Reactant Contains Three Or More Carboxylic Acid Groups Or Is Derivative Thereof Patents (Class 528/188)
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Patent number: 4405770Abstract: Novel polyimides, optionally end-capped with polymerizable or inert groups, and the polyamic acid or ester intermediates thereof are prepared by reacting a tetracarboxylic acid compound (e.g. pyromellitic dianhydride or 3,3',4,4'-benzophenone tetracarboxylic acid dianhydride or its methyl diester) with diamines having the general formula ##STR1## wherein Z is oxygen or sulfur, X and/or Y are carbonyl or carbinol groups, the amine groups may be in the 2-, 3-, and/or 4-position, and isomerism is present when X and/or Y is a carbinol group. The polyimides may be end-capped by reaction, during or after their formation, with polymerizable groups such as 3-aminophenyl acetylene or 3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride. The diamines are novel classes of amines when Z is sulfur and when Z is oxygen and X, Y, or X and Y are carbinol groups.Type: GrantFiled: August 12, 1981Date of Patent: September 20, 1983Assignee: National Starch and Chemical CorporationInventors: Jules E. Schoenberg, Stephen P. Anderson
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Patent number: 4391967Abstract: This invention relates to novel polyimides-polyamides and copolyimides-polyamides prepared from the novel nonaromatic dianhydrides or mixtures of these with other dianhydrides. Tricyclo [4.2.1.0.sup.2,5 ] nonane-3,4-dimethyl-3,4,7,8-tetracarboxylic acid dianhydride (I). I is used to prepare novel polyimides-polyamides which are useful in preparing molded articles, fibers, laminates and coatings.Type: GrantFiled: September 29, 1982Date of Patent: July 5, 1983Assignee: Standard Oil Company (Indiana)Inventors: Tayseer S. Nimry, Ellis K. Fields
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Patent number: 4389510Abstract: A water soluble polyimide is described comprising the reaction product of butane tetracarboxylic acid (BTC), a multifunctional amine of the formula: ##STR1## and a diamine, where the multifunctional amine constitutes at least 5% of the total amine equivalents of the reactants and preferably 15% to 40%. An aqueous solution of this polyimide, a method of coating electrical conductors with this polyimide, and the electrical conductors insulated with the polyimide are also described. The polyimide, particularly useful as an insulation coating for magnet wire, is made by reacting the multifunctional amine with the BTC followed by reaction with the diamine, removing the condensed water produced during the reaction.Type: GrantFiled: April 17, 1981Date of Patent: June 21, 1983Assignee: United Technologies CorporationInventors: Charles W. McGregor, Lionel J. Payette
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Patent number: 4378400Abstract: A gas separating material having excellent heat and chemical resistance, mechanical strength and gas-separating function, comprises a gas separating layer consisting of at least one dense film having a thickness of from 0.1 to 20 microns and comprising at least one aromatic imide polymer which comprises at least 80 molar % of at least one type of recurring unit of the formula (I): ##STR1## wherein R represents a divalent aromatic radical.Type: GrantFiled: June 29, 1981Date of Patent: March 29, 1983Assignee: Ube Industries, Ltd.Inventors: Hiroshi Makino, Yoshihiro Kusuki, Takashi Harada, Hiroshi Shimazaki
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Patent number: 4376195Abstract: A method of increasing the yield of a high purity polyamic acid that is the reaction product of a diamino compound and a polycarboxylic acid dianhydride, comprises:1. purifying an inert solvent by distillation or ion-exchange;2. purifying the dianhydride by sublimation;3. purifying the diamino compound by a slurry process that involves the repeated washing of the diamino compound first with deionized water and then methanol; and4. reacting the purified diamino compound with the purified dianhydride in the purified inert solvent.Type: GrantFiled: January 7, 1982Date of Patent: March 8, 1983Assignee: E. I. Du Pont de Nemours and CompanyInventor: Ying K. Lee
