Ester Derived From A Polyol Patents (Class 525/82)
  • Patent number: 11820851
    Abstract: The present invention relates to a method of preparing a graft copolymer powder, which includes: preparing a seed by adding one or more selected from the group consisting of an alkyl (meth)acrylate-based monomer, an aromatic vinyl-based monomer and a vinyl cyan-based monomer to a reactor and carrying out polymerization; preparing a core in the presence of the seed by adding an alkyl (meth)acrylate-based monomer and carrying out polymerization; and preparing a graft copolymer latex in the presence of the core by adding an aromatic vinyl-based monomer and a vinyl cyan-based monomer and carrying out polymerization; adding an alkyl methacrylate-based polymer to the graft copolymer latex and carrying out coagulation, and more particularly, to a method of preparing a graft copolymer powder that is excellent in weather resistance, fluidity, mechanical properties, surface gloss and appearance quality.
    Type: Grant
    Filed: October 10, 2019
    Date of Patent: November 21, 2023
    Assignee: LG CHEM, LTD.
    Inventors: Min Jung Kim, Yong Yeon Hwang, Bong Keun Ahn, Wang Rae Joe, Jang Won Park, Ji Yoon Jeon
  • Patent number: 10696836
    Abstract: Provided are thermoplastic polymer composition comprising (a) a polyvinyl halide, and (b) an acrylic copolymer comprising 70 to 100 weight % of a first polymeric stage, based on the total weight of the acrylic copolymer, comprising polymerized units derived from at least 85 weight % of one or more C1-C6 alkyl methacrylate monomers and C1-C3 alkyl acrylate monomers, based on the total weight of monomers in the first polymeric stage, wherein the first polymeric stage has a calculated Tg of 70° C. or less, and wherein the acrylic copolymer has a molecular weight of greater than 1.5×106 g/mol.
    Type: Grant
    Filed: January 19, 2017
    Date of Patent: June 30, 2020
    Assignee: Rohm and Haas Company
    Inventor: Michael T. Petr
  • Patent number: 9683069
    Abstract: The present invention relates to a method for preparing a weather resistant reinforced acrylate based resin. More specifically, an activator-free conversion rate improver is included in an acrylate-styrene based graft copolymer, thereby improving the haze value, light transmittance, and yellow index when mixed with an acrylate-styrene based non-graft copolymer, and securing the weather resistance. In particular, according to the present invention, a weather resistant reinforced thermoplastic resin having excellent colors which are close to natural colors can be provided even without using sodium formaldehyde sulfoxylate (SFS) and iron ions.
    Type: Grant
    Filed: August 29, 2014
    Date of Patent: June 20, 2017
    Assignee: LG CHEM, LTD.
    Inventors: Roo Da Lee, Sang Hoo Park, Won Seok Lee, Seok Goo Jang, Jeong Su Choi, Jeun Hoon Yoo
  • Patent number: 8362147
    Abstract: A thermoplastic resin composition of the present invention capable of improving the strength and surface gloss of a molded article is comprising 100 parts by weight of a thermoplastic resin (a) and 0.5 to 30 parts by weight of a core-shell polymer composition (b), wherein the core-shell polymer composition (b) is obtained by polymerizing a shell-constituting component in the presence of a core obtained by polymerizing a core-constituting component, the core-constituting component contains 70% to 99.95% by weight of an alkyl acrylate having an alkyl group of 2 to 18 carbon atoms, 0.
    Type: Grant
    Filed: December 25, 2008
    Date of Patent: January 29, 2013
    Assignee: Kaneka Corporation
    Inventors: Hirotsugu Yamada, Koji Yui
  • Patent number: 8163274
    Abstract: The invention includes personal care compositions and methods of preparing these personal care compositions that include incorporation of a polyol polyester that is the reaction product of an aliphatic polyol that does not contain an ether group, and benzoic acid, wherein the resultant polyol polyester has a refractive index at 25° C. of greater than about 1.5. The aliphatic polyol may have two to three carbon atoms. Alternatively, the invention includes personal care compositions and methods of preparing personal care compositions including incorporating a polyol polyester into a personal care formulation. The polyol polyester is represented by formula (I): wherein R is an aliphatic alkyl group that does not contain an ether group and has a refractive index of greater than about 1.5 at 25° C. Also described are methods of preparing personal care compositions comprising a first phase and a second phase, wherein the second phase contains any of the polyol polyesters described above.
    Type: Grant
    Filed: August 27, 2007
    Date of Patent: April 24, 2012
    Inventor: Rocco Burgo
  • Patent number: 8008397
    Abstract: Provided are a rubber latex having a multi-layer structure, wherein an inner-layer rubber latex has a refractive index greater than that of an outer-layer rubber latex, a graft copolymer prepared from the rubber latex, a polyvinyl chloride (PVC) resin blend containing the graft copolymer, and a method of preparing the rubber latex. The PVC resin blend containing the graft copolymer including the rubber latex according to the present invention has improved color property and low-temperature impact strength than conventional PVC resins.
    Type: Grant
    Filed: August 8, 2006
    Date of Patent: August 30, 2011
    Assignee: LG Chem, Ltd.
