Material Contains A Nitrogen Compound Patents (Class 528/145)
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Patent number: 11608292Abstract: A process for the manufacture of an insulating product based on mineral fibres bonded by an organic binder, includes applying a sizing composition to the mineral fibres, forming an assembly of the mineral fibres, heating the assembly of mineral fibres until the sizing composition has cured, wherein the sizing composition includes the following constituents within the limits defined below, expressed as fractions by weight with respect to the total weight of the composition: from 80% to 98% of water, from 2% to 20% of water-soluble poly(furfuryl alcohol) and less than 0.5% of furfuryl alcohol, and the mineral fibres are fibres of aluminosilicate glass including aluminum oxide, Al2O3, in a fraction by weight of between 14% and 28%.Type: GrantFiled: June 4, 2018Date of Patent: March 21, 2023Assignee: SAINT-GOBAIN ISOVERInventors: Pierre Salomon, Joël Azevedo, Boris Jaffrennou
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Patent number: 8367749Abstract: The invention relates to microspheres coated with a phenolic novolak resin, a process for preparing them, and their use in making foundry shapes, e.g. molds, cores, sleeves, pouring cups, etc., which are used in casting metal parts.Type: GrantFiled: December 18, 2009Date of Patent: February 5, 2013Assignee: Ask Chemicals L.P.Inventor: Ronald C. Aufderheide
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Publication number: 20120271028Abstract: Resol beads are disclosed that are prepared in high yield by reaction of a phenol with an aldehyde, with a base as catalyst, a colloidal stabilizer, and optionally a surfactant. The resol beads have a variety of uses, and may be thermally treated and carbonized to obtain activated carbon beads.Type: ApplicationFiled: July 3, 2012Publication date: October 25, 2012Applicant: EASTMAN CHEMICAL COMPANYInventors: Charles Edwan Sumner, Ramesh Chand Munjal, Ruairi Seosamh O'Meadhra, Chester Wayne Sink, Jerry Steven Fauver, Robert Melvin Schisla, Shriram Bagrodia, Spencer Erich Hochstetler, Tera Jill Hardin
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Patent number: 8183368Abstract: The object of the present invention is to provide a thermosetting compound having dielectric properties, in particular permittivity and dielectric loss, which are improved compared to prior art, a composition containing the same, and a molded article. The thermosetting compound according to the present invention is a dihydro benzoxazine compound represented by the following Formula (2), where, R6 to R13 represent a hydrogen atom, an alkyl group, or the like, and R14 represents a divalent saturated alicyclic hydrocarbon group having a condensed ring structure.Type: GrantFiled: August 3, 2006Date of Patent: May 22, 2012Assignee: Sekisui Chemical Co., Ltd.Inventors: Yuji Eguchi, Kazuo Doyama, Shigeki Nomura, Hatsuo Ishida
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Publication number: 20120041168Abstract: The invention provides a retarded acid-curing pre-polymeric composition wherein the composition comprises an acid, a pre-polymer and hydroxylamine; use of hydroxylamine as a retarder for an acid-curing pre-polymer composition; a method of retarding the curing of an acid-curing pre-polymeric composition which method comprises the step of adding hydroxylamine to the pre-polymer to form a pre-polymer mixture; and a method of curing a retarded acid-curing pre-polymeric composition wherein the method comprises the step of heating the composition to an elevated temperature for use in improving processing and controlling reactivity in a wide range of industrial applications.Type: ApplicationFiled: February 22, 2010Publication date: February 16, 2012Inventor: Graham Simpson Murray
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Patent number: 7659327Abstract: The invention relates to microspheres coated with a phenolic novolak resin, a process for preparing them, and their use in making foundry shapes, e.g. molds, cores, sleeves, pouring cups, etc., which are used in casting metal parts.Type: GrantFiled: August 7, 2006Date of Patent: February 9, 2010Assignee: Ashland Licensing and Intellectual Property, LLCInventor: Ronald C. Aufderheide
