Ester Contains An Oxygen Atom Other Than As A Carboxylic Acid Ester Group Patents (Class 525/303)
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Patent number: 5266646Abstract: Multi-stage polymer particles comprising at least one hydrophobically-modified, ionically-soluble polymer stage polymerized from a) hydrophobic monomer, b) ethylenically-unsaturated, ionizable monomer, c) non-ionic, ethylenically-unsaturated monomer and optionally d) multi-functional compound are improved thickeners.Type: GrantFiled: August 24, 1992Date of Patent: November 30, 1993Assignee: Rohm and Haas CompanyInventors: Eric K. Eisenhart, Dennis P. Lorah, Susan R. Gill, Eric A. Johnson
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Patent number: 5262075Abstract: Multifunctional viscosity index improver additives for oleaginous composition comprising reaction products of (i)(a) ethylene-alpha-olefin copolymers grafted with (i)(b) carboxylic acid material, further reacted with (ii) at least one of polyamine, polyol, about C.sub.30 -C.sub.400 hydrocarbyl substituted carboxylic acid component together with polyol, or said carboxylic acid component together with polyamine, wherein the copolymer (i)(a) comprises intramolecularly heterogeneous copolymer chains containing at least one crystallizable segment of methylene units and at least one low crystallinity ethylene-alpha-olefin copolymer segment, and wherein said copolymer has a molecular weight distribution characterized by at least one of a ratio of M.sub.w /M.sub.n of less than 2 and a ratio of M.sub.n /M.sub.w of less than 1.8.Type: GrantFiled: October 26, 1992Date of Patent: November 16, 1993Assignee: Exxon Chemical Patents Inc.Inventors: David Y. Chung, John E. Johnston, Mark J. Struglinski
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Patent number: 5260424Abstract: Silylketene acetals, including "living" GTP polymers, are acylated or sulfonylated in the presence of GTP-effective catalysts with acyl or sulfonyl compounds to produce .beta.-ketoesters or .beta.-sulfonylesters; polymeric products, including capped, coupled and chain-extended polymers and block copolymers can be prepared.Type: GrantFiled: February 3, 1992Date of Patent: November 9, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventors: Gordon M. Cohen, Hans J. Reich
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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: 5234524Abstract: There is provided a process for preparing a laminate, comprising the step of adhering a layer of an olefin polymer and a layer of a fluororesin to each other by fusion with the aid of an adhesive polymer, the adhesive polymer being a polymerization product A prepared by copolymerizing a radical-polymerizable olefin polymer B, which is obtained by reacting an olefin polymer (a) having at least one functional group in one molecule thereof with a radical-polymerizable monomer (b) having a functional group which can react with the functional group contained in the olefin polymer (a), with a monomer (c) which comprises as essential components alkyl acrylate, alkyl methacrylate and/or a fluorine-containing unsaturated monomer and is copolymerizable with the radical-polymerizable olefin polymer B, the polymerization product A comprising from 10 to 90 wt. % of the monomer (c).Type: GrantFiled: October 24, 1991Date of Patent: August 10, 1993Assignee: Mitsubishi Petrochemical Co., Ltd.Inventors: Takahiro Ozu, Keizo Abe, Kazuhide Hayama, Kazuyuki Hata
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Patent number: 5227432Abstract: The invention relates to acrylate copolymers with free double bonds, which are obtainable by copolymerization ofa) 3 to 30% by weight of ethylenically unsaturated monomers with at least two polymerizable double bonds,b) 5 to 60% by weight of monomers with a functional group andc) other ethylenically unsaturated monomers, the sum of all the monomers being 100% by weight, and subsequent reaction of the polymer (A) formed with compounds (B) which, in addition to a group which can react with the functional groups of (A), contain at least one ethylenically unsaturated polymerizable double bond.The invention also relates to processes for the preparation of the acrylate copolymers.Type: GrantFiled: September 28, 1989Date of Patent: July 13, 1993Assignee: BASF Lacke & Farben AGInventor: Werner Jung
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Patent number: 5219947Abstract: A toner for developing electrostatic latent images with a good combination of fixability, anti-offset characteristic, anti-sticking characteristic and pulverizability is provided as a composition comprising a colorant or magnetic material and a binder resin. The binder resin has 0.1 to 60 wt. % of a chloroform-insoluble or a THF (tetrahydrofuran)insoluble and a THF-soluble, the THF-soluble providing a molecular weight distribution in the chromatogram of GPC (gel permeation chromatography) thereof such that there are a main peak in the molecular weight range of 1,000 to 25,000 and a sub-peak or shoulder in the molecular weight range of 2,000 to 150,000. The binder resin may suitably be obtained through two polymerization steps including a solution polymerization step and a suspension polymerization step.Type: GrantFiled: April 23, 1990Date of Patent: June 15, 1993Assignee: Canon Kabushiki KaishaInventors: Satoshi Yasuda, Kiichiro Sakashita, Yasuo Mitsuhashi, Seiichi Takagi, Shuichi Aita, Yoshinobu Nagai, Toshiaki Nakahara