    Inventors: Yoon Ho Kim, Wonsuk Jang, Geon Soo Kim
  • Patent number: 7847021
    Abstract: A modified polyolefin resin comprising a copolymer having a structure that a propylene-based polyolefin segment (a) and a segment (b) containing a lactic acid as a constituent are bonded in a block state and/or a graft state through a vinyl monomer having a hydroxyl group, wherein a number average molecular weight of the propylene-based polyolefin segment (a) is from 1,000 to 100,000, a number average molecular weight of the segment (b) containing lactic acid as a constituent is from 1,000 to 200,000, and a weight composition of the propylene-based polyolefin segment (a) and the segment (b) containing lactic acid as a constituent is from 10/90 to 90/10. The modified polyolefin resin can be used in a resin composition containing an aliphatic polyester resin (A), a polyolefin resin (B) and the modified polyolefin resin (C). The composition can exhibit excellent heat resistance and impact resistance and can be used for molding various parts.
    Type: Grant
    Filed: February 9, 2005
    Date of Patent: December 7, 2010
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Hosei Shinoda, Takeshi Kashima, Masahiro Enna, Shinichi Kojoh, Hideyuki Kaneko, Shingo Matsuo, Nobuo Kawahara, Tomoaki Matsugi, Yuichi Matsuda, Takayuki Onogi, Fumio Kageyama
  • Patent number: 7342087
    Abstract: A method for prevention of increase in particles in copolymer for semiconductor resist, which comprises passing, through a filter containing a resin having an amino group and/or an amide bond a copolymer solution for semiconductor resist which contains a copolymer for semiconductor resist having a polar group-containing recurring unit and an alicyclic structure-containing recurring unit and which contains no ionic additive. With the method, there can be obtained a copolymer semiconductor resist, which can be suitably used in a resist film used for formation of a fine pattern in semiconductor production and which is very low in formation of particle s during storage and accordingly generates substantially no defect after development.
    Type: Grant
    Filed: September 12, 2005
    Date of Patent: March 11, 2008
    Assignee: Maruzen Petrochemical Co. Ltd.
    Inventors: Takanori Yamagishi, Kazuhiko Mizuno
  • Patent number: 6784246
    Abstract: Disclosed are compositions and processes for preparing polymeric materials having polymerizable units derived from at least one C8 to C30 alkyl (meth)acrylate monomer, and at least one chain branching unit. The presence of the chain branching unit suprisingly results in the polymeric composition having non-gelled polymer chains. The polymeric compositions are useful as additives for improving the melt strength of thermoplastic resins.
    Type: Grant
    Filed: February 25, 2002
    Date of Patent: August 31, 2004
    Assignee: Rohm and Haas Company
    Inventors: Carlos Alfonso Cruz, Eugene Patrick Dougherty
  • Patent number: 6462129
    Abstract: The invention relates to a thermoplastic composition comprising: a matrix-forming thermoplastic polymer (M), rigid nodules obtained by radical polymerization, and optionally an impact modifier (S). It also relates to a process comprising, in a first stage, forming a homogeneous solution of precursor of the nodules in the thermoplastic (M) in the molten state, in a second stage, introducing the initiator while remaining at a temperature below which the initiator becomes active, and, in a third stage, heating to a temperature sufficient to cause crosslinking of the precursor and to form rigid nodules while kneading the composition, the impact modifier being introduced during the first or the second stage.
    Type: Grant
    Filed: April 17, 2000
    Date of Patent: October 8, 2002
    Assignee: Atofina
    Inventors: Denis Bertin, Alain Bouilloux, Laurent Teze, Thierry Vivier
  • Patent number: 5869154
    Abstract: Metal sparkles having one or more colors dispersed throughout a translucent resin at a concentration which eliminates the appearance of scratches and scuff marks on the resin surface. A pigment may be used in the translucent resin to yield a variety of decorative colors to create matching containers and utensils. The metal sparkle concentration in the translucent resin contains on an average 11/2%-3% metal sparkles by weight and 0.25%-1% color by weight. The sparkle concentration may be used at a letdown ratio of 4% resulting in a composition having an average of 0.06%-0.12% sparkles by weight and 0.01%-0.04% color by weight. The sparkles are random cuts of multi-colored aluminum having an average size of 1/64" (0.015) and are manufactured from the thinnest standard sheets of aluminum which are polished to a mirror-like surface of brilliant reflectivity.
    Type: Grant
    Filed: March 21, 1996
    Date of Patent: February 9, 1999
    Assignee: Fort James Corporation
    Inventor: Julie M. Benson
  • Patent number: 5726245
    Abstract: Highly transparent, impact-resistant molding compositions based on polymethyl methacrylate (PMMA), having excellent color stability both during processing at high temperatures, as well as when under thermal stress, as a result of multiple processing with simultaneously high weathering stability and stability of the optical characteristics with the effect of water. Preparation is carried out according to a multi-step extruder process, wherein an extruder for the melt coagulation and one for the compounding are connected in series. Addition of small quantities of reducing inorganic phosphorous compounds at a later stage provides prolonged effectiveness.
