N-containing Monomer Patents (Class 524/850)
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Patent number: 5084506Abstract: A stable, nonaqueous microparticle dispersion of the polymeric reaction product of reactants containing an aminoplast resin and a hydroxyl containing material is characterized in that less than 20 percent of the polymer microparticles have a mean diameter greater than 5 microns, further characterized in that at a total solids content of 60 percent the Brookfield viscosity is less that 1000 centipoise measured at 50 RPM using a number 3 spindle at 25.degree. C., the polymeric reaction product being prepared from reactants which are substantially free of acrylic polymer in a nonaqueous medium which is inert to the reactants.Stable nonaqueous microparticle dispersions characterized as above can also be prepared by the self condensation of an aminoplast resin.Type: GrantFiled: December 3, 1987Date of Patent: January 28, 1992Assignee: PPG Industries, Inc.Inventors: Dennis L. Faler, Gregory J. McCollum, James B. O'Dwyer, Marvis E. Hartman
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Patent number: 5075371Abstract: A homogeneous composite polymer containing, in an interpenetrated form, 20% to 80% by weight of silica and 80% to 20% by weight of a three-dimensional crosslinked acrylic, vinyl and/or allyl copolymer comprising, in a copolymerized form, 98% to 70% by weight of at least one monofunctional acrylic, vinyl or allyl monomer and 2% to 30% by weight of a difunctional acrylic or allyl crosslinking monomer is useful in liquid chromatography.Type: GrantFiled: November 29, 1990Date of Patent: December 24, 1991Assignee: I.B.F.Inventors: Egisto Boschetti, Pierre Girot
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Patent number: 5061749Abstract: One-pack type heat pre-curable moisture-curing sealant composition which comprises as the main component(A) a urethane prepolymer having a content of an active free isocyanate group (NCO) of 0.5 to 13% by weight which is prepared by reacting a polyol and an excess amount of an aromatic polyisocyanate compound, and(B) a vinyl polymer containing a siloxy group, and as an additive(C) a filler in an amount of 20 to 50% by weight based on the whole weight of the sealant, and(D) a plasticizer in an amount of 5 to 30% by weight based on the whole weight of the sealant, which can be precured at a comparatively lower temperature within a short period of time and cured with moisture in air and is useful for adhering various parts in automobile and construction industries without a temporary holding means.Type: GrantFiled: July 26, 1990Date of Patent: October 29, 1991Assignee: Sunstar Giken Kabushiki KaishaInventors: Masahiro Ito, Yukio Hayashi
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Patent number: 5034456Abstract: An .alpha.-cyanoacrylate base adhesive composition comprising 0.0001 to 0.5 part by weight of borofluoric acid on a 100% basis per 100 parts by weight of an .alpha.-cyanoacrylate monomer, which composition has improved storage stability.Type: GrantFiled: March 21, 1990Date of Patent: July 23, 1991Assignee: Takeda Chemical Industries, Ltd.Inventors: Tasuo Katsumura, Tadashi Inamura, Eizo Kajigaki
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Patent number: 4990561Abstract: A wax composition prepared by polymerizing a mixture of at least one macromonomer selected from methylpolysiloxane(meth)acrylate macromonomers containing one (meth)acryl group and three of more methylsiloxy groups in a molecule with one or more of a vinyl monomer(s), which is copolymerizable with said macromonomer, to undergo polymerization using a radical producing agent in the presence of both a polysiloxane component (dimethylpolysiloxane and/or methylphenylpolysiloxane) and an organic wax, in which portions of said polysiloxane component, said organic wax and said mixture are controlled to 20-80 pts. wt., 5-75 pts. wt. and 5-50 pts. wt., respectively, to acquire extremely high uniformity and stability while retaining excellent properties inherent in silicone-containing wax compositions.Type: GrantFiled: January 19, 1990Date of Patent: February 5, 1991Assignee: Shin-Etsu Chemical Co., Ltd.Inventor: Hiroshi Yoshioka
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Patent number: 4950710Abstract: A composite comprising the reaction product of a filler having a reactive hydroxylated surface, a monomer or polymer containing carboxyl groups, and an organoaluminum compound, the organoaluminum compound being reacted with said hydroxylated surface and with said monomer or polymer. A preferred composite is made by reacting aluminum sec-butoxide with fiberglass and acrylic acid and methyl methacrylate under polymerization conditions.Type: GrantFiled: February 8, 1988Date of Patent: August 21, 1990Assignee: Aluminum Company of AmericaInventor: Max E. Roha
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Patent number: 4889664Abstract: Shaped hydrogel articles such as soft contact lenses are prepared by (1) molding or casting a polymerization mixture comprising: (a) a monomer mixture comprising a major proportion of a hydrophilic (meth)acrylate ester such as 2-hydroxyethyl methacrylate, and a cross-linking monomer; and (b) a water-displaceable diluent, wherein said diluent has a viscosity of at least 100 MPa Sec at 30.degree. C., and wherein said diluent consists essentially of a boric acid ester of certain dihydric alcohols, said dihydric alcohols having Hansen polar (.delta..sub.p) and Hansen hydrogen bonding (.delta..sub.h) cohesion parameters falling within the area of a circle defined as having a center at .delta..sub.h =20.5, .delta..sub.p =13, and a radius of 8.5, to produce a shaped gel of a coploymer of said monomers and said diluent, and (2) thereafter replacing said diluent with water.Type: GrantFiled: November 25, 1988Date of Patent: December 26, 1989Assignee: Vistakon, Inc.Inventors: Ture Kindt-Larsen, John C. Heaton, Edmund C. Rastrelli
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Patent number: 4845151Abstract: Adhesive compositions having improved stability and surface insensitivity are made from a blend of (a) a 2-cyanoacrylate ester adhesive, (b) a polyoxyalkylene glycol, glycol ester, or glycol ether, and (c) fumed silica having no surface treatment.Type: GrantFiled: April 7, 1988Date of Patent: July 4, 1989Assignee: Illinois Tool Works, Inc.Inventor: George T. Sivy
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Patent number: 4812511Abstract: Ethylenically-unsaturated ethers of alkenyl phenols are useful as reactive diluents for bismaleimides. Formulations comprising bismaleimides and the reactive diluents of this invention are particularly useful for producing heat and moisture resistant fiber-reinforced composites.Type: GrantFiled: December 14, 1987Date of Patent: March 14, 1989Assignee: Amoco CorporationInventor: Linda A. Domeier
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Patent number: 4793330Abstract: A kit for the application of orthopedic casts and splints which is completely self-contained requiring no ingredients other than those contained within the kit. Each kit contains a fabric with a hardening quantity of an .alpha.cryanoacrylate monomer containing composition which, when applied to the fabric, results in an orthopedic cast or splint capable of immobilizing an injured appendage.Type: GrantFiled: June 18, 1985Date of Patent: December 27, 1988Assignee: Isopedix CorporationInventors: Travis W. Honeycutt, Barry D. Setzer
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Patent number: 4764545Abstract: A process for preparing an .alpha.-cyanoacrylate compound characterized by the steps of thermally depolymerizing a condensation product obtained from a cyanoacetic acid ester, and formaldehyde or a polymer thereof using as a catalyst a polymerizable imine represented by the formula ##STR1## wherein R.sub.1 and R.sub.2 are the same or different and are each CH.sub.3 or H to obtain a crude monomer, and rectifying the crude monomer and an adhesive composition comprising as its main component an .alpha.-cyanoacrylate compound prepared by the above process.Type: GrantFiled: January 8, 1987Date of Patent: August 16, 1988Assignee: Ohara Paragium Chemical, Co., Ltd.Inventor: Ethuo Yosida
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Patent number: 4745153Abstract: This invention is a process for preparing a polymer polyol comprising the steps of(a) forming in a first step a dispersant by homopolymerizing a vinyl-terminated adduct, or copolymerizing said adduct with an ethylenically unsaturated monomer or mixture thereof which is not a vinyl-terminated adduct, in the presence of an active hydrogen-containing compound as a solvent under conditions such that the resulting dispersant is soluble in a base polyol, and has a Brookfield viscosity of less than about 25,000 centipoises as a 20-35 wt. -% solution in an active hydrogen-containing compound, and(b) polymerizing an ethylenically unsaturated monomer or mixture thereof in the presence of said dispersant and a base polyol under conditions such that the polymerized monomer forms a plurality and particles which are stabilized against agglomeration by the dispersant.Type: GrantFiled: December 17, 1986Date of Patent: May 17, 1988Assignee: The Dow Chemical CompanyInventor: Dwight K. Hoffman
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Patent number: 4745152Abstract: A transparent coating for windows or other transparent substrates made of glass or synthetic resin, consisting of a flexible elastic polyurethane, serves as a shatterproofing coating for substrates made of silicate glass or as a coating improving the scratch resistance of substrates made of synthetic resin. To reduce or prevent the formation of a deposit of moisture on the surface of the coating, the polyol component of the reaction mixture for preparing a coating pursuant to the invention consists of a difunctional sulfonated polyether polyol containing approximately 1 to 10% of OH groups by weight and a trifunctional polyol containing approximately 8 to 12% of OH groups by weight and having an average molecular weight of approximately 400 to approximately 1000 g/mole.Type: GrantFiled: February 20, 1987Date of Patent: May 17, 1988Assignee: Saint-Gobain VitrageInventors: Juergen Fock, Gunter Hahn, Gerhard Holzer, Helmer Radisch
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Patent number: 4713405Abstract: An .alpha.-cyanoacrylate adhesive composition of matter consisting essentially of .alpha.-cyanoacrylate, fumed silica treated on the surface with dimethyldichlorosilane, and trialkyl borate, the trialkyl borate being expressed by the general formula B(OR).sub.3 wherein R represents any alkyl groups having carbon numbers 1 through 18. Although to this composition of matter, improved thixotropy high in stability are obtained and significant improvements are effected not only in the ineffectiveness of workability but in the restrictions on the range of work which were both problems of conventional adhesives.Type: GrantFiled: June 27, 1986Date of Patent: December 15, 1987Assignee: Koatsu Gas Kogyo Co., Ltd.Inventors: Mitsuyuki Koga, Kenichiro Hirai, Toshio Sugimae, Setsuo Fukushige
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Patent number: 4686247Abstract: An adhesive composition characterized in that the composition is prepared by subjecting finely divided hydrophobic silica surface-treated with hexamethyldisilazane to a heat treatment under a reduced pressure, subsequently treating the silica with an acid gas, and admixing the resulting silica with an .alpha.-cyanoacrylate.Type: GrantFiled: July 11, 1986Date of Patent: August 11, 1987Assignee: Ohara Paragium Chemical Co., Ltd.Inventor: Ethuo Yosida
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Patent number: 4673705Abstract: Liquid coating compositions adapted to be cured by exposure to ionizing radiation are disclosed in which a liquid vehicle of coating viscosity having an ethylenically unsaturated portion comprising one or more polyethylenically unsaturated materials adapted to cure on radiation exposure, pigment dispersed in the vehicle, and an acrylate-functional radiation-curable dispersant having free carboxyl group for wetting the pigment and assisting in the stable dispersion of the pigment in the vehicle. This dispersant is an acrylate-functional carboxylic acid amide carrying free carboxyl groups, especially an adduct of a polyacrylate and a stoichiometric deficiency of a primary amine to provide a secondary amine having acrylate functionality, the secondary amine functionality being reacted with a polycarboxylic acid anhydride to form amide groups therewith.Type: GrantFiled: April 5, 1985Date of Patent: June 16, 1987Assignee: DeSoto, Inc.Inventors: Robert E. Ansel, Kevin P. Murray
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Patent number: 4654398Abstract: The weatherability of acrylic coatings is enhanced by incorporating into the acrylic polymer hydroxybutyl acrylate or hydroxybutyl methacrylate.Type: GrantFiled: September 23, 1985Date of Patent: March 31, 1987Assignee: The Dow Chemical CompanyInventor: Russell T. McFadden
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Patent number: 4650826Abstract: This invention relates to stabilized adhesives, to which silyl esters are added for stabilization.Type: GrantFiled: April 8, 1985Date of Patent: March 17, 1987Assignee: Bayer AktiengesellschaftInventors: Helmut Waniczek, Wilfried Kniege
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Patent number: 4646765Abstract: A composition for adhering to human nails includes a mixture of a cyanoacrylate compound and/or graphite fibers. Such composition can take the form of either an artificial nail extender or a nail coating. The composition for forming an artificial nail includes graphite fibers, a cyanoacrylate, and a hardening accelerator containing a mixture of trichlorotrifluoroethane and N,N-dimethyl-P-toluidine. The accelerator is adapted to be sprayed onto a base material containing the graphite fibers and cyanoacrylate in the form of a mist. Nail compositions containing graphite fibers have significantly increased strength yet remain flexible to allow for flexure of the nail. The cyanoacrylate compounds increase the chemical bonding of the compositions to a nail.Type: GrantFiled: February 3, 1986Date of Patent: March 3, 1987Inventors: Donald E. Cooper, David A. Cooper
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Patent number: 4636539Abstract: Cyanoacrylate adhesive compositions which employ calixarene compounds as additives give substantially reduced fixture and cure times on de-activating substrates such as wood. The calixarene compounds are preferably employed at levels of about 0.1-1% by weight of the composition. The calixarene compounds particularly useful in this invention may be represented by the formula: ##STR1## where R.sup.1 is alkyl, alkoxy, substituted alkyl or substituted alkoxy; R.sup.2 is H or alkyl; and n=4, 6, or 8.The compositions are further characterized by a thickener component, which may suitably be selected from various polymers such as poly(methyl methacrylate), methacrylate type copolymers, acrylic rubbers, polyvinyl acetate and poly(.alpha.-cyanoacrylate) or silicas treated with polydialkylsiloxanes or trialkylsilanes.Type: GrantFiled: September 16, 1985Date of Patent: January 13, 1987Assignee: Loctite (Ireland) LimitedInventors: Stephen J. Harris, M. Anthony McKervey, David P. Melody, John Woods, John M. Rooney
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Patent number: 4611028Abstract: Copolymers adapted for use as stabilizers in dispersions and stable dispersions, including crosslinked dispersions containing microgel particles, prepared therefrom. Stabilizer bears pendent ethylenic unsaturation capable of reacting with monomers employed in random copolymerization used to make the dispersion polymer. Stabilizer comprises a random copolymer segment of ethylenically unsaturated monomers, some of which are characterized in that homopolymers thereof would be substantially insoluble in the organic liquid used to form the stable dispersion and some of which are characterized in that homopolymers thereof would be substantially soluble in the organic liquid used to form the stable dispersion.Type: GrantFiled: December 21, 1984Date of Patent: September 9, 1986Assignee: Ford Motor CompanyInventors: Stephen C. Peng, John D. Nordstrom
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Patent number: 4609705Abstract: A molding composition is provided comprising aromatic vinyl ether and maleimide. The cured composition exhibits high heat distortion temperatures and is easily processed into finished products with or without a catalyst.Type: GrantFiled: February 21, 1985Date of Patent: September 2, 1986Assignee: General Electric CompanyInventors: James V. Crivello, Steven T. Rice
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Patent number: 4581407Abstract: An essentially isocyanate-free polyurethane polyurea polyethylenic oligomer is disclosed which is unusually strong and elastic. This oligomer is the reaction product of: (1) organic diisocyanate; (2) a stoichiometric deficiency of difunctional materials reactive therewith and consisting essentially of: (A) polyoxyalkylene glycol having a molecular weight of from 200 to 1000; (B) dihydric bisphenol-based alkylene oxide adduct containing from 2-10 alkylene groups per molecule; and (C) polyoxyalkylene diprimary amine having a molecular weight of from 150 to 800. In all of these, the alkylene groups contain from 2-4 carbon atoms. Components (A) and (B) are present in a weight ratio of from 1:4 to 9:1 and component (C) is present to supply from 30 to 60 equivalent percent of the total equivalents of component (2). The polyurethane polyurea so-constituted is capped with monohydric ethylenic compound, such as 2-hydroxyethyl acrylate, to provide a molecular weight in the range of about 5,000 to about 30,000.Type: GrantFiled: February 20, 1985Date of Patent: April 8, 1986Assignee: DeSoto, Inc.Inventor: Steven R. Schmid
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Patent number: 4574138Abstract: Rapid cure polymerizable monomer sealing and bonding compositions are disclosed. The polymerizable compositions comprise at least one polymerizable acrylate monomer system comprising a urethane acrylate monomer having vinyl reactive ends, and at least one hydroxy-terminated, monofunctional, short chain monomer which is soluble in or miscible with the urethane acrylate monomer; an effective amount for initiation of a free radical initiator; and a compatible filler material.Type: GrantFiled: January 9, 1984Date of Patent: March 4, 1986Inventors: James P. Moran, Jr., Mark Holmes
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Patent number: 4563486Abstract: A polymerizable composition is formed from (a) a polymerizable olefinically unsaturated substance, (b) a phosphorus oxyacid and an organic amine, at least one of which bears a polymerizable olefinically unsaturated group and optionally (c) a particulate inorganic material. Such compositions are useful in dental applications.Type: GrantFiled: June 15, 1984Date of Patent: January 7, 1986Assignee: Imperial Chemical Industries PLCInventors: Jozef Nemcek, Thomas A. Roberts
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Patent number: 4562227Abstract: The invention relates to heat-hardenable reaction resin mixtures which contain polyfunctional epoxides, polyfunctional isocyanates and a reaction accelerator as well as, optionally containing customary additives and/or fillers. The invention has the object of achieving reaction resin mixtures which are stable in storage, consist of individual components that are easy to mix, exhibit a prolonged prehardening period and permit at the same time the manufacture of materials which combine the good mechanical properties and the high temperature-cycle resistance of polyurethane structures with the good thermal properties of oxazolidinone and isocyanurate structures. According to the invention, the reaction resin mixtures contain as polyfunctional isocyanates, isocyanate prepolymerisates in the form of reaction products of diphenyl methanediisocyanate and a diol, or of an isocyanate mixture of diphenyl-methanediisocyanate and a polymethylenepolyphenylisocyanate (with a functionality greater than 2) and a diol.Type: GrantFiled: June 27, 1984Date of Patent: December 31, 1985Assignee: Siemens AktiengesellschaftInventors: Wolfgang Rogler, Helmut Markert, Klaus Kretzschmar, Gerhard Piecha
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Patent number: 4533422Abstract: Cyanoacrylate compositions which employ fumed silicas treated with polydimethylsiloxane or trialkoxyalkyl silane are stable and exhibit an unexpectedly high thixotropic ratio. Such compositions are useful in adhesive applications or, when stabilized so as to prevent polymerization in contact with moisture, in latent fingerprint developing applications.Type: GrantFiled: August 13, 1984Date of Patent: August 6, 1985Assignee: Loctite CorporationInventor: Alan E. Litke
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Patent number: 4532293Abstract: .alpha.-cyanoacrylate instant adhesive compositions obtained by adding benzophenonetetracarboxylic acid or anhydride thereof to .alpha.-cyanoacrylate and showing superior heat resistance of the degree of 150.degree. C. with keeping instant adhesive capacity.Type: GrantFiled: October 9, 1984Date of Patent: July 30, 1985Assignee: Kabushiki Kaisha Alpha GikenInventors: Takayuki Ikeda, Kazuo Kouhara, Minoru Sasaki
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Patent number: 4528307Abstract: This invention relates to radiation hardenable primers based on prepolymers containing (meth) acryloyl groups and conventional auxiliary agents. The primers are characterized in that they contain organic and/or inorganic fibres having a fibre length distribution curve reaching its maximum in the region of from 50 to 600 .mu.m. These primers are suitable for coating articles which have absorbent surfaces, in particular for the continuous coating of wood-concrete articles such as wood-concrete boards.Type: GrantFiled: September 15, 1983Date of Patent: July 9, 1985Assignee: Bayer AktiengesellschaftInventors: Karl Fuhr, Hans-Joachim Freier
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Patent number: 4526920Abstract: In a curable coating composition comprising an acryloyl or methacryloyl cyanurate or isocyanurate compound, an acrylic or methacrylic ester compound and a polymerization initiator capable of curing said components; the improvement wherein said composition is composed of(A) 100 parts by weight of an acryloyl- or methacryloyl-oxyalkyl cyanurate or isocyanurate compound of the following formula (I) or (I)' ##STR1## wherein X.sup.1, X.sup.2, X.sup.3, R.sup.1, R.sup.2 and R.sup.3 are defined in claim 1(B) more than 0 to 1,000 parts by weight of a component selected from the group consisting of (b.sub.1) a polyacrylate or polymethacrylate with a number average molecular weight of about 240 to about 3,000 of an oxy- or polyoxy-alkanepolyol containing 1 or more ether linkages and 3 or more hydroxyl groups per molecule, and (b.sub.2) a poly(meth)acrylate of an alkanepolyol having 4 or more hydroxyl groups per molecule.(C) 0.Type: GrantFiled: August 2, 1983Date of Patent: July 2, 1985Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Takeshi Sakashita, Hajime Inagaki, Akira Todo, Takayuki Nakano