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Patent number: 5211854Abstract: A water soluble graft copolymer useful for dewatering wastewater having the structure: ##STR1## wherein E is the repeat unit obtained after polymerization of an .alpha.,.beta. ethylenically unsaturated compound the molar percentage of a:b is from about 95:5 to 5:95 with the proviso that the sum of a and b equals 100%; G comprises the structure: ##STR2## wherein d is a cationic monomer, R.sub.1, R.sub.2 and R.sub.3 are the same or different and are hydrogen or a lower alkyl group having C.sub.1 to C.sub.3, F is the salt of an ammonium cation and the molar percentage of c:d is from 95:5 to 5:95 with the proviso that the sum of c and d equals 100%.Type: GrantFiled: April 25, 1991Date of Patent: May 18, 1993Assignee: Betz Laboratories, Inc.Inventors: Wen P. Liao, Fu Chen
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Patent number: 5206298Abstract: A graft copolymer produced by polymerizing 2-hydroxyethyl methacrylate, or monomer mixture containing the monomer, by using initiator produced by copolymerizing (A) N-vinyllactam or styrene and (B) peroxy-fumarate or combination of the peroxy-fumarate and diester of fumaric acid, the peroxy-fumarate being represented by the formula (I): ##STR1## wherein R1 is a linear alkyl, branched alkyl or cycloalkyl group containing not more than 18 carbon atoms, or an aromatic hydrocarbon group containing 6 to carbon atoms; and R2 is a linear alkyl, branched alkyl or cycloalkyl group containing not more than 13 carbon atoms, or a phenyl group.A solution for treating a contact lens, including the above graft copolymer and a solvent dissolving the copolymer.Type: GrantFiled: December 14, 1990Date of Patent: April 27, 1993Assignee: Tomei Sangyo Kabushiki KaishaInventor: Toru Kawaguchi
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Patent number: 5191024Abstract: A hydrogenated diene block copolymer having a polystyrene-reduced number-average molecular weight of 50,000-600,000 which is a hydrogenation product of an (A)--(B) block copolymer in which (A) means an alkenyl aromatic compound polymer block and (B) means a conjugated diene homopolymer block wherein the vinyl content of the conjugated diene portion is more than 60%, or an alkenyl aromatic compound-conjugated diene random copolymer block wherein the vinyl content of the conjugated diene portion is 15% or more, an (A)--(B)--(C) block copolymer in which (A) and (B) are as defined above and (C) means an alkenyl aromatic compound-conjugated diene copolymer tapered block wherein the proportion of the alkenyl aromatic compound increases gradually, or an (A)--(B)--(A) block copolymer in which (A) and (B) are as defined above, in which block copolymer(1) the weight proportion of theh alkenyl aromatic compound/the conjugated diene is 5/95 to 60/40, and(2) the content of the bound alkenyl aromatic compound in at least oType: GrantFiled: May 18, 1990Date of Patent: March 2, 1993Assignee: Japan Synthetic Rubber Co., Ltd.Inventors: Tooru Shibata, Toshio Teramoto, Yoshiharu Hashiguchi, Kunio Goshima
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Patent number: 5177152Abstract: The present invention pertains to a crosslinkable binder resin comprising an acrylate copolymer backbone having as pendant groups water soluble half esters of dicarboxylic acid and crosslinkable olefinic groups which contain an activated ethylenic unsaturation, such as (meth)acryloyl groups. The (meth)acryloyl groups can be crosslinked by polyfunctional crosslinking agents such as amino or blocked amino crosslinkers. The water-soluble half esters preferably are formed by the reaction of pendant hydroxy groups with unsaturated cyclic anhydrides (the unsaturation providing an additional crosslinking site). The (meth)acryloyl groups preferably are formed by the reaction of pendant epoxy groups with (meth)acrylic acid or derivatives thereof.Type: GrantFiled: January 31, 1992Date of Patent: January 5, 1993Assignee: Akzo N.V.Inventors: Gerardus J. W. M. Maters, Tamme Bartels
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Patent number: 5175212Abstract: Toughened polycarbonate compositions are obtained by blending from 2 to 10 parts by weight of a modified block copolymer with from 90 to 98 parts by weight of a polycarbonate. The modified block copolymers have at least one hydrogenated conjugated diene block and at least one vinyl aromatic block, and are free-radically grafted with an effective amount of hydroxyethylacrylate to give a 1/8 inch notched Izod impact strength of greater than 4.0 ft-lb/in at -40.degree. F.Type: GrantFiled: November 4, 1991Date of Patent: December 29, 1992Assignee: Shell Oil CompanyInventor: Michael J. Modic
