Solid Polymer Or Specified Intermediate Condensation Product Derived From At Least One Phenolic Reactant And At Least One Aldehyde Or Aldehyde-type Reactant Or Polymer Therefrom Patents (Class 525/480)
  • Patent number: 6207789
    Abstract: The present invention provides a resin containing in the backbone chain a structural unit represented by the following Formula (I) or (II), as a novel phenolic resin having a high Tg, a low moisture absorption, a low molding shrinkage, high adhesive properties and high flow properties. The present invention also provides a resin composition and a molding material each containing the above resin, and an electronic component device having a device element encapsulated with it.
    Type: Grant
    Filed: February 23, 2000
    Date of Patent: March 27, 2001
    Assignee: Hitachi Chemical Co., Ltd.
    Inventors: Haruaki Sue, Shinsuke Hagiwara, Fumio Furusawa, Seiichi Akagi, Kazuyoshi Tendo
  • Patent number: 6194474
    Abstract: The present invention provides a process for the preparation of ion-exchange membranes for use in electromembrane processes. The membranes are prepared from a solution, in a dipolar-aprotic solvent, containing (a) a polymeric sulfonic acid or a polymeric sulfonate salt of formula Polymer-SO3X, where X is H or a monovalent cation, and (b) a basic polymer containing primary, secondary or tertiary basic N. The dissolved polymer blend is spread in a thin layer onto a support, and the solvent is evaporated to form a polymeric film. The films produced by the process are particularly useful as ion-exchange membranes due to improved properties relative to the component polymers with regard to ionic conductivity, swelling permselectivity, and thermal resistance.
    Type: Grant
    Filed: June 12, 1998
    Date of Patent: February 27, 2001
    Assignee: Universtitat Stuttgart
    Inventors: Jochen Kerres, Wei Cui
  • Patent number: 6169159
    Abstract: A halogenated flame retardant for a thermoplastic resin with carbonyl linkages in the main chain such as polyethylene terephthalate or polybutylene terephthalate is obtained by the modification of a brominated bisphenol A epoxy resin optionally advanced with brominated bisphenol A by reaction of the epoxy groups with a C1-C8 alcohol such as methanol or butanol to the extent that the ratio of unmodified epoxy groups to alcohol-modified epoxy groups is from 2/1 to 1/2.
    Type: Grant
    Filed: February 20, 1998
    Date of Patent: January 2, 2001
    Assignee: Tohto Kasei Co., Ltd.
    Inventors: Toshihiko Kawamoto, Tetsunori Sato, Yoshiyuki Morikawa
  • Patent number: 6166151
    Abstract: A lactone chain-extended polyester polyol of the present invention comprises the reaction product of a lactone and a previously chain-extended phenolic-based hydroxyl compound. The previously chain-extended phenolic-based hydroxyl compound may comprise the reaction product of (i) a lactone or an alkoxylating agent selected from the group consisting of alkylene oxides and alkylene carbonates, and (ii) a phenolic aralkylation polymer comprising the reaction product of a phenolic monomer having at least two free reactive positions; a styrene derivative; and a coupling agent. The previously chain-extended phenolic-based hydroxyl compound also may be chain-extended by reacting with a lactam to produce a lactam chain-extended polyester polyamide. The polyols and polyamides of the present invention provide unique combinations of hard and soft functionalities, which translates into materials exhibiting a unique combination of toughness and hardness.
    Type: Grant
    Filed: June 22, 1999
    Date of Patent: December 26, 2000
    Assignee: Georgia-Pacific Resins, Inc.
    Inventors: Rajan Hariharan, David A. Hutchings, Kenneth A. Bourlier, Ellen V. Nagy
  • Patent number: 6153696
    Abstract: A process for the stoichiometric carbonation of a hydroxyaromatic material is provided which comprises the steps of (a) mixing together in a reaction vessel (1) a hydroxyaromatic material, (2) a sufficient amount of a dialkyl dicarbonate to give the desired degree of substitution, (3) a catalytic amount of an unhindered tertiary amine, and (4) a solvent, (b) stirring the reaction mixture, (c) precipitating the alkyl carbonate of the hydroxyaromatic material, and (d) recovering the alkyl carbonate of the hydroxyaromatic material.
    Type: Grant
    Filed: May 10, 1993
    Date of Patent: November 28, 2000
    Assignee: International Business Machines Corporation
    Inventors: Gregory Breyta, Daniel Joseph Dawson, Moahmoud Mostafa Khojasteh, Ranee Wai-Ling Kwong, Elwood Herbert Macy, David Paul Merritt, Wayne Martin Moreau, Stanley Eugene Perreault, Harbans Singh Sachdev, Robert Lavin Wood, Hiroshi Ito
  • Patent number: 6150492
    Abstract: A two-part adhesive is provided wherein the first part comprises a stable aqueous alkaline monohydroxylic phenolic resole resin solution containing a methylene donor such as oxazolidine or a methylolurea and the second part comprises a stable resorcinolic resin precondensate having a shortage of formaldehyde and optionally containing a catalyst such as an ester functional compound for the resole resin. The resin in each part exhibits viscosity stability of an unmodified resin until mixed with the other part wherein the methylene donor, of the first part catalyzes the resorcinolic resin of the second part and the catalyst, when used, of the second part catalyzes the monohydroxylic phenolic resole resin of the first part. The adhesive finds utility in the production of structural lignocellulosic panels.
