Material Contains A Group Ivb Metal Atom (ti, Zr, Hf) Patents (Class 528/411)
  • Patent number: 9040657
    Abstract: Alkylene oxide polymerizations are performed in the presence of a double metal cyanide polymerization catalyst and certain magnesium, Group 3-Group 15 metal or lanthanide series metal compounds. The presence of the magnesium, Group 3-Group 15 metal or lanthanide series metal compound provides several benefits including more rapid catalyst activation, faster polymerization rates and the reduction in the amount of ultra high molecular weight polymers that are formed. The catalyst mixture is unexpectedly useful in making polyethers having low equivalent weights.
    Type: Grant
    Filed: December 18, 2011
    Date of Patent: May 26, 2015
    Assignee: Dow Global Technologies LLC
    Inventors: David S. Laitar, David A. Babb, Carlos M. Villa, Richard Keaton, Jean-Paul Masy
  • Patent number: 8853350
    Abstract: The synthesis of a polyoxometalate-loaded epoxy uses a one-step cure by applying an external stimulus to release the acid from the polyoxometalate and thereby catalyze the cure reaction of the epoxy resin. Such polyoxometalate-loaded epoxy composites afford the cured epoxy unique properties imparted by the intrinsic properties of the polyoxometalate. For example, polyoxometalate-loaded epoxy composites can be used as corrosion resistant epoxy coatings, for encapsulation of electronics with improved dielectric properties, and for structural applications with improved mechanical properties.
    Type: Grant
    Filed: September 25, 2012
    Date of Patent: October 7, 2014
    Assignee: Sandia Corporation
    Inventor: Benjamin J. Anderson
  • Patent number: 8703898
    Abstract: A hyperbranched polyether polyol obtained by a ring-opening reaction between a hydroxyalkyloxetane (a1) and a monofunctional epoxy compound (a2), wherein the polyether polyol includes a primary hydroxyl group (H1) and a secondary hydroxyl group (H2) in the molecular structure thereof, and has a number average molecular weight (Mn) of 1,000 to 4,000 and a hydroxyl value of 150 to 350 mg·KOH/g.
    Type: Grant
    Filed: June 20, 2006
    Date of Patent: April 22, 2014
    Assignee: DIC Corporation
    Inventors: Rainer B. Frings, Toshihiro Ooki, Yasuhiro Takada, Hitoshi Hayakawa
  • Patent number: 8609805
    Abstract: The present invention provides a highly efficient process for manufacturing copolyether glycol having a mean molecular weight of from about 650 to about 5000 dalton by polymerization of tetrahydrofuran and at least one alkylene oxide in the presence of an acid catalyst and at least one compound containing reactive hydrogen atoms. More particularly, the invention relates to a process for manufacturing copolyether glycol which comprises recycle to the polymerization reaction step of at least a portion of the oligomeric cyclic ether which is co-produced with the copolyether glycol, said process exhibiting an Space Time Yield value of greater than about 0.9.
    Type: Grant
    Filed: September 28, 2011
    Date of Patent: December 17, 2013
    Assignee: Invista North America S.A R.L.
    Inventors: Qun Sun, Gary L. Kiser, Robert D. Orlandi
  • Publication number: 20120259090
    Abstract: The present invention provides a highly efficient process for manufacturing copolyether glycol having a mean molecular weight of from about 650 to about 5000 dalton by polymerization of tetrahydrofuran and at least one alkylene oxide in the presence of an acid catalyst and at least one compound containing reactive hydrogen atoms. More particularly, the invention relates to a process for manufacturing copolyether glycol which comprises recycle to the polymerization reaction step of at least a portion of the oligomeric cyclic ether which is co-produced with the copolyether glycol, said process exhibiting an Space Time Yield value of greater than about 0.9.
    Type: Application
    Filed: September 28, 2011
    Publication date: October 11, 2012
    Applicant: INVISTA North America S.a r.l.
    Inventors: Qun SUN, Gary L. KISER, Robert D. ORLANDI
  • Patent number: 8247484
    Abstract: A composition comprises a modified polymeric material and a ceramic antiferroelectric particle. The modified polymeric material comprises a high temperature polymer chemically combined with a polar group. A method of making a composition comprises chemically combining a high temperature polymer with a polar group to form a modified polymeric material; and combining the modified polymeric material with antiferroelectric particles to form a composite composition.
    Type: Grant
    Filed: June 12, 2008
    Date of Patent: August 21, 2012
    Assignee: General Electric Company
    Inventors: Daniel Qi Tan, Yang Cao, Patricia Chapman Irwin
  • Publication number: 20120065363
    Abstract: Sugars comprising the monosaccharides glucose and fructose, and the disaccharides sucrose and lactose are catalytically converted to polyethers in a sulfate fortified acid medium in the presence of transition metal compounds possessing a degree of symmetry. The conversion efficiency of this catalytic chemical process is improved by saturating the acidic reaction mixture with inorganic sulfate salts to reduce competitive reactions. Polyethers formed during the reaction are removed by filtration facilitating a continuous process.
