With Sulfur-containing Reactant Patents (Class 528/226)
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Patent number: 4777235Abstract: The method of preparing a thermoplastic polyarylether polymer which comprises reacting a first monomer composition comprising an activated dihalobenzenoid compound and dihydroxybenzenoid composition comprising hydroquinone, adding to the product a second monomer composition comprising a dihydroxybenzenoid composition consisting essentially of Bis-(hydroxyphenyl) compounds in a concentration of at least 50 mole percent of the total Bis-(hydroxyphenyl) compounds added in the monomer compositions and polymerizing.Type: GrantFiled: July 1, 1987Date of Patent: October 11, 1988Assignee: Amoco CorporationInventors: Donald R. Kelsey, Robert A. Clendinning, George T. Kwiatkowski
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Patent number: 4772679Abstract: Crystalline aromatic polyketones having a linear polymer structure comprising repeating units [I] of ##STR1## and repeating units [II] of ##STR2## the repeating units [I] and [II] are bonded alternately, and the polymer has an intrinsic viscosity of at least 0.4, has excellent properties, particularly heat resistance, and can be used as shaped articles, coatings, films, fibers, etc.Type: GrantFiled: December 13, 1985Date of Patent: September 20, 1988Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Isaburo Fukawa, Haruyuki Yoneda, Hisaya Sakurai
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Patent number: 4764584Abstract: Homo- and copolycondensates selected from the group consisting of linear saturated polyamides, polyesters and polyester amides derived from dicarboxylic acids of formula IV ##STR1## wherein Z is a direct bond, methylene, --O--, --S--, --SO--, --SO.sub.2, --CO--, --NH-- or alkylidene, R.sup.1 and R.sup.2 are independently alkyl, halogen, cyano, nitro, alkoxy, phenoxy or benzyl, and m and n are independently 0 to 3, are radiation-sensitive and are particularly suitable for the production of protective coatings and relief images.Type: GrantFiled: September 11, 1987Date of Patent: August 16, 1988Assignee: Ciba-Geigy CorporationInventors: Josef Pfeifer, Rudolf Duthaler
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Patent number: 4762909Abstract: A new process for making polyketones which comprises reacting a diacylaromatic compound with a bis(trichloromethylketone) compound in the presence of a basic catalyst. New poly-.beta.-diketones have been prepared using the process.Type: GrantFiled: September 23, 1987Date of Patent: August 9, 1988Assignee: The Dow Chemical CompanyInventor: Marlin E. Walters
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Patent number: 4745167Abstract: A process for the preparation of a high-molecular-weight polyarylene sulfide, which comprises subjecting an alkali metal sulfide such as sodium sulfide and a dihalo aromatic compound such as dichlorobenzene to dehalogenation sulfidation reaction in an organic amide solvent, wherein at least a part of the reaction is carried out in a reaction vessel in which at least the portion which the reaction liquid contacts is made of titanium, through at least the following two steps: (1) the step of carrying out the reaction at a temperature of 180.degree. to 235.degree. C. in the presence of water in an amount of 2.4 to 10 moles per mole of the alkali metal sulfide so that the conversion of the dihalo aromatic compound is at least 50% and the melt viscosity of the formed polyarylene sulfide does not exceed 500 P, and (2) the step of elevating the temperature to 245.degree. to 290.degree. C. in the presence of water in an amount of 2.Type: GrantFiled: December 12, 1986Date of Patent: May 17, 1988Assignee: Kureha Kagaku Kogyo Kabushiki KaishaInventors: Yo Iizuka, Takao Iwasaki, Takayuki Katto, Zenya Shiiki
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Patent number: 4724257Abstract: An aromatic polythioetheramide-imide having a recurring unit of the following general formula (II): ##STR1## wherein --Ar--, which may be the same or different in the polymer, each represents a divalent aromatic residue. The aromatic polythioetheramide-imides are excellent in the balance of mechanical properties, heat resistance and moldability and can be used widely for parts in electric and electronic fields, housings, automobile parts, aircraft interior parts, sliding parts, gears, insulating materials, heat-resistant films, heat-resistant varnishes, heat-resistant fibers, etc.Type: GrantFiled: July 14, 1986Date of Patent: February 9, 1988Assignee: Mitsubishi Petrochemical Co., Ltd.Inventors: Mitsutoshi Aritomi, Makoto Terauchi
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Patent number: 4716212Abstract: A process, and product produced therefrom, for preparing a high molecular weight poly(arylene sulfide ketone) from the reaction product of an alkali metal bisulfide with an alkali metal hydroxide, employing molar excess of alkali metal bisulfide with respect to the alkali metal hydroxide. A process, and product produced therefrom, for preparing a high molecular weight poly(arylene sulfide ketone) employing an alkali metal sulfide and an alkali metal hydrosulfide, wherein the alkali metal sulfide is added in a molar excess with respect to the alkali metal hydrosulfide.Type: GrantFiled: September 5, 1986Date of Patent: December 29, 1987Assignee: Phillips Petroleum CompanyInventor: Roger G. Gaughan
