Ester Reactant Derived From An Unsaturated Carboxylic Acid Is Reacted In The Presence Of A Solid Polymer Substrate Derived From A Polyene Hydrocarbon Patents (Class 525/310)
  • Patent number: 4853436
    Abstract: A graft copolymer having a plurality of polymer side chains is disclosed. The starting backbone polymer is a homopolymer or copolymer of a styrene derivative having a pendant vinylidene group on the benzene ring. The graft copolymer may be produced by metallizing said backbone polymer with an alkali metal and then polymerizing an ethylenically unsaturated monomer in the presence of the metallized polymer as an anionic polymerization initiator.
    Type: Grant
    Filed: February 19, 1988
    Date of Patent: August 1, 1989
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Masatoshi Ohata, Koichi Tsutsui, Ikedal Shoji, Teruo Fujimoto
  • Patent number: 4845156
    Abstract: Macromonomer prepared by contacting and reacting a polymer (oligomer) having at least three monomer repeat units and at least one silyl ether group, in the presence of an anion catalyst, with a terminally unsaturated acyl fluoride or sulfonyl fluoride.
    Type: Grant
    Filed: December 21, 1987
    Date of Patent: July 4, 1989
    Assignee: E. I. Du Pont De Nemours and Company
    Inventor: Gordon M. Cohen
  • Patent number: 4829127
    Abstract: Composite resin particles each of which comprises a granular body portion of crosslinked polymer having a mean diameter of 0.01 to 10.mu. and a number of linear polymer chains, a part of the respective chain penetrating into the inside of the granular body portion and the remaining part extending outwardly therefrom. A dispersion of said composite resin particles in an organic solvent is useful as a resinous vehicle for coating compositions.
    Type: Grant
    Filed: July 20, 1987
    Date of Patent: May 9, 1989
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Hisaichi Muramoto, Keizou Ishii, Shinichi Ishikura
  • Patent number: 4810612
    Abstract: A heat-fixable electrophotographic toner composition comprising(A) a graft modified polyolefin composed of 100 parts by weight of a polyolefin having an intrinsic viscosity, measured in decalin at 135.degree. C., of from 0.04 to 1.2 dl/g, and grafted thereto a monomer selected from the group consisting of (a) 1.0 to 100 parts by weight of acrylonitrile or methacrylonitrile, (b) 3 to 200 parts by weight of an aromatic carboxylic acid vinyl ester and (c) 2 to 43 parts by weight of an unsaturated carboxylic acid ester, and(B) a coloring agent.
    Type: Grant
    Filed: June 8, 1988
    Date of Patent: March 7, 1989
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Takashi Ueda, Toshihiro Sagane
  • Patent number: 4806581
    Abstract: 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: Grant
    Filed: March 10, 1987
    Date of Patent: February 21, 1989
    Assignee: Occidental Chemical Corporation
    Inventor: Leigh E. Walker
  • Patent number: 4794145
    Abstract: 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: Grant
    Filed: October 16, 1987
    Date of Patent: December 27, 1988
    Assignee: The Dow Chemical Company
    Inventors: Gary K. Lund, Raymond L. Laakso, Jr., Calvin P. Esneault, Brian W. Walther
  • Patent number: 4791175
    Abstract: Particulate hydroperoxidized poly-N-vinyl lactam containing an average of about 0.5 to 20 hydroperoxy mole equivalents per mole of poly-N-vinyl lactam, the preparation of the same by subjecting particulate poly-N-vinyl lactam to an effective amount of ozone, and the use thereof in the preparation of graft copolymers possessing a low degree of extractibles, finding utility in a wide number of fields, particularly in biomedical devices, semipermeable membranes, and as films or fibers.
    Type: Grant
    Filed: February 17, 1987
    Date of Patent: December 13, 1988
    Assignee: Ciba-Geigy Corporation
    Inventor: Robert A. Janssen
  • Patent number: 4783508
    Abstract: An impact resistant thermoplastic polymer comprising highly occluded rubbery particles is prepared by contacting an emulsion of a rubbery polymer with at least one addition polymerizable, graftable monomer under conditions such that the rubber emulsion particles imbibe the monomer, but substantially no monomer polymerization occurs followed by free radically polymerizing the monomer and thereafter repeating steps (a) and (b) at least one more time.
