Non-1,2-epoxy Or Nonphenolic Reactant Contains One Or More Nitrogen Atoms Patents (Class 528/119)
- Nitrogen reactant having at least one amino-nitrogen atom contains a cycloaliphatic ring (Class 528/122)
- Nitrogen reactant having at least one amino-nitrogen atom contains three or more nitrogen atoms (Class 528/123)
- Nitrogen reactant having at least one amino-nitrogen atom contains at least one aryl group (Class 528/124)
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Patent number: 4618712Abstract: N-Cyanocarboxlic acid amide derivatives which contain two or three ##STR1## groupings in the molecule are obtained by reacting 1 mol of a dicyanodiamine with 2 mols of a carboxylic acid anhydride or 1 mol of a dicyandiamine salt with 2 mols of a carboxylic acid halide or 1 mol of a dihalogeno compound with 2 mols of an N-cyanocarboxylic acid amide salt, or by reacting 1 mol of a carboxylic acid dichloride or trichloride with 2 or, respectively, 3 mols of a cyanamide or 1 mol of a carboxylic acid dicyandiamide or tricyantriamide salt with 2 or 3 mols of an alkylating agent.The N-cyanocarboxylic acid amide derivatives according to the invention are useful hardeners for epoxide resins.Type: GrantFiled: February 15, 1983Date of Patent: October 21, 1986Assignee: Ciba-Geigy CorporationInventors: Friedrich Stockinger, Friedrich Lohse, Roland Moser
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Patent number: 4612359Abstract: Thermosettable compositions are prepared which contain (A) from about 0.1 to 100 percent by weight of an esterified aromatic cyanate; (B) from zero to about 99.9 percent by weight of an aromatic polycyanate, an aromatic polycyanamide or mixture thereof and (C) from zero to about 99.9 percent by weight of an epoxy resin.Type: GrantFiled: October 16, 1985Date of Patent: September 16, 1986Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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Patent number: 4608404Abstract: Described herein are compositions which contain a specific group of oligomeric diamine hardeners and epoxy compounds which when combined with structural fibers produce composites which have improved tensile properties, high compressive strengths, and improved impact resistance. These compositions also exhibit low moisture absorption.Type: GrantFiled: May 2, 1985Date of Patent: August 26, 1986Assignee: Union Carbide CorporationInventors: Hugh C. Gardner, George L. Brode, Robert J. Cotter
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Patent number: 4608434Abstract: Polycyanate esters of polyhydric phenols are cured with a liquid solution of a coordinating transition metal carboxylate in a monohydric alcohol. Such cured compositions are useful in structural composites, transfer molded encapsulants, filmed structural adhesives and printed wiring boards.Type: GrantFiled: October 21, 1985Date of Patent: August 26, 1986Assignee: Celanese CorporationInventor: David A. Shimp
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Patent number: 4604452Abstract: Polycyanate esters of polyhydric phenols are cured with a liquid solution of a coordinating transition metal carboxylate in an alkylphenol. Such cured compositions are useful in structural composites, transfer molded encapsulants, filmed structural adhesives and printed wiring boards.Type: GrantFiled: October 21, 1985Date of Patent: August 5, 1986Assignee: Celanese CorporationInventor: David A. Shimp
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Patent number: 4594373Abstract: Curable compositions comprising substituted bisurea catalyzed epoxide prepolymers alone, or with aromatic polyamine curing agents, alone, or in further combination with reinforcements, e.g., graphite fibers, and optionally modified with second resins are disclosed. The cured resin fiber matrix compositions exhibit high toughness combined with excellent hot/wet strength.Type: GrantFiled: April 26, 1985Date of Patent: June 10, 1986Assignee: American Cyanamid CompanyInventor: Dalip K. Kohli
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Patent number: 4588783Abstract: There is disclosed herein an amide-containing hydroxyethyl carbamate and a coating composition comprising same. The preparation thereof entails the reaction of an amidoamine and a cyclic organic carbonate.Type: GrantFiled: December 16, 1983Date of Patent: May 13, 1986Assignee: PPG Industries, Inc.Inventor: Wen-Hsuan Chang