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Patent number: 4713439Abstract: A novel series of polymers and copolymers based on a polyimide backbone with the incorporation of carbonate moieties along the backbone. The process for preparing these polymers and copolymers is also disclosed as is a novel series of dinitrodiphenyl carbonates and diaminodiphenyl carbonates. The novel polymers and copolymers exhibit high temperature capability and because of the carbonate unit, many exhibit a high degree of order and/or crystallinity.Type: GrantFiled: February 27, 1986Date of Patent: December 15, 1987Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: Terry L. St. Clair, Shubha Maudgal, J. Richard Pratt
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Patent number: 4698415Abstract: The invention provides a novel efficient method for the preparation of a polyarylene sulfide or, typically, polyphenylene sulfide by the reaction of an alkali metal sulfide, e.g. Na.sub.2 S, and a polyhalogenated aromatic compound, e.g. 1,4-dichlorobenzene. The improvement in the inventive method comprises performing the reaction in a heterogeneous reaction mixture comprising water and a polyethyleneglycol having a relatively high molecular weight, namely an average molecular weight of from 2,000 to 20,000, and not freely miscible with water. The product polymer is outstandingly free from salt impurities, e.g. sodium chloride, as a byproduct of the reaction. When a low molecular polyethyleneglycol is added to the reaction mixture in combination with the above mentioned high molecular polyethyleneglycol, a remarkable catalytic effect is obtained to accelerate the reaction and increase the yield of the desired polymer product.Type: GrantFiled: May 6, 1986Date of Patent: October 6, 1987Assignee: Idemitsu Petrochemical Co., Ltd.Inventors: Richard G. Sinclair, Herman P. Benecke, Sylvester Sowell
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Patent number: 4694061Abstract: Homopolycondensates and copolycondensates of the group comprising linear, saturated polyamides, polyesters, polyamide-imides, polyester-imides and polyester-amides based on benzophenonedicarboxylic acids and benzophenonetricarboxylic acids are radiation-sensitive and are particularly suitable for the production of protective coatings and relief images.Type: GrantFiled: October 4, 1984Date of Patent: September 15, 1987Assignee: Ciba-Geigy CorporationInventor: Josef Pfeifer
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Patent number: 4687836Abstract: This invention relates to a polyimide powder in use for adhesion and/or coat forming and to a method of preparing said powder, wherein polyamic-acid is chemically imidized which is obtained by reacting tetracarboxylic acid dianhydride with diamine in organic solvents.This invention further relates to a method for adhesion and coat forming by using said polyimide powder.This invention still further relates to a method for preparing prepreg by using said polyimide powder, and a method for adhesion and preparing molded laminates by using said prepreg.Type: GrantFiled: October 10, 1985Date of Patent: August 18, 1987Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Akira Ibi, Takushi Sato, Akihiro Yamaguchi, Shigeru Takahashi, Shigeyuki Shishido, Shoji Tamai, Hisai Nakajima
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Patent number: 4659801Abstract: Novel polymers contain the [3H]-thiazole-2-thione ring system in the polymeric backbone. In another aspect, a method for preparing the poly(thiazolinethione) compounds is disclosed. The polymers are useful in the photographic arts.Type: GrantFiled: December 10, 1985Date of Patent: April 21, 1987Assignee: Minnesota Mining and Manufacturing CompanyInventors: Alan R. Katritzky, Steven M. Heilmann, Larry R. Krepski, Jerald K. Rasmussen, Richard D. Tarr
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Patent number: 4618453Abstract: Phenothiazine Ladder Polymer, PTL (or di-chloro-PTL) was prepared by polydensation of 2,5-diamino-1,4-benzenedithiol with 2,5-dichloro (or 2,3,5,6-tetrachloro)-p-benzoquinone in polyphosphoric acid at 250.degree. C. Phenoxazine Ladder Polymer, POL, was prepared from 2,5-dichloro-p-phenylenediamine and 2,5-dihydroxy-p-benezoquinone under the same conditions as used for PTL synthesis. Di-chloro-POL and other derivatives can be made under a similar condition. These polymers conduct electricity.Type: GrantFiled: May 30, 1985Date of Patent: October 21, 1986Assignee: The United States of America as represented by the Secretary of the NavyInventor: Oh-Kil Kim
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Patent number: 4588805Abstract: Sulfonate-terminated polyimides and polyamic acids are prepared by the reaction of a dianhydride such as bisphenol A dianhydride, a diamine such as m-phenylenediamine or bis(4-aminophenyl)methane, and an amino sulfonic acid such as p- or m-aminobenzenesulfonic acid or 2-aminoethanesulfonic acid. The products may be used as compatibilizing agents for blends of aromatic polymers with ionomeric elastomers.Type: GrantFiled: September 6, 1984Date of Patent: May 13, 1986Assignee: General Electric CompanyInventor: Robert E. Williams, Jr.