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Publication number: 20090062501Abstract: Resol beads are disclosed that are prepared in high yield by reaction of a phenol with an aldehyde, in the presence of an effective-variable concentration of a nitrogen-containing base as catalyst, a colloidal stabilizer, and optionally a surfactant. The mean particle size of the resol beads is controlled by varying the effective-variable concentration of the nitrogen-containing base in the reaction mixture, wherein increasing the effective-variable concentration of the nitrogen-containing base produces an increase in the mean particle size of the resol beads. The resol beads obtained have a variety of uses, and may be thermally treated and carbonized to obtain activated carbon beads.Type: ApplicationFiled: August 30, 2007Publication date: March 5, 2009Applicant: EASTMAN CHEMICAL COMPANYInventors: Charles Edwan Sumner, JR., Tera Jill Hardin
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Publication number: 20080221294Abstract: Resol beads are disclosed prepared by reaction of a phenol with an aldehyde, with a base as catalyst, in the presence of a colloidal stabilizer, and optionally a surfactant. The resol beads have a variety of uses, and may be thermally treated and carbonized to obtain activated carbon beads.Type: ApplicationFiled: April 9, 2008Publication date: September 11, 2008Applicant: EASTMAN CHEMICAL COMPANYInventors: Chester Wayne Sink, Charles Edwan Sumner, Ramesh Chand Munjal, Ruairi Seosamh O'Meadhra, Jerry Steven Fauver, Robert Melvin Schisla, Shriram Bagrodia, Tera Jill Hardin
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Patent number: 7319130Abstract: The invention herein disclosed comprises the use of oxazolidines, nitroalcohols, nitroamines, aminonitroalcohols, imines, hexahydropyimidines, nitrones, hydroxylamines, nitro-olefins and nitroacetals to serve as hardeners and/or as catalysts for curing phenolic resins. The hardeners and catalysts described in the invention can be applied in any application where phenolic resins are used, including but not limited to adhesives, molding, coatings, pultrusion, prepregs, electronics, composites, fire resistant, and flame-retardant end uses.Type: GrantFiled: November 19, 2003Date of Patent: January 15, 2008Assignee: Angus Chemical CompanyInventor: Raymond J. Swedo
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Patent number: 7319131Abstract: The invention herein disclosed comprises the use of oxazolidines, nitroalcohols, nitrones, halonitroparaffins, oxazines, azaadamantanes, hexamethylenetetramine salts, nitroamines, imidazolidines, triazines, nitrooxazolidines, and imidazolidine-oxazolidine hybrids to serve as hardeners for curing phenolic resins. The hardeners and accelerators/catalysts described in the invention can be applied in any application where phenolic resins are used, including but not limited to fiber reinforced composite applications such as pultrusion, filament winding, bulk molding compound (BMC), sheet molding compounds (SMC), vacuum assisted resin transfer, prepregs, adhesives, foundry materials, abrasives, friction materials, insulation, laminates, coatings, electronics, fire resistant, and flame-retardant end uses.Type: GrantFiled: July 28, 2004Date of Patent: January 15, 2008Assignee: Angus Chemical CompanyInventors: Raymond J. Swedo, George David Green
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Patent number: 7317063Abstract: The invention herein disclosed comprises the use of oxazolidines, nitroalcohols, nitroamines, aminonitroalcohols, imines, hexahydropyrimidines, nitrones, hydroxylamines, nitro-olefins and nitroacetals to serve as hardeners and/or as catalysts for curing phenolic resins. The hardeners and catalysts described in the invention can be applied in any application where phenolic resins are used, including but not limited to adhesives, molding, coatings, pultrusion, prepregs, electronics, composites, fire resistant, and flame-retardant end uses.Type: GrantFiled: April 23, 2004Date of Patent: January 8, 2008Assignee: Angus Chemical CompanyInventors: Raymond J. Swedo, George David Green
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Patent number: 7317064Abstract: The invention includes formulations useful for creating reinforced composites based on 1) novolac resin compositions, and, 2) non-formaldehyde hardeners, as well as processes for manufacturing components using said reinforced composites.Type: GrantFiled: July 28, 2004Date of Patent: January 8, 2008Assignee: Angus Chemical CompanyInventors: Raymond J. Swedo, George David Green
