Treating In The Presence Of An Elemental Metal Or Inorganic Metallic Compound Patents (Class 525/339)
  • Publication number: 20020107332
    Abstract: A hydrocarbon resin is prepared by (1) thermally polymerizing a mixture consisting essentially of (a) about 5% to 25% by weight styrene or aliphatic or aromatic substituted styrene, and (b) about 95% to 75% by weight based on total monomer content of a cyclic diolefin component comprising at least about 50% by weight dicyclopentadiene.
    Type: Application
    Filed: December 11, 2000
    Publication date: August 8, 2002
    Inventors: Daniel Klosiewicz, Atanu Biswas
  • Patent number: 6420491
    Abstract: A catayltic process for the hydrogenation of aromatic polymers is disclosed. The catalyst used in the process is a metal or mixture of metals of sub-group VIII of the periodic table together with a support of silicon dioxide, aluminum oxide or a mixture thereof. The catalyst, having pores is characaterized in that the pores having diameters of 100 to 1,000 Å constitute less than 15 percent of the total volume of pores. The hydrogenation, that is carried out in the presence of at least one oxygen-containing hydrocarbon is characterized in that it is essentially complete and without significant degradation of molecular weights.
    Type: Grant
    Filed: January 16, 2001
    Date of Patent: July 16, 2002
    Assignee: Bayer Aktiengesellschaft
    Inventors: Volker Wege, Johann Rechner, Eberhard Zirngiebl
  • Patent number: 6417287
    Abstract: A process for the hydrogenation of aromatic polymers is disclosed. Accordingly, the solvent used comprise an ether that contains no &agr;-hydrogen atom on a carbon atom adjacent to the ether function. The process results in virtually complete hydrogenation of the aromatic units.
    Type: Grant
    Filed: June 12, 2000
    Date of Patent: July 9, 2002
    Assignees: Bayer Aktiengesellschaft, Teijin Ltd.
    Inventors: Volker Wege, Johann Rechner
  • Patent number: 6416875
    Abstract: The present invention is directed to a multi-component article which comprises at least two components, each component being produced from a different polymer composition, and at least one polymer composition comprises a hydrogenated block copolymer comprising at least two distinct blocks of hydrogenated vinyl aromatic polymer, and at least one block of hydrogenated conjugated diene polymer, characterized by: a hydrogenation level such that each hydrogenated vinyl aromatic polymer block has a hydrogenation level of greater than 90 percent and the hydrogenated conjugated diene polymer block has a hydrogenation level of greater than 95 percent, with the proviso that when more than one component is prepared from compositions comprising hydrogenated block copolymers, each composition differs compositionally such that the vinyl aromatic polymer block content of the compositions differs by at least 20 percent.
    Type: Grant
    Filed: November 21, 2000
    Date of Patent: July 9, 2002
    Assignee: Dow Global Technologies Inc.
    Inventors: Gary D. Parsons, James P. Maher
  • Patent number: 6410653
    Abstract: The invention relates to a carboxylated nitrile group-containing copolymer rubber having the following physical properties: (a) the acid equivalent being at least 1×10−4 ephr, (b) the ratio of [peak height of a carboxylic acid anhydride group]/([peak height of the carboxylic acid anhydride group]+[peak height of a carboxyl group]) in its infrared absorption analysis being at least 0.5, (c) the Mooney viscosity being 15 to 200, and (d) the iodine value being at most 80 grams per 100 grams, and a production process thereof.
    Type: Grant
    Filed: March 25, 1999
    Date of Patent: June 25, 2002
    Assignee: Nippon Zeon Co., Ltd.
    Inventors: Yoshinori Fujii, Atsumi Ikeda
  • Patent number: 6410657
    Abstract: This invention relates to a method for the selective hydrogenation of the unsaturated double bonds in the conjugated diene units of a homopolymer or copolymer in the presence of a novel homogeneous organotitanium-based catalyst. Also, the process of this invention can demonstrate a high yield of hydrogenation and hydrogenation reproducibility using a novel catalyst, so prepared from a mixture consisting of a substituted or unsubstituted monocyclopentadienyl titanium compound expressed by the following formula 1 and lithium hydride derived from a reaction of both alkyl lithium and hydrogen in solution.
    Type: Grant
    Filed: August 15, 2000
    Date of Patent: June 25, 2002
    Assignee: Korea Kumho Petrochemical Co., LTD
    Inventors: Young Hoon Ko, Hoo Chae Kim, Jae Yun Kim, Jin Man Hwang
  • Patent number: 6403727
    Abstract: A process for selectively hydrogenating ethylenically unsaturated double bonds in polymers P involves reacting the polymers P with hydrogen in the presence of at least one hydrogenation catalyst selected from the salts and complex compounds of rhodium and/or of ruthenium in an aqueous dispersion of the polymers P that comprises not more than 20% by volume of an organic solvent. This process can be used to give hydrogenated polymer dispersions and, from these dispersions, polymers. Also claimed are aqueous polymer dispersions comprising polymers P′, which include structural units I, II and III as in claim 10, with or without structural units IV and/or V as in claim 11.
    Type: Grant
    Filed: June 1, 2000
    Date of Patent: June 11, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Hartmann F. Leube, Jürgen Schmidt-Thümmes, Edgar Zeller, Heiko Maas
  • Patent number: 6395841
    Abstract: The present invention is a continuous process for hydrogenating an unsaturated polymer comprising: contacting the unsaturated polymer with a hydrogenating agent in a fixed bed reactor, wherein the reactor is packed with a hydrogenation catalyst characterized in that the hydrogenation catalyst comprises a Group VIII metal component and at least one deactivation resistant component.
