Heterocyclic Nitrogen Reactant Or Polymer Therefrom, E.g., Melamine, Etc. Patents (Class 525/497)
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Patent number: 10252966Abstract: A series of renewable bisphenols has been synthesized from creosol (2-methoxy-4-methylphenol) through stoichiometric condensation with short chain aldehydes. Creosol can be readily produced from lignin, potentially allowing for the large scale synthesis of bisphenol A replacements from abundant waste biomass. The renewable bisphenols were isolated in good yield and purity without resorting to solvent intense purification methods. Zinc acetate was shown to be selective catalyst for ortho-coupling of formaldehyde but was unreactive with more sterically demanding aldehydes. Dilute HCl and HBr solutions were shown to be effective catalysts for the selective coupling of aldehydes in the position meta to the phenol. Acid solutions could be recycled and used multiple times without decreases in activity or yield.Type: GrantFiled: April 11, 2013Date of Patent: April 9, 2019Assignee: The United States of America as Represented by the Secretary of the NavyInventors: Benjamin G. Harvey, Heather A. Meylemans
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Patent number: 8278443Abstract: The present invention relates to a resin composition for an optical film, comprising a polyarylate resin and an amino resin having a triazine structure, and to an optical film prepared by using the same. By using the resin composition for an optical film, a thickness direction retardation can be controlled, while having a negative value, during a step of fabricating the optical film, an in-plane retardation can be controlled, and the optical film can be used as a substrate of a display instead of a glass substrate without an additional retardation compensation film.Type: GrantFiled: January 4, 2008Date of Patent: October 2, 2012Assignee: LG Chem, Ltd.Inventors: Sang-Uk Ryu, Dong-Ryul Kim, Dae-Woo Nam
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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: 7087664Abstract: A resin film comprising (A) an epoxy resin having two or more glycidyl groups in a molecule, (B) an epoxy resin curing agent, (C) a thermoplastic resin, and (D) a filler, wherein the filler content in at least either one of the surface regions on the cross-section of the film is less than the filler concentration in the central region. The resin film has not only toughness but also fire retardancy, high interlayer adhesion strength and good processability of metal plating.Type: GrantFiled: January 23, 2004Date of Patent: August 8, 2006Assignee: Sumitomo Chemical Company, LimitedInventors: Toshiaki Hayashi, Katsuhiro Furuta
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Patent number: 6992151Abstract: The present invention discloses an active-hydrogen-containing curing agent having a phosphorus group, and a flame retardant cured epoxy resin which can be prepared via an addition reaction between the active hydrogen and the epoxide group of an epoxy resin. The cured flame retardant epoxy resin is environmentally friendly and is suitable for printed circuit board and semiconductor encapsulation applications. The phosphorus group of the curing agent has a chemical structure as follows: wherein Ar is a substituted or un-substituted phenyl or phenoxy.Type: GrantFiled: July 14, 2003Date of Patent: January 31, 2006Assignee: National Science CouncilInventors: Chun-Shan Wang, Jeng-Yueh Shieh
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Patent number: 6936651Abstract: A composition for forming a crystalline thermoplastic (such as polyacetal) composition for improving compatibility using a ternary blend that includes a mineral filler and elastomer material and an article made therefrom. The mineral filler may be coated or uncoated.Type: GrantFiled: September 11, 2003Date of Patent: August 30, 2005Assignee: E. I. du Pont de Nemours and CompanyInventors: Edmund Arthur Flexman, Mark Gary Weinberg
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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: 6846567Abstract: A surface-protected plastic composite material comprising a transparent plastic, a coating layer (I) as a first layer stacked on the transparent plastic and a thermally cured coating layer (II) as a second layer stacked on the first layer, the coating layer (I) being formed of a resin composition containing at least 50% by weight, based on the resin content thereof, of an acrylic resin which is an acrylic resin containing at least 50 mol % of recurring unit based on an alkyl methacrylate, the thermally cured coating layer (II) being made of an organosiloxane resin formed from the following components a, b and c, (A) colloidal silica (component a), (B) a hydrolysis condensate (component b) of a trialkoxysilane, (C) a hydrolysis condensate (component c) of a tetraalkoxysilane, the organosiloxane resin containing 5 to 45% by weight of the component a, 50 to 80% by weight of the component b and 2 to 30% by weight of the component c, and use of the composite material as a window glass.Type: GrantFiled: January 31, 2000Date of Patent: January 25, 2005Assignee: Teijin Chemicals, Ltd.Inventors: Tatsuya Ekinaka, Yoshihiko Imanaka
