Interpolymerized With At Least One Diverse Hydrocarbon Monomer Containing At Least Two Ethylenic Groups Patents (Class 526/337)
  • Patent number: 5317062
    Abstract: The subject invention discloses a styrene-isoprene-butadiene rubber which is particularly valuable for use in making truck tire treads, said rubber being comprised of repeat units which are derived from about 5 weight percent to about 20 weight percent styrene, from about 7 weight percent to about 35 weight percent isoprene, and from about 55 weight percent to about 88 weight percent 1,3-butadiene, wherein the repeat units derived from styrene, isoprene and 1,3-butadiene are in essentially random order, wherein from about 25% to about 40% of the repeat units derived from the 1,3-butadiene are of the cis-microstructure, wherein from about 40% to about 60% of the repeat units derived from the 1,3-butadiene are of the trans-microstructure, wherein from about 5% to about 25% of the repeat units derived from the 1,3-butadiene are of the vinyl-microstructure, wherein from about 75% to about 90% of the repeat units derived from the isoprene are of the 1,4-microstructure, wherein from about 10% to about 25% of the re
    Type: Grant
    Filed: July 14, 1993
    Date of Patent: May 31, 1994
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Michael B. Rodgers, Stanley M. Mezynski, Adel F. Halasa, Wen-Liang Hsu, Barry A. Matrana, Joel L. Cox
  • Patent number: 5314922
    Abstract: Ion exchange fibers comprising a polymer component having a main chain of a syndiotactic poly(1,2-butadiene) structure and containing ion exchange functional groups introduced at least part of side chain ethylene groups. These fibers may be suitably formed into a non-woven fabrics, and thus an ion exchange cloth can be obtained, which has excellent ion exchange capacity, flexibility excellent processing capacity, high mechanical strength and elongation. The ion exchange fibers have excellent ion exchange capacity with respect to fluid such as water or gas and thus can be used as cartridge filters and fiber-filled filters.
    Type: Grant
    Filed: November 13, 1991
    Date of Patent: May 24, 1994
    Assignee: Daiwabo Create Co., Ltd.
    Inventor: Yousuke Takai
  • Patent number: 5290873
    Abstract: An isobutylene polymer having an unsaturated group and comprising more than one unit per molecule on the average of the formula: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are the same or different and each a hydrogen atom or a C.sub.1 -C.sub.8 alkyl group, R' and R" are the same or different and each a hydrogen atom, a methyl group or an ethyl group, and Q is a C.sub.1 -C.sub.30 divalent organic group, which provides a cured material having improved weather resistance.
    Type: Grant
    Filed: April 15, 1991
    Date of Patent: March 1, 1994
    Assignee: Kanegafuchi Chemical Industry Co., Ltd.
    Inventors: Koji Noda, Hiroshi Fujisawa, Kazuya Yonezawa
  • Patent number: 5288937
    Abstract: Block and random straight chain and star-branched liquid copolymers of two different conjugated dienes, the residual ethylenic unsaturation of the polymerized units of one of which, e.g. isoprene, is less readily hydrogenated than that of the other diene, e.g., butadiene. In the case of block copolymers, the terminal blocks of a straight chain copolymer or the blocks of the free ends of the branches of a star-branched copolymer are composed of the less readily hydrogenated diene polymer while the more readily hydrogenated diene polymer is in the form of central blocks of a straight chain copolymer or interior blocks of the branches of a star-branched copolymer.
    Type: Grant
    Filed: December 17, 1992
    Date of Patent: February 22, 1994
    Assignee: Mobil Oil Corporation
    Inventors: Thomas S. Coolbaugh, Frederick C. Loveless, Demetreos N. Matthews, Leslie R. Rudnick
  • Patent number: 5284927
    Abstract: The subject invention relates to a technique for synthesizing rubbery terpolymers of styrene, isoprene and butadiene. These rubbery terpolymers exhibit an excellent combination of properties for utilization in tire tread rubber compounds. By utilizing such terpolymers in tire treads, tires having improved wet skid resistance can be built without sacrificing rolling resistance or tread wear characteristics. The subject invention specifically discloses a process for preparing a rubbery terpolymer of styrene, isoprene, and butadiene having multiple glass transition temperatures and having an excellent combination of properties for use in making tire treads which comprises: terpolymerizing styrene, isoprene and 1,3-butadiene in an organic solvent at a temperature of no more than about 40.degree. C. in the presence of (a) tripiperidino phosphine oxide, (b) an alkali metal alkoxide and (c) an organolithium compound.