    Type: Grant
    Filed: November 21, 2000
    Date of Patent: May 28, 2002
    Assignee: The Dow Chemical Company
    Inventors: Edward M. Calverley, Avani Patel, Dennis A. Hucul, Jonathan H. Siddall
  • Patent number: 6376621
    Abstract: The present invention is directed to a hydrogenated copolymer of a vinyl aromatic and isoprene monomer which produces optical media discs having extremely low birefringence.
    Type: Grant
    Filed: May 31, 2000
    Date of Patent: April 23, 2002
    Assignee: The Dow Chemical Company
    Inventors: Jerry L. Hahnfeld, Stephen F. Hahn
  • Patent number: 6376622
    Abstract: The present invention is directed to a hydrogenation catalyst and a process for hydrogenating an aromatic polymer having a number average molecular weight (Mn) of from 40,000 to less than 120,000 comprising contacting the aromatic polymer with a hydrogenating agent in the presence of a silica supported metal hydrogenation catalyst, characterized in that the silica has a pore size distribution such that at least 95 percent of the pore volume is defined by pores having diameter from 300 to 1000 angstroms, less than 4 percent of the pore volume is defined by pores having a diameter of 200 angstroms or less and at least 80 percent aromatic hydrogenation is achieved.
    Type: Grant
    Filed: November 21, 2000
    Date of Patent: April 23, 2002
    Assignee: The Dow Chemical Company
    Inventor: Dennis A. Hucul
  • Patent number: 6372854
    Abstract: The present invention discloses a hydrogenated ring-opening metathesis polymer comprising at least unit (A) of formula (1), unit (B) of formula (2) and unit (c) of formula (3): wherein a constituent molar ratio of the structural unit (A)/(B) is from 1/99 to 99/1 and a constituent molar ratio of the structural unit (B)/(C) is from 30/70 to 100/0 and, furthermore, a ratio of a weight-average molecular weight Mw to a number-average molecular weight Mn, that is Mw/Mn is from 1.0 to 2.0.
    Type: Grant
    Filed: June 24, 1999
    Date of Patent: April 16, 2002
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Tadahiro Sunaga, Toshiro Takao, Keiichi Ikeda, Yoshihiro Yamamoto, Nobuo Kawahara, Masumi Okita
  • Publication number: 20020040109
    Abstract: The present invention provides a method to improve the efficiency of ROMP-hydrogenation and ROMP-hydrogenolysis processes. Thus the invention provides a means for increasing the rate of reaction of the hydrogenation step of the ROMP-hydrogenation process via the addition of non-inert solvent such as methanol. The present invention permits multiple cycles of ROMP-hydrogenation-ROMP and ROMP-hydrogenolysis-ROMP without additional catalyst, thus allowing the formation of tailored polymer blends in a ‘one-pot’ reaction. Moreover, the ROMP-hydrogenation reactions of the present invention may be carried out at pressures as low as atmospheric pressure.
    Type: Application
    Filed: March 26, 2001
    Publication date: April 4, 2002
    Inventors: Deryn Elizabeth Fogg, Samantha Dawn Drouin, Fojan Zamanian
  • Patent number: 6350820
    Abstract: The present invention is directed to a hydrogenated copolymer of a vinyl aromatic and conjugated diene monomer which produces optical media discs having extremely low birefringence.
    Type: Grant
    Filed: May 11, 2000
    Date of Patent: February 26, 2002
    Assignee: The Dow Chemical Company
    Inventors: Jerry L. Hahnfeld, Gary D. Parsons, Stephen F. Hahn, Mary Ann Jones
  • Publication number: 20010051691
    Abstract: The present invention is directed to a process for producing a hydrogenated polymer or copolymer by hydrogenating prior to polymer isolation or finishing.
    Type: Application
    Filed: February 26, 2001
    Publication date: December 13, 2001
    Inventors: Jerry L. Hahnfeld, Avani M. Patel, Thomas H. Newman
  • Patent number: 6313230
    Abstract: A process for hydrogenation of conjugated diene polymers comprises hydrogenating said polymer in the presence of hydrogen and a hydrogenation catalyst composition comprising: (a) at least one titanium compound represented by the following formula (a): wherein R1 and R2, which may be the same or different, represent a halogen atom, an alkyl group, an aryl group, an arakyl group, a cycloalkyl group, an aryloxy group, an alkoxy group or a carbonyl group, and Cp* represents a cyclopentadienyl group or a derivative having the formula of C5R5, and R5, which may be the same or different, represents a hydrogen atom, an alkyl group an aralkyl group and an aryl group; and (b) at least one silyl hydride.
    Type: Grant
    Filed: September 21, 1999
    Date of Patent: November 6, 2001
    Assignees: Industrial Technology Research Institute, Chi Mei Corporation
    Inventors: Jing-Cherng Tsai, Wen-Sheng Chang, Yu-Shan Chao, Chih-Nan Chu, Chen-Pao Huang, Hung-Yang Hsiao
  • Patent number: 6307624
    Abstract: The present invention relates to a process for the preparation of partially hydrogenated acrylonitrile-butadiene rubber in a pressurised reactor by hydrogenation of acrylonitrile-butadiene rubber by means of homogeneous or heterogeneous catalysis, in which the reactor contents are rendered inert before commencement of the hydrogenation, the Raman spectra of the reactor contents are recorded at short time intervals and the actual degree of hydrogenation of the product is determined from the intensities of the Raman emission lines and, on attainment of the required degree of hydrogenation, the reaction is arrested by suitable means.
