Cyanide Patents (Class 502/175)
  • Patent number: 10487175
    Abstract: The present invention relates to a process for preparing polyether polyols by adding alkylene oxides onto H-functional starter compounds, characterized in that at least one alcohol containing at least two urethane groups is used as H-functional starter compound.
    Type: Grant
    Filed: May 19, 2016
    Date of Patent: November 26, 2019
    Assignee: Covestro Deutschland AG
    Inventors: Jörg Hofmann, Urs Rauwald, Bert Klesczewski, Hartmut Nefzger
  • Patent number: 10005877
    Abstract: Polyurethane composites to which paint will adhere without the need for an aggressive pretreatment are produced by a pultrusion process using a polyurethane-forming system that includes a polyisocyanate component containing at least one polyisocyanate and an isocyanate-reactive component containing at least one cashew oil-based polyether polyol.
    Type: Grant
    Filed: June 18, 2014
    Date of Patent: June 26, 2018
    Assignee: COVESTRO LLC
    Inventors: Stephen J. Harasin, John E. Hayes, David Sounik
  • Patent number: 9896534
    Abstract: The present invention provides specific alkoxylation products, a process for preparing them, compositions comprising these alkoxylation products, and their use.
    Type: Grant
    Filed: November 26, 2014
    Date of Patent: February 20, 2018
    Assignee: Evonik Degussa GmbH
    Inventors: Matthias Lobert, Anke Lewin, Michael Ferenz, Frank Schubert
  • Patent number: 9896542
    Abstract: A method of producing a high primary hydroxyl group content and a high number average molecular weight polyol includes preparing a mixture that includes a double metal cyanide catalyst and a low molecular weight polyether polyol having a number average molecular weight of less than 1,000 g/mol, the polyether polyol is derived from propylene oxide, ethylene oxide, or butylene oxide, setting the mixture to having a first temperature, adding at least one selected from propylene oxide, ethylene oxide, and butylene oxide to the mixture at the first temperature, allowing the mixture to react to form a reacted mixture, adding a Lewis acid catalyst to the reacted mixture, setting the reaction mixture including the second catalyst to have a second temperature that is less than the first temperature, and adding additional at least one selected from propylene oxide, ethylene oxide, and butylene oxide to the reacted mixture at the second temperature such that a resultant polyol having a primary hydroxyl group content of
    Type: Grant
    Filed: October 19, 2015
    Date of Patent: February 20, 2018
    Inventors: Arjun Raghuraman, Matthias Schaefer, Jean-Paul Masy, David S. Laitar
  • Patent number: 9469722
    Abstract: A metal cyanide complex catalyst and its preparation and application are disclosed. The formula of this catalyst is M1a[M2(CN)bL1c]d(X)m(L2)n.xSu.yL3.zH2O and its preparation method comprises: (A) adjusting pH of a mixed solution I? of L3, M3e[M2(CN)bL1c]f, de-ionized water I, alcohol and/or ether solvent to less than 7.0, and adding it into a mixed solution II? of M1(X)g salt, Su or Su precursor, de-ionized water II, stirring for reaction under 20° C.-120° C. for 0.5-200 hours, separating and drying to obtain a solid product; and (B) repeatedly dispersing the solid into an anhydrous organic solvent containing L2 to form a slurry, distilling, separating and drying to obtain the metal cyanide complex catalyst. The catalyst is useful in preparing polyethers, polycarbonates and polyesters by homopolymerization of epoxides, or copolymerization of epoxides with carbon dioxide or anhydrides.
