-n-c(=x)-n-containing Reactant Or Polymer, E.g., Urea, Etc. (x Is Chalcogen) Patents (Class 525/498)
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Patent number: 8318849Abstract: A high solids, non-aqueous dispersion, clearcoat composition is disclosed, comprising a functional polymer selected from the group consisting of a) carbamate-functional polymers and b) hydroxyl-functional polymers; c) a curing agent selected from the group consisting of aminoplast resins and blocked polyisocyanates; and d) a weak non-polar solvent, wherein the coating is high solids, substantially clear and transparent, and further comprises a dispersed phase and a continuous phase.Type: GrantFiled: April 21, 2006Date of Patent: November 27, 2012Assignee: BASF Coatings GmbHInventors: Marvin L. Green, Donald H. Campbell
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Patent number: 8088881Abstract: Melamine-urea-formaldehyde resins may be prepared using processes including a first cook stage, a second cook stage, and a final addition wherein: the molar ratio of formaldehyde to urea and melamine (F:U+M) in the first cook stage is from about 2.0 to about 5.0; and the molar ratio of formaldehyde to urea and melamine (F:U+M) in the second cook stage is from about 1.5 to 3.0; and the molar ratio of formaldehyde to urea and melamine (F:U+M) in the final addition from about 0.4 to 0.70.Type: GrantFiled: June 25, 2008Date of Patent: January 3, 2012Assignee: Momentive Specialty Chemicals Inc.Inventors: Byung Young No, William K. Motter, David M. Harmon
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Patent number: 7989575Abstract: A composition is disclosed, which comprises a hydroxyaromatic-aldehyde resole resin comprising an aldehyde and a hydroxyaromatic compound, modified with a urea-aldehyde condensate. The hydroxyaromatic-aldehyde resole resin is prepared without ammonia or a primary amine and the composition does not contain a triazone or a substituted triazone compound. The composition has improved premix stability, improved cure efficiency, comparable tensile strength, and lower volatiles than the hydroxyaromatic-aldehyde resole resin unmodified with a urea-aldehyde condensate. Also disclosed are articles prepared therefrom.Type: GrantFiled: December 14, 2007Date of Patent: August 2, 2011Assignee: Momentive Specialty Chemicals Inc.Inventor: Stephen W. Arbuckle
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Patent number: 7872088Abstract: Disclosed are binders including urea-extended phenol-formaldehyde alkaline resole resins to which melamine-containing resin has been added, and non-woven fiber compositions made therewith. The disclosed binders may be cured to low formaldehyde-emission and low trimethylamine-emission, water-resistant thermoset binders.Type: GrantFiled: February 15, 2007Date of Patent: January 18, 2011Assignee: Knauf Insulation GmbHInventors: William S. Miller, Brian L. Swift, Scott L. Stillabower
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Patent number: 7345101Abstract: A corrosion resistant, alkali resistant coating composition is disclosed. The composition comprises a binder comprising a reaction product of an epoxy-containing material and a phosphorus-containing material together with a curing agent. Aminoplasts, especially melamine-based aminoplasts, are particularly suitable curing agents. A source of silicon can optionally be included. The compositions also provide excellent adhesion and can be used with or without a weldable primer. The compositions are applied to and cured on a metal substrate.Type: GrantFiled: February 2, 2006Date of Patent: March 18, 2008Assignee: PPG Industries Ohio, Inc.Inventors: Michael J. Pawlik, Dennis W. Jones, Ralph C. Gray, Richard M. Nugent, Jr., Yves Le Disert, Laurent Deronne
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Patent number: 7323534Abstract: A composition is disclosed, which comprises a hydroxyaromatic-aldehyde resole resin comprising an aldehyde and a hydroxyaromatic compound, modified with a urea-aldehyde condensate. The composition has improved premix stability, improved cure efficiency, comparable tensile strength, and lower volatiles than the hydroxyaromatic-aldehyde resole resin unmodified with a urea-aldehyde condensate. Also disclosed are articles prepared therefrom.Type: GrantFiled: October 12, 2005Date of Patent: January 29, 2008Assignee: Hexion Specialty Chemicals, Inc.Inventor: Stephen W. Arbuckle
