Chemical Treating Agent Contains Elemental Hydrogen Or An Elemental Hydrogen-liberating Compound, E.g., Hydrogenation, Etc. Patents (Class 525/338)
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Publication number: 20010031847Abstract: This invention relates to novel resins, blends of the novel resins with base polymers and a process for producing a resin comprising combining a reactor feed blend comprising:Type: ApplicationFiled: March 9, 2001Publication date: October 18, 2001Inventors: Anne Vera Macedo, Martijn Hendrik Willem Burgers, Maria Leonor Garcia, Lutz Erich Jacob, Jozef Aleida Florent Smits, R. Derric Lowery, Jerry Lee Haluska, Charles L. Sims, Frank Carl Jagisch
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Patent number: 6291596Abstract: 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: GrantFiled: July 13, 1999Date of Patent: September 18, 2001Assignee: JSR CorporationInventors: Hiroyuki Sasanuma, Motokazu Takeuchi, Iwakazu Hattori
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Publication number: 20010009950Abstract: 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: ApplicationFiled: March 9, 2001Publication date: July 26, 2001Inventors: Kiyonari Hashidzume, Kaoru Iwata
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Patent number: 6248842Abstract: Selective, crosslinked chelating polymers are produced by substituting an acyclic chelating agent with a polymerizable functional group. The resulting substituted acyclic chelating agent is then complexed with the target metal ion. A crosslinkable monomer is then added and the complexed material is crosslinked. The complexed metal is then removed, providing a crosslinked polymeric chelating agent that has been templated for the target metal ion.Type: GrantFiled: February 25, 1999Date of Patent: June 19, 2001Assignee: The United States of America as represented by the Secretary of the NavyInventors: Alok Singh, Eddie L. Chang
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Patent number: 6242538Abstract: 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: GrantFiled: May 4, 1999Date of Patent: June 5, 2001Assignee: Shell Oil CompanyInventors: Robert Charles Bening, Carl Lesley Willis, John David Wilkey, Zaida Diaz
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Patent number: 6242537Abstract: This invention relates to a gel-free process for making hydrogenated functionalized polymers that mitigates the problem of ionic gel.Type: GrantFiled: March 2, 1999Date of Patent: June 5, 2001Assignee: Shell Oil CompanyInventors: Robert Charles Bening, Carl Lesley Willis, Charles Roy Donaho, Daniel Earl Goodwin, Zaida Diaz, John David Wilkey
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Patent number: 6235849Abstract: 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: GrantFiled: February 3, 2000Date of Patent: May 22, 2001Assignee: The B. F. Goodrich CompanyInventors: Saikumar Jayaraman, Richard Vicari, Larry F. Rhodes
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Patent number: 6232407Abstract: 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: GrantFiled: June 10, 1999Date of Patent: May 15, 2001Assignees: Teijin Limited, Bayer A. G.Inventors: Kiyonari Hashidzume, Hideaki Nitta, Masaki Takeuchi, Michio Yamaura, Kaoru Iwata
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Patent number: 6228952Abstract: 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: GrantFiled: November 2, 1998Date of Patent: May 8, 2001Assignee: Enichem S.p.A.Inventors: Gian Tommaso Viola, Andrea Vallieri, Claudio Cavallo
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Patent number: 6228817Abstract: 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. 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: GrantFiled: June 23, 1998Date of Patent: May 8, 2001Assignee: Mobil Oil CorporationInventors: Thomas S. Coolbaugh, John E. Marlin, II, Demetrios N. Matthews, Kenneth G. Stensler, Frederick C. Loveless
