Including Alcohol, Phenol, Or Ether Patents (Class 502/156)
  • Patent number: 5674798
    Abstract: The invention is directed toward anionic polymerization employing lithio amines mixed with an organic alkali metal compound and optionally, a chelating reagent. The lithio amines have the general formula (A)Li(SOL).sub.y, where SOL is a solubilizing component, A is an alkyl, dialkyl, cycloalkyl or dicycloalkyl amine radical or a cyclic amine, and y is 0 or is from about 0.5 to about 3. The invention is also directed toward polymers and other products made using the initiator, and methods therefor. Further, the invention contemplates a polymer, a polymer composition and products therefrom, which include a functional group from the reaction product of an amine and an organolithium compound. The resulting polymers may be terminated with a terminating, coupling or linking agent, which may provide the polymer with a multifunctionality.
    Type: Grant
    Filed: December 19, 1994
    Date of Patent: October 7, 1997
    Assignee: Bridgestone Corporation
    Inventors: Takashi Kitamura, David F. Lawson, Koichi Morita, Yoichi Ozawa
  • Patent number: 5668232
    Abstract: Polyisoolefins are obtained using the process according to the invention by polymerising isoolefins, optionally with conjugated or unconjugated dienes and/or cationically polymerisable, mono- or polyunsaturated compounds at temperatures of -100.degree. C. to +100.degree. C. and pressures of 0.1 to 100 bar in solution, in suspension or in the gas phase in the presence of initiator systems consisting of certain hydrocarbons and open-chain and/or cyclic aluminoxane compounds.
    Type: Grant
    Filed: July 8, 1996
    Date of Patent: September 16, 1997
    Assignee: Bayer AG
    Inventors: Gerhard Langstein, Dieter Freitag, Michael Lanzendorfer, Karin Weiss
  • Patent number: 5646083
    Abstract: The invention relates to a process for the preparation of a bridged metallocene compound in which:(I) a bridged double ligand, reacting with a proton acceptor, is converted into a bridged double anion(II) the double anion is converted into the bridged metallocene compound through reaction with a compound of a group 4b, 5b or 6b metal from the Periodic System of Elements.reaction (II) being carried out in a liquid dispersant whicha) comprises one or more weak Lewis bases, the conjugated acid of which has a dissociation constant pK.sub.a for which the following holds:pK.sub.a .ltoreq.-2.5,b) contains at most 1 mole equivalent, relevant to the metal compound, of strong Lewis base, the conjugated acid of which has a pK.sub.a that is higher than -2.5.The invention further relates to a catalyst component for the polymerization of olefins and a process for the polymerization of olefins and a polyolefin.
    Type: Grant
    Filed: February 28, 1994
    Date of Patent: July 8, 1997
    Assignee: DSM N.V.
    Inventor: Johannus A.M. van Beek
  • Patent number: 5629256
    Abstract: The subject invention relates to an anionic polymerization technique for synthesizing rubbery polymers of conjugated diolefin monomers, such as rubbery copolymer of .alpha.-methylstyrene and 1,3-butadiene. These rubbery copolymers exhibit an excellent combination of properties for utilization in tire tread rubber compounds. They have high trans-isomer contents which leads to good treadwear characteristics and a broad molecular weight distribution which enhances processability.
    Type: Grant
    Filed: July 29, 1996
    Date of Patent: May 13, 1997
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Adel F. Halasa, Laurie E. Austin, Susan A. Weakland
  • Patent number: 5627120
    Abstract: Highly active double metal cyanide (DMC) catalysts are disclosed. The catalysts comprise a DMC complex, and organic complexing agent, and from about 5 to about 80 wt. %, based on the amount of catalyst, of a polyether having a number average molecular weight less than about 500. The catalysts polymerize propylene oxide at a rate in excess of about 1 kg PO/g Co/min. at 100 ppm catalyst, based on the weight of finished polyether, at 105.degree. C. The catalysts, which are easy to prepare, give polyether polyols with exceptionally low unsaturation levels.
    Type: Grant
    Filed: April 19, 1996
    Date of Patent: May 6, 1997
    Assignee: ARCO Chemical Technology, L.P.
    Inventor: Bi Le-Khac
  • Patent number: 5620939
    Abstract: This invention reveals an initiator system which is comprised of (a) a lithium initiator, (b) a sodium alkoxide, and (c) a polar modifier; wherein the molar ratio of the sodium alkoxide to the polar modifier is within the range of about 0.1:1 to about 10:1; and wherein the molar ratio of the sodium alkoxide to the lithium initiator is within the range of about 0.01:1 to about 20:1.
    Type: Grant
    Filed: April 1, 1996
    Date of Patent: April 15, 1997
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Adel F. Halasa, Wen-Liang Hsu, David J. Zanzig, Paul H. Sandstrom, Steven K. Henning, Danielle Lucas
  • Patent number: 5621149
    Abstract: A process for the preparation of hydrocarbon solutions of monofunctional ether initiators of the following general structure:M--Z--O--C(R.sup.1 R.sup.2 R.sup.3)wherein M is an alkali metal; Z is a branched or straight chain hydrocarbon group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; and R.sup.1, R.sup.2, and R.sup.3 are independently selected from hydrogen, alkyl, substituted alkyl, aryl or substituted aryl groups, and their employment as initiators in the anionic polymerization of olefin containing monomers in an inert, hydrocarbon solvent comprising reacting an omega-protected-1-haloalkyl with lithium metal dispersion having a particle size between 10 and 300 millimicrons in size, at a temperature between 35.degree. and 130.degree. C. in an alkane solvent containing 5 to 10 carbon atoms.