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Patent number: 4579933Abstract: N-cyanoacylamide compounds are prepared by reacting 1 mol of an N-cyanocarboxylic acid amide salt with 1 mol of a halogen compound in a polar, aprotic solvent.The N-cyanoacylamide compounds can be used for hardening epoxide resins, for the preparation of isomelamine or for the preparation of linear polymers which can be crosslinked by heat.Type: GrantFiled: April 22, 1985Date of Patent: April 1, 1986Assignee: Ciba-Geigy CorporationInventors: Friedrich Stockinger, Friedrich Lohse, Roland Moser
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Patent number: 4562241Abstract: Diurethane diureas of the formula ##STR1## wherein each R is a radical derived from a diisocyanate and having at most 20 C atoms, R' is a radical derived from a diol and having a molecular weight of at most 1500, and the radicals R" are each methyl or ethyl, or both radicals R" bound to the same N atom form together with the N atom the piperidino, morpholino or pyrrolidino radical, are valuable curing agents for epoxide resins, and are also suitable as accelerators for the hot-curing of epoxide resins with dicyandiamide, cyanoacetyl compounds and polycarboxylic acid anhydrides.Type: GrantFiled: October 4, 1984Date of Patent: December 31, 1985Assignee: Ciba-Geigy CorporationInventor: Alfred Renner
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Patent number: 4558115Abstract: Compositions comprising a material containing (a) alkenyl phenyl cyanate groups, (b) a material containing epoxide groups and optionally any one or more of (c) an aromatic polycyanate, (d) a polymaleimide or (e) a polymerizable ethylenically unsaturated aromatic material are curable to products having excellent mechanical, thermal and chemical resistant properties.Type: GrantFiled: March 11, 1985Date of Patent: December 10, 1985Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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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: 4546168Abstract: A thermosetting resin composition comprising (A) at least one dicyanamide compound and (B) at least one polyvalent imide having one or more unsaturated bonds and, if necessary (C) at least one polymerizable compound of epoxy compounds, phenolic compounds and triallyl isocyanurate compounds, and a prepolymer thereof obtained by subjecting the composition to a preliminary reaction with heating to the B stage can give a cured product having excellent heat resistance of class C and flexibility.Type: GrantFiled: August 9, 1984Date of Patent: October 8, 1985Assignee: Hitachi, Ltd.Inventors: Akio Takahashi, Takeshi Shimazaki, Motoyo Wajima, Hirosada Morishita
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Patent number: 4542202Abstract: An addition product obtained by reacting (a) a polyfunctional epoxy compound and (b) a compound having at least one functional group of OH group, SH group, COOH group and CONHNH.sub.2 group together with a tertiary amino group in the molecule, and an addition product obtained (a), (b) and (c) an organic compound having two or more active hydrogen atoms in the molecule (excluding a compound having an epoxy group or tertiary amino group) are good curing agents for epxoy resin. The curing agents are useful in formulating novel storable one-package, heat-curable epoxy resin-based compositions.Type: GrantFiled: September 16, 1983Date of Patent: September 17, 1985Assignee: Ajinomoto Co., Inc.Inventors: Koji Takeuchi, Masahiro Abe, Nobuo Ito, Kiyomiki Hirai
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Patent number: 4536558Abstract: This invention relates to water dispersible, cathodically electrodepositable resins which are prepared by reacting chain extended polyepoxides with secondary amines. The polyepoxides have been chain extended with polycarboxylic acids. The resin is dispersible in water with the aid of a water soluble acid to provide cationic groups in the resin. Preferred crosslinking agents for the resin comprises capped isocyanates which may be either incorporated in the resin or preferably co-deposited with the resin from the coating composition bath.Type: GrantFiled: December 27, 1983Date of Patent: August 20, 1985Assignee: Ford Motor CompanyInventor: Panagiotis I. Kordomenos
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Patent number: 4521583Abstract: Curable compositions comprising substituted bisurea catalyzed epoxide prepolymers alone, or with aromatic polyamine curing agents, alone, or in further combination with reinforcements, e.g., graphite fibers, and optionally modified with second resins are disclosed. The cured resin fiber matrix compositions exhibit high toughness combined with excellent hot/wet strength.Type: GrantFiled: February 9, 1984Date of Patent: June 4, 1985Assignee: American Cyanamid CompanyInventor: Dalip K. Kohli
