Reactant Contains Three Or More Carboxylic Acid Groups Or Is Derivative Thereof Patents (Class 528/188)
  • Patent number: 4405770
    Abstract: 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: Grant
    Filed: August 12, 1981
    Date of Patent: September 20, 1983
    Assignee: National Starch and Chemical Corporation
    Inventors: Jules E. Schoenberg, Stephen P. Anderson
  • Patent number: 4391967
    Abstract: 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: Grant
    Filed: September 29, 1982
    Date of Patent: July 5, 1983
    Assignee: Standard Oil Company (Indiana)
    Inventors: Tayseer S. Nimry, Ellis K. Fields
  • Patent number: 4389510
    Abstract: 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: Grant
    Filed: April 17, 1981
    Date of Patent: June 21, 1983
    Assignee: United Technologies Corporation
    Inventors: Charles W. McGregor, Lionel J. Payette
  • Patent number: 4378400
    Abstract: 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: Grant
    Filed: June 29, 1981
    Date of Patent: March 29, 1983
    Assignee: Ube Industries, Ltd.
    Inventors: Hiroshi Makino, Yoshihiro Kusuki, Takashi Harada, Hiroshi Shimazaki
  • Patent number: 4376195
    Abstract: 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: Grant
    Filed: January 7, 1982
    Date of Patent: March 8, 1983
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Ying K. Lee
  • Patent number: 4366304
    Abstract: 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: Grant
    Filed: July 24, 1981
    Date of Patent: December 28, 1982
    Assignee: Standard Oil Company (Indiana)
    Inventors: Tayseer S. Nimry, Ellis K. Fields
  • Patent number: 4362859
    Abstract: 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: Grant
    Filed: August 19, 1981
    Date of Patent: December 7, 1982
    Assignee: Standard Oil Company (Indiana)
    Inventors: Tayseer S. Nimry, Ellis K. Fields
  • Patent number: 4360604
    Abstract: 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: Grant
    Filed: December 7, 1981
    Date of Patent: November 23, 1982
    Assignee: International Harvester Co.
    Inventors: John Gagliani, Raymond Lee, Usman A. K. Sorathia
  • Patent number: 4360657
    Abstract: 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: Grant
    Filed: August 19, 1981
    Date of Patent: November 23, 1982
    Assignee: Standard Oil Company (Indiana)
    Inventors: Tayseer S. Nimry, Ellis K. Fields
  • Patent number: 4358561
    Abstract: 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: Grant
    Filed: January 7, 1981
    Date of Patent: November 9, 1982
    Assignee: Standard Oil Company (Indiana)
    Inventors: Robert G. Keske, James R. Stephens
  • Patent number: 4358582
    Abstract: 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: Grant
    Filed: August 19, 1981
    Date of Patent: November 9, 1982
    Assignee: Standard Oil Company (Indiana)
    Inventors: Tayseer S. Nimry, Ellis K. Fields
  • Patent number: 4358562
    Abstract: 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: Grant
    Filed: July 24, 1981
    Date of Patent: November 9, 1982
    Assignee: Standard Oil Company (Indiana)
    Inventors: Edward E. Paschke, Tayseer S. Nimry, Ellis K. Fields
  • Patent number: 4358580
    Abstract: 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: Grant
    Filed: August 19, 1981
    Date of Patent: November 9, 1982
    Assignee: Standard Oil Company (Indiana)
    Inventors: Tayseer S. Nimry, Ellis K. Fields
  • Patent number: 4358579
    Abstract: 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: Grant
    Filed: July 24, 1981
    Date of Patent: November 9, 1982
    Assignee: Standard Oil Company (Indiana)
    Inventors: Tayseer S. Nimry, Ellis K. Fields
  • Patent number: 4358581
    Abstract: 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: Grant
    Filed: December 5, 1980
    Date of Patent: November 9, 1982
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Richard F. Sutton, Jr.
