Heterocyclic-containing Reactant Other Than Cyclic Acid Anhydride As Sole Hetero Ring Patents (Class 528/341)
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Patent number: 4812531Abstract: Thermosettable prepolymers or polymers are prepared by reacting (A) the reaction product of (1) a heterocyclic material having one or more rings, at least one nitrogen atom and at least two substituent groups which have at least one reactive hydrogen atom attached to a carbon atom which is attached to a heterocyclic ring such as 2,3,5,6-tetramethylpyrazine; (2) a cycloaliphatic or aromatic carboxylic acid mono- or dianhydride such as pyromellitic dianhydride; and (3) a material containing a polymerizable ethylenically unsaturated group and at least one group selected from (a) a heterocyclic material having one or more rings, at least one nitrogen atom and at least one substituent group which has at least one reactive hydrogen atom attached to a carbon atom which is attached to a heterocyclic ring such as 2-methyl-5-vinyl pyridine or (b) a cycloaliphatic or aromatic carboxylic acid mono- or dianhydride group such as cis-5-norbornene-endo-2,3-dicarboxylic anhydride; with (B) an aqueous or alcoholic solution ofType: GrantFiled: February 28, 1986Date of Patent: March 14, 1989Assignee: The Dow Chemical CompanyInventor: Duane S. Treybig
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Patent number: 4806623Abstract: Poly(p-phenylene-2,5,furandicarbonamide), with an inherent viscosity of at least 1.5 dl/g measured at 30.degree. C. on a 5 g/dl solution in 98% sulphuric acid, is prepared by performing the condensation at 100.degree. C. at most and using a molar excess of triphenylphosphite of 1-20% in respect to the total amounts of p-phenyleediamine and 2,5-furandicarboxylic acid which are started from. Anisotropic solutions of the aforementioned polyamide, filaments and films thereof are disclosed.Type: GrantFiled: August 20, 1987Date of Patent: February 21, 1989Assignee: Stamicarbon B.V.Inventors: Anastassios Mitiakoudis, Alessandro Gandini
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Patent number: 4801681Abstract: Oligomeric and/or polymeric radiation-reactive polyimidazole and polyimidazo pyrrolone precursors which are soluble in organic solvents, can be prepared with high purity, i.e., especially without chloride, in a simple manner if an aromatic and/or heterocyclic tetraamino compound is reacted in the presence of a carbodiimide, with an olefinically unsaturated monocarboxylic acid and a dicarboxylic acid, or with an olefinically unsaturated monocarboxylic acid and an aromatic and/or heterocyclic tetracarboxylic acid dianhydride, or with an olefinically unsaturated tetracarboxylic acid diester, in the form of an addition product of the tetracarboxylic acid dianhydride and an olefinically unsaturated alcohol. The radiation-reactive precursors prepared in this manner are suitable, for instance, for the manufacture of highly heat-resistant relief structures.Type: GrantFiled: March 3, 1987Date of Patent: January 31, 1989Assignee: Siemens AktiengesellschaftInventor: Hellmut Ahne
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Patent number: 4785070Abstract: A novel class of heterocyclic polymers and copolymers containing the 2-imidazolin-5-one ring structure is described. These polymers are prepared by reaction of bisazlactones and diamines, with or without suitable condensation monomers; the resultant polyamides are then thermally cyclodehydrated in the presence of a catalyst to produce the imidazolinone-containing polymers. Many of the poly(imidazolinones) are water soluble and therefore find utility in various aspects of water treatment, or in paper or fabric sizing.Type: GrantFiled: February 17, 1987Date of Patent: November 15, 1988Assignee: Minnesota Mining and Manufacturing CompanyInventors: Jerald K. Rasmussen, Alan R. Katritzky, Larry R. Krepski, Howell K. Smith, II, Steven M. Heilmann, Kumars Sakizadeh
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Patent number: 4783518Abstract: A rapid curing composition comprising a mixture of (A) a polyepoxide and an amine curing agent and (B) a novel thiocyanate salt of the reaction product of an alkylene polyamine, such as ethylene diamine, and a bicyclic amide acetal and a method for curing said composition are described.Type: GrantFiled: September 28, 1987Date of Patent: November 8, 1988Assignee: Ashland Oil, Inc.Inventor: Anil B. Goel
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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: 4772678Abstract: Novel liquid crystalline extended chain polymer compositions comprising a high concentration of one or more extended chain homopolymer(s), copolymer(s), or block polymer(s) and certain strong acids are prepared by admixing a high concentration of one or more selected homo- or hetero-bifunctional monomer(s) with or without oxidation protecting atoms or groups and one or more of a substantially non-oxidizing strong acid(s) having a high or low P.sub.2 O.sub.5 content. Such compositions are capable of exhibiting excellent cohesive strength, and are especially suited to the production of high molecular weight ordered polymer fibers by dry-jet wet spinning. These liquid crystalline compositions are capable of being drawn through long air gap distances and spun at exceptionally high spin draw ratios. Fibers, films and other articles formed from these liquid crystalline compositions exhibit exceptionally high physical and heat resistant properties.Type: GrantFiled: August 5, 1985Date of Patent: September 20, 1988Assignee: CommTech International Management CorporationInventors: Joanne R. Sybert, James F. Wolfe, Paul D. Sybert, Blake Wilson