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Patent number: 4585853Abstract: The present invention provides acid group-containing, hydrophilic co-condensation products of ketone-aldehyde resins which are obtainable by the co-condensation of at least one ketone and at least one aldehyde with at least one acid group-introducing compound and with at least one aminoplast former and/or aromatic compound and/or at least one condensation product thereof and/or with at least one ligninsulphonate resin and/or cellulose derivative.The present invention also provides a process for producing these co-condensation products and applications of thickening agents, retention agents, surface-active agents, dispersion agents and plasticizing agents consisting of or comprising these co-condensation products.Type: GrantFiled: March 14, 1984Date of Patent: April 29, 1986Assignee: SKW Trostberg AktiengesellschaftInventors: Johann Plank, Alois Aignesberger
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Patent number: 4551522Abstract: A process for the synthesis of the photosensitive polyamic acid derivatives which are polyimide precursors, comprising the sequential steps:(1) Partially derivatizing an aromatic dianhydride with a reactive monomer containing a photosensitive moiety;(2) Condensation polymerizing the partially derivatized aromatic dianhydride with aromatic diamine to form polyamic acid;(3) Isoimidization of the polyamic acid;(4) Condensation of the polyisoimide to polyamic acid derivative by reaction with additional reactive monomer; and(5) Separation of the polyamic acid derivative.Type: GrantFiled: April 26, 1985Date of Patent: November 5, 1985Assignee: E. I. Du Pont de Nemours and CompanyInventors: Michael Fryd, David L. Goff
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Patent number: 4549008Abstract: Novel tetraglycidyl ethers of the formula ##STR1## wherein X is a group ##STR2## R is hydrogen or methyl, and n is an integer from 2 to 4. The novel tetraglycidyl ethers can be used in curable mixtures, together with a curing agent for epoxide resins, in particular for the protection of surfaces.Type: GrantFiled: August 13, 1984Date of Patent: October 22, 1985Assignee: Ciba-Geigy CorporationInventors: Alfred Renner, Peter Grutter, Rolf Hugi
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Patent number: 4537947Abstract: Aromatic polyimides with various functional end-groups such as --CH.dbd.CH.sub.2, --C.tbd.CH, --CN and --CHO are chain-extended (molecular weight increased) by reacting the functional groups with aromatic bis-dipoles. A representative bis-dipole is 1,4-benzene-dinitrile oxide. These polyimides can be shaped and formed prior to chain extending.The aromatic polyimides appropriate for chain-extending are formed by the reaction of aromatic dianhydrides, aromatic amines and monoamines which contain the functional groups.Type: GrantFiled: March 14, 1975Date of Patent: August 27, 1985Assignee: University of Notre Dame du LacInventor: Gaetano F. D'Alelio
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Patent number: 4525579Abstract: This invention relates to a new process for the production of optionally branched polyarylene sulphides from optionally substituted halogen benzenes in admixture with aromatic polyhalogen compounds and alkali metal sulphides in polar solvents, with the addition of reducing agents and other polyhalogenated compounds.Type: GrantFiled: March 23, 1984Date of Patent: June 25, 1985Assignee: Bayer AktiengesellschaftInventors: Karsten Idel, Edgar Ostlinning, Wolfgang Koch, Walter Heitz
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Patent number: 4499260Abstract: Method of forming 4,4',4",4'"-tetraamino phthalocyanines by reducing 4,4',4",4'"-tetranitro phthalocyanines, polymerization of the metal tetraamino phthalocyanines with a tetracarboxylic dianhydride (preferably aromatic) or copolymerization with a tetracarboxylic dianhydride and a diamine (preferably also aromatic) to produce amic acids which are then dehydrocyclized to imides. Thermally and oxidatively stable polymers result which form tough, flexible films, etc.Type: GrantFiled: November 10, 1982Date of Patent: February 12, 1985Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: Bappalige N. Achar, George M. Fohlen, John A. Parker
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Patent number: 4492658Abstract: This invention relates to Thioureylene prepared by reacting an oxyalkylated polyamine with thiourea and to uses of such Thioureylene for example in removing oils, solids, and combinations thereof from aqueous systems, etc.Type: GrantFiled: July 21, 1980Date of Patent: January 8, 1985Assignee: Petrolite CorporationInventor: Thomas J. Bellos