    Type: Grant
    Filed: May 8, 1995
    Date of Patent: April 15, 1997
    Assignee: FMC Corporation
    Inventors: James A. Schwindeman, Eric J. Granger, John F. Engel, Conrad W. Kamienski
  • Patent number: 5610115
    Abstract: The organic carrier supported metallocene catalyst of the present invention is prepared by preparing a ligand complex of a silicone compound having at least one halogen, an alkyl group and a cycloalkane dienyl group, activating styrene polymer or styrene/divinylbenzene copolymer with a strong base including a metal atom such as Li, Na, K or Mg, reacting the activated polymer or copolymer with the ligand complex of a silicone compound so that the ligand may be supported on the activated polymer or copolymer, and reacting the organic carrier supported ligand with a compound of a transition metal of Group IVb of the Periodic Table or Lanthanides of Atomic Number 58-71. The styrene polymer or styrene/divinylbenzene copolymer may be alkylated by Friedel-Crafts alkylation before they are activated with a strong base.
    Type: Grant
    Filed: January 16, 1996
    Date of Patent: March 11, 1997
    Assignee: Samsung General Chemicals Co., Ltd.
    Inventors: Gazuo Soga, Hyun-joon Kim, Sang-kyun Lee, Min-chul Jung, Byung-hee Son, Wuozmi Thosiya, Irai Thakhasi, Nishida Hiroro
  • Patent number: 5605991
    Abstract: A multifunctional initiator is prepared by contacting an organo-alkali metal compound with a silane represented by the formula: ##STR1## wherein the R' are generally lower alkyl groups such as methyl and the R" is generally an .paren open-st.CH.sub.2 .paren close-st..sub.n group with n=2. Superior results are obtained presumably because of the separation of the vinyl groups and the greater solubility of the compound because of the R' groups. The resulting catalyst initiates polymerization of monomers such as conjugated dienes and monovinyl substituted aromatic compounds to give relatively monodispersed polymers with little or no crosslinking.
    Type: Grant
    Filed: March 21, 1996
    Date of Patent: February 25, 1997
    Assignee: Shell Oil Company
    Inventors: Linda R. Chamberlain, Ronald J. Hoxmeier, Philip A. DeFriend
  • Patent number: 5600021
    Abstract: A process for the preparation of hydrocarbon solutions of monofunctional ether initiators of the following general structure:M--Z--O--C(R.sup.1 R.sup.2 R.sup.3)wherein M is an alkali metal; Z is a branched or straight chain hydrocarbon group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; and R.sup.1, R.sup.2, and R.sup.3 are independently selected from hydrogen, alkyl, substituted alkyl, aryl or substituted aryl groups, and their employment as initiators in the anionic polymerization of olefin containing monomers in an inert, hydrocarbon solvent comprising reacting an omega-protected-1-haloalkyl with lithium metal dispersion having a particle size between 10 and 300 millimicrons in size, at a temperature between 35.degree. and 130.degree. C. in an alkane solvent containing 5 to 10 carbon atoms.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: February 4, 1997
    Assignee: FMC Corporation
    Inventors: James A. Schwindeman, Eric J. Granger, John F. Engel, Conrad W. Kamienski
  • Patent number: 5587448
    Abstract: This invention concerns a reaction system for producing a polyurethane having an isocyanate index value of at least 100, and a catalyzed reaction mixture thereof, having a gel time between 5 and 60 minutes. The reaction system, in one aspect, involves a mixture of first and second parts that are located in separate containers, respectively, which are effective to prevent contact between said first and second parts thereof until coating or sealing application is desired. This two-part reaction system includes:(a) a first part comprising a polyisocyanate component; b) a second part comprising: (i) a polyol component; (ii) a polyurethane catalyst comprising a bismuth/zinc polyurethane catalyst; and (iii) a molar excess of a complexing agent for the polyurethane catalyst, where the complexing agent is a mercaptan compound. This invention also concerns a method of forming a polyurethane sealant on a surface using the two-part reaction system and catalyzed reaction mixture.
    Type: Grant
    Filed: December 29, 1994
    Date of Patent: December 24, 1996
    Assignee: Minnesota Mining and Manufacturing
    Inventor: Paul T. Engen
  • Patent number: 5565526
    Abstract: A process for the preparation of hydrocarbon solutions of monofunctional ether initiators of the following general structure:M--Q.sub.n --Z--OA(R.sup.1 R.sup.2 R.sup.3) (II)wherein M is defined as an alkali metal, selected from the group consisting of lithium, sodium and potassium, Q is a saturated or unsaturated hydrocarbyl group derived by incorporation of a compound selected from the group consisting of conjugated diene hydrocarbons and alkenylsubstituted aromatic hydrocarbons; Z is defined as a branched or straight chain hydrocarbon tether or connecting group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; A is an element selected from Group IVa of the periodic table and R.sup.1, R.sup.2, and R.sup.3 are independently selected from hydrogen, alkyl, substituted alkyl, aryl or substituted aryl groups, and n is an integer from 1 to 5.