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Patent number: 5167848Abstract: Oil soluble grafted ethylene-alpha-olefin copolymer useful as a viscosity modifier for oleaginous compositions comprising:(i) backbone copolymer of ethylene and at least one other alpha-olefin monomer, said copolymer comprising intramolecularly heterogeneous copolymer chains containing at least one crystallizable segment of methylene units and at least one low crysallinity ethylene-alpha-olefin copolymer segment, wherein said at least one crystallizable segment comprises at least about 10 weight percent of said copolymer chain and contains at least about 57 weight percent ethylene, wherein said low crystallinity segment contains not greater than about 53 weight percent ethylene, and wherein said copolymer has a molecular weight distribution characterized by at least one of a ratio of M.sub.w /M.sub.n of less than 2 and a ratio of M.sub.w /M.sub.w of less than 1.Type: GrantFiled: May 30, 1989Date of Patent: December 1, 1992Assignee: Exxon Chemical Patents Inc.Inventors: David Y. Chung, Mark J. Struglinski, John E. Johnston
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Patent number: 5147569Abstract: A polymeric additive prepared from ethylene and at least one (C.sub.3 -C.sub.10) alpha-monoolefin and a non-conjugated dienes or triene comprising from about 15 to 80 mole percent of ethylene and from about 20 to 85 mole percent of the (C.sub.3 -C.sub.10) alpha-monoolefin and from about 0 to 15 mole percent of the diene or triene. This polymeric substrate has a number average molecular weight ranging from about 5,000 to about 500,000. It is modified by reacting the polymer with an unsaturated epoxide wherein the intermediate graft co- or terpolymer is characterized as having pendant epoxides within the substrate.Post-reacting this graft co- or terpolymer with 1,3,4-thiadiazine modified with substituted phenols, diaryl amines, or phenophiazines generates a polymeric lubricant additive with enhanced anti-oxidant, dispersant, and anti-wear properties.Type: GrantFiled: September 4, 1990Date of Patent: September 15, 1992Assignee: Texaco Inc.Inventors: Thomas F. DeRosa, Benjamin J. Kaufman, Rosemary J. Jennejahn
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Patent number: 5143976Abstract: The present invention concerns the polyolefin resin compositions wherein acrylic oligomers, polydiene and chlorinated polyolefins which contain 10-60 weight % chlorine are graft copolymerized. Films of the polyolefin resin compositions have good adhesive properties, moisture-resistant properties and appearance.Type: GrantFiled: January 16, 1991Date of Patent: September 1, 1992Assignee: Toyo Kasei Kogyo Company Ltd.Inventors: Teruaki Ashihara, Shingo Tone, Ryozo Orita
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Patent number: 5141995Abstract: A modified propylene polymer having superior coloring-prevention properties is provided by a process which comprises blending a propylene polymer with (A) a polyol or a fatty acid partial ester of the polyol (B) a phenolic antioxidant and (C) a radical generating agent with a propylene polymer containing 5 ppm or more of titanium or 0.5 ppm or more of vanadium as a catalyst residue and subjecting the resultant blend to a melting and kneading treatment at a temperature of 150.degree. C.-300.degree. C.Type: GrantFiled: February 6, 1992Date of Patent: August 25, 1992Assignee: Chisso CorporationInventors: Nobutoshi Komori, Hirokazu Nakajima
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Patent number: 5140074Abstract: Disclosed is a method of making graft copolymers of olefin polymers by contacting a particulate olefin polymer with a free radical polymeriztion initiator, e.g., a peroxide, and a vinyl monomer at about from 60.degree. to 125.degree. C., while controlling the monomer addition rate so that it does not exceed about 4.5 pph/min, and most preferably does not exceed about 3.0 pph/min, at any monomer feed level. To prevent polymer degradation, a non-oxidizing environment is maintained throughout the process, and residual free radicals are deactivated, and unreacted initiator is decomposed, before the graft copolymer is exposed to air.Type: GrantFiled: December 10, 1990Date of Patent: August 18, 1992Assignee: Himont IncorporatedInventors: Anthony J. DeNicola, Jr., Suhas Guhaniyogi
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Patent number: 5130373Abstract: Polyolefin type coating resin compositions obtained by copolymerizing acrylic type oligomers, polydienes, acrylic type monomers and chlorinated polyolefins containing 10-60 weight % chlorine in the existence or the absence of the Hardener. The obtained copolymers are used for coatings, printing inks or adhesives applying as one coat finish or primer to give excellent coating films of adhesive property, solvent resistance and the appearance.Type: GrantFiled: May 13, 1991Date of Patent: July 14, 1992Assignee: Toyo Kasei Kogyo Company LimitedInventors: Teruaki Ashihara, Shingo Tone, Ryozo Orita