    Type: Grant
    Filed: September 12, 2014
    Date of Patent: October 18, 2016
    Assignee: ZHEJIANG UNIVERSITY
    Inventors: Xinghong Zhang, Guorong Qi, Binyang Du, Renjian Wei, Xueke Sun
  • Patent number: 9334361
    Abstract: Process for preparing hyperbranched polyesters at atmospheric pressure by reacting polyols with polycarboxylic acid in the presence of a heterogeneous, reusable, acid, crystalline, micro-mesoporous double-metal cyanide catalyst Zn3M2(CN)n(ROH).xZnCl2.yH2O at moderate temperatures for a short period of reaction time. Examples of a polyol include glycerol, sorbitol, mannitol, glucose and sucrose. Examples of a polycarboxylic acid include succinic acid and adipic acid. The hyper-branched polyester produced has a high degree of branching (56-90%), a low viscosity (inherent viscosity 0.02-0.1 dL/g), and a controlled gelation.
    Type: Grant
    Filed: February 23, 2012
    Date of Patent: May 10, 2016
    Assignee: Council of Scientific & Industrial Research
    Inventors: Darbha Srinivas, Joby Sebastian
  • Patent number: 8859452
    Abstract: A metal cyanide complex catalyst and its preparation and application are disclosed. The formula of this catalyst is M1a[M2(CN)bL1c]d(X)m(L2)n.xSu.yL3.zH2O and its preparation method comprises: (A) adjusting pH of a mixed solution I? of L3, M3e[M2(CN)bL1c]f, de-ionized water I, alcohol and/or ether solvent to less than 7.0, and adding it into a mixed solution II? of M1(X)g salt, Su or Su precursor, de-ionized water II, stirring for reaction under 20° C.-120° C. for 0.5-200 hours, separating and drying to obtain a solid product; and (B) repeatedly dispersing the solid into an anhydrous organic solvent containing L2 to form a slurry, distilling, separating and drying to obtain the metal cyanide complex catalyst. The catalyst is useful in preparing polyethers, polycarbonates and polyesters by homopolymerization of epoxides, or copolymerization of epoxides with carbon dioxide or anhydrides.
    Type: Grant
    Filed: December 13, 2010
    Date of Patent: October 14, 2014
    Assignee: Zhejiang University
    Inventors: Xinghong Zhang, Guorong Qi, Binyang Du, Renjian Wei, Xueke Sun
  • Publication number: 20140213437
    Abstract: Powder catalysts that comprise particles of chemical compounds of Au and Cu deposited on acid-washed carbon-based supports are effective catalysts in ethyne hydrochlorination to produce vinyl chloride monomers (VCMs). They give a high selectivity and productivity of VCM and decreased amounts of the byproducts of chloroethane, dichloroethane and others. Thiocyanates are used as complexing agents to extend the catalyst lifetime. The activity of the catalyst is enhanced by doping nitrogen atoms into the support.
    Type: Application
    Filed: January 30, 2013
    Publication date: July 31, 2014
    Applicant: Tsinghua University
    Inventors: Guohua Luo, Kai Zhou, Wei Wang, Fei Wei
  • Patent number: 8791037
    Abstract: A method of making ceramic membranes, and the ceramic membranes so formed, comprising combining a ceramic precursor with an organic or inorganic comonomer, forming the combination as a thin film on a substrate, photopolymerizing the thin film, and pyrolyzing the photopolymerized thin film.
    Type: Grant
    Filed: June 11, 2009
    Date of Patent: July 29, 2014
    Assignee: U.S. Department of Energy
    Inventors: Kathryn A. Berchtold, Jennifer S. Young
  • Patent number: 8680002
    Abstract: A double metal cyanide catalyst of the present invention having a controlled reactivity for preparing a polyol, which contains an ether ligand having a molecular weight of less than 200 and a glycol ligand having a molecular weight of less than 200 can be used in the preparation of a polyol having a unsaturation degree suitable for direct use for producing a polyurethane having suitable properties.
    Type: Grant
    Filed: November 4, 2008
    Date of Patent: March 25, 2014
    Assignee: SKC Co., Ltd.
    Inventors: Jun Tae Ahn, Sang Hyun Lee, Young Chan Jeon, Sang Wook Park, Chang Ha Park, In Ha Park
  • Publication number: 20120253005
    Abstract: The invention relates to a method for conditioning double metal catalysts which are used in the production of polyether polyols. The conditioning enhances the performance of the catalyst, so that lower concentrations of the DMC catalyst can be used in polyether polyol production.