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Patent number: 6221991Abstract: Polar polymers having the following formula: FG-(Q)d-Rn-Z-J-[A(R1R2R3)]x (I) wherein FG is H or a protected or non-protected functional group; Q is a polar hydrocarbyl group derived by incorporation of a polar compound selected from group consisting of esters, amides, and nitrites of acrylic and methacrylic acid, and mixtures thereof; d is an integer from 10 to 2000; R is a saturated or unsaturated hydrocarbyl group derived by incorporation of a compound selected from the group consisting of conjugated diene hydrocarbons, alkenylsubstituted aromatic hydrocarbons, and mixtures thereof; n is an integer from 0 to 5; Z is a branched or straight chain hydrocarbon group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; J is oxygen, sulfur, or nitrogen; [A(R1R2R3)]x is a protecting group, in which A is an element selected from Group IVa of the Periodic Table of Elements; R1, R2, and R3 are each independently selected from the group consistingType: GrantFiled: June 30, 1998Date of Patent: April 24, 2001Assignee: FMC CorporationInventors: Robert J. Letchford, James A. Schwindeman, Conrad W. Kamienski, Roderic P. Quirk
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Patent number: 6218478Abstract: 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: GrantFiled: August 24, 1999Date of Patent: April 17, 2001Assignee: Shell Oil CompanyInventors: Robert Charles Bening, Carl Lesley Willis
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Patent number: 6197894Abstract: An olefin ring-opening metathesis polymer is hydrogenated to obtain a hydrogenated product thereof in high yield.Type: GrantFiled: May 27, 1998Date of Patent: March 6, 2001Assignee: Mitsui Chemicals, Inc.Inventors: Tadahiro Sunaga, Masumi Okita, Tadashi Asanuma
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Patent number: 6197891Abstract: A process for the preparation of hydrocarbon solutions of monofunctional ether initiators of the following general structure: M—Qn—Z—O—[A(R1R2R3)] wherein M is 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, alkenylsubstituted aromatic hydrocarbons, and mixtures thereof into the M—Z linkage; Z is a branched or straight chain hydrocarbon group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; A is an element selected from carbon and silicon; R1, R2, and R3 are independently selected from hydrogen, alkyl, substituted alkyl groups containing lower alkyl, lower alkylthio, and lower dialkylamino groups, aryl or substituted aryl groups containing lower alkyl, lower alkylthio, and lower dialkylamino groups, and n is an integer from 1 to 5, monofType: GrantFiled: September 26, 1996Date of Patent: March 6, 2001Assignee: FMC CorporationInventors: James Anthony Schwindeman, Eric John Granger, Robert Charles Morrison, Conrad William Kamienski, Robert James Letchford
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Patent number: 6187873Abstract: 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: GrantFiled: August 6, 1998Date of Patent: February 13, 2001Assignee: Shell Oil CompanyInventors: Dale Lee Handlin, Jr., David Ralph Stewart, John David Wilkey
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Patent number: 6184307Abstract: This invention is a method for producing butadiene-isoprene block copolymers with a specified amount of residual unsaturation in the polyisoprene blocks utilizing a hydrogenation catalyst wherein the hydrogenation residence time is minimized.Type: GrantFiled: January 20, 1999Date of Patent: February 6, 2001Assignee: Shell Oil CompanyInventor: David Karl Schisla
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Patent number: 6184308Abstract: 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: GrantFiled: February 3, 1998Date of Patent: February 6, 2001Assignee: Hercules IncorporatedInventors: Norman Edward Daughenbaugh, Dane George Goodfellow, Deborah Ann Riedl
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Patent number: 6180553Abstract: 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) wheType: GrantFiled: September 23, 1998Date of Patent: January 30, 2001Assignee: Enichem S.p.A.Inventors: Francesco Masi, Roberto Santi, Gianfranco Longhini, Andrea Vallieri
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Patent number: 6177521Abstract: 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 oType: GrantFiled: November 17, 1994Date of Patent: January 23, 2001Assignee: Shell Oil CompanyInventors: Carma Joleen Gibler, David Michael Austgen, Jr., Roy Arthur Parker
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Patent number: 6172165Abstract: 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: GrantFiled: July 24, 1998Date of Patent: January 9, 2001Assignee: The Dow Chemical CompanyInventors: Dennis A. Hucul, Stephen F. Hahn
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Patent number: 6162888Abstract: 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: GrantFiled: May 17, 1999Date of Patent: December 19, 2000Assignee: Dow Corning CorporationInventors: Kenneth Michael Lee, Lenin James Petroff, William James Schulz, Jr.