    Type: Grant
    Filed: February 4, 1994
    Date of Patent: November 21, 2000
    Assignee: Borden Chemical, Inc.
    Inventors: Earl K. Phillips, William D. Detlefsen, Fred E. Carlson
  • Patent number: 6133357
    Abstract: Polymer mixtures comprising at least one thermoset and at least one oxidized polyarylene sulfide have particularly good tribological behavior. Oxidized polyarylene sulfides used in these mixtures are polyarylene sulfones or oxidized polyarylene sulfides in which at least 10% of the sulfur bridges have been converted to sulfone bridges. Polyphenylene sulfone is employed with preference. The polymer mixtures are used to produce gearwheels, gear racks, bearings, chains, wheels or gasket materials.
    Type: Grant
    Filed: March 4, 1998
    Date of Patent: October 17, 2000
    Assignee: Ticona GmbH
    Inventor: Helmut Scheckenbach
  • Patent number: 6130289
    Abstract: An aqueous phenolic resin dispersion that includes an aqueous continuous phase and, dispersed within the aqueous phase, the reaction product of a phenolic resin precursor and a modifying agent wherein the modifying agent includes at least one ionic group and at least one functional moiety that enables the modifying agent to undergo condensation with the phenolic resin precursor. The resulting dispersed phenolic resin reaction product includes at least one phenolic ring to which is bound the ionic group from the modifying agent. The pendant ionic group is a sulfate, sulfonate, sulfinate, sulfenate or oxysulfonate and the reaction-enabling moiety preferably is a hydroxy or hydroxyalkyl.
    Type: Grant
    Filed: January 22, 1999
    Date of Patent: October 10, 2000
    Assignee: Lord Corporation
    Inventor: Helmut W. Kucera
  • Patent number: 6096836
    Abstract: Disclosed herein is a curing catalyst comprising at least one compound which is a substituted or unsubstituted aromatic or heteroaromatic compound and having any one of groups (I) --O--R.sub.1, (II) --O--CY--R.sub.1, or (III) --O--CY--X--R.sub.1, the groups being directly bonded to the armoatic or heteroaromatic ring, in a number of 1 to 10 wherein R.sub.1 may be the same or different and is a substituted or unsubstituted hydrocarbon group having 1 to 20 carbon atoms, X is O or NH and Y is O or S. Furthermore, an epoxy resin composition comprising the curing catalyst is disclosed.
    Type: Grant
    Filed: March 2, 1998
    Date of Patent: August 1, 2000
    Assignee: Kabushiki Kaisha Toshiba
    Inventors: Shuzi Hayase, Yoshihiko Nakano, Shinji Murai, Yukihiro Mikogami
  • Patent number: 6045650
    Abstract: A process is described for applying a solid coating onto a surface of an article. The surface of an article has a first physical property measurable as a degree of hydrophobicity and/or hydrophilicity. A liquid coating of an oxidizable material containing at least one element other than carbon, hydrogen, oxygen and nitrogen is applied onto the surface of the article. The oxidizable material is oxidized on the surface to attach an oxidized material having said at least one element other than carbon, oxygen, nitrogen and hydrogen onto said surface. This process thereby changes the first physical property with respect to its hydrophobicity and/or hydrophilicity. The process is relatively gentle to the underlying surface, at least in part because of the moderate temperatures which may be used for oxidation, and a wide range of properties may be provided onto the surface by appropriate selection and/or mixing of the liquid material and selection of the surface.
    Type: Grant
    Filed: September 16, 1997
    Date of Patent: April 4, 2000
    Assignee: Sunsmart, Inc.
    Inventors: Mark A. Mitchnick, Garry Gwozdz, William A. Hendrickson
  • Patent number: 6046252
    Abstract: A binder composition of a phenolic novolac resin and a (lower) alkoxylated triazine-formaldehyde resin curing agent is disclosed. The triazine resins have sufficient carbon atoms in the alkoxy groups so as to provide a curing agent having a water solubility of less than 15%. The binder cures at high temperatures so as to provide improved flow and prolonged workability to the composition. The compositions are useful in refractory applications having a need for high temperature curing agents such as for maintenance and repair within refractory vessels by gunning/spraying, manufacture of electrodes by the Soderberg method, and for use in blast furnace tap holes.
    Type: Grant
    Filed: February 25, 1997
    Date of Patent: April 4, 2000
    Assignee: Borden Chemical, Inc.
    Inventor: Arthur H. Gerber
  • Patent number: 6022931
    Abstract: The invention provides for a process for the preparation of an advanced epoxy resin by reaction of a compound having on average more than one epoxy group per molecule and a compound having on average one or more hydroxyl group or carboxyl group per molecule in the presence of a catalyst at elevated temperature, the process comprising (1) mixing the epoxy compound, the hydroxyl compound or the carboxyl compound and the catalyst, and (2) transferring the mixture as a feedstream to a surface exposed to an elevated temperature sufficient to produce an advanced epoxy resin which is at least intermittently moving with respect to the feedstream. In a preferred embodiment an endless conveyer belt with additional heating means and optional cooling means are used.
