Interpolymerized With At Least One Diverse Hydrocarbon Monomer Containing At Least Two Ethylenic Groups Patents (Class 526/337)
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Patent number: 6699950Abstract: A process for producing a copolymer of an isoolefin and at least one other comonomer comprising the step of polymerizing a reaction mixture comprising an isoolefin, a catalyst and at least one of a cycloconjugated muitiolefin and an unconjugated cyclic olefin in the presence of an activator comprising a carbo cation producing species, a silica cation producing species and mixtures thereof. The process can be practiced using a slurry polymerization approach. One of the main benefits achieved with the present invention is the conversion of the monomers over a shorter period of time and higher percent conversion than when the activator is not used.Type: GrantFiled: August 30, 2001Date of Patent: March 2, 2004Assignee: Bayer AktiengesellschaftInventors: Juergen Ismeier, Carsten Kreuder, Oskar Nuyken
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Patent number: 6686420Abstract: The invention is directed to a pneumatic tire having at least one component comprising a vulcanizable rubber composition, wherein the vulcanizable rubber composition comprises, based on 100 parts by weight of elastomer (phr), from about 30 to 100 phr of high trans random SIBR, and from about zero to about 70 phr of at least one additional elastomer, wherein the high trans random SIBR comprises from about 3 to about 30 percent by weight of styrene.Type: GrantFiled: December 19, 2002Date of Patent: February 3, 2004Assignee: The Goodyear Tire & Rubber CompanyInventors: David John Zanzig, Adel Farhan Halasa, John Robert Zuppo, III, John Joseph Andre Verthe
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Patent number: 6627720Abstract: A method is provided for producing hyperbranched polymers comprising heating a polymerizable reaction charge comprising (a) a monomer mixture comprising 50-99.1% by weight of at least one monoethylenically unsaturated monomer and 0.1-50% by weight of one or more multiethylenically unsaturated monomers and (b) if at least one ethylenically unsaturated monomer of the monomer mixture is not a thermally initiating monomer, a free radical polymerization initiator, to a temperature in the range from about 250° C. to about 400° C. in a continuous reactor which allows mixing of the reactor contents for a residence time of from about 2 minutes to about 60 minutes, provided that if the total amount of multiethylenically unsaturated monomer is less than 3% by weight of the monomer mixture than at least one of said one or more multiethylenically unsaturated monomers must be tri- or greater ethylenically unsaturated. The hyperbranched polymers prepared by this process are also described.Type: GrantFiled: June 4, 2001Date of Patent: September 30, 2003Assignee: Johnson Polymer, LLCInventors: J. David Campbell, Fouad Teymour
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Patent number: 6605408Abstract: A hydrogenated product of a ring-opening metathesis polymer comprising structural units as shown below has improved heat resistance, pyrolysis resistance and light transmission and is suited as a photoresist for semiconductor microfabrication using UV or deep-UV. A resist composition comprising the polymer as a base resin is sensitive to high-energy radiation and has excellent sensitivity, resolution, and etching resistance.Type: GrantFiled: April 12, 2001Date of Patent: August 12, 2003Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Tsunehiro Nishi, Takeshi Kinsho, Shigehiro Nagura, Tomohiro Kobayashi, Satoshi Watanabe
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Patent number: 6596798Abstract: The present invention provides a method of forming a functionalized polymer. The method includes the steps of providing a living lithium polymer and terminating the polymer with an oxazoline compound selected from an organic halide oxazoline and a branched or unbranched vinyl oxazoline compound. The present invention also provides a compounded rubber article wherein carbon black is compounded with a terminated rubber that is the reaction product of a living lithium polymer and such oxazoline compounds.Type: GrantFiled: November 5, 2001Date of Patent: July 22, 2003Assignee: Bridgestone CorporationInventors: Christine M. Rademacher, William L. Hergenrother, Daniel F. Graves, James D. Ulmer
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Patent number: 6566465Abstract: Conjugated diolefins, optionally in combination with other unsaturated compounds which may be copolymerized with the diolefins, are polymerized by performing the polymerization of the diolefins in the presence of catalysts based on monocyclopentadienyl compounds of vanadium and alumoxanes in the presence of aromatic vinyl compounds as the solvent at temperatures of −30 C. to +80 C. By means of the process according to the invention, it is possible to straightforwardly produce solutions of polydiolefins, such as polybutadiene, having 1,2 unit contents of 10 to 30% in aromatic vinyl compounds, which solutions may then, for example, be further processed to yield ABS or HIPS.Type: GrantFiled: January 11, 2001Date of Patent: May 20, 2003Assignee: Bayer AtkiengesellschaftInventors: Heike Windisch, Werner Obrecht, Gisbert Michels, Norbert Steinhauser
