Contains At Least Two Diverse Alkali Metal Atoms, At Least One Of Which Is In The Form Of A Free Alkali Metal, Or In The Form Of A Hydride, Or Has An Alkali Metal To Carbon Atom Bond Patents (Class 526/174)
  • Patent number: 10556980
    Abstract: Methods for synthesizing a polymer functionalized nanoparticle are provided. The method can include attaching a polymeric chain to a nanoparticle, wherein the polymeric chain comprises a plurality monomers, wherein the plurality of monomers comprise alkyl (meth)acrylate monomers. Polymer functionalized nanoparticles are also provided that comprise a nanoparticle defining a surface, and a polymeric chain covalently bonded to the surface of the nanoparticle, wherein the polymeric chain comprises a poly alkyl (meth)acrylate. Nanocomposites are also provided that include a plurality of these polymer functionalized nanoparticles dispersed within a polymeric matrix (e.g., a polyolefin matrix).
    Type: Grant
    Filed: March 3, 2015
    Date of Patent: February 11, 2020
    Assignee: University of South Carolina
    Inventors: Brian C. Benicewicz, Mohammad Mohammadkhani, Junting Li
  • Patent number: 9546238
    Abstract: The present invention relates to a method for producing a hydrogenated conjugated diene copolymer including a polymerization step and a hydrogenation step, wherein in the polymerization step, a conjugated diene copolymer having a high vinyl bond amount of a conjugated diene block moiety and a narrow molecular weight distribution can be produced, and in the hydrogenation step, the rate of hydrogenation is high and productivity is excellent.
    Type: Grant
    Filed: May 11, 2012
    Date of Patent: January 17, 2017
    Assignee: Asahi Kasei Chemicals Corporation
    Inventors: Yoshifumi Araki, Eiji Sasaya, Kenta Shibuya
  • Publication number: 20150051309
    Abstract: A styrenic monomer-diolefin copolymer comprises polystyrenic monomer micro-blocks and polydiolefin micro-blocks, in which the content of styrenic monomer units is 10-80 wt %, the ratio of diolefin units of 1,2-structure is less than 30% in the total diolefin units, and the number-average molecular weight (Mn) of the copolymer is 25,000-500,000. The preparation methods and uses in foam products thereof are also disclosed.
    Type: Application
    Filed: January 16, 2014
    Publication date: February 19, 2015
    Inventors: Hongwen Liang, Aimin Zhang, Lixin Zhou, Jinkl Xia, Zhibin Zhang, Weiping Zhou
  • Patent number: 8927644
    Abstract: A polymer having at least the following characteristics: (a) a block styrene content with more than 4 consecutive styrene units from about 40 to about 70 weight percent based on total styrene content in the polymer; (b) a vinyl content from about 25 to about 80 weight percent based on total amount of polymerized 1,3-diene; (c) a styrene content from about 20 to about 75 weight percent based on total weight of polymer; and (d) a molecular weight distribution (Mw/Mn) of 1.5 or less.
    Type: Grant
    Filed: June 22, 2012
    Date of Patent: January 6, 2015
    Assignee: Styron Europe GmbH
    Inventors: Evemarie Hamann, Silvia Valenti, Gabriele Holtz
  • Patent number: 8927645
    Abstract: A polymer having at least the following characteristics: (a) a block styrene content with more than 6 consecutive styrene units from about 15 to about 35 weight percent based on total styrene content in the polymer; (b) a vinyl content from about 25 to about 80 weight percent based on total amount of polymerized 1,3-diene; and (c) a styrene content from about 35 to about 75 weight percent based on total weight of polymer; and (d) a molecular weight distribution (Mw/Mn) of 1.5 or less.
    Type: Grant
    Filed: June 22, 2012
    Date of Patent: January 6, 2015
    Assignee: Styron Europe GmbH
    Inventors: Evemarie Hamann, Silvia Valenti, Gabriele Holtz
  • Patent number: 8481650
    Abstract: It is to provide a method for producing a polymer by a living anionic polymerization, wherein the number of functional groups and the introduction position are accurately specified in the polymer. For this purpose, a cinnamyl alcohol represented by the following formula [I] or a derivative thereof is subjected to a reaction when conducting a living anionic polymerization. In formula [I], R1 represents an alkyl group or alkoxy group; m represents an integer of 0 to 5 and when m is 2 or more, R1s may be the same or different; R5 represents a hydrogen atom, alkali metal atom, trialkylsilyl group or a substituent represented by the following formula [II]. In formula [II], R3 represents a hydrogen atom or a C1-C6 alkyl group; and R4 represents an alkyl group which may be substituted by an alkoxy group, a cycloalkyl group which may be substituted by an alkoxy group, a phenyl group which may be substituted by an alkyl group, or a phenyl group which may be substituted by an alkoxy group).