    Type: Grant
    Filed: July 17, 1998
    Date of Patent: February 8, 2000
    Assignee: Shell Oil Company
    Inventors: Johannes Petrus Jozef Beerepoot, Johannes Jozias Blom, Feike De Jong, Wilhelmina Johanna Maria Van Der Linden-Lemmers, Willem Sjardijn, Virgilius Christiaan Johannes Nicolaas Van Liempd, Paulus Egidius Raas
  • Patent number: 5986035
    Abstract: Provided is a high-molecular weight high-ortho novolak type phenolic resin excellent in handleability, heat resistance characteristics, curability and electric characteristics suitable for various uses and superior in balance of properties. This high-molecular weight high-ortho novolak type phenolic resin is a condensate of a trifunctional phenol compound with an aldehyde compound, is soluble in solvents, has a weight-average molecular weight of 50,000 or more calculated by polystyrene standard, has methylene bonds at ortho-ortho position in respect to phenolic hydroxyl group in an amount of 55% or more based on total methylene bonds, and has an extraction water electric conductivity of 10 .mu.S/cm or less.
    Type: Grant
    Filed: April 9, 1998
    Date of Patent: November 16, 1999
    Assignee: Sumitomo Bakelite Company Limited
    Inventors: Masayuki Inagaki, Shoji Tomita
  • Patent number: 5976706
    Abstract: Polyesterdiols having low viscosities of less than 3500 cps, high content of non-volatile matter in excess of 96 wt %, and narrow molecular weight distribution of less than about 1.4 are prepared by esterification of one or more aliphatic dicarboxylic acids or ester derivatives thereof using at least a 1.5 molar excess of one or more aliphatic diols until an acid number of less than 20 is achieved, and stripping excess diol from the polyesterdiol reaction product. Where esterification catalyst is used, catalyst is substantially removed prior to stripping excess unreacted diol from polyesterdiol reaction product. The polyesterdiols so produced are useful as (i) curable components in thermosettable resin compositions, particularly compositions essentially free of volatile organic solvent and also containing a crosslinking agent and a reactive hardening agent: and/or (ii) useful as coatings, paints and adhesives, providing coatings with very low content of volatile organic compounds.
    Type: Grant
    Filed: July 27, 1998
    Date of Patent: November 2, 1999
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Albert Ilya Yezrielev, Konstantinos R. Rigopoulos, Richard William Ryan, Karen K. Kuo, George Andrew Knudsen
  • Patent number: 5925725
    Abstract: An emulsifier composition for water-dilutable epoxy resins comprise condensation products of an aliphatic polyol component having a weight-average molar mass (M.sub.w) of from 200 to 20,000 g/mol, where a mass fraction of at least 5%, has a weight-average molar mass (M.sub.w) of at least 4000 g/mol, and an epoxide component having of at least one epoxide compound having at least two epoxide groups per molecule and an epoxide group content of from 500 to 10,000 mmol/kg, the ratio of the number of hydroxyl groups to that of the epoxide groups (OH):(EP) being from 1:3.51 to 1:10. When the emulsifier is used for the preparation of aqueous epoxy resin systems, the end of the pot life is indicated by a sharp rise in viscosity.
    Type: Grant
    Filed: September 26, 1996
    Date of Patent: July 20, 1999
    Assignee: Vianova Resins GmbH
    Inventors: Armin Pfeil, Dieter Dreischhoff, Stefan Petri, Claus Godau
  • Patent number: 5922448
    Abstract: A curable resin blend including a multifunctional phenolic cyanate/phenolic triazine copolymer; and an epoxy resin, and articles manufactured therefrom. The cured resin blend possesses a high glass transition temperature, flexural strength, elongation, flexural modulus, compressive strength, and compressive modulus properties as well as low moisture absorption properties. The cured blend is suitable for making laminates, coatings, composites, and molds such as via resin transfer molding compression molding, and the like.
    Type: Grant
    Filed: May 19, 1995
    Date of Patent: July 13, 1999
    Assignee: AlliedSignal Inc.
    Inventors: Sajal Das, Geraldine Shu-Chuin Su
  • Patent number: 5919873
    Abstract: Disclosed are novel crosslinked polymers derived from methylol phenols and maleic acid species, and methods of synthesizing these macromolecules. Polyesters and chromandicarboxylic groups are the dominant linkages in the structure of general formula: ##STR1## R is H or a spacing group between aromatics, R.sub.1 is an aldehyde substituent, R.sub.2 a spacing group belonging to multihidric alcohols, a maleyl grouping, and n a whole number either 0 or 1.
    Type: Grant
    Filed: July 24, 1998
    Date of Patent: July 6, 1999
    Assignee: Rio Oeste, S.A.