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Patent number: 6534611Abstract: A functional polymer having active and stable functional groups useful for separation or reactive processes in chemical manufacture or analysis is disclosed. The polymer comprises repeat units having structures corresponding to cycloaddition products of polymeric 1-(vinylphenyl)ethylene with electron-poor alkenes. A process for preparing the functional polymer does not require radical reactions or the exclusion of oxygen. The properties of the polymeric matrix produced can be adjusted by modifying the polymer. For example, the polymer particle size and shape, porosity, swellability, surface area, and number, type and distribution of functional groups may be controlled.Type: GrantFiled: July 31, 2000Date of Patent: March 18, 2003Assignee: Active Materials Inc.Inventors: Graham D. Darling, Brent R. Stranix
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Publication number: 20030032741Abstract: The invention relates to a method for producing caoutchouc particles (K) by means of emulsion polymerisation in the presence of an emulsifier and a polymerisation initiator. Said particles contain A) 80 to 100 wt. % of one or more conjugated diene monomers (A) in relation to (K) and B) 0 to 20 wt. % of one or more monoethylenically saturated comonomers (B) in relation to (K) in the polymerised form The inventive method is characterised in that 1) a mixture (M1) containing water and an emulsifier is provided, 2) a mixture (M2) containing one or more monomers in the monomer or polymerised form selected from styrole, &agr;-methylstyrole, butadiene, n-butylacrylate, MMA and acrylnitrile and optionally comonomers is added, 3) polymerisation of the obtained mixture starts in the presence of a polymerisation initiator at temperature of 5 to 95° C., 4) a mixture (M3) containing 0 to 100 wt. % of the comonomers (B) in relation to (B) and 0 to 25 wt.Type: ApplicationFiled: September 10, 2002Publication date: February 13, 2003Inventors: Norbert Guentherberg, Bernhard Czauderna, Michael Breulmann, Sabine Oepen, Wil Duijzings, Norbert Niessner
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Publication number: 20020165328Abstract: 1.Type: ApplicationFiled: March 28, 2002Publication date: November 7, 2002Inventors: Yoshihiro Yamamoto, Tadahiro Sunaga, Tetsuya Hamada, Keiichi Ikeda, Ritsuko Shibahara, Hirofumi Io, Takashi Ochiai
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Patent number: 6391990Abstract: A conjugated diene polymer is produced by continuously polymerizing a conjugated diene monomer with a catalyst consisting essentially of components (1): a lanthanoid compound, (2): an aluminoxane and (3): a halogenated organometal compound, a halogenated metal compound or a halogenated organic compound in a hydrocarbon solvent containing 5-50% by weight of an aromatic hydrocarbon to obtain a conjugated diene polymer having a ratio (Mw/Mn) of weight average molecular weight (Mw) to number average molecular weight (Mn) of not more than 4.Type: GrantFiled: February 3, 2000Date of Patent: May 21, 2002Assignee: JSR CorporationInventors: Yoshiki Ishino, Satoshi Nakayama, Yoshihiro Mori, Iwakazu Hattori
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Patent number: 6362297Abstract: A process for making an allylic copolymer is disclosed. The process is a free radical copolymerization of a mono-ethylenic monomer, a multi-ethylenic monomer, and a mono-allylic monomer. The copolymer produced has a high molecular weight and a broad molecular weight distribution, and it is particularly useful as a toner resin.Type: GrantFiled: November 3, 1999Date of Patent: March 26, 2002Assignee: Arco Chemical Technology, L.P.Inventor: Wei Wang
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Patent number: 6350842Abstract: A process for making an allylic copolymer is disclosed. The process is a free radical copolymerization of a mono-ethylenic monomer, a multi-ethylenic monomer, and a mono-allylic monomer. The copolymer produced has a high molecular weight and a broad molecular weight distribution, and it is particularly useful as a toner resin.Type: GrantFiled: October 3, 2001Date of Patent: February 26, 2002Assignee: ARCO Chemical Technology, L.P.Inventor: Wei Wang
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Publication number: 20020016432Abstract: A process for making an allylic copolymer is disclosed. The process is a free radical copolymerization of a mono-ethylenic monomer, a multi-ethylenic monomer, and a mono-allylic monomer. The copolymer produced has a high molecular weight and a broad molecular weight distribution, and it is particularly useful as a toner resin.Type: ApplicationFiled: October 3, 2001Publication date: February 7, 2002Applicant: ARCO Chemical Technology, L.P.Inventor: Wei Wang
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Publication number: 20020013435Abstract: A catalyst composition that is the combination of or the reaction product of ingredients including an iron-containing compound, a hydrogen phosphite, and a mixture of two or more organoaluminum compounds. This catalyst composition is particularly useful for polymerizing conjugated dienes. When this catalyst composition is used to polymerize 1,3-butadiene into syndiotactic 1,2-polybutadiene the ratio of the organoaluminum compounds can be adjusted to vary the melting temperature and molecular weight of the polymer product.Type: ApplicationFiled: July 2, 2001Publication date: January 31, 2002Inventor: Steven Luo
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Publication number: 20020004565Abstract: The invention relates to a process for preparing graft rubbers built up from at least one graft core and from at least one graft shell, comprisingType: ApplicationFiled: April 5, 2001Publication date: January 10, 2002Inventors: Peter Barghoorn, Volker Schadler, Heiko Maas, Norbert Niebner