    Type: Application
    Filed: September 13, 2010
    Publication date: March 15, 2012
    Applicant: Carter Technologies
    Inventor: Melvin Keith Carter
  • Publication number: 20110305837
    Abstract: A method for ionic polymerization of ethylene oxide. In the first step of the method, a gaseous monomer composition comprising ethylene oxide at a first flow rate is mixed with a gaseous ionic polymerization initiator at a second flow rate, thereby forming a mixture. The formed mixture is then heated with at least one heated filament to thereby form at least one polymer. The method may also be employed to coat a variety of different substrates in situ during the polymerization reaction.
    Type: Application
    Filed: March 17, 2010
    Publication date: December 15, 2011
    Applicant: DREXEL UNIVERSITY
    Inventors: Kenneth K.S. Lau, Ranjita K. Bose
  • Patent number: 7989530
    Abstract: A nonlinear composition comprises a polymeric material and at least one ferroelectric, antiferroelectric, or paraelectric particle, wherein the composition has a permittivity greater than or equal to about 5. A method of making a nonlinear composition comprises combining a polymeric material, and at least one ferroelectric, antiferroelectric, or paraelectric particle. The composition has a permittivity greater than or equal to about 5.
    Type: Grant
    Filed: July 25, 2008
    Date of Patent: August 2, 2011
    Assignee: General Electric Company
    Inventors: Daniel Qi Tan, Patricia Chapman Irwin, Yang Cao, Venkat Subramaniam Venkataramani
  • Patent number: 7923497
    Abstract: Disclosed herein is a composition comprising a composition comprising a polymeric material; and a ceramic antiferroelectric particle. Disclosed herein too is a method of tuning a dielectric constant of a composition comprising subjecting a composition comprising a polymeric material and a ceramic antiferroelectric particle to a biasing electric field; and changing the dielectric constant of the composition. Disclosed herein too is a method comprising blending a polymeric material with ceramic antiferroelectric particles to form a composition. Disclosed herein too is a method comprising blending a polymeric material with ceramic antiferroelectric particles to form a composition; applying an electrical field to the composition; and reorienting the ceramic antiferroelectric particles.
    Type: Grant
    Filed: November 23, 2005
    Date of Patent: April 12, 2011
    Assignee: General Electric Company
    Inventors: Daniel Qi Tan, Yang Cao, Patricia Chapman Irwin, Venkat S. Venkataramani
  • Publication number: 20100240864
    Abstract: The present invention provides a process for changing the given mean molecular weight Mn in the continuous preparation of polytetrahydrofuran or tetrahydrofuran copolymers, the mono- or diesters of polytetrahydrofuran or of tetrahydrofuran copolymers by polymerizing tetrahydrofuran in the presence of a telogen and/or of a comonomer over an acidic catalyst, wherein a) the molar ratio of telogen to tetrahydrofuran or to tetrahydrofuran and comonomer is changed, b) then the mean molecular weight of at least one sample is determined, c) until the mean molecular weight thus determined differs from the molecular weight to be achieved by the change, the already formed polytetrahydrofuran or the tetrahydrofuran copolymers, the mono- or diesters of polytetrahydrofuran or tetrahydrofuran copolymer is at least partly depolymerized over an acidic catalyst and d) the tetrahydrofuran recovered by depolymerization is recycled at least partly into the polymerization.
    Type: Application
    Filed: December 10, 2007
    Publication date: September 23, 2010
    Applicant: BASF SE
    Inventors: Rolf Pinkos, Jochen Steiner, Stefan Käshammer, Tobias Wabnitz
  • Publication number: 20090215971
    Abstract: The present invention relates to a process for preparing polytetrahydrofuran or tetrahydrofuran copolymers by polymerization of tetrahydrofuran in the presence of a telogen and/or a comonomer over a fixed bed of an acid catalyst, in which the temperature of the polymerization mixture increases in the direction of flow through the catalyst bed.
    Type: Application
    Filed: May 25, 2007
    Publication date: August 27, 2009
    Applicant: BASF SE
    Inventors: Tobias Wabnitz, Stephan Hatscher, Stefan Käshammer, Rolf Pinkos
  • Patent number: 7544766
    Abstract: The present invention relates to a process for preparing polytetrahydrofuran, polytetrahydrofuran copolymer, diester or monoester by polymerizing tetrahydrofuran in the presence of at least one telogen and/or comonomer and of an acidic heterogeneous catalyst based on activated sheet silicates or mixed metal oxides in a fluidized bed.
