Reactant Which Is Devoid Of A Heterocyclic Ring Containing Oxygen, Selenium Or Tellurium As Ring Atoms, Contains At Least One Nitrogen Atom Patents (Class 528/407)
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Patent number: 5338828Abstract: Novel cyclic imino ether compositions containing one or more mesogenic moieties, when polymerized, result in products having improved properties.Type: GrantFiled: September 10, 1993Date of Patent: August 16, 1994Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
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Patent number: 5310770Abstract: Water-reducible curing agents for epoxy resins are made from the diglycidyl ether of cyclohexane dimethanol and a diamine selected from the group consisting of meta-xylylene diamine, isophorone diamine, diaminocyclohexane and 1,3-bisaminomethyl cyclohexane.Type: GrantFiled: December 30, 1992Date of Patent: May 10, 1994Assignee: Hi-Tek Polymers, Inc.Inventors: William J. DeGooyer, George A. Roy, II
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Patent number: 5302695Abstract: Polyethercyclicpolyols are prepared by thermally condensing a polyol having at least three hydroxyl groups of which at least two of the hydroxyl groups are vicinal, precursors of the glycol, cyclic derivatives of the polyol, or mixtures thereof, and controlling process conditions to avoid substantial undesirable degeneration. Lower molecular weight polyethercyclicpolyols are polycondensed with epoxy alcohols to form higher molecular weight polyethercyclicpolyols.Type: GrantFiled: September 10, 1993Date of Patent: April 12, 1994Assignee: Shell Oil CompanyInventors: Harry Frank, George C. Blytas, Anne H. Zuzich
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Patent number: 5300625Abstract: Polyethers which contain recurring units of the formula I ##STR1## in which A is a divalent aryl or heteroaryl radical,X is O, S or NR,Z is a divalent aryl or heteroaryl radical or an alkynyl, azo or (CF.sub.2) group, andR is arylare synthesized. The polyethers can be used as thermoplastics for the production of injection-molded articles, extrudates, polymer blends and coatings and for the production of films and membranes from solution.Type: GrantFiled: January 10, 1992Date of Patent: April 5, 1994Assignee: Hoechst AktiengesellschaftInventors: Brigitte Helmreich, Klaus Burger, Gerhard Maier, Reinhold Hecht, Oskar Nuyken
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Patent number: 5298575Abstract: Adducts containing terminating nitro (nitroso) groups and one or more mesogenic moieties are prepared by reacting (A) at least one compound containing an average of more than one vicinal epoxide group per molecule with (B) at least one compound containing one or more nitro (nitroso) groups and an average of one reactive hydrogen atom per molecule; with the proviso that at least one member of components (A) and (B) contains a mesogenic moiety. Reduction of these adducts provides amines which are useful as curing agents for epoxy resins.Type: GrantFiled: November 30, 1992Date of Patent: March 29, 1994Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
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Patent number: 5296570Abstract: Compositions comprising epoxy resins containing one or more rodlike mesogenic moieties per molecule are cured with polyamines containing one or more rodlike mesogenic moieties per molecule. These curable compositions can be oriented by the application of an electric field or magnetic field or drawing and/or shear flow prior to and/or during curing. The resultant cured products exhibit an improvement in one or more physical and/or mechanical and/or thermal properties as compared to a like epoxy resin system which does not contain any rodlike mesogenic moieties.Type: GrantFiled: June 1, 1993Date of Patent: March 22, 1994Assignee: The Dow Chemical CompanyInventors: Jimmy D. Earls, Robert E. Hefner, Jr., Paul M. Puckett
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Patent number: 5290887Abstract: Epoxy resins containing more than one vicinal epoxide group per molecule and at least one thiadiazole, oxadiazole or both thiadiazole and oxadiazole moiety per molecule are disclosed, as well as curable and cured compositions thereof. Certain of these epoxy resins possess enantiotropic liquid crystallinity. These enantiotropic epoxy resins are useful in preparing copolymers with high glass transition temperatures and liquid crystalline morphology, which can result in enhanced unidirectional mechanical properties. These epoxy resins are useful in coating, casting, encapsulation, electronic or structural laminate or composite, filament winding or molding applications.Type: GrantFiled: April 30, 1993Date of Patent: March 1, 1994Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Joseph A. Schomaker, Jimmy D. Earls