    Type: Grant
    Filed: August 13, 1998
    Date of Patent: October 23, 2001
    Assignee: Bayer AG
    Inventors: Dieter Brück, Udo Wolf
  • Patent number: 6291596
    Abstract: A hydrogenation catalyst comprising (A) a transition metal compound in which a group having a heterocyclic skeleton is bonded to Ti, Zr or Hf through an oxygen atom or a nitrogen atom, a representative of which compound is bis(cyclopentadienyl)titanium bis(tetrahydrofurfuryloxy) and (B) an organic compound, halide or hydride of a metal of Groups I to III of the Periodic Table or comprising the constituent (A), the constituent (B) and (C) a polar, organic compound such as an alcohol, a carboxylic acid or the like. An olefinically unsaturated compound can be hydrogenated with a high efficiency by contacting the compound with hydrogen in the presence of the above catalyst in an inert, organic solvent. The above catalyst has a very high catalytic activity, is excellent in hydrogenation selectivity and thermal resistance, also excellent in storage stability and maintainability of catalytic activity and is hardly affected by the co-existing impurities.
    Type: Grant
    Filed: July 13, 1999
    Date of Patent: September 18, 2001
    Assignee: JSR Corporation
    Inventors: Hiroyuki Sasanuma, Motokazu Takeuchi, Iwakazu Hattori
  • Patent number: 6271317
    Abstract: Tire rubbers which are prepared by anionic polymerization are frequently coupled with a suitable coupling agent, such as a tin halide, to improve desired properties. It has been unexpectedly found that greatly improved properties for tire rubbers, such as lower hysteresis, can be attained by asymmetrically coupling the rubber.
    Type: Grant
    Filed: November 15, 1999
    Date of Patent: August 7, 2001
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Adel Farhan Halasa, Shingo Futamura, Wen-Liang Hsu, Barry Allen Matrana
  • Publication number: 20010009950
    Abstract: Process for producing a hydrogenated &agr;-olefin-dicyclopentadiene copolymer. The process includes a step of distilling of unreacted dicyclopentadiene or tetrahydrodicyclopentadiene which is a hydrogenated product of unreacted dicyclopentadiene from a mixture containing &agr;-olefin-dicyclopentadiene copolymer or its hydrogenated product in the presence of a high-boiling hydrocarbon solvent having a boiling point of 195 to 300° C. and an ignition point of 260° C. or more. Method for melt molding the hydrogenated &agr;-olefin-dicyclopentadiene copolymer is also proposed.
    Type: Application
    Filed: March 9, 2001
    Publication date: July 26, 2001
    Inventors: Kiyonari Hashidzume, Kaoru Iwata
  • Patent number: 6242538
    Abstract: This invention relates to a process for making gel-free functionalized polymers. When multi-lithium initiators are used to make these polymers anionically, the process comprises anionically polymerizing at least one monomer with a multi-lithium initiator in a hydrocarbon solvent, functionalizing the polymer by adding to the polymer a capping agent that reacts with the ends of the polymer chains such that strongly-associating chain ends are formed wherein a polymer gel is formed, adding a trialkyl aluminum compound to the polymer gel, whereby the gel dissipates, adding a sufficient amount of a proton source to provide at least 1 mole of protons per mole of lithium ions and at least 2 moles of protons per mole of aluminum wherein the proton source is an organic acid with a pKa of 11 or less or a mixture of the organic acid and an alkanol, provided that sufficient organic acid is added to provide at least 0.
    Type: Grant
    Filed: May 4, 1999
    Date of Patent: June 5, 2001
    Assignee: Shell Oil Company
    Inventors: Robert Charles Bening, Carl Lesley Willis, John David Wilkey, Zaida Diaz
  • Patent number: 6242537
    Abstract: This invention relates to a gel-free process for making hydrogenated functionalized polymers that mitigates the problem of ionic gel.
    Type: Grant
    Filed: March 2, 1999
    Date of Patent: June 5, 2001
    Assignee: Shell Oil Company
    Inventors: Robert Charles Bening, Carl Lesley Willis, Charles Roy Donaho, Daniel Earl Goodwin, Zaida Diaz, John David Wilkey
  • Patent number: 6235849
    Abstract: The invention is directed to polymers containing a repeating unit derived from a norbornene sulfonamide. These may be addition polymers which include copolymers with one or more comonomers such as norbornene, ethylene, an acrylate or sulfur dioxide or carbon monoxide. Said monomers may be polymerized using single or multicomponent Group VIII catalysts. The norbornene sulfonamides can also form ROMP polymers using known metathesis catalysts. Preferably the ROMP polymers may be hydrogenated to give more stable polymers.
    Type: Grant
    Filed: February 3, 2000
    Date of Patent: May 22, 2001
    Assignee: The B. F. Goodrich Company
    Inventors: Saikumar Jayaraman, Richard Vicari, Larry F. Rhodes
  • Patent number: 6232407
    Abstract: Process for producing a hydrogenated &agr;-olefin-dicyclopentadiene copolymer. The process includes a step of distilling of unreacted dicyclopentadiene or tetrahydrodicyclopentadiene which is a hydrogenated product of unreacted dicyclopentadiene from a mixture containing &agr;-olefin-dicyclopentadiene copolymer or its hydrogenated product in the presence of a high-boiling hydrocarbon solvent having a boiling point of 195 to 300° C. and an ignition point of 260° C. or more. Method for melt molding the hydrogenated &agr;-olefin-dicyclopentadiene copolymer is also proposed.
