Dicyclopentadiene-containing Group Patents (Class 525/290)
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Patent number: 5120794Abstract: A reinforcing agent for vulcanizable rubber compounds comprises an anhydrous metal salt of an .alpha.-.beta.-ethylenically unsaturated carboxylic acid having a crystalline structure consisting essentially of plates and fibers. Vulcanizable rubber compounds containing such reinforcing agents have improved physical properties over rubber compounds containing conventional metal carboxylic acid salts. Methods for the preparation of such anhydrous metal salts and methods for the reinforcement of vulcanizable rubber compounds therewith are also provided.Type: GrantFiled: December 3, 1991Date of Patent: June 9, 1992Assignee: Bridgestone/Firestone, Inc.Inventors: Arthur E. Oberster, Takatsugu Hashimoto
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Patent number: 5115032Abstract: Curable resin compositions comprising (A) polyene components, and (B) unsaturated alicyclic compounds having thiol groups. The compositions are odorless and also excellent in heat resistance, adhesion properties and mechanical properties compared with conventional polyene-polythiols.Type: GrantFiled: November 29, 1989Date of Patent: May 19, 1992Assignee: Showa Highpolymer Co., Ltd.Inventors: Eiichiro Takiyama, Ryushi Ogura, Noriaki Harigai
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Patent number: 5109073Abstract: A process for preparing a blend of a norbornene polymer and a vinyl polymer, the process comprising (a) injecting into a mold a reaction mixture comprising from about 30 to about 70 weight percent, based on the total monomer weight, of at least one substituted or unsubstituted norbornene monomer, from about 70 to about 30 weight percent of at least one polymerizable monomer, a metathesis catalyst system comprising a transition metal catalyst and a cocatalyst, and a free radical initiator, and (b) subjecting the reaction mixture to temperature conditions to sequentially initiate polymerization of the norbornene monomer and the vinyl monomer.Type: GrantFiled: November 21, 1989Date of Patent: April 28, 1992Assignee: Shell Oil CompanyInventors: Willem Sjardijn, Johannes J. M. Snel
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Patent number: 5102589Abstract: A method of producing a pore-free polynorbornene article having thick-walled portions is provided. The method comprises providing a monomer charge containing at least one norbornene monomer having a tricyclic or higher cyclic structure; introducing the monomer charge into a mold at a temperature greater than the inside mold temperature; polymerizing the monomer charge under pressure via a ring-opening catalyst system; cooling the molded article; and removing the molded article from the mold.Type: GrantFiled: March 12, 1990Date of Patent: April 7, 1992Assignee: Nippon Zeon Co., Ltd.Inventors: Koji Chono, Hiroshi Ozeki, Kazunori Toshima, Motoyuki Yamato
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Patent number: 4999403Abstract: Graft polymer comprising functionalized ethylene-alpha-olefin copolymer having polypropylene grafted thereto through one or more functional linkages, the process for making the graft polymer comprising combining the functionalized ethylene-alpha-olefin with maleated polypropylene, the use of the graft polymer for improving the impact properties of polypropylene compositions, and improved polypropylene blends.Type: GrantFiled: October 28, 1988Date of Patent: March 12, 1991Assignee: Exxon Chemical Patents Inc.Inventors: Sudhin Datta, David J. Lohse
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Patent number: 4983681Abstract: Colored microfine globular particles are produced by causing carbon black to react with a polymer capable of reacting with the carbon black thereby forming a carbon black-graft polymer, dispersing this carbon black-graft polymer in a polymerizable monomer component, and then polymerizing the polymerizable monomer component. These particles, in the unmodified form, are usable as a toner for the development of images of static charge and, in a form incorporated in a varying component, are usable such as in resin composition, coating composition, thermosensitive transfer ink ribbon coating agent, thermosensitive transfer ink, or back-coating agent for magnetic recording medium.Type: GrantFiled: December 22, 1989Date of Patent: January 8, 1991Assignee: Nippon Shokubai Kagaku Kogyo Kabushiki KaishaInventors: Yoshikuni Mori, Mitsuo Kushino, Hayato Ikeda, Nobuaki Urashima, Kenji Minami, Iwao Fukikawa
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Patent number: 4983682Abstract: A process for the production of aromatic petroleum resins by the cationic copolymerization of a C.sub.6 -C.sub.12 aromatic cut and the product obtained by the thermal polymerization of a dicyclopentadiene cut, products produced by the process, and the application in the manufacture of printing inks, varnishes and paints.Type: GrantFiled: June 5, 1989Date of Patent: January 8, 1991Assignee: Norsolor S.A.Inventors: Paul Badie, Jean-Marie Siebert
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Patent number: 4977226Abstract: Process for production of a molded article comprising polymerizing a norbornene monomer having bicyclic or higher cyclic structure in the presence of a metathesis catalyst system and a viscosity modifier having room temperature viscosity of 300 to 50,000 cps which viscosity modifier comprises a ring-opened polymer and unreacted norbornene monomer having bicyclic or higher cyclic structure.Type: GrantFiled: September 12, 1988Date of Patent: December 11, 1990Inventors: Tomoo Sugawara, Motoyuki Yamato
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Patent number: 4960829Abstract: Blends comprised of (A) a high molecular weight elastomeric polymer; (B) a sufficient amount of an ethylene/alphaolefin/nonconjugated polyene terpolymer having a number average molecular weight of between about 1,000 and about 15,000 such that the variety of the blend is at least about 5% lower than the viscosity of component (A) alone, and (c) a curative, exhibit increased processability, and, when cured, exhibit unexpectedly desirable tensile strength, ozone resistance and oil resistance.Type: GrantFiled: July 25, 1988Date of Patent: October 2, 1990Assignee: Uniroyal Chemical Company, Inc.Inventors: Ralph D. Allen, Seshan Thiruvengada, Frank C. Cesare, Harry D. Visser
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Patent number: 4952348Abstract: Process for preparing a pore-free polynorbornene product by bulk polymerizing a monomer charge containing at least one norbornene monomer having tricyclic or higher cyclic structure with a metathesis catalyst by controlling maximum exotherm temperature to a level of 160.degree. C. or below or by controlling the temperature difference to 80.degree. C. or below between the inner and exterior temperatures during the cooling period of said product from the maximum exotherm to the glass transition temperature of said product.Type: GrantFiled: September 12, 1988Date of Patent: August 28, 1990Assignee: Nippon Zeon Co., Ltd.Inventors: Yoshiharu Ishimaru, Motoyuki Yamato, Koji Chono
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Patent number: 4908412Abstract: A partially crosslinked thermoplastic elastomer composition excellent in the heat bondability is obtained by dynamically heat-treating a blend of a peroxide-crosslinking olefin copolymer and an olefinic plastic with an unsaturated epoxy monomer or an unsaturated hydroxy monomer in the presence of an organic peroxide.Type: GrantFiled: July 12, 1989Date of Patent: March 13, 1990Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Yasuhiko Otawa, Toshiyuki Maeda, Kunihide Hiraoka, Katsuo Okamoto
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Patent number: 4904737Abstract: An active-energy-ray curable coating composition comprising 99 to 50 parts by weight of an acrylic copolymer (A) having (meth)acryloyloxy groups linked to functional groups of side chains and 1 to 50 parts by weight of an unsaturated compound (B) having two or more crosslinkable bonds.Type: GrantFiled: December 7, 1987Date of Patent: February 27, 1990Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Mitsuo Sato, Masaki Niimoto
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Patent number: 4895908Abstract: Novel esters and polyesters are prepared by reacting cyclopentadienylethanol, bis(2-hydroxyethyl)dicyclopentadiene, or mixtures of the two with monobasic acid esters and dibasic acid diesters. These esters and polyesters are characterized by a reversible cross-linking mechanism and have utility as superior coatings and adhesives. High molecular weight, cross-linked polymers are also prepared in the present invention by reacting cyclopentdienylethanol with a polyolefin wax having an ester, acid or anhydride functional group.Type: GrantFiled: December 30, 1988Date of Patent: January 23, 1990Assignee: Eastman Kodak CompanyInventors: Jerome L. Stavinoha, Anthony W. McColllum
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Patent number: 4853435Abstract: A thermosetting resin of a norbornene monomer is prepared by bulk-polymerizing a norbornene monomer in a mold in the presence of a metathesis catalyst system and further in the presence of a dicyclopentadiene heat-polymerized resin in an amount of 15 to 150 parts by weight per 100 parts by weight of the monomer.Type: GrantFiled: March 22, 1988Date of Patent: August 1, 1989Assignee: Nippon Zeon Co., Ltd.Inventors: Motoyuki Yamato, Susumu Ueno, Kin-ichi Okumura, Masao Fuchi
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Patent number: 4853432Abstract: An adhesive comprising a copolymer and an optionally hydrogenated light color petroleum hydrocarbon resin including an aromatic hydrocarbon component useful for tackifying block copolymers is described which has a softening point of about 0.degree. C. to about 40.degree. C., a number average molecular weight (Mn) of from 350 to 600 and a molecular weight distribution (Mw/Mn) of from 1:1 to about 2.0.Type: GrantFiled: June 30, 1987Date of Patent: August 1, 1989Assignee: Exxon Chemical Patents Inc.Inventor: Mary E. Ahner
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Patent number: 4839399Abstract: An active energy beam-curable type resin composition, which comprises (A) a graft copolymer comprising a main chain composed mainly of structural units of monomers containing one (meth)acryloyl group and a dicyclopentenyl derivative group represented by the following general formula (I): ##STR1## wherein Z represents a five-membered ring given by ##STR2## and R.sub.1 and R.sub.Type: GrantFiled: March 5, 1987Date of Patent: June 13, 1989Assignee: Canon Kabushiki KaishaInventors: Yasufumi Sato, Megumi Munakata, Hiromichi Noguchi
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Patent number: 4837282Abstract: A polyolefin rubber composition consisting essentially of 100 parts by weight of a polyolefin rubber polymer, 10 to 100 parts by weight of a mono-olefin monomer, 1 to 20 parts by weight of a polyolefin polyfunctional monomer, and 0.1 to 15 parts by weight of an organic peroxide, wherein these components are blended and subjected to heat treatment to form a denaturated polyolefin rubber.The mechanical and electrical characteristics of this denaturated polyolefin rubber do not deteriorate even after long-time subjection to heat treatment, and this material finds application as a rubber for thermally resistant electrical products.Type: GrantFiled: September 4, 1987Date of Patent: June 6, 1989Assignee: Yazaki CorporationInventors: Kiyoshi Yagi, Toshiaki Kanno, Masahiro Kanda, Izumi Nomura
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Patent number: 4814377Abstract: A process for the incorporation of a copolymer of at least one liquid alpha-olefin or diolefin comonomer having at least 7 carbon atoms into a polymer matrix comprising:(a) in a first reaction zone, contacting at least one alpha-olefin having 2 to 6 carbon atoms with a catalyst adapted for the polymerization thereof in such a manner that a granular polymer matrix selected from the group consisting of (i) a homopolymer of ethylene or propylene and (ii) a copolymer of ethylene or propylene and at least one alpha-olefin having 2 to 6 carbon atoms is formed in admixture with active catalyst;(b) admixing the mixture from step (a) with at least one liquid alpha-olefin or diolefin comonomer having at least 7 carbon atoms to at least partially cost the polymer matrix; and(c) introducing the mixture from step (b) into the first reaction zone or a second reaction zone together with at least one alpha-olefin having 2 to 6 carbon atoms in such a manner that polymerization is effected in the gas phase.Type: GrantFiled: September 4, 1987Date of Patent: March 21, 1989Assignee: Union Carbide CorporationInventor: William H. Joyce
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Patent number: 4814388Abstract: A rubber-modified thermoplastic resin composition obtained by copolymerizing an aromatic vinyl compound and optionally other monomers copolymerizable therewith in the presence of an ethylene-.alpha.-olefin type rubbery polymer having a molecular weight distribution parameter Mw/Mn of 1.2 to 4.5. Said polymer preferably has Mooney viscosity (ML.sub.1+4, 100.degree. C.) of 40 or less. Said composition is excellent not only in weather resistance and impact resistance but also in rigidity, surface gloss and molded product appearance.Type: GrantFiled: February 13, 1986Date of Patent: March 21, 1989Assignee: Japan Synthetic Rubber Co., Ltd.Inventors: Hisao Nagai, Yuzi Nakagawa, Katsurou Oomura, Shinichi Kimura
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Patent number: 4806581Abstract: Graft polymers are prepared by reacting an ethylenically unsaturated polymerizable monomer with a polymer of an olefin of 2 to about 8 carbon atoms in a process wherein the olefin polymer is substantially insoluble in the monomer but is capable of absorbing the monomer. In a preferred aspect, a vinyl halide polyolefin graft polymer is produced by reacting a solid polyolefin particle with a vinyl halide monomer in which the polyolefin is substantially insoluble, but is capable of absorbing the monomer. The solid particles can be contacted with the monomer in one step or in stages. When the stage-wise reaction is continued until the proportion of polyolefin in the polymer product is about 2 to about 20 weight percent, the resulting product can be formed to a transparent or translucent article.Type: GrantFiled: March 10, 1987Date of Patent: February 21, 1989Assignee: Occidental Chemical CorporationInventor: Leigh E. Walker
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Patent number: 4761456Abstract: A process is provided for metallating ethylene polymers which have polymerized therein a minor amount of nonconjugated diene. Metallation is accomplished with a blend of three metallating reagents: (a) an alkyllithium compound; (b) a potassium alkoxide; and (c) a chelating tertiary diamine. The metallated polymers so prepared may be reacted with one or more anionically polymerizable monomers to form graft polymers or with a reagent such as carbon dioxide to form a functionalized polymer. When the anionically polymerizable monomer has two or more polymerizable sites, the metallated polymer is reacted with a modifying compound such as alpha-methylstyrene before it is reacted with the monomer(s). Certain of the graft polymers behave as thermoplastic elastomers whereas others are thermoplastic. The blend of metallating reagents may be used with any polymer having partial or complete unsaturation.Type: GrantFiled: August 18, 1986Date of Patent: August 2, 1988Assignee: The Dow Chemical CompanyInventors: Gary K. Lund, Calvin P. Esneault
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Patent number: 4757111Abstract: A weather-resistant resin having excellent impact resistance, processability and appearance, which comprises a graft polymer comprising an ethylene/alpha-olefin elastomer and at least one monomeric component chosen from aromatic vinyl monomers, vinyl cyanides and alkyl unsaturated carboxylates grafted thereon, the graft polymer having a material soluble in tetrahydrofuran and n-hexane in a volume ratio of 1:4 in a content of not more than 40% by weight and having a material insoluble in tetrahydrofuran in a content of not more than 60% by weight.Type: GrantFiled: December 26, 1985Date of Patent: July 12, 1988Assignee: Sumitomo Naugatuck Co., Ltd.Inventors: Mikio Hirai, Yoshiaki Nishikubo, Tomio Yoshida, Tsuneo Ochi
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Patent number: 4752507Abstract: Reaction products of sulfur with an unsaturated reactant selected from d-limonene, 5-ethylidene-2-norbornene, styrene, and dicyclopentadiene, reacted at a temperature above the melting point of sulfur and below 159.degree. C. until chemically combined, then further reacted above the melting point of sulfur until solidified. The resulting products serve as vulcanizing agents when compounded with rubber. The unvulcanized rubber compounds exhibit less blooming and better adhesion to a variety of substrates than rubber compositions compounded with soluble or insoluble sulfur. Vulcanizates containing the present compositions and a method for increasing the adhesion of rubber to a substrate during a vulcanization process are also disclosed.Type: GrantFiled: October 21, 1987Date of Patent: June 21, 1988Assignee: Morton Thiokol, Inc.Inventors: Anders H. Johansson, Stephen K. Flanders
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Patent number: 4740559Abstract: Reaction products of sulfur with an unsaturated reactant selected from d-limonene, 5-ethylidene-2-norbornene, styrene, and dicyclopentadiene, reacted at a temperature above the melting point of sulfur and below 159.degree. C. until chemically combined, then further reacted above the melting point of sulfur until solidified. The resulting products serve as vulcanizing agents when compounded with rubber. The unvulcanized rubber compounds exhibit less blooming and better adhesion to a variety of substrates than rubber compositions compounded with soluble or insoluble sulfur. Vulcanizates containing the present compositions and a method for increasing the adhesion of rubber to a substrate during a vulcanization process are also disclosed.Type: GrantFiled: September 30, 1985Date of Patent: April 26, 1988Assignee: Morton Thiokol, Inc.Inventors: Anders H. Johansson, Stephen K. Flanders, Douglas Woodruff, deceased, James L. Swigert
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Patent number: 4721757Abstract: This invention relates to vinyl monomer compositions exhibiting accelerated surface cure characteristics. These compositions are prepared from a vinyl monomer or monomer mixtures such as a blend of dicyclopentenyloxyethyl methacrylate and hydroxypropyl methacrylate, a bulk phase polymerization catalyst system, a polyvalent metal oxidative surface phase catalyst, and a diolefin rubber dispersed in the vinyl monomer as a surface cure accelerator. These compositions are useful as binders for polymer concrete and as impregnants for porous surfaces. The accelerated surface cure is particularly advantageous with monomer mixtures containing low volatility vinyl monomers.Type: GrantFiled: July 17, 1986Date of Patent: January 26, 1988Assignee: Rohm and Haas CompanyInventor: Frederick J. Schindler
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Patent number: 4686263Abstract: The production of impact-resistant polystyrene with EPDM simplifies the process and produces improved products if a modified ethylene/propylene rubber consisting of styrene/butadiene- or diene polymers, ethylene, optionally propylene and an unconjugated diene are used as the elastifying component.The modified EPDM rubbers consisting of (a) from 20 to 90% by weight of ethylene units, (b) from 1 to 25% by weight of units of a butadiene/styrene copolymer containing a quantity of from 10 to 90% by weight of styrene, (c) from 0 to 10% by weight of units of an unconjugated diolefin and (d) C.sub.3 -C.sub.18 .alpha.-monolefin units to make up the difference to 100% by weight, are a further subject of this invention.Type: GrantFiled: July 22, 1985Date of Patent: August 11, 1987Assignee: Bayer AktiengesellschaftInventors: Manfred Beck, Wolfgang Nentwig
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Patent number: 4661549Abstract: Graft polymers are prepared by reacting an ethylenically unsaturated polymerizable monomer with a polymer of an olefin of 2 to about 8 carbon atoms in a process wherein the olefin polymer is substantially insoluble in the monomer but is capable of absorbing the monomer. In a preferred aspect, a vinyl halide polyolefin graft polymer is produced by reacting a solid polyolefin particle with a vinyl halide monomer in which the polyolefin is substantially insoluble, but is capable of absorbing the monomer. The solid particles can be contacted with the monomer in one step or in stages. When the stage-wise reaction is continued until the proportion of polyolefin in the polymer product is about 2 to about 20 weight percent, the resulting product can be formed to a transparent or translucent article.Type: GrantFiled: October 12, 1983Date of Patent: April 28, 1987Assignee: Occidental Chemical CorporationInventor: Leigh E. Walker
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Patent number: 4624992Abstract: Ethylenically unsaturated monomers are grafted on homo- and olefinic co-polymers by means of a radicalic reaction, operating at between 60.degree. C. and 160.degree. C., in a solution of the polymer in a solving medium consisting of, or predominantly comprising a mixture of a component (A), chosen between aliphatic hydrocarbons, aromatic hydrocarbons, esters and ethers containing at least one aromatic or cycloaliphatic group, with a component (B) consisting of an aliphatic, cycloaliphatic or aromatic ketone, and by separating at the end of the reaction the grafted polymer, by means of the cooling down of the solution to a temperature below 40.degree. C.Type: GrantFiled: January 6, 1986Date of Patent: November 25, 1986Assignee: Ausimont S.p.A.Inventors: Federico Milani, Marco Binaghi
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Patent number: 4605704Abstract: Graft polymers are prepared by reacting an ethylenically unsaturated polymerizable monomer with a polymer of an olefin of 2 to about 8 carbon atoms in a process wherein the olefin polymer is substantially insoluble in the monomer but is capable of absorbing the monomer. In a preferred aspect, a vinyl halide polyolefin graft polymer is produced by reacting a solid polyolefin particle with a vinyl halide monomer in which the polyolefin is substantially insoluble, but is capable of absorbing the monomer. The solid particles can be contacted with the monomer in one step or in stages. When the stage-wise reaction is continued until the proportion of polyolefin in the polymer product is about 2 to abut 20 weight percent, the resulting product can be formed to a transparent or translucent article.Type: GrantFiled: October 12, 1983Date of Patent: August 12, 1986Assignee: Occidental Chemical CorporationInventors: David W. Eastman, Leigh E. Walker
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Patent number: 4599380Abstract: A polyphenylene ether resin composition comprising a polyphenylene ether resin and a rubber modified resin, said rubber modified resin containing a discontinuous elastomeric rubber phase dispersed in a continuous resin phase comprising a copolymer of a vinyl cyanide compound and a vinyl aromatic compound or a mixture of a homopolymer of a vinyl aromatic compound and a copolymer of a vinyl cyanide compound and a vinyl aromatic compound, said elastomeric rubber phase comprising a grafted elastomeric rubber which has a graft phase of a copolymer of vinyl cyanide compound and a vinyl aromatic compound and having a grafting degree of 35 to 300% by weight, the contents of vinyl cyanide compound in the graft phase and resin phase being 12 to 30% by weight and 3 to 10% by weight, respectively. The polyphenylene ether resin composition of the present invention is excellent in solvent resistance and colorability as well as impact strength.Type: GrantFiled: August 27, 1984Date of Patent: July 8, 1986Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Sumio Ueda, Kunio Fukuda
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Patent number: 4599384Abstract: Macromonomers of polymer-dicyclopentadiene and polymer-ethylidenenorbornene are prepared and then terpolymerized with ethylene and propylene. The terpolymer exhibits compatibilization of ethylene-propylene rubber and butyl rubber, and thus is useful as a sealant, roofing material, caulking agent, and the like.Type: GrantFiled: July 23, 1984Date of Patent: July 8, 1986Assignee: The University of AkronInventors: Michael F. Farona, Joseph P. Kennedy
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Patent number: 4554470Abstract: Disclosed is a coil of insulated wire impregnated with a solventless vacuum pressure impregnated resin. The resin contains polybutadiene, at least 15% of which is 1,2-polybutadiene, about 10 about 150 phr dicyclopentadiene acrylate, about 0.005 to about 0.75 phr of a free radial polymerization inhibitor, about 0.05 to about 2.5 phr of a free radial polymerization initiator, and up to about 2.0 phr of a coupling agent. An optional component is about 1 to about 80 phr of an aromatic monomer having 1 to 2 vinyl groups. Also disclosed is a method of making a vacuum pressure impregnated coil by placing a coil of insulated wire in a partial vacuum, impregnating the coil with the resin, applying pressure to the resin to force it into the interstices of the coil, and curing the resin by heating it at about 100.degree. to about 180.degree. C. for about 2 to about 16 hours.Type: GrantFiled: June 8, 1984Date of Patent: November 19, 1985Assignee: Westinghouse Electric Corp.Inventors: Donald D. Jerson, James F. Chance
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Patent number: 4554322Abstract: Disclosed is a polybutadiene containing resin system which is curable at room temperature by the addition of copper ethylacetoacetate. The resin system consists of about 5 to about 25% polybutadiene, about 55 to about 90% dicyclopentadiene acrylate, about 5 to about 20% of a monomer having 2 to 4 unsaturated groups selected from vinylic, acrylic, and mixtures thereof, about 0.25 to about 3% free radical initiator, and about 0.1 to about 0.8% of a coaccelerator. Also disclosed is a method of curing a resin system and various products made therewith.Type: GrantFiled: March 20, 1984Date of Patent: November 19, 1985Assignee: Westinghouse Electric Corp.Inventor: James R. Kwiecinski
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Patent number: 4548976Abstract: Bis-(norbornyl or substituted norbornyl) derivatives of a phenol or phenylamine of the following formula: ##STR1## wherein each A is O or NH; M is a bivalent radical such as the residue of an aldehyde, ammonia, water or H.sub.2 S; each R is a hydrocarbyl or an inertly substituted hydrocarbyl group; each R.sub.1 is independently a hydrocarbyl or an inertly substituted hydrocarbyl group and each n is independently an integer from 0 to 3 are useful as antioxidants for a variety of materials including latex compositions for preparing latex foam backed carpets.Type: GrantFiled: May 18, 1984Date of Patent: October 22, 1985Assignee: The Dow Chemical CompanyInventors: Pierre DeRoche, Neil V. Kirby
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Patent number: 4536545Abstract: Graft polymers are prepared by reacting an ethylenically unsaturated polymerizable monomer with a polymer of an olefin of 2 to about 8 carbon atoms in a process wherein the olefin polymer is substantially insoluble in the monomer but is capable of absorbing the monomer. In a preferred aspect, a vinyl halide polyolefin graft polymer is produced by reacting a solid polyolefin particle with a vinyl halide monomer in which the polyolefin is substantially insoluble, but is capable of absorbing the monomer. The solid particles can be contacted with the monomer in one step or in stages. When the stage-wise reaction is contined until the proportion of polyolefin in the polymer product is about 2 to about 20 weight percent, the resulting product can be formed to a transparent or translucent article.Type: GrantFiled: October 12, 1983Date of Patent: August 20, 1985Assignee: Occidental Chemical CorporationInventors: Joel L. Olener, Leigh E. Walker
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Patent number: 4520181Abstract: A method of making a thermoset polydicyclopentadiene by first combining a plurality of reactant streams, one containing the activator of a metathesis-catalyst system, a second containing the catalyst of a metathesis-catalyst system and at least one containing dicylopentadiene; then immediately injecting this combination into a mold where polymerization results in the formation of a tough, rigid thermoset polymer with high modulus and excellent impact strength.Type: GrantFiled: March 7, 1983Date of Patent: May 28, 1985Assignee: Hercules IncorporatedInventor: Daniel W. Klosiewicz
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Patent number: 4499242Abstract: The invention relates to a thermoplastic propylene block copolymer comprising one or more substantially crystalline polypropylene blocks and one or more 1-alkene-propylene copolymer blocks, in at least one of which 1-alkene-propylene copolymer blocks diene units are present, and to a process for preparing such a propylene block copolymer.According to the invention, as diene, a cyclic hydrocarbon compound is used wherein at least one double bond forms part of a strained structure, particularly a polycyclic compound with 7 to 20 carbon atoms containing at least one 4- and/or 5-ring, with one or more double bonds in or to the ring.The invention offers the advantage that it is possible to prepare block copolymers which can otherwise not or hardly be made, while at the same time only a small quantity is formed of byproducts which are soluble in the dispersant.Type: GrantFiled: January 7, 1983Date of Patent: February 12, 1985Assignee: Stamicarbon B.V.Inventor: Jacobus A. Loontjens
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Patent number: 4490507Abstract: A process for producing a rubber-modified thermoplastic resin by graft-copolymerizing a monomeric component composed of an aromatic alkenyl compound, an alkenyl cyanide compound and a methacrylic acid ester compound on an ethylene-propylene rubber, characterized in that the first reaction step, a monomer mixture composed of an aromatic alkenyl compound and an alkenyl cyanide compound or a mixture composed of these two compounds and 20% by weight or less of a methacrylic acid ester is graft-copolymerized on an ethylene-propylene rubber until the polymerization conversion reaches 30 to 70% by weight, and in the second reaction step, a methacrylic acid ester compound or a mixture of a methacrylic acid ester compound and 20% by weight or less of at least one other copolymerizable monomer is polymerized in the presence of the reaction mixture obtained in the first reaction step until the polymerization reaction is substantially completed.Type: GrantFiled: May 5, 1983Date of Patent: December 25, 1984Assignee: Japan Synthetic Rubber Co., Ltd.Inventors: Mitsuo Abe, Hisao Nagai, Akira Kamiya
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Patent number: 4490508Abstract: A graft-modified copolymer having a melt flow rate of 0.01 to 100 g/10 min at a temperature of 230.degree. C. under a load of 2160 g. The graft-modified copolymer is prepared by grafting (a) 100 parts by weight of low crystalline or amorphous ethylene-alpha-olefin copolymer having an ethylene content of 40 to 93 mole%, a melt flow rate of 0.1 to 50 g/10 min at a temperature of 230.degree. C. under a load of 2160 g, and a density of 0.90 g/cm.sup.3 or less with (b) 0.3 to 50 parts by weight of a styrene-type hydrocarbon. This graft-modified copolymer is suitable for use as a compounding agent for improving the impact resistance of styrene-type polymers without decreasing the surface hardness, weathering resistance, and molding properties thereof.Type: GrantFiled: March 30, 1983Date of Patent: December 25, 1984Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Riichiro Nagano, Toshihiro Sagane
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Patent number: 4481335Abstract: A rubber molding composition comprising cured rubber scrap (as from automobile tires), a liquid, sulfur-curable polymeric binder, and a curing agent for the polymeric binder. The composition employs from about one to about five parts by weight of the polymeric binder per 100 parts by weight of the scrap rubber. The thus treated rubber scrap may be used in large proportions as a filler or extender for uncured rubbers.Type: GrantFiled: August 10, 1981Date of Patent: November 6, 1984Inventor: Fred J. Stark, Jr.
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Patent number: 4463137Abstract: A process for the impact modification of a plastic with a rubber polymer to form a thermoplastic resin in a reactor extruder is provided. The process includes the steps of dissolving a rubber polymer in a solvent selected from the group consisting of ethylenically unsaturated monomers and non-polymerizable organic compounds to form a feed solution, introducing the feed solution into the feed section of a twin screw reactor extruder, introducing a separate feed stream containing a material in sufficient amount to precipitate the rubber polymer, heating the feed solution and feed stream under pressure to a temperature sufficient for polymerization to begin, polymerizing the monomers with the rubber polymer in the reactor extruder to form a thermoplastic resin and extruding the thermoplastic resin through a die. A novel ABS thermoplastic resin is also provided having a uniform distribution of rubber particles dispersed within the plastic phase of the resin, the rubber particles ranging in size of from about 0.Type: GrantFiled: June 4, 1982Date of Patent: July 31, 1984Assignee: The Standard Oil CompanyInventors: Christopher L. Bodolus, William J. Miloscia
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Patent number: 4447582Abstract: A method of improving the handling of low molecular weight EPM or EPDM polymers which includes reacting the low molecular weight polymer with a monomer capable of providing quaternary salt forming groups and then cross linking the resulting polymer with a difunctional cross linking agent whereby the polymer takes on the characteristics of a high molecular weight polymer but which can be returned to the characteristics of a low molecular weight polymer upon exposure to elevated temperature.Type: GrantFiled: April 8, 1983Date of Patent: May 8, 1984Assignee: Copolymer Rubber & Chemical CorporationInventor: Harold J. Gros
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Patent number: 4430472Abstract: An elastomeric composition of the type used as a jacketing material for electrical wires and cables is shown having improved chemical, water and heat resistance. An ethylene/acrylic elastomer comprising a terpolymer of ethylene, methyl acrylate, and a cure site monomer is used as the base polymer and has blended therewith a polybutadiene. The polybutadiene has greater than 50% 1,2 polymerized units and has a molecular weight between about 1,500 and 25,000 grams/mole.Type: GrantFiled: December 17, 1982Date of Patent: February 7, 1984Assignee: Hughes Tool CompanyInventor: Raymond L. Guzy
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Patent number: 4419497Abstract: According to the present invention, there is disclosed a process for producing a novel resin which comprises the step of copolymerizing a five-member cyclic compound (component A) having a conjugated double bond and represented by the general formula (A) given below: ##STR1## wherein R is an alkyl group having from 1 to 3 carbon atoms; m and n are zero or integers not less than 1 and are in the relation of m+n=6; and/or a Diels-Alder addition product thereof (A) with a co-dimer (component B) of said five-member cyclic compound and 1,3-butadiene by heating a mixture of 20 to 90 parts by weight of said component A and 80 to 10 parts by weight of said component B at a temperature of from 200.degree. C. to 350.degree. C. Also disclosed are a process for hydrogenating said novel resin to produce a novel hydrogenated resin and resin compositions containing said hydrogenated resin.Type: GrantFiled: May 17, 1982Date of Patent: December 6, 1983Assignee: Nippon Oil Company, LimitedInventors: Shozo Tsuchiya, Akio Oshima, Hideo Hayashi
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Patent number: 4418179Abstract: Impact modified polycycloolefin is made by ring opening bulk polymerization of at least one monomer containing at least one norbornene group in the presence of an organoammonium molybdate or tungstate catalyst and an alkoxyalkylaluminum halide cocatalyst as well as a sufficient amount of an impact modifier selected from polyolefin powders and polyvinylidene fluoride powders.Type: GrantFiled: September 29, 1982Date of Patent: November 29, 1983Assignee: The B. F. Goodrich CompanyInventors: Elmer J. DeWitt, Robert J. Minchak, Biing-Lin Lee, George M. Benedikt
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Patent number: 4418178Abstract: Impact modified polycycloolefin is made by ring opening bulk polymerization of at least one monomer containing at least one norbornene group in presence of an organoammonium molybdate or tungstate catalyst and an alkoxyalkylaluminum halide cocatalyst as well as a sufficient amount of a polyolefin powder and a rubbery material to produce ductile polycycloolefin.Type: GrantFiled: September 29, 1982Date of Patent: November 29, 1983Assignee: The B. F. Goodrich CompanyInventor: Elmer J. DeWitt
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Patent number: 4413067Abstract: According to the present invention, there is disclosed a process for producing a novel resin which comprises the step of copolymerizing a five-member cyclic compound (component A) having a conjugated double bond and represented by the general formula (A) given below:GENERAL FORMULA (A): ##STR1## wherein R is an alkyl group having from 1 to 3 carbon atoms; m and n are zero or integers not less than 1 and are in the relation of m+n=6; and/or a Diels-Alder addition product thereof (A) with a co-dimer (component B) of said five-member cyclic compound and 1,3-butadiene by heating a mixture of 20 to 90 parts by weight of said component A and 80 to 10 parts by weight of said component B at a temperature of from 200.degree. C. to 350.degree. C. Also disclosed are a process for hydrogenating said novel resin to produce a novel hydrogenated resin and resin compositions containing said hydrogenated resin.Type: GrantFiled: May 17, 1982Date of Patent: November 1, 1983Assignee: Nippon Oil Company, LimitedInventors: Shozo Tsuchiya, Akio Oshima, Hideo Hayashi
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Patent number: 4412896Abstract: A process of preparation of a graft copolymer of (a) styrene and (b) an EPDM rubber by mass polymerization followed by irradiation, for example electron irradiation.Type: GrantFiled: July 8, 1981Date of Patent: November 1, 1983Assignee: Societe Chimique des CharbonnagesInventors: Maurice Lemattre, Robert Roussel, Rene Wirth
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Patent number: 4389512Abstract: Cycloalphatic acrylate compositions and methods of making them are disclosed. The compositions are mixtures containing dicyclopentadiene (meth) acrylate and (meth) acrylates such as the mono and di (meth) acrylates of tri, and tetracyclopentadiene and a mixture of the copolymers of (meth) acrylic acid with adducts of cyclopentadiene with isoprene and/or piperylene and a mixture of poly (meth) acrylates having the repeating unit ##STR1## where R.sup.1 is hydrogen or ##STR2## R.sup.2 is CH.sub.2 .dbd.CZ--C(O)--O-- Z is H, or methyln is 0, 1 or 2 andm is 0 or 1 and when m is 0 there isa double bond present.The compositions are useful to make crosslinkable blends with unsaturated resins or monomers and to make laminates.Type: GrantFiled: May 29, 1981Date of Patent: June 21, 1983Assignee: The Dow Chemical Co.Inventors: Hans R. Friedli, Donald L. Nelson, John L. Massingill, Jr.
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Patent number: 4377663Abstract: A composition comprising a homogeneous blend of 95 to 5 parts by weight of an oxidation-curable type water-soluble resin and 5 to 95 parts by weight of a vinyl polymer obtained by polymerizing a vinyl monomer or monomers in the presence of a neutralized, water-soluble product of an adduct between a substantially amorphous polymer obtained by ring-opening polymerization of dicyclopentadiene and maleic acid or maleic anhydride. The composition is useful as a coating material, and has advantageous properties of both emulsions and water-soluble resins, such as good drying, good water resistance, good solvent resistance, good luster and good corrosion resistance.Type: GrantFiled: September 24, 1981Date of Patent: March 22, 1983Assignee: Kanegafuchi Kagaku Kogyo Kabushiki KaishaInventor: Hiroshi Wakabayashi