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Patent number: 5098696Abstract: The present invention describes compositions that are useful for making artificial fingernails, in particular such compositions that are odorless, non-toxic, self-curing, and demonstrate good working properties as described above.Compositions in accordance with this invention consist of two parts:(a) an odorless, non-toxic liquid binder comprising one or more methacrylate monomer(s) of the following formula:R--O--CH.sub.2 CH.sub.2 --O--CH.sub.2 CH.sub.2 --O--CO--C(CH.sub.3).dbd.CH.sub.2where R is CH.sub.3 (CH.sub.2).sub.n and n=0-3together with one or more di-,tri-, or multi-functional methacrylates, and a teriary-amine type accelerator; and(b) a polymeric powder containing a finely divided methacrylate polymer or copolymer, and a peroxide polymerization initiator.Type: GrantFiled: August 2, 1989Date of Patent: March 24, 1992Assignee: REM Systems, Inc.Inventor: Robert E. Montgomery
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Patent number: 5093429Abstract: Disclosed is a multiplex ethylene coplymer comprising (a) 50 to 94.8 mole % of units derived from ethylene, which are represented by the following formula (I):--CH.sub.2 --CH.sub.2 -- (I)(b) 5 to 45 mole % of units derived from a monomer selected from alkyl acrylates, alkyl methacrylates, vinyl carboxylates and isopropenyl carboxylates, which are represented by the following formula (II): ##STR1## wherein R.sub.1 stands for a hydrogen atom or a methyl group, and X is ##STR2## in which R.sub.2 and R.sub.3 stand for an alkyl group having 1 to 10 carbon atoms), and (c) 0.2 to 5 mole % of units derived from a monomer having a radical-polymerizable ethylenic double bond and at least one carbon-to-carbon double bond which is different from a double bond of an aromatic nucleus. This ethylene copolymer can be easily cured, and the cured copolymer is a rubber having excellent oil resistance and heat resistance.Type: GrantFiled: February 15, 1990Date of Patent: March 3, 1992Assignee: Showa Denko K.K.Inventors: Yoshihiro Moteki, Toshiyuki Iwashita, Hitoshi Funada, Naotoshi Watanabe
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Patent number: 5011871Abstract: An impact resistance thermoplastic molding composition contains, each percentage being based on A+B, from 80 to 55% by weight of a hard matrix A of a copolymer containing at least 95% by weight of an aromatic vinyl monomer a.sub.11 of from 8 to 10 carbon atoms and at least one comonomer a.sub.12 in a proportion of 0.1 to 5% by weight, based on A, and from 45 to 20% by weight of a soft phase B which, uniformly dispersed in the hard matrix, has an average particle diameter d.sub.50 (volume average) of from 3.5 to 9 .mu.m and is obtainable by polymerization of the mixture of monomers a.sub.11 and a.sub.12 in the presence of an elastomer (rubber) and subsequent isolation of the useful product, wherein the comonomer a.sub.12 has the general formula I ##STR1## where X is --OR.sup.2, --COOR.sup.2 or --CONHR.sup.3,R.sup.1 is hydrogen or methyl andR.sup.2 and R.sup.3 are each alkyl of from 1 or 2 to 10 carbon atoms with at least one OH or epoxy group or at least one other polar group.Type: GrantFiled: March 15, 1989Date of Patent: April 30, 1991Assignee: BASF AktiengesellschaftInventors: Rainer Bueschl, Adolf Echte, Konrad Schulte, Hans Mittnacht
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Patent number: 5003016Abstract: Activator compositions for redox-initiated cure of adhesive compositions of ethylenically-unsaturated monomers which comprise the condensation reaction product of an alpha-hydroxy ketone, e.g., benzoin, and a primary amine, and preferably a transition metal salt. Also two-part adhesive compositions comprising such activator compositions and a process for bonding two or more adherends with such activator compositions.Type: GrantFiled: January 17, 1989Date of Patent: March 26, 1991Assignee: Minnesota Mining and Manufacturing CompanyInventor: Charles W. Boeder
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Patent number: 5001009Abstract: The lubricious hydrophilic coatings of the invention include a hydrophilic polyolefin such as polyvinyl-pyrrolidone and a water-insoluble stabilizing polymer such as a cellulose ester. The coatings may also include an adherent polymer and a plasticizing agent. The coatings are significantly more lubricious when wet than when dry, are adherent to a variety of substrates, and are resistant to removal by wet abrasion. The coating method of the invention involves preparing a solution of the stabilizing polymer and a solution of the hydrophilic polyolefin, and coating the substrate first in one then the other. Alternatively, both the insolubilizing and hydrophilic polymers may be dissolved in a single solvent system and applied to the substrate in a single step. The solutions of the invention are stable, non-reactive, and non-hazardous. The coatings of the invention may be applied to biomedical devices and implants such as catheters, condoms, and nasogastric and endotracheal tubes.Type: GrantFiled: September 2, 1987Date of Patent: March 19, 1991Assignee: Sterilization Technical Services, Inc.Inventor: Richard J. Whitbourne
