With Nitrogen-containing Reactant Patents (Class 528/162)
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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: 5756592Abstract: A continuous process for the production of a phenolic-based cyanate ester resin is provided and includes the steps of: feeding a phenolic organic compound, a trialkylamine and a cyanogen halide into a continuous, plug-flow type reactor; causing the reactants to flow through and react in the reactor over a period of time defined as a residence time; continuously reacting the phenolic organic compound, the triallckylamine and the cyanogen halide in the reactor; and maintaining a temperature in the reactor of between about -75.degree. C. to about 0.degree. C. The reactor has a length which is equal to or greater than ten times its internal diameter. The mol equivalent concentration of the cyanogen halide is greater than the mol equivalent concentration of the trialkylamine, and the mol equivalent of the trialkylamine is greater than the mol equivalent of the phenolic organic compound.Type: GrantFiled: November 15, 1996Date of Patent: May 26, 1998Assignee: AlliedSignal, Inc.Inventors: William B. Bedwell, Raymond J. Swedo, Bruce T. DeBona, George D. Green
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Patent number: 5721332Abstract: A phenolic resin obtained by reacting a phenol with an aromatic aldehyde and a xylylene compound represented by the formulaROH.sub.2 C(C.sub.6 H.sub.4)CH.sub.2 ORwhere R is hydrogen, an alkyl group having a carbon atom number of 1-4, or an acyl group having a carbon atom number of 2-4 in the presence of acid catalyst, with the sum of aromatic aldehydes and xylylene compounds to phenols molar ratio being 0.1-0.95, and the xylylene compounds to aromatic aldehydes molar ratio being 0.1-1.4.The phenolic resin thus obtained is useful as an industrial material by virtue of its excellent moisture resisting property, alkali resistance and fair thermosetting property. Having low moisture absorption ratio and high glass transition temperature, this phenolic resin is also suitable used as hardener for semiconductor encapsulating epoxy resin which has excellent package crack resistance after solder dipping and high reliability.Type: GrantFiled: January 16, 1996Date of Patent: February 24, 1998Assignee: Sumikin Chemical Co., Ltd.Inventors: Haruyuki Kano, Yoshihisa Sone, Kouichi Yoshimura, Hiroichi Kouyama
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Patent number: 5672674Abstract: Polyamide-containing fibre materials can be given an anti-stain finish by treating them with a sulpho-containing aromatic formaldehyde condensation product in combination with polyacrylic acid, the treatment with the two components being carried out in any desired order or simultaneously.Type: GrantFiled: January 13, 1995Date of Patent: September 30, 1997Assignee: Bayer AktiengesellschaftInventors: Klaus Walz, Udo Winfried Hendricks, Hans-Albert Ehlert
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Patent number: 5659002Abstract: The invention is a process for preparing alkylated tannin Mannich polymers by reacting a tannin Mannich condensation polymer, prepared from a condensed tannin, and amine, and formaldehyde, with an alkylating agent at a pH between 5 and 14. Optionally, the alkylated tannin Mannich polymer may be reacted further with formaldehyde to increase its viscosity.The invention further comprises a method of removing color form waste water utilizing the alkylated tannin Mannich polymer produced by the above process.Type: GrantFiled: March 24, 1995Date of Patent: August 19, 1997Assignee: Nalco Chemical CompanyInventors: Peter E. Reed, Martha R. Finck
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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: 5639396Abstract: A process for producing an oil soluble interpolymer polymer of 1,2-alkylenediamine such as N-ethyl ethylenediamine, aldehyde-provider such as formaldehyde, and ortho-unsubstituted hydroxyaromatics such as 4-polyalkylene phenol is disclosed. The decyclized Mannich Base monomer units provide a higher viscosity material which is suitably substituted with a long chain hydrocarbyl para substituent such as polyisobutylene or ethylene/alpha-olefin polymer. Various ortho-substituted hydroxyaromatics such as o-cresol may be used to control the degree of polymerization. The polymers are useful as dispersants or other lubricant additives.Type: GrantFiled: June 26, 1996Date of Patent: June 17, 1997Assignee: Exxon Chemical Patents Inc.Inventors: Warren A. Thaler, Stephen Zushma, Antonio Gutierrez