    Type: Grant
    Filed: November 6, 2009
    Date of Patent: July 9, 2013
    Assignee: Nippon Soda Co., Ltd.
    Inventor: Eiji Takahashi
  • Publication number: 20120004379
    Abstract: The present invention relates to an initiator system for synthesizing high-vinyl diene rubbers, to a method for producing diene homopolymers and diene copolymers having a high vinyl content at high polymerization temperatures, and to the use thereof to produce diene homopolymers and diene copolymers having a high vinyl content at high polymerization temperatures.
    Type: Application
    Filed: February 9, 2010
    Publication date: January 5, 2012
    Applicant: LANXESS DEUTSCHLAND GMBH
    Inventor: Norbert Steinhauser
  • Patent number: 7825202
    Abstract: The present invention is directed to a catalyst system for synthesizing rubbery polymers, such as styrene-butadiene rubber, that can be utilized in tire tread rubbers. The catalyst system, in one embodiment, includes an organolithium compound and a potassium alkyl borohydride or potassium alkyl aluminum hydride defined by: (R)3A?(H)K+, wherein A is boron or aluminum, H is hydrogen, K is potassium, and R, which is the same or different, is either H, a C1-C10 alkyl, a C3-C10 cycloalkyl, phenyl, or phenyl substituted C1-C10 alkyl, or a C3-C10 cycloalkyl, with the proviso that at least one R is a C1-C10 alkyl, and further wherein any two R's may optionally be part of a carbocyclic ring. The rubbery polymers can have low to medium vinyl microstructure content, i.e., from about 10% to about 40%, and are useful in tire tread rubber compounds which can exhibit improved wear and tear characteristics.
    Type: Grant
    Filed: October 9, 2008
    Date of Patent: November 2, 2010
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: John Robert Zuppo, III, Adel Farhan Halasa, Wen-Liang Hsu, Leh-Yeh Hsu, legal representative
  • Patent number: 7763696
    Abstract: 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: Grant
    Filed: November 20, 2008
    Date of Patent: July 27, 2010
    Assignee: Michelin—Recherche et Technique S.A.
    Inventors: Jean-Luc Cabioch, Laurent Coissieux, Nicole Dajoux
  • Publication number: 20100130671
    Abstract: A conjugated diolefin copolymer rubber is produced by copolymerization of a conjugated diolefin and an aromatic vinyl compound and has a primary amino group and an alkoxysilyl group bonded to the copolymer chain. The conjugated diolefin copolymer rubber contains the aromatic vinyl compound in an amount of 5 to 60 wt %. The aromatic vinyl compound is densely distributed in one terminal of the copolymer chain, and is scarcely distributed in the other terminal. The conjugated diolefin copolymer rubber has a temperature difference (?Tg) of 25° C. or more. The conjugated diolefin copolymer rubber has low hysteresis loss properties as well as improved abrasion resistance, rupture characteristics, and road grip characteristics without impairing wet skid characteristics. A method for producing the conjugated diolefin copolymer rubber is also disclosed.
    Type: Application
    Filed: March 14, 2008
    Publication date: May 27, 2010
    Applicant: JSR CORPORATION
    Inventors: Toshihiro Tadaki, Masahiro Shibata, Tamotsu Nagaoka, Takuo Sone
  • Publication number: 20100004414
    Abstract: A method for preparing a functionalized polymer, the method comprising the steps of preparing a reactive polymer and reacting the reactive polymer with an imide compound containing a protected amino group.
    Type: Application
    Filed: July 3, 2008
    Publication date: January 7, 2010
    Inventor: STEVEN LUO
  • Publication number: 20090221729
    Abstract: This invention provides a water-soluble macromonomer having terminal unsaturation obtained by polymerization of monomers in the presence of inclusion complex of chain transfer agent in aqueous system. Hydrophobic chain transfer agent AMSD forms an inclusion complex with methylated cyclodextrin. The complexation enhances its solubility in water and enables the polymerization of water-soluble monomers in aqueous medium. After polymerization cyclodextrin is removed and the macromer with terminal unsaturation obtained can be used further for copolymerization with any vinyl monomer.
    Type: Application
    Filed: March 28, 2007
    Publication date: September 3, 2009
    Applicant: COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH
    Inventors: Mohan Gopalkrishna Kulkarni, Prerana Maruti Patil
  • Publication number: 20090082534
    Abstract: 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: Application
    Filed: November 20, 2008
    Publication date: March 26, 2009
    Applicant: MICHELIN RECHERCHE ET TECHNIQUE S.A.
    Inventors: Jean-Luc Cabioch, Laurent Coissieux, Nicole Dajoux
  • Patent number: 7470760
    Abstract: 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: Grant
    Filed: January 14, 2004
    Date of Patent: December 30, 2008
    Assignee: Michelin Recherche Et Technique, S.A.
