And Cyclic Ether Patents (Class 568/620)
  • Patent number: 7470823
    Abstract: The present invention relates to polyethers which are obtainable from 1 -butene oxide and an alcohol using a double metal cyanide compound as a catalyst and have a content of unsaturated components of 6 mol% or more, to a process for preparing such a polyether and also to the use of a polyether according to the invention as a carrier oil or in a carrier oil formulation, in particular in additive packages for gasoline fuels, and furthermore also to carrier oil formulations and also to fuels comprising a polyether according to the invention.
    Type: Grant
    Filed: March 10, 2003
    Date of Patent: December 30, 2008
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Stoesser, Edward Bohres, Georg Heinrich Grosch, Wilfried Sager, Marc Walter
  • Patent number: 7396963
    Abstract: Metal cyanide catalysts are complexed with complexing agents that are miscible in poly(propylene oxide) at higher temperatures and immiscible at lower temperatures.
    Type: Grant
    Filed: August 16, 2006
    Date of Patent: July 8, 2008
    Assignee: Dow Global Technologies, Inc.
    Inventor: Richard M. Wehmeyer
  • 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: 7312363
    Abstract: 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: Grant
    Filed: February 6, 2003
    Date of Patent: December 25, 2007
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Stoesser, Edward Bohres, Georg Heinrich Grosch, Wilfried Sager
  • Patent number: 7256317
    Abstract: The invention describes a process for the preparation of novel surfactant alcohols and surfactant alcohol ethers by derivatization of olefins having from about 10 to 20 carbon atoms or of mixtures of such olefins to give alkanols, and optional subsequent alkoxylation, which comprises subjecting a C4-olefin mixture to metathesis, dimerizing the resulting olefins, and then derivatizing them to give surfactant alcohols, and optionally alkoxylating said alcohols. The olefin mixture obtained in the dimerization has a high proportion of branched components and less than 10% by weight of compounds which contain a vinylidene group. invention further describes the use of the surfactant alcohols and surfactant alcohol ethers to give surfactants by glycosylation or polyglycosylation, sulfation or phosphation.
    Type: Grant
    Filed: January 29, 2004
    Date of Patent: August 14, 2007
    Assignee: BASF Aktiengesellschaft
    Inventors: Heiko Maas, Michael Roeper, Marc Walter, Ralf Schulz, Juergen Tropsch, Hans-Ulrich Jaeger, Peter Schwab, Michael Schulz
  • Patent number: 7241926
    Abstract: 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: Grant
    Filed: November 8, 2002
    Date of Patent: July 10, 2007
    Assignee: BASF Aktiengesellschaft
    Inventors: Edward Bohres, Ulrich Müller, Raimund Ruppel, Eva Baum
  • Patent number: 7226988
    Abstract: A polyether polyol is formed by a method utilizing a carboxy-modified aluminum-based catalyst. The method includes providing an alkylene oxide, providing an initiator molecule having at least one alkylene oxide reactive hydrogen, and reacting the alkylene oxide with the initiator molecule in the presence of the catalyst. The ideal carboxy-modified aluminum based catalysts used herein are selected from the group of carboxy-modified aluminum phosphate catalysts, carboxy-modified aluminum phosphonate catalysts, and residues or mixtures thereof.
    Type: Grant
    Filed: June 13, 2005
    Date of Patent: June 5, 2007
    Assignee: BASF Corporation
    Inventor: Edward Michael Dexheimer
  • Patent number: 7223832
    Abstract: 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: Grant
    Filed: November 19, 2003
    Date of Patent: May 29, 2007
    Assignees: Bayer Antwerpen, J.V., Bayer MaterialScience LLC
    Inventors: Bi Le-Khac, Wei Wang
  • Patent number: 7199193
    Abstract: 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: Grant
    Filed: September 28, 2004
    Date of Patent: April 3, 2007
    Assignee: Dow Global Technologies, Inc.
    Inventors: Edward D. Daugs, Robert B. Appell
  • Patent number: 7186867
    Abstract: 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: Grant
    Filed: April 21, 2004
    Date of Patent: March 6, 2007
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Ostrowski, Raimund Ruppel, Gerd Höppner, Sascha Bergmann, Koenraad Vandewalle, Eva Baum
  • Patent number: 7169956
    Abstract: 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: Grant
    Filed: August 26, 2005
    Date of Patent: January 30, 2007
    Assignee: Asahi Glass Company, Limited
    Inventors: Chitoshi Suzuki, Hiroki Fukuda, Yoshinori Toyota, Shigeru Ikai, Hideo Sakurai
  • Patent number: 7119236
    Abstract: A process for preparing an alkoxylation catalyst suitable for alkoxylating compounds that includes mixing a calcium-containing compound in a dispersing medium having a boiling point less that 160° C. with a carboxylic acid and an inorganic acid or anhydride.
