Mixed With Carboxylic Acid Or Derivative Reactant Or Polymer Therefrom Patents (Class 525/519)
-
Patent number: 4775725Abstract: There is provided a novel product having the formula: ##STR1## where "polymer" is an amine functional polymer, such as amine terminated polyethylene imine, amine terminated polyalkylene glycols, amine terminated anilineformaldehyde, amine terminated nylons, amine functional silicones; R.sup.1, R.sup.2, and R.sup.3 are C.sub.1 -C.sub.8 monovalent hydrocarbyl radicals, m is 1 to 3 and n is 1 to 10.Type: GrantFiled: April 3, 1987Date of Patent: October 4, 1988Assignee: PCR, Inc.Inventors: Ralph J. DePasquale, Michael E. Wilson
-
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
-
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
-
Patent number: 4736000Abstract: A method for curing an aromatic polythioether sulfone, which comprises mixing an aromatic polythioether sulfone polymer with a member selected from the group consisting of (a) a compound having at least two epoxy, isocyanate or maleimide groups per molecule, (b) an aminoplast resin, (c) a metal chelate compound of acetylacetone, and (d) a halide of a metal belonging to Group VIII or IB of the Periodic Table, followed by heat treatment.Type: GrantFiled: December 5, 1986Date of Patent: April 5, 1988Assignee: Asahi Glass Company Ltd.Inventors: Josho Kashiwame, Shigeyuki Kozawa, Takao Doi, Nobuyuki Tamai
-
Patent number: 4714657Abstract: A protective coating composition containing certain polyester polyols and an aminoplast derivative is applied to a thermoplastic substrate to produce a thermoformable article having mar- and solvent-resistance.Type: GrantFiled: April 18, 1985Date of Patent: December 22, 1987Assignee: General Electric CompanyInventors: Clayton B. Quinn, Richard R. McClish, James E. Moore
-
Patent number: 4680347Abstract: Thermosettable prepolymers or resins are prepared by reacting (1) a pyrazine compound containing at least two substituent groups which have a hydrogen atom attached to a carbon atom which is attached to the ring such as tetramethylpyrazine, (2) a material containing at least two aromatic aldehyde groups, and (3) at least one of (a) a nitrogen containing aromatic heterocyclic compound containing at least one hydrogen atom attached to a carbon atom attached to the ring and a polymerizable unsaturated group such as 2-methyl-5-vinylpyridine or (b) an aldehyde containing at least one polymerizable unsaturated group such as 4-isopropenyl-1-cyclohexene-1-carboxaldehyde. These prepolymers or resins are curable to thermoset products having good mechanical and thermal properties by heat and pressure or by homopolymerization or copolymerization with N,N'-bis-imides such as 1,1'-(methylenedi-4,1-phenylene)-bimaleimide. The prepolymers are suitable for preparing composites.Type: GrantFiled: March 17, 1986Date of Patent: July 14, 1987Assignee: The Dow Chemical CompanyInventor: Duane S. Treybig
-
Patent number: 4629770Abstract: Thermosettable prepolymers or resins are prepared by reacting (1) a pyrazine compound containing at least two substituent groups which have a hydrogen atom attached to a carbon atom which is attached to the ring such as tetramethylpyrazine, (2) a material containing at least two aromatic aldehyde groups, and (3) at least one of (a) a nitrogen containing aromatic heterocyclic compound containing at least one hydrogen atom attached to a carbon atom attached to the ring and a polymerizable unsaturated group such as 2-methyl-5-vinylpyridine or (b) an aldehyde containing at least one polymerizable unsaturated group such as 4-isopropenyl-1-cyclohexene-1-carboxaldehyde. These prepolymers or resins are curable to thermoset products having good mechanical and thermal properties by heat and pressure or by homopolymerization or copolymerization with N,N'-bis-imides such as 1,1'-(methylenedi-4,1-phenylene)-bismaleimide. The prepolymers are suitable for preparing composites.Type: GrantFiled: April 23, 1985Date of Patent: December 16, 1986Assignee: The Dow Chemical CompanyInventor: Duane S. Treybig
-