    Type: Grant
    Filed: June 10, 1999
    Date of Patent: May 15, 2001
    Assignees: Teijin Limited, Bayer A. G.
    Inventors: Kiyonari Hashidzume, Hideaki Nitta, Masaki Takeuchi, Michio Yamaura, Kaoru Iwata
  • Patent number: 6228952
    Abstract: Catalytic composition effective in the hydrogenation of olefinic double bonds prepared by reaction between: (A) at least one cyclopentadienyl complex of a transition metal having general formula (I) (R)(R1)M1(R2)(R3) wherein R is an anion containing an &eegr;5-cyclopentadienyl ring coordinated to M1; M1 is selected from titanium, zirconium and hafnium; R2 and R3, the same or different, are organic or inorganic anion groups bound to M1; R1 is selected from cyclopentadienyl and R2; (B) an alkylating composition essentially consisting of: (b1) an organometallic compound having general formula (II) M2 (R4)(R5), wherein M2 is selected from Zn and Mg; (b2) an organoderivative of aluminum having general formula (III) Al(R6)3.
    Type: Grant
    Filed: November 2, 1998
    Date of Patent: May 8, 2001
    Assignee: Enichem S.p.A.
    Inventors: Gian Tommaso Viola, Andrea Vallieri, Claudio Cavallo
  • Patent number: 6218478
    Abstract: The present invention provides a process for making functionalized polymers comprising the steps of (a) initiating polymerization of an unsaturated monomer with a lithium initiator having the structure R1R2R3Si—O—A—Li wherein A is a branched or straight chain bridging group having at least two carbon atoms, R1,R2, and R3 are alkyl, alkoxy, aryl, or alkaryl groups having from 1 to 10 carbon atoms, thus producing a functionalized polymer which has a protecting silyl group at one end thereof; and (b) contacting the protected polymer with aqueous acid to remove residual lithium, and (c) contacting the protected polymer with from 1 to 10 equivalents of an organic or inorganic hydride; and (d) contacting the resulting solution with aqueous acid, and (e) recovering a linear or branched deprotected polymer having one or more terminal functional groups.
    Type: Grant
    Filed: August 24, 1999
    Date of Patent: April 17, 2001
    Assignee: Shell Oil Company
    Inventors: Robert Charles Bening, Carl Lesley Willis
  • Patent number: 6187873
    Abstract: This invention is an improvement upon the current process for the production of block copolymers, especially hydrogenated block copolymers, of conjugated dienes and/or vinyl aromatic hydrocarbons which comprises anionically polymerizing the monomers in an inert hydrocarbon solvent in the presence of an alkali metal initiator whereby a polymer cement is produced and then contacting the cement with hydrogen under hydrogenation conditions in the presence of a hydrogenation catalyst. This invention and the improvement to the foregoing process comprises reducing the viscosity of the polymer cement by adding to it, preferably prior to hydrogenation (if the polymer is to be hydrogenated), from 2 to 50 % wt of a polar compound. The polar compound must be a poorer solvent for the block copolymer than is the inert hydrocarbon solvent. Preferred polar compounds include diethyl ether, tetrahydrofuran, diethoxyethane, monoglyme, diglyme, diethoxypropane, dioxane ortho-dimethoxybenzene, and the like.
    Type: Grant
    Filed: August 6, 1998
    Date of Patent: February 13, 2001
    Assignee: Shell Oil Company
    Inventors: Dale Lee Handlin, Jr., David Ralph Stewart, John David Wilkey
  • Patent number: 6184308
    Abstract: A hydrocarbon resin is prepared by (1) thermally polymerizing a mixture consisting essentially of (a) about 40% to 90% by weight based on total monomers of a cyclic diolefin component comprising at least about 50% by weight dicyclopentadiene, and (b) about 60% to 10% by weight based on total monomers of a specified vinyl aromatic component, preferably alpha-methylstyrene; para-methyl-&agr;-methylstyrene; 2,4-diphenyl-4-methyl-1-pentene, or mixtures thereof, and (2) recovering a product having a Ring and Ball softening point of about 70° to about 150° C. Hydrogenation of this resin produces light colored, thermally stable products that are useful as tackifiers in adhesives.
    Type: Grant
    Filed: February 3, 1998
    Date of Patent: February 6, 2001
    Assignee: Hercules Incorporated
    Inventors: Norman Edward Daughenbaugh, Dane George Goodfellow, Deborah Ann Riedl
  • Patent number: 6180553
    Abstract: Effective catalyst in the selective hydrogenation of olefinic double bonds, comprising the reaction product between: (A) at least one cyclopentadienyl complex of a transition metal having the following general formula (I): (R)M(R1)(R2)(R3)  (I)  wherein: M is selected from titanium, zirconium and hafnium, preferably titanium; R is an anion containing an &eegr;5-cyclopentadienyl ring co-ordinated to M; and each R1, R2 or R3, independently, represents an organic or inorganic group of an anionic nature bound to M, and may, particularly, be hydride, halide, a C1-C8 alkyl group, a C3-C12 alkylsilyl group, a C5-C8 cycloalkyl group, a C6-C10 aryl group, a C1-C8 alkoxyl group, a C1-C8 carboxyl group, a C2-C10 dialkylamide group and a C4-C20 alkylsilylamide group;  the above compound (I) being solid, supported or dispersed in an inert liquid medium; and (B) at least one organometallic compound of magnesium having the following formula (II): Mg(R4)n(R5)(2−n)  (II)  whe
    Type: Grant
    Filed: September 23, 1998
    Date of Patent: January 30, 2001
    Assignee: Enichem S.p.A.