    Inventors: Jean-Luc Cabioch, Laurent Coissieux, Nicole Dajoux
  • Patent number: 7291687
    Abstract: 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: Grant
    Filed: August 31, 2006
    Date of Patent: November 6, 2007
    Assignee: The Goodyear Tire and Rubber Company
    Inventors: Adel Farhan Halasa, Laurie Elizabeth Austin, Wen-Liang Hsu
  • Patent number: 7223827
    Abstract: A composition and a method of using the composition to adjust the permeability of a subsurface formation is disclosed. The composition is a water insoluble gel made by cross linking a water soluble polymer. The water soluble polymer is made by polymerizing a precursor composition, wherein the precursor composition is a mixture of an acrylic acid compound and a reactant comprised of a divalent metal salt of the acrylic acid compound.
    Type: Grant
    Filed: February 27, 2004
    Date of Patent: May 29, 2007
    Assignee: Fritz Industries, Inc
    Inventor: Edward E. Miller
  • Patent number: 7151147
    Abstract: This invention relates to a process for producing polymerisates by anionic polymerization in an inert reaction medium using conjugated dienes and vinylaromatic compounds in the presence of a catalyst, co-catalyst, and randomizer. Further, the invention relates to the polymerisates produced thereby and their uses.
    Type: Grant
    Filed: July 24, 2003
    Date of Patent: December 19, 2006
    Assignee: Sasol Germany GmbH
    Inventors: Herbert Koch, Wolfgang Adametz
  • Patent number: 7125940
    Abstract: Disclosed is a process for preparing polymers and copolymer blocks of conjugated dienes with varying amounts of branching comprising the use of a microstructure control agent and a microstructure control agent deactivant. The polymerization can be started with or without a microstructure control agent. At some point in the polymerization prior to the completion of the addition of the conjugated diene to the polymer, the microstructure control agent can be deactivated, either partially or completely, resulting in a polymer or copolymer block having a region of less branching adjacent to a region of more branching. Preferred microstructure control agent deactivants are metal alkyls such as triethyl aluminum.
    Type: Grant
    Filed: December 19, 2003
    Date of Patent: October 24, 2006
    Assignee: Kraton Polymers U.S. LLC
    Inventor: Carl L. Willis
  • Patent number: 6608154
    Abstract: The process and catalyst system of this invention can be utilized to synthesize polybutadiene rubber having a high trans content and a low melting point by solution polymerization. The trans-polybutadiene rubber made by the process of this invention can be utilized in tire tread rubbers that exhibit outstanding wear characteristics. More importantly, the trans-polybutadiene rubber of this invention can be easily processed because of its low level of crystallinity. In fact, the trans-polybutadiene made by the process of this invention does not need to be heated in a “hot-house” before being used in making rubber compounds. The process and catalyst system of this invention can also be used in the synthesis of trans-styrene-butadiene rubber (SBR).
    Type: Grant
    Filed: June 24, 2002
    Date of Patent: August 19, 2003
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Adel Farhan Halasa, Wen-Liang Hsu, Laurie Elizabeth Austin, Chad Aaron Jasiunas
  • Patent number: 6593430
    Abstract: Block copolymers comprise at least two hard blocks S1 and S2 made from vinylaromatic monomers and, between these, at least one random soft block B/S made from vinylaromatic monomers and from dienes, where the proportion of the hard blocks is above 40% by weight, based on the total block copolymer.
    Type: Grant
    Filed: September 18, 2001
    Date of Patent: July 15, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Konrad Knoll, Wolfgang Fischer, Hermann Gausepohl, JĂĽrgen Koch, Josef WĂĽnsch, Paul Naegele
  • Patent number: 6583244
    Abstract: Metal salts of cyclic alcohols can be used as modifiers in lithium initiated solution polymerizations of diene monomers into rubbery polymers having a low vinyl content. For instance, such initiator systems can be used in the copolymerization of styrene and isoprene to produce low vinyl styrene-isoprene rubber having a random distribution of repeat units that are derived from styrene. It is important for such polymerizations to be conducted in the absence of polar modifiers, such as Lewis bases. The subject invention more specifically discloses an initiator system which is comprised of (a) a lithium initiator and (b) a metal salt of a cyclic alcohol, wherein said initiator system is void of polar modifiers. The present invention also discloses a process for preparing a rubbery polymer having a low vinyl content which comprises: polymerizing at least one diene monomer with a lithium initiator at a temperature which is within the range of about 5° C. to about 100° C.
    Type: Grant
    Filed: October 31, 2001
    Date of Patent: June 24, 2003
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Chad Aaron Jasiunas, John Robert Zuppo, III, Adel Farhan Halasa, Wen-Liang Hsu
  • Publication number: 20030114611
    Abstract: Formulations of functionalized alkyllithium species having improved thermal stability are provided. The compositions include one or more functionalized alkyllithium compounds and one or more additives. The additive includes one or more organometallic compounds or precursors thereof capable of forming ate complexes with alkyllithiums.
