From Hydrocarbon Monomer Containing At Least Two Ethylenic Groups, E.g., Butadiene, Etc. Patents (Class 526/335)
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Patent number: 5922780Abstract: Polymers are made from 1,3,7-octatriene or like conjugated polyenes and a crosslinking agent having at least 2 activated double bonds such as ethylene glycol dimethacrylate. These polymers can be used to make absorbent foams that are useful in absorbent articles such as diapers, as well as latexes that are useful as binders and adhesives.Type: GrantFiled: January 10, 1995Date of Patent: July 13, 1999Assignee: The Procter & Gamble CompanyInventors: John Collins Dyer, Bryn Hird, Pui Kwan Wong, Sharon Marie Beshouri
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Patent number: 5919875Abstract: A process for polymerizing 1,3-butadiene into syndiotactic 1,2-polybutadiene is described using a catalyst system comprising (a) a chromium-containing compound, (b) an organoaluminum hydride, and (c) a hydrogen phosphite. The use of the catalyst system avoids the use of environmentally detrimental components such as carbon disulfide and halogenated solvents. The syndiotactic 1,2-polybutadiene can be used as a plastic or as an additive for rubber compositions wherein it can crosslink with conventional rubbers using conventional crosslinking agents.Type: GrantFiled: October 14, 1998Date of Patent: July 6, 1999Assignee: Bridgestone CorporationInventors: Steven Luo, Michael W. Hayes, Dennis R. Brumbaugh
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Patent number: 5919855Abstract: A process for the production of a polymer is disclosed wherein the polymerization occurs in a fluidized bed reactor or a reactor for the gas-phase production of a polymer and in the presence of a catalyst and a modified carbon black. Also disclosed are the polymer particles resulting from this process of the present invention and products made from the polymer particles of the present invention including hoses, such as radiator hoses, tires, and roofing material.Type: GrantFiled: February 11, 1997Date of Patent: July 6, 1999Assignee: Cabot CorporationInventors: Thomas Reed, Khaled Mahmud
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Patent number: 5916962Abstract: 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: GrantFiled: May 23, 1996Date of Patent: June 29, 1999Assignee: Bridgestone CorporationInventors: Tadashi Shibata, Ryota Fujio
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Patent number: 5914378Abstract: Process for the preparation of a polymer by the polymerization of:(A) from 50 to 100 percent by weight of at least one diene monomer,(B) from 0 to 50 percent by weight of at least one ethylenically unsaturated monomer,the above polymerization being carried out in an inert solvent in the presence of a catalytic system which comprises:(a) at least one anionic initiator essentially consisting of a Lithium derivative,(b) at least one modifier belonging to the group of tetrahydropyranyl ethers.Type: GrantFiled: May 7, 1997Date of Patent: June 22, 1999Assignee: Enichem S.p.A.Inventors: Gian Tommaso Viola, Claudio Trombini, Lorenzo Musiani
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Gas phase fluidized bed polymerization process using sonic cleaner with optimum design and operation
Patent number: 5912309Abstract: A improved process is provided for polymerization of olefin and/or diolefin polymer, using sonic cleaning devices, with optimum design and operation, to eliminate or reduce reactor fouling and/or sheeting.Type: GrantFiled: July 16, 1997Date of Patent: June 15, 1999Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Kiu Hee Lee, Ping Cai, Roger Brady Painter, William Jene Price, David Merrill Rebhan -
Patent number: 5912313Abstract: Silyl substituted polymers of polycycloolefins are provided as well as catalyst systems for their preparation. The polymers of the invention include polycyclic repeat units that contain pendant silyl functional groups represented by the following formulae: ##STR1## wherein A is a divalent radical selected from the following structures: ##STR2## R.sup.9 independently represents hydrogen, methyl, or ethyl; R.sup.10, R.sup.11, and R.sup.12 independently represent halogen, linear or branched (C.sub.1 to C.sub.20) alkyl, linear or branched (C.sub.1 to C.sub.20) alkoxy, linear or branched (C.sub.1 to C.sub.20) alkyl carbonyloxy, (C.sub.1 to C.sub.20) alkyl peroxy, and substituted or unsubstituted (C.sub.6 to C.sub.20) aryloxy; R.sup.10, R.sup.11, and R.sup.12 together with the silicon atom to which they are attached form the group: ##STR3## n is a number from 0 to 5; and n' is 0 or 1; and n" is a number from 0 to 10.Type: GrantFiled: November 22, 1995Date of Patent: June 15, 1999Assignee: The B. F. Goodrich CompanyInventors: Lester H. McIntosh, III, Brian L. Goodall, Robert A. Shick, Saikumar Jayaraman
