Material Contains A Transition Metal Atom Patents (Class 528/410)
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Publication number: 20040030093Abstract: The object of the present invention is to provide a metal catalyst which allows the production of a ring-opened polymer available from a heterocyclic compound, having primary terminal heteroatomic groups (terminal hydroxyl groups, in particular) in a ratio exceeding 75%.Type: ApplicationFiled: August 25, 2003Publication date: February 12, 2004Inventors: Yoko Sakurai, Munekazu Satake
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Patent number: 6586564Abstract: 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: GrantFiled: August 28, 2002Date of Patent: July 1, 2003Assignee: Bayer AktiengesellschaftInventors: Walter Schäfer, Jörg Hofmann, Pieter Ooms
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Patent number: 6552163Abstract: A poly(ethylene oxide) polymer having low and high molecular weight fractions is fractionated by dissolving the polymer in a solvent for the low molecular weight fraction. A good separation of the low and high molecular weight fractions can be obtained. When the poly(ethylene oxide) polymer contains a metal cyanide catalyst, this process also provides a good separation of the catalyst from the low molecular weight fraction. In this instance, the catalyst remains active and the high molecular weight fraction containing the catalyst can be recycled into subsequent polymerization processes.Type: GrantFiled: July 7, 2000Date of Patent: April 22, 2003Assignee: The Dow Chemical CompanyInventors: Katherine S. Clement, Louis L. Walker
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Patent number: 6541593Abstract: A process for producing a reactive silicon group-containing polyether oligomer, which comprises reacting (a) a polyether oligomer the backbone chain of which comprises a polyether and which contains in a side chain or at a terminus of its molecule at least one unsaturated group of the following general formula (1): H2C═C(R1)—R2—O— (1) (wherein R1 represents a hydrocarbon group of not more than 10 carbon atoms; R2 represents a divalent organic group of 1 to 20 carbon atoms which contains in a side chain or at a terminus of its molecule at least one atomic species selected from the group consisting of hydrogen, oxygen and nitrogen as its constituent atom or atoms) or the general formula (2): HC(R1)═CH—R2—O— (2) (wherein R1 represents a hydrocarbon group of not more than 10 carbon atoms; R2 represents a divalent organic group of 1 to 20 carbon atoms which contains at least one atomic species selected from the group consisting of hydrogen, oxType: GrantFiled: June 14, 2000Date of Patent: April 1, 2003Assignee: Kaneka CorporationInventors: Hideharu Jyono, Hidetoshi Odaka, Hiroshi Ando, Hiroshi Iwakiri, Hiroshi Ito, Fumio Kawakubo
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Patent number: 6531566Abstract: A polyoxyalkylene polyol or monool (I) of the general formula (1) below, in which not less than 40% of the terminally located hydroxyl-containing groups, namely —AO—H groups, are primary hydroxyl-containing groups of the general formula (2) below, or; a method of producing ring-opening polymerization products, by subjecting a heterocyclic compound to ring-opening addition polymerization with an active hydrogen-containing compound, using as a catalyst tris(pentafluorophenyl)borane, tris(pentafluorophenyl)aluminum, etc.Type: GrantFiled: March 7, 2001Date of Patent: March 11, 2003Assignee: Sanyo Chemical Industries, Ltd.Inventor: Munekazu Satake
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Patent number: 6528616Abstract: The invention relates to new double metal cyanide (DMC) catalysts for the production 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 different from c), and c) &agr;,&bgr;-unsaturated carboxylic acid esters. The catalysts according to the invention have a significantly improved activity in the production of polyether polyols.Type: GrantFiled: October 29, 2001Date of Patent: March 4, 2003Assignee: Bayer AktiengesellschaftInventors: Pieter Ooms, Jörg Hofmann, Pramod Gupta