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Patent number: 4489202Abstract: Epoxy resins containing triazine groups are prepared by (I) reacting (A) a material having at least one aromatic hydroxyl group per molecule such as bisphenol A with (B) a cyanogen halide such as cyanogen bromide in the presence of (C) a base and recovering a mixture of cyanate-containing products and unreacted (A) materials; (II) trimerizing the product recovered in (I) in the presence of a trimerization catalyst such as cobalt naphthenate and (III) epoxidizing the product from step II by reaction with an epihalohydrin such as epichlorohydrin, dehydrohalogenation of the resultant product with a basic acting material such as sodium hydroxide and recovering the resultant epoxy resin containing triazine groups.Type: GrantFiled: October 31, 1983Date of Patent: December 18, 1984Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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Patent number: 4480082Abstract: The reaction product of (i) an aromatic amide having the amine group of the amide attached to an aromatic ring, and (ii) a mono- or di-epoxide, has been found to be a good fortifier of epoxy resins. Epoxy resins have been found to attain increased strength and modulus (yet not brittle) by compounding:(a) a resin-forming polyepoxide,(b) an amine curing agent for (a), and(c) the above fortifier; and heat curing the mixture. Strengths as high as 130-150 MPa and modulus values to as high as 5000 MPa have been achieved yet with a ductile mode of fracture.Type: GrantFiled: July 25, 1983Date of Patent: October 30, 1984Assignee: Canadian Patents & Development LimitedInventors: Paul D. McLean, Andrew Garton, Robert F. Scott, Susan E. Gransden
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Patent number: 4448940Abstract: A thermosetting resin composition comprising (A) at least one polyfunctional epoxy compound and (B) at least one polyfunctional nitrile compound and a prepolymer thereof can give a cured product having excellent heat resistance and mechanical properties such as flexibility.Type: GrantFiled: October 26, 1982Date of Patent: May 15, 1984Assignee: Hitachi, Ltd.Inventors: Tohru Koyama, Motoyo Wajima, Junji Mukai
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Patent number: 4436890Abstract: Single package, thermosetting epoxy resin-based coating compositions are provided which contain a polyepoxide and a curing agent system therefor which comprises an aromatic urea. At composition curing times and temperatures, the aromatic urea reacts with a portion of the polyepoxide to thereby form in situ a primary or secondary amine which can then function as a coreactive curing agent to complete the cure of the epoxy resin coating.Type: GrantFiled: December 30, 1982Date of Patent: March 13, 1984Assignee: Mobil Oil CorporationInventor: Marvin L. Kaufman
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Patent number: 4435549Abstract: This invention relates to novel N-cyano amide compositions and adducts thereof of the formula ##STR1## wherein R is a simple organic moiety or a polymeric adduct with the valence of n and n is 2 or 3. The composition, per se, can be used as a curing agent for epoxy resins to form a thermoset material on heating.Type: GrantFiled: January 24, 1983Date of Patent: March 6, 1984Assignee: W. R. Grace & Co.Inventor: Shiow-Ching Lin
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Patent number: 4404356Abstract: Epoxide resins are cured by heating with a hydroxyphenylurea of formula ##STR1## where R.sup.2 and R.sup.3 each represent a (cyclo)alkyl, (cyclo)alkenyl, or aralkyl group, optionally substituted by --OH, --CN, or a halogen atom, with the proviso that R.sup.2 may also represent --H, or R.sup.2 and R.sup.3 together with the indicated attached N atom represent a heterocyclic radical, R.sup.4 denotes --NH.sub.2, --NO.sub.2, --Cl, --Br, or alkyl, and p denotes zero, 1, or 2. Such hydroxyphenylureas may be used alone, as accelerators for heat-curing with other agents such as dicyandiamide, melamine, and carboxylic acid hydrazides, or may be used as the primary curing agent with promoters such as dicyandiamide, melamine, and carboxylic hydrazides.Type: GrantFiled: August 30, 1982Date of Patent: September 13, 1983Assignee: Ciba-Geigy CorporationInventor: Christopher M. Andrews