    Type: Application
    Filed: October 1, 2010
    Publication date: October 4, 2012
    Applicant: BASF SE
    Inventors: Igor Shishkov, Sirus Zarbakhsh, Ronald Adelmann, Wolfgang Rohde, Achim Loeffler
  • Publication number: 20120129685
    Abstract: The invention relates to a process for preparing multimetal cyanide compounds by reacting the aqueous solution of a metal salt a) with the aqueous solution of a hexacyanometalate compound b), wherein the mixture of the solutions a) and b) flows over the surface of a rotating body A to an outer region of the surface of the rotating body A and is flung off from there.
    Type: Application
    Filed: August 11, 2010
    Publication date: May 24, 2012
    Applicant: BASF SE
    Inventors: Jochen Mezger, Burkhard Walther, Helmut Mack, Simone Klapdohr, Zhizhong Cai, Silke Flakus, Tobias Austermann, Bernhard Hoffner, Wolfgang Rohde, Bernd Bechtloff, Michael Triller, Sirus Zarbakhsh
  • Patent number: 7811958
    Abstract: The invention relates to a process for preparing DMC catalysts by reacting cyanometalate compounds, preferably cyanometalate salts, in particular alkali metal or alkaline earth metal salts, with metal salts, wherein the reaction is carried out in the presence of a Brönsted acid.
    Type: Grant
    Filed: March 7, 2006
    Date of Patent: October 12, 2010
    Assignee: BASF Aktiengesellschaft
    Inventors: Edward Bohres, Michael Triller, Raimund Ruppel
  • Patent number: 7772330
    Abstract: The present invention provides a process for conditioning double metal cyanide (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: Grant
    Filed: January 26, 2010
    Date of Patent: August 10, 2010
    Assignee: Bayer MaterialScience AG
    Inventors: Klaus Lorenz, Jorg Hofmann
  • Patent number: 7754643
    Abstract: The present invention provides a novel transesterification catalyst having the general formula: Zn3M2(CN)n(ROH).xZnCl2.yH2O wherein R is tertiary-butyl and M is a transition metal ion selected from Fe, Co and Cr, x varies from 0 to 0.5, y varies from 3-5 and n is 10 or 12. The above said catalyst is useful for an efficient transesterification of glycerides, fatty acid esters and cyclic carbonates on reactions with alcohols.
    Type: Grant
    Filed: March 30, 2006
    Date of Patent: July 13, 2010
    Assignee: Council of Scientific & Industrial Research
    Inventors: Darbha Srinivas, Rajendra Srivastava, Paul Ratnasamy
  • Patent number: 7678729
    Abstract: The present invention provides a process for conditioning double metal cyanide (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: Grant
    Filed: May 18, 2007
    Date of Patent: March 16, 2010
    Assignee: Bayer MaterialScience AG
    Inventors: Klaus Lorenz, Jorg Hofmann
  • Patent number: 7645717
    Abstract: Nano-scale DMC catalyst complexes are highly active alkylene oxide polymerization catalysts. Thy show a greatly improved ability to catalyze the formation of EO-capping onto secondary hydroxyl-terminated polyethers. The catalysts can be prepared by precipitation in the dispersed adequous phase of a water-in-oil emulsion.
    Type: Grant
    Filed: May 21, 2004
    Date of Patent: January 12, 2010
    Assignee: Dow Global Technologies, Inc.
    Inventors: Sandeep S. Dhingra, Karla F. Mabe, Keith Jeffrey Watson
  • Patent number: 7553921
    Abstract: A polyether polyol composition, the reactivity of which with a polyisocyanate can be controlled, to thereby obtain an isocyanate group-terminated prepolymer having excellent storage stability. A polyether polyol composition comprising a polyether polyol obtained by a ring-opening polymerization of an alkylene oxide in the presence of a composite metal cyanide complex catalyst, and a phosphoric acid compound comprising a phosphoric acid selected from orthophosphoric acid, polyphosphoric acid and polymetaphosphoric acid, and/ or a partial ester of such a phosphoric acid, wherein the polyether polyol composition contains metals derived from the composite metal cyanide complex catalyst in an amount of from 1 to 30 ppm based on the polyether polyol, and the above phosphoric acid compound in an amount of from 0.5 to 100 ppm based on the polyether polyol.