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Patent number: 4366304Abstract: Novel copolyimides are prepared from mixtures of tetramethyl-cyclobutane-1,2,3,4-tetracarboxylic dianhydride and other aliphatic and aromatic dianhydrides. Their dianhydride mixtures are reacted with aliphatic or aromatic diamines to form copolyimides which are useful as engineering plastics.Type: GrantFiled: July 24, 1981Date of Patent: December 28, 1982Assignee: Standard Oil Company (Indiana)Inventors: Tayseer S. Nimry, Ellis K. Fields
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Patent number: 4362859Abstract: Novel polyimides, copolyimides and molding compositions are prepared from novel dianhydrides such as bicyclo[4.2.0]octane-2,5 diphenyl-7,8-dimethyl,3,4,7,8-tetracarboxylic dianhydride and bicyclo[4.2.0]octane-7,8-dimethyl-3,4,7,8-tetracarboxylic acid dianhydride. The novel polyimides are useful as engineering plastics. The novel dianhydrides are useful for the preparation of the polyimides.Type: GrantFiled: August 19, 1981Date of Patent: December 7, 1982Assignee: Standard Oil Company (Indiana)Inventors: Tayseer S. Nimry, Ellis K. Fields
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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: 4360657Abstract: Novel polyimides and molding compositions are prepared from tricyclo[6.4.0.0.sup.2,7 ]dodecane-1,8,2,7-tetracarboxylic acid dianhydride. Also a novel dianhydride-,tricyclo[6.4.0.0.sup.2,7 ]dodecane-1,8,2,7-tetracarboxylic acid dianhydride is prepared by a novel photodimerization of 1-cyclohexene-1,2-dicarboxylic anhydride. The polyimides are useful as engineering plastics.Type: GrantFiled: August 19, 1981Date of Patent: November 23, 1982Assignee: Standard Oil Company (Indiana)Inventors: Tayseer S. Nimry, Ellis K. Fields
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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: 4358582Abstract: Novel polyimides and molding compositions are prepared from novel tricyclo[4.2.1.0.sup.2,5 ] nonane-3,4 dimethyl-3,4,7,8-tetracarboxylic acid dianhydride. The dianhydride is useful for the manufacture of polyimides which are useful as engineering plastics.Type: GrantFiled: August 19, 1981Date of Patent: November 9, 1982Assignee: Standard Oil Company (Indiana)Inventors: Tayseer S. Nimry, Ellis K. Fields
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Patent number: 4358562Abstract: Novel copolyimides and molding compositions are prepared from tetramethylcyclobutane-1,2,3,4-tetracarboxylic dianhydride and mixtures of diamines. Also glass and graphite filled polyimides are prepared. The polyimides are useful as engineering plastics.Type: GrantFiled: July 24, 1981Date of Patent: November 9, 1982Assignee: Standard Oil Company (Indiana)Inventors: Edward E. Paschke, Tayseer S. Nimry, Ellis K. Fields
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Patent number: 4358580Abstract: Novel polyimides, copolyimides and molding compositions are prepared from novel dianhydrides such as tricyclo[6.4.0.0.sup.2,7 ] dodecane-3,6-diphenyl-1,8,4,5-tetracarboxylic acid dianhydride and tricyclo[6.4.0.0.sup.2,7 ] dodecane-1,8,4,5-tetracarboxylic acid dianhydride. The novel polyimides are useful as engineering plastics. The novel dianhydrides are useful for the preparation of the polyimides. Other dianhydrides can be mixed with our novel dianhydrides to make novel copolyimides useful as engineering plastics.Type: GrantFiled: August 19, 1981Date of Patent: November 9, 1982Assignee: Standard Oil Company (Indiana)Inventors: Tayseer S. Nimry, Ellis K. Fields
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Patent number: 4358579Abstract: Novel polyimides and molding compositions are prepared from tetramethylcyclobutane-1,2,3,4-tetracarboxylic dianhydride and diamines. Also glass and graphite filled polyimides are prepared. The polyimides are useful as engineering plastics.Type: GrantFiled: July 24, 1981Date of Patent: November 9, 1982Assignee: Standard Oil Company (Indiana)Inventors: Tayseer S. Nimry, Ellis K. Fields
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Patent number: 4358581Abstract: A process is disclosed for manufacturing high molecular weight polyimide from a chilled solution which includes a polyamide acid prepolymer, a finishing component, and a converting system wherein, when the solution is heated, polyamide acid polymer is formed and converted to polyimide.Type: GrantFiled: December 5, 1980Date of Patent: November 9, 1982Assignee: E. I. Du Pont de Nemours and CompanyInventor: Richard F. Sutton, Jr.