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Patent number: 4393195Abstract: A curable resin composition comprising a mixture and/or a preliminary reaction product of (a) polyfunctional cyanate ester, prepolymer of the cyanate ester, or coprepolymer of the cyanate ester and an amine, and (b) acrylic epoxy esters, methacrylic epoxy esters, prepolymers of acrylic epoxy esters, prepolymers methacrylic epoxy esters, coprepolymers of acrylic epoxy esters and methacrylic epoxy esters and mixtures thereof, and a curable resin composition comprising a mixture or a preliminary reaction product of above component (a), above component (b) and (c) a polyfunctional maleimide, prepolymer of the maleimide or coprepolymer of the maleimide and an amine are disclosed. Cured resin having excellent impact-resistance, adhesive power, heat-resistance and chemical resistance can be prepared from the compositions.Type: GrantFiled: August 5, 1980Date of Patent: July 12, 1983Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Morio Gaku, Nobuyuki Ikeguchi, Satoshi Ayano
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Patent number: 4393185Abstract: Cationically polymerizable compounds, in particular epoxy compounds, can be polymerized by heating in the presence of a catalyst and a co-catalyst. The catalyst employed is a quaternary ammonium salt of an aromatic-heterocyclic compound which contains 1 or 2 N-atoms, and a complex halide anion, e.g. PF.sub.6.sup..crclbar.. The co-catalyst employed is a diaryl ethane derivative, preferably benzpinacol, a silyl oligomer thereof, an organic per compound or a quinone.Type: GrantFiled: May 21, 1982Date of Patent: July 12, 1983Assignee: Ciba-Geigy CorporationInventors: Godwin Berner, Rudolf Kirchmayr
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Patent number: 4385166Abstract: Novel vehicles for printing inks are thermoplastic alcohol-soluble low molecular weight poly(amide-ester) resins that are prepared by a two-step process from a dimerized fatty acid, a polyamine, and a bisphenol A-epichlorohydrin epoxy resin.Type: GrantFiled: November 9, 1981Date of Patent: May 24, 1983Assignee: Sun Chemical CorporationInventors: Daniel J. Carlick, Arnold H. Gruben, Shih-chung Chen
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Patent number: 4383903Abstract: A photo-curable resin composition is disclosed comprising (i) a mixture and/or a preliminary reaction product of (a) at least one cyanate compound selected from the group consisting of polyfunctional cyanate esters, prepolymers of the cyanate esters, coprepolymers of the cyanate esters and an amine and mixtures thereof, (b) at least one compound selected from the group consisting of monomers having at least one olefinically double bond prepolymers of the monomers, liquid rubbers having one or more acryloyl or methacryloyl groups and mixtures thereof and optionally (c) at least one maleimide compound selected from the group consisting of polyfunctional maleimides, prepolymers of the maleimides, coprepolymers of the maleimides and an amine and mixtures thereof and (ii) a photo polymerization initiator or a photo sensitizer.Type: GrantFiled: April 3, 1981Date of Patent: May 17, 1983Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Satoshi Ayano, Morio Gaku, Nobuyuki Ikeguchi, Hidenori Kinbara, Yasunari Osaki
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Patent number: 4379728Abstract: This invention is directed to latent thermal curing agents for epoxy resins comprising cyanourea compounds of the formula: ##STR1## wherein R is the organic moiety of a mono- or poly-isocyanate remaining after reaction of the isocyanate group or groups to form cyanourea groups and n is 1 or more, preferably 1 to 2. The epoxy-curing agent system is stable at room temperature and cures at temperatures above 100.degree. C. to form a crosslinked, solid material suitable as an adhesive, sealant or coating. The polymeric form polymerized from dicyanourea compound can be dissolved in a solvent and admixed with an epoxy resin to form a thermoset adhesive, sealant or coating on heating above 100.degree. C. The polymeric form from the combination of cyanourea and dicyanourea or dicyanourea per se dissolving in epoxy resin also forms a thermosetting adhesive, sealant or coating on heating above 100.degree. C.Type: GrantFiled: February 4, 1982Date of Patent: April 12, 1983Assignee: W. R. Grace & Co.Inventor: Shiow C. Lin