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Patent number: 4771087Abstract: The invention discloses crosslinking components for hydroxy and/or primary and/or secondary amine groups containing cationic resins which can be used as binders for stoving paints, particularly for cathodically depositable electrodeposition paints. The crosslinking components are obtained through partial transesterification of transamidation of oligomeric KNOEVENAGEL-reaction products of C-H-active esters and carbonyl compounds with polyols or amines. The products can also be obtained through partial transesterification or transamidation of the C-H-active esters and subsequent KNOEVENAGEL-reaction.Type: GrantFiled: May 11, 1987Date of Patent: September 13, 1988Assignee: Vianova Kunstharz A.G.Inventors: Rudolf Schipfer, Gerhard Schmolzer, Wolfgang Daimer
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Patent number: 4769420Abstract: Binders which are rendered water-dilutable by protonation with an acid, a process for their preparation and their use.These binders are obtainable by reacting a(A) Reaction product of a(a) carboxyl-containing component, consisting of a(a1) carboxyl-containing butadiene/acrylonitrile copolymer having a molecular weight of from 500 to 8,000, if necessary as a mixture with(a2) a dicarboxylic acid which differs from (a1) and, if appropriate,(a3) a monocarboxylic acid and(b) a diprimary and/or primary/secondary amine, with the proviso that from 0.7 to 5 moles of the said amine are used per mole of carboxyl groups of component (a),with one or more(B) epoxy resins having a mean molecular weight from 300 to 6,000 and containing on average from 1.5 to 3.0 epoxide groups per molecule and, if required,(C) an aliphatic or cycloaliphatic secondary amine.In combination with a crosslinking agent, they are useful as coating materials, in particular for cathodic electrocoating.Type: GrantFiled: November 25, 1986Date of Patent: September 6, 1988Assignee: BASF Lacke + Farben AktiengesellschaftInventors: Thomas Schwerzel, Rolf Osterloh, Eberhard Schupp, Klaas Ahlers
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Patent number: 4758615Abstract: Polymers which contain urethane groups and are capable of being crosslinked by extraneous crosslinking agents, solutions thereof and aqueous dispersions thereof, prepared without the use of isocyanates by reacting polyamino compounds with polycarbonates and, if appropriate, reacting the reaction product further with polycarboxylic acids to give products having an acid number between 0 and 100, and, if appropriate, neutralizing the resulting products partly or completely by adding basic compounds, preferably organic bases, and, if appropriate, mixing the partly or completely neutralized products vigorously with an amount of water such that aqueous polymer dispersions having a solids content of up to 75% by weight, relative to the dispersion, are obtained.Type: GrantFiled: May 22, 1987Date of Patent: July 19, 1988Assignee: Hoechst AGInventors: Dieter Engel, Christoph Just, Gerhard Brindopke, Gerd Walz
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Patent number: 4752636Abstract: Thermosettable prepolymers are prepared by reacting (1) an aromatic heterocyclic material having one or more rings and at least one nitrogen atom and at least two reactive substituent groups which have at least one reactive hydrogen atom attached to a carbon atom which is attached to a heterocyclic ring such as 2,3,5,6-tetramethylpyrazine or 2,4,6-trimethylpyridine, (2) a cycloaliphatic or aromatic carboxylic acid cyclic mono- or dianhydride such as pyromellitic dianhydride and (3) a material containing a polymerizable ethylenically unsaturated group and at least one group selected from (a) a heterocyclic material having one or more rings and at least one nitrogen atom and at least one substituent group which has at least one reactive hydrogen atom attached to a carbon atom which is attached to a heterocyclic ring such as 2-methyl-5-vinylpyridine, and (b) a cycloaliphatic or aromatic carboxylic acid cyclic monoanhydride or dianhydride such as cis-5-norbornene-endo-2,3-dicarboxylic anhydride.Type: GrantFiled: July 15, 1985Date of Patent: June 21, 1988Assignee: The Dow Chemical CompanyInventor: Duane S. Treybig
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Patent number: 4736010Abstract: An epoxy resin curing composition comprising a novel curing agent which is obtained by the amidation with elimination of alcohol between an adduct of a carboxyl-containing acrylonitrile-butadiene copolymer with an epoxidized fatty acid ester and an amide-forming nitrogenous compound. This composition exhibits improved adhesion involving peel strength to plastics, rubbers or flexible vinyl chloride resins and is excellent in mechanical strength and resistance to water and alkali and particularly to acid.Type: GrantFiled: April 6, 1987Date of Patent: April 5, 1988Assignees: Asahi Denka Kogyo K.K., A.C.R. Co., Ltd.Inventors: Hiroshi Suzuki, Yutaka Asakawa