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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: 4332929Abstract: Copolymers of etherimides and amides have been found to be useful in the coating and molding arts.Type: GrantFiled: March 16, 1981Date of Patent: June 1, 1982Assignee: General Electric CompanyInventors: Fred F. Holub, Gary A. Mellinger
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Patent number: 4332708Abstract: Wire coating formulations are provided by heating a mixture of aromatic dianhydride, water and a monoalkyl glycol ether, followed by the addition of organic diamine. The resulting mixture is a stable wire coating enamel capable of forming flexible wire enamels upon cure.Type: GrantFiled: February 27, 1980Date of Patent: June 1, 1982Assignee: General Electric CompanyInventors: Edith M. Boldebuck, Eugene G. Banucci
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Patent number: 4331799Abstract: Copolymers of etherimides and amideimides have been found to be useful in the coating and molding arts.Type: GrantFiled: March 2, 1981Date of Patent: May 25, 1982Assignee: General Electric CompanyInventors: Fred F. Holub, Gary A. Mellinger
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Patent number: 4323493Abstract: A novel process for the preparation of injection moldable polymers prepared from diacylated aliphatic diamines, tricarboxylic anhydride compounds and aliphatic primary diamines. These polymers are useful for the preparation of injection molded articles and fibers. A process for enhancing the crystallization of these polymers by the addition of nucleating agents is also disclosed.Type: GrantFiled: January 7, 1981Date of Patent: April 6, 1982Assignee: Standard Oil Company (Indiana)Inventors: Robert G. Keske, James R. Stephens
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Patent number: 4321357Abstract: A novel process for the preparation of injection moldable polymers prepared from diacylated aliphatic diamines, tricarboxylic anhydride compounds and aliphatic primary diamines. These polymers are useful for the preparation of injection molded articles and fibers. A process for enhancing the crystallization of these polymers by the addition of nucleating agents is also disclosed.Type: GrantFiled: January 16, 1980Date of Patent: March 23, 1982Assignee: Standard Oil Company (Indiana)Inventors: Robert G. Keske, James R. Stephens
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Patent number: 4321198Abstract: Novel compositions comprising acetylenic polyhemi-amic acid compositions and processes for their preparation are disclosed herein. These new compositions are primarily derivatives of anhydride-terminated aromatic polyimides from which they are prepared by amidation to provide acetylenic amide groups having terminal .dbd.C.tbd.CH groups as hemi-amic acid groups of their derivatives. These new compositions are more tractable than the original anhydride-terminated polyimides and can be converted at appropriate lower temperatures to crosslinked, insoluble, infusible polymers without by-product formation thereby extending greatly the applications for which the aromatic polyimides can be employed. Also included are monomeric compounds containing acetylenic amide groups derived from monomeric tetracarboxylic dianhydrides. These are particularly useful as crosslinking agents.Type: GrantFiled: January 25, 1980Date of Patent: March 23, 1982Assignee: Plastics Engineering CompanyInventors: Gaetano F. D'Alelio, Phillip A. Waitkus
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Patent number: 4316844Abstract: Novel compositions comprising unsaturated polyhemi-amic acid compositions and processes for their preparation are disclosed herein. These new compositions are primarily derivatives of anhydride-terminated aromatic polyimides from which they are prepared by amidation to provide unsaturated amide groups having terminal --CH.dbd.CH.sub.2 groups as hemi-amic acid groups or their derivatives. These new compositions are more tractable than the original anhydride-terminated polyimides and can be converted at appropriate lower temperatures to crosslinked, insoluble, infusible polymers without by-product formation thereby extending greatly the applications for which the aromatic polyimides can be employed. Also included are monomeric compounds containing unsaturated amide groups derived from monomeric tetracarboxylic dianhydrides. These are particularly useful as crosslinking agents.Type: GrantFiled: January 25, 1980Date of Patent: February 23, 1982Assignee: Plastics Engineering CompanyInventors: Phillip A. Waitkus, Gaetano F. D'Alelio
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Patent number: 4316845Abstract: Novel compositions comprising acetylenic polyimide-polyamides and processes for their preparation are disclosed herein. These new compositions are primarily derivatives of anhydride-terminated aromatic polyimides from which they are prepared by amidation to provide acetylenic amide groups having terminal --C.dbd.CH groups. These new compositions are more tractable than the original anhydride-terminated polyimides and can be converted at appropriate lower temperatures to crosslinked, insoluble, infusible polymers without by-product formation thereby extending greatly the applications for which the aromatic polyimides can be employed. Also included are monomeric compounds containing acetylenic amide groups derived from monomeric tetracarboxylic dianhydrides. These are particularly useful as crosslinking agents.Type: GrantFiled: January 25, 1980Date of Patent: February 23, 1982Assignee: Plastics Engineering CompanyInventors: Gaetano F. D'Alelio, Phillip A. Waitkus