    Type: Grant
    Filed: February 26, 1987
    Date of Patent: November 8, 1988
    Assignee: The Dow Chemical Company
    Inventors: Eugene R. Moore, Thomas D. Traugott
  • Patent number: 4772668
    Abstract: Sulphur-containing elastic-thermoplastic graft products of styrene, .alpha.-methyl styrene, p-methyl styrene, vinyl toluene, acrylonitrile or methyl methacrylate or mixtures thereof on a particle-like rubber with an average particle diameter (d.sub.50) of from 0.05 to 20.0 .mu.m and a glass temperature .ltoreq.10.degree. C. with a total rubber content of from 1 to 80% by weight, whereby the graft products have a sulphur content of from 1.15 to 3.95% by weight and the thermoplast proportion of the polymerized monomers on the particle-like rubber has a limiting viscosity of from 2 to 15 ml/g (measured in dimethyl formamide at 25.degree. C.) and in which at least 90% by weight of the incorporated sulphur is present as a constituent of terminal C1-18-thioalkyl groups.
    Type: Grant
    Filed: February 10, 1986
    Date of Patent: September 20, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Herbert Eichenauer, Alfred Pischtschan, Karl-Heinz Ott
  • Patent number: 4772667
    Abstract: A thermoplastic polymer comprising a styrenic monomer, an acrylate, a methacrylate and a block copolymer is provided which possesses an unexpected excellent balance of properties including good physical properties, good elongation and a high degree of transparency. Also provided are processes for the preparation of the thermoplastic polymer.
    Type: Grant
    Filed: April 20, 1987
    Date of Patent: September 20, 1988
    Assignee: Polysar Financial Services S.A.
    Inventors: Harry A. Biletch, Richard A. Di Manno, Robert J. Gorka
  • Patent number: 4767833
    Abstract: A thermoplastic resin composition obtained by graft-polymerizing 95 to 50 parts by weight of a monomer mixture comprising a vinyl aromatic compound monomer and an acrylic compound monomer and optionally a vinyl cyanide compound monomer in the presence of 5 to 50 parts by weight of a rubbery substance consisting of styrene-butadiene copolymers, characterized in that the rubbery substance comprises (A) 40 to 80% by weight of a styrene-butadiene copolymer having a number-average particle diameter of at least 0.05 .mu.m and less than 0.2 .mu.m, a gel content of 30 to 100% by weight and a bound styrene content of 10 to 40% by weight and (B) 60 to 20% by weight of a styrene-butadiene copolymer having a number-average particle diameter of 0.2 to 3 .mu.m, a gel content of 10 to 80% by weight and a bound styrene content of 10 to 40% by weight and the total content of the components (A) and (B) in the rubbery substance is at least 80% by weight.
    Type: Grant
    Filed: September 26, 1986
    Date of Patent: August 30, 1988
    Assignee: Japan Synthetic Rubber Co., Ltd.
    Inventors: Tsunemasa Yumoto, Yoshio Nakanishi, Kazuki Iwai, Tadahiko Itoh
  • Patent number: 4767803
    Abstract: Disclosed is a method of producing coagulated colloidal particles with close-packed structure which comprises;(A) adding a coagulant to aqueous colloidal particles at a temperature lower than softening temperature of the colloidal particles under such conditions that said coagulant will be present in discrete units in the dispersion before it is brought into solution by diffusion;(B) allowing the molecules of coagulant to gradually diffuse from said coagulant units into the surrounding dispersion, thereby coagulating the colloidal particles on the surface of each coagulant unit, causing the coagulated particles to grow from inside to outside of each unit, and producing coagulated particles of desired size with regularly packed structure;(C) separating the coagulated particles thus formed from the dispersion; and(D) drying, or heating in an aqueous phase, the coagulated particles separated above at a temperature lower than the softening point of said colloidal particles.
    Type: Grant
    Filed: July 2, 1986
    Date of Patent: August 30, 1988
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Hideo Yasui, Yasuhiro Miki, Wataru Okada
  • Patent number: 4761456
    Abstract: 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: Grant
    Filed: August 18, 1986
    Date of Patent: August 2, 1988
    Assignee: The Dow Chemical Company
    Inventors: Gary K. Lund, Calvin P. Esneault
  • Patent number: 4757111
    Abstract: 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: Grant
    Filed: December 26, 1985
    Date of Patent: July 12, 1988
    Assignee: Sumitomo Naugatuck Co., Ltd.
    Inventors: Mikio Hirai, Yoshiaki Nishikubo, Tomio Yoshida, Tsuneo Ochi
  • Patent number: 4743643
    Abstract: Stable dispersion of addition (co)polymers in an inert relatively non-polar organic hydrocarbon liquid, the dispersed particles embracing both a (co)polymer and a polymer containing an ethylenically unsturated monamer. The (co)polymers are substantially composed of:(a) 5 to 100 mole % of styrene and/or methyl styrene;(b) 0 to 95 mole % of alkyl methacrylate having 1 or 2 carbon atoms in the alkyl group and/or alkoxyalkylene methacrylate having 1 or 2 carbon atoms in the alkoxy group and the alkylene group;(c) 0 to 40 mole % of alkyl methacrylate having 3 to 12 carbon atoms in the alkyl group;(d) 0 to 40 mole % of hydroxyalkyl methacrylate having 2 to 12 carbon atoms in the alkyl group and/or glycidyl methacrylate; and(e) 0 to 20 mole % of methacrylic acid.
    Type: Grant
    Filed: November 20, 1986
    Date of Patent: May 10, 1988
    Assignee: Akzo nv
    Inventor: Roelof Buter
  • Patent number: 4690977
    Abstract: A vinyl chloride polymer composition comprising(A) 3 to 50 parts by weight of a grafted copolymer and(B) 97 to 50 parts by weight of a vinyl chloride polymer, a total amount of the copolymer (A) and the polymer (B) being 100 parts by weight; the grafted copolymer (A) comprising(1) 50 to 80 parts by weight of a rubber copolymer and(2) 50 to 20 parts by weight of a grafting monomer, a total amount of the component (1) and the component (2) being 100 parts by weight; the component (1) comprising(a) 60 to 90% by weight of the rubber copolymer comprising 99 to 85% by weight of alkyl acrylate having an alkyl group of 2 to 8 carbon atoms, 1 to 15% by weight of conjugated diolefin and 0 to 5% by weight of polyfunctional cross-linking agent and(b) 40 to 10% by weight of a surface rubber copolymer comprising 98 to 70% by weight of alkyl acrylate having an alkyl group of 2 to 8 carbon atoms, 2 to 30% by weight of conjugated diolefin and 0 to 5% by weight of polyfunctional cross-linking agent and being obtained by polyme
    Type: Grant
    Filed: August 20, 1986
    Date of Patent: September 1, 1987
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Hideki Hosoi, Toshihiko Hasegawa, Taizo Aoyama
  • Patent number: 4681919
    Abstract: A polymerizable polymer is obtained by the anionic polymerization and termination by use of a vinyl monomer. It produces a graft copolymer by co-polymerization with another monomer. The process produces a new, polymerizable, optically active polymer and a graft copolymer thereof.
    Type: Grant
    Filed: September 13, 1985
    Date of Patent: July 21, 1987
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Heimei Yuki, Yoshio Okamoto
  • Patent number: 4680337
    Abstract: A thermoplastic polymer comprising a styrenic monomer, an acrylate, a methacrylate and a block copolymer is provided which possesses an unexpected excellent balance of properties including good physical properties, good elongation and a high degree of transparency. Also provided are processes for the preparation of the thermoplastic polymer.
    Type: Grant
    Filed: December 23, 1985
    Date of Patent: July 14, 1987
    Assignee: Polysar Financial Services S.A.
    Inventors: Harry A. Biletch, Richard A. Di Manno, Robert J. Gorka
  • Patent number: 4666980
    Abstract: This invention provides thermoplastic moulding moulding compositions with good dimensional stability under heat and transparency consisting of particular graft polymers and optionally thermoplastic polymer resins.
    Type: Grant
    Filed: June 26, 1985
    Date of Patent: May 19, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christian Lindner, Karl-Heinz Ott, Walter Uerdingen, Hans-Eberhard Braese, Hans-Jurgen Kress
  • Patent number: 4661549
    Abstract: 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: Grant
    Filed: October 12, 1983
    Date of Patent: April 28, 1987
    Assignee: Occidental Chemical Corporation
    Inventor: Leigh E. Walker
  • Patent number: 4652511
    Abstract: A process for producing a resin composition which comprises suspension-polymerizing at least one vinyl monomer in an aqueous medium in the presence of a dispersing agent, said suspension polymerization being carried out using a nonionic dispersant as said dispersing agent in the presence of a high-molecular-weight vinyl polymer having a weight average molecular weight of at least 500,000 obtained by emulsion polymerization.
    Type: Grant
    Filed: April 19, 1985
    Date of Patent: March 24, 1987
    Assignee: Fujikura Kasei Co., Ltd.
    Inventors: Hikoji Ueda, Akira Otsu, Kenji Sano, Katuyuki Takano
  • Patent number: 4611031
    Abstract: A process is provided for the preparation of a graft copolymer compatibilizer useful at low levels for blending with separately prepared olefin copolymers and polymethacrylate polymers to form a stable, concentrated, polymer blend. The polymer blend, as well as the compatibilizer, are useful lubricating oil additives concentrates which contain at least 80 weight percent polymethacrylate segments. The polymer blend may be further diluted with a hydrocarbon oil to form a lubricating fluid. The polymer blend offers the benefit of the thickening power of olefin copolymers, the low temperature viscosity characteristics of polymethacrylates, and is stable for prolonged periods without phase separation.
