Nitrogen Reactant Having At Least One Amino-nitrogen Atom Contains A Carboxylic Acid Group Or Is A Derivative Thereof Patents (Class 528/184)
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Patent number: 4499256Abstract: An anisotropic-melt-forming polymer having improved stiffness retention at elevated temperatures comprising residues selected from residues (A) of dihydric phenols, aromatic dicarboxylic acids, hydroxyaromatic acids, aromatic diamines, aminophenols and aminoaromatic acids wherein at least 40 mole % of the residues (A) have their chain extending bonds in either coaxial or parallel and oppositely directed relationship and sufficient of non-linear residues (B) selected from at least one of: ##STR1## to give a polymer having an improved retention of stiffness at elevated temperature compared with an otherwise similar polymer not containing said residues (B).Type: GrantFiled: November 3, 1982Date of Patent: February 12, 1985Assignee: Imperial Chemical Industries PLCInventors: David J. Blundell, Brian P. Griffin, William A. MacDonald
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Patent number: 4485234Abstract: An improved method of preparing polyamide acid for processing of semiconductors from a diamine and a tetracarboxylic acid dianhydride with a diaminocarbonamide, is provided (1) by reacting the components at below 40.degree. C. until the reduced viscosity reaches above 0.5 dl/g. at 30.degree. C., and then, (2) by adjusting the reduced viscosity to more than 0.3 dl/g, at 30.degree.0 C. and the solution viscosity to 500-3,000 cps at 25.degree. C. by heating at 50.degree.-100.degree. C. By applying the polyamide acid obtained by the method to semiconductor apparatus, they get sufficient heat-resistance without pin holes, and their reliability may be greatly improved.Type: GrantFiled: February 15, 1984Date of Patent: November 27, 1984Assignee: Hitachi Chemical Company, Ltd.Inventors: Daisuke Makino, Yasuo Miyadera
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Patent number: 4476254Abstract: Methods of making low density modified polyimide/polyimide-amide foams and the resulting compositions. An N-substituted aliphatic imide is prepared by reacting a suitable aromatic dianhydride with a suitable oxime. A polyimide forming material is prepared by dissolving the N-substituted aliphatic imide in an esterifying solvent, then adding a suitable aromatic diamine. This material is dried to a powder. A suitable hydrated compound which is stable up to at least about 100.degree. C. is mixed with the powder. A foam is then produced by heating the material to reaction temperature for a period sufficient to produce a stable foam. The material melts, then spontaneously expands into a foam which becomes self supporting and cures to a resilient flexible foam. The addition of the hydrated compound is found to result in an exceptionally low density foam.Type: GrantFiled: March 7, 1984Date of Patent: October 9, 1984Inventors: John V. Long, John Gagliani
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Patent number: 4463167Abstract: This invention provides a two stage melt polymerization process for the production of an improved type of high molecular weight polybenzimidazole, which involves the use of an arylphosphine or arylphosphite polymerization catalyst.The process provides poly-2,2'-(m-phenylene)-5-5'-bibenzimidazole of improved color and Plugging Value, and is further characterized by an inherent viscosity of at least about 0.9 dl/g, and a weight average molecular weight of at least about 140,000.Type: GrantFiled: March 21, 1983Date of Patent: July 31, 1984Assignee: Celanese CorporationInventors: Eui W. Choe, Anthony B. Conciatori, Bennett C. Ward
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Patent number: 4454310Abstract: Polyamide acid obtained by reacting 2,3,5-tricarboxycyclopentane-acetic acid and a diamine in a solvent has a high stability in the form of a solution, has a high workability and is excellent in storage stability. Polyimide obtained by heating said polyamide acid is excellent in heat resistance, mechanical properties, electrical properties and chemical resistance.Type: GrantFiled: December 15, 1982Date of Patent: June 12, 1984Assignee: Japan Synthetic Rubber Co., Ltd.Inventors: Hiroshi Oka, Yoshinori Yoshida, Yuuzi Naitou
