From Metal Containing Monomer Patents (Class 526/240)
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Patent number: 4596724Abstract: The anti-fouling compositions and process described herein are capable of preventing or delaying for prolonged periods the fouling of structures such as boats, ships, piers, etc., having substantial portions thereof submerged in water. These compositions comprise a number of components, some of which may be coreacted, including: (a) an organic polymeric material having carboxylic acid groups therein which have been reacted with a trihydrocarbyl tin compound to produce ester derivative groups therein; (b) a hydrophilic component having poor water solubility, preferably being water insoluble, polyvinyl acetate and copolymers of vinyl chloride and vinyl acetate; (c) a hydrophobic component comprising a compound having 1-3 urethane groups therein and no more than about 20 carbon atoms preferably made by the reaction of an isocyanate compound, such as diisocyanate, with one or more hydroxy-containing solvents, such as ethanol, propanol, ethylene glycol monoethyl ether, etc.Type: GrantFiled: May 15, 1984Date of Patent: June 24, 1986Assignee: Marine Shield Corp.Inventors: Thomas Lane, Murray Rosen
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Patent number: 4592850Abstract: High molecular weight N,N-dimethylacrylamide copolymers and terpolymers were synthesized. These polymers offer outstanding advantages as injection water viscosifiers in enhanced oil recovery processes including chemical, miscible, and steam or in processes requiring profile improvement through adsorption and/or gelation. They are very valuable in applications where high salinity is a problem since they are relatively insensitive to metal salts (such as those containing polyvalent ions, such as Ca.sup.++ and Mg.sup.++).Type: GrantFiled: March 4, 1985Date of Patent: June 3, 1986Assignee: The Goodyear Tire & Rubber CompanyInventor: Kenneth F. Castner
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Patent number: 4585841Abstract: A transparent resin material containing metallic atoms (except for alkali metals) which are ionic-bonded to a vitreous polymeric material constituting the substance of said resin material, in an amount of at least 8% by weight based on the total weight of the resin material, said resin material having a transparency of at least 80% in terms of a light transmittance, and a refractive index n.sub.D.sup.25 of at least 1.55.Type: GrantFiled: November 1, 1983Date of Patent: April 29, 1986Assignee: Hitachi, Ltd.Inventors: Shuji Eguchi, Noriaki Taketani, Hideki Asano, Motoyo Wajima
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Patent number: 4585845Abstract: Crosslinked copolymers wherein crosslinking is effected with crosslinking bridge members of the formula ##STR1## wherein R.sup.1 and R.sup.2 independently of one another are each hydrogen or alkyl with 1 to 4 carbon atoms and m represents a number from 0 to 6 are prepared by copolymerization of monomers with vinylphosphonic acid (ester)-anhydrides and the new crosslinked polymers according to the invention are suitable for the preparation of acid-soluble coatings and encapsulation materials.Type: GrantFiled: April 9, 1984Date of Patent: April 29, 1986Assignee: Cassella AktiengesellschaftInventors: Friedrich Engelhardt, Klaus Kuhlein, Juliane Balzer, Walter Dursch, Hans-Jerg Kleiner
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Patent number: 4584358Abstract: A water-soluble ionically-charged random copolymer of acrylamide and an alkaline or alkali metal 3-acrylamido-3-methylbutanoate having an average molecular weight of greater than about 50,000 has been found to maintain unusually stable and effective viscosities in the presence of salts such as NaCl and CaCl.sub.2 when added to water in minor amounts, thus making it a highly effective mobility control agent for secondary and tertiary oil recovery methods. Also within the scope of the invention are terpolymers which additionally contain olefinically unsaturated monomers such as acrylic acid or sodium acrylate.Type: GrantFiled: June 12, 1985Date of Patent: April 22, 1986Assignee: University of Southern MississippiInventors: Charles L. McCormick, Kenneth P. Blackmon
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Patent number: 4582881Abstract: The invention relates to 2-substituted 5-vinylpyrimidines of the formula ##STR1## wherein X is 2-pyridyl or 2-pyrimidyl, unsubstituted or substituted by methyl or ethyl groups. The compounds of formula (I) are suitable for the preparation of complex-forming or complexed, uncrosslinked or crosslinked polymers. Complexed polymers obtainable therefrom may be used as catalysts. Polymers complexed with Pd are particularly suitable for transvinylation reactions. Non-complexed polymers obtainable from compounds of formula (I) are suitable for use as metal ion extractors for different applications.Type: GrantFiled: July 10, 1984Date of Patent: April 15, 1986Assignee: Ciba-Geigy CorporationInventors: Vratislav Kvita, Jurgen Kaschig