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Patent number: 5907022Abstract: A process for the preparation of (co)polymers employing a peroxide composition comprising at least one organic peroxide wherein at least 20% of the total active oxygen content of said organic peroxide is attributable to one or more cyclic ketone peroxides represented by the following formulas I-III: ##STR1## These cyclic ketone peroxides are highly efficient as polymerization initiators.Type: GrantFiled: February 27, 1998Date of Patent: May 25, 1999Assignee: Akzo Nobel nvInventors: Leonie Arina Stigter, John Meijer, Andreas Petrus van Swieten
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Patent number: 5891971Abstract: A process for the preparation of a resin comprising:heating a mixture of at least one free radical polymerizable monomer, a free radical initiator compound, a stable free radical compound, and a reducing agent.Type: GrantFiled: August 15, 1997Date of Patent: April 6, 1999Assignee: Xerox CorporationInventors: Barkev Keoshkerian, Marion H. Quinlan, Michael K. Georges, H. Bruce Goodbrand
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Patent number: 5883183Abstract: 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: GrantFiled: June 6, 1995Date of Patent: March 16, 1999Assignee: Bridgestone CorporationInventors: Takashi Kitamura, David F. Lawson, Koichi Morita, Yoichi Ozawa
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Patent number: 5879805Abstract: A process for the preparation of a 1,2-vinyl-polybutadiene with an adjustable amount of vinyl linkages in the microstructure of the polymer which comprises polymerizing 1,3-butadiene in a gas phase reactor under polymerization conditions using an inert gas in the presence of a catalyst comprising: (a) a cobalt compound; (b) a compound selected from the group consisting of a phosphine, a xanthogen, a thiocyanide, a carbon disulfide, and mixtures thereof; and (c) an organoaluminum compound, and optionally a modifier (d) can be included in the catalyst composition. There is also provided a novel resin particle prepared by the process.Type: GrantFiled: September 9, 1997Date of Patent: March 9, 1999Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Monika Brady, Kevin Joseph Cann
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Patent number: 5880230Abstract: The present invention relates to a method of terminating a free-radical initiated emulsion polymerization by utilizing a shortstopping agent that contains a stable nitroxyl free-radical or is capable of forming a stable nitroxyl free radical in situ. Besides more effective stopping of polymerization, the present invention does not contain nitrosamine precursors nor is the shortstop agent easily removed during latex and polymer processing.Type: GrantFiled: December 31, 1997Date of Patent: March 9, 1999Assignee: Nalco/Exxon Energy Chemicals, L.P.Inventors: Allen R. Syrinek, Hester A. Clever
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Patent number: 5877336Abstract: Triorgano substituted-tin lithium initiators are made in a dimethyl ether solvent. The substitution of dimethyl ether as the solvent for the traditional tetrahydrofuran solvent results in an initiator for anionic polymerizations that can produce less 1,2-vinyl repeat units. The dimethyl ether is also easier to remove from the polymerization media because it has a boiling point at one atmosphere of minus 24.8.degree. C. and thus is a gas at 25.degree. C.Type: GrantFiled: December 31, 1996Date of Patent: March 2, 1999Assignee: Bridgestone CorporationInventors: William L. Hergenrother, Tristram W. Bethea
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Patent number: 5854364Abstract: At least one of the monomers is polymerized or copolymerized in bulk, solution, emulsion or suspension, at a temperature which may be as low as 0.degree. C., in the presence of at least one radical-generator compound and at least one metal complex catalyst of formula Ma.sub.a (L).sub.n (M=Cu, Ag or Au; A=Hal, pseudohalogen or carboxylate; L=ligands of M chosen from those of formula ##STR1## R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 =H, C.sub.1 -C.sub.10 alkyl, aromatic or heteroaromatic; Z.sup.1, Z.sup.2 and Z.sup.3 =one of the following: ##STR2## (R.sup.7 to R.sup.18 =H, C.sub.1 -C.sub.10 alkyl, aromatic or heteroaromatic; R.sup.19 and R.sup.20 =H, Hal, C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.10 alkoxy or --(CR.sup.21 R.sup.22)rNR.sup.23 R.sup.24, where R.sup.21, R.sup.22, R.sup.23 and R.sup.24 =H,C.sub.1 -C.sub.10 alkyl, aromatic or heteroaromatic, and r=integer from 1 to 10; it being possible also for not more than two from among Z.sup.1, Z.sup.2 and Z.sup.Type: GrantFiled: June 27, 1997Date of Patent: December 29, 1998Assignee: Elf Atochem S.A.Inventors: Thierry Senninger, Laurent Sanchez, Vincent Darcos, Dominique Lastecoueres, Jean-Baptiste Verlhac