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Patent number: 7041772Abstract: The present invention discloses a process for producing a benzoxazine resin which comprises the steps of reacting a phenol compound, an aldehyde compound and a primary amine in the presence of an organic solvent to synthesize a benzoxazine resin and removing generated condensation water and the organic solvent from a system under heating and a reduced pressure, wherein a pressure in the reaction system at the time of removal is set to 260 mmHg or higher.Type: GrantFiled: March 12, 2002Date of Patent: May 9, 2006Assignee: Hitachi Chemical Co., Ltd.Inventors: Teruki Aizawa, Yasuyuki Hirai, Syunichi Numata
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Patent number: 6984710Abstract: An alkoxylated alkylphenol-formaldehyde-diamine polymer prepared by alkoxylating an alkylphenol-formaldehyde-diamine polymer and use of the alkoxylated alkylphenol-formaldehyde-diamine polymer to resolve water-in-oil emulsions, especially emulsions of water in crude oil.Type: GrantFiled: October 13, 2003Date of Patent: January 10, 2006Assignee: Nalco Energy Services, L.P.Inventor: George Richard Meyer
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Patent number: 6790934Abstract: Aromatic polyethers are prepared by displacement polymerization reaction in the presence of a water-immiscible solvent with boiling point at atmospheric pressure of greater than 110° C. and a density ratio to water of greater than 1.1:1 at 20-25° C. The polyethers are purified by processes comprising aqueous extraction, or filtration, or a combination thereof.Type: GrantFiled: December 21, 2001Date of Patent: September 14, 2004Assignee: General Electric CompanyInventors: Norman Enoch Johnson, Raul Eduardo Ayala, Thomas Joseph Fyvie, Amy Rene Freshour, David Winfield Woodruff, Peter David Phelps, Ganesh Kailasam, Paul Edward Howson, Elliott West Shanklin, Lioba Maria Kloppenburg, David Bruce Hall, Pradeep Jeevaji Nadkarni, Daniel Joseph Brunelle
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Publication number: 20040116647Abstract: The invention herein disclosed comprises the use of oxazolidines, nitroalcohols, nitroamines, aminonitroalcohols, imines, hexahydropyrimidines, nitrones, hydroxylamines, nitro-olefins and nitroacetals to serve as hardeners and/or as catalysts for curing phenolic resins. The hardeners and catalysts described in the invention can be applied in any application where phenolic resins are used, including but not limited to adhesives, molding, coatings, pultrusion, prepregs, electronics, composites, fire resistant, and flame-retardant end uses.Type: ApplicationFiled: March 7, 2003Publication date: June 17, 2004Inventor: Raymond J. Swedo
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Patent number: 6646094Abstract: A phenol-formaldehyde resole resin is prepared using a high level of catalyst at a polymerization temperature of about 63° C. The endpoint, measured by salt water tolerance, is selected so that the resulting resin has a water dilutability of 20:1 at neutral pH after storage for three weeks at a temperature of about 13° C., with a free phenol level of no more than 0.50 percent.Type: GrantFiled: December 17, 2001Date of Patent: November 11, 2003Assignees: CertainTeed Corporation, Borden Chemical, Inc.Inventors: Vinay Malhotra, Wayne Walliser, Susan G. Watson, Pierre C. Herault, Domenic Tessari, Philippe Espiard, Serge Tetart, Bruno Malhieuxe
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Patent number: 6620901Abstract: A high-carbon-yield resole by reacting formaldehyde and excess phenol to an endpoint and then cross-linking with HMTA. Similar high-carbon-yield resoles result with addition of DBE-2, furfuryl alchol and furfural.Type: GrantFiled: December 14, 2001Date of Patent: September 16, 2003Assignee: Borden Chemical, Inc.Inventor: Jimmy Pingao Chen