    Inventor: Nicholas M. Irving
  • Patent number: 5912308
    Abstract: A curable resin blend including a multifunctional phenolic cyanate/phenolic triazine copolymer; and an epoxy resin, and articles manufactured therefrom. The cured resin blend possesses a high glass transition temperature, flexural strength, elongation, flexural modulus, compressive strength, and compressive modulus properties as well as low moisture absorption properties. The cured blend is suitable for making laminates, coatings, composites, and molds such as via resin transfer molding, compression molding, and the like.
    Type: Grant
    Filed: November 30, 1994
    Date of Patent: June 15, 1999
    Assignee: AlliedSignal Inc.
    Inventors: Sajal Das, Geraldine Shu-Chuin Su
  • Patent number: 5895802
    Abstract: The invention concerns redispersible polymer powders characterized by a proportion of 3 to 30% by wt relative to the polymer weight of condensation products of amino-s-triazine/formaldehyde/sulfite with molar ratios of amino-s-triazine to formaldehyde to sulfite of 1/1.3-6.0/0.3-1.5 and with a low free formaldehyde content. These condensation products of amino-s-triazine/formaldehyde/sulfite are exceedingly effective protective colloids when spray-drying polymer dispersions and can be combined in problem-free manner with casein.
    Type: Grant
    Filed: September 21, 1995
    Date of Patent: April 20, 1999
    Assignee: SKW Trostberg Aktiengescellchaft
    Inventors: Josef Weichmann, Alfred Kern
  • Patent number: 5859153
    Abstract: A composition useful as a powder coating comprises an epoxy resin and a novolak compound or resin having a structure obtained from the reaction of a substituted phenol such as cresol and an aldehyde to form a substituted bis(hydroxymethyl) phenol intermediate which is then reacted with a polyhydroxyphenol containing adjacent hydroxyl groups such as catechol to yield a polyhydroxyphenol-endcapped novolak compound or resin.
    Type: Grant
    Filed: June 21, 1996
    Date of Patent: January 12, 1999
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Alan R. Kirk, Allen L. Griggs
  • Patent number: 5847058
    Abstract: A process for the production of a storage-stable, modified phenol-aldehyde resol resin includes the use of an alkylresorcinol modifier and preferably a readily-available mixture of alkylresorcinols. A binder system includes the modified phenol-aldehyde resin combined with a curing agent that includes an additional source of an aldehyde, e.g., a phenol-formaldehyde resin. The resin and binder system are useful in the production of a wood composite (such as plywood, oriented strandboard, or fiberboard).
    Type: Grant
    Filed: April 5, 1996
    Date of Patent: December 8, 1998
    Assignee: Masonite Corporation
    Inventor: Zygmunt Teodorczyk
  • Patent number: 5844063
    Abstract: The present invention relates to a resinous copolymer comprising monomer units of each of the groups of phenol compounds (I) and olefinically unsaturated non-acid terpene compounds (II), characterized in that the copolymer contains monomer units from the group of polyunsaturated olefin compounds (III), the monomer units of compound (III) being 1 to 70% by weight of the total of the monomer units of compounds (II) and (III), the monomer units of compounds (II) and (III) being at least 50% by weight of the total of monomer units of compounds (I), (II) and (III). The melting point of the copolymer is at least 130.degree. C. The copolymers are particularly useful in printing ink formulations.
    Type: Grant
    Filed: October 20, 1997
    Date of Patent: December 1, 1998
    Assignee: Arizona Chemical, S.A.
    Inventors: Jacques Salvetat, Ronald Wind
  • Patent number: 5834569
    Abstract: A composite, polymer bonded abrasive wheel is disclosed for grinding operations and especially for use with multiple station, glass beveling machines. The abrasive wheel breaks in quickly and delivers consistent performance with little or no dressing needed over the entire life of the wheel. In one aspect, the novel abrasive wheel includes a concentrically mounted, annular abrasive rim on a cup shaped hub. The rim can contain an abrasive such as diamond or cubic boron nitride which is embedded in a bonding composition that includes amino aldehyde and phenolic thermoset polymers, a plasticizer, and optionally filler. The hub includes a crosslinkable, strong and rigid, engineering polymer, preferably melamine phenolic thermoset polymer, mixed with spodumene in amount effective to make the coefficient of thermal expansion of the hub match that of the rim. The wheel can be made by simultaneously hot pressing rim and hub preforms and without an additional baking step.
    Type: Grant
    Filed: September 3, 1997
    Date of Patent: November 10, 1998
    Assignee: Norton Company
    Inventors: Srinivasan Ramanath, William H. Williston, Sergej-Tomislav Buljan
  • Patent number: 5824752
    Abstract: The invention provides for a process for the preparation of an advanced resin by reaction of a compound having on average more than one epoxy group per molecule and a compound having on average one or more hydroxyl group or carboxyl group per molecule in the presence of a catalyst at elevated temperature, the process comprising (1) mixing the epoxy compound, the hydroxyl compound or the carboxyl compound and the catalyst, and (2) transferring the mixture as a feedstream to a surface exposed to an elevated temperature sufficient to produce an advanced epoxy resin which is at least intermittently moving with respect to the feedstream. In a preferred embodiment an endless conveyer belt with additional heating means and optional cooling means are used.
