Ester Is Derived From An Unsaturated Alcohol Patents (Class 525/306)
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Patent number: 9320685Abstract: Dental compositions are described comprising an addition-fragmentation agent of the formula: wherein R1, R2 and R3 are each independently Zm-Q-, a (hetero)alkyl group or a (hetero)aryl group with the proviso that at least one of R1, R2 and R3 is Zm-Q-; Q is a linking group have a valence of m+1; Z is an ethylenically unsaturated polymerizable group; m is 1 to 6; each X1 is independently —O— or —NR4—, where R4 is H or C1-C4 alkyl; and n is 0 or 1. Also described are dental articles prepared from a dental composition comprising an addition-fragmentation agent and methods of treating a tooth surface.Type: GrantFiled: May 8, 2015Date of Patent: April 26, 2016Assignee: 3M Innovative Properties CompanyInventors: William H. Moser, Guy D. Joly, Larry R. Krepski, Babu N. Gaddam, Ahmed S. Abuelyaman, Bradley D. Craig, Timothy D. Dunbar, Chuntao Cao, Joel D. Oxman, Afshin Falsafi, Hoa T. Bui
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Patent number: 9056043Abstract: Dental compositions are described comprising an addition-fragmentation agent comprising at least one ethylenically unsaturated terminal group and a backbone unit comprising an ?,?-unsaturated carbonyl; at least one monomer comprising at least two ethylenically unsaturated group; and inorganic oxide filler. The addition-fragmentation agent is preferably free-radically cleavable. The addition-fragmentation agent preferably comprises at least two ethylenically unsaturated terminal groups, such as (meth)acTylate groups. In some embodiments, the addition-fragmentation agent has the formula: wherein R1, R2 and R3 are each independently Zm, -Q-, a (hetero)alkyl group or a (hetero)aryl group with the proviso that at least one of R1, R2 and R3 is Zm-Q-; Q is a linking group have a valence of m+1; Z is an ethylenically unsaturated polymerizable group; m is 1 to 6; each X1 is independently —O— or —NR4—, where R4 is H or C1-C4 alkyl; and n is 0 or 1.Type: GrantFiled: February 8, 2012Date of Patent: June 16, 2015Assignee: 3M Innovative Properties CompanyInventors: Guy D. Joly, Larry R. Krepski, Babu N. Gaddam, Ahmed S. Abuelyaman, Bradley D. Craig, Timothy D. Dunbar, Chuntao Cao, Joel D. Oxman, Afshin Falsafi, William H. Moser, Hoa T. Bui
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Publication number: 20150041839Abstract: Provided are an electron beam curable resin composition including polymethylpentene, and a crosslinking agent, in which the crosslinking agent has a saturated or unsaturated ring structure, at least one atom among atoms forming at least one ring is bonded to any allylic substituent of an allyl group, a methallyl group, an allyl group through a linking group, and a methallyl group through a linking group, and a molecular weight is 1,000 or less, a resin frame for reflectors using the resin composition, a reflector, and a molding method using the resin composition.Type: ApplicationFiled: January 17, 2013Publication date: February 12, 2015Applicant: DAI NIPPON PRINTING CO., LTD.Inventor: Toshiyuki Sakai
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Patent number: 8586679Abstract: The present invention relates to structural, radically curable resin compositions suitable for (re)lining containing a. 30-70 wt. % of a resin characterized by (i) a molecular weight Mn between 500 and 3000 and (ii) an acid value between 0 and 30 mg KOH/g resin, and wherein at least 80 % of the total amount of resin is vinyl ester resin, b. 30-70 wt. % of at least one reactive diluent, characterized in that at least 25% of the reactive diluent is a difunctional diluent having a molecular weight Mn between 200 and 500 and the optional monofunctional diluent having a molecular weight Mn between 100 and 200, c. 0.00001-5 wt. % initiator, d. 0.00001-5 wt. % inhibitor further characterized in that the average molecular weight per reactive unsaturation (WPU) of the components (a) and (b) is equal or greater than 190 Dalton and that the amount of styrene in the resin composition is less than 5 wt. % (calculated as wt. % of the total weight of the components (a), (b), (c) and (d)).Type: GrantFiled: December 20, 2007Date of Patent: November 19, 2013Assignee: DSM IP Assets B.V.Inventors: Joanna Klein Nagelvoort, Cornelis Den Besten, Johan Franz Gradus Antonius Jansen
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Patent number: 8273431Abstract: A polyamide resin composition contains a resin component containing at least a polyamide (X) and a fatty acid metallic salt having from 10 to 50 carbon atoms, and contains arbitrarily an additive (A) and/or an additive (B). The polyamide (X) is obtained through melt polycondensation of a diamine component containing 70% by mol or more of m-xylylenediamine and a dicarboxylic acid component containing 70% by mol or more of an ?,?-linear aliphatic dicarboxylic acid. The additive (A) is at least one compound selected from the group consisting of a diamide compound obtained from a fatty acid having from 8 to 30 carbon atoms and a diamine having from 2 to 10 carbon atoms, a diester compound obtained from a fatty acid having from 8 to 30 carbon atoms and a diol having from 2 to 10 carbon atoms, and a surfactant, and the additive (B) is at least one compound selected from the group consisting of a metallic hydroxide, a metallic acetate salt, a metallic alkoxide, a metallic carbonate salt and a fatty acid.Type: GrantFiled: May 31, 2007Date of Patent: September 25, 2012Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Ryoji Otaki, Jun Mitadera, Tomonori Kato, Tomomichi Kanda