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Patent number: 4576838Abstract: The anti-fouling compositions and process described herein are capable of preventing or delaying for prolonged periods the fouling of structures such as boats, ships, piers, etc., having substantial portions thereof submerged in water. Processes are described herein for preparing and applying these compositions as coatings to objects to be submerged in sea water. These compositions comprise a number of components, some of which may be reacted, including: (a) an organotin polymer or copolymer of the monomer having the formula R.sub.3 SnOOCR', wherein R and R' are defined hereinafter; (b) a hydrophilic component having poor water solubility, preferably being water insoluble and having at least two hydroxy groups per molecule, such as caster oil, partially hydrolyzed polyvinyl acetate, partially hydrolyzed copolymers of vinyl chloride and vinyl acetate, polymers of monovinyl ether of alkylene glycols such as ethylene glycol, etc.Type: GrantFiled: August 15, 1984Date of Patent: March 18, 1986Assignee: Marine Shield Corp.Inventors: Murray Rosen, Thomas Lane
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Patent number: 4574130Abstract: Compounds of the formula:CH.sub.2 .dbd.C(R)--COO--(CH.sub.2 --CH(CH.sub.3)--O).sub.x --(CH.sub.2 --CH.sub.2 --O).sub.y --OC--A--COOHor a salt thereof, whereinR is H or CH.sub.3,x is an integer from 2 to 20.y is an integer from 0 to 5,A is an alkylene, alkenylene, or phenylene radical such that A(COOH).sub.2 is a dibasic acid capable of forming an anhydride (A(CO).sub.2 O, are described. These are polymerizable compounds which have also surfactant properties. The compounds may be used to replace non-polymerizible surfactants in emulsion polymerization reactions, and preferably in those reactions which result in adhesive polymers which are suitable for surgical and medical use. Methods for preparing the compounds and pressure sensitive adhesives formed by copolymerization of the compounds with other acrylate monomers are also described.Type: GrantFiled: November 7, 1983Date of Patent: March 4, 1986Assignee: Smith & Nephew Associated Companies P.L.C.Inventors: William D. Potter, Sinan B. Kiamil
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Patent number: 4563497Abstract: (1) A method for making a water soluble synthetic solid polymer product, which method comprises polymerizing a solution of a water soluble monomer, or of a mixture of monomers which are exclusively or predominantly water soluble monomers, in an aqueous medium in the presence of 0.5 to 50 percent, by weight of said monomer or monomers, of at least one member selected from the group consisting of water soluble solid monosaccharides and oligosaccharides, and (2) the directly millable polymer product having a low degree of crosslinking which is prepared thereby and which is useful as a flocculant, dispersing agent, thickening agent, water treating agent, coating agent or the like.Type: GrantFiled: January 25, 1983Date of Patent: January 7, 1986Assignee: Rohm GmbHInventors: Juergen Masanek, Horst Pennewiss, Hermann Plainer
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Patent number: 4555557Abstract: A copolymer of maleic acid (MA) and (meth)acrylic acid (AA), or a salt thereof, wherein the molar ratio (MA/AA) .gamma. of the constituent monomers is 1.15 to 2.7, the average molecular weight MW is 1000 to 8000, and (.gamma.).times.(MW) is at least 3000.Type: GrantFiled: April 9, 1984Date of Patent: November 26, 1985Assignee: Kao Soap Co., Ltd.Inventors: Yasuhisa Fukumoto, Noboru Moriyama
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Patent number: 4554018Abstract: A thickening agent that is particularly suitable for alkaline print pastes is a water insoluble, water swellable or water swollen polymer made by reverse phase polymerization of a blend of water soluble, copolymerizable monomers in which the monomers comprise at least one ethylenically unsaturated acid having free acid groups, at least one ethylenically unsaturated acid having salt groups selected from ammonium, amine and alkali metal and at least one ethylenically unsaturated cross-linking agent, the molar proportions of the said free acid groups to the said salt groups during the polymerization being from 80:20 to 10:90.Type: GrantFiled: February 1, 1984Date of Patent: November 19, 1985Assignee: Allied Colloids LimitedInventor: Adrian S. Allen
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Patent number: 4554185Abstract: The anti-fouling compositions and process described herein are capable of preventing or delaying for prolonged periods the fouling of structures such as boats, ships, piers, etc., having substantial portions thereof submerged in water. Processes are described herein for preparing and applying these compositions as coatings to objects to be submerged in sea water.Type: GrantFiled: May 15, 1984Date of Patent: November 19, 1985Assignee: Marine Shield CorporationInventors: Thomas Lane, Murray Rosen