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Patent number: 6608162Abstract: The invention relates to formulations and methods of manufacturing spray-dried phenol-formaldehyde resin that contain highly reactive phenolic compounds that include resorcinol, alkyl resorcinols, meta-amino phenol or/and phloroglucinol. The powder resin contains 0.02 to 0.09 moles of the free (unreacted) highly reactive phenolic compound per 100 parts of the solids of the dried phenol-formaldehyde resin. The powder resin composition has fast curing property and desirable shelf life for manufacturing wood composite products.Type: GrantFiled: March 15, 2002Date of Patent: August 19, 2003Assignee: Borden Chemical, Inc.Inventors: Shui-Tung Chiu, Curtis Michael Shelast, Eric Kenneth Lam
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Patent number: 6482946Abstract: A high char yield polybenzoxazine is formed by mixing (i) a benzoxazine compound, (ii) a furan compound, (iii) a benzoxazine-furan compound or combinations thereof, wherein the mixture has a benzoxazine ring to furan ring ratio from about 0.001 to about 10 and then heating the mixture for a sufficient time to form the polybenzoxazine.Type: GrantFiled: November 3, 2000Date of Patent: November 19, 2002Assignee: Dow Global Technologies Inc.Inventors: Marvin L. Dettloff, Jerry E. White, Marty J. Null
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Patent number: 6245882Abstract: Method for the manufacture of a phenolic resin emulsion and/or dispersion, wherein an aldehyde, a phenolic compound and an alkaline catalyst are allowed to react at a temperature of 40-100° C. until a desired degree of condensation is achieved, and the pH of the resin is adjusted to a value below 9 using an acid in the presence of a surface active agent or a mixture thereof at a temperature below 100° C. and a phenolic resin emulsion and/or dispersion is obtained providing a colorless or light-colored glue line or surface when cured.Type: GrantFiled: September 1, 1999Date of Patent: June 12, 2001Assignee: Neste Chemicals OyInventors: Leena Matilainen, Guomin Bian, Claude Ostiguy, Rick Cheng, Matti Satuli, Kari Leskinen, Kwok Tang
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Patent number: 6160079Abstract: Arylamines with electron donating groups such as alkyl and alkoxy groups in the meta position on the aromatic ring change the polymerization temperature of the benzoxazine prepared therefrom and offer an opportunity for an additional crosslinking site (the para position on the aromatic amine can couple to a Mannich base generated by the opening of the oxazine ring of the benzoxazine or a methylene bridge generated by a degradation reaction). Naphthenic amines with an alkyl or alkoxy substituent on the 5.sup.th through the 8.sup.th carbon atom on the naphthalene ring can function similarly. The polymers for benzoxazines prepared from at least 10% substituted aromatic or naphthenic amines are useful due to low polymerization temperatures and higher Tg (glass transition temperature).Type: GrantFiled: April 14, 1999Date of Patent: December 12, 2000Assignee: Edison Polymer Innovation CorporationInventors: Hatsuo Ishida, Daniel Sanders
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Patent number: 6150492Abstract: 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: GrantFiled: February 4, 1994Date of Patent: November 21, 2000Assignee: Borden Chemical, Inc.Inventors: Earl K. Phillips, William D. Detlefsen, Fred E. Carlson
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Patent number: 6046252Abstract: 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: GrantFiled: February 25, 1997Date of Patent: April 4, 2000Assignee: Borden Chemical, Inc.Inventor: Arthur H. Gerber
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Patent number: 6005064Abstract: A novel thermosetting compound which is speedily curable, generates no by-products during curing and gives cured products having excellent heat resistance and inflammability.A thermosetting compound characterized in containing, per molecule, at least one structural unit represented by the formula (A) and at least one structural unit represented by the formula (B) in a (A)/(B) molar ratio of 1/0.25 to 1/9, said structural units being bonded directly or via at least one organic group with one another; ##STR1## wherein R.sup.1 is a methyl group, a cyclohexyl group, a nonsubstituted phenyl group or a phenyl group substituted with at least one substituent, and each hydrogen atom on the aromatic rings of (A) and (B), except for one of hydrogen atoms on ortho-positions of the hydroxy group in the aromatic ring of (A), may optionally be replaced with a substituent.Type: GrantFiled: July 6, 1998Date of Patent: December 21, 1999Assignee: Hitachi Chemical Company, Ltd.Inventors: Yasuyuki Hirai, Teruki Aizawa, Yukio Yoshimura