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Patent number: 6306976Abstract: Disclosed is a rubbery polymer comprising a conjugated diene polymer, and bonded thereto, a lithium-detached residue of a lithium-containing organic polymer used as a catalyst in the production of the conjugated diene polymer, wherein the lithium-containing organic polymer is obtained by reacting an organolithium compound with a first polymerizable material comprising at least one conjugated diene monomer and a second polymerizable material comprising at least one aromatic vinyl compound, which second polymerizable material contains at least one multi-vinyl aromatic compound having at least two vinyl groups, and wherein the lithium-containing organic polymer has a specific narrow molecular weight distribution.Type: GrantFiled: November 13, 1997Date of Patent: October 23, 2001Assignee: Japan Elastomer Co., Ltd.Inventors: Takaaki Matsuda, Hideki Yamasaki
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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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Publication number: 20010029278Abstract: Novel solid supported anionic polymerization initiators that are multiply metalated with Group IA alkali metal atoms are provided and employed to produce extremely high molecular weight branched diene polymers. The initiators are prepared by metalating a particle comprising a thermoplastic polymer or a cured elastomer in the presence of a polar coordinator. The polymers obtained by anionic polymerization employing the initiators are multiply branched, with a polymer chain covalently attached to the particle at virtually every metalation site. The macro-branched polymers exhibit desirable properties, such as an extremely high molecular weight, a controlled molecular weight distribution, Tg and vinyl content, and the ability to readily absorb hydrocarbon solvents and oils. The polymers are easily compounded to form vulcanizable elastomeric compounds and articles that have excellent resistance to wear and tear and exhibit reduced hysteresis properties.Type: ApplicationFiled: May 10, 2001Publication date: October 11, 2001Inventors: William L. Hergenrother, William M. Cole, Theodore J. Knutson, Georg G.A. Bohm
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Patent number: 6288183Abstract: A catalyst composition that is the combination of or the reaction product of ingredients including an iron-containing compound, a hydrogen phosphite, and a mixture of two or more organoaluminum compounds. This catalyst composition is particularly useful for polymerizing conjugated dienes. When this catalyst composition is used to polymerize 1,3-butadiene into syndiotactic 1,2-polybutadiene the ratio of the organoaluminum compounds can be adjusted to vary the melting temperature and molecular weight of the polymer product.Type: GrantFiled: December 30, 1999Date of Patent: September 11, 2001Assignee: Bridgestone CorporationInventor: Steven Luo
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Patent number: 6265511Abstract: A method is provided for producing hyperbranched polymers comprising heating a polymerizable reaction charge comprising (a) a monomer mixture comprising 50-99.1% by weight of at least one monoethylenically unsaturated monomer and 0.1-50% by weight of one or more multiethylenically unsaturated monomers and (b) if at least one ethylenically unsaturated monomer of the monomer mixture is not a thermally initiating monomer, a free radical polymerization initiator, to a temperature in the range from about 250° C. to about 400° C. in a continuous reactor which allows mixing of the reactor contents for a residence time of from about 2 minutes to about 60 minutes, provided that if the total amount of multiethylenically unsaturated monomer is less than 3% by weight of the monomer mixture than at least one of said one or more multiethylenically unsaturated monomers must be tri- or greater ethylenically unsaturated. The hyperbranched polymers prepared by this process are also described.Type: GrantFiled: September 3, 1999Date of Patent: July 24, 2001Assignee: S. C. Johnson Commerical Markets, Inc.Inventors: J. David Campbell, Fouad Teymour
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Patent number: 6232420Abstract: Ionic catalyst compositions can be prepared by combining two components. The first component is a bis(cyclopentadienyl) Group IV-B metal complex containing at least one ligand which will combine irreversibly with the second component or at least a portion thereof such as a cation portion thereof. The second component comprises a cation which will irrevesibly react with at least one ligand on the Group IV-B metal complex and a non-coordinating anion. The combination of the two components produces an ionic catalyst composition comprising a cationic bis(cyclopentadienyl) Group IV-B metal complex which has a formal coordination number of 3 and a 4+ valence charge and the aforementioned non-coordinating anion.Type: GrantFiled: December 30, 1998Date of Patent: May 15, 2001Assignee: Exxon Mobil Chemical Patents Inc.Inventor: Howard W. Turner
