Mixed With Reactant Containing More Than One 1,2-epoxy Group Per Mole Or Polymer Derived Therefrom Patents (Class 525/510)
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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: 5276071Abstract: Cationic advanced resins are obtained by (I) reacting a composition comprising (A) an advanced epoxy resin composition comprising the product resulting from reacting a composition comprising (1) an aromatic hydroxyl-containing product resulting from reacting a composition comprising (a) at least one diglycidyl ether of (i) an oxyalkylated aromatic diol, or ii) at least one compound having two hydroxyl groups per molecule in which the hydroxyl groups are attached to an aliphatic or cycloaliphatic carbon atom and which compound is free of aromatic rings; or (iii) a combination of (i) and (ii); and (iv) optionally a diglycidyl ether compound different from (i) and (ii); and (b) at least one compound containing two aromatic hydroxyl groups per molecule; (2) at least one diglycidyl ether of a compound containing two aromatic groups per molecule; (3) optionally, one or more compounds containing two aromatic hydroxyl groups per molecule; and (4) optionally, a monofunctional capping agent; with (B) a nucleophilic comType: GrantFiled: February 9, 1993Date of Patent: January 4, 1994Assignee: The Dow Chemical CompanyInventors: Kenneth W. Anderson, Deborah L. Haynes, Ross C. Whiteside, Jr.
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Patent number: 5248740Abstract: A rodlike mesogenic moiety-containing polythiirane resin is blended with an epoxy resin and when cured with a curing agent is useable in molding applications.Type: GrantFiled: November 12, 1992Date of Patent: September 28, 1993Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
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Patent number: 5244932Abstract: The dispersion of a polymer in a polyol is characterized in that the polymer is a product ofA) a reaction product of an epoxy compound and an aromatic acid andB) an epoxy hardenerand the epoxy compound is the reaction product of a polyphenol an epihalohydrin, of a polyalcohol and an epihalohydrin, of an amine and an epihalohydrin, of a sulfur-containing compound and an epihalohydrin, of a polycarboxylic acid and an epihalohydrin or of a polyisocyanate and 2,3-epoxy-1-propanol or the reaction product of a mixture or polyphenols, polyalcohols, amines, sulfur-containing compounds, polycarbolic acids and/or polyisocyanates and an epihalohydrin.The dispersion is useful for producing polyurethane foams.Type: GrantFiled: September 8, 1989Date of Patent: September 14, 1993Assignee: The Dow Chemical CompanyInventor: Hanno van der Wal
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Patent number: 5241021Abstract: The present invention refers to active hydrogen-containing compositions comprising alkoxylated epoxy resin adducts useful in the preparation of rigid polyurethane foams. The active hydrogen-containing compositions comprising alkoxylated epoxy resin adducts of the present invention provide improved physical properties, such as, for example, friability. This invention also refers to prepolymers and foamed articles prepared therefrom.Type: GrantFiled: November 6, 1991Date of Patent: August 31, 1993Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Deborah I. Haynes
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Patent number: 5237021Abstract: A thermosetting resinous composition contains (a) a polyfunctional oxazolidinone compound and (b) a polyamine which react with one another a polyurea polymer upon heating without emitting any emanating by-product. A novel class of polyfunctional oxazolidinone compounds and an improved method for producing the same are also disclosed.Type: GrantFiled: September 4, 1992Date of Patent: August 17, 1993Assignee: Nippon Paint Co., Ltd.Inventors: Toshiyuki Ishii, Hiroyuki Nojiri, Mitsuo Yamada, Ryuzo Mizuguchi
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Patent number: 5235006Abstract: Novel mesogens, epoxy resins and the synthesis thereof as well as coating binders for coating compositions based upon the mesogens and epoxy resins are described.Type: GrantFiled: September 18, 1990Date of Patent: August 10, 1993Assignee: North Dakota State UniversityInventors: Frank N. Jones, Steven L. Kangas, Der-Shyang Chen, Adel F. Dimian, Daozhang Wang
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Patent number: 5213897Abstract: Curable compositions which are precursors for cured or partially cured light stabilized epoxy resins which are the product of the reaction of some or all of the epoxy groups of an epoxy resin with an N-(2,2,6,6-tetraalkyl-4-piperidinyl)amic acid hydrazide as well as the cured or partially cured reaction products thereof together with processes for their use and articles of manufacture produced thereby are disclosed.Type: GrantFiled: April 3, 1991Date of Patent: May 25, 1993Assignee: Elf Atochem North America, Inc.Inventors: Arthur L. Baron, Ronald E. MacLeay, Jennifer P. Kmiec
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Patent number: 5212262Abstract: A composition useful as an electrodepositable coating comprises a curing agent and an advanced epoxy resin prepared by advancing a diglycidyl ether of a dihydric phenol with an aromatic hydroxyl-containing reaction product of a diglycidyl ether of an oxyalkylated dihydric phenol and/or a diglycidyl ether of a (cyclo) aliphatic diol, optionally with a dihydric phenol and/or a monofunctional capping agent, combined with a diglycidyl ether of a dihydric phenol.Type: GrantFiled: April 27, 1990Date of Patent: May 18, 1993Assignee: The Dow Chemical CompanyInventors: Kenneth W. Anderson, Deborah I. Haynes, Ross C. Whiteside, Jr.
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Patent number: 5182340Abstract: A rodlike mesogenic moiety-containing polythiirane resin is blended with an epoxy resin, is curable with a curing agent and can be employed in molding applications.Type: GrantFiled: October 9, 1990Date of Patent: January 26, 1993Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
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Patent number: 5171765Abstract: This application describes a water dispersible polymeric vehicle comprising epoxy polymers having about 5 to 50 weight percent mesogens or a cross-linkable blend of an amine salt of a mesogenic carboxylic acid, cross-linker resin and an epoxy polymer, the mesogenic acid providing about 5 to 50 weight percent mesogenic groups to the blend.Type: GrantFiled: May 8, 1991Date of Patent: December 15, 1992Assignee: North Dakota State UniversityInventors: Frank N. Jones, Daozhang Wang, Steven L. Kangas, Der-Shyang Chen, Adel F. Dimian
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Patent number: 5130350Abstract: Cathodic electrocoating binders which are water-dilutable on protonation with an acid are obtainable by reactingA) an epoxy compound or a mixture of epoxy compounds having an epoxide equivalent weight of less than 2,000 withB) a compound which is monofunctional with respect to epoxides and contains aliphatic or phenolic OH groups andC) a secondary amine of 2 to 36 carbon atoms, with the proviso that the reaction product of A), B) and C) still contains free epoxy groups, andD) an amount of an amidoamine containing primary amino groups which is equivalent to or greater than the amount of these free epoxy groups, the said amidoamine being obtainable from a primary diamine and a mono- and/or dicarboxylic acid.Type: GrantFiled: April 8, 1991Date of Patent: July 14, 1992Assignee: BASF Lacke & Farben AktiengesellschaftInventors: Thomas Schwerzel, Hans Schupp, Dirk Lawrenz, Hans Oslowski, Ulrich Heimann
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Patent number: 5120774Abstract: The invention relates to water-dilutable binders for cationic electrocoating finishes, the said binders containing latent primary amino groups. In order to prepare the binders, an epoxy resin is reacted with a polyamine, which in addition to a sterically hindered primary amino group also contains at least one primary amino group blocked by reaction with a ketone or aldehyde, and, if appropriate, further primary or secondary amines.Type: GrantFiled: December 21, 1990Date of Patent: June 9, 1992Assignee: BASF Lacke & Farben AGInventors: Michael Geist, Gunther Ott, Georg Schon
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Patent number: 5086094Abstract: Nonaqueous organic solvent solutions of phosphate esters of epoxy resins. Coating compositions containing these compositions have improved thermal properties as compared to like compositions which are dispersed in water.Type: GrantFiled: May 29, 1990Date of Patent: February 4, 1992Assignee: The Dow Chemical CompanyInventor: John L. Massingill, Jr.