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Patent number: 5847190Abstract: The present invention relates to dendritic, nitrogen-containing organic compounds containing at least 4 planar-chiral or axial-chiral groups, where these planar-chiral or axial-chiral groups are linked as Schiff's bases to the primary amino groups of compounds of the formula (I)(R.sup.1 R.sup.1)N--X--N(R.sup.1 R.sup.1) (I)whereR.sup.1 is (R.sup.2 R.sup.2)N--(CH.sub.2).sub.2 -- or (R.sup.2 R.sup.2)N--(CH.sub.2).sub.3 --,R.sup.2 is hydrogen or (R.sup.3 R.sup.3)N--CH.sub.2).sub.2 -- or (R.sup.3 R.sup.3)N--(CH.sub.2).sub.3 --,R.sup.3 is hydrogen or (R.sup.4 R.sup.4)N--(CH.sub.2).sub.2 -- or (R.sup.4 R.sup.4)N--(CH.sub.2).sub.3 --,R.sup.4 is hydrogen or (R.sup.5 R.sup.5)--N--(CH.sub.2).sub.2 -- or (R.sup.5 R.sup.5)N--(CH.sub.2).sub.3 --,R.sup.5 is hydrogen or (R.sup.6 R.sup.6)N--(CH.sub.2).sub.2 -- or (R.sup.6 R.sup.6)N--(CH.sub.2).sub.3 -- andR.sup.6 is hydrogen,X is an aliphatic and/or aromatic group, which may contain heteroatoms,which are suitable as catalysts for asymmetrical homogeneous catalysis.Type: GrantFiled: May 20, 1997Date of Patent: December 8, 1998Assignee: BASF AktiengesellschaftInventors: Wolfgang Paulus, Fritz Vogtle, Jorg Issberner
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Patent number: 5763558Abstract: A process for hardening a composition and a hardenable composition, in wh there are used:at least one novolac resin;at least one hardener of the resin, selected from the group consisting of substituted melamines;at least one compound comprising at least one ##STR1## group, this compound being without methylol group and ether group corresponding to methylol, and/or at least one reagent capable of giving such a compound under the conditions of the hardening.The hardening of the resin is caused by the action of heat.Type: GrantFiled: June 11, 1996Date of Patent: June 9, 1998Assignee: Compagnie Generale Des Etablissements Michelin-Michelin & CieInventors: Brigitte Marie Chauvin, Olivier Durel
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Patent number: 5719228Abstract: The present invention relates to a glass fiber binding composition having an effective binding amount of an aqueous compatible furan resin mixed with sufficient water to result in a binding composition having from 0.5 to 80% nonvolatile. The aqueous compatible furan resin is the reaction product of a source of ammonia and a first reaction product, the first reaction product being derived from the reaction of an acidic furan resin, a source of reactable formaldehyde, and a formaldehyde scavenger. The invention further pertains to a process of binding glass fibers at junctions of the fibers comprising the steps of providing glass fibers, applying an effect binding amount of the binding composition of the invention to the glass fibers such that the binder is present at a portion of the junctions, and curing the resin at the junctions of the glass fibers.Type: GrantFiled: January 6, 1995Date of Patent: February 17, 1998Assignees: Schuller International, Inc., QO Chemicals Inc.Inventors: Thomas John Taylor, William Henry Kielmeyer, Carl A. Rude
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Patent number: 5688893Abstract: The present invention provides methods for producing water insoluble, aqueous alkali soluble novolak resins having a precise and consistent molecular weight, by adjusting the concentration of Lewis base. A method is also provided for producing photoresist composition from such novolak resins and for producing semiconductor devices using such photoresist compositions.Type: GrantFiled: December 20, 1996Date of Patent: November 18, 1997Assignee: Hoechst Celanese CorporationInventors: M. Dalil Rahman, Daniel P. Aubin, Dana L. Durham, Ralph R. Dammel
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Patent number: 5686506Abstract: 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: April 4, 1995Date of Patent: November 11, 1997Assignee: Borden Chemical, Inc.Inventor: Arthur Harry Gerber
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Patent number: 5663246Abstract: 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: GrantFiled: October 26, 1994Date of Patent: September 2, 1997Assignee: Lord CorporationInventors: Esther Spaltenstein, Ernest B. Troughton, Jr.