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Patent number: 4525495Abstract: The present invention is directed to mineral filled .alpha.-amino acid polymer composite materials. The composite materials are prepared by the in situ polymerization of an .alpha.-amino acid N-carboxyanhydride in the presence of mineral fillers which are optionally surface-modified with a partially hydrolyzed polyoxazoline prior to said polymerization. Composite materials prepared in this manner consist of an intimate mixture of polymer and mineral filler which may be optionally blended with a crosslinking agent and then molded to produce smooth, hard homogeneous materials that are water and oil resistant and have good heat distortion properties.Type: GrantFiled: July 22, 1983Date of Patent: June 25, 1985Assignee: The Dow Chemical CompanyInventors: Linneaus C. Dorman, Paul A. Meyers
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Patent number: 4500671Abstract: The instant invention is directed to thermoplastic chemical material comprising:(A) from 60 to 97%, by weight, based on (A)+(B), of a thermoplastic polyurethane; and(B) from 40 to 3%, by weight, based on (A)+(B), of a fibrous reinforcing material; and(C) from 36 to 3 parts, by weight, based on 100 parts of (A)+(B), of a polar polymer.The instant invention is also directed to a process for the production of the thermoplastic chemical materials.Type: GrantFiled: June 1, 1984Date of Patent: February 19, 1985Assignee: Bayer AktiengesellschaftInventors: Wilhelm Goyert, Wolfgang Grimm, Albert Awater, Hans Wagner, Bruno Kruger
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Patent number: 4496686Abstract: Liquid coating compositions adapted to be cured by exposure to penetrating radiation are disclosed in which a liquid vehicle of coating viscosity having an ethylenically unsaturated portion comprising one or more polyethylenically unsaturated materials adapted to cure on radiation exposure, pigment dispersed in the vehicle, and an ethylenically unsaturated radiation-curable dispersant containing a carboxyl group for wetting the pigment and assisting in the stable dipsersion of the pigment in the vehicle. This dispersant is a half amide or half ester of an ethylenically unsaturated polycarboxylic acid anhydride, such as maleic anhydride, with an organic compound having a molecular weight of from 100 to 4000 and which contains a single hydroxy group or a single amino group as the sole reactive group thereof.Type: GrantFiled: May 7, 1984Date of Patent: January 29, 1985Assignee: DeSoto, Inc.Inventor: Robert E. Ansel
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Patent number: 4477607Abstract: Cyanoacrylate compositions which employ fumed silicas treated with polydimethylsiloxane or trialkoxyalkylsilane are stable and exhibit an unexpectedly high thixotropic ratio. Such compositions are useful in adhesive applications or, when stabilized so as to prevent polymerization in contact with moisture, in latent fingerprint developing applications.Type: GrantFiled: August 31, 1983Date of Patent: October 16, 1984Assignee: Loctite CorporationInventor: Alan E. Litke
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Patent number: 4460715Abstract: A stable copolymer dispersion is prepared by addition copolymerization of (1) a monomeric adduct of an active hydrogen compound, e.g., a polyether polyol, and an acrylyl compound such as methacryloyl chloride with (2) ethylenically unsaturated monomer(s), e.g., styrene or a mixture thereof with acrylonitrile, while (1) and (2) are dispersed or dissolved in an excess of an active hydrogen polyfunctional compound such as a polyether polyol. The molar ratio of acrylyl moiety to active hydrogen compound is less than 0.1:1. The resulting dispersion has a controlled particle size and a viscosity such that it is suitably employed in the production of polyurethane foams.Type: GrantFiled: November 10, 1981Date of Patent: July 17, 1984Assignee: The Dow Chemical CompanyInventors: Dwight K. Hoffman, Robert F. Harris, Nancy B. Tefertiller, Randall C. Rains
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Patent number: 4458041Abstract: A heat-resistant composition containing an organic or elemento-organic binder and a filler. As a binder the composition contains at least one compound of the formula: ##STR1## wherein R is an organic radical with a number of carbon atoms of from 2 to 1,000; a radical with a number of carbon atoms of from 2 to 1,000 containing 1 to 1,000 atoms of silicon and/or1 to 1,000 atoms of fluorine, and/or1 to 1,000 atoms of chlorine, and/or1 to 1,000 atoms of bromine, and/or1 to 1,000 atoms of nitrogen, and/or1 to 1,000 atoms of sulphur, and/or1 to 1,000 atoms of phosphorus, and/or1 to 1,000 atoms of boron, and/or1 to 1,000 atoms of oxygen,X and Y are each --NH.sub.2, --OH, --SH, --NCO, --NSO, --NCS, said X and Y may be the same or different; Z is --C.tbd.N, --C.tbd.CH and is located in the same or different positions selected from alpha-, beta-, ortho- and peri- positions relative to X and Y; n.gtoreq.1, m.gtoreq.1, p.gtoreq.Type: GrantFiled: October 17, 1980Date of Patent: July 3, 1984Inventors: Alexei Y. Chernikhov, Mikhail N. Yakovlev, Nikolai S. Rogov, Aleftina P. Petrova, Eduard B. Martirosov, Valentin E. Gul