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Patent number: 7122605Abstract: The invention relates to a method of making an acrylic graft polymer, especially a urethanized acrylic graft polymer. The method of the invention requires an ethylenically unsaturated monomer mixture (a) comprising a monomer (ai) of a particular structure having at least one cyclic carbonate group and the polymerization of the monomer mixture (a) under free radical polymerization conditions to make an acrylic backbone polymer (b) comprising one or more cyclic carbonate functional groups (bi). At least one grafting moiety (c) is then provided, said grafting moiety (c) comprising at least one amine group (ci) selected from primary amines, secondary amines, and mixtures of both primary and secondary amines. The grafting moiety (c) is then grafted onto acrylic backbone polymer (b) via reaction between the at least one amine group (ci) and cyclic carbonate functional groups (bi) so as to make an urethanized acrylic graft polymer.Type: GrantFiled: November 29, 2001Date of Patent: October 17, 2006Assignee: BASF CorporationInventors: Walter H. Ohrbom, Patricia A. Herrel, John W. Rehfuss
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Patent number: 6864344Abstract: Sulfonated condensation products that are stable in storage and have increased thermal stability are based on aminoplastic formers having at least two amino groups or naphthalene and formaldehyde and, optionally include organic nitrogen bases which additionally contain, as nitrogenous formulation auxiliary agents, compounds of general formula (I) R1—NH—X—Y—R2, wherein R1 and R2 independently represent H, —CH3, —C2H5, —C3H7, —(CH2)n—CH2—; X?—CH2, CO, CS; Y?S, NH, —(CH2)m—; n=0 to 9; m=1 to 4; and/or compounds of general formula (II), wherein Z?—OCH3, —SO3—H, —SO3Na+, —NO2, —NH2, —NH—NH2, —CO2—Na+, —CHO. The mole ratio of aminoplastic formers: formaldehyde: sulfite: nitrogenous formulation auxiliary agents rangin from 1:1.9 to 6.0:1.0 to 2.0:0.01 to 1.5 and/or the mole ratio of naphthalene sulfonic acid: formaldehyde; nitrogenous formulation auxiliary agents equals 1:0.7 to 3.0:0.01 to 1.5. Method for preparing these condensation products of using them, e.g.Type: GrantFiled: September 29, 2000Date of Patent: March 8, 2005Assignee: SKW Polymers GmbHInventors: Uwe Holland, Martin Matzinger, Johann Plank
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Patent number: 6838530Abstract: The invention provides a method of making a number of different multifunctional acrylic materials from a limited number of starting materials. The method of the invention requires the product of a masterbatch of an acrylic oligomer or polymer having two or more cyclic carbonate functional groups. A first portion of the masterbatch is then reacted with ammonia and a grafting material (c) in either successive or simultaneous reactions to provide a first multifunctional acrylic oligomer or polymer. Additional portions of the masterbatch may be reacted with ammonia and other grafting materials (c), different from the first grafting material (c), in either successive or simultaneous reactions to provide different multifunctional acrylic oligomers or polymers.Type: GrantFiled: December 20, 2002Date of Patent: January 4, 2005Assignee: BASF CorporationInventors: Walter H. Ohrbom, Patricia A. Herrel
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Patent number: 6825286Abstract: The invention relates to a method of making waterborne multifunctional materials, especially waterborne multifunctional materials comprising at least one primary carbamate group and a grafting moiety (cii). The method of the invention requires the successive or simultaneous reactions of a material P with a grafting material (c) and ammonia. Material P comprises two or more cyclic carbonate groups (bi). Grafting material (c) comprises at least one amine group (ci) and a grafting moiety (cii). The amine group (ci) is selected from primary amines, secondary amines, and mixtures thereof. The resulting waterborne multifunctional materials may be water dispersible, water soluble and/or useful in electrodeposition coatings.Type: GrantFiled: December 20, 2002Date of Patent: November 30, 2004Assignee: BASF CorporationInventors: Walter H. Ohrbom, Patricia A. Herrel