    Type: Grant
    Filed: November 27, 1996
    Date of Patent: March 10, 1998
    Assignee: Roehm GmbH Chemische Fabrik
    Inventors: Uwe Numrich, Michael Wicker, Thomas Rhein, Thomas Suefke
  • Patent number: 5696205
    Abstract: A process for the continuous production of a thermoplastic molding composition containing a mixture of TPU and a (co)polymer is disclosed. The process comprises(a) introducing into an extruder under time and temperature conditions sufficient to bring about the formation of thermoplastic polyurethane a (co)polymer, and polyurethane-forming components comprising A) an organic diisocyanate, B) a linear polyol having terminal hydroxyl groups and a molecular weight of 500 to 5000, and C) a chain extender having a molecular weight of 60 to 500, and upon completing the formation of said polyurethane(b) discharging the resulting TPU/(co)polymer mixture from the extruder. Importantly, the (co)polymer contains a flow enhancer and the molar ratio of the NCO groups in A) to the groups which react with NCO in B) and C) is 0.9 to 1.2.
    Type: Grant
    Filed: April 8, 1996
    Date of Patent: December 9, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Friedemann Muller, Wolfgang Brauer, Hans-Georg Hoppe, Hans-Georg Wussow, Herbert Heidingsfeld, Willi Meister, Bernhard Schulte, Jurgen Winkler
  • Patent number: 5631323
    Abstract: Thermoplastic molding materials preparedA) from 35 to 99.5% by weight of a matrix copolymer (A) ofa.sub.1) from 50 to 95% by weight of styrene and/or .alpha.-methylstyrene,a.sub.2) from 5 to 50% by weight of acrylonitrile anda.sub.3) from 0 to 20% by weight of further comonomersB) from 0 to 50% by weight of a particulate graft copolymer (B) which is insoluble in (A), has a median particle diameter of from 0.03 to 1 .mu.m and preparedb.sub.1) from 30 to 80% by weight of a core comprising an elastomeric polymer having a glass transition temperature of less than -10.degree. C. andb.sub.2) from 20 to 70% by weight of a graft shell comprising a polymer which is compatible or partly compatible with (A)andC) from 0.5 to 30% by weight of a particulate crosslinked copolymer (C) which is insoluble in (A), has a median particle diameter of from 0.5 to 50 .mu.m and comprisesc.sub.1) from 50 to 89.95% by weight of styrene and/or .alpha.-methylstyrene,c.sub.2) from 10 to 50% by weight of acrylonitrile,c.sub.3) from 0.
    Type: Grant
    Filed: December 4, 1995
    Date of Patent: May 20, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Norbert Guntherberg, Ekkehard Jahns, Wolfgang Fischer, Graham E. McKee, Bernhard Rosenau
  • Patent number: 5612420
    Abstract: Polymeric glass modifier having a partially crosslinked structure capable of effectively reducing the surface gloss of a thermoplastic resin, is prepared by (a) emulsion polymerizing an acrylic monomer, an ethylenically unsaturated cyanide compound end, optionally, an aromatic vinyl monomer to obtain a copolymer latex of a linear structure; (b) conducting a crosslinking emulsion polymerization of the resultant linear copolymer latex obtained in step (a) with an addition of the same monomers used in step (a), an acrylamide inter-particle crosslinking agent and an ethylenically unsaturated crosslinking agent to produce a partially crosslinked latex; and (c) coagulating and interparticle crosslinking the partially crosslinked latex obtained in step (b) with an addition of an acid to obtain the polymeric gloss modifier.
    Type: Grant
    Filed: April 21, 1994
    Date of Patent: March 18, 1997
    Assignee: Lucky Limited
    Inventors: Jin N. Yoo, Dong O. Kim, Yeong R. Chang, Jong K. Yeo
  • Patent number: 5574110
    Abstract: Polymeric gloss modifiers, are prepared by forming polymer latices of a core/shell structure or a multi-layered structure, and coagulating and interparticle crosslinking the polymer latices. Said modifiers are used in preparing a low gloss thermoplastic resin compound.
    Type: Grant
    Filed: April 19, 1994
    Date of Patent: November 12, 1996
    Assignee: Lucky Limited
    Inventors: Jin-Nyoung Yoo, Dong-Ok Kim, Yeong-Rae Chang, Myung-Man Kim, Jong-Kee Yeo
  • Patent number: 5574100
    Abstract: A polymer composition comprising [A] a polymer selected from a copolymer of .alpha.-olefin having at least 2 carbon atoms and a specific cyclic olefin, a ring-opening polymer of said specific cyclic olefin and a hydroganted, ring-opening polymer thereof and [B] a core-shell elastomer containing 40 to 85 parts of weight of a core component which comprises a styrene-butadiene copolymer and 15 to 60 parts by weight of a shell component which comprises a copolymer of an acrylate or methacrylate having a specific cyclic structure, a monovinyl aromatic monomer, other monovinyl monomer and a plyfunctional monomer. This polymer composition is excellent in transparency and impact resistance.
    Type: Grant
    Filed: March 9, 1995
    Date of Patent: November 12, 1996
    Assignees: Mitsui Petrochemical Industries, Ltd., Hoechst Aktiengesellschaft
    Inventors: Toshihiro Sagane, Masayuki Okabe, Masahiro Kishine
  • Patent number: 5541256
    Abstract: A process for preparing a synthetic resin powder having an improved blocking resistance suitable as a modifier for vinyl chloride resins, which comprises coagulating an aqueous latex of a graft copolymer suitable as a modifier for vinyl chloride resins, mixing the resulting, slurry with a latex of a specific polymer of methyl methacrylate, an aromatic vinyl compound, a crosslinkling monomer and optionally other copolymerizable monomers or a slurry formed from the specific polymer latex by coagulation, and recovering a powder from the resulting mixture containing the coagulated graft copolymer and the coagulated specific polymer.