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Patent number: 5650478Abstract: A liquid binding agent comprised of a phenolic resin, thinning agents and a curing agent, characterized in that the phenolic resin is produced by condensation catalyzed under alkaline conditions of a phenol and formaldehyde in a molar ratio of phenolic compound to formaldehyde in the range of 1:0.05 to 1.Type: GrantFiled: June 26, 1995Date of Patent: July 22, 1997Assignee: Bakelite AGInventors: Achim Hansen, Michael Konig, Stephan Schroter, Josef Suren
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Patent number: 5623032Abstract: A process for preparing ashless and low-ash phenolic resole resins having no amine odor, and a process for preparing storage-stable mixtures or premix solutions of phenol-formaldehyde resin and urea or unrea-formaldehyde resins. These processes react phenol and formaldehyde in the presence of an effective catalytic amount of a low-volatile and strongly basic tertiary amino alcohol either alone or in combination with an inorganic base.Type: GrantFiled: June 23, 1995Date of Patent: April 22, 1997Assignee: Angus Chemical CompanyInventor: Gaoming Wu
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Patent number: 5614349Abstract: The present invention provides methods for producing water insoluble, aqueous alkali soluble novolak resins having a precise and consistent molecular weight, by adjusting the concentration of Lewis base. A method is also provided for producing photoresist composition from such novolak resins and for producing semiconductor devices using such photoresist compositions.Type: GrantFiled: December 29, 1992Date of Patent: March 25, 1997Assignee: Hoechst Celanese CorporationInventors: M. Dalil Rahman, Daniel P. Aubin, Dana L. Durham, Ralph R. Dammel
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Patent number: 5534612Abstract: The present invention relates to a glass fiber binding composition having an effective binding amount of an aqueous compatible furan resin mixed with sufficient water to result in a binding composition having from 0.5 to 80% nonvolatile. The aqueous compatible furan resin is the reaction product of a source of ammonia and a first reaction product, the first reaction product being derived from the reaction of an acidic furan resin, a source of reactable formaldehyde, and a formaldehyde scavenger. The invention further pertains to a process of binding glass fibers at junctions of the fibers comprising the steps of providing glass fibers, applying an effect binding amount of the binding composition of the invention to the glass fibers such that the binder is present at a portion of the junctions, and curing the resin at the junctions of the glass fibers.Type: GrantFiled: May 19, 1993Date of Patent: July 9, 1996Assignee: Schuller International, Inc.Inventors: Thomas J. Taylor, William H. Kielmeyer
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Patent number: 5505998Abstract: Described is an acidic glass fiber binding composition comprising an aqueous soluble phenol formaldehyde resin having low free formaldehyde, an effective amount of a formaldehyde scavenger, and an effective amount of a strong aqueous soluble acid, wherein the composition has an acidic pH and the solids content ranges from about 1 to about 30% by weight of the total composition. Also described is a method of binding glass fibers such as newly formed warm glass fibers at junctions of the fibers by applying the composition as described above to the fibers and then drying the composition. Also described are B-staged and C-staged glass fiber compositions having a alkylamine content less than 5 ppm.Type: GrantFiled: April 25, 1994Date of Patent: April 9, 1996Assignee: Schuller International, Inc.Inventors: Dale J. Mathews, Philip F. Miele, Edmund G. Dornfeld
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Patent number: 5476750Abstract: The present invention provides methods for producing water insoluble, aqueous alkali soluble novolak resins having a very low level of metal ions and a substantially consistent molecular weight. A method is also provided for producing photoresist composition from such novolak resins and for producing semiconductor devices using such photoresist compositions.Type: GrantFiled: December 29, 1992Date of Patent: December 19, 1995Assignee: Hoechst Celanese CorporationInventors: M. Dalil Rahman, Ping-Hung Lu, Daniel P. Aubin, Ralph R. Dammel, Dana L. Durham
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Patent number: 5378791Abstract: This invention relates to a process for producing low molecular weight phenol-aldehyde resin which has predominantly 4 phenolic units in a chain and in which the phenolic ring has a substituent R which is an alkyl group and optionally contains methylol groups on either end of the chain, by reacting formaldehyde with p-alkyl phenol in the presence of ammonia as base in a liquid reaction medium. The resins can be used in producing demulsifiers.Type: GrantFiled: May 5, 1993Date of Patent: January 3, 1995Assignee: BP Chemicals LimitedInventors: Michael Lancaster, David J. Moreton, Alexander F. Psaila