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Patent number: 6812300Abstract: The invention relates to a method of making multifunctional materials, especially materials comprising at least one primary carbamate group and a grafting moiety (cii). The method of the invention requires the successive or simultaneous reactions of a material P with a grafting material (c) and ammonia. Material P comprises two or more cyclic carbonate groups (bi). Grafting material (c) comprises at least one amine group (ci) and a grafting moiety (cii). The amine group (ci) is selected from primary amines, secondary amines, and mixtures thereof. The resulting multifunctional materials are useful in a variety of curable coating compositions, including solventborne, waterborne, electrodeposition, liquid solvent free coatings, powder, and powder slurry.Type: GrantFiled: December 20, 2002Date of Patent: November 2, 2004Assignee: BASF CorporationInventors: Walter H. Ohrbom, Patricia A. Herrel
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Patent number: 6800717Abstract: Non-gelled polymeric polyols are prepared by the acid catalyzed copolymerization of epoxy resins and water. When the starting resin is an epoxy resin derived from bisphenol-A, the resulting product has much lower levels of bisphenol-A and diglycidyl ether of bisphenol-A (DGEBA) compared to traditional epoxy resins of comparable molecular weight prepared by the advancement process. The product can be cured with OH reactive crosslinkers such as amino resins and polyisocyanates to yield thermosetting coatings with useful properties.Type: GrantFiled: January 31, 2002Date of Patent: October 5, 2004Assignee: Air Products and Chemicals, Inc.Inventors: Frederick Herbert Walker, John Bartram Dickenson
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Patent number: 6710138Abstract: The instant invention provides carbamate functional polymers and/or oligomers and coating compositions containing such which have improved levels of nonvolatile solids yet demonstrate good sprayability and etch resistance.Type: GrantFiled: January 15, 2003Date of Patent: March 23, 2004Assignee: BASF CorporationInventors: Walter H Ohrbom, John W. Rehfuss
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Publication number: 20030144429Abstract: The instant invention provides carbamate functional polymers and/or oligomers and coating compositions containing such which have improved levels of nonvolatile solids yet demonstrate good sprayability and etch resistance.Type: ApplicationFiled: January 15, 2003Publication date: July 31, 2003Inventors: Walter H. Ohrbom, John W. Rehfuss
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Publication number: 20030100687Abstract: The invention relates to a method of making an acrylic graft polymer, especially a urethanized acrylic graft polymer. The method of the invention requires an ethylenically unsaturated monomer mixture (a) comprising a monomer (ai) of a particular structure having at least one cyclic carbonate group and the polymerization of the monomer mixture (a) under free radical polymerization conditions to make an acrylic backbone polymer (b) comprising one or more cyclic carbonate functional groups (bi). At least one grafting moiety (c) is then provided, said grafting moiety (c) comprising at least one amine group (ci) selected from primary amines, secondary amines, and mixtures of both primary and secondary amines. The grafting moiety (c) is then grafted onto acrylic backbone polymer (b) via reaction between the at least one amine group (ci) and cyclic carbonate functional groups (bi) so as to make an urethanized acrylic graft polymer.Type: ApplicationFiled: November 29, 2001Publication date: May 29, 2003Inventors: Walter H. Ohrbom, Patricia A. Herrel, John W. Rehfuss
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Patent number: 6566459Abstract: A melamine-urea-formaldehyde resin modified with a cyclic urea prepolymer and sodium metabisulfite. Products prepared with the binder include wood composites such as particleboard and medium density fiberboard.Type: GrantFiled: April 29, 2002Date of Patent: May 20, 2003Assignee: Georgia-Pacific Resins, Inc.Inventors: Pablo G. Dopico, Stacey L. Wertz, James C. Phillips, George E. Mirous
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Patent number: 6541577Abstract: The instant invention provides carbamate functional polymers and/or oligomers and coating compositions containing such which have improved levels of nonvolatile solids yet demonstrate good sprayability and etch resistance. The carbamate functional polymers and/or oligomers of the invention comprise the polymerization reaction product of (a) a polymer or oligomer comprising a plurality of functional.Type: GrantFiled: December 6, 2000Date of Patent: April 1, 2003Assignee: BASF CorporationInventors: Walter H Ohrbom, John W. Rehfuss