    Inventors: Francesco Masi, Roberto Santi, Gianfranco Longhini, Andrea Vallieri
  • Patent number: 6177521
    Abstract: A method is provided to hydrogenate a polymer containing ethylenic unsaturation comprising the steps of: providing a solution or suspension of the polymer containing ethylenice unsaturation with an amount of Group VIII metal alkoxide or carboxylate and metal alkyl hydrogenation catalyst effective to permit hydrogenation of the ethylenic unsaturation upon exposure to hydrogen; exposing the polymer solution or suspension to a hydrogen partial pressure for a time period sufficient to hydrogenate greater than about 90 percent of the ethylenic unsaturation; adding additional Group VIII metal alkoxide or carboxylate and metal alkyl hydrogenation catalyst to the polymer solution or suspension after greater than about 90 percent of the ethylenic unsaturation has been hydrogenated; mixing the hydrogenated polymer solution or suspension with the additional Group VIII metal alkoxide or carboxylate and metal alkyl hydrogenation catalyst with an aqueous solution of an acid; and separating a hydrogenated polymer solution o
    Type: Grant
    Filed: November 17, 1994
    Date of Patent: January 23, 2001
    Assignee: Shell Oil Company
    Inventors: Carma Joleen Gibler, David Michael Austgen, Jr., Roy Arthur Parker
  • Patent number: 6172165
    Abstract: The present invention is a process of hydrogenating high molecular weight aromatic polymers comprising hydrogenating the high molecular weight aromatic polymer in the presence of a silica supported metal hydrogenation catalyst, characterized in that the silica has a pore size distribution such that at least 98 percent of the pore volume is defined by pores having diameter of greater than 600 angstroms.
    Type: Grant
    Filed: July 24, 1998
    Date of Patent: January 9, 2001
    Assignee: The Dow Chemical Company
    Inventors: Dennis A. Hucul, Stephen F. Hahn
  • Patent number: 6162888
    Abstract: The present invention relates to a method of making a silicone polyether comprising (I) reacting a mixture comprising an olefin functional polyether, an organohydrogensiloxane, and a homogeneous transition metal hydrosilylation catalyst, and (II) subjecting the product of (I) to hydrogen gas. The method of this invention reduces the amount of olefinic species present which are precursors to odorous compounds. Thus the method of this invention reduces the amount of odor in the silicone polyether product. These odors are objectionable, particularly in personal care applications.
    Type: Grant
    Filed: May 17, 1999
    Date of Patent: December 19, 2000
    Assignee: Dow Corning Corporation
    Inventors: Kenneth Michael Lee, Lenin James Petroff, William James Schulz, Jr.
  • Patent number: 6143851
    Abstract: A process for the preparation of an addition product of a linear telechelic difunctional unsaturated polymer containing terminal functional reactive groups other than vinyl groups, involves simultaneously reacting at least one cyclic olefin of from about 4 to 30 carbon atoms, at least one difunctional acyclic olefin of up to about 30 carbon atoms, and at least one reactant YZ in the presence of at least one olefin metathesis catalyst to prepare an addition product of a linear difunctional unsaturated polymer, wherein YZ is capable of adding to a carbon--carbon double bond under ROMP reaction conditions.
    Type: Grant
    Filed: March 29, 2000
    Date of Patent: November 7, 2000
    Assignee: BP Amoco Corporation
    Inventors: Philip O. Nubel, Howard B. Yokelson, William H. Frye, Tsuei-Yun Lynch, Larry C. Satek, George A. McConaghy
  • Patent number: 6084033
    Abstract: The present invention relates to a new bimetallic complex catalyst system having the empirical formula of M.sup.1.sub.a M.sup.2.sub.b X.sub.m (L.sub.1).sub.n, wherein M.sup.1 is Rh or Ru, M.sup.2 is Ru or a lanthanide, when M.sup.1 is Rh, M.sup.2 is Ru or a lanthanide; when M.sup.1 is Ru, M.sup.2 is a lanthanide; X is H, Cl, Br or the combinations thereof; L.sub.1 is the ligand to the metal salt; 1.ltoreq.a.ltoreq.4; 1.ltoreq.b.ltoreq.2; 3.ltoreq.m.ltoreq.6; 6.ltoreq.n.ltoreq.15. The present invention also relates to a corresponding improved process for the hydrogenation of unsaturated copolymers, particularly NBR type rubber, wherein the above mentioned new bimetallic complex catalyst system is used.
    Type: Grant
    Filed: May 8, 1998
    Date of Patent: July 4, 2000
    Assignee: Nantex Industry Co., Ltd.
    Inventors: Kuei-Hsien Hsu, Guanying Wu, Ruiqing Xu, Dongmei Yue, Shuqin Zhou
  • Patent number: 6060570
    Abstract: A process for the preparation of an addition product of a linear telechelic difunctional unsaturated polymer containing terminal functional reactive groups other than vinyl groups, involves simultaneously reacting at least one cyclic olefin of from about 4 to 30 carbon atoms, at least one difunctional acyclic olefin of up to about 30 carbon atoms, and at least one reactant YZ in the presence of at least one olefin metathesis catalyst to prepare an addition product of a linear difunctional unsaturated polymer, wherein YZ is capable of adding to a carbon--carbon double bond under ROMP reaction conditions.
