With Nitrogen-containing Reactant Patents (Class 528/228)
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Patent number: 5312896Abstract: The present invention relates to porphyrins and to metal ion-containing monomers and polymers. The monomer ##STR1## wherein A, R.sup.1,R.sup.2,R.sup.3, and R.sup.4 defined herein, is used with dianhydride to produce a porphyrin polymer or a metal ion containing porphyrin polymer. These polymers are useful as electrical conductors and as liquid crystal polymers, non-linear (NLO) materials, magnetic materials, electrochromic polymers photo-and electrocatalysts and advanced materials.Type: GrantFiled: October 9, 1992Date of Patent: May 17, 1994Assignee: SRI InternationalInventors: Tilak R. Bhardwaj, Susanna C. Ventura, Subhash C. Narang
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Patent number: 5312962Abstract: The invention relates to a process for the production of organic compounds containing aldimine or ketimine groups by the reaction of compounds containing .beta.-ketoester groups with bis-aldimines or bis-ketimines with elimination of aldehyde or ketone and to the preferred compounds obtained by this process.Type: GrantFiled: July 2, 1992Date of Patent: May 17, 1994Assignee: Bayer AktiengesellschaftInventors: Walter Schafer, Hanns-Peter Muller
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Patent number: 5300690Abstract: A polyoxime can be formed by reacting hydroxylamine with a copolymer of carbon monoxide and propylene. When the relative amount of oxime units in the polyoxime is high the polyoxime is soluble in water. Conversely, solubility in organic solvent is conferred when the oxime content is relatively low.Type: GrantFiled: October 14, 1992Date of Patent: April 5, 1994Assignee: Akzo N.V.Inventor: Gurudas D. Sinai-Zingde
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Patent number: 5300619Abstract: A resin film useful mainly for fabricating flexible printed circuits, and a method of producing same. In the process of fabricating a flexible printed circuit board, a copper foil(2) is thermally bonded to a resin film(1), and the copper foil(2) is then etched to a predetermined pattern, in which case the board is generally subject to some dimensional change. In order to minimize such dimensional change it is arranged that the ratio(a/b) of the linear expansion coefficient(a) of the resin film(1) in the direction of mechanical feed(MD direction) to the linear expansion coefficient(b) of the resin film(1) in a direction perpendicular to the MD direction (TD direction) is more than 0.2 but less than 1.0 and that the linear expansion coefficient in MD direction is 0.4-2.0.times. 10.sup.-5 .degree..sup.-1. For such resin film is used a polyimide film containing more than 90% of a recurring unit expressed by a specified general formula. To produce such a resin film, film 1 is drawn by a factor of from 1.0 to 1.Type: GrantFiled: March 18, 1992Date of Patent: April 5, 1994Assignee: Kanegafuchi Kagaku Kogyo Kabushiki KaishaInventors: Koji Okada, Yoshihide Ohnari, Toshinori Mizuguchi, Junichi Hazama
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Patent number: 5288802Abstract: Curable coating compositions are provided containing an amine group containing polyepoxide resin, an acetoacetate containing polyester having a weight average molecular weight of at least 1000, and a polyacrylate containing material. The amine group containing polyepoxide can be modified with a ketone and/or an aldehyde to form a ketimine and/or an aldimine containing polyepoxide. The compositions are useful as coatings, particularly as ambient or low temperature curable automotive refinish primer coatings having good corrosion resistance, adhesion to both substrate and other organic coatings, sandability and pot-life.Type: GrantFiled: January 25, 1993Date of Patent: February 22, 1994Assignee: PPG Industries, Inc.Inventors: David N. Walters, Cathy A. Kreutzer, Padmanabhan Sundararaman
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Patent number: 5286413Abstract: A polymer mixture, including at least one conductive polymer which has been dedoped to provide at least one dedoped conductive polymer; and at least one polar polymer. The polymer mixture has outstanding dielectric properties so that the polymer mixture is useful for producing electronic, optoelectrical, electrical and electromechanical devices.Type: GrantFiled: August 20, 1991Date of Patent: February 15, 1994Assignee: Solvay & Cie (Societe Anonyme)Inventors: Etienne Hannecart, Claude Franquinet
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Patent number: 5278277Abstract: Phenylquinoxaline copolymers of the general formula: ##STR1## are described where R* signifies a polar unit. The application of these copolymers for producing highly heat-resistant dielectrics is also described.Type: GrantFiled: November 25, 1992Date of Patent: January 11, 1994Assignee: Siemens AktiengesellschaftInventors: Hellmut Ahne, Lothar Zapf