    Type: Grant
    Filed: December 23, 2003
    Date of Patent: June 9, 2009
    Assignee: BASF SE
    Inventors: Stephan Schlitter, Martin Haubner, Peter Zehner, Michael Hesse, Alexander Weck, Rolf Pinkos, Thomas Graβler
  • Patent number: 7488772
    Abstract: Mixtures or adducts of N-heterocyclic carbenes with metal amides or metal alkoxides are effective catalysts for the polymerization of macrocyclic polyester oligomers. The catalysts are stable at polymerization temperatures, and the polymerization is rapid, resulting in high monomer conversion, high molecular weight, and a mechanically sound material.
    Type: Grant
    Filed: November 9, 2005
    Date of Patent: February 10, 2009
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Wilson Tam, David T. Williamson
  • Patent number: 7268204
    Abstract: A method of forming a polyethercarbonate polyol enhances incorporation of CO2 into the polyethercarbonate polyol. The method provides a catalyst including a multimetal cyanide compound. The multimetal cyanide compound has an ordered structure defined by a cationic catalytic center and an anionic backbone with the anionic backbone spatially arranged about the cationic catalytic center. The anionic backbone is modified with a supplemental anionic spacer to affect the spatial arrangement and catalytic activity of the cationic catalytic center. The supplemental anionic spacer is incorporated into the multimetal cyanide compound to establish the general formula, M1a[M2b(CN)cMd3Xe]f, wherein M1, M2, and M3 are various metal ions and X is the supplemental anionic spacer. An H-functional initiator, an alkylene oxide, and CO2 are reacted in the presence of the modified multimetal cyanide compound to form the polyethercarbonate polyol.
    Type: Grant
    Filed: March 29, 2005
    Date of Patent: September 11, 2007
    Assignee: BASF Corporation
    Inventors: Werner Hinz, Jacob Wildeson, Edward M. Dexheimer
  • Patent number: 7160962
    Abstract: Elastomer-modified Epoxy-polysiloxane compositions of this invention are prepared by combining a silicone intermediate, with an epoxy resin, an elastomeric resinous intermediate, a polyfunctional amine, an optional organometallic catalyst, and optional fillers, pigments, and processing agents. The composition is prepared using a sufficient amount of water to promote hydrolysis of the polysiloxane and the polycondensation of the silanols produced by such hydrolysis. In its cured form, the epoxy-polysiloxane composition exists as a uniformly dispersed arrangement of linear epoxy chain fragments that are cross-linked with a continuous polysiloxane polymer chain, wherein either or both of the epoxy and/or polysiloxane polymers are elastomer modified to provide coatings and floorings having significantly improved properties of impact resistance, flexibility, crack resistance, and abrasion resistance with compared to conventional epoxy systems.
    Type: Grant
    Filed: October 27, 2003
    Date of Patent: January 9, 2007
    Assignee: Ameron International Corporation
    Inventor: Haruji Sakugawa
  • Patent number: 6979722
    Abstract: According to a process for production of alkylene oxide polymers offered by the present invention, an alkylene oxide is subjected to a polymerization reaction under presence of a catalyst in a solvent containing an aliphatic hydrocarbon having from five to seven carbon atoms and a branched structure. The aliphatic hydrocarbon is provided preferably by 2-methyl pentane, 3-methyl pentane, 2,3-dimethyl pentane, 2,4-dimethyl pentane, etc. The alkylene oxide is provided preferably by ethylene oxides and/or propylene oxides.
    Type: Grant
    Filed: March 5, 2002
    Date of Patent: December 27, 2005
    Assignee: Sumitomo Seika Chemicals Co., Ltd.
    Inventors: Shigeki Hamamoto, Nobutaka Fujimoto, Makoto Katou, Kazuyuki Miura
  • 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: 6906167
    Abstract: The present invention provides a process for efficiently obtaining polyethers having its high degree of polymerization by easily polymerizing substituted epoxides which could hardly or could not be made so far to provide a high degree of polymerization. That is, a polyether is obtained by a process which comprises ring-opening-polymerizing at least one substituted epoxide, except for propylene oxide and epihalohydrin, in the presence of a rare earth metal compound represented by the formula (I) and a reducing compound: Wherein M represents a rare earth element selected from Sc, Y and lanthanide, and L1, L2 and L3 are same as or different from each other and each of them represents an oxygen-binding ligand.