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Patent number: 5288816Abstract: The present invention relates to nonlinear optical materials comprising aminoaryl hydrazones and to nonlinear optical polymeric compositions containing recurring covalently bonded moieties derived from the aminoaryl hydrazones of the invention. The polymeric compositions of the present invention have high glass transition temperatures and exhibit stable nonlinear optical activity at high temperatures over a period of time.Type: GrantFiled: August 10, 1992Date of Patent: February 22, 1994Assignee: The Dow Chemical CompanyInventors: Muthiah N. Inbasekaran, Mark D. Newsham, Michael N. Mang
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Patent number: 5288424Abstract: This invention pertains to alkyl substituted bi(cyclohexylamine) and derivatives having a high trans, trans-isomer distribution. This isomer distribution represents a thermodynamic mixture of the isomers and provides for extended pot life and extended thermal properties in epoxy resins which are not seen with the kinetic isomer mixture. The bridged cyclohexylamine and derivatives are represented by the formula: ##STR1## wherein; R.sup.1 is hydrogen or C.sub.1-4 alkyl;R.sup.2 is C.sub.1-4 alkyl; andR.sup.3 is hydrogen or C.sub.1-4 alkylThe invention also relates to epoxy resins cured with the bridged bi(cyclohexylamines).Type: GrantFiled: July 15, 1993Date of Patent: February 22, 1994Assignee: Air Products and Chemicals, Inc.Inventors: Peter A. Lucas, Gamini A. Vedage, Jeremiah P. Casey
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Patent number: 5281675Abstract: Novel cyclic imino ether compositions containing one or more mesogenic moieties, when polymerized, result in products having improved properties.Type: GrantFiled: February 6, 1992Date of Patent: January 25, 1994Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
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Patent number: 5280091Abstract: This invention pertains to epoxy resins having increased chemical resistance to solvents, and good cured mechanical properties which are prepared by curing the epoxy resins with a curing agent comprising a mixture of methylene bridged poly(cyclohexyl-aromatic)amines. The methylene bridged poly(cyclohexyl-aromatic)amine curing agents are the residue obtained from the distillation of a mixture of poly(cyclohexylaromatic)amines formed by the hydrogenation of crude methylenedianiline or crude di(4-amino-3-methylcyclohexyl)methane.Type: GrantFiled: February 7, 1992Date of Patent: January 18, 1994Assignee: Air Products and Chemicals, Inc.Inventors: David A. Dubowik, Peter A. Lucas, Andrea K. Smith
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Patent number: 5279870Abstract: The present invention is directed to a novel epoxy polymeric composition resulting from reacting (A) at least one compound containing an average of more than one epoxide group per molecule with (B) at least one curing agent for component (A). At least a portion of the curing agent (B) is at least a first curing agent compound which contains (a) an average of more than one active amine hydrogen atom per molecule and (b) an average of at least one aromatic ring which contains at least one pendant monovalent electron withdrawing group. The present invention also includes a process for preparing the above polymeric materials. The polymeric materials of the present invention also exhibit nonlinear optical capabilities when formed into an optically transparent medium with a noncentrosymmetric alignment of molecules. The nonlinear optical materials of the present invention are useful in electrooptic devices for use in communications and data-processing.Type: GrantFiled: March 2, 1992Date of Patent: January 18, 1994Assignee: The Dow Chemical CompanyInventor: John J. Kester
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Patent number: 5280069Abstract: The new compound N,N,N'N'-tetraglycidyl-3,3'-diethyl-4,4'-diaminodiphenylmethane and curable resin compositions containing it.Type: GrantFiled: April 30, 1991Date of Patent: January 18, 1994Assignee: Ciba-Geigy CorporationInventors: Bryan Dobinson, Michael R. Thoseby