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Patent number: 4447596Abstract: An improved method of preparing polyamide acid for processing of semiconductors from a diamine and a tetracarboxylic acid dianhydride optionally with a diaminocarbonamide, is provided (1) by reacting the components at below 40.degree. C. until the reduced viscosity reaches above 0.5 dl/g. at 30.degree. C. and then, (2) by adjusting the reduced viscosity to more than 0.3 dl/g, at 30.degree. C. and the solution viscosity to 500-3,000 cps at 25.degree. C. by heating at 50-100.degree. C. By applying the polyamide acid obtained by the method to semiconductor apparatus, they get sufficient heat-resistance without pin holes, and their reliability may be greatly improved.Type: GrantFiled: September 30, 1981Date of Patent: May 8, 1984Assignee: Hitachi Chemical Company, Ltd.Inventors: Daisuke Makino, Yasuo Miyadera
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Patent number: 4435561Abstract: Thermotropic poly(ester carbonates) such as the terephthalate/carbonate of a mixture of hydroquinose, resorcinol, tert-butylhydroquinone and methylhydroquinone. With a major proportion of the more readily available hydroquinone and resorcinol, thermotropic properties (liquid crystallinity in the melt) are observed.Type: GrantFiled: June 30, 1983Date of Patent: March 6, 1984Assignee: Allied CorporationInventors: Yu-Chin Lai, Bruce T. DeBona, Dusan C. Prevorsek, Murali K. Akkapeddi
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Patent number: 4426463Abstract: Methods of making modified polyimide/polyimide-amide foams having selected compressive resistance and density characteristics and the resulting compositions. An N-substituted aliphatic imide is prepared by reacting a suitable aromatic dianhydride with a suitable oxoimine. Within the mole ratio range of oxoimine to dianhydride of about 0.5:1 to about 0.05:1 the compressive resistance of the final foam can be selected in accordance with the intended end use of the foam. Density and compressive resistance varies inversely with the oxoimine quantity in the ratio, being greatest with the 0.5:1 ratio and lowest with the 0.05:1 ratio. A polyimide forming material is prepared by dissolving the N-substituted aliphatic imide in an esterifying solvent, then adding a suitable aromatic diamine. This material is dried to a powder or film. A foam is produced by heating the mateial to reaction temperature for a period sufficient to produce a stable foam.Type: GrantFiled: April 15, 1983Date of Patent: January 17, 1984Inventors: John Gagliani, John V. Long
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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: 4414381Abstract: A melt-processable aromatic polyester anhydride characterized in that from 5 to 80% of the units linking the reactant residues in the polymer chain have the formula: ##STR1## the remaining linkages between the residues of the reactants being of the formula: ##STR2## optionally together with linkages of the formula: ##STR3## substantially all of said remaining linkages being disposed in coaxial or parallel and oppositely directed manner with respect to the residues to which they are linked, the polyester anhydride having a solubility of less than 5% by weight in dimethyl sulphoxide at room temperature.Type: GrantFiled: December 7, 1981Date of Patent: November 8, 1983Assignee: Imperial Chemical Industries PLCInventors: Brian P. Griffin, William A. MacDonald
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Patent number: 4413114Abstract: An aromatic copolyamide comprising recurring units (A) of the formula (I), (B) of the formula (II) and (C) of the formula (III): ##STR1## wherein in (I), (II) and (III), Ar.sub.1 is phenylene, naphthylene or biphenylene radicals, each having two valence bonds oriented meta; Ar.sub.2 is phenylene, naphthylene or biphenylene radicals, each having two valence bonds oriented coaxially or in parallel to each other and radicals of the formula (IV): ##STR2## wherein Y.sub.1 and Y.sub.2 are independently ##STR3## and; X.sub.1, X.sub.2, X.sub.3, X.sub.4, X.sub.5 and X.sub.6 respectively are independently --NH-- and --CO-- radicals, connected to each other to form an amide bond (--NHCO-- or --CHNH--), and the molar proportions of said recurring units (A), (B), and (C) fall within a quadrilateral defined by the co-ordinates P, Q, R and S or on a twice-turned line defined by the co-ordinates Q, R, S and P:P (A 50, B 5, C 45)Q (A 5, B 5, C 90)R (A 5, B 40, C 55) andS (A 50, B 15, C 35)on a triangular composition diagram.Type: GrantFiled: March 30, 1982Date of Patent: November 1, 1983Assignee: Teijin LimitedInventors: Keizo Shimada, Hiroshi Mera, Noriaki Sasaki, Akihiro Aoki