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Patent number: 4734466Abstract: The invention provides a substituted polybenzimidazole product produced by employing a cyclic carbonate to attach hydroxyalkyl substituents at the reactive imidazole hydrogen sites on the polybenzimidazole polymer. The substituted polybenzimidazole polymer membranes produced by this process exhibit improved hydrophilicity and chemical stability over prior art polybenzimidazole membranes. Substituted polybenzimidazole polymer ultrafilters produced by this process filter a broad range of molecular weight compounds.Type: GrantFiled: June 25, 1986Date of Patent: March 29, 1988Assignee: Hoechst Celanese CorporationInventors: Andrew Kindler, Esther A. Bower, Joseph J. Rafalko, Michael J. Sansone
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Patent number: 4728548Abstract: A polyamide for use in fabrication of containers having good oxygen barrier properties and a high heat deflection temperature. The polyamides are prepared from benzylsuccinic acids and piperazines.Type: GrantFiled: February 9, 1987Date of Patent: March 1, 1988Assignee: Eastman Kodak CompanyInventor: Burns Davis
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Patent number: 4721742Abstract: Curable amide modified epoxy resins are prepared by polymerizing (I) the reaction product of (A) the reaction product of (1) an epoxy resin having an average of more than one 1,2-epoxy group per molecule and an average of from about 0 to about 30 aliphatic hydroxyl groups per molecule such as a diglycidyl ether of bisphenol A and (2) (a) a material having only one primary amine group per molecule such as monoethanolamine and (b) a material having only one secondary amine group per molecule such as diethanolamine wherein (a) and (b) are added sequentially with (a) being added first, or as a mixture with (B) an anhydride of an unsaturated dicarboxylic acid such as maleic anhydride with (II) a polymerizable ethylenically unsaturated monomer or mixture of monomers such as styrene and methacrylic acid. The resultant resin can be employed as is in the preparation of organic solvent borne coatings or it can be neutralized with a base so as to improve its stability in the preparation of aqueous coatings.Type: GrantFiled: November 7, 1986Date of Patent: January 26, 1988Assignee: The Dow Chemical CompanyInventors: James L. Bertram, Willie L. Myles
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Patent number: 4717746Abstract: The object of the invention are adhesion promoters for plastisols of polyvinylchloride polymers or copolymers, characterized in that they are constituted by polyaminoamidic resins obtained by means of the condensation of:1 equivalent of carboxylic acids, obtained by polymerization of unsaturated fatty acids, of composition comprised within the following ranges: 0-2% monomers, 10-50% dimers, 50-90% trimers, withfrom 1.0 to 2.2 equivalents of an heterocyclic amine of general formula ##STR1## wherein R can be H or an alkylamino group --R'--NH.sub.2, wherein R' is a saturated alifatic chain.Type: GrantFiled: July 26, 1985Date of Patent: January 5, 1988Assignee: Chem-PlastInventors: Roberto Leoni, Angela Rossini, Massimo Taccani
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Patent number: 4713406Abstract: Binders for cathodic electrocoating which are based on polyadducts/polycondensates which carry basic nitrogen groups and are rendered water-dilutable by protonation with an acid, and one or more crosslinking agents for these polyadducts/polycondensates, their use and electrocoating baths prepared from them.These binders essentially consist of a mixture of(A) from 50 to 90% by weight of a polyadduct/polycondensate which carries basic nitrogen groups and is obtainable by reacting(a) an essentially epoxide-free adduct of a secondary amine and polyepoxide compound with(b) a condensate of a diamine/polyepoxide adduct which is prepared in the presence of excess diamine and separated off from excess diamine after complete conversion of the epoxide groups, with one or more mono- and/or dicarboxylic acids of not less than 6 carbon atoms.(B) from 10 to 50% by weight of a crosslinking agent which does not react with component (A) at room temperature but reacts with the latter at elevated temperatures with crosslinking.Type: GrantFiled: November 25, 1986Date of Patent: December 15, 1987Assignee: BASF AktiengesellschaftInventors: Eberhard Schupp, Rolf Osterloh, Werner Loch, Klaas Ahlers
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Patent number: 4705834Abstract: Crosslinked oxyalkylated polyalkylenepolyamines which can be obtained by reacting polyalkylenepolyamines, which are completely oxyalkylated at the nitrogen atoms, in each case by from 10 to 300 groups, and possess from 50 to 2,000 repeating alkyleneimine units in the molecule, with from 0.5 to 10% by weight, based on the oxyalkylated polyalkylenepolyamines, of a crosslinking compound which possesses two or more functional groups which are capable of reacting with the terminal alcohol groups of the oxyalkylated polyalkylenepolyamines, and a process for breaking water-in-oil emulsions.Type: GrantFiled: December 24, 1984Date of Patent: November 10, 1987Assignee: BASF AktiengesellschaftInventors: Richard Baur, Knut Oppenlaender, Klaus Barthold