    Type: Grant
    Filed: June 17, 1994
    Date of Patent: July 30, 1996
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Akira Takaki, Toshiyuki Mori, Toshiro Shimatani, Toshihiko Hasegawa
  • Patent number: 5500457
    Abstract: A water-based toner-receptive composition suitable for electrophotographic or xerographic imaging, comprising:a) from about 65 to about 99 parts of a transparent film-forming core/shell latex polymer, wherein the ratio of core to shell of said core/shell latex polymer ranges from about 10/90 to about 90/10, with the core having a lower T.sub.g than the shell;b) from about 1 to about 15 parts polymeric particles; andc) from 0 to about 20 parts of an antistatic agent selected from the group consisting of cationic agents, anionic agents, fluorinated agents, and nonionic agents.
    Type: Grant
    Filed: November 18, 1994
    Date of Patent: March 19, 1996
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Manisha Sarkar, Ying-Yuh Lu
  • Patent number: 5442012
    Abstract: Core/shell additives, useful in modifying the processing and/or physical properties of poly(vinyl chloride) and other thermoplastic matrix polymers, are prepared separately at small particle sizes by emulsion polymerization, co-agglomerated, further encapsulated by a final shell, and isolated by spray-drying or coagulation. The isolated powders are readily re-dispersed to their original particle sizes in the matrix polymer.
    Type: Grant
    Filed: October 26, 1993
    Date of Patent: August 15, 1995
    Assignee: Rohm and Haas Company
    Inventors: James S. Kempner, Hsing-Yeh Parker, Janis C. Stevenson, Morris C. Wills, Judith L. Allison
  • Patent number: 5424370
    Abstract: Disclosed are polymer having antistatic properties and having a multilayered structure comprising an innermost layer, a second layer, a third layer and an outermost layer; processes for preparing the multilayered polymer; and an antistatic resin composition comprising a thermoplastic resin and the multilayered polymer.
    Type: Grant
    Filed: February 1, 1994
    Date of Patent: June 13, 1995
    Assignee: Sumitomo Chemical Company, Ltd.
    Inventors: Kanki Matsumoto, Shinji Date
  • Patent number: 5395882
    Abstract: The invention relates to light-scattering polystyrene molding compounds comprising40-99.9 weight % of a (optionally impact-strength-modified) polymeric matrix phase comprised of at least 50 weight % styrene and or substituted styrenes, or a mixture thereof; and0.1-60 weight % of scattering bodies comprising a copolymer comprised of:p1) 20-89.5 parts by weight (pbw) methyl methacrylate, ethyl methacrylate, or a mixture thereof;p2) 10-80 pbw of at least one monomer of formula (I) ##STR1## where R.sub.1 represents a C.sub.3-24 alkyl group; and p3) 0.5-10 pbw of at least one crosslinking monomer with two or more ethylenically unsaturated, radically polymerizable groups; andp4) 0-10 pbw of additional ethylenically unsaturated monomers which are radically copolymerizable with (p1), (p2), and (p3); wherein the sum of the amounts of the monomers (p1), (p2), (p3), and (p4) is 100 pbw.
    Type: Grant
    Filed: September 17, 1993
    Date of Patent: March 7, 1995
    Assignee: Rohm GmbH Chemische Fabrik
    Inventors: Werner Siol, Heinrich Post
  • Patent number: 5382633
    Abstract: A modified polymer is described comprising a thermoplastic polymer composition comprising a graft copolymer between (1) a preformed thermoplastic polymer and (2) a monomer composition comprising (a) at least one polymerisable monomer containing a polymerisable group and at least one functional polymer-modifying group and (b) at least one comonomer containing at least two polymerisable groups, said copolymer being substantially free of unbound monomer. Such polymers can be produced by reacting together, in a melt and in the presence of free radicals whilst applying shear to the melt, the preformed thermoplastic polymer to be modified, the polymerisable monomer, and the comonomer, thereby to graft said monomer to said preformed polymer leaving substantially no unbound monomer, the reaction being continued for a period of time sufficient to produce a graft copolymer that is thermoplastic and can be blended with an unmodified polymer. A free radical generator can be added, if desired.
    Type: Grant
    Filed: April 8, 1991
    Date of Patent: January 17, 1995
    Assignee: 3i Research Exploitation Limited
    Inventors: Gerald Scott, Sahar Al-Malaika
  • Patent number: 5382625
    Abstract: Particulate graft polymers composed of a core (a) of cross-linked diene rubber, a first envelope (b) of a cross-linked acrylate rubber, a second envelope (c) of a copolymer of resin-forming monomers and polyallyl monomers having at least three allyl groups in the molecule, and a third envelope (d) of a copolymer or homopolymer of resin forming monomers.