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Patent number: 5854363Abstract: An (omega-alkenyl) (cyclopentacarbyl) metallocene compound is provided. Polymerization processes therewith are also provided.Type: GrantFiled: November 24, 1997Date of Patent: December 29, 1998Assignee: Phillips Petroleum CompanyInventors: Michael Jung, Helmut G. Alt, M. Bruce Welch
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Patent number: 5847064Abstract: An organometallic polymer having the following moiety: ##STR1## is disclosed. R.sub.1 and R.sub.2 are independently selected from the group of H, alkyl having 30 or fewer carbons, alkenyl having 30 or fewer carbons, and aromatic having one to ten rings; n=0-30; p=0-30; and M is a metal selected from the group consisting of Sn, Ge, Pb, Hg, Ni, Pd, Pt, Cr, Fe, Co, Cu, and Zn. Most preferably, M is Sn, R.sub.1 and R.sub.2 are n-butyl, n is 3, and p is 3. A preferred antibacterial/antifungal composition may be formed by combining the polymer with a suitable carrier.Type: GrantFiled: February 27, 1997Date of Patent: December 8, 1998Assignee: University of FloridaInventors: Kenneth B. Wagener, Patrick S. Wolfe, Fernando J. Gomez
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Patent number: 5847060Abstract: This invention relates to the controlled molecular weight production of macromonomers and polymers with terminal conjugated double bonds from starting monomers including, but not limited to substituted butadienes. The terminal diene end thus produced is also a potential reaction site for further polymerization or functionalization. The molecular weight is controlled by use of Co chain transfer catalysts and appropriate process conditions.Type: GrantFiled: August 18, 1997Date of Patent: December 8, 1998Assignee: E. I. du Pont de Nemours and CompanyInventors: Alexei Alexeyevich Gridnev, Steven Dale Ittel
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Patent number: 5847030Abstract: A process for the preparation of polymer latex particles by conducting a pre-reaction emulsification with monomer, polar comonomer, water, surfactant, chain transfer agent, and initiator; and which pre-reaction emulsification is effected at a low temperature of from about 3.degree. C. to about 35.degree. C., for example, and thereafter, effecting emulsion polymerization by heating the aforementioned emulsified mixture in a reactor at a temperature of from about 25.degree. C. to about 125.degree. C. The aforementioned reactor contents are retained at this temperature, that is 25.degree. C. to 125.degree. C. for an effective time period. Thereafter, the reaction mixture is cooled.Type: GrantFiled: August 2, 1996Date of Patent: December 8, 1998Assignee: Xerox CorporationInventors: Hadi K. Mahabadi, Grazyna E. Kmiecik-Lawrynowicz, T. Hwee Ng
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Patent number: 5834573Abstract: By utilizing the techniques of this invention, trans-1,4-polybutadiene can be synthesized continuously to a high level of conversion utilizing a low level of a highly active cobalt-based catalyst system. The trans-1,4-polybutadiene made with the cobalt-based catalyst system of this invention also typically has a molecular weight which is acceptable for use in tire applications without the need for employing a molecular weight regulator. It is also not typically necessary to utilize a gel inhibitor, such as carbon disulfide, in the polymerizations of this invention. Since a low level of residual cobalt is present in the trans-1,4-polybutadiene which is made utilizing the catalyst system of this invention, it is much more stable than trans-1,4-polybutadiene made with standard cobalt-based catalyst systems.Type: GrantFiled: May 21, 1997Date of Patent: November 10, 1998Assignee: The Goodyear Tire & Rubber CompanyInventor: Kenneth Floyd Castner
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Patent number: 5834571Abstract: A process for producing polymer in a gas phase reactor by introducing a stream of monomer and gas into a polymerization zone while providing at least one liquid component in the polymerization zone.Type: GrantFiled: August 2, 1995Date of Patent: November 10, 1998Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Robert Joseph Noel Bernier, Robert Lorenz Boysen, Robert Cecil Brown, Mark Gregory Goode, John Henry Moorhouse, Robert Darrell Olson, Leonard Sebastian Scarola, Thomas Edward Spriggs, Duan-Fan Wang, Gary Harry Williams
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Patent number: 5807941Abstract: An saturated nitrile-conjugated diene copolymer obtained by copolymerizing acrylonitrile with butadiene in the presence of a free radical initiator and an alkylthiol compound as a molecular weight modifier. A part of the molecular weight modifier is incorporated in a monomer charge before polymerization, and the remainder thereof is incorporated in a polymerization mixture during polymerization. The alkylthiol compound has 12 to 16 carbon atoms, which include at least three tertiary carbon atoms, and further has a sulfur atom directly bound to at least one of the tertiary carbon atoms. The copolymer has a Mooney viscosity of 15 to 150 and contains 3 to 20 weight % of a fraction having a number average molecular weight of not larger than 35,000. The copolymer is used in combination with a sulfur-containing vulcanizer.Type: GrantFiled: February 28, 1997Date of Patent: September 15, 1998Assignee: Nippon Zeon Co., Ltd.Inventors: Suguru Tsuji, Yuichi Uchizono