    Type: Grant
    Filed: April 18, 1997
    Date of Patent: October 20, 1998
    Assignee: Shell Oil Company
    Inventors: Johannes Petrus JozeF Beerepoot, Johannes Jozias Blom, Feike De Jong, Wilhelmina Johanna Maria Van Der Linden-Lemmers, Willem Sjardijn, Virgilius Christiaan Johannes Nicolaas Van Liempd, Paulus Egidius Raas
  • Patent number: 5817723
    Abstract: A toughened thermoplastic polymer composition comprising (a) 1-30 weight percent of a polar toughening agent compatibilized with a polyphenol, and (b) 70-99 weight percent of at least one thermoplastic polymer, the above state percentages being based on the total weight of components (a) and (b) only.
    Type: Grant
    Filed: September 4, 1996
    Date of Patent: October 6, 1998
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Edmund Arthur Flexman, Jr., Tatsuhiro Takahashi, Toshikazu Kobayashi
  • Patent number: 5811497
    Abstract: Disclosed herein is a curing catalyst comprising at least one compound which is a substituted or unsubstituted aromatic or heteroaromatic compound and having any one of groups (I) --O--R.sub.1, (II) --O--CY--R.sub.1, or (III) --O--CY--X--R.sub.1, the groups being directly bonded to the armoatic or heteroaromatic ring, in a number of 1 to 10 wherein R.sub.1 may be the same or different and is a substituted or unsubstituted hydrocarbon group having 1 to 20 carbon atoms, X is O or NH and Y is O or S. Furthermore, an epoxy resin composition comprising the curing catalyst is disclosed.
    Type: Grant
    Filed: September 11, 1995
    Date of Patent: September 22, 1998
    Assignee: Kabushiki Kaisha Toshiba
    Inventors: Shuzi Hayase, Yoshihiko Nakano, Shinji Murai, Yukihiro Mikogami
  • Patent number: 5795934
    Abstract: A water-soluble urea-extended phenol-formaldehyde resole resin stabilized with an alkanolamine alone or combined with a monosaccharide or disaccharide, methods of manufacturing the resin and using it, and products prepared using the resin.
    Type: Grant
    Filed: May 20, 1997
    Date of Patent: August 18, 1998
    Assignee: Georgia-Pacific Resins, Jr.
    Inventor: Claude Phillip Parks
  • Patent number: 5789496
    Abstract: A method for the removal, separation, and concentration of cesium cations from a source solution which may contain larger concentrations of other alkali metal ions comprises bringing the source solution into contact with a polymeric resin containing poly(hydroxyarylene) ligands. The poly(hydroxyarylene) ligand portion(s) of the polymeric resins has affinity for cesium, thereby removing cesium from the source solution. The source solutions from which the cesium has been removed may then be treated or disposed of as desired and the cesium cations are then removed from the polymeric resin through contact with a much smaller volume of a receiving solution in which these cesium cations are soluble and has greater affinity for such cations than does the poly(hydroxyarylene) ligand or protonates the ligand, thereby quantitatively stripping the completed cesium cations from the ligand and recovering them in concentrated form in said receiving solution.
    Type: Grant
    Filed: January 24, 1997
    Date of Patent: August 4, 1998
    Assignee: IBC Advanced Technologies, Inc.
    Inventors: Bryon J. Tarbet, Garren Maas, Krzysztof E. Krakowiak, Ronald L. Bruening
  • Patent number: 5756599
    Abstract: A process for producing a phenol-aldehyde (e.g., cresol-aldehyde) resin that is modified with a dihydroxybenzene compound. The resin may form a binder system when combined with a curing agent which includes an additional source of an aldehyde. The resin and adhesive are useful in the production of wood composite articles by a steam injection process.
    Type: Grant
    Filed: July 7, 1997
    Date of Patent: May 26, 1998
    Assignee: Masonite Corporation
    Inventor: Zygmunt Teodorczyk
  • Patent number: 5756592
    Abstract: A continuous process for the production of a phenolic-based cyanate ester resin is provided and includes the steps of: feeding a phenolic organic compound, a trialkylamine and a cyanogen halide into a continuous, plug-flow type reactor; causing the reactants to flow through and react in the reactor over a period of time defined as a residence time; continuously reacting the phenolic organic compound, the triallckylamine and the cyanogen halide in the reactor; and maintaining a temperature in the reactor of between about -75.degree. C. to about 0.degree. C. The reactor has a length which is equal to or greater than ten times its internal diameter. The mol equivalent concentration of the cyanogen halide is greater than the mol equivalent concentration of the trialkylamine, and the mol equivalent of the trialkylamine is greater than the mol equivalent of the phenolic organic compound.
    Type: Grant
    Filed: November 15, 1996
    Date of Patent: May 26, 1998
    Assignee: AlliedSignal, Inc.