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Patent number: 4703103Abstract: Novel compositions comprising a high concentration of one or more extended chain homopolymer, copolymer, or block polymer and certain polyphosphoric acids are prepared under conditions to exercise control of molecular weight as characterized by intrinsic visoscity. Such compositions are optically anisotropic (liquid crystlaline), capable of exhibiting excellent cohesive strength, and are especially suited to the production of high molecular weight ordered polymer fibers by dry-jet wet spinning. These liquid crystalline compositions are capable of being drawn through long air gap distances and spun at excptionally high spin draw ratios. Fibers, films and other articles formed from these liquid crystalline compositions exhibit exceptionally high physical and heat resistant properties.Type: GrantFiled: March 16, 1984Date of Patent: October 27, 1987Assignee: CommTech InternationalInventors: James F. Wolfe, Paul D. Sybert
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Patent number: 4689388Abstract: A curable epoxy resin composition, comprising (1) an alicyclic epoxy resin having an average of more than one epoxy group per molecule, (2) a polybasic acid hydrazide, and (3) a latent curing agent for said epoxy resin which comprises an addition product obtained by reacting (a) a polyfunctional epoxy compound with (b) a compound having at least one functional group in the molecule selected from the group consisting of OH, SH, COOH and CONHNH.sub.2 together with a tertiary amino group, or by reacting said components (a) and (b) with (c) an organic compound which has more than two active hydrogen atoms in the molecule, said reactions occurring under conditions in which the ratio of (a) to (b) or (a) to (b) and (c) ranges from 0.8 to 2.5 equivalents of (a) per equivalent of the total active hydrogen atoms in component (b) and in components (b) and (c), the molar ratio of (c) to (b) being 0.2:1 to 1:1, and said addition product having a softening point of 60.degree. to 180.degree. C.Type: GrantFiled: January 23, 1986Date of Patent: August 25, 1987Assignee: Ajinomoto Co., Inc.Inventors: Kiyomiki Hirai, Koji Takeuchi, Hiroshi Sakamoto, Masahiro Abe
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Patent number: 4684710Abstract: An ungelled composition is prepared as the half-amide reaction product of a diester of oxalic acid and a material containing one or more primary and/or secondary amino groups and one or more different functional groups. The ungelled composition is useful as a crosslinking agent for amine group containing materials and as an intermediate in the preparation of resinous compositions for fire protective coatings.Type: GrantFiled: August 4, 1986Date of Patent: August 4, 1987Assignee: PPG Industries, Inc.Inventors: Karl F. Schimmel, Thomas A. Ward, Jerome A. Seiner
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Patent number: 4675374Abstract: Solventless polymeric compositions suitable for coatings and moldings are formed by the addition reaction product of a first component comprising mono, di or polyamines, or an adduct of mono, di or polyamines with mono, di or polyfunctional acrylates and/or epoxides and a second component comprising mono, di or polyacrylates or mixtures with mono, di or polyepoxides.Type: GrantFiled: July 18, 1985Date of Patent: June 23, 1987Inventor: Gus Nichols
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Patent number: 4673723Abstract: Compositions for the preparation of thermosetting or thermoplastic polymers, which compositions comprise a mixture of at least one polyepoxide and at least one polyamide oligomer, wherein the oligomer is a primary monoamine, an alpha,omega-primary or -secondary diamine, an alpha,omega-diacid or an alpha-primary amine,omega-acid, together with processes for preparing polymers and the uses of such materials for molding and for adhesives.Type: GrantFiled: August 22, 1985Date of Patent: June 16, 1987Assignee: ATOCHEMInventor: Daniel Cuzin
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Patent number: 4672104Abstract: A two stage process for the production of polybenzimidazoles is provided wherein an aromatic tetraamine, e.g., 3,3',4,4'-tetraaminobiphenyl, is reacted with a dicarboxylic component consisting of at least one compound having the formula: ##STR1## in which R' is a divalent organic radical and may be the same or different in the various molecules making up the dicarboxylic component and the Y's may be the hydrogen, aryl or alkyl, with no more than 95% the Y's being hydrogen or phenyl. The reactants are heated with agitation in a first stage to a temperature above the melting point of the tetraamine until the viscosity of the mixture rises as indicated by an agitator torque of at least 1.5 times that before the rise in viscosity. The agitation is then discontinued and the reaction mixture is allowed to foam while heating is continued. The foam is then allowed to cool to a friable mass and is crushed to a ground prepolymer which is heated with agitation in a second stage until the desired polymer is obtained.Type: GrantFiled: February 22, 1985Date of Patent: June 9, 1987Assignee: Celanese CorporationInventor: Bennett C. Ward
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Patent number: 4668767Abstract: Thermosettable prepolymers are prepared by reacting (A) a heterocyclic material containing one or more rings and one nitrogen atom or a mixture of such materials wherein at least one of such materials contains at least two reactive substituent groups having at least one reactive hydrogen atom attached to a carbon atom which is attached to the ring such as 2,4,6-trimethyl pyridine; with (B) a cycloaliphatic or aromatic carboxylic acid mono- or dianhydride such as phthalic anhydride. These prepolymers or resins, can be homopolymerized without coreactants or copolymerized with N,N'-bis-imides such as 1,1'-(methylenedi-4,1-phenylene)-bismaleimide, to produce products, mat castings or composites having good mechanical and thermal properties.Type: GrantFiled: February 28, 1986Date of Patent: May 26, 1987Assignee: The Dow Chemical CompanyInventors: Loren L. Swearingen, Jimmy D. Earls, Randy J. LaTulip
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Patent number: 4668766Abstract: Thermosettable prepolymers are prepared by reacting (1) an aromatic heterocyclic material having one or more rings and at least one nitrogen atom and at least two reactive substituent groups which have at least one reactive hydrogen atom attached to a carbon atom which is attached to a heterocyclic ring such as 2,3,5,6-tetramethylpyrazine or 2,4,6-trimethylpyridine, (2) a cycloaliphatic or aromatic carboxylic acid cyclic mono- or dianhydride such as pyromellitic dianhydride and (3) a material containing a polymerizable ethylenically unsaturated group and at least one group selected from (a) a heterocyclic material having one or more rings and at least one nitrogen atom and at least one substituent group which has at least one reactive hydrogen atom attached to a carbon atom which is attached to a heterocyclic ring such as 2-methyl-5-vinylpyridine, and (b) a cycloaliphatic or aromatic carboxylic acid cyclic monoanhydride or dianhydride such as cis-5-norbornene-endo-2,3-dicarboxylic anhydride.Type: GrantFiled: March 3, 1986Date of Patent: May 26, 1987Assignee: The Dow Chemical CompanyInventor: Duane S. Treybig
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Patent number: 4668757Abstract: Aromatic amines and their alkyl, amide, imide or amide-imide substituted derivatives in the presence of catalytic quantities of phenols, cresols, xylenols, bisphenols, and their like cause epoxide resins to thermoset at ambient temperatures. The resulting crosslinked polymers are useful for two component solution systems which provide corrosion and temperature resistant clear coatings or paints, and can also be used as solventless, liquid, two component systems for casting clear, pigmented or filled parts.Type: GrantFiled: March 26, 1984Date of Patent: May 26, 1987Inventor: Gus Nichols
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Patent number: 4667012Abstract: A novel class of heterocyclic polymers and copolymers containing the 2-imidazolin-5-one ring structure is described. These polymers are prepared by reaction of bisazlactones and diamines, with or without suitable condensation monomers; the resultant polyamides are then thermally cyclodehydrated in the presence of a catalyst to produce the imidazolinone-containing polymers. Many of the poly(imidazolinones) are water soluble and therefore find utility in various aspects of water treatment, or in paper or fabric sizing.Type: GrantFiled: December 14, 1984Date of Patent: May 19, 1987Assignee: Minnesota Mining and Manufacturing CompanyInventors: Jerald K. Rasmussen, Alan R. Katritzky, Larry R. Krepski, Howell K. Smith, II, Steven M. Heilmann, Kumars Sakizadeh
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Patent number: 4656244Abstract: Oligomeric and/or polymeric radiation-reactive polyimidazole and polyimidazo pyrrolone precursors which are soluble in organic solvents, can be prepared with high purity, i.e., especially without chloride, in a simple manner if an aromatic and/or heterocyclic tetraamino compound is reacted in the presence of a carbodiimide, with an olefinically unsaturated monocarboxylic acid and a dicarboxylic acid, or with an olefinically unsaturated monocarboxylic acid and an aromatic and/or heterocyclic tetracarboxylic acid dianhydride, or with an olefinically unsaturated tetracarboxylic acid diester, in the form of an addition product of the tetracarboxylic acid dianhydride and an olefinically unsaturated alcohol. The radiation-reactive precursors prepared in this manner are suitable, for instance, for the manufacture of highly heat-resistant relief structures.Type: GrantFiled: March 27, 1985Date of Patent: April 7, 1987Assignee: Siemens AktiengesellschaftInventor: Hellmut Ahne