    Type: Grant
    Filed: July 26, 2005
    Date of Patent: June 30, 2009
    Assignee: Asahi Glass Company, Limited
    Inventors: Chitoshi Suzuki, Hiroki Fukuda, Shigeru Ikai
  • Publication number: 20070276099
    Abstract: 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: Application
    Filed: May 18, 2007
    Publication date: November 29, 2007
    Inventors: Klaus Lorenz, Jorg Hofmann
  • 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: 7226887
    Abstract: Complexes of a metal cyanide polymerization catalyst and certain monomer complexing agents provide a method whereby heterogeneous, active metal cyanide catalysts can be prepared. The catalysts are useful alkylene oxide polymerization catalysts that are easily separated from the polymerization product and recycled.
    Type: Grant
    Filed: October 30, 2003
    Date of Patent: June 5, 2007
    Assignee: Dow Global Technologies Inc.
    Inventor: Richard M. Wehmeyer
  • 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: 7112551
    Abstract: Process comprising treating a double metal cyanide complex catalyst with sound waves and/or electromagnetic radiation, process for polymerising alkylene oxide in which such catalyst is used, and double metal cyanide complex catalyst which catalyst has been treated with sound waves and/or electromagnetic radiation.
    Type: Grant
    Filed: June 12, 2003
    Date of Patent: September 26, 2006
    Assignee: Shell Oil Company
    Inventors: Michiel Barend Eleveld, Johan Paul Smit, Robert Adrianus Wilhelmus Grotenberg, Riemer Alberts De Groot
  • Patent number: 7101823
    Abstract: Double metal cyanide catalysts (DMC) are complexed with complexing agents that are miscible in poly(propylene oxide) at higher temperatures and immiscible at lower temperatures. The complexing agent is a poly(ethylene oxide) polymer or a copolymer having a poly(ethylene oxide) block. The catalyst is easily removed from a polyether polyol.
    Type: Grant
    Filed: March 17, 2003
    Date of Patent: September 5, 2006
    Assignee: United States of America
    Inventor: Richard M. Wehmeyer
  • Patent number: 7060647
    Abstract: Process comprising treating a double metal cyanide complex catalyst with sound waves and/or electromagnetic radiation, process for polymerising alkylene oxide in which such catalyst is used, and double metal cyanide complex catalyst which catalyst has been treated with sound waves and/or electromagnetic radiation.
    Type: Grant
    Filed: June 12, 2003
    Date of Patent: June 13, 2006
    Assignee: Shell Oil Company
    Inventors: Michiel Barend Eleveld, Johan Paul Smit, Robert Adrianus Wilhelmus Grotenbreg, Riemer Alberts De Groot
  • Patent number: 7022641
    Abstract: Metal cyanide catalyst dispersions in initiator compounds and/or polyethers are prepared by reacting an acidic metal cyanide compound with an insoluble metal salt in a medium that is a solvent for the acidic metal cyanide compound but not the metal salt. The resulting catalyst slurry may be combined with an initiator and stripping to form a catalyst/initiator or catalyst/polyether slurry. Using this method, an active alkylene oxide polymerization catalyst is prepared, and the preparation method is greatly simplified. Further, it is not necessary to use a separate organic complexing agent in the preparation.
    Type: Grant
    Filed: March 17, 2003
    Date of Patent: April 4, 2006
    Assignee: Dow Global Technologies Inc.
    Inventor: Richard M. Wehmeyer
  • Patent number: 7008900
    Abstract: The invention provides new double metal cyanide (DMC) catalysts for preparing polyetherpolyols by the polyaddition of alkylene oxides to starter compounds which contain active hydrogen atoms, wherein the catalyst comprises a) double metal cyanide compounds, b) bile acids or their salts, esters or amides and c) organic complex ligands. The catalysts according to the invention show greatly increased activity during preparation of a polyetherpolyol.
