Patents Assigned to Hexion Inc.
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Patent number: 9550912Abstract: Compositions, methods, and coating composition using a curing agent are provided herein. In one embodiment, a curing agent for epoxy resins may be prepared using a formulation including: (a) an adduct of: (i) a diglycidyl ether of a bisphenol, and (ii) a first polyamine; (b) a second polyamine; and (c) water; wherein the composition has an amine hydrogen equivalent weight, based on solids, of less than or equal to 105.Type: GrantFiled: December 19, 2014Date of Patent: January 24, 2017Assignee: HEXION INCInventors: David Flosser, Patricia Garcia, Larry Steven Corley, Bedri Erdem, Lucy Phan
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Patent number: 9499692Abstract: Compositions and methods for forming epoxy resin are provided, and compositions and methods for forming epoxy resin composites are provided. In one embodiment, a composite comprises an epoxy resin composition comprising an epoxy resin component comprising a glycidyl ether of an aryl substituted phenolic compound, a curing agent component, and a substrate. In one embodiment, a composite comprises an epoxy resin composition comprising an epoxy resin component and a curing agent component comprising an aryl substituted phenolic compound, and a substrate.Type: GrantFiled: May 12, 2014Date of Patent: November 22, 2016Assignee: HEXION INC.Inventors: Larry Steven Corley, Robert Dale Farris, Carlton E. Ash
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Patent number: 9499672Abstract: The mechanical properties of urea formaldehyde resins may be improved by incorporating therein polyvinyl alcohol. The polyvinyl alcohol may be incorporated during pre-mixing, mid mixing, and/or post mixing of the resin components. Resins prepared using polyvinyl alcohol are particularly desirable in articles requiring improved mechanical strength and water resistance, as compared to similar resins prepared without the polyvinyl alcohol such as shingles.Type: GrantFiled: November 17, 2015Date of Patent: November 22, 2016Assignee: HEXION INC.Inventors: Yingchao Zhang, David A. Snover
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Patent number: 9464152Abstract: Disclosed is a method of preparing a bio-based thermosetting foam material with improved properties, in particular improved flame retardant properties, which method includes the steps of a) producing a prepolymer by condensation of at least one phenolic compound and formaldehyde in a ratio of 1:1.0 to 3.0 using 0.15 to 5 wt % of an alkaline catalyst in the temperature range of 50 to 100° C. until the refractive index of the reaction mixture is 1.4990 to 1.5020, b) adding 2 to 40 wt % of at least one natural polyphenol at a temperature of 50 to 100° C., c) adding 2 to 10 wt % of one or more emulsifiers and mixtures thereof, d) adding 2 to 10 wt % of one or more foaming agents and mixtures thereof and e) adding 10 to 20 wt % of a curing agent and f) curing. All wt % being related to the amount of the raw materials used.Type: GrantFiled: November 14, 2012Date of Patent: October 11, 2016Assignee: HEXION INC.Inventors: Daniel Dahlhaus, Gunda Kuhlmann, Rosel Bölke
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Patent number: 9453098Abstract: Disclosed are processes for preparing sol-gel resins from phenolic compounds and aldehydes. The process includes reacting an hydroxylated benzene and a catalyst with an aldehyde to form a liquid storage stable intermediate. The storage stable intermediate may then be stored for a period of time before being utilized in a process to prepare the sol-gel resin, in either monolith or particle form, by subsequently reacting the intermediate with an hydroxylated benzene and a catalyst.Type: GrantFiled: April 23, 2014Date of Patent: September 27, 2016Assignee: HEXION INC.Inventors: Stephen W. Arbuckle, Gabriele Badini, John Huggins, Sanjay Gangal
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Publication number: 20160229937Abstract: The invention relates to a process for the manufacture of ?,?-branched carboxylic acids vinyl esters comprising the following steps: isomerising and converting an olefin feed with CO and water under Koch reaction conditions to make an acid with a ratio of Non Blocking isomers (NB) versus Blocking isomers (B) of NB/B above 1.5, wherein a blocking isomer has always a tertiary carbon atom in alpha position of the carboxylic acid and in the beta position of the carboxylic acid, whereas a non-blocking isomer has primary carbon atoms in the beta position of the carboxylic acid converting the resulting acid into a vinyl ester.Type: ApplicationFiled: January 6, 2016Publication date: August 11, 2016Applicant: Hexion Inc.Inventor: Denis HEYMANS
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Patent number: 9404014Abstract: The process to prepare a storage stable aqueous co-dispersion of epoxy resins and at least a silane oligomer is given. This aqueous co-dispersion of epoxy resins with a silane as part A, of a curable paint composition in which the part B comprises a hardener and optionally pigments and additives. This epoxy resins with the silane provide equal performance even after several months' storage.Type: GrantFiled: July 24, 2013Date of Patent: August 2, 2016Assignee: HEXION INC.Inventors: Françoise Heine, Karin Van Poppel, Marc J. Rans, Nathalie Wauters
