babu Sunkara, Hiep Quang Do
  • Patent number: 7282159
    Abstract: Heat transfer fluids comprising a polytrimethylene ether glycol or random polytrimethylene ether ester glycol, or mixtures thereof, and processes of using them in order to transfer heat.
    Type: Grant
    Filed: February 25, 2005
    Date of Patent: October 16, 2007
    Assignee: E.I. dupont de Nemours and Company
    Inventors: Hari Babu Sunkara, Joseph V. Kurian
  • Publication number: 20070173669
    Abstract: The present invention relates to a process of manufacture of polytrimethylene ether glycol, in which one or more inorganic compounds selected from alkali metal carbonates are utilized during certain purification steps to reduce phase separation time.
    Type: Application
    Filed: November 15, 2006
    Publication date: July 26, 2007
    Inventors: Hari Babu Sunkara, Howard C. Ng
  • Patent number: 7211699
    Abstract: The invention discloses a hydrogenation process for removing impurities and controlling acid for use in downstream processing of biochemically-derived 1,3-propanediol. Preferably, the biochemically-derived 1,3-propanediol, before the contacting, has an initial color and, after the contracting, has a color that is lower than the initial color.
    Type: Grant
    Filed: August 12, 2005
    Date of Patent: May 1, 2007
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Mayis Seapan, George F. Diffendall, Robert E. Trotter, Tyler T. Ames, F. Glenn Gallagher
  • Patent number: 7164046
    Abstract: The present invention relates to a process of manufacture of polytrimethylene ether glycol, in which one or more inorganic compounds selected from an inorganic salt and an inorganic base is utilized during certain purification steps to reduce phase separation time.
    Type: Grant
    Filed: January 20, 2006
    Date of Patent: January 16, 2007
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Hari Babu Sunkara, Howard C. Ng, Wei Zheng, Zhihong Wu
  • Patent number: 7161045
    Abstract: A process of manufacture of polytrimethylene ether glycol comprising: (a) polycondensing reactant comprising diol selected from the group consisting of 1,3-propanediol, 1,3-propanediol dimer and 1,3-propanediol trimer or mixtures thereof in the presence of acid polycondensation catalyst to form polytrimethylene ether glycol; (b) adding water to the polytrimethylene ether glycol and hydrolyzing the acid esters formed during the polycondensation to form a hydrolyzed mixture containing the polytrimethylene ether glycol and the hydrolyzed acid esters; (c) adding organic solvent that is miscible with water to the hydrolyzed mixture to form an aqueous-organic mixture comprising (i) organic phase containing polytrimethylene ether glycol and residual acid polycondensation catalyst from the polycondensing and (ii) water phase; (d) separating the water phase and the organic phase; (e) adding base to the separated organic phase to neutralize the residual acid polycondensation catalyst by forming salts of the residual ac
    Type: Grant
    Filed: August 16, 2005
    Date of Patent: January 9, 2007
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Hari Babu Sunkara, Howard C. Ng, Wei Zheng
  • Patent number: 7157607
    Abstract: A process of manufacture of polytrimethylene ether glycol comprising: (a) polycondensing reactant comprising diol selected from the group consisting of 1,3-propanediol, 1,3-propanediol dimer and 1,3-propanediol trimer or mixtures thereof in the presence of acid polycondensation catalyst to form polytrimethylene ether glycol; (b) adding water to the polytrimethylene ether glycol to form an aqueous mixture; (c) heating the aqueous mixture to hydrolyze acid esters formed during the acid catalyzed polycondensation; (d) adding to the hydrolyzed aqueous mixture organic solvent that is miscible with polytrimethylene ether glycol to form (i) organic phase containing the polytrimethylene ether glycol and residual acid polycondensation catalyst from the polycondensing and (ii) aqueous phase; (e) separating the aqueous phase and the organic phase; (f) adding base to the separated organic phase to neutralize the residual acid polycondensation catalyst by forming salts of the residual acid polycondensation catalyst; (g
    Type: Grant
    Filed: August 16, 2005
    Date of Patent: January 2, 2007
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Hari Babu Sunkara, Howard C. Ng, Wei Zheng
  • Patent number: 7094933
    Abstract: The present invention provides a process for one-stage preparation of polyoxyalkylene glycols by copolymerizing tetrahydrofuran and alpha,omega-diols in the presence of a heteropolyacid and of a hydrocarbon, which comprises distilling water in a mixture with this hydrocarbon out of the copolymerization.