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Patent number: 4997498Abstract: Thermoplastic elastomers made by copolymerizing macromolecular monomers with alkoxyalkyl acrylates serve as binders for solid propellants which binders have high burn rates and increased insensitivity over conventional binders. The preferred alkoxyalkyl acrylate is methoxyethyl acrylate.Type: GrantFiled: December 11, 1989Date of Patent: March 5, 1991Assignee: Sartomer Company, Inc.Inventors: Gary W. Ceska, C. Richard Costin, Thomas W. Hazell, Robert G. Leclerc
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Patent number: 4985506Abstract: Oxidatively cross-linkable, water dilutable binders suitable for lacquers, coating compositions and sealing compounds are modified co-polymers of olefinically unsaturated compounds, having a molecular weight of 6000 to 160,000 and having for each 100 grams of solids content, a total of from60 to 250 milliequivalents of chemically incorporated carboxyl groups, of which from 10 to 100% are neutralized thereby rendering the product dilutable in water andfrom 15 to 50% by weight of chemically incorporated moieties corresponding to the formula--O--RwhereinR represents an olefinically monounsaturated or polyunsaturated aliphatic hydrocarbon having a molecular weight above 166 and containing from 12 to 22 carbon atoms, are prepared by:(a) preparing a co-polymer having a molecular weight from 5000 to 80,000, determined by gel permeation chromatography, and having intramolecular carboxylic acid anhydride units corresponding to the formula ##STR1## and an anhydride equivalent weight of from 240 to 1960 by a radically iType: GrantFiled: June 26, 1989Date of Patent: January 15, 1991Assignee: Bayer AktiengesellschaftInventors: Harald Blum, Peter Hohlein, Michael Sonntag, Wolfgang Wellner
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Patent number: 4959420Abstract: A chlorinated ethylene-alpha olefin-nonconjugated diolefin terpolymer having a chlorine content of from about 0.5 to 14 percent by weight characterized by superior viscosity stability on storage or exposure to elevated temperatures is obtained by chlorinating an ethylene-alpha olefin-nonconjugated diolefin terpolymer wherein said nonconjugated diolefin is an acyclic nonconjugated diolefin characterized in that one olefinic bond is monosubstituted and terminal and the other olefinic bond is trisubstituted. A vulcanizable rubber composition comprising said chlorinated ethylene-alpha olefin-nonconjugated diolefin terpolymer and cure active agents is also provided.Type: GrantFiled: November 1, 1989Date of Patent: September 25, 1990Assignee: Polysar LimitedInventors: Stephen C. Davis, Janet B. Fulton, Peter P. M. Hoang
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Patent number: 4946901Abstract: Polymerizable compositions are described on the basis of (meth)acrylic acid esters which contain as filler a precipitation polymer that is formed from acrylic acid esters and/or methacrylic acid esters, and possibly other copolymerizable monomers, with 10 to 100 mol % of the (meth)acrylic acid esters being bi or polyfunctional. These compositions are particularly suitable as dental compositions.Type: GrantFiled: May 4, 1989Date of Patent: August 7, 1990Assignee: ESPE Stiftung & Co. Produktions- und Vertriebs KGInventors: Gunther Lechner, Klaus Ellrich, Rainer Guggenberger, Oswald Gasser
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Patent number: 4942204Abstract: New amphiphilic networks have been synthesized by free-radical copolymerization of hydrophobic methacryloyl capped polyisobutylenes (MA-PIB-MA) with hydrophilic 2-(dimethylamino)ethyl methacrylate (DMAEMA). Two MA-PIB-MAs have been prepared with M.sub.n =4920 and 10,200, and two series of networks were prepared with MA-PIB-MA contents between 48% and 71.5%. Variation of the molecular weight of MA-PIB-MA and its concentration in the network allows for a wide range of mechanical properties and swellability in hydrophilic and hydrophobic solvents. Differential scanning calorimetry shows the existence of two glass transitions in these networks and thus indicates a phase-separated domain structure. Tensile strengths and elongations are dependent on MA-PIB-MA contents, varying from 57.7 kg/cm.sup.2 to 39.8 kg/cm.sub.2 and 168% to 200%, respectively, with increasing MA-PIB-MA content.Type: GrantFiled: August 15, 1988Date of Patent: July 17, 1990Assignee: The University of AkronInventor: Joseph P. Kennedy