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Patent number: 5800714Abstract: Water recovered from the polymerization of vinyl monomers can be treated to remove or deactivate chain transfer agents present in the water allowing resuse in polymerization processes. The water recovered from a vinyl polymerization reaction is contacted with a cation exchange resin in the hydrogen form prior to recycle, or may be acidified and then contacted with an anion exchange resin in the hydroxide form.Type: GrantFiled: October 21, 1996Date of Patent: September 1, 1998Assignee: Nalco Chemical CompanyInventors: Thomas M. Miller, Bhasker B. Dave, W. Hugh Goodman
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Patent number: 5795945Abstract: Disclosed is a polymer containing a cyclic olefin monomer unit, comprising a main chain represented by the formula: ##STR1## wherein A to F are monomer units constituting the main chain in which A to F are arranged in any order, and a to f are, respectively, weight percentages of A to F, based on the total weight of A to F; A to F are selected from cyclic olefin monomer units, cyclic conjugated diene monomer units, chain conjugated diene monomer units, vinyl aromatic monomer units, polar monomer units, and an ethylene monomer unit and .alpha.-olefin monomer units, respectively; and a to f satisfy the following requirements: 0.001.ltoreq.a.ltoreq.100, and 0.ltoreq.b, c, d, e, f.ltoreq.100, with the proviso that monomer unit A is present in an amount of from 0.Type: GrantFiled: December 21, 1995Date of Patent: August 18, 1998Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventor: Itaru Natori
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Patent number: 5786441Abstract: A functionalized polymer comprising a polymeric segment, having at least one cyclic amine end group, defined according to formula (I) ##STR1## where Z is an anionically-polymerized polymer; R.sub.1 is selected from the group consisting of organic groups containing from 1 to about 12 carbon atoms and a bridging bond; each R.sub.2 is independently selected from the group consisting of hydrogen, organic groups containing from 1 to about 12 carbon atoms, and a bridging bond; each R.sub.3 is independently selected from the group consisting of hydrogen and organic groups containing from 1 to about 12 carbon atoms; a is an integer from 4 to about 16; and b is an integer from 0 to about 12; and optionally including a bridge, formed by the selection of two of said bridging bonds, the bridge having 0 to about 6 carbon atoms between the bridging ring members; said polymer having been crosslinked. Also provided are vulcanizable compositions of matter, vulcanizates, and tires of the functionalized polymers.Type: GrantFiled: December 31, 1996Date of Patent: July 28, 1998Assignee: Bridgestone CorporationInventors: David F. Lawson, William L. Hergenrother, Michael L. Kerns
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Patent number: 5780551Abstract: This invention concerns novel, unsymmetrically protected, telechelically functionalized linear and star or multi-arm polymers, their optionally hydrogenated analogues, the polymers produced by selective removal of the protecting groups, the segmented block polymers produced by further reaction of these selectively deprotected polymers with selected comonomers, and the processes to prepare these polymers.Type: GrantFiled: June 3, 1996Date of Patent: July 14, 1998Assignee: FMC CorporationInventors: John F. Engel, James A. Schwindeman, Roderic P. Quirk, Conrad W. Kamienski
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Patent number: 5770681Abstract: The solution stability of a modified bisimide resin is enhanced by partially polymerizing a mixture of a bisimide monomer and a reactive triene which contains a conjugated double bond capable of Diels-Alder reaction with the bisimide. Such partial polymerization of a bisimide with a reactive triene such as myrcene provides a modified bisimide having good solubility in an organic solvent.Type: GrantFiled: May 30, 1991Date of Patent: June 23, 1998Assignee: Shell Oil CompanyInventor: Larry Steven Corley
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Patent number: 5770670Abstract: Novel unsaturated peroxides useful as molecular weight regulators in polymerization reactions are disclosed. Also disclosed are a polymerization process employing these novel unsaturated peroxides as molecular weight regulators, polymers and oligomers made by this process and articles of manufacture comprising one or more polymers or oligomers made by this process. These molecular weight regulating peroxides provide the ability to introduce an epoxy functionality to the oligomer or polymer as well as an additional functionality. Further, omega (di) substituted or alpha, omega disubstituted polymers may be synthesized using the unsaturated peroxides of the present invention.Type: GrantFiled: May 1, 1997Date of Patent: June 23, 1998Assignee: E.I. duPont de Nemours & Co.Inventors: Luc Louis Theophile Vertommen, John Meijer, Bernard Jean Maillard