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Patent number: 5358748Abstract: Described is an acidic glass fiber binding composition comprising an aqueous soluble phenol formaldehyde resin having low free formaldehyde, an effective amount of a formaldehyde scavenger, and an effective amount of a strong aqueous soluble acid, wherein the composition has an acidic pH and the solids content ranges from about 1 to about 30% by weight of the total composition. Also described is a method of binding glass fibers such as newly formed warm glass fibers at junctions of the fibers by applying the composition as described above to the fibers and then drying the composition. Also described are B-staged and C-staged glass fiber compositions having a alkylamine content less than 5 ppm.Type: GrantFiled: May 19, 1992Date of Patent: October 25, 1994Assignee: Schuller International, Inc.Inventors: Dale J. Mathews, Philip F. Miele, Edmund G. Dornfeld
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Patent number: 5359024Abstract: The invention relates to a process for the preparation of a phenol-formaldehyde resin by causing phenol and formaldehyde to condense under the influence of a basic catalyst, the catalyst being an aqueous solution containing alkali metal ions, carbonate ions, ions of carboxylic acids and one or more ions chosen from the group comprising transition metal ions and borates.Type: GrantFiled: August 17, 1993Date of Patent: October 25, 1994Assignee: DSM N.V.Inventors: Renier H. M. Kierkels, van Kempen Carolien H. M., Henricus A. C. Baur
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Patent number: 5344909Abstract: A latent catalyzed phenolic resin composition is provided containing a thermosetting phenolic resole resin and a latent catalyst consisting essentially of a primary or secondary amine salt of a strong acid.Type: GrantFiled: June 3, 1993Date of Patent: September 6, 1994Assignee: Georgia-Pacific Resins, Inc.Inventors: David A. Hutchings, Ted M. McVay, Richard F. Pennock
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Patent number: 5260406Abstract: A stain-resist agent for polyamide fibers, its preparation and use are disclosed. The stain-resist agent is the condensation product of bis-hydroxyphenylsulfone with 0.5 to 1.0 mole of formaldehyde, per mole of bis-hydroxyphenylsulfone, and 0.15 to 1.5 moles of mercaptoacetic acid or mercaptosuccinic acid per mole of bis-hydroxyphenylsulfone and ammonium hydroxide or an alkali metal hydroxide in an amount sufficient to neutralize the mercapto acid plus an excess of about 0.2 to 0.6 mole of hydroxide per mole of bis-hydroxyphenylsulfone. Generally the reaction is carried out at 110.degree. to 180.degree. C. for 1 to 48 hours, with 130.degree. to 160.degree. C. for 3 to 24 hours being preferred. The product is applied to the polyamide fibers from an aqueous bath to provide a coating of 0.5 to 5.0 wt % stain-resist agent. The stain-resist is applied in the presence of a magnesium salt.Type: GrantFiled: April 14, 1992Date of Patent: November 9, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventor: Engelbert Pechhold
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Patent number: 5254664Abstract: A reaction of the compound (A) having at least two 2-oxazoline groups with the compound (B) having at least two functional groups of one or a plural kind selected from the group consisting of an aromatic hydroxyl group, an amino group and a thiol group proceeds in a short period of time to produce a cured resin with superior mechanical strength, heat resistance and adhesion properties.Type: GrantFiled: December 31, 1991Date of Patent: October 19, 1993Assignee: Nippon Shokubai Co., Ltd.Inventors: Subhash C. Narang, Asutosh Nigam, Apparao Satyam, Susanna C. Ventura, Yoshihiro Arita
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Patent number: 5243015Abstract: A latent catalyzed phenolic resin composition is provided containing a thermosetting phenolic resole resin and a latent catalyst consisting essentially of a primary or secondary amine salt of a strong acid.Type: GrantFiled: June 25, 1992Date of Patent: September 7, 1993Assignee: Georgia-Pacific Resins, Inc.Inventors: David A. Hutchings, Ted M. McVay, Richard F. Pennock