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Patent number: 8153729Abstract: Dendritic macroinitiator compositions are provided comprising a compound of the general formula, Fx-[G-n]-I, where F is the chain end functional group of the dendrimer, x is the number of chain end functional groups, G is the dendrimer, n is the generation number of the dendrimer, and I is the initiating group. Hybrid dendritic-linear copolymers made from these macroinitators can act as highly efficient dispersing agents for a range of nanoparticles in matrix materials.Type: GrantFiled: May 29, 2008Date of Patent: April 10, 2012Assignees: The Regents of the University of California, Mitsubishi Chemical CorporationInventors: Craig J. Hawker, Robert Vestberg, Nobuhiko Ueno
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Patent number: 7910659Abstract: Disclosed is an acrylic syrup containing a vinyl monomer (A) of methyl methacrylate and a polymerized solid component (B) which is a high polymer of said vinyl monomer and has a weight average molecular weight of from 30,000 to 2,000,000 as measured by the GPC and a viscosity at 25° C. of from 0.1 to 50 Pa·s, wherein at least part of said polymerized solid component (B) is a grafted rubber obtained by graft-polymerizing said vinyl monomer with a rubbery polymer, and said grafted rubber has a large branching coefficient. The acrylic resin molded articles obtained from the acrylic syrup exhibit excellent impact resistance.Type: GrantFiled: October 24, 2005Date of Patent: March 22, 2011Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Tadashi Kawabata, Shojiro Kuwahara, Masahiro Kurokawa
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Patent number: 7361727Abstract: A polymerization process to derive a thermal-stabilized poly(1,4-dioxan-2-one) and cyclic ester monomer copolymer using a coordination-insertion catalyst/initiator. 1,4-dioxan-2-one and cyclic ester monomer, each containing less than 100-ppm water and having an acid value less than 0.5 mg KOH/g, and preferably less than 0.2 mg KOH/g, are copolymerized. Preferably the cyclic ester monomer is ?-caprolactone and the reaction is in an extruder.Type: GrantFiled: August 8, 2005Date of Patent: April 22, 2008Assignee: Board of Trustees of Michigan State UniversityInventors: Ramani Narayan, Jean-Marie Raquez, Sunder Balakrishnan, Philippe Dubois, Philippe Degee
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Patent number: 7250472Abstract: Acrylic compositions which can be processed into thermoformable acrylic sheet material with variegated non-homogeneous granite appearance are disclosed. The acrylic compositions comprise a matrix of polymethyl methacrylate having dispersed within it particles of a thermoplastic such as polymethyl methacrylate and one or more comonomers wherein the thermoplastic is in the shape of thin wafers 0.05 to 9.53 mm thick, 0.18 to 12.8 wide and 0.18 to 7.62 mm long.Type: GrantFiled: October 25, 1999Date of Patent: July 31, 2007Assignee: Lucite International, Inc.Inventors: Fareeduddin Farooq, James Leach, Michael R. Turbeville, Andrew H. Janowicz, Richard D. Redfearn
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Patent number: 6765058Abstract: A crosslinkable composition of a polymeric thermoplastic and/or elastomeric material which is susceptible to scorching when processed at elevated temperatures, prior to crosslinking, in the presence of a free radical initiator, is protected against such scorching by the incorporation therein of a mixture of at least one hydroquinone compound and a sulfur accelerator. This mixture may also contain at least one monomeric allylic, methacrylic, acrylic or diene type coagent. The mixture exhibits a synergistic effect resulting in improved scorch protection for peroxide cured systems when compared with the protection afforded by the components singly.Type: GrantFiled: June 7, 1995Date of Patent: July 20, 2004Assignee: Atofina Chemicals, Inc.Inventors: Michael Fred Novits, Chester Joseph Kmiec, Edward Phillip Hibbard
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Patent number: 6759481Abstract: A shape memory polymer which is a reaction product of styrene, a vinyl compound, a multifunctional crosslinking agent and an initiator. The shape memory polymer has particular application as a contact lens mold.Type: GrantFiled: January 24, 2002Date of Patent: July 6, 2004Inventor: Tat Hung Tong
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Hyperbranched amphiphilic polymeric additives and polymer compositions with increased surface energy