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Patent number: 5075106Abstract: The instant invention relates to vinylic macromers containing perfluoropolyalkylether and polyalklether segments, polymers and ophthalmic devices such as intraocular implants and contact lenses and particularly soft hydrogel contact lenses made therefrom.Type: GrantFiled: December 5, 1990Date of Patent: December 24, 1991Assignee: Ciba-Geigy CorporationInventor: Merrill Goldenberg
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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: 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: 5003034Abstract: Coating compositions comprise a clear, homogeneous binder mixture of polyether or polyester polymer, an amine-formaldehyde condensate resin, and an organic solvent; the mixture being miscible with water to application viscosity. The coating composition typically contains suspended solid particulates, including pigments and metal flakes.Type: GrantFiled: January 4, 1990Date of Patent: March 26, 1991Assignee: Bee Chemical CompanyInventors: Richard E. Jarzombek, Raymond J. Moeller, Jr., Merrill L. Pruitt
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Patent number: 4980399Abstract: The invention relates to water-dilutable binders for cationic electrocoating finishes, the said binders containing latent primary amino groups. In order to prepare the binders, an epoxy resin is reacted with a polyamine, which in addition to a sterically hindered primary amino group also contains at least one primary amino group blocked by reaction with a ketone or aldehyde, and, if appropriate, further primary or secondary amines.Type: GrantFiled: February 5, 1990Date of Patent: December 25, 1990Assignee: BASF Lacke & Farben AGInventors: Michael Geist, Gunther Ott, Georg Schon
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Patent number: 4957994Abstract: An opoxy resin is obtained by reacting an epihalohydrin with an imido-ring-containing diphenol represented by the following formula (I): ##STR1## wherein R represents an aliphatic group having at least two carbon atoms, an alicyclic group, a monocyclic aryl group, a fused polycyclic aromatic group, or a non-fused polycyclic aromatic group formed of aromatic groups coupled together directly or via a linking member and the two hydroxyl groups are each bonded to a meta position or the para position. In the epoxy resin, at least 50% of the hdroxyl groups of molecules of the diphenol have been opoxidized.Type: GrantFiled: August 15, 1989Date of Patent: September 18, 1990Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Tatsuhiro Urakami, Yoshimitsu Tanabe, Keizaburo Yamaguchi, Akihiro Yamaguchi
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Patent number: 4906726Abstract: A water-based coating composition comprising as the first component, a mixture of a polyaldehyde chosen from the group consisting of glyoxal, glutaraldehyde and derivatives of glyoxal and glutaraldehyde, and a water dispersible component chosen from the group consisting of epoxy resin emulsions which can be emulsified in water, synthetic latexes stable at about pH 7 or less, low molecular weight resin emulsions, epoxy ester emulsions, water emulsified alkyds, and cationic, anionic and non-ionic asphalt emulsions and, as the second component, the non-gel reaction product of (I) urea-formaldehyde ether monomer, urea-formaldehyde phenol monomer, urea-nonylphenol formaldehyde monomer, thiourea-formaldehyde ether monomer, melamine formaldehyde ether monomer hexamethoxymethyl melamine, with (II) a polyamine chosen from a group consisting of primary and secondary amines and/or a monoamine, combined with (III) a hydroxide or oxide of calcium, strontium or barium.Type: GrantFiled: March 13, 1989Date of Patent: March 6, 1990Assignee: Adhesive Coatings Co.Inventor: Lowell Cummings
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Patent number: 4886845Abstract: The invention relates to stable epoxy resin dispersions and also a process for the preparation thereof and the use thereof, in particular for coatings.Type: GrantFiled: December 18, 1987Date of Patent: December 12, 1989Assignee: Hoechst AGInventors: Wilhelm Becker, Claus Godau
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Patent number: 4845172Abstract: Co-advanced epoxy resins prepared by the reaction of polyethers of polyhydric phenols, diglycidyl ethers of di-secondary alcohols and dihydric phenols, said co-advanced resins being heat curable with suitable curing agents to afford cured coating compositions exhibiting a variety of excellent physical properties and performance characteristics.The diglycidyl ethers have the following formula: ##STR1## as defined in the specification.Type: GrantFiled: April 26, 1988Date of Patent: July 4, 1989Assignee: Ciba-Geigy CorporationInventors: Vincent Brytus, Kenneth L. Payne
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Patent number: 4839444Abstract: The invention discloses a high solids wire enamel having a surprisingly low viscosity. The enamel comprises a mixture of high molecular weight and low molecular weight linear hydroxy polyethers, a phenolic resin, an isocyanate and possibly a melamine. The resulting enamel has excellent flexibility and resistance to crazing.Type: GrantFiled: February 23, 1988Date of Patent: June 13, 1989Assignee: Essex Group, Inc.Inventor: Francois A. Lavallee
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Patent number: 4837278Abstract: The invention relates to a reduced temperature coating composition which dries to form films exhibiting desirable properties comprises a blend of (1) a principle film forming resin with reactive functional groups, typically hydroxyl, and (2) a fully alkylated, low imino aminoplast.Type: GrantFiled: November 13, 1987Date of Patent: June 6, 1989Assignee: BASF CorporationInventors: James M. Cameron, Timothy P. Stanton, Anthony J. Tye, Timothy S. December
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Patent number: 4835225Abstract: Modified advanced epoxy resins are prepared by reacting (A) and advanced epoxy resin prepared by reacting (1) an epoxy resin having at least one aromatic ring, an average of more than one, but not more than abotu 2 vicinal epoxy groups per molecule and which contains at least one oxyalkylene or substituted oxyalkylene group per molecule; with (2) a dihydric phenol; with (B) a monoamine.Type: GrantFiled: January 13, 1988Date of Patent: May 30, 1989Assignee: The Dow Chemical CompanyInventors: John L. Massingill, Jr., Raul A. Pabon, Jr.