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Patent number: 6541576Abstract: A catalyst curing system or hardener for resorcinolic resins, such as resorcinol-formaldehyde or phenol-resorcinol-formaldehyde resins including methylolurea. The methylolurea may be used in combination with oxazolidine in ratios ranging from 5:95 to 95:, by molar basis. The hardener crosslinks the resins which permits reduction or “fuming” of formaldehyde as well as control of gel times of the resulting adhesive. The hardener of the present invention if of particular utility in adhesives for use in the forest products industry.Type: GrantFiled: August 11, 1998Date of Patent: April 1, 2003Assignee: Borden Chemical, Inc.Inventors: Earl K. Phillips, Arthur J. Garwood, William D. Detlefsen
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Patent number: 6399719Abstract: A melamine-containing resin modified with a cyclic urea prepolymer comprising urea, formaldehyde and ammonia or a primary amine. The prepolymer-modified melamine-containing resin provides useful binders alone, or when combined or coreacted with other resins. Products prepared with the binder include wood composites such as particleboard and medium density fiberboard.Type: GrantFiled: June 23, 1999Date of Patent: June 4, 2002Assignee: Georgia-Pacific Resins, Inc.Inventors: Pablo G. Dopico, Brian M. Peek, Benjamin D. Gapud, Kelly A. Shoemake, James C. Phillips
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Patent number: 6379814Abstract: The preparation of phenol-formaldehyde and melamine-formaldehyde resin-based binders extended with a cyclic urea-formaldehyde prepolymer and to products prepared using the binders. More particularly, the invention relates to a cyclic urea prepolymer comprising urea, formaldehyde, and ammonia or a primary amine which, when added to a phenol-formaldehyde or melamine-formaldehyde based resin, results in a useful binder for the manufacturer numerous articles.Type: GrantFiled: September 7, 2001Date of Patent: April 30, 2002Assignee: Georgia-Pacific Resins, Inc.Inventors: F. C. Dupre, Millard E. Foucht, William P. Freese, Kurt D. Gabrielson, Benjamin D. Gapud, W. Hayes Ingram, Ted M McVay, Richard A. Rediger, Kelly A. Shoemake, Kim K. Tutin, James T. Wright
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Patent number: 6369171Abstract: The preparation of phenol-formaldehyde and melamine formaldehyde resin-based binders extended with a cyclic urea-formaldehyde prepolymer and to products prepared using the binders. More particularly, the invention relates to a cyclic urea prepolymer comprising urea, formaldehyde, and ammonia or a primary amine which, when added to a phenol-formaldehyde or melamine-formaldehyde based resin, results in a useful binder for the manufacturer numerous articles.Type: GrantFiled: December 14, 2000Date of Patent: April 9, 2002Assignee: Georgia-Pacific Resins, Inc.Inventors: Frederick C. Dupre, Millard E. Foucht, William P. Freese, Kurt D. Gabrielson, Benjamin D. Gapud, W. Hayes Ingram, Ted M McVay, Richard A. Rediger, Kelly A. Shoemake, Kim K. Tutin, James T. Wright
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Patent number: 6114491Abstract: The preparation of phenol-formaldehyde and melamine-formaldehyde resin-based binders extended with a cyclic urea-formaldehyde prepolymer and to products prepared using the binders. More particularly, the invention relates to a cyclic urea prepolymer comprising urea, formaldehyde, and ammonia or a primary amine which, when added to a phenol-formaldehyde or melamine-formaldehyde based resin, results in a useful binder for the manufacturer numerous articles.Type: GrantFiled: December 17, 1998Date of Patent: September 5, 2000Assignee: Georgia-Pacific Resins, Inc.Inventors: F. C. Dupre, Millard E. Foucht, William P. Freese, Kurt D. Gabrielson, Benjamin D. Gapud, W. Hayes Ingram, Ted M. McVay, Richard A. Rediger, Kelly A. Shoemake, Kim K. Tutin, James T. Wright
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Patent number: 5756599Abstract: 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: GrantFiled: July 7, 1997Date of Patent: May 26, 1998Assignee: Masonite CorporationInventor: Zygmunt Teodorczyk