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Patent number: 4410683Abstract: There is disclosed an aromatic, melt-processible, fiber-forming (co)polyester of a specified formula having recurring hydroxy-acid units bonded to a specified tie-point moiety, 2-4 different recurring hydroxy-acid units being present and one being present in from about 20-80 mole percent while the other different recurring unit(s) are present in a total of from about 80-20 mole percent. There are also disclosed fibers and other shaped articles made therefrom. Some of the disclosed (co)polyesters are mesogenic.Type: GrantFiled: December 9, 1981Date of Patent: October 18, 1983Assignee: E. I. Du Pont de Nemours and CompanyInventor: David M. Gale
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Patent number: 4407980Abstract: A high temperature and flame resistant closed cell polyimide foam material and methods of making the foam. An aromatic tetracarboxylic acid dianhydride is reacted with an oxomine to produce an N-substituted imide, which is then esterfied with a suitable alcohol. The resulting liquid is dried and the dry residue is reduced to a uniform powder having particles with diameters generally in the 0.5 to 10 mm. range. The powder is preferably further dried, either before or after final size reduction, in a moderate vacuum at moderate temperature to remove any excess residual alcohol. The powder spontaneously expands to form a closed cell foam when heated to a temperature in the range of about 90.degree. to 150.degree. C. for a suitable period. When the powder is expanded in a closed mold, a well consolidated, uniform, closed cell foam product results. When expanded in an unrestricted manner, closed cell "macroballoons" having average diameters between about 0.4 and 15 mm. result.Type: GrantFiled: September 27, 1982Date of Patent: October 4, 1983Inventors: John Gagliani, John V. Long
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Patent number: 4394464Abstract: Methods of making modified polyimide/polyimide-amide foams and the resulting compositions. An N-substituted aliphatic imide is prepared by reacting a suitable aromatic dianhydride with a suitable oxoimine. A polyimide forming material is prepared by dissolving the N-substituted aliphatic imide in an esterifying solvent, then adding a suitable aromatic diamine. This material is dried to a powder or film. A foam is produced by heating the material to reaction temperature for a period sufficient to produce a stable foam. The material melts, then spontaneously expands into a foam which becomes self supporting and cures to a resilient flexible foam. Depending upon heating conditions, a polyimide, polyimide-amide or mixture thereof may be produced, resulting in foams having varying physical properties.Type: GrantFiled: June 21, 1982Date of Patent: July 19, 1983Inventors: John Gagliani, John V. Long
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Patent number: 4388456Abstract: Disclosed are copolyesters characterized by relatively high glass transition temperatures and low oxygen permeability, the copolyesters being derived fromA. 100 mol % of an acid component comprising about 5-75 mol % isophthalic acid and about 95-25 mol % 4-carboxy-N-(carboxymethyl)phthalimide, andB. 100 mol % of a glycol component, at least 80 mol % of said glycol component being ethylene glycol.Type: GrantFiled: March 1, 1982Date of Patent: June 14, 1983Assignee: Eastman Kodak CompanyInventors: Robert B. Barbee, Larry A. Minnick