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Patent number: 5637658Abstract: A process for the production of a modified phenol-aldehyde resin which may form a binder system when combined with a curing agent which includes an additional source of an aldehyde, e.g., a phenol-formaldehyde resin. The inventive phenol-aldehyde resin may be modified with compounds from one of the following classes: (1) dihydroxybenzenes, (2) arninophenols, and (3) phenylenediamines. The resin and adhesive are useful in the production of a wood composite (such as plywood, oriented strandboard, or fiberboard).Type: GrantFiled: May 23, 1995Date of Patent: June 10, 1997Assignee: Masonite CorporationInventor: Zygmunt Teodorczyk
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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: 5608029Abstract: A process for producing an oil soluble interpolymer polymer of 1,2-alkylenediamine such as N-ethyl ethylenediamine, aldehyde-provider such as formaldehyde, and ortho-unsubstituted hydroxyaromatics such as 4-polyalkylene phenol is disclosed. The decyclized Mannich Base monomer units provide a higher viscosity material which is suitably substituted with a long chain hydrocarbyl para substituent such as polyisobutylene or ethylene/alpha-olefin polymer. Various ortho-substituted hydroxyaromatics such as o-cresol may be used to control the degree of polymerization. The polymers are useful as dispersants or other lubricant additives.Type: GrantFiled: March 10, 1995Date of Patent: March 4, 1997Assignee: Exxon Chemical Patents Inc.Inventors: Warren A. Thaler, Stephen Zushma, Antonio Gutierrez
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Patent number: 5589553Abstract: A resin suitable for use as a photoresist that is the esterification product of an o-quinonediazide compound and an aromatic novolak resin. The aromatic novolak resin may be the condensation product of a reactive phenol with a bis(hydroxymethyl)phenol or an aromatic aldehyde. The aromatic resin may be chain extended by further reaction with an additional aldehyde. The resin has a maximum of 20 percent of its phenolic hydroxyl groups esterified with the o-quinonediazide sulfonate compound.Type: GrantFiled: March 29, 1995Date of Patent: December 31, 1996Assignee: Shipley Company, L.L.C.Inventors: Anthony Zampini, Peter Trefonas, III
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Patent number: 5567797Abstract: The object of the present invention is a polyamide composition containing, in reference to the polyamide composition 0.1 to 1 wt. % terephthaldialdehyde and/or its acetals of C.sub.1 --C.sub.4 alcohols and optionally 3 to 30 wt. % melamine and/or melamine cyanurate as well as a process for the production of the polyamide, a process to increase the shock resistance, notched impact resistance and viscosity of flameproof, halogen-free polyamides, and a process to increase the mass of such polyamides.Type: GrantFiled: February 27, 1995Date of Patent: October 22, 1996Assignee: A. Schulman, Inc.Inventors: Hubert Christ, Wolfgang Schneider
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Patent number: 5512641Abstract: What is disclosed an aromatic oligoimine having a recurring unit composed of an aromatic dialdehyde having a phenolic hydroxyl group and an aromatic diamine and a number-average degree of polymerization of 2 to 20 and a process for preparing the same, and an aromatic polyimine made by thermally dehydrating the aromatic oligoimine and a process for preparing the same.Type: GrantFiled: March 24, 1995Date of Patent: April 30, 1996Assignee: Arakawa Kagaku Kogyo Kabushiki KaishaInventor: Yoichiro Ezaki
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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: 5492998Abstract: Novel polymers of general formula: ##STR1## wherein R is an alkyl or aryl group that contains an active hydrogen atom (as determined by the Zerewitinoff test); A is a spacing group having at least one carbon atom; B is a spacing group having at least two carbon atoms; and R and R' are alkyl or aryl groups. The polymer is synthesized via the Mannich pathway, involving formation of an imine intermediate.Type: GrantFiled: January 20, 1995Date of Patent: February 20, 1996Assignees: Lifesource International, Ltd., Jojani Inc.Inventor: Nicholas M. Irving