    Type: Grant
    Filed: January 28, 1985
    Date of Patent: September 9, 1986
    Assignee: Rohm and Haas Company
    Inventors: Richard A. Galluccio, Chung-Yin Lai, Christian D. Neveu
  • Patent number: 4607065
    Abstract: A sealant composition for the puncture-sealing tire and a method of producing the same are disclosed. This sealant composition is crosslinking-reaction type and comprises (A) at least one rubber, (B) a tackifier, (C) an acryloyl or methacryloyl group-containing polymerizable unsaturated compound, (D) a filler and (E) a photopolymerization initiator. In the production of the sealant composition, the component (A) is first reacted with the component (C) and then kneaded with the components (B), (D) and (E).
    Type: Grant
    Filed: May 15, 1985
    Date of Patent: August 19, 1986
    Assignee: Bridgestone Tire Company Limited
    Inventors: Takashi Kitamura, Yukio Fukuura, Itsuo Tanuma, Toshikazu Shinogaya, Yuji Noda
  • Patent number: 4605704
    Abstract: 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: Grant
    Filed: October 12, 1983
    Date of Patent: August 12, 1986
    Assignee: Occidental Chemical Corporation
    Inventors: David W. Eastman, Leigh E. Walker
  • Patent number: 4602064
    Abstract: This invention relates to an improved method for forming a grafted rubbery particle suitable for use as a reinforcing rubber in a thermoplastic resin. The grafted rubbery particles produced by the method of the present invention have a substantially continuous, generally uniform layer of polymer grafted to the rubber particle core.
    Type: Grant
    Filed: November 30, 1984
    Date of Patent: July 22, 1986
    Assignee: The Dow Chemical Company
    Inventors: Eugene R. Moore, Maxmilian J. deFreitas
  • Patent number: 4598123
    Abstract: A clear, cast acrylic sheet of improved impact strength may be prepared by dispersing or dissolving 8-14% of an ABA block copolymer, (where A is styrene, B is a hydrogenated butadiene, containing a large 1-2 butadiene fraction) in a methyl methacrylate casting mixture which contains 0.1- 20% styrene, and polymerizing in sheet form by heating with free-radical initiators.
    Type: Grant
    Filed: May 1, 1985
    Date of Patent: July 1, 1986
    Assignee: Unites States Steel Corporation
    Inventor: Louis A. Cutter
  • Patent number: 4596857
    Abstract: A two part type acrylic adhesive composed of liquid I comprising an acrylate ester monomer, a polymer soluble in the acrylate ester monomer, and an organic peroxide and liquid II containing a hardening accelerator capable of hardening said liquid I by polymerization at a temperature lower than room temperature, wherein at least liquid I contains 0.005 to 0.1% by weight polyphosphoric acid.
    Type: Grant
    Filed: November 19, 1984
    Date of Patent: June 24, 1986
    Assignee: Okura Kogyo Kabushiki Kaisha
    Inventors: Hidemi Doi, Hideaki Matsuda
  • Patent number: 4584344
    Abstract: Tough multi-phase thermoplastic compositions consisting essentially of 55 to 99 parts by weight of a polyamide matrix and 1 to 45 parts by weight of a multiphase polymer comprising 50 to 90 parts by weight of a crosslinked elastomer core and 10 to 50 parts by weight of a rigid polymer shell comprising from about 1 to about 25 parts by weight of an interpolymerized ethylenically unsaturated carboxylic acid monomer, from about 20 to about 80 parts by weight of interpolymerized styrene, from about 0 to about 79 parts by weight of an interpolymerized C.sub.1 to C.sub.8 alkyl acrylate or methacrylate and from about 0 to about 45 parts by weight of an interpolymerized acrylonitrile. The toughened compositions are useful for making molded and extruded parts possessing impact resistance and ductility.
    Type: Grant
    Filed: October 26, 1981
    Date of Patent: April 22, 1986
    Assignee: Monsanto Company
    Inventor: Massimo Baer
  • Patent number: 4578429
    Abstract: The present invention relates to a thermally stable modified selectively hydrogenated high 1,2 content block copolymer wherein at least one acid compound is grafted to the block copolymer at a secondary or tertiary carbon position.
    Type: Grant
    Filed: August 31, 1984
    Date of Patent: March 25, 1986
    Assignee: Shell Oil Company
    Inventors: William P. Gergen, Robert G. Lutz, Richard Gelles
  • Patent number: 4574142
    Abstract: Elastomer toughened two-part acrylic monomer adhesives which employ styrene-butadiene block copolymer rubbers as the elastomer have improved heat resistance properties at temperatures typical of industrial paint bake ovens. The adhesives include: in one part an acrylic monomer, at least 33% by weight of the rubber dissolved in the monomer, and a free radical catalyst system free of organic sulfonyl chloride; and in the other part a polymerization activator such as an amine-aldehyde condensation product.
    Type: Grant
    Filed: October 11, 1984
    Date of Patent: March 4, 1986
    Assignee: Loctite (Ireland) Ltd.
    Inventor: Ronald S. Charnock
  • Patent number: 4567234
    Abstract: The impact resistance of resin compositions consisting of a thermoplastic polymer, particularly a homopolymer or copolymer of vinyl chloride, can be improved by an impact additive of the graft copolymer type. The graft copolymer impact additive consists of a backbone composed of a statistical copolymer of butadiene or isoprene, an alkyl acrylate of a C.sub.2 to C.sub.12 alkyl, and a polyfunctional cross-linking agent, onto which are grafted the chains of a polymer of an alkyl methacrylate of a C.sub.1 to C.sub.4 alkyl, particularly methyl methacrylate. The backbone of the graft copolymer impact additive comprises 0.5-35% by weight butadiene or isoprene, and up to 10 mole % of the cross-linking agent, while the weight ratio of grafted chains to the backbone can range from 10 to 200%.The resin compositions are particularly useful to improve impact strength at low temperatures.
    Type: Grant
    Filed: June 22, 1984
    Date of Patent: January 28, 1986
    Assignee: M&T Chemicals Inc.
    Inventor: Gilles Meunier
  • Patent number: 4559389
    Abstract: Solvent-soluble copolymers having a number average molecular weight of about 1,000 to about 1,000,000 and comprising recurring units of the following formulae (I) and (II) (case A) or recurring unit of the following formulae (I), (II) and (III) (case B) or solvent-soluble graft copolymers having a number average molecular weight of about 1,500 to about 2,000,000 and comprising recurring units of the following formulae (I), (II) and/or (II'), and (IV) (case C) or recurring units of the following formulae (I), (II) and/or (II'), (III) and (IV) (case D), said recurring units being combined to form the main alkylene chain, wherein in the cases A and B the amount of the formula (I) unit is about 3 to 60 mol % of the total amount of the whole units, and in the cases C and D the amount of the formula (I) unit is about 5 to 60 mol % of the total amount of the units of formulae (I), (II) and/or (II'), and (IV), and in the cases B and D the amount of the formula (III) unit is about 1 to 40 mol % of the total amount of
    Type: Grant
    Filed: January 10, 1985
    Date of Patent: December 17, 1985
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Koichi Hatada, Yoshio Okamoto, Tatsuki Kitayama
  • Patent number: 4542171
    Abstract: A two-step emulsion polymerization method for making an aqueous emulsion of core/shell polymer particles recoverable as a polymer powder by spray drying the emulsion, said polymer being capable of swelling and forming a gel in gasoline, and paints and coating compositions containing gasoline and such a polymer powder as a thickening agent or binder.
    Type: Grant
    Filed: September 13, 1984
    Date of Patent: September 17, 1985
    Assignee: Rohm GmbH
    Inventors: Wilhelm Elser, Klaus Huebner, Werner Siol, Theodor Mager, Michael Wicke
  • Patent number: 4530973
    Abstract: Impact-resistant transparent polymeric compositions are prepared comprising particulate diene-monovinylidene aromatic block copolymer elastomer dispersed in a matrix comprising polymerized monovinylidene aromatic and acrylate monomers. These compositions can be advantageously prepared by adding the elastomeric block copolymer to an agitated polymerization system at a point where the elastomer will become dispersed as particles immediately or nearly immediately after addition.
    Type: Grant
    Filed: March 11, 1983
    Date of Patent: July 23, 1985
    Assignee: The Dow Chemical Company
    Inventors: Robert A. Koster, Tom D. Traugott
  • Patent number: 4523000
    Abstract: Solvent-soluble copolymers having a number average molecular weight of about 1,000 to about 1,000,000 and comprising recurring units of the following formulae (I) and (II) (case A) or recurring unit of the following formulae (I), (II) and (III) (case B) or solvent-soluble graft copolymers having a number average molecular weight of about 1,500 to about 2,000,000 and comprising recurring units of the following formulae (I), (II) and/or (II'), and (IV) (case C) or recurring units of the following formulae (I), (II) and/or (II'), (III) and (IV) (case D), said recurring units being ##STR1## wherein each of R.sub.1, R.sub.2 and R.sub.3 represents independently hydrogen, a straight or branched chain alkyl group having 1 to 4 carbon atoms or a halogen; R.sub.4 represents hydrogen or a straight or branched chain alkyl group having 1 to 10 carbon atoms; R.sub.5 represents an alkyl group having 1 to 6 carbon atoms, a phenyl group or a benzyl group; R.sub.6 represents hydrogen or a methyl group; R.sub.
    Type: Grant
    Filed: October 28, 1983
    Date of Patent: June 11, 1985
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Koichi Hatada, Yoshio Okamoto, Tatsuki Kitayama
  • Patent number: 4513111
    Abstract: In a process comprising adding an ethylenic monomer or monomer mixture (B) to a rubbery polymer (A) latex, emulsion-polymerizing it to produce a graft copolymer (C) latex, then adding an acidic substance or an electrolyte to said graft copolymer (C) latex to partially coagulate the latex, thereafter either first adding an ethylenic monomer or monomer mixture (D) and then adding a suspension polymerization stabilizer or simultaneously adding an ethylenic monomer or monomer mixture (D) and a suspension polymerization stabilizer, and carrying out suspension polymerization to obtain a graft copolymer (E) in the form of beads, a process for producing an impact-resistant resin wherein:(1) said rubbery polymer (A) contains at least 60% by weight of a diene monomer component and has a degree of swelling of 10-35, a gel content of 70% by weight or more and a weight average particle diameter of 0.2-0.5.mu. and the major part of the particles has a particle diameter ranging from 0.03.mu. to 1.0.mu.
    Type: Grant
    Filed: March 8, 1983
    Date of Patent: April 23, 1985
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Kazuo Kishida, Naoki Yamamoto, Kozi Nishida, Toshihito Narita, Yasumasa Sato
  • Patent number: 4508875
    Abstract: A multi-layer structure polymer composition having a gel content of at least 50% which is constituted of an innermost layer polymer (A) consisting mainly of alkyl acrylate and having a degree of swelling of 10 or lower, and having a glass transition temperature lower than 10.degree. C., a crosslinked elastomer polymer (B) consisting mainly of alkyl acrylate and having a degree of swelling slightly higher than that of said polymer (A) and having a glass transition temperature not higher than 0.degree. C., said innermost layer polymer (A) and said crosslinked elastomer polymer (B) constituting a double layer elastomer structure polymer, as well as an outermost layer polymer (C) consisting mainly of alkyl methacrylate and having a glass transition temperature not lower than 60.degree. C.
    Type: Grant
    Filed: August 26, 1983
    Date of Patent: April 2, 1985
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Kazuo Kishida, Akira Hasegawa, Masahiro Sugimori
  • Patent number: 4508876
    Abstract: A MBS resin useful as a reinforcement for vinyl chloride polymers and capable of improving the impact resistance of the vinyl chloride polymers without impairing the transparency thereof, which is prepared by graft-polymerizing a monomer mixture comprising an aromatic vinyl compound and an alkyl methacrylate onto a butadiene copolymer comprising styrene and butadiene, the butadiene copolymer being present in the polymerization system in a higher proportion as compared with a conventional MBS resin and present in the form of an aqueous latex of particles having a structure such that a portion formed in the last stage of a polymerization for the preparation of the butadiene copolymer amounting to 20% by weight of the produced butadiene copolymer, has a very high butadiene content of 80 to 100% by weight and moreover has at least 5% by weight higher butadiene content than the average butadiene content of the produced butadiene copolymer.
    Type: Grant
    Filed: July 7, 1983
    Date of Patent: April 2, 1985
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Akira Takaki, Hideki Hosoi
  • Patent number: 4504605
    Abstract: A stable aqueous latex of a copolymer containing at least about 40 percent by weight of a polymerized olefinic unsaturated nitrile is described. The copolymer comprises a main polymer core of from about 40 to 100 percent by weight of the polymerized nitrile and from about 0 to about 60 percent by weight of at least one other polymerized olefin monomer, said main polymer core being overpolymerized with a copolymer comprising a major proportion of a polymerized acrylate and from about one to 40 percent by weight of a polymerized olefinic unsaturated nitrile. A two-step method for preparing such a latex also is described. The latices of the invention are useful in forming films at low temperatures, and the minimum film forming temperature can be regulated by the selection of the particular components and the relative amounts of the components used to form the latices.
    Type: Grant
    Filed: December 20, 1982
    Date of Patent: March 12, 1985
    Assignee: The Standard Oil Company
    Inventors: June T. Duke, Herbert F. Mazeke, Dorothy C. Prem
  • Patent number: 4495324
    Abstract: A composition comprising a polyamide, a reinforcing amount of glass fiber, and 1 to 25, preferably 5 to 25, and more preferably 10 to 20 percent by weight based on the weight of the polyamide of a core/shell polymer. The core/shell polymer comprises 40 to 90 and preferably 50 to 90 parts by weight of an elastomer core and 10 to 60 and preferably 10 to 50 parts by weight of a rigid thermoplastic polymer shell. The shell comprises an interpolymer of 20 to 100 parts by weight of an methyacrylic ester, 0 to 80 parts by weight styrene, and from 0 to 50 parts by weight of acylonitrile. The shell can also contain alkyl acrylates, allyl methacrylates, diallyl methacrylates, and the like. The methacrylic ester is preferably a lower alkyl methacrylate/such as methyl methacrylate. The core is an elastomer and can be a diene elastomer, an ethylene-propylene-diene rubber, an acrylic elastomer, or a polyurethane elastomer.
    Type: Grant
    Filed: November 10, 1983
    Date of Patent: January 22, 1985
    Assignee: Allied Corporation
    Inventors: Varkki P. Chacko, Timothy J. Kraft
  • Patent number: 4490507
    Abstract: 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: Grant
    Filed: May 5, 1983
    Date of Patent: December 25, 1984
    Assignee: Japan Synthetic Rubber Co., Ltd.
    Inventors: Mitsuo Abe, Hisao Nagai, Akira Kamiya
  • Patent number: 4473679
    Abstract: Thermoplastic core-shell compositions having a rigid core, a rubbery acrylic shell and transition layer intermediate between the core and shell layers and formed of the core and shell monomer components have excellent elastomeric properties. Although the rigid and rubbery components include interreactive functional monomers, the resulting elastomers remain thermally processable in extrusion and injection molding equipment.
    Type: Grant
    Filed: December 12, 1983
    Date of Patent: September 25, 1984
    Assignee: Borg-Warner Chemicals, Inc.
    Inventors: John C. Falk, Stamatios Mylonakis, Donald A. Van Beek, Jr.
  • Patent number: 4461874
    Abstract: Block copolymers having a first sequence formed with a conjugated diene or a vinyl substituted aromatic hydrocarbon other than alpha-methylstyrene, a second sequence formed with an acrylic ester, and a linking intermediate sequence formed with alpha-methylstyrene. An anionic polymerization process is used to form these block copolymers.
    Type: Grant
    Filed: October 1, 1982
    Date of Patent: July 24, 1984
    Assignee: Cosden Technology, Inc.
    Inventors: Philippe Teyssie, Robert Jerome, Trazollah Ouhadi, Roger Fayt
  • Patent number: 4460749
    Abstract: Free-flowing rubber powders containing particles of a diene, acrylate or EPDM rubber having an average diameter of from 0.01 to 10 mm which contain, polymerized thereon, a shell of the polymer or copolymer of one or more vinyl monomers in a quantity of from 2 to 20% by weight, based on the rubber, and a process for their production, wherein a latex of a diene, acrylate or an EPDM rubber having a glass transition temperature of below 0.degree. C. is completely broken with the formation of an aqueous suspension of the rubber, from 2 to 20% by weight, based on the rubber, of one or more vinyl monomers which form polymers having glass transition temperatures of above 25.degree. C. are then introduced into the suspension and the monomer(s) is/are polymerized, optionally after adding radical-forming catalysts.
    Type: Grant
    Filed: January 4, 1982
    Date of Patent: July 17, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christian Lindner, Karl-Heinz Ott
  • Patent number: 4456734
    Abstract: Free-flowing rubber powders of particles having an average diameter of from 0.01 to 10 mm which contain a grafted-on shell of the polymer or copolymer of one or more vinyl monomers in a quantity of from 2 to 20% by weight, based on the rubber, which rubber is a latex polymer of which the latex particles consist essentially of from 99 to 80% by weight of acrylate rubber having glass transition temperatures below 0.degree. C. and from 1 to 20% by weight of polymer having glass transition temperatures above 0.degree. C. grafted thereon, and a process for their production, wherein the latex of the rubber is completely broken to form an aqueous suspension of the rubber, after which from 2 to 20% by weight, based on the rubber, of one or more vinyl monomers which form polymers having glass transition temperatures above 25.degree. C. are introduced into the suspension and the monomer(s) is/are polymerized, optionally after the addition of a radical-forming catalyst.
    Type: Grant
    Filed: January 4, 1982
    Date of Patent: June 26, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christian Lindner, Karl-Heinz Ott
  • Patent number: 4454305
    Abstract: Stable, free-flowing dispersions in organic liquids of rubbers in the form of discrete particles having an average diameter of from 100 to 3000 nm which contains:A--as rubber, from 1 to 20% by weight, based on the total dispersion, of a crosslinked diene rubber; B--from 0 to 20% by weight, based on the total dispersion, of water in the form of a water-in-oil emulsion; C--as the continuous organic phase, from 99 to 66% by weight, based on the total dispersion, of (a) C.sub.1 -C.sub.10 alkyl acrylates or alkyl methacrylates, methyl methacrylate, ethyl acrylate or n-hexyl acrylate; or (b) a mixture of from 85 to 50% by weight of styrene or .alpha.-methyl styrene and from 15 to 50% by weight of acrylonitrile, methacrylonitrile or C.sub.1 -C.sub.6 alkyl acrylates or alkyl methacrylates, methyl methacrylate, ethyl acrylate, n-hexyl acrylate; or (c) a mixture of from 85 to 50% by weight of a C.sub.1 -C.sub.
    Type: Grant
    Filed: July 19, 1982
    Date of Patent: June 12, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christian Lindner, Lothar Liebig, Karl-Heinz Ott
  • Patent number: 4451615
    Abstract: A structurally toughened heat resistant adhesive composition comprising a solution of polyisoprene elastomer in polymerizable acrylate ester monomers. The adhesive composition also contains an adhesion promoter, a cross-linking agent, a free-radical generator and a free-radical accelerator. The adhesive compositions are generally used as two-part systems, and yield bonds with improved heat and solvent resistant properties. The polymerizable acrylate ester monomers may be monofunctional or a combination of mono- and polyfunctional monomers. Among the useful classes of monomers are alkyl and cycloalkyl acrylates, alkyl and cycloalkyl methacrylates, alkoxy acrylates and methacrylates, alkylene diacrylates and dimethacrylates. A few of the preferred monomers are methyl methacrylate, lauryl methacrylate, isobornyl methacrylate, and tetrahydrofurfuryl methacrylate.
    Type: Grant
    Filed: March 16, 1983
    Date of Patent: May 29, 1984
    Assignee: Loctite (Ireland) Limited
    Inventor: Ronald S. Charnock
  • Patent number: 4450256
    Abstract: A thermoplastic resin which is outstanding in impact resistance and heat distortion resistance and is discolored only little by heat is produced by polymerizing, in the presence of diene type synthetic rubber, a monomer mixture of acrylonitrile and styrene, adding thereto a monomer mixture containing more than 80 wt % of .alpha.-methylstyrene, and then adding thereto little by little a monomer mixture containing more than 70 wt % of acrylonitrile, whereby 95-70 parts by weight of monomer is polymerized in the presence of 5-30 parts by weight of the diene type synthetic rubber.
    Type: Grant
    Filed: January 12, 1983
    Date of Patent: May 22, 1984
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Sigemi Matsumoto, Fumiya Nagoshi
  • Patent number: 4443585
    Abstract: Impact modifiers having high efficiency at low levels and at low temperatures comprising at least three stages, Stage A being a non-crosslinked polymer of at least 70% butadiene and at least 10% lower alkyl (C.sub.2 -C.sub.8) acrylate, Stage B being a polymer of at least 80% styrene, and Stage C containing at least 50% methyl methacrylate and at least 1% alkyl (C.sub.1 -C.sub.4) acrylate, the ratio of Stages A:B:C, excluding optional additional stages, being about 70-85:10-15:10-20, the ratio of stages C:B being at least 1, and Stage A being non-agglomerated are disclosed. Also disclosed are methods of preparing the impact modifier and thermoplastic polymer compositions containing the impact modifier.
    Type: Grant
    Filed: July 12, 1983
    Date of Patent: April 17, 1984
    Assignee: Rohm and Haas Company
    Inventor: Theodore D. Goldman
  • Patent number: 4439587
    Abstract: This invention provides a graft copolymer of at least one acrylic monomer and chlorinated natural or synthetic rubber, in which at least about 8 percent of the total weight of said graft copolymer is derived from acrylic acid, methacrylic acid, or both. It also provides aqueous dispersions of such graft copolymers and coating compositions containing them.
    Type: Grant
    Filed: March 8, 1982
    Date of Patent: March 27, 1984
    Assignee: Mobil Oil Corporation
    Inventors: Carlos J. Martinez, Albert C. Chen