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Patent number: 5273793Abstract: The present invention is directed to epoxy-based polymeric nonlinear optical materials in which a nonlinear optical active moiety or functionality forms the crosslink between polymer chains and a process for making the nonlinear optical (NLO) epoxy polymer including heating an epoxy resin and a curing agent such as a bi- or tri-functional aromatic amine containing an electron-withdrawing group, for example, diamino diphenylsulfone and poling the mixture under high voltage at elevated temperature for a period of time to bring about orientation of the nonlinear optical moieties in the polymer. The polymers have enhanced stability over polymers in which only one end of an NLO active moiety is attached to the polymer chain.Type: GrantFiled: August 19, 1992Date of Patent: December 28, 1993Assignee: The Dow Chemical CompanyInventors: John J. Kester, Mark D. Newsham
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Patent number: 5274054Abstract: Adducts which are obtainable by reacting cycloaliphatic or heterocycloaliphatic polyamines containing at least two primary groups with polyfunctional epoxides containing more than two epoxy groups per molecule in such amounts as to supply 10-100 equivalents of active hydrogen atoms bound to amino nitrogen per one epoxide equivalent, are suitable hardeners for epoxy adhesives, especially adhesives for metals and thermosetting plastics.Type: GrantFiled: April 1, 1992Date of Patent: December 28, 1993Assignee: Ciba-Geigy CorporationInventors: Roland Moser, Hans Lehmann, Daniel Bar
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Patent number: 5266365Abstract: The present invention is directed to an epoxy-containing polymeric material having nonlinear optical properties, particularly a glycidyl amine polymer, and a process for making the nonlinear optical (NLO) epoxy-containing polymeric material including poling the polymeric material under high voltage at elevated temperature for a period of time to bring about orientation of the nonlinear optical functionalities in the polymer. The polymers have enhanced thermal stability and good NLO properties.Type: GrantFiled: February 28, 1992Date of Patent: November 30, 1993Assignee: The Dow Chemical CompanyInventors: John J. Kester, H. Craig Silvis
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Patent number: 5264501Abstract: This invention pertains to alkyl substituted bi(cyclohexylamine) and derivatives having a high trans,trans-isomer distribution. This isomer distribution represents a thermodynamic mixture of the isomers and provides for extended pot life and extended thermal properties in epoxy resins which are not seen with the kinetic isomer mixture. The bridged cyclohexylamine and derivatives are represented by the formula: ##STR1## wherein; R.sup.1 is hydrogen or C.sub.1-4 alkyl;R.sup.2 is C.sub.1-4 alkyl; andR.sup.3 is hydrogen or C.sub.1-4 alkylThe invention also relates to epoxy resins cured with the bridged bi(cyclohexylamines).Type: GrantFiled: August 9, 1991Date of Patent: November 23, 1993Assignee: Air Products and Chemicals, Inc.Inventors: Peter A. Lucas, Gamini A. Vedage, Jeremiah P. Casey
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Patent number: 5241016Abstract: The invention is an epoxy resin adhesive composition. The composition comprises:A. An epoxy resin component; andB. A curative component comprising:a curing amount of a polyamine curing agent and 2 to 30 phr. of an adhesion enhancer of comprising a partially hindered polyetherpolyamine.The fast curing adhesive offers high lap shear strength and relatively high peel strength.Type: GrantFiled: May 29, 1992Date of Patent: August 31, 1993Assignee: Texaco Chemical CompanyInventors: Harold G. Waddill, Robert A. Grigsby, Jr., Michael Cuscurida, Robert L. Zimmerman
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Patent number: 5227452Abstract: Compositions comprising epoxy resins containing one or more rodlike mesogenic moieties per molecule are cured with polyamines containing one or more rodlike mesogenic moieties per molecule. These curable compositions can be oriented by the application of an electric field or magnetic field or drawing and/or shear flow prior to and/or during curing. The resultant cured products exhibit an improvement in one or more physical and/or mechanical and/or thermal properties as compared to a like epoxy resin system which does not contain any rodlike mesogenic moieties.Type: GrantFiled: June 29, 1992Date of Patent: July 13, 1993Assignee: The Dow Chemical CompanyInventors: Jimmy D. Earls, Robert E. Hefner, Jr., Paul M. Puckett