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Patent number: 4387210Abstract: An aromatic polyester amide is produced by reacting hydroxyphenyl-aminophenyl-propane with aromatic dicarboxylic acid dihalide in the presence of an inert organic solvent, and bringing the organic solvent phase containing the mixture of the reaction products of the above reaction into contact with an aqueous phase containing an acid-acceptor, whereby completing polycondensation reaction. In order to control the dissolution of water into the organic solvent phase while maintaining an adequate level of miscibility between the organic solvent phase and the aqueous phase, a neutral salt of inorganic electrolyte, such as sodium chloride, is added to the aqueous phase containing the acid-acceptor.Type: GrantFiled: December 22, 1981Date of Patent: June 7, 1983Assignee: Mitsui Toatsu Chemical, Inc.Inventors: Nobukatsu Katoh, Yoshio Morimoto, Takashi Kataoka, Teruo Yuasa
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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: 4377652Abstract: An article for electrical use such as insulative substrates, electrical circuit borads and electrical elements, wholly or partly consisting out of an aromatic polyamide-imide having a reduced viscosity of from about 0.3 to 1.5, which polyamide-imide may contain a granular material dispersed therein, and a composition comprising 100 parts by weight of said polyamide-imide and additional about 100 to 4,000 parts by weight of a granular material and optionally about 10 to 10,000 parts by weight of a polar organic solvent.Type: GrantFiled: February 8, 1979Date of Patent: March 22, 1983Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Kaoru Ohmura, Ichiro Shibasaki, Takeo Kimura
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Patent number: 4371690Abstract: High molecular weight processible polymers derived from 2,6- and 2,7-diacids, diols and diamines of 9,10-dihydro-9,10-ethanoanthracenes and various complementary comonomers are prepared. These are converted into rigid, thermally-stable anthraceno polyesters and polyamides by thermal removal of the 9,10-ethano bridge.Type: GrantFiled: February 9, 1981Date of Patent: February 1, 1983Assignee: E. I. Du Pont de Nemours and CompanyInventors: Burton C. Anderson, August H. Frazer
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Patent number: 4361695Abstract: New polyesters of N,N-di-alkanol-amines with di-(hydroxy-alkyl-benzyl) malonic acids are disclosed.The new polyesters are useful for stabilizing thermoplastic polymers, in particular polyolefins, against sunlight, heat and oxidation.A process for producing the new polyesters is also disclosed, as well as the polymeric compositions stabilized with said new polyesters.Type: GrantFiled: November 5, 1980Date of Patent: November 30, 1982Assignee: Montedison S.p.A.Inventors: Piero Di Battista, Giuseppe Nelli, Francesco Gratani
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Patent number: 4359567Abstract: Articulated p-benzobisoxazole and p-benzobisthiazole polymers which contain a limited number of 3,3'-biphenyl or 2,2'-bipyridyl segments are synthesized, with inherent viscosities as high as 14 dl/g being recorded. The 3,3'-biphenyl or 2,2'-bipyridyl segments in the p-benzobisoxazole and p-benzobisthiazole polymers impart flexibility to the polymers without adversely affecting the thermooxidative stability. While the resultant articulated polymers exhibit liquid crystalline behavior in methanesulfonic acid and form strong cast films from that solvent, they also exhibit thermooxidative stability comparable to other p-benzobisthiazole and p-benzobisoxazole polymers. The resultant films are useful for the fabrication of high strength laminates to be used in severe environment structural applications.Type: GrantFiled: October 2, 1981Date of Patent: November 16, 1982Assignee: The United States of America as represented by the Secretary of the Air ForceInventor: Robert C. Evers
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Patent number: 4355132Abstract: 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) p-oxybenzoyl moiety, (b) 2,6-dicarboxynaphthalene moiety, (c) aromatic moiety capable of forming an amide linkage in the polymer, and, optionally, (d) p-dioxyphenyl moiety and (e) other carbocyclic dicarboxyl moiety, in the proportions indicated. Preferably, the aromatic moiety capable of forming an amide linkage is derived from p-aminophenol or p-phenylenediamine. The carbocyclic dicarboxyl moiety is preferably aromatic. 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: October 19, 1982Assignee: Celanese CorporationInventors: Anthony J. East, Gordon W. Calundann, Larry F. Charbonneau