    Type: Grant
    Filed: April 27, 2004
    Date of Patent: October 10, 2006
    Assignee: Harcros Chemicals Inc.
    Inventors: Upali Peter Weerasooriya, James Lyle Bennett, Peter Paul Radford
  • Patent number: 7119162
    Abstract: Methods of synthesizing a substantially monodispersed mixture of polymers comprising polyethylene glycol moieties include: reacting a substantially monodispersed mixture of compounds having the structure of Formula I: R1(OC2H4)n—O?X+ ??(I) wherein R1 is H or a lipophilic moiety; n is from 1 to 25; and X+ is a positive ion, with a substantially monodispersed mixture of compounds having the structure of Formula II: R2(OC2H4)m—OMs ??(II) wherein R2 is H or a lipophilic moiety; and m is from 1 to 25, under conditions sufficient to provide a substantially monodispersed mixture of polymers comprising polyethylene glycol moieties and having the structure of Formula III: R2(OC2H4)m+n—OR1 . ??(III) Substantially monodispersed mixtures of polymers comprising polyethylene glycol moieties are also disclosed.
    Type: Grant
    Filed: October 29, 2004
    Date of Patent: October 10, 2006
    Assignee: Nobex Corporation
    Inventors: Nnochiri N. Ekwuribe, Christopher H. Price, Aslam M. Ansari, Amy L. Odenbaugh
  • 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: 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: 7034103
    Abstract: The present invention provides process for producing polyols using a crystalline, hydroxide containing double metal cyanide (DMC) catalyst of the formulae (I) or (II), M1x[M2(CN)6]yOH.L??(I) M1x[M2(CN)6]y.zM1(OH)q.L??(II) wherein M1 represents a metal selected from Zn+2, Fe+2, Ni+2, Mn+2, Co+2, Sn+2, Pb+2, Fe+3, Mo+4, Mo+6, Al+3, V+4, V+5, Sr+2, W+4, W+6, Cu+2 and Cr+3, M2 represents a metal selected from Fe+2, Fe+3, Co+2, Co+3, Cr+2, Cr+3, Mn+2, Mn+3, Ir+3, Ni+2, Rh+3, Ru+2, V+4 and V+5, L represents an organic ligand and x, y and q are chosen to maintain electroneutrality. The polyols of the present invention may find use in the preparation of polyurethanes.
    Type: Grant
    Filed: January 5, 2005
    Date of Patent: April 25, 2006
    Assignee: Bayer Antwerpen N.V.
    Inventor: George G. Combs
  • Patent number: 7022884
    Abstract: 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: Grant
    Filed: February 16, 2001
    Date of Patent: April 4, 2006
    Assignee: Basf Aktiengesellschaft
    Inventors: Thomas Ostrowski, Kathrin Harre, Georg Heinrich Grosch, Jürgen Winkler
  • Patent number: 7015364
    Abstract: 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: Grant
    Filed: December 22, 2003
    Date of Patent: March 21, 2006
    Assignee: BASF Aktiengesellschaft
    Inventors: Georg Heinrich Grosch, Dirk Franke, Manfred Munzinger, Kathrin Harre, Eva Baum, Michael Stösser
  • Patent number: 7012164
    Abstract: 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: Grant
    Filed: July 21, 2004
    Date of Patent: March 14, 2006
    Assignee: Asahi Glass Company, Limited
    Inventors: Kazuhiko Yamada, Nobuyuki Kasahara, Yoshinori Toyota, Chitoshi Suzuki, Shigeru Ikai, Hiroshi Hatano
  • Patent number: 7005552
    Abstract: 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: Grant
    Filed: November 3, 2003
    Date of Patent: February 28, 2006
    Assignee: Bayer Materialscience LLC
    Inventor: Bryan D. Kaushiva
  • Patent number: 6972317
    Abstract: Monofunctional polyfluorooxetane oligomers and polymers are prepared by the cationic polymerization of fluorooxetane monomers with a monoalcohol. The fluorooxetane oligomers or polymers can be copolymerized with generally cyclic ethers. Alternatively, the polyfluorooxetane oligomer or polymer having a single hydroxyl end group can be functionalized with a variety of compounds so as to yield a functional end group such as an acrylate, a methacrylate, an allylic, an amine, etc., with the functionalized oligomer or polymer being suitable for use in radiation curable or thermal curable coating compositions. These functionalized polymers can be copolymerized and cured to provide improvements in wetting and surface properties that have previously been provided by migratory chemicals such as waxes and oils.