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Publication number: 20010000516Abstract: The subject invention discloses a liquid isoprene-butadiene rubber (IBR) which is particularly valuable for use in making treads for high performance automobile tires, including race tires, that exhibit superior dry traction characteristics and durability. The isoprene-butadiene rubber of this invention is a liquid at room temperature and is comprised of repeat units which are derived from about 5 weight percent to about 95 weight percent isoprene and from about 5 weight percent to about 95 weight percent 1,3-butadiene, wherein the repeat units derived from isoprene and 1,3-butadiene are in essentially random order. The IBR of this invention also has a low number average molecular weight which is within the range of about 3,000 to about 50,000 and has a glass transition temperature which is within the range of about −50° C. to about 20° C.Type: ApplicationFiled: November 30, 2000Publication date: April 26, 2001Applicant: The Goodyear Tire & Rubber CompanyInventors: Edward John Blok, Mark Leslie Kralevich, Paul Harry Sandstrom, Wen-Liang Hsu, Adel Farhan Halasa
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Patent number: 6103676Abstract: 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 hydroformylation followed by reductive amination. 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: August 15, 2000Assignee: Mobil Oil CorporationInventors: Thomas S. Coolbaugh, Frederick C. Loveless, John E. Marlin, II, Demetreos N. Matthews
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Patent number: 6103842Abstract: The process and catalyst system of this invention can be utilized to synthesize a highly random styrene-butadiene rubber having a high trans content by solution polymerization. The styrene-butadiene rubber made by the process of this invention can be utilized in tire tread rubbers that exhibit improved wear characteristics. This invention more specifically reveals a catalyst system for use in exothermal polymerizations which consists essentially of (a) an organolithium compound, (b) a barium alkoxide and (c) a lithium alkoxide. The subject invention further discloses a process for synthesizing a random styrene-butadiene rubber having a low vinyl content by a process which comprises copolymerizing styrene and 1,3-butadiene under isothermal conditions in an organic solvent in the presence of a catalyst system which consists essentially of (a) an organolithium compound, (b) a barium alkoxide and (c) a lithium alkoxide.Type: GrantFiled: May 4, 1998Date of Patent: August 15, 2000Assignee: The Goodyear Tire & Rubber CompanyInventors: Adel Farhan Halasa, Wen-Liang Hsu, Laurie Elizabeth Austin
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Patent number: 5986020Abstract: A method is provided for producing hyperbranched polymers comprising heating a polymerizable reaction charge comprising (a) a monomer mixture comprising 50-99.1% by weight of at least one monoethylenically unsaturated monomer and 0.1-50% by weight of one or more multiethylenically unsaturated monomers and (b) if at least one ethylenically unsaturated monomer of the monomer mixture is not a thermally initiating monomer, a free radical polymerization initiator, to a temperature in the range from about 250.degree. C. to about 400.degree. C. in a continuous reactor which allows mixing of the reactor contents for a residence time of from about 2 minutes to about 60 minutes, provided that if the total amount of multiethylenically unsaturated monomer is less than 3% by weight of the monomer mixture than at least one of said one or more multiethylenically unsaturated monomers must be tri- or greater ethylenically unsaturated. The hyperbranched polymers prepared by this process are also described.Type: GrantFiled: August 5, 1997Date of Patent: November 16, 1999Inventors: J. David Campbell, Fouad Teymour
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Patent number: 5965681Abstract: Protected, functionalized telechelic polymers, hydrogenated and/or deprotected analogues thereof, and processes to prepare these polymers are disclosed. In the invention, a lithium initiator is added to a compound having at least two independently polymerizable vinyl groups to form a dilithium initiator. Monomer is then added to grow or polymerize polymer arms having living ends and the living ends functionalized.Type: GrantFiled: June 30, 1998Date of Patent: October 12, 1999Assignee: FMC CorporationInventors: James Anthony Schwindeman, Roderic Paul Quirk, Conrad William Kamienski, deceased
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Patent number: 5952396Abstract: An elastomer has a modulus intermediate between that of a conventional rubber and a gel. The elastomer includes (a) between 20 and 45 parts by weight of a semicrystalline elastomer having between 1 and 15% crystallinity and (b) between 80 and 55 parts by weight of a compatible liquid elastomer having a number-average molecular weight of between 1,500 and 8,500. The elastomer's modulus is sufficiently high to enable it to be fabricated into handleable articles, but is sufficiently low so that it provides effective sealing of substrates it covers without the need for introducing a separate sealing material such as a mastic or adhesive.Type: GrantFiled: June 16, 1997Date of Patent: September 14, 1999Assignee: Raychem CorporationInventor: Rong Jong Chang
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Patent number: 5837791Abstract: A novel unsaturated copolymer of ethylene comprises a random copolymer of (i) ethylene, (ii) an .alpha.-olefin of 3 to 20 carbon atoms and (iii) at least one straight chain or branched chain nonconjugated triene or tetraene having one vinyl group in the molecule, which contains 30-92% by mol of ethylene units (i), 6-70% by mol of .alpha.-olefin units (ii) and 0.1-30% by mol of triene or tetraene units (iii), and which has a molar ratio of ethylene units (i) to .alpha.-olefin units (ii) of 40/60 to 92/8 (ethylene units (i)/.alpha.-olefin units (ii)) and an intrinsic viscosity (.eta.), measured in Decalin at 135.degree. C., of 0.05 to 10 dl/g. This novel unsaturated copolymer of ethylene is excellent in weathering resistance, heat resistance and ozone resistance and has a high vulcanizing rate.Type: GrantFiled: August 21, 1997Date of Patent: November 17, 1998Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Toshihiro Sagane, Masaaki Kawasaki, Hidenari Nakahama, Tatsuyoshi Ishida, Katsuya Takahashi, Toshiyuki Tsutsui, Hitoshi Onishi, Masaaki Yasuda, Noriaki Kihara