    Type: Grant
    Filed: July 30, 2003
    Date of Patent: August 22, 2006
    Assignee: BASF Aktiengesellschaft
    Inventors: Martin Haubner, Rolf Pinkos, Alexander Weck
  • Patent number: 7074969
    Abstract: There is disclosed a process for preparing polytrimethylene ether glycol by acid catalyzed polycondensation, neutralization and contact with filter aid. The process avoids hydrolysis and yet provides product substantially free of catalyst derived end groups.
    Type: Grant
    Filed: June 18, 2004
    Date of Patent: July 11, 2006
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Hari Babu Sunkara, Paraskevi Parmpi
  • Patent number: 7074968
    Abstract: The invention is a continuous process for the preparation of polytrimethylene ether glycol from 1,3-propanediol reactant. In addition, the invention is directed to a continuous multi-stage process comprising reacting at least one reactant in a liquid phase in an up-flow column reactor, and forming a gas or vapor phase by-product wherein the gas or vapor phase by-product is continuously removed at the top and at least one intermediate stage.
    Type: Grant
    Filed: January 20, 2004
    Date of Patent: July 11, 2006
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Hari Babu Sunkara, Ernest Keith Andrew Marchildon, Howard Chung-Ho Ng, Leo E. Manzer
  • Patent number: 7053250
    Abstract: An improved method for synthesizing a double metal cyanide (DMC) catalyst combines and sonicates aqueous and non-aqueous solutions of a first metal salt, such as Zn(OAc)2, of a second metal salt, such as CoCl2, and of an alkali metal cyanide, such as NaCN, to synthesize the DMC catalyst, Zn3[Co(CN)6]2. An improved method of producing a polyether polyol uses the DMC catalyst to produce the polyol.
    Type: Grant
    Filed: April 20, 2005
    Date of Patent: May 30, 2006
    Assignee: BASF Corporation
    Inventors: Edward M. Dexheimer, Jacob Wildeson, Werner Hinz
  • Patent number: 7038092
    Abstract: Disclosed is a process comprising contacting chemical 1,3-propanediol with hydrogen in the presence of a hydrogenation catalyst. Preferably, the chemical 1,3-propanediol, before the contacting has an initial color and, after the contacting, has a color that is lower than the initial color.
    Type: Grant
    Filed: August 12, 2005
    Date of Patent: May 2, 2006
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Hari Babu Sunkara, Mayis Seapan, George F. Diffendall, Tyler T. Ames
  • Patent number: 7009082
    Abstract: A process is described for reducing the discoloration of PO3G. The discolored polymer is contacted with adsorbent and separated therefrom, for instance, by filtration. The treated polytrimethylene, preferably, has an APHA color of less than about 50 and a molecular weight of about 250 to about 5000.
    Type: Grant
    Filed: August 5, 2003
    Date of Patent: March 7, 2006
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Hari Babu Sunkara, Hiep Quang Do
  • Patent number: 6977291
    Abstract: A process for the manufacture of polytrimethylene ether glycol comprising the steps of: (a) providing (1) 1,3-propanediol reactant selected from the group consisting of 1,3-propanediol and/or oligomers or prepolymers of 1,3-propanediol having a degree of polymerization of 2-9 and mixtures thereof, and (2) a polycondensation catalyst; and (b) polycondensing the 1,3-propanediol reactant to form a polytrimethylene ether glycol at less than one atmosphere pressure, and the product of the process. In addition, polytrimethylene ether glycol has a number average molecular weight greater than 1,500, an APHA color of less than 120, an unsaturation of less than 20 meq/kg, and a content of cyclic ether oligomers of less than 2%.