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Patent number: 5264520Abstract: This invention is a process for the preparation of poly(aryl ethers) from cyclic poly(aryl ether) oligomers. These low melt viscosity cyclic oligomers undergo ring opening and chain extension upon heating in the presence of a catalyst, forming high molecular weight linear polymers with no coproduct formation. Finished thermoplastic parts and composites may be prepared using this technology with processing techniques normally restricted to thermosetting monomers.Type: GrantFiled: July 3, 1990Date of Patent: November 23, 1993Assignee: The Dow Chemical CompanyInventors: Michael J. Mullins, Edmund P. Woo
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Patent number: 5262514Abstract: Substituted and unsubstituted di-phthalonitrile monomers devoid of ether /or phenoxy groups are solid at room temperature and which monomers are defined by the following general formula: ##STR1## where R is an aromatic tetravalent radical, thermoplastic prepolymers and thermosetting polymers which polymers are solid at room temperature and have a defined glass transition temperature if said polymers are cured at a temperature below a critical temperature or are devoid of a glass transition temperature if said polymers are postcured at a temperature exceeding said critical temperature.Type: GrantFiled: March 12, 1992Date of Patent: November 16, 1993Assignee: The United States of America as represented by the Secretary of the NavyInventor: Teddy M. Keller
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Patent number: 5262456Abstract: A halogen free casting resin suitable for covering electron devices with a fire retardant material contains an acidic ester of an hydroxy-functional phosphor compound and an organic anhydride. A stable mixture can be generated from the acidic ester and the hardener component of the casting resin, and further used for the hardening of epoxides resins. The acidic ester is chemically integrated in the epoxide resin matrix in a stable mixture, thereby improving the long term fire-retardancy of the casting resin molding compound without increasing the volatility of the mixture.Type: GrantFiled: November 5, 1992Date of Patent: November 16, 1993Assignee: Siemens AktiengesellschaftInventors: Ernst Wipfelder, Winfried Plundrich
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Patent number: 5191059Abstract: Poly (Reissert compounds) can be formed by reaction of a coupled bis(isoquinoline), e.g., a 4,4' -coupled bis(isoquinoline), a diacid chloride, e.g. adipoyl chloride, and a source of cyanide, e.g., trimethylsilyl cyanide.Type: GrantFiled: April 15, 1991Date of Patent: March 2, 1993Assignee: Virginia Tech Intellectual Properties, Inc.Inventors: Harry W. Gibson, Yajnanarayana H. R. Jois
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Patent number: 5182356Abstract: Poly(1,2,4-triazoles)(PT) have been prepared by involving the aromatic nucleophilic displacement reaction of di(hydroxyphenyl)-1,2,4-triazole monomers with activated aromatic dihalides or activated aromatic dinitro compounds. The reactions are carried out in polar aprotic solvents such as sulfolane or diphenylsulfone using alkali metal bases such as potassium carbonate at elevated temperatures under nitrogen. The di(hydroxyphenyl)-1,2,4-triazole monomers are first synthesized by reacting bis(4-hydroxyphenyl) hydrazide with aniline hydrochloride at 250.degree. C. in the melt and also by reacting 1,3 or 1,4-bis-(4-hydroxyphenyl)phenylenedihydrazide with 2 moles of aniline hydrochloride in the melt. Purification of the di(hydroxyphenyl)-1,2,4-triazole monomers is accomplished by recrystallization.Type: GrantFiled: January 24, 1991Date of Patent: January 26, 1993Assignee: The United States of America as represented by the United States National Aeronautics and Space AdministrationInventors: John W. Connell, Paul M. Hergenrother, Peter Wolf
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Patent number: 5149763Abstract: The invention relates to a process for transforming amino- or hydroxyl-containing materials of plant seed origin into plastics feedstocks, which comprises(a) reacting amino-containing starting materials of plant seed origin with an oxo compound, optionally also with an amino compound, preferably with urea or melamine, simultaneously or subsequently; or(b) reacting hydroxyl-containing starting materials of plant seed origin with an amino compound in an aqueous medium, and optionally reacting the thus-obtained macromolecule with an oxo compound; or(c) reacting hydroxyl-containing starting materials of plant seed origin with an oxo compound in an aqueous medium, optionally reacting the thus-obtained macromolecule with an amino compound,then transforming the obtained macromolecular material into plastics feedstocks in a known way.Type: GrantFiled: July 31, 1990Date of Patent: September 22, 1992Assignee: Muanygipari Kutato IntezetInventors: Artur Simon, Eva Z. n. Simon