    Type: Grant
    Filed: July 31, 1992
    Date of Patent: February 8, 1994
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Wen-Liang Hsu, Adel F. Halasa
  • Patent number: 5272220
    Abstract: The subject invention discloses a styrene-isoprene-butadiene rubber which is particularly valuable for use in making truck tire treads, said rubber being comprised of repeat units which are derived from about 5 weight percent to about 20 weight percent styrene, from about 7 weight percent to about 35 weight percent isoprene, and from about 55 weight percent to about 88 weight percent 1,3-butadiene, wherein the repeat units derived from styrene, isoprene and 1,3-butadiene are in essentially random order, wherein from about 25% to about 40% of the repeat units derived from the 1,3-butadiene are of the cis-microstructure, wherein from about 40% to about 60% of the repeat units derived from the 1,3-butadiene are of the trans-microstructure, wherein from about 5% to about 25% of the repeat units derived from the 1,3-butadiene are of the vinyl-microstructure, wherein from about 75% to about 90% of the repeat units derived from the isoprene are of the 1,4-microstructure, wherein from about 10% to about 25% of the re
    Type: Grant
    Filed: September 14, 1992
    Date of Patent: December 21, 1993
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Michael B. Rodgers, Stanley M. Mezynski, Adel F. Halasa, Wen-Liang Hsu, Barry A. Matrana, Joel L. Cox
  • Patent number: 5254653
    Abstract: A styrene, isoprene, butadiene terpolymer rubber with a characterization according to its glass transition temperatures and unit structure and a pneumatic tire with a tread composed of such terpolymer rubber specifically in combination with selected other rubber.
    Type: Grant
    Filed: May 18, 1992
    Date of Patent: October 19, 1993
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Adel F. Halasa, Jean Bergh, Fernand A. J. Fourgon
  • Patent number: 5239023
    Abstract: Crystallizable 3,4-polyisoprene and isoprene-butadiene copolymers having high vinyl contents can be synthesized in organic solvents to quantitative yields after short polymerization times by utilizing the catalyst systems of this invention. The 3,4-polyisoprene made utilizing this catalyst system is strain crystallizable and can be employed in tire treads which provide improved traction and improved cut growth resistance. This invention specifically discloses a process for the synthesis of 3,4-polyisoprene which comprises polymerizing isoprene monomer in an organic solvent at a temperature which is within the range of about -10.degree. C. to about 100.degree. C.
    Type: Grant
    Filed: August 17, 1992
    Date of Patent: August 24, 1993
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Wen-Liang Hsu, Adel F. Halasa
  • Patent number: 5231153
    Abstract: It has been unexpectedly discovered that various compounds, such as alkyl tetrahydrofurfuryl ethers, can be used to modify anionic polymerizations of conjugated diene monomers. These modifiers can be used to polymerize isoprene monomer into high 3,4-polyisoprene at excellent polymerization rates. This is in contrast to the modifiers such as tetramethylethylene diamine which are typically used to modify such polymerizations. This invention more specifically discloses a process for the synthesis of 3,4-polyisoprene which comprises polymerizing isoprene monomer in an organic solvent in the presence of a catalyst system which is comprised of (a) a lithium initiator and (b) ethyltetrahydrofurfuryl ether.
    Type: Grant
    Filed: April 6, 1992
    Date of Patent: July 27, 1993
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Wen-Liang Hsu, Adel F. Halasa, Barry A. Matrana
  • Patent number: 5210359
    Abstract: There is disclosed a linear block copolymer comprising at least one triblock I-B-I, wherein I is a block of at least one polymerized conjugated diene of at least five (5) carbon atoms, such as isoprene, and B is a block of a polymer of at least one conjugated diene, different from that used to polymerize the block I, of at least four (4) carbon atoms, such as 1,3-butadiene. The B block is selectively hydrogenated, while each of the I blocks is unhydrogenated and therefore retains a sufficient amount of its original unsaturation to vulcanize the copolymer. There is also disclosed an alternative linear block copolymer containing at least one triblock of the first polymer block made from a minor proportion of at least one aryl-substituted olefin, such as styrene, and a major proportion of at least one conjugated diene used to polymerize the block I, the second middle polymer block of at least one diene used to polymerize the block B, and the third polymer block which is the same as the first polymer block.
    Type: Grant
    Filed: August 6, 1992
    Date of Patent: May 11, 1993
    Assignee: Mobil Oil Corporation
    Inventors: Thomas S. Coolbaugh, Frederick C. Loveless, Demetreos N. Matthews, Leslie R. Rudnick
  • Patent number: 5194530
    Abstract: This is an improvement upon a process which comprises anionically polymerizing monomers with an anionic polymerization initiator in a suitable solvent thereby creating a living polymer. The improvement comprises terminating the polymerization by the addition of a terminating agent selected from the group consisting of hydrocarbons containing a C-H group where the carbon is connected directly to a triply-bound carbon, hydrocarbons containing a C-H group where the carbon is connected directly to two doubly-bound carbons and hydrocarbons containing a C-H group where the carbon is connected directly to at least 2 aromatic rings, whereing none of said hydrocarbons contain additional aliphatic unsaturation.
    Type: Grant
    Filed: August 17, 1992
    Date of Patent: March 16, 1993
    Assignee: Shell Oil Company
    Inventors: Craig A. Stevens, Carma J. Gibler, Linda R. Chamberlain, Thomas F. Brownscombe
  • Patent number: 5191021
    Abstract: A styrene, isoprene, butadiene terpolymer rubber with a characterization according to its glass transition temperatures and unit structure and a pneumatic tire with a tread composed of such terpolymer rubber specifically in combination with selected other rubber which has been observed to provide such tread with enhanced physical properties.