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Patent number: 4552938Abstract: A process is disclosed for preparing a solid, water absorbing, cross-linked polyacrylate resin including combining potassium acrylate and a polyvinyl monomer, such as N,N-methylene bisacrylamide, with water in an amount of 55 to 80 combined weight percent of potassium acrylate and polyvinyl monomer based on the total weight of potassium acrylate, polyvinyl monomer and water to form a monomer mixture, and adding a polymerization initiator to the monomer mixture to initiate polymerization of the monomer mixture. The monomer mixture then is polymerized without external heating by utilizing the exothermic heat of reaction as substantially the only non-ambient energy source to drive water away from said polyacrylate resin to form the cross-linked polyacrylate resin having a water content sufficiently low (i.e. 15% or less) to be powdered, such as by pulverization, without an intermediate drying step.Type: GrantFiled: October 25, 1982Date of Patent: November 12, 1985Assignee: American Colloid CompanyInventors: Muneharu Mikita, Shozo Tanioku, Takayasu Touda
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Patent number: 4546156Abstract: Novel water-soluble polymers and copolymers are synthesized by the free radical polymerization of vinyl addition monomers described generally by the formula: ##STR1## wherein: M is hydrogen, lithium, sodium, potassium, ammonium, magnesium, or calcium;R is allyl or methallyl;R.sub.1 is hydrogen, allyl or methallyl;R.sub.2 is hydrogen or sulfonato:R.sub.3 is hydrogen or sulfonato; and providing that R.sub.2 is not the same as R.sub.3.Type: GrantFiled: August 23, 1984Date of Patent: October 8, 1985Assignee: Nalco Chemical CompanyInventors: Dodd W. Fong, David J. Kowalski
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Patent number: 4544722Abstract: Novel water-soluble terpolymers comprising:______________________________________ Ingredients Mole % ______________________________________ 2-acrylamido-2-methylpropane- 58-77 sulfonic acid, sodium salt (AMPS) N--vinylp;yrrolidone 2-20 acrylonitrile 4-36 ______________________________________These terpolymers provide high temperature fluid loss additives and rheology stabilizers for high calcium-containing brine clay drilling fluids.Type: GrantFiled: October 25, 1984Date of Patent: October 1, 1985Assignee: Nalco Chemical CompanyInventors: David M. Giddings, Donald G. Ries, Allen R. Syrinek
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Patent number: 4544719Abstract: Novel water-soluble terpolymers comprising:______________________________________ Ingredients Mole % ______________________________________ 2-acrylamido-2-methylpropane- 57-61 sulfonic acid, sodium salt (AMPS) acrylamide 20-35 N,N--diallylacetamide 4-23 ______________________________________These terpolymers provide high temperature fluid loss additives and rheology stabilizers for high calcium-containing brine clay drilling fluids.Type: GrantFiled: October 26, 1984Date of Patent: October 1, 1985Assignee: Nalco Chemical CompanyInventors: David M. Giddings, Donald G. Ries, Allen R. Syrinek
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Patent number: 4535139Abstract: Polymers obtained by radical polymerization and containing(A) from 0.1 to 80 mole percent of polymerized units corresponding to the following formula ##STR1## in which R.sub.1 represents hydrogen or methyl,R.sub.2 represents alkyl, particularly primary or secondary alkyl containing from 1 to 4 carbon atoms, andR.sub.3 represents hydrogen or alkyl, particularly primary or secondary alkyl containing from 1 to 4 carbon atoms, and in which the sulphonic acid group may be present in the form of a salt, and(B) from 20 to 99.9 mole percent of polymerized units of one or more ethylenically unsaturated monomers, are particularly suitable for the production of filaments, fibres and films having a high absorption capacity for basic dyes.Type: GrantFiled: May 5, 1983Date of Patent: August 13, 1985Assignee: Bayer AktiengesellschaftInventors: Wolfgang Brauer, Siegfried Korte, Theo Neukam, Carlhans Suling
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Patent number: 4533708Abstract: The instant invention is directed to a polyampholyte polymer, having an intrinsic viscosity of 0.05 to 4.5 dl/g in 1.0 M NaCl, prepared from 32.5 to 90 percent acrylic acid and/or methacrylic acid, 1.5 to 65 percent, by weight, of acrylamide and 0.5 to 25 percent, by weight, of dimethyldiallyl ammonium chloride and/or diethyldiallyl ammonium chloride.Type: GrantFiled: May 17, 1982Date of Patent: August 6, 1985Assignee: Calgon CorporationInventor: Christine A. Costello
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Patent number: 4532269Abstract: A novel polymeric binder for an antifouling paint includes greater than 2.5 to less than 25 mole percent of a unit from a tributyltin acrylate or methacrylate monomer group, an acrylic or methacrylic ester monomer unit having selected substituent groups in the ester moiety so that the ester is hydrolyzable at a suitable rate in seawater, and a copolymerizable ethylenically unsaturated monomer unit.The presence of the hydrolyzable ester group in the polymer binder of the present invention enables the paint to erode at a desired rate in seawater even with the low tin content in the polymer, thereby providing a desired low level of tin in solution and exposing a fresh paint surface periodically.Type: GrantFiled: March 23, 1984Date of Patent: July 30, 1985Assignee: M&T Chemicals Inc.Inventors: Melvin H. Gitlitz, David B. Russell, Howard H. Leiner