    Type: Grant
    Filed: January 31, 2000
    Date of Patent: March 7, 2006
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jörg Hofmann, Pieter Ooms, Pramod Gupta, Walter Schäfer, John Lohrenz
  • 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: 6953765
    Abstract: The invention is directed to a double-metal cyanide catalyst for the preparation of a polyether polyol by the polyaddition of an alkylene oxideon to a starter compound containing active hydrogen atoms, wherein the DMC catalyst comprises a) at least one double-metal cyanide compound; b) at least one organic complexing ligand; and c) two different complexing components.
    Type: Grant
    Filed: May 3, 2002
    Date of Patent: October 11, 2005
    Assignee: Bayer Aktiengesellschaft
    Inventors: Pieter Ooms, Jörg Hofmann, Walter Schäfer
  • Patent number: 6921737
    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: May 26, 2004
    Date of Patent: July 26, 2005
    Assignee: BASF Corporation
    Inventors: Edward M. Dexheimer, Jacob Wildeson, Werner Hinz
  • Patent number: 6919293
    Abstract: This invention relates to novel double metal cyanide (DMC) catalysts for the production of polyether polyols by polyaddition of alkylene oxides onto starter compound comprising active hydrogen atoms, wherein the catalyst contains a) double metal cyanide compounds, b) organic complex ligands other than c) and c) two or more complex-forming components from the classes of compounds comprising functionalised polymers, glycidyl ethers, glycosides, carboxylic acid esters of polyhydric alcohols, bile acids or the salts, esters or amides thereof, cyclodextrins, phosphorus compounds, ?,?-unsaturated carboxylic acid esters or ionic surface- or interface-active compounds. The catalysts according to the invention exhibit greatly increased activity in polyether polyol production.
    Type: Grant
    Filed: October 26, 2000
    Date of Patent: July 19, 2005
    Assignee: Bayer Aktiengesellschaft
    Inventors: Pieter Ooms, Jörg Hofmann, Christian Steinlein, Stephan Ehlers
  • Patent number: 6900156
    Abstract: Metal cyanide catalyst dispersions in initiator compounds and/or polyether are prepared by reacting an acidic metal cyanide compound a zero valent metal in a medium that is a solvent for the acidic metal cyanide compound. The resulting catalyst slurry may be combined with an initiator and/or polyether and stripped to form a catalyst/initiator or catalyst/polyether slurry. Using this method, an active alkylene oxide polymerization catalyst is prepared, and the preparation method is greatly simplified. Further, it is necessary to use a separate organic complexing agent in the preparation.
    Type: Grant
    Filed: March 18, 2003
    Date of Patent: May 31, 2005
    Assignee: Dow Global Technologies Inc.
    Inventor: Richard M. Wehmeyer
  • Patent number: 6884751
    Abstract: Hydrocyanation catalysts comprising aqueous solutions of at least one water-soluble phosphine and nickel values, well suited for the hydrocyanation of ethylenically unsaturated organic compounds such as diolefins, olefinic nitrites and monolefins, are produced by (a) admixing an aqueous solution of such at least one water-soluble phosphine with a nickel hydroxide, (b) adding hydrogen cyanide or a compound which generates hydrogen cyanide to the mixture thus formed, (c) stirring the resulting mixture until the nickel values have at least partially dissolved, and (d) reducing at least a portion of said nickel values having an oxidation state of greater than zero to the zero oxidation state.
    Type: Grant
    Filed: June 22, 2001
    Date of Patent: April 26, 2005
    Assignee: Rhodia Feber & Resin Intermedaites
    Inventors: Paolo Burattin, Pierre Coqueret, Marc Huser
  • 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: 6869905
    Abstract: An improved method for synthesizing a double metal cyanide (DMC) catalyst includes combining a non-aqueous solution of a first metal salt, such as ZnBr2, with a non-aqueous solution of a second metal salt, such as CoBr2, and with a non-aqueous solution of an alkali metal cyanide, such as NaCN, in a single step to synthesize the DMC catalyst, Zn3[Co(CN)6]2.