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Patent number: 5830965Abstract: Disclosed is a polymer containing a modified cyclic monomer unit, comprising a polymer chain represented by the following formula (I): ##STR1## wherein A to F are monomer units constituting a main chain of the polymer chain, in which monomer units A to F are arranged in any order, and l to q are, respectively, weight percentages of monomer units A to F, based on the total weight of monomer units A to F; A is selected from cyclic olefin monomer units, B is selected from cyclic conjugated diene monomer units, and C to F are monomer units copolymerizable with monomer units A and B, wherein each of S to X, which are modifying groups, is a functional group or an organic compound residue containing the functional group, with the functional group containing at least one member selected from oxygen, nitrogen, sulfur, silicon, phosphorus and halogen; and wherein s to x are, respectively, weight percentages of modifying groups S to X, based on the weight of the polymer, and wherein the polymer has a number average moleType: GrantFiled: June 5, 1996Date of Patent: November 3, 1998Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Kimio Imaizumi, Itaru Natori, Hideyuki Yamagishi, Kiyoo Kato
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Patent number: 5795945Abstract: Disclosed is a polymer containing a cyclic olefin monomer unit, comprising a main chain represented by the formula: ##STR1## wherein A to F are monomer units constituting the main chain in which A to F are arranged in any order, and a to f are, respectively, weight percentages of A to F, based on the total weight of A to F; A to F are selected from cyclic olefin monomer units, cyclic conjugated diene monomer units, chain conjugated diene monomer units, vinyl aromatic monomer units, polar monomer units, and an ethylene monomer unit and .alpha.-olefin monomer units, respectively; and a to f satisfy the following requirements: 0.001.ltoreq.a.ltoreq.100, and 0.ltoreq.b, c, d, e, f.ltoreq.100, with the proviso that monomer unit A is present in an amount of from 0.Type: GrantFiled: December 21, 1995Date of Patent: August 18, 1998Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventor: Itaru Natori
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Patent number: 5744558Abstract: Bifunctional primer naphthalene compounds having the formula: ##STR1## wherein M" is an alkali metal, preferably sodium or lithium, and R.sup.1 and R.sup.2 are, e.g., alkyl radicals, are prepared from corresponding 1,5-diethenylnaphthalene derivatives, and are well suited for the improved anionic polymerization of diene, vinylaromatic and/or (meth)acrylic monomers.Type: GrantFiled: April 15, 1997Date of Patent: April 28, 1998Assignee: Elf Atochem S.A.Inventors: Turgut Nugay, Gerard Riess
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Patent number: 5728782Abstract: There is provided a process comprising polymerizing a compound selected from the group consisting of a conjugated diene, a vinyl-substituted aromatic compound, and mixtures thereof in a gas phase fluidized polymerization vessel under polymerization conditions in the presence of at least one anionic initiator, optionally in the presence of an inert particulate material. A novel resin particle produced by the process is also provided.Type: GrantFiled: December 6, 1996Date of Patent: March 17, 1998Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Monika Brady, Kevin Joseph Cann, David Joseph Dovedytis
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Patent number: 5679751Abstract: The subject invention relates to a technique for synthesizing rubbery copolymers of styrene and butadiene and/or isoprene. These rubbers exhibit an excellent combination of properties for utilization in high performance tire tread rubber compounds. The subject invention specifically discloses a process for preparing a styrene-butadiene rubber (SBR) which comprises: copolymerizing from about 30 weight percent to about 55 weight percent styrene and from about 45 weight percent to about 70 weight percent 1,3-butadiene in an alkane solvent, such as hexane, at a temperature which is within the range of about -10.degree. C. to about 150.degree. C. in the presence of (a) an alkali metal alkoxide, and (b) an organolithium compound, wherein the molar ratio of the alkali metal alkoxide to the organolithium compound is within the range of about 0.01:1 to about 1:1.Type: GrantFiled: February 12, 1996Date of Patent: October 21, 1997Assignee: The Goodyear Tire & Rubber CompanyInventors: Adel Farhan Halasa, Laurie Elizabeth Austin, Wen-Liang Hsu, Bill Bud Gross
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Patent number: 5637783Abstract: The invention provides dispersants and dispersant viscosity index improvers which include polymers of conjugated dienes which have been hydrogenated and functionalized. The dispersant substances include compositions including a copolymer of a ring substituted styrene and a conjugated diene. The polymers are selectively hydrogenated to produce polymers which have highly controlled residual amounts of aromatic 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 7, 1995Date of Patent: June 10, 1997Assignee: Mobil Oil CorporationInventors: Ellen B. Brandes, Frederick C. Loveless