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Patent number: 5426161Abstract: The present invention is a cyanato group containing phenolic resin, and method to prepare the resin. The resin of the present invention is stable and has a long shelf life. This is indicated by the gel time of greater than 1 minute, preferably greater than 2 minutes, more preferably greater than 10 minutes. The resin has substantially no smoke generation during gel time measurement at 155.degree. C.Type: GrantFiled: May 2, 1994Date of Patent: June 20, 1995Assignee: AlliedSignal Inc.Inventors: Sajal Das, Dusan C. Prevorsek
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Patent number: 5422221Abstract: In a resist composition, a novolak resin including at least one recurring unit of the formula (1): ##STR1## wherein n is an integer of 1 to 4 and m is an integer of 0 to 3, having a weight average molecular weight of 1,000 to 10,000 calculated as polystyrene, and having the hydrogen atom of a hydroxyl group therein replaced by a 1,2-naphthoquinonediazidosulfonyl group in a proportion of 0.03 to 0.27 mol per hydrogen atom serves as an alkali-soluble resin and a photosensitive agent. The composition is uniform in that the photosensitive agent is uniformly incorporated in the novolak resin, and thus forms a uniform resist film. It is a useful positive resist having improved sensitivity, resolution, heat resistance, and film retentivity.Type: GrantFiled: February 16, 1994Date of Patent: June 6, 1995Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Satoshi Okazaki, Mitsuo Umemura, Hiroshi Kanbara, Jun Hatakeyama, Tetsuya Inukai, Kazuhiro Nishikawa
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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: 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: 5340903Abstract: The invention concerns a phenolic resin.The resin is a liquid, contains phenol-formaldehyde, formaldehyde-urea and phenol-formaldehyde-amine condensates, and has a free formaldehyde content of less than 3%, this proportion being expressed as a percentage of the total fluid weight, and a dilutability rate in water which equals or surpasses 1,000%. Furthermore, the resin is stable when heated. Application to less-polluting sizing compositions for mineral fibers; and use of the fibers thus sized for the manufacture of insulating products and soilless cultivation substrates.Type: GrantFiled: August 27, 1993Date of Patent: August 23, 1994Assignee: Isover Saint-GobainInventors: M. Serge Tetart, M. David Segal
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Patent number: 5310855Abstract: The aromatic formaldehyde condensation products, which are substantially colorless and water-soluble and contain sulphonate and/or carboxylate groups, are obtainable by adding agents which have a reducing action during and/or after the condensation reaction, and are suitable for the treatment of textiles and leather.Type: GrantFiled: November 13, 1992Date of Patent: May 10, 1994Assignee: Bayer AktiengesellschaftInventors: Klaus Walz, Udo Hendricks, Hans-Albert Ehlert, Fritz Lesszinsky
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Patent number: 5302687Abstract: A process for preparing a polymeric composition comprising reacting a mixture of at least one phenolic compound and at least one oxazoline compound in the presence of a catalytic amount of at least one ammonium salt and a tetracarbyl phosphonium salt, and optionally also in the presence of an alkyl halide is described.Type: GrantFiled: March 29, 1993Date of Patent: April 12, 1994Assignee: Ashland Oil, Inc.Inventors: Billy M. Culbertson, Omar Tiba, Gilbert M. Gynn
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Patent number: 5300593Abstract: 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: August 17, 1993Date of Patent: April 5, 1994Assignee: Rutgerswerke Aktiengesellschaft AGInventors: Arno Gardziella, Achim Hansen, Stephan Schroter, Josef Suren
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Patent number: 5270434Abstract: The invention concerns a phenolic resin.The resin is a liquid, contains phenol-formaldehyde, formaldehyde-urea and phenol-formaldehyde-amine condensates, and has a free formaldehyde content of less than 3%, this proportion being expressed as a percentage of the total fluid weight, and a dilutability rate in water which equals or surpasses 1,000%. Furthermore, the resin is stable when heated. Application to less-polluting sizing compositions for mineral fibers; and use of the fibers thus sized for the manufacture of insulating products and soilless cultivation substrates.Type: GrantFiled: November 2, 1992Date of Patent: December 14, 1993Assignee: Isover Saint-GobainInventors: M. Serge Tetart, M. David Segal
