Polyether Patents (Class 568/679)
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Patent number: 7405330Abstract: 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: GrantFiled: September 22, 2006Date of Patent: July 29, 2008Assignee: E.I. du Pont de Nemours and CompanyInventors: Mark Andrew Harmer, Christopher P. Junk, Leo Ernest Manzer
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Patent number: 7396963Abstract: Metal cyanide catalysts are complexed with complexing agents that are miscible in poly(propylene oxide) at higher temperatures and immiscible at lower temperatures.Type: GrantFiled: August 16, 2006Date of Patent: July 8, 2008Assignee: Dow Global Technologies, Inc.Inventor: Richard M. Wehmeyer
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Patent number: 7388114Abstract: A novel perfluoropolyether derivative which is less likely to undergo decomposition, which is free from a problem of deterioration during its use, and which is useful as a lubricating oil or a coating agent, is provided. A compound represented by the following formula (1): HO—(CH2CH2O)r. (CH2CH(OH)CH2O)p—CH2CF2O(CF2CF2O)mCF2CH2O——(CH2CH(OH)CH2O)q. (CH2CH2O)s—H ??Formula (1) wherein m represents an integer of from 3 to 200, and each of p, q, r and s which are independent of one another, represents an integer of from 0 to 100, provided that when each of p, q, r and s which are independent of one another, is an integer of at least 1, the arrangement of —(CH2CH2O)— and —(CH2CH(OH)CH2O)— units is not particularly limited, and when one of r and p is an integer of at least 2 and the other is an integer of at least 1, or when one of q and s is an integer of at least 2 and the other is an integer of at least 1, these units may be arranged in a block form or at random.Type: GrantFiled: May 1, 2007Date of Patent: June 17, 2008Assignee: Asahi Glass Company, LimitedInventors: Daisuke Shirakawa, Takashi Okazoe, Kazuya Oharu, Shu-zhong Wang, Koichi Murata, Kengo Kawahara
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Patent number: 7378559Abstract: 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: GrantFiled: March 5, 2004Date of Patent: May 27, 2008Assignee: Dow Global Technologies Inc.Inventors: Jan W. Verwijs, John W. Weston, Walter J. S. Papadopulos, Richard J. Elwell, Carlos M. Villa
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Publication number: 20080114086Abstract: The present invention provides a process for the preparation of polyols based on fatty acid esters and starter compounds having Zerewitinoff-active hydrogen atoms and the use thereof for the preparation of polyurethane materials.Type: ApplicationFiled: March 5, 2007Publication date: May 15, 2008Inventors: Klaus Lorenz, Reinhard Albers, Frank Otto, Ulrich Leyrer, Don S. Wardius, Keith J. Headley
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Patent number: 7335801Abstract: 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: GrantFiled: August 28, 2006Date of Patent: February 26, 2008Assignee: Daicel Chemical Industries, Ltd.Inventors: Toshio Endo, Hidetoshi Omori
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Patent number: 7323605Abstract: The present invention provides a process for the double metal cyanide (DMC)-catalyzed production of low unsaturation polyethers from boron-containing starters. The polyethers produced by the inventive process may be reacted with one or more isocyanates to provide polyurethane products including coatings, adhesives, sealants, elastomers, foams and the like. The inventive process may be used to prepare fuel additives from C9-C30 boron-containing polyethers, more particularly from C13 alcohols.Type: GrantFiled: November 9, 2005Date of Patent: January 29, 2008Assignee: Bayer MaterialScience LLCInventors: Jose F. Pazos, Kenneth G. McDaniel, Edward P. Browne, George G. Combs, Don S. Wardius
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Patent number: 7312363Abstract: The present invention relates to a process for reacting epoxides with an initiator compound in the presence of a double metal cyanide compound as a catalyst, said process having a shortened induction period, and the double metal cyanide compound being activated by adding the epoxide to a mixture of double metal cyanide compound and initiator compound at an internal reactor pressure of less than 1 bar, and also to the polyethers themselves obtainable by such a process.Type: GrantFiled: February 6, 2003Date of Patent: December 25, 2007Assignee: BASF AktiengesellschaftInventors: Michael Stoesser, Edward Bohres, Georg Heinrich Grosch, Wilfried Sager