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Patent number: 5116934Abstract: Polyimidazoles (Pl) are prepared by the aromatic nucleophilic displacement reaction of di(hydroxyphenyl)imidazole monomers with activated aromatic dihalides or activated aromatic dinitro compounds. The reactions are carried out in polar aprotic solvents such as N,N-dimethylacetamide, sulfolane, N-methylpyrrolidinone, dimethylsulfoxide, or diphenylsulfone using alkali metal bases such as potassium carbonate at elevated temperatures under nitrogen. The di(hydroxyphenyl)imidazole monomers are prepared by reacting an aromatic aldehyde with a dimethoxybenzil or by reacting an aromatic dialdehyde with a methoxybenzil in the presence of ammonium acetate. The di(methoxyphenyl)imidazole is subsequently treated with aqueous hydrobromic acid to give the di(hydroxyphenyl)imidazole monomer.Type: GrantFiled: July 19, 1991Date of Patent: May 26, 1992Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: John W. Connell, Paul M. Hergenrother
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Patent number: 5115077Abstract: A polyetheric copolymer, a polyetheric block copolymer, and compositions of these copolymers containing:a benzonitrile recurring unit as represented by the following general formula (I): ##STR1## and a benzophenone recurring unit as represented by the following general formula (II): ##STR2## which copolymer has a molar ratio of the recurring unit (I) to a sum of the recurring units (I) and (II), i.e., (I)/[(I)+(II)], in the range from 0.15:1 to 0.40:1, as well as a melt viscosity (zero shear viscosity) at 400.degree. C. in the range from 500 to 100,000 poise.The polyetheric copolymer is crystalline and is a macromolecular compound having excellent heat resistance and mechanical strength.Disclosed herein are methods for the preparation of the polyetheric copolymer, the polyetheric block copolymer and the compositions containing the same.The polyetheric copolymers, the polyetheric block copolymers and their compositions are useful in various fields.Type: GrantFiled: December 13, 1989Date of Patent: May 19, 1992Assignee: Idemitsu Kosan Company LimitedInventors: Shigeru Matsuo, Shigeru Murakami, Shinji Chino, Naoto Yako
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Patent number: 5112941Abstract: An aromatic polyimide separation membrane prepared by subjecting an aromatic polyimide membrane to fluorine treatment with an active fluorine is described. The aromatic polyimide separation membrane according to the present invention has an extremely high selectivity and gas permeability, and therefore, is useful as a membrane for separation of gas mixtures or liquid mixtures.Type: GrantFiled: June 27, 1990Date of Patent: May 12, 1992Assignee: Mitsubishi Kasei CorporationInventors: Tetsuo Kasai, Yoshiteru Kobayashi
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Patent number: 5091474Abstract: A two component-type curing agent composition is disclosed which comprises a first curing agent which is capable of cross-linking an epoxy resin and which is at least one member selected from primary amines, phenolic compounds and acid anhydrides, and a second curing agent which is at least one compounds represented by the following general formula: ##STR1## wherein X is --CR.sub.1 R.sub.2 --, --CO--, --COO--, --SO.sub.2 --, --SO--, --S--, --O--, --NR.sub.1 --, --SiR.sub.1 R.sub.2 -- or --POR.sub.1 -- where R.sub.1 and R.sub.2 each stands for hydrogen, a lower alkyl or a phenyl; Y and Y' each stands for hydrogen, a lower alkyl or an electron attracting group; R is a lower alkyl; and m and n each is an integer of 1-4.Type: GrantFiled: January 18, 1991Date of Patent: February 25, 1992Assignee: Toa Nenryo Kogyo Kabushiki KaishaInventors: Shinkichi Murakami, Osamu Watanabe, Sadahisa Wada, Makoto Miyazaki, Hiroshi Inoue
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Patent number: 5077380Abstract: Compounds containing at least one cyanate group, at least one maleimide group and at least one mesogenic or rodlike moiety are prepared by reacting one or more aminophenols containing one or more mesogenic or rodlike moieties with a stoichimetric quantity of a maleic anhydride per amine group of said aminophenol and then cyanating the resulting phenolic functional maleimide.Type: GrantFiled: October 11, 1990Date of Patent: December 31, 1991Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