    Type: Grant
    Filed: July 6, 2004
    Date of Patent: June 14, 2005
    Assignee: Kao Corporation
    Inventors: Seiichi Miyanaga, Hiroshi Kawamukai, Takashi Oda
  • Patent number: 6864306
    Abstract: Polymer composites and methods of making the polymer composites are presented. A representative polymer composite includes a polymer resin and a conductive material, wherein the polymer composite is characterized by a dielectric constant greater the 200. A representative method of making the polymer composite can be broadly summarized by the following steps: providing a polymer resin and a conductive material; mixing the polymer resin and the conductive material; and forming the polymer composite, wherein the polymer composite is characterized by a dielectric constant greater than 200.
    Type: Grant
    Filed: April 30, 2002
    Date of Patent: March 8, 2005
    Assignee: Georgia Tech Research Corporation
    Inventors: Yang Rao, Ching-Ping Wong, Jianwen Xu
  • Patent number: 6800723
    Abstract: The present invention provides a process for efficiently obtaining polyethers having its high degree of polymerization by easily polymerizing substituted epoxides which could hardly or could not be made so far to provide a high degree of polymerization. That is, a polyether is obtained by a process which comprises ring-opening-polymerizing at least one substituted epoxide, except for propylene oxide and epihalohydrin, in the presence of a rare earth metal compound represented by the formula (I) and a reducing compound: Wherein M represents a rare earth element selected from Sc, Y and lanthanide, and L1, L2 and L3 are same as or different from each other and each of them represents an oxygen-binding ligand.
    Type: Grant
    Filed: February 26, 2002
    Date of Patent: October 5, 2004
    Assignee: Kao Corporation
    Inventors: Seiichi Miyanaga, Hiroshi Kawamukai, Takashi Oda
  • Patent number: 6794451
    Abstract: A cationically polymerizable liquid composition is formed from a cationically polymerizable mixture (A) and a solid resin (B) that is compatible with the mixture (A) at room temperature and has a softening point of at least 40° C., so that the composition has a viscosity at 25° C. of 20 Pa·sec or below. The cationically polymerizable mixture (A) is formed from a monofunctional monomer (A-1) having in the molecule only one cyclic ether structure represented by formula (1) below, a polyfunctional monomer (A-2) having in the molecule at least two cyclic ether structures represented by formula (1) below, and a latent cationic polymerization initiator (A-3). A tacky polymer formed by cationic polymerization of the composition is also disclosed. (In formula (1), n denotes 0, 1, or 2, and R1 to R6 independently denote hydrogen atoms or hydrocarbon groups, which may have a substituent.
    Type: Grant
    Filed: February 12, 2002
    Date of Patent: September 21, 2004
    Assignee: Toagosei Co., Ltd.
    Inventors: Hiroshi Sasaki, Koutarou Yoneda
  • Patent number: 6762278
    Abstract: A method of forming a polyethercarbonate polyol using a multimetal cyanide compound is disclosed. The method includes providing a multimetal cyanide compound having a crystalline structure and a content of platelet-shaped particles of at least 30% by weight, based on the weight of the multimetal cyanide compound and further including at least two of the following components: an organic complexing agent, water, a polyether, and a surface-active substance. Then an alcohol initiator is reacted with at least one alkylene oxide and carbon dioxide under a positive pressure in the presence of the multimetal cyanide compound, thereby forming the polyethercarbonate polyol.
    Type: Grant
    Filed: February 4, 2002
    Date of Patent: July 13, 2004
    Assignee: BASF Corporation
    Inventors: Werner Hinz, Edward Michael Dexheimer, Edward Bohres, Georg Heinrich Grosch
  • 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: 6639025
    Abstract: Elastomer-modified Epoxy-polysiloxane compositions of this invention are prepared by combining a silicone intermediate, with an epoxy resin, an elastomeric resinous intermediate, a polyfunctional amine, an optional organometallic catalyst, and optional fillers, pigments, and processing agents. The composition is prepared using a sufficient amount of water to promote hydrolysis of the polysiloxane and the polycondensation of the silanols produced by such hydrolysis. In its cured form, the epoxy-polysiloxane composition exists as a uniformly dispersed arrangement of linear epoxy chain fragments that are cross-linked with a continuous polysiloxane polymer chain, wherein either or both of the epoxy and/or polysiloxane polymers are elastomer modified to provide coatings and floorings having significantly improved properties of impact resistance, flexibility, crack resistance, and abrasion resistance with compared to conventional epoxy systems.
    Type: Grant
    Filed: February 1, 2002
    Date of Patent: October 28, 2003
    Assignee: Ameron International Corporation
    Inventor: Haruji Sakugawa
  • Patent number: 6632897
    Abstract: Described is the use of nanoscale metal oxide particles as catalysts for the thermal and/or photochemical polymerization of species having at least one polymerizable carbon-carbon multiple bond and/or at least one carbon containing ring capable of undergoing a ring opening polymerization.