    Type: Grant
    Filed: December 15, 2000
    Date of Patent: December 20, 2005
    Assignee: E.I. Du Pont de Nemours and Company
    Inventors: Hari B. Sunkara, Leo E. Manzer
  • Patent number: 6977236
    Abstract: The present invention relates to a process for the preparation of a double metal cyanide (DMC) catalyst, which process involves: (a) combining an aqueous solution of metal salt with an aqueous solution of a metal cyanide salt and reacting these solutions; and (b) recovering the DMC catalyst from the reaction mixture, in which process the DMC catalyst is prepared in the presence of from 0.03 to 0.4 mole of alkaline metal compound, based on amount of metal salt. Further, the present invention relates to DMC catalyst obtainable by such process, to DMC catalyst prepared from a metal salt and a metal cyanide salt in which the molar ratio of metal derived from the metal salt to metal derived from the metal cyanide salt is at least 2.25 and to a process for polymerization of alkylene oxides which process involves reacting initiator with alkylene oxide in the presence of at most 15 ppm of DMC catalyst.
    Type: Grant
    Filed: February 17, 2004
    Date of Patent: December 20, 2005
    Assignee: Shell Oil Company
    Inventors: Michiel Barend Eleveld, Robert Adrianus Wilhelmus Grotenbreg, Ronald van Kempen
  • Patent number: 6936576
    Abstract: A refrigerating machine oil for a carbon dioxide refrigerant according to the invention is a refrigerating machine oil comprising polyalkylene glycol represented by the following general formula (1): R1{—(OR2)n—OH}m??(1) [where R1 represents a residue of an organic compound having a hydroxyl group, from which the hydroxyl group has been removed, R2 an alkylene group, and m and n respective integers], wherein a number average molecular weight of the polyalkylene glycol is not less than 500 nor more than 5000, wherein a rate of ethylene group among the alkylene group in the polyalkylene glycol is more than 0 and not more than 80 mol %, and wherein a rate of molecules in which the alkylene group bonded to a terminal hydroxyl group in the polyalkylene glycol is an ethylene group, is not more than 20 mol %.
    Type: Grant
    Filed: October 16, 2001
    Date of Patent: August 30, 2005
    Assignee: Nippon Mitsubishi Oil Corporation
    Inventors: Tomomasa Ohsumi, Katsuya Takigawa
  • Patent number: 6919486
    Abstract: A method for the production of polyetherols using aluminum phosphonate catalysts is disclosed. Reaction products of the process include various polyetherols including very low unsaturation polyether polyols. The aluminum phosphonate catalyst preferably has a general structure of RPO-(OAlR?R?)2, wherein O represents oxygen, P represents pentavalent phosphorous, Al represents aluminum, R comprises a hydrogen, an alkyl group, or an aryl group, and R? and R? independently comprise a halide, an alkyl group, an alkoxy group, an aryl group, or an aryloxy group. Polyols produced according to the disclosed procedure have properties very similar to or more beneficial than those produced utilizing the typical base catalysts.
    Type: Grant
    Filed: December 21, 2001
    Date of Patent: July 19, 2005
    Assignee: BASF Corporation
    Inventor: Edward M. Dexheimer
  • Patent number: 6858761
    Abstract: The present invention provides a process and its utilization in a process comprising the step of carrying out an addition reaction of an alkylene oxide to an addition-receiving substance in the presence of a resin catalyst, thereby producing the addition reaction product, when the resin catalyst as used for the reaction is persevered so as to recycle it after it is recovered, the unreacted alkylene oxide remaining in the resin catalyst can be prevented from polymerizing and solidifying during the preservation, and the resin catalyst accordingly can be preserved stably for a long time. The resin catalyst as recovered after it is used for the reaction may be preserved under any of the following conditions: 1) at a low temperature of not higher than 40° C.