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Patent number: 5064934Abstract: Thermosetting Schiff base resins, their preparation and their applications re described.These thermosetting Schiff base resins can be defined as responding to the general formula: ##STR1## Radicals Ar.sub.1, Ar.sub.2 and Ar.sub.3 are chosen so that the softening temperature of the resins is less than about 150.degree. C.The resins can be prepared by direct condensation of an ethynyl benzaldehyde or acetophenone on a telechelic diamine oligomer obtained by reaction of a diamine containing flexibilizing groups on a derivative of benzhydrol tetracarboxylic acid. These Schiff base resins can be used by bulk thermal polymerization particularly to prepare adhesives or composite matrices.Type: GrantFiled: April 2, 1990Date of Patent: November 12, 1991Assignee: Centre d'Etude des Materiaux Organiques pour Technologies AvanceesInventors: Regis Mercier, Thierry Pascal, Bernard Sillion
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Patent number: 5059666Abstract: Enamine ketone and enonesulfide polymeric solids are prepared by reacting liquid or low-melting propynone terminated enamine ketone and enonesulfide prepolymers in one-step, or more preferably, in two-step processes. Properties of the resulting polymers are determined by the nature of the reactant selected and by the relative amounts of reactants employed. Where the prepolymers formed possess terminal propynone groups, the prepolymers can subsequently be cross-linked. Copolymers can also be formed by reacting the prepolymers of the invention with vinyl-type monomers to form polymers with cross-linked networks. The polymerization techniques disclosed can be employed to produce thermoplastic, thermoset, and elastomeric products, and they are especially useful in reaction injection molding processes, in adhesive systems, in composite formations, for linings, and gaskets which require chemical resistance.Type: GrantFiled: June 6, 1990Date of Patent: October 22, 1991Assignee: Edison Polymer Innovation CorporationInventor: Frank W. Harris
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Patent number: 5032670Abstract: Disclosed are color concentrate compositions which comprise a polyester having copolymerized therein at least 0.5 weight percent of an anthraquinone colorant compound having the formula ##STR1## wherein AQ is a 1,5- or 1,8-anthraquinonylene radical; R.sup.1 and R.sup.2 are the same or different and are unsubstituted or substituted alkyl, cycloalkyl or aryl; and X is a group reactive with at least one of the functional groups of the monomers from which the polyester is prepared. Amorphous polyesters and partially-crystalline polyesters are preferred embodiments of the color concentrates. Also disclosed are colored semicrystalline powders which may be obtained from the amorphous and partially-crystalline color concentrates by a dissolution-crystallization-precipitation procedure.Type: GrantFiled: August 30, 1989Date of Patent: July 16, 1991Assignee: Eastman Kodak CompanyInventors: William W. Parham, James J. Krutak, Max A. Weaver, Clarence A. Coates, Jr., Terry A. Oldfield
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Patent number: 5011907Abstract: Highly conjugated organic polymers typically have large non-resonant electronic susceptibilities, which give the molecules unusual optical properties. To enhance these properties, "defects" are introduced into the polymer chain. Examples include light doping of the conjugated polymer and synthesis, conjugated polymers which incorporate either electron donating or accepting groups, and conjugated polymers which contains a photoexcitable species capable of reversibly transferring its electron to an acceptor. Such defects in the chain permit enhancement of the second hyperpolarizability by at least an order of magnitude.Type: GrantFiled: October 10, 1989Date of Patent: April 30, 1991Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventor: David N. Beratan
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Patent number: 4999418Abstract: Disclosed are colored polyester compositions comprising a polyester having reacted therewith or copolymerized therein at least one residue of an anthraquinone compound having the formula ##STR1## wherein AQ is the residue of a 9,10-anthraquinone radical; R.sup.1 and R.sup.2 are the same or different and are unsubstituted or substituted alkyl, cycloalkyl or aryl; X is a group reactive with at least one of the functional groups of the monomers from which the polyester is prepared; and n is 1 or 2. The described anthraquinone compounds possess improved thermal stability and thus are not decomposed at the high temperatures at which polyesters are prepared. Also disclosed are shaped articles, particularly containers, fabricated from the colored polyester compositions.Type: GrantFiled: August 31, 1989Date of Patent: March 12, 1991Assignee: Eastman Kodak CompanyInventors: James J. Krutak, Max A. Weaver, Clarence A. Coates, Jr., Samuel D. Hilbert, Wayne P. Pruett, William W. Parham
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Patent number: 4977235Abstract: Novel polyarylate polymers comprise alternating moieties derived from an aromatic dicarboxylic acid halide, with moieties derived from a hydroxyaryl-substituted 1,6-diaza [4.4] spirodilactam compound and, optionally, with moieties derived from a di(hydroxyphenyl) compound. The polyarylate polymers are thermoplastic polymers characterized by relatively high glass transition temperatures.Type: GrantFiled: December 21, 1989Date of Patent: December 11, 1990Assignee: Shell Oil CompanyInventor: Pen-Chung Wang
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Patent number: 4935478Abstract: Hot-curable compositions of matter containing (a) an unsaturated imide of the formula I ##STR1## (b) a benzaldehyde derivative of the formula II ##STR2## in which for example M=2, n=zero, o=1 R.sup.1, R.sup.2 and R.sup.3 are each hydrogen and R is 4,4'diphenylmethane are suitable for the production of mouldings having excellent thermostability and resistance to thermal ageing.Type: GrantFiled: July 29, 1988Date of Patent: June 19, 1990Assignee: Ciba-Geigy CorporationInventor: Andreas Kramer
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Patent number: 4927906Abstract: Novel polymers containing amide and imide moieties are produced by reaction of a spirodilactam precursor selected from 4-oxoheptanedioic acid compounds or 1,6-dioxa [4,4] spirodilactones, a primary diamine and an aromatic tricarboxylic acid compound. The polymer products have relatively high glass transition temperatures.Type: GrantFiled: December 15, 1988Date of Patent: May 22, 1990Assignee: Shell Oil CompanyInventor: Pen C. Wang
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Patent number: 4914177Abstract: A polyquinoxaline polymer is prepared by self condensation of a monomer having both a 1,2-diketone and a 1,2-primary diamine in the molecule. The resultant polymers can be used as dielectric films, adhesions, varnishes and membranes.Type: GrantFiled: July 13, 1987Date of Patent: April 3, 1990Assignee: American Telephone and Telegraph CompanyInventor: Treliant Fang
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Patent number: 4910293Abstract: An amphiphilic high polymer comprises a linear recurring unit containing at least divalent organic group (R.sub.1) having at least two carbon atoms, at least divalent organic group (R.sub.2) having at least two carbon atoms, and at least one C.sub.10-30 hydrocarbon-containing group (R.sub.3) which may have one or more substituent groups, said organic groups R.sub.1 and R.sub.2 being connected to each other by a divalent connecting group, and said hydrocarbon-containing group R.sub.3 being boned to said recurring unit by a covalent bond, and the method for producing the same comprises polycondensating a combination of monomers containing R.sub.1 and R.sub.2.Type: GrantFiled: October 11, 1988Date of Patent: March 20, 1990Assignee: Kanegafuchi Kagaku Kogyo Kabushiki KaishaInventors: Masakazu Uekita, Hiroshi Awaji
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Patent number: 4895893Abstract: Heat-resistant resin composition comprising (A) 100 parts by weight of a poly(arylene sulfide) of a substantially linear structure containing 50% by weight or higher of recurring units of the formula ##STR1## and a logarithmic viscosity number of 0.1 to 1.0 dl/g; (B) from 0.01 to less than 25 parts by weight of a melt-stable poly(arylene thioether-ketone) having predominant recurring units of the formula ##STR2## wherein the --CO-- and --S-- are in the para position to each other, and having a melting point of 310.degree.-380.degree. C., a residual melt crystallization enthalpy of at least 10 J/g, a melt crystallization temperature of at least 210.degree. C. and a reduced viscosity of 0.2 to 2 dl/g; and (C) at least one of fibrous fibers and/or at least one of inorganic fillers in a proportion of 0 to 400 parts by weight per 100 parts by weight of the resin component comprising said poly(arylene sulfide) and said poly(arylene thioether-ketone).Type: GrantFiled: May 12, 1988Date of Patent: January 23, 1990Assignee: Kureha Kagaku Kogyo K.K.Inventors: Yoshikatsu Satake, Takashi Kaneko, Yutaka Kobayashi, Yukio Ichikawa, Yo Iizuka, Makoto Fukuda, Toshio Enoki, Takayuki Katto, Yasuo Sakaguchi, Zenya Shiiki
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Patent number: 4889912Abstract: Acetylene terminated aspartimides are prepared using two methods. In the first, an amino-substituted aromatic acetylene is reacted with an aromatic bismaleimide in a solvent of glacial acetic acid and/or m-c=resol. In the second method, an aromatic diamine is reacted with an ethynyl containing maleimide, such as N-(3-ethynylphenyl) maleimide, in a solvent of glacial acetic acid and/or m-cresol. In addition, acetylene terminated aspartimides are blended with various acetylene terminated oligomers and polymers to yield composite materials exhibiting improved mechanical properties.Type: GrantFiled: March 24, 1989Date of Patent: December 26, 1989Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: Paul M. Hergenrother, John W. Connell, Stephen J. Havens