    Type: Grant
    Filed: December 20, 1999
    Date of Patent: October 14, 2003
    Assignee: Institut Für Neue Materialien gemeinnützige
    Inventors: Elisabeth Geiter, Helmut Schmidt
  • Patent number: 6586564
    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: Grant
    Filed: August 28, 2002
    Date of Patent: July 1, 2003
    Assignee: Bayer Aktiengesellschaft
    Inventors: Walter Schäfer, Jörg Hofmann, Pieter Ooms
  • Patent number: 6544651
    Abstract: The present invention is directed to polymer-ceramic composites having high dielectric constants formed using polymers containing a metal acetylacetonate (acacs) curing catalyst. In particular, it has been discovered that 5 weight percent Co(III) acac can increase the dielectric constant of DER661 epoxy by about 60%. The high dielectric polymers are combined with fillers, preferably ceramic fillers, to form two phase composites having high dielectric constants. Composites having about 30 to about 90% volume ceramic loading and a high dielectric base polymer, preferably epoxy, have been discovered to have a dielectric constants greater than about 60. Composites having dielectric constants greater than about 74 to about 150 are also disclosed. Also disclosed are embedded capacitors with capacitance densities of at least 25 nF/cm2, preferably at least 35 nF/cm2, most preferably 50 nF/cm2. Methods to increase the dielectric constant of the two phase composites having high dielectric constants are also provided.
    Type: Grant
    Filed: May 18, 2001
    Date of Patent: April 8, 2003
    Assignee: Georgia Tech Research Corp.
    Inventors: Ching-Ping Wong, Yang Rao
  • Patent number: 6458918
    Abstract: The present invention relates to a process for the preparation of novel, partially crystalline polyether polyols with a functionality of ≧2, an average molecular weight Mn of 500 to 100,000 and a molar proportion of isotactic triads determining the crystallinity of >28%. The new polyether polyols are prepared by polymerizing alkylene oxides in the presence of a bimetallic :-oxoalkoxide modified with hydroxyl compounds.
    Type: Grant
    Filed: April 27, 2000
    Date of Patent: October 1, 2002
    Assignee: Bayer Aktiengesellschaft
    Inventors: Walter Schäfer, Jörg Hofmann, Pramod Gupta, Hanns-Peter Müller, Harald Pielartzik
  • Patent number: 6417323
    Abstract: The present invention provides a process for efficiently obtaining polyethers having its high degree of polymerization by easily polymerizing substituted epoxides which could hardly or could not be made so far to provide a high degree of polymerization. That is, a polyether is obtained by a process which comprises ring-opening-polymerizing at least one substituted epoxide, except for propylene oxide and epihalohydrin, in the presence of a rare earth metal compound represented by the formula (I) and a reducing compound: Wherein M represents a rare earth element selected from Sc, Y and lanthanide, and L1, L2 and L3 are same as or different from each other and each of them represents an oxygen-binding ligand.
    Type: Grant
    Filed: September 13, 2000
    Date of Patent: July 9, 2002
    Assignee: Kao Corporation
    Inventors: Seiichi Miyanaga, Hiroshi Kawamukai, Takashi Oda
  • Patent number: 6403733
    Abstract: Organo-Lewis acids of the formula BR′R″2 wherein B is boron, R′ is fluorinated biphenyl, and R″ is a fluorinated phenyl, fluorinated biphenyl, or fluorinated polycyclic fused ring group, and cationic metallocene complexes formed therewith. Such complexes are useful as polymerization catalysts.
    Type: Grant
    Filed: July 5, 2001
    Date of Patent: June 11, 2002
    Assignee: Northwestern University
    Inventors: Tobin J. Marks, You-Xian Chen
  • Patent number: 6403842
    Abstract: Disclosed are a process for producing a poly(alkylene ether) glycol which comprises polymerizing a cyclic ether in the presence of at least a catalyst and a carboxylic acid anhydride, wherein the carboxylic acid anhydride has a ketene dimer content of 50 ppm or lower, and a process for producing a poly(alkylene ether) glycol which comprises polymerizing a cyclic ether in the presence of at least a catalyst and acetic anhydride, wherein the acetic anhydride is purified acetic anhydride obtained by treating acetic anhydride by contacting with at least one of a metal oxide and a mixed oxide, and optionally, distilling the acetic anhydride simultaneously with or after the contact treatment.
    Type: Grant
    Filed: January 13, 2000
    Date of Patent: June 11, 2002
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Mitsuharu Kobayashi, Nobuyuki Murai
  • Patent number: 6359108
    Abstract: A process for polymerizing cyclic ethers over a heterogeneous catalyst comprises using a heterogeneous catalyst comprising one or more pillared interlayered clays (PILCs).
