Contains Compound Of Nitrogen Patents (Class 526/180)
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Patent number: 11525049Abstract: The present invention relates to the use of N,N?,N?-substituted hexahydro-1,3,5-triazine in the anionic polymerization of conjugated diene monomer and vinylaromatic monomer. Use of this polar additive produces copolymers having both high vinylaromatic and low vinyl contents, while the blockiness of the vinylaromatic unit can be tailored.Type: GrantFiled: March 28, 2018Date of Patent: December 13, 2022Assignees: SYNTHOS S.A., SYNTHOS DWORY 7 SPÓLKA Z OGRANICZONA ODPOWIEDZIALNOSCIA SPÓLKA JAWNAInventors: Radoslaw Kozak, Robert Bogacz, Malgorzata Walenia, Pawel Weda
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Patent number: 11254801Abstract: The present invention relates to a modified polymerization initiator for a conjugated diene-based polymer, and a modified conjugated diene-based polymer including a functional group derived from the modified polymerization initiator.Type: GrantFiled: August 21, 2018Date of Patent: February 22, 2022Inventors: Jung Yong Lee, Jae Hoon Choe, Dong Cheol Choe, Jong Young Choi, Won Jae Lee, Hyeon Hui Kim
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Patent number: 10618994Abstract: An ethylenically unsaturated polymer includes at a terminus the radical of a compound that is the reaction product of a secondary amine and a vinyl aromatic compound. The secondary amine portion of the compound can be a cyclic compound with N as one of its ring atoms, while the vinyl aromatic compound can include one or more substituents. The polymer can be used as a component of a variety of elastomeric compounds used in the production of vulcanizates.Type: GrantFiled: October 8, 2016Date of Patent: April 14, 2020Assignee: Bridgestone CorporationInventors: Yuan-Yong Yan, David M. Roggeman
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Patent number: 9000109Abstract: A process for polymerization of a polymer containing monomeric units derived from a styrene monomer and a 1,3-butadiene monomer includes polymerizing the monomeric units in the presence of an initiator, a first polar agent, and a second polar agent. The first polar agent includes a structure (I): R1?R2?N-Q-NR3?R4?; and the second polar agent comprises a structure (II): R1?, R2?, R3?, and R4? are each independently selected from the group consisting of an alkyl group and hydrogen; Q contains an alkylene group; R1 and R2 are each independently an alkyl group; and R3, R4, R5, R6, R7 and R8 are each independently selected from the group consisting of an alkyl group and hydrogen. Polymers prepared by the above process are described, as are compositions containing such a polymer, and articles containing at least one component formed from such a composition.Type: GrantFiled: March 1, 2012Date of Patent: April 7, 2015Assignee: Styron Europe GmbHInventors: Evemarie Hamann, Silvia Valenti, Karin Schmiedel
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Patent number: 8933159Abstract: Described are a particular group of novel aromatic hydrocarbon telomers that, on bromination, result in the formation of novel flame retardants having a uniquely beneficial combination of properties. The resultant flame retardants and uses thereof are also described. The disclosure includes descriptions of methods for preparing both the aromatic hydrocarbon telomers and the brominated flame retardant polymers.Type: GrantFiled: November 30, 2009Date of Patent: January 13, 2015Assignee: Albemarle CorporationInventors: William J. Layman, Jr., Charles H. Kolich, Arthur G. Mack, Jonathan P. McCarney, Govindarajulu Kumar, Jorge Morice, Zhongxin Ge, Bo Liu, Douglas W. Luther, Kimberly M. White, Bruce C. Berris, Junzuo Wang
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Patent number: 8916665Abstract: Metallated aminosilane compounds for use as functional initiators in anionic polymerizations and processes for producing an aminosilane-functionalized polymer using the metallated aminosilane compounds to initiate anionic polymerization of at least one type of anionically polymerizable monomer. Preferred use of the metallated aminosilane compounds results in rubber compositions for use in tires comprising an aminosilane functionalized polymer. A telechelic polymer may result from use of the metallated aminosilane compound as a functional terminator.Type: GrantFiled: June 22, 2011Date of Patent: December 23, 2014Assignee: Bridgestone CorporationInventors: David F. Lawson, Terrence E. Hogan, Christine Rademacher, David M. Roggeman, Fuminori Ota
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Patent number: 8877832Abstract: The present invention provides a process for producing a conjugated diene-based polymer comprising polymerizing a monomer component comprising a conjugated diene compound and a silicon-containing vinyl compound using the following compounds (I) and (II), as a polymerization initiator component, (I) an organic alkali metal compound (II) a compound represented by the following formula (I) wherein R11 and R12 represent a hydrocarbyl group having 1 to 20 carbon atoms optionally having a substituent.Type: GrantFiled: January 23, 2012Date of Patent: November 4, 2014Assignee: Sumitomo Chemical Company, LimitedInventors: Mana Ito, Katsunari Inagaki, Mayumi Oshima