    Type: Application
    Filed: October 24, 2001
    Publication date: June 19, 2003
    Applicant: FMC Corporation
    Inventors: Thorsten Werner Brockmann, Vijay C. Mehta
  • Patent number: 6576728
    Abstract: This invention is based upon the discovery of certain anionic initiator systems can be used to initiate the solution polymerization of conjugated diolefin monomers into rubbery polymers having a low vinyl content. For instance, such initiator systems can be used in the copolymerization of styrene and isoprene to produce low vinyl styrene-isoprene rubber having a random distribution of repeat units that are derived from styrene. These initiator systems are comprised of (a) a lithium initiator and (b) a member selected from the group consisting of (1) a sodium alkoxide, (2) a sodium salt of a sulfonic acid, and (3) a sodium salt of a glycol ether. It is important for the initiator system to be free of polar modifiers, such as Lewis bases.
    Type: Grant
    Filed: October 31, 2001
    Date of Patent: June 10, 2003
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Chad Aaron Jasiunas, Adel Farhan Halasa, John Robert Zuppo, III
  • Patent number: 6566478
    Abstract: This invention is based upon the discovery that rubbery polymers having a high vinyl content and a low degree of branching can be synthesized with an initiator system that is comprised of (a) a lithium initiator selected from the group consisting of allylic lithium compounds and benzylic lithium compounds, (b) a Group I metal alkoxide, and (c) a polar modifier; wherein the molar ratio of the Group I metal alkoxide to the polar modifier is within the range of about 0.1:1 to about 10:1; and wherein the molar ratio of the Group I metal alkoxide to the lithium initiator is within the range of about 0.01:1 to about 20:1. These high vinyl polymers offer reduced levels of hysteresis and better functionalization efficiency.
    Type: Grant
    Filed: April 30, 2002
    Date of Patent: May 20, 2003
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Steven Kristofer Henning, Michael Lester Kerns, Zhengfang Xu
  • Patent number: 6388032
    Abstract: A cyclic olefin polymer having a small content of a catalyst residue, a production process for the same and use of the same as an optical material. Catalysts used for polymerization and/or hydrogenation reaction for forming the cyclic olefin polymer are decomposed efficiently by adding at least one compound selected from the group consisting of an &agr;-oxyacid and &bgr;-oxyacid having one hydroxyl group and one carboxyl group in the molecule and derivatives obtained by substituting hydroxyl group thereof by an alkoxyl group, and the decomposition products are removed by rendering them insoluble in a reaction solvent used for the polymerization and/or hydrogenation reaction and precipitating them efficiently.
    Type: Grant
    Filed: April 14, 2000
    Date of Patent: May 14, 2002
    Assignee: Teijin Limited
    Inventors: Michio Yamaura, Kiyonari Hashidzume, Hideaki Nitta, Masaki Takeuchi, Kaoru Iwata
  • Patent number: 6296783
    Abstract: A polymeric gel electrolyte comprising: (a) an acrylic ester polymer matrix containing structural units derived from at least one acrylic ester selected from among acrylic esters represented by the general formulae: (wherein, in the formula (I), R1, R2 and R2′ are identical with or different from each other and represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, R3 represents an alkyl group having 1 to 4 carbon atoms, and n is an integer of 1 to 100; and, in the formula (II), R4 to R9 are identical with or different from each other and represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and p, q and r are identical with or different from each other and are an integer of 1 to 100); (b) a nonaqueous solvent of a carbonic ester; and (c) a salt of a metal of Group Ia of the periodic table.
    Type: Grant
    Filed: July 29, 1998
    Date of Patent: October 2, 2001
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Masaharu Shindo, Takako Sasano
  • Patent number: 6271324
    Abstract: Homopolymers, copolymers or block copolymers are prepared by anionic polymerization of acrylates and/or methacrylates in the presence of an initiator composition containing A) an organic alkali metal compound, B) an organic aluminum compound and C) an additive which forms a complex with the alkali metal cation and is selected from the group consisting of open-chain ethers having at least two ether oxygen atoms, macrocyclic ethers and cryptands, or from the group consisting of quaternary cations of the general formula I  where A is N, P, As or Sb and Ra, Rb, Rc and Rd, independently of one another, are each unsubstituted or substituted alkyl, cycloalkyl, aralkyl or aryl, where two neighboring radicals, together with the heteroatom A, may form a 5- or 6-membered heterocyclic structure which may contain one or two further heteroatoms selected from nitrogen, oxygen and sulfur atoms.