    Type: Grant
    Filed: November 9, 1999
    Date of Patent: March 19, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Karsten Eller, Frank Stein, Christoph Sigwart, Rainer Becker, Klaus-Dieter Plitzko, Rolf Fischer, Ulrich Müller
  • Patent number: 6337370
    Abstract: Disclosed are inorganic-organic copolymers and their preparation using polyvinylalcohol-silane coupling agents. The inorganic-organic copolymers can be prepared through the reaction of silane-coupling agents containing hydroxy groups and silane groups with organic metal compounds. The inorganic-organic copolymers are of high transparency as well as shows superb moisture barrier characteristics and hydrophilicity and can be applied as resins or film coatings for many fields, including anti-fogging agents, anti-foaming agents, lubricants, paints, anti-corrosive coatings, water-resistant coatings, plastic or metal-protective coatings.
    Type: Grant
    Filed: June 1, 2000
    Date of Patent: January 8, 2002
    Assignee: Korean Advanced Institute of Science and Technology
    Inventors: Byeong Soo Bae, Yoon Ki Choi, Young Joo Eo, Oun Ho Park
  • Patent number: 6265519
    Abstract: The present invention relates to thiolamide curing agents and methods for their preparation and use. The thiolamide curing agents are the reaction product of a thiol containing compound and an amine containing compound.
    Type: Grant
    Filed: December 8, 1998
    Date of Patent: July 24, 2001
    Assignee: Molex Incorporated
    Inventor: Paul Krebaum
  • Patent number: 6211330
    Abstract: Improved double metal cyanide (DMC) catalysts are disclosed. The catalysts comprise a DMC compound, an organic complexing agent, from about 0.1 to about 10 wt. % of an organophosphine oxide, and optionally, a polyether. Compared with other DMC catalysts prepared in the absence of the organophosphine oxide, those of the invention have higher activity for epoxide polymerization, and they give polyols having reduced unsaturation even at high epoxide polymerization temperatures.
    Type: Grant
    Filed: July 30, 1997
    Date of Patent: April 3, 2001
    Assignee: Bayer Antwerp N.V.
    Inventor: Bi Le-Khac
  • Patent number: 6147184
    Abstract: Novel onium borates of an element of Groups 15 to 17 of the Periodic Table, or borates of an organometallic complex of an element of Groups 4 to 10 of the Periodic Table, well suited for the photochemical/electron beam cationic initiation of polymerization/crosslinking, the anionic borate moiety of which having the formula:[BX.sub.a R.sub.b ].sup.-in which a and b are integers ranging from 0 to 4 and a+b=4; the symbols X are each a halogen atom when a ranges up to 3 and an OH functional group when a ranges up to 2; and the symbols R, which may be identical or different, are each a phenyl radical substituted by at least one element or electron-withdrawing substituent or by at least two halogen atoms, or an aryl radical containing at least two aromatic ring members, or such aryl radical bearing at least one electron-withdrawing substituent.
    Type: Grant
    Filed: May 6, 1997
    Date of Patent: November 14, 2000
    Assignee: Rhone-Poulenc Chimie
    Inventors: Frederic Castellanos, Jacques Cavezzan, Jean-Pierre Fouassier, Christian Priou
  • Patent number: 6093793
    Abstract: Polyether polyols are produced by acid-catalyzed polyaddition of alkylene oxides to starter compounds having active hydrogen atoms. Perfluoroalkylsulfonic acid salts of metals from Group IIIA of the Periodic Table of Elements (corresponding to the IUPAC Convention of 1970) are used as the catalyst. The polyaddition reaction is carried out at a temperature of from 40 to 200.degree. C. at normal pressure or pressures from 0 to 20 mbar (absolute). An inert organic solvent may optionally be included in the reaction mixture. Substantially all of the catalyst is removed from the polyether polyol-containing reaction mixture by lowering the temperature and/or by addition of a precipitating agent and/or by extraction with water. If desired, the recovered catalyst may be used in subsequent polyaddition reactions.
    Type: Grant
    Filed: January 20, 1998
    Date of Patent: July 25, 2000
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jorg Hofmann, Pramod Gupta, Harald Pielartzik
  • Patent number: 6063897
    Abstract: The amount of high molecular weight impurity present in a polyether polyol produced by alkoxylation of an active hydrogen-containing initiator and a substantially noncrystalline highly active double metal cyanide complex catalyst may be advantageously lowered by treating the catalyst prior to use in polymerization with a protic acid. Suitable protic acids include phosphoric acid and acetic acid. The higher purity polyether polyols thereby produced are particularly useful in the preparation of slab and molded polyurethane foams, which tend to collapse or become excessively tight when elevated levels of high molecular tail are present in the polyether polyol.