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Patent number: 4654414Abstract: Thermosettable prepolymers or polymers are prepared by reacting (A) the reaction product of (1) a heterocyclic material having one or more rings, at least one nitrogen atom and at least two substituent groups which have at least one reactive hydrogen atom attached to a carbon atom which is attached to a heterocyclic ring such as 2,3,5,6-tetramethylpyrazine; (2) a cycloaliphatic or aromatic carboxylic acid mono- or dianhydride such as pyromellitic dianhydride; and (3) a material containing a polymerizable ethylenically unsaturated group and at least one group selected from (a) a heterocyclic material having one or more rings; at least one nitrogen atom and at least one substituent group which has at least one reactive hydrogen atom attached to a carbon atom which is attached to a heterocyclic ring such as 2-methyl-5-vinyl pyridine or (b) a cycloaliphatic or aromatic carboxylic acid mono- or dianhydride group such as cis-5-norbornene-endo-2,3-dicarboxylic anhydride; with (B) an aqueous or alcoholic solution ofType: GrantFiled: February 28, 1986Date of Patent: March 31, 1987Assignee: The Dow Chemical CompanyInventor: Duane S. Treybig
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Patent number: 4647616Abstract: Thermosettable prepolymers are prepared by reacting (A) a heterocyclic material containing one or more rings and one nitrogen atom or a mixture of such materials wherein at least one of such materials contains at least two reactive substituent groups having at least one reactive hydrogen atom attached to a carbon atom which is attached to the ring such as 2,4,6-trimethyl pyridine; with (B) a cycloaliphatic or aromatic carboxylic acid mono- or dianhydride such as phthalic anhydride. These prepolymers or resins, can be homopolymerized without coreactants or copolymerized with N,N'-bis-imide such as 1,1'-(methylenedi-4,1-phenylene)bismaleimide, to produce products, mat castings or composites having good mechanical and thermal properties.Type: GrantFiled: July 15, 1985Date of Patent: March 3, 1987Assignee: The Dow Chemical CompanyInventors: Loren L. Swearingen, Jimmy D. Earls, Randy J. LaTulip
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Patent number: 4623684Abstract: A composition comprising:(A) a first component selected from the group consisting of:(i) an oil-soluble ethylene backbone polymer having a number average molecular weight in the range of about 500 to about 50,000;(ii) a hydrocarbyl-substituted phenol of the formula(R.sup.*).sub.a --Ar--(OH).sub.b Iwherein R.sup.Type: GrantFiled: October 16, 1985Date of Patent: November 18, 1986Assignee: The Lubrizol CorporationInventors: Casper J. Dorer, Jr., Katsumi Hayashi
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Patent number: 4613342Abstract: A composition comprising:(A) a first component selected from the group consisting of:(i) an oil-soluble ethylene backbone polymer having a number average molecular weight in the range of about 500 to about 50,000;(ii) a hydrocarbyl-substituted phenol of the formula(R*).sub.a -Ar-(OH).sub.Type: GrantFiled: October 16, 1985Date of Patent: September 23, 1986Assignee: The Lubrizol CorporationInventors: Casper J. Dorer, Jr., Katsumi Hayashi
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Patent number: 4609446Abstract: The disclosed invention involves water-dispersible binding agents for cationic electrodeposition coatings and a method for making them, the binding agents are the reaction product of (A) epoxy resins having a molecular weight greater than about 350; (B) polyfunctional, alcohols, carboxylic acids and/or SH-compounds having a molecular weight between about 500-5000 and (C) aminoalcohols with at least one protected primary or tertiary nitrogen atom.Type: GrantFiled: January 6, 1984Date of Patent: September 2, 1986Inventors: Michael Geist, Gunther Ott, Georg Schon
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Patent number: 4600763Abstract: A process for the production of novel polymers by the interpolymerization of a bicyclic amide acetal, a dicarboxylic acid anhydride and a polyepoxide at a temperature in the range of from 80.degree. C. to about 200.degree. C. and at a pressure in the range of from about ambient to about 50 atmospheres is described.Type: GrantFiled: September 5, 1985Date of Patent: July 15, 1986Assignee: Ashland Oil, Inc.Inventor: Anil Goel
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Patent number: 4599388Abstract: This invention provides a process for modifying a polybenzimidazole polymer which involves employing ethylene carbonate as a hydroxyethylating agent to introduce 2-hydroxyethyl substituents at active imidazole hydrogen sites in the polymer. The polymer product exhibits improved hydrophilicity.Type: GrantFiled: January 16, 1985Date of Patent: July 8, 1986Assignee: Celanese CorporationInventors: Esther A. Bower, Joseph J. Rafalko
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Patent number: 4597896Abstract: Tractable doped electroactive polymers, comprising recurring units of a 3,6-N-substituted carbazole-1,3,4-oxadiazole-2,5-diyl ring system, and a sufficient concentration of a charge-compensating ionic dopant associated therewith.Type: GrantFiled: October 25, 1984Date of Patent: July 1, 1986Assignee: Chevron Research CompanyInventors: Peter Denisevich, Jr., Albert H. Schroeder, Victor P. Kurkov, Shigeto Suzuki