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Patent number: 4489027Abstract: A process for preparing a thermoplastic poly(imidesulfone) is disclosed. This resulting material has thermoplastic properties which are generally associated with polysulfones but not polyimides, and solvent resistant which is generally associated with polyimides but not polysulfones. This system is processable in the 250.degree.-350.degree. C. range for molding, adhesive and laminating applications. This unique thermoplastic poly(imidesulfone) is obtained by incorporating an aromatic sulfone moiety into the backbone of an aromatic linear polyimide by dissolving a quantity of a 3,3',4,4'-benzophenonetetracarboxylic dianhydride (BTDA) in a solution of 3,3'-diaminodiphenylsulfone and bis(2-methoxyethyl)ether, precipitating the reactant product in water, filtering and drying the recovered poly(amide-acid sulfone) and converting it to the poly(imidesulfone) by heating.Type: GrantFiled: May 6, 1983Date of Patent: December 18, 1984Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: Terry L. St. Clair, David A. Yamaki
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Patent number: 4482683Abstract: Sulfur-containing polymers, such as polyphenylene sulfide are stabilized from releasing sulfur-containing exhaust gases by adding an additive polymer having at least one reactive radical selected from the group consisting of amino radicals, amido radicals, imido radicals, and keto radicals therein, and which is of approximate the same thermal stability as the sulfur-containing polymer, to such sulfur-containing polymer. In other embodiments of the invention, sulfur-stabilization is also achieved by incorporating suitable fundamental building blocks of the additive polymer into the sulfur-containing polymer chain in the form of reactive monomers. Further, in other embodiments, additive polymers or oligomers (so-called telecheles) having reactive radicals at their ends can be introduced into the sulfur-containing polymer chain as copolymers.Type: GrantFiled: December 1, 1983Date of Patent: November 13, 1984Assignee: Siemens AktiengesellschaftInventors: Ferdinand Quella, Hans-Friedrich Schmidt
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Patent number: 4463169Abstract: Polymerizable compositions comprise(a) a compound containing(i) at least one acryloyloxy or methacryloyloxy group,(ii) at least one allyl, methallyl, or 1-propenyl group attached, either directly, or through an oxygen atom or an oxycarbonyl group, to a carbon atom which forms part of an aromatic or cycloaliphatic nucleus,(b) a compound containing in the molecule both(iii) at least one acryloyloxy or methacryloyloxy group and(iv) at least one --COOH group, and(c) a compound containing at least two mercaptan groups directly attached to aliphatic carbon atoms.Examples of (a) are 2,2-bis(3-allyl-4-(3-(methacryloyloxy)-2-(2-carboxyethylcarbonyloxy)propox y)phenyl)propane, 1-(allyloxycarbonyl)-2,4-bis(3-(methacryloyloxy)-2-(2-carboxyethylcarbonyl oxy)propoxycarbonyl)benzene, and diallyl bis(3-methacryloyloxy)-2-(2-carboxyethylcarbonyloxy)propyl) esters of benzophenone-3,4,3',4'-tetracarboxylic acid. Examples of (b) are acrylic acid and 2-(methacryloyloxy)ethyl 5-carboxycyclohex-1-ene-4-carboxylate.Type: GrantFiled: September 13, 1982Date of Patent: July 31, 1984Assignee: Ciba-Geigy CorporationInventor: Edward Irving
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Patent number: 4418181Abstract: The compositions described herein comprise polyimides having bis-maleimide terminal groups and having the formula: ##STR1## wherein Q is a trivalent aromatic radical, Ar is a divalent aromatic radical, Ar" is a tetravalent aromatic radical and n has a value of 0-20. Derivatives may be made of these compounds by homopolymerization, copolymerization with other copolymerizable materials and by reaction with Diels-Alder reactable materials.Type: GrantFiled: May 26, 1981Date of Patent: November 29, 1983Assignee: Plastics Engineering CompanyInventor: Walter J. Monacelli
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Patent number: 4398020Abstract: Production of an aromatic polyketone by reacting in the presence of a fluoroalkane sulphonic acid the reactants selected from: (a) a mixture of (i) at least one aromatic diacyl halide WOC--Ar--COW where --Ar'-- is a divalent aromatic radical, W is halogen and COW is an aromatically bound acyl halide group, which diacyl halide is polymerizable with the at least one aromatic compound of (ii), and (ii) at least one aromatic compound H--Ar'--H where --Ar'-- is a divalent aromatic radical and H is an aromatically bound hydrogen atom, which compound is polymerizable with the at least one diacyl halide of (i); (b) at least one aromatic monoacyl halide H--Ar"--COW where --Ar"-- is a divalent aromatic radical and H, W, and COW are as defined in (a), which monoacyl halide is self-polymerizable; and (c) a combination of (a) and (b).Type: GrantFiled: April 12, 1982Date of Patent: August 9, 1983Assignee: Imperial Chemical Industries PLCInventor: John B. Rose