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Patent number: 5342916Abstract: Condensation polymers of sulfonated phenols, urea, other organic nitrogen-bases and formaldehyde, obtainable by(A) sulfonation of phenols with from 1.0 to 1.5 moles of sulfuric acid per mole of phenol and(B) condensation of these sulfonation products with(a) from 0.5 to 1.8 moles of urea per mole of phenol,(b) from 0.001 to 0.5 moles of at least one other organic nitrogen-base per mole of phenol, and(c) from 1.0 to 3.0 moles of formaldehyde per mole of phenol.The condensation polymers are suitable for use as tanning agents in the leather and skin-producing industry and as spraying aids for redispersible polymer powders.Type: GrantFiled: May 28, 1992Date of Patent: August 30, 1994Assignee: BASF AktiengesellschaftInventors: Juergen Weiser, Wolfgang Reuther, Karl Stork, Ortwin Schaffer, Gernot Franzmann, Thomas Schwerzel, Maximilian Angel, Joachim Pakusch, Brigitte Wegner
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Patent number: 5041334Abstract: A pigment-attached phosphor in which pigment particles are attached to the surfaces of phosphor particles by a binder, the binder being 0.01 to 1.0 parts by weight and preferably 0.05 to 0.80 parts by weight of gelatin and 0.01 to 0.5 parts by weight and preferably 0.02 to 0.40 parts by weight of urea resin, all against 100 parts by weight of phosphor, the weight ratio of the gelatin and urea resin being within a range of 1:1 to 10:1 and preferably 1:1 to 8:1. The gelatin and urea resin ensure a strong and better attachment of the pigment particles to the surfaces of the phosphor particles.Type: GrantFiled: December 19, 1989Date of Patent: August 20, 1991Assignee: Nichia Kagaku Kogyo K.K.Inventors: Shoji Nakajima, Masahiro Yoneda
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Patent number: 4954581Abstract: The invention relates to a resin for the production of cellulose based products, such as particle boards. The resin is a condensation product of formaldehyde, urea and phenol and optionally melamine with a molar ratio of 1.4-0.8 moles of urea, 0.006-0.04 moles of phenol and 0-0.04 moles of melamine per mole formaldehyde. The invention also relates to a method of producing such a resin. According to the method a separately prepared cross-linking agent containing a co-condensate of phenol, formaldehyde and urea or containing a co-condensate of phenol and formaldehyde together with urea, is added to a pre-condensate of formaldehyde, urea and optionally melamine, whereafter the mixture is condensed. As an alternative the cross-linking agent can be added to a finished condensate of formaldehyde, urea and optionally melamine.The invention also relates to a method of manufacturing glued cellulose based products.Type: GrantFiled: June 6, 1989Date of Patent: September 4, 1990Assignee: Dynobel A/SInventors: Leif A. Flodman, Per E. G. Gabrielsson
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Patent number: 4904516Abstract: A process for preparing a water soluble phenol-formaldehyde resole resin having improved storage stability employs a calcium compound to catalyze the condensation reaction which occurs under basic conditions. Sulfamic acid is used to neutralize the resole solution, yielding a soluble calcium salt which will not settle out of the solution or clog transfer lines or spray nozzles as may a calcium salt precipitated during the neutralization. Glass fiber insulation produced using a binder prepared with the aqueous resole solution shows enhanced thickness recovery and lower odor potential.Type: GrantFiled: January 12, 1988Date of Patent: February 27, 1990Inventor: Albert W. Creamer
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Patent number: 4857609Abstract: The invention relates to a resin for the production of cellulose based products, such as particle boards. The resin is a condensation product of formaldehyde, urea and phenol and optionally melamine with a molar ratio of 1.4-0.8 moles of urea, 0.006-0.04 moles of phenol and 0-0.04 moles of melamine per mole formaldehyde. The invention also relates to a method of producing such a resin. According to the method a separately prepared cross-linking agent containing a co-condensate of phenol, formaldehyde and urea or containing a co-condensate of phenol and formaldehyde together with urea, is added to a pre-condensate of formaldehyde, urea and optionally melamine, whereafter the mixture is condensed. As an alternative the cross-linking agent can be added to a finished condensate of formaldehyde, urea and optionally melamine.The invention also relates to a method of manufacturing glued cellulose based products.Type: GrantFiled: January 22, 1988Date of Patent: August 15, 1989Assignee: Dynobel A/SInventors: Leif A. Flodman, Per Erik G. Gabrielsson