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Patent number: 4931510Abstract: Polymers obtainable by subjecting at least one monomer, polymerizable by free radicals, to a free-radical emulsion polymerization in the presence of a polymer of the formulae I and/or II ##STR1## in which M, n, R, R.sup.1, R.sup.2, x and y have the meanings mentioned in the description, the use of the polymers obtained for surface-sizing of paper or paper-like materials and also novel polymers of the formulae I and/or II.Type: GrantFiled: February 17, 1989Date of Patent: June 5, 1990Assignee: Bayer AktiengesellschaftInventors: Gunter Sackmann, Joachim Konig, Heinz Baumgen
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Patent number: 4927890Abstract: The present invention relates to a method of synthesizing a bigraft compolymer based on grafted type peracid polymer, which comprises graft polymerizing a first ethylenically unsaturated monomer containing a carboxyl group onto a polymer substrate having a form of a membrane, particulate or tube; oxidizing the carboxyl groups of the resulting graft polymer into peracids; and then graft polymerizing a second ethylenically unsaturated monomer onto the grafted chain of the graft polymer through the decomposition of the peracid. Surface profile and morphology of the bigraft copolymer membrane product is also investigated by scanning electron microscopy and transmission electron microscopy respectively.Type: GrantFiled: September 23, 1988Date of Patent: May 22, 1990Assignee: National Science CouncilInventors: Ging-Ho Hsiue, Wen-Kuei Huang
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Patent number: 4923956Abstract: Resin compositions obtained by causing copolymerization of particular radical (co-and/or) polymerizable organic peroxide and vinyl monomer in particular propylene polymers and that it is a best way to use an aqueous suspension in the manufacture.Type: GrantFiled: April 21, 1988Date of Patent: May 8, 1990Assignee: Nippon Oil and Fats Co., Ltd.Inventors: Yasuo Moriya, Nobuyoshi Suzuki, Hiroshi Goto
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Patent number: 4923905Abstract: A light curable dental composition is provided. The composition comprises an ethylenic unsaturated compound and a light polymerization initiator. The light polymerization initiator is a combination of an .alpha.-diketone and a polyperoxy ester containing a benzophenone group and represented by the general formula (I) of: ##STR1## wherein R.sub.1 and R.sub.1 ' represent a tertiary alkyl group or a tertiary aralkyl group and R.sub.2 and R.sub.2 ' represent a hydrogen atom, a tertiary alkoxy group or a tertiary aralkyloxy group.Type: GrantFiled: February 26, 1988Date of Patent: May 8, 1990Assignee: Nippon Oil and Fats Co., Ltd.Inventors: Eiichi Masuhara, Yoshinori Kadoma, Takeo Matsumoto, Takeshi Komai, Eiichi Yamada, Osamu Nakachi, Godo Irukayama
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Patent number: 4916184Abstract: An adhesive composition comprising a component which is polymerizable or cross-linkable with a peroxy initator, e.g., a (meth)acrylic ester monomer, thiolene resin, or tough acrylic copolymer, and an initiator of the formula: ##STR1## wherein: R.sub.1 is H or lower alkyl; and R.sub.2 is H or --OR.sub.3, where R.sub.3 is H or lower alkyl.An appertaining method of bonding substrates, and bonded articles formed thereby, are also disclosed. The adhesive composition of the invention is particularly advantageous in bonding of metal substrates, on which the maleic acid peroxy compounds of the invention produce surface bonding enhancement of the adhesive composition, relative to the use of conventional polymerization/crosslinking peroxy initiators such as t-butyl perbenzoate.Type: GrantFiled: May 24, 1989Date of Patent: April 10, 1990Assignee: Loctite CorporationInventor: Paul J. Clark
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Patent number: 4908412Abstract: A partially crosslinked thermoplastic elastomer composition excellent in the heat bondability is obtained by dynamically heat-treating a blend of a peroxide-crosslinking olefin copolymer and an olefinic plastic with an unsaturated epoxy monomer or an unsaturated hydroxy monomer in the presence of an organic peroxide.Type: GrantFiled: July 12, 1989Date of Patent: March 13, 1990Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Yasuhiko Otawa, Toshiyuki Maeda, Kunihide Hiraoka, Katsuo Okamoto
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Patent number: 4897449Abstract: 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: GrantFiled: January 29, 1988Date of Patent: January 30, 1990Assignee: NorsolorInventors: Patrice Gaillard, Jean-Claude Robinet
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Patent number: 4885320Abstract: Polymer opaque particles and a process for making same are disclosed. These particles comprise an emulsion polymerized core copolymer having, as one constituent thereof, between about 15% and about 40% by weight of a monomer having the general formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.4 are independently selected from hydrogen, nitro, amino nitrile, hydroxyl and halogen groups, and organic radicals such as substituted or unsubstituted alkyl, cycloalkyl or aryl groups, R.sub.3 is selected from hydrogen or substituted or unsubstituted organic radicals such as alkyl, cycloalkyl or aryl groups and A is an organic or inorganic bridge connecting the illustrated atoms, the remainder being a mixture of selected olefinically unsaturated acid and ester monomers, said core particles, in turn being encapsulated with an emulsion polymerized sheath copolymer comprised of one or more nonionic olefinically unsaturated monomers to produce said opaque particles.Type: GrantFiled: November 30, 1988Date of Patent: December 5, 1989Assignee: Union Oil Company of CaliforniaInventor: John Biale
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Patent number: 4879347Abstract: Resin compositions obtained by causing copolymerization of particular radical polymerizable organic peroxide and vinyl monomer in an ethylene polymer and that it is a best way to use a water suspension in the manufacture.Type: GrantFiled: April 14, 1989Date of Patent: November 7, 1989Assignee: Nippon Oil and Fats Co., Ltd.Inventors: Yasuo Moriya, Nobuyoshi Suzuki, Hiroshi Goto
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Patent number: 4877818Abstract: The invention is directed to a photosensitive polymer composition capable of being electrophoretically depositable as an adherent, uniform photosensitive film on a conductive surface. The photosensitive polymer composition useful for electrodeposition is formed from an aqueous solution or emulsion of at least one polymer having charged carrier groups, a photoinitiator and a source of unsaturation for crosslinking the resulting film upon exposure to actinic radiation. The photosensitive film formed from the photosensitive polymer composition is aqueous developable and resistant to strong inorganic acids and strong bases. The photosensitive polymer composition is useful in the preparation of printed circuit boards, lithographic printing plates, cathode ray tubes, as well as in chemical milling, solder resist and planarizing layer applications.Type: GrantFiled: January 11, 1988Date of Patent: October 31, 1989Assignee: Rohm and Haas CompanyInventors: William D. Emmons, Mark R. Winkle
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Patent number: 4877841Abstract: Resin compositions obtained by causing copolymerization obtained by causing copolymerization of particular radial (co-and/or) polymerizable organic peroxide and vinyl monomer in particular ethylene (co-and/or) polymers and that it is a best way to use a water suspension in the manufacture.Type: GrantFiled: January 29, 1988Date of Patent: October 31, 1989Assignee: Nippon Oil and Fats Co., Ltd.Inventors: Yasuo Moriya, Nobuyoshi Suzuki, Hiroshi Goto
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Patent number: 4859746Abstract: Air-drying lacquer binder of a ring-opening product of (I) an epoxidized polyoctenylene or cylco-octene-cycloene copolymer having an average molecular weight of from 600 to 3000 and (II) one or more of (a) an unsaturated carboxylic acid containing from 6 to 22 carbon atoms, (b) an alcohol containing from 2 to 6 hydroxy groups (c) a hydroxyalkylamine containing at least one hydroxyalkyl group, the hydroxy groups of the alcohols (b) and the hydroxyalkylamines (c) being esterified with an unsaturated carboxylic acid containing from 6 to 22 carbon atoms to an OH number of less than 25, and wherein the ring opening product has an average molecular weight of from 1500 to 10,000 and an acid number of from 0.1 to 20. The invention also relates to a process for producing this lacquer binder and to its use in high-solids lacquer systems.Type: GrantFiled: October 16, 1987Date of Patent: August 22, 1989Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Herbert Fischer, Bernd Wegemund, Wolfgang Gress, Manfred Gorzinski
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Patent number: 4857574Abstract: 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 unsaturated monomer. 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 hydroxalkyl methacrylate having 2 to 12 carbon atoms in the alkyl group and/or glycidyl methacrylate; and(e) 0 to 20 mole % of m methacrylic acid.The (co)polymers are grafted to a polymer of a number average molecular weight of 2000 to 10.Type: GrantFiled: February 11, 1988Date of Patent: August 15, 1989Assignee: Akzo nvInventor: Roelof Buter
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Patent number: 4857571Abstract: Prevulcanization of elastomer is inhibited by incorporation into the elastomer to be vulcanized, a minor amount of certain methyl substituted-aminoalkyl phenols as inhibitors or scorch retarders, and at least one of a polyfunctional (meth)acrylic monomer, allylic compound, or metal salt of unsaturated monocarboxylic acids which provides improved technical advantages as a reactive coagent in the cross-linking of such elastomeric compositions.Type: GrantFiled: September 1, 1988Date of Patent: August 15, 1989Assignee: Sartomer Company, Inc.Inventors: Ralph H. Reiter, C. Raymond Ekwall