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Patent number: 5756606Abstract: Syndiotactic 1,2-polybutadiene is a thermoplastic resin which has double bonds attached in an alternating fashion to its polymeric backbone. Films, fibers and molded articles can be made utilizing syndiotactic 1,2-polybutadiene. It can also be blended into rubbers and cocured therewith. It is generally preferred to synthesize syndiotactic 1,2-polybutadiene in an aqueous medium by suspension or emulsion polymerization. In such aqueous polymerization techniques reactor fouling and particle size control problems are frequently encountered. This invention is based upon the unexpected finding that reactor fouling can be greatly reduced or eliminated and that particle size can be regulated by conducting such aqueous polymerizations in the presence of a controlled amount of dissolved oxygen which is within the range of about 0.01 ppm to about 4 ppm.Type: GrantFiled: May 22, 1997Date of Patent: May 26, 1998Assignee: The Goodyear Tire & Rubber CompanyInventor: Tang Hong Wong
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Patent number: 5747618Abstract: The invention features linear copolymers prepared from mixtures of allenes and alkynes. The new copolymers have the formula: ##STR1## wherein R.sub.1 through R.sub.6 are, independently, H, an alkyl, an aryl, a phenyl or substituted phenyl, an alkoxy, or an aryloxyl, x+n is 1 to 10,000, and m is 1 to 10,000. The invention also features efficient methods of preparing the new copolymers using nickel or palladium catalysts.Type: GrantFiled: September 27, 1996Date of Patent: May 5, 1998Inventors: Bruce M. Novak, Mitsuru Nakano
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Patent number: 5744558Abstract: Bifunctional primer naphthalene compounds having the formula: ##STR1## wherein M" is an alkali metal, preferably sodium or lithium, and R.sup.1 and R.sup.2 are, e.g., alkyl radicals, are prepared from corresponding 1,5-diethenylnaphthalene derivatives, and are well suited for the improved anionic polymerization of diene, vinylaromatic and/or (meth)acrylic monomers.Type: GrantFiled: April 15, 1997Date of Patent: April 28, 1998Assignee: Elf Atochem S.A.Inventors: Turgut Nugay, Gerard Riess
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Patent number: 5739239Abstract: A hydrocarbon resin is prepared by (1) thermally polymerizing a mixture consisting essentially of (a) about 40% to 90% by weight based on total monomers of a cyclic diolefin component comprising at least about 50% by weight dicyclopentadiene, and (b) about 60% to 10% by weight based on total monomers of a specified vinyl aromatic component, preferably alpha-methylstyrene; para-methyl-.alpha.-methyl-styrene; 2,4-diphenyl-4-methyl-1-pentene, or mixtures thereof, and (2) recovering a product having a Ring and Ball softening point of about 70.degree. to about 150.degree. C. Hydrogenation of this resin produces light colored, thermally stable products that are useful as tackifiers in adhesives.Type: GrantFiled: June 7, 1995Date of Patent: April 14, 1998Assignee: Hercules IncorporatedInventors: Norman Edward Daughenbaugh, Dane George Goodfellow, Deborah Ann Riedl
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Patent number: 5739225Abstract: An olefin polymer is prepared by homopolymerizing an olefin or copolymerizing two different olefins or an olefin and another polymerizable unsaturated compound in the presence of a polymerization catalyst containing (A) a transition metal compound represented by the formula (I):CpML.sub.x-1 (I)wherein M is a metallic element of Groups 3 to 10 of the Periodic Table or a metallic element of the lanthanide series; Cp is a cyclic compound group having a cyclopentadienyl skeleton of 5 to 30 carbon atoms; L is R', OR', SR', SO.sub.3 R'N'R'R", PR'R", wherein R' and R" are each a C.sub.1-20 hydrocarbon group or a silyl group, NO.sub.2, a halogen atom, a 1-pyrrolyl group or a 1-pyrrolidinyl group, with the proviso that at least one of the L groups is OR', SR', N'R'R" or PR'R", wherein R' and R" are each a C.sub.Type: GrantFiled: June 28, 1996Date of Patent: April 14, 1998Assignee: Idemitsu Kosan Co., Ltd.Inventors: Toshinori Tazaki, Shuji Machida, Nobuo Kawasaki, Nobuhiro Yabunouchi, Yasunori Kadoi, Mizutomo Takeuchi, Kenji Nakacho, Haruo Shikuma, Noriyuki Tani