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Patent number: 4440910Abstract: Disclosed are cyanoacrylate adhesive compositions containing elastomeric polymers as fillers. Preferred fillers are the acrylic rubbers. Filler concentration range from about 0.5-40% by weight of the composition. Beneficial results include improved toughness of the cured compositions, as measured by impact, peel and tensile strength properties, particularly after exposure elevated temperatures which would ordinarily severely degrade the adhesive strength.Type: GrantFiled: January 18, 1982Date of Patent: April 3, 1984Assignee: Loctite CorporationInventor: John T. O'Connor
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Patent number: 4406625Abstract: Dimethacrylates are provided having the following chemical structure: ##STR1## where ##STR2## is a saturated, 6 membered, monocyclic, hydrocarbyl ring system; R.sub.1, R.sub.2 and R.sub.3 are the same or different and are hydrogen or alkyl or alkoxy groups having 1 to 12 carbon atoms; andR.sub.4 and R.sub.5 are the same or different and are hydrogen or groups of the formula: ##STR3## where R.sub.6 is an aliphatic, aromatic or cycloaliphatic group having 1 to 14 carbon atoms, provided that at least one of the groups R.sub.4 and R.sub.5 is a group of the formula: ##STR4## These compounds are useful in dental material which cures to form polymers having high mechanical strength, low water sorption, resistance to staining, good color stability when exposed to short-wave radiation (e.g., sunlight) and good chemical resistance to the oral environment. Also provided are a method for polymerizing this compound in situ on teeth and a tooth comprising a polymer of this compound.Type: GrantFiled: July 6, 1982Date of Patent: September 27, 1983Assignee: Scientific Pharmaceuticals, Inc.Inventors: Jan A. Orlowski, David V. Butler, Patrick D. Kidd
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Patent number: 4405750Abstract: .alpha.-Cyanoacrylate adhesives of fluorescent color having incorporated therein at least one member selected from C.I. Solvent Green 5, C.I. Acid Red 50 and C.I. Acid Red 52.Type: GrantFiled: September 13, 1982Date of Patent: September 20, 1983Assignees: Sumitomo Chemical Company, Ltd., Taoka Chemical Company, Ltd.Inventors: Tiaki Nakata, Noriyuki Kawazoe, Toshio Takenaka
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Patent number: 4379874Abstract: There is disclosed a process for producing a novel polymer composition comprised of a polyacrylonitrile polymer and a block copolymer with acrylonitrile and non-crystalline polymer sequences wherein the polymer composition is formed by the removal of a solvent from a solution of a polyacrylonitrile polymer and a block copolymer with acrylonitrile and non-crystalline polymer sequences.Type: GrantFiled: July 7, 1980Date of Patent: April 12, 1983Inventor: Vladimir A. Stoy
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Patent number: 4361687Abstract: What is disclosed is a method for making a water soluble polymer of low molecular weight which forms aqueous solutions of low viscosity, which method comprises polymerizing an .alpha.,.beta.-unsaturated water soluble monomer or a mixture of such monomers in a concentrated aqueous solution of said monomer or mixture in the presence of a free radical forming initiator and of formic acid or a water soluble salt thereof as a chain transfer agent.Type: GrantFiled: August 28, 1981Date of Patent: November 30, 1982Assignee: Rohm GmbHInventors: Peter J. Arndt, Klaus Ross, Franz Wenzel
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Patent number: 4351755Abstract: Low molecular weight polydisperse isocyanate-functional acrylic polymers are provided which contain terminal monosulfide groups on at least 10% by number of polymer molecules but are substantially free of toxic monomeric isocyanates.The polymers are prepared by direct reaction of the monomers, e.g., 2-isocyanatoethyl methacrylate and butyl acrylate, in the presence of a mercaptan chain-transfer agent and a polymerization initiator but in the substantial absence of water and of Lewis-type bases. They can be crosslinked and are useful in a variety of applications such as moisture-curing coating compositions.Type: GrantFiled: October 8, 1980Date of Patent: September 28, 1982Assignee: E. I. Du Pont de Nemours and CompanyInventors: Darryl W. Brixius, John A. Simms