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Patent number: 4849480Abstract: Crosslinked polymer microparticles that have a particle size of about 0.1-5 microns of polymerized monomers of styrene, alkyl methacrylate having 1-12 carbons in the alkyl group, alkyl acrylate having 1-12 carbon atoms in the alkyl group and mixtures thereof, about 0.1-5% by weight of a crosslinking monomer of an alkylene glycol dimethacrylate or diacrylate each having 1-8 carbon atoms in the alkyl group and about 0.1-5% by weight of allyl methacrylate or allyl acrylate; said polymer having a weight average molecular weight of about 500,000 to 5,000,000; polymeric chains are grafted onto the polymer microparticles; the microparticles are useful as additives for coating compositions to control rheology and in particular for metallic pigment flake and sag control.Type: GrantFiled: October 13, 1987Date of Patent: July 18, 1989Assignee: E. I. Du Pont de Nemours and CompanyInventors: Joseph A. Antonelli, Joseph E. McLaughlin, Clifford H. Strolle
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Patent number: 4839423Abstract: A graft precursor is formed by preparing a propylene polymer suspension having a propylene polymer suspended in water and a solution having a specific radically (co)polymerizable organic peroxide and a specific radical polymerization initiator dissolved in specific amounts in a vinyl monomer, mixing the propylene suspension and the solution in a specific ratio, heating and stirring the resultant mixture under conditions incapable of inducing substantial decomposition of the polymerization initiator, and further elevating the temperature of the mixture after the total amount of the vinyl monomer, the radically (co)polymerizable organic peroxide, and the radical polymerization initiator has decreased to less than 50% by weight of the initial total amount. Then a graft resin composition is produced by melting and kneading the graft precursor, either by itself or in combination with a propylene polymer and a vinyl polymer, at a temperature in the range of 100.degree. to 300.degree. C.Type: GrantFiled: June 9, 1988Date of Patent: June 13, 1989Assignee: Nippon Oil & Fats Co., Ltd.Inventors: Yasuo Moriya, Nobuyoshi Suzuki, Hiroshi Goto
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Patent number: 4839432Abstract: A graft polymerization precursor is prepared through polymerization caused by impregnating an ethylene polymer with a vinyl monomer and a radical polymerizable PO, or a mixture of this graft polymerization precursor and an ethylene polymer and vinyl polymer, is kneaded in a molten state at 100.degree. to 300.degree. C. By so doing, a resin composition having a revolutionary high grafting efficiency can be obtained, so that secondary coagulation can be prevented.Type: GrantFiled: February 16, 1988Date of Patent: June 13, 1989Assignee: Nippon Oil and Fats Co., Ltd.Inventors: Yasuo Moriya, Nobuyoshi Suzuki, Hiroshi Goto
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Patent number: 4829102Abstract: Polymer opaque particles and a process for making same are disclosed. These particles comprise an emulsion polymerized core copolymer having, as one constituent thereof, between about 15% and about 40% by weight of a monomer having the general formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.4 are independently selected from hydrogen, nitro, amino nitrile, hydroxyl and halogen groups, and organic radicals such as substituted or unsubstituted alkyl, cycloalkyl or aryl groups, R.sub.3 is selected from hydrogen or substituted or unsubstituted organic radicals such as alkyl, cycloalkyl or aryl groups and A is an organic or inorganic bridge connecting the illustrated atoms, the remainder being a mixture of selected olefinically unsaturated acid and ester monomers, said core particles, in turn being encapsulated with an emulsion polymerized sheath copolymer comprised of one or more nonionic olefinically unsaturated monomers to produce said opague particles.Type: GrantFiled: November 5, 1987Date of Patent: May 9, 1989Assignee: Union Oil Company of CaliforniaInventor: John Biale
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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: 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: 4824876Abstract: A light curable dental liquid or paste comprises an ethylenic unsaturated monomer, a light polymerization initiator and an organic filler. The light polymerization initiator is a combination of an organic peroxide and a pyrylium salt compound of: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 each represents a hydrogen atom, an alkyl group and the like, X stands for an oxygen or sulfur atom and Y for an anionic functional group.Type: GrantFiled: March 23, 1987Date of Patent: April 25, 1989Assignee: Nippon Oil and Fats Co., Ltd.Inventors: Takeo Matsumoto, Eiichi Yamada, Osamu Nakachi, Godo Irukayama, Yoshihiro Minoshima