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Patent number: 9404025Abstract: An adhesive composition for manufacturing a composite wood product comprising an aqueous network of a formaldehyde condensation resin, wheat flour, and wheat gluten, said adhesive composition having a density less than water and is non-thixotropic. The composition is prepared by subjecting an aqueous formaldehyde condensation resin, wheat flour and wheat gluten to an intense high shear.Type: GrantFiled: April 19, 2014Date of Patent: August 2, 2016Assignee: HEXION INC.Inventor: Ivan E. Holte
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Patent number: 9404008Abstract: Polymer compositions for elastomeric coatings or sealants provide excellent balance properties between elongation to break, early water resistance, alkaline resistance and adhesion on unpolar substrates. The composition is free of volatile and toxic monomer such as acrylonitrile, or substituted acrylonitrile.Type: GrantFiled: February 15, 2012Date of Patent: August 2, 2016Assignee: HEXION INC.Inventors: François Simal, David Vanaken, Jijun Wang
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Patent number: 9388269Abstract: Amino-formaldehyde resins, articles of manufacture from the amino-formaldehyde resins, and processes for making the resins and articles are provided herein. In one embodiment, the amino-formaldehyde resins may be prepared using a reaction mixture including formaldehyde, a monohydroxy cyclic compound, and at least one amino compound selected from the group consisting of urea, melamine, and mixtures thereof. In another embodiment, the amino-formaldehyde resins are produced by reacting formaldehyde, a monohydroxy cyclic compound, and at least one amino compound selected from the group consisting of urea, melamine, and mixtures thereof, and the monohydroxy cyclic compound may be added as a front addition, an intermediate addition, a back addition, or a combination thereof, to the reaction mixture of formaldehyde and the at least one amino compound.Type: GrantFiled: March 10, 2014Date of Patent: July 12, 2016Assignee: HEXION INC.Inventors: Valter E. Lessmann, Gilberto E. Saboia, Cicero L. da Silva, Edielma D. Chipanski, David M. Harmon, Rajamani Nagarajan
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Patent number: 9353208Abstract: Sol-gel resins can be prepared using one or two-step processes to produce small granules or pellets of resin that are easy to handle. The methods include agitating phenolic compounds and aldehydes in the presence of a catalyst and a solvent. The reactants are brought together over a period of time to avoid an undesirable buildup of heat within the reaction mass. Condensation of the material continues under agitation sufficient to knead the material as it gels. During this gelation, the material begins to form into smaller parts until particles, the shape of granules, are produced. The condensation continues to the degree that the material is no longer capable of sintering during packaging and storage. The material thus made can be easily discharged, packaged, portioned, and further processed.Type: GrantFiled: April 23, 2014Date of Patent: May 31, 2016Assignee: HEXION INC.Inventors: Stephen W. Arbuckle, Gabriele Badini, John Huggins, Sanjay Gangal
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Publication number: 20160068498Abstract: The invention relates to a process for purification of epichlorohydrin containing 1,2-epoxy-5-hexene impurity, by (a) epoxidizing allyl chloride contaminated with 1,5-hexadiene into epichlorohydrin, (b) removing any unreacted allyl chloride, (c) adding a halogen to the crude epichlorohydrin obtained after the removal of unreacted allyl chloride and allowing the halogen to react with 1,2-epoxy-5-hexene and other olefinically unsaturated components, if any, in the crude epichlorohydrin, and (d) rectifying the product of step (c) to obtain epichlorohydrin, wherein the amount of halogen added in step (c) is at a molar ratio of at least 0.5:1 to less than 1:1 calculated on the amount of said 1,2-epoxy-5-hexene and said other olefinically unsaturated components in the crude epichlorohydrin, and allowing the halogen to react until it is fully converted.Type: ApplicationFiled: April 15, 2014Publication date: March 10, 2016Applicant: Hexion Inc.Inventors: Paul HAESAKKERS, Mark KAPELLEN, Joachim LIENKE, Sandra RENS VAN DER LEE, Jimmy Antonius VAN RIJN
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Patent number: 9260374Abstract: The invention relates to a process for the manufacture of ?,?-branched carboxylic acids vinyl esters comprising the following steps: isomerizing and converting an olefin feed with CO and water under Koch reaction conditions to make an acid with a ratio of Non Blocking isomers (NB) versus Blocking isomers (B) of NB/B above 1.5, wherein a blocking isomer has always a tertiary carbon atom in alpha position of the carboxylic acid and in the beta position of the carboxylic acid, whereas a non-blocking isomer has primary carbon atoms in the beta position of the carboxylic acid converting the resulting acid into a vinyl ester.Type: GrantFiled: April 3, 2012Date of Patent: February 16, 2016Assignee: HEXION INC.Inventor: Denis Heymans
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Patent number: 9249251Abstract: Compositions and methods for forming condensates and resin compositions are provided. In one embodiment, a condensate is formed from a reaction mixture including a triazine monomer, an arylhydroxy monomer, an aldehyde monomer and an acid catalyst having a pKa value of greater than 3.8. The condensates contain up to 28 wt. % of nitrogen and have a melt viscosity of 3,000 cps or less at 175° C. The condensates may have a solubility of at least 80 wt. % solids dissolved in an organic solvent for 120 hours or greater. Also disclosed are methods for the manufacture of the condensate as well as the condensate's use in fire-retardant epoxy resin compositions suitable for the manufacture of laminates for electronic applications. There is also disclosed a glycidylated triazine-arylhydroxy-aldehyde condensate of this invention.Type: GrantFiled: August 17, 2010Date of Patent: February 2, 2016Assignee: HEXION INC.Inventors: Ganapathy S. Viswanathan, Raman C. Subrayan, Vinay Malhotra