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Patent number: 6524657Abstract: Aromatic aliphatic ether solvents, such as anisole, methylanisole, and phenetole, have been found useful in formulating coating solutions of polymeric dielectric materials and as a clean up solvent in the coating process. A process for forming a dielectric film on a substrate includes depositing a coating solution of a dielectric material in a formulation solvent onto a surface of the substrate and depositing an aromatic aliphatic ether solvent onto an edge portion of the surface of the substrate. The process is used to form films of dielectric materials including arylene ether dielectric polymers, hydridosiloxane resins, organohydridosiloxane resins, spin-on-glass materials, partially hydrolyzed and partially condensed alkoxysilane compositions which are cured to form a nanoporous dielectric silica material, and poly(perhydrido)silazanes.Type: GrantFiled: May 7, 2002Date of Patent: February 25, 2003Assignee: Honeywell International Inc.Inventors: Oana M. Leonte, Tadashi Nakano, Kelly M. Beres, Kreisler Lau
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Publication number: 20020198413Abstract: 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: ApplicationFiled: April 24, 2002Publication date: December 26, 2002Inventors: Katherine S. Clement, Louis L. Walker, Richard M. Wehmeyer, Robert H. Whitmarsh, David C. Molzahn, William P. Dianis, Daivd E. Laycock, John W. Weston, Richard J. Elwell
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Patent number: 6458918Abstract: 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: GrantFiled: April 27, 2000Date of Patent: October 1, 2002Assignee: Bayer AktiengesellschaftInventors: Walter Schäfer, Jörg Hofmann, Pramod Gupta, Hanns-Peter Müller, Harald Pielartzik
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Patent number: 6437071Abstract: The present invention has its object to provide a curable composition giving cured products improved in residual tack (reduced in stickiness), with the physical properties insuring those tensile characteristics and rubber elasticity required of sealing compositions for general architectural use being retained. The present invention provides a curable composition which comprises (I) 100 parts by weight of a reactive silicon group-containing polyether oligomer with the percentage of the number of reactive silicon groups to the number of molecular chain terminals as determined by 1H-NMR analysis being not less than 85% and (II) 1 to 500 parts by weight of a plasticizer.Type: GrantFiled: March 20, 2000Date of Patent: August 20, 2002Assignee: Kaneka CorporationInventors: Hidetoshi Odaka, Yuka Kanamori, Hiroshi Ito, Hideharu Jyono, Hiroshi Iwakiri, Fumio Kawakubo
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Patent number: 6429281Abstract: In accordance with the present invention there are provided cycloaliphatic epoxy compounds and thermosetting resin compositions prepared therefrom. Inventive compounds are based on polycyclic hydrocarbon backbones, as illustrated by the following exemplary structure: wherein: each R is independently lower alkyl or halogen, n′″ is 1 up to about 8, and each x is independently 0, 1, or 2. Inventive compounds provide resins with desirable characteristics such as, for example, hydrophobicity, high Tg values, ionic purity, hydrolytic stability, and the like.Type: GrantFiled: July 1, 1999Date of Patent: August 6, 2002Assignee: LoctiteInventors: Stephen M. Dershem, Frank G. Mizori
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Patent number: 6417323Abstract: 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: GrantFiled: September 13, 2000Date of Patent: July 9, 2002Assignee: Kao CorporationInventors: Seiichi Miyanaga, Hiroshi Kawamukai, Takashi Oda
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Patent number: 6414109Abstract: Provided is a process for producing a tetrahydrofuran polymer using a heteropoly-acid catalyst wherein the content of Al in the heteropoly-acid is 4 ppm or less.Type: GrantFiled: February 11, 2000Date of Patent: July 2, 2002Assignee: Asahi Kasei Kabushiki KaishaInventor: Takaharu Akedo
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Patent number: 6413202Abstract: Aromatic aliphatic ether solvents, such as anisole, methylanisole, and phenetole, have been found useful in formulating coating solutions of polymeric dielectric materials and as a clean up solvent in the coating process. A process for forming a dielectric film on a substrate includes depositing a coating solution of a dielectric material in a formulation solvent onto a surface of the substrate and depositing an aromatic aliphatic ether solvent onto an edge portion of the surface of the substrate. The process is used to form films of dielectric materials including arylene ether dielectric polymers, hydridosiloxane resins, organohydridosiloxane resins, spin-on-glass materials, partially hydrolyzed and partially condensed alkoxysilane compositions which are cured to form a nanoporous dielectric silica material, and poly(perhydrido)silazanes.Type: GrantFiled: June 28, 1999Date of Patent: July 2, 2002Assignee: AlliedSignal, Inc.Inventors: Oana M. Leonte, Tadashi Nakano, Kelly M. Beres, Kreisler Lau