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Publication number: 20140309390Abstract: A stabilized initiator solution comprising a multi-valent lithiated containing initiator and an aliphatic or cycloaliphatic solvent.Type: ApplicationFiled: December 17, 2012Publication date: October 16, 2014Inventor: Yuan-Yong Yan
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Patent number: 8815977Abstract: The present invention provides a process for producing a conjugated diene-based polymer, comprising polymerizing a monomer component containing a conjugated diene compound and a silicon-containing vinyl compound using a polymerization initiator represented by the following formula (1) wherein, R11 represents a hydrocarbylene group having 6 to 100 carbon atoms, R12 and R13 represent a hydrocarbyl group optionally having a substituent, or a trihydrocarbylsilyl group, or R12 and R13 are bonded to represent a hydrocarbylene group optionally having, as a hetero atom, at least one kind atom selected from the atomic group consisting of a silicon atom, a nitrogen atom and an oxygen atom.Type: GrantFiled: January 24, 2012Date of Patent: August 26, 2014Assignee: Sumitomo Chemical Company, Ltd.Inventors: Mana Ito, Katsunari Inagaki, Mayumi Oshima
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Patent number: 8750762Abstract: To provide a charging member that can have a uniform electrical resistance, can not easily change in electrical resistance even by any long-term continuous electrification and, as a result thereof, may cause less change in its charging performance with time. A charging member having a conductive support and an elastic-material layer; the elastic-material layer comprising a vulcanized rubber; the vulcanized rubber being a vulcanized product of a composition which comprises i) a binder polymer comprising a polymer having a butadiene skeleton and ii) carbon black as electrically conductive particles; and the polymer having a butadiene skeleton has a molecular terminal modified with an atomic group having a specific structure.Type: GrantFiled: February 15, 2011Date of Patent: June 10, 2014Assignee: Canon Kabushiki KaishaInventors: Masaaki Harada, Hiroaki Watanabe, Keiji Nose
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Patent number: 8729204Abstract: Compositions and methods for producing polymerization initiators comprising at least two protected primary amine groups. Polymers prepared using such polymerization initiators can comprise a residue of the polymerization initiator and can initially comprise the at least two protected primary amine groups. Such polymers can undergo a deprotection process thereby yielding a polymer having one or more unprotected primary amine groups. Polymers having primary amine groups can be employed in rubber compositions, which have a variety of potential applications, such as, for example, in tire manufacturing.Type: GrantFiled: September 10, 2010Date of Patent: May 20, 2014Assignee: Bridgestone CorporationInventors: Eiju Suzuki, Terrence E. Hogan
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Patent number: 8710164Abstract: A process for the preparation of diene polymers or vinylarene-diene statistical (random) copolymers which comprises the anionic (cp) polymerization, in hydrocarbon solvents, of at least one monomer of a conjugated diene, optionally in the presence of a vinyl aryl monomer, and using a compound belonging to the group of lithium alkyls as initiator, characterized in that the total lithium alkyl initiator is modified in situ by means of a reaction with a compound having general formula (I): Rm—(X—H)n (I) wherein R is a C2-C20 (cyclo) alkyl or C6-C20 aromatic radical, X is a heteroatom belonging to group VA or group VIA of the periodic system, n is an integer higher than or equal to 1, m is an integer>1 which depends on the valence of the heteroatom X.Type: GrantFiled: September 29, 2011Date of Patent: April 29, 2014Assignee: Polimeri Europa S.p.A.Inventors: Luca Soddu, Gabriele Veneri
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Publication number: 20130345379Abstract: A process for polymerization of a polymer containing monomeric units derived from a styrene monomer and a 1,3-butadiene monomer includes polymerizing the monomeric units in the presence of an initiator, a first polar agent, and a second polar agent. The first polar agent includes a structure (I): R1?R2?N-Q-NR3?R4?; and the second polar agent comprises a structure (II): R1?, R2?, R3?, and R4? are each independently selected from the group consisting of an alkyl group and hydrogen; Q contains an alkylene group; R1 and R2 are each independently an alkyl group; and R3, R4, R5, R6, R7 and R8 are each independently selected from the group consisting of an alkyl group and hydrogen. Polymers prepared by the above process are described, as are compositions containing such a polymer, and articles containing at least one component formed from such a composition.Type: ApplicationFiled: March 1, 2012Publication date: December 26, 2013Inventors: Evemarie Hamann, Silvia Valenti, Karin Schmiedel
