Material Contains An Aluminum Or Heavy Metal Atom Patents (Class 528/139)
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Patent number: 9890248Abstract: Methods of forming nanoporous materials are described herein that include forming a polymer network with a chemically removable portion. The chemically removable portion may be polycarbonate polymer that is removable on application of heat or exposure to a base, or a polyhexahydrotriazine (PHT) or polyhemiaminal (PHA) polymer that is removable on exposure to an acid. The method generally includes forming a reaction mixture comprising a formaldehyde, a solvent, a primary aromatic diamine, and a diamine having a primary amino group and a secondary amino group, the secondary amino group having a base-reactive substituent, and heating the reaction mixture to a temperature of between about 50 deg C. and about 150 deg C. to form a polymer. Removing any portion of the polymer results in formation of nanoscopic pores as polymer chains are decomposed, leaving pores in the polymer matrix.Type: GrantFiled: December 9, 2014Date of Patent: February 13, 2018Assignee: INTERNATIONAL BUSINESS MACHINES CORPORATIONInventors: Dylan J. Boday, Jeannette M. Garcia, James L. Hedrick, Rudy J. Wojtecki
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Patent number: 9193826Abstract: A thermoplastic resin containing a fluorene derivative.Type: GrantFiled: February 19, 2015Date of Patent: November 24, 2015Assignee: TEIJIN LIMITEDInventors: Teruyuki Shigematsu, Manabu Matsui, Kazushi Tando, Kazunori Nunome
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Publication number: 20140114044Abstract: A thermoplastic resin comprising a fluorene derivative. The thermoplastic resin comprises 30 mole % or more of a recurring unit derived from 9,9-bis(4-(2-hydroxyethoxy)phenyl)fluorene and has a content of phenyl vinyl ether represented by the following formula (1) of 100 ppm or less.Type: ApplicationFiled: March 27, 2012Publication date: April 24, 2014Inventors: Teruyuki Shigematsu, Manabu Matsui, Kazushi Tando, Kazunori Nunome
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Patent number: 8586698Abstract: The present invention relates to a production process for a phenols novolac resin obtained by reacting phenols with formaldehydes, wherein they are reacted in the presence of a metal compound used as a catalyst for the reaction described above, and a chelating agent is further added in order to deactivate a catalytic action of the metal compound and a resin-coated sand prepared by using the above phenols novolac resin. It is possible to provide a process for producing a phenols novolac resin having an ortho rate of 30 to 60%, suitably 40 to 55% at a good yield (70% or more) and a resin-coated sand having a high curing property prepared by using the above phenols novolac resin.Type: GrantFiled: June 3, 2009Date of Patent: November 19, 2013Assignee: Hitachi Chemical Company, Ltd.Inventors: Hiroyuki Kawata, Sadao Takashou, Tetsurou Saikawa
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Patent number: 8557381Abstract: 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: GrantFiled: July 3, 2012Date of Patent: October 15, 2013Assignee: 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: 8247072Abstract: 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: GrantFiled: November 8, 2006Date of Patent: August 21, 2012Assignee: Eastman Chemical CompanyInventors: Charles Edwan Sumner, Jr., Ramesh Chand Munjal, Ruairi Seosamh O'Meadhra, Chester Wayne Sink, Jerry Steven Fauver, Robert Melvin Schisla, Jr., Shriram Bagrodia, Spencer Erich Hochstetler, Tera Jill Hardin
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Publication number: 20110217554Abstract: A phenolic resin for shell molding is provided which generates less tar during casting and has low thermal expansion properties and high flexibility. Further, a process for producing the phenolic resin, RCS obtained by using the phenolic resin, and a shell mold obtained by using such RCS are provided. A phenolic resin having advantageous characteristics is obtained by reacting phenols and naphthols with aldehydes in the presence of at least one of divalent metal salt and oxalic acid which acts as catalyst.Type: ApplicationFiled: May 13, 2011Publication date: September 8, 2011Applicant: Asahi Organic Chemicals Industry Co., Ltd.Inventors: Keiichi MORI, Tomohiro TAKAMA