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Patent number: 6403733Abstract: 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: GrantFiled: July 5, 2001Date of Patent: June 11, 2002Assignee: Northwestern UniversityInventors: Tobin J. Marks, You-Xian Chen
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Patent number: 6403842Abstract: 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: GrantFiled: January 13, 2000Date of Patent: June 11, 2002Assignee: Mitsubishi Chemical CorporationInventors: Mitsuharu Kobayashi, Nobuyuki Murai
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Patent number: 6348565Abstract: Complexes of a metal cyanide polymerization catalyst and certain silane-functional complexing agents provide a method whereby supported, 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: GrantFiled: May 19, 2000Date of Patent: February 19, 2002Assignee: The Dow Chemical CompanyInventor: Richard M. Wehmeyer
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Patent number: 6313262Abstract: The present invention is related to a method for preparing polyether polyol or copolymerized polyether polyol, which uses an acid catalyst consisting of heteropoly acidic salts and oxides and/or binders. It allows tetrahydrofuran and/or cyclic ether compounds to carry out the ring-opening polymerization or ring-opening copolymerization with/without telogen, and obtains polyether polyol or copolymerized polyether polyol. An acid catalyst is used in the present invention because of its low solubility in organic solvent, so its process is simpler and the catalyst is easy to recycle for repeated use. As well, its preparation process is highly advantageous.Type: GrantFiled: November 23, 1999Date of Patent: November 6, 2001Assignee: Dairen Chemical CorporationInventors: Shien Chang Chen, Fu Shen Lin, June Yen Chou, Liang An Hsu, Ming Hui Chu, Chine Chung Huang, Ming Hsiung Shao
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Patent number: 6303733Abstract: Dielectric compositions encompassing one or more poly(arylene ether) polymers are provided. The dielectric compositions have the repetitive structural unit: where n=1 to 200, Y and Ar are each a divalent arylene radical, Y derived from bisphenol compounds of general formula HO—Y—OH, Ar derived from difluoro diarylacetylenes and/or ethynylated benzophenones of general formula F—Ar—F and Z is optionally hydrogen, a methyl group or derived from a monofluoro-benzophenone derivative of general formula Z—F. Such poly(arylene ether) polymers are employed with a variety of microelectronic devices, for example, integrated circuits and multichip modules.Type: GrantFiled: November 20, 1998Date of Patent: October 16, 2001Assignee: AlliedSignal Inc.Inventors: Kreisler S. Y. Lau, Tian-An Chen, Boris A. Korolev, Emma Brouk
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Patent number: 6297350Abstract: Copolyesters are prepared using cyclic esters or carbonates as monomers and a metallic salt of the formula Me2+X2 as catalyst. Me2+ represents Ca, Fe(II), Mg, Mn(II) or Zn, and X is an anion of an aminocarboxylic acid, hydroxycarboxylic acid or a halide. Monomer and catalyst are used in a monomer/catalyst ratio of greater than 100.Type: GrantFiled: February 15, 2000Date of Patent: October 2, 2001Assignee: Ferring GmbHInventors: Hans R. Kricheldorf, Ingrid Kreiser-Saunders, Dirk-Olaf Damrau
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Patent number: 6291628Abstract: A polymeric low dielectric constant solution includes a low dielectric constant polymer dissolved in an aromatic aliphatic ether solvent. The polymer preferably is a poly(arylene ether) and the solvent preferably is anisole, methylanisole, phenetole or mixtures thereof. A process for forming a dielectric film on a substrate by spin-coating the polymeric solution is also provided.Type: GrantFiled: January 21, 1999Date of Patent: September 18, 2001Assignee: Allied Signal Inc.Inventors: Tian-An Chen, Kreisler S. Y. Lau, Qiang Zhao