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Patent number: 8436097Abstract: A process for producing a modified polymer rubber comprising the steps of: (1) polymerizing a conjugated diene monomer or a combination thereof with an aromatic vinyl monomer in a hydrocarbon solvent, in the presence of an alkali metal catalyst or a specified alkali metal compound, to form an alkali metal end-carrying active polymer, and (2) reacting the alkali metal end-carrying active polymer with a specified isocyanurate compound or a combination thereof with a specified coupling agent in a hydrocarbon solvent.Type: GrantFiled: October 29, 2009Date of Patent: May 7, 2013Assignee: Sumitomo Chemical Company, LimitedInventors: Katsunari Inagaki, Seiichi Mabe, Mayumi Oshima
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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: 8362181Abstract: A sulfur-containing anionic polymerization initiator defined by the formula: R1S—R2aR3?Li? where R1 is a monovalent organic group, R2 is a divalent organic group, R3 is a divalent organic group or a bond, and a is an integer from 1 to about 5.Type: GrantFiled: September 28, 2011Date of Patent: January 29, 2013Assignee: Bridgestone CorporationInventors: Terrence E. Hogan, William L. Hergenrother
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Publication number: 20120190771Abstract: The present invention provides a process for producing a conjugated diene-based polymer, comprising polymerizing a monomer component containing a conjugated diene compound and a silicon-containing vinyl compound using a polymerization initiator represented by the following formula (1) wherein, R11 represents a hydrocarbylene group having 6 to 100 carbon atoms, R12 and R13 represent a hydrocarbyl group optionally having a substituent, or a trihydrocarbylsilyl group, or R12 and R13 are bonded to represent a hydrocarbylene group optionally having, as a hetero atom, at least one kind atom selected from the atomic group consisting of a silicon atom, a nitrogen atom and an oxygen atom.Type: ApplicationFiled: January 24, 2012Publication date: July 26, 2012Inventors: Mana Ito, Katsunari Inagaki, Mayumi Oshima
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Patent number: 8227562Abstract: A polymer includes at a terminus a cyclic amine radical bonded to the polymer through a ring nitrogen atom. The polymer can be provided by using a lithiated version of the cyclic amine to initiate polymerization of one or more ethylenically unsaturated monomers. The polymer can be used in the production in a variety of vulcanizates.Type: GrantFiled: March 15, 2009Date of Patent: July 24, 2012Assignee: Bridgestone CorporationInventors: Yuan-Yong Yan, Michael W. Hayes
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Patent number: 8207282Abstract: A novel polymeric compound is provided. The polymeric compound is highly compatible with reinforcing materials. Particularly, the polymeric compound is highly miscible with inorganic reinforcing materials in the manufacture of a tire. Further provided is a novel bifunctional initiator necessary to prepare the polymeric compound. The bifunctional initiator contains amine moieties. Active ends of the polymer are modified with an alkoxysilane compound. The polymer has an improved affinity for carbon black and silica as reinforcing materials in the manufacture of a tire. Therefore, the use of the polymer can achieve desired physical properties required in a tire, e.g., high wet traction, low rolling resistance and high tread wear.Type: GrantFiled: September 18, 2009Date of Patent: June 26, 2012Assignee: LG Chem, Ltd.Inventors: Du Weon Yoon, Tae Chul Lee, Jeong Hyun Noh
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Publication number: 20120035336Abstract: The embodiments of the invention relate to a multifunctional lithiated amine-containing compound comprising at least two molecules of lithiated amine in a molecule of the compound. In one embodiment, the compound has a formula where x is an integer of 1 or more, Q is (a) an element selected from the group consisting of O, S, N, P and Si or (b) an alkylene group having from 1 to 20 methylene groups, and R1 and R2 are the same or different and are selected from the group consisting of alkyls, cycloalkyls and aralkyls containing from 1 to 20 carbon atoms. In another embodiment, the compound comprises cyclic lithio amines and has a formula: where x is 1 or more, R3, R4 and R5 are the same or different and represent alkylene groups containing from 3 to 20 carbon atoms.Type: ApplicationFiled: October 12, 2011Publication date: February 9, 2012Applicant: BRIDGESTONE CORPORATIONInventor: YUAN-YONG YAN
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Patent number: 8063165Abstract: A method for forming a polymer including a sulfur-containing functional group, the method comprising introducing a sulfur-containing initiator defined by the formula with conjugated diene monomer and optionally copolymerizable monomer within a polymerization medium and allowing the sulfur-containing initiator to initiate the polymerization of the conjugated diene monomer and the optional copolymerizable monomer, where R1 is a monovalent organic group, R2 is a divalent organic group, R3 is a divalent organic group or a bond, and a is an integer from 1 to about 5.Type: GrantFiled: June 16, 2008Date of Patent: November 22, 2011Assignee: Bridgestone CorporationInventors: Terrence E. Hogan, William L. Hergenrother