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Patent number: 5733835Abstract: It has been determined that 1,3-butadiene monomer can be polymerized into cis-1,4-polybutadiene rubber utilizing a cobalt-based catalyst system which is comprised of (a) an organocobalt compound, (b) a trialkylaluminum compound and (c) hexafluoro-2-propanol. The use of this catalyst system results in extremely fast rates of polymerization. The molecular weight of the cis-1,4-polybutadiene rubber made utilizing this cobalt-based catalyst system can be regulated by conducting the polymerization in the presence of 1,5-cyclooctadiene. This present invention more specifically discloses a catalyst system which is particularly useful for polymerizing 1,3-butadiene monomer into cis-1,4-polybutadiene, said catalyst system being comprised of (a) an organocobalt compound, (b) a trialkylaluminum compound and (c) hexafluoro-2-propanol.Type: GrantFiled: August 5, 1996Date of Patent: March 31, 1998Assignee: The Goodyear Tire & Rubber CompanyInventor: Kenneth Floyd Castner
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Patent number: 5733988Abstract: A method for inhibiting polymer build-up in a recycle line and a heat exchanger during a polymerization process of one or more alpha olefins, particularly sticky polymers, or of one or more diolefins such as butadiene, isoprene, styrene, or styrene and butadiene which method comprises introducing as an antifouling agent an alcohol having 1 to 20 carbon atoms, an alkyl or cycloalkyl ether having 2 to 20 carbon atoms, ammonia, an ester of an inorganic acid, a compound of a group IV element of the periodic table, alkyl and aryl amines, a sulfur-containing compound, or a mixture thereof at one or more locations in the recycle gas line in an amount sufficient to inhibit polymer buildup.Type: GrantFiled: November 1, 1996Date of Patent: March 31, 1998Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Maria Angelica Apecetche, Bai Xinlai, Kevin Joseph Cann
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Patent number: 5733980Abstract: This invention relates to block polymers containing both crystalline and elastomeric blocks, the block copolymer having an A block and a B block. The A block is a polyethylene or an ethylene polymer optionally containing an alpha-olefin and is generally crystalline. The B block contains an ethylene, .alpha.-olefin copolymer segment and optionally contain an ethylene, .alpha.-olefin, non-conjugated diene terpolymer segment. If the B block contains a diene containing segment, the diene containing segment is furthest from the junction of the A and the B blocks. Also disclosed is a process for manufacture of the block copolymers and methods for coupling the block copolymers. Coupled block copolymers are useful as thermoplastic elastomers exhibiting physical properties approaching those of crosslinked EP or EPDM elastomers, but showing thermal processability after coupling.Type: GrantFiled: September 22, 1995Date of Patent: March 31, 1998Assignee: Exxon Chemical Patents Inc.Inventors: Charles Cozewith, Gary William Ver Strate, Roger K. West, Gaetano A. Capone
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Patent number: 5730910Abstract: A method of preparing polymetalated compositions and the use of such polymetalated compounds as catalysts in polymerization reactions are described. The process comprises reacting (A-1) an allenic compound of the formula R.sup.2 --CH.dbd.C.dbd.CH.sub.2 wherein R.sup.2 is hydrogen or an aliphatic group containing from 1 to about 10 carbon atoms with (A-2) an organometallic compound R.sup.o M in a mole ratio of about 1:2 to about 1:6 wherein R.sup.o is a hydrocarbyl group and M is an alkali metal.A method of preparing a hydrocarbon-soluble polymetalated compositions also is described, and this process comprises the steps of(A) preparing an intermediate by reacting (A-1) an allenic compound of the formula R.sup.2 --CH.dbd.C.dbd.CH.sub.2 wherein R.sup.2 is hydrogen or an aliphatic group containing from 1 to about 10 carbon atoms with (A-2) an organometallic compound R.sup.o M in a mole ratio of about 1:2 to about 1:6 wherein R.sup.Type: GrantFiled: January 3, 1997Date of Patent: March 24, 1998Assignee: Bridgestone/Firestone, Inc.Inventor: Thomas A. Antkowiak
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Patent number: 5728782Abstract: There is provided a process comprising polymerizing a compound selected from the group consisting of a conjugated diene, a vinyl-substituted aromatic compound, and mixtures thereof in a gas phase fluidized polymerization vessel under polymerization conditions in the presence of at least one anionic initiator, optionally in the presence of an inert particulate material. A novel resin particle produced by the process is also provided.Type: GrantFiled: December 6, 1996Date of Patent: March 17, 1998Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Monika Brady, Kevin Joseph Cann, David Joseph Dovedytis