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Patent number: 5264500Abstract: A thermosetting resin designated a "APT" resin is produced by a two-step procedure in which a substituted aromatic compound, preferably diphenyl ether is reacted with formaldehyde to produce an oligomeric backbone, followed by further reaction with a phenol to provide pendant phenolic groups. Finally, the resulting polymer is cyanated with a cyanogen halide.Type: GrantFiled: July 30, 1991Date of Patent: November 23, 1993Assignee: Allied-Signal Inc.Inventors: George D. Green, William B. Bedwell, Raymond J. Swedo
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Patent number: 5256325Abstract: An oil soluble dispersant additive useful in oleaginous compositions selected from fuels and lubricating oils comprising the reaction products of:(i) at least one intermediate adduct comprised of the reaction products of(a) at least one polyanhydride, and(b) at least one member selected from the group consisting of polyamines, polyols, and amino alcohols; and(ii) at least one member selected from the group consisting of(a) at least one long chain hydrocarbyl substituted C.sub.4 -C.sub.10 dicarboxylic acid producing material;(b) at least one long chain hydrocarbyl substituted hydroxy aromatic material and at least one aldehyde; or(c) at least one aldehyde and at least one reaction product of a hydrocarbyl substituted C.sub.3 -C.sub.10 monocarboxylic or C.sub.4 -C.sub.10 dicarboxylic acid or anhydride and an amine substituted hydroxy aromatic compound.Also disclosed are oleaginous compositions, particularly lubricating oil compositions, containing these oil soluble dispersants.Type: GrantFiled: February 2, 1993Date of Patent: October 26, 1993Assignee: Exxon Chemical Patents Inc.Inventors: Jacob Emert, Robert D. Lundberg, Antonio Gutierrez
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Patent number: 5233012Abstract: Novel condensates comprising bisphenols and aromatic aminosulfonic acids, in particular, novel 4-aminobenzenesulfonic acid-2,2-bis (hydroxyphenyl)propaneformaldehyde condensates, and methods for their production are disclosed. The novel condensates are useful as a dispersant for disperse dyes, an additive for carbonaceous fine powder-water slurries and as a water reducing agent for cement.Type: GrantFiled: June 8, 1992Date of Patent: August 3, 1993Assignee: Sanyo-Kokusaku Pulp Co., Ltd.Inventors: Masanobu Kawamura, Shinji Hamada, Takashi Date, Toshihiro Sugiwaki, Nobuhiro Hanada
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Patent number: 5194331Abstract: The present invention is a fiber comprising cyanato group containing phenolic resin comprising repeating units of the formula: ##STR1## wherein p is 0 or an integer of one or more, q is O or an integer of 1 or more, X is a radical selected from the group consisting of: --CH.sub.2 --, --CO--, --SO.sub.2 --, ##STR2## and R is the same or different and is selected from the group consisting of hydrogen and methyl radicals. The fiber of the present invention can be made a phenolic triazine derived from the cyanato group containing phenolic resin.Type: GrantFiled: September 16, 1991Date of Patent: March 16, 1993Assignee: Allied-Signal Inc.Inventors: Sajal Das, Dusan C. Prevorsek
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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: 5136011Abstract: The present invention features a highly oriented, triazine superstructural network, whose structural alignment is magnetically induced in the liquid crystalline phase during the curing process of its liquid crystalline cyanate ester precursor. High mechanical strength cross-linked network structures are prepared from a new class of liquid crystalline dicyanate compounds. Optionally ring substituted di-(4-hydroxyphenyl)-terephthalate is synthesized as a precursor in the preparation of highly structured triazine networks. The orientation of the triazine networks has been accomplished by magnetically aligning the liquid crystalline phase of the precursor during the curing reaction.Type: GrantFiled: September 19, 1990Date of Patent: August 4, 1992Assignees: Cornell Research Foundation, International Business Machines CorporationInventors: George G. Barclay, Christopher K. Ober, Konstantinos I. Papathomas, David W. Wang