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Patent number: 6160054Abstract: Hetero-telechelic polymers having the formula:FG--(Q).sub.d --Z--J--[A(R.sup.1 R.sup.2 R.sup.3)].sub.x (I)wherein FG is a protected or non-protected functional group; Q is a saturated or unsaturated hydrocarbyl group derived by incorporation of a compound selected from the group consisting of conjugated diene hydrocarbons, alkenylsubstituted aromatic hydrocarbons, and mixtures thereof; d is an integer from 10 to 200; Z is a branched or straight chain hydrocarbon group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; J is oxygen, sulfur, or nitrogen; [A(R.sup.1 R.sup.2 R.sup.3)].sub.x is a protecting group, wherein A is an element selected from Group IVa of the Periodic Table of Elements; R.sup.1, R.sup.2, and R.sup.Type: GrantFiled: July 18, 1996Date of Patent: December 12, 2000Assignee: FMC CorporationInventors: James A. Schwindeman, Robert J. Letchford, Conrad W. Kamienski, Roderic P. Quirk
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Patent number: 6143851Abstract: 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: GrantFiled: March 29, 2000Date of Patent: November 7, 2000Assignee: BP Amoco CorporationInventors: Philip O. Nubel, Howard B. Yokelson, William H. Frye, Tsuei-Yun Lynch, Larry C. Satek, George A. McConaghy
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Patent number: 6121402Abstract: Polyethylenes are disclosed herein which are derived from an ethylene monomer and in which any quaternary carbon atom is not present in a polymeric main chain; and the activation energy (Ea) of melt flow is in the range of 8 to 20 kcal/mol; as well as(1) a Huggins coefficient (k) and an intrinsic viscosity [.eta.] meet the relation of the equationk.gtoreq.0.2+0.0743.times.[.eta.];(2) a molar ratio [CH.sub.3 /CH.sub.2 ] of a methyl group to a methylene group is in a region of 0.005 to 0.1 and meets the equationTm.gtoreq.131-1340[CH.sub.3 /CH.sub.2 ];(3) an Mw and a die swell ratio (DR) meet the equationDR>0.5+0.125.times.log Mw; or(4) in the measurement of a loss elastic modulus, a .beta.-relaxation peak is present in the range of 0 to -100.degree. C.These polyethylenes are different from a usual HDPE, L-LDPE and LDPE, and they are excellent in working properties and permit the control of physical properties such as density, a melting point and crystallinity mainly in the state of a homopolymer.Type: GrantFiled: March 23, 1998Date of Patent: September 19, 2000Assignee: Idemitsu Kosan Co., Ltd.Inventors: Shuji Machida, Haruo Shikuma, Ayami Hoshino, Yutaka Takakura
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Patent number: 6100339Abstract: Disclosed is a curable resin which comprises at least one polymer selected from polymers each independently having a polymer chain represented by the following formula (I): ##STR1## wherein A to F are monomer units constituting a main chain of the polymer and are arranged in any order, and a to f are, respectively, wt % of A to F, based on the total weight of A to F; wherein each A is independently selected from cyclic olefin monomer units having no reactive group, each B is independently selected cyclic conjugated diene monomer units having no reactive group, each C to F is independently selected from comonomer units having no reactive group, and copolymerizable with A and B, wherein Q.sub.1 to Q.sub.6 are reactive groups, and wherein the average total number (J) of Q.sub.1 to Q.sub.6 of the at least one polymer satisfies: 1.ltoreq.(J).ltoreq.4, the polymer having an ME of from 1,000 to 5,000,000. A resin composition containing the curable resin is also disclosed.Type: GrantFiled: May 21, 1997Date of Patent: August 8, 2000Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Tomonari Watanabe, Itaru Natori
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Patent number: 6087455Abstract: A process for the hydrogenation of a macromolecular organic substrate which process comprises contacting the organic substrate at elevated temperature and at elevated pressure with a catalyst comprising a hydrogenating metal or precursor thereof in the form of a megaporous structure having megapore diameter in excess of 10 micron.Type: GrantFiled: December 17, 1998Date of Patent: July 11, 2000Assignee: Shell Oil CompanyInventors: Jean-Paul Lange, Lodewijk Schoon