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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: 6613848Abstract: A hardener for an epoxy resin comprises a phenolic, thiophenolic, aminophenyl, tris-phenolic, tris-thiophenolic, tris-aminophenyl, tetrakis-phenolic, tetrakis-thiophenolic, or tetrakis-aminophenyl compounds; or phenol-formaldehyde or phenol-formaldehyde/melamine-formaldehyde resins wherein the phenyl rings are substituted with at least one of the structures wherein R1 and R2 independently are H, C1-C18 alkyl, C6-C18 aryl, C6-C18 substituted aryl, C6-C18 aryl methylene, or C6-C18 substituted aryl methylene; X is O, S or NH and Ar is wherein R is C1-C4 alkyl and n=0-5.Type: GrantFiled: May 16, 2000Date of Patent: September 2, 2003Assignee: National Science CouncilInventors: Chun-Shan Wang, Jeng-Yueh Shieh
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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: 6528595Abstract: A composition useful as a sealant, coating, a potting agent for a printed circuit board, a prepreg or an adhesive comprises a compound (A) wherein all or a part of the oxirane rings in an epoxy compound is replaced with thiirane rings represented by the following formula (1): or compound (A) and compound (B) which contains oxirane rings and no thiirane ring in the molecule, wherein the ratio of oxirane ring/thiirane ring is from 90/10 to 10/90.Type: GrantFiled: October 6, 2000Date of Patent: March 4, 2003Assignee: The Yokohama Rubber Co., Ltd.Inventors: Masahiro Ikawa, Hiroyuki Okuhira, Keisuke Chino
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Patent number: 6500447Abstract: The present invention provides pH-sensitive micro-capsules, compositions containing them, methods for their preparation and methods for their use.Type: GrantFiled: August 13, 1999Date of Patent: December 31, 2002Assignee: BASF AktiengesellschaftInventors: Robin William Dexter, Brian Eric Benoff
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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: 6391967Abstract: This invention discloses a flame retarding thermoplastic resin composition, which is comprised of (i) a thermoplastic resin and (ii) a phenolic resin compound as a flame retardant, wherein the phenolic resin compound contains a nitrogen-containing heterocycle and phosphorus. Since the flame retarding thermoplastic resin composition of this invention does not contain halogen, and has excellent flame retardant properties and high heat resistance, it is useful in producing parts and products in the fields of electronics, electricity and automobile.Type: GrantFiled: February 11, 2000Date of Patent: May 21, 2002Assignee: Chang Chun Plastics Co., Ltd.Inventors: Kuen-Yuan Hwang, Hong-Hsing Chen, Ying-Ling Liu, Wen-Tsai Tsai
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Publication number: 20010049421Abstract: The present invention modifies a cross-linkable thermoset polymer with a thermoplastic polymer to create a spinnable thermoset/thermoplastic polymer composition that may be spun into thermoset/thermoplastic fibers.Type: ApplicationFiled: January 2, 2001Publication date: December 6, 2001Inventors: Dominick A. Burlone, Doris Carolyn Morgan
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Patent number: 5847058Abstract: 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: GrantFiled: April 5, 1996Date of Patent: December 8, 1998Assignee: Masonite CorporationInventor: Zygmunt Teodorczyk
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Patent number: 5760104Abstract: 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: GrantFiled: July 9, 1997Date of Patent: June 2, 1998Assignee: Borden Chemical, Inc.Inventor: Arthur Harry Gerber
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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: 5646219Abstract: 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: GrantFiled: June 7, 1995Date of Patent: July 8, 1997Assignee: 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: 5304456Abstract: A negative photoresist composition containing an alkali-soluble resin which is obtainable through a condensation reaction of an aldehyde with a phenol compound containing a compound of the general formula: ##STR1## wherein R.sup.1 to R.sup.9 are independently a hydrogen atom, an alkyl group, an alkenyl group, an alkylcarbonyl group, a halogen atom or a hydroxyl group, provided that at least one of R.sup.1 to R.sup.9 is a hydroxyl group and, at the ortho- or para-position to the hydroxyl group, at least two hydrogen atoms are present; a cross linking agent; and a photo-acid generator, and a negative photoresist composition comprising an alkali-soluble resin, a cross linking agent and a photo-acid generator having a trifluoromethanesulfonic acid ester group, which can increase resolution and contrast of a photoresist pattern.Type: GrantFiled: January 29, 1992Date of Patent: April 19, 1994Assignee: Sumitomo Chemical Company, LimitedInventors: Yuji Ueda, Hiromi Ueki, Naoki Takeyama, Takehiro Kusumoto