    Type: Grant
    Filed: August 26, 1991
    Date of Patent: March 2, 1993
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Adel F. Halasa, Jean Bergh, Fernand A. J. Fourgon
  • Patent number: 5159020
    Abstract: A styrene, isoprene, butadiene terpolymer rubber with a characterization according to its glass transition temperatures and unit structure and a pneumatic tire with a tread composed of such terpolymer rubber specifically in combination with selected other rubber.
    Type: Grant
    Filed: December 28, 1989
    Date of Patent: October 27, 1992
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Adel F. Halasa, Jean Bergh, Fernand A. J. Fourgon
  • Patent number: 5149895
    Abstract: There is disclosed a linear block copolymer comprising at least one triblock I-B-I, wherein I is a block of at least one polymerized conjugated diene of at least five (5) carbon atoms, such as isoprene, and B is a block of a polymer of at least one conjugated diene, different from that used to polymerize the block I, of at least four (4) carbon atoms, such as 1,3-butadiene. The B block is selectively hydrogenated, while each of the I blocks is unhydrogenated and therefore retains a sufficient amount of its original unsaturation to vulcanize the copolymer. There is also disclosed an alternative linear block copolymer containing at least one triblock of the first polymer block made from a minor proportion of at least one aryl-substituted olefin, such as styrene, and a major proportion of at least one conjugated diene used to polymerize the block I, the second middle polymer block of at least one diene used to polymerize the block B, and the third polymer block which is the same as the first polymer block.
    Type: Grant
    Filed: January 16, 1990
    Date of Patent: September 22, 1992
    Assignee: Mobil Oil Corporation
    Inventors: Thomas S. Coolbaugh, Frederick C. Loveless, Demetreos N. Matthews, Leslie R. Rudnick
  • Patent number: 5137998
    Abstract: The subject invention relates to a technique for synthesizing rubbery terpolymers of styrene, isoprene and butadiene. These rubbery terpolymers exhibit an excellent combination of properties for utilization in tire tread rubber compounds. By utilizing such terpolymers in tire treads, tires having improved wet skid resistance can be built without sacrificing rolling resistance or tread wear characteristics. The subject invention specifically discloses a process for preparing a rubbery terpolymer of styrene, isoprene, and butadiene having multiple glass transition temperatures and having an excellent combination of properties for use in making tire treads which comprises: terpolymerizing styrene, isoprene and 1,3-butadiene in an organic solvent at a temperature of no more than about 40.degree. C. in the presence of (a) at least one member selected from the group consisting of tripiperidino phosphine oxide and alkali metal alkoxides and (b) an organolithium compound.
    Type: Grant
    Filed: November 4, 1991
    Date of Patent: August 11, 1992
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Wen-Liang Hsu, Adel F. Halasa
  • Patent number: 5061765
    Abstract: Isoprene-butadiene copolymers having high vinyl contents can be synthesized in organic solvents to high yields after short polymerization times by utilizing the process of this invention. The isoprene-butadiene copolymers made utilizing the process of this invention have a glass transition temperature which is within the range of about 0.degree. C. to about -60.degree. C. and can be employed in tire treads which provide improved traction and improved cut growth resistance. This invention specifically discloses a process for the synthesis of isoprene-butadiene copolymers having a high vinyl content which comprises copolymerizing isoprene monomer and butadiene monomer in an organic solvent at a temperature which is within the range of about -10.degree. C. to about 100.degree. C.
    Type: Grant
    Filed: October 22, 1990
    Date of Patent: October 29, 1991
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Wen-Liang Hsu, Adel F. Halasa
  • Patent number: 5047483
    Abstract: A styrene, isoprene, butadiene terpolymer rubber with a characterization according to its glass transition temperatures and unit structure and a pneumatic tire with a tread composed of such terpolymer rubber specifically in combination with selected other rubber which has been observed to provide such tread with enhanced physical properties.
    Type: Grant
    Filed: June 29, 1988
    Date of Patent: September 10, 1991
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Adel F. Halasa, Jean Bergh, Fernand A. J. Fourgon
  • Patent number: 5034486
    Abstract: Terpolymers of maleic anhydride, a C.sub.1 -C.sub.5 alkyl vinyl ether and a C.sub.12 -C.sub.14 alpha-olefin, and crosslinked products thereof, are provided herein for use in thickener, adhesive, sunscreen, hair spray, and waterproofing compositions. The alpha-olefin comonomer is a hydrophobic, straight chain, unsaturated hydrocarbon such as dodecene or tetradecene, which is present in the terpolymer in predetermined amounts relative to the hydrophilic maleic anhydride component, to provide a terpolymer having a suitable HLB for these applications.
    Type: Grant
    Filed: August 9, 1990
    Date of Patent: July 23, 1991
    Assignee: GAF Chemicals Corporation
    Inventors: Mohammed Tzai, Krystyna Plochocka, Yoon T. Kwak, Thomas Rizzo
  • Patent number: 4999409
    Abstract: 1,4-Addition polymers or copolymers of diolefins useful as a functional or active polymer is provided which comprises, in combination, the following recurring units (A) and (B): ##STR1## wherein n=4 to 6 and A/B mole ratio=0 to 98/100 to 2.