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Patent number: 4398021Abstract: A process for preparing a thermoplastic poly(imidesulfone) is disclosed. This resulting material has thermoplastic properties which are generally associated with polysulfones but not polyimides, and solvent resistance which is generally associated with polyimides but not polysulfones. This system is processable in the 250.degree.-350.degree. C. range for molding, adhesive and laminating applications. This unique thermoplastic poly(imidesulfone) is obtained by incorporating an aromatic sulfone moiety into the backbone of an aromatic linear polyimide by dissolving a quantity of a 3,3',4,4'-benzophenonetetracarboxylic dianhydride (BTDA) in a solution of 3,3'-diaminodiphenylsulfone and bis(2-methoxyethyl)ether, precipitating the reactant product in water, filtering and drying the recovered poly(amide-acid sulfone) and converting it to the poly(imidesulfone) by heating.Type: GrantFiled: August 11, 1982Date of Patent: August 9, 1983Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: Terry L. St. Clair, David A. Yamaki
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Patent number: 4380619Abstract: Oxy- and thio-aryl-phenylated aromatic heterocyclic polymers having the general formula ##STR1## wherein Ar is a monovalent aromatic radical containing an oxy- or thio-linkage, Ar' is a divalent aromatic radical, R is a monovalent aromatic radical, Z is a divalent heterocyclic radical and n is an integer equal to the number of repeating units, are prepared from biscyclopentadienones with diethynyl heterocyclic compounds.Type: GrantFiled: April 8, 1982Date of Patent: April 19, 1983Assignee: The United States of America as represented by the Secretary of the Air ForceInventors: Bruce A. Reinhardt, Fred E. Arnold
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Patent number: 4360604Abstract: Copolyimide foams derived from a diester of 3,3',4,4'-benzophenonetetracarboxylic acid, an aromatic diamine, and a heterocyclic diamine. A molar concentration of the heterocyclic diamine approaching but not exceeding 0.42 is employed. This results in a flexible foam with a homogeneous cellular structure and a reduced compression set loss.Type: GrantFiled: December 7, 1981Date of Patent: November 23, 1982Assignee: International Harvester Co.Inventors: John Gagliani, Raymond Lee, Usman A. K. Sorathia
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Patent number: 4358561Abstract: Injection moldable copolymers are prepared from fully or partially acylated aromatic diamines and aromatic tricarboxylic anhydride compounds, aromatic dicarboxylic acids or mixtures of aromatic tricarboxylic acid anhydrides and aromatic dicarboxylic acids. These copolymers are useful for the preparation of injection molded articles and fibers.Type: GrantFiled: January 7, 1981Date of Patent: November 9, 1982Assignee: Standard Oil Company (Indiana)Inventors: Robert G. Keske, James R. Stephens
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Patent number: 4348513Abstract: Novel copolymers and terpolymers of the amide-imide type are prepared from tricarboxylic acid anhydride compounds, N,N'-diacylated diamines, N-acylated diamines, and primary diamines. These copolymers and terpolymers are useful for preparing injection molded articles of superior properties. A novel process for the manufacture of amide-imide copolymers and terpolymers is disclosed wherein the imide, imide-imide, amide, and amide-amide moieties incorporated into the polymer backbone can be controlled by acylating the amine functionality which is to form the amide and amide-amide moieties while reacting directly those diamines with a tricarboxylic anhydride compound which are intended to form the imide and imide-imide moieties.Type: GrantFiled: January 7, 1981Date of Patent: September 7, 1982Assignee: Standard Oil Company (Indiana)Inventors: Robert G. Keske, James R. Stephens