    Type: Grant
    Filed: March 28, 2002
    Date of Patent: December 6, 2005
    Assignee: OMNOVA Solutions Inc.
    Inventors: Raymond J. Weinert, Guillermina C. Garcia, Aslam Malik, Roland Carlson, Robert E. Medsker
  • Patent number: 6930210
    Abstract: 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: Grant
    Filed: February 25, 2003
    Date of Patent: August 16, 2005
    Assignee: Repsol Quimica S.A.
    Inventors: Mariano Malaga Mellado, Dolores Blanco Gonzalez, Beatriz Montalvo Barroso
  • 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: 6884826
    Abstract: The present invention provides a process for preparing a polyoxyalkylene polyol by polyoxyalklating a starter compound with a mixture of two different alkylene oxide monomers in which the first alkylene oxide monomer content of the mixture decreases as the content of the second alkylene oxide monomer increases over the course of the polyoxyalkylation, digesting unreacted monomers of the alkylene oxides and capping the polyol.
    Type: Grant
    Filed: June 9, 2003
    Date of Patent: April 26, 2005
    Assignee: Bayer Antwerp, N.V.
    Inventors: Bi Le-Khac, Todd D. Gentile
  • Patent number: 6878661
    Abstract: The invention relates to novel double metal cyanide (DMC) catalysts for the preparation of polyether polyols by polyaddition of alkylene oxides to starter compounds containing active hydrogen atoms, wherein the catalyst contains a) double metal cyanide compounds, b) organic complex ligands other than c), and c) complex ligands formed by introduction of a glycidyl ether into the catalyst. The catalysts according to the invention have greatly increased activity in the preparation of polyether polyols.
    Type: Grant
    Filed: July 20, 1999
    Date of Patent: April 12, 2005
    Assignee: Bsyer Aktiengesellschaft
    Inventors: Pieter Ooms, Jörg Hofmann, Pramod Gupta, Walter Schäfer
  • 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: 6818587
    Abstract: The invention relates to double-metal cyanide (DMC) catalysts for preparing polyether polyols by the polyaddition of alkylene oxides on to starter compounds containing active hydrogen atoms, wherein the DMC catalysts are composed of: a) at least one DMC compound; b) at least one organic complexing ligand which is not a cyclic polyol; and c) at least one cyclic polyol. The DMC catalysts of the present invention have increased activity compared to known catalyst.
    Type: Grant
    Filed: August 28, 2002
    Date of Patent: November 16, 2004
    Assignee: Bayer Aktiengesellschaft
    Inventors: Walter Schäfer, Jörg Hofmann, Pieter Ooms
  • Patent number: 6815467
    Abstract: A method for producing a polyoxyalkylene polyol which comprises subjecting propylene oxide and ethylene oxide to ring-opening addition polymerization with an initiator in the presence of a catalyst, wherein the polyoxyalkylene polyol is a polyoxyalkylene polyol obtained by subjecting propylene oxide to ring-opening addition polymerization with an initiator in the presence of a double metal cyanide complex catalyst to form an oxypropylene block chain, subjecting ethylene oxide and propylene oxide to ring-opening addition polymerization randomly to form an oxyalkylene random chain, changing the catalyst and subjecting ethylene oxide to ring-opening addition polymerization in the presence of an alkali metal catalyst to form an oxyethylene block chain, and the polyoxyalkylene polyol is a polyoxyalkylene polyol having a hydroxyl value of from 5 to 56 mgKOH/g, a proportion of an initiator residue of at most 25 mass %, a proportion of the oxypropylene block chain of from 5 to 50 mass %, a total oxyethylene group c
    Type: Grant
    Filed: July 18, 2002
    Date of Patent: November 9, 2004
    Assignee: Asahi Glass Company, Limited
    Inventors: Yoshinori Toyota, Akio Horie, Hiroshi Wada, Kayoko Sugiyama, Etsuko Akagi
  • Patent number: 6806348
    Abstract: 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: Grant
    Filed: February 11, 2003
    Date of Patent: October 19, 2004
    Assignee: BASF Corporation
    Inventors: Werner Hinz, Edward Michael Dexheimer
  • Patent number: 6806393
    Abstract: In multimetal cyanide complexes, more than 30% by weight of the primary particles have a platelet-like habit, i.e. the length and width of the primary particles is at least three times the thickness of the particles.
    Type: Grant
    Filed: May 29, 2003
    Date of Patent: October 19, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Georg Heinrich Grosch, Kathrin Harre, Jörg Erbes, Reinhard Lorenz, Stephan Bauer, Thomas Ostrowski, Eva Baum, Dieter Junge
  • Patent number: 6780813
    Abstract: The invention relates to an improved method of producing double-metal cyanide (DMC) catalysts for the production of polyether polyols by polyaddition of alkylene oxides to starter compounds containing active hydrogen atoms, in which the DMC catalyst dispersion is produced using a mixing nozzle, preferably a jet disperser. The DMC catalysts produced in this way have an increased activity in polyether polyol production, reduced particle size and narrower particle size distribution.
    Type: Grant
    Filed: May 30, 2002
    Date of Patent: August 24, 2004
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jörg Hofmann, Bernd Klinksiek, Stephan Ehlers, Thorsten Fechtel, Franz Föhles, Pieter Ooms
  • 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: 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: 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: 6753402
    Abstract: Polyester-polyether block copolymers can be prepared by catalytic addition of alkylene oxides onto H-functional initiator substances, using polyester alcohols as H-functional initiator substances and multimetal cyanide compounds as catalysts.
    Type: Grant
    Filed: April 10, 2002
    Date of Patent: June 22, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Stephan Bauer, Georg Heinrich Grosch, Gerlinde Tischer, Kathrin Harre, Eva Baum, Thomas Ostrowski, Reinhard Lorenz, Regina Pretzsch, Michael Pcolinski, Stefan Dinsch, Inge Rotermund
  • Patent number: 6734327
    Abstract: Novel active catalyst compositions comprising a compound or mixture of compounds represented by the formula SbFXmY4−m a complex of such a compound or mixture of such compounds being represented by the formula R.SbFXmY4−m or a combination of such compounds and complexes where in each formula, X is an anionic moiety, Y is an anion or anions resulting from the deprotonation of an active hydrogen-containing compound(s), m is 0 to 3 and R is one or more active hydrogen containing compound acting as molecules of solvation. The catalyst compositions are useful to promote alkoxylation reactions.
    Type: Grant
    Filed: July 26, 2002
    Date of Patent: May 11, 2004
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Thomas Craig Bedard, Brian Terry Keen, Bradley Allen Sleadd, Mark R. Bassett
  • 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: 6673972
    Abstract: 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 upright cylindrical reactor comprising a jet nozzle which is arranged in the upper reactor region and is directed downward and via which the starting materials and the reaction mixture are fed in, and comprising a take-off, preferably in the lower reactor region, via which the reaction mixture is fed back to the jet nozzle in an external circulation by means of a pump via an equilibration container, comprising a concentric guide tube which extends over the total length of the reactor, except for the reactor ends, and comprising a heat exchanger integrated in the annular space.
    Type: Grant
    Filed: July 5, 2002
    Date of Patent: January 6, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Ostrowski, Kathrin Harre, Peter Zehner, Jörn Müller, Dieter Stützer, Georg Heinrich Grosch, Jürgen Winkler, Stephan Bauer
  • 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: 6664428
    Abstract: A process for the preparation of polyetherpolyols 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 is proposed, the reaction being carried out in a stirred kettle reactor and the reaction mixture being circulated via an external heat exchanger by means of a pump.
    Type: Grant
    Filed: August 20, 2002
    Date of Patent: December 16, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Ostrowski, Kathrin Harre, Georg Heinrich Grosch, Gerd Höppner, Peter de Vocht, Dirk Leys, Jürgen Winkler, Stephan Bauer
  • Patent number: 6646145
    Abstract: Processes for preparing alkoxylated nonionic surfactants are disclosed, wherein a compound having at least one active hydrogen atom, a carboxylic acid ester or mixtures thereof are reacted with an alkylene oxide in the presence of a hydrotalcite catalyst to form a reaction product mixture; and the reaction product mixture is combined with an acid in at least an equimolar amount based on the amount of the catalyst present.