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Patent number: 5155164Abstract: Products of the condensation of phenolmonosulfonic acids, dihydroxydiphenyl sulfones, urea and formaldehyde can be obtained by(A) preparing a homogeneous reaction mixture in sulfuric acid from the phenolmonosulfonic acid and dihydroxydiphenyl sulfone in the molar ratio of from 3:1 to 10:1, with the proviso that the water content of the mixture is not more than 10% of the total weight of the components, and the mixture contains from 0.3 to 1.5 moles of sulfuric acid per mole of dihydroxydiphenyl sulfone, at from 100.degree. to 180.degree. C.,(B) subsequently, at from 40.degree. to 90.degree. C., carrying out a precondensation with 1 to 2 moles of formaldehyde and 0.5 to 1.5 moles of urea per mole of phenol units present in aqueous medium,(C) partially neutralizing the reaction mixture,(D) adding to the partially neutralized reaction mixture 0 to 0.5 mole of phenol per mole of phenol units present and then 0.1 to 0.8 mole of formaldehyde per mole of phenol units then present,(E) further condensing at from 40.Type: GrantFiled: May 8, 1991Date of Patent: October 13, 1992Assignee: BASF AktiengesellschaftInventors: Hermann Graf, Adolf Stuebinger, Klaus Lorenz, Ortwin Schaffer, Karl Stork
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Patent number: 4904753Abstract: Disclosed is a catalyst system which improves the cure time of acid-catalyzable resole resins while providing extended shelf life thereof. Broadly, the present invention includes a method for formulating an acid-catalyzed, non-aqueous resole resin composition and to the composition itself. The catalyst system comprises an acid catalyst and an oxidizing agent in an amount adequate for cure in at least about the same time that occurs by use of at least twice the amount of said acid catalyst alone. The shelf life of the catalyzed resole resin is greater with the inventive catalyst system than with an equivalent resole resin containing only the acid catalyst in twice the amount.Type: GrantFiled: March 23, 1988Date of Patent: February 27, 1990Assignee: Ashland Oil, Inc.Inventors: Golden F. Watts, Warren L. Robbins
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Patent number: 4870154Abstract: A method of producing a novolac phenolic resin having quick-curing properties and good fluidity is disclosed, whereby the novolac resin is prepared by reacting a phenol with an aldehyde using an acidic catalyst and thereafter adding an ammonium halide. The ammonium halide is added in amounts of about 0.05 to 3 wt % of the solid resin, and the conversion of aldehyde is not less than 90% and the water content of the resin is not less than 5%.Type: GrantFiled: November 20, 1987Date of Patent: September 26, 1989Assignee: Sumitomo Durez Company, Ltd.Inventors: Yukio Saeki, Toshiaki Nishimura, Kozuichi Ikeda
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Patent number: 4656239Abstract: The process described herein involves the gradual addition of aqueous formaldehyde, containing 35-60 percent by weight of formaldehyde, to a phenol maintained at a temperature of 60.degree.-100.degree. C., preferably 70.degree.-90.degree. C., and at a reduced pressure of 11-26 inches of mercury in the presence of an alkaline catalyst. The rate of formaldehyde addition is such that the exothermic reaction aids in maintaining the stated temperature range and thereby simultaneously distills approximately all the water added with the formaldehyde and that formed by the condensation so that the volume of the reaction mass is maintained approximately constant. This constant volume allows efficient use of the equipment.Type: GrantFiled: March 27, 1986Date of Patent: April 7, 1987Assignee: Plastics Engineering CompanyInventors: Phillip A. Waitkus, Bohumir Lepeska
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Patent number: 4579876Abstract: A polyol comprising an alkoxylated modified resole, said modified resole being formed by the reaction of(i) a phenolic compound and/or mixtures of homologues thereof,(ii) urea and/or melamine,(iii) an organic primary and/or secondary amine group-containing compound, and(iv) an aldehyde.Type: GrantFiled: January 10, 1985Date of Patent: April 1, 1986Assignee: Mobay Chemical CorporationInventor: Miltiadis I. Iliopulos
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Patent number: 4579892Abstract: A low cost method of binding lignocellulosic materials utilizing a novel ammonium based spent sulphite liquor, with phenol and formaldehyde or phenol-formaldehyde thermosetting resin as the binder is disclosed. Phenol-formaldehyde which normally reacts with ammonium lignosulfonate under acidic conditions and is unstable under these conditions, can be dispersed or otherwise held in suspension and can be mixed direct with the material by spraying. The constituants of the novel binder can also be mechanically dispersed when in dry powder form. The binder has improved adhesion characteristics and a shorter cure time over existing binders using a spent sulphite liquor base when in combination with phenol-formaldehyde.Type: GrantFiled: May 29, 1984Date of Patent: April 1, 1986Assignee: Forintek Canada Corp.Inventors: Louis R. Calve, Gilles G. Brunette