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Patent number: 6211330Abstract: 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: GrantFiled: July 30, 1997Date of Patent: April 3, 2001Assignee: Bayer Antwerp N.V.Inventor: Bi Le-Khac
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Patent number: 6147184Abstract: 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: GrantFiled: May 6, 1997Date of Patent: November 14, 2000Assignee: Rhone-Poulenc ChimieInventors: Frederic Castellanos, Jacques Cavezzan, Jean-Pierre Fouassier, Christian Priou
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Patent number: 6124421Abstract: Dielectric compositions encompassing one or more poly(arylene ether) polymers are provided. The dielectric compositions have the repetitive structural unit: ##STR1## where n=0 to 1; m=0 to 1-n; and Y.sub.1, Y.sub.2, Ar.sub.1 and Ar.sub.2 are each a divalent arylene radical, Y.sub.1 and Y.sub.2 derived from biphenol compounds, Ar.sub.1 derived from difluoroarylethynes and Ar.sub.2 derived from difluoroaryl compounds. Where both Y.sub.1 and Y.sub.2 are derived from fluorene bisphenol, n=0.1 to 1. Such poly(arylene ether) polymers are employed with a variety of microelectronic devices, for example, integrated circuits and multichip modules.Type: GrantFiled: December 12, 1997Date of Patent: September 26, 2000Assignee: AlliedSignal Inc.Inventors: Kreisler S. Y. Lau, Tian-An Chen, Boris A. Korolev, Emma Brouk, Paul E. Schilling, Heike W. Thompson
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Patent number: 6093793Abstract: 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: GrantFiled: January 20, 1998Date of Patent: July 25, 2000Assignee: Bayer AktiengesellschaftInventors: Jorg Hofmann, Pramod Gupta, Harald Pielartzik
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Patent number: 6063897Abstract: 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: GrantFiled: May 5, 1998Date of Patent: May 16, 2000Assignee: Arco Chemical Technology, L.P.Inventors: Bi Le-Khac, Wei Wang, Mahmoud K. Faraj
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Patent number: 5952458Abstract: 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: GrantFiled: September 24, 1998Date of Patent: September 14, 1999Assignee: The Government of the United States as represented by the Secretary of the NavyInventor: Mostafa A. H. Talukder
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Patent number: 5922633Abstract: 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: GrantFiled: April 18, 1997Date of Patent: July 13, 1999Assignee: NOF CorporationInventors: Yoshinori Nakane, Hiroki Mizutani, Hayato Ishibashi, Masahiro Ishidoya
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Patent number: 5886139Abstract: To economically produce a polyacetal copolymer excellent in properties including thermal stability by copolymerizing trioxane as the main monomer through simple steps, a polyacetal copolymer is produced by copolymerizing trioxane as the main monomer using a nonvolatile protonic acid catalyst as a polymerization catalyst until the conversion reaches at least 60% (based on all monomers), and then vaporizing unreacted monomers to separate, remove, and recover the same from the polymerization system to thereby reduce the residual monomer content of the polymerization system to 5% by weight or lower.Type: GrantFiled: April 11, 1997Date of Patent: March 23, 1999Assignee: Polyplastics Co., Ltd.Inventors: Kaoru Yamamoto, Akira Nakai
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Patent number: 5798396Abstract: The present invention is directed to sulfonium salt-containing compounds represented by a following general formula; ##STR1## wherein R.sub.1 is alkyl containing from 1 to 18 carbon atoms, hydroxy, alkoxy containing from 1 to 18 carbon atoms, alkylcarbonyloxy containing from 1 to 18 carbon atoms or halogen, n is any of 0, 1, 2 or 3, however, each of R.sub.1 may be different from the others when n is 2 or more, R.sub.2 is alkyl containing from 1 to 6 carbon atoms, R.sub.3 and R.sub.4 are each independently hydrogen or alkyl containing from 1 to 6 carbon atoms, R.sub.5 and R.sub.6 are each independently hydrogen, alkyl containing from 1 to 6 carbon atoms, hydroxy, alkoxy containing from 1 to 6 carbon atoms, alkylcarbonyloxy containing from 1 to 18 carbon atoms or aromatic carbonyloxy, and R.sub.7 is alkyl containing from 4 to 20 carbon atoms or a group represented by a following formula; ##STR2## wherein R.sub.Type: GrantFiled: September 4, 1996Date of Patent: August 25, 1998Assignee: Nippon Soda Co., Ltd.Inventors: Eiji Takahashi, Hiroo Muramoto