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Patent number: 4355151Abstract: An aromatic copolyamide comprising recurring units (A) of the formula (I), (B) of the formula (II) and (C) of the formula (III): ##STR1## wherein in (I), (II) and (III) Ar.sub.1 is phenylene, naphthylene or biphenylene radicals, each having two valence bonds oriented meta; Ar.sub.2 is phenylene, naphthylene or biphenylene radicals, each having two valence bonds oriented coaxially or in parallel to each other and radicals of the formula (IV): ##STR2## wherein Y.sub.1 and Y.sub.2 are independently; ##STR3## and; X.sub.1, X.sub.2, X.sub.3, X.sub.4, X.sub.5 and X.sub.6 respectively are independently --NH-- and --CO-- radicals, connected to each other to form an amide bond (--NHCO-- or --CHNH--), and the molar proportions of said recurring units (A), (B) and (C) fall within a quadrilateral defined by the co-ordinates P, Q, R and S or on a twice-turned line defined by the co-ordinates Q,R,S, and P:P (A 50, B 5, C 45)Q (A 5, B 5, C 90)R (A 5, B 40, C 55) andS (A 50, B 15, C 35)on a triangular composition diagram.Type: GrantFiled: February 13, 1980Date of Patent: October 19, 1982Assignee: Teijin LimitedInventors: Keizo Shimada, Hiroshi Mera, Noriaki Sasaki, Akihiro Aoki
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Patent number: 4351918Abstract: 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) 6-oxy-2-naphthoyl moiety, (b) other aromatic moiety derived from aromatic hydroxyacid, (c) carbocyclic dicarboxyl moiety, (d) aromatic moiety capable of forming an amide linkage in the polymer, and, optionally, (e) dioxyaryl moiety 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 6, 1981Date of Patent: September 28, 1982Assignee: Celanese CorporationInventors: Larry F. Charbonneau, Anthony J. East, Gordon W. Calundann
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Patent number: 4351917Abstract: 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) 6-oxy-2-naphthoyl moiety, (b) aromatic moiety capable of forming an amide linkage in the polymer, and, optionally, (c) other aromatic moiety derived from aromatic hydroxyacid, in the proportions indicated. The aromatic moiety capable of forming an amide linkage in the polymer is an amino derivative or a substituted amino derivative of an aromatic carboxylic acid. Preferably, the aromatic moiety capable of forming an amide linkage is derived from p-aminobenzoic acid. 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 6, 1981Date of Patent: September 28, 1982Assignee: Celanese CorporationInventors: Gordon W. Calundann, Larry F. Charbonneau, Anthony J. East
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Patent number: 4351915Abstract: 2,2,6,6-Tetramethyl-4-piperidyl spiro aliphatic ethers which are useful as stabilizers for organic polymeric materials, and have the general formula are disclosed: ##STR1## wherein: Y.sub.1 is ##STR2## A.sub.1, A.sub.2, A.sub.3, A.sub.4, A.sub.5, and A.sub.6 are groups which are defined in the specification, at least one pair of A.sub.1 and A.sub.2 ; A.sub.3 and A.sub.4 ; and A.sub.5 and A.sub.6 being taken together to form the group ##STR3## the groups R.sub.1, R.sub.2, R.sub.3 and Z as well as X, p, and m being as defined in the specification.Type: GrantFiled: May 26, 1981Date of Patent: September 28, 1982Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Naohiro Kubota, Toshihiro Shibata, Kazuo Sugibuchi, Motonubu Minagawa
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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: 4321319Abstract: There is described photosensitive polymer composition and a polyimide film-coated material made by applying the composition to a support, irradiating with ultraviolet and thereafter heating. The photosensitive polymer composition is prepared by adding a sensitizer to a photosensitive polyamide acid intermediate solution which is obtained by reacting in an inert solvent a first compound comprising 100 to 5% by weight of a photosensitive group-containing diamine and 0 to 95% by weight of a diamine having no photosensitive group, with a second compound comprising at least one compound selected from a tetracarboxylic acid dianhydride and a tricarboxylic acid anhydride monohalide.Type: GrantFiled: May 22, 1980Date of Patent: March 23, 1982Assignee: Hitachi, Ltd.Inventors: Fusaji Shoji, Issei Takemoto, Hitoshi Yokono, Tokio Isogai