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Patent number: 4820784Abstract: Modified advanced epoxy resins are prepared by reacting (A) an advanced epoxy resin prepared by reacting (1) an epoxy resin having at least one aromatic ring, an average of more than one, but not more than about 2 vicinal epoxy groups per molecule and which contains at least one oxyalkylene or substituted oxyalkylene group per molecule; with (2) a dihydric phenol; with (B) a phosphorus-containing compound.Type: GrantFiled: January 13, 1988Date of Patent: April 11, 1989Assignee: The Dow Chemical CompanyInventors: John L. Massingill, Jr., Raul A. Pabon, Jr.
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Patent number: 4812537Abstract: Disclosed is a coating composition for metals containing (A) a modified bisphenol type epoxy resin and (b) a phenol resin and/or an amino resin, which composition has excellent properties in fabricating properties, corrosion resistance, etc. and is suitably applicable to both inner and outer surfaces of the vessels for use in food and drink.Type: GrantFiled: May 20, 1987Date of Patent: March 14, 1989Assignee: Kansai Paint Co., Ltd.Inventor: Tetsu Maki
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Patent number: 4808652Abstract: Crosslinker compositions comprising an etherified amino resin, a styrene allyl alcohol copolymer and an epoxy resin. The crosslinker compositions are used to cure hydroxy functional coating vehicles to provide cured coatings resistant to staining.Type: GrantFiled: June 8, 1988Date of Patent: February 28, 1989Assignee: Monsanto CompanyInventor: Kenneth J. Gardner
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Patent number: 4801662Abstract: Solid epoxy resins having low melt viscosity and high softening points are prepared by partially reacting the aliphatic secondary hydroxyl groups with a monoisocyanate to form pendant urethane groups. These resins are particularly useful as binders in preparing high flow-out, non-sintering powder paints.Type: GrantFiled: August 28, 1987Date of Patent: January 31, 1989Assignee: The Dow Chemical CompanyInventor: Gordon C. Fischer
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Patent number: 4786705Abstract: This invention is directed to adducts of a poly(active hydrogen) organic compound and a polyepoxide comprising the reaction product of a poly(active hydrogen) organic compound and a polyepoxide containing two or more epoxy groups per molecule, said poly(active hydrogen) organic compound being employed in an amount at least sufficient to effect substantially complete reaction of the epoxy groups of the polyepoxide. The adducts are useful in the formulation of high solids coating compositions, polyurethane elastomers, inks, sealants, adhesives and the like.Type: GrantFiled: September 9, 1987Date of Patent: November 22, 1988Assignee: Union Carbide CorporationInventor: Joseph V. Koleske
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Patent number: 4780524Abstract: The invention relates to a water-dilutable binder for cationic electrocoating finishes. For the preparation of the binders(A) a di-epoxide compound with an epoxide equivalent weight below 2,000 is reacted with(B) a phenol- or thiol-containing compound which reacts monofunctionally with epoxide groups, and with(C) primary and/or secondary amines or their salts and/or the salt of a tertiary amine, a sulfide/acid mixture or phosphine/acid mixture or a mixture of these compounds, as well as, if desired, with(D) a polyfunctional alcohol, a polycarboxylic acid, a polysulfide or a polyphenol.The components A and B are used in a molar ratio of from 10:1 to 1:1, preferably from 4:1 to 1.5:1 and the reaction of the component A with the component B is carried out at 100.degree. to 190.degree. C., if desired in the presence of a catalyst.Type: GrantFiled: January 23, 1987Date of Patent: October 25, 1988Assignee: BASF Lacke + Farben AGInventors: Arnold Dobbelstein, Michael Geist, Gunther Ott, Georg Schon