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Patent number: 5633415Abstract: The invention provides dispersants and dispersant viscosity index improvers which include polymers of conjugated dienes which have been hydrogenated and functionalized. The dispersant substances include compositions including a copolymer of two different conjugated dienes, a copolymer of a p-alkylstyrene and a conjugated diene, or a homopolymer of a conjugated diene. 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 7, 1995Date of Patent: May 27, 1997Assignee: Mobil Oil CorporationInventors: Ellen B. Brandes, Frederick C. Loveless
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Patent number: 5623035Abstract: The subject invention relates to an anionic polymerization technique for synthesizing rubbery polymers of conjugated diolefin monomers, such as a rubbery copolymer of .alpha.-methylstyrene and 1,3-butadiene. These rubbery copolymers exhibit an excellent combination of properties for utilization in tire tread rubber compounds. They have high trans-isomer contents which leads to good treadwear characteristics and a broad molecular weight distribution which enhances processability.Type: GrantFiled: July 21, 1995Date of Patent: April 22, 1997Assignee: The Goodyear Tire & Rubber CompanyInventors: Adel F. Halasa, Laurie E. Austin, Susan A. Weakland
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Patent number: 5612436Abstract: The subject invention discloses an isoprene-butadiene diblock rubber which is particularly valuable for use in making treads for tires which have improved wear characteristics without compromising traction characteristics or rolling resistance. Said isoprene-butadiene diblock rubber is comprised of (1) a first block which is comprised of repeat units which are derived from 1,3-butadiene and (2) a second block which is comprised of repeat units which are derived from both 1,3-butadiene and isoprene, wherein the repeat units derived from isoprene and 1,3-butadiene in the second block are in an essentially random order, wherein the diblock rubber has a glass transition temperature which is within the range of about -100.degree. C. to about -70.degree. C., and wherein the diblock rubber has a Mooney viscosity which is within the range of about 50 to about 140.Type: GrantFiled: September 8, 1995Date of Patent: March 18, 1997Assignee: The Goodyear Tire & Rubber CompanyInventors: Adel F. Halasa, Wen-Liang Hsu, David J. Zanzig, Paul H. Sandstrom, Laurie E. Austin
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Patent number: 5610228Abstract: An anionic polymerization initiator includes a carbon-lithio salt of the adduct of a cyclic secondary amine with a conjugated diene. A method of preparing an anionic polymerization initiator includes reacting an excess of a cyclic secondary amine with a conjugated diene to form an adduct; and, reacting the adduct with an organolithium compound. A method of preparing a polymer includes forming a solution of one or more anionically polymerizable monomers in a hydrocarbon solvent; and, polymerizing the monomer with an anionic polymerization initiator comprising a carbon-lithio salt of the adduct of a cyclic secondary amine with a conjugated diene. A functionalized polymer includes the termination product of a living polymer having the general formula AYLi, wherein A is a functional group derived from an anionic polymerization initiator; and, Y is a divalent polymer radical; wherein the anionic polymerization initiator is a carbon-lithio salt of the adduct of a cyclic secondary amine with a conjugated diene.Type: GrantFiled: June 6, 1995Date of Patent: March 11, 1997Assignee: Bridgestone CorporationInventors: David F. Lawson, Thomas A. Antkowiak, James E. Hall, Mark L. Stayer, Jr.
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Patent number: 5595951Abstract: The subject invention discloses a process for preparing an initiator which contains a plurality of lithium atoms and which is particularly useful for initiating the polymerization of diolefin monomers into rubbery polymers; said process being comprised of reacting an alkyl lithium compound with an unsaturated hydrocarbon containing allylic, benzylic or aryl hydrogen atoms, wherein said process is conducted in the presence of a member selected from the group consisting of alkali metal alkoxides, alkali metal phenoxides, and chelating tertiary alkyl 1,2-ethylene diamines. After the initiators of this invention have been prepared they can be employed to initiate the polymerization of diolefin monomers into rubbery polymers. They can, of course, also be employed to initiate the copolymerization of diolefin monomers and vinyl aromatic monomers into rubbery polymers. These rubbery polymers can then be used in making tire tread compounds for automobiles and trucks.Type: GrantFiled: March 16, 1995Date of Patent: January 21, 1997Assignee: The Goodyear Tire & Rubber CompanyInventors: Adel F. Halasa, George Jalics