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Patent number: 4316980Abstract: The present invention relates to a process for the preparation of thermoplastic, aromatic polycarbonates which contain structural units of the formulae 1 and/or 2 ##STR1## in which R denotes C.sub.1 -C.sub.3 -alkyl, preferably CH.sub.3, andX denotes a single bond, C.sub.1 -C.sub.5 -alkylene, C.sub.2 -C.sub.5 -alkylidene, cyclohexylene, cyclohexylidene, --O-- or --S--.Type: GrantFiled: January 14, 1980Date of Patent: February 23, 1982Assignee: Bayer AktiengesellschaftInventors: Karsten Idel, Volker Serini, Dieter Freitag, Gerd Fengler
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Patent number: 4312976Abstract: A single-stage melt polymerization process for the production of high molecular weight polybenzimidazole is provided. The process comprises reacting a monomeric reactant or reactants, which are capable of reacting to form a polybenzimidazole, at a temperature above the melting temperature of the monomeric reactant or reactants in the presence of a catalyst selected from the group consisting of organic sulfonic acids, halogenated acetic acids, and non-oxidizing inorganic acids. The polybenzimidazole is preferably produced by the reaction of 3,3',4,4'-tetraaminobiphenyl with isophthalic acid at a temperature within the range of approximately 360.degree. C. to 425.degree. C. for a period of time within the range of approximately 3 to 5 hours in the presence of approximately 0.25 to 0.5 percent by weight, based upon the weight of the isophthalic acid, of p-toluenesulfonic acid.Type: GrantFiled: July 15, 1980Date of Patent: January 26, 1982Assignee: Celanese CorporationInventor: Eui W. Choe
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Patent number: 4301272Abstract: Novel addition polymers of dimorpholone compounds and diamines, which contain structural units of the general formula ##STR1## where X and Y may be various conventional organic radicals, are obtained by reacting dimorpholone compounds with diamines. The polymers may be used for modifying plastics, and for textile or paper finishing.Type: GrantFiled: March 3, 1980Date of Patent: November 17, 1981Assignee: BASF AktiengesellschaftInventors: Hans-Juergen Degen, Herbert Naarmann
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Patent number: 4283523Abstract: The invention relates to a linear aromatic polyester of enhanced hydrolytic stability comprising bisphenol and dicarboxylic acid monomer residues which contains carboxylate ester end groups derived from a fluoro aliphatic alcohol of 1 to 45 carbon atoms. The invention also includes the process of preparing the polyester.Type: GrantFiled: June 4, 1979Date of Patent: August 11, 1981Assignee: Hooker Chemicals & Plastics Corp.Inventors: Gideon Salee, Jerold C. Rosenfeld
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Patent number: 4278785Abstract: There are described linear aromatic polyesters of a bisphenol and a dicarboxylic acid having terminal carboxylate ester substituents of an aliphatic monofunctional alcohol of 8 to 45 carbons. The polyesters have enhanced hydrolytic stability compared to conventional polyesters of bisphenol and a dicarboxylic acid. Low molecular weight polyesters of the invention have improved stability on processing compared to comparable conventional polyesters of a bisphenol and a dicarboxylic acid. Processes for preparing the polyesters are also disclosed.Type: GrantFiled: June 4, 1979Date of Patent: July 14, 1981Assignee: Hooker Chemicals & Plastics Corp.Inventor: Jerold C. Rosenfeld
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Patent number: 4269967Abstract: The invention relates to membranes which consist of aromatic polyamides containing disulphimide groups and have relative viscosities .eta..sub.rel of .gtoreq.1.4 as measured on a 0.5% N-methylpyrrolidone solution at 20.degree. C., and which may be used for ultrafiltration and inverse osmosis. The membranes of these polyamides according to the invention have a high permeability to water, for example, a throughflow of 1000-5000 1/m.sup.2 d under a pressure of 20 bars, and a high retention capacity for dissolved substances.Type: GrantFiled: May 30, 1979Date of Patent: May 26, 1981Assignee: Bayer AktiengesellschaftInventors: Klaus Elfert, Gerhard D. Wolf, Hans J. Rosenkranz