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Patent number: 4772669Abstract: Disclosed is a process for the preparation of water-thinnable, hydrolytically stable, thermosettable, cationic coating compositions, with process comprises blending:(1) 5-35 weight percent of a carboxylated crosslinking compound, and(2) 65-95 weight percent of an amino group-containing resin binder, which binder comprises the reaction product of ammonia and a blend of(a) a polyglycidyl ether having n epoxy groups per molecule, wherein 1<n<1.9, said polyglycidyl ether being the reaction product of a multifunctional polyglycidyl ether having x epoxy groups per molecule, wherein x>2, and (x-n) mol of a monofunctional phenol per mole of the multifunctional polyglycidyl ether, and(b) a diglycidyl ether having an epoxy group concentration in the range of from 1000 to 5500 mmol/kg,the average molar epoxy functionality of the glycidyl ethers, present in the blend of polyglycidyl ether and digylcidyl ethers, being <1.75.and wherein (1) and (2) are blended before or after neutralization of (2).Type: GrantFiled: June 22, 1987Date of Patent: September 20, 1988Assignee: Shell Oil CompanyInventors: Roeland van Iperen, Petrus G. Kooymans, Johannes M. van der Mark
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Patent number: 4758638Abstract: Advanced epoxy resins are prepared by reacting an epoxy resin composition containing a mixture of from 6% to less than 50% epoxide equivalents of an aliphatic diepoxide and from greater than 50% to 94% epoxide equivalents of an aromatic diepoxide with a dihydric phenol.Type: GrantFiled: September 9, 1987Date of Patent: July 19, 1988Assignee: The Dow Chemical CompanyInventors: Richard A. Hickner, Gwendolyn M. Grays, Kevin A. Owens
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Patent number: 4740566Abstract: A thermosetting high gloss color-keyed primer-surfacer comprises 50-70% by weight of a film-forming component consisting essentially of, by weight, 40-70% of a polyester polyol formed by reaction of dimethyl 1,4-dicyclohexanedicarboxylate, dicarboxylic acids, and branched-chain glycols; 20-40% of an aminoplast resin; and 5-10% of an epoxy resin.Type: GrantFiled: May 23, 1986Date of Patent: April 26, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventor: Henry S. Tremper, III
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Patent number: 4737553Abstract: Advanced epoxy resins prepared by the reaction of diglycidyl ethers of di-secondary alcohols and dihydric phenols, said advanced resins being heat curable with suitable curing agents to afford cured coating compositions exhibiting a variety of excellent physical properties and performance characteristics.Type: GrantFiled: September 29, 1986Date of Patent: April 12, 1988Assignee: Ciba-Geigy CorporationInventors: John A. Gannon, Joseph S. Puglisi, Vincent Brytus, Kenneth L. Payne
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Patent number: 4727098Abstract: Modified cationic epoxy resins wherein phenols linked through modified urea groups are used to extend the chain of diepoxy resins are described. The modified cationic resins can be formulated as paints which exhibit excellent properties particularly when used for electrodeposition paints.Type: GrantFiled: September 5, 1986Date of Patent: February 23, 1988Assignee: Vianova Kunstharz, A.G.Inventors: Willibald Paar, Michael Honel
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Patent number: 4725653Abstract: This invention is directed to adducts of a polycaprolactone polyol and a polyepoxide comprising the reaction product of at least one polycaprolactone polyol and a polyepoxide containing two or more epoxy groups per molecule in a molar ratio of polycaprolactone polyol to polyepoxide of from about 2:1 to about 3:1, said adducts having an oxirane content of less than about 0.10 percent and a viscosity of less than about 3700 centistokes at 54.5.degree. C. The adducts are useful in the formulation of high solids coating compositions, polyurethane elastomers, inks, sealants, adhesives and the like.Type: GrantFiled: November 13, 1985Date of Patent: February 16, 1988Assignee: Union Carbide CorporationInventor: Joseph V. Koleske
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Patent number: 4719253Abstract: New aqueous dispersible cathodic electrocoat resin compositions containing both secondary amine and 1,3-benzoxazine functionality cure by oxazine self-additon and/or oxazine/amine reactions. Such compositions are prepared in a multi-stage process to give corrosion and chemical resistant coatings which exhibit good package (tank and feed) stability.Type: GrantFiled: August 1, 1986Date of Patent: January 12, 1988Assignee: The Glidden CompanyInventors: Edward T. Turpin, David T. Thrane