  • Patent number: 4351915
    Abstract: 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: Grant
    Filed: May 26, 1981
    Date of Patent: September 28, 1982
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Naohiro Kubota, Toshihiro Shibata, Kazuo Sugibuchi, Motonubu Minagawa
  • Patent number: 4348513
    Abstract: 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: Grant
    Filed: January 7, 1981
    Date of Patent: September 7, 1982
    Assignee: Standard Oil Company (Indiana)
    Inventors: Robert G. Keske, James R. Stephens
  • Patent number: 4332929
    Abstract: Copolymers of etherimides and amides have been found to be useful in the coating and molding arts.
    Type: Grant
    Filed: March 16, 1981
    Date of Patent: June 1, 1982
    Assignee: General Electric Company
    Inventors: Fred F. Holub, Gary A. Mellinger
  • Patent number: 4332708
    Abstract: 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: Grant
    Filed: February 27, 1980
    Date of Patent: June 1, 1982
    Assignee: General Electric Company
    Inventors: Edith M. Boldebuck, Eugene G. Banucci
  • Patent number: 4331799
    Abstract: Copolymers of etherimides and amideimides have been found to be useful in the coating and molding arts.
    Type: Grant
    Filed: March 2, 1981
    Date of Patent: May 25, 1982
    Assignee: General Electric Company
    Inventors: Fred F. Holub, Gary A. Mellinger
  • Patent number: 4323493
    Abstract: 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: Grant
    Filed: January 7, 1981
    Date of Patent: April 6, 1982
    Assignee: Standard Oil Company (Indiana)
    Inventors: Robert G. Keske, James R. Stephens
  • Patent number: 4321357
    Abstract: 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: Grant
    Filed: January 16, 1980
    Date of Patent: March 23, 1982
    Assignee: Standard Oil Company (Indiana)
    Inventors: Robert G. Keske, James R. Stephens
  • Patent number: 4321198
    Abstract: 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: Grant
    Filed: January 25, 1980
    Date of Patent: March 23, 1982
    Assignee: Plastics Engineering Company
    Inventors: Gaetano F. D'Alelio, Phillip A. Waitkus
  • Patent number: 4316844
    Abstract: 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: Grant
    Filed: January 25, 1980
    Date of Patent: February 23, 1982
    Assignee: Plastics Engineering Company
    Inventors: Phillip A. Waitkus, Gaetano F. D'Alelio
  • Patent number: 4316845
    Abstract: 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: Grant
    Filed: January 25, 1980
    Date of Patent: February 23, 1982
    Assignee: Plastics Engineering Company
    Inventors: Gaetano F. D'Alelio, Phillip A. Waitkus
  • Patent number: 4316843
    Abstract: 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: Grant
    Filed: January 25, 1980
    Date of Patent: February 23, 1982
    Assignee: Plastics Engineering Company
    Inventors: Phillip A. Waitkus, Gaetano F. D'Alelio
  • Patent number: 4313868
    Abstract: 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: Grant
    Filed: April 30, 1980
    Date of Patent: February 2, 1982
    Assignee: Standard Oil Company (Indiana)
    Inventor: Robert B. Hanson
  • Patent number: 4309528
    Abstract: 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: Grant
    Filed: January 16, 1980
    Date of Patent: January 5, 1982
    Assignee: Standard Oil Company (Indiana)
    Inventors: Robert G. Keske, James R. Stephens
  • Patent number: 4307226
    Abstract: 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: Grant
    Filed: May 15, 1980
    Date of Patent: December 22, 1981
    Assignee: General Electric Company
    Inventors: Donald A. Bolon, Martin A. Byrne
  • Patent number: 4307220
    Abstract: 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: Grant
    Filed: December 5, 1979
    Date of Patent: December 22, 1981
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Michael A. Lucarelli, Lewellyn G. Picklesimer
  • Patent number: 4303775
    Abstract: 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: Grant
    Filed: September 6, 1979
    Date of Patent: December 1, 1981
    Assignee: Gulf Oil Corporation
    Inventors: Wai Y. Chow, S. Paul Thackaberry
  • Patent number: 4302575
    Abstract: 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: Grant
    Filed: December 26, 1979
    Date of Patent: November 24, 1981
    Assignee: General Electric Company
    Inventor: Tohru Takekoshi
  • Patent number: 4299945
    Abstract: 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: Grant
    Filed: March 25, 1980
    Date of Patent: November 10, 1981
    Assignee: Toray Industries, Inc.