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Patent number: 7981990Abstract: A method comprising: (a) forming a living liquid polymer, wherein said living liquid polymer is anionically initiated and comprises a cation; (b) adding a functional initiator precursor of the formula FI-H, wherein H is hydrogen and FI is a functional group, said H terminates said living liquid polymer resulting in said liquid polymer having a number average molecular weight of about 20,000 (g/mole) to about 100,000 (g/mole), and said FI and said cation form a functional initiator; (c) adding monomer, wherein said functional initiator initiates anionic polymerization of said monomer; and (d) terminating the polymerization reaction initiated in step (c). Steps (a) through (c) may be conducted in a single reactor, allowing a liquid polymer to be dispersed in a functionalized polymer in a single polymerization step. Thus, the liquid polymer does not have to be handled separately and processing efficiency is improved.Type: GrantFiled: August 28, 2008Date of Patent: July 19, 2011Assignee: Bridgestone CorporationInventor: Yuan-Yong Yan
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Patent number: 7943712Abstract: The present invention is directed to a catalyst system for synthesizing rubbery polymers, such as polybutadiene rubber, styrene-butadiene rubber, isoprene-butadiene rubber, or styrene-isoprene-butadiene rubber, that are amine functionalized and have a high trans microstructure. The catalyst system, in one embodiment, includes (a) an organolithium amine compound, (b) a group IIa metal salt of an amino glycol or a glycol ether, (c) an organoaluminum compound, and optionally (d) an amine compound. The amine functionalized rubbery polymers can be utilized in tire tread rubbers where the rubbery polymers may provide desirable wear properties without substantially sacrificing other performance characteristic(s), e.g., traction properties.Type: GrantFiled: December 28, 2006Date of Patent: May 17, 2011Assignee: The Goodyear Tire & Rubber CompanyInventors: Adel Farhan Halasa, Wen-Liang Hsu, Laurie Elizabeth Austin, Chad Aaron Jasiunas, Steven Kristofer Henning
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Patent number: 7825203Abstract: The present invention is directed to a catalyst system for synthesizing rubbery polymers, such as polybutadiene rubber, styrene-butadiene rubber, isoprene-butadiene rubber, or styrene-isoprene-butadiene rubber, that are amine functionalized and have a high trans or high vinyl microstructure. The catalyst system, in one embodiment, includes an organolithium amine compound, and one or more of (a) a group IIa metal salt of an amino glycol or a glycol ether, (b) an organoaluminum compound, or (c) an amine compound. The amine functionalized rubbery polymers can be utilized in tire tread rubbers where the rubbery polymers may provide desirable wear properties without substantially sacrificing other performance characteristic(s), e.g., traction properties.Type: GrantFiled: December 28, 2006Date of Patent: November 2, 2010Assignee: The Goodyear Tire & Rubber CompanyInventors: Adel Farhan Halasa, Wen-Liang Hsu
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Publication number: 20090326176Abstract: The embodiments of the invention relate to a multifunctional lithiated amine-containing compound comprising at least two molecules of lithiated amine in a molecule of the compound. In one embodiment, the compound has a formula where x is an integer of 1 or more, Q is (a) an element selected from the group consisting of O, S, N, P and Si or (b) an alkylene group having from 1 to 20 methylene groups, and R1 and R2 are the same or different and are selected from the group consisting of alkyls, cycloalkyls and aralkyls containing from 1 to 20 carbon atoms. In another embodiment, the compound comprises cyclic lithio amines and has a formula: where x is 1 or more, R3, R4 and R5 are the same or different and represent alkylene groups containing from 3 to 20 carbon atoms.Type: ApplicationFiled: December 29, 2008Publication date: December 31, 2009Inventor: Yuan-Yong Yan
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Publication number: 20090082534Abstract: The present invention relates to a linear or branched diene elastomer having cyclic vinyl units. A linear diene elastomer according to the invention results from at least one conjugated diene and it comprises cyclic vinyl units in a mass content of greater than or equal to 15% while having a number-average molecular weight falling within a range of from 10,000 to 300,000 g/mol.Type: ApplicationFiled: November 20, 2008Publication date: March 26, 2009Applicant: MICHELIN RECHERCHE ET TECHNIQUE S.A.Inventors: Jean-Luc Cabioch, Laurent Coissieux, Nicole Dajoux