    Type: Grant
    Filed: December 12, 1985
    Date of Patent: January 17, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christian Lindner, Walter Uerdingen, Karl-Heinz Ott, hans-Eberhard Braese
  • Patent number: 5362604
    Abstract: A photosensitive resin composition suitable for producing a virgin flexographic printing plate, a process for the production thereof and a virgin flexographic printing plate. The photosensitive resin composition comprises (1) a photosensitive microgel obtained by emulsion-polymerizing (a) a compound having an .alpha., .beta.-ethylenically unsaturated double bond in the presence, as an emulsifier, of (b) a compound containing a tertiary ammonium salt to prepare (A) fine microgel particles and reacting the (A) fine microgel particles with (B) a compound having an epoxy group to react with the tertiary ammonium salt and at least one .alpha., .beta.-ethylenically unsaturated double bond per molecule, (2) a compound having an .alpha., .beta.-ethylenically unsaturated double bond, and (3) a rubber or thermoplastic elastomer.
    Type: Grant
    Filed: February 2, 1993
    Date of Patent: November 8, 1994
    Assignee: Toyo Ink Manufacturing Co., Ltd.
    Inventor: Yoshimi Yatsuyanagi
  • Patent number: 5362807
    Abstract: An acrylic molded product comprising an acrylic polymer coagulated material having excellent characteristics in impact resistance, optical properties, and hydrothermal resistance; an acrylic polymer coagulated material used for the preparation thereof; an composition comprising thereof; and a process for manufacture thereof; characterized by using an emulsion polymerization and a polymer with multiphase structured material comprising a hard phase and a soft phase and being freeze-coagulated.
    Type: Grant
    Filed: December 14, 1993
    Date of Patent: November 8, 1994
    Assignee: Kuraray Co., Ltd.
    Inventors: Kouichi Nogura, Kouichi Fujie, Chouji Suga, Naokiyo Inomata, Mitsuo Ootani
  • Patent number: 5358566
    Abstract: An aqueous solution, for use as a cement dispersing agent, of a polymer salt, which is formed by reacting a polycarboxylic acid with a nitrogenous acrylic polymer.
    Type: Grant
    Filed: November 5, 1990
    Date of Patent: October 25, 1994
    Assignee: Sandoz Ltd.
    Inventors: Yoshio Tanaka, Minoru Yaguchi, Teruhiko Yamamoto
  • Patent number: 5358984
    Abstract: Dispersants that are the reaction product of polyoxyalkylene polyether polyols with polymers containing anhydride groups are discussed. These dispersants may be used in the production of polymer polyols having high styrene contents and high solids contents. The polymers containing the anhydride groups may be preformed polymers which are then reacted with the polyol, or may be formed in the polyol directly prior to esterification with the polyol to form the dispersants. Maleic anhydride and methacrylic arthydride and derivatives thereof are examples of monomers suitable for the dispersants. Polymer polyols made using these dispersants may be reacted with polyisocyanates to produce polyurethanes.
    Type: Grant
    Filed: May 24, 1993
    Date of Patent: October 25, 1994
    Assignee: Arco Chemical Technology, L.P.
    Inventors: John E. Hayes, Robert G. Gastinger
  • Patent number: 5349017
    Abstract: A polyvinyl chloride resin composition comprising (i) 100 parts by weight of a polyvinyl chloride resin and (ii) 2 to 40 parts by weight of a multi-stage copolymer obtained by polymerizing resin component formable monomers in the range of from more than 30 parts by weight to 50 parts by weight in three stages onto 50-70 parts by weight of a butadiene elastomer having a glass transition temperature ranging from -40.degree. C. to 5.degree. C. obtained by a copolymerization of a monomer mixture of 70 to 90% by weight of butadiene, 10 to 30 percent by weight of an aromatic vinyl monomer and a polyfunctional monomer added in an amount corresponding to 3 to 10 parts by weight per 100 parts by weight of the total amount of the butadiene and aromatic vinyl monomer.
    Type: Grant
    Filed: December 1, 1992
    Date of Patent: September 20, 1994
    Assignee: Mitsubishi Rayon Company Ltd.
    Inventors: Koji Matsumoto, Masaru Morimoto, Masahiro Osuka, Naomi Uno
  • Patent number: 5346954
    Abstract: Polymer particles in a size range between 2 and 15 micrometers, and having a refractive index close to, but not identical with, that of a matrix polymer and optionally having one or more enclosing shells, the outer shell being compatible with the matrix polymer, impart light-diffusing properties to the matrix polymer without degrading its physical properties, while the particles having a closer refractive index match to the matrix polymer impart gloss reduction to the surface of the matrix polymer.
    Type: Grant
    Filed: November 17, 1992
    Date of Patent: September 13, 1994
    Assignee: Rohm and Haas Company
    Inventors: Jiun-Chen Wu, William J. Work, David L. Dunkelberger, Newman M. Bortnick
  • Patent number: 5236911
    Abstract: The present invention provides a methacrylic resin composition which comprises a mixture of 20-99% by weight of a methacrylic resin and 1-80% by weight of a methacrylic two-layer polymer comprising the following inner layer (a) and outer layer (b) and having the following requirements (c)-(e):(a) the inner layer being obtained by polymerizing 90-99.9% by weight of a monofunctional monomer which is mainly composed of methyl methacrylate and 0.1-10% by weight of a polyfunctional monomer having at least two carbon-carbon double bonds in one molecule,(b) the outer layer being obtained by polymerizing a monofunctional monomer mainly composed of methyl methacrylate in the presence of the inner layer,(c) the weight ratio of the inner layer and the outer layer being 1:9-9:1,(d) the glass transition temperature being 50-120.degree. C., and(e) the average particle size being 200-5000 .cuberoot..This composition is excellent in processability, heat distortion resistance, mechanical properties and solvent resistance.