    Type: Grant
    Filed: May 8, 1995
    Date of Patent: October 15, 1996
    Assignee: FMC Corporation
    Inventors: James A. Schwindeman, Conrad W. Kamienski, Robert C. Morrison
  • Patent number: 5552358
    Abstract: This invention is generally directed toward a supported catalyst system useful for polymerizing olefins. The method for preparing the catalyst system of the invention provides for an optionally supported, metallocene catalyst component which when utilized in a polymerization process exhibits improved reactor operability.
    Type: Grant
    Filed: June 27, 1995
    Date of Patent: September 3, 1996
    Assignee: Exxon Chemical Patents Inc.
    Inventor: Anthony N. Speca
  • Patent number: 5545601
    Abstract: Improved double metal cyanide (DMC) catalysts are disclosed. The catalysts comprise a DMC compound, an organic complexing agent, and from about 5 to about 80 wt. % of a polyether polyol that has tertiary hydroxyl groups. Compared with other DMC catalysts, those of the invention have excellent activity for epoxide polymerization, and they can be used to make polyols having very low unsaturation even at high epoxide polymerization temperatures.
    Type: Grant
    Filed: August 22, 1995
    Date of Patent: August 13, 1996
    Assignee: Arco Chemical Technology, L.P.
    Inventor: Bi Le-Khac
  • Patent number: 5534474
    Abstract: The invention relates to a process for preparing alkylaluminoxanes immobilized on inert support materials from alkylaluminum compounds and water, which is characterized in that the reactants are metered with the gas stream into a fluidized-bed reactor and the reaction product is fixed on the support directly from the gas phase.
    Type: Grant
    Filed: March 13, 1995
    Date of Patent: July 9, 1996
    Assignee: Witco GmbH
    Inventors: Ralf-Jurgen Becker, Stefan Gurtzgen, Dirk Kutschera
  • Patent number: 5521136
    Abstract: A process for the preparation of organotitanium compounds and to their use as crosslinking catalysts in cathodically depositable electro-deposition coating materials is described. The organotitanium compounds are obtained by first carrying out partial transesterification of tetraalkyl orthotitanates with alkylene glycols which are capable of forming chelates, and then completing the transesterification of the resulting intermediate with hydroxyl compounds based on modified mono- and/or diepoxide compounds.Cathodically depositable electrodeposition coating materials which contain the organotitanium compounds prepared in accordance with the invention provide, after curing in a temperature range from 160.degree. to 180.degree. C., coating films having excellent stability and the like properties, without the need to use additional crosslinking catalysts based on heavy metals such as lead or tin.
    Type: Grant
    Filed: August 29, 1994
    Date of Patent: May 28, 1996
    Assignee: Vianova Kunstharz, A.G.
    Inventors: Roland Feola, Willibald Paar, Johann Gmoser
  • Patent number: 5516739
    Abstract: A catalyst and method for the co-and terpolymerization of monomers of ethylene, other olefins, and alkynes with carbon monoxide is provided. Such a catalyst a method can be used for form living polymers. The catalyst of the present invention comprises an active cationic portion of the formula ##STR1## wherein M is a Group VIII metal, L.sup.1 and L.sup.2 are two electron donor ligands or are joined to form a bidentate four electron donor ligand, R is alkyl, aryl or acyl, and L.sup.3 is CO or a ligand capable of being displaced by CO; and a non-coordinating anionic portion, soluble in inert solvents of the formulaX.sub.n G.sup.-wherein G is B, CH, N, SO.sub.3, SO.sub.3 CH, R.sub.f SO.sub.2 CH, or NSO.sub.2 R.sub.f wherein R.sub.f is C.sub.n F.sub.2+1 where n is 1 to 10 and X is F,R.sub.f SO.sub.2, FSO.sub.2 or C.sub.6 H.sub.(5-m) Z.sub.m wherein Z is F, C1, a hydrocarbyl radical, substituted hydrocarbyl radical or combinations thereof, and m is from 1 to 5, and n of X.sub.n is from 1 to 4.
    Type: Grant
    Filed: November 24, 1993
    Date of Patent: May 14, 1996
    Assignees: The University of North Carolina at Chapel Hill, The University of North Carolina at Greensboro
    Inventors: James C. Barborak, Maurice S. Brookhart
  • Patent number: 5506184
    Abstract: A catalyst composition for olefin polymerization and copolymerization which contains a transition metal complex with a bidentate or a tridentate ligand and a cocatalyst mixture containing dialkylaluminum halide and dialkylmagnesium.The transition metal complexes with bidentate ligands L have the empirical formula LMX.sub.2, LMXY or L.sub.2 M where M is Ti, V, Zr or Hf; X is an alkoxy group, an aryloxy group, or a halogen atom; Y is a mono- or double-bonded ligand different from X.The bidentate L ligands are described by general formulasZ--R--Z OR Z--R--W--R--Zwhere R is an alkylene group, a cycloalkylene group, an arylene group (unsubstituted or alkyl-substituted) or an alkylarylene group; W is CH.sub.2, O, S, N--R', or SiR'.sub.2 where R' is an alkyl or an aryl group; and Z is an oxygen atom, a sulfur atom, an N--H group or a C(.dbd.O)--O group.