Patent number: 6617397Abstract: The surface energy of polymeric substrates is increased by the application or incorporation of novel amphiphilic block copolymers. The block copolymer additives comprise a linear hydrophilic polymer or oligomer and a random hyperbranched polymer or oligomer and is completely or partially terminated with lipophilic end groups. The polymeric articles or constructions which benefit from the application or incorporation of the amphiphilic block copolymers in the areas of anti-fog, dissipation of static electricity, paintability, dyeability, printability, wicking of moisture, adhesion and polymer compatibility include carpet fibers, composite fibers, agricultural films, nonwoven coverstock, exterior automotive bumper fascia, packaging, hygienic products, incompatible polymer blends, laminated articles and eyewear.Type: GrantFiled: March 4, 2002Date of Patent: September 9, 2003Assignee: Ciba Specialty Chemicals CorporationInventors: John James McNamara, Anunay Gupta, David Devore -
Hyperbranched amphiphilic polymeric additives and polymer compositions with increased surface energy
Patent number: 6444758Abstract: The surface energy of polymeric substrates is increased by the application or incorporation of novel amphiphilic block copolymers. The block copolymer additives comprise a linear hydrophilic polymer or oligomer and a random hyperbranched polymer or oligomer and is completely or partially terminated with lipophilic end groups. The polymeric articles or constructions which benefit from the application or incorporation of the amphiphilic block copolymers in the areas of anti-fog, dissipation of static electricity, paintability, dyeability, printability, wicking of moisture, adhesion and polymer compatibility include carpet fibers, composite fibers, agricultural films, nonwoven coverstock, exterior automotive bumper fascia, packaging, hygienic products, incompatible polymer blends, laminated articles and eyewear.Type: GrantFiled: February 7, 2001Date of Patent: September 3, 2002Assignee: Ciba Specialty Chemicals CorporationInventors: John James McNamara, Anunay Gupta, David Devore -
Patent number: 6075094Abstract: A methyl methacrylic resin composition comprising:(A) 30 to 60% by weight of an unsaturated monomer mixture comprising an unsaturated monomer having at least two double bonds which can effect radical polymerization,(B) 40 to 70% by weight of resin particles made of a polymer of a methyl methacrylic unsaturated monomer comprising (i) 20 to 100 parts by weight of partially cross-linked resin particles and (ii) 0 to 80 parts by weight of uncross-linked resin particles and(C) 0.1 to 5% by weight of a radical polymerization initiator, is provided. The resin composition has an excellent handling property, generates little odor, and can be easily molded. The methyl methacrylic resin composition gives a molded article which has a high transparency, a high hardness of the surface and an excellent scratch-resistance. The molded article may be preferably used as a lamp cover.Type: GrantFiled: August 7, 1998Date of Patent: June 13, 2000Assignee: Sumitomo Chemical Company, Ltd.Inventor: Yoshihide Amekawa
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Patent number: 5773519Abstract: A process for producing modified cross-linked polymer particles which comprises polymerizing 0.01 to 900 parts by weight of (B) a monomer component containing 50% by weight or more of at least one member selected from the group consisting of aromatic monoalkenyl compounds, acrylic acid esters, methacrylic acid esters, fluoroalkyl acrylates, fluoroalkyl methacrylates, unsaturated carboxylic acids, conjugated diene compounds, vinyl esters and organosilane compounds in the presence of 100 parts by weight of (A) cross-linked polymer particles obtained by polymerizing a monomer mixture comprising 50% by weight or more of at least one cross-linking monomer selected from the group consisting of divinylbenzene, ethylene glycol dimethacrylate and trimethylolpropane trimethacrylate.Type: GrantFiled: March 10, 1997Date of Patent: June 30, 1998Assignee: Japan Synthetic Rubber Co., Ltd.Inventors: Nobuyuki Ito, Masayuki Hattori, Tohru Masukawa, Satoshi Ishikawa, Minori Kondoh
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Patent number: 5767200Abstract: An optical resin, of which the refractive index continuously changes in a specific direction, is produced by filling a polymerization container with a mixed solution containing at least one type of polymerizable monomer or polymerizable monomer sol and at least one type of substance whose solubility parameter differs by 7 (cal/cm.sup.3).sup.1/2 or less and refractive index by 0.001 or more from those of a polymer produced by polymerization of the monomer, and by subjecting the mixture to polymerization reaction by applying heat or energy rays to the container from outside so that the polymerization reaction starts and progresses preferentially from a particular region of the mixture, thus forming a concentration gradient of the substance having different refractive index.The polymerization container may be made of a polymer which swells and dissolves into the mixed solution from an inner wall thereof.Type: GrantFiled: June 7, 1995Date of Patent: June 16, 1998Inventor: Yasuhiro Koike