    Type: Grant
    Filed: September 29, 1988
    Date of Patent: March 12, 1991
    Assignee: Toa Nenryo Kogyo Kabushiki Kaisha
    Inventors: Yoshiharu Doi, Kazuo Soga, Satoshi Ueki
  • Patent number: 4975223
    Abstract: An optical material of a high refractive index is formed of a copolymer obtained by copolymerizing 3-40 wt. % of 4-isopropenylbiphenyl, 30-97 wt. % of a monofunctional aromatic monomer represented by the following formula (I) or (II) and 0-67 wt. % of another monomer copolymerizable with 4-isopropenylbiphenyl and the monofunctional aromatic monomer. ##STR1## wherein R means a hydrogen atom or methyl group, X denotes ##STR2## in which n stands for an integer of 0-3, Y is a halogen atom other than a fluorine atom, or a methyl, hydroxyl or methoxy group, and m stands for an integer of 0-3, with the proviso that Y may be different from each other when m is 2 or 3.
    Type: Grant
    Filed: February 3, 1989
    Date of Patent: December 4, 1990
    Assignee: Kureha Kagaku Kogyo Kabushiki Kaisha
    Inventors: Hideaki Doi, Teruo Sakagami
  • Patent number: 4965327
    Abstract: Synthetic elastomers are typically made commercially by employing emulsion polymerization or solution polymerization techniques. In such solution polymerization techniques, it is desirable to operate at the highest solids content which is practical. As a general rule, it is not practical to prepare such rubbers by solution polymerization at solids contents of higher than about 20 percent. However, the subject invention reveals a technique for preparing such rubbers by high solids solution polymerization at extremely high solids contents. This technique offers substantial advantages associated with eliminating large quantities of organic solvents.
    Type: Grant
    Filed: October 23, 1989
    Date of Patent: October 23, 1990
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Robert W. Stachowiak, Anthony J. Puccio, Thomas J. Eberhart
  • Patent number: 4843120
    Abstract: It has been determined that certain rubbery polymers having multiple glass transition temperatures can be utilized in making tires which have improved rolling resistance, improved wet skid resistance, and outstanding tread wear. These rubbery polymers are derived from at least one conjugated diolefin monomer, have a first glass transition temperature which is between -110.degree. C. and -20.degree. C. and have a second glass transition temperature which is between -50.degree. C. and 0.degree. C. These rubber polymers can be homopolymers of conjugated diolefin monomers, copolymers of more than one conjugated diolefin monomer, or copolymers derived from at least one conjugated diolefin monomer and at least one vinyl aromatic monomer.
    Type: Grant
    Filed: September 29, 1986
    Date of Patent: June 27, 1989
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Adel F. Halasa, Bill B. Gross, Joel L. Cox, George F. Balogh
  • Patent number: 4764572
    Abstract: This invention provides an improvement in anionic polymerization processes which comprise both a batch polymerization step to form and partially grow living polymer chains and a subsequent continuous or semi-continuous step in which growth of the chains is continued. For purposes of this improvement, the transition to the continuous or semi-continuous step takes place before the molar concentration of monomer in the batch polymerization step is depleted to a level below that of the living chains. Anionic polymerization processes are recognized as particularly useful for the production of polymers having narrow molecular weight distributions. Practice under the invention is found to enhance the narrow distribution of the polymer product by controlling thermal die-out of chains which has occurred in conventional processes during the transition from batch to continuous or semi-continuous polymerization steps.
    Type: Grant
    Filed: July 23, 1985
    Date of Patent: August 16, 1988
    Assignee: Shell Oil Company
    Inventor: Arthur R. Bean, Jr.
  • Patent number: 4721753
    Abstract: A diene polymer composition having improved fracture properties and a small change in the shape of extruded product is disclosed, which comprises at least 5% by weight of a copolymer composed of at least one conjugated diene (component A) having the following general formula: ##STR1## wherein R.sub.1 and R.sub.2 are a hydrogen atom or a methyl group, and 2,3-dimethylbutadiene (component B), said copolymer having a content of cis-1,4-bond of not less than 80%.
    Type: Grant
    Filed: April 8, 1986
    Date of Patent: January 26, 1988
    Assignees: Bridgestone Corporation, Japan Synthetic Rubber Co., Ltd.
    Inventors: Mitsuhiko Sakakibara, Kaoru Nakako, Tatsuo Fujimaki
  • Patent number: 4699960
    Abstract: The present invention relates to the production of 1,4-cis-polybutadiene and of copolymers of butadiene with other conjugated diolefins, by means of the catalytic polymerization or copolymerization of monomer butadiene, by an either continuous or batch process, operating in the presence or in the absence of diluents, and carrying out a portionwise addition, during the polymerization, of a portion of the organometallic compound of aluminum (or of the related hydride derivative), constituiting also one of catalytic components.
    Type: Grant
    Filed: June 24, 1986
    Date of Patent: October 13, 1987
    Assignee: Enichem Elastomeri, S.p.A.