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Patent number: 7470760Abstract: The present invention relates to a linear or branched diene elastomer having cyclic vinyl units. A linear diene elastomer according to the invention results from at least one conjugated diene and it comprises cyclic vinyl units in a mass content of greater than or equal to 15% while having a number-average molecular weight falling within a range of from 10,000 to 300,000 g/mol.Type: GrantFiled: January 14, 2004Date of Patent: December 30, 2008Assignee: Michelin Recherche Et Technique, S.A.Inventors: Jean-Luc Cabioch, Laurent Coissieux, Nicole Dajoux
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Patent number: 7462677Abstract: An initiator is presented for anionically polymerizing monomers, to provide a functional head group on the polymer. A polymer having a functional head group derived from a sulfur containing anionic initiator, and optionally as additional functional group resulting from the use of a functional terminating reagent, coupling agent or linking agent is also provided. A method is presented for anionically polymerizing monomers comprising the step of polymerizing the monomers with a sulfur containing anionic initiator to provide a functional head group on the polymer. An elastomeric compound, comprising a functional polymer and filler is also described. Also provided is a tire having decreased rolling resistance resulting from a tire component containing a vulcanizable elastomeric compound.Type: GrantFiled: September 13, 2007Date of Patent: December 9, 2008Assignee: Bridgestone CorporationInventors: Terrence E. Hogan, William Hergenrother, Yuan-Yong Yan, David Lawson
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Patent number: 7405262Abstract: A process for preparing a functionalized polymerization initiator, the process comprising combining a functionalized styryl compound and an organolithium compound.Type: GrantFiled: July 11, 2003Date of Patent: July 29, 2008Assignee: Bridgestone CorporationInventors: Thomas Antkowiak, Christine Rademacher, Anthony Ramic, David F. Lawson
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Publication number: 20080161519Abstract: The present invention is directed to a catalyst system for synthesizing rubbery polymers, such as polybutadiene rubber, styrene-butadiene rubber, isoprene-butadiene rubber, or styrene-isoprene-butadiene rubber, that are amine functionalized and have a high trans or high vinyl microstructure. The catalyst system, in one embodiment, includes an organolithium amine compound, and one or more of (a) a group IIa metal salt of an amino glycol or a glycol ether, (b) an organoaluminum compound, or (c) an amine compound. The amine functionalized rubbery polymers can be utilized in tire tread rubbers where the rubbery polymers may provide desirable wear properties without substantially sacrificing other performance characteristic(s), e.g., traction properties.Type: ApplicationFiled: December 28, 2006Publication date: July 3, 2008Inventors: Adel Farhan Halasa, Wen-Liang Hsu
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Patent number: 7342070Abstract: Disclosed are a conjugated diolefin (co) polymer rubber formed from either a conjugated diolefin or a conjugated diolefin and an aromatic vinyl compound, wherein the (co) polymer rubber has a primary amino group and an alkoxysilyl group which are bonded to a (co) polymer chain; a process for producing the same; a rubber composition; a composite; and a tire. The (co) polymer rubber has satisfactory processability, and can give an automotive tire tread having a balance among wear resistance, failure characteristics, low hysteresis loss and wet-skid characteristics.Type: GrantFiled: September 25, 2002Date of Patent: March 11, 2008Assignee: JSR CorporationInventors: Keisuke Tsukimawashi, Naokazu Kobayashi, Tsukasa Toyoshima, Toshihiro Tadaki, Kouta Taniguchi
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Patent number: 7321017Abstract: The present invention is directed to an amine containing catalyst system for synthesizing rubbery polymers, such as polybutadiene rubber and styrene-butadiene rubber, having a high trans microstructure. The catalyst system, in one embodiment, includes (a) an organolithium compound, (b) a group IIa metal salt, (c) an organoaluminum compound, and (d) an amine compound which can be selected from (1) a heterocyclic aromatic compound which includes a ring structure with one or more nitrogen atoms as part of the ring; (2) a heterocyclic non-aromatic compound which includes a ring structure with two or more nitrogen atoms as part of the ring; (3) an aromatic compound including a ring structure substituted with at least one amine and at least one polar functionality containing group selected from a carboxyl group or a hydroxyl group; (4) a bicyclic chelating diamine compound; or (5) an aliphatic amine which includes a C5-C20 alkyl group.Type: GrantFiled: August 24, 2006Date of Patent: January 22, 2008Assignee: The Goodyear Tire & Rubber CompanyInventors: Adel Farhan Halasa, Wen-Liang Hsu, Chad Aaron Jasiunas, John Robert Zuppo, III, Lauire Elizabeth Austin