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Publication number: 20110086974Abstract: The present invention relates to a production process for a phenols novolac resin obtained by reacting phenols with formaldehydes, wherein they are reacted in the presence of a metal compound used as a catalyst for the reaction described above, and a chelating agent is further added in order to deactivate a catalytic action of the metal compound and a resin-coated sand prepared by using the above phenols novolac resin. It is possible to provide a process for producing a phenols novolac resin having an ortho rate of 30 to 60%, suitably 40 to 55% at a good yield (70% or more) and a resin-coated sand having a high curing property prepared by using the above phenols novolac resin.Type: ApplicationFiled: June 3, 2009Publication date: April 14, 2011Inventors: Hiroyuki Kawata, Sadao Takeshou, Tetsurou Saikawa
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Patent number: 6770107Abstract: A curable resin composition comprises a poly(arylene ether), an acryloyl monomer, an allylic monomer, and an abrasive filler. The composition tolerates high filler contents, cures rapidly, and exhibits excellent toughness after curing. Useful articles prepared from the composition include grinding wheels and cut-off wheels having good wear characteristics.Type: GrantFiled: January 30, 2003Date of Patent: August 3, 2004Assignee: General Electric CompanyInventors: Erich Otto Teutsch, Gary William Yeager, Kenneth Paul Zarnoch, Steven William Webb, Hua Guo
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Patent number: 6593391Abstract: A curable resin composition comprises a poly(arylene ether), an acryloyl monomer, an allylic monomer, and an abrasive filler. The composition tolerates high filler contents, cures rapidly, and exhibits excellent toughness after curing. Useful articles prepared from the composition include grinding wheels and cut-off wheels having good wear characteristics.Type: GrantFiled: March 27, 2001Date of Patent: July 15, 2003Assignee: General Electric CompanyInventors: Erich Otto Teutsch, Gary William Yeager, Kenneth Paul Zarnoch, Steven William Webb, Hua Guo
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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: 5976761Abstract: A process for producing a water insoluble, aqueous alkali soluble, film forming novolak resin having low metal ions, made by the fractionation of a phenol formaldehyde condensation product, a process for producing a resin a photoresist composition of superior quality containing such novolak resin, and a method for producing a semiconductor device using such photoresist composition.Type: GrantFiled: March 25, 1998Date of Patent: November 2, 1999Assignee: Clariant Finance (BVI) LimitedInventors: M. Dalil Rahman, Daniel P. Aubin, Dinesh N. Khanna, Sunit S. Dixit
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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: 5645969Abstract: A photosensitive composition comprising a quinonediazide compound and a binder resin, wherein said resin is a resin obtained by condensing a phenol component comprising the following (1) to (3), and an aldehyde or a ketone, and X.gtoreq.0.57, where X=A/B, where A is an integrated value of peaks from 23.0 to 31.0 ppm, and B is an integrated value of peaks from 23.0 to 37.0 ppm, in the .sup.Type: GrantFiled: December 21, 1995Date of Patent: July 8, 1997Assignees: Mitsubishi Chemical Corporation, Konica CorporationInventors: Fumiyuki Matsuo, Daisuke Kanazawa, Mitsuru Sasaki, Shinichi Matsubara, Katsuhiko Higashino, Toshiaki Yokoo