    Type: Grant
    Filed: April 15, 1991
    Date of Patent: August 17, 1993
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Teruhisa Koyama, Hideaki Matsuura
  • Patent number: 5237004
    Abstract: Polymer particles in a size range between 2 and 15 micrometers, and having a refractive index close to, but not identical with, that of a matrix polymer and optionally having one or more enclosing shells, the outer shell being compatible with the matrix polymer, impart light-diffusing properties to the matrix polymer without degrading its physical properties, while the particles having a closer refractive index match to the matrix polymer impart gloss reduction to the surface of the matrix polymer.
    Type: Grant
    Filed: April 2, 1991
    Date of Patent: August 17, 1993
    Assignee: Rohm and Haas Company
    Inventors: Jiun-Chen Wu, William J. Work, David L. Dunkelberger, Newman M. Bortnick
  • Patent number: 5210109
    Abstract: This invention provides hardenable compositions useful as construction media for a wide range of applications. Particular utility is found in the dental and medical arts where such compositions are highly suitable for the formation and construction of denture base, denture baseplates, denture liners, denture repair, custom trays, veneering for crowns and bridgework, artificial teeth, veneers and repair for natural teeth, and tooth restorative fillings. Such materials having improved impact strengths and elastic moduli when hardened are disclosed which include rubber-modified polymer.
    Type: Grant
    Filed: September 21, 1992
    Date of Patent: May 11, 1993
    Assignee: Dentsply Research & Development Corp.
    Inventors: Louis H. Tateosian, W. Donald Wilson
  • Patent number: 4981907
    Abstract: A process is described for the preparation of a polymer which contains, besides polymerized units of vinyl chloride, 30 to 60% by weight, relative to the polymer, of polymerized units of an acrylate, if appropriate together with copolymerizable monomers. The acrylate is firstly polymerized in aqueous emulsion with addition of a monomer containing at least 2 ethylenically unsaturated, non-conjugated double bonds in the presence of a fatty acid salt and in the presence of an alkane- or alkylarylsulfonate. Polymerization in aqueous suspension is then carried out in which vinyl chloride, customary polymerization auxiliaries, a precipitant for the emulsifiers used in the emulsion polymerization, and water are initially introduced, and the acrylate dispersion produced by emulsion polymerization is subsequently added. Polymers of high bulk density and good free-flowing properties which can easily be demonomerized are thus obtained.
    Type: Grant
    Filed: October 20, 1988
    Date of Patent: January 1, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Heinz Klippert, Manfred Engelmann
  • Patent number: 4897449
    Abstract: A multilayer interpolymer material of an elastomeric inner phase polymerized from (a) 50-99.9 parts of at least one among: conjugated dienes and alkyl and aralkyl acrylates, (b) 0-49.9 parts of at least one copolymerizable monomer, (c) 0.05-8 parts of at least one crosslinking monomer, and (d) 0.05-6 parts of at least one grafting monomer, and a nonelastomeric outer phase, polymerized from (a) 50-99.9 parts by weight of at least one among: alkyl methacrylates, vinyl aromatic hydrocarbons and unsaturated nitriles, (b) 0.1-50 parts of at least one copolymerizable monomer, and (c) 0-5 parts of at least one chain-limiting agent, the parts being given by weight, it being possible for the said polymer to comprise a nonelastomeric or else elastomeric core phase without grafting and crosslinking monomers. Two populations of particles of mean diameter of approximately 40-150 nm and approximately 160-500 nm respectively are mixed in given ratios. This improves the impact strength of the resultant matrices.
    Type: Grant
    Filed: January 29, 1988
    Date of Patent: January 30, 1990
    Assignee: Norsolor
    Inventors: Patrice Gaillard, Jean-Claude Robinet
  • Patent number: 4863977
    Abstract: This invention provides hardenable compositions useful as construction media for a wide range of applications. Particular utility is found in the dental and medical arts where such compositions are highly suitable for the formation and construction of denture base, denture baseplates, denture liners, denture repair, custom trays, veneering for crowns and bridgework, artificial teeth, veneers and repair for natural teeth, and tooth restorative fillings. Such materials having improved impact strengths and elastic moduli when hardened are disclosed which include rubber-modified polymer.
    Type: Grant
    Filed: November 10, 1987
    Date of Patent: September 5, 1989
    Assignee: Dentsply Research & Development Corp.