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Patent number: 5545783Abstract: There is disclosed a linear block copolymer comprising at least one triblock I-B-I, wherein I is a block of at least one polymerized conjugated diene of at least five (5) carbon atoms, such as isoprene, and B is a block of a polymer of at least one conjugated diene, different from that used to polymerize the block I, of at least four (4) carbon atoms, such as 1,3-butadiene. The B block is selectively hydrogenated, while each of the I blocks is unhydrogenated and therefore retains a sufficient amount of its original unsaturation to vulcanize the copolymer. There is also disclosed an alternative linear block copolymer containing at least one triblock of the first polymer block made from a minor proportion of at least one aryl-substituted olefin, such as styrene, and a major proportion of at least one conjugated diene used to polymerize the block I, the second middle polymer block of at least one diene used to polymerize the block B, and the third polymer block which is the same as the first polymer block.Type: GrantFiled: February 3, 1995Date of Patent: August 13, 1996Assignee: Mobil Oil CorporationInventors: Thomas S. Coolbaugh, Frederick C. Loveless, Demetreos N. Matthews, Leslie R. Rudnick
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Patent number: 5510548Abstract: There is disclosed a linear block copolymer comprising at least one triblock I-B-I, wherein I is a block of at least one polymerized conjugated diene of at least five (5) carbon atoms, such as isoprene, and B is a block of a polymer of at least one conjugated diene, different from that used to polymerize the block I, of at least four (4) carbon atoms, such as 1,3-butadiene. The B block is selectively hydrogenated, while each of the I blocks is unhydrogenated and therefore retains a sufficient amount of its original unsaturation to vulcanize the copolymer. There is also disclosed an alternative linear block copolymer containing at least one triblock of the first polymer block made from a minor proportion of at least one aryl-substituted olefin, such as styrene, and a major proportion of at least one conjugated diene used to polymerize the block I, the second middle polymer block of at least one diene used to polymerize the block B, and the third polymer block which is the same as the first polymer block.Type: GrantFiled: May 18, 1995Date of Patent: April 23, 1996Assignee: Mobil Oil CorporationInventors: Thomas S. Coolbaugh, Frederick C. Loveless, Demetreos N. Matthews, Leslie R. Rudnick
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Patent number: 5502130Abstract: An anionic polymerization initiator includes a carbon-lithio salt of the adduct of a cyclic secondary amine with a conjugated diene. A method of preparing an anionic polymerization initiator includes reacting an excess of a cyclic secondary amine with a conjugated diene to form an adduct; and, reacting the adduct with an organolithium compound. A method of preparing a polymer includes forming a solution of one or more anionically polymerizable monomers in a hydrocarbon solvent; and, polymerizing the monomer with an anionic polymerization initiator comprising a carbon-lithio salt of the adduct of a cyclic secondary amine with a conjugated diene. A functionalized polymer includes the termination product of a living polymer having the general formula AYLi, Wherein A is a functional group derived from an anionic polymerization initiator; and, Y is a divalent polymer radical; wherein the anionic polymerization initiator is a carbon-lithio salt of the adduct of a cyclic secondary amine with a conjugated diene.Type: GrantFiled: June 6, 1995Date of Patent: March 26, 1996Assignee: Bridgestone CorporationInventors: David F. Lawson, Thomas A. Antkowiak, James E. Hall, Mark L. Stayer, Jr.
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Patent number: 5502126Abstract: The subject invention relates to a technique for synthesizing rubbery non-tapered, random, copolymers of 1,3-butadiene and isoprene. These rubbery copolymers exhibit an excellent combination of properties for utilization in tire sidewall rubber compounds for truck tires. By utilizing these isoprene-butadiene rubbers in tire sidewalls, tires having improved cut growth resistance can be built without sacrificing rolling resistance. Such rubbers can also be employed in tire tread compounds to improve tread wear characteristics and decrease rolling resistance without sacrificing traction characteristics.Type: GrantFiled: October 28, 1994Date of Patent: March 26, 1996Assignee: The Goodyear Tire & Rubber CompanyInventors: Anthony J. Bell, Barry A. Matrana, Adel F. Halasa
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Patent number: 5500447Abstract: An anionic polymerization initiator includes a carbon-lithio salt of the adduct of a cyclic secondary amine with a conjugated diene. A method of preparing an anionic polymerization initiator includes reacting an excess of a cyclic secondary amine with a conjugated diene to form an adduct; and, reacting the adduct with an organolithium compound. A method of preparing a polymer includes forming a solution of one or more anionically polymerizable monomers in a hydrocarbon solvent; and, polymerizing the monomer with an anionic polymerization initiator comprising a carbon-lithio salt of the adduct of a cyclic secondary amine with a conjugated diene. A functionalized polymer includes the termination product of a living polymer having the general formula AYLi, wherein A is a functional group derived from an anionic polymerization initiator; and, Y is a divalent polymer radical; wherein the anionic polymerization initiator is a carbon-lithio salt of the adduct of a cyclic secondary amine with a conjugated diene.Type: GrantFiled: June 6, 1995Date of Patent: March 19, 1996Assignee: Bridgestone CorporationInventors: David F. Lawson, Thomas A. Antkowiak, James E. Hall, Mark L. Stayer, Jr.