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Patent number: 7300993Abstract: The invention relates to a process for the preparation of polyether polyols, which process involves: (a) contacting a phosphorus containing compound having at least one hydroxyl group with alkylene oxide to obtain alkoxylated initiator, (b) contacting the alkoxylated initiator with further alkylene oxide in the presence of a double metal cyanide complex catalyst.Type: GrantFiled: June 1, 2005Date of Patent: November 27, 2007Assignee: Shell Oil CompanyInventors: Michiel Barend Eleveld, Jan Hermen Hendrik Meurs, Peter Alexander Schut
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Patent number: 7291687Abstract: The present invention is directed to a catalyst system for synthesizing rubbery polymers, such as polybutadiene rubber and styrene-butadiene rubber, having a high trans microstructure. The catalyst system, in one embodiment, includes (a) a barium salt of an alcohol that is soluble in a hydrocarbon solvent, and (b) an organomagnesium compound. In one example, the alcohol is a primary or secondary alcohol. The catalyst system can further optionally include an alkali metal alkoxide, an organolithium compound, an amine compound, or mixtures thereof.Type: GrantFiled: August 31, 2006Date of Patent: November 6, 2007Assignee: The Goodyear Tire and Rubber CompanyInventors: Adel Farhan Halasa, Laurie Elizabeth Austin, Wen-Liang Hsu
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Patent number: 7153919Abstract: An initiator is presented for anionically polymerizing monomers, to provide a functional head group on the polymer. A polymer having a functional head group derived from a sulfur containing anionic initiator, and optionally as additional functional group resulting from the use of a functional terminating reagent, coupling agent or linking agent is also provided. A method is presented for anionically polymerizing monomers comprising the step of polymerizing the monomers with a sulfur containing anionic initiator to provide a functional head group on the polymer. An elastomeric compound, comprising a functional polymer and filler is also described. Also provided is a tire having decreased rolling resistance resulting from a tire component containing a vulcanizable elastomeric compound.Type: GrantFiled: October 30, 2003Date of Patent: December 26, 2006Assignee: Bridgestone CorporationInventors: Terrence E. Hogan, William Hergenrother, Yuan-Yong Yan, David Lawson
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Patent number: 7048023Abstract: 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 SBR, and from about zero to about 70 phr of at least one additional elastomer, wherein the high trans random SBR comprises from about 3 to about 30 percent by weight of styrene.Type: GrantFiled: May 10, 2004Date of Patent: May 23, 2006Assignee: The Goodyear Tire & Rubber CompanyInventors: James Robert Herberger, Sr., Kenneth Allen Bates, John Joseph Andre Verthe
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Patent number: 6891019Abstract: Anionic polymerization initiators useful in the preparation of polymers having a protected amine functional group. The amine functionality includes a first protecting group, which can be aralkyl, methyl, allyl or tertiary alkyl group. The other of the amine protecting groups can be the same as the first protecting group. Alternatively, the second protecting group can be different from the first protecting group, in which case it is selected to have differential stability to agents used to remove the aralkyl, methyl, allyl or tertiary alkyl protecting group.Type: GrantFiled: December 18, 2002Date of Patent: May 10, 2005Assignee: FMC CorporationInventors: Thorsten Werner Brockmann, Randy W. Hall
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Patent number: 6818710Abstract: There is provided a process for producing a modified polymer rubber, which comprises the steps of: (1) reacting one part by mol of an organoalkali metal compound with n±0.7 (n is an integer of 3 or more) parts by mol of a specific diphenyl compound to produce a reaction mixture, (2) polymerizing in the presence of the produced reaction mixture an aromatic vinyl monomer and a conjugated diene monomer in a hydrocarbon solvent, and after completion of the polymerizing, stirring for at least 30 minutes, to produce a polymerization reaction mixture, and (3) repeating such an operation n−2 times that (i) an aromatic vinyl monomer and a conjugated diene monomer are added to the produced polymerization reaction mixture, and polymerized, and (ii) after completion of the polymerizing, stirring is carried out for at least 30 minutes, and thereby producing a modified polymer rubber, whose both ends and n−2 positions in its chain are modified by the compound represented by the formula (1).Type: GrantFiled: April 1, 2003Date of Patent: November 16, 2004Assignee: Sumitomo Chemical Company, LimitedInventors: Mayumi Oshima, Seiichi Mabe, Katsunari Inagaki
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Publication number: 20040210005Abstract: 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 SBR, and from about zero to about 70 phr of at least one additional elastomer, wherein the high trans random SBR comprises from about 3 to about 30 percent by weight of styrene.Type: ApplicationFiled: May 10, 2004Publication date: October 21, 2004Applicant: The Goodyear Tire & Rubber CompanyInventors: James Robert Herberger, Kenneth Allen Bates, John Joseph Andre Verthe
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Patent number: 6800582Abstract: The present invention provides a process for preparing amino functionalized diene polymers with 1,4-trans linkage content equal to or greater than 70%. The invention also concerns polymers of such type, a rubber composition and a tire casing containing those polymers. The process of preparation according to the invention comprises polymerizing at least one diene monomer by means of a lithium catalytic system, which comprises at least one hydrocarbon solvent, one compound A of a IIIA group metal, one compound B of an alkaline earth metal and one aminolithium initiator C. Amino functionalized diene polymers with high 1,4-trans linkage content according to the invention are such that the amino function, situated at the end of the polymer chain, is a tertiary amino function, the rate of functionalization of said polymers being equal to or greater than 50% and the 1,4-trans linkage content being equal to or greater than 70%.Type: GrantFiled: March 28, 2003Date of Patent: October 5, 2004Assignee: Michelin Recherche et Technique S.A.Inventors: Jean-Michel Favrot, Philippe Laubry
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Patent number: 6765065Abstract: There is provided a process for producing a modified polymer rubber having modified both ends, which comprises the steps of: (1) reacting a compound represented by the following formula (1) with an organic alkali metal compound to produce a chemical species, (2) polymerizing a conjugated diene monomer or a combination of a conjugated diene monomer with an aromatic vinyl monomer in the presence of the chemical species to produce an active polymer having an alkali metal at an end thereof, and (3) reacting the active polymer with a functional group-carrying modifying agent in a hydrocarbon solvent to produce the modified polymer rubber having modified both ends.Type: GrantFiled: October 10, 2002Date of Patent: July 20, 2004Assignee: Sumitomo Chemical Company, LimitedInventors: Mayumi Oshima, Seiichi Mabe, Katsunari Inagaki
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Patent number: 6762259Abstract: The purpose of the present invention is to provide polymerization catalyst which can produce quite efficiently (co)polymer having number average molecular weight and number of molecules which are accurately controlled in producing method of (co)polymer by the polymerization of polar unsaturated compound, and provide living polymerized (co)polymer obtained according to the producing method. For the purpose, polymerization catalyst composition which comprises the composition comprising organic oxysalt compound and hydroxycarbonyl compound having at least both an alcoholic hydroxyl group and a carbonyl group in the same molecule is provided and the polar unsaturated compound is polymerized by using the polymerization catalyst composition. The composition containing the obtained (co)polymer were able to provide thermosetting powder coating composition having particularly excellent characteristics.Type: GrantFiled: June 12, 2002Date of Patent: July 13, 2004Assignee: Mitsui Chemicals, Inc.Inventors: Tadahito Nobori, Katsuhiko Funaki, Atsushi Shibahara, Makoto Suzuki, Kazumi Mizutani, Hiromi Jouyama, Isao Hara, Takaomi Hayashi, Shinji Kiyono, Setsuko Fujiyoshi, Hiroyuki Sakayama, Mitsuyuki Mizoguchi, Tsuyoshi Matsumoto, Yoshiharu Hirose
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Patent number: 6758251Abstract: 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 SBR, and from about zero to about 70 phr of at least one additional elastomer, wherein the high trans random SBR comprises from about 3 to about 30 percent by weight of styrene.Type: GrantFiled: August 21, 2002Date of Patent: July 6, 2004Assignee: The Goodyear Tire & Rubber CompanyInventors: Kenneth Allen Bates, Brian David Holden, John Joseph Andre Verthe
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Patent number: 6703446Abstract: Hetero-telechelic polymers having the formula: FG—(Q)d—Z—J—[A(R1R2R3)]x (I) wherein FG is a protected or non-protected functional group; Q is a saturated or unsaturated hydrocarbyl group derived by incorporation of a compound selected from the group consisting of conjugated diene hydrocarbons, alkenylsubstituted aromatic hydrocarbons, and mixtures thereof; d is an integer from 10 to 200; Z is a branched or straight chain hydrocarbon group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; J is oxygen, sulfur, or nitrogen; [A(R1R2R3)]x is a protecting group, wherein A is an element selected from Group IVa of the Periodic Table of Elements; R1, R2, and R3 are each independently selected from the group consisting of hydrogen, alkyl, substituted alkyl groups containing lower alkyl, lower alkylthio, and lower dialkylamino groups, aryl or substituted aryl groups containing lower alkyl, lower alkylthio, and lower dialkylamType: GrantFiled: June 21, 2002Date of Patent: March 9, 2004Assignee: FMC Corporation, Lithium DivisionInventors: James A. Schwindeman, Robert J. Letchford, Conrad W. Kamienski, Roderic P. Quirk