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Patent number: 5571506Abstract: This invention relates to aromatic oligomeric compounds useful in the treatment of cardiovascular, bone metabolic, hypolipidaemic, neuronal, gastrointestinal and elastase-mediated connective tissue degradation disorders and disorders which may be treated by agents effective in binding DNA, to processes for preparation of such oligomeric compounds, to pharmaceutical compositions including such oligomeric compounds, and to their use in the treatment of such disorders.Type: GrantFiled: September 10, 1993Date of Patent: November 5, 1996Assignee: Rhone-Poulenc Rorer Pharmaceuticals Inc.Inventors: John R. Regan, Daniel G. McGarry, Michael N. Chang, Jeffrey N. Barton, Jack Newman, Schmuel Ben-Sasson
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Patent number: 5538761Abstract: Emissions of formaldehyde and ammonia from urea-extended alkaline phenol/formaldehyde resole fiberglass binders are sharply reduced by using as a catalyst an emission-reducing effective amount of an acidifying agent which is a hydrolyzable inorganic salt, mineral acid, monomeric carboxylic acid or partial ester of a polycarboxylic acid such that the instantaneous pH of the binder solution is lower than 5.5. Use of the catalysts of the subject process also allow for additional urea-extension without degradation of fiberglass product physical properties. The preferred catalyst is aluminum sulfate in an amount of from 2.0 weight percent to about 4.0 weight percent based on the resin solids.Type: GrantFiled: June 13, 1995Date of Patent: July 23, 1996Assignee: Schuller International, Inc.Inventor: Thomas J. Taylor
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Patent number: 5374697Abstract: Sulfonium compounds of formula 1 or 2 ##STR1## wherein R is a mononuclear cycloalkyl radical containing 3 to 8 ring carbon atoms or a mononuclear cycloalkyl radical which contains 3 to 8 ring carbon atoms and to which at least one further ring containing carbon atoms is fused,X is a non-nucleophilic anion, andZ is a single bond, an oxygen or sulfur atom, a group of formula >S.sup..sym. --R X.sup..crclbar., wherein R and X are as defined above, or is >C.dbd.O or a methylene bridge,which sulfonium compounds are either unsubstituted or carry one or more than substituent selected from the group consisting of halogen, nitro, C.sub.1 -C.sub.8 alkyl, phenyl, hydroxyl, C.sub.1 -C.sub.8 alkoxy, phenoxy, benzyloxy, alkoxycarbonyl containing 1 to 4 carbon atoms in the alkoxy moiety or acyl of 1 to 12 carbon atoms.Type: GrantFiled: July 14, 1993Date of Patent: December 20, 1994Assignee: Ciba-Geigy CorporationInventor: Beat Muller
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Patent number: 5367040Abstract: A process for the production of modified phenol-formaldehyde resins includes the use of a difunctional phenolic compound as the phenolic component of the resins. The inventive resins resist pre-curing and are useful in the production of molded wood composites produced, for example, by wet-dry forming processes.Type: GrantFiled: December 29, 1992Date of Patent: November 22, 1994Assignee: Masonite CorporationInventor: Zygmunt Teodorczyk
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Patent number: 5334692Abstract: New, highly branched polyphosphonates which have a greatly improved flame retardant action compared with known polyphosphonates which are suitable as additives for plastics. In addition the new polyphosphonates may be incorporated in plastics as stabilizers with excellent migration properties.Type: GrantFiled: November 24, 1993Date of Patent: August 2, 1994Assignee: Bayer AktiengesellschaftInventors: Bernhard Hess, Wolfgang Schulz-Schlitte, Jurgen Kirsch, Dieter Freitag, Uwe Arndt, Hans-Georg Gehrke, Klaus Zander
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Patent number: 5296567Abstract: The present document describes the use of an inhibitor for cationic polymerization as an additive to a thermocurable composition based on at least one cationically polymerizable organic material and an initiator for cationic polymerization in the form of an onium compound or a compound of the formula (I)[M.sup.+n (L).sub.x ].sup.n+ nX.sup.- (I),in which n is 2 or 3, M is a metal cation selected from the group comprising Zn.sup.2+, Mg.sup.2+, Fe.sup.2+, Co.sup.2+, Ni.sup.2+, Cr.sup.2+, Ru.sup.2+, Mn.sup.2+, Sn.sup.2+, VO.sup.2+, Fe.sup.3+, Al.sup.3+ and Co.sup.3+, X.sup.- is an anion selected from the group comprising PF.sub.6.sup.-, AsF.sub.6.sup.-, SbF.sub.6.sup.-, BiF.sub.6.sup.-, derivatives of these anions in which at least one fluorine atom has been replaced by a hydroxyl group, and CF.sub.3 SO.sub.3.sup.-, or in which up to 50% of the anions X.sup.-, based on the total amount of anions, may be any desired anions, L is water or an organic .sigma.Type: GrantFiled: April 6, 1992Date of Patent: March 22, 1994Assignee: Ciba-Geigy CorporationInventors: Dieter Baumann, Werner Margotte, Beat Muller