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Patent number: 5448003Abstract: It has been unexpectedly discovered that various compounds, such as alkyl tetrahydrofurfuryl ethers, can be used to modify anionic polymerizations of conjugated diene monomers. These modifiers can be used to polymerize isoprene monomer into high 3,4-polyisoprene at excellent polymerization rates. This is in contrast to the modifiers such as tetramethylethylene diamine which are typically used to modify such polymerizations. This invention more specifically discloses a process for the synthesis of 3,4-polyisoprene which comprises polymerizing isoprene monomer in an organic solvent in the presence of a catalyst system which is comprised of (a) a lithium initiator and (b) an alkyltetrahydrofurfuryl ether modifier, wherein the alkyl group in the alkyltetrahydrofurfuryl ether modifier contains from 6 to about 10 carbon atoms.Type: GrantFiled: August 8, 1994Date of Patent: September 5, 1995Assignee: The Goodyear Tire & Rubber CompanyInventors: Wen-Liang Hsu, Adel F. Halasa, Barry A. Matrana
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Patent number: 5430117Abstract: There have been provided by the present invention a higher .alpha.-olefin copolymer which has an intrinsic viscosity [.eta.], as measured in decalin at 135.degree. C., of 0.1 to 10 dl/g, and comprises polymer units derived from 95-30 parts by mol of a higher .alpha.-olefin of C.sub.6-20, 5-70 parts by mol of an aromatic ring-containing vinyl monomer represented by the formula [I] (total of the higher .alpha.-olefin and the vinyl monomer are 100 parts by mol), and 0.01 to 30% by mol of a non-conjugated diene represented by the formula [II]; ##STR1## wherein n is an integer of 0 to 5, and R.sup.1, R.sup.2 and R.sup.3 are each independently H or C.sub.1-8 alkyl; ##STR2## wherein n is an integer of 1 to 5, R.sup.4 is C.sub.1-4 alkyl, R.sup.5 and are each independently H or C.sub.1-8 alkyl but are not H simultaneously, a process for the preparation thereof, a higher .alpha.-olefin copolymer composition comprising [A] the higher .alpha.Type: GrantFiled: July 13, 1994Date of Patent: July 4, 1995Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Masaaki Kawasaki, Keiji Okada, Kenzaburo Fukutani, Tetsuo Tojo, Akemi Uchimi
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Patent number: 5405927Abstract: The subject invention discloses an isoprenebutadiene rubber which is particularly valuable for use in making truck tire treads, said rubber being comprised of repeat units which are derived from about 20 weight percent to about 50 weight percent isoprene and from about 50 weight percent to about 80 weight percent 1,3-butadiene, wherein the repeat units derived from isoprene and 1,3-butadiene are in essentially random order, wherein from about 3% to about 10% of the repeat units in said rubber are 1,2-polybutadiene units, wherein from about 50% to about 70% of the repeat units in said rubber are 1,4-polybutadiene units, wherein from about 1% to about 4% of the repeat units in said rubber are 3,4-polyisoprene units, wherein from about 25% to about 40% of the repeat units in the polymer are 1,4-polyisoprene units, wherein the rubber has a glass transition temperature which is within the range of about -90.degree. C. to about -75.degree. C.Type: GrantFiled: September 22, 1993Date of Patent: April 11, 1995Assignee: The Goodyear Tire & Rubber CompanyInventors: Wen-Liang Hsu, Barry A. Matrana, Adel F. Halasa, Michael B. Rodgers, Jennifer L. Gabor
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Patent number: 5387730Abstract: There is disclosed a linear block copolymer comprising at least one triblock I-B-I, wherein I is a block of at least one polymerized conjugated diene of at least five (5) carbon atoms, such as isoprene, and B is a block of a polymer of at least one conjugated diene, different from that used to polymerize the block I, of at least four (4) carbon atoms, such as butadiene. The B block is selectively hydrogenated, while each of the I blocks is unhydrogenated and therefore retains a sufficient amount of its original unsaturation to vulcanize the copolymer. There is also disclosed an alternative linear block copolymer containing at least one triblock of the first polymer block made from a minor proportion of at least one aryl-substituted olefin, such as styrene, and a major proportion of at least one conjugated diene used to polymerize the block I, the second middle polymer block of at least one diene used to polymerize the block B, and the third polymer block which is the same as the first polymer block.Type: GrantFiled: January 7, 1994Date of Patent: February 7, 1995Assignee: Mobil Oil CorporationInventors: Thomas S. Coolbaugh, Frederick C. Loveless, Demetreos N. Matthews, Leslie R. Rudnick
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Patent number: 5356997Abstract: Strain crystallizable 3,4-polyisoprene having a 3,4-microstructure content which is within the range of about 65% to about 85%, a cis-1,4-microstructure content which is within the range of about 15% to about 35%, and essentially no trans-1,4-microstructure or 1,2-microstructure can be synthesized in organic solvents to quantitative yields after short polymerization times by utilizing the catalyst systems of this invention. This invention specifically discloses a process for the synthesis of 3,4-polyisoprene which comprises polymerizing isoprene monomer in an organic solvent at a temperatIre which is within the range of about -10.degree. C. to about 100.degree. C.Type: GrantFiled: October 30, 1992Date of Patent: October 18, 1994Assignee: The Goodyear Tire & Rubber CompanyInventors: Johnny D. Massie, II, Wen-Liang Hsu, Adel F. Halasa, Paul H. Sandstrom
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Patent number: 5334678Abstract: Polymers of olefins such as ethylene and propylene, having functional groups introduced into both the ends thereof, can be provided which are useful as macromonomers for polycondensation. This new polymer comprises a recurring unit represented by the general formula --(--CH.sub.2.CHR--)-- and having functional groups bonded to both the ends of the polymer and a number average molecular weight of 300 to 500,000, the functional groups being selected from the group consisting of H.sub.2 C.dbd.CH-- group and ##STR1## wherein X is --OH, --OR.sup.1, a halogen atom or --SO.sub.3 R.sup.2, R.sup.1 is a hydrocarbon group of 1 to 5 carbon atoms and R.sup.2 is a halogen-substituted or non-substituted hydrocarbon group of 1 to 20 carbon atoms.Type: GrantFiled: March 4, 1993Date of Patent: August 2, 1994Assignee: Tonen CorporationInventors: Hiroyuki Furuhashi, Naomi Koyama, Satoshi Ueki