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Patent number: 4374081Abstract: Epoxide compounds can be cured without resorting to the usual elevated temperatures by reducing the ambient pressure to 4.79 Pa or lower. This is particularly useful in potting circuitry.Type: GrantFiled: September 17, 1981Date of Patent: February 15, 1983Assignee: General Electric Co.Inventors: Arnold A. Hiltz, Francis L. Moy
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Patent number: 4370467Abstract: A curable resin composition comprising (i) a catalytic composite comprising a peroxide and other catalytic component and (ii) a mixture or a preliminary reaction product of (a) a polyfunctional cyanate ester, prepolymer of the cyanate ester or coprepolymer of the cyanate ester and an amine and (b) a polyfunctional maleimide, prepolymer of the maleimide or coprepolymer of the maleimide and an amine and optionally (c) other component is disclosed. The composition cures rapidly at a low temperature and is preferable from view point of quantity production and workability. The composition is excellent in respect of adhering property, heat-resistance, moisture-resistance and chemical-resistance, and is useful for preparing laminated products, molded products, paint, powder paint, adhesive or varnish.Type: GrantFiled: July 3, 1980Date of Patent: January 25, 1983Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Morio Gaku, Nobuyuki Ikeguchi
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Patent number: 4369302Abstract: A curable resin composition comprising a mixture and/or a preliminary reaction product of (a) at least one cyanate compound selected from the group consisting of polyfunctional cyanate esters, prepolymers of said cyanate esters, coprepolymers of said cyanate esters and an amine and mixtures thereof, (b) at least one polyisocyanate compound selected from the group consisting of polyisocyanates, prepolymers of said polyisocyanates, coprepolymer of said polyisocyanates and an acid anhydride and mixtures thereof and (c) at least one maleimide compound selected from the group consisting of polyfunctional maleimides, prepolymer of said maleimides, coprepolymers of said maleimides and an amine and mixtures thereof is disclosed.Type: GrantFiled: December 30, 1980Date of Patent: January 18, 1983Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Nobuyuki Ikeguchi, Yasunori Osaki
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Patent number: 4369304Abstract: A curable resin composition comprising a mixture and/or a preliminary reaction product of (a) polyfunctional cyanate ester, prepolymer of the cyanate ester, or coprepolymer of the cyanate ester and an amine, (b) acrylic esters, methacrylic esters, prepolymers of acrylic esters, prepolymers methacrylic esters, coprepolymers of acrylic esters and methacrylic esters and mixtures thereof, and (c) a polyfunctional maleimide, prepolymer of the maleimide or coprepolymer of the maleimide and an amine are disclosed. Cured resin having excellent impact-resistance, adhesive power, heat-resistance and chemical-resistance can be prepared from the compositions.Type: GrantFiled: August 5, 1980Date of Patent: January 18, 1983Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Morio Gaku, Nobuyuki Ikeguchi
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Patent number: 4363710Abstract: Polyadducts, free from epoxide groups, are obtained from ammonia and epoxide compounds by reacting 1 mole of ammonia with from 1.2 to 2.0 equivalents of epoxide, so that if diepoxide compounds are used products of the general formula (I) ##STR1## are obtained, while if triepoxides and/or tetraepoxide compounds are used, by themselves, or together with diepoxide compounds, products of the general formula II ##STR2## are produced; in these formulae, the E.sup.1 's are identical or different hydroxyl-containing divalent radicals and the E.sup.2 's are identical or different hydroxyl-containing trivalent or tetravalent radicals, resulting from the opening of the oxirane rings of epoxide compounds containing two, three or four epoxide groups in the molecule, n.sup.1, n.sup.3 and n.sup.5 are from 0 to 3, n.sup.2 and n.sup.4 are from 1 to 3 and X is 0 or 1, and one or more of the divalent radicals E.sup.1 in the general formlula (II) may or may not be replaced by polyvalent radicals E.sup.2.Type: GrantFiled: October 30, 1981Date of Patent: December 14, 1982Assignee: BASF AktiengesellschaftInventors: Fritz E. Kempter, Eberhard Schupp, Hans-Uwe Schenck, Erich Gulbins