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Patent number: 5281644Abstract: There are disclosed methods and compositions for retarding the ambient temperature hardening of a phenolic resole resin alone or with an aggregate when such resin is contacted with a nitroalkane and a hardening agent such as lightburned magnesium oxide, an organic ester functional hardening agent, and mixtures of lightburned magnesium oxide and an organic ester functional hardening agent in an alkaline medium. There is also disclosed a hardener composition for phenolic resole resins wherein the hardener composition consists essentially of a solution of a nitroalkane in an organic ester functional hardening agent.Type: GrantFiled: November 4, 1992Date of Patent: January 25, 1994Assignee: Borden, Inc.Inventors: S. Raja Iyer, David R. Armbruster, Arthur H. Gerber
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Patent number: 5242957Abstract: A binder composition for producing articles of bonded particulate material such as foundry molds or cores comprises an alkaline aqueous solution of a resol phenol-aldehyde resin, an oxyanion which can form a stable complex with the resin, and a phenyl ethylene glycol ether. The binder composition has an alkali to phenol molar ratio of from 1.5:1 to 2.5:1 and the amount of alkali present in the solution is sufficient to substantially prevent stable complex formation between the resin and the oxyanion. Bonded articles are produced by passing carbon dioxide gas through articles formed from a mixture of particulate material and the binder composition so as to produce stable complex formation and curing of the resin.Type: GrantFiled: February 13, 1992Date of Patent: September 7, 1993Assignee: Foseco International LimitedInventors: Garry Smith, Martin Bradley
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Patent number: 5206333Abstract: A copolycondensation of a phenol, a naphthol and formaldehyde proceeds smoothly in the presence of an acid and a metallic element selected from the group consisting of transition metallic elements and metallic elements of Group IIa, Group IIIa, Group IVa, Group Va and Group VIa of the Periodic Table, and a naphthol-modified phenolic resin which has a large molecular weight and does not gel is obtained.Type: GrantFiled: May 7, 1992Date of Patent: April 27, 1993Assignee: Hitachi Chemical Company, Ltd.Inventors: Haruaki Sue, Ken Nanaumi, Takuji Itou, Ken Madarame, Shinsuke Hagiwara
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Patent number: 5182357Abstract: One hundred percent thermosetting phenol/formaldehyde (P/F) resin and method of preparation thereof are disclosed. The resin comprises a molar ratio of F/P of about 1.2-1.7, has a softening point of about 80.degree. C. and cures at temperature of about 140.degree.-160.degree. C. The method comprises heating the reactants in a solvent-less system in the presence of an ortho directing catalyst while monitoring the amount of free formaldehyde present in the reaction system.Type: GrantFiled: October 22, 1991Date of Patent: January 26, 1993Assignee: DAP, Inc.Inventor: Gary L. Linden
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Patent number: 5149767Abstract: Thermosetting mixtures containing(a) an epoxy resin having on average more than one 1,2-epoxide group in the molecule,(b) a di- or polyisocyanate compound and(c) a sulfonium salt of the formulae I to IV ##STR1## in which A is C.sub.1 -C.sub.12 alkyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.4 -C.sub.10 cycloalkylalkyl or phenyl which is unsubstituted or substituted by one or more substitutents from the group comprising C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, nitro, phenyl, phenoxy, alkoxycarbonyl having 1-4 C atoms in the alkoxy radical or acryl having 1-12 C atoms, Ar, Ar.sub.1 and Ar.sub.2 indpendently of one another are each phenyl which is unsubstituted or substituted by one or more substitutents from the group comprising C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.Type: GrantFiled: October 11, 1990Date of Patent: September 22, 1992Assignee: Ciba-Geigy CorporationInventors: Kurt Munk, Martin Roth