    Inventors: Silvano Gordini, Antonio Carbonaro, Stanislao Spina
  • Patent number: 4487857
    Abstract: A process for producing a thermoplastic resin capable of giving a molded article having a very good appearance, by coagulating a thermoplastic resin latex prepared by an emulsion polymerization method which comprises making the latex into a coagulated slurry by carrying out the coagulation procedure in a range of temperatures lower than the solidifying point of the thermoplastic resin, adding an alkaline substance to said coagulated slurry in a range of temperatures lower than the aforesaid solidifying point so that the pH of said coagulated slurry is adjusted to a pH 0.1 or more higher than its pH at the time of the coagulation and that the pH of the whole coagulated slurry after the addition of the alkaline substance is adjusted to 7.0 or lower, and then raising the temperature of said coagulated slurry to solidify the coagulated particles.
    Type: Grant
    Filed: July 20, 1983
    Date of Patent: December 11, 1984
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Teruhiko Sugimori, Noriyuki Tajiri
  • Patent number: 4435554
    Abstract: This invention relates to an improved emulsion polymerization process. Specifically, this invention relates to an improved method for producing acrylonitrile-butadiene polymers. The improvement is characterized in that a reaction mixture contains a mono-basic alkali phosphate buffer which results in polymers that are resistant to subsequent Mooney rise.
    Type: Grant
    Filed: August 30, 1982
    Date of Patent: March 6, 1984
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Anthony J. Bell, Leland E. Beyersdorff
  • Patent number: 4429089
    Abstract: A novel catalytic system is disclosed which is especially adapted for the polymerization and the copolymerization of aliphatic conjugated diolefines, the system comprising an organic compound of aluminum, a Lewis acid containing at least one halogen, and an organic compound of a lanthanide metal. The catalyst system has outstanding and hitherto unparalleled activity. The method of preparation of the catalytic system is also described in detail.
    Type: Grant
    Filed: July 15, 1981
    Date of Patent: January 31, 1984
    Assignee: Anic, S.p.A.
    Inventors: Ugo Pedretti, Gabriele Lugli, Sergio Poggio, Alessandro Mazzei
  • Patent number: 4417043
    Abstract: A polymer capable of forming an anisotropic melt characterized in that the polymer chain includes residues of cross-linking reactants at a concentration sufficient to give a polymer with a melt viscosity of not greater than 10.sup.7 Nsec/m.sup.2 measured by capillary rheometry at a shear rate of 10.sup.4 N/m.sup.2. The polymers exhibit favorable shear dependent viscosity characteristics in that the viscosity is high under low shear conditions and is low under high shear conditions, as judged by the viscosity characteristics of polymers of the same composition but not containing the residues of cross-linking reactants.
    Type: Grant
    Filed: January 5, 1981
    Date of Patent: November 22, 1983
    Assignee: Imperial Chemical Industries PLC
    Inventors: Frederic N. Cogswell, Brian P. Griffin, Clive P. Smith
  • Patent number: 4413098
    Abstract: An isoprene-butadiene copolymer rubber having improved processing properties which comprises a microstructure of the butadiene portion having from 70% to 90% of trans-1,4 linkage and from 2% to 8% of vinyl linkage, an isoprene content of from 3 to 25 wt %, and a styrene content of from 0 to 30 wt %, said copolymer rubber having a Mooney Viscosity of from 30 to 150, and a molecular weight distribution, Mw/Mn of from 1.2 to 3.5, said rubber, in the unelongated state, not showing a melting point measured by the differential calorimeter analysis method. The copolymer rubber of the present invention can be used for tires, for example, a tread and a carcass or for other rubber uses.
    Type: Grant
    Filed: September 16, 1981
    Date of Patent: November 1, 1983
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Yasuo Hattori, Takeshi Ikematu, Toshio Ibaragi, Makoto Honda
  • Patent number: 4385151
    Abstract: A rubber composition containing an isoprene homopolymer or copolymer having a glass transition temperature of not less than -50.degree. C. and a Mooney viscosity of 20 to 120. The composition can provide a cured rubber having a high wet road gripping force and a small dynamic heat generating characteristic, and is very suitable for use in tires of automobiles.
    Type: Grant
    Filed: November 24, 1981
    Date of Patent: May 24, 1983
    Assignees: Sumitomo Rubber Industries, Ltd., Sumitomo Chemical Co., Ltd.
    Inventors: Hiroshi Furukawa, Yuichi Saito, Akio Imai, Keisaku Yamamoto, Tomoaki Seki, Nobuyuki Yoshida
  • Patent number: 4378456
    Abstract: Ethylene-butadiene-isoprene terpolymers consisting of more than 80 mol % of alternating ethylene-diene units and in which more than 95 mol % of the diene units built into the polymer are in the 1,4-configuration.
    Type: Grant
    Filed: September 14, 1981
    Date of Patent: March 29, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Wieder, Josef Witte
  • Patent number: 4294942
    Abstract: There is disclosed copolymers of 2,3-dimethyl-1,3-butadiene with butadiene or isoprene in which the 2,3-dimethyl-1,3-butadiene content ranges from about 20 to about 80 mole percent, characterized in that the microstructure of the 2,3-dimethyl-1,3-butadiene segments range from about 55 to about 65 percent trans-1,4. Also disclosed are copolymers of 2,3-dimethyl-1,3-butadiene with butadiene or isoprene in which the 2,3-dimethyl-1,3-butadiene content ranges from about 20 to about 80 mole percent characterized in that the microstructure of the 2,3-dimethyl-1,3-butadiene segments range from about 40 to about 65 percent trans-1,4 and 1,2 content of said segments does not exceed 20 percent, said copolymers being prepared by bulk polymerization techniques.