    Inventors: William B. Bedwell, Raymond J. Swedo, Bruce T. DeBona, George D. Green
  • Patent number: 5733942
    Abstract: This invention relates to a granular phenolic resin forming material. Grains are obtained by pulverizing a hardened phenol resin or epoxy resin, particularly a waste, having aromatic rings. The grains are heated to react with a phenolic substance, to solubilize at least surfaces thereof, whereby the grains are made formable again. The pulverized, hardened grains and the phenolic substance, preferably a phenol, are mixed in the ratio of 100/10 to 100/90. An acid catalyst may be used, as necessary, in a quantity not exceeding 9 parts. A preferred reaction temperature is 80.degree. to 180.degree. C. at atmosphere pressure. The forming material of this invention may be formed with hexamine compounded therewith.
    Type: Grant
    Filed: September 25, 1996
    Date of Patent: March 31, 1998
    Assignee: Hisaji Tanazawa
    Inventors: Hisaji Tanazawa, Takeshi Hirohata, Ryutaro Nishimura
  • Patent number: 5719239
    Abstract: A coated panel formed from a self-supporting cellulosic substrate and a top coating containing a thermoset resin having about 0.1-1.5 wt % free formaldehyde admixed with said resin; and (b) a thermoplastic polymer thoroughly admixed with said resin, wherein said thermoplastic polymer exhibits amine groups capable of reacting with at least some of the free formaldehyde under resin curing conditions. The coated panel can be embossed with decorative patterns such as wood grain without fracture of the coated surface or significant buildup on the press or embossing die surfaces.
    Type: Grant
    Filed: December 18, 1996
    Date of Patent: February 17, 1998
    Assignee: Georgia-Pacific Resins, Inc.
    Inventors: George E. Mirous, Bernard E. Sullivan
  • Patent number: 5714544
    Abstract: An aromatic hydrocarbon formaldehyde resin novolak, useful as a raw phenolic compound for producing a curing agent and an epoxy resin, an epoxy resin composition which contains a novolak type epoxy resin derived from the above novolak resin and an epoxy resin and is therefore excellent in heat resistance, adhesion and humidity resistance, and a process for the production of a phenolic resin, which comprises reacting an aromatic hydrocarbon formaldehyde resin, phenol and formaldehyde in a novolak-forming reaction in the presence of a catalyst to prepare an aromatic hydrocarbon formaldehyde resin novolak, and treating the reaction product with steam while maintaining the temperature of a reaction mixture at 120.degree. to 195.degree. C. to remove unreacted substances and to decompose high-molecular-weight polymers.
    Type: Grant
    Filed: November 19, 1996
    Date of Patent: February 3, 1998
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Kazuyuki Ohya, Seiji Kita, Takaaki Fukai, Michio Ohba
  • Patent number: 5708087
    Abstract: A composition which provides polyamide substrates with resistance to staining by acid dyes comprising(A) carboxylic acid-containing stain-resist polymers selected from:(i) methacrylic acid polymers, or(ii) hydrolyzed copolymers of maleic anhydride with ethylenically unsaturated aromatics, alpha-olefins, alkyl vinyl ethers or alkyl allyl ethers or(iii) mixtures of (i) and (ii),and(B) resole condensates prepared by reacting bis(hydroxyphenyl)sulfone which contains no sulfonate or carboxylate groups with formaldehyde in the presence of an alkali metal hydroxide, at a bis(hydroxyphenyl)sulfone resole resin:carboxylic acid-containing stain-resist polymer weight ratio in the range between about 1:20 and 2.5:1.0 is disclosed.
    Type: Grant
    Filed: May 14, 1997
    Date of Patent: January 13, 1998
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Robert Craig Buck, Engelbert Pechhold
  • Patent number: 5693725
    Abstract: Novel polymers of general formula: ##STR1## wherein where n is a whole number from 2 to 10; R is a spacing group comprising (a) at least one of m methylene units where m is a whole number from 1 to 20, m' methine units where m' is a whole number from 0 to 20, a mixture of m methylene units and m' methine units where m+m'.ltoreq.20, and units of formula --(CH.sub.2 -CHX-O).sub.m" --, where m" is a whole number from 0 to 200 and X is H, CH.sub.3 or C.sub.2 H.sub.5, or (b) an aromatic ring having one, two or three members; R' is H, an alkyl group having no more than 20 carbon atoms, an aryl group having no more than three rings, or a combination thereof; R" is a group containing at least two active hydrogen atoms and having at least two but no more than 20 carbon atoms; and R'" is a group containing at least two active hydrogen atoms and is selected from the group consisting of alkyl, aryl and mixed alkyl-aryl species having from 1 to 200 carbon atoms; polyalkylene oxides; and urea formaldehyde resin.
    Type: Grant
    Filed: August 29, 1995
    Date of Patent: December 2, 1997
    Assignees: Lifesource International, Ltd., Jojani, Inc.
    Inventor: Nicholas M. Irving
  • Patent number: 5691426
    Abstract: A resin composition useful as a binder is provided comprising a mixture of a formaldehyde-based resin with a resin substitute comprising the reaction product of an amine derivative chosen from melamine, glycolurile or their mixtures with 1 to 2 moles of a C.sub.1 to C.sub.8 dialkoxyethanal, the reaction product is mixed, preferably reacted, with a polyol.