    Type: Grant
    Filed: June 22, 1994
    Date of Patent: April 9, 1996
    Assignee: Mobil Oil Corporation
    Inventors: Yury V. Kissin, Robert I. Mink
  • Patent number: 5482908
    Abstract: Highly active double metal cyanide (DMC) catalysts are disclosed. The catalysts comprise a DMC complex, and organic complexing agent, and from about 5 to about 80 wt. %, based on the amount of catalyst, of a polyether having a number average molecular weight greater than about 500. A method of preparing the catalysts is also disclosed. The catalysts are easy to prepare, have exceptional activity, and are readily removed, if desired, from polymer products.
    Type: Grant
    Filed: September 8, 1994
    Date of Patent: January 9, 1996
    Assignee: ARCO Chemical Technology, L.P.
    Inventor: Bi Le-Khac
  • Patent number: 5476824
    Abstract: The present invention is directed to a method for preparing particulate carriers for olefin polymerization procatalysts in which:(a) a heated melt of a complex compound is provided having the formula IMgCl.sub.2.nROH.mED (I)in which ROH is a lower (C.sub.1-6) aliphatic alcohol, ED is an electron donor, n is 1 to 6 and m is 0 to 1,(b) the heated melt is fed to a nozzle atomizing it,(c) the melt to be atomized is sprayed from the nozzle into a chamber, where it is distributed in the form of an atomized melt and then solidified to from fine carrier particles and(d) the fine carrier particles are recovered.During this process an electric charge is fed into the melt to be atomized or which has been atomized, which decreases the surface tension of the solidified melt and prevents the agglomeration of the formed droplets. The charge can be achieved by arranging in connection with the nozzle an electrode, which together with, for example, the grounded melt, forms a static electric couple.
    Type: Grant
    Filed: November 18, 1993
    Date of Patent: December 19, 1995
    Assignee: Neste Oy
    Inventors: Jukka Koskinen, Petri Jokinen
  • Patent number: 5468705
    Abstract: The present invention relates to a storage-stable solution of carbonated magnesium methoxide of the formula Mg(CH.sub.3 O).sub.2 (CO.sub.2).sub.n in methanol, and processes for their preparation by reacting metallic magnesium with methanol and CO.sub.2 or reacting magnesium methoxide in methanol with CO.sub.2, wherein the magnesium content of the solution is from 0.1 to 8% by weight, based on the total weight of the solution, and the CO.sub.2 content n is from 1 to 2.2. The present solution is used, inter alia, for the preservation of paper or for the preparation of a catalyst for the polymerization of olefins.
    Type: Grant
    Filed: December 15, 1993
    Date of Patent: November 21, 1995
    Assignee: Huels Aktiengesellschaft
    Inventors: Hartwig Rauleder, Burkhard Standke, Hans-Joachim Kotzsch, Reinhold Schork
  • Patent number: 5468706
    Abstract: The present invention relates to a storage-stable solution of a mixture of carbonated magnesium methoxide of the formula Mg(CH.sub.3 O).sub.2 (CO.sub.2).sub.n, carbonated magnesium ethoxide of the formula Mg(C.sub.2 H.sub.5 O).sub.2 (CO).sub.2).sub.n and a carbonated mixed alkoxide of the formula Mg(CH.sub.3 O).sub.x (C.sub.2 H.sub.5 O).sub.y (CO.sub.2).sub.n, in which 0<x, y<2 and x+y=2, in a combination of methanol and ethanol, and processes for the preparation thereof, the magnesium content of the solution being from 0.1 to 11% by weight, based on the total weight of the solution, and the CO.sub.2 content n being from 1.0 to 2.2. The present solutions are used, inter alia, for the preservation of paper and for the preparation of a catalyst for the polymerization of olefins.
    Type: Grant
    Filed: December 15, 1993
    Date of Patent: November 21, 1995
    Assignee: Huels Aktiengesellschaft
    Inventors: Hartwig Rauleder, Burkhard Standke, Hans-Joachim Kotzsch, Reinhold Schork
  • Patent number: 5439863
    Abstract: Neutral metal complex salts with additional ligands acting as bases and a process for their preparation and their use as latent polymerization catalysts for the production of pre-cured products which can be further cured without another curing catalyst.
    Type: Grant
    Filed: September 9, 1993
    Date of Patent: August 8, 1995
    Assignee: Rutgerswerke Aktiengesellschaft
    Inventors: Axel Bottcher, Manfred Doring, Jurgen Zehrfeld
  • Patent number: 5385994
    Abstract: A method for improving the initiation efficiency during the anionic polymerization of 15 to 100 percent weight of a vinyl aromatic hydrocarbon monomers and 0 to 85 percent by weight of a conjugated diene monomer by conducting the polymerization in the presence of a catalytically effective amount of: (a) an organolithium initiator and (b) a 2,5-substituted tetrahydrofuran modifier having the structural formula: ##STR1## wherein R.sub.1 and R.sub.1 ' are independently H or an alkyl group containing 1 to 4 carbon atoms and R.sub.2 and R.sub.2 ' are alkyl group containing 1 to 4 carbon atoms.