    Type: Grant
    Filed: August 7, 1997
    Date of Patent: May 9, 2000
    Assignee: BP Amoco Corporation
    Inventors: Philip O. Nubel, Howard B. Yokelson, William H. Frye, Tsuei-Yun Lynch, Larry C. Satek, George A. McConaghy
  • Patent number: 6054539
    Abstract: The invention provides dispersants and dispersant viscosity index improvers which include polymers of conjugated dienes which have been hydrogenated, functionalized, optionally modified, and post treated. The dispersant substances include a copolymer of two different conjugated dienes, such as butadiene-isoprene-butadiene. The polymers are selectively hydrogenated to produce polymers which have highly controlled amounts of unsaturation, permitting highly selective functionalization. Also provided are lubricant fluids, such as mineral and synthetic oils, which have been modified in their dispersancy and/or viscometric properties by means of the dispersant substances of the invention. Also provided are methods of modifying the dispersancy and/or viscometric properties of lubricating fluids such as mineral and synthetic lubricating oils. The dispersant substances may also include a carrier fluid to provide dispersant concentrates.
    Type: Grant
    Filed: July 31, 1998
    Date of Patent: April 25, 2000
    Assignee: Mobil Oil Corporation
    Inventors: Thomas S. Coolbaugh, Frederick C. Loveless, John E. Marlin, II, Demetreos N. Matthews, Fahimeh P. Shirazi
  • Patent number: 6043321
    Abstract: Tire rubbers which are prepared by anionic polymerization are frequently coupled with a suitable coupling agent, such as a tin halide, to improve desired properties. It has been unexpectedly found that greatly improved properties for tire rubbers, such as lower hysteresis, can be attained by asymmetrically coupling the rubber.
    Type: Grant
    Filed: January 19, 1998
    Date of Patent: March 28, 2000
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Adel Farhan Halasa, Shingo Futamura, Wen-Liang Hsu, Barry Allen Matrana
  • Patent number: 6040390
    Abstract: This invention relates to a process for hydrogenating selectively the unsaturated double bonds of copolymer having the double bonds of conjugated diene unit, which has been widely used as a modifier of transparent impact-resistant resin or polyolefin, and polystyrene resin. According to this invention, the copolymer is saturated via hydrogenation in the presence of a novel homogeneous system organotitanium catalyst without a separate reducing agent, thus representing an extremely high hydrogenation yield with remarkable hydrogenation reproducibility. Hence, a compound represented by the following formula I is employed as an appropriate catalyst.Formula I ##STR1## Wherein Cp is a cyclopentadienyl (C.sub.5 H.sub.5) group; R.sub.1, R.sub.2 and R.sub.3 are hydrogen atom or alkyl group of 1 to 3 carbon atoms; andR.sub.1, R.sub.2 and R.sub.3 can be the same or different.
    Type: Grant
    Filed: July 20, 1998
    Date of Patent: March 21, 2000
    Assignee: Korea Kumho Petrochemical Co., Ltd.
    Inventors: Young-Hoon Ko, Jung-Goo Lee, Jae-Yoon Kim
  • Patent number: 6040420
    Abstract: Polymers which contain N-substituted formamide structural units, obtainable by catalytic reaction of nitrile-containing polymers in the presence of hydrogen, carbon monoxide and/or carbon monoxide-releasing compounds, are described.
    Type: Grant
    Filed: February 8, 1999
    Date of Patent: March 21, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Ebel, Hans-Joachim Hahnle
  • Patent number: 6034184
    Abstract: The invention provides dispersants and dispersant viscosity index improvers which include polymers of conjugated dienes which have been hydrogenated, functionalized, optionally modified and post treated. The dispersant substances include a copolymer of two different conjugated dienes. The polymers are selectively hydrogenated to produce polymers which have highly controlled amounts of unsaturation, permitting highly selective functionalization. The polymers may be functionalized by a Mannich base condensation reaction. Also provided are lubricant fluids, such as mineral and synthetic oils, which have been modified in their dispersancy and/or viscometric properties by means of the dispersant substances of the invention. Also provided are methods of modifying the dispersancy and/or viscometric properties of lubricating fluids such as mineral and synthetic lubricating oils. The dispersant substances may also include a carrier fluid to provide dispersant concentrates.
    Type: Grant
    Filed: June 23, 1998
    Date of Patent: March 7, 2000
    Assignee: Mobil Oil Corporation
    Inventors: Thomas S. Coolbaugh, Frederick C. Loveless, John E. Marlin, II, Demetreos N. Matthews
  • Patent number: 6025447
    Abstract: Graft copolymers are obtainable bya) reacting vinylaromatic compounds with conjugated dienes to form polymers A) which contain C.dbd.C double bonds,b) hydroformylating C.dbd.C double bonds present in the polymer A) in the presence of carbon monoxide, hydrogen and a hydroformylation catalyst to form a polymer B),c) isolating the partially or completely hydroformylated polymer B),d) carrying out a C--C-coupling reaction on the formyl groups of the polymer B) with incorporation of a vinylaromatic unit to form a polymer C) ande) reacting the polymer C) with vinylaromatic compounds in the presence of a metallocene catalyst system.