    Type: Grant
    Filed: March 18, 2002
    Date of Patent: February 22, 2005
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Yukihiro Yoneda, Tokumasa Ishida, Masahiro Uemura
  • Patent number: 6812367
    Abstract: Polyethylene glycol for use in fields with application to a living body wherein the sum of the contents of ethylene glycol and diethylene glycol in the polyethylene glycol is less than or equal to that expressed in the following formula [I]: Sum ⁢   ⁢ of ⁢   ⁢ ethylene ⁢   ⁢ glycol ⁢   ⁢ and ⁢   ⁢ diethylene ⁢   ⁢ glycol ⁢   ⁢ contents ⁢  
    Type: Grant
    Filed: June 18, 2003
    Date of Patent: November 2, 2004
    Assignee: NOF Corporation
    Inventors: Kenji Sakanoue, Kouzoh Sanchika, Tohru Yasukohchi
  • Patent number: 6776925
    Abstract: The present invention relates to a process for the production of polyether polyols by polyaddition of alkylene oxides onto starter compounds containing active hydrogen atoms conducted in the presence of a double-metal cyanide catalyst wherein a reaction mixture is guided at least once through a zone which has an energy density of at least 105 J/m3 and wherein the residence time of the reaction mixture in this zone is at least 10−6 seconds per pass.
    Type: Grant
    Filed: February 19, 2002
    Date of Patent: August 17, 2004
    Assignees: Bayer Aktiengesellschaft, Bayer Polymers LLC
    Inventors: Jörg Hofmann, Stephan Ehlers, Bernd Klinksiek, Lars Obendorf, Christian Steinlein, Bert Klesczewski, Jose F. Pazos
  • Patent number: 6774250
    Abstract: The invention relates to the process for the preparation of liquid reaction products of cycloaliphatic epoxides with mono- or multifunctional hydroxy compounds. The process comprises reacting a polyfunctional cycloaliphatic epoxy resin with a mono- or multifunctional hydroxy compound in the presence of a heterogeneous surface-active catalyst. The invention also relates to curable compositions containing the product obtained by the process.
    Type: Grant
    Filed: August 2, 2002
    Date of Patent: August 10, 2004
    Assignee: Huntsman Advanced Materials Americas Inc.
    Inventors: Kevin B. Hatton, Pauline G. Barker, Claus W. Rabener, Christiane Rabener
  • Patent number: 6770684
    Abstract: The present invention relates to a process for the production of flexible polyurethane foams by reaction of a) at least one compound having at least two isocyanate-reactive hydrogen atoms, with b) polyisocyanates, wherein the compund used as said compound having at least two isocyanate-reactive hydrogen atoms a) comprises at least one block polyoxypropylene/polyoxyethylene/polyol having a hydroxyl value of from 25 to 45 mg KOH/g and a content of terminally bound ethylene oxide units of from 15 to 17 wt %, based on the total amount of the alkylene oxide, obtained by attachment of ethylene oxide and propylene oxide to an initiator having an average functionality of 3.
    Type: Grant
    Filed: March 12, 2002
    Date of Patent: August 3, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Heinz-Dieter Lutter, Bernd Bruchmann, Klaus Wagner, Jens Müller
  • Patent number: 6765116
    Abstract: A process to prepare an improved fluid rare earth phosphate catalyst composition useful in preparing alkylene oxide adducts of organic compounds having active hydrogen atoms is provided. The catalyst is prepared by dissolving a rare earth salt in a C9-C30 active hydrogen containing organic compound and then adding phosphoric acid to the organic compound rare earth mixture.