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Patent number: 4714750Abstract: Mannich condensates are prepared from 2,6-di-t-butylphenol, formaldehyde and a polyoxyalkylene amine. The novel compounds are useful as epoxy accelerators and curing agents.Type: GrantFiled: June 25, 1986Date of Patent: December 22, 1987Assignee: Texaco Inc.Inventors: Robert A. Grigsby, Jr., George P. Speranza
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Patent number: 4713427Abstract: A thermosetting coating composition with excellent weatherability adapted for use as an automotive topcoat which upon curing forms a hard, glossy, durable coating. The coating composition, which reacts in situ during curing, is characterized by comprising a mixture of:(A) polyol having a number average molecular weight (MHD n) of between about 130-5000;(B) dicarboxylic acid anhydride comprising at least about 50 weight percent of alkyl hexahydrophthalic anhydride;(C) epoxy having one or more epoxide groups per molecule and a number average molecular weight (M.sub.n) of between about 130-1500; and(D) an amine-aldehyde crosslinking agent.Type: GrantFiled: August 9, 1982Date of Patent: December 15, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventors: Mohinder S. Chattha, Ares N. Theodore
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Patent number: 4698141Abstract: A method for preparing an advanced epoxy cationic resin from an epoxy-based resin containing oxirane groups by converting at least some of the oxirane groups to cationic groups, wherein the improvement is using as the epoxy-based resin an advanced epoxy resin obtained by reacting in the presence of a suitable catalyst (1) a diglycidylether of a polyetherpolyol, such as a condensation product of dipropylene glycol and epichlorohydrin having an epoxy equivalent weight of 185, (2) a diglycidylether of a dihydric phenol, for example a diglycidyl ether of bisphenol A and (3) a dihydric phenol such as bisphenol A and optionally a capping agent such as p-nonylphenol.Coating compositions suitable for electrodeposition are prepared from the product obtained by the process.Type: GrantFiled: July 18, 1986Date of Patent: October 6, 1987Assignee: The Dow Chemical CompanyInventors: Kenneth W. Anderson, Richard A. Hickner
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Patent number: 4698391Abstract: New crosslinked polymers are prepared from a combination of starting materials comprising a polymer, a crosslinking agent for the polymer, and a conductivity agent containing a quaternary ammonium moiety. The conductivity agent contains at least one functional group which, during an otherwise typical process of crosslinking the polymer through the crosslinking agent, reacts to bond the conductivity agent covalently and pendently to the crosslinking agent or the polymer. The resultant crosslinked polymer has lower electrical resistivity due to inclusion of the conductivity agent.Type: GrantFiled: July 30, 1986Date of Patent: October 6, 1987Assignee: Eastman Kodak CompanyInventors: Paul D. Yacobucci, Thomas Albano
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Patent number: 4698401Abstract: A polyfunctional reaction product having functional phenolic OH groups is made available by reacting a phenol and an alkoxylated amino-aldehyde condensation product in the presence of a solvent and of an acid catalyst. This method makes it possible to prepare a polyfunctional phenolic reaction product which is soluble in organic solvents at a low ratio of phenolic OH groups to alkoxy groups without gelling. The reaction product is particularly useful as a curing agent for epoxy resins.Type: GrantFiled: September 9, 1985Date of Patent: October 6, 1987Assignee: The Dow Chemical CompanyInventors: Dieter H. Klein, Raymond Koenig