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Patent number: 5221726Abstract: Improved hydrophilic materials, such as foams and films, are provided. These material find use in a wide variety of fluid absorbent products, especially those relating to the absorption of bodily fluids. The soft, absorbent, and resilient foams of this invention exhibit greater wet and dry mechanical strength when compared with those known in the art, as well as improved fluid wicking capacity and lower density. These improved properties are believed attributable to the incorporation into the foams of at least one polyfunctional aliphatic amine.The provided hydrophilic materials comprise the polymeric reaction product of a mixture which comprises at least one epoxy resin, at least one amine-terminated poly(alkylene oxide), and at least one polyfunctional aliphatic amine. Methods for preparing foams and other hydrophilic materials are also provided.Type: GrantFiled: February 3, 1992Date of Patent: June 22, 1993Assignee: McNeil-PPC, Inc.Inventors: Shmuel Dabi, Ram L. Kataria
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Patent number: 5219956Abstract: There is disclosed a method for hardening a curable one-package epoxy resin system formed of an epoxy resin and a hardener, which comprises heating the curable one-package epoxy resin system to start the reaction between the epoxy resin and the hardener, and, before the reaction ratio reaches 50%, leaving the curable one-package epoxy resin system to stand at an ambient temperature.Type: GrantFiled: April 6, 1992Date of Patent: June 15, 1993Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventor: Masayuki Fukuoka
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Patent number: 5219975Abstract: The present invention is directed to a process for the preparation of amines containing urethane and urea groups. The amines are produced by reacting A) isocyanate prepolymers containing urethane groups and in which the isocyanate groups are reversibly blocked with secondary monoamines with B) amines having molecular weights of from 60 to 500, which are at least difunctional and which have a total of at least two primary or secondary amino groups, with splitting off of the secondary monoamine. The invention is also directed to the amines so produced and to the use as a hardener for an epoxide resin.Type: GrantFiled: May 7, 1991Date of Patent: June 15, 1993Assignee: Bayer AktiengesellschaftInventors: Lutz Schmalstieg, Karl-Heinz Hentschel, Josef Pedain, Klaus Nachtkamp
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Patent number: 5198532Abstract: Polyethercyclicpolyols are prepared by thermally condensing a polyol having at least three hydroxyl groups of which at least two of the hydroxyl groups are vicinal, precursors of the polyol, cyclic derivatives of the polyol, or mixtures thereof, and controlling process conditions to avoid substantial undesirable degeneration. Lower molecular weight polyethercyclicpolyols are polycondensed with epihalohydrins to form higher molecular weight polyethercyclicpolyols.Type: GrantFiled: April 14, 1992Date of Patent: March 30, 1993Assignee: Shell Oil CompanyInventors: George C. Blytas, Harry Frank, Anne H. Zuzich
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Patent number: 5191033Abstract: The invention is an epoxy resin composition. Diol initiators are reacted with alkylene oxide and 1 to 5 wt % epoxy resin. The epoxy resin is added internally, along the length of the diol chain to yield a modified polyol of molecular weight 2000 to 5000. The modified polyol is subjected to reductive amination to yield a polyamine. This polyamine is mixed with an epoxy base resin and cured to product epoxy resins demonstrating improved strength and adhesion.Type: GrantFiled: May 11, 1992Date of Patent: March 2, 1993Assignee: Texaco Chemical CompanyInventors: Michael Cuscurida, George P. Speranza, Kathy B. Sellstrom
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Mixtures of 1-isopropyl-2-aryl imidazole and 1-isopropyl-2-aryl imidazoline as epoxy resin curatives
Patent number: 5189118Abstract: An epoxy resin curative composition that provides cured epoxy resins exhibiting improved properties is disclosed. The curative composition comprises a mixture of 1-isopropyl-2-aryl imidazole and 1-isopropyl-2-aryl imidazoline.Type: GrantFiled: February 28, 1991Date of Patent: February 23, 1993Assignee: Texaco Chemical CompanyInventors: Harold G. Waddill, Wei-Yang Su, George P. Speranza -
Patent number: 5175246Abstract: Crosslinked hydrogel polymers are made by reacting a disubstituted aliphatic diamine of the general formula (I) or (XI) as given in the specification, with one or more diepoxides having the general formula (II), also as given in the specification, and subjecting the resulting non-crosslinked polymer having repeating units of the formula III or XIII to crosslinking conditions to produce the desired crosslinked hydrogel polymer. Hydrogel polymers thus produced are highly hydrophilic with a high degree of water uptake and a high equilibrium water content. In addition, these hydrogel polymers are highly absorptive of fluids and are adhesive when applied to dry surfaces but not when applied to wet surfaces. The hydrogel polymers are useful in wound dressings.Type: GrantFiled: January 22, 1992Date of Patent: December 29, 1992Assignee: University of Akron, TheInventors: Daniel J. Smith, Oscar C. Mascarenhas
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Patent number: 5151471Abstract: Epoxy resin formulations having improved storage stability comprising epoxys selected from the group consisting of polyglcidyl ethers of polycyclic bridged hydroxy-substituted polyaromatic compounds and N,N,N',N'-tetraglycidyl-bis(4-amino-3-ethylphenyl) methane with from about 6 to about 150 pbw, per hundred parts by weight of the epoxy resin components, of a solid aromatic diamine hardener insoluble in said composition at room temperature in an amount effective to cure said epoxy resin.Type: GrantFiled: October 23, 1990Date of Patent: September 29, 1992Assignee: Amoco CorporationInventors: Shahid P. Qureshi, Hugh C. Gardner
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Patent number: 5151470Abstract: Specified aminocrotonates are described for use as hardeners for expoxide resins.Type: GrantFiled: January 10, 1992Date of Patent: September 29, 1992Assignee: Miles Inc.Inventors: Joseph Sanders, Robson Mafoti, Peter H. Markusch
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Patent number: 5128059Abstract: Blends of diaminoisopropylbenzene (DAIBP) and diaminoethylbenzene (DAEB) are provided for curing epoxy resins. The cured epoxy resins have increased tensile strength and slightly lower glass transition temperatures as compared with resins cured with either diamine alone.Type: GrantFiled: September 13, 1991Date of Patent: July 7, 1992Assignees: First Chemical Corporation, The University of Southern MississippiInventors: Robson F. Storey, Arthur C. Bayer, Sudhakar Dantiki
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Patent number: 5116887Abstract: An amine-epichlorohydrin resin is prepared in a water-polyol solvent in order to facilitate the polymerization and crosslinking reactions. The reaction product is useful as a wet strength resin composition which has a flash point high enough to be used in commercial paper making operations.Type: GrantFiled: December 7, 1989Date of Patent: May 26, 1992Assignee: Henkel CorporationInventors: Stephen A. Fischer, Reuben H. Grinstein
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Patent number: 5112934Abstract: The present invention is directed to an epoxy-containing polymeric material having nonlinear optical properties, particularly a glycidyl amine polymer, and a process for making the nonlinear optical (NLO) epoxy-containing polymeric material including poling the polymeric material under high voltage at elevated temperature for a period of time to bring about orientation of the nonlinear optical functionalities in the polymer. The polymers have enhanced thermal stability and good NLO properties.Type: GrantFiled: November 27, 1989Date of Patent: May 12, 1992Assignee: The Dow Chemical CompanyInventors: John J. Kester, H. Craig Silvis
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Patent number: 5106945Abstract: High solids compositions are described comprising a glycidamide containing more than one glycidamide group per molecule, a (meth)-acryloyl compound containing more than one (meth)-acryloyl group per molecule and a non-aromatic amine containing more than 2 amine hydrogen atoms per molecule. The compositions can be applied in coating, adhesive and laminating applications. They cure rapidly at room temperature to provide smooth, glossy, weather resistant surfaces.Type: GrantFiled: September 4, 1990Date of Patent: April 21, 1992Assignee: Monsanto CompanyInventor: Clive H. Hare
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Patent number: 5093470Abstract: Crosslinkable compounds obtainable by reaction of water-soluble mono- or polyamines with 2,3-epoxypropyl sulphonates or 2-hydroxypropyl 1,3-bis-sulphonates or their mixtures with up to 15 mol % of an epihalogenohydrin or diyhalogenohydrin are used for imparting wet strength to paper.Type: GrantFiled: August 14, 1991Date of Patent: March 3, 1992Assignee: Bayer AktiengesellschaftInventors: Henning Bachem, Georg Schroder, Carlhans Suling, Jurgen Reiners, Janos Muszik, Dieter Arlt, Manfred Jautelat, Wolf-Dieter Schroer