    Type: Grant
    Filed: August 23, 2002
    Date of Patent: July 20, 2004
    Assignee: Shell Oil Company
    Inventor: Charles Lee Edwards
  • Patent number: 6762325
    Abstract: When the reaction solution formed during the addition of an alkylene oxide to an active hydrogen-containing compound has viscosity of not less than 10 mPa·s, this invention provides a method for stirring the reaction solution by the rotation of a vane or vanes continuously disposed in the vertical direction within an agitating reaction vessel in such a manner that the numerical value C represented by the following formula (1): C=A/(h2−h1)  (1) (wherein A denotes the length (m) of the vane or the vanes newly immersed by the supply of alkylene oxide, h1 denotes the height (m) of the liquid level before the supply of alkylene oxide, and h2 denotes the height (m) of the liquid level after the supply of alkylene oxide) may be not less than 0.5. By employing the method of this invention, it is made possible to effect addition of an alkylene oxide to the active hydrogen-containing compound with high efficiency.
    Type: Grant
    Filed: May 13, 2002
    Date of Patent: July 13, 2004
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Toru Inaoka, Yasuhiko Sato, Yoshiyuki Onda, Hiromichi Tanaka, Tsuyoshi Hirata
  • Patent number: 6740686
    Abstract: The invention concerns a method for making a polyurethane foam by reacting at least a polyester polyol with at least a polyisocyanate in the presence of a foaming agent and a catalytic agent, such a polyester polyol having been previously obtained by reacting a reactive acid A comprising at least an aliphatic or aromatic polyacid with functionality not less than 2 with at least a polyol P2 with functionality equal to 2 and at least an aliphatic or aromatic polyacid with functionality not less than 2 with at least a polyol P2 with functionality equal to 2 and at least a polyol P3 with functionality not less than 3, being thereafter called AP2P3, wherein the catalytic agent at least partly consists of at least one amine polyester polyol AP2P3, wherein at least part of polyol P3 consists of at least a polyoxyalkylene polyalkanolamine having at least a tertiary amine function, the alkanol radicals of said polyalkanolamine being C1-C6, the alkylene oxide units being C2-C4 and the statistical mean of the number N o
    Type: Grant
    Filed: November 27, 2000
    Date of Patent: May 25, 2004
    Assignee: Crompton Corporation
    Inventors: Denis Ghesquiere, Remy Dumont
  • Patent number: 6720459
    Abstract: The invention is a continuous process for the preparation of polytrimethylene ether glycol from 1,3-propanediol reactant. In addition, the invention is directed to a continuous multi-stage process comprising reacting at least one reactant in a liquid phase in an up-flow column reactor, and forming a gas or vapor phase by-product wherein the gas or vapor phase by-product is continuously removed at the top and at least one intermediate stage.
    Type: Grant
    Filed: December 15, 2000
    Date of Patent: April 13, 2004
    Assignee: E. I. du Pont Nemours and Company
    Inventors: Hari B. Sunkara, Ernest Keith Andrew Marchildon, Howard Chung-Ho Ng, Leo E. Manzer
  • Patent number: 6716788
    Abstract: The present invention relates to a process for the preparation of a double metal cyanide (DMC) catalyst, which process involves: (a) combining an aqueous solution of a metal salt with an aqueous solution of a metal cyanide salt and reacting these solutions; and (b) recovering the DMC catalyst from the reaction mixture, in which process the DMC catalyst is prepared in the presence of from 0.03 to 0.4 mole of alkaline metal compound, based on amount of metal salt. Further, the present invention relates to DMC catalyst obtainable by such process, to DMC catalyst prepared from a metal salt and a metal cyanide salt in which the molar ratio of metal derived from the metal salt to metal derived from the metal cyanide salt is at least 2.25 and to a process for polymerization of alkylene oxides which process involves reacting initiator with alkylene oxide in the presence of at most 15 ppm of DMC catalyst.