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Patent number: 4871821Abstract: Cured resins of high fracture toughness are prepared from N,N'-bisimides of formula I ##STR1## and alkenyl compounds of formula IID(G).sub.m IIin which D is an m-valent group and G represents a phenyl ring having at least one alkenyl (e.g. allyl or 1-propenyl) substituent.Type: GrantFiled: March 25, 1988Date of Patent: October 3, 1989Assignee: Technochemie GmbHInventors: Horst Stenzenberger, Peter Koenig
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Patent number: 4870155Abstract: Described herein are random poly(etherimide) containing ether-imide units and aryl ether and/or aryl ether ketone units. These copolymers are produced by the reaction of the appropriate activated dinitro- and/or dihalobenzenoid aromatic compounds with diphenols, and/or by the self condensation of halophenols and/or nitrophenols, whose halogen atom and nitro group are activated towards nucleophilic substitution reactions.Type: GrantFiled: December 2, 1987Date of Patent: September 26, 1989Assignee: Amoco CorporationInventors: Markus Matzner, Paul A. Winslow, Donald M. Papuga
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Patent number: 4822870Abstract: Polyimide addition copolymers of improved physical properties and thermal stability are prepared by reacting ethylenically unsaturated bis-imides with compounds having two methylene groups activated by adjacent carbonyl groups. The copolymers may be made in the presence of catalytic amounts of amines or with greater amounts of polyamines. The polymers are useful in producing molding powders, prepregs, laminates, circuit boards, encapsulants and metal clad shapes.Type: GrantFiled: July 3, 1986Date of Patent: April 18, 1989Assignee: Creative Assets and Consulting CorporationInventor: Alfred J. Restaino
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Patent number: 4812531Abstract: Thermosettable prepolymers or polymers are prepared by reacting (A) the reaction product of (1) a heterocyclic material having one or more rings, at least one nitrogen atom and at least two substituent groups which have at least one reactive hydrogen atom attached to a carbon atom which is attached to a heterocyclic ring such as 2,3,5,6-tetramethylpyrazine; (2) a cycloaliphatic or aromatic carboxylic acid mono- or dianhydride such as pyromellitic dianhydride; and (3) a material containing a polymerizable ethylenically unsaturated group and at least one group selected from (a) a heterocyclic material having one or more rings, at least one nitrogen atom and at least one substituent group which has at least one reactive hydrogen atom attached to a carbon atom which is attached to a heterocyclic ring such as 2-methyl-5-vinyl pyridine or (b) a cycloaliphatic or aromatic carboxylic acid mono- or dianhydride group such as cis-5-norbornene-endo-2,3-dicarboxylic anhydride; with (B) an aqueous or alcoholic solution ofType: GrantFiled: February 28, 1986Date of Patent: March 14, 1989Assignee: The Dow Chemical CompanyInventor: Duane S. Treybig
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Patent number: 4797466Abstract: This invention relates to a novel polyimide and describes method of its preparation, adhesives of the polyimide and the method for their application.The polyimide has recurring units of the formula ##STR1## (where R is a tetra-valent radical selected from the group consisting of aliphatic radical having not less than two carbons, cyclo-aliphatic radical, monoaromatic radical, condensed polyaromatic radical, and non condensed polyaromatic radical wherein aromatic radicals are mutually connected with a bond or a crosslinking function).The polyimide can be prepared by reacting 2,6-bis(3-aminophenoxy)pyridine with tetracarboxylic dianhydride in an organic solvent and imidizing resultant polyamic acid.Various tetracarboxylic dianhydrides can be used and particularly prefered are pyromellitic dianhydride and 3,3',4,4'-benzophenonetetracarboxylic dianhydride.Type: GrantFiled: February 6, 1987Date of Patent: January 10, 1989Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Hideaki Oikawa, Masahiro Ohta, Saburo Kawashima, Shoji Tamai, Yoshiho Sonobe, Akihiro Yamaguchi
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Patent number: 4775740Abstract: The subject invention pertains to a novel class of fire- and heat-resistant bisimide resins prepared by thermal polymerization of maleimido or citraconimido substituded 1-[(dialkoxyphosphonyl)-methyl]-2-4 and -2,6-diaminobenzenes. Typical polymer presursors have the chemical structure: ##STR1## wherein R is alkyl, substituted alkyl or aryl, and R.sup.1 is hydrogen or lower alkyl.The polymer precursors are prepared by reacting 1-[(diorganooxyphosphonyl)methyl]-2-4 and -2,6-diaminobenzenes with maleic anhydride or citraconic anhydride in a mole ratio 1:2. Chains extension of the monomers is achieved by reacting the mono-N-maleimido derivatives of 1-[(diorganooxyphosphonyl)methyl]-2,4 and -2,6-diaminobenzenes with aryl tetracarboxylic dianhydrides, such as benzophenone tetracarboxylic diandydride, or aryl diisocyanates, such as methylenebis(4-phenylisocyanate), in a mole ratio 2:1.Type: GrantFiled: April 10, 1986Date of Patent: October 4, 1988Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: James M. Beggs, John A. Mikroyannidis, Demetrius A. Kourtides