    Type: Grant
    Filed: May 12, 1999
    Date of Patent: August 7, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Stephan JĂĽngling, Christof Mehler, Horst Weiss, Susanne Steiger, Axel MĂĽller, Helmut Schlaad, Bardo Schmitt
  • Patent number: 6251817
    Abstract: Preactivated unsupported catalysts are prepared by contacting an unsupported olefin polymerization catalyst precursor with an activator, or co-catalyst in a suitable reaction medium and then contacting the mixture with additional solvent to form a preactivated unsupported olefin polymerization catalyst composition. The preactivated unsupported olefin polymerization catalyst composition is useful in a method of polymerizing an olefin monomer by adding it, in solution or slurry, to a gas phase polymerization reactor together with one or more olefins to form a polymer, copolymer, terpolymer, or the like. The use of the preactivated unsupported olefin polymerizaiton catalysts compositions does not plug the catalyst injection nozzle or feed tube when feeding the solution to the gas phase reactor.
    Type: Grant
    Filed: December 30, 1998
    Date of Patent: June 26, 2001
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Kersten Anne Erickson, Lewis Joe Fouts, Jr.
  • Patent number: 6140434
    Abstract: Metal salts of saturated aliphatic alcohols can be used as modifiers in lithium initiated solution polymerizations of diene monomers into rubbery polymers. Sodium t-amylate is a preferred modifiers because of its exceptional solubility in non-polar aliphatic hydrocarbon solvents that are employed as the medium for such solution polymerizations. However, using sodium t-amylate as the polymerization modifier in commercial operations where recycle is required can lead to certain problems. These problems arise due to the fact that sodium t-amylate reacts with water to form t-amyl alcohol during steam stripping in the polymer finishing step. Since t-amyl alcohol forms an azeotrope with hexane, it co-distills with hexane and thus contaminates the feed stream. The present invention solves the problem of recycle stream contamination. This invention is based upon the discovery of highly effective modifiers that do not co-distill with hexane or-form-compounds during steam stripping which co-distill with hexane.
    Type: Grant
    Filed: January 8, 1999
    Date of Patent: October 31, 2000
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Adel Farhan Halasa, Wen-Liang Hsu
  • Patent number: 6103842
    Abstract: The process and catalyst system of this invention can be utilized to synthesize a highly random styrene-butadiene rubber having a high trans content by solution polymerization. The styrene-butadiene rubber made by the process of this invention can be utilized in tire tread rubbers that exhibit improved wear characteristics. This invention more specifically reveals a catalyst system for use in exothermal polymerizations which consists essentially of (a) an organolithium compound, (b) a barium alkoxide and (c) a lithium alkoxide. The subject invention further discloses a process for synthesizing a random styrene-butadiene rubber having a low vinyl content by a process which comprises copolymerizing styrene and 1,3-butadiene under isothermal conditions in an organic solvent in the presence of a catalyst system which consists essentially of (a) an organolithium compound, (b) a barium alkoxide and (c) a lithium alkoxide.
    Type: Grant
    Filed: May 4, 1998
    Date of Patent: August 15, 2000
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Adel Farhan Halasa, Wen-Liang Hsu, Laurie Elizabeth Austin
  • Patent number: 6084025
    Abstract: A functionalized polymer prepared by a process comprising the steps of preparing a solution of a cyclic amine compound, an organolithium compound, and from 3 to about 300 equivalents, based upon one equivalent of lithium, of a monomer selected from the group including diene monomers, vinyl aromatic monomers, and mixtures thereof, where the cyclic amine compound is defined by the formula where R.sub.2 is selected from the group consisting of an alkylene, substituted alkylene, oxy- or N-alkylamino-alkylene group having from about 3 to about 16 methylene groups, N is a nitrogen atom, and H is a hydrogen atom, thereby forming a polymerization initiator having the formula where Li is a lithium atom, SOL is a divalent hydrocarbon group having from 3 to about 300 polymerized monomeric units, y is from 0.5 to about 3, and A is a cyclic amine radical derived from the cyclic amine, charging the solution containing (A)Li(SOL)y with from about 0.
    Type: Grant
    Filed: March 15, 1999
    Date of Patent: July 4, 2000
    Assignee: Bridgestone Corporation
    Inventors: Takashi Kitamura, David F. Lawson, Koichi Morita, Yoichi Ozawa
  • Patent number: 6013735
    Abstract: A continuous process for the preparation of linear, branched and star-polymers via anionic polymerization of acrylic monomers, linear, branched and star-polymers obtained by the process and lubricating oil compositions thereof.
    Type: Grant
    Filed: February 13, 1998
    Date of Patent: January 11, 2000
    Assignee: Ethyl Corporation
    Inventors: Munmaya K. Mishra, Yoon S Song, Akhilesh Duggal
  • Patent number: 6008404
    Abstract: The present invention relates to a process to prepare alkyl (meth)acrylate esters from corresponding alkyl/methacrylate esters using an alkali metal alkoxide as an ester interchange catalyst to produce an alkyl (meth)acrylate ester monomer product C ##STR1## The present invention further relates to the use of bromide and iodide salts as free radical polymerization inhibitors. The present invention further relates to the use of a noninterfering alcohol or polyol that prevents anionic polymerization reactions of reactant ester B and/or alkyl (meth)acrylate product C. The present invention further relates to a process for inhibiting polymerization of (meth)acrylates being synthesized in a transesterification or ester-ester interchange reaction system.
    Type: Grant
    Filed: August 11, 1998
    Date of Patent: December 28, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Timothy M. Miller, Narayanan Pondicherry, Louis E. Trapasso, Aaron van de Sande
  • Patent number: 5985437
    Abstract: An oriented polyester film coated on at least one surface with a coating that improves its adhesion to water-based coatings is disclosed. The coating contains at least one sulfopolyester; at least one tetrablock copolymer resin; and at least one acrylamide/acrylic acid copolymer or salts thereof. Other ingredients, such as particulate materials and surfactants, may be present in the coating. The coating is preferably applied at the interdraw stage.
    Type: Grant
    Filed: December 4, 1997
    Date of Patent: November 16, 1999
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Cornell Chappell, Jr., Junaid A. Siddiqui
  • Patent number: 5973086
    Abstract: A process for the living anionic polymerization of alkyl(meth)acrylic monomers, involving polymerizing the monomers in the presence of an initiator comprising a carbanion and a metal or nonmetal salt of perchloric acid. The initiator has the formula (I): ##STR1## wherein R.sub.1 =a linear or branched alkyl group having one to six carbon atoms, R.sub.2 =a phenyl or alkyl group having one to six carbon atoms, R.sub.3 =a phenyl or an ester group and M.sup.+ is an alkali, alkaline earth metal or quarternary ammonium cation containing 1-8 carbon atoms in an alkyl group thereof.
    Type: Grant
    Filed: December 27, 1996
    Date of Patent: October 26, 1999
    Assignee: Council of Scientific & Industrial Research
    Inventors: Durairaj Baskaran, Swaminathan Sivaram
  • Patent number: 5916962
    Abstract: A rubber composition having good breaking properties, high tan.delta., good wear resistance and a method for preparing a copolymer used in the rubber composition. The copolymer is a butadiene-styrene copolymer prepared in the presence of an organopotassium compound, an oxolanyl alkane and an organolithium initiator compound. The copolymer may be modified. A vulcanite of the rubber composition including 20 parts or more of the copolymer of the present invention has good properties.
    Type: Grant
    Filed: May 23, 1996
    Date of Patent: June 29, 1999
    Assignee: Bridgestone Corporation
    Inventors: Tadashi Shibata, Ryota Fujio
  • Patent number: 5906956
    Abstract: This invention reveals an initiator system which is comprised of (a) a lithium initiator, (b) a sodium alkoxide and (c) a polar modifier; wherein the molar ratio of the sodium alkoxide to the lithium initiator is within the range of about 0.05:1 to about 3:1; and wherein the molar ratio of the polar modifier to the lithium initiator is within the range of about 0.25:1 to about 5:1. The subject invention also discloses a process for preparing 3,4-polyisoprene rubber which comprises polymerizing isoprene monomer with a lithium initiator at a temperature which is within the range of about 30.degree. C. to about 100.degree. C. in the presence of a sodium alkoxide and a polar modifier, wherein the molar ratio of the sodium alkoxide to the lithium initiator is within the range of about 0.05:1 to about 3:1; and wherein the molar ratio of the polar modifier to the lithium initiator is within the range of about 0.25:1 to about 5:1.
    Type: Grant
    Filed: April 3, 1997
    Date of Patent: May 25, 1999
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Adel Farhan Halasa, Wen-Liang Hsu
  • Patent number: 5883183
    Abstract: The present invention is directed toward anionic polymerization employing lithio amines mixed with an organic alkali metal compound and optionally, a chelating reagent. The lithio amines have the general formula (A)Li(SOL)y, where SOL is a solubilizing component, A is an alkyl, dialkyl, cycloalkyl or dicycloalkyl amine radical or a cyclic amine, and y is 0 or is from about 0.5 to about 3. The invention is also directed toward polymers and other products made using the initiator, and methods therefor. Further, the invention contemplates a polymer, a polymer composition and products therefrom, which include a functional group from the reaction product of an amine and an organolithium compound. The resulting polymers may be terminated with a terminating, coupling or linking agent, which may provide the polymer with a multifunctionality.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: March 16, 1999
    Assignee: Bridgestone Corporation
    Inventors: Takashi Kitamura, David F. Lawson, Koichi Morita, Yoichi Ozawa
  • Patent number: 5795944
    Abstract: A process for the polymerization of dienes which comprises anionically polymerizing dienes in the presence of an anionic polymerization initiator and a microstructure control agent is improved by adding the control agent to the polymerization mixture in two or more doses to closely control the vinyl content of the polymer produced.
    Type: Grant
    Filed: March 12, 1997
    Date of Patent: August 18, 1998
    Assignee: Shell Oil Company
    Inventors: Teunis Graafland, Arthur Robinson Bean, Jr.
  • Patent number: 5753777
    Abstract: A polydiene which is obtainable by anionic polymerization of a diene using a bifunctional Li initiator followed by polymer-like reaction and which contains at least one ethanolamine or oligoetherolamine terminal group of the general structure I ##STR1## in which R.sup.1 denotes alkyl or aryl,Ar denotes aryl,R.sup.2 denotes alkyl or hydrogen, andR.sup.3 denotes aryl, alkyl, or hydrogen andX can assume a value from 1 to 10, and the hydrogenation products thereof.
    Type: Grant
    Filed: November 17, 1995
    Date of Patent: May 19, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Bronstert, Konrad Knoll
  • Patent number: 5744558
    Abstract: Bifunctional primer naphthalene compounds having the formula: ##STR1## wherein M" is an alkali metal, preferably sodium or lithium, and R.sup.1 and R.sup.2 are, e.g., alkyl radicals, are prepared from corresponding 1,5-diethenylnaphthalene derivatives, and are well suited for the improved anionic polymerization of diene, vinylaromatic and/or (meth)acrylic monomers.
    Type: Grant
    Filed: April 15, 1997
    Date of Patent: April 28, 1998
    Assignee: Elf Atochem S.A.
    Inventors: Turgut Nugay, Gerard Riess
  • Patent number: 5717042
    Abstract: A process and catalyst system for the preparation of diene oligomers and copolymeric oligomers is disclosed. The oligomers and copolymers are prepared in an alkane solvent from one or more 1,3-diene monomers using a secondary amine transfer agent and an anionic initiator. A catalyst system including a secondary amine transfer agent and an anionic initiator is also provided.
    Type: Grant
    Filed: July 28, 1994
    Date of Patent: February 10, 1998
    Assignee: Bridgestone/Firestone, Inc.
    Inventor: James E. Hall
  • Patent number: 5698646
    Abstract: The present invention is directed toward anionic polymerization employing lithio aldimines mixed with an organic alkali metal compound and optionally, a chelating reagent. The lithio aldimines have the general formula (A)Li, where A is derived from a substituted aldimine. The invention is also directed toward polymers and other products made using the initiator, and methods therefor. Further, the invention contemplates a polymer, a polymer composition and products therefrom, which include a functional group from the reaction product of a substituted aldimine and an organolithium compound. The resulting polymers may be modified with a terminating, coupling or linking agent, which may provide the polymer with a multifunctionality.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: December 16, 1997
    Assignee: Bridgestone Corporation
    Inventors: Takashi Kitamura, Mark L. Stayer, Jr., Akira Matsuda
  • Patent number: 5693718
    Abstract: Block copolymer compositions, comprising for a major part of linear triblock copolymers, comprising two terminal predominantly poly(monovinylaromatic) blocks having a real molecular weight in the range of from 5,000 to 25,000 and one predominantly poly(boutadiene) midblock, said triblock copolymer having a monovinylaromafic content in the range of from 10 to 55 wt %, an apparent total molecular weight in the range of from 15,000 to 300,000, and an amount of from 0 to 40 wt % of a diblock copolymer relative to the total block copolymer composition weight, containing a predominantly poly(monovinylaromatic) block and a predominantly poly(boutadiene) block similar to those of the triblock copolymer component; said block copolymer composition having a free poly(vinylaromatic) content of at most 7 wt %, and shaped articles derived from said block copolymer composition.
    Type: Grant
    Filed: November 6, 1995
    Date of Patent: December 2, 1997
    Assignee: Shell Oil Company
    Inventors: Hendrik De Groot, Karel Hendrik Leffelaar, Jacqueline Margaretha Veurink, Jeroen Van Westrenen
  • Patent number: 5686534
    Abstract: An initiation system for the anionic polymerization of (meth)acrylic monomers and, optionally, nonacrylic vinyl monomers is disclosed. The initiation system comprises (1) a functional initiator and (2) an alkali metal alcoholate having the formula R'OM', in which M' is an alkali metal and R' is a group R.sup.1 (OR.sup.2).sub.m where R.sup.1 is a C.sub.1 -C.sub.6 alkyl or arylalkyl radical, R.sup.2 is a C.sub.2 -C.sub.4 alkylene radical and m is equal to 1, 2 or 3. The initiation system is applied to the formation of (meth)acrylic homopolymers and block copolymers of (meth)acrylic monomers and, optionally, nonacrylic vinyl comonomers.