    Type: Grant
    Filed: October 22, 1993
    Date of Patent: January 31, 1995
    Assignee: Bridgestone Corporation
    Inventors: Daniel F. Graves, James E. Hall, William J. Shuttleworth
  • Patent number: 5348926
    Abstract: A novel catalyst for polymerization of a vinyl compound is provided which comprises, as a catalyst component (A), an organometal complex represented by General Formula (1) below: ##STR1## where Cp.sup.1 and Cp.sup.2 are independently a substituted or unsubstituted cyclopentadienyl group; R.sup.1 is a group selected from alkylene groups or arylalkylene groups having 1 to 20 carbons, dialkylsillylene groups, dialkylgermanylene groups, alkylphosphinediyl groups, or alkylimino groups, and R.sup.1 crosslinking Cp.sup.1 and Cp.sup.2 together; m is 0 or 1; M is titanium, zirconium, or hafnium; and R.sup.2, R.sup.3, and R.sup.4, are independently hydrogen, a hydrocarbon group of 1 to 12 carbons, an alkoxy group, or an aryloxy group, and a catalyst component (B) represented by the general formula (2) or (3) ##STR2## where n is an integer of from 4 to 60, and R.sup.5 is a hydrocarbon group. A process for producing a vinyl compound polymer which employs the catalyst defined above is also provided.
    Type: Grant
    Filed: March 10, 1994
    Date of Patent: September 20, 1994
    Assignee: Tosoh Corporation
    Inventors: Satoru Yamada, Akihiro Yano
  • Patent number: 5336739
    Abstract: It has been unexpectedly discovered that various compounds, such as alkyl tetrahydrofurfuryl ethers, can be used to modify anionic polymerizations of conjugated diene monomers. These modifiers can be used to polymerize isoprene monomer into high 3,4-polyisoprene at excellent polymerization rates. This is in contrast to the modifiers such as tetramethylethylene diamine which are typically used to modify such polymerizations. This invention more specifically discloses a process for the synthesis of 3,4-polyisoprene which comprises polymerizing isoprene monomer in an organic solvent in the presence of a catalyst system which is comprised of (a) a lithium initiator and (b) a modifier which is an alkyltetrahydrofurfuryl ether selected from the group consisting of ethyltetrahydrofurfuryl ether, propyltetrahydrofurfuryl ether, and butyltetrahydrofurfuryl ether.
    Type: Grant
    Filed: July 22, 1993
    Date of Patent: August 9, 1994
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Wen-Liang Hsu, Adel F. Halasa, Barry A. Matrana
  • Patent number: 5330949
    Abstract: A method for producing a polyolefin is disclosed which comprises polymerizing an .alpha.-olefin in the presence of a catalyst composition comprising (A) a solid catalyst component prepared by contacting (a) a solid component comprising a magnesium alkoxide and/or a magnesium salt of a fatty acid supported on an inorganic oxide composed of at least one member selected from the group consisting of oxides of elements belonging to Groups II, III and IV of the periodic table and/or a composite inorganic oxide containing at least one member selected from the group consisting of oxides of elements belonging to Groups II, III and IV of the periodic table, the inorganic oxide or composite inorganic oxide having a surface hydroxide concentration of 3 .mu.mol/m.sup.2 or less, (b) an electron donating compound and (c) a titanium halide, (B) an organic metal compound, and (C) an electron donating compound.
    Type: Grant
    Filed: April 26, 1990
    Date of Patent: July 19, 1994
    Assignee: Idemitsu Petrochemical Company, Ltd.
    Inventors: Hideo Funabashi, Akira Tanaka, Rikuo Ohnishi, Toshikazu Kasahara, Takashi Yamawaki
  • Patent number: 5326852
    Abstract: The present invention is directed to a method for production of alkylene oxide polymers comprising reacting an alkylene oxide in an inert hydrocarbon solvent in the presence of a catalyst. The method of the present invention offers alkylene oxide polymers with a great commercial value and a high degree of polymerization which can be produced industrially advantageously with high reproducibility by the use of a catalyst obtained by a simple procedure of applying heat treatment to the product obtained by reacting an organic zinc compound with particular aliphatic polyhydric alcohol and monohydric alcohol.
    Type: Grant
    Filed: July 1, 1992
    Date of Patent: July 5, 1994
    Assignee: Sumitomo Seika Chemicals Co., Ltd.
    Inventors: Masato Fujikake, Morio Nakamura, Shinji Kobayashi, Katsunori Tanaka, Masahiro Suzuki
  • Patent number: 5306600
    Abstract: Titanocenes of the formula I ##STR1## in which R.sup.1 are cyclopentadienyl.sup..crclbar. groups and R.sup.2 and R.sup.3 are aromatic radicals which are substituted in both ortho-positions by fluorine and, in addition, are substituted by an acyloxy group are suitable as photoinitiators for the photopolymerization of ethylenically unsaturated compounds.
    Type: Grant
    Filed: November 12, 1992
    Date of Patent: April 26, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Eginhard Steiner, Harry Beyeler, Martin Riediker, Vincent Desobry, Kurt Dietliker, Rinaldo Husler
  • Patent number: 5300599
    Abstract: It has been unexpectedly discovered that salts of tetrahydrofurfuryl alcohols, such as the lithium, potassium, and sodium salts of tetrahydrofuryl alcohols, can be used to modify anionic polymerizations of conjugated diene monomers. These modifiers can be used to polymerize isoprene monomer into polyisoprene having from 20% to 30% 1,2-microstructure at excellent polymerization rates. This invention more specifically discloses a catalyst system which is particularly useful in the anionic polymerization of conjugated diene monomers into polymers which is comprised of (a) a initiator which is selected from the group consisting of organolithium compounds, organosodium compounds, organopotassium compounds, organomagnesium compounds, and organobarium compounds, and (b) a modifier which is a metal salt of a tetrahydrofurfuryl alcohol.