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Patent number: 5763514Abstract: An optical resin, of which the refractive index continuously changes in a specific direction, is produced by filling a polymerization container with a mixed solution containing at least one type of polymerizable monomer or polymerizable monomer sol and at least one type of substance whose solubility parameter differs by 7 (cal/cm.sup.3).sup.1/2 or less and refractive index by 0.001 or more from those of a polymer produced by polymerization of the monomer, and by subjecting the mixture to polymerization reaction by applying heat or energy rays to the container from outside so that the polymerization reaction starts and progresses preferentially from a particular region of the mixture, thus forming a concentration gradient of the substance having different refractive index.The polymerization container may be made of a polymer which swells and dissolves into the mixed solution from an inner wall thereof.Type: GrantFiled: June 7, 1995Date of Patent: June 9, 1998Inventor: Yasuhiro Koike
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Patent number: 5622783Abstract: A pressure-sensitive adhesive composition comprising an ethylene-vinyl chloride polymer containing at least 40% by weight of the polymer of vinyl-acetate to serve as a permanent pressure-sensitive adhesive for bonding front materials to plasticizer vinyl and other substrates.Type: GrantFiled: March 18, 1994Date of Patent: April 22, 1997Assignee: Avery Dennison CorporationInventors: L. Huizer, H. van der Bent, P. J. Heederik
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Patent number: 5614593Abstract: In preparing a matte vinyl chloride polymer by suspension polymerizing a monomeric charge comprising monomeric vinyl chloride in an aqueous medium, polymerization is started in the presence of 0.05-0.25 part by weight of diallyl phthalate per 100 parts by weight of the monomeric charge, and polymerization is continued while adding 0.01-0.15 part by weight of 1,6-hexanediol di(meth)acrylate per 100 parts by weight of the monomeric charge when the rate of polymerization is in the range of 20-60%. There is produced a matte vinyl chloride-diallyl phthalate copolymer having a tetrahydrofuran-insoluble gel content of 0.5-2.5% by weight in a reproducible manner. A composition prepared by blending the copolymer with a plasticizer has minimized fish-eyes and improved matting effect.Type: GrantFiled: November 9, 1995Date of Patent: March 25, 1997Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Toshimichi Koga, Minoru Shigemitsu, Osamu Matsumoto, Makoto Suzuki
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Patent number: 5578682Abstract: The present invention provides a post-polymerization process for modifying the molecular weight distribution of a polymer having a monomodal molecular weight distribution, which polymer normally exhibits a decrease in molecular weight when subjected to high shear mixing in the presence of a free radical initiator, to produce a polymer having a bimodal molecular weight distribution. The process comprises:(a) heating a mixture of the polymer, a polyunsaturated crosslinking agent and, optionally, a free radical initiator, to form a uniform mixture; and(b) subjecting said mixture to high shear mixing conditions until a polymer having a bimodal molecular weight distribution is obtained. In the more preferred embodiment, the shear mixing is conducted in the presence of a free radical initiator such as an organic peroxide and the crosslinking agent is a difunctional compound containing diallyl, divinyl or diethylenic unsaturation.Type: GrantFiled: May 25, 1995Date of Patent: November 26, 1996Assignee: Exxon Chemical Patents Inc.Inventor: Donald A. White
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Patent number: 5541247Abstract: An optical resin, of which the refractive index continuously changes in a specific direction, is produced by filling a polymerization container with a mixed solution containing at least one type of polymerizable monomer or polymerizable monomer sol and at least one type of substance whose solubility parameter differs by 7 (cal/cm.sup.3).sup. 1/2 or less and refractive index by 0.001 or more from those of a polymer produced by polymerization of the monomer, and by subjecting the mixture to polymerization reaction by applying heat or energy rays to the container from outside so that the polymerization reaction starts and progresses preferentially from a particular region of the mixture, thus forming a concentration gradient of the substance having different refractive index.The polymerization container may be made of a polymer which swells and dissolves into the mixed solution from an inner wall thereof.Type: GrantFiled: June 17, 1993Date of Patent: July 30, 1996Inventor: Yasuhiro Koike
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Patent number: 5432230Abstract: A propylene-graft-unsaturated polyester is disclosed comprising the reaction product of a polypropylene, an unsaturated polyester and a free radical initiator. The polypropylene-graft-unsaturated polyester is generally prepared by reacting at elevated temperatures using a peroxide. The polypropylene-graft-unsaturated polyester is very useful as a compatibilizing agent in blends of polyester and ethylene-propylene rubber to improve the impact strength of the polyester.Type: GrantFiled: August 2, 1994Date of Patent: July 11, 1995Assignee: Eastman Chemical CompanyInventors: Jeffrey J. Vanderbilt, Max F. Meyer, Jr.