    Type: Grant
    Filed: March 2, 2004
    Date of Patent: March 22, 2005
    Assignee: BASF Corporation
    Inventor: Edward Michael Dexheimer
  • Patent number: 6867162
    Abstract: The present invention is directed to 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 in the presence of the catalysts of the present invention have reduced levels of high molecular weight tail.
    Type: Grant
    Filed: November 19, 2003
    Date of Patent: March 15, 2005
    Assignees: Bayer MaterialScience LLC, Bayer Antwerpen, J.V.
    Inventors: Bi Le-Khac, Wie Wang
  • Patent number: 6855658
    Abstract: The present invention provides 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, M+2 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. Further provided are processes for the production of the inventive DMC catalysts. The crystalline, hydroxide containing DMC catalysts of the present invention may find use in the preparation of polyols, such as polyether polyols.
    Type: Grant
    Filed: August 26, 2003
    Date of Patent: February 15, 2005
    Assignee: Bayer Antwerp, N.V.
    Inventor: George G. Combs
  • Patent number: 6852664
    Abstract: The present invention relates to novel double metal cyanide (DMC) catalysts for the preparation of polyether polyols by a polyaddition reaction between alkylene oxides and starter compounds having active hydrogen atoms, wherein the catalyst contains a) at least one double metal cyanide compound, b) at least one organic complexing ligand and c) at least one fluorine-containing complexing ligand.
    Type: Grant
    Filed: July 23, 2003
    Date of Patent: February 8, 2005
    Assignee: Bayer Aktiengesellschaft
    Inventors: Pieter Ooms, Jörg Hofmann, Martin Döbler
  • Patent number: 6852663
    Abstract: The invention is directed to a double-metal cyanide catalyst for the preparation of a polyether polyol by the polyaddition of an alkylene oxide on to a starter compound containing active hydrogen atoms, wherein the DMC catalyst comprises a) at least one double-metal cyanide compound; b) at least one organic complexing ligand which is not a polyether, polyester, polycarbonate, polyalkylene glycol sorbitan ester, polyalkylene glycol glycidyl ether, glycidyl ether, glycoside, carboxylic acid ester of polyhydric alcohol, cyclodextrin, phosphorus compound, ?,?-unsaturated carboxylic acid ester or ionic surfactant compound; c) at least one polyether; and d) at least one polyester, polycarbonate, polyalkylene glycol sorbitan ester, polyalkylene glycol glycidyl ether, glycidyl ether, glycoside, carboxylic acid ester of polyhydric alcohol, cyclodextrin, phosphorus compound, ?,?-unsaturated carboxylic acid ester or ionic surfactant compound.
    Type: Grant
    Filed: May 3, 2002
    Date of Patent: February 8, 2005
    Assignee: Bayer Aktiengesellschaft
    Inventors: Pieter Ooms, Jöerg Hofmann, Walter Schäfer
  • Patent number: 6835687
    Abstract: The invention provides an improved process for the preparation of double metal cyanide (DMC) catalysts for the preparation of polyether polyols by polyaddition of alkylene oxides on to starter compounds containing active hydrogen atoms, in which aqueous solutions of a metal salt and a metal cyanide salt are first reacted in the presence of an organic complexing ligand and optionally one or more further complex-forming components to form a DMC catalyst dispersion, this dispersion is then filtered, the filter cake is subsequently washed with one or more aqueous or non-aqueous solutions of the organic complexing ligand and optionally one or more further complex-forming components by a filter cake washing and the washed filter cake is finally dried, after an optional pressing out or mechanical removal of moisture.