    Type: Grant
    Filed: June 10, 2003
    Date of Patent: April 6, 2004
    Assignee: Shell Oil Company
    Inventors: Michiel Barend Eleveld, Robert Adrianus Wilhelmus Grotenbreg, Ronald Van Kempen
  • Patent number: 6693222
    Abstract: A process for production of 1,3-propanediol including the steps: (a) hydrating acrolein in the presence of an acid hydration catalyst; (b) catalytically hydrogenating the reaction mixture of step (a), which reaction mixture comprises 3-hydroxypropionaldehyde and is freed of unreacted acrolein; (c) refining the reaction mixture of step (b) containing water, 1,3-propanediol and the by-products boiling higher than 1,3-propanediol; and, (d) treating 4-oxa-1,7-heptanediol to form 1,3-propanediol by (1) removing a boiler sump comprising 4-oxa-1,7-heptanediol from the refining step (c), (2) treating the boiler sump in an aqueous solution in the presence of an acid catalyst at about 200 to about 300° C. to form a solution comprising 1,3-propanediol, (3) neutralizing the solution obtained is step (2), and returning the neutralized solution from step (3) to the refining step (c).
    Type: Grant
    Filed: April 29, 2002
    Date of Patent: February 17, 2004
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Thomas Haas, Christian Ronge, Torsten Hahn
  • Patent number: 6670406
    Abstract: The present invention relates to a process for the production of a polyether polyol by polyaddition of an alkylene oxide onto a starter compound containing active hydrogen atoms conducted in the presence of a double metal cyanide catalyst comprising conducting a reaction mixture at least once through a zone which has an energy density of at least 5×106 J/m3, wherein the dwell time of the reaction mixture in this zone is at least 10−6 seconds per pass.
    Type: Grant
    Filed: February 19, 2002
    Date of Patent: December 30, 2003
    Assignees: Bayer Aktiengesellschaft, Bayer Polymers LLC
    Inventors: Jörg Hofmann, Stephan Ehlers, Bernd Klinksiek, Bert Klesczewski, Christian Steinlein, Lars Obendorf, Harald Pielartzik, Jose F. Pazos
  • Patent number: 6649690
    Abstract: The present invention generally relates to a process polymerizing a feedstock which comprises glycerol or derivatives thereof, said process comprising heating said feedstock, in the presence of at least one synthetic magnesium saponite clay catalyst in the H form, to a temperature at which condensation polymerization takes place, for a time sufficient to produce polymers of glycerol or derivatives thereof.
    Type: Grant
    Filed: November 25, 2002
    Date of Patent: November 18, 2003
    Assignee: Akzo Nobel N.V.
    Inventor: Axel Kraft
  • Patent number: 6642423
    Abstract: Ethoxylations of various initiator compounds are performed in the presence of metal cyanide catalysts. The catalysts surprisingly form a wide variety of polyether products that in most cases contain only small amounts of high molecular weight poly(ethylene oxide).
    Type: Grant
    Filed: April 24, 2002
    Date of Patent: November 4, 2003
    Assignee: Dow Global Technologies, Inc.
    Inventors: Katherine S. Clement, Louis L. Walker, Richard M. Wehmeyer, Robert H. Whitmarsh, David C. Molzahn, William P. Dianis, David E. Laycock, John W. Weston, Richard J. Elwell
  • Patent number: 6635672
    Abstract: The present invention relates to a prolactin lowering drug containing at least one bicyclic diterpene of the labdane or clerodane type: wherein R1=H, C1 to C3 alkyl or C1 to C3 acyl.
    Type: Grant
    Filed: September 24, 2001
    Date of Patent: October 21, 2003
    Assignee: Bionorica AG
    Inventors: Wolfgang Wuttke, Hubertus Jarry, Michael Popp, Volker Christoffel, Barbara Spengler
  • Patent number: 6620976
    Abstract: Polyethylene glycol for use in fields with application to a living body wherein the sum of the contents of ethylene glycol and diethylene glycol in the polyethylene glycol is less than or equal to that expressed in the following formula [I]: Sum ⁢   ⁢ of ⁢   ⁢ ethylene ⁢   ⁢ glycol ⁢   ⁢ and ⁢   ⁢ diethylene ⁢   ⁢ glycol ⁢   ⁢ contents ⁢  
    Type: Grant
    Filed: March 27, 2002
    Date of Patent: September 16, 2003
    Assignee: NOF Corporation
    Inventors: Kenji Sakanoue, Kouzoh Sanchika, Tohru Yasukohchi