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Patent number: 5780584Abstract: Highly active double metal cyanide (DMC) complex catalysts and methods for making them are disclosed. The catalysts contain less than about 0.2 moles of metal salt per mole of DMC compound in the catalyst, and unlike other highly active DMC catalysts, are substantially crystalline. Polyether polyols made from the catalysts have low unsaturation and are useful for making many types of polyurethane products.Type: GrantFiled: January 7, 1997Date of Patent: July 14, 1998Assignee: Arco Chemical Technology, L.P.Inventors: Bi Le-Khac, Harry R. Hinney, Paul T. Bowman
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Patent number: 5770678Abstract: 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: GrantFiled: December 9, 1996Date of Patent: June 23, 1998Assignee: E. I. du Pont de Nemours and CompanyInventors: Neville Everton Drysdale, Richard Edmund Bockrath, Norman Herron, Joel David Citron
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Patent number: 5756604Abstract: An industrially advantageous process described below has been established wherein tetrahydrofuran and a cyclic ether copolymerizable therewith are copolymerized by the use of a very small amount of a commercially available heteropolyacid as it is untreated, the heteropolyacid of the catalyst is recovered, recycled and reused in a simple way, and a high quality polyether substantially free from catalyst contaminants is obtained.Type: GrantFiled: August 28, 1996Date of Patent: May 26, 1998Assignee: Hodogaya Chemical Co., Ltd.Inventors: Hiroshi Nakaoka, Hideyuki Ishii, Masami Suganami
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Patent number: 5747602Abstract: A process for producing a high-molecular-weight polydioxolane, which includes the steps of: polymerizing 1,3-dioxolane using a polymerization catalyst comprising a heteropolyacid and a ketone; and neutralizing the resulting polymerization reaction product using an organic amine and/or ammonia. A hydrophilic film, which includes a resin including a polydioxolane and having a particular molecular weight and has a particular crystallinity and a particular spherulite's size. A film crumbly in cold water is produced by forming a film under particular forming conditions from a resin including a polydioxolane and having a particular molecular weight, or by subjecting an already formed film to particular thermal hysteresis.Type: GrantFiled: December 30, 1996Date of Patent: May 5, 1998Assignee: Nippon Shokubai., Ltd.Inventors: Takashi Namba, Hiroya Kobayashi, Kenji Minami, Hiroshi Itoh, Toshiaki Kuriyama, Masashi Yukitake
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Patent number: 5641858Abstract: A process for making an epoxide polymer comprises polymerizing an epoxide in the presence of an activated polyurethane foam-supported double metal cyanide (DMC) catalyst prepared by (a) exposing a DMC compound to an epoxide and a hydroxyl group-containing starter to activate the DMC compound, (b) isolating the activated DMC compound from the mixture, and .COPYRGT. reacting a polyol, polyisocyanate and water in the presence of a surfactant, a foaming catalyst and the activated DMC compound to produce the activated polyurethane foam-supported DMC catalyst.Type: GrantFiled: September 13, 1996Date of Patent: June 24, 1997Assignee: ARCO Chemical Technology, L.P.Inventor: Bi Le-Khac
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Patent number: 5641853Abstract: 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: GrantFiled: February 28, 1996Date of Patent: June 24, 1997Assignee: E. I. Du Pont de Nemours and CompanyInventor: Neville Everton Drysdale
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Patent number: 5614126Abstract: The invention relates to a substantially solventless curable resin composition, in particular for the fabrication of prepregs, which contains more than 45% by weight of substances which are solid at ambient temperature at least or at lower temperature, and which, in addition to comprising customary modifiers, comprises solid epoxy resins or a mixture of liquid and solid epoxy resins, at least one initiator which is sensitive to UV radiation for the polymerisation of the epoxy resins and has the formula I ##STR1## wherein a and b are each independently of the other 1 or 2, R.sup.1 ist a .pi.-arene, R.sup.2 is a .pi.-arene, an indenyl anion or a cyclopentadienyl anion, [X].sup..crclbar. is an anion [LQ.sub.m ].sup..crclbar.Type: GrantFiled: May 24, 1995Date of Patent: March 25, 1997Assignee: Ciba-Geigy CorporationInventors: Urs Gruber, Aloysius H. Manser