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Patent number: 5130385Abstract: The present invention is a cyanato group containing phenolic resin, and to phenolic triazine resins derived therefrom. The cyanato group containing phenolic resin of the present invention can be completely cured to form a phenolic triazine resin having a glass transition temperature equal to or greater than 250.degree. C.Type: GrantFiled: September 14, 1990Date of Patent: July 14, 1992Assignee: Allied-Signal Inc.Inventor: Sajal Das
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Patent number: 5126412Abstract: The present invention is a cyanato group containing phenolic resin, and to phenolic triazine resins derived therefrom. The resin of the present invention is stable and has a long shelf life. This is indicated by the gel time of greater than 3 minutes and by a shelf life equal to or greater than 3 days.Type: GrantFiled: September 6, 1990Date of Patent: June 30, 1992Assignee: Allied-Signal Inc.Inventors: Sajal Das, Dusan C. Prevorsek
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Patent number: 5124414Abstract: Phenolic cyanate/phenolic triazine copolymers and cured resins prepared therefrom.Type: GrantFiled: August 20, 1990Date of Patent: June 23, 1992Assignee: Allied-Signal Inc.Inventors: Das Sajal, Dusan C. Prevorsek
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Patent number: 5120817Abstract: An epoxy resin composition comprises an vicinal polyepoxide and a Mannich condensation reaction product curing agent. The curing agent is the Mannich condensation reaction product of a phenol, formaldehyde and a polyoxyethylenediamine of the formula:NH.sub.2 (CH.sub.2 CH.sub.2 O).sub.x --CH.sub.2 CH.sub.2 NH.sub.2,and wherein: x ranges from 1 to 3. These epoxy resin compositions are useful in coatings, adhesives, encapsulations and composite matrices.Type: GrantFiled: February 27, 1991Date of Patent: June 9, 1992Assignee: Texaco Chemical CompanyInventors: George P. Speranza, Harold G. Waddill, Jiang-Jen Lin
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Patent number: 5120815Abstract: An improved process for preparing Mannich polyols is disclosed. The process involves capping a Mannich condensate of a phenolic compound or an amino-substituted s-triazine with a small quantity of an alkylene oxide in the absence of an alkylene oxide polymerization catalyst, prior to heating the condensate to elevated temperatures at which polycondensates are formed. The capped Mannich condensate is then alkoxylated to form the desired polyol.Type: GrantFiled: June 29, 1989Date of Patent: June 9, 1992Assignee: The Dow Chemical CompanyInventors: John E. Marugg, Michael A. P. Gansow, Johan A. Thoen
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Patent number: 5109078Abstract: The present invention is a cyanato group containing phenolic resin of the formula: ##STR1## wherein n is 0 or an integer of one or more, and R is the same or different and is selected from the group consisting of hydrogen and methyl radicals. The advancement over the art is that the resin of the present invention is stable and has a long shelf life. This is indicated by the gel time of greater than 1 minute, preferably greater than 2 minutes, more preferably greater than 10 minutes, and most preferably greater than 20 minutes at 155.degree. C. Alternately, the improved resin of the present invention can be characterized as having a thermal stability indicated by thermal decomposition temperature of at least 400.degree. C. and preferably of at least 450.degree. C. as measured by Thermal Gravimetric Analysis (TGA).Type: GrantFiled: April 1, 1991Date of Patent: April 28, 1992Assignee: Allied-Signal Inc.Inventors: Sajal Das, Dusan C. Prevorsek
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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: 5098986Abstract: Normally liquid polyfunctional final Mannich condensates that are useful as curing agents for epoxy resins are prepared by reacting a para C.sub.1 -C.sub.15 alkyl phenol with formaldehyde and a first polyoxyalkylene diamine to form an intermediate Mannich condensate that is reacted, in turn, with formaldehyde and a second polyoxyalkylene diamine to form the final Mannich condensate, the first polyoxyalkylene diamine having the formula: ##STR1## wherein: n represents a positive number having a value of 1 to about 6, andR' independently represents hydrogen or a methyl group, the second polyoxyalkylene diamine having the formula: ##STR2## wherein n and n' represent positive numbers having a value of 1 to about 6,R' independently represents hydrogen or a methyl group, andR"' represents an alkyl group containing 1 to 4 carbon atoms or a cyanoethyl group.Type: GrantFiled: November 19, 1990Date of Patent: March 24, 1992Assignee: Texaco Chemical CompanyInventors: George P. Speranza, Jiang-Jen Lin