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Patent number: 4266047Abstract: New and useful polymers are prepared by reacting olefin-terminated prepolymeric materials with simple polyamine, by reacting simple olefins with amine-terminated prepolymers and by reacting olefin-terminated prepolymers with amine-terminated prepolymers. The new and useful polymeric materials so obtained can be cured as with heat, with or without catalyst, to provide products useful for preparing films, laminates, composites, prepregs, molding materials, varnishes, wire enamels and the like.Type: GrantFiled: December 13, 1976Date of Patent: May 5, 1981Assignee: General Electric CompanyInventors: Richard J. Jablonski, Daniel Kruh
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Patent number: 4255555Abstract: An improved transesterification process for preparation of a linear aromatic polyester comprising bisphenol and dicarboxylic acid monomer units terminated with a carboxylic acid ester groups derived from a long chain aliphatic monofunctional alcohol comprises as the improvement partially transesterifying a diaryl ester of the dicarboxylic acid with the alcohol prior to carrying out the transesterification polymerization reaction of said aryl ester and the bisphenol.Type: GrantFiled: June 4, 1979Date of Patent: March 10, 1981Assignee: Hooker Chemicals & Plastics Corp.Inventors: Gideon Salee, Jerold C. Rosenfeld
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Patent number: 4247682Abstract: A polymer of the general formula: R'--M--Ar--B--Ar'--MArBAr'--.sub.k-2 M--Ar--B--Ar'--R wherein M and D, which can be the same or different, are independently ##STR1## wherein each Ar is independentlyR'--M--Ar--D--Ar'[--MArDAr'--].sub.k-2 M--Ar--D--Ar'--R"wherein L is ##STR2## phenyleneoxy, ##STR3## a covalent bond or T, wherein T is as defined belowand each Ar' is independently ##STR4## wherein T is O, S, phenyleneoxy, or --CR.sub.2 -- wherein R is as defined below, or --O--Ar--O-- wherein Ar can have any of the values set forth above and wherein R' and R" are independently ##STR5## wherein X is a covalent bond, --O--, --S--, or --CR.sub.2 -- wherein each R is independently hydrogen, an alkyl or fluoroalkyl group, preferably of 1 to 10 carbons, phenyl or an electron withdrawing group substituted phenyl, Y is CN, NO.sub.2, ##STR6## or if X is a covalent bond, Y can be hydrogen as well as any of the foregoing; or Ar"CO-- or Ar"SO.sub.Type: GrantFiled: May 7, 1979Date of Patent: January 27, 1981Assignee: Raychem CorporationInventor: Klaus J. Dahl
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Patent number: 4245066Abstract: A wholly aromatic polyamide composition which is suitable for producing filaments or fibers having not only an excellent heat-resisting property but also, a superior dyeing property, which comprises:(A) 50 to 95% by weight of poly-m-phenylene isophthalamide, and;(B) 5 to 50% by weight of at least one other aromatic polyamide comprising:(1) an amine moiety consisting of essentially of (a) 35 to 100 molar % of at least one phenylene diamine in which the phenylene group has 1 to 4 substituents respectively selected, independently from each other, from the group consisting of halogen atoms and alkyl radicals having 1 to 4 carbon atoms, and (b) 0 to 65 molar % of at least one other aromatic diamine, and;(2) an acid moiety consisting essentially of at least one aromatic dicarboxylic acid.Type: GrantFiled: July 19, 1979Date of Patent: January 13, 1981Assignee: Teijin LimitedInventors: Yasuo Nakagawa, Keizo Shimada, Tsutomu Nakamura
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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: 4182842Abstract: Disclosed are poly(ester-amides) prepared from an aromatic dicarboxylic acid, ethylene glycol and a p-acylaminobenzoic acid.Type: GrantFiled: November 3, 1978Date of Patent: January 8, 1980Assignee: Eastman Kodak CompanyInventors: Winston J. Jackson, Herbert F. Kuhfuss