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Patent number: 5101001Abstract: This invention relates to no-bake foundry binders and a no-bake process for preparing foundry shapes which utilizes polyurethane-forming foundry binders. The binders are unique because the isocyanate component preferably contains no solvent and the weight ratio of the phenolic resin component to isocyanate component is atypical. It has been found that the use of these binders in a no-bake process produces foundry shapes with improved tensile strengths.Type: GrantFiled: December 21, 1989Date of Patent: March 31, 1992Assignee: Ashland Oil, Inc.Inventors: Colleen M. Henry, Richard L. Smith
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Patent number: 5082918Abstract: Phenolic resin compositions.Phenolic resin compositions containing an additive consisting of at least 20% by weight of an alkaline or alkaline-earth metaborate relative to the toal weight of the additive.Applications to the manufacture of phenolic prepreg mats which are stable in storage.Type: GrantFiled: August 31, 1990Date of Patent: January 21, 1992Assignee: NorsolorInventors: Francois Boinot, Michel Cousin, Andre Hochin, Nicolas Meyer
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Patent number: 5071940Abstract: A curing agent mixture for curing alkaline phenol/formaldehyde resins containsA) a pulverulent or fibrous filler andB) a carbonic ester.Type: GrantFiled: February 8, 1990Date of Patent: December 10, 1991Assignee: BASF AktiengesellschaftInventors: Dieter Dormeyer, Winfried Kochersperger, Franz Wolf, Eberhard Pfuetze
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Patent number: 5021539Abstract: Modified benzylic ether resole resins and process for their preparation. The resins are prepared by treating a phenol with a molar excess of aldehyde in the presence of a divalent metal ion catalyst at a pH below 7 followed by further reaction at a pH above 8 in the presence of an alkaline catalyst. Alkaline solutions of the resins are used as foundry binders in an ester cure process.Type: GrantFiled: March 24, 1989Date of Patent: June 4, 1991Assignee: Acme Resin CorporationInventors: David R. Armbruster, Merlyn C. Pasion
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Patent number: 5013814Abstract: Sulfonium salts of the formulae I to IV ##STR1## in which A is C.sub.1 -C.sub.12 alkyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.4 -C.sub.10 cycloalkylalkyl, phenyl which is unsubstituted or mono- or polysubstituted by C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, nitro, phenyl, phenoxy, alkoxycarbonyl having 1-4 C atoms in the alkoxy radical or acyl having 1-12 C atoms, Ar, Ar.sup.1 and Ar.sup.2, independently of one another, are each unsubstituted or mono- or polysubstituted phenyl, or naphthyl which is unsubstituted or mono- or polysubstituted each arylene is an unsubstituted or mono- or polysubstituted phenylene or unsubstituted or mono- or polysubstituted naphthylene and Q.sup..crclbar. is SbF.sub.6 --, AsF.sub.6 -- or SbF.sub.5 OH-- are valuable curing agents and curing accelerators in the heat-curing of cationically polymerizable compounds, preferably epoxy resins.Type: GrantFiled: January 9, 1990Date of Patent: May 7, 1991Assignee: Ciba-Geigy CorporationInventors: Martin Roth, Beat Muller