    Type: Grant
    Filed: April 8, 1993
    Date of Patent: April 5, 1994
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Wen-Liang Hsu, Adel F. Halasa
  • Patent number: 5231153
    Abstract: It has been unexpectedly discovered that various compounds, such as alkyl tetrahydrofurfuryl ethers, can be used to modify anionic polymerizations of conjugated diene monomers. These modifiers can be used to polymerize isoprene monomer into high 3,4-polyisoprene at excellent polymerization rates. This is in contrast to the modifiers such as tetramethylethylene diamine which are typically used to modify such polymerizations. This invention more specifically discloses a process for the synthesis of 3,4-polyisoprene which comprises polymerizing isoprene monomer in an organic solvent in the presence of a catalyst system which is comprised of (a) a lithium initiator and (b) ethyltetrahydrofurfuryl ether.
    Type: Grant
    Filed: April 6, 1992
    Date of Patent: July 27, 1993
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Wen-Liang Hsu, Adel F. Halasa, Barry A. Matrana
  • Patent number: 5204440
    Abstract: The invention relates to reaction injection molded elastomers derived from high molecular weight polyether polyols, an aromatic diamine chain extender, a polyisocyanate and a hydroxyl-containing organotin catalyst. The reaction injection molded (RIM) elastomers of this invention are useful, for example, as automobile body parts.
    Type: Grant
    Filed: December 12, 1990
    Date of Patent: April 20, 1993
    Assignee: Air Products and Chemicals, Inc.
    Inventors: John E. Dewhurst, James D. Nichols
  • Patent number: 5192642
    Abstract: Titanocenes of the formula I ##STR1## in which R.sup.1 are cyclopentadienyl.sup..crclbar. groups and R.sup.2 and R.sup.3 are aromatic radicals which are substituted in both ortho-positions by fluorine and, in addition, are substituted by an acyloxy group are suitable as photoinitiators for the photopolymerization of ethylenically unsaturated compounds.
    Type: Grant
    Filed: May 23, 1990
    Date of Patent: March 9, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Eginhard Steiner, Harry Beyeler, Martin Riediker, Vincent Desobry, Kurt Dietliker, Rinaldo Husler
  • Patent number: 5157006
    Abstract: A catalytic cracking composition comprising a physical blend of a cracking catalyst component with alcohol treated Sr(OH).sub.2 and alcohol is used to crack hydrocarbon-containing feedstocks that further contain quantities of vanadium.
    Type: Grant
    Filed: March 8, 1991
    Date of Patent: October 20, 1992
    Assignee: Phillips Petroleum Company
    Inventors: Jesse R. Harris, Ping C. Liao
  • Patent number: 5114606
    Abstract: A stable and effective manganese complex for use as a peroxy compound bleach catalyst is disclosed, the catalyst being a water-soluble complex of manganese (II), (III), or (IV) or mixtures thereof with a ligand which is a non-carboxylate polyhydroxy compound having at least three consecutive C--OH groups in its molecular structure. Bleaching composition comprising a peroxy compound and the catalyst, as well as process for bleaching substrates using said catalyst are also disclosed. Preferred ligand is sorbitol and preferred catalyst is Mn-sorbitol complex.
    Type: Grant
    Filed: February 19, 1991
    Date of Patent: May 19, 1992
    Assignee: Lever Brothers Company, Division of Conopco, Inc.
    Inventors: Marten R. P. van Vliet, Jan E. Iburg
  • Patent number: 5112929
    Abstract: A method for preparing a diene polymer or copolymer having increased amounts of 1,2-microstructure is provided. The method involves polymerizing a diene monomer or mixture of a diene monomer and a vinyl aromatic hydrocarbon monomer in a hydrocarbon solvent in the presence of a catalytically effective amount of a catalyst composition comprising: (a) an organolithium initiator and (b) an oxolanyl cyclic acetal having the structural formula: ##STR1## wherein R is selected from the group consisting of hydrogen and alkyl groups containing from 1 to 4 carbon atoms and X is 0 or 1.
    Type: Grant
    Filed: April 5, 1991
    Date of Patent: May 12, 1992
    Assignee: Bridgestone Corporation
    Inventor: James E. Hall
  • Patent number: 5087710
    Abstract: The invention pertains to rhenium (VII) compounds which are catalysts for metathesis of ordinary olefins (hydrocarbons) and functionalized olefins in a homogeneous phase and to methods of synthesizing these compounds. The rhenium compounds comprise a rhenium (VII) atom centrally linked to an alkylidene ligand, an alkylidyne ligand, and two other ligands of which at least one ligand is sufficiently electron withdrawing to render the rhenium atom significantly active for metathesis.