    Type: Grant
    Filed: September 21, 1998
    Date of Patent: February 15, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Josef Wunsch, Edgar Zeller
  • Patent number: 5990246
    Abstract: Hydrogenation products of copolymers prepared by ring-opening metathetical polymerisation of a cyano-substituted norbornene and at least one multicyclic olefin, which contains 95.5 to 5 wt. % of the cyano-substituted norbornene incorporated in the polymer and in which at least 60% of the initially present olefinic double bonds have been saturated by hydrogenation and the preparation of the new hydrogenation products by polymerisation in the presence of a catalyst and optionally a chain transfer agent at -20.degree. C. to 100.degree. C. at atmospheric pressure in an inert solvent, followed by hydrogenation in the presence of a homogeneous or heterogeneous hydrogenation catalyst at 0.degree. C. to 200.degree. C. under a hydrogen pressure of 2 to 200 bar in an inert solvent.
    Type: Grant
    Filed: December 16, 1997
    Date of Patent: November 23, 1999
    Assignee: Bayer AG
    Inventors: Yun Chen, Ralf Dujardin, Friedrich-Karl Bruder, Johann Rechner
  • Patent number: 5986013
    Abstract: Polymers which contain N-substituted formamide structural units, obtainable by catalytic reaction of nitrile-containing polymers in the presence of hydrogen, carbon monoxide and/or carbon monoxide-releasing compounds, are described.
    Type: Grant
    Filed: December 28, 1998
    Date of Patent: November 16, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Ebel, Hans-Joachim Hahnle
  • Patent number: 5952430
    Abstract: This invention is a process for the selective hydrogenation of block copolymers having at least one poly(vinyl aromatic) block and at least one poly(conjugated diene) block which comprises contacting the block copolymers with hydrogen in the presence of a hydrogenation catalyst composition which comprises:a) a metal compound cation of the formula ?(A)(E)M(R.sub.4)!.sup.+ wherein M represents titanium, zirconium, or hafnium, A and E each represent ligands with structure I or II ##STR1## in which R.sub.1 independently represents the same or different hydrocarbyl groups optionally containing heteroatoms, and R.sub.3 independently represents the same or different hydrocarbonyl groups optionally containing heteroatoms, or a halide, and in which R.sub.1 and R.sub.3 may be shared between A and E to provide a bridge, wherein m is an integer from 0-5, p is an integer from 0-4, and q is an integer from 0-3, wherein R.sub.
    Type: Grant
    Filed: September 23, 1997
    Date of Patent: September 14, 1999
    Assignee: Shell Oil Company
    Inventors: Harry Van Der Heijden, Bart Hessen
  • Patent number: 5948869
    Abstract: Catalytic composition effective in the selective hydrogenation of olefinic double bonds prepared by the reaction between:(A) at least one bis(cyclopentadienyl)Titanium derivative having the general formula (I) (C.sub.5 H.sub.5).sub.2 Ti(R) (R.sub.1) wherein R and R.sub.1, the same or different, are halogens; the above compound (I) being solid or dispersed in one or more non-solvent diluents;(B) at least one organo derivative having general formula (II) M(R.sub.2) (R.sub.3) wherein M is selected from Zinc and Magnesium, and R.sub.2 and R.sub.3, the same or different, are selected from C.sub.1 -C.sub.16 alkyls;(C) at least one modifier.
    Type: Grant
    Filed: June 26, 1997
    Date of Patent: September 7, 1999
    Assignee: Enichem S.p.A.
    Inventors: Andrea Vallieri, Claudio Cavallo, Gian Tommaso Viola
  • Patent number: 5932664
    Abstract: Process for the production of hydrogenated, ring-opened metathesis (co)polymers from cyclic olefins using the ruthenium-carbene complexes of the general formula (I) ##STR1## in which R.sub.1 and R.sub.2 mutually independently mean hydrogen, C.sub.2 -C.sub.20 alkenyl, C.sub.1 -C.sub.20 alkyl, aryl, C.sub.1 -C.sub.20 carboxylate, C.sub.1 -C.sub.20 alkoxy, C.sub.2 -C.sub.20 alkenyloxy, aryloxy, C.sub.2 -C.sub.20 alkoxycarbon-yl,C.sub.1 -C.sub.20 alkylthio, which may optionally be substituted by C.sub.1 -C.sub.5 alkyl, halogen, C.sub.1 -C.sub.5 alkoxy or by phenyl optionally substituted by C.sub.1 -C.sub.5 alkyl, halogen, C.sub.1 -C.sub.5 alkoxy;X.sub.1 and X.sub.2 mutually independently mean any desired anionic ligand;L.sub.1 and L.sub.2 mutually independently mean any desired neutral electron donorand two or three of X.sub.1, X.sub.2, L.sub.1 and L.sub.
    Type: Grant
    Filed: December 16, 1997
    Date of Patent: August 3, 1999
    Assignee: Bayer AG
    Inventors: Yun Chen, Ralf Dujardin, Harald Pielartzik, Uli Werner Franz
  • Patent number: 5925717
    Abstract: The invention provides a catalyst composition for hydrogenation of polymers containing ethylenical unsaturation which comprises at least:(a) a titanium compound of the formula ##STR1## (I) wherein A.sub.1 represents an optionally substituted indenyl group of the formula ##STR2## wherein substituents R.sub.1 and R.sub.2 may be the same or different and each may be selected from halogen, phenyl which optionally may bear one or more the same or different substituents, lower alkyl, alkoxy, phenoxy, phenylalkoxy, benzyl, and a bulky substituent containing one or more hetero atoms such as tri (loweralkyl)silyl, --NPh.sub.2, --NHPh, --BPh.sub.2, and --B(OPh).sub.2, wherein n may be an integer of from 0 to 4 and m may be an integer of from 0 to 3,(II)wherein A.sub.2 has the same meaning as A.sub.1 or alternatively represents an optionally substituted cyclopentadienyl group, and wherein L.sub.1 and L.sub.
    Type: Grant
    Filed: March 13, 1997
    Date of Patent: July 20, 1999
    Assignee: Shell Oil Company
    Inventors: Eric Johannes Maria De Boer, Bart Hessen, Adriaan Albert Van Der Huizen, Wouter De Jong, Adrianus Johannes Van Der Linden, Bart Johan Ruisch, Lodewijk Schoon, Heleen Johanna Augusta De Smet, Frederik Hendrik Van Der Steen, Hubertus Cornelis Thomas Lucianes Van Strien, Alan Villena, Judith Johanna Berendina Walhof
  • Patent number: 5886108
    Abstract: A process for hydrogenating a conjugated diene polymer, which process comprises the steps of: deactivating a conjugated diene polymer which is prepared by using an organic alkali metal compound as a polymerization initiator by adding a deactivator; and contacting the deactivated diene polymer with hydrogen in an inert hydrocarbon solvent to hydrogenate the double bond of the deactivated diene polymer, wherein the hydrogenation is carried out (i) in the presence of a catalyst selected from organometallic compounds represented by the following formula: ##STR1## wherein the symbols are defined in the specification and (ii) under a condition satisfying the following relationship:-6<(M-Z+Al-Ti)/Ti<2wherein M represents the molar amount of the organic alkali metal compound; Z represents the molar amount of the deactivator; Al represents the molar amount of an organoaluminum compound; and Ti represents the molar amount of an organotitanium compound.
    Type: Grant
    Filed: October 9, 1997
    Date of Patent: March 23, 1999
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Koichi Miyamoto, Yuichi Kitagawa, Sigeru Sasaki
  • Patent number: 5852130
    Abstract: A novel catalytic composition comprises at least one quaternary ammonium and/or phosphonium salt in which the anion is selected from the group formed by tetrafluoroborate, tetrachloroborate, hexafluorophosphate, hexafluoroantimonate, hexafluoroarsenate, trifluorosulphonate, fluorosulphonate, tetrachloroaluminate, dichlorocuprate, and trichlorozincate, and at least one complex of a transition metal from groups 8, 9 and 10, i.e., iron, ruthenium, cobalt, rhodium iridium, nickel, palladium and platinum. Application to total or selective hydrogenation of unsaturated compounds such as monoolefins, diolefins, acetylenic compounds, aromatic compounds, polynuclear aromatic compounds. Hydrogenation may be accompanied by isomerisation.
    Type: Grant
    Filed: June 17, 1996
    Date of Patent: December 22, 1998
    Assignee: Institut Francais du Petrole
    Inventors: Lothar Mussmann, Yves Chauvin, Helene Olivier
  • Patent number: 5852129
    Abstract: A method for producing a hydroxyl-terminated (meth) acrylic polymer which comprises converting a halogen atom in a terminal structure of the general formula (1)--CH.sub.2 --C(R.sup.1)(CO.sub.2 R.sup.2)(X) (1)wherein R.sup.1 is hydrogen or methyl, R.sup.2 is alkyl containing 1 to 20 carbon atoms, aryl containing 6 to 20 carbon atoms or aralkyl containing 7 to 20 carbon atoms, and X is chlorine, bromine or iodine, of a (meth)acrylic polymer obtained by polymerizing a (meth)acrylic monomer using an organic halide or a halogenated sulfonyl compound as an initiator and, as a catalyst, a metal complex with a central metal selected from the elements belonging to the groups 8, 9, 10 and 11 in the periodic table, into a hydroxyl-containing substituent.The present invention can provide, in an easy and simple manner, a (meth)acrylic polymer which is hydroxyl-terminated at both ends in a high proportion and which has been difficult to produce in the prior art. It can give a cured product with good curing characteristics.
    Type: Grant
    Filed: November 28, 1997
    Date of Patent: December 22, 1998
    Assignee: Kaneka Corporation
    Inventors: Masato Kusakabe, Kenichi Kitano, Yoshiki Nakagawa
  • Patent number: H1956
    Abstract: In a process for producing hydrogenated block copolymers of conjugated dienes and/or vinyl aromatic hydrocarbons which comprises anionically polymerizing the monomers in an inert hydrocarbon solvent in the presence of an alkali metal initiator whereby a polymer cement is produced, contacting the cement with hydrogen under hydrogenation conditions in the presence of a hydrogenation catalyst, and then removing the hydrogenation catalyst residue by washing the polymer cement with water or an aqueous acid, the improvement which comprises reducing the viscosity of the polymer cement by polymerizing the block copolymer under conditions such that the vinyl content of the polymer produced in the polymerization step is in the range from 45 to 80 percent by weight.
    Type: Grant
    Filed: June 8, 1998
    Date of Patent: April 3, 2001
    Assignee: Shell Oil Company
    Inventors: David Karl Schisla, Michael John Modic, Eleanor Meyer de Groot