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Patent number: 4985489Abstract: A binder composition for producing articles of bonded particulate material such as foundry moulds or cores comprises an alkaline aqueous solution of a resol phenol-aldehyde resin and an oxyanion capable of forming a stable complex with the resin the amount of alkali present in the solution being sufficient to substantially prevent stable complex formation. Bonded articles are produced from mixtures of particulate material and the binder composition by passing carbon dioxide gas through the formed articles whereby the oxyanion forms a stable complex with the resin and the resin is cured. The oxyanion may be for example borate, stannate or aluminate.Type: GrantFiled: September 29, 1989Date of Patent: January 15, 1991Assignee: Foseco International LimitedInventors: Sidney A. Barker, Neil Baggett, John Stevenson, Raymond D. George, David R. De Courcy, Timothy Hammond, Martin Bradley
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Patent number: 4977209Abstract: A binder composition for producing articles of bonded particulate material such as foundry moulds or cones comprises an alkaline aqueous solution of a resol phenol-aldehyde resin and an oxyanion capable of forming a stable complex with the resin the amount of alkali present in the solution being sufficient to substantially prevent stable complex formation. Bonded articles are produced from mixtures of particulate material and the binder composition by passing carbon dioxide gas through the formed articles whereby the oxyanion forms a stable complex with the resin and the resin is cured. The oxyanion may be for example borate, stannate or aluminate.Type: GrantFiled: December 6, 1988Date of Patent: December 11, 1990Assignee: Foseco International LimitedInventors: Sidney A. Barker, Neil Baggett, John Stevenson, Raymond D. George, David R. De Courcy, Timothy Hammond, Martin Bradley
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Patent number: 4962166Abstract: In the manufacture of creep-free prepregs based on phenolic resins of the resole type, the reinformcing agents are impregnated with an essentially solvent-free mixture of a phenolic resin and a viscosity controlling amount up to 60% by weight of the resin of an alkali metal metaborate or an alkaline-earth metaborate or a mixture thereof. The resultant compression molded articles exhibit improved strengths.Type: GrantFiled: August 18, 1988Date of Patent: October 9, 1990Assignee: NorsolorInventors: Francois Boinot, Michel Cousin
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Patent number: 4954394Abstract: Phenolic resin compositions.Phenolic resin compositions containing an additive consisting of at least 20% by weight of an alkaline or alkaline-earth metaborate relative to the total weight of the additive.Applications to the manufacture of phenolic pre-preg mats which are stable in storage.Type: GrantFiled: January 22, 1990Date of Patent: September 4, 1990Assignee: NorsolorInventors: Francois Boinot, Michel Cousin, Andre Hochin, Nicolas Meyer
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Patent number: 4942217Abstract: A heat-hardenable binder comprising (a) a phenolic resin of a phenolic compound and formaldehyde in a molar ratio of 1:1 to 1:2 and (b) an effective amount of a hardener mixture of hexamethylenetetramine and an acidic latent hardening agent with reduced emission problems and curing rapidly.Type: GrantFiled: October 26, 1988Date of Patent: July 17, 1990Assignee: Rutgerswerke AGInventors: Arno Gardziella, Alois Kwasniok
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Patent number: 4912178Abstract: Phenolic resin compositions.Phenolic resin compositions containing an additive consisting of at least 20% by weight of an alkaline or alkaline-earth metaborate relative to the total weight of the additive.Applications to the manufacture of phenolic prepreg mats which are stable in storage.Type: GrantFiled: November 6, 1987Date of Patent: March 27, 1990Assignee: Societe Chimique des Charbonnages S.A.Inventors: Francois Boinot, Michel Cousin, Andre Hochin, Nicolas Meyer
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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: 4839457Abstract: A developing composition and a sheet for a pressure-sensitive copy paper comprising a phenolic resin as a main component which is obtained by condensating with formaldehyde using a p-substituted phenol with a 2,4-di-substituted and/or 2,6-di-substituted phenol, and zinc oxide which may be added thereto, as occasion demands.Type: GrantFiled: March 18, 1988Date of Patent: June 13, 1989Assignee: Mitsubishi Petrochemical Co., Ltd.Inventors: Kazuhide Hayama, Yukio Saitoh