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Patent number: 4341688Abstract: A melt processable poly(ester-amide) which is capable of forming an anisotropic melt phase is provided. The poly(ester-amide) of the present invention consists essentially of the recurring units (a) dioxyanthraquinone moiety, (b) p-oxybenzoyl moiety, (c) dicarboxyl moiety, as defined, and (d) aromatic moiety capable of forming an amide linkage in the polymer, in the proportions indicated. Preferably, the moiety capable of forming an amide linkage is derived from p-aminophenol or p-phenylenediamine. The resulting poly(ester-amide) exhibits a melting temperature below approximately 400.degree. C., preferably below approximately 350.degree. C. The poly(ester-amide) of the present invention is preferably formed by a melt polymerization technique.Type: GrantFiled: April 7, 1981Date of Patent: July 27, 1982Assignee: Celanese CorporationInventors: Larry F. Charbonneau, Gordon W. Calundann, Anthony J. East
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Patent number: 4321305Abstract: Novel compositions of matter comprising a water-dispersible reaction product of beta-diketones and epoxy material are hereby provided. The beta-diketones useful herein are those which enolize in amounts that render them sufficiently acidic and reactable with epoxy groups of the resin. The novel reaction products can be dispersed in water and they can be formulated optionally with curing agents. Ferrous metals treated with the compositions of this invention exhibit excellent corrosion-resistant properties.Type: GrantFiled: October 2, 1980Date of Patent: March 23, 1982Assignee: PPG Industries, Inc.Inventors: Nicholas T. Castellucci, Joseph F. Bosso
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Patent number: 4321304Abstract: Novel compositions of matter comprising the reaction product of beta-diketones and epoxy resins blended with monomeric or polymeric phosphonium salts are hereby provided. The beta-diketones useful herein are those which enolize in amounts that render them sufficiently acidic and reactable with epoxy groups of the resin. The novel reaction products can be dispersed in water to form pretreatment agents and they can be formulated with curing agents to form coating compositions. Ferrous metals treated with the compositions of this invention exhibit excellent corrosion resistance properties.Type: GrantFiled: October 2, 1980Date of Patent: March 23, 1982Assignee: PPG Industries, Inc.Inventor: Nicholas T. Castellucci
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Patent number: 4309528Abstract: Injection moldable copolymers are prepared from fully or partially acylated aromatic diamines and aromatic tricarboxylic anhydride compounds or mixtures of tricarboxylic anhydrides and dicarboxylic acids. These copolymers are useful for the preparation of injection molded articles and fibers.Type: GrantFiled: January 16, 1980Date of Patent: January 5, 1982Assignee: Standard Oil Company (Indiana)Inventors: Robert G. Keske, James R. Stephens
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Patent number: 4299750Abstract: The products of the invention are partial acetylene end-capped oligomers which have the structure as shown in FIG. 3 in which terminal R" group is derived from a mixture consisting of about 14-40 mol % of an aromatic monoamine and the balance an acetylene substituted aromatic monoamine. The products are prepared from either of two (2) precursors. The first precursor has the structure shown in FIG. 2. The second precursor is a complex amine salt having the structure shown in FIG. 5.Type: GrantFiled: May 3, 1979Date of Patent: November 10, 1981Assignee: Gulf Oil CorporationInventors: Patricia A. Antonoplos, William J. Heilman
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Patent number: 4291149Abstract: Novel tailor made copolymers and terpolymers of the amide-imide type are prepared from tricarboxylic acid anhydride compounds, N,N'-diacylated diamines, N-acylated diamines, and primary diamines. These copolymers and terpolymers are useful for preparing injection molded articles of superior properties. A novel process for the manufacture of amide-imide copolymers and terpolymers is disclosed wherein the imide, imide-imide, amide, and amide-imide moieties incorporated into the polymer backbone are controlled by acylating the amine functionality which is to form the amide and amide-amide moieties while reacting directly those diamines with a tricarboxylic anhydride compound which are intended to form the imide and imide-imide moieties.Type: GrantFiled: January 16, 1980Date of Patent: September 22, 1981Assignee: Standard Oil Company (Indiana)Inventors: Robert G. Keske, James R. Stephens