    Type: Grant
    Filed: February 14, 1980
    Date of Patent: October 13, 1981
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: James N. Henderson
  • Patent number: 4271282
    Abstract: A process for producing carbo-chain homopolymers, block- and random copolymers of conjugated dienes and vinylaromatic monomers comprising polymerization of dienes, vinyl- or di-vinylaromatic monomers or copolymerization thereof in a medium of a hydrocarbon solvent at a temperature ranging from -30.degree. to +150.degree. C. in the presence of an organolithium catalyst of the formula R(Li).sub.x, wherein R is a hydrocarbon radical or a diene polymer, x is an integer of from 1 to 4, and a modifying additive which is a compound comprising a product of interaction between a phenolamine resin and an alkali metal and having the general formula: ##STR1## wherein n is an integer of from 1 to 10;M is sodium or potassium;R is an alkyl with 2 to 20 carbon atoms or an arylalkyl with 7 to 20 carbon atoms;R.sub.1 is an alkyl with 1 to 6 carbon atoms, an arylalkyl with 7 to 9 carbon atoms or hydrogen;this modifying additive is used in an amount of from 0.07 to 2.0 g/equiv. per one g/equiv. of active lithium.
    Type: Grant
    Filed: August 22, 1979
    Date of Patent: June 2, 1981
    Inventors: Viktor P. Judin, Valentin P. Shatalov, Leonid V. Kovtunenko, Valeria G. Shalganova, Nadezhda K. Kashkina, Lidia N. Mistjukova, Neonila M. Semenova, Zinaida N. Korbanova, Ivan P. Mitin, Vladimir V. Moiseev, Vladimir V. Kosovtsev
  • Patent number: 4230842
    Abstract: A hydrocarbon-derived, tack enhancing, diolefin/olefin backboned resin prepared by reacting, in the presence of an aliphatic hydrocarbon solvent and a selected catalyst, a monomer mixture comprised primarily of a diolefin/olefin mixture, of the piperylene/olefin type, and about 2 to about 12 weight percent .alpha.-methyl styrene.The resin has a particular application for use as a tackifier with styrene-isoprene-styrene block copolymers.
    Type: Grant
    Filed: October 28, 1976
    Date of Patent: October 28, 1980
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Herbert L. Bullard, Robert A. Osborn
  • Patent number: 4201850
    Abstract: Elastomeric copolymers of butadiene and piperylene containing at least 50 mole percent butadiene and having a random distribution of monomer units enchained in a stereo-regulated manner are characterized by, (1) vinyl unsaturation pendant to the main polymer chain which is equal to or less than 10 percent of the total unsaturation present in the polymer; (2) enchainment of at least 95 percent of the piperylene as the 1,2-trans and 1,4-trans-stereoisomers; and (3) selective enchainment of between 50 and 95 percent of the butadiene as the 1,4-trans-stereoisomer. The copolymers, which are prepared from a mixture of the monomers with the aid of an iodine-containing hydrocarbon-soluble catalyst system comprising TiX.sub.n --xMI.sub.n --yI.sub.2 --zAlR.sub.3 --QLB, can be compounded with other elastomers and with process oils, resins, plasticizers and reinforcing agents such as carbon black, silica, talc and the like.
    Type: Grant
    Filed: August 7, 1978
    Date of Patent: May 6, 1980
    Assignee: Exxon Research & Engineering Co.
    Inventors: Erik G. M. Tornqvist, Albert M. Gessler
  • Patent number: 4153773
    Abstract: Substantially gel free, high molecular weight, high unsaturation copolymers of isobutylene and cyclo-conjugated dienes having a number-average molecular weight of about 30,000 to about 90,000 and a mole % of unsaturation of about 5 to about 45 are prepared by a polymerization in a homogeneous phase, wherein the catalyst which is a hydrocarbyl aluminum dihalide or aluminum halide type catalyst dissolved in an aliphatic type solvent is added to a mixture of the isobutylene, cyclo-conjugated diene, and an aliphatic cosolvent and the polymerization reaction is carried out at a temperature of about -80.degree. to about -110.degree. C.
    Type: Grant
    Filed: June 6, 1977
    Date of Patent: May 8, 1979
    Assignee: Exxon Research & Engineering Co.
    Inventors: Donald J. Buckley, Warren A. Thaler, Joseph P. Kennedy
  • Patent number: 4151343
    Abstract: Substantially gel-free, high unsaturation copolymers of isoolefin and diolefin and high unsaturation terpolymers of isoolefin, acyclic diene and cyclic diene having a number average molecular weight of at least about 90,000 and a mole percent of unsaturation of at least 5% and the process for preparing said polymers which comprises carrying out the polymerization in a homogeneous phase, introducing to the system either an aluminum halide in a soluble form or a hydrocarbylaluminum dihalide and carrying the reaction out at a temperature of less than about -100.degree. C.
    Type: Grant
    Filed: April 18, 1977
    Date of Patent: April 24, 1979
    Assignee: Exxon Research & Engineering Co.
    Inventors: Warren A. Thaler, Donald J. Buckley, Joseph P. Kennedy
  • Patent number: 4148983
    Abstract: There is disclosed a method for the polymerization and copolymerization of diolefins selected from the group of monomers consisting of trans-1,3-pentadiene and isoprene employing as a catalyst a mixture of (A) an organometallic compound selected from the group consisting of aluminum trialkyls, magnesium dialkyls and zinc dialkyls, (B) a soluble chromium compound selected from the group consisting of chromium salts of organic acids containing from 2 to 20 carbon atoms, organic complex compounds of chromium containing tridentate ligands and .pi.-bonded organochromium compounds, and (C) a member selected from dialkyl hydrogen phosphites, diaryl hydrogen phosphites and tris(2-chloroethyl)phosphite.
    Type: Grant
    Filed: April 5, 1978
    Date of Patent: April 10, 1979
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Morford C. Throckmorton
  • Patent number: 4139695
    Abstract: Substantially gel-free high unsaturation copolymers of isobutylene and methylcyclopentadiene and high unsaturation terpolymers of isobutylene cyclopentadiene and methylcyclopentadiene and terpolymers of isobutylene, isoprene and methylcyclopentadiene having a number average molecular weight of at least about 120,000 and a mole percent of unsaturation of at least 5% and the process for preparing said polymers which comprises carrying out the polymerization in a homogeneous phase, introducing to the system either an aluminum halide in a soluble form or a hydrocarbylaluminum dihalide and carrying the reaction out at a temperature of less than about -100.degree. C.
    Type: Grant
    Filed: April 14, 1977
    Date of Patent: February 13, 1979
    Assignee: Exxon Research & Engineering Co.
    Inventors: Warren A. Thaler, Donald J. Buckley, Joseph P. Kennedy
  • Patent number: 4111867
    Abstract: A rubber composition for tire treads includes (Ia) an oil-extended rubber having a Mooney viscosity (ML.sub.1+4, 100.degree. C) of 20 to 70 which is prepared by adding 20 to 80 parts of a hydrocarbon oil to 100 parts by weight of a rubber terpolymer which is composed of 2 to 13% by weight of combined styrene, 15 to 70% by weight of combined 1,3-butadiene and 17 to 83% by weight of combined 1,3-pentadiene with the dienes having a total 1,4-bond content of at least 65 mole%, (II) vulcanization additives, and (III) 30 to 110 parts by weight, per 100 parts by weight of the oil-extended rubber (Ia), of a carbon black for rubber having an average particle diameter of not more than 60 m.mu. the rubbery copolymer has a glass transistion temperature of -70.degree. to -20.degree. C., and is produced by emulsion-polymerization at 0.degree. to 30.degree. C.
    Type: Grant
    Filed: March 29, 1977
    Date of Patent: September 5, 1978
    Assignee: Nippon Zeon Co., Ltd.
    Inventors: Keiji Komuro, Tetsu Ohishi, Tetsuo Waku, Nagatoshi Sugi, Souichi Suzuki, Akio Ueda
  • Patent number: 4102761
    Abstract: Synthetic rubber compositions and method of radiation curing such compositions at low average radiation dose wherein the compositions are characterized by defined distribution of radiation rate enhancing and inhibiting monomers.
    Type: Grant
    Filed: May 28, 1975
    Date of Patent: July 25, 1978
    Assignee: The Firestone Tire & Rubber Company
    Inventors: Georg Gustav Anton Bohm, Bolesh J. Skutnik
  • Patent number: 4098982
    Abstract: There is provided a process for cationically polymerizing piperylene batchwise or continuously by the addition of piperylene either alone or in admixture with a minor amount of at least another hydrocarbon monomer, incrementally, to a catalyst system consisting essentially of a major amount of an aluminum halide and a minor amount of an inorganic phosphorus acid in an inert solvent while controlling the temperature of reaction in the range of 0.degree. C. to 50.degree. C., drowning the polymerization mixture in water, separating the organic phase therefrom, then removing the solvent and recovering a solid polymer in good color and yield, free from an intractable gel, rendering the same useful as a tackifying resin.
    Type: Grant
    Filed: March 8, 1977
    Date of Patent: July 4, 1978
    Assignee: Arizona Chemical Company
    Inventor: Ronald Thomas Wojcik
  • Patent number: 4096135
    Abstract: A novel vulcanized product of a terpolymer is prepared by heating acrylonitrile/butadiene-1,3/2-methyl butadiene-1,3 comprising 15 to 45% by weight of combined acrylonitrile and 85 to 55% by weight of combined diene, said combined diene consisting of 65 to 95% by weight of combined butadiene-1,3 and 35 to 5% by weight of combined 2-methylbutadiene-1,3, in the presence of a vulcanizing agent at a temperature of 100.degree. to 220.degree. C. for about 1 minute to 2 hours.
    Type: Grant
    Filed: January 21, 1975
    Date of Patent: June 20, 1978
    Assignee: Nippon Zeon Co. Ltd.