    Type: Grant
    Filed: January 4, 1990
    Date of Patent: February 11, 1992
    Assignee: Massachusetts Institute of Technology
    Inventors: Richard R. Schrock, Robert Toreki
  • Patent number: 5063190
    Abstract: Liquid telechelic polymers are made from dienes and are produced via anionic polymerization. While having low molecular weight, for example less than 15,000, the telechelic polymers are generally gel-free, have high amounts of trans-1,4 structure, low vinyl unsaturation and low bulk viscosities. The liquid telechelic polymers are made utilizing a trimetallic initiator comprised of (1) an organopolylithium compound and (2) a complex of a trialiphatic substituted aluminum compound or derivative thereof and a barium salt of an organic alcohol.
    Type: Grant
    Filed: June 19, 1990
    Date of Patent: November 5, 1991
    Assignee: GenCorp Inc.
    Inventors: I. Glen Hargis, Hubert J. Fabris, John A. Wilson, Russell A. Livigni
  • Patent number: 5055543
    Abstract: Disclosed herein is a one part moisture cure sealant which is cured under an ordinary temperature by reaction with moisture contained in the air. This sealant contains a cure accelerating catalyst of: ##STR1## in a sealing composite containing urethane prepolymer. Due to the action of this catalyst, not only the cure rate is improved but difference in the cure rate between a low-temperature/low-humidity season and a high-temperature/high-humidity season is reduced. This sealant is also excellent in storage stability.
    Type: Grant
    Filed: May 23, 1989
    Date of Patent: October 8, 1991
    Assignee: Sunrise Meisei Corporation
    Inventors: Yoshinori Nakano, Kyohisa Kotsuma, Masayoshi Ito
  • Patent number: 5039642
    Abstract: The present patent application relates to stable, finely-dispersed, aqueous single-component silicone catalysts which have been obtained by combining a silicone dispersion which is free to essentially free of lower monohydric alcohols and has been prepared in a conventional manner in the presence of long-chain liquid alcohols having 6 to 18 carbon atoms and with the use of known epoxyamine prepolymers as emulsifiers with a separately prepared, conventional nonionic or cationic dispersion of organometallic compounds.In addition, a process for the preparation of this emulsion and the use thereof are described.The catalysts according to the invention are distinguished by not having a flashpoint or having a flashpoint above 65.degree. C. and nevertheless having excellent stability, in particular mechanical stability.
    Type: Grant
    Filed: September 29, 1989
    Date of Patent: August 13, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Harald Chrobaczek, Josef Lechlmair
  • Patent number: 5034497
    Abstract: A thermosetting resin containing composition can be heated to reduce its viscosity and used as a liquid in a liquid injection molding method. It has a phenolic resin content of about 80% to about 90% solids by weight, and contains about 5% to about 40% of a polyglycol. The composition may also contain resorcinol as a compatibilizing agent and a polyalkylene glycol as the polyglycol agent. In a novel method the resin containing composition is heated to reduce its viscosity and introduced into a heated mold in a liquid injection molding method.
    Type: Grant
    Filed: September 5, 1989
    Date of Patent: July 23, 1991
    Assignee: Plastics Engineering Company
    Inventor: Phillip A. Waitkus
  • Patent number: 5032618
    Abstract: A process for producing methanol from synthesis gas in the liquid phase is disclosed, which comprises reacting CO with H.sub.2 in the presence of a catalytic system constituted by one or more copper compound(s) and one or more alkali metal and/or alkali-earth metal alkoxide(s), in the presence of one or more solvent(s), the basic features of which are in that to the reaction methanol and one or more alkyl formate(s) are added, with the process being carried out with a concentration of the catalytic system in the solution constituted by the solvents and the same catalytic system, which is comprised within the range of from 0.001 to 1 molar for the compound(s) of copper, and is comprised within the range of from 0.01 to 5 molar for the alkali metal and/or alkali-earth metal alkoxide(s), and at a temperature higher than 40.degree. C., and lower than 200.degree. C.
    Type: Grant
    Filed: December 22, 1989
    Date of Patent: July 16, 1991
    Assignee: Snamprogetti S.p.A.
    Inventors: Mario Marchionna, Massimo Lami, Francesco Ancillotti
  • Patent number: 5011755
    Abstract: The present invention relates to compositions comprising(a) a titanocene photoinitiator of the formula I ##STR1## (b) a 3-ketocoumarin of the formula II ##STR2## in which both R.sup.1, R.sup.2 and R.sup.3 are as defined in claim 1, R.sup.4 is a radical of the formula V ##STR3## R.sup.5 is C.sub.1 -C.sub.20 alkyl, cycloalkyl having 5-7 ring carbon atoms, phenyl or naphthyl which are unsubstituted or substituted by one to three C.sub.1 -C.sub.6 alkyl groups, C.sub.1 -C.sub.6 alkoxy groups or halogen atoms or by one diphenylamino or C.sub.1 -C.sub.6 dialkylamino group, or is C.sub.7 -C.sub.9 aralkyl, a radical --(CH.dbd.CH).sub.a --C.sub.6 H.sub.5 or a radical of the formula V, a is 1 or 2, preferably 1, and R.sup.10, R.sup.11, R.sup.12, R.sup.13 and R.sup.14 independently of one another are hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, phenyl, tolyl, xylyl or benzyl, and R.sup.11 can additionally also be a group --NR.sup.15 R.sup.16 or --OR.sup.15, wherein R.sup.15 and R.sup.