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Patent number: 4772680Abstract: The invention provides a liquid coating composition curable at ambient temperature comprising an acetoacetate groups-containing addition polymer having a number average molecular weight of 1000-100,000, a glass transition temperature of 250.degree.-370.degree. K., a hydroxyl number of 0-200 and a content of acetoacetate groups of 3,5-45% by weight, the acetoacetate groups being present as ester of hydroxyalkyl acrylate, hydroxyalkyl methacrylate or allyl alcohol structural units, and a polyamine having primary and/or secondary amino groups and blocked with an aldehyde or ketone. A process for coating a substrate with such composition is also provided.Type: GrantFiled: March 26, 1986Date of Patent: September 20, 1988Assignee: Akzo N.V.Inventors: Arie Noomen, Paul M. Vandevoorde, Jaap M. Akkerman
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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: 4736015Abstract: Aromatic polyimide compositions, useful in particular for manufacturing adhesive materials, varnishes and films withstanding high temperatures, having a high solubility in organic solvents, particularly polar solvents and which are manufactured by reacting, in such a solvent, a tetraester or diacid-diester of benzhydrol 3,3', 4, 4' tetracarboxylic acid with an aromatic diamine for a sufficient time to obtain a polycondensation reaction product having an inherent viscosity at 30.degree. C., at a concentration of 5 g/liter in N-methyl pyrrolidone, ranging from 0.1 to 2 dl/g.Type: GrantFiled: October 19, 1982Date of Patent: April 5, 1988Assignee: Institut Francais du PetroleInventors: Guy Rabilloud, Michel Senneron, Choua Cohen, Paul Mariaggi, Bernard Sillion
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Patent number: 4731436Abstract: A thermosetting cross-linked imide resin formed from the reaction of an amine having the formula ##STR1## wherein E and F are trivalent and tetravalent groups, respectively, and A is a divalent group with at least 2 carbon atoms; with an N,N'-bis-imide of an unsaturated dicarboxylic acid having the formula: ##STR2## wherein B is a divalent group containing a --C.dbd.C-- bond, and A' is a divalent group with at least two carbon atoms.Type: GrantFiled: October 7, 1986Date of Patent: March 15, 1988Assignee: BTL Specialty Resins CorporationInventor: Chi-Fei Ling
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Patent number: 4719281Abstract: This invention provides novel polymers which are characterized by a recurring structural unit that contains a pendant quinoid structure and that exhibits nonlinear optical response.The following structure is illustrative of an invention polymer: ##STR1## where m is an integer of at least 3.Type: GrantFiled: April 21, 1986Date of Patent: January 12, 1988Assignee: Hoechst Celanese CorporationInventor: Eui W. Choe
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Addition-curable quinoxaline resin oligomer and intermediate material for fiber-reinforced composite
Patent number: 4670536Abstract: Disclosed is an alicylic end-capping agent for a heterocyclic compound, which is represented by the formula [I]: ##STR1## wherein X is CO, O, S, CH.sub.2 or substituted CH.sub.2, Y.sub.1 -Y.sub.6 are halo, H, NO.sub.2, aryl, alkaryl, arylalkyl or alkyl ether, and Z is ##STR2## (Q.sub.1 is --NH.sub.2, --SH, --OH or ##STR3## (Q.sub.2 is H, or monovalent aliphatic or amomatic group). Also disclosed is an addition-curable quinoxaline resin oligomer having the above-mentioned alicylic end-capping agents at both terminals of oligomer. This oligomer is useful especially for an intermediate material for a fiber-reinforced composite.Type: GrantFiled: March 20, 1986Date of Patent: June 2, 1987Assignee: Director-General of Agency of Industrial Science and TechnologyInventors: Nobuyuki Odagiri, Kuniaki Tobukuro -
Patent number: 4668767Abstract: Thermosettable prepolymers are prepared by reacting (A) a heterocyclic material containing one or more rings and one nitrogen atom or a mixture of such materials wherein at least one of such materials contains at least two reactive substituent groups having at least one reactive hydrogen atom attached to a carbon atom which is attached to the ring such as 2,4,6-trimethyl pyridine; with (B) a cycloaliphatic or aromatic carboxylic acid mono- or dianhydride such as phthalic anhydride. These prepolymers or resins, can be homopolymerized without coreactants or copolymerized with N,N'-bis-imides such as 1,1'-(methylenedi-4,1-phenylene)-bismaleimide, to produce products, mat castings or composites having good mechanical and thermal properties.Type: GrantFiled: February 28, 1986Date of Patent: May 26, 1987Assignee: The Dow Chemical CompanyInventors: Loren L. Swearingen, Jimmy D. Earls, Randy J. LaTulip