    Inventors: Toshihiko Aya, Takashi Sasagawa, Sho Kadoi
  • Patent number: 4293684
    Abstract: 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: Grant
    Filed: March 26, 1980
    Date of Patent: October 6, 1981
    Assignee: General Electric Company
    Inventor: Tohru Takekoshi
  • Patent number: 4291149
    Abstract: 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: Grant
    Filed: January 16, 1980
    Date of Patent: September 22, 1981
    Assignee: Standard Oil Company (Indiana)
    Inventors: Robert G. Keske, James R. Stephens
  • Patent number: 4281100
    Abstract: 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: Grant
    Filed: June 18, 1980
    Date of Patent: July 28, 1981
    Assignee: General Electric Company
    Inventor: Tohru Takekoshi
  • Patent number: 4271288
    Abstract: 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: Grant
    Filed: January 21, 1980
    Date of Patent: June 2, 1981
    Assignee: The Dow Chemical Company
    Inventor: Edmund P. Woo
  • Patent number: 4269968
    Abstract: 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: Grant
    Filed: November 13, 1979
    Date of Patent: May 26, 1981
    Assignee: International Business Machines Corporation
    Inventors: John Duran, Leo Missel, Thomas O. Montelbano
  • Patent number: 4266047
    Abstract: 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: Grant
    Filed: December 13, 1976
    Date of Patent: May 5, 1981
    Assignee: General Electric Company
    Inventors: Richard J. Jablonski, Daniel Kruh
  • Patent number: 4225702
    Abstract: 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: Grant
    Filed: February 1, 1979
    Date of Patent: September 30, 1980
    Assignee: Hitachi Chemical Company, Ltd.
    Inventors: Daisuke Makino, Yasuo Miyadera, Seiki Harada, Atsushi Saiki
  • Patent number: 4224206
    Abstract: 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: Grant
    Filed: July 31, 1978
    Date of Patent: September 23, 1980
    Assignee: Phelps Dodge Industries, Inc.
    Inventor: George H. Sollner
  • Patent number: 4220750
    Abstract: 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: Grant
    Filed: April 24, 1979
    Date of Patent: September 2, 1980
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Bruce A. Reinhardt, Fred E. Arnold
  • Patent number: 4218555
    Abstract: 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: Grant
    Filed: November 1, 1978
    Date of Patent: August 19, 1980
    Assignee: Gulf Oil Corporation
    Inventors: Patricia A. Antonoplos, Clarence D. Bertino, William J. Heilman
  • Patent number: 4215157
    Abstract: 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: Grant
    Filed: November 30, 1978
    Date of Patent: July 29, 1980
    Assignee: General Electric Company
    Inventors: Edith M. Boldebuck, Eugene G. Banucci
  • Patent number: 4214071
    Abstract: 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: Grant
    Filed: April 11, 1975
    Date of Patent: July 22, 1980
    Assignee: Westinghouse Electric Corp.
    Inventors: William M. Alvino, Lawrence W. Frost
  • Patent number: 4197397
    Abstract: 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: Grant
    Filed: March 6, 1978
    Date of Patent: April 8, 1980
    Assignee: University of Notre Dame du Lac
    Inventor: Gaetano F. D'Alelio
  • Patent number: 4197396
    Abstract: 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: Grant
    Filed: May 15, 1978
    Date of Patent: April 8, 1980
    Assignee: General Electric Company
    Inventors: Eugene G. Banucci, Martin A. Byrne
  • Patent number: 4179423
    Abstract: 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: Grant
    Filed: March 27, 1978
    Date of Patent: December 18, 1979
    Assignee: Schenectady Chemicals, Inc.
    Inventors: Deno Laganis, Paul M. