Butadiene Homopolymer Patents (Class 525/333.2)
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Patent number: 8552120Abstract: The present invention relates to a process of preparing 1,4-trans polybutadiene grafted with an aromatic organosulfur compound, the process comprising (a) preparing 1,4-trans polybutadiene by polymerizing 1,3-butadiene or butadiene derivatives in a nonpolar solvent in the presence of a particular catalyst, and (b) preparing the 1,4-trans polybutadiene grafted with an aromatic organosulfur compound by reacting the trans polybutadiene with an aromatic organosulfur compound. The organosulfur molecule in the molecular chain minimizes ultra high molecular weight fraction and narrows the molecular weight distribution, thereby enabling this polymer to show improved processability and tensile properties.Type: GrantFiled: September 16, 2009Date of Patent: October 8, 2013Assignee: Korea Kumho Petrochemical Co., Ltd.Inventors: Gwang Hoon Kwag, Hoochae Kim, Seung Hwon Lee, Hwieon Park, Hyung Kyu Choi
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Publication number: 20130261252Abstract: The present invention is directed to a functionalized elastomer comprising the reaction product of a living anionic elastomeric polymer and a polymerization terminator of formula I wherein R1, R2, R3, R4, and R5 are as defined. The invention is further directed to a rubber composition including the functionalized elastomer, and a pneumatic tire including the rubber composition.Type: ApplicationFiled: March 28, 2012Publication date: October 3, 2013Inventors: Leena Nebhani, Michael Joseph Rachita
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Publication number: 20130253120Abstract: A functionalized polyolefin having one or more pyridazine moieties is disclosed herein. A method to produce the functionalized polyolefin is also disclosed. A composition including the functionalized polyolefin is also disclosed.Type: ApplicationFiled: March 26, 2012Publication date: September 26, 2013Inventors: Rahul R. KULKARNI, Pradeep P. Shirodkar, Alistair D. Westwood, Donna J. Crowther, Wei Tang
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Patent number: 8541509Abstract: 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: GrantFiled: December 2, 2011Date of Patent: September 24, 2013Assignee: Bridgestone CorporationInventors: Steven Luo, Yuan-Yong Yan, Jason T. Poulton, Eiju Suzuki
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Publication number: 20130202830Abstract: The invention provides a first composition comprising at least the following: i) a modified polymer comprising at least one branched modified polymer macromolecule (b1) and at least one linear modified polymer macromolecule (a1), and wherein the at least one branched modified polymer macromolecule and the at least one linear modified polymer macromolecule each, independently, comprises at least one amine group selected from the group consisting of formulas (1A-1F), each as described above: and combinations thereof; and wherein the at least one branched modified polymer macromolecule further comprises one of the structures (ib1-ib4) as described above, and the at least one linear modified polymer macromolecule further comprises one of the structures (iib1) as described above (see Formula 3A)Type: ApplicationFiled: December 20, 2010Publication date: August 8, 2013Inventors: Sven Thiele, Sascha Rulhoff, Susanne Knoll
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Publication number: 20130160911Abstract: The present invention is directed to a rubber composition comprising: a functionalized elastomer comprising: a polymeric backbone chain derived from a monomer comprising at least one conjugated diene monomer and optionally at least one vinyl aromatic monomer; and a functional group bonded to the backbone chain, the functional group comprising a multidentate ligand capable of complexing with a metal ion; and a metal ion. The invention is further directed to a pneumatic tire comprising the rubber composition.Type: ApplicationFiled: December 21, 2011Publication date: June 27, 2013Inventors: Ralf Mruk, Frank Schmitz, Robert Fokko Roskamp
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Publication number: 20130158205Abstract: A modified conjugated diene polymer and a manufacturing method for the same are provided. The modified conjugated diene polymer is manufactured by the method including, forming a conjugated diene polymer by a polymerization step and making it react with a first modifier and then react with a second modifier. The modified conjugated diene polymer has over 97% of cis-1,4 structure. A PDI of the modified conjugated diene polymer is bigger than 1.8 and smaller than 2.5. The first modifier has a chemical formula of X—R1-Si(R2)3. The second modifier has a chemical formula of R3-Si(R4)3.Type: ApplicationFiled: November 6, 2012Publication date: June 20, 2013Applicant: Chi Mei CorporationInventor: Chi Mei Corporation
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Patent number: 8455584Abstract: A process for preparing, in one step, a diene block copolymer, of which at least one of these blocks is constituted of a polyether, the number-average molecular weight of which is approximately from 100 to 5000 g/mol, and at least one other of these blocks is constituted of a diene elastomer. The process according to the invention allows a high degree of grafting of the polyether to the polymer chains. Also disclosed is a reinforced rubber composition, especially intended for the manufacture of tires, comprising such a block copolymer which is intended to interact with the reinforcing filler. Such a rubber composition has improved hysteresis properties in the vulcanized state, while retaining satisfactory processing properties in the non-vulcanized state.Type: GrantFiled: June 19, 2008Date of Patent: June 4, 2013Assignees: Compagnie Generale des Etablissements Michelin, Michelin Recherche et Technique S.A.Inventors: Pierre Robert, Fanny Barbotin, Jean-Michel Favrot, Philippe Chaboche
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Publication number: 20130131279Abstract: The present invention relates to a modified polymer obtained by grafting of a compound comprising at least one group Q and at least one group A, bonded together by at least, and preferably, one “spacer” group Sp in which: Q comprises a dipole containing at least, and preferably, one nitrogen atom, capable of being grafted onto the polymer chain by [1,3]-dipolar cycloaddition, A comprises an associative group comprising at least one nitrogen atom, Sp is an atom or a group of atoms forming a bond between Q and A.Type: ApplicationFiled: July 12, 2011Publication date: May 23, 2013Applicants: Mchelin Recherche et Technique S.A., COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELINInventors: José Araujo Da Silva, Jean-Michel Favrot, Anne Frédérique Salit, Nicolas Seeboth
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Publication number: 20130096264Abstract: A method for preparing a functionalized polymer, the method comprising the steps of: (i) polymerizing monomer with a coordination catalyst to form a reactive polymer; and (ii) reacting the reactive polymer with a nitroso compound.Type: ApplicationFiled: May 14, 2012Publication date: April 18, 2013Inventor: Steven Luo
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Patent number: 8420220Abstract: A rubber composition comprising 0.3 to 10 parts by mass of sulfur and 0.1 to 10 parts by mass of a sulfeneamide base vulcanization accelerator represented by the following Formula (I) based on 100 parts by mass of a rubber component: (wherein R1 to R10 are a hydrogen atom, a linear alkyl group having 1 to 4 carbon atoms or a branched alkyl group having 3 to 4 carbon atoms, and they may be the same or different; R11 is a hydrogen atom, a linear alkyl group having 1 to 10 carbon atoms or a branched alkyl group having 3 to 10 carbon atoms; R12 to R15 are a hydrogen atom, a linear alkyl group or alkoxy group having 1 to 4 carbon atoms or a branched alkyl group or alkoxy group having 3 to 4 carbon atoms, and they may be the same or different; and x represents an integer of 1 or 2).Type: GrantFiled: March 4, 2009Date of Patent: April 16, 2013Assignee: Bridgestone CorporationInventor: Yoshitaka Satou
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Patent number: 8410226Abstract: Butadiene copolymers are brominated using certain quaternary ammonium tribromides as the brominating agent in a first step, and then with elemental bromine in a second bromination step. The bromination process proceeds easily under mild conditions, and produces a brominated product that has excellent thermal stability. The bromination proceeds to high conversions in shorter reaction times, when the bromination is performed using only the first bromination step.Type: GrantFiled: April 17, 2009Date of Patent: April 2, 2013Assignee: Dow Global Technologies LLCInventors: John W. Hull, Jr., Douglas C. Greminger, Timothy J. Adaway
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Publication number: 20130079463Abstract: A method for preparing a functionalized polymer, the method comprising the steps of: (i) polymerizing monomers to form a reactive polymer, and (ii) reacting the reactive polymer with a protected polyhydrazone compound.Type: ApplicationFiled: September 17, 2012Publication date: March 28, 2013Applicant: BRIDGESTONE CORPORATIONInventors: Steven Luo, Joshua S. Dickstein, Dennis R. Brumbaugh
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Patent number: 8404785Abstract: A method for producing a modified conjugated diene polymer includes a step (A) carrying out a primary modification reaction that reacts a heterocumulene compound having two or more specific functional groups with a conjugated diene polymer having a vinyl content of below 10% and a cis-1,4-bond content of 75% or more and possessing an active end to obtain a primary-modified conjugated diene polymer, and a step (B) carrying out a secondary modification reaction that reacts an active hydrogen-containing compound that includes one or more functional groups selected from the group consisting of an amino group, an imino group, a mercapto group, and a hydroxyl group with the primary-modified conjugated diene polymer to obtain a secondary-modified conjugated diene polymer. The method can produce a modified conjugated diene polymer that exhibits low heat build-up (low fuel consumption) and excellent wear resistance.Type: GrantFiled: December 27, 2007Date of Patent: March 26, 2013Assignee: JSR CorporationInventors: Ryouji Tanaka, Kouichirou Tani, Takuo Sone, Toshihiro Tadaki
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Patent number: 8394897Abstract: Provided herein are methods for a vinylidene terminated polyolefin comprising: a. ionizing a polyolefin in the presence of a Lewis acid to form an ionized polyolefin; b. reacting the ionized polyolefin from step (a) with one or more dihydrocarbylmonosulfides; and c. reacting the product of step (b) with one or more proton acceptor compounds. In some embodiments, the dihydrocarbylmonosulfide has the formula: R1—S—R2 wherein R1 and R2 are each, independently, hydrocarbyl.Type: GrantFiled: March 25, 2008Date of Patent: March 12, 2013Assignee: Chevron Oronite Company LLCInventor: Casey D. Stokes
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Patent number: 8389638Abstract: The present invention relates to a novel multi functional additive grafted rubber. More particularly the present invention relates to novel grades of rubber and in particular to chemically grafted with cardanol (meta-penta decenyl phenol) and/or its derivatives. Importantly the rubber grades of the invention involve chemically anchored/grafted selective meta alkenyl phenol and/or its derivatives in the backbone of natural or synthetic rubber. Importantly, such rubber variant of the invention have high plasticity, lower Mooney and melt viscosities, better cure properties as compared to conventional virgin natural rubber or natural rubber plasticized with aromatic process oils.Type: GrantFiled: November 22, 2005Date of Patent: March 5, 2013Assignee: Council of Scientific and Industrial ResearchInventors: Golok Bihari Nando, Tiruchanur Vikram
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Patent number: 8389641Abstract: The present invention provides a modified diene rubber which can be produced economically and improve low-loss properties and wear resistance of a rubber composition made therefrom, as compared with the conventional modified diene rubber. The present invention further provides: a method of producing the modified diene rubber; a rubber composition using the modified diene rubber; and a tire using the rubber composition. Specifically, the present invention provides: a modified diene rubber, produced by first oxidizing diene rubber latex and then adding a polar group-including hydrazide compound to a terminal end of a molecular chain of the diene rubber; a rubber composition, comprising the modified diene rubber; and a tire, comprising a tire member made of the rubber composition.Type: GrantFiled: February 16, 2009Date of Patent: March 5, 2013Assignee: Bridgestone CorporationInventor: Makiko Yonemoto
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Patent number: 8389644Abstract: A functionalized polymer includes a directly bonded moiety, which can be located at a terminus of the polymer, defined by the formula —NH—NR1R2 where R1 and R2 independently are substituted or unsubstituted alkyl, alkenyl, cycloalkyl, cycloalkenyl, aryl, allyl, aralkyl, alkaryl, or alkynyl groups, or together form a substituted or unsubstituted alkylene, alkenylene, cycloalkylene, cycloalkenylene, or arylene group. The functionalized polymer can be provided by reacting a living polymer with a hydrazone. Such polymers can be used in the production of compositions that include particulate fillers.Type: GrantFiled: October 23, 2007Date of Patent: March 5, 2013Assignee: Bridgestone Corp.Inventors: Dennis R. Brumbaugh, Steven Luo, Christine Rademacher, Yuan-Yong Yan
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Patent number: 8383735Abstract: A pre-cursor block copolymer for sulfonation which, prior to hydrogenation, has the general configuration A-B-A, A-B-A-B-A, (A-B-A)nX, (A-B)nX, A-D-B-D-A, A-B-D-B-A, (A-D-B)nX, (A-B-D)nX or mixtures thereof, wherein A, B and D blocks do not contain any significant levels of olefinic unsaturation. Each A and D block is a polymer block resistant to sulfonation, and each B block is a polymer block susceptible to sulfonation. Each A block is a segment of one or more polymerized para-substituted styrene monomers, each B block contains segments of one or more vinyl aromatic monomers selected from polymerized (i) unsubstituted styrene monomers, (ii) ortho-substituted styrene monomers, (iii) meta-substituted styrene monomers, (iv) alpha-methylstyrene, (v) 1,1-diphenylethylene, (vi) 1,2-diphenylethylene and (vii) mixtures thereof, and each D block contains polymers having a glass transition temperature less than 20° C. and a number average molecular weight of between 1,000 and 50,000.Type: GrantFiled: April 20, 2010Date of Patent: February 26, 2013Assignee: Kraton Polymers US LLCInventors: Carl Lesley Willis, Dale Lee Handlin, Jr., Scott Russell Trenor, Brian Douglas Mather
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Publication number: 20130046064Abstract: A composition of a surface-treated-carbon-black and a functionalized polymer with functionalization along the polymer chain is disclosed, wherein the polymer represents a solution SBR including, but not limited to blends of the SBR (PBR4003) with BR, NR and EPDM, and the SBR polymer functionalization comprises polar, oxygen-containing functional groups, such that the compound exhibits reduced hysteresis and rolling resistance, improved wet traction with excellent abrasion resistance as would be used in passenger, truck and racing tires.Type: ApplicationFiled: July 27, 2010Publication date: February 21, 2013Inventors: Charles Herd, Charles Edwards, John Curtis, Steve Crossley, Keith Cory Schomberg, Thomas Gross, Norbert Steinhauser, Heike Kloppenberg, David Hardy, Alex Lucassen
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Patent number: 8367779Abstract: The invention provides a rubber composition for golf balls which includes (A) a base rubber containing a polybutadiene having a cis-1,4 bond content of at least 60 wt %, (B) an unsaturated carboxylic acid and/or a metal salt thereof, and (C) an anthranilic acid derivative of the general formula wherein R1 and R2 are each independently a hydrogen atom or a hydrocarbon group of 1 to 20 carbons, m is an integer from 1 to 4, and n is an integer from 1 to 3, with the proviso that if m and/or n is 2 or more, each occurrence of R1 and R2 may be the same or different. The golf ball rubber composition of the invention enables a high-quality molded and crosslinked product having a suitable hardness and a high resilience to be obtained.Type: GrantFiled: November 21, 2011Date of Patent: February 5, 2013Assignees: Bridgestone Sports Co., Ltd., Bridgestone CorporationInventors: Yuichiro Ozawa, Tsuyoshi Nakajima, Yusuke Yamagata, Teppei Mori, Takahiro Iwai
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Patent number: 8362156Abstract: A method for preparing a functionalized polymer, the method comprising the steps of preparing a reactive polymer and reacting the reactive polymer with a heterocyclic nitrile compound.Type: GrantFiled: October 14, 2008Date of Patent: January 29, 2013Assignee: Bridgestone CorporationInventors: Steven Luo, Ryouji Tanaka, Kouichirou Tani
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Patent number: 8362143Abstract: Disclosed herein is a non-glossy rubber modified aromatic vinyl-vinyl cyanide copolymer and a method for continuously preparing the same. The copolymer comprises about 80 to about 93% by weight of an aromatic vinyl-vinyl cyanide copolymer grafted onto about 7 to about 20% by weight of a diene-based rubber, and a dispersed phase of the copolymer has an average rubber particle diameter of about 6 to about 20 ?m and a span of about 1.2 to about 2.8.Type: GrantFiled: December 29, 2008Date of Patent: January 29, 2013Assignee: Cheil Industries Inc.Inventors: Hwan Seok Park, Young Sub Jin, Jae Keun Hong, Sung Kwan Kim, Byeong Do Lee, Ho Ryong Sun, Seung Dae Lee
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Patent number: 8362155Abstract: [Problem] To provide a conjugated diene polymer cyclized product free from coloring, a conjugated diene polymer cyclized product that has a narrow molecular weight distribution and is free from coloring, and a method for producing these conjugated diene polymer cyclized products. [Means for Resolution] A conjugated diene polymer cyclized product having a Gardner color scale of not more than 3.0. A conjugated diene polymer cyclized product having a Gardner color scale of not more than 3.0 and a ratio of weight average molecular weight/number average molecular weight of not more than 1.5. A method for producing a conjugated diene polymer cyclized product includes adding water to a conjugated diene polymer solution obtained by polymerizing a conjugated diene in a solvent by using an organoalkali metal compound as an initiator, thereby terminating the polymerization and then subjecting the subject conjugated diene polymer to a cyclization reaction.Type: GrantFiled: June 13, 2005Date of Patent: January 29, 2013Assignee: Zeon CorporationInventor: Toshio Kase
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Publication number: 20130005842Abstract: Methods and materials are described for preparing organic-inorganic hybrid gel compositions where a sulfur-containing cross-linking agent covalently links the organic and inorganic components. The gel compositions are further dried to provide porous gel compositions and aerogels. The mechanical and thermal properties of the dried gel compositions are also disclosed.Type: ApplicationFiled: February 17, 2012Publication date: January 3, 2013Applicant: ASPEN AEROGELS, INC.Inventors: Owen R. Evans, Wenting Dong, Kiranmayi Deshpande
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Patent number: 8344066Abstract: A method for preparing a functionalized polymer, the method comprising the steps of (i) polymerizing monomer with a coordination catalyst to form a reactive polymer; and (ii) reacting the reactive polymer with a nitrile compound containing a protected amino group.Type: GrantFiled: January 22, 2010Date of Patent: January 1, 2013Assignee: Bridgestone CorporationInventors: Steven Luo, Eiju Suzuki, Dennis R. Brumbaugh
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Patent number: 8329827Abstract: A sulfonated block copolymer which is solid and non-dispersible in water having at least two polymer end blocks A and at least one interior block B wherein each A block is a polymer block resistant to sulfonation and each B block is a polymer block susceptible to sulfonation, wherein the A and B blocks do not contain any significant levels of olefinic unsaturation. Each A block includes one or more segments selected from polymerized (i) ethylene, (ii) monomers of conjugated dienes having a vinyl content less than 35 mol percent prior to hydrogenation, and (iii) mixtures thereof; and each B block comprising segments of one or more polymerized vinyl aromatic monomers selected from (i) unsubstituted styrene monomers, (ii) ortho-substituted styrene monomers, (iii) meta-substituted styrene monomers, (iv) alpha-methylstyrene, (v) 1,1-diphenylethylene, (vi) 1,2-diphenylethylene and (vii) mixtures thereof.Type: GrantFiled: April 20, 2010Date of Patent: December 11, 2012Assignee: Kraton Polymers U.S. LLCInventors: Carl Lesley Willis, Dale Lee Handlin, Jr., Scott Russell Trenor, Brian Douglas Mather
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Patent number: 8314189Abstract: A method for preparing a functionalized polymer, the method comprising the steps of preparing a reactive polymer and reacting the reactive polymer with a heterocyclic nitrile compound.Type: GrantFiled: June 23, 2008Date of Patent: November 20, 2012Assignee: Bridgestone CorporationInventors: Steven Luo, Ryouji Tanaka, Kouichirou Tani
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Patent number: 8299184Abstract: 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: GrantFiled: February 14, 2007Date of Patent: October 30, 2012Assignee: Bridgestone CorporationInventors: Junko Kurazumi, Kouji Masaki
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Patent number: 8262750Abstract: Polyolefinic amines may be produced in a reaction comprising contacting an olefin or a polyolefin with an azo compound under free radical conditions to form a polyolefinic nitrile having an average molecular weight of at least 250, followed by reducing the polyolefinic nitrile to a corresponding polyolefinic amine. The polyolefinic amines produced by the reaction may be included as a detergent in compositions, such as fuel compositions, additive compositions, and/or carrier compositions.Type: GrantFiled: July 1, 2009Date of Patent: September 11, 2012Assignee: Afton Chemical CorporationInventor: William Jay Colucci
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Patent number: 8236888Abstract: A macromolecule including a polymer and a polyhedral radical chemically bonded to a terminus of the polymer provides numerous processing and performance advantages. Further functionalization of this macromolecule also is described as being advantageous in certain circumstances. Methods of providing, functionalizing, and utilizing the macromolecule also are provided.Type: GrantFiled: July 27, 2011Date of Patent: August 7, 2012Inventors: Yuan-Yong Yan, Jason Poulton, Xiaorong Wang, Hao Wang, Michelle A. Cottrell
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Publication number: 20120165476Abstract: An amine-containing alkoxysilyl-functionalized polymer, a method of preparing a reactive polymer functionalized with an alkoxysilane functionalizing agent and further reacted with an amino alcohol, the resulting polymer, and vulcanizates thereof.Type: ApplicationFiled: February 28, 2012Publication date: June 28, 2012Inventors: Terrence E. Hogan, William L. Hergenrother, Maria Tallman
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Patent number: 8207275Abstract: A functionalized polymer defined by the formula ?-R1-?, where ? is a polymer chain, R1 is a bond or a divalent organic group, and ? is a sulfur-containing heterocycle.Type: GrantFiled: May 24, 2010Date of Patent: June 26, 2012Assignee: Bridgestone CorporationInventors: Terrence E. Hogan, Christine Rademacher, William Hergenrother, David F. Lawson
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Patent number: 8202944Abstract: The present invention provides a modified polymer, which is obtained by reacting, with an active metal bonded to a polymer, a modifier represented by the general formula (I) (where X1 to X5 each represent a hydrogen atom or a specific monovalent functional group, and at least one of those is other than a hydrogen atom, R1 to R5 each represent a single bond or a divalent hydrocarbon group having 1 to 18 carbon atoms, and a plurality of aziridine rings may be bonded through any of X1 to X5 and R1 to R5).Type: GrantFiled: December 19, 2005Date of Patent: June 19, 2012Assignee: Bridgestone CorporationInventors: Eiju Suzuki, Tetsuya Omura
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Patent number: 8198378Abstract: The present invention relates to a preparation method of aromatic organosulfur functionalized 1,4-cis polybutadiene comprising: polymerizing 1,3-butadiene or butadiene derivative in the presence of a specific catalyst in a nonpolar solvent to prepare 1,4-cis polybutadiene; and reacting the resultant polybutadiene with an aromatic organosulfur compound. Such prepared aromatic organosulfur functionalized 1,4-cis polybutadiene is without ultrahigh molecular weight region and, thus, has narrow molecular weight distribution.Type: GrantFiled: October 20, 2008Date of Patent: June 12, 2012Assignee: Korea Kumho Petrochemical Co., Ltd.Inventors: Gwang Hoon Kwag, Pil Sung Kim, Seung Hwon Lee, Hyung Kyu Choi, Hyun Jin Kim
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Patent number: 8198379Abstract: The present invention relates to the modification of butyl elastomers, particularly halobutyl elastomers, under solvent free conditions with a phase transfer catalyst in the presence of an alkyl metal salt of an oxygen or sulfur-based nucleophile.Type: GrantFiled: August 2, 2006Date of Patent: June 12, 2012Assignee: LANXESS Inc.Inventors: John Scott Parent, Ralph Allen Whitney, Sergio A. Guillén-Castellanos, Rui Resendes
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Patent number: 8188195Abstract: A method for preparing a functionalized polymer, the method comprising the steps of: (i) polymerizing monomer with a coordination catalyst to form a reactive polymer; and (ii) reacting the reactive polymer with a nitroso compound.Type: GrantFiled: December 31, 2008Date of Patent: May 29, 2012Assignee: Bridgestone CorporationInventor: Steven Luo
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Patent number: 8183326Abstract: A polymer includes directly bonded aromatic pendent groups and at least one moiety defined by one of the following formulas >N—N?CR1R2 or —N?N—CR1R2— where R1 and R2 (a) are independently H or a substituted or unsubstituted alkyl, alkenyl, cycloalkyl, cycloalkenyl, aryl, allyl, aralkyl, alkaryl, or alkynyl group, or (b) together form a substituted or unsubstituted alkylene, alkenylene, cycloalkylene, cycloalkenylene, or arylene group. The moiety can be attached to the polymer through one or both of the two open bonds and, where it is attached through only one bond, the other bond attaches to a hydrogen atom, i.e., the moiety is at a terminus of the polymer. Such polymers can be used to provide compositions that also include particulate fillers.Type: GrantFiled: July 24, 2007Date of Patent: May 22, 2012Assignee: Bridgestone CorporationInventors: Yuan-Yong Yan, Dennis R. Brumbaugh, Steven Luo
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Patent number: 8143354Abstract: The present invention relates to the in situ acid end group functionalization of polymer chains which have been prepared by means of atom transfer radical polymerization, and to the simultaneous removal of transition metals from polymer solutions.Type: GrantFiled: May 15, 2007Date of Patent: March 27, 2012Assignee: Evonik Röhm GmbHInventors: Sven Balk, Gerd Loehden, Christine Miess, Christine Troemer, Monika Maerz
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Publication number: 20120041153Abstract: The present invention is generally directed toward a regiofunctional carbon nanotube beam structures and a method the same. The regiofunctional carbon nanotube beam structures contain chemical moieties attached selectively to the ends and/or the sidewalls of the nanotube which differentiate the physico-chemical properties of the nanotube ends from the physico-chemical of the sidewalls to enable directed self-assembly. The method comprises the steps including opening carbon nanotube ends, protecting those ends from sidewall functionalization chemistry by chemically differentiating the open carbon nanotube ends from the nanotube sidewall, functionalizing the sidewalls, functionalizing the ends of the carbon nanotube and attaching crown to ends.Type: ApplicationFiled: August 11, 2010Publication date: February 16, 2012Inventor: Nolan Walker Nicholas
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Patent number: 8110635Abstract: A method for producing a conjugated diene polymer is provided that includes a step of polymerizing a conjugated diene-containing monomer in a hydrocarbon solvent in the presence of an alkali metal catalyst, thus giving a polymer having a catalyst-derived alkali metal at one terminus of a polymer chain comprising a conjugated diene-based monomer unit, and a step of reacting the polymer obtained in the step of polymerizing and a trialkoxysilane compound represented by the formula below. (In the formula, Y and Z independently denote an oxygen atom or a sulfur atom, R1, R2, and R3 independently denote an alkyl group having 1 to 4 carbon atoms, m denotes an integer of 1 to 5, and n denotes an integer of 0 to 5.Type: GrantFiled: June 17, 2008Date of Patent: February 7, 2012Assignee: Sumitomo Chemical Company, LimitedInventors: Naoaki Maeda, Mayumi Oshima, Katsunari Inagaki
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Patent number: 8110634Abstract: Sulfenamide derivatives of 4-alkyl substituted 2-mercapto benzothiazole (4m-MBT) as accelerators used in vulcanizable rubber composition having improved ‘Reversion Resistance’ and ‘Modulus & Hardness Stabilization’ properties for sulphur vulcanized tire compounds predominantly based on Natural Rubber or its blends with Polybutadiene (BR) and styrene butadiene rubber (SBR) in which Natural Rubber is the major component thereby improving the overall tire performance, ride safety and tyre service life.Type: GrantFiled: July 23, 2007Date of Patent: February 7, 2012Assignee: Nocil, LtdInventors: Chandrashekhar Shankar Inamdar, Chinmoy Nandi, Narendra Digambar Gangal
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Patent number: 8106130Abstract: A modified conjugated diene polymer comprises a modifying group based on a low molecular weight compound having two or more tertiary amino groups and one or more alkoxysilyl groups in a molecule which bonds to a conjugated diene polymer obtained by polymerization of a conjugated diene compound or a conjugated diene polymer obtained by copolymerization of a conjugated diene compound and an aromatic vinyl compound. The process for producing the modified conjugated diene polymer comprises the steps of: polymerizing a conjugated diene compound or copolymerizing a conjugated diene compound and an aromatic vinyl compound in a hydrocarbon solvent using an alkali metal initiator and/or an alkaline earth metal initiator; and reacting active terminals of the resulting polymer with a low molecular weight compound having two or more tertiary amino groups and one or more alkoxysilyl groups in the molecule.Type: GrantFiled: July 19, 2007Date of Patent: January 31, 2012Assignee: Asahi Kasei Chemicals CorporationInventors: Ryoko Fukuoka, Haruo Yamada, Norifusa Ishimura
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Patent number: 8088868Abstract: 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: GrantFiled: December 13, 2007Date of Patent: January 3, 2012Assignee: Bridgestone CorporationInventors: Steven Luo, Yuan-Yong Yan, Jason T. Poulton, Eiju Suzuki
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Publication number: 20110301261Abstract: A chain end modified polymer comprising the reaction product of a living anionic elastomeric polymer and a silane-sulfide modifier A preferred class of modifiers includes compounds represented by the formula: (RO)x(R)ySi—R?—S—SiR3, wherein Si is silicon; S is sulfur; O is oxygen; x is an integer selected from 1, 2 and 3; y is an integer selected from 0, 1, and 2; x+y=3; R is the same or different and is: (C1-C16) alkyl; and R? is aryl, alkylaryl, or (C1-C16) alkyl. The invention further includes methods for making such chain end modified polymers, their use in preparing vulcanized elastomeric polymer compositions, and articles made from such compositions, including pneumatic tires, tire treads, belts, and the like. The subject compositions exhibit lower Tan ? at 60° C. values, while maintaining good processing characteristics, and a good balance of physical properties, including: abrasion resistance, tensile strength, modulus and elongation at break.Type: ApplicationFiled: August 4, 2011Publication date: December 8, 2011Inventors: Sven Thiele, Joachim Kiesekamp, Norbert Jantsch, Thomas Knispel
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Patent number: 8071676Abstract: A primary modified polymer composed of (1) a hydrogenated polymer obtained by hydrogenating at least one non-hydrogenated polymer selected from the group consisting of polymers comprising conjugated diene monomer units and copolymers comprising conjugated diene monomer units and vinyl aromatic monomer units and (2) groups of a primary modifier having a functional group which are bonded to the polymer (1), which has a specific vinyl aromatic monomer unit content, a specific vinyl aromatic polymer block content, a specific weight-average molecular weight, and a specific degree of hydrogenation of the double bonds of conjugated diene monomer units; a secondary modified polymer obtained by reacting a primary modified polymer composed of (?) a base polymer and (?) groups of a primary modifier having a functional group which are bonded to the polymer (?) with a secondary modifier; and compositions comprising the primary or secondary modified polymer and at least one other component.Type: GrantFiled: December 22, 2008Date of Patent: December 6, 2011Assignee: Asahi Kasei Chemicals CorporationInventors: Takaaki Matsuda, Shigeki Takayama, Toshinori Shiraki, Shigeo Nakajima, Yasuhiro Kusanose
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Publication number: 20110288200Abstract: A method for preparing a functionalized polymer, the method comprising the steps of polymerizing monomer to form a reactive polymer, and reacting the reactive polymer with a polycyano compound.Type: ApplicationFiled: January 22, 2010Publication date: November 24, 2011Inventor: Steven Luo
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Patent number: 8063153Abstract: A functionalized polymer includes an elastomer, a terminal functional group including at least one heteroatom, and a unit intermediate the elastomer and the functional group; the intermediate unit includes a terminal moiety which, in its anionic form, is less basic than a secondary amino radical ion. Methods of making the functionalized polymer and of using it with particulate filler to make, e.g., a tire tread composition also are disclosed.Type: GrantFiled: October 20, 2005Date of Patent: November 22, 2011Assignee: Bridgestone CorporationInventors: Yuan-Yong Yan, David F. Lawson
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Patent number: 8063152Abstract: The present invention relates to functionalizing agents that are particularly useful for functionalizing living rubbery polymers to make the polymer more compatible with fillers, such as carbon black and silica. These functionalizing agents are comprised of a boron containing compound having a structural formula selected from the group consisting of: wherein R is selected from the group consisting of hydrogen atoms, alkyl groups and aryl groups, wherein R1, R2, and R3 can be the same or different and are selected from the group consisting of alkyl groups, and aryl groups, and wherein R4 represents an alkylene group or a bridging aromatic group.Type: GrantFiled: February 25, 2009Date of Patent: November 22, 2011Assignee: The Goodyear Tire & Rubber CompanyInventors: Robert Alan Woloszynek, Stephan Rodewald
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Patent number: 8058353Abstract: A sulfonated block copolymer which is solid and non-dispersible in water having at least two polymer end blocks A and at least one polymer interior block B wherein each A block is a polymer containing essentially no sulfonic acid or sulfonate functional groups and each B block is a polymer block containing 10 to 100 mol percent sulfonic acid or sulfonate functional groups based on the number of monomer units of the B block, and wherein said A and B blocks do not contain any significant levels of olefinic unsaturation. Also claimed are processes for making such block copolymers, and the various end uses and applications for such block copolymers.Type: GrantFiled: April 20, 2010Date of Patent: November 15, 2011Assignee: Kraton Polymers US LLCInventors: Carl Lesley Willis, Dale Lee Handlin, Jr., Scott Russell Trenor, Brian Douglas Mather