    Type: Grant
    Filed: January 8, 2002
    Date of Patent: November 11, 2003
    Assignee: Cognis Deutschland GmbH
    Inventors: Ansgar Behler, Horst-Dieter Schares, Almud Folge
  • 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: 6624321
    Abstract: The present invention relates to a process for the preparation of polyether polyols by the reaction of alkylene oxides and compounds containing active hydrogens, in the presence of specific Lewis acid metal compounds as catalysts, novel bis(perfluoroalkylsulfonic acid) compounds of Group 13 of the Periodic Table of the Elements, and to a process for the preparation thereof and the use thereof as catalysts for ring-opening polymerization of cyclic ethers.
    Type: Grant
    Filed: October 22, 2002
    Date of Patent: September 23, 2003
    Assignee: Bayer Aktiengesellschaft
    Inventors: Uwe Denninger, Jörg Hofmann, Pramod Gupta
  • Patent number: 6608231
    Abstract: The invention relates to novel double metal cyanide (DMC) catalysts for the preparation of polyether polyols by polyaddition of alkylene oxides to starter compounds containing active hydrogen atoms, wherein the catalyst contains a) double metal cyanide compounds, b) organic complex ligands other than c), and c) carboxylic acid ester of polyhydric alcohols. The catalysts according to the invention have greatly increased activity in the preparation of polyether polyols.
    Type: Grant
    Filed: March 13, 2001
    Date of Patent: August 19, 2003
    Assignee: Bayer Aktiengesellschaft
    Inventors: Pieter Ooms, Jörg Hofmann, Pramod Gupta
  • Patent number: 6576799
    Abstract: A process for preparing an ether-capped poly(oxyalkylated) alcohol surfactant which results in the absence of metallic catalyst component residues from the ether-capped poly(oxyalkylated) alcohol surfactant.
    Type: Grant
    Filed: May 4, 2001
    Date of Patent: June 10, 2003
    Assignee: The Procter & Gamble Company
    Inventors: Larry Eugene Miller, Donald Eugene Levengood, Mark Robert Sivik, Bernard William Kluesener, Terry Franklin Formyduval
  • Patent number: 6569981
    Abstract: This invention relates to crystallizing polyether polyols which can be produced firstly by the reaction of propylene oxide and polyhydroxy compounds in the presence of an alkoxy compound which contains zinc and/or aluminium atoms to form a crystallizing polyether polyol with an average molecular weight Mn from 500 to 5000, followed by the further reaction of the crystallizing polyether polyol which is thus obtained with 10 to 90% by weight, with respect to the amount of crystallizing polyol, of an epoxide in the presence of a catalyst which does not polymerize propylene oxide stereospecifically, to form a crystallizing polyether polyol with an average molecular weight Mn from 1000 to 20,000. The invention further relates to a method for the production thereof and to the use thereof for the production of polyurethane materials, particularly polyurethane foams, polyurethane elastomers and polyurethane coatings.
    Type: Grant
    Filed: October 25, 2001
    Date of Patent: May 27, 2003
    Assignee: Bayer Aktiengesellschaft
    Inventors: Walter Schäfer, Jörg Hofmann, Pramod Gupta, Pieter Ooms
  • Publication number: 20030050186
    Abstract: The invention relates to double-metal cyanide (DMC) catalysts for preparing polyether polyols by the polyaddition of alkylene oxides on to starter compounds containing active hydrogen atoms, wherein the DMC catalysts are composed of: a) at least one DMC compound; b) at least one organic complexing ligand which is not a coronand; and c) at least one coronand. The DMC catalysts of the present invention have increased activity compared to known catalysts.
    Type: Application
    Filed: August 28, 2002
    Publication date: March 13, 2003
    Inventors: Walter Schafer, Jorg Hofmann, Pieter Ooms
  • Publication number: 20030050187
    Abstract: The invention relates to double-metal cyanide (DMC) catalysts for preparing polyether polyols by the polyaddition of alkylene oxides on to starter compounds containing active hydrogen atoms, wherein the DMC catalysts are composed of: a) at least one DMC compound; b) at least one organic complexing ligand which is not a cyclic polyol; and c) at least one cyclic polyol. The DMC catalysts of the present invention have increased activity compared to known catalyst.
    Type: Application
    Filed: August 28, 2002
    Publication date: March 13, 2003
    Inventors: Walter Schafer, Jorg Hofmann, Pieter Ooms