Patent number: 4598021Abstract: A protective coating composition containing a polycaprolactone polyol and an aminoplast derivative is applied to a thermoplastic substrate to produce a thermoformable article having abrasion resistance, solvent resistance and weatherability.Type: GrantFiled: August 12, 1985Date of Patent: July 1, 1986Assignee: General Electric CompanyInventor: James E. Moore
-
Patent number: 4578439Abstract: Styryl pyridine and styryl pyrazine cyanates are prepared by cyanating the reaction product of (A) a substituted pyridine and/or pyrazine with (B) a substituted aromatic aldehyde with the proviso that at least one of the components (A) or (B) contains a hydroxyl group which is susceptible to being cyanated. These cyanates can be homopolymerized or copolymerized with other materials to produce polymers having excellent high temperature resistance, good mechanical strength and excellent processability.Type: GrantFiled: August 9, 1984Date of Patent: March 25, 1986Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
-
Patent number: 4575542Abstract: Thermosettable compositions are disclosed which are prepared by reacting (A) a pyridine compound containing at least two substituent groups which have at least one hydrogen atom attached to a carbon atom which is attached to the ring or mixture of such pyridines; (B) at least one material having at least two aldehyde groups; and (C) at least one aldehyde containing at least one polymerizable unsaturated group; wherein components (A), (B) and (C) are employed in quantities which provide a mole ratio of (C):(B):(A) of from about 0.25:0.25:1 to about 4:4:1. These thermosettable compositions can be cured by heat and pressure or by homopolymerization in the presence of or by copolymerization with an N,N'-bis-imide. The compositions are useful as light weight fire resistant interior and exterior parts or panels for the aerospace and/or aircraft industry and the like.Type: GrantFiled: April 23, 1985Date of Patent: March 11, 1986Assignee: The Dow Chemical CompanyInventor: Duane S. Treybig
-
Patent number: 4552936Abstract: A protective coating composition containing a polycaprolactone polyol and an aminoplast derivative is applied to a thermoplastic substrate to produce a thermoformable article having abrasion resistance, solvent resistance and weatherability.Type: GrantFiled: August 17, 1984Date of Patent: November 12, 1985Assignee: General Electric CompanyInventor: James E. Moore
-
Patent number: 4518746Abstract: An essentially linear polyester oligomer having hydroxyl and carboxyl terminal groups for subsequent cure and its production are disclosed. This polyester oligomer is produced by first adducting approximately equimolar amounts of diol carrying two primary hydroxyl groups and a dicarboxylic acid anhydride to form an hydroxy acid. The carboxyl groups of this hydroxy acid are then esterified by reaction with an approximately stoichiometric proportion of diol carrying one primary hydroxyl group and one secondary hydroxyl group, the stoichiometry being based on the total hydroxyl content of the diol and the carboxyl content of the hydroxy acid, to form an hydroxyl-terminated oligomer. This hydroxyl-terminated oligomer is then adducted with a polycarboxylic acid monoanhydride having a carboxyl functionality of at least 3, this monoanhydride being used in an amount of 0.01 to 0.15 equivalents of anhydride per hydroxyl equivalent in the hydroxyl-terminated oligomer.Type: GrantFiled: March 15, 1984Date of Patent: May 21, 1985Assignee: DeSoto, Inc.Inventors: Kazys Sekmakas, Raj Shah, Ronald J. Lewarchik, Kevin P. Murray
-
Patent number: 4499255Abstract: Epoxy resins are prepared by reacting an excess of an epihalohydrin with a phenolic hydroxyl-containing compound in the presence of the incremental addition of a basic catalyst while removing water by codistilling with a solvent and epihalohydrin.Type: GrantFiled: August 16, 1983Date of Patent: February 12, 1985Assignee: The Dow Chemical CompanyInventors: Chun S. Wang, Ha Q. Pham, James L. Bertram
-
Patent number: 4465815Abstract: A novel polyhydroxy oligomer crosslinkable with amine-aldehyde to form a coating composition adapted for use as an automotive topcoat which upon curing forms a hard, glossy, durable coating with outstanding weatherability and excellent resistance to solvents and water. The coating composition comprises:(A) a polyhydroxy oligomer having a number average (M.sub.n) molecular weight of between about 300-2000 and being the reaction product of:(i) an acid ester made by reacting(a) a C.sub.3 -C.sub.10 aliphatic branched diol, and(b) an alkyl hexahydrophthalic anhydride, wherein (a) and (b) are combined in the reaction mixture in amounts and under conditions sufficient to result in reaction in a molar ratio of greater than 1:1 up to 1:2; and(ii) a monoepoxide C.sub.2 -C.sub.10 monomer, the monomer is included in an amount sufficient to provide reaction of about 1.0 epoxide groups for each acid group of the acid ester;(B) an amine-aldehyde crosslinking agent; and(C) optionally a hydroxy functional additive.Type: GrantFiled: December 28, 1981Date of Patent: August 14, 1984Assignee: Ford Motor CompanyInventor: Mohinder S. Chattha
-
Patent number: 4404332Abstract: Amino-formaldehyde products with activated carboxylic ester groups cross-link compounds containing pendant primary or secondary amine groups.This is a continuation, of application Ser. No. 232,455, filed Feb. 9, 1981, which is a continuation of Ser. No. 128,613, filed 3/10/80, which is a division of Ser. No. 32,982, filed 4/25/79, which is a continuation-in-part of Ser. No. 926,762, filed 7/21/78, all now abandoned.Type: GrantFiled: October 26, 1982Date of Patent: September 13, 1983Assignee: American Cyanamid CompanyInventors: Girish G. Parekh, Werner J. Blank, Peter J. Schirmann
-
Patent number: 4396733Abstract: The present invention relates to new azulmic acids stabilized by condensation with carbonyl compounds, several processes for their preparation and their use for various purposes.Type: GrantFiled: September 11, 1980Date of Patent: August 2, 1983Assignee: Bayer AktiengesellschaftInventors: Kuno Wagner, Kurt Findeisen
-
Patent number: 4395521Abstract: Latent catalysts comprising the phenyl esters of certain carboxylic acids are disclosed for use in the cure thermosetting resins curable by an acid catalyst.Type: GrantFiled: January 20, 1982Date of Patent: July 26, 1983Assignee: Union Carbide CorporationInventors: Sui-Wu Chow, George L. Brode
-
Patent number: 4384070Abstract: Pigmented coating solutions are disclosed which deposit coatings possessing improved resistance to ultraviolet radiation-induced auto-oxidation. These solutions contain organic solvent, including aromatic hydrocarbon solvent, having dissolved therein an aromatic hydrocarbon-soluble, normally liquid, polysulfide or polydisulfide derivative having terminal -SH groups which have been reacted with a monofunctional reactant providing a C.sub.1 -C.sub.22 alkyl terminal group to provide an essentially nonreactive derivative. The solvent also has dissolved therein a polar polymeric binder (preferably thermosetting) which degrades by a photo-oxidative mechanism and which has only limited compatibility with the derivative. The pigment protects the bulk of a deposited coating, and the limited compatibility causes a heated film of the coating solution to stratify as the solvent evaporates to concentrate the derivative at the surface of the cured coating to protect the same.Type: GrantFiled: July 2, 1981Date of Patent: May 17, 1983Assignee: DeSoto, Inc.Inventors: Joseph E. Gaske, Thomas H. Plaisance, Hannu K. Pennanen
-
Patent number: 4380611Abstract: Cross-linking agents are produced by reacting an ester of a di- or poly-carboxylic acid with a molar excess of ammonium hydroxide, thereby forming a di- or polyamide, which in turn is then methylolated and etherified with a lower alkanol. These products are cross-linkers for resins such as alkyds, oil-free polyesters, acrylic which can be either acid or hydroxy functional, phenolics, epoxies or melamines.Type: GrantFiled: October 27, 1981Date of Patent: April 19, 1983Assignee: Cook Paint and Varnish CompanyInventors: Howard J. Wright, Joseph H. Scherrer
-
Patent number: 4379911Abstract: Amino-formaldehyde products with activated carboxylic ester groups cross-link compounds containing pendant primary or secondary amine groups.Type: GrantFiled: July 29, 1982Date of Patent: April 12, 1983Assignee: American Cyanamid CompanyInventors: Girish G. Parekh, Werner J. Blank, Peter J. Schirmann