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Patent number: 4530972Abstract: A fluorine-containing polymer substantially comprising (A) at least one fluorine-containing olefin of the formula:CF.sub.2 =CXYwherein X is a hydrogen atom or a fluorine atom and Y is a hydrogen atom, a chlorine atom, a fluorine atom, a trifluoromethyl group, a difluoromethyl group, a C.sub.1 -C.sub.3 perfluoroalkoxy group or a group of the formula:--(CF.sub.2).sub.m COOMwherein m is an integer of 0 to 3 and M is a hydrogen atom, a C.sub.1 -C.sub.4 alkyl group, a sodium atom or a potassium atom but when X is a hydrogen atom, Y is always a hydrogen atom, (B) one or more C.sub.4 -C.sub.8 fluorine-containing dienes, (C) at least one iodine atom and (D) at least one saturated or unsaturated fluoro or chlorofluorohydrocarbon group, the molar ratio of the diene (B) and the olefin (A) being from 1.times.10.sup.-4 to 5.times.10.sup.-2, the iodine atom(s) (C) being from 0.001 to 10% by weight based on the weight of the polymer and the molar ratio of the group (D) and the olefin (A) being from 1.times.10.sup.-5 to 5.Type: GrantFiled: September 30, 1982Date of Patent: July 23, 1985Assignee: Daikin Kogyo Co., Ltd.Inventors: Masayoshi Tatemoto, Yasuyoshi Furukawa, Masayasu Tomoda, Masahiko Oka, Shigeru Morita
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Patent number: 4530987Abstract: The present invention relates to a free radical emulsion polymerization process for the formation of substantially gel-free co- or terpolymers of a major portion of at least one conjugated diene and a minor portion of a sulfonate containing monomer, wherein the co- or terpolymers are water insoluble and have about 18 to about 100 meq of sulfonate groups per 100 grams of polymer.Type: GrantFiled: June 15, 1983Date of Patent: July 23, 1985Assignee: Exxon Research and Engineering Co.Inventors: Robert D. Lundberg, Robert W. Lenz, Bernd Oster
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Patent number: 4530986Abstract: The present invention relates to a free radical emulsion polymerization process for the formation of substantially gel-free terpolymers of a major portion of a mixture of butadiene and styrene and a minor portion of a sulfonate containing monomer wherein the terpolymers are water insoluble and have about 18 to about 100 meq. of sulfonate groups per 100 grams of polymer.Type: GrantFiled: May 19, 1983Date of Patent: July 23, 1985Assignee: Exxon Research and Engineering Co.Inventors: Robert A. Weiss, Robert D. Lundberg, Allen C. Werner
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Patent number: 4529782Abstract: Described herein are water soluble acrylamide containing polymers having an intrinsic viscosity of at least about 15 dl/g. These polymers are suitable for use in water purification.Type: GrantFiled: November 17, 1983Date of Patent: July 16, 1985Assignee: Union Carbide CorporationInventors: You-Ling Fan, Nan S. Chu, George L. Brode, Meyer R. Rosen
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Patent number: 4526951Abstract: The present invention relates to polymeric compositions formed from sulfonated co- or terpolymers which are formed by a free radical co- or terpolymerization process, wherein the resultant co- or terpolymers have an Mn of about 5,000 to 200,000 and these co- or terpolymers have at least about 0.5 weight percent of chemically combined sulfur therein. The free radical co- or terpolymerization process of the instant invention can be generally described as a free radical emulsion polymerization of at least one conjugated diene or a mixture of styrene and butadiene with a sulfonate monomer which is water soluble, at a temperature sufficient to cause polymerization, wherein the initiator is preferably based on a peroxide initiator accelerated by a reducing agent, and suitable surfactants are employed. Upon completion of the free radical polymerization, the resultant latex is coagulated and the water insoluble polymer is recovered.Type: GrantFiled: May 9, 1983Date of Patent: July 2, 1985Assignee: Exxon Research & Engineering CompanyInventors: Robert D. Lundberg, Robert A. Weiss
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Patent number: 4526947Abstract: High molecular weight N,N-dimethylacrylamide copolymers and terpolymers were synthesized. These polymers offer outstanding advantages as injection water viscosifiers in enhanced oil recovery processes including chemical, miscible, and steam or in processes requiring profile improvement through adsorption and/or gelation. They are very valuable in applications where high salinity is a problem since they are relatively insensitive to metal salts (such as those containing polyvalent ions, such as Ca.sup.++ and Mg.sup.++).Type: GrantFiled: May 14, 1982Date of Patent: July 2, 1985Assignee: The Goodyear Tire & Rubber CompanyInventor: Kenneth F. Castner
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Patent number: 4525527Abstract: Disclosed is a process for preparing water absorbing, cross-linked acrylate resins by aqueous polymerization of (A) acrylic acid neutralized 70 to 100 mole percent for example with ammonia, and/or caustic alkali and/or an amine; with (B) acrylamide in a mole ratio of 70 to 100 mole percent (A) to 30:0 mole percent (B); and (C) a water miscible or a water soluble polyvinyl monomer in an amount of 0.001 to 0.3 weight percent based on the total weight of (A) and (B). In accordance with one embodiment of the invention, the concentration of monomers (A) plus (B) should be at least 70 percent by weight of the polymerization mixture of (A) plus (B) plus (C) to achieve a substantially dry polymer (less than 15 weight percent water) when polymerization is completed by utilizing the exothermic heat of polymerization and cross-linking to drive off water without the need for additional heating to obtain a dry solid.Type: GrantFiled: January 21, 1983Date of Patent: June 25, 1985Assignee: American Colloid CompanyInventors: Hisao Takeda, Yasunori Taniguchi