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Patent number: 4321353Abstract: Novel polycycloaliphatic polyamines are provided which have the structure ##STR1## wherein x and y are integers of from 0 to about 2 and the sum of x+y is at least 1. Further, polycycloaliphatic polyamine curing agents for polyepoxide resins are provided wherein such curing agents are a reaction mixture consisting essentially of from about 50 to about 75 weight percent of a polycycloaliphatic polyamine represented by the structure ##STR2## and from about 15 to about 30 weight percent of a polycycloaliphatic polyamine represented by the structure ##STR3## wherein x and y are integers of from 0 to about 2 and the sum of x+y is 2.Type: GrantFiled: May 27, 1980Date of Patent: March 23, 1982Assignee: Milliken Research CorporationInventors: Edward W. Kluger, Tien K. Su
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Patent number: 4305861Abstract: Polymer polyol dispersions are prepared by reacting polyepoxides with epoxide resin hardeners in the presence of polyester and polyoxyalkylene polyether polyols.Type: GrantFiled: October 20, 1980Date of Patent: December 15, 1981Assignee: BASF AktiengesellschaftInventors: Matthias Marx, Dietmar Nissen, Robert Gehm
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Patent number: 4291147Abstract: Polyadducts, free from epoxide groups, are obtained from ammonia and epoxide compounds by reacting 1 mole of ammonia with from 1.2 to 2.0 equivalents of epoxide, so that if diepoxide compounds are used products of the general formula (I) ##STR1## are obtained, while if triepoxides and/or tetraepoxide compounds are used, by themselves, or together with diepoxide compounds, products of the general formula II ##STR2## are produced; in these formulae, the E.sup.1 's are identical or different hydroxyl-containing divalent radicals and the E.sup.2 's are identical or different hydroxyl-containing trivalent or tetravalent radicals, resulting from the opening of the oxirane rings of epoxide compounds containing two, three or four epoxide groups in the molecule, n.sup.1, n.sup.3 and n.sup.5 are from 0 to 3, n.sup.2 and n.sup.4 are from 1 to 3 and X is 0 or 1, and one or more of the divalent radicals E.sup.1 in the general formula (II) may or may not be replaced by polyvalent radicals E.sup.2.Type: GrantFiled: April 7, 1980Date of Patent: September 22, 1981Assignee: BASF AktiengesellschaftInventors: Fritz E. Kempter, Eberhard Schupp, Hans-Uwe Schenck, Erich Gulbins
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Patent number: 4291146Abstract: Heat-curable mixtures of one or more epoxide compounds, which, on average, have more than one epoxide group in the molecule, and one or more .beta.-aminocrotonic acid derivatives, such as .beta.-aminocrotononitrile, .beta.-aminocrotonamide or .beta.-aminocrotonic acid esters, and also, if desired, a polyamine or polycarboxylic acid anhydride or a maleimide. The novel curable mixtures are distinguished by outstanding stability on storage, can be processed easily and give moulded materials with good mechanical properties.Type: GrantFiled: October 29, 1979Date of Patent: September 22, 1981Assignee: Ciba-Geigy CorporationInventor: Theobald Haug
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Patent number: 4283520Abstract: A mixture of (a) epoxide resin, (b) a cyanoacetyl compound of the formula ##STR1## wherein R is the radical of an alcohol or ether, and n is 1-4, as curing agent, and (c) a phenylurea derivative, such as monuron, as curing accelerator is characterized by good storage stability. The mixture can be used as casting resin, laminating resin, adhesive, surface-protective agent and moulding material, and the mixture yields, on being heated, cured products having homogeneous and good mechanical properties.Type: GrantFiled: April 14, 1980Date of Patent: August 11, 1981Assignee: Ciba-Geigy CorporationInventors: Roland Moser, Alfred Renner
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Patent number: 4282136Abstract: The high temperature stability of devices encapsulated with a flame retardant epoxy molding compound is improved by including in the encapsulant as synergistic flame retardant a halogen-containing organic compound (preferably of the reactive type) and antimony pentoxide. The encapsulant may be prepared from an epoxy, a hardener preferably of the novolac or anhydride type, a catalyst, a mold release agent, preferably a filler, preferably a colorant, preferably a coupling agent, the halogen-containing organic compound (which may be part of the resin or the hardener) and antimony pentoxide. Such encapsulants, when used to encapsulate semiconductor devices, have improved high temperature compatability compared to similar molding compounds with antimony trioxide or antimony tetraoxide.Type: GrantFiled: April 9, 1979Date of Patent: August 4, 1981Inventors: Earl R. Hunt, Robert K. Rosler, James O. Peterson