    Inventors: Louis H Tateosian, W. Donald Wilson
  • Patent number: 4857592
    Abstract: A polyvinyl chloride resin composition comprises 3-30 wt. % of a graft copolymer and 97-70 wt. % of a polyvinyl chloride resin and has highly-balanced properties between impact resistance, transparency and stress-whitening resistance and excellent processing characteristics. The graft copolymer is obtained by graft-polymerizing, in the presence of a latex containing greater than 75 but not exceeding 85 parts by weight of a rubbery butadiene-styrene copolymer formed of 65-85 wt. % of butadiene, 15-35 wt. % of styrene and 0-3 wt. % of crosslinkable monomer, (i) 5-24 parts by weight of a first monomer mixture as a first-stage component, said first monomer mixture being composed of 70-97 wt. % of methyl methacrylate and 30-3 wt. % of an alkyl acrylate whose alkyl group has 1-8 carbon atoms; and then (ii) 3-21 parts by weight of a second monomer mixture as a second-stage component, said second monomer mixture being composed of 97-100 wt % of styrene and 0-3 wt. % of crosslinkable monomer.
    Type: Grant
    Filed: February 11, 1988
    Date of Patent: August 15, 1989
    Assignee: Kureha Kagaku Kogyo K. K.
    Inventors: Mitsuru Hoshino, Haruhiko Yusa, Katsumi Suzuki
  • Patent number: 4812516
    Abstract: A polymer composition obtained by mixing, in an emulsion state,(A) from 20 to 90% by weight (as solid content of polymer) of an emulsion of polymer component (A) which is a polymer of a vinyl monomer and has a glass transition temperature of higher than 20.degree. C., a gel content of not higher than 10% and a solubility parameter of from 8.0 to 11.0 (cal/cc) .sup.1/2 and which has a weight average molecular weight, based on polystyrene, of at least 1.5.times.10.sup.5, and(B) from 10 to 80% by weight (as solid content of polymer) of an emulsion of polymer component (B) which is a homopolymer of an acrylate monomer, a copolymer of acrylate monomers or a copolymer of an acrylate monomer with other copolymerizable monomer and has a glass transition temperature of not higher than 20.degree. C., a gel content of not higher than 70% and a solubility parameter of from 8.4 to 9.8 (cal/cc).sup.1/2,and separating the polymer from the emulsion mixture.
    Type: Grant
    Filed: June 1, 1988
    Date of Patent: March 14, 1989
    Assignee: Denki Kagaku Kogyo Kabushiki Kaisha
    Inventor: Tetsuro Maeda
  • Patent number: 4801646
    Abstract: Low gloss impact and weather resistant thermoplastic resins comprising a hard matrix polymer and a grafted alkylacrylate rubber having a core of a substantially uncrosslinked alkylacrylate polymer and a graftable overpolymer layer of a high crosslink density alkylacrylate polymer.
    Type: Grant
    Filed: January 16, 1987
    Date of Patent: January 31, 1989
    Assignee: The Dow Chemical Company
    Inventor: David E. Henton
  • Patent number: 4788253
    Abstract: The invention relates to a thermoplastic molding material of an elastomeric polymer A, a shell B grafted to the polymer A, and a copolymer C as rigid matrix. The amount of polymer A is 1 to 25 percent by weight based on the weight of A+B+C. It has a glass transition temperature, Tg, of less than 0.degree. C. and an average particle size of 200 to 750 nanometers (d.sub.50 value of the integral mass distribution) and is composed of: 50 to 99.9 percent by weight of at least one alkylacrylate with 1 to 8 carbon atoms in the alkyl radical and 0.1 to 5 percent by weight of a polyfunctional monomer which has a crosslinking action. Grafting shell B represents 5 to 40 percent by weight based on A+B+C and is composed of at least one of the monomers of the group of(b.sub.1) vinylaromatic monomers, and(b.sub.2) the ethylenically unsaturated monomers.Grafting shell B is prepared in two stages with 30 to 70 percent by weight of the monomers b.sub.
    Type: Grant
    Filed: April 17, 1987
    Date of Patent: November 29, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Juergen Hambrecht, Burghard Schmitt, Johann Swoboda, Georg Wassmuth, Claus Bernhard, Rudolf Stephan
  • Patent number: 4740553
    Abstract: A thermoplastic resin composition composed of a mixture comprising:(A) from 5 to 94% by weight of an elastomer-containing styrene resin comprising an elastomer component and a resin component having a glass transition temperature of higher than 20.degree. C., with a covalent substance of the elastomer and resin components being present at the interface between the elastomer component constituting a dispersed phase and the resin component constituting a continuous phase;(B) from 5 to 94% by weight of a polycarbonate resin; and(C) from 0.1 to 20% by weight of a polymer of a monomer containing an acrylate monomer having a solubility parameter of from 8.4 to 9.8 (cal/cc).sup.1/2, a glass transition temperature of not higher than 20.degree. C. and a gel content of not higher than 70% by weight.
    Type: Grant
    Filed: October 8, 1986
    Date of Patent: April 26, 1988
    Assignee: Denki Kagaku Kogyo Kabushiki Kaisha
    Inventor: Tetsuro Maeda
  • Patent number: 4730023
    Abstract: An impact resistant methacrylic resin composition having improved transparency, weatherability and impact resistance comprising a multi-layer graft copolymer and a methacrylic resin is disclosed.
    Type: Grant
    Filed: September 29, 1986
    Date of Patent: March 8, 1988
    Assignee: Mitsubishi Rayon Company, Ltd.