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Patent number: 4520172Abstract: What are disclosed are methods for dispersing a powdered salt-forming synthetic resin in water in the presence of an agent forming a salt with said resin, methods for coating pharmaceutical dosage forms with a dispersion made by such a method, and powdered mixtures of a salt forming resin and salt forming agent for dispersion in water.Type: GrantFiled: March 11, 1983Date of Patent: May 28, 1985Assignee: Rohm GmbHInventors: Klaus Lehmann, Dieter Dreher, Hubert Rauch, Werner Siol
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Patent number: 4519920Abstract: A copolymer of maleic acid (MA) and (meth)acrylic acid (AA), or a salt thereof, wherein the molar ratio (MA/AA) .gamma. of the constituent monomers is 1.15 to 2.7, the average molecular weight MW is 1000 to 8000, and (.gamma.).times.(MW) is at least 3000. The copolymer is useful as a calcium ion capturing agent, in a process for treating water to inhibit formation of scale surfaces contacted by the water.Type: GrantFiled: April 9, 1984Date of Patent: May 28, 1985Assignee: Kao Soap Co., Ltd.Inventors: Yasuhisa Fukumoto, Noboru Moriyama
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Patent number: 4518745Abstract: Metal chelates of water soluble copolymers with polyvalent metal ions contain a statistical distribution of 1-86% by weight of structural units of the formula ##STR1## 9-80% by weight of units of the formula ##STR2## 5-90% by weight of units of the formula ##STR3## and up to 30% by weight of one or more units of the formulae ##STR4## wherein R.sup.1 is alkyl having 1 to 4 carbon atoms; R.sup.2 and R.sup.5 independently of one another are each hydrogen or methyl;R.sup.3 and R.sup.4 independently of one another are each hydrogen, methyl or ethyl or together are a trimethylene or pentamethylene;Y is a direct bond, phenylene or a moiety of the formula --CO--NH--C(CH.sub.3).sub.2 --CH.sub.2 --; andX.sup..sym. is a cation or H.sup..crclbar.Type: GrantFiled: November 25, 1983Date of Patent: May 21, 1985Assignee: Cassella AktiengesellschaftInventors: Friedrich Engelhardt, Ulrich Greiner
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Patent number: 4508916Abstract: A class of substituted urethane acrylates and methacrylates having an aliphatic backbone is provided, the members of the class having at least one ether or polyether group with at least one pendent fluorinated organic group attached thereto. The novel compositions may be radiation polymerized, e.g., by electron beam, actinic light or heat, to a light transmissive material which is well suited to optical application, such as coupling optical fibers and light emitting diodes so as to transmit light therebetween.Type: GrantFiled: May 20, 1983Date of Patent: April 2, 1985Assignee: Minnesota Mining and Manufacturing CompanyInventors: Richard G. Newell, Stephen F. Wolf
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Patent number: 4507454Abstract: An addition polymer is disclosed, the utility being to apply the same as a film to a hydraulic cement-containing article prior to curing, such as concrete, asbestos-cement shingles and the like, for example, to prevent moisture loss during the early hardening period. The polymers are formed of about 10 to 50 percent by weight of an ester of acrylic or methacrylic acid, the alcohol moiety of which has from 12 to about 20 carbon atoms, about 40 to 89.5 percent by weight of a vinyl aromatic monomer, and about 0.5 to 5 percent of a copolymerizable ethylenically unsaturated carboxylic acid, vinyl sulfonic acid, or salts thereof, preferably 15 to 30 percent of the ester, 69 to 84 percent of the vinyl aromatic material, and 1 to 3 percent of the unsaturated acid. In addition to use on concrete, the materials are useful for application to asbestos-cement shingles, prior to curing, and other similar uses.Type: GrantFiled: April 4, 1980Date of Patent: March 26, 1985Assignee: Rohm and Haas CompanyInventors: Thomas W. Hutton, Joseph A. Lavelle
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Patent number: 4500693Abstract: A water-soluble copolymer useful for scale inhibitor and pigment dispersant, comprising 50 to 99.5 mol % of repeating units represented by the general formula I: ##STR1## wherein, R.sup.1 denotes a hydrogen atom or methyl group and X a hydrogen atom, alkali metal atom, alkaline earth metal atom, ammonium group, or organic amine group and 50 to 0.5 mol % of repeating units represented by the general formula II: ##STR2## wherein, p denotes an integer of the value of 1 to 4, q and r independently denote 0 or an integer of the value of 0 to 100, R.sup.2 and R.sup.Type: GrantFiled: May 25, 1984Date of Patent: February 19, 1985Assignee: Nippon Shokubai Kagaku Kogyo Co., Ltd.Inventors: Hidetoshi Takehara, Shorbu Shioji, Yohichi Nakagawa