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Patent number: 4267306Abstract: Disclosed are anthraquinone dyes useful in conventional dyeing of synthetic fibers and for incorporation by copolymerization into polyesters for coloring the same, said dyes having the structure ##STR1## wherein R is --OH, --COOR.sup.1, or --COX wherein R.sup.1 is --H or a radical such as lower alkyl which may be used in polyester forming condensation reactions, X is halogen, preferably Cl or Br, n is 1 or 2, either A or B of II must contain, and A or B of I may contain, at least one additional ##STR2## group, and each of rings A and B may be substituted with 1-3 radicals such as lower alkyl, cycloalkyl, lower alkoxy, chlorine, bromine, amino, lower alkyl amino, substituted lower alkyl amino, aryl amino, lower alkylsulfonyl, lower alkylthio, arylthio, and the like. The term "lower " as used herein means 1-6 carbons.Type: GrantFiled: February 15, 1979Date of Patent: May 12, 1981Assignee: Eastman Kodak CompanyInventors: Thomas G. Davis, Max A. Weaver
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Patent number: 4255313Abstract: The products of the invention are end-capped polyimide oligomers prepared from a dianhydride of an aromatic tetracarboxylic acid such as 3,3'4',4'-benzophenonetetracarboxylic acid, an aromatic diamine, and a 1-(aminoaryl)-3-hydroxy-3-methyl-1-butyne. The structure of the polyimide oligomers is shown in FIG. 3.Type: GrantFiled: April 20, 1979Date of Patent: March 10, 1981Assignee: Gulf Oil CorporationInventors: Patricia A. Antonoplos, William J. Heilman
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Patent number: 4251418Abstract: The products of the invention are acetylene end-capped polyimide oligomers prepared from a dianhydride of an aromatic tetracarboxylic such as 3,3', 4,4'-benzophenonetetracarboxylic acid, an aromatic diamine, and a propargyl ester of an amino-substituted aromatic acid such as aminobenzoic acid. The structure of the polyimide oligomers is shown in FIG. 3.Type: GrantFiled: April 27, 1979Date of Patent: February 17, 1981Assignee: Gulf Oil CorporationInventors: Wai Y. Chow, S. Paul Thackaberry
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Patent number: 4251419Abstract: The products of the invention are vinyl end-capped oligomers which have the structure as shown in FIG. 3. The products are prepared from either of two (2) precursors. The first precursor is a compound which has the structure as shown in FIG. 2. The second precursor is a complex amine salt which has the structure shown in FIG. 5.Type: GrantFiled: April 5, 1979Date of Patent: February 17, 1981Assignee: Gulf Oil CorporationInventors: William J. Heilman, Daniel J. Hurley
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Patent number: 4251420Abstract: The products of the invention are end-capped polyimide oligomers prepared from a dianhydride of an aromatic tetracarboxylic acid such as 3,3'4,4'-benzophenonetetracarboxylic acid, an aromatic triamine, and a 1-(aminoaryl)-3-hydroxy-3-methyl-1-butyne. The structure of the polyimide oligomers is shown in FIG. 3.Type: GrantFiled: April 23, 1979Date of Patent: February 17, 1981Assignee: Gulf Oil CorporationInventors: Patricia A. Antonoplos, William J. Heilman
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Patent number: 4251417Abstract: The products of the invention are acetylene end-capped polyimide oligomers prepared from a dianhydride of an aromatic tetracarboxylic acid such as 3,3',4,4' benzophenonetetracarboxylic acid, an aromatic triamine, and an acetylene-substituted aromatic monoamine. The structure of the polyimide oligomers is shown in FIG. 3.Type: GrantFiled: April 25, 1979Date of Patent: February 17, 1981Assignee: Gulf Oil CorporationInventors: Wai Y. Chow, William J. Heilman
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Patent number: 4229560Abstract: A thermostable heterocyclic polymer constituted by monomer units of the general formula ##STR1## where R.sup.1 and R.sup.2 denote an organic radical having from 2 to 1000 carbon atoms;a radical having 2 to 1000 carbon atoms, containing:1 to 1000 atoms of Si,and/or 1 to 1000 atoms of F,and/or 1 to 1000 atoms of Cl,and/or 1 to 1000 atoms of Br,and/or 1 to 1000 atoms of N,and/or 1 to 1000 atoms of S,and/or 1 to 1000 atoms of P,and/or 1 to 1000 atoms of B,and/or 1 to 1000 atoms of O,R.sup.1 and R.sup.2 being either the same or different;R.sup.3 .dbd.NH, CH.sub.2 ;R.sup.4 is a radical which, with R.sup.3 .dbd.NH, may be ##STR2## while with R.sup.3 .dbd.CH.sub.Type: GrantFiled: May 30, 1978Date of Patent: October 21, 1980Inventors: Alexei Y. Chernikhov, Mikhail N. Yakovlev, Valentina B. Lysova, Evgeny L. Gefter, Nina N. Shmagina