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Patent number: 4647616Abstract: Thermosettable prepolymers are prepared by reacting (A) a heterocyclic material containing one or more rings and one nitrogen atom or a mixture of such materials wherein at least one of such materials contains at least two reactive substituent groups having at least one reactive hydrogen atom attached to a carbon atom which is attached to the ring such as 2,4,6-trimethyl pyridine; with (B) a cycloaliphatic or aromatic carboxylic acid mono- or dianhydride such as phthalic anhydride. These prepolymers or resins, can be homopolymerized without coreactants or copolymerized with N,N'-bis-imide such as 1,1'-(methylenedi-4,1-phenylene)bismaleimide, to produce products, mat castings or composites having good mechanical and thermal properties.Type: GrantFiled: July 15, 1985Date of Patent: March 3, 1987Assignee: The Dow Chemical CompanyInventors: Loren L. Swearingen, Jimmy D. Earls, Randy J. LaTulip
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Patent number: 4645821Abstract: Aromatic polyimide compositions, precursors of copolyphthalocyanine-imides, heir manufacturing process and the resultant copolyphthalocyanine-imides, are described.These compositions may result for the reaction of 80.degree.-300.degree. C. of an aromatic tetra acid, diester-diacid, tetraester or dianhydride compound of formula: ##STR1## with an aromatic amino-dinitrile ##STR2## and optionally an aromatic diamine NH.sub.2 --Ar--NH.sub.2. A subsequent heating at 200.degree.-300.degree. C. provides, by cross-linking, copolyphthalocyanine-imides, which are hardened resins, stable at 250.degree.-300.degree. C. in continuous use.Type: GrantFiled: July 25, 1985Date of Patent: February 24, 1987Assignee: Centre d'Etude des Materiaux Organiques pour Technologies AvanceesInventors: Jean Malinge, Guy Rabilloud, Bernard Sillion
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Patent number: 4607093Abstract: Novel amorphous polyimides are provided which are formed by the polymerization of bismaleimides with sydnones wherein carbon dioxide is evolved.The polyimides are readily soluble in dipolar aprotic solvents and are further characterized by high temperature stability to at least 300.degree. C.The polymers find particular utility in the form of films and solutions useful for wire enamel and electrical coatings.Type: GrantFiled: April 8, 1985Date of Patent: August 19, 1986Assignee: The Dow Chemical CompanyInventor: Kwok K. Sun
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Patent number: 4577009Abstract: Novel polyimide products of the general formula ##STR1## where n is from 2 to 20 and each R is hydrogen or a group effective to block further reaction with a diamine. These products are incapable of further polymerization with diamines, but are useful starting materials for reaction with other polyfunctional reagents such as diepoxides to form interesting new resins.Type: GrantFiled: September 18, 1984Date of Patent: March 18, 1986Assignee: Coal Industry (Patents) LimitedInventors: Joseph G. Robinson, Pierce W. F. Riemer
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Patent number: 4533682Abstract: Adducts of imidazolidine compounds, such as the reaction product of ethylene diamine with cyclohexanone, are provided with organic polyepoxides, especially with low molecular weight polyepoxides where the imidazolidine acts as a chain extender, and the adduct is reacted with an acid to protonate at least 50% of the amine groups in the adduct. These protonated adducts can be dispersed in water to form dispersion which cure with various curing agents. Aqueous electrocoating baths can be provided which electrodeposit at the cathode.Type: GrantFiled: April 29, 1983Date of Patent: August 6, 1985Assignee: DeSoto, Inc.Inventors: Anthony J. Tortorello, Nestor P. Hansen, Kathryn M. Jarocki
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Patent number: RE33079Abstract: Polyimides are prepared from acetylene substituted polyimide oligomers via an addition polymerization reaction which involves homopolymerization. These polymers exhibit low void content when cured and possess superior thermal stability characteristics and physical properties such as structural strength. One of their unique properties is their ability to be processed into useful articles at moderate pressures and temperatures.Type: GrantFiled: March 5, 1979Date of Patent: October 3, 1989Assignee: Hughes Aircraft CompanyInventors: Norman Bilow, Abraham L. Landis, Leroy J. Miller