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Patent number: 4778654Abstract: A hydrocarbon-soluble corrosion inhibitor composition comprising the reaction product obtained by the acid-catalyzed oligomerization of alkylaniline, formaldehyde, and an aromatic compound selected from aniline, phenol, alkylphenol and an ethoxylated alkylphenol. Also disclosed is a method of inhibiting corrosion of a corrodible metal utilizing said composition.Type: GrantFiled: October 31, 1986Date of Patent: October 18, 1988Assignee: Chevron Research CompanyInventors: Robert Bacskai, Albert H. Schroeder
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Patent number: 4746719Abstract: A process for preparing copolymers of a mixture of a bis-oxazoline and a polyphenolic compound at improved rate of copolymerization by the inclusion of a catalytic amount of a carbonium ion salt of the formula Ph.sub.3 CX wherein Ph represents a phenyl group and X represents BF.sub.4, PF.sub.6, SbF.sub.6, AsF.sub.6, BPh.sub.4 or ClO.sub.4, is described.Type: GrantFiled: June 3, 1987Date of Patent: May 24, 1988Assignee: Ashland Oil, Inc.Inventors: Anil B. Goel, Omar Tiba
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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: 4722991Abstract: A terpolymer is prepared from phenol, furfuryl alcohol and formaldehyde wherein a substantial amound of the furfuryl alcohol is catalytically reacted by means of a water soluble multivalent metal salt catalyst, and wherein the reaction is carried out under essentially hydrous conditions.Type: GrantFiled: May 23, 1986Date of Patent: February 2, 1988Assignee: Acme Resin CorporationInventor: David R. Armbruster
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Patent number: 4675375Abstract: Essentially phenol-free phenol resol ethers which are bonded via o,o'-methylene ether groups are prepared by a process in whichA. where the process is carried out beginning with the methylolation in an aqueous medium, the methylolation is carried out in the presence of 0.5-10% by weight, based on the phenol employed, of Me.sup.++ ions, the latter are then removed as a sparingly soluble salt, the water present as a solvent in the reaction mixture is removed at 30.degree.-80.degree. C. in the presence or absence of one or more monohydric, dihydric or trihydric alcohols and an entraining agent, and the water of reaction formed during the etherification is separated off at 45.degree.-120.degree. C., andB. where the process is carried out beginning with the methylolation in a non-polar organic solvent, the methylolation is carried out in the presence of 0.1-0.3% by weight, based on the phenol employed, of Me.sup.++ ions, the etherification is effected at 95.degree.-120.degree. C.Type: GrantFiled: June 13, 1985Date of Patent: June 23, 1987Assignee: BASF AktiengesellschaftInventors: Fritz E. Kempter, Juergen Nieberle
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Patent number: 4668759Abstract: A process for preparing modified phenolic resole resins providing improved binders for refractories and foundry cores and molds. The resins are prepared by treating a phenol with a molar excess of aldehyde in the presence of an alkaline catalyst followed by further reaction at a pH below 7 in the presence of a catalyst which promotes formation of ortho-ortho benzylic ether bridges between the phenolic nuclei.Type: GrantFiled: July 31, 1985Date of Patent: May 26, 1987Assignee: Acme Resin CorporationInventors: Raja Iyer, Rasik C. Shah
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Patent number: 4657950Abstract: Refractory shaped articles are prepared by heating refractory mixes comprised of refractory particles and an alkoxy modified phenolic resole resin having at least one alkoxy methylene group for every 20 phenolic hydroxyl groups.Type: GrantFiled: October 12, 1984Date of Patent: April 14, 1987Assignee: Acme Resin CorporationInventors: Raja Iyer, Rasik C. Shah, Robert A. Laitar