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Patent number: 6699939Abstract: Hetero-telechelic polymers having the formula: FG—(Q)d—Z—J—[A(R1R2R3)]x (I) wherein FG is a protected or non-protected functional group; Q is a saturated or unsaturated hydrocarbyl group derived by incorporation of a compound selected from the group consisting of conjugated diene hydrocarbons, alkenylsubstituted aromatic hydrocarbons, and mixtures thereof; d is an integer from 10 to 200; Z is a branched or straight chain hydrocarbon group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; J is oxygen, sulfur, or nitrogen; [A(R1R2R3)]x is a protecting group, wherein A is an element selected from Group IVa of the Periodic Table of Elements; R1, R2, and R3 are each independently selected from the group consisting of hydrogen, alkyl, substituted alkyl groups containing lower alkyl, lower alkylthio, and lower dialkylamino groups, aryl or substituted aryl groups containing lower alkyl, lower alkylthio, and lower dialkylamType: GrantFiled: June 21, 2002Date of Patent: March 2, 2004Assignee: FMC Corporation, Lithium DivisionInventors: James A. Schwindeman, Robert J. Letchford, Conrad W. Kamienski, Roderic P. Quirk
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Patent number: 6686423Abstract: In a process for the anionic polymerization of vinylaromatic monomers or dienes in the presence of a lithium organyl or lithium alcoholate and a magnesium and/or an aluminum compound, a sterically hindered phenol or amine is added.Type: GrantFiled: May 6, 2002Date of Patent: February 3, 2004Assignee: BASF AktiengesellschaftInventors: Philippe Desbois, Volker Warzelhan, Christian Schade, Michel Fontanille, Alain Deffieux, Stephane Menoret
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Patent number: 6660819Abstract: The invention relates to a process for producing water-soluble or water-swellable polymer products with low levels of residual monomers using acrylic acid and/or acrylic acid derivatives, which process is characterized by adding a nitrogen compound to the monomer solution to be polymerized and subsequent heating of the polymer product at temperatures of from 120 to 240° C. The polymers produced accordingly are suitable for use as flocculants, dispersants and absorbents.Type: GrantFiled: October 1, 2002Date of Patent: December 9, 2003Assignee: Stockhausen GmbH & Co. KGInventors: Miroslav Chmelir, Kurt Dahmen
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Publication number: 20030187164Abstract: The invention relates to solutions of lithium pyrrolidine in a mixture consisting of tetrahydrofuran (THF) and of hydrocarbons, whereby the lithium pyrrolidine concentration ranges from 2 to 30 wt. %, and the molar ratio Li pyrrolidine: THF=1: 0.5 to 1: 1.5. The invention also relates to methods for preparing these solutions and to uses of these solutions.Type: ApplicationFiled: January 3, 2003Publication date: October 2, 2003Inventors: Wilfried Weiss, Ute Emmel, Franz Totter, Ulrich Wietelmann
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Patent number: 6627715Abstract: The group IIa metal containing catalyst system of this invention can be utilized to synthesize rubbery polymers having a high trans microstructure by solution polymerization. Such rubbery polymers having a high trans microstructure content, such as polybutadiene rubber, styrene-isoprene-butadiene rubber, styrene-butadiene rubber, can be utilized in tire tread rubbers that exhibit improved wear and tear characteristics. This invention more specifically reveals a catalyst system which is comprised of (a) an organolithium compound, including organolithium functionalized compounds, (b) a group IIa metal salt selected from the group consisting of group IIa metal salts of di(alkylene glycol)alkylethers and group IIa metal salts of tri(alkylene glycol) alkylethers, and (c) an organoaluminum compound, and optionally an organomagnesium compound.Type: GrantFiled: April 17, 2002Date of Patent: September 30, 2003Assignee: The Goodyear Tire & Rubber CompanyInventors: Adel Farhan Halasa, Wen-Liang Hsu, Chad Aaron Jasiunas, John Robert Zuppo, III, Laurie Elizabeth Austin
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Patent number: 6624267Abstract: The present invention provides a process for preparing amino functionalized diene polymers with 1,4-trans linkage content equal to or greater than 70%. The invention also concerns polymers of such type, a rubber composition and a tire casing containing those polymers. The process of preparation according to the invention comprises polymerizing at least one diene monomer by means of a lithium catalytic system, which comprises at least one hydrocarbon solvent, one compound A of a IIIA group metal, one compound B of an alkaline earth metal and one aminolithium initiator C. Amino functionalized diene polymers with high 1,4-trans linkage content according to the invention are such that the amino function, situated at the end of the polymer chain, is a tertiary amino function, the rate of functionalization of said polymers being equal to or greater than 50% and the 1,4-trans linkage content being equal to or greater than 70%.Type: GrantFiled: January 6, 2000Date of Patent: September 23, 2003Assignee: Michelin Recherche et Technique S.A.Inventors: Jean-Michel Favrot, Philippe Laubry