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Patent number: 4845162Abstract: The present invention relates to a composition comprising a phenolic resin, as for example phenol formaldehyde, an active hydrogen containing polymer as for example a polyamide, and a curing agent, such as a polyepoxide.Type: GrantFiled: June 1, 1987Date of Patent: July 4, 1989Assignee: Allied-Signal Inc.Inventors: George J. Schmitt, Dusan C. Prevorsek, Hong B. Chin, Kwok W. Lem
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Patent number: 4731430Abstract: Phenol resins which are modified with compounds possessing amide and/or imide groups and are based on phenol resol ethers bonded via o,o'-methylene ether groups, and a process for their preparation.The novel modified phenol resol ethers are useful for the preparation of coating systems, in particular as crosslinking agents for cathodic electrocoating binders, and for the preparation of adhesives and rubber assistants.Type: GrantFiled: July 9, 1986Date of Patent: March 15, 1988Assignee: BASF AktiengesellschaftInventors: Fritz E. Kempter, Juergen Nieberle
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Patent number: 4699949Abstract: Compounds of formula I or II ##STR1## in which n is 1 or 2, R.sup.1 is phenyl, substituted phenyl, alkyl, substituted alkyl, hydrogen, --OH or amino, R.sup.2 is hydrogen, R.sup.3 is hydrogen, alkyl, substituted alkyl, phenyl or substituted phenyl, R.sup.4 is alkyl, phenyl, substituted phenyl, alkylene or arylene, X is --O--, --S--, --CH.sub.2 -- and Y is a direct bond or --CH.sub.2 -- are latent hardening catalysts for acid curable resins. The catalysts are activated by heat and are used in heat-hardening high-solids industrial varnishes and for coil-coatings, can and wood varnishes.Type: GrantFiled: June 20, 1985Date of Patent: October 13, 1987Assignee: Ciba-Geigy CorporationInventors: Godwin Berner, Werner Rutsch
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Patent number: 4663239Abstract: A fire retardant composition in a stable liquid form comprises the reaction product of an aqueous aldehyde, preferably formaldehyde, solution, at least one alcohol solvent, an alkanolamine, an organic catalyst, ammonium hydroxide, urea and an aqueous phosphoric acid solution. The aldehyde and urea are included in an approximately 1:1 weight ratio. A method of forming the reaction product comprises adding urea to a mixture of aldehyde, alcohol, alkanolamine, organic catalyst and ammonium hydroxide, and heating the resultant mixture to at least 150.degree. F.Type: GrantFiled: February 10, 1986Date of Patent: May 5, 1987Inventor: Glenn A. Pearson
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Patent number: 4598110Abstract: A resin composition comprising(I) a granular or powdery resin which is a condensation product of a phenol, an aldehyde and optionally a nitrogen-containing compound having at least two active hydrogens and is characterized by (A) containing spherical primary particles and their secondary agglomerated particles each having a particle diameter of 0.1 to 150 microns, (B) having such a size that at least 50% by weight thereof can pass through a 100 Tyler mesh sieve, and (C) having a free phenol content, determined by liquid chromatography, of not more than 500 ppm, and(II) at least one member selected from the group consisting of (1) a rubbery elastic material, (2) a thermoplastic resin and (3) a curable resin other than said granular or powdery resin (I) and/or a filler material other than said granular or powdery resin (I).Type: GrantFiled: June 12, 1984Date of Patent: July 1, 1986Assignee: Kanebo Ltd.Inventors: Hiroaki Koyama, Shigeo Shimizu
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Patent number: 4576972Abstract: This invention relates to the manufacture of foam from phenolic resins and to the foam so produced. In order to overcome some of the limitations of the prior art closed cell phenolic foams, we have developed a method of preparing closed cell foams from modified, low cost phenol formaldehyde resoles, which exhibit high closed cell contents, low friability and low thermal conductivity. This specification provides a foam competitive with urethane foams, which have an aged thermal conductivity of about 0.16K. or less, but which will not generate fumes as toxic as those of urethane. There is, provided a method of making a phenolic foam material comprising the steps of(1) preparing a base catalyzed phenol-formaldehyde resole having a mole ratio of phenol to formaldehyde of between 1:3 and 1:4.Type: GrantFiled: July 29, 1985Date of Patent: March 18, 1986Assignee: Fiberglas Canada, Inc.Inventors: James Lunt, Edwin J. MacPherson, Paul J. Meunier