-
Patent number: 4345052Abstract: Method for manufacturing polyether ester amides by polycondensing at ordinary or reduced pressure, optionally in the presence of catalysts. A hot melt of:(a) polyamides having carboxyl end groups with polyethers having hydroxyl end groups and amino end groups;(b) polyamides having carboxyl end groups and polyethers having hydroxyl end groups;(c) polyamides having carboxyl end groups with polyethers having amino end groups; or(d) polyamides having amino end groups with polyethers having carboxyl end groups;is treated at temperatures from about 200.degree. to 300.degree. C. and at a water vapor pressure of about 5 to 25 bars with mechanical agitation and after water is removed by decompression the polycondensation of the polyether ester amide is carried out.Type: GrantFiled: July 10, 1980Date of Patent: August 17, 1982Assignee: Chemische Werke Huls AGInventors: Salih Mumcu, Hans J. Panoch
-
Patent number: 4343925Abstract: Coating compositions capable of liquid application to substrates consist essentially of a curable film forming polyol-containing component and an organic reactive diluent. The reactive diluent is an organic compound containing a primary or secondary hydroxyl group and further characterized by having a retained solids value of greater than about 80 percent, a hydroxyl equivalent weight of from about 180 to about 800, and a liquid viscosity of less than about 10 poise at 60.degree. C. The coating compositions can be formulated to contain little or no volatile organic solvent and/or water.Type: GrantFiled: December 7, 1979Date of Patent: August 10, 1982Assignee: PPG Industries, Inc.Inventors: Wen-Hsuan Chang, James B. O'Dwyer, John R. Peffer
-
Patent number: 4336297Abstract: An electrical laminate comprising layers of a polyester resin-impregnated fibrous cellulosic substrate is disclosed. The substrate is preimpregnated with a nitrogen-containing composition having (a) an N-methylol or N-lower alkoxymethyl group attached to said nitrogen atom, and (b) an unsaturated group capable of copolymerizing with a cross-linking monomer present in the polyester resin.Type: GrantFiled: April 23, 1980Date of Patent: June 22, 1982Assignee: Kanegafuchi Kagaku Kogyo Kabushiki KaishaInventors: Yasuo Fushiki, Masaharu Abe, Masakazu Uekita
-
Patent number: 4314918Abstract: Reactive diluents are derived from the reaction of a glycidyl ester and a hydroxyl and/or carboxyl functional compound. The diluents are useful in coating compositions together with crosslinking agents and, optionally, polyols.Type: GrantFiled: June 26, 1980Date of Patent: February 9, 1982Assignee: PPG Industries, Inc.Inventors: William J. Birkmeyer, Ronald J. Lewarchik, Joseph A. Klanica, Carl C. Anderson
-
Patent number: 4310447Abstract: Curable, modified aminotriazine condensation product prepared by reacting an aminotriazine condensation product pre-condensed to a dilutability ratio with water of 1:0.5 to 1:5, with 65 to 500% by weight, relative to the triazine, of a lactam of an aminocarboxylic acid having 3 to 18 carbon atoms, or a diaminedicarboxylate salt of a diamine having 2 to 18 carbon atoms and a dicarboxylic acid having 2 to 18 carbon atoms, or a mixture thereof, at a temperature of no more than 65.degree. C.Type: GrantFiled: July 23, 1980Date of Patent: January 12, 1982Assignee: Cassella AktiengesellschaftInventors: Wilhelm Weber, Wilhelm Adam
-
Patent number: 4279800Abstract: A pigment-containing high solids coating composition is prepared from a blend of ester diols as binder and a curing agent for the binder, characterized in that as ester diol there is used a mixture of (a) 20-80 mole % of a compound having the general formula: ##STR1## where R.sub.1 represents the group formed by abstraction of the two carboxyl group from a cycloaliphatic and/or aromatic dicarboxylic acid having 8 to 20 carbon atoms and R.sub.2 and R.sub.3 may be the same or different and represent a hydrogen atom and/or a hydrocarbon group having 1 to 9 carbon atoms, and m is a number of 1-4, and of (b) 80-20 mole % of a compound having the general formula ##STR2## where R.sub.4 represents the group formed by abstraction of the two carboxyl groups from a cycloaliphatic and/or aromatic dicarboxylic acid having 8 to 20 carbon atoms, and R.sub.5 represents the group formed by abstraction of the two hydroxyl groups from a terminal diol having 4 to 12 carbon atoms in the main chain, and n is a number of 1-4.Type: GrantFiled: April 15, 1980Date of Patent: July 21, 1981Assignee: Akzo NVInventors: Ritse E. Boomgaard, Roelof Buter, Aleidus A. Kiffen