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Patent number: 5093471Abstract: Novel mesogenic amine curing agent for reactive monomers, such as epoxy resins and diisocyanates, comprises a mesogenic moiety, a primary amine, and a flexible alkyl spacer connected between the mesogenic moiety and the primary amine and wherein the alkyl spacer is a saturated, linear alkyl group having from about one to about twenty carbon atoms. Novel mesogenic amine has the formula: ##STR1## where M is --O--, ##STR2## or --CH.sub.2 --, where R is --NO.sub.2 or --CN, andwhere x is 1 to 20.Novel mesogenic amine has a labile group subject to cross-linking and the formula: ##STR3## where K is ##STR4## where L is ##STR5## where M is --o--, ##STR6## or --CH.sub.2 --, where Z is cinnamate, an alkene having from one to ten carbons, an isocyanate, an alkoxy, or an alcohol having from one to ten carbons,where T is a cyano, a nitro or an alkyl group having from about one to ten carbons, andwhere X is 1 to 20.Type: GrantFiled: December 7, 1989Date of Patent: March 3, 1992Assignee: Kent State UniversityInventor: John L. West
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Patent number: 5091474Abstract: A two component-type curing agent composition is disclosed which comprises a first curing agent which is capable of cross-linking an epoxy resin and which is at least one member selected from primary amines, phenolic compounds and acid anhydrides, and a second curing agent which is at least one compounds represented by the following general formula: ##STR1## wherein X is --CR.sub.1 R.sub.2 --, --CO--, --COO--, --SO.sub.2 --, --SO--, --S--, --O--, --NR.sub.1 --, --SiR.sub.1 R.sub.2 -- or --POR.sub.1 -- where R.sub.1 and R.sub.2 each stands for hydrogen, a lower alkyl or a phenyl; Y and Y' each stands for hydrogen, a lower alkyl or an electron attracting group; R is a lower alkyl; and m and n each is an integer of 1-4.Type: GrantFiled: January 18, 1991Date of Patent: February 25, 1992Assignee: Toa Nenryo Kogyo Kabushiki KaishaInventors: Shinkichi Murakami, Osamu Watanabe, Sadahisa Wada, Makoto Miyazaki, Hiroshi Inoue
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Patent number: 5086149Abstract: A fiber reinforced resin matrix composite material repair system is provided, which critically employs a resin comprising a catalyst of the formula I: ##STR1## with a multifunctional epoxy resin, the resin system being sealed in a water-proofed environment prior to being coated onto a fiber reinforcement. The coated fiber reinforcement is applied over the damaged area, the damaged portion having been removed, and the surrounding surface smoothed. An adhesive is applied to the remaining surface, prior to application of the patch. The resulting patch, which may further include thermoplastic toughening agents and an enhancer, can be directly cured at temperatures below 212.degree. F. to give physical properties similar to the original material.Type: GrantFiled: July 7, 1989Date of Patent: February 4, 1992Assignee: Hexcel CorporationInventors: Kenneth S. Baron, Susan M. Brinkerhoff, Frank W. Lee, Stella M. McKinney
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Patent number: 5073595Abstract: A method of improving epoxy resin compositions to provide a cured resin having improved glass transition temperature and toughness characteristics is provided. The method includes providing in an epoxy resin composition an effective amount of a substituted fluorene unit in the composition. The fluorene component acts as a chain extension agent and provides for increased glass transition temperature and less cross-link density. As a result, improved toughness occurs. In preferred applications a toughening agent is provided in the resin composition, to further enhance toughness. Preferred resin compositions, cured resins and methods of providing improved cured resins are also provided.Type: GrantFiled: October 1, 1990Date of Patent: December 17, 1991Assignee: Minnesota Mining and Manufacturing CompanyInventors: Carl J. Almer, William J. Schultz