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Patent number: 4686248Abstract: The preparation of water-thinnable thermosetting resin binder compositions for coatings is described wherein a polyglycidyl ether prepared by reacting a multifunctional polyglycidyl ether with a monofunctional phenol is reacted with a dicarboxylic acid in the presence of an esterification catalyst.Type: GrantFiled: May 29, 1986Date of Patent: August 11, 1987Assignee: Shell Oil CompanyInventors: Jurrianus Bekooij, Petrus G. Kooijmans, Werner T. Raudenbusch, Stephen A. Stachowiak
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Patent number: 4661568Abstract: The epoxy resin composition is comprised of an epoxy resin, a solvent and a hardener which is the reaction product of a hexa-alkyl ether of a methylol melamine having the general formula (I), wherein each R, independently, is an alkyl radical having from 1 to 4 carbon atoms with a polyhydric phenol and, optionally, a monohydric phenol, with the phenol compound(s) having been employed in an amount to provide a ratio of at least one reactive phenolic hydroxy group for each alkoxy group.Type: GrantFiled: September 9, 1985Date of Patent: April 28, 1987Assignee: The Dow Chemical CompanyInventors: Raymond Koenig, Robert Urscheler, Dieter H. Klein
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Patent number: 4647631Abstract: A resinous composition for friction materials, especially for non-asbestos type friction materials is disclosed. The composition is composed of a phenolic resin modified by the reaction product of an acrylonitrile-butadiene liquid rubber with an epoxy resin, and further modification with a triazine resin. This composition when blended with non-asbestos fibers, such as fiberglass, etc., retains the flexibility desired, provides excellent friction characteristics and a reduced wear rate.Type: GrantFiled: January 13, 1986Date of Patent: March 3, 1987Assignee: Sumitomo Durez Company, Ltd.Inventors: Kenichi Noguchi, Kazuhisa Hirano
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Patent number: 4626578Abstract: Novel solvent-based thermosetting composition comprising (a) hydroxy functional epoxy ester resin of number average molecular weight (Mn) between about 1,000 and about 5,000, comprising the reaction product of diepoxide with aliphatic diol and, subsequently with monobasic fatty acid; and (b) polyfunctional, hydroxy-reactive crosslinking agent, for example, aminoplast crosslinking agent or blocked polyisocyanate crosslinking agent comprising isocyanate groups blocked by reaction with an active hydrogen bearing blocking agent. The coating composition can be formulated as a primer composition sprayable with conventional spraying equipment.Type: GrantFiled: December 24, 1984Date of Patent: December 2, 1986Assignee: Ford Motor CompanyInventors: Panagiotis I. Kordomenos, David L. Maker, Gordon R. Mros, John D. Nordstrom
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Patent number: 4610769Abstract: Aminoplast curable cationic coating compositions are disclosed. The coating compositions contain an onium salt group-containing polymer and an aminoplast curing agent which has at least one group of the structure: ##STR1## wherein R.sub.1 is carbon derived from an aldehyde or a ketone.Type: GrantFiled: October 9, 1984Date of Patent: September 9, 1986Assignee: PPG Industries, Inc.Inventors: Joseph F. Bosso, William J. Geiger
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Patent number: 4598109Abstract: A process of producing a water dispersible epoxy phosphate-solvent mixture is disclosed which comprises heating the solvent with orthophosphoric acid to reaction temperature together with additional water so that the total amount of water is sufficient to hydrolyze at least about 50% of the oxirane functionality in the polyepoxide which is used, slowly adding a resinous polyepoxide to this heated mixture so that reaction with phosphoric acid and hydrolysis of the oxirane groups will occur simultaneously to minimize the concentration of oxirane functionality in the reaction mixture as the reaction proceeds, thus minimizing epoxy-epoxy reactions which tend to increase the molecular weight of the epoxy phosphate which is formed, and then adding volatile amine to destroy any remaining oxirane functionality and to neutralize the epoxy phosphate to provide a water dispersible epoxy phosphate-solvent mixture.Type: GrantFiled: October 18, 1984Date of Patent: July 1, 1986Assignee: DeSoto, Inc.Inventors: Kazys Sekmakas, Raj Shah