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Patent number: 4454298Abstract: A granular or powdery resin which is a condensation product of a phenol and an aldehyde and optionally a nitrogen-containing compound having at least two active hydrogens, said granular or powdery resin being characterized by(A) containing spherical primary particles and secondary particles resulting from the agglomeration of the primary particles, each of said particles having a particle diameter of 0.1 to 150 microns,(B) having such a size that at least 50% by weight thereof can pass through a 100 Tyler mesh sieve,(C) having a free phenol content, determined by liquid chromatography, of not more than 500 ppm, and(D) having a methanol solubility (S) of more than 20% by weight when about 10 g of the resin is heated under reflux in 500 ml of substantially anhydrous methanol.Type: GrantFiled: December 23, 1982Date of Patent: June 12, 1984Assignee: Kanebo Ltd.Inventors: Hiroaki Koyama, Shigeo Shimizu
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Patent number: 4433119Abstract: There are described liquid compositions of a hemiformal of phenol and/or a hemiformal of a methylolated phenol with a miscible polymers such as phenol-formaldehyde resoles, phenol-formaldehyde, novolacs, aromatic polyesters, unsaturated polyesters, poly(aryl-ethers), aromatic polycarbonates urea-formaldehyde resins, or melamine-formaldehyde resins. The compositions are useful for forming thermoset plastic materials.Type: GrantFiled: January 19, 1982Date of Patent: February 21, 1984Assignee: Union Carbide CorporationInventors: George L. Brode, Sui-Wu Chow
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Patent number: 4414379Abstract: A granular or powdery nitrogen-containing phenol-aldehyde copolymer resin which is a condensation product of a phenol, a nitrogen-containing compound having at least two active hydrogen atoms and an aldehyde, said granular or powdery resin being characterized by(A) containing spherical primary particles and secondary particles resulting from the agglomeration of the primary particles, each of said particles having a particle diameter of 0.1 to 100 microns,(B) having such a size that at least 50% by weight thereof can pass through a 150 Tyler mesh sieve,(C) having a free phenol content, determined by liquid chromatography, of not more than 50 ppm, and(D) having a D.sub.960-1020 /D.sub.1450-1500 ratio of from 0.1 to 2.0 in its infrared absorption spectrum.Type: GrantFiled: June 16, 1982Date of Patent: November 8, 1983Assignees: Kanebo Ltd., Mitsubishi Chemical Industries LimitedInventors: Hiroaki Koyama, Shigeo Shimizu
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Patent number: 4366096Abstract: Non-flammable reactive particle compositions useful in forming shaped articles prepared from flammable cellulosic materials and a type of urea/formaldehyde resin. Processes for their preparation and a method of rendering flammable reactive particles substantially inflammable.Type: GrantFiled: August 14, 1978Date of Patent: December 28, 1982Inventors: Carl C. Abrams, deceased, Bernice Abrams, administratrix, James R. Jones
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Patent number: 4342852Abstract: Disclosed is a setting type resin composition comprising (A) a setting type resin and (B) 10 to 200 parts by weight, per 100 parts by weight of said resin (A), of a substantially linear, high-molecular-weight novolak type substituted phenolic resin which comprises a constituent phenol component comprised mainly of a bifunctional phenol and has a number average molecular weight of at least 1500. This resin composition has highly improved heat resistance and mechanical strength characteristics by virtue of incorporation of the high-molecular-weight novolak type substituted phenolic resin, and this improving effect is especially prominent when an epoxy resin is used as the setting type resin.Type: GrantFiled: December 29, 1980Date of Patent: August 3, 1982Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Nobuyuki Takeda, Tadao Iwata