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Patent number: 4595548Abstract: An aromatic condensation polyimide film that is approximately 90% transparent at 500 nm, useful for thermal protective coatings and the like, and the processes for preparing same by thermal and chemical conversion are disclosed. An essential feature of the invention for achieving maximum optical transparency films requires utilizing recrystallized and/or sublimated specific aromatic diamines and dianhydride monomers and introducing phenoxy or thiophenyl separator groups and isomeric m,m'- or o,p'-oriented diamines into the polymer molecular structure. The incorporation of these groups in the polymer structure serves to separate the chromaphoric centers and reduce the formation of inter-chain and intra-chain charge transfer complexes which normally cause absorptions in the UV-visible range.Type: GrantFiled: August 23, 1984Date of Patent: June 17, 1986Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: Anne K. St. Clair, Terry L. St. Clair
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Patent number: 4588808Abstract: A two stage process for the production of polybenzimidazoles and a novel polybenzimidazole produced there by is provided wherein a mixture of an aromatic tetraamine, e.g., 3,3',4,4'-tetraaminobiphenyl and a free dicarboxylic acid, e.g., isophthalic acid, is heated with agitation in a first stage to a temperature above the melting point of the tetraamine until the viscosity of the mixture rises as indicated by an agitator torque of at least 1.5 times that before the rise in viscosity. The agitation is then discontinued and the reaction mixture is allowed to foam while heating is continued. The foam is then allowed to cool to a friable mass and is crushed to a ground prepolymer which is heated with agitation in a second stage until the desired polymer is obtained. The novel polybenzimidazole produced is the reaction product of phenylindandicarboxylic acid and 3,3',4,4'-tetraaminobiphenyl.Type: GrantFiled: August 31, 1984Date of Patent: May 13, 1986Assignee: Celanese CorporationInventor: Bennett C. Ward
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Patent number: 4581435Abstract: Alkyl-substituted thiapolycyclic polyahls such as dimethyl-9-thiabicyclononane diamines form polymers that have improved physical properties.Type: GrantFiled: April 27, 1984Date of Patent: April 8, 1986Assignee: The Dow Chemical CompanyInventor: David W. Hughes
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Patent number: 4578454Abstract: A novel class of polymeric compounds containing piperidine radicals of the formula ##STR1## in which X is a divalent radical selected from the group comprising ##STR2## is described. The novel compounds are light stabilizers, heat stabilizers and oxidation stabilizers for synthetic polymers and are particularly effective in polyolefine films, fibres and tapes.Type: GrantFiled: May 8, 1984Date of Patent: March 25, 1986Assignee: Ciba-Geigy S.p.A.Inventor: Giuseppe Cantatore
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Patent number: 4575526Abstract: A composition comprising:(A) a first component selected from the group consisting of:(i) an oil-soluble ethylene backbone polymer having a number average molecular weight in the range of about 500 to about 50,000;(ii) a hydrocarbyl-substituted phenol of the formula(R*).sub.a --Ar--(OH).sub.Type: GrantFiled: March 12, 1985Date of Patent: March 11, 1986Assignee: The Lubrizol CorporationInventors: Casper J. Dorer, Jr., Katsumi Hayashi
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Patent number: 4565852Abstract: A crosslinkable composition of matter is provided, which comprises first and second chain extended diepoxide resins, one or both of which are prepared using an excess of diepoxide reactant and modified by reaction with hydroxy functional secondary amine. The first resin, diene functional aminoepoxy resin, and the second resin, blocked dieneophile functional aminoepoxy resin, are co-reactive at elevated cure temperature. The diene functional aminoepoxy resin comprises the reaction product of diepoxide with amine functional diene chain extending reactant and, optionally, monofunctional end-capping reactant such as monohydroxy functional diene. The blocked dieneophile functional aminoepoxy resin comprises the reaction product of diepoxide with amine functional blocked dieneophile chain extending reactant and, optionally, monofunctional end-capping reactant such as monohydroxy functional blocked dieneophile. The composition may further comprise crosslinking agent reactive with hydroxy functionality of the resins.Type: GrantFiled: December 27, 1983Date of Patent: January 21, 1986Assignee: Ford Motor CompanyInventor: Saiyed B. A. Qaderi