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Patent number: 9243491Abstract: Disclosed herein is a method comprising disposing in a formation fracture, a proppant and/or a fracturing fluid that comprises a radiation susceptible material that comprises indium and/or vanadium; irradiating the radiation susceptible material with neutrons; measuring gamma-radiation emitted from the radiation susceptible material in a single pass; wherein the single pass does not involve measuring of background radiation from previous or subsequent logging passes; and determining formation fracture height from the measured gamma-radiation.Type: GrantFiled: February 2, 2012Date of Patent: January 26, 2016Assignee: HEXION INC.Inventors: Robert R. McDaniel, Scott M. McCarthy, Michael Smith
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Patent number: 9243171Abstract: Disclosed are pressure sensitive adhesive compositions having enhanced water resistance and adhesion properties, which compositions include 70-99 wt % of an acrylic polymer dispersion and 1-30 wt % of a polyolefin dispersion. The acrylic polymer dispersion includes (1) one or more acrylic acid ester or (meth)acrylate acid ester(s), (2) one or more hydrocarbon monomer(s), (3) one or more ethylenically unsaturated carboxylic acid(s), (4) one or more nitrile(s) or amide(s) of an ethylenically unsaturated carboxylic acid(s), (5) one or more vinyl ester(s) of a carboxylic acid(s), optionally (6) one or more nitrogen containing acetoacetoxy functional compound(s), and optionally (7) one or more mercaptan chain transfer agent(s), and the polyolefin dispersion includes one or more polyolefins, which may or may not contain acid functionality.Type: GrantFiled: November 18, 2013Date of Patent: January 26, 2016Assignee: HEXION INC.Inventor: Jong S. Guo
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Patent number: 9234077Abstract: Compositions and methods for forming surfactants, aqueous dispersions, and curing agents are provided. In one aspect, the invention relates to improved epoxy functional surfactants prepared by reaction of an epoxy composition and an amidoamine composition formed from a blend of acid-terminated polyoxyalkylene polyols. The improved epoxy functional surfactants may be reacted with an excess of epoxy composition and water to result in an aqueous dispersion. The amidoamine composition may be a reaction mixture of a diamine compound and an acid terminated polyoxyalkylene composition formed from two or more polyoxyalkylene polyol compounds. The epoxy functional surfactant may be reacted with amine compounds to form a compound suitable as a curing agent.Type: GrantFiled: October 23, 2013Date of Patent: January 12, 2016Assignee: HEXION INC.Inventors: Jim D. Elmore, Larry Steven Corley, Jerry R. Hite
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Patent number: 9234116Abstract: Compositions and methods for forming surfactants, aqueous dispersions, and curing agents are provided. In one aspect, the invention relates to improved epoxy functional surfactants prepared by reaction of an epoxy composition and an amidoamine composition formed from a blend of acid-terminated polyoxyalkylene polyols. The improved epoxy functional surfactants may be reacted with an excess of epoxy composition and water to result in an aqueous dispersion. The amidoamine composition may be a reaction mixture of a diamine compound and an acid terminated polyoxyalkylene composition formed from two or more polyoxyalkylene polyol compounds. The epoxy functional surfactant may be reacted with amine compounds to form a compound suitable as a curing agent.Type: GrantFiled: October 23, 2013Date of Patent: January 12, 2016Assignee: HEXION INC.Inventors: Jim D. Elmore, Larry Steven Corley, Jerry R. Hite
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Patent number: 9227947Abstract: The invention relates to a process for the manufacture of epichlorohydrin (“ECH”) by catalytic oxidation of allyl chloride (“AC”) with an oxidant wherein the catalytic oxidation is performed in an aqueous reaction medium, wherein a water-soluble manganese complex is used as oxidation catalyst, followed by the isolation of epichlorohydrin.Type: GrantFiled: May 22, 2014Date of Patent: January 5, 2016Assignee: HEXION INC.Inventors: Ron Postma, Prasad Muppa
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Patent number: 9221959Abstract: The invention relates to non aqueous curing agents for water dispersed epoxy resins. The curing agent composition offers a binder pot life of several hours, and in the presence of a metal, such as zinc, nearly no hydrogen generation is observed. The present curing composition can be mixed with a metal powder to provide a storage stable paste. The curing agent composition and/or paste is fully compatible with an epoxy water based resin. After low shear blending, the epoxy curing agent and metal system is storage stable for several hours working pot life that provides for cured coatings having good performance.Type: GrantFiled: March 4, 2011Date of Patent: December 29, 2015Assignee: HEXION INC.Inventors: Jim Elmore, Pascale Claeys-Bouuaert, Françoise Heine