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Patent number: 5569734Abstract: 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: GrantFiled: May 3, 1995Date of Patent: October 29, 1996Assignee: Ciba-Geigy CorporationInventors: Klaus Petschel, Uwe Weinzierl
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Patent number: 5561217Abstract: A process for the preparation of polyoxyalkylene glycols or polyoxyalkylene glycol copolymers from polyoxyalkylene glycol formates or the formates of polyoxyalkylene glycol copolymers comprises reacting the formates of polyoxyalkylene glycols or of polyoxyalkylene glycol copolymers in the liquid phase in the presence of a heterogeneous catalyst which contains, as catalytically active component, rhenium and/or at least one element from sub-group VIII of the Periodic Table of the Elements.Type: GrantFiled: April 24, 1995Date of Patent: October 1, 1996Assignee: BASF AktiengesellschaftInventors: Hans-Juergen Weyer, Rolf Fischer, Rolf Pinkos
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Patent number: 5541346Abstract: 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: GrantFiled: April 19, 1995Date of Patent: July 30, 1996Assignee: E. I. Du Pont de Nemours and CompanyInventors: Neville E. Drysdale, Norman Herron
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Patent number: 5478920Abstract: 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: GrantFiled: July 16, 1993Date of Patent: December 26, 1995Assignee: E. I. Du Pont de Nemours and CompanyInventor: Neville E. Drysdale
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Patent number: 5344964Abstract: A method for preparing ester end-capped polyalkylene ether is disclosed. Cyclic ether monomers are subjected to ring-opening polymerization at a temperature of 10.degree.-80.degree. C. and a pressure of 0-10 atm in the presence of a solid acid of a mixed oxide of group III and group IV elements serving as catalyst and a mixture of acid and acid anhydride serving as molecular weight moidifier. The group III and group IV elements used should have a Ho index of +3.0 to -10.0.Type: GrantFiled: November 24, 1993Date of Patent: September 6, 1994Assignee: Industrial Technology Research InstituteInventors: Shiao-Jung Chu, Fu-Chen Liu, Ching-Tang Lin, Wen-Fa Lin, Kuei-Chih Wang, Sheng-Te Yang
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Patent number: 5294582Abstract: As a curing catalyst of epoxy resins, superacid salts of an N,N'-di- or N,N',N'-trisubstitued urea, the urea component of which is produced by reacting an organic isocyanate and a primary or secondary amine, at least one of which is monofunctional, are soluble in conventional organic solvents compatible with epoxy resins and catalyze the cationic polymerization reaction of epoxy resins at room temperature.Type: GrantFiled: June 14, 1993Date of Patent: March 15, 1994Assignee: Nippon Paint Co., Ltd.Inventors: Tadafumi Miyazono, Koji Tabuchi
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Patent number: 5290912Abstract: The present invention has an object of producing a polyoxyalkylene compound by ring-opening polymerization of an alkylene oxide to a certain specific highly hydrophobic initiator. The present invention provides a process for producing a polyoxyalkylene compound, characterized in that the polyoxyalkylene compound is produced by ring-opening polymerization of an alkylene oxide, in the presence of a plural metal cyanide complex catalyst, with an initiator selected from an organopolysiloxane compound having an active hydrogen-containing functional group to which an alkylene oxide is reactive, and a fluorine-containing compound having such an active hydrogen-containing functional group and a fluorinated hydrocarbon group.Type: GrantFiled: January 10, 1992Date of Patent: March 1, 1994Assignee: Asahi Glass Company Ltd.Inventors: Takashi Watabe, Hiromitsu Takeyasu, Shigeyuki Kozawa