-
Patent number: 4271062Abstract: A pigment-containing high solids coating composition is prepared from a curing agent and and ester diol which is a mixture of (a) 20-80 mole % of a compound having the general formula: ##STR1## where R.sub.1 represents the group formed by abstraction of the two carboxyl groups from maleic acid and/or fumaric acid and/or a cycloaliphatic and/or aromatic dicarboxylic acid having 8 to 20 carbon atoms and R.sub.2 and R.sub.3 may be the same or different and represent a hydrogen atom and/or a hydrocarbon group having 1 to 9 carbon atoms, and m is a number of 1-4, and of (b) 80-20 mole % of a compound having the general formula ##STR2## where R.sub.4 represents the group formed by abstraction of the two carboxyl groups from maleic acid and/or fumaric acid and/or a cycloaliphatic and/or aromatic dicarboxylic acid having 8 to 20 carbon atoms, and R.sub.Type: GrantFiled: April 15, 1980Date of Patent: June 2, 1981Assignee: Akzo N.V.Inventors: Ritse E. Boomgaard, Roelof Buter, Aleidus A. Kiffen
-
Patent number: 4271277Abstract: Thermosetting powder coatings comprising reactive polymers containing reactive carboxyl, hydroxyl, and/or amide groups and adapted to be cross-linked with aminoplast resins are substantially improved by the inclusion of at least about 0.25% by weight of a heat curing catalyst. The catalyst is an amine salt of cyclohexyl sulfamic acid.Type: GrantFiled: October 9, 1979Date of Patent: June 2, 1981Assignee: SCM CorporationInventor: Robert F. Golownia
-
Patent number: 4263181Abstract: The present invention relates to certain new azulmic acids stabilized by reaction with aminoplast-forming agents and carbonyl compounds or condensation products thereof, to a process for their preparation and to their use for various purposes.Type: GrantFiled: August 3, 1979Date of Patent: April 21, 1981Assignee: Bayer AktiengesellschaftInventors: Kuno Wagner, Kurt Findeisen
-
Patent number: 4258105Abstract: A curing agent package is provided for polymercaptan-terminated polymers comprising selected metal oxides and organonitrogen accelerators and promoters commonly considered as rubber vulcanization accelerators. More specifically, sealant and coating compositions are prepared by curing a mixture comprising a mercaptan-terminated polyether-polyester liquid polymer, a curing agent package of a non-lead metal oxide curing agent and an organonitrogen accelerator or promoter, and, optionally, non-elastomeric materials.Type: GrantFiled: May 30, 1979Date of Patent: March 24, 1981Assignee: Phillips Petroleum CompanyInventor: Ralph P. Williams
-
Patent number: 4248753Abstract: Resinous compositions which are the Michael adducts of primary and/or secondary amines and polymers containing alpha, beta-ethylenically unsaturated moieties in conjugation with carbonyl moieties are disclosed. The compositions are depositable on substrates to form films. The films are amenable to oxidative and aminoplast cures and cure with light color. The compositions are desirable for use in cationic electrodeposition.Type: GrantFiled: August 28, 1978Date of Patent: February 3, 1981Assignee: PPG Industries, Inc.Inventors: Stephen L. Buchwalter, Joseph F. Bosso, Roger M. Christenson
-
Patent number: RE31022Abstract: Resinous compositions which are the Michael adducts of primary and/or secondary amines and polymers containing alpha, beta-ethylenically unsaturated moieties in conjugation with carbonyl moieties are disclosed. The compositions are depositable on substrates to form films. The films are amenable to oxidative and aminoplast cures and cure with light color. The compositions are desirable for use in cationic electrodeposition.Type: GrantFiled: March 26, 1981Date of Patent: August 31, 1982Assignee: PPG Industries, Inc.Inventors: Stephen L. Buchwalter, Joseph F. Bosso, Roger M. Christenson