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Patent number: 5066764Abstract: This invention relates to ditertiary-butyl substituted bridged di(cyclohexylamines) where the tert-butyl substituent is alpha to the amine group and to polyepoxide formulations incorporating the di(cyclohexylamine). The formula of the diamine is: ##STR1## wherein R is tert-butyl. The di(tertiary butyl)methylene bridged cyclohexylamines have delayed reactivity when incorporated in epoxy resins and they also enhance physical properties in high resilience polyurethane foams.Type: GrantFiled: June 26, 1990Date of Patent: November 19, 1991Assignee: Air Products and Chemicals, Inc.Inventors: Jeremiah P. Casey, Peter A. Lucas, Menas S. Vratsanos
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Patent number: 5057557Abstract: Epoxy resins are modified by reaction with an acidified polytertiary amine-containing compound. These modified epoxy resins when cured result in products having improved properties.Type: GrantFiled: May 11, 1990Date of Patent: October 15, 1991Assignee: The Dow Chemical CompanyInventors: Duane S. Treybig, Pong S. Sheih, John M. McIntyre
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Patent number: 5049639Abstract: Blends of diaminoisopropylbenzene (DAIPB) and diaminoethylbenzene (DAEB) are provided for curing epoxy resins. The cured epoxy resins have increased tensile strength and slightly lower glass transistion temperatures as compared with resins cured with either diamine alone.Type: GrantFiled: February 23, 1989Date of Patent: September 17, 1991Assignees: First Chemical Corporation, The University of Southern MississippiInventors: Robson F. Storey, Arthur C. Bayer, Sudhakar Dantiki
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Patent number: 5043411Abstract: The present invention generally relates to a thermosettable cyanate ester resin composition which contains a fortifier that is the reaction product of an epoxy and an aromatic reactant selected from an aromatic amine and an aromatic amide. Thermoset cyanate ester resin compositions of the present invention have improved flexural strength and/or flexural modulus. The compositions of the present invention may be used to prepare circuit boards or molded parts.Type: GrantFiled: May 14, 1990Date of Patent: August 27, 1991Assignee: Nova Petrochemicals Inc.Inventors: Kam W. Ho, Adrian Cassola
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Patent number: 5039787Abstract: Methods are disclosed for the production of (I) a cationic water-soluble resin by the reaction of a polyethylene glycol polyhalohydrin ether resulting from the reaction between polyethylene glycol and an epihalohydrin with an aziridine compound and (II) and (III) cationic water-soluble resins by the reaction of (I) the resin with an epihalohydrin and/or a polyfunctional epoxy compound in the presence or absence of a polyalkyleneimine. The resins (I), (II), and (III) are stable over a wide range of pH value and are useful as a water-treating agent.Type: GrantFiled: February 21, 1989Date of Patent: August 13, 1991Assignee: Nippon Shokubai Kagaku Kogyo, Co., Ltd.Inventors: Yasumasa Tanaka, Shigehiro Nishimura, Masatoshi Kurahashi, Yugi Sugiura, Yoshinori Sano
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Patent number: 5032629Abstract: Novel hardening agents for epoxy compounds which are produced by reaction of polyalkylene, polyether amines having a mean molecular weight of 148 to 5,000 with di and/or polyepoxy compounds to a preliminary product, the ratio of the hydrogen atoms possibly remaining after reaction with monoepoxy compounds and bound to nitrogen and which are capable of reaction with epoxide groups, to epoxide groups of diepoxy compounds or polyepoxy compounds in the range of 1:1.4 to 6, and reaction of this preliminary product with a primary or secondary amine, the employed amine or amine mixture being used in an amount such that the ratio of epoxide groups capable of reaction to hydrogen atoms attached to nitrogen is 1:2 to 10.Type: GrantFiled: February 28, 1990Date of Patent: July 16, 1991Assignee: Rutgerswerke AGInventors: Achim Hansen, Alfred Mathes, Jurgen Zehrfeld
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Patent number: 5025067Abstract: An epoxy resin comprising an active hydrogen compound having at least three active hydrogen atoms capable of reacting with an epoxy group in its molecule or butadine or isoprene as a main monomer is modified with an oligomer having on average at least 1.5 equivalents of active hydrogen capable of reacting with an epoxy group in its molecule. An epoxy resin modified with a bisphenol and a compound having active hydrogen or acid anhydride groups capable of reacting with an epoxy group is also provided. A toner containing the epoxy resin as a binder is useful in electrostatography.Type: GrantFiled: November 16, 1988Date of Patent: June 18, 1991Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Yohzoh Yamamoto, Goro Suzuki, Hideo Nakamura, Kiyomi Yasuda