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Patent number: 5278247Abstract: As a curing catalyst of epoxy resins, superacid salts of an N,N'-di- or N,N',N'-trisubstituted urea, the urea component of which is produced by reacting an organic isocyanate and a primary or secondary amine, at least one of which is monofunctional, are soluble in conventional organic solvents, compatible with epoxy resins and catalyze the cationic polymerization reaction of epoxy resins at room temperature.Type: GrantFiled: April 24, 1992Date of Patent: January 11, 1994Assignee: Nippon Paint Co., Ltd.Inventors: Tadafumi Miyazono, Koji Tabuchi
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Patent number: 5266681Abstract: The present invention relates to a process for improving the polyurethane-forming reactivity of a propylene oxide-based ethylene oxide-free polyol produced using a double metal cyanide complex catalyst by incorporating therein a minor amount of a base prior to employing the polyol in a polyurethane-forming reaction. Also claimed is the base-containing polyol composition produced in accordance with the present invention.Type: GrantFiled: August 3, 1992Date of Patent: November 30, 1993Assignee: Olin CorporationInventors: John W. Reisch, Deborah M. Capone, Ronald S. Blackwell
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Patent number: 5254664Abstract: A reaction of the compound (A) having at least two 2-oxazoline groups with the compound (B) having at least two functional groups of one or a plural kind selected from the group consisting of an aromatic hydroxyl group, an amino group and a thiol group proceeds in a short period of time to produce a cured resin with superior mechanical strength, heat resistance and adhesion properties.Type: GrantFiled: December 31, 1991Date of Patent: October 19, 1993Assignee: Nippon Shokubai Co., Ltd.Inventors: Subhash C. Narang, Asutosh Nigam, Apparao Satyam, Susanna C. Ventura, Yoshihiro Arita
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Patent number: 5179179Abstract: Initiator compositions for materials which can be polymerized cationically are described, these containingi) an anhydride of a polycarboxylic acid, a polyisocyanate, a cyclic carbonate, a lactone or a mixture of such compounds, and dissolved thereinii) at least one compound of the formula I[M.sup.+n (L).sub.x ].sup.n+ nX.sup.- (I)in which n is 2 or 3, M is a metal cation selected from the group consisting of Zn.sup.2+, Mg.sup.2+, Fe.sup.2+, Co.sup.2+, Ni.sup.2+, Cr.sup.2+, Ru.sup.2+, Mn.sup.2+, Sn.sup.2+, VO.sup.2+, Fe.sup.3+, Al.sup.3+ and Co.sup.3+, X.sup.- is an anion which is selected from the group consisting of AsF.sub.6.sup.-, SbF.sub.6.sup.-, BiF.sub.6.sup.- and derivatives derived from these anions in which a fluorine atom is replaced by hydroxyl groups, or in which up to 50% of the anions X.sup.-, based on the total amount of anions, can also be any desired anions, L is water or an organic .sigma.Type: GrantFiled: April 27, 1992Date of Patent: January 12, 1993Assignee: Ciba-Geigy CorporationInventors: Beat Muller, Dieter Baumann
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Patent number: 5124417Abstract: Disclosed are novel compounds which are useful as initiators for cationically polymerizable monomers. The novel compounds comprise a carbon containing cation (e.g., trimethyloxonium) which is capable of initiating cationic polymerization and a non-nucleophilic counterion which is an at least partially fluorinated hydrocarbylsulfonato metallate (e.g. perfluoroethylsulfonato-aluminate). The disclosed initiators are capable of initiating the cationic polymerization of a wide variety of monomers such as epoxides, tetrahydrofuans, oxazolines, vinyls, lactones, and the like.Type: GrantFiled: September 3, 1991Date of Patent: June 23, 1992Assignee: Minnesota Mining and Manufacturing CompanyInventor: Omar Farooq
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Patent number: 5051492Abstract: A process for the preparation of a polyether resin having an epoxy group content of less than 0.2 meq/g and containing or average n/3-0.5 to n/3+2.5 primary hydroxyl groups, the process comprising reacting a glycidyl ester of a C.sub.9-11 branched aliphatic acid with an aliphatic primary polyhydric alcohol having n primary hydroxyl groups and 5 to 16 carbon atoms, n having a value of 3 to 6, in the presence of an etherification catalyst selected from a tin, zinc or iron compound.Type: GrantFiled: June 19, 1990Date of Patent: September 24, 1991Assignee: Shell Oil CompanyInventors: Olivier L. P. Andre, Henricus P. H. Scholten