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Patent number: 5082920Abstract: Improvements in the thermal stability of bis(isoimide) resins are achieved by the addition of small amounts of trihydroxyaromatic or polyhydroxyaromatic compounds to the partially polymerized bis(isoimide) resin composition.Type: GrantFiled: September 24, 1990Date of Patent: January 21, 1992Inventor: John D. Harper
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Patent number: 5047160Abstract: An oil soluble dispersant additive useful in oleaginous compositions selected from fuels and lubricating oils comprising the reaction products of:(i) at least one intermediate adduct comprised of the reaction products of(a) at least one polyanhydride, and(b) at least one member selected from the group consisting of polyamines, polyols, and amino alcohols; and(ii) at least one member selected from the group consisting of(a) at least one long chain hydrocarbyl substituted C.sub.4 -C.sub.10 dicarboxylic acid producing material;(b) at least one long chain hydrocarbyl substituted hydroxy aromatic material and at least one aldehyde; or(c) at least one aldehyde and at least one reaction product of a hydrocarbyl substituted C.sub.3 -C.sub.10 monocarboxylic or C.sub.4 -C.sub.10 dicarboxylic acid or anhydride and an amine substituted hydroxy aromatic compound.Also disclosed are oleaginous compositions, particularly lubricating oil compositions, containing these oil soluble dispersants.Type: GrantFiled: December 29, 1988Date of Patent: September 10, 1991Assignee: Exxon Chemical Patents Inc.Inventors: Jacob Emert, Robert D. Lundberg, Antonio Gutierrez
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Patent number: 5043365Abstract: A granular molding material with a binder comprising a phenol novolac and a polyisocyanate which hardens upon addition of amine catalysts wherein the molar ratio of phenol to formaldehyde in the novolac is 1:0.25 to 1:0.5 and has the formula ##STR1## wherein R, R' and R" are individually selected from the group consisting of hydrogen, alkyl of 1 to 12 carbon atoms, hydroxy, cycloalkyl of 3 to 12 carbon atoms and an anellated ring and X is an integer from 0 to 4 or >4 with the percent molar distribution based on X is as follows:______________________________________ when X = 0: 20-55% X = 1: 15-30% X = 2: 10-30% X = 3: 0-50% X .gtoreq. 4: 0-2.5% ______________________________________for the production of improved foundry cores and molds.Type: GrantFiled: September 14, 1989Date of Patent: August 27, 1991Assignee: Rutgerswerke AGInventors: Arno Gardziella, Alois Kwasniok, Peter Adolphs, Ralf Wetzig
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Patent number: 5043412Abstract: A raw batch composition for use in making a shaped article such as a foundry shape or refractory article is disclosed. The composition comprises a mixture of an aggregate material; a phenol formaldehyde novolak resin; a phenol formaldehyde resole resin; and an ester functional curing agent. A shaped article prepared from the composition and processes for making a refractory body or foundry article are also disclosed.Type: GrantFiled: September 1, 1989Date of Patent: August 27, 1991Assignee: Borden, Inc.Inventors: Pitchaiya Chandramouli, Raja Iyer, Calvin Johnson
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Patent number: 5004788Abstract: The present invention is a cyanato group containing phenolic resin of the formula: ##STR1## wherein n is 0 or an integer of one or more, and R is the same or different and is selected from the group consisting of hydrogen and methyl radicals. The advancement over the art is that the resin of the present invention is stable and has a long shelf life. This is indicated by the gel time of greater than 1 minute, preferably greater than 2 minutes, more preferably greater than 10 minutes, and most preferably greater than 20 minutes at 155.degree. C. Alternately, the improved resin of the present invention can be characterized as having a thermal stability indicated by thermal decomposition temperature of at least 400.degree. C. and preferably of at least 450.degree. C. as measured by Thermal Gravimetric Analysis (TGA).Type: GrantFiled: March 1, 1989Date of Patent: April 2, 1991Assignee: Allied-Signal Inc.Inventors: Sajal Das, Dusan C. Prevorsek