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Patent number: 5401427Abstract: Degraded molecular weight copolymers of ethylene alpha-olefin are provided. The ethylene alpha-olefin copolymers, before degradation, are characterized by having a narrow molecular weight distribution and are comprised of intramolecularly heterogeneous and intermolecularly homogeneous copolymer chains. The degraded copolymers are useful as viscosity index improvers for oils.Type: GrantFiled: June 18, 1993Date of Patent: March 28, 1995Assignee: Exxon Chemical Patents Inc.Inventors: David Y. Chung, Mark J. Struglinski
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Patent number: 5393817Abstract: Molding materials based on polymethyl methacrylate comprising essentiallyA) from 99.99 to 95.0% by weight of a mixture comprising essentiallya.sub.1) from 5 to 95% by weight of polymethyl methacrylate, obtainable by polymerizing a mixture comprising essentiallya.sub.11) from 80 to 100% by weight of methyl methacrylate anda.sub.12) from 0 to 20% by weight of a C.sub.1 -C.sub.20 -alkyl ester of acrylic acid, anda.sub.2) from 95 to 5% by weight of a multistage graft copolymer based on a C.sub.1 -C.sub.20 -alkyl ester of acrylic and/or methacrylic acid andB) from 0.01 to 5.0% by weight of a polysiloxane of the general formula I ##STR1## where R.sup.1 is C.sub.1 -C.sub.6 -alkyl or C.sub.6 -C.sub.10 -aryl,R.sup.2 is hydroxy-C.sub.1 -C.sub.6 -alkyl or amino-C.sub.1 -C.sub.6 -alkyl, andn is a natural number from 5 to 200.Type: GrantFiled: January 11, 1994Date of Patent: February 28, 1995Assignee: BASF AktiengesellschaftInventors: Andreas Deckers, Norbert Guentherberg, Norbert Niessner
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Patent number: 5376716Abstract: A radiation resistant resin suitable for the manufacture of, for example, disposable medical supplies comprises a semicrystalline polypropylene or propylene-ethylene and from 1500 to 5000 ppm triallyl trimellitate. The resin exhibits substantially no increase in melt flow rate after irradiation to a dosage of up to 5 Mrads, and may contain up to about 5% by weight of a polybutylene and/or up to about 3000 ppm of a sorbital based clarifying agent.Type: GrantFiled: August 31, 1992Date of Patent: December 27, 1994Assignee: Rexene Products CompanyInventors: Kasinath Nayak, George C. Allen, Roger Merrill
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Patent number: 5302661Abstract: A composition which contains thermosettable monomers from which continuous products can be made without using continuous carrier material, the composition containing bismaleimide monomers and a thermoplastic polymer having a high molecular weight.Products made from a composition of the present invention are suitable for use in those fields where good temperature resistance, good fire resistance and/or good corrosion and solvent resistance are required in addition to good mechanical properties. Examples are cable sheathing, fire-resistant clothing, asbestos substitutes, high-temperature filters, aircraft interiors, precursors for carbon fiber , food packagings (for example, for use in a microwave oven), capacitor films and filament winding products.Type: GrantFiled: December 16, 1991Date of Patent: April 12, 1994Assignee: DSM N.V.Inventor: Cornelius W. M. Bastiaansen
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Patent number: 5262479Abstract: Improved plasticizer resistant pressure sensitive hot melt adhesive compositions are prepared by incorporating in the adhesive polymer, tackifying resin and oil 5 to 70% by weight of the adhesive of a core shell modifier comprising a crosslinked rubbery core and a glassy thermoplastic polymer shell, the core being crosslinked by the presence therein of up to 5% by weight of a polyunsaturated monomer having two or more non-conjugated sites of unsaturation of unequal reactivity.Type: GrantFiled: November 24, 1992Date of Patent: November 16, 1993Assignee: National Starch and Chemical Investment Holding CorporationInventor: Singa D. Tobing
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Patent number: 5252666Abstract: A particulate graft polymer comprises from 30 to 90% by weight, of at least one elastomeric polymer A having a median particle size of from 30 to 1000 nm comprising--based on A--from 85 to 99.8% by weight of at least one alkyl acrylate A1 having from 1 to 8 carbon atoms in the alkyl moiety, from 0.1 to 5% by weight of at least one polyfunctional, crosslinking monomer A2 and from 0.1 to 10% by weight of at least one further monoethylenically unsaturated monomer as grafting base, and from 10 to 70% by weight, grafted onto the elastomeric polymer A, of a sheath B comprising--based on B--from 50 to 90% by weight of at least one aromatic vinyl monomer B1 and from 10 to 50% by weight of at least one polar, copolymerizable, ethylenically unsaturated monomer B2, wherein monomer A3 is a hydroxyalkyl acrylate or methacrylate.Type: GrantFiled: March 1, 1991Date of Patent: October 12, 1993Assignee: BASF AktiengesellschaftInventors: Friedrich Seitz, Karl Ruppmich, Josef Schwaab
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Patent number: 5244979Abstract: A pigment dispersing agent for paints is constituted with a particular acrylic polymer component having a tertiary amino group and/or a nitrogen-containing heterocyclic ring and a particular polyester component, and has particular number average molecular weight and amine value. This pigment dispersing agent is applicable to both acrylic resin series and polyester resin series paints as well as thermosetting type paints.Type: GrantFiled: April 25, 1991Date of Patent: September 14, 1993Assignee: Nippon Oil and Fats Company, LimitedInventors: Toshio Yamamoto, Hisao Ogawa, Toshiya Kitamura, Yoshiaki Matsukura