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Patent number: 4163099Abstract: Linear thermoplastic polyesters obtained from (a) dicarboxylic acids which contain NH groups, (b) if desired, terephthalic acid and/or isophthalic acid, (c) if desired, diols containing aliphatic diol groups and (d) .beta.-hydroxyalkylated bisphenols are materials from which it is possible to produce shaped articles which have good properties, for example good resistance to stress cracking and stability to thermooxidative degradation, and also a low absorption of water.Type: GrantFiled: March 22, 1978Date of Patent: July 31, 1979Assignee: Ciba-Geigy CorporationInventors: Lothar Buxbaum, Jurgen Habermeier, Hans Batzer
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Patent number: 4154919Abstract: A polybenzimidazole having a polymer chain with the following repeating unit: ##STR1## R.sub.2 is a divalent carbon ring with the linkage to an adjacent repeating unit through adjacent carbon atoms of the ring. Such polybenzimidazoles are formed by the condensation of (a) a substitute carbon ring compound, having at least one dicarboxylic anhydride or its equivalent substituted at adjacent carbon atoms and (b) an organic tetraamine of the following formula: ##STR2## Polybenzimidazoles of the foregoing type may be formed by the use of a tetracarboxylic dianhydride in the condensation reaction. These cross-linked polymers are characterized by minimal softening or burning at high temperature.Type: GrantFiled: August 31, 1976Date of Patent: May 15, 1979Assignee: Acurex CorporationInventor: Martin B. Sheratte
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Patent number: 4139512Abstract: Linear thermoplastic polyesters containing, in the main, triazinedicarboxylic acids as the acid constituent are modified with relatively long-chain aliphatic dicarboxylic acids. By this means, the processability is improved and the notched impact strength is increased, without other mechanical properties being substantially changed.Type: GrantFiled: September 27, 1977Date of Patent: February 13, 1979Assignee: Ciba-Geigy CorporationInventor: Lothar Buxbaum
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Patent number: 4137219Abstract: The present invention relates to polycondensates of the formula 10, their use for absorbing metal ions of the transition elements of the periodic system and their use for the preparation of polymers containing metals of formula 11 which have e.g. improved resistance to heat and to chemicals compared to the corresponding polycondensates of formula 10.Type: GrantFiled: August 17, 1977Date of Patent: January 30, 1979Assignee: Bayer AktiengesellschaftInventors: Karsten Idel, Hugo Vernaleken, Dieter Freitag, Gunther Reiff, Hans Rudolph
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Patent number: 4129570Abstract: The present invention is directed to a novel class of polynitrile (polycyano) substituted polyimide oligomers and the polyamic acid or ester precursors thereof. The nitrile groups on the oligomers allow the compounds to be cured through addition reactions which result in little or no outgassing. In addition, these oligomers are curable with heat in the presence of catalysts such as those which induce cyano trimerizations. The fully cured polyimides derived from these oligomers have excellent thermal and mechanical properties at high temperatures.Type: GrantFiled: July 6, 1976Date of Patent: December 12, 1978Assignee: Hughes Aircraft CompanyInventors: Norman Bilow, Abraham L. Landis, Leroy J. Miller
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Patent number: RE31756Abstract: Methods of making modified polyimide/polyimide-amide foams and the resulting compositions. An N-substituted aliphatic imide is prepared by reacting a suitable aromatic dianhydride with a suitable oxoimine. A polyimide forming material is prepared by dissolving the N-substituted aliphatic imide in an esterifying solvent, then adding a suitable aromatic diamine. This material is dried to a powder or film. A foam is produced by heating the material to reaction temperature for a period sufficient to produce a stable foam. The material melts, then spontaneously expands into a foam which becomes self supporting and cures to a resilient flexible foam. Depending upon heating conditions, a polyimide, polyimide-amide or mixture thereof may be produced, resulting in foams having varying physical properties.Type: GrantFiled: December 27, 1983Date of Patent: December 4, 1984Inventors: John Gagliani, John V. Long