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Patent number: 6084033Abstract: 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: GrantFiled: May 8, 1998Date of Patent: July 4, 2000Assignee: Nantex Industry Co., Ltd.Inventors: Kuei-Hsien Hsu, Guanying Wu, Ruiqing Xu, Dongmei Yue, Shuqin Zhou
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Patent number: 6075097Abstract: A process for making hydrogenated polymers is presenting. Polymerization is initiated with a lithium initiator and one or more unsaturated monomers are polymerized to a polymer cement. The polymerization process is terminated and dry carbon dioxide is introduced to the polymer cement to make a CO.sub.2 -treated polymer cement. The CO.sub.2 -treated polymer cement is hydrogenated in the presence of a Ni/Al catalyst.Type: GrantFiled: May 19, 1998Date of Patent: June 13, 2000Assignee: Shell Oil CompanyInventors: Robert Charles Bening, John David Wilkey
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Patent number: 6060570Abstract: 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: GrantFiled: August 7, 1997Date of Patent: May 9, 2000Assignee: BP Amoco CorporationInventors: Philip O. Nubel, Howard B. Yokelson, William H. Frye, Tsuei-Yun Lynch, Larry C. Satek, George A. McConaghy
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Patent number: 6054539Abstract: 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: GrantFiled: July 31, 1998Date of Patent: April 25, 2000Assignee: Mobil Oil CorporationInventors: Thomas S. Coolbaugh, Frederick C. Loveless, John E. Marlin, II, Demetreos N. Matthews, Fahimeh P. Shirazi
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Patent number: 6040390Abstract: 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: GrantFiled: July 20, 1998Date of Patent: March 21, 2000Assignee: Korea Kumho Petrochemical Co., Ltd.Inventors: Young-Hoon Ko, Jung-Goo Lee, Jae-Yoon Kim
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Patent number: 6040420Abstract: 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: GrantFiled: February 8, 1999Date of Patent: March 21, 2000Assignee: BASF AktiengesellschaftInventors: Klaus Ebel, Hans-Joachim Hahnle
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Patent number: 6040388Abstract: A hydrogenated product of a copolymer of cyclopentadiene and/or dicyclopentadiene and a vinyl-substituted aromatic compound. The copolymer has a softening point of from 60 to 130.degree. C., a vinyl-substituted aromatic compound content of from 30 to 90% by weight, a bromine number of from 30 to 90 g/100 g, a number average molecular weight of from 400 to 1,000, and a weight average molecular weight/number average molecular weight (Mw/Mn) ratio of 2.5 or less. The hydrogenated product has a softening point of 60 to 130.degree. C., a vinyl-substituted aromatic compound content of 0 to 35% by weight, a bromine number of 0 to 300 g/100 g, a number average molecular weight of 400 to 1,000 and a weight average molecular weight/number average molecular weight ratio of 2.5 or less. The hydrogenated product is useful as a substrate in the production of a tackifier and an adhesive.Type: GrantFiled: November 10, 1997Date of Patent: March 21, 2000Assignee: Idemitsu Petrochemical Co., Ltd.Inventors: Koichi Nishimura, Tatsuya Kawamura, Toyozo Fujioka
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Patent number: 6034184Abstract: 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: GrantFiled: June 23, 1998Date of Patent: March 7, 2000Assignee: Mobil Oil CorporationInventors: Thomas S. Coolbaugh, Frederick C. Loveless, John E. Marlin, II, Demetreos N. Matthews
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Patent number: 6025447Abstract: 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: GrantFiled: September 21, 1998Date of Patent: February 15, 2000Assignee: BASF AktiengesellschaftInventors: Josef Wunsch, Edgar Zeller
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Patent number: 6020439Abstract: A method for hydrogenating living polymers that include mainly conjugated double bond monomers and aromatic vinyl monomers. At least one conjugated diene compound is polymerized or copolymerized in an inert solvent by using a polymerization initiator of organic alkali metal. The produced polymer is contacted with hydrogen in the presence of a catalyst. The catalyst is formed of a cyclopentadienyl titanium compound represented by: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are independently selected from halogen groups, C.sub.1 -C.sub.8 alkyl groups, C.sub.1 -C.sub.8 alkoxy groups, C.sub.6 -C.sub.20 aryloxy groups, C.sub.6 -C.sub.20 cycloalkyl groups, silyl groups, and carbonyl groups. A cocatalyst is provided of alkoxylithium compound represented by:R.sub.4 O--Liwherein R.sub.4 is a hydrocarbon. This cocatalyst selectively hydrogenates the unsaturated double bonds in the conjugated diene units of the living polymer.Type: GrantFiled: January 26, 1998Date of Patent: February 1, 2000Assignee: Korea Kumho Petrochemical Co., Ltd.Inventors: Young-Hoon Ko, Hoo-Chae Kim
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Patent number: 5994477Abstract: There is provided a method for selectively hydrogenating a living polymer having olefinic double bonds. A monomer having at least one conjugated double bond, optionally together with an olefinic monomer, is polymerized in the presence of an alkyllithium polymerization initiator, to give a living polymer. This olefinic living polymer is reacted with a hydrocarbon compound, to give a deactivated living polymer and a hydrocarbon lithium compound. The double bonds within the conjugated dien units of the polymer are selectively hydrogenated in the presence of a monocyclopentadienyltitanium compound which is under the influence of the hydrocarbon lithium compound. The hydrocarbon, which acts as a deactivator of the living polymer, terminates the anion polymerization occurring due to an activated anion of the living polymer and thus, prevents the intermolecular cross-linking of the polymers so that the gelation of the polymers does not occur.Type: GrantFiled: December 26, 1997Date of Patent: November 30, 1999Assignee: Korea Kumho Petrochemical Co., Ltd.Inventors: Young-Hoon Ko, Hoo-Chae Kim
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Patent number: 5990246Abstract: 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: GrantFiled: December 16, 1997Date of Patent: November 23, 1999Assignee: Bayer AGInventors: Yun Chen, Ralf Dujardin, Friedrich-Karl Bruder, Johann Rechner
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Patent number: 5985995Abstract: Process for producing hydrogenated rubbers which allows an easy and effective deactivation of the living polymer before the hydrogenation step. The deactivation of living polymer is carried out using compounds with very good solubility in water of formula R--OH, R--COOH or compound of type R'.sub.n --Si--Cl.sub.4-n, R'.sub.n --Sn--Cl.sub.4-n, with n comprised between 0 and 3, extremes included; wherein R is a C.sub.2 -C.sub.20 alkyl group optionally containing one or more polar functional groups selected from C--OH, COOH, and R' is a C.sub.1 -C.sub.20 alkyl or C.sub.6 -C.sub.20 aryl. The catalysts used in the hydrogenation of the deactivated polymer are titanocene compounds, being the most preferred those of formula Cp.sub.2 Ti (PhOCH.sub.3).sub.2 and Cp.sub.2 Ti (CH.sub.2 PPh.sub.2).sub.2.Type: GrantFiled: June 20, 1997Date of Patent: November 16, 1999Assignee: REPSOL QUIMICA, S.A.Inventors: Juan Antonio Barrio Calle, Maria Dolores Parellada Ferrer, Maria Jose Espinosa Soriano
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Patent number: 5986013Abstract: 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: GrantFiled: December 28, 1998Date of Patent: November 16, 1999Assignee: BASF AktiengesellschaftInventors: Klaus Ebel, Hans-Joachim Hahnle
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Patent number: 5962596Abstract: A process for obtaining polymers containing N-substituted formamide structural units, in which nitrile-containing polymers are reacted in the presence of 1) hydrogen, and 2) carbon monoxide and/or carbon monoxide-releasing compounds.Type: GrantFiled: April 18, 1997Date of Patent: October 5, 1999Assignee: BASF AktiengesellschaftInventors: Klaus Ebel, Hans-Joachim Hahnle
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Patent number: 5952430Abstract: 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: GrantFiled: September 23, 1997Date of Patent: September 14, 1999Assignee: Shell Oil CompanyInventors: Harry Van Der Heijden, Bart Hessen
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Patent number: 5948869Abstract: 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: GrantFiled: June 26, 1997Date of Patent: September 7, 1999Assignee: Enichem S.p.A.Inventors: Andrea Vallieri, Claudio Cavallo, Gian Tommaso Viola