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Patent number: 5187227Abstract: A polycarbonate resin composition comprising (A) 100 parts by weight of a polycarbonate resin, and (B) 1 to 80 parts by weight of an acrylic ester graft copolymer. The acrylic ester graft copolymer is produced by grafting on 100 parts by weight of an acrylic ester copolymer produced by copolymerizing (i) 100 parts by weight of at least one acrylic ester monomer having 1 to 16 carbon atoms and (ii) 0.1 to 5 parts by weight of a polyfunctional allyl ester monomer and/or a polyfunctional methallyl ester monomer having a benzene ring as a skeleton; a copolymer of (iii) 15 to 100 parts by weight of (a) one or two vinyl monomers selected from the group consisting of a methacrylic ester, an aromatic monovinyl compound and a vinyl cyanide compound, and (b) an acrylic ester in an amount of 0 to 20% by weight to the vinyl monomer and (iv) 0.1 to 5 parts by weight of a polyfunctional allyl ester monomer and/or a polyfunctional methallylester monomer having a benzene ring as a skeleton.Type: GrantFiled: June 10, 1991Date of Patent: February 16, 1993Assignees: Nippon Zeon Co., Ltd., Idemitsu Petrochemical Co., Ltd.Inventors: Isao Tera, Kohji Kato, Makoto Yamamoto, Kazuto Hashimoto, Hitoshi Yasumura
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Patent number: 5143947Abstract: Radiation curable compositions useful as coatings for wood, metal, glass, fabric, paper, fiber and plastics are made from copolymers of 4-hydroxystyrene and an alkadiene or an allyl ester of an ethylenically unsaturated acid blended wit ethylenically unsaturated compounds.Type: GrantFiled: November 13, 1989Date of Patent: September 1, 1992Assignee: Hoechst Celanese CorporationInventor: Balaram Gupta
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Patent number: 5047471Abstract: The invention relates to a mixture composed of polyoxymethylene (component A), a rubber-elastic graft copolymer in which the particles have been formed from a rubber-elastic, single-phase core based on polydiene and a hard graft shell (component B) and a polymeric third component (component C).The invention also relates to a three-component mixture of the components A, B' and C, the core, in the case of B' being preponderantly or entirely composed of poly(meth)acrylic acid ester or silicone rubber instead of polydiene.The shaped articles produced from these mixtures are particularly distinguished by good low-temperature impact strength.Type: GrantFiled: May 20, 1988Date of Patent: September 10, 1991Assignee: Hoechst AktiengesellschaftInventors: Karlheinz Burg, Harald Cherdron, Friedrich Kloos, Helmut Schlaf
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Patent number: 4945133Abstract: An oxidized halogenated polymer is prepared by a process comprising (a) forming an admixture of an acidic oxidizing agent and a suspension of a particulate halogenated polymer in a polar liquid; (b) heating the admixture to a temperature sufficient to initiate the reaction between the polymer and the oxidizing agent; and (c) continuing the reaction until an oxidized polymer having a preselected extent of oxidation is obtained. At least one addition polymerizable compound is, optionally, grafted to the oxidized halogenated polymer. The oxidized halogenated polymer and graft copolymers thereof have physical properties different from the halogenated polymer and graft copolymers thereof. Certain graft copolymers are non-caking or free flowing.Type: GrantFiled: November 22, 1988Date of Patent: July 31, 1990Assignee: The Dow Chemical CompanyInventors: Donald W. Pennington, Joseph L. Allison
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Patent number: 4904738Abstract: Metal drier moderated to provide compostions of extended pot life by at least one molybdenum compound. Coating compositions of free radical polymerizable compounds and moderated metal drier exhibit lower propensity to yellowing when they are cured.Type: GrantFiled: January 23, 1989Date of Patent: February 27, 1990Assignee: Monsanto CompanyInventors: Christopher J. Hardiman, Gary R. Bowers
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Patent number: 4876313Abstract: Improved core-shell polymers having an alkali-insoluble core and an alkali-soluble shell are prepared by emulsion polymerization of the core-shell polymers utilizing compounds which chemically graft the core and shell together. The core-shell polymers exhibit improved solvent stability, water resistance, heat resistance and rheology. The polymers are useful in application such as inks, coatings and varnishes, floor polishes, leather treatment, cement formulations, and as a seed for further emulsion polymerization.Type: GrantFiled: August 29, 1986Date of Patent: October 24, 1989Assignee: Rohm and Haas CompanyInventor: Dennis P. Lorah
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Patent number: 4826890Abstract: Radiation curable compositions useful as coatings for wood, metal, glass, fabric, paper, fiber and plastics are made from copolymers of dialkyl muconates and p-acetoxystyrene blended with ethylenically unsaturated compounds.Type: GrantFiled: June 8, 1987Date of Patent: May 2, 1989Assignee: Hoechst Celanese CorporationInventor: Balaram Gupta