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Patent number: 7312364Abstract: The invention relates to a process for simultaneously performing two chemically successive reactions in a loop reactor, specifically reaction I) an optionally catalyzed equilibrium reaction between high-boiling liquid reactants, in which essentially one high boiler is formed as an intermediate and at least one low boiler as a by-product, and reaction II) a substantially diffusion-controlled reaction in which the liquid intermediate is reacted with at least one gaseous reactant to give the end product, wherein reactions (I) and (II), optionally after a start phase, are allowed to proceed simultaneously in the same apparatus, specifically loop reactor, and the loop reactor has a connectable gas-liquid circulation system coupled via an ejector mixing nozzle, in which circulated liquid phase is mixed in the ejector mixing nozzle with newly supplied gaseous reactant of reaction (II) (6) and/or gaseous reactant of reaction (II) aspirated by means of the ejector from the reactor via a connectable condenser (5), andType: GrantFiled: January 6, 2006Date of Patent: December 25, 2007Assignee: Goldschmidt GmbHInventors: Peter Cramers, Gerhard Kettenbach, Andreas Sellmann, Volker Zellmer
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Publication number: 20070282079Abstract: Substrate or starting compounds having at least one active hydrogen may be reacted with one or more alkylene oxide in a ketone solvent at reduced temperatures compared with conventional, molten methods to give an adduct product having reduced color. Suitable ketone solvents include, but are not necessarily limited to, methyl isobutyl ketone, diethyl ketone, methyl ethyl ketone, and mixtures thereof. The alkoxylation reaction may be conducted at a temperature in the range of about 30 to about 160° C. Suitable catalysts may include tertiary amines or caustic compounds such as NaOH and KOH.Type: ApplicationFiled: May 31, 2006Publication date: December 6, 2007Inventor: Philip L. Leung
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Publication number: 20070276099Abstract: The present invention provides a process for conditioning double metal cyaide (DMC) catalysts, which are employed in the preparation of polyether polyols based on starter compounds having active hydrogen atoms, the preparation of polyether polyols using the conditioned catalysts and the use of the polyether polyols prepared in this way for the preparation of polyurethane materials.Type: ApplicationFiled: May 18, 2007Publication date: November 29, 2007Inventors: Klaus Lorenz, Jorg Hofmann
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Publication number: 20070213568Abstract: The invention provides a process for preparing alkylene glycol diethers of the formula (I) by converting compounds of the formula (II) in which R1 is hydrogen or C1— to C3-alkyl, R2 is hydrogen, CH3 or CH2—CH3 and n is from 5 to 500 in the liquid phase at temperatures between 170 and 300° C. in the presence of a Raney nickel catalyst which, based on the total weight of the catalyst, contains from 0.1 to 10% by weight of one or more other metals selected from transition groups I, VI and VII of the Periodic Table of the Elements.Type: ApplicationFiled: March 9, 2007Publication date: September 13, 2007Inventors: Achim Stankowiak, Alexander Snell
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Patent number: 7241926Abstract: A process for preparing polyether alcohols by addition of alkylene oxides onto H-functional starter substances in the presence of multimetal cyanide catalysts, wherein the multimetal cyanide catalysts are microporous and have a specific surface area of more than 100 m2/g, determined by nitrogen adsorption at 77 K.Type: GrantFiled: November 8, 2002Date of Patent: July 10, 2007Assignee: BASF AktiengesellschaftInventors: Edward Bohres, Ulrich Müller, Raimund Ruppel, Eva Baum