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Patent number: 5726264Abstract: A process to produce an ethylene-bridged-metallocene-transition-metal compound that has an omega-alkenyl substitution on said ethylene bridge is provided. Said process comprises: contacting a diolefin compound with a peracid compound to form an omega-alkenyl oxirane compound; contacting said omega-alkenyl oxirane compound with an organometal compound to form an organo-omega-alkenyl-alcohol compound; contacting said organo-omega-alkenyl-alcohol compound with an organosulfur compound to form an organo-omega-alkenyl-organosulfur ester compound; contacting said organo-omega-alkenyl-organosulfur ester compound with an organometal to form an orgaomega-alkenyl-organo compound; contacting said organo-omega-alkenyl-organo compound with a transition metal compound to form a organo-omega-alkenyl-organo-transition compound. Additionally, processes to polymerize olefins using these compounds is provided.Type: GrantFiled: June 14, 1996Date of Patent: March 10, 1998Assignee: Phillips Petroleum CompanyInventors: Michael Jung, Helmut G. Alt, M. Bruce Welch
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Patent number: 5723533Abstract: An acyclic alkane soluble anionic polymerization initiator includes a mixture of from about 90 to about 10 parts by weight of a lithio amine having the general formula A.sub.1 Li and from about 10 to about 90 parts by weight of at least one other lithio amine having the general formula A.sub.2 Li. A.sub.1 and A.sub.2 are selected from the dialkyl, alkyl, cycloalkyl and dicycloalkyl amine radicals and cyclic amine radicals. There is also provided a method of forming a mixture of anionic polymerization initiators, a functionalized polymer and a method of forming a functionalized polymer.Type: GrantFiled: November 26, 1996Date of Patent: March 3, 1998Assignee: Bridgestone CorporationInventors: David F. Lawson, James E. Hall, Yoichi Ozawa
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Patent number: 5717043Abstract: In a polymerization process of at least one of monomers selected from the group consisting of conjugated diene compounds such as butadiene and vinylaromatic compounds such as styrene, an organolithium compound such as butyllithium is added to the polymerization system first in the presence of the monomer, and thereafter a secondary amine compound such as saturated cyclic imine is added thereto to produce a soluble initiator by bringing the both compound into contact with each other. Polymerization is carried out with the soluble initiator formed. The obtained high molecular weight polymer is modified with a coupling agent such as tin tetrachloride. The polymer obtained has a high molecular weight, a narrow molecular weight distribution, and controlled molecular weight, and exhibits remarkable coupling property, low hysteresis loss. The process provides a polymer having a consistent characteristic, regardless of production scale and procedures of adding materials.Type: GrantFiled: October 16, 1996Date of Patent: February 10, 1998Assignee: Bridgestone CorporationInventors: Atushi Nakayama, Koichi Morita, Masaaki Izuchi
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Patent number: 5717040Abstract: Anionically (co)polymerizable vinyl or diene compounds are polymerized in solution and in a reaction zone in the form of a flow tube, using an organometallic initiator, by a continuous process in which the reaction takes place essentially without heat exchange with the environment, the residence time is less than 5 minutes and the reaction zone contains no moving parts.Type: GrantFiled: May 20, 1997Date of Patent: February 10, 1998Assignee: BASF AktiengesellschaftInventors: Franz Brandstetter, Hermann Gausepohl, Reiner Thiele
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Patent number: 5717042Abstract: 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: GrantFiled: July 28, 1994Date of Patent: February 10, 1998Assignee: Bridgestone/Firestone, Inc.Inventor: James E. Hall
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Patent number: 5708104Abstract: Novel unsaturated peroxides useful as molecular weight regulators in polymerization reactions are disclosed. Also disclosed are a polymerization process employing these novel unsaturated peroxides as molecular weight regulators, polymers and oligomers made by this process and articles of manufacture comprising one or more polymers or oligomers made by this process. These molecular weight regulating peroxides provide the ability to introduce an epoxy functionality to the oligomer or polymer as well as an additional functionality. Further, omega (di) substituted or alpha, omega disubstituted polymers may be synthesized using the unsaturated peroxides of the present invention.Type: GrantFiled: May 15, 1992Date of Patent: January 13, 1998Assignee: E.I. duPont de Nemours & Co.Inventors: Luc Louis Theophile Vertommen, John Meijer, Bernard Jean Maillard