    Inventors: Tetsu Ohishi, Hiroshi Fukushima
  • Patent number: 4096103
    Abstract: A pressure-sensitive adhesive composition consisting essentially of a natural or synthetic tackifier, an elastomer comprising isoprene and piperylene and a solvent. The elastomer is preferably prepared from certain selected copolymerized C.sub.5 -hydrocarbons from a hydrocarbon mixture containing C.sub.5 -monoolefinic hydrocarbons, C.sub.5 -diolefinic hydrocarbons (cyclic and acyclic), C.sub.5 -paraffins, C.sub.6 -aliphatics, and benzene.The elastomers thus formed, when mixed with certain natural or synthetic tackifiers, have the required tack of pressure-sensitive adhesives.
    Type: Grant
    Filed: December 29, 1976
    Date of Patent: June 20, 1978
    Assignee: Gulf Research & Development Company
    Inventors: Pallavoor R. Lakshmanan, Harold E. Swift, Ching Yong Wu
  • Patent number: 4072808
    Abstract: A process for producing an elastomer comprising selected copolymerized C.sub.5 -hydrocarbons from a hydrocarbon mixture containing C.sub.5 -monoolefinic hydrocarbons, C.sub.5 -diolefinic hydrocarbons (cyclic and acyclic) C.sub.5 -paraffins, C.sub.6 -aliphatics and benzene which comprises separating the C.sub.5 -hydrocarbons from the mixture and copolymerizing a selected portion of the resulting C.sub.5 -hydrocarbon mixture in the presence of a catalyst system to form an elastomer. The elastomers produced are suitable for use in adhesive compositions in general but particularly useful as a component in pressure sensitive adhesive compositions.
    Type: Grant
    Filed: December 29, 1976
    Date of Patent: February 7, 1978
    Assignee: Gulf Research & Development Company
    Inventors: Pallavoor R. Lakshmanan, Harold E. Swift, Ching Y. Wu
  • Patent number: 4065444
    Abstract: Elastomeric butadiene-piperylene copolymers in which the butadiene is mainly in high cis-1,4-addition, low vinyl configuration, prepared in solution using iodine-containing catalyst based on organomagnesium compound and titanium tetrahalide. Graft copolymers of resin-forming monomers (e.g., styrene, acrylonitrile) on the butadiene-piperylene elastomer have good low temperature impact strength.
    Type: Grant
    Filed: September 2, 1975
    Date of Patent: December 27, 1977
    Assignee: Uniroyal, Inc.
    Inventors: Edward A. Delaney, Norman J. Pinkowski, Walter Nudenberg
  • Patent number: 4048418
    Abstract: Method of polymerizing conjugated diolefinic monomers containing from 4 to about 12 carbon atoms to high molecular weight polymers by bringing said monomers into contact with a catalyst system consisting of (1) an iron-containing compound, (2) an organometallic reducing agent from Groups I and III of the Periodic Table, and (3) a nitrogen-containing ligand.
    Type: Grant
    Filed: November 22, 1974
    Date of Patent: September 13, 1977
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Morford C. Throckmorton
  • Patent number: 4048424
    Abstract: Hydrocarbon resins comprising (a) about 45 to 85% by weight of units derived from 1,3-pentadiene, (b) about 10 to 45% by weight of units derived from .alpha.-methylstyrene, (c) about 3 to 20% by weight of units derived from cyclopentene and (d) 0 to about 20% by weight of units derived from 1,3-butadiene and having a softening point of from about 60.degree. C. to about 140.degree. C., said hydrocarbon resins being prepared by polymerizing a monomeric mixture comprising (a) about 35 to 85% by weight of 1,3-pentadiene, (b) about 10 to 50% by weight of .alpha.-methylstyrene, (c) about 5 to 30% by weight of cyclopentene and (d) 0 to 15% by weight of 1,3-butadiene in a solvent comprising at least 50% by weight of an aromatic hydrocarbon in the presence of an aluminum halide as a catalyst.
    Type: Grant
    Filed: July 29, 1975
    Date of Patent: September 13, 1977
    Assignee: Nippon Zeon Co. Ltd.
    Inventors: Atsuo Ishikawa, Hidemi Tsubaki, Hitoshi Takahata, Riso Iwata, Yonesaku Shinohara
  • Patent number: 4048427
    Abstract: This invention relates to the preparation of solution polymers and rubbers from vinyl monomers using a new catalyst complex of a barium di-tert-alkoxide-hydroxide salt and an organic lithium compound. In particular, homopolymers and copolymers of butadiene with styrene and/or isoprene, prepared with this catalyst, are uniquely characterized by the butadiene units having a low vinyl content (not over about 12%) and a trans-1,4 structure of from about 70 to 81%. Also, the copolymer has a random comonomer sequence distribution. This molecular structure permits elastomers containing little or no styrene to have sufficient stereoregularity to crystallize. Furthermore, the butadiene homopolymer and copolymer with styrene and/or isoprene exhibit a broad molecular weight distribution as well as tack and green-strength which are valuable properties for a rubber to possess when building tires.
    Type: Grant
    Filed: April 26, 1976
    Date of Patent: September 13, 1977
    Assignee: The General Tire & Rubber Company
    Inventors: Ivan Glen Hargis, Russell Anthony Livigni, Sundar Lal Aggarwal