Butadiene Homopolymer Contains At Least 75% Cis-1,4-configuration Patents (Class 526/340.4)
  • Patent number: 9403971
    Abstract: Rubber composition for a tread, which enables not only improving handling stability, abrasion resistance, and fuel economy in a balanced manner, but also improving wet grip performance and processability in a balanced manner, in a pneumatic tire formed from the rubber composition. The rubber composition comprises a terminally-modified solution-polymerized styrene-butadiene rubber, a butadiene rubber synthesized in the presence of a rare earth catalyst, and a particular type of reinforcing agent.
    Type: Grant
    Filed: April 3, 2012
    Date of Patent: August 2, 2016
    Assignee: SUMITOMO RUBBER INDUSTRIES, LTD.
    Inventor: Toshikazu Kondo
  • Patent number: 9399689
    Abstract: The present invention provides a method for synthesizing a polybutadiene more efficiently and stably which is possible to obtain a rubber composition and a tire excellent in durability (fracture resistance, wear resistance and crack growth resistance). A method for producing a polybutadiene, where a butadiene monomer is polymerized with the existence of rare-earth element compounds represented by the following formula (i): M-(NQ)1(NQ)2(NQ)3??(i) (in the formula, M is at least one selected from lanthanides, scandium and yttrium; (NQ)1, (NQ)2 and (NQ)3 are amide groups which may be the same or different to each other, and have M-N bonds).
    Type: Grant
    Filed: June 18, 2013
    Date of Patent: July 26, 2016
    Assignee: BRIDGESTONE CORPORATION
    Inventors: Satoru Tamaki, Olivier Tardif
  • Patent number: 9000107
    Abstract: A process for preparing a polydiene, the process comprising the step of: polymerizing conjugated diene monomer in the presence of a (hydrocarbyloxyhydrocarbyl)amine, where said step of polymerizing employs a lanthanide-based catalyst system.
    Type: Grant
    Filed: January 31, 2012
    Date of Patent: April 7, 2015
    Assignee: Bridgestone Corporation
    Inventors: Zengquan Qin, Jason T. Poulton
  • Publication number: 20140364573
    Abstract: The invention relates to a high-molecular-weight, linear, neodymium-catalysed polybutadiene having a high proportion, >95%, of cis-1,4 units having a low proportion, <1%, of 1,2-vinyl content, and also having a small molar-mass-polydispersity index (MPI), characterized in that Mooney viscosity (ML1+4 100° C.) of the polybutadiene is from 70 to 90 and The molar-mass-polydispersity index of the polybutadiene is smaller than 10.
    Type: Application
    Filed: August 27, 2014
    Publication date: December 11, 2014
    Inventors: Heike Kloppenburg, Norbert Steinhauser
  • Publication number: 20140350202
    Abstract: An activated preformed catalytic system for the 1,4-cis stereospecific polymerization of conjugated dienes based on at least: one or more preformation conjugated diene monomers, one or more salts of one or more rare-earth metals of one or more acids chosen from an organic phosphoric acid and an organic carboxylic acid, and a mixture thereof, one or more alkylating agents consisting of one or more alkylaluminiums of formula AlR3 or HAlR2, in which R represents an alkyl radical and H represents a hydrogen atom, one or more halogen donors consisting of an alkylaluminium halide, and one or more compounds corresponding to formula (I) below:
    Type: Application
    Filed: December 20, 2012
    Publication date: November 27, 2014
    Applicants: COMPAGNIE GENERALE DES ESTABLISSEMENTS MICHELIN, MICHELIN RECHERCHE ET TECHNIQUE S.A.
    Inventors: Julien Thuilliez, Olivier Rolland
  • Patent number: 8893725
    Abstract: The invention provides a polymer prepared from a substituted 1,3-butadiene (such as neophytadiene) derived from a plant of the Nicotiana species. The invention also provides smoking articles and smokeless tobacco compositions that include the polymers described herein. Further, the invention provides a method of polymerizing a substituted 1,3-butadiene derived from a plant of the Nicotiana species, the method including reacting a substituted 1,3-butadiene derived from a plant of the Nicotiana species with one or more reagents selected from the group consisting of an anionic initiator, a radical initiator, and a Ziegler-Natta catalyst.
    Type: Grant
    Filed: January 28, 2011
    Date of Patent: November 25, 2014
    Assignee: R. J. Reynolds Tobacco Company
    Inventors: Michael Francis Dube, William Monroe Coleman, III
  • Publication number: 20140316086
    Abstract: In general the present invention provides a process for forming conjugated diene polymer, the process comprising the step of polymerizing conjugated diene monomer in the presence of a catalytically effective amount of a catalyst composition formed by combining (a) a nickel-containing compound, (b) an alkylating agent, (c) a fluorine-containing compound, (d) a carboxylic acid, and (e) an alcohol.
    Type: Application
    Filed: June 30, 2014
    Publication date: October 23, 2014
    Inventors: Zengquan QIN, Jason T. POULTON, David M. ROGGEMAN, Shigeaki MATSUO
  • Patent number: 8846837
    Abstract: The invention relates to a high-molecular-weight, linear, neodymium-catalysed polybutadiene having a high proportion, >95%, of cis-1,4 units having a low proportion, <1%, of 1,2-vinyl content, and also having a small molar-mass-polydispersity index (MPI), characterized in that Mooney viscosity (ML1+4 100° C.) of the polybutadiene is from 70 to 90 and The molar-mass-polydispersity index of the polybutadiene is smaller than 10.
    Type: Grant
    Filed: April 11, 2013
    Date of Patent: September 30, 2014
    Assignee: LANXESS Deutschland GmbH
    Inventors: Heike Kloppenburg, Norbert Steinhauser
  • Publication number: 20140288255
    Abstract: Some embodiments of the invention include a process for separating rubber, resin and bagasse from at least a portion of a rubber producing plant including the steps of providing a plant portion and at least partially homogenizing the plant portion in the presence of a resin-solubilizing medium, and extracting rubber using a rubber solubilizing solvent. In some embodiments, the plant portion can include an antioxidant, that in some embodiments, the includes a substantially non-staining antioxidant. Some other embodiments include a process for separating rubber, resin and bagasse from a rubber producing plant comprising the steps of providing a plant portion and applying at least one antioxidant to at least a fraction of the plant portion, milling the plant portion with a milling solvent, and separating rubber form resin using phase separation fractionation. Some embodiments include separation of bagasse and resin components and one or more solvent recovery steps.
    Type: Application
    Filed: March 14, 2014
    Publication date: September 25, 2014
    Applicant: Yulex Corporation
    Inventors: Jeff Martin, James Mitchell, Raymond McCoy, Sebastian S. Plamthottam, Victor Covone
  • Patent number: 8695665
    Abstract: The invention relates to a tire having a component composed of a composite of rubber chafer and outer sidewall layer components comprised of rubber compositions containing the same or different specialized cis 1,4-polybutadiene elastomers.
    Type: Grant
    Filed: June 21, 2012
    Date of Patent: April 15, 2014
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Junling Zhao
  • Patent number: 8680210
    Abstract: A macromolecule includes at least one polymer chain and terminal functionality. The terminal functionality includes a ring-opened radical of a cyclosilazane or cyclic hydrosiloxane. The polymer can include unsaturated mer units and can be provided via anionic polymerization techniques. The macromolecule can be used as a component of a composition that also includes particulate fillers, with the composition being useful for the production of vulcanizates.
    Type: Grant
    Filed: May 2, 2012
    Date of Patent: March 25, 2014
    Assignee: Bridgestone Corporation
    Inventor: Yuan-Yong Yan
  • Patent number: 8669339
    Abstract: Disclosed are a polybutadiene having a controlled microstructure, a narrow molecular weight distribution, minimal gel content, and a low APHA color, a modified polybutadiene, producing methods for both, and a rubber-reinforced styrene resin composition using the same. The polybutadiene of the present invention is characterized in that the ratio (Tcp/ML1+4) of a 5% toluene melting viscosity (Tcp) measured at 25° C. and the Mooney viscosity (ML1+4) at 100° C. is 2.0 or higher, the molecular weight distribution (Mw/Mn) is 2.80 or less, the gel content is 0.06 wt % or less, and the APHA color is 20 or less.
    Type: Grant
    Filed: February 21, 2011
    Date of Patent: March 11, 2014
    Assignee: Ube Industries, Ltd.
    Inventors: Yasuyoshi Okabe, Yuuji Matsudaira, Chaiyaket Vichuta, Toshiyuki Sakaguchi
  • Patent number: 8623980
    Abstract: A process for making a substantially saturated dendritic hydrocarbon polymer. The process has the following steps: (a) polymerizing an amount of a first alkadiene monomer under anionic conditions in the presence of a first organic monolithium initiator to produce a linear polyalkadiene having a lithiated chain end; (b) reacting the linear polyalkadiene with an amount of a second organic monolithium initiator in the presence of tetramethylethylene diamine to form a multilithiated polyalkadiene; (c) reacting the multilithiated polyalkadiene with an amount of a second alkadiene monomer to form a branched polyalkadiene; (d) repeating steps (b) and (c) with the branched polyalkadiene one or more times to prepare a dendritic polyalkadiene; and (e) hydrogenating the dendritic polyalkadiene to form the substantially saturated dendritic hydrocarbon polymer.
    Type: Grant
    Filed: December 19, 2011
    Date of Patent: January 7, 2014
    Assignee: ExxonMobil Research and Engineering Company
    Inventors: David John Lohse, Nikos Hadjichristidis, Andy Haishung Tsou, Pamela J. Wright, Suzzy Chen Hsi Ho, Paul Edward Schuenzel
  • Patent number: 8541509
    Abstract: A method for preparing a functionalized polymer, the method comprising the steps of (i) polymerizing conjugated diene monomer by employing a lanthanide-based catalyst to form a reactive polymer, and (ii) reacting the reactive polymer with a protected oxime compound.
    Type: Grant
    Filed: December 2, 2011
    Date of Patent: September 24, 2013
    Assignee: Bridgestone Corporation
    Inventors: Steven Luo, Yuan-Yong Yan, Jason T. Poulton, Eiju Suzuki
  • Publication number: 20130237669
    Abstract: The invention relates to a high-molecular-weight, linear, neodymium-catalysed polybutadiene having a high proportion, >95%, of cis-1,4 units having a low proportion, <1%, of 1,2-vinyl content, and also having a small molar-mass-polydispersity index (MPI), characterized in that Mooney viscosity (ML1+4100° C.) of the polybutadiene is from 70 to 90 and The molar-mass-polydispersity index of the polybutadiene is smaller than 10.
    Type: Application
    Filed: April 11, 2013
    Publication date: September 12, 2013
    Applicant: LANXESS DEUTSCHLAND GmbH
    Inventors: Heike Kloppenburg, Norbert Steinhauser
  • Publication number: 20130172489
    Abstract: The invention relates to a high molecular weight bimodal neodymium-catalysed polybutadiene having a high proportion, >95%, of cis-1,4 units and a low proportion, <1%, of 1,2-vinyl content, wherein the polybutadiene has a linear polymeric main fraction and a long chain branched polymeric fraction, wherein the slope in the RGM relationship is >0.5 for the polymeric main fraction and <0.3 for the long chain branched polymeric fraction.
    Type: Application
    Filed: February 17, 2011
    Publication date: July 4, 2013
    Applicant: LANXESS DEUTSCHLAND GMBH
    Inventors: Heike Kloppenburg, Thomas Gross
  • Patent number: 8426512
    Abstract: This invention relates to a silica reinforcement-containing rubber composition which contains a functionalized polybutadiene rubber to promote a relatively low hysteretic loss to thereby enhance its desirability for tire sidewall and subtread applications in a sense of advantageously promoting reduced tire rolling resistance without significantly compromising various other desirable tire performance parameters.
    Type: Grant
    Filed: August 31, 2009
    Date of Patent: April 23, 2013
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Ping Zhang, Paul Harry Sandstrom, William Paul Francik, Junling Zhao
  • Patent number: 8394901
    Abstract: An isoprene or butadiene cis 1,4-selective polymerization catalyst system together with its polymerization method is provided. This catalyst system is composed of NCN-imine pincer type rare earth metal complex of formula [2,6-(CH?N—R1)2-4-R2-1-C6H2]LnX2(THF)n and alkylating reagent. In an hydrocarbon solvent or under bulk conditions, at a polymerization temperature in a range of ?20-120° C., the conjugated diene is polymerized by using the catalyst system, to produce polyisoprene and polybutadiene having controllable number-average molecular weight, molecular weight distribution of 3.0 or less than, and cis 1,4-content of 95% or more, even 99% or more. The crude rubber and vulcanized rubber of the polyisoprene have high strength, stretching crystallization capability and transparency.
    Type: Grant
    Filed: April 28, 2009
    Date of Patent: March 12, 2013
    Assignee: Changchun Institute of Applied Chemistry Chinese Academy of Sciences
    Inventors: Dongmei Cui, Xinli Liu, Dongtao Liu, Wei Gao, Shihui Li, Lingfang Wang, Zhichao Zhang
  • Patent number: 8372925
    Abstract: In general the present invention provides a process for forming conjugated diene polymer, the process comprising the step of polymerizing conjugated diene monomer in the presence of a catalytically effective amount of a catalyst composition formed by combining (a) a nickel-containing compound, (b) an alkylating agent, (c) a fluorine-containing compound, (d) a carboxylic acid, and (e) an alcohol.
    Type: Grant
    Filed: April 7, 2008
    Date of Patent: February 12, 2013
    Assignee: Bridgestone Corporation
    Inventors: Zengquan Qin, Jason T. Poulton, David M. Roggeman, Shigeaki Matsuo
  • Publication number: 20120309902
    Abstract: Disclosed are a polybutadiene having a controlled microstructure, a narrow molecular weight distribution, minimal gel content, and a low APHA color, a modified polybutadiene, producing methods for both, and a rubber-reinforced styrene resin composition using the same. The polybutadiene of the present invention is characterised in that the ratio (Tcp/ML1+4) of a 5% toluene melting viscosity (Tcp) measured at 25° C. and the Mooney viscosity (ML1+4) at 100° C. is 2.0 or higher, the molecular weight distribution (Mw/Mn) is 2.80 or less, the gel content is 0.06 wt % or less, and the APHA color is 20 or less.
    Type: Application
    Filed: February 21, 2011
    Publication date: December 6, 2012
    Applicant: UBE INDUSTRIES, LTD.
    Inventors: Yasuyoshi Okabe, Yuuji Matsudaira, Chaiyaket Vichuta, Toshiyuki Sakaguchi
  • Patent number: 8304503
    Abstract: Disclosed is a process for producing a conjugated diene polymer having a very high content of cis-1,4 structures by using an yttrium compound-containing catalyst that is relatively easy to handle and has a high activity. Specifically disclosed is a process for producing a conjugated diene polymer containing cis-1,4 structures at a ratio of 99% or higher, which is characterized by polymerizing a conjugated diene in the presence of a catalyst produced from (A) a specific yttrium compound, (B) an ionic compound consisting of a non-coordinating anion and a cation, and (C) an organoaluminum compound.
    Type: Grant
    Filed: December 25, 2009
    Date of Patent: November 6, 2012
    Assignee: Ube Industries, Ltd.
    Inventors: Michinori Suzuki, Koji Shiba, Masato Murakami
  • Patent number: 8299184
    Abstract: A rubber composition for tire sidewall which comprises a rubber component, which comprises polybutadiene rubber having a content of the cis-1,4-bond of 92% or greater and a content of the vinyl bond of 1.5% or smaller and natural rubber and/or at least one other diene-based synthetic rubber, and 10 to 70 parts by mass of carbon black having a specific surface area by nitrogen adsorption of 20 to 100 m2/g per 100 parts by mass of the rubber component and does not comprise a softener having an aniline point of 50° C. or lower and a tire using the rubber composition for sidewall. Excellent resistance to cut growth is obtained while sufficient workability is surely exhibited.
    Type: Grant
    Filed: February 14, 2007
    Date of Patent: October 30, 2012
    Assignee: Bridgestone Corporation
    Inventors: Junko Kurazumi, Kouji Masaki
  • Publication number: 20120208964
    Abstract: The invention relates to a high-molecular-weight, linear, neodymium-catalysed polybutadiene having a high proportion, >95%, of cis-1,4 units having a low proportion, <1%, of 1,2-vinyl content, and also having a small molar-mass-polydispersity index (MPI), characterized in that Mooney viscosity (ML1+4100° C.) of the polybutadiene is from 70 to 90 and The molar-mass-polydispersity index of the polybutadiene is smaller than 10.
    Type: Application
    Filed: October 14, 2010
    Publication date: August 16, 2012
    Applicant: LANXESS DEUTSCHLAND GMBH
    Inventors: Heike Kloppenburg, Norbert Steinhauser
  • Publication number: 20120108736
    Abstract: A vulcanizable composition of matter comprising a rubber component, a filler, a curative for the rubber, where the rubber component includes a multi-modal polymer including at least two distinct peak molecular weights within a range defined by a lower limit of 80 kg/mole and an upper limit of 500 kg/mole.
    Type: Application
    Filed: December 28, 2009
    Publication date: May 3, 2012
    Applicant: Bridgestone Corporation
    Inventors: Zhong-Ren Chen, Kevin McCauley, Mark Smale, Michael W. Hayes, Steven Luo
  • Patent number: 8088868
    Abstract: A method for preparing a functionalized polymer, the method comprising the steps of (i) polymerizing conjugated diene monomer by employing a lanthanide-based catalyst to form a reactive polymer, and (ii) reacting the reactive polymer with a protected oxime compound.
    Type: Grant
    Filed: December 13, 2007
    Date of Patent: January 3, 2012
    Assignee: Bridgestone Corporation
    Inventors: Steven Luo, Yuan-Yong Yan, Jason T. Poulton, Eiju Suzuki
  • Patent number: 8084565
    Abstract: A catalyst for polymerization of conjugated diene is provided, which facilitates manufacture of a conjugated diene polymer with a high 1,4-cis structure content, leaves less aluminum residue on polymerization, and has high activity. A method of manufacturing conjugated diene polymers using the catalyst is also provided. A catalyst for polymerization of conjugated diene comprises (A) an yttrium compound; (B) an ionic compound including a non-coordinate anion and a cation; and (C) an organometallic compound including an element selected from the groups 2, 12 and 13 of the periodic table.
    Type: Grant
    Filed: January 11, 2010
    Date of Patent: December 27, 2011
    Assignee: Ube Industries, Ltd.
    Inventors: Michinori Suzuki, Masato Murakami, Naomi Okamoto, Mitsuharu Eikyuu, Kouji Ishiguchi
  • Patent number: 7956141
    Abstract: The present invention provides 1) a complex comprising a mono-anionictridentate ligand, represented by the following general formula (I); 2) a polymerization catalyst composition, comprising the complex; and 3) a cis-1,4-isoprene polymer, a cis-1,4-butadiene polymer, a cis-1,4-isoprene-styrene copolymer, a cis-1,4-butadiene-styrene copolymer, a cis-1,4-butadiene-cis-1,4-isoprene copolymer, and a cis-1,4-butadiene-cis-1,4-isoprene-styrene copolymer, each of which has high-cis-1,4 content in a micro structure and a sharp molecular-weight distribution.
    Type: Grant
    Filed: January 23, 2006
    Date of Patent: June 7, 2011
    Assignee: Riken
    Inventors: Toshiaki Suzuki, Lixin Zhang, Zhaomin Hou
  • Patent number: 7956146
    Abstract: Pneumatic rubber tire with an outer, circumferential tread comprised of specialized cis 1,4-polybutadiene rubber based silica/carbon black reinforced rubber composition.
    Type: Grant
    Filed: February 24, 2009
    Date of Patent: June 7, 2011
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Junling Zhao, Aaron Scott Puhala, Steven Wayne Cronin, Paul Harry Sandstrom, John Joseph Andre Verthe
  • Patent number: 7919571
    Abstract: This invention provides a polybutadiene capable of improving wear resistance and resistance to crack growth in a rubber composition and a tire, wherein values of e, f and g derived from the following determinant (I): ( 1.7455 0 - 0.0151 - 0.0454 0.4292 - 0.0129 - 0.007 0 0.3746 ) ? ( log 10 ? ( a / d ) log 10 ? ( a / b ) log 10 ? ( a / c ) ) = ( e f g ) ( I ) (wherein a is a mountain peak value around 1130 cm?1 in a transmittance spectrum through Fourier transform infrared spectroscopy (FT-IR), and b is a valley peak value around 967 cm?1, and c is a valley peak value around 911 cm?1, and d is a valley peak value around 736 cm?1) satisfy relationships of equation (II): (Calculated value of cis-1,4 bond)=e/(e+f+g)×100?99 and equation (III): (Calculated value of vinyl bond)=g/(e+f+g)×100?0.
    Type: Grant
    Filed: May 19, 2008
    Date of Patent: April 5, 2011
    Assignees: Bridgestone Corporation, Riken
    Inventors: Ryuji Nakagawa, Junko Matsushita, Yoichi Ozawa, Shojiro Kaita, Olivier Tardif
  • Publication number: 20100249351
    Abstract: A novel process is used to prepare synthetic rubbers (B) which feature very narrow molecular weight distribution and a correspondingly low value for the polydispersity index. The preparation process encompasses the treatment of a synthetic rubber with ultrasound, where the resultant synthetic rubber (B) has a lower weight-average molecular weight (Mw) than the synthetic rubber (A) used. The resultant synthetic rubbers (B) have excellent suitability for processing via extruder processes or injection-moulding processes.
    Type: Application
    Filed: June 7, 2010
    Publication date: September 30, 2010
    Applicant: LANXESS DEUTSCHLAND GMBH
    Inventors: Lothar Reif, Stephen Pask
  • Patent number: 7799725
    Abstract: A catalyst for polymerization of conjugated diene comprises (A) an yttrium compound; (B) an ionic compound including a non-coordinate anion and a cation; and (C) an organometallic compound including an element selected from the groups 2, 12 and 13 of the periodic table.
    Type: Grant
    Filed: October 20, 2005
    Date of Patent: September 21, 2010
    Assignee: UBE Industries, Ltd.
    Inventors: Michinori Suzuki, Masato Murakami, Naomi Okamoto, Mitsuharu Eikyuu, Kouji Ishiguchi
  • Patent number: 7741418
    Abstract: A process for preparing a polydiene, the process comprising the step of polymerizing conjugated diene monomer in the presence of a dihydrocarbyl ether, where said step of polymerizing employs a lanthanide-based catalyst system.
    Type: Grant
    Filed: December 31, 2007
    Date of Patent: June 22, 2010
    Assignee: Bridgestone Corporation
    Inventors: Steven Luo, Kevin M. McCauley, Jason T. Poulton
  • Patent number: 7691957
    Abstract: This invention is concerned with a butadiene-based polymer having a high cis-1,4 bond content, a low vinyl bond content and a molecular weight distribution of a specified range, and more particularly a butadiene-based polymer having a 1,3-butadiene monomer unit, characterized in that a cis-1,4 bond content and a vinyl bond content in the 1,3-butadiene monomer unit as measured by a Fourier transform infrared spectroscopy (FT-IR) is not less than 98.0% and not more than 0.3%, respectively, and a ratio (Mw/Mn) of weight average molecular weight (Mw) to number average molecular weight (Mn) is 1.6-3.5.
    Type: Grant
    Filed: June 23, 2004
    Date of Patent: April 6, 2010
    Assignee: Bridgestone Corporation
    Inventors: Eiju Suzuki, Yoichi Ozawa, Tetsuya Ohmura, Junko Kurazumi
  • Publication number: 20090299019
    Abstract: A process for preparing a polydiene, the process comprising the step of polymerizing conjugated diene monomer in the presence of a dihydrocarbyl ether, where said step of polymerizing takes place within a polymerization mixture that includes less than 20% by weight of organic solvent based on the total weight of the polymerization mixture, and where said step of polymerizing employs a lanthanide-based catalyst system that includes the combination of or reaction product of ingredients including (a) a lanthanide compound, (b) an aluminoxane, (c) an organoaluminum compound other than an aluminoxane, and (d) a bromine-containing compound selected from the group consisting of elemental bromine, bromine-containing mixed halogens, and organic bromides.
    Type: Application
    Filed: June 24, 2009
    Publication date: December 3, 2009
    Inventors: Steven Luo, Kevin M. McCauley, Jason T. Poulton
  • Patent number: 7625979
    Abstract: Lithium-terminated polymers of one or more conjugated dienes and of one or more mono alkenyl arenes are coupled by reaction with an alkoxy silane coupling agent having the formula Rx—Si—(OR?)y, where x is 0 or 1, x+y=4, R and R? are the same or different, R is selected from aryl hydrocarbon radicals, linear alkyl hydrocarbon radicals and branched alkyl hydrocarbon radicals, and R? is selected from linear and branched alkyl hydrocarbon radicals, such that the resulting polymer composition contains less than about ten weight percent of uncoupled polymer diblock. The polymer compositions are subsequently selectively hydrogenated, and are useful in a variety of compounds and end use applications.
    Type: Grant
    Filed: June 4, 2003
    Date of Patent: December 1, 2009
    Assignee: Kraton Polymers U.S. LLC
    Inventors: Harvey E. Atwood, Robert C. Bening, Mark Hageman, Dale L. Handlin, Jr., Adrie A van der Huizen, Kimberly A. Johnson, Carl L. Willis
  • Patent number: 7585805
    Abstract: A catalyst composition that is the combination of or the reaction product of ingredients comprising (a) a nickel-containing compound, (b) an alkylating agent, (c) a fluorine-containing compound, and (d) a chlorine-containing compound.
    Type: Grant
    Filed: November 22, 2005
    Date of Patent: September 8, 2009
    Inventor: Steven Luo
  • Publication number: 20090171046
    Abstract: A process for preparing a polydiene, the process comprising the step of polymerizing conjugated diene monomer in the presence of a dihydrocarbyl ether, where said step of polymerizing employs a lanthanide-based catalyst system.
    Type: Application
    Filed: December 31, 2007
    Publication date: July 2, 2009
    Inventors: Steven Luo, Kevin M. McCauley, Jason T. Poulton
  • Patent number: 7534835
    Abstract: A golf ball is composed at least in part of a material molded under heat from a rubber composition which includes: (a) a base rubber composed primarily of a mixture of at least 60 wt % of a polybutadiene having a stress relaxation time (T80), defined as the length of time it takes from the moment when rotor rotation is stopped immediately after measurement of the ML1+4 (100° C.) value (the Mooney viscosity measured at 100° C. in accordance with ASTM D-1646-96) for the ML1+4 value to decrease 80%, of less than 4 seconds with up to 40 wt % of a polybutadiene having a stress relaxation time (T80) of at least 4 seconds; (b) an unsaturated carboxylic acid and/or a metal salt thereof; and (c) an organic peroxide. The golf ball has an excellent manufacturability and rebound.
    Type: Grant
    Filed: January 23, 2006
    Date of Patent: May 19, 2009
    Assignee: Bridgestone Sports Co., Ltd.
    Inventors: Jun Shindo, Atsushi Nanba
  • Patent number: 7511108
    Abstract: The invention relates to a pneumatic tire having excellent mechanical properties by using a rubber composition containing a polybutadiene rubber having a high cis-1,4 bond content, a low vinyl bond content and proper number average molecular weight and molecular weight distribution, and more particularly to a pneumatic tire characterized in that a rubber composition including a polybutadiene with a cis-1,4 bond content of not less than 99.0% and a vinyl bond content of not more than 0.3% as measured by a Fourier transform infrared spectroscopy is used in any one of tire members.
    Type: Grant
    Filed: July 1, 2004
    Date of Patent: March 31, 2009
    Assignee: Bridgestone Corporation
    Inventors: Eiju Suzuki, Yoichi Ozawa, Shojiro Kaita, Yasuo Wakatsuki
  • Patent number: 7485765
    Abstract: A process is described for obtaining a 1,3-butadiene homopolymer by the reaction of a catalytic system in the presence of 1,3-butadiene and one or more monoolefin(s) with 4 carbon atoms. This catalytic system is based on at least: a conjugated diene monomer, an organic phosphoric acid salt of one or more rare earth metals, said salt being in suspension in at least one inert, saturated and aliphatic or alicyclic hydrocarbon solvent, an alkylating agent of the formula AlR3 or HAlR2, where R is an alkyl group, and an alkylaluminum halide halogen donor.
    Type: Grant
    Filed: May 16, 2005
    Date of Patent: February 3, 2009
    Assignee: Michelin Recherche Et Technique S.A.
    Inventors: Fanny Barbotin, Jean-Philippe Rasigade
  • Patent number: 7411027
    Abstract: A modified diene-?-olefin copolymer which is represented by the formula (1) below and has H2C?C(R5)—COO— in at least a part of the ends. wherein R1 and R2 independently represent a hydroxyl group or H2C?C(R5)—COO—, R3s, R5s, and R6s are independently represent a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, R4s independently represent a phenyl group, a pyridyl group, a chlorine atom, a cyclohexyl group, or a carbonyloxyalkyl group, and l, m, and n represent the number of repetition.
    Type: Grant
    Filed: February 9, 2005
    Date of Patent: August 12, 2008
    Assignee: Sartomer Idemitsu Co., Ltd.
    Inventors: Ryo Aburatani, Yuichi Fukunaga
  • Patent number: 7396889
    Abstract: A method for preparing a diene elastomer, such as a butadiene homopolymer or copolymer, in particular, a polybutadiene, with a high level of cis-1,4 linkages that has both a Mooney viscosity greater than or equal to 40 and a polydispersity index of less than 2.1. The method comprises a reaction of a catalyst system with at least one conjugated diene monomer to be polymerized and the catalyst system is based on at least: optionally one preforming conjugated diene; one salt of one or more rare earth metals; an inert hydrocarbon-based solvent; an alkylating agent comprising an allyl derivative of aluminum of formula R?nAlR?3-n, where R? is a saturated or unsaturated alkyl group or else a hydride, where R? is an allyl group and where n is an integer inclusively between 1 and 3; and a halogen donor that belongs to the family of alkylaluminum halides, excluding alkylaluminum sesquihalides.
    Type: Grant
    Filed: April 11, 2007
    Date of Patent: July 8, 2008
    Assignee: Michelin Recherche et Technique S.A.
    Inventor: Pierre Robert
  • Patent number: 7351776
    Abstract: A method for the continuous production of polydienes, the method comprising the steps of (a) charging a mixture of one or more monomer, catalyst system, and less than 50% weight percent organic solvent based on the total weight of the monomer, catalyst and solvent, into first vessel, (b) polymerizing the monomer to a conversion of up to 20% by weight of the monomer to form a mixture of reactive polymer and monomer, (c) removing the mixture of reactive polymer and monomer from the vessel, and (d) terminating the reactive polymer prior to a total monomer conversion of 25% by weight.
    Type: Grant
    Filed: February 22, 2005
    Date of Patent: April 1, 2008
    Assignee: Bridgestone Corporation
    Inventors: Timothy L. Tartamella, William M. Cole, Mark Smale
  • Patent number: 7294680
    Abstract: Conjugated diene polymers having good wear resistance, mechanical properties, storage stability, processability and a reduced cold flow are produced by polymerizing a conjugated diene compound with a catalyst of rare earth element compound, a compound containing at least one halogen atom, an aluminoxane, and an organoaluminum compound in an organic solvent and reacting the resulting polymer just after the polymerization with at least one compound selected from the group consisting of a halogenated organometallic compound, a halogenated metal compound, an organometallic compound, a heterocumulene compound, a hetero three-membered-ring containing compound, a halogenated isocyano compound, a carboxylic acid, an acid halide, an ester compound, a carbonic ester compound, an acid anhydride and a metal salt of a carboxylic acid as a modifying agent.
    Type: Grant
    Filed: January 20, 2004
    Date of Patent: November 13, 2007
    Assignee: JSR Corporation
    Inventors: Takuo Sone, Katsutoshi Nonaka, Iwakazu Hattori, Akio Takashima
  • Patent number: 7288611
    Abstract: Disclosed herein are a method for preparing a cis-1,4-polybutadiene with a controlled molecular weight distribution, comprising polymerizing butadiene monomers using a rare-earth catalyst system comprising: (a) at least one aliphatic hydrocarbon-soluble organometallic compound comprising at least one metal element chosen from the elements of atomic numbers 51-71 in the periodic table; (b) at least one organoaluminum compound of the formula: AlR1R22, (c) at least one aliphatic hydrocarbon-soluble halogen-containing compound; (d) optionally at least one alkylaluminum alkoxide; and (e) at least one conjugated double bond-containing organic compound, and methods of preparing the rare-earth catalyst system.
    Type: Grant
    Filed: September 27, 2004
    Date of Patent: October 30, 2007
    Assignee: Changchun Institute of Applied Chemistry Chinese Academy of Sciences
    Inventors: Liansheng Jiang, Xuequan Zhang, Weimin Dong, Xichun Liu, Jifu Bi
  • Patent number: 7220798
    Abstract: Lithium-terminated polymers of one or more conjugated dienes and of one or more mono alkenyl arenes are coupled by reaction with an alkoxy silane coupling agent having the formula Rx—Si—(OR?)y, where x is 0 or 1, x+y=4, R and R? are the same or different, R is selected from aryl hydrocarbon radicals, linear alkyl hydrocarbon radicals and branched alkyl hydrocarbon radicals, and R? is selected from linear and branched alkyl hydrocarbon radicals, such that the resulting polymer composition contains less than about ten weight percent of uncoupled polymer diblock. The polymer compositions are subsequently selectively hydrogenated, and are useful in a variety of compounds and end use applications.
    Type: Grant
    Filed: February 28, 2005
    Date of Patent: May 22, 2007
    Assignee: Kraton Polymers US LLC
    Inventors: Harvey E. Atwood, Robert C. Bening, Mark Hageman, Dale L. Handlin, Jr., Adrie A. van der Huizen, Kimberly A. Johnson, Carl L. Willis
  • Patent number: 7148299
    Abstract: The present invention relates to a catalyst for polymerization of a conjugated diene or the like, which is composed of a metallocene-type cation complex of a gadolinium compound. Examples of such catalyst include a metallocene-type cation complex of a trivalent gadolinium compound represented by the general formula (I): RaGdXb (wherein, Gd represents gadolinium; R represents a cyclopentadienyl group, a substituted cyclopentadienyl group, an indenyl group, a substituted indenyl group, a fluorenyl group, or a substituted fluorenyl group; X represents an anion; “a” represents an integer of 1 or 2; and “b” represents an integer of 1 or 2). The present invention provides a catalyst by which polymerization of a conjugated diene or copolymerization of a conjugated diene and an aromatic vinyl compound can be carried out efficiently and inexpensively.
    Type: Grant
    Filed: May 8, 2003
    Date of Patent: December 12, 2006
    Assignee: Riken
    Inventors: Shojiro Kaita, Zhaomin Hou, Yasuo Wakatsuki, Yoshiharu Doi
  • Patent number: 7112632
    Abstract: A process for the preparation of low branch content polybutadiene comprising: (a) a first butadiene polymerisation stage; (b) treatment of the polymer solution obtained upon completion of stage (a) with a coupling agent selected from: (i) polyunsaturated natural oils; (ii) butadiene and/or isoprene oligomers; (iii) butadiene and/or isoprene co-polymers with vinylarene monomers; the unsaturations present in compounds (i)–(iii) being at least partially substituted with groups selected from epoxides, anhydrides and esters; (c) recovery of the low branch content polybutadiene obtained upon completion of stage (b).
    Type: Grant
    Filed: October 17, 2005
    Date of Patent: September 26, 2006
    Assignee: Polimeri Europa S.p.A.
    Inventors: Gian Tommaso Viola, Fabio Bacchelli, Silvia Valenti
  • Patent number: 7094849
    Abstract: A method of producing cis-1,4-polydienes, the method comprising the step of contacting conjugated diene monomer with a lanthanide-based catalyst system in the presence of less than 20% by weight of organic solvent based on the total weight of monomer, organic solvent, and resulting polymer, where the lanthanide-based catalyst system is the combination of or reaction product of (a) a lanthanide compound, (b) an organoaluminum hydride, (c) a trihydrocarbylaluminum, and (d) a halogen-containing compound.
    Type: Grant
    Filed: December 15, 2003
    Date of Patent: August 22, 2006
    Assignee: Bridgestone Corporation
    Inventors: Steven Luo, William M. Cole, Yoichi Ozawa
  • Patent number: 7081504
    Abstract: This invention is based upon the unexpected discovery that alkylated diphenylamines can be used in conjunction with nickel based catalyst systems which contain (a) an organonickel compound, (b) an organoaluminum compound, and (c) a fluorine containing compound to produce cis-1,4-polybutadiene having reduced molecular weight and an increased level of branching. This results in the cis-1,4-polybutadiene exhibiting good processability without sacrificing cold flow characteristics. Additionally, the alkylated diphenylamine which remains in the rubber acts in a manner which provides it with antioxidant protection. In other words, the use of alkylated diphenylamines accomplishes the three major objectives that are realized by employing para-styrenated diphenylamines (reduced molecular weight, regulated polymer macrostructure through branching and antidegradant protection).
    Type: Grant
    Filed: August 30, 2004
    Date of Patent: July 25, 2006
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Michael Joseph Rachita, Scott Edwards Johnson