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Patent number: 5708112Abstract: Disclosed are a styrene copolymer having a weight average molecular weight of about 200,000 to 2,000,000, having 1 to 20 branching points in the Z-average molecular weight, and having a methyl ethyl ketone/methanol mixture-insoluble matter content of not more than 5% by weight and a methanol-soluble matter content of not more than 5% by weight; processes for preparing the styrene copolymer; a polystyrene resin composition containing the styrene copolymer; and injection-molded article prepared by injection-molding the polystyrene resin composition.Type: GrantFiled: April 11, 1995Date of Patent: January 13, 1998Assignee: Sumitomo Chemical Company, LimitedInventors: Hayato Kihara, Satoshi Nakagawa, Shuji Yoshimi, Shinichi Mitsui
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Patent number: 5700554Abstract: An article useful for packaging oxygen-sensitive products is disclosed. The article is a single or multi-layer article capable of enveloping the oxygen sensitive product. The article has at least one layer which contains a composition composed of an ethylenically unsaturated hydrocarbon polymer and a transition metal salt. The layer is capable of scavenging oxygen at a rate of at least 1 cc oxygen per square meter per day and has a capacity of at least 250 cc oxygen per square meter per mil thickness of the layer.Type: GrantFiled: December 6, 1995Date of Patent: December 23, 1997Assignee: W. R. Grace & Co.-Conn.Inventors: Drew V. Speer, William P. Roberts, Charles R. Morgan, Cynthia L. Ebner
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Patent number: 5691431Abstract: An immobilized Lewis Acid catalyst system for the carbocationic polymerization of olefin monomer is provided. The catalyst comprises a porous polymer support having catalytically active Lewis Acid residue bonded to the surface of the support including the pore surfaces.Type: GrantFiled: December 2, 1996Date of Patent: November 25, 1997Assignee: Exxon Chemical Patents Inc.Inventors: Frank Joung-Yei Chen, Tze-Chiang Chung, Jon Edmond Stanat, Soon Hong Lee
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Patent number: 5668208Abstract: Adhesive compositions containing a hydroxy-functionalized radial, three-arm copolymer the arms of which contain styrene-isoprene blocks, in which the average molecular weight of the polystyrene blocks is lower than 30,000 and is generally comprised within the range of from 7,000 to 30,000, and the average total molecular weight of said block polymers is comprised within the range of from 120,000 to 250,000.Such a functionalized radial copolymer makes it possible, according to the monomeric composition adopted and by suitably blending with tackifier resins and plasticizer oils, adhesive compositions to be obtained which can be of "hot melt" type or of solvent borne type, displaying good adhesive and cohesive properties and such as to secure an optimal balance between these properties and their processing ability.Type: GrantFiled: April 10, 1996Date of Patent: September 16, 1997Assignee: Enichem Elastomeri S.r.l.Inventors: Gian Tommaso Viola, Bruno Pedemonte, Carla Parodi, Antonio Gurnari
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Patent number: 5665829Abstract: Siloxy-terminated hydrocarbon polymers containing at least one polymer chain per molecule of the formula: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are independently selected from saturated and unsaturated aliphatic and aromatic radicals, A is a saturated hydrocarbon bridging group optionally containing at least one aromatic group and --(M)n -- represents a polymer of an olefinic monomer, n having a value such that the average molecular weight of the polymeric chain is from about 1000 to about 5,000,000, together with telechelic polymers and radial polymers containing this unit.Type: GrantFiled: April 12, 1995Date of Patent: September 9, 1997Assignee: The Secretary of State for Defence in her Britannic Majesty's Government of the United Kingdom of Gt. Britain & Northern IrelandInventors: Neil Shepherd, Malcolm John Stewart
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Patent number: 5665834Abstract: Boron-zirconium 1,1,-dimetallic organic compounds useful in organic synthesis such as the preparation of alpha-borobromanes. The boron-zirconium compounds include boron and zirconiun, and in particular the synthesis, structure and reactivity of E-chlorobis(cyclopentadienyl)- [1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-3,3-dimethylbutenyl]zirc onium (IV). The boron-zirconium 1,1-dimetallic compound is used as a polymerization catalyst to polymerize alpha-olefins such as styrene.Type: GrantFiled: November 17, 1995Date of Patent: September 9, 1997Assignee: The University of ToledoInventors: Morris Srebnik, Bin Zheng, Laurent Deloux
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Patent number: 5654384Abstract: 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: GrantFiled: March 27, 1996Date of Patent: August 5, 1997Assignee: The Goodyear Tire & Rubber CompanyInventors: Adel Farhan Halasa, Wen-Liang Hsu, David John Zanzig, Paul Harry Sandstrom, Steven Kristofer Henning, Danielle Lucas