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Patent number: 5021471Abstract: Epoxy resins are modified by reaction with a pyridine compound and a Bronsted acid. These modified epoxy resins when cured result in products having improved properties.Type: GrantFiled: May 11, 1990Date of Patent: June 4, 1991Assignee: The Dow Chemical CompanyInventor: Duane S. Treybig
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Patent number: 5011721Abstract: Chemorheologically viscosity tailored matrix resin formulation for use in forming prepregs and filament wound composite articles and having a specified viscosity profile comprising a curable matrix resin and an effective amount of a reactive resin curing agent reactive at room temperature and a latent resin curing agent substantially non-reactive at room temperature but activated upon heating or radiation such that the matrix resin formulation is adapted upon formulation to have a viscosity sufficiently low enough to enable the matrix resin to impregnate a filament or fiber at room temperature without the necessity for the application of heat or solvent and which, upon standing at room temperature after impregnation into the fiber or filament to form a prepreg composition, rises in viscosity to a viscosity level sufficiently high to prevent substantially any bleed of the matrix resin from winding tension upon spooling of the prepreg yet of sufficiently low enough viscosity to allow the prepreg to tack and draType: GrantFiled: October 16, 1989Date of Patent: April 30, 1991Assignee: Thiokol CorporationInventors: Owen H. Decker, Neal A. Mumford
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Patent number: 5003025Abstract: The invention relates to water-dilutable binders for cationic electrocoating finishes. For the preparation of the binders, a di-epoxide compound, together with at least one mono-epoxide compound if desired, is converted by a polyaddition, carried out at 100.degree. to 195.degree. C. and initiated by a monofunctionally reacting initiator carrying either an alcoholic OH group, a phenolic OH group or an SH group, to form an epoxy resin which then subsequently is modified with(A) primary and/or secondary amines or their salts and/or the salt of a tertiary amine, a sulfide/acid mixture or a phosphine/acid mixture and with, if desired,(B) a polyfunctional alcohol, a polycarboxylic acid, a polysulfide or a polyphenol.Type: GrantFiled: December 20, 1989Date of Patent: March 26, 1991Assignee: BASF Lacke & Farben AktiengesellschaftInventors: Arnold Dobbelstein, Michael Geist, Gunther Ott, Georg Schon
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Patent number: 5003040Abstract: Disclosed is a process for preparing an epoxy resin containing on average from 1.5 to 2.5 epoxy groups and at least one primary hydroxyl group per molecule, the method comprising reacting, in the presence of an etherification catalyst, tris(2-hydroxyethyl)isocyanurate with a diglycidylether having the general formula ##STR1## wherein R is an alkylene group, a cycloalkylene group, or an alkylene group containing a cyclic moiety.Type: GrantFiled: December 27, 1989Date of Patent: March 26, 1991Assignee: Shell Oil CompanyInventors: Petrus G. Kooymans, Werner T. Raudenbusch
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Patent number: 5001212Abstract: The present invention provides an additive for heat-hardenable epoxide resin masses, wherein the additive contains or consists of adducts and/or reaction products of (a) imidazoles of the general formula: ##STR1## in which R.sub.1, R.sub.2, R.sub.3 and R.sub.4, which can be the same or different, are hydrogen atoms, alkyl, alkenyl or alkynyl radicals containing up to 3 carbon atoms or phenyl radicals, said radicals being unsubstituted or substituted, and (b) at least one aromatic hydroxy acid.The additives according to the present invention can be used alone as hardeners or, in combination with other latent hardeners, as accelerators.Type: GrantFiled: June 27, 1989Date of Patent: March 19, 1991Assignee: SKW Trostberg AktiengesellschaftInventors: Benedikt Hammer, Bernd Graml
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Patent number: 4996279Abstract: Dissymmetric new epoxy polymer materials have improved processability because they can be cured at lower temperatures.Type: GrantFiled: October 7, 1988Date of Patent: February 26, 1991Assignee: Shell Oil CompanyInventor: Kenneth C. Dewhirst