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Patent number: 5932664Abstract: 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: GrantFiled: December 16, 1997Date of Patent: August 3, 1999Assignee: Bayer AGInventors: Yun Chen, Ralf Dujardin, Harald Pielartzik, Uli Werner Franz
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Patent number: 5925717Abstract: 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: GrantFiled: March 13, 1997Date of Patent: July 20, 1999Assignee: Shell Oil CompanyInventors: 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
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Patent number: 5905129Abstract: A thermoplastic norbornene resin having a number-average molecular weight (Mn) of 12,000 or more in terms of polyisoprene value measured by gel permeation chromatography and excellent in low birefringence property and resistance to deterioration with greases and oils is obtained by ring-opening polymerizing a polycyclic norbornene monomer containing at least 70% by weight of a norbornene monomer represented by the following formula I (for example, 1,4-methano-1,4,4a,9a-tetrahydrofluorene): ##STR1## (wherein the lower 6-membered ring structure may have a double bond) and hydrogenating the polymer so that the hydrogenation rate of double bond in the main chain is at least 98% and the hydrogenation rate of the 6-membered ring structure is at least 90%.Type: GrantFiled: March 27, 1997Date of Patent: May 18, 1999Assignee: Nippon Zeon Co., Ltd.Inventors: Toshihide Murakami, Mitsushi Tada, Yasuo Tsunogae
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Patent number: 5900464Abstract: Polar polymers having the following formula:FG--(Q).sub.d --R.sub.n --Z--J--?A(R.sup.1 R.sup.2 R.sup.3)!.sub.x(I)wherein FG is H or a protected or non-protected functional group; Q is a polar hydrocarbyl group derived by incorporation of a polar compound selected from group consisting of esters, amides, and nitriles of acrylic and methacrylic acid, and mixtures thereof; d is an integer from 10 to 2000; R is a saturated or unsaturated hydrocarbyl group derived by incorporation of a compound selected from the group consisting of conjugated diene hydrocarbons, alkenylsubstituted aromatic hydrocarbons, and mixtures thereof; n is an integer from 0 to 5; Z is a branched or straight chain hydrocarbon group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; J is oxygen, sulfur, or nitrogen; ?A(R.sup.1 R.sup.2 R.sup.3)!.sub.x is a protecting group, in which A is an element selected from Group IVa of the Periodic Table of Elements; R.sup.1, R.sup.2, and R.sup.Type: GrantFiled: July 10, 1996Date of Patent: May 4, 1999Assignee: FMC CorporationInventors: Robert J. Letchford, James A. Schwindeman, Conrad W. Kamienski, Roderic P. Quirk
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Patent number: 5886108Abstract: 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: GrantFiled: October 9, 1997Date of Patent: March 23, 1999Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Koichi Miyamoto, Yuichi Kitagawa, Sigeru Sasaki
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Patent number: 5886107Abstract: The invention provides a catalyst composition suitable for hydrogenation of polymers containing ethylenical unsaturation which comprises at least:(a) a titanium compound of the formula ##STR1## wherein A.sub.1 represents an optionally substituted heterocyclic five membered ring comprising a phosphorous or nitrogen heteroatom, and A.sub.2 has the same meaning as A.sub.1 or alternatively represents an optionally substituted cyclopentadienyl group or indenyl group, and wherein L.sub.1 and L.sub.2 may be the same or different and each may be selected from hydrogen, halogen, lower alkyl, phenyl, aralkyl, having from 7 to 10 carbons, lower alkoxy group, phenyloxy, phenylalkoxy group having from 7 to 10 carbon atoms, carboxyl, carbonyl, a .about.CH.sub.2 P(Phenyl).sub.2, --CH.sub.2 Si(lower alkyl).sub.3 or .about.P(phenyl).sub.Type: GrantFiled: May 28, 1997Date of Patent: March 23, 1999Assignee: Shell Oil CompanyInventors: 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
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Patent number: H1956Abstract: 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: GrantFiled: June 8, 1998Date of Patent: April 3, 2001Assignee: Shell Oil CompanyInventors: David Karl Schisla, Michael John Modic, Eleanor Meyer de Groot