    Type: Grant
    Filed: January 30, 1990
    Date of Patent: April 30, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Ottmar Rohde, Armin Schaffner, Martin Riediker, Kurt Meier
  • Patent number: 4855272
    Abstract: Solid components of catalysts for the (co)polymerization of ethylene, or precursors of such components are prepared by treating an (a) emulsion in a perfluoropolyether of a liquid compound of magnesium, of titanium or of another transition metal, or of solutions thereof, possibly using an electron-donor compound, with (b) a reducing and/or halogenating agent capable of forming an insoluble solid product, after which, if such a product is a precursor of the catalytic component, it is treated with a tetravalent-titanium halide, or with a halide of another transition metal.
    Type: Grant
    Filed: July 25, 1988
    Date of Patent: August 8, 1989
    Assignee: Montedison S.p.A.
    Inventor: Enrico Albizzati
  • Patent number: 4804798
    Abstract: Polymers of alpha-olefins of formulaR--CH.dbd.CH.sub.2wherein R=alkyl of from 1 to 6 C atoms, or of their mixtures with minor amounts of ethylene are obtained by adopting catalysts comprising:(A) a solid component obtained by treating an emulsion (a) in a perfluoropolyether liquid of a liquid compound of magnesium, of titanium or of another transition metal, either liquid or in solution, with possibly using an electron-donor compound, with (b) a reducing and/or halogenating agent capable of forming an insoluble solid product, after which, if such a product is a precursor of the catalytic components, it is treated with a tetravalent-titanium halide, or with a halide of another transition metal;(B) an aluminum-alkyl compound;(C) an outer electron-donor compound (c).
    Type: Grant
    Filed: July 27, 1987
    Date of Patent: February 14, 1989
    Assignee: Montedison S.p.A.
    Inventor: Enrico Albizzati
  • Patent number: 4788083
    Abstract: Disclosed is an activatable catalyst which is effective for the reaction of a hydroxyl compound and an isocyanate. Preferably, the catalyst is utilized in the cure of a coating composition of a polyol and a polyisocyanate. The activatable catalyst is activated in the presence of an amine activator or heat and comprises the reaction product of a metal catalyst selected from a tin catalyst, a bismuth catalyst, and mixtures thereof; and a molar excess of a complexing agent. The complexing agent is selected from a mercapto compound, a polyphenol characterized by being reactable with an isocyanate group in the presence of a tertiary amine activator, and mixtures thereof. A single polyol resin may bear both the complexing functionality and the activatable catalyst. Advantageusly, the polyol and polyisocyanate both are aliphatic.
    Type: Grant
    Filed: November 17, 1986
    Date of Patent: November 29, 1988
    Assignee: Ashland Oil, Inc.
    Inventors: Laurence G. Dammann, Gary M. Carlson
  • Patent number: 4731386
    Abstract: A process for preparing methanol in a liquid reaction medium by reaction of carbon monoxide and hydrogen in the presence of a catalyst system consisting of an alkali metal alcoholate and a copper catalyst, wherein the liquid reaction medium in the reactor in addition to methanol and methyl formate contains at least 50% by volume of a non-polar organic solvent having a dielectricity constant which is lower than that of pure methanol at the same temperature.
    Type: Grant
    Filed: July 22, 1986
    Date of Patent: March 15, 1988
    Assignee: Sintef
    Inventor: Olav-T. Onsager
  • Patent number: 4632996
    Abstract: (Pi-allyl)palladium compounds are prepared by organopalladium addition to alkenyl- or methylenecyclopropanes or alkenyl- or methylenecyclobutanes. The reaction is conducted in the presence of a palladium salt and involves a novel ring-opening process and a subsequent rearrangement to provide a regioselective route to (pi-allyl)palladium compounds.
    Type: Grant
    Filed: August 5, 1985
    Date of Patent: December 30, 1986
    Assignee: Iowa State University Research Foundation, Inc.
    Inventors: Richard C. Larock, Sudarsanan Varaprath
  • Patent number: 4617408
    Abstract: The present invention relates to new titanium chelates containing both acetylacetone and malonic acid dialkyl ester as chelating agents. The acetylacetone moiety is contained in these new chelates in amounts between 1.25 and 1.95 moles and the malonic acid dialkyl ester moiety in amounts between 0.05 and 0.75 moles per gram-atom of titanium. The new chelates have the same properties as the known titanium acetylacetonates; however, they have the advantage that they are only slightly yellow and in many applications they have an improved stability.
    Type: Grant
    Filed: March 18, 1985
    Date of Patent: October 14, 1986
    Assignee: Dynamit Nobel AG
    Inventors: Heinz Nestler, Dieter Barfurth
  • Patent number: 4581342
    Abstract: A solid-hydrocarbon insoluble, alpha-olefin polymerization catalyst component with superior activity, stereospecificity and morphology characteristics, comprises the product formed by (a) complexing a magnesium alkyl composition with an ortho disubstituted hindered aromatic acid ester; (b) reacting the resulting complex with a compatible precipitation agent to form a solid component; and (c) reacting the resulting solid with a titanium(IV) compound and an electron donor compound in a suitable diluent.
    Type: Grant
    Filed: November 26, 1984
    Date of Patent: April 8, 1986
    Assignee: Standard Oil Company (Indiana)
    Inventors: Bryce V. Johnson, Nicholas M. Karayannis, Charles R. Hoppin, Linda Ornellas