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Patent number: 4612254Abstract: Novel metal-modified phenolic resins useful in the color developer part of a carbonless copy paper system are disclosed, as well as methods for preparing such resins. The metal-modified phenolic resins are reaction products of an aromatic carboxylic acid and a partial condensation reaction product (an oligomer) of a phenol and an aldehyde. The metal-containing compound is added either to the mixture of phenol and aldehyde in forming the oligomer or to the mixture of aromatic carboxylic acid and the oligomer. The color developer materials of the invention are coated on a paper substrate which forms a part of a pressure sensitive recording paper system. The color developer materials exhibit improved performance over prior art colored developer materials.Type: GrantFiled: March 7, 1985Date of Patent: September 16, 1986Assignee: Occidental Chemical CorporationInventors: James W. Ginter, Donald H. Thorpe, Victor F. G. Cooke
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Patent number: 4593052Abstract: Polymerizable compositions contain (A) a cationically polymerizable material, such as an epoxide resin, a phenoplast or a cyclic vinyl ether, (B) a hydroxy compound such as styreneallyl alcohol copolymer, and (c) an aromatic iodosyl salt of formula ##STR1## where R.sup.3 and R.sup.4, which may be the same or different, each represent a monovalent aromatic radical having from 4 to 25 carbon atoms, x denotes 1, 2 or 3, and Z.sup.x- denotes an x-valent anion of a protic acid.Suitable salts of formula II include diphenyliodosyl hexafluorophosphate and tetrafluoroborate. The compositions may be photopolymerized or they may be thermally polymerized in the presence, as catalyst for the iodosyl salt, of a salt or complex of a d-block transition metal, a stannous salt, an organic peroxide or an activated .alpha.-hydroxy compound.The compositions may be used as surface coatings and adhesives, and in the preparation of printing plates, printed circuits and reinforced composites.Type: GrantFiled: November 19, 1984Date of Patent: June 3, 1986Assignee: Ciba-Geigy CorporationInventor: Edward Irving
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Patent number: 4587291Abstract: Binders are described based on acid curing phenol resins and acid curing agents which, after mixing, have an extended processability time but nevertheless exhibit a rapid curing time at relatively low temperatures. They are obtained by using, as the resin, aqueous phenol resols and, as the curing agent, either copper, aluminum, or iron(III) salts of aromatic sulfonic acids or addition products of hydroxy-containing, water-compatible polyols with aromatic sulfonic acids or mixtures of these salts and the polyol addition products. The binders are used for impregnation of fabrics, for production of abrasives and for fiber reinforced plastics.Type: GrantFiled: April 25, 1985Date of Patent: May 6, 1986Assignee: Rutgerswerke AktiengesellschaftInventors: Arno Gardziella, Karl-Heinz Schwieger, Peter Adolphs, Gerhard Grossmann
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Patent number: 4578448Abstract: Disclosed are high-ortho phenol-formaldehyde resoles having stable hemiformal groups. These resoles are of low viscosity, are essentially free of unbound water and volatile organic compounds. They are curable to phenolic formaldehyde resinous solids and are particularly suitable for use in liquid injection molding processes to form composites.Type: GrantFiled: December 14, 1983Date of Patent: March 25, 1986Assignee: Union Carbide CorporationInventors: George L. Brode, Sui-Wu Chow
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Patent number: RE34228Abstract: Modified benzylic ether resole resins and process for their preparation. The resins are prepared by treating a phenol with a molar excess of aldehyde in the presence of a divalent metal ion catalyst at a pH below 7 followed by further reaction at a pH above 8 in the presence of an alkaline catalyst. Alkaline solutions of the resins are used as foundry binders in an ester cure process.Type: GrantFiled: March 2, 1992Date of Patent: April 20, 1993Assignee: Acme Resin Corp.Inventors: David R. Armbruster, Merlyn C. Pasion