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Patent number: 4260556Abstract: A process is provided for preparing non-aromatic, nitrogen-containing compounds represented structurally as: ##STR1## wherein R is CN or CH.sub.2 NH.sub.2, and R.sub.1 and R.sub.2 are hydrogen or C.sub.2 H.sub.5 --CH--CH.sub.2 R wherein R is as previously defined, which comprises reacting an effective amount of a nucleophilic agent with 2-pentenenitrile under conditions whereby said 2-pentenenitrile undergoes an addition reaction with said nucleophilic agent to form said nitrogen-containing compounds. Also provided is a novel process for curing polyepoxides using di- and polyamine epoxy curing agents.Type: GrantFiled: June 26, 1979Date of Patent: April 7, 1981Assignee: Milliken Research CorporationInventors: Edward W. Kluger, Tien-Kuei Su, Teresa J. Thompson
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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
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Patent number: 4247659Abstract: Water soluble epoxy ester copolymers adapted for sanitary can use comprise an hydroxy functional epoxy ester of a polyepoxide having an average molecular weight of about 300 to about 1100 and a 1,2-epoxy equivalency of about 1.4 to about 2.0, esterified with an at least approximately stoichiometric proportion, based on epoxide functionality, of monocarboxylic acid selected from benzoic acid, C.sub.1 -C.sub.8 alkyl substituted benzoic acid, and C.sub.6 -C.sub.10 alkanoic acid, the esterification reaction being continued to provide an acid number of less than 20, this hydroxy functional epoxy ester is polyesterified with from 1.Type: GrantFiled: March 9, 1979Date of Patent: January 27, 1981Assignee: DeSoto, Inc.Inventors: Kazys Sekmakas, Raj Shah
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Patent number: 4205155Abstract: Poly(amine allyl halides) copolymer may be produced by mixing an amine compound and a mono-olefinic allyl type monohalide compound in the presence of an oxidized silicon catalyst.Type: GrantFiled: August 25, 1978Date of Patent: May 27, 1980Inventor: David H. Blount
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Patent number: 4202920Abstract: The invention relates to a process for the production of cured shaped articles based on epoxide resins, the compounds used as curing agents being derivatives of cyanoacetic acid, and to compositions for carrying out this process. Such compositions are used for the production of casting resins, laminating resins, lacquers, compression moulding compositions, fluidized-bed sinter powders, adhesives and glass fibre-reinforced plastics.Type: GrantFiled: October 24, 1978Date of Patent: May 13, 1980Assignee: Ciba-Geigy CorporationInventors: Alfred Renner, Werner Margotte
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Patent number: 4122046Abstract: Elastomeric, chemically stable, flame resistant polymers are obtained by polymerizing acrylamide or mixtures of acrylamide and at least one ethylenically unsaturated monomer copolymerizable therewith in the presence of a catalyst having the structure: ##STR1## wherein: Q = Na, K, NH.sub.4, Ca or Ban = 2 to 5 ##STR2## Me = Ti, Mn, Mo, Zr or W x = 0 to 1a, b, c each = 0 to 1a+b+c+d = valence of Me.The catalyst may be used alone as well as with UV, electron beam, ionizing radiation and combinations of these and with general redox systems known in the literature.Type: GrantFiled: June 17, 1975Date of Patent: October 24, 1978Inventor: John Joseph Waldmann
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Patent number: 4110310Abstract: The adhesion properties of amine-cured epoxy resins are unexpectedly enhanced by addition of certain polyether amide additives. The adhesively superior epoxy resin composition comprises a vicinal polyepoxide, a curing amount of an amine curing agent, and an effective amount of a polyether diamide having terminal amido groups and a molecular weight of from about 2000 to about 3000.Type: GrantFiled: November 22, 1976Date of Patent: August 29, 1978Assignee: Texaco Development CorporationInventors: Heinz Schulze, Harold G. Waddill