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Patent number: 4826891Abstract: Radiation curable compositions useful as coatings for wood, metal, glass, fabric paper, fiber and plastics are made from copolymers of p-acetoxystyrene and another monomer which is an alkadiene or an allyl ester of a polymerizable ethylenically unsaturated acid blended with ethylenically unsaturated compounds.Type: GrantFiled: June 8, 1987Date of Patent: May 2, 1989Assignee: Hoechst Celanese CorporationInventor: Balaram Gupta
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Patent number: 4826923Abstract: Metal drier moderated to provide compositions of extended pot life by at least one compound of niobium, zirconium, titanium, tungsten, boron, silicon, phosphorus or aluminum. Coating compositions of free radical polymerizable compounds and moderated metal drier exhibit lower propensity to yellowing.Type: GrantFiled: May 13, 1987Date of Patent: May 2, 1989Assignee: Monsanto CompanyInventor: Christopher J. Hardiman
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Patent number: 4810757Abstract: Metal drier moderated to provide compositions of extended pot life by at least one molybdenum compound. Coating compositions of free radical polymerizable compounds and moderated metal drier exhibit lower propensity to yellowing.Type: GrantFiled: May 13, 1987Date of Patent: March 7, 1989Assignee: Monsanto CompanyInventors: Christopher J. Hardiman, Gary R. Bowers
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Patent number: 4699950Abstract: The present invention relates to a polymer having a thiol group at one end of the molecule, which is obtained by subjecting the monomers capable of radical polymerization to radical polymerization in the presence of a thiolcarboxylic acid and then treating the resulting polymer with an alkali or acid; to a process for producing the same; and to a block copolymer based on the polymer having a thiol group at the end.The polymer having a thiol group at one end is difficult of forming disulfide linkages by oxidation and thus difficult of becoming insoluble. It is also a highly reactive material that will find wide use in varied application areas. The block copolymer based on the polymer having a thiol group at the end is superior in compatibility and will find wide use in varied application areas.Type: GrantFiled: July 8, 1985Date of Patent: October 13, 1987Assignee: Kuraray Co., Ltd.Inventors: Toshiaki Sato, Junnosuke Yamauchi, Takuji Okaya
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Patent number: 4670308Abstract: A process for coating a substrate with a film comprising an .alpha.,.beta.-ethylenically unsaturated compound, a .beta.,.gamma.-unsaturated ether activator compound, an effective amount of a free radical polymerization initiator, and, optionally, a catalytic amount of metal drier. The components are applied to the substrate and the coated substrate is then placed in an atmosphere substantially free of oxygen until the coating has cured to a substantially tack-free condition.Type: GrantFiled: April 22, 1986Date of Patent: June 2, 1987Assignee: Monsanto CompanyInventor: Jerome W. Knapczyk
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Patent number: 4649178Abstract: A process for preparing a brominated butyl rubber high in Primary Allylic Bromine which comprises reacting the rubber in solution with elemental bromine at a temperature of about 65.degree. C. to about 130.degree. C. The process is preferably carried out under substantially anhydrous conditions.Type: GrantFiled: October 1, 1984Date of Patent: March 10, 1987Assignee: Exxon Research & Engineering Co.Inventors: Irwin J. Gardner, James V. Fusco
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Patent number: 4638019Abstract: A method for radical cross-linking or organic polymers, is disclosed which uses a cross-linking enhancer of the following formula ##STR1## wherein R is alkenyl or alkynyl;R.sup.1 is alkylene, alkenylene, alkynylene or --(R.sup.2 --O).sub.m --R.sup.2 --, R.sup.2 is CH.sub.2, (CH.sub.2).sub.2, (CH.sub.2).sub.3 or CH.sub.2 --CH(CH.sub.3), and m is 1 to 50; and n is 1 to 10.Type: GrantFiled: March 1, 1984Date of Patent: January 20, 1987Assignee: Siemens AktiengesellschaftInventors: Wolfgang Von Gentzkow, Helmut Markert, Hans Hauschildt, Manfred Schmiedel
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Patent number: 4613652Abstract: A curable resin composition which comprises (1) a copolymer composed of an aminoalkyl acrylate and/or aminoalkyl methacrylate and an ethylenically unsaturated monomer being formulated with (2) a compound having at least two acryloyl groups in the molecule.The composition can be cured at low temperatures in the range of ordinary temperature to 120.degree. C., and therefore advantageously used for the formation of coating films in the application fields, such as plastics, wood and concrete, where heat treatment cannot be performed. Also, the composition which exhibits excellent adherence toward various kinds of substrates can be used as adhesives and different kinds of primers, as well. Furthermore, the composition can provide coating films that excel in terms of water resistance, weathering resistance and solvent resistance, and therefore be utilized for overpaints, etc.Type: GrantFiled: June 7, 1985Date of Patent: September 23, 1986Assignee: Takeda Chemical Industries, Inc.Inventors: Takeo Nakayama, Kimiya Fujinami, Takurou Sakamoto, Fumihiro Doura