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Patent number: 5296584Abstract: The invention relates to a composition consisting of a melamine solid suspended or dispersed in a resole resin. The method of the invention favors the intermolecular condensation polymerization reaction between phenol and melamine, rather than homopolymerization between phenol molecules or between melamine molecules. This invention reduces formaldehyde emissions by favoring a reaction whose by-product is water rather than formaldehyde. The compositions are useful for bonding glass fiber mats used for thermal and acoustical insulation.Type: GrantFiled: July 22, 1993Date of Patent: March 22, 1994Assignee: Borden, Inc.Inventor: Wayne R. Walisser
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Patent number: 5260405Abstract: A binding agent for molding compositions and molded bodies produced by reacting a low molecular weight lignin from the Organosolv process with phenol in a weight ratio of 1:20 to 3:1 at 100.degree. to 180.degree. C., adjusting the pH to an acidic value and condensing the mixture with 0.2 to 0.9 moles of formaldehyde per mole of phenol at 60.degree. to 120.degree. C. to form the binding agent useful for producing curable molding compositions, high-temperature molding compositions, refractory products, textile fleeces and friction coatings as well as carbon materials.Type: GrantFiled: October 26, 1992Date of Patent: November 9, 1993Assignee: Rutgerswerke Aktiengesellschaft AGInventors: Arno Gardziella, Achim Hansen, Stephan Schroter, Josef Suren
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Patent number: 5254639Abstract: A binding agent for molded bodies and molding compositions produced by prereacting a mixture of 5 to 60% by weight of lignin or a lignin fraction produced by the Organosolv process and 40 to 95% by weight of a phenol novolac resin and subjecting the latter to high shear forces in a kneader or extruder and optionally mixing the same with a curing agent useful in molding compositions and high temperature-stable molded products such as refractory products, friction coatings, textile fleeces and carbon or graphite materials.Type: GrantFiled: October 26, 1992Date of Patent: October 19, 1993Assignee: Rutgerswerke Aktiengesellschaft AGInventors: Arno Gardziella, Achim Hansen, Stephan Schroter, Josef Suren
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Patent number: 5171797Abstract: An hydrolytically stable, heat-curable composition useful as an hermetic varnish for electrical conductors comprising an aqueous solution with or without organic co-solvents of:1) an adduct of an epoxide of a phenol-formaldehyde condensate and a dialkanolamine, and2) a water-soluble curing agent comprising both a phenoplast alcohol and an aminoplast such as a melamine for example, hexamethoxymethylmelamine;the cured products thereof which are useful as hermetic varnishes for electrical conductors. i.e. varnishes exposed to refrigerants such as fluorocarbons.Type: GrantFiled: December 3, 1991Date of Patent: December 15, 1992Assignee: The P.D. George CompanyInventors: James I. Crowley, Ronald W. Goetter
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Patent number: 4978711Abstract: Aqueous aminoresin solutions for low-formaldehyde surface bonding, based on condensates of melamine, urea, phenol and formaldehyde having a molar ratio of from 1.4 to 1.8 moles of formaldehyde, from 0.04 mole to 0.1 mole of melamine and from 0.015 to 0.04 mole of phenol per mole of urea, relative to the total amount of the aminoresin, are obtainable by mixing(A) from 20 to 40% by weight of melamine/urea/phenol/formaldehyde consensate with(B) from 60 to 80% by weight of a urea/formaldehyde condensate.Type: GrantFiled: February 24, 1989Date of Patent: December 18, 1990Assignee: BASF AktiengesellschaftInventors: Christof Schmidt-Hellerau, Engelbert Weber, Guenther Matthias
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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: 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: 4831089Abstract: The invention relates to a method for the production of a resin which is used for manufacturing of an adhesive for cellulose based products. According to the method 30-70% by weight of a urea phenol resin with a molar ratio of 1.4-0.6 moles or urea, 0.006-0.3 moles of phenol and 0-0.04 moles of melamine per mole formaldehyde, are mixed with 70-30% by weight of a melamine resin with a molar ratio formaldehyde: melamine of 1.7-2.4. The urea-phenol resin has been prepared by adding a cross-linking agent containing a co-condensate of phenol, formaldehyde and urea to a pre-condensate of formaldehyde, urea and optionally melamine and condensing under acid conditions.According to a further embodiment the cross-linking agent is added to a evaporated condensate of formaldehyde, urea and optionally melamine.Type: GrantFiled: January 22, 1988Date of Patent: May 16, 1989Assignee: Dynobel A/SInventors: Leif A. Flodman, Per E. G. Gabrielsson