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Patent number: 4110364Abstract: A curable resin composition comprising(a) a cyanate ester component selected from the group consisting of polyfunctional aromatic cyanate ester monomers having at least 2 cyanate groups bonded to their aromatic ring, prepolymers of the cyanate esters and prepolymers of the cyanate ester monomers and amines, and(b) a bismaleimide component selected from the group consisting of bismaleimides, bismaleimide prepolymers and prepolymers of the bismaleimides and amines;The weight ratio of the component (a) to (b) being 1:99 to 99:1.Type: GrantFiled: March 18, 1975Date of Patent: August 29, 1978Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Morio Gaku, Kazuhiro Suzuki, Kazuyuki Nakamichi
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Patent number: 4110309Abstract: The adhesion properties of amine-cured epoxy resins are unexpectedly enhanced by addition of certain polyether diureide additives. The adhesively superior epoxy resin composition comprises a vicinal polyepoxide, a curing amount of an amine curing agent, and an effective amount of a polyether diureide having terminal ureido or monosubstituted ureido groups and a molecular weight of from about 2000 to about 3000.Type: GrantFiled: November 22, 1976Date of Patent: August 29, 1978Assignee: Texaco Development CorporationInventors: Heinz Schulze, Harold G. Waddill
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Patent number: 4108922Abstract: A new composition has been found comprising an antistatic fiber selected from the group consisting of polyamide, polyester, polyurea, polyurethane, or polysulfonamide, said fiber containing between about one percent and about twelve percent by weight of at least one compound having a molecular weight above 1500 selected from the group consisting of compounds represented by the formulas: ##STR1## where R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently selected from nonovalent hydrocarbon radicals having 1 to 20 carbon atoms derived from aliphatic, aromatic, cycloaliphatic, aromaticaliphatic, heterocyclic hydrocarbons or --(C.sub.r H.sub.2r O).sub.m (C.sub.p H.sub.2p O).sub.q --H; R.sub.5 is at least one of the alkylene difunctional radicals having 2 to 15 carbon atoms and a radical selected from ##STR2## R.sub.6, R.sub.7, R.sub.8 and R.sub.9 are independently selected from R.sub.1, R.sub.2, R.sub.3, R.sub.4, H or another monovalent hydrocarbon radical having 1 to 20 carbon atoms as defined for R.sub.Type: GrantFiled: October 11, 1972Date of Patent: August 22, 1978Assignee: Allied Chemical CorporationInventors: Lamberto Crescentini, Gene Clyde Weedon, Rodney Lee Wells
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Patent number: 4102863Abstract: A method of cationic electrodeposition on an electroconductive substrate is disclosed. The method of the invention employs as the electrocoating vehicle an aqueous dispersion of a quaternary ammonium carbonate-containing resin. Electrodeposition of the resin is accomplished without generating harmful acid from the counter ion. The carbonate counter ion is continuously evolved from the electrodeposition bath at the anode as carbon dioxide.The quaternary ammonium carbonate-containing polymers are also useful as feed resins for controlling the pH of aqueous dispersions of acidified cationic resins used in electrodeposition. Upon electrodeposition, these resins generate acid which can build up to undesirable levels in the electrodeposition bath. The quaternary ammonium carbonate-containing polymers are relatively basic and when fed into the bath react with the acid to form the corresponding quaternary ammonium salt of the acid releasing carbon dioxide.Type: GrantFiled: November 24, 1976Date of Patent: July 25, 1978Assignee: PPG Industries, Inc.Inventors: Stephen L. Buchwalter, Joseph F. Bosso, Roger M. Christenson
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Patent number: 4100112Abstract: Amine silicate compounds are formed by the chemical reaction of hydrated silica with an amine compound in the presence of a suitable alkali catalyst at a suitably elevated temperature, and then by reacting the resultant compounds with aldehydes, epoxys, organic dicarboxylic anhydrides, polycarboxylic acid compounds or carbon disulfide, thereby forming a resinous condensation product.Type: GrantFiled: May 19, 1977Date of Patent: July 11, 1978Inventor: David H. Blount