    Type: Grant
    Filed: February 28, 1997
    Date of Patent: November 25, 1997
    Assignee: Sequa Chemicals, Inc.
    Inventor: William Floyd
  • Patent number: 5686506
    Abstract: A binder solution of a phenolic novolak resin in solvent, preferably furfuryl alcohol containing at least one chemical agent such as amines containing one to five, preferably two to four, nitrogen atoms, glycerine or mixtures thereof. Preferably, the binder solution contains about 0.2 to about 1.5 weight percent water. The binder solution is for binding refractory objects, preferably those containing doloma (calcined dolomite) aggregate. Methods of mixing these ingredients and using the mixture are also disclosed. Bricks made from the doloma aggregate mixed with the binder solution show good ambient temperature green strength and enhanced modulus of rupture after curing and coking.
    Type: Grant
    Filed: April 4, 1995
    Date of Patent: November 11, 1997
    Assignee: Borden Chemical, Inc.
    Inventor: Arthur Harry Gerber
  • Patent number: 5677414
    Abstract: Cyclic acetal derivative of a resole includes the reaction product of an ortho resole compound with a carbonyl compound or a carbonyl compound derivative. The cyclic acetal derivatives of phenolic resole compounds exhibit enhanced storage stability and can be readily activated at elevated temperatures to prepare phenolic based adhesives and coatings.
    Type: Grant
    Filed: April 25, 1996
    Date of Patent: October 14, 1997
    Assignee: Lord Corporation
    Inventors: Esther Spaltenstein, Ernest B. Troughton, Jr.
  • Patent number: 5677380
    Abstract: A planarizing material comprising a resin capable of having its practical temperature for a planarizing step set at a level lower than 200.degree. C., and a melamine-type heat-curing agent and/or an epoxy-type heat-curing agent.
    Type: Grant
    Filed: March 24, 1995
    Date of Patent: October 14, 1997
    Assignee: Tosoh Corporation
    Inventors: Kosaburo Matsumura, Mitsumasa Akashi, Yoshitaka Tsutsumi, Masazumi Hasegawa
  • Patent number: 5668226
    Abstract: A polyhydroxystyrene having a 2,4-diamino-s-triazinyl group substituted for 1-50 mol % of its hydroxyl group and a weight average molecular weight of 3,000-50,000 is provided. A negative radiation-sensitive resist composition comprising the polymer, preferably along with a photo-acid generator and a crosslinking agent has high resolution and developability, affords a resist pattern of rectangular profile, and is shelf stable. The composition is thus very useful as resist material for LSI manufacture.
    Type: Grant
    Filed: October 29, 1996
    Date of Patent: September 16, 1997
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Tomoyoshi Furihata, Motoyuki Yamada
  • Patent number: 5663246
    Abstract: Cyclic acetal derivative of a resole includes the reaction product of an ortho resole compound with a carbonyl compound or a carbonyl compound derivative. The cyclic acetal derivatives of phenolic resole compounds exhibit enhanced storage stability and can be readily activated at elevated temperatures to prepare phenolic based adhesives and coatings.
    Type: Grant
    Filed: October 26, 1994
    Date of Patent: September 2, 1997
    Assignee: Lord Corporation
    Inventors: Esther Spaltenstein, Ernest B. Troughton, Jr.
  • Patent number: 5656702
    Abstract: A method for the removal separation, and concentration of cesium cations from a source solution which may contain larger concentrations of other alkali metal ions comprises bringing the source solution into contact with a polymeric resin containing poly(hydroxyarylene) ligands. The poly(hydroxyarylene) ligand portion(s) of the polymeric resins has affinity for cesium, thereby removing cesium from the source solution. The source solutions from which the cesium has been removed may then be treated or disposed of as desired and the cesium cations are then removed from the polymeric resin through contact with a much smaller volume of a receiving solution in which these cesium cations are soluble and has greater affinity for such cations than does the poly(hydroxyarylene) ligand or protonates the ligand, thereby quantitatively stripping the complexed cesium cations from the ligand and recovering them in concentrated form in said receiving solution.
    Type: Grant
    Filed: November 4, 1994
    Date of Patent: August 12, 1997
    Assignee: IBC Advanced Technologies, Inc.
    Inventors: Bryon J. Tarbet, Garren Maas, Krzysztof E. Krakowiak, Ronald L. Bruening
  • Patent number: 5652047
    Abstract: Preparation of binder resins having improved flow properties in the manufacture of curable fiber composites of natural or synthetic fiber materials, which are based on thermosetting novolaks which contain crosslinking agents and contain practically no free mononuclear phenols, by admixing polyglycols and/or polycarboxylic acids or anhydrides thereof and/or acid esters of polyglycols and polycarboxylic acids, preferably in amounts of in total up to 20% by weight, to the novolaks in the melt, pulverizing the mixture, after cooling to room temperature, and mixing it intimately with the required amount of pulverulent crosslinking agent.