    Type: Grant
    Filed: September 15, 1994
    Date of Patent: November 11, 1997
    Assignee: Elf Atochem S.A.
    Inventors: Philippe Bayard, Roger Fayt, Philippe Teyssie, Sunil K. Varshney, Bruno Vuillemin, Philippe Heim
  • Patent number: 5679751
    Abstract: The subject invention relates to a technique for synthesizing rubbery copolymers of styrene and butadiene and/or isoprene. These rubbers exhibit an excellent combination of properties for utilization in high performance tire tread rubber compounds. The subject invention specifically discloses a process for preparing a styrene-butadiene rubber (SBR) which comprises: copolymerizing from about 30 weight percent to about 55 weight percent styrene and from about 45 weight percent to about 70 weight percent 1,3-butadiene in an alkane solvent, such as hexane, at a temperature which is within the range of about -10.degree. C. to about 150.degree. C. in the presence of (a) an alkali metal alkoxide, and (b) an organolithium compound, wherein the molar ratio of the alkali metal alkoxide to the organolithium compound is within the range of about 0.01:1 to about 1:1.
    Type: Grant
    Filed: February 12, 1996
    Date of Patent: October 21, 1997
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Adel Farhan Halasa, Laurie Elizabeth Austin, Wen-Liang Hsu, Bill Bud Gross
  • Patent number: 5677402
    Abstract: This invention reveals an initiator system which is comprised of (a) a lithium initiator, (b) a sodium alkoxide and (c) a polar modifier; wherein the molar ratio of the sodium alkoxide to the lithium initiator is within the range of about 0.05:1 to about 3:1; and wherein the molar ratio of the polar modifier to the lithium initiator is within the range of about 0.25:1 to about 5:1. The subject invention also discloses a process for preparing 3,4-polyisoprene rubber which comprises polymerizing isoprene monomer with a lithium initiator at a temperature which is within the range of about 30.degree. C. to about 100.degree. C. in the presence of a sodium alkoxide and a polar modifier, wherein the molar ratio of the sodium alkoxide to the lithium initiator is within the range of about 0.05:1 to about 3:1; and wherein the molar ratio of the polar modifier to the lithium initiator is within the range of about 0.25:1 to about 5:1.
    Type: Grant
    Filed: July 24, 1996
    Date of Patent: October 14, 1997
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Adel Farhan Halasa, Wen-Liang Hsu
  • Patent number: 5674799
    Abstract: Bifunctional primer naphthalene compounds having the formula: ##STR1## wherein M" is an alkali metal, preferably sodium or lithium, and R.sup.1 and R.sup.2 are, e.g., alkyl radicals, are prepared from corresponding 1,5-diethenylnaphthalene derivatives, and are well suited for the improved anionic polymerization of diene, vinylaromatic and/or (meth)acrylic monomers.
    Type: Grant
    Filed: March 24, 1995
    Date of Patent: October 7, 1997
    Assignee: Elf Atochem S.A.
    Inventors: Turgut Nugay, Gerard Riess
  • Patent number: 5674798
    Abstract: The invention is directed toward anionic polymerization employing lithio amines mixed with an organic alkali metal compound and optionally, a chelating reagent. The lithio amines have the general formula (A)Li(SOL).sub.y, where SOL is a solubilizing component, A is an alkyl, dialkyl, cycloalkyl or dicycloalkyl amine radical or a cyclic amine, and y is 0 or is from about 0.5 to about 3. The invention is also directed toward polymers and other products made using the initiator, and methods therefor. Further, the invention contemplates a polymer, a polymer composition and products therefrom, which include a functional group from the reaction product of an amine and an organolithium compound. The resulting polymers may be terminated with a terminating, coupling or linking agent, which may provide the polymer with a multifunctionality.
    Type: Grant
    Filed: December 19, 1994
    Date of Patent: October 7, 1997
    Assignee: Bridgestone Corporation
    Inventors: Takashi Kitamura, David F. Lawson, Koichi Morita, Yoichi Ozawa
  • Patent number: 5654384
    Abstract: This invention reveals a process for preparing high vinyl polybutadiene rubber which comprises polymerizing 1,3-butadiene monomer with a lithium initiator at a temperature which is within the range of about 5.degree. C. to about 100.degree. in the presence of a sodium alkoxide and a polar modifier, wherein the molar ratio of the sodium alkoxide to the polar modifier is within the range of about 0.1:1 to about 10:1; and wherein the molar ratio of the sodium alkoxide to the lithium initiator is within the range of about 0.05:1 to about 10:1.
    Type: Grant
    Filed: March 27, 1996
    Date of Patent: August 5, 1997
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Adel Farhan Halasa, Wen-Liang Hsu, David John Zanzig, Paul Harry Sandstrom, Steven Kristofer Henning, Danielle Lucas