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Patent number: 4486489Abstract: Films of water containing hydrophilic interpolymers prepared by photopolymerization of monomer mixtures comprising partially or fully neutralized acrylic acid, hydroxyalkyl methacrylate or dialkylaminoalkyl (meth)acrylate and optionally a cross-linking agent. The films are useful as absorbents.Type: GrantFiled: September 29, 1982Date of Patent: December 4, 1984Assignee: The B. F. Goodrich CompanyInventor: Paul J. George
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Patent number: 4485197Abstract: Resinous compositions comprising an acrylic resin containing, as polymer constituting units, 20 to 55% by weight of tri-organic tin .alpha.,.beta.-unsaturated carboxylate, 0.1 to 25% by weight of hydroxy bearing (meth)acrylate and the remainder of another polymerizable unsaturated monomer are provided. The compositions are useful as resinous vehicles for antifouling paints, capable of being gradually hydrolyzed in sea water, thereby resulting in a smooth coating surface and liberating an antifouling agent by themselves.Type: GrantFiled: January 6, 1983Date of Patent: November 27, 1984Assignee: Nippon Paint Co., Ltd.Inventors: Junji Yokoi, Naoki Yamamori, Motoyoshi Yoshikawa
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Patent number: 4480080Abstract: Photographic assemblages, elements, receiving elements and cover sheets are described employing a novel timing layer comprising the following recurring units: ##STR1## wherein R.sup.1 is a straight or branched chain alkyl group of from 1 to about 10 carbon atoms or aralkyl group of from about 7 to about 10 carbon atoms;R.sup.2 is a substituted or unsubstituted aryl group of from 6 to about 12 carbon atoms;R.sup.3 is a straight or branched aliphatic group having from 1 to about 20 carbon atoms or an aromatic group having from about 6 to about 20 carbon atoms, the group being substituted with at least one free carboxylic acid group, free sulfonic acid group, free phosphoric acid group or salt thereof;x is from about 1 to about 30 weight percent; andy+z is from about 99 to about 70 weight percent, the ratio of y:z ranging from about 15:85 to about 70:30.The timing layer has a high activation energy and provides improved processing temperature latitude.Type: GrantFiled: October 24, 1983Date of Patent: October 30, 1984Assignee: Eastman Kodak CompanyInventors: David B. Bailey, Edward P. Abel
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Patent number: 4471100Abstract: A copolymer represented by the general formula: ##STR1## [wherein, A denotes an alkylene group of 2 to 4 carbon atoms, the --A--O--.sub.a chain may have at least one oxy-alkylene unit bonded in any possible order, a denotes an integer of the value of 1 to 100, R.sup.1 and R.sup.2 independently denote a hydrogen atom or a methyl group, X and Y independently denote a monovalent metal atom, a divalent metal atom, an ammonium group, an organic amine group, or --B--O--.sub.b R.sup.3 (wherein, B denotes an alkylene group of 2 to 4 carbon atoms. the --B--O--.sub.b chain may have at least one oxy-alkylene unit bonded in any possible order, b denotes 0 or an integer of the value of 1 to 100, and R.sup.3 denotes a hydrogen atom or an alkyl group of 1 to 20 carbon atoms), Z denotes a structural unit derived from a copolymerizable vinyl monomer, m and n each denote 1 where X and Y are each a monovalent metal atom, an ammonium group, an organic amine group, or --B--O--.sub.b R.sup.Type: GrantFiled: January 15, 1982Date of Patent: September 11, 1984Assignee: Nippon Shokubai Kagaku Kogyo Co., Ltd.Inventors: Tsuneo Tsubakimoto, Masahiro Hosoido, Hideyuki Tahara
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Patent number: 4471097Abstract: Auxiliary agents for chemical flooding of petroleum deposits and auxiliary agents used in well drilling fluids are water-soluble copolymers containing a statistical distribution of(a) 5 to 95% by weight of structural units of formula I ##STR1## (b) 0 to 30% by weight of structural units of formula II ##STR2## (c) 0 to 80% by weight of structural units of formula III ##STR3## (d) 5 to 60% by weight of structural units of formula IV ##STR4## wherein R.sup.1 and R.sup.2 are the same or different and represent hydrogen, methyl, or ethyl or together are trimethylene to cyclic pentamethylene;R.sup.3 represents hydrogen or methyl;R.sup.4 represent a imidazolyl-(1) or imidazolyl-(2) moiety;Y is a single covalent bond or the formula --CO--NH--C(CH.sub.3).sub.2 --CH.sub.2 --; andX.sup.+ is a cation.Type: GrantFiled: January 11, 1982Date of Patent: September 11, 1984Inventors: Klaus Uhl, James K. Bannerman, Friedrich J. Engelhardt, Arvind Patel