    Type: Grant
    Filed: May 5, 1998
    Date of Patent: May 16, 2000
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Bi Le-Khac, Wei Wang, Mahmoud K. Faraj
  • Patent number: 6063898
    Abstract: The first aspect of the invention provides a novel compound containing a reactive functional group represented by formula (1)R.sup.2 --O--CO--NH--CH.dbd.CH--R.sup.1 (1)wherein R.sup.1 represents a hydrogen atom, an aromatic hydrocarbon group, or a saturated or unsaturated aliphatic hydrocarbon group, R.sup.2 represents a formula comprising alicyclic functionality.The second aspect provides an active energy ray-curable unsaturated resin composition prepared by mixing a reaction product of the above-mentioned compound (1) with an unsaturated resin containing an acid group and with a diluent. The composition can be cured by active energy rays, and it can be used as an alkali developable and active energy ray-curable type resist resin composition.
    Type: Grant
    Filed: August 13, 1998
    Date of Patent: May 16, 2000
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Takeshi Endo, Hiroto Miyake
  • Patent number: 5952458
    Abstract: Synthesis of a vinyl terminated polymer by reacting a cationically polymerizable monomer in the form of a cyclic ether with an acid chloride in a suitable solvent and in the presence of a Lewis acid. The vinyl-terminated polymers can be polymerized with other appropriate monomers resulting in thermoplastic elastomers having suitable properties for use as binders for explosives and propellants.
    Type: Grant
    Filed: September 24, 1998
    Date of Patent: September 14, 1999
    Assignee: The Government of the United States as represented by the Secretary of the Navy
    Inventor: Mostafa A. H. Talukder
  • Patent number: 5922633
    Abstract: A thermal latent acid catalyst which comprises (i) a compound having an epoxy group, (ii) a compound having a sulfur atom of the following formula: R.sup.5 --S--R.sup.6, wherein R.sup.5 and R.sup.6 are the same or different from each other and are a hydrogen atom or an organic group of 1 to 40 carbon atoms, R.sup.5 and R.sup.6 optionally are bonded with each other to form a cyclic structure; and (iii) a Lewis acid of the following formula: (X.sup.1).sub.n1 --M.sup.1 --(R.sup.7).sub.n2, wherein M.sup.1 is a boron atom, an aluminium atom, a tin atom, a lead atom or a transition element, X.sup.1 is one or more halogen atoms, R.sup.7 is one or more organic groups of 1 to 40 carbon atoms, R.sup.7 optionally forms a chelate ring by coordinating to the M.sup.1 atom, n1 and n2 are each an integer of 0 through 6, and n1 plus n2 equals an integer of 1 to 6. The ratio of the epoxy group of the epoxy compound (i) to the M.sup.1 atom of the Lewis acid is 0.
    Type: Grant
    Filed: April 18, 1997
    Date of Patent: July 13, 1999
    Assignee: NOF Corporation
    Inventors: Yoshinori Nakane, Hiroki Mizutani, Hayato Ishibashi, Masahiro Ishidoya
  • Patent number: 5770678
    Abstract: A process for polymerizing oxiranes, oxetanes, oxepanes, dioxolanes, trioxanes, and tetrahydrofurans to their respective polymers by contacting them with a selected metal compound is disclosed; and also a process for depolymerizing polytetrahydrofurans to monomeric tetrahydrofurans by contacting the polymer with a selected metal compound at a temperature of about 100.degree. C. to about 250.degree. C. The catalysts may be in solution or part of a heterogeneous solid, and selected organic compounds are used as accelerators in the polymerizations. The polymeric products, some of which are novel, may be used as polyether monomers for further polymerization, as by reaction with isocyanates to produce polyurethanes, and other useful polymers. Some of the polymeric products are relatively high in molecular weight and are suitable for direct use, for instance as spandex fibers.
    Type: Grant
    Filed: December 9, 1996
    Date of Patent: June 23, 1998
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Neville Everton Drysdale, Richard Edmund Bockrath, Norman Herron, Joel David Citron
  • Patent number: 5712331
    Abstract: A curable resin system in supercritical carbon dioxide as diluent includes an epoxy resin, a co-reactant selected from poly N-substituted aziridines, and a catalyst to promote cure at ambient temperature. The system is compatible with various epoxy resins such as bisphenol A epoxy, bisphenol F epoxy, novolac epoxy, cycloaliphatic epoxy, triglycidyl-aminophenol, and triglycidyl isocyanurate. The aziridine co-reactant may be selected from reaction products of NH aziridines with acrylates and methacrylates of trimethylolpropane, ethylene glycol, propylene glycol, bisphenol A, bisphenol F, pentaerythritol, glycerol, and their alkoxylated derivatives; reaction products of NH aziridines with epoxy compounds; and 1-aziridine ethanol and its reaction products with epoxy and isocyanate functional compounds. Suitable catalysts include acid salts and complexes, strong electron accepting compounds, combinations of silicon hydrides and metal complexes, and non-halogen containing boron derivatives.