    Inventors: Fumio Sato, Masamitsu Tateyama
  • Patent number: 4711913
    Abstract: This invention provides hardenable compositions useful as construction media for a wide range of applications. Particular utility is found in the dental and medical arts where such compositions are highly suitable for the formation and construction of denture base, denture baseplates, denture liners, denture repair, custom trays, veneering for crowns and bridgework, artificial teeth, veneers and repair for natural teeth, and tooth restorative fillings. Such materials having improved impact strengths and elastic moduli when hardened are disclosed which include rubber-modified polymer.
    Type: Grant
    Filed: September 25, 1984
    Date of Patent: December 8, 1987
    Assignee: Dentsply International Inc.
    Inventors: Louis H. Tateosian, W. Donald Wilson
  • Patent number: 4699947
    Abstract: A weather and impact resistant resin composition which comprises: a graft copolymer (A) composed of a continuous phase comprising from 10 to 90% by weight of residues of an aromatic vinyl monomer, from 10 to 40% by weight of residues of an .alpha.,.beta.-unsaturated nitrile monomer and from 0 to 80% by weight of residues of methyl methacrylate, and particles of an acrylate rubber having a weight average particle size of from 0.1 to 0.45 .mu.m dispersed in the continuous phase, said acrylate rubber comprising from 70 to 98% by weight of residues of an alkyl acrylate having from 2 to 12 carbon atoms, from 1.92 to 27% by weight of residues of a vinyl monomer copolymerizable with the alkyl acrylate and from 0.08 to 3% by weight of residues of a multifunctional vinyl monomer; a graft copolymer (B) composed of a continuous phase comprising from 10 to 90% by weight of residues of an aromatic vinyl monomer, from 10 to 40% by weight of residues of an .alpha.,.beta.
    Type: Grant
    Filed: December 30, 1985
    Date of Patent: October 13, 1987
    Assignee: Mitsubishi Monsanto Chemical Company
    Inventor: Takashi Kokubo
  • 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: 4670509
    Abstract: A vinyl chloride resin composition having improved weather resistance and impact resistance which contains, as a modifier, a graft copolymer which is prepared by graft-polymerizing 50 to 15 parts by weight of a monomer component composed of mainly methyl methacrylate on 50 to 85 parts by weight of a cross-linked alkyl acrylate polymer so that 30 to 90% by weight of the monomer component is graft-polymerized and, then, the remaining portion of the monomer component is graft-polymerized in the presence of 0.1 to 5% by weight, based on the whole amount of the monomer component, of a copolymerizable cross-linking agent, the fraction extracted from said graft polymer with methyl ethyl ketone having a specific viscosity of at least 0.6 as measured in a concentration of 0.1 g/100 cc in acetone at 30.degree. C. The composition has a reduced die swelling and provides shaped articles having excellent weather resistance and impact strength.
    Type: Grant
    Filed: December 12, 1985
    Date of Patent: June 2, 1987
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Taizo Aoyama, Toshihiko Hasegawa, Hideki Hosoi
  • Patent number: 4645795
    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 polym
    Type: Grant
    Filed: April 8, 1985
    Date of Patent: February 24, 1987
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Hideki Hosoi, Toshihiko Hasegawa, Taizo Aoyama
  • Patent number: 4607080
    Abstract: An impact-resistant thermoplastic resin composition having excellent transparency and appearance properties which comprises (A) a butadiene-styrenemethyl methacrylate-alkyl acrylate graft copolymer obtained by postpolymerization of styrene, methyl methacrylate and an alkyl acrylate to a latex comprising a butadiene homopolymer rubber or a butadiene-styrene copolymer rubber comprising mainly butadiene and having an average particle diameter of 0.1 to 0.5 .mu., and (B) a methyl methacrylate-styrene copolymer. This composition has quantitative limitation.
    Type: Grant
    Filed: January 27, 1986
    Date of Patent: August 19, 1986
    Assignee: Kureha Kagaku Kogyo Kabushiki Kaisha
    Inventors: Haruhiko Yusa, Masanori Oota, Kazuo Takahashi
  • Patent number: 4585832
    Abstract: A weather and impact resistant resin composition which comprises: a graft copolymer (A) composed of a continuous phase comprising from 10 to 90% by weight of residues of an aromatic vinyl monomer, from 10 to 40% by weight of residues of an .alpha.,.beta.-unsaturated nitrile monomer and from 0 to 80% by weight of residues of methyl methacrylate, and particles of an acrylate rubber having a weight average particle size of from 0.1 to 0.45 .mu.m dispersed in the continuous phase, said acrylate rubber comprising from 70 to 98% by weight of residues of an alkyl acrylate having from 2 to 12 carbon atoms, from 1.92 to 27% by weight of residues of a vinyl monomer copolymerizable with the alkyl acrylate and from 0.08 to 3% by weight of residues of a multifunctional vinyl monomer; a graft copolymer (B) composed of a continuous phase comprising from 10 to 90% by weight of residues of an aromatic vinyl monomer, from 10 to 40% by weight of residues of an .alpha.,.beta.
    Type: Grant
    Filed: June 14, 1984
    Date of Patent: April 29, 1986
    Assignee: Mitsubishi Monsanto Chemical Company
    Inventor: Takashi Kokubo
  • 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