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Patent number: 4461884Abstract: The present invention relates to improved viscosification agents for a variety of aqueous solutions which comprise a family of intramolecular polymeric complexes (i.e., polyampholytes) which are terpolymers of acrylamide/metal styrene sulfonate/methacrylamidopropyltrimethylammonium chloride (MAPTAC).The metal styrene sulfonate is an anionic monomer, while MAPTAC is cationically charged. These acrylamide-based polyampholytes have approximately 1 to about 50 mol % of the anionic monomer and approximately 1 to about 50 mole % of the cationic moiety present within the macromolecular structure. These groups are not necessarily present in an equimolar charge ratio. The excess undissociated charge allows for facile dispensability or solubility of the polyampholytes into fresh water.Type: GrantFiled: March 25, 1983Date of Patent: July 24, 1984Assignee: Exxon Research and Engineering Co.Inventors: Dennis G. Peiffer, Robert D. Lundberg, S. Richard Turner
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Patent number: 4460758Abstract: The present invention relates to improved drag reduction agents for aqueous solutions which comprises a polymeric complex which is a terpolymer of acrylamide/metal styrene sulfonate/methacrylamidopropyltrimethyl ammonium chloride.The metal styrene sulfonate is an anionic monomer, while MAPTAC is cationically charged. These acrylamide-based polyampholytes have approximately 1 to about 50 mole % of the anionic monomer and approximately 1 to about 50 mole % of the cationic moiety present within the macromolecular structure. These groups are not necessarily present in an equimolar charge ratio. The excess undissociated charge allows for facile dispensability or solubility of the polyampholytes into fresh water.Type: GrantFiled: November 2, 1983Date of Patent: July 17, 1984Assignee: Exxon Research and Engineering Co.Inventors: Dennis G. Peiffer, Robert D. Lundberg, Ralph M. Kowalik, S. Richard Turner
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Patent number: 4452916Abstract: Tridimensional cross-linked random copolymers, insoluble in water, containing in copolymerized form: (a) 25% to 98% by weight of N-[tris(hydroxymethyl)methyl]acrylamide or N-[tris(hydroxymethyl)methyl]methacrylamide, or a mixture of these two compounds. (b) 2% to 50% by weight of one or more monomers containing two or several polymerizable ethylenic double bonds and free from anionic or cationic functional groups, and (c) 0.1% to 50% by weight of one or more monomers containing a polymerizable ethylenic double bond and one or more mono- or di-substituted amino, pyrimidinyl, guanidyl, purinyl, quaternary ammonium, SO.sub.3 H or SO.sub.3 M groups, M being an alkali metal. These copolymers are utilizable, in the form of aqueous gels, as ion exchangers.Type: GrantFiled: September 8, 1982Date of Patent: June 5, 1984Assignee: PharmindustrieInventor: Egisto Boschetti
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Patent number: 4443576Abstract: Novel polymeric compositions useful as thickeners and rheology modifiers for oil-in-water emulsion systems are disclosed. The water-soluble or swellable compositions described contain, prior to polymerization, from:______________________________________ 10-70% Acrylamide or methacrylamide; 20-70% Acrylic acid, methacrylic acid, or their water-soluble salts; 5-50% Of a hydroxyalkylacrylate; 0-10% Of a polyfunctional monomeric branching material; and, 0-15% Low molecular weight water-soluble copolymer of a non-ionic or anionic water-soluble vinyl addition monomer and lower alkylacrylate. ______________________________________Optionally a water-soluble polymer dispersant may be added to the composition after polymerization.Type: GrantFiled: March 29, 1982Date of Patent: April 17, 1984Assignee: Nalco Chemical CompanyInventors: Bhupati R. Bhattacharyya, Manuel Slovinsky, Raymond J. Wachala, Lawrence E. Beske, Michael L. McCullar
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Patent number: 4440917Abstract: Vinyl ether monomers derived from diesters of the formula: ##STR1## wherein R is CH.sub.3 or C.sub.2 H.sub.5 and n is 0 to 10; copolymers of the vinyl ether monomers with one or more selected perfluorinated monoolefins; articles of manufacture made from the copolymers; process for making the diesters; process for using copolymer membranes in a chlor-alkali cell.Type: GrantFiled: September 1, 1982Date of Patent: April 3, 1984Assignee: E. I. Du Pont de Nemours & CompanyInventor: Paul R. Resnick
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Patent number: 4439334Abstract: Methods of preparing viscous aqueous polymer solutions having improved viscosity and stability properties for use in the treatment of subterranean hydrocarbon-containing formations and in enhanced oil recovery processes are provided. Methods and systems for enhancing the recovery of oil from subterranean oil-containing formations are also provided. The viscous aqueous polymer solutions of the invention are prepared by polymerizing one or more water soluble polymerizable vinyl monomers in a substantially oxygen-free aqueous solvent and then further diluting the resultant concentrated solution in additional solvent. Such viscous aqueous polymer solutions have improved viscosity properties and increased compatibility with oil well treating fluid additives, especially clay stabilizers.Type: GrantFiled: July 14, 1981Date of Patent: March 27, 1984Assignee: Halliburton CompanyInventor: John K. Borchardt