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Patent number: 4347174Abstract: A cement composition which comprises a filler, a binder to be used in admixture with the filler, and a curing agent for polymerizing the binder, which is characterized by that the binder comprises, based on the total weight of the binder, 20-100% by weight of (A) a free-radical polymerizable monomer of the following formula: ##STR1## wherein R is a hydrogen atom or a methyl group and X is an organic residue having 1-48 carbon atoms, and 0-80% by weight of (B) a mono-, di- or tri-functional free-radical polymerizable monomer which is copolymerizable with the above monomer (A) is disclosed. By using the above binder, the filler is firmly bonded with each other and gives a cured product having high compressive strength and abrasion resistance. The cement composition is especially useful as dental restorative materials.Type: GrantFiled: April 21, 1981Date of Patent: August 31, 1982Assignee: Kuraray Company, LimitedInventors: Yoshinori Nagase, Kyoichiro Shibatani, Junichi Yamauchi, Ikuo Omura
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Patent number: 4342840Abstract: A polymer polyol is produced by polymerizing a monomer having a polymerizable unsaturated group in a nitrogen bond-containing unsaturated polyol or polyol mixture having at least two nitrogen-containing bonds formed by reacting isocyanate groups with active hydrogen groups, at least one polymerizable unsaturated group and at least 1.7 hydroxyl groups, as average.A polymer polyol is produced by polymerizing a monomer having a polymerizable unsaturated group in a nitrogen bond-containing unsaturated polyol or polyol mixture having at least 1.Type: GrantFiled: December 8, 1980Date of Patent: August 3, 1982Assignee: Asahi Glass Company, Ltd.Inventors: Shigeyuki Kozawa, Takao Doi, Nobuaki Kunii
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Patent number: 4341681Abstract: Cationic solution addition copolymers of monoethylenically unsaturated copolymerizable monomers are described having Mannich base side chains with the structure: ##STR1## where R and R' are selected from C.sub.1 -C.sub.8 alkyl and C.sub.1 -C.sub.8 alkanol, or are together constituted by a C.sub.2 -C.sub.8 alkylene group. This copolymer is preferably reacted with a diepoxide in a stoichiometric deficiency with respect to the amine groups in the side chains. At least a portion of the tertiary amine groups are then reacted with a solubilizing acid to form a salt which enables the copolymer to be dissolved in water.Type: GrantFiled: May 18, 1981Date of Patent: July 27, 1982Assignee: De Soto, Inc.Inventors: Kazys Sekmakas, Raj Shah, Aurelio J. Parenti
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Patent number: 4338171Abstract: Coating compositions are provided which consist of a polymerizable ethylenically unsaturated material having included therein as a photoinitiator a di- or tetraester of 3,4,3',4'-benzophenone tetracarboxylic acid or a diester of 4,4'-benzophenone dicarboxylic acid.Type: GrantFiled: June 16, 1980Date of Patent: July 6, 1982Assignee: Gulf Oil CorporationInventors: Walter P. Barie, Jr., Thomas F. Huemmer, Pallavoor R. Lakshmanan
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Patent number: 4337187Abstract: A cationic electrocoating composition containing a polyhydroxyamine and polyesters or alkyds and optionally a crosslinker resin.Type: GrantFiled: December 29, 1980Date of Patent: June 29, 1982Assignee: E. I. DuPont de Nemours and CompanyInventor: Isidor Hazan
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Patent number: 4331735Abstract: An FRP molding can be in-mold coated using a one-component peroxide initiated composition of (a) a liquid crosslinkable composition having an average molecular weight of up to about 5,000, having a plurality of polymerizable ethylenic double bonds, being essentially free of active hydrogen atoms or being essentially free of isocyanate groups and (b) a material selected from the group consisting of (I) a polyisocyanate and (II) the reaction product of an excess of equivalents of a polyisocyanate and an ethylenically unsaturated compound having --NH.sub.2, --NH-- and/or OH groups, said reaction product being free of active hydrogen atoms.Type: GrantFiled: May 20, 1981Date of Patent: May 25, 1982Assignee: The General Tire & Rubber CompanyInventor: Henry Shanoski
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Patent number: RE32889Abstract: Cyanoacrylate compositions which employ fumed silicas treated with polydimethylsiloxane or trialkoxyalkylsilane are stable and exhibit an unexpectedly high thixotropic ratio. Such compositions are useful in adhesive applications or, when stabilized so as to prevent polymerizaton in contact with moisture, in latent fingerprint developing applications.Type: GrantFiled: October 14, 1986Date of Patent: March 14, 1989Assignee: Loctite CorporationInventor: Alan E. Litke