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Patent number: 4988780Abstract: The present invention is flame resistant article and related method, made of phenolic triazine resin derived from a cyanato group containing phenolic resin of the formula: ##STR1## wherein: n is a positive whole number greater than or equal to 1;q and r are the same or different at each occurrence and are whole numbers from 0 to 3, with the proviso that the sum of q and r at each occurrence is equal to 3;Z is --CN, or hydrogen and --CN;o and p are the same or different at each occurrence and are whole numbers from 0 to 4 with the proviso that the sum of o and p at each occurrence is equal to 4;--X-- is a divalent organic radical; andR.sub.3 is the same or different at each occurrence and is a substituent other than hydrogen which is unreactive under conditions necessary to completely cure the copolymer.Type: GrantFiled: August 15, 1988Date of Patent: January 29, 1991Assignee: Allied-SignalInventors: Sajal Das, Dusan C. Prevorsek, Raj Sharma, Bruce DeBona
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Patent number: 4978727Abstract: The present invention is a cyanato group containing phenolic resin, and method to prepare the resin. The resin of the present invention is stable and has a long shelf life. This is indicated by the gel time of greater than 1 minute, preferably greater than 2 minutes, more preferably greater than 10 minutes. The resin has substantially no smoke generation during gel time measurement at 155.degree. C.Type: GrantFiled: April 12, 1988Date of Patent: December 18, 1990Assignee: Allied-SignalInventors: Sajal Das, Dusan C. Prevorsek
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Patent number: 4977231Abstract: Carbamate curing agents for phenol-aldehyde resins provide a delayed curing period for product assembly. Thereafter, the resin cures quickly even at low temperatures.Type: GrantFiled: April 13, 1989Date of Patent: December 11, 1990Assignee: Georgia-Pacific CorporationInventors: Ted M. McVay, Gene F. Baxter
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Patent number: 4973649Abstract: Novel thermosetting imido prepolymers having low melt viscosity, well adapted for the production, e.g., of preimpregnated shaped articles, are copolymerizates of at least one N,N'-bismaleimide; at least one hindered diprimary diamine, e.g., 4,4'-diamino-3,3',5,5'-tetraalkyl-diphenyl-methane or 1,3-diamino- or 1,4-diaminotrialkylbenzene; at least one comonomeric heterocycle, e.g., a vinylpyridine, N-vinyl-2-pyrrolidone, allyl isocyanurate, vinyltetrahydrofuran, and/or an imidazole compound; and at least one comonomeric (meth)acrylate.Type: GrantFiled: March 3, 1989Date of Patent: November 27, 1990Assignee: Rhone-Poulenc ChimieInventor: Yves Camberlin
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Patent number: 4970276Abstract: Phenolic cyanate/phenolic triazine copolymers and cured resins prepared therefrom.Type: GrantFiled: May 26, 1989Date of Patent: November 13, 1990Assignee: Allied-Signal Inc.Inventors: Sajal Das, Dusan C. Prevorsek
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Patent number: 4944812Abstract: A vegetable tannin is condensed with formaldehyde and an amine to provide an acid soluble product which is useful in a metal treatment solution to enhance corrosion resistance and paint adhesion characteristics of a metal surface.Type: GrantFiled: November 16, 1988Date of Patent: July 31, 1990Assignee: Henkel CorporationInventors: Andreas Lindert, Stephen M. Wolpert
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Patent number: 4904516Abstract: A process for preparing a water soluble phenol-formaldehyde resole resin having improved storage stability employs a calcium compound to catalyze the condensation reaction which occurs under basic conditions. Sulfamic acid is used to neutralize the resole solution, yielding a soluble calcium salt which will not settle out of the solution or clog transfer lines or spray nozzles as may a calcium salt precipitated during the neutralization. Glass fiber insulation produced using a binder prepared with the aqueous resole solution shows enhanced thickness recovery and lower odor potential.Type: GrantFiled: January 12, 1988Date of Patent: February 27, 1990Inventor: Albert W. Creamer