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Patent number: 4435556Abstract: A two-step process is disclosed for preparing an essentially non-crosslinked random copolymer of acrylic acid or methacrylic acid with esters of the acids which esters are formed by reaction with an alkylene oxide. Raw materials are (meth)acrylic acid and alkylene oxide. In a first step, a predetermined amount of a particular esterification catalyst is used, and with close control of process conditions, the (meth)acrylic acid yields both mono- and polyalkoxylated esters. In the second step polymerization is effected without separating the esterification catalyst or purifying the esters formed. The resulting random copolymer formed consists essentially of a terpolymer of (i) acrylic acid or methacrylic acid (together "(meth)acrylic"), (ii) a hydroxymonoalkylated (meth)acrylate, and (iii) a hydroxypolyalkyleneoxylated (meth)acrylate the monomeric moieties being present in specified relative proportions.Type: GrantFiled: March 28, 1983Date of Patent: March 6, 1984Inventor: William F. Masler, III
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Patent number: 4431787Abstract: Polymerizable acrylic monomers, and anaerobic adhesives which contain such monomers, wherein the acrylic monomers contain internal chain unsaturation in addition to terminal acrylic unsaturation.Type: GrantFiled: May 20, 1981Date of Patent: February 14, 1984Assignee: Eschem Inc.Inventor: Gerhardt P. Werber
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Patent number: 4429094Abstract: An optically transparent organometallic polymer is disclosed prepared from a polyvalent metal salt-containing monomer of the formula ##STR1## wherein M is a polyvalent metal, R is C.sub.1 to C.sub.12 alkyl, R.sub.1 is C.sub.1 to C.sub.12 alkyl, phenyl or naphthyl unsubstituted or substituted with C.sub.1 to C.sub.6 alkyl, C.sub.1 to C.sub.6 alkoxy, amino, C.sub.1 to C.sub.4 alkylamino, di-C.sub.1 to C.sub.4 alkylamino, nitro or halo or heterocyclic aryl, the heteroatom selected from the group nitrogen, oxygen and sulfur. A process for preparing these high metal content optically transparent materials is disclosed. The polymers are useful in forming transparent radiation barrier sheets and films.Type: GrantFiled: April 6, 1981Date of Patent: January 31, 1984Assignee: Arthur D. Little, Inc.Inventor: Arthur A. Massucco
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Patent number: 4427821Abstract: A method of reducing the monomer content of water-in-oil emulsions of partially polymerized acrylamide polymers which comprises catalytically hydrogenating the monomer at a temperature not greater than 100.degree. C. and at a pressure below 500 psi.Type: GrantFiled: November 22, 1982Date of Patent: January 24, 1984Assignee: Nalco Chemical CompanyInventors: Dodd W. Fong, Ronald J. Allain
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Patent number: 4426507Abstract: The process comprises (co)polymerization of the starting monomers in the presence of radical initiators at monomer concentrations of from about 40 to about 100% by mass at the temperature of decomposition of the initiator employed until the appearance of the gel-effect and formation of a low-molecular prepolymer. The prepolymer is cooled to the glass-transition temperature with a degree of conversion thereof of about 50 to 90%. The resulting high-molecular prepolymer is granulated and treated with a heating agent in a pneumatic conveyor, cyclone, fluidized bed and filtering bed.Type: GrantFiled: February 19, 1981Date of Patent: January 17, 1984Inventors: Valentin N. Kiselnikov, Arkady A. Shubin, Vladislav V. Vyalkov, Vitaly A. Kruglov, Tamara F. Loginova, Viktor S. Romanov, Lev N. Ovchinnikov, Valentin I. Varlamov, Jury A. Makarov, Evgeny I. Penkov, Galina N. Shvareva, Vladimir N. Shtefan
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Patent number: 4424290Abstract: An additive for swelling clay grouts and cement-swelling clay grouts, intended to reduce the filtrate, lower and stabilize viscosity, retard rigidification time, limit sweating and sedimentation of the solid constituents, is an alkaline ethylenic acid polymer and/or copolymer, with molecular weight between 500 and 20,000, but preferably between 1000 and 6000.This additive is especially advantageous in the fields of civil engineering, building, public works and drilling.Type: GrantFiled: August 13, 1981Date of Patent: January 3, 1984Assignee: Societe CoatexInventors: Jacky Rousset, Roger P. Chavrier
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Patent number: 4423196Abstract: Copolymers of (a) one or more .alpha.-olefins having the formula (A) ##STR1## wherein R is a C.sub.1 -C.sub.16 alkyl group or a phenyl group; and (b) one or more substituted .alpha.-olefins having the formula (B) ##STR2## wherein R.sup.1 is a hydrogen atom or a methyl group, R.sup.2 is a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group, and Z is an --OH, --COOH, ##STR3## in which R.sup.3 is a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group, and each of R.sup.4 and R.sup.5 is a C.sub.1 -C.sub.4 alkyl group, said copolymers having from 1 to 50% by weight of the monomers of formula (B) incorporated therein in polymerized form and a melt flow index (MSI 230/5) of from 2 to 20 g/10 min. and a process for their manufacture.Type: GrantFiled: November 13, 1981Date of Patent: December 27, 1983Assignee: Bayer AktiengesellschaftInventors: Klaus-Peter Arlt, Rudolf Binsack, Ulrich Grigo, Dieter Neuray