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Patent number: 7230140Abstract: A novel perfluoropolyether derivative which is less likely to undergo decomposition, which is free from a problem of deterioration during its use, and which is useful as a lubricating oil or a coating agent, is provided. A compound represented by the following formula (1): HO—(CH2CH2O)r.(CH2CH(OH)CH2O)p—CH2CF2O(CF2CF2O)mCF2CH2O——(CH2CH(OH)CH2O)q.(CH2CH2O)s—H??Formula (1) wherein m represents an integer of from 3 to 200, and each of p, q, r and s which are independent of one another, represents an integer of from 0 to 100, provided that when each of p, q, r and s which are independent of one another, is an integer of at least 1, the arrangement of —(CH2CH2O)— and —(CH2CH(OH)CH2O)— units is not particularly limited, and when one of r and p is an integer of at least 2 and the other is an integer of at least 1, or when one of q and s is an integer of at least 2 and the other is an integer of at least 1, these units may be arranged in a block form or at random.Type: GrantFiled: April 18, 2005Date of Patent: June 12, 2007Assignee: Asahi Glass Company, LimitedInventors: Daisuke Shirakawa, Takashi Okazoe, Kazuya Oharu, Shu-zhong Wang, Koichi Murata, Kengo Kawahara
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Patent number: 7223832Abstract: The present invention is directed to polyols prepared in the presence of double metal cyanide catalysts (“DMC”) which are prepared by combining i) at least one metal salt; ii) at least one metal cyanide salt; iii) at least one organic complexing ligand; iv) at least one alkali metal salt; and, optionally, v) at least one functionalized polymer under conditions sufficient to form a catalyst; and adding a sufficient amount of the at least one alkali metal salt to the catalyst so formed in an amount such that the catalyst includes the at least one alkali metal salt in an amount of from about 0.4 to about 6 wt. % based on the total weight of the catalyst. The polyols produced by the process of the present invention have reduced levels of high molecular weight tail.Type: GrantFiled: November 19, 2003Date of Patent: May 29, 2007Assignees: Bayer Antwerpen, J.V., Bayer MaterialScience LLCInventors: Bi Le-Khac, Wei Wang
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Patent number: 7202385Abstract: The present invention relates to a process for the alkoxylation of a monool with at least one alkoxylating agent to an alkoxylated alcohol wherein a catalyst is employed which comprises a metallo-organic framework material of metal ions and at least bidentate coordinately bound organic ligands.Type: GrantFiled: November 23, 2005Date of Patent: April 10, 2007Assignees: BASF Aktiengesellschaft, The Regents of the University of MichiganInventors: Ulrich Mueller, Olga Metelkina, Michael Hesse, Michael Stoesser, Peter Haas, Omar Yaghi
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Patent number: 7199193Abstract: A process for making substituted polyethylene glycol compound. The compound has the formula RO(C2H40)nH wherein R represents a C1–7 hydrocarbon group and n represents the average number of moles of C2H40 groups, ranging from 500 to 2000. The compound has a ratio of weight average molecular weight to a number average molecular weight in the range of from 1 to 1.1. The compound contains less than ten weight percent polyethylene glycol. The gist of the process is the use of a polyether solvent, wherein the n value of the compound ranges from 600 to 2000.Type: GrantFiled: September 28, 2004Date of Patent: April 3, 2007Assignee: Dow Global Technologies, Inc.Inventors: Edward D. Daugs, Robert B. Appell
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Patent number: 7196030Abstract: The present invention relates to a process for the preparation of at least one alkoxylate comprising the bringing into contact of an alkylene oxide mixture at least comprising ethylene oxide with at least one starter compound in the presence of at least one double-metal cyanide compound, where, during the induction phase, the sum of inert gas partial pressure and ethylene oxide partial pressure is 1.5 bar to 6.0 bar, to the alkoxylates obtainable by such a process, and to the use of such alkoxylates as emulsifier, foam regulator or as wetting agent for hard surfaces.Type: GrantFiled: April 25, 2003Date of Patent: March 27, 2007Assignee: BASF AktiengesellschaftInventors: Christian Wulff, Michael Stösser, Georg Heinrich Grosch, Kai-Uwe Baldenius, Edward Bohres
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Patent number: 7186867Abstract: Process for preparing polyether polyols having an end block of ethylene oxide by addition of alkylene oxides onto H-functional starter substances, in which A) a polyether polyol precursor is prepared by means of double metal cyanide (DMC) catalysis in a semicontinuous mode of operation in which previously prepared polyether polyol together with the DMC catalyst are placed in a reactor and H-functional starter substance and propylene oxide are added continuously, B) the polyether polyol precursor from stage A) is reacted with propylene oxide or an ethylene oxide/propylene oxide mixture in the presence of the DMC catalyst in a continuously operating reactor to give a polyether polyol intermediate, C) the intermediate from stage B) is mixed with an alkali metal hydroxide as catalyst and D) reacted with ethylene oxide in a continuously operating reactor to give the final product, E) the catalyst is separated off from the final product obtained in stage D).Type: GrantFiled: April 21, 2004Date of Patent: March 6, 2007Assignee: BASF AktiengesellschaftInventors: Thomas Ostrowski, Raimund Ruppel, Gerd Höppner, Sascha Bergmann, Koenraad Vandewalle, Eva Baum
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Patent number: 7169956Abstract: Provided is a double metal cyanide complex catalyst with a high activity which is readily produced on an industrial scale. The double metal cyanide complex catalyst is of a fine particle form and contains t-butyl alcohol or, t-butyl alcohol and another organic compound as an organic ligand. The catalyst of the fine particle form has a volume-average particle size in a range of from 3 to 20 ?m, based on measurement by a light scattering method for measuring fine particles having particle sizes of at least 0.15 ?m. A particle content of the catalyst in a particle size range of at least 0.15 ?m and at most 1 ?m is less than 5% by volume, and a particle content of the catalyst over a particles size of 1 ?m is in a range of more than 95% and at most 100% by volume.Type: GrantFiled: August 26, 2005Date of Patent: January 30, 2007Assignee: Asahi Glass Company, LimitedInventors: Chitoshi Suzuki, Hiroki Fukuda, Yoshinori Toyota, Shigeru Ikai, Hideo Sakurai
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Patent number: 7164046Abstract: 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: GrantFiled: January 20, 2006Date of Patent: January 16, 2007Assignee: E. I. du Pont de Nemours and CompanyInventors: Hari Babu Sunkara, Howard C. Ng, Wei Zheng, Zhihong Wu
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Patent number: 7161045Abstract: 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 acType: GrantFiled: August 16, 2005Date of Patent: January 9, 2007Assignee: E. I. du Pont de Nemours and CompanyInventors: Hari Babu Sunkara, Howard C. Ng, Wei Zheng
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Patent number: 7157607Abstract: 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; (gType: GrantFiled: August 16, 2005Date of Patent: January 2, 2007Assignee: E. I. du Pont de Nemours and CompanyInventors: Hari Babu Sunkara, Howard C. Ng, Wei Zheng
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Patent number: 7022884Abstract: Polyetherpolyols are prepared by reacting diols or polyols with ethylene oxide, propylene oxide, butylene oxide or a mixture thereof in the presence of a multimetal cyanide complex catalyst by a process which is carried out in a vertical, highly cylindrical reactor having a central stirrer and having heat exchanger plates through which a heat-exchange medium flows and which are arranged essentially in the longitudinal direction of the reactor, at an angle ? of from 0 to 70° in the direction of rotation of the stirrer relative to the reactor radius.Type: GrantFiled: February 16, 2001Date of Patent: April 4, 2006Assignee: Basf AktiengesellschaftInventors: Thomas Ostrowski, Kathrin Harre, Georg Heinrich Grosch, Jürgen Winkler
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Patent number: 7015364Abstract: A process for preparing polyether polyols includes a precipitation step, a recrystallization step, and a reaction step. In the precipitation step, a multimetal cyanide compound is precipitated by reaction of a metal salt with a cyanometalate compound. In the recrystallization step, the multimetal cyanide compound precipitated above is recrystallized by adding further metal salt and/or further cyanometalate compound. The recrystallization forms a multimetal cyanide catalyst compound. In the reaction step, an initiator and one or more alkylene oxide are reacted in the presence of the multimetal cyanide catalyst compound.Type: GrantFiled: December 22, 2003Date of Patent: March 21, 2006Assignee: BASF AktiengesellschaftInventors: Georg Heinrich Grosch, Dirk Franke, Manfred Munzinger, Kathrin Harre, Eva Baum, Michael Stösser
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Patent number: 7005552Abstract: The present invention relates to processes for preparing ethylene oxide (EO)-capped polyols in which removal of catalyst residues or salts formed by the neutralization of the basic catalyst is not required prior to discharging the polyol from the reactor because neutralization occurs during or after the starter charge of a subsequent batch. The inventive processes allow for the preparation of DMC-catalyzed intermediates and their base-catalyzed EO caps within the same reactor. Polyols produced by the processes of the invention have a high content of primary hydroxyl groups and may be useful for producing polyurethane foams, elastomers, sealants, coatings, adhesives and the like.Type: GrantFiled: November 3, 2003Date of Patent: February 28, 2006Assignee: Bayer Materialscience LLCInventor: Bryan D. Kaushiva
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Patent number: 6927310Abstract: A method for forming multiple tripropylene glycol products of acrylate grade comprising forming a composition of dipropylene glycol, tripropylene glycol, tetrapropylene glycol and heavier, and at least one aldehyde, separating from said composition tripropylene glycol containing aldehyde, mixing with the thus separated tripropylene that contains aldehyde an aldehyde controlling additive to form a first individual tripropylene glycol product that contains glycol controlling additive and has an aldehyde content below that required for acrylate grade tripropylene glycol, separating from the remainder of the composition a tripropylene glycol concentrate, adding an aldehyde controlling additive to the concentrate, and separating from the concentrate a second individual tripropylene product that has an aldehyde content below that required for acrylate grade tripropylene glycol and is free of aldehyde controlling additive.Type: GrantFiled: October 15, 2003Date of Patent: August 9, 2005Assignee: Equistar Chemicals, LPInventor: Krishnan Viswanathan
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Patent number: 6919486Abstract: 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: GrantFiled: December 21, 2001Date of Patent: July 19, 2005Assignee: BASF CorporationInventor: Edward M. Dexheimer
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Publication number: 20040267056Abstract: The process consists of subjecting a crude polyether polyol produced by catalysis with double metal cyanide (DMC) catalysts to a microfiltration or ultrafiltration process. The resulting polyether polyol is substantially pure, has high transparency and a very low content of DMC catalyst residues.Type: ApplicationFiled: June 29, 2004Publication date: December 30, 2004Applicant: Repsol Quimica, S.A.Inventors: Mariano Malaga Mellado, Beatriz Montalvo Barroso
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Publication number: 20040260056Abstract: A method for precisely producing a polyether having a relatively high molecular weight by means of a double metal cyanide complex catalyst is provided. A method for continuously producing a polyether, which comprises ring opening addition polymerization of an alkylene oxide in the presence of a double metal cyanide complex catalyst, wherein substantially no vapor phase part is present in a reactor.Type: ApplicationFiled: July 21, 2004Publication date: December 23, 2004Applicant: ASAHI GLASS COMPANY, LIMITEDInventors: Kazuhiko Yamada, Nobuyuki Kasahara, Yoshinori Toyota, Chitoshi Suzuki, Shigeru Ikai, Hiroshi Hatano
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Publication number: 20040254337Abstract: A process for the preparation of a resinous composition involving contacting a polyol with a compound containing at least 2 epoxy groups in the presence of hydrogen fluoride.Type: ApplicationFiled: May 18, 2004Publication date: December 16, 2004Inventor: Jan Hermen Hendrik Meurs
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Publication number: 20040254404Abstract: A process for making polyol alkyl ether involving: (a) providing a polyol; (b) deprotonating the polyol with a base to form a first reaction product; (c) continuously removing water from the first reaction product to form a second reaction product; (d) providing an alk(en)yl (ether) sulfate; (e) reacting the alk(en)yl (ether) sulfate with the second reaction product to form a third reaction product containing a sulfate salt; (f) precipitating the sulfate salt from the third reaction product by adding from about 10 to 20 mol of water per mol of alk(en)yl (ether) sulfate to the third reaction product, at a temperature of from about 50 to 100° C.; (g) forming an aqueous and/or solid phase containing the polyol alkyl ether; and (h) separating the polyol alkyl ether from the aqueous and/or solid phase.Type: ApplicationFiled: May 7, 2004Publication date: December 16, 2004Inventors: Thomas Albers, Karl Heinz schmid, Ansgar Behler
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Publication number: 20040249221Abstract: A process for preparing polyether alcohols by addition of alkylene oxides onto H-functional starter substances in the presence of multimetal cyanide catalysts, wherein the multimetal cyanide catalysts are microporous and have a specific surface area of more than 100 m2/g, determined by nitrogen adsorption at 77K.Type: ApplicationFiled: April 23, 2004Publication date: December 9, 2004Inventors: Edward Bohres, Ulrich Muller, Raimund Ruppel, Eva Baum
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Publication number: 20040242937Abstract: The catalytic activity of multimetal cyanide compounds used as catalysts for the addition of alkylene oxides onto H-functional starter substances is increased by subjecting the multimetal cyanide compounds to deagglomeration immediately before they are mixed with the H-functional starter substances.Type: ApplicationFiled: February 6, 2004Publication date: December 2, 2004Inventors: Eva Baum, Georg Heinrich Grosch, Siegfried Bechtel, Raimund Ruppel, Kathrin Harre, Edward Bohres
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Patent number: 6821308Abstract: Oleophilic polyoxyalkylene monoethers having reduced water affinity are disclosed. The monoethers have a hydrocarbyl residue, a polyoxyalkylene moiety, and a hydroxyl end group. The monoethers contain less than about 6 mole percent of alkoxylated unsaturates, and preferably less than about 5 mole percent of polyoxyalkylene diols. The monoethers offer substantial advantages for fuel compositions, particularly reduced water affinity. By using deposit-control additives based on the monoethers, formulators can offer better fuels for cleaner engines.Type: GrantFiled: April 2, 1997Date of Patent: November 23, 2004Assignee: Bayer Antwerp N.V.Inventors: George Combs, Kenneth G. McDaniel
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Patent number: 6806348Abstract: A method of removing and reclaiming a double metal cyanide (DMC) catalyst from a polyol is disclosed. A polymeric acid that is soluble in the polyol is introduced into the polyol during or after the polymerization reaction. The polymeric acid reacts with the double metal cyanide catalyst thereby causing the double metal cyanide catalyst and the polymeric acid to form an agglomeration in the polyol. The agglomeration is easily separated from the polyol via filtration, for example. The recovered agglomerated DMC catalyst can then be reconstituted using an acid solution.Type: GrantFiled: February 11, 2003Date of Patent: October 19, 2004Assignee: BASF CorporationInventors: Werner Hinz, Edward Michael Dexheimer
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Publication number: 20040152925Abstract: 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 upflow 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: ApplicationFiled: January 20, 2004Publication date: August 5, 2004Applicant: E.I. Du Pont de Nemours and CompanyInventors: Hari Babu Sunkara, Ernest Keith Andrew Marchildon, Howard Chung-Ho Ng, Leo E. Manzer
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Patent number: 6765116Abstract: 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: GrantFiled: August 23, 2002Date of Patent: July 20, 2004Assignee: Shell Oil CompanyInventor: Charles Lee Edwards
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Publication number: 20040127749Abstract: A compound having the general formula I wherein R comprises a hydrocarbon group including H, branched or linear alkyl chains, substituted alkyl, alkenyl, aryl, alkaryl or cylcic groups; R1 is any of C, N, P, B, S, or SiO4 or any subgroups thereof; R2 is any of a covalent bond, O, CH2, (CH2)n where n may be 1-10 carbons long; R3 is any of a covalent bond, O, CH2, (CH2)n where n may be 1-10 carbons long; R2 and R3 may be the same or different; R4 is any of O, H, OH, CH3, (CH2)nCH3, (CH2)nOH, (CH2)nOX or any combinations thereof where n is from 1 to 10. OX is a water soluble group; chains a and b are in the range 1-10 carbons each; and the alkoxy chains c and d are in the range 1-20 units each.Type: ApplicationFiled: December 10, 2003Publication date: July 1, 2004Inventors: John Harrison, Mark Zwinderman
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Patent number: 6756465Abstract: A moisture curable compound for bonding substrates and a moisture curable adhesive composition are provided. The adhesive composition includes an alkoxysilane functional urethane compound having hydrolyzable alkoxysilane groups anchored on a flexible backbone. Also provided are processes for the preparation of the moisture curable compounds and a method of using them as moisture curable adhesives for bonding substrates to produce bonded composites.Type: GrantFiled: October 19, 2001Date of Patent: June 29, 2004Assignee: Henkel Loctite CorporationInventors: Anthony Francis Jacobine, Steven Thomas Nakos
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Publication number: 20040102653Abstract: A process for preparing polyisobutenyl (thio)ethers by reacting a polyisobutene epoxide having at least one terminal epoxide group with itself, with other epoxides and/or with nucleophiles selected from among alcohols and thiols in the presence of a Lewis-acid compound as catalyst and/or a cationic photoinitiator with illumination is described. The side reaction of the rearrangement of the epoxide to the polyisobutenyl aldehyde is suppressed. In addition, a curable composition comprising a polyisobutene epoxide, an epoxide different therefrom and optionally a poly(thi)ol is also described.Type: ApplicationFiled: November 3, 2003Publication date: May 27, 2004Applicant: BASF AktiengesellschaftInventors: Arno Lange, Helmut Mach, Darijo Mijolovic, Hans Peter Rath
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Patent number: 6730815Abstract: The present invention provides a method of producing glycol ethers, which are also commonly known as glymes. The method according to the invention includes contacting a glycol with a monohydric alcohol in the presence of a polyperfluorosulfonic acid resin catalyst under conditions effective to produce the glyme. The method of the invention can be used to produce, for example, monoglyme, ethyl glyme, diglyme, ethyl diglyme, triglyme, butyl diglyme, tetraglyme, and their respective corresponding monoalkyl ethers. The present invention also provides a method of producing 1,4-dioxane from mono- or diethylene glycol and tetrahydrofuran from 1,4-butanediol.Type: GrantFiled: August 28, 2002Date of Patent: May 4, 2004Assignee: Ferro CorporationInventors: Charles L. Baimbridge, Pascal V. Bolomey, James D. Love
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Formation of polymer polyols with a narrow polydispersity using double metal cyanide (DMC) catalysts
Patent number: 6713599Abstract: A method of forming a polyol includes the steps of reacting an initiator with an alkylene oxide, and optionally carbon dioxide, in the presence of a double metal cyanide catalyst and a sterically hindered chain transfer agent capable of protonating the growing polyol polymer. The presence of the chain transfer agent reduces the polydispersity of the resultant polyol.Type: GrantFiled: March 31, 2003Date of Patent: March 30, 2004Assignee: BASF CorporationInventors: Werner Hinz, Jacob Wildeson, Edward Michael Dexheimer, Raymond Neff -
Publication number: 20040039076Abstract: A method of ensuring the production of efficient lanthanum phosphate catalysts (LAPO's) and rare earth phosphate catalysts (REPO's), and methods of alkoxylation using said efficient catalysts.Type: ApplicationFiled: March 6, 2003Publication date: February 26, 2004Inventor: Charles Lee Edwards
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Publication number: 20030216602Abstract: 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]: 1 Sum ⁢ ⁢ of ⁢ ⁢ ethylene ⁢ ⁢ glycol ⁢ ⁢ and ⁢ ⁢ diethylene ⁢ ⁢ glycol ⁢ ⁢ contents ⁢ ⁢ ( ppm ) = 150 × 2900 × 0.Type: ApplicationFiled: June 18, 2003Publication date: November 20, 2003Applicant: NOF CORPORATIONInventors: Kenji Sakanoue, Kouzoh Sanchika, Tohru Yasukohchi
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Publication number: 20030176745Abstract: The invention relates to secondary C10 to C18 surfactant alcohols of the general formula (I), wherein R represents methyl or ethyl and R′ represents a linear or branched alkyl group with 6-13 C atoms, excepting 5-ethyl-2-nonanol and 6-ethyl-3-decanol, in addition to fatty alcohol alkoxylates, alkyl phosphates, alkyl sulphates, alkyl ether phosphates and alkyl ether sulphates. The secondary C10 to C18 surfactant alcohols can be produced by a simple aldol condensation of linear or branched saturated or unsaturated C7-C14 aldehydes, excepting 2-ethyl hexanal, with acetone or methyl ethyl ketone and the subsequent hydrogenation of the condensation product. In the preferred method, the aldol condensation is heterogenically catalysed under hydrogenation conditions and the saturated ketone that has been formed is subsequently hydrogenated.Type: ApplicationFiled: January 17, 2003Publication date: September 18, 2003Inventors: Heiko Maas, Jurgen Tropsch
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Patent number: 6620977Abstract: A process for preparing a butanetriol derivative of the formula (1) useful as intermediates of medicines wherein R1 is the same defined below, which comprises reacting a compound of the formula (3) wherein R1 and R2 are the different protecting groups, and an ethylene glycol derivative in a basic condition to prepare a compound of the formula (4) or (4a) wherein R1 and R2 are the same defined above, and then subjecting the compound (4) or (4a) to selective deprotection reaction.Type: GrantFiled: June 9, 2000Date of Patent: September 16, 2003Assignee: Daiso Co., Ltd.Inventors: Makoto Hirata, Masafumi Mikami, Yoshiro Furukawa
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Patent number: 6620975Abstract: Processes are described for the preparation of glycol butyl ethers involving reaction of butadiene with saturated aliphatic glycols, separating the thus formed n- and sec-butenyl glycol ethers and hydrogenating the n-butenyl glycol ethers. Additional features are the use in the first step of heterogeneous catalyst modified by alkylpyridinium quaternary ammonium, quaternary arsonium quaternary phosphonium counterions and/or the conversion of sec-butenyl glycol ethers to butadiene and saturated aliphatic glycols.Type: GrantFiled: April 30, 2001Date of Patent: September 16, 2003Assignee: BP Chemicals LimitedInventor: Benjamin Patrick Gracey
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Publication number: 20030163006Abstract: The invention relates to a process to produce high-purity, low-odour polyether polyols, with very low levels of catalytic residues, by means of alkene oxide polyaddition reactions to substances that contain active hydrogens in the presence double metal cyanides as catalysts. The process is characterized in that the reaction is carried out in the presence of sepiolites and/or by subsequent treatment with sepiolites of the polyether polyols produced with double metal cyanides in the absence of sepiolites.Type: ApplicationFiled: February 25, 2003Publication date: August 28, 2003Applicant: REPSOL OUIMICA, S.A.Inventors: Mariano Malaga Mellado, Dolores Blanco Gonzalez, Beatriz Montalvo Barroso
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Publication number: 20030158450Abstract: Process for the preparation of a polyether polyol containing at most 20 ppm of sodium and/or potassium, which process comprises the steps of: (a) reacting an initiator having at least two active hydrogen atoms with at least one alkylene oxide in the presence of a catalyst comprising an alkali metal hydroxide; (b) neutralising the polyether polyol reaction product obtained in step (a) by contacting this reaction product with an acid having a pKa of less than 5 and water, wherein the acid and water are added in such amount that after addition: the water content is 2% by weight or less on the basis of the total weight of polyether polyol present and the molar ratio of acid to alkali metal hydroxide is in the range of from 0.3 to 1.Type: ApplicationFiled: February 19, 2003Publication date: August 21, 2003Inventors: Melis Hasselaar, Parminder Singh Sangha, Andreas Wilhelmus De Winter