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Patent number: 4595728Abstract: Disclosed is an impact-resistant methacrylic resin composition which comprises a graft copolymer [II] obtained by polymerizing 10 to 900 wt. parts of a monomer or monomeric mixture (B) comprising 80 to 100 wt. % methyl methacrylate and 20 to 0 wt. % of at least one vinyl or vinylidene monomer copolymerizable therewith in the presence of 100 wt. parts of an acrylic elastomer [I] obtained by polymerizing monomeric mixture (A) comprising 9.9 to 29.9 wt. % of styrene and/or its derivative, 70 to 90 wt. % of at least one alkyl (C2-8) acrylate, 0.1 to 5 wt. % of at least one monomer represented by the formula: ##STR1## and 0 to 5 wt. % of a crosslinkable copolymerizable monomer having at least 2 carbon-to-carbon double bonds. This graft copolymer [II] may be used in combination with a methacrylic resin [III] obtained by polymerizing a monomer or monomeric mixture (C) comprising 80 to 100 wt. % methyl methacrylate and 20 to 0 wt. % of at least one copolymerizable vinyl or vinylidene monomer.Type: GrantFiled: November 1, 1984Date of Patent: June 17, 1986Assignee: Mitsubishi Rayon Company, Ltd.Inventors: Yoshio Nakai, Masamitsu Tateyama
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Patent number: 4594376Abstract: A propylene polymer composition containing (i) 100 parts by weight of a polypropylene and/or a propylene-ethylene copolymer and (ii) 0.05 to 2 parts by weight of triallyl(iso)cyanurate and/or diallyl(iso)phthalate, or (i) 100 parts by weight of a polypropylene and/or a propylene-ethylene copolymer, (ii) 0.01 to 0.5 part by weight of triallyl(iso)cyanurate and/or diallyl(iso)phthalate, and (iii) 0.005 to 0.2 part by weight of an organic peroxide.This propylene composition has excellent resistance against high-energy radiation without impairing the desired properties of the propylene polymer per se.Type: GrantFiled: September 7, 1984Date of Patent: June 10, 1986Assignee: Showa Denko Kabushiki KaishaInventor: Yoshinori Hamada
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Patent number: 4590101Abstract: A process for coating a substrate with a film of cured polymer in which a mixture of a poly (.alpha., .beta.-ethylenically unsaturated) oligomer, a polyallyloxy activator compound containing an effective amount of a free radical polymerization initiator and a catalytic amount of metal drier is prepared, the admixture is applied to the substrate in an air or oxygen rich atmosphere and the coated substrate is then placed in an atmosphere substantially free of oxygen until the coating has cured to a substantially tack-free condition.Type: GrantFiled: July 19, 1985Date of Patent: May 20, 1986Assignee: Monsanto CompanyInventor: Jerome W. Knapczyk
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Patent number: 4585833Abstract: This invention is directed to curable molding compositions containing a mixture of a poly(acrylate), a polymerizable ethylenically unsaturated monomer which serves to crosslink the poly(acrylate) to a thermoset product, a thermoplastic polymer low profile additive, and a free radical initiator mixture containing at least one initiator with a 10-hour half-life temperature (t.sub.1/2) of greater than about 90.degree. C. and at least one initiator with a 10-hour half-life temperature (t.sub.1/2) of less than about 90.degree. C. The curable molding compositions exhibit improved shrink control during the curing reaction. This invention is also directed to fiber reinforced thermoset resin articles which exhibit generally improved surface appearance quality and can be produced by a rapid injection molding process from the curable molding compositions.Type: GrantFiled: May 26, 1983Date of Patent: April 29, 1986Assignee: Union Carbide CorporationInventor: Linda A. Domeier
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Patent number: 4569382Abstract: Composite of rubber and metal reinforcement where the rubber contains borate and a cross-linkable monomer. Cured composite is useful as component for rubber tires, industrial belts and hose.Type: GrantFiled: May 11, 1981Date of Patent: February 11, 1986Assignee: The Goodyear Tire & Rubber CompanyInventors: Frank S. Maxey, deceased, Syed K. Mowdood
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Patent number: 4521568Abstract: A sequentially produced multilayer acrylic thermoplastic resin composition is provided, which has (A) a hard first stage layer having a glass transition temperature (Tg) of at least 25.degree. C., polymerized from methyl methacrylate alone or a monomer mixture predominantly comprising methyl methacrylate by emulsion polymerization; (B) a soft second stage layer, polymerized in the presence of the hard first stage layer from a monomer mixture comprising (B-1) a predominant proportion of an alkyl acrylate, (B-2) a minor proportion of a monoethylenically unsaturated monomer and/or a polyfunctional crosslinking monomer, and (B-3) a minor proportion of a polyfunctional graftlinking monomer by emulsion polymerization; said second stage layer exhibiting a Tg of not higher than 25.degree. C.Type: GrantFiled: June 1, 1982Date of Patent: June 4, 1985Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Kyoichiro Mori, Hiroyuki Hirano