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Patent number: 4307206Abstract: A urea-formaldehyde resin adhesive comprising a powder of a substance having the property of gradually reacting with an acid and thus consuming the acid.Type: GrantFiled: July 7, 1980Date of Patent: December 22, 1981Assignees: Oshika Shinko Co., Ltd., Mitsuo Higuchi, Isao SakataInventors: Mitsuo Higuchi, Isao Sakata
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Patent number: 4276209Abstract: Co-condensates are prepared by condensing from 0.8 to 2.0 moles of butyraldehyde with 1 mole of a phenol at from 80.degree. to 220.degree. C. with the addition, before, during or after the condensation, of from 5 to 50% by weight, based on the mixture of phenol and butyraldehyde, of one or more thermoplastics containing functional groups, which reacts with phenol, butyraldehyde or the phenol-butyraldehyde resin under the condensation conditions. The co-condensates are used as hot-melt adhesives and as binders for nonwovens.Type: GrantFiled: October 23, 1979Date of Patent: June 30, 1981Assignee: BASF AktiengesellschaftInventors: Harro Petersen, Hans-Joachim Krause, Kurt Fischer, Adolph Segnitz, Horst Zaunbrecher
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Patent number: 4173693Abstract: The title compounds are of the formula P --O--R--.sub.n R').sub.mwherein:P is a polymer matrix of sufficient structure and molecular weight so as to be substantially water- and hydrocarbon-insoluble;R is --CH.sub.2 CH.sub.2 O--, --CH.sub.2 CH.sub.2 CH.sub.2 O--, ##STR1## --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 O- or a combination thereof; R' is hydrogen, hydrocarbyl or inertly-substituted hydrocarbyl;n is an integer of 3 to about 40; andm is a real number such that the weight percent of --O--R--.sub.n R') groups is at least about 1 percent of the total weight of the compound.A representative example of these compounds is the reaction product of a poly(ethyleneglycol ether) having a weight average molecular weight of about 300 and a chloromethylated polystyrene resin. These polymer-supported poly (alkyleneglycol ethers) are useful phase-transfer catalysts for a wide variety of reactions, such as alkylation, displacement and carbene formation.Type: GrantFiled: January 12, 1978Date of Patent: November 6, 1979Assignee: The Dow Chemical CompanyInventors: Andrew T. Au, Harold H. Freedman
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Patent number: 4173594Abstract: A thermosetting coating composition comprising the organic solvent-soluble reaction product formed by contacting at an elevated temperature at least one blocked isocyanate-functional urethane and at least one organic solvent-soluble phenolic resin, and, optionally, at least one blocked isocyanate-functional urethane. The compositions are storage-stable for extended periods and cure to a thermoset state to afford tough, durable, flexible finishes which are resistant to cracking, staining, and marring.Type: GrantFiled: February 24, 1975Date of Patent: November 6, 1979Assignee: Lord CorporationInventor: Zygmunt D. Dyszlewski
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Patent number: RE30375Abstract: This specification discloses ecologically desirable, improved binder compositions suitable for bonding fibers. These binders exhibit low pollutant characteristics and improved properties, due to a combination into the binder of aminoplast resins or non phenolic monomeric materials capable of co-condensing with formaldehyde, together with a substantially phenol free, low mono methylolphenol high .[.ortho para di.]. .Iadd.2,4,6-tri .Iaddend.methylol .[.phenol.]. .Iadd.phenols .Iaddend.content, water soluble thermosetting phenol formaldehyde resole solution. The phenolic resole resin is made to conform to the desired composition by mixing together a high mole ratio of formaldehyde with phenol and calcium hydroxide with cooling so that very little reaction takes place.Type: GrantFiled: January 12, 1978Date of Patent: August 19, 1980Assignee: Fiberglas Canada Ltd.Inventors: Hendrik H. J. Deuzeman, Norman Lumley, Ruben A. Santos
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Patent number: H1110Abstract: Novel thermosetting resin compositions comprise (1) a polyalcohol produced by reduction of a low molecular weight linear alternating polymer of carbon monoxide and at least one ethylenically unsaturated hydrocarbon and (2) a polyfunctional curing agent. The compositions are cured upon application of heat to cured, crosslinked compositions useful as coatings.Type: GrantFiled: December 28, 1989Date of Patent: November 3, 1992Assignee: Shell Oil CompanyInventors: Abraham A. Smaardijk, Arris H. Kramer