    Type: Grant
    Filed: May 20, 1996
    Date of Patent: July 29, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang Hesse, Erhard Leicht, Richard Sattelmeyer, Ralph Schaefer
  • Patent number: 5648434
    Abstract: Sulfonimide cure catalysts are used with aminoplast crosslinking agents and resins capable of reacting with aminoplast crosslinking agents to prepare heat curable compositions capable of crosslinking to form coatings and articles. Liquid or solid curable compositions may be prepared. Solid sulfonimide catalysts used in combination with solid glycoluril type crosslinking agents are well suited for powder coating systems containing hydroxy- and carboxy-functional resins.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: July 15, 1997
    Assignee: Cytec Technology Corp.
    Inventors: Jeno G. Szita, Subban Ramesh, William Jacobs, III, John Colin Brogan
  • Patent number: 5648435
    Abstract: A process of preparing multicyanate esters by: a) reacting an adduct of a tertiary amine and a phenol-formaldehyde oligomer or derivative thereof with cyanogen halide in a solvent reaction medium under conditions to form a reaction product stream containing at least one of the following compounds selected from the group consisting of tertiary amine-hydrohalide salt, solvent, and impurities, and, based upon the total weight of the reaction product stream excluding the weight of said tertiary amine-hydrohalide salt, from about 10 percent to about 40 percent of a multicyanate ester; b) recycling a portion of said reaction product stream into the mixture of step a; and c) separating and recovering said solvent and tertiary amine from said reaction product stream. The multicyanate ester products produced are useful as bonding agents in friction materials, molding materials, coatings, and adhesives.
    Type: Grant
    Filed: November 17, 1995
    Date of Patent: July 15, 1997
    Assignee: AlliedSignal Inc.
    Inventors: David W. H. Roth, Jr., Sajal Das
  • Patent number: 5646199
    Abstract: A binder resin composition, a curing agent composition, a caking additive composition, a kit, a casting mold composition and a process for manufacturing a casting mold are disclosed, wherein a metallic compound containing a metallic element belonging to Group IB to VIII of the Periodic Table is utilized. The compositions are useful for the production of a sand mold for casting, having an excellent strength, from reclaimed sand, in a self-hardening or gas hardening mold process. The casting mold according to the present invention, which is manufactured in the presence of a metallic compound containing a metallic element belonging to Group IB to VIII of the Perioidic Table has excellent strength.
    Type: Grant
    Filed: July 21, 1992
    Date of Patent: July 8, 1997
    Assignee: Kao Corporation
    Inventors: Akira Yoshida, Kazuhiko Kiuchi, Naoki Kyochika, Akio Mamba, Hitoshi Funada
  • Patent number: 5646219
    Abstract: A process for the production of a modified phenol-aldehyde resin which may form a binder system when combined with a curing agent which includes an additional source of an aldehyde, e.g., a phenol-formaldehyde resin. The inventive phenol-aldehyde resin may be modified with compounds from one of the following classes: (1) dihydroxybenzenes, (2) aminophenols, and (3) phenylenediamines. The resin and adhesive are useful in the production of a wood composite (such as plywood, oriented strandboard, or fiberboard).
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: July 8, 1997
    Assignee: Masonite Corporation
    Inventor: Zygmunt Teodorczyk
  • Patent number: 5643675
    Abstract: The invention relates to the use of tripotassium citrate monohydrate and other alkali metal salts of polybasic acid as bench life extenders in heat curable hot box foundry mixtures comprising sand, thermosetting binder resin, and a latent acid catalyst composition. In one embodiment, the thermosetting binder resin is a phenolic resole resin modified with urea formaldehyde resin. In another embodiment, the thermosetting binder resin is a furfuryl alcohol resin modified with urea formaldehyde resin.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: July 1, 1997
    Assignee: Borden, Inc.
    Inventors: William John Ward, Robert Anton Laitar, Bruce Eric Wise
  • Patent number: 5641839
    Abstract: This invention relates to a semiconductor encapsulating novolac type epoxy resin with the reduced stress, which is obtained by an addition reaction 1 to 15% of a novolac type epoxy resin of the following formula with a monohydric or dihydric aliphatic alcohol: ##STR1## (wherein R.sub.1 is hydrogen, halogen, alkyl, or aryl; R.sub.2 is selected from the group consisting of hydrogen, alkyl, aryl, or aryl having a substituent which may be glycidylether; and n is an integer not less than 0.
    Type: Grant
    Filed: July 24, 1995
    Date of Patent: June 24, 1997
    Assignee: Totokasei Co., Ltd.
    Inventors: Chiaki Asano, Seigo Takuwa, Hideyasu Asakage
  • Patent number: 5637658
    Abstract: A process for the production of a modified phenol-aldehyde resin which may form a binder system when combined with a curing agent which includes an additional source of an aldehyde, e.g., a phenol-formaldehyde resin. The inventive phenol-aldehyde resin may be modified with compounds from one of the following classes: (1) dihydroxybenzenes, (2) arninophenols, and (3) phenylenediamines. The resin and adhesive are useful in the production of a wood composite (such as plywood, oriented strandboard, or fiberboard).
    Type: Grant
    Filed: May 23, 1995
    Date of Patent: June 10, 1997
    Assignee: Masonite Corporation
    Inventor: Zygmunt Teodorczyk