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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: 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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Polyglycidyl ethers, their preparation and their use in preparing thermosetting coating compositions
Patent number: 4593078Abstract: The present invention is directed to polyglycidyl ethers having, on average, n epoxy groups per molecule, where 1<n.ltoreq.2, which comprise the reaction products of multifunctional polyglycidyl ethers having, on average, x epoxy groups per molecule, where x>2, with (x-n) mol of monofunctional phenols per mol of the multifunctional polyglycidyl ether and to a process for their preparation and their use in preparing thermosetting coating compositions, particularly for use in electrodeposition coating of articles.Type: GrantFiled: May 14, 1984Date of Patent: June 3, 1986Assignee: Shell Oil CompanyInventors: Petrus G. Kooymans, Stephen A. Stachowiak, Jurrianus Bekooij, Werner T. Raudenbusch -
Patent number: 4476277Abstract: 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 reisn other than said granular or powdery resin (I) and/or a filler material other than said granular or powdery resin (I).Type: GrantFiled: December 23, 1982Date of Patent: October 9, 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: 4350800Abstract: A process for the preparation of synthetic resins based on resorcinol compounds which comprises reacting a resorcinol pitch which is obtained in the manufacture of resorcinol from benzenedisulfonic acid in at least one step with an oxo-compound selected from aldehydes, ketones and compounds based on or splitting off at least one of these substances, and the use of the products as binders for abrasive articles.Type: GrantFiled: September 14, 1981Date of Patent: September 21, 1982Assignee: Hoechst AktiengesellschaftInventors: Wolfgang Hesse, Franz Landauer, Klaus Schmiedel
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Patent number: 4345054Abstract: A high-molecular-weight novolak type substituted phenolic resin having a number average molecular weight of at least 1500 is prepared by reacting (A) (i) a phenol comprised mainly of a bifunctional phenol or (ii) a low-molecular-weight novolak type substituted phenolic resin derived from this phenol and an aldehyde with (B) a chain extender selected from the group consisting of (i) a dimethylolated product of a bifunctional or trifunctional phenol, (ii) a low-molecular-weight resol type substituted phenolic resin derived from a phenol comprised mainly of a bifunctional phenol and an aldehyde, (iii) an aldehyde, (iv) a ketone, (v) a diol and (vi) a dihalide in the presence of an acid catalyst, with the proviso that if the reactant (A) is the phenol (i), the chain extender is the resol type substituted phenolic resin (ii).Type: GrantFiled: December 29, 1980Date of Patent: August 17, 1982Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Nobuyuki Takeda, Tadao Iwata
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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: 4285848Abstract: Preparation of this adhesive is characterized by initial condensation of phenol and formaldehyde, which is followed by sequential condensation of melamine and then urea to produce a wood adhesive which passes the standard 6-cycle test.Type: GrantFiled: February 11, 1980Date of Patent: August 25, 1981Assignee: Borden, Inc.Inventor: Charles H. Hickson
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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: 4195154Abstract: The title compounds are of the formula: ##STR1## wherein R is a chemical bond, oxygen, sulfur, alkylene or alkylidene; W is hydrogen or a (--CR.sub.1 R.sub.2 --CR.sub.3 R.sub.4 --NHR.sub.5) group with the proviso that at least two W groups are (--CH.sub.1 R.sub.2 --CR.sub.3 R.sub.4 --NHR.sub.5) groups; wherein R.sub.1 -R.sub.4 are each independently hydrogen, lower alkyl or hydroxy-substituted lower alkyl; R.sub.5 is hydrogen or a ##STR2## group, wherein R.sub.6 is hydrogen, hydrocarbyl or inertly substituted hydrocarbyl; X, Y and Z are each independently inert substituents; m and p are each independently integers of from zero to four, inclusive; n is an integer of from zero to three, inclusive; q is a number of from zero to about ten; and M is alkylene or alkylidene. They are conveniently prepared by reacting a 2-oxazoline of the formula: ##STR3## with a polyhydric polyphenol of the formula: ##STR4## in the presence of certain metal salt catalysts (e.g. zinc acetate).Type: GrantFiled: August 15, 1977Date of Patent: March 25, 1980Assignee: The Dow Chemical CompanyInventors: Mark E. Kaiser, Harry A. Smith
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Patent number: 4170611Abstract: A process for preparing bonding agents for light-colored weatherproof wood materials, based on alkali-condensed phenol-formaldehyde mixed condensates.Type: GrantFiled: January 5, 1977Date of Patent: October 9, 1979Assignee: Deutsche Texaco AktiengesellschaftInventors: Friedrich Josten, Martin Cherubim, Rainer Striso
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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