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Patent number: 4225702Abstract: A method of preparing a polyamide acid type intermediate is provided, by using a purified inert solvent and monomer compounds, or diamine and/or diaminoamide compounds and a tetracarboxylic acid dianhydride, whose ionic impurities and free acid contents were reduced by recrystallization purification. The polyamide acid type intermediate may improve electrical properties and heat resistance of semiconductors when it is applied to, for instance, a surface-protecting film of semiconductors or an interlayer-insulating film of semiconductors having a multiple layer wiring structure.Type: GrantFiled: February 1, 1979Date of Patent: September 30, 1980Assignee: Hitachi Chemical Company, Ltd.Inventors: Daisuke Makino, Yasuo Miyadera, Seiki Harada, Atsushi Saiki
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Patent number: 4224206Abstract: An essentially linear polymer having a plurality of amide, imide and ester groups therein, which is the condensation product of (1) at least one polycarboxylic acid imide-forming reactant, (2) at least one ethylenically unsaturated polycarboxylic acid carboxypyrrolidone-forming reactant, (3) at least one polycarboxylic acid ester-forming reactant, (4) at least one glycoly, (5) at least one other polyfunctional hydroxyl compound, and (6) at least one polyfunctional amino compound having at least one primary amine group thereon. The equivalent molar ratio of the functional hydroxyl groups of the glycols and hydroxyl compounds to the functional ester-forming carboxyl groups of the acid reactants is from about 1.0 to 1 to about 3.0 to 1.Type: GrantFiled: July 31, 1978Date of Patent: September 23, 1980Assignee: Phelps Dodge Industries, Inc.Inventor: George H. Sollner
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Patent number: 4220750Abstract: High molecular weight aromatic enyne polyimide thermoplastics are prepared by reacting an aromatic dianhydride with (E)-3,3'-(1-buten-3-ynylene) dianiline alone or in admixture with an aromatic diamine. Because of the presence of the enyne moiety in the polymer backbone, the polymers can be lightly crosslinked to provide solvent-resistant thermoplastics. The polymers are particularly useful in fabricating graphite-reinforced, thermoplastic composites for structural applications.Type: GrantFiled: April 24, 1979Date of Patent: September 2, 1980Assignee: The United States of America as represented by the Secretary of the Air ForceInventors: Bruce A. Reinhardt, Fred E. Arnold
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Patent number: 4219629Abstract: A p-oxybenzoyl copolyester which is flexible and soluble in organic solvents has recurring moieties of the formulas ##STR1## wherein the carbonyl groups of (B) are meta or para to each other and the oxygen atoms of (C) are meta or para to the sulfur atom thereof. Also described are organic solvent solutions of the p-oxybenzoyl copolyesters, molded articles made thereof and flexible coatings of such copolyesters on substrates.Type: GrantFiled: November 9, 1978Date of Patent: August 26, 1980Assignee: Dart Industries Inc.Inventor: Roger S. Storm
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Patent number: 4218555Abstract: Acetylene end-capped polyimide oligomers are prepared by a process including the following sequential steps:1. Preparing an alkanol or ether solution containing substantially 1 molar equivalent of a dialkyl ester of an aromatic tetracarboxylic acid,2. Adding substantially 0.5 to 0.8 molar equivalent of an aromatic diamine to the solution of (1) to form a reaction product between the diacid and the diamine,3. Adding an aminoarylacetylene to the solution of (2) in a quantity sufficient to provide amine groups equivalent to the free carboxylic acid groups present in the product of (2).4. Heating the solution of (3) to vaporize the solvent therefrom, and5. Heating the product of (4) to convert the carboxylic acid groups, the ester groups, and the amino groups thereof to imide groups.The temperature in steps (2) and (3) is maintained below about 50.degree. C. The temperature in steps (4) and (5) is maintained below about 210.degree. C.Type: GrantFiled: November 1, 1978Date of Patent: August 19, 1980Assignee: Gulf Oil CorporationInventors: Patricia A. Antonoplos, Clarence D. Bertino, William J. Heilman
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Patent number: 4215157Abstract: Disclosed is a solution including an aromatic bis (ether dicarboxylic acid) component, an organic diamine component and a solvent system including a water-soluble organic solvent component, which may be a dipolar aprotic solvent or a monoalkyl ether of ethylene glycol or of diethylene glycol, and optionally water. The solution may be coated on a substrate and polymerized to form high quality polyetherimide coatings.Type: GrantFiled: November 30, 1978Date of Patent: July 29, 1980Assignee: General Electric CompanyInventors: Edith M. Boldebuck, Eugene G. Banucci