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Patent number: 4559272Abstract: A highly fluid, solventless heat curable resin is formulated from an admixture comprising a polyglycidyl aromatic amine, a polycarboxylic acid anhydride curing agent, and a curing accelerator. The heat curable formulation exhibits low viscosity and is useful as an encapsulant and insulation for electrical members exposed to high electrical stress. Magnetic coils encapsulated with the cured formulation resist corona discharge at electrical stresses in excess of 2100 volts per mil.Type: GrantFiled: May 9, 1984Date of Patent: December 17, 1985Assignee: Hughes Aircraft CompanyInventor: Susan L. Oldham
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Patent number: 4559393Abstract: A self-crosslinkable resin and composition of matter comprising same is provided, which resin comprises certain diene functional blocked dieneophile functional aminoepoxy resin, which resin is self-crosslinkable at elevated cure temperature. The diene functional blocked dieneophile functional aminoepoxy resin comprises the reaction product of diepoxide with amine functional diene chain extending reactant, mono-secondary amine functional blocked dieneophile and, optionally, monofunctional end-capping reactant such as mono-secondary amine functional diene and mono-secondary amine functional blocked dienophile. The composition may further comprise crosslinking agent reactive with hydroxy functionality of the resin. The crosslinkable composition of matter is useful in coating and other applications, especially solvent-based primer coating compositions and cathodic electrocoating compositions.Type: GrantFiled: December 27, 1983Date of Patent: December 17, 1985Assignee: Ford Motor CompanyInventor: Joseph W. Holubka
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Patent number: 4554379Abstract: New compounds having the formula:R.sub.4 (QNH.sub.2).sub.x Iwherein x is 1 or 2 and the residues QNH.sub.2 are the same or different and each is a residue of formula: ##STR1## wherein n is an integer from 1 to 15, R.sub.1 is C.sub.1 -C.sub.8 alkyl, R.sub.2 is C.sub.1 -C.sub.4 alkyl or R.sub.1 and R.sub.2, together with the carbon atom to which they are attached, form a C.sub.5 -C.sub.8 cycloalkylene residue, R.sub.3 is H or C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.8 cycloalkyl or C.sub.6 -C.sub.10 aryl and R.sub.4 is a mono- or polyvalent C.sub.6 -C.sub.20 aromatic or C.sub.4 -C.sub.20 .pi.-excessive heterocyclic residue; these compounds are useful as intermediates for polyamides, plastics and for compounds having biological activity.Type: GrantFiled: April 18, 1985Date of Patent: November 19, 1985Assignee: Ciba Geigy CorporationInventor: Frederick H. Howell
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Patent number: 4550146Abstract: Process for producing cationic epoxy resins carrying oxazolidine groups suitable as paint binders, and particularly paint binders for the formulation of cathodically depositable paints, wherein the epoxy resin is reacted with a hydroxy functional oxazolidine compound or with an oxazolidine compound carrying in the ring the structure ##STR1## in the presence of a monocarboxy compound. The presence of the monocarboxy compound permits the direct reaction or linkage of the epoxy resin with the oxazolidine compound without gelation; and, additionally, the monocarboxy compound favorably influences the film-forming characteristics of the binders.Type: GrantFiled: December 19, 1984Date of Patent: October 29, 1985Assignee: Vianova Kunstharz, A.G.Inventors: Willibald Paar, Helmut Honig
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Patent number: 4548744Abstract: Water-soluble ethoxylated amine oxides having clay soil removal/anti-redeposition properties are disclosed herein. These amine oxides are selected from ethoxylated monoamine oxides, ethoxylated diamine oxides, ethoxylated polyamine oxides, ethoxylated amine oxide polymers, and mixtures thereof. These amine oxides are useful at from about 0.05 to about 95% by weight in detergent compositions which further comprise from about 1 to about 75% by weight of a nonionic, anionic, ampholytic, zwitterionic, or cationic detergent surfactant or mixture thereof. In addition to these detergent surfactants, the detergent composition can optionally comprise from 0 to about 80% by weight of a detergent builder.Type: GrantFiled: July 22, 1983Date of Patent: October 22, 1985Inventor: Daniel S. Connor
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Patent number: 4547562Abstract: Solventless polymeric compositions suitable for coatings and moldings are formed by the addition reaction product of a first component comprising mono, di or polyamines, or an adduct of mono, di or polyamines with mono, di or polyfunctional acrylates and/or epoxides and a second component comprising mono, di or polyacrylates or mixtures with mono, di or polyepoxides.Type: GrantFiled: March 26, 1984Date of Patent: October 15, 1985Inventor: Gus Nichols
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Patent number: 4547548Abstract: Polycondensation compounds containing piperidine and triazine groups, having a mean molecular weight from 1000 to 20,000 and constituted by structural units a and b of the formula ##STR1## are suitable as anti-actinic stabilizers for incorporation in polymeric materials.Type: GrantFiled: July 19, 1984Date of Patent: October 15, 1985Assignee: Ciba-Geigy S.p.A.Inventor: Giuseppe Cantatore