    Type: Grant
    Filed: August 15, 1995
    Date of Patent: January 27, 1998
    Assignee: Rockwell International Corporation
    Inventor: Hong-Son Ryang
  • Patent number: 5698631
    Abstract: A room-temperature curable composition useful for encapsulating transmission signal devices, comprising:(1) a hydroxy-functional compound having a molecular weight of greater than 500 and a hydroxy functionality of 2 or more;(2) an epoxy-functional compound having an epoxy functionality of 2 or more; and(3) a curative catalyst, in an amount effective to crosslink the epoxy and hydroxy components of the respective epoxy-functional and hydroxy-functional compounds. The composition is useful for encapsulating segments of signal transmission devices such as splices, pressure blocks and end blocks.
    Type: Grant
    Filed: May 30, 1996
    Date of Patent: December 16, 1997
    Assignee: Uniroyal Chemical Company, Inc.
    Inventors: William Davis Sigworth, Thomas Harald Peter
  • Patent number: 5641853
    Abstract: A process for polymerizing oxepanes, dioxolanes, trioxanes, and tetrahydrofurans to their respective polymers by contacting them with a selected metal compound and an accelerator which is a selected vinyl ester or a selected phosphorous compound.
    Type: Grant
    Filed: February 28, 1996
    Date of Patent: June 24, 1997
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Neville Everton Drysdale
  • Patent number: 5569734
    Abstract: Curable mixtures comprising(a) an epoxy compound having on average more than one epoxy group per molecule,(b) a metal complex salt of formula IM(L).sub.a X'.sub.b X".sub.c .cndot.dY (I),whereinM is a cation of a transition metal,L is a Lewis base,a is a number from 2 to 6,X' is an anion of an acid radical,X" is an cation of an acid radical differing from X'b is 0 or a number which, together with the number c, which is greater than 0, corresponds to the valency of the cation of the transition metal,Y is a solvent molecule, andd is 0 or a number from 0 to 5, and,as optional component(c) a hardener for epoxy resins,are distinguished by good solubility of the metal salt in the epoxy resin and achieve uniform crosslinking during the curing of the epoxy resin.
    Type: Grant
    Filed: May 3, 1995
    Date of Patent: October 29, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Klaus Petschel, Uwe Weinzierl
  • Patent number: 5493005
    Abstract: Alcohol-soluble, aromatic heterocyclic copolymers having repeating units of the formula: ##STR1## wherein x has a value of 0.10 to 0.90 and y has a value of 1.0-x. These copolymers are useful in the preparation of organic/inorganic hybrid materials having transparency which comprise the sol-gel derived, hydrolytically condensed reaction product of a metal alkoxide of the formula M(OR).sub.w wherein R is a lower alkyl group, M is Si, Ti, Al or a mixture thereof, and w is the valence value of M, and the above copolymer.
    Type: Grant
    Filed: February 21, 1995
    Date of Patent: February 20, 1996
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Fred E. Arnold, Jom P. Chen
  • Patent number: 5492996
    Abstract: Alcohol-soluble aromatic heterocyclic polymers having repeating units of the formula: ##STR1## wherein X is --O-- or --S--, and R is selected from the group consisting of: ##STR2## and R' is selected from the group consisting of alkyl having 1 to 5 carbon atoms, alkaryl having 7 to 12 carbon atoms, aralkyl having 7 to 12 carbon atoms and substituted aromatic having 1 to 3 substituent groups.The alcohol-soluble polymers may be used for fabricating organic/inorganic hybrid composites with metal alkoxides M(OQ).sub.v, wherein M is Si, Ti, Al or the like and Q is a lower alkyl group. These polymers can also be used to coat materials or substrates which are susceptible to attack by highly corrosive acids. On drying, the ionic bond between the trialkylamine and the sulfo group is broken and the polymer reverts to the parent structure, thereby leaving a polymer coating. Yet further, the original amine can be exchanged with a less volatile amine or an amine having a desired functionality.
    Type: Grant
    Filed: February 21, 1995
    Date of Patent: February 20, 1996
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Thuy D. Dang, Jom P. Chen, Fred E. Arnold
  • Patent number: 5478920
    Abstract: When selected silicon compounds are added to cationic polymerizations of cyclic ethers such as oxiranes and tetrahydrofurans, the rate of polymerization is often increased, and novel polyethers are produced. The polyether products are useful as monomers and macromonomers, particularly after hydrolysis of silicon containing end groups.
    Type: Grant
    Filed: July 16, 1993
    Date of Patent: December 26, 1995
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Neville E. Drysdale