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Patent number: 4316843Abstract: Novel compositions comprising unsaturated polyimide-polyamides and processes for their preparation are disclosed herein. These new compositions are primarily derivatives of anhydride-terminated aromatic polyimides from which they are prepared by amidation to provide unsaturated amide groups having terminal --CH.dbd.CH.sub.2 groups. These new compositions are more tractable than the original anhydride-terminated polyimides and can be converted at appropriate lower temperatures to crosslinked, insoluble, infusible polymers without by-product formation thereby extending greatly the applications for which the aromatic polyimides can be employed. Also included are monomeric compounds containing unsaturated amide groups derived from monomeric tetracarboxylic dianhydrides. These are particularly useful as crosslinking agents.Type: GrantFiled: January 25, 1980Date of Patent: February 23, 1982Assignee: Plastics Engineering CompanyInventors: Phillip A. Waitkus, Gaetano F. D'Alelio
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Patent number: 4313868Abstract: Novel copolymers and molding compositions are prepared from acyl halide derivatives of dicarboxylic acids, acyl halide derivatives of tricarboxylic aromatic anhydrides and aromatic diamines. Also glass filled copolymers are prepared. The copolymers are useful as engineering plastics.Type: GrantFiled: April 30, 1980Date of Patent: February 2, 1982Assignee: Standard Oil Company (Indiana)Inventor: Robert B. Hanson
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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: 4307226Abstract: Interaction of ethylene glycol with a preformed polyesterimide resin at elevated temperatures forms mixtures homogeneous and clear at room temperature and also soluble in non-polluting solvents, such as monoethers of glycols.Type: GrantFiled: May 15, 1980Date of Patent: December 22, 1981Assignee: General Electric CompanyInventors: Donald A. Bolon, Martin A. Byrne
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Patent number: 4307220Abstract: A process for purifying an acetylene-terminated polyimide oligomer containing residual solvent in which the oligomer is initially dissolved in the same solvent used as the reaction medium in its synthesis. After precipitating the oligomer from solution by mixing with an aqueous solution of potassium or sodium chloride, the precipitated oligomer is washed successively with a plurality of liquids of decreasing polarity to provide an oligomer free of residual solvent.Type: GrantFiled: December 5, 1979Date of Patent: December 22, 1981Assignee: The United States of America as represented by the Secretary of the Air ForceInventors: Michael A. Lucarelli, Lewellyn G. Picklesimer
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Patent number: 4303775Abstract: A group of heat curable resins are provided which have good physical properties, which properties are retained to a surprising degree after prolonged exposure to temperatures as high as 300.degree. C. The products are acetylene end-capped esterimides having the structure: ##STR1## where R is an arylene group or a group having the structure: ##STR2## where X is ##STR3## R.sub.1 is an alkyl group containing 1 or 2 carbon atoms and R.sub.2 is hydrogen or an alkyl group containing 1 or 2 carbon atoms; and where R' is a phenylene group.Type: GrantFiled: September 6, 1979Date of Patent: December 1, 1981Assignee: Gulf Oil CorporationInventors: Wai Y. Chow, S. Paul Thackaberry
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Patent number: 4302575Abstract: Polyetheramide acids and polyetherimides derived therefrom are provided having terminal aliphatically unsaturated groups. The polyetherimides are heat curable, have superior flow characteristics prior to cure, and can be converted to high strength shaped composites when reinforced with various materials such as carbon fibers, glass fibers, etc.Type: GrantFiled: December 26, 1979Date of Patent: November 24, 1981Assignee: General Electric CompanyInventor: Tohru Takekoshi
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Patent number: 4299945Abstract: Thermoplastic polyamide imide copolymers are provided which are excellent in both heat stability and melt viscosity characteristics at a temperature of from about 300.degree. C. to about 400.degree. C., and method of preparation.Type: GrantFiled: March 25, 1980Date of Patent: November 10, 1981Assignee: Toray Industries, Inc.Inventors: Toshihiko Aya, Takashi Sasagawa, Sho Kadoi
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Patent number: 4293684Abstract: Polyetherimides having long chain aliphatic end groups have been found to exhibit significantly lower melt viscosities and higher notched izod impact values compared to comparable polyetherimides end capped with organic radicals derived from aromatic organic amines or aromatic organic anhydrides.Type: GrantFiled: March 26, 1980Date of Patent: October 6, 1981Assignee: General Electric CompanyInventor: Tohru Takekoshi
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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: 4281100Abstract: A method is described for making substantially solvent-free particulated injection moldable polyetherimide oligomer directly from aromatic bis(ether anhydride) and organic diamine. The particulated polyetherimide oligomer can be used to make shaped, high molecular weight polyetherimide by melt polymerization.Type: GrantFiled: June 18, 1980Date of Patent: July 28, 1981Assignee: General Electric CompanyInventor: Tohru Takekoshi
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Patent number: 4271288Abstract: Novel polymeric materials are formed from dianhydride compounds of the formula ##STR1## wherein Ar, R' and R" are named substituents, and both x's are either zeros or ones.Type: GrantFiled: January 21, 1980Date of Patent: June 2, 1981Assignee: The Dow Chemical CompanyInventor: Edmund P. Woo
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Patent number: 4269968Abstract: Polyamic acid having greatly increased adhesive ability is prepared by compacting a solid aromatic dianhydride to reduct its surface area to weight ratio and reacting the compacted dianhydride with a solution of an organic diamine in an inert non-aqueous solvent.Type: GrantFiled: November 13, 1979Date of Patent: May 26, 1981Assignee: International Business Machines CorporationInventors: John Duran, Leo Missel, Thomas O. Montelbano
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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: 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: 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
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Patent number: 4214071Abstract: Amide-imide polymers formable in deep section and prepared by the condensation reaction of at least one of a diacid halide or a polyanhydride or equivalent, and a diamine containing at least one imide linkage. Soluble amide-imide polymers having the general formula: ##STR1## where n is an integer greater than 10 and preferably greater than 20.Type: GrantFiled: April 11, 1975Date of Patent: July 22, 1980Assignee: Westinghouse Electric Corp.Inventors: William M. Alvino, Lawrence W. Frost
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Patent number: 4197397Abstract: Aromatic polyimides with anhydride end groups are chain-extended (molecular weight increased) by reacting them with aromatic diamines or diamine terminated imide oligomers. The reaction can either be at a temperature above the melting point of the reactants or in solvents for the reactants. These polyimides can be shaped and formed prior to chain-extending.Type: GrantFiled: March 6, 1978Date of Patent: April 8, 1980Assignee: University of Notre Dame du LacInventor: Gaetano F. D'Alelio
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Patent number: 4197396Abstract: Disclosed is a process for preparing oligomeric polyetheramide-acid by reacting an aromatic dianhydride component including an aromatic bis(ether anhydride) with an organic diamine in an inert organic liquid selected from methylene chloride, chloroform, 1,2-dichloroethane, and mixtures thereof with acetone. The oligomeric polyetheramide-acid is substantially insoluble in the inert organic liquid, in which the oligomer typically appears as a precipitate which may be recovered in powder or finely divided particulate form without need for grinding.Type: GrantFiled: May 15, 1978Date of Patent: April 8, 1980Assignee: General Electric CompanyInventors: Eugene G. Banucci, Martin A. Byrne
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Patent number: 4179423Abstract: Water soluble polyester-imide prepolymers are prepared (1) having 5 to 60%, preferably at least 35%, of moieties (2) an excess hydroxyl content in excess of 60% and preferably more than 100%, and (3) a number average molecular weight of 600-1300. To water solubilize the prepolymers formed, there are added amines, preferably tertiary amines. The products are useful as wire enamels. To enhance the thermoplastic flow of the enamel, there are added organic titanates.Type: GrantFiled: March 27, 1978Date of Patent: December 18, 1979Assignee: Schenectady Chemicals, Inc.Inventors: Deno Laganis, Paul M. Begley
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Patent number: 4168360Abstract: Novel, unsaturated polyimide-polyester polymerization products and processes for their preparation are disclosed herein. The polyimide-esters from which the polymerization products are derived are derivatives of anhydride-terminated aromatic polyimides, from which they are prepared by esterification to provide unsaturated ester groups having a terminal --CH.dbd.CH.sub.2 group. These new compositions are crosslinked, insoluble, infusible polymers produced without by-product formation.Type: GrantFiled: July 25, 1978Date of Patent: September 18, 1979Assignee: Plastics Engineering CompanyInventor: Gaetano F. D'Alelio
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Patent number: RE30213Abstract: Copolyimide foams made from lower alkyl esters of tetracarboxylic acids and two or more diamines. Precursors for such copolyimides. Processes for making the precursors and for converting them to copolyimide foams.Type: GrantFiled: March 29, 1979Date of Patent: February 12, 1980Assignee: International Harvester CompanyInventors: John Gagliani, John V. Long