    Type: Grant
    Filed: March 5, 2003
    Date of Patent: December 28, 2004
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jörg Hofmann, Stephan Ehlers, Bernd Klinksiek, Thorsten Fechtel, Matthias Ruhland, Jürgen Scholz, Franz Föhles, Ulrich Esser
  • Patent number: 6835801
    Abstract: The present invention is directed to an activated starter mixture which can be used to prepare polyoxyalkylene polyols. The present invention is also directed to a process for preparing an activated starter mixture, particularly, to a process for preparing an activated starter mixture which is composed of a low molecular weight starter compound. The present invention is also directed to a batch or semi-batch process for the polyaddition of an alkylene oxide on to an activated starter mixture, particularly, on to an activated starter mixture which is composed of a low molecular weight starter compound. The present invention provides an activated starter mixture, particularly, an activated starter mixture which is composed of a low molecular weight starter compound, which rapidly initiates polymerization. The present invention can eliminate the need to synthesize costly high molecular weight starter compounds by KOH catalysis in a separate, dedicated reactor.
    Type: Grant
    Filed: July 19, 2002
    Date of Patent: December 28, 2004
    Assignee: Bayer Antwerp, N.V.
    Inventor: John E. Hayes
  • Patent number: 6833431
    Abstract: The invention is directed to a double-metal cyanide catalyst for the preparation of a polyether polyol by the polyaddition of an alkylene oxide on to a starter compound containing active hydrogen atoms, wherein the DMC catalyst comprises a) at least one double-metal cyanide compound; b) at least one organic complexing ligand which is not a polyether, a bile acid, a bile acid salt, a bile acid ester or a bile acid amide; c) at least one polyether; and d) at least one bile acid, bile acid salt, bile acid ester or bile acid amide. The catalyst of the present invention has increased activity in the preparation of a polyether polyol.
    Type: Grant
    Filed: April 26, 2002
    Date of Patent: December 21, 2004
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jörg Hofmann, Pieter Ooms, Walter Schäfer
  • Publication number: 20040249221
    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 77K.
    Type: Application
    Filed: April 23, 2004
    Publication date: December 9, 2004
    Inventors: Edward Bohres, Ulrich Muller, Raimund Ruppel, Eva Baum
  • Publication number: 20040242937
    Abstract: 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: Application
    Filed: February 6, 2004
    Publication date: December 2, 2004
    Inventors: Eva Baum, Georg Heinrich Grosch, Siegfried Bechtel, Raimund Ruppel, Kathrin Harre, Edward Bohres
  • 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: 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: 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: 6800583
    Abstract: Catalyst suspensions for the ring-opening polymerization of alkylene oxides comprise a) at least one multimetal cyanide compound having a crystalline structure and a content of platelet-shaped particles of at least 30% by weight, based on the multimetal cyanide compound, and b) at least one organic complexing agent c) water and/or d) at least one polyether and/or e) at least one surface-active substance, with the proviso that at least component a) and at least two of the components b) to e) have to be present.
    Type: Grant
    Filed: June 2, 1999
    Date of Patent: October 5, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Georg Heinrich Grosch, Kathrin Harre, Jörg Erbes, Reinhard Lorenz, Stephan Bauer, Thomas Ostrowski, Eva Baum, Dieter Junge, Edward Michael Dexheimer
  • Patent number: 6797665
    Abstract: The invention relates to double-metal cyanide catalysts for preparing 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 double-metal cyanide compound; b) at least one organic complexing ligand; and, optionally, c) at least one functionalized polymer, wherein the organic complexing ligand is a mixture of a C3-C7 aliphatic alcohol and from about 2 to about 98 mole %, based on the total amount of organic complexing ligand, of a cyclic, aliphatic, cycloaliphatic or aromatic ketone. The DMC catalysts of the present invention have increased activity compared to known catalysts. Additionally, the DMC catalysts of the present invention can be used to prepare polyols with reduced high molecular weight components.
    Type: Grant
    Filed: May 10, 2002
    Date of Patent: September 28, 2004
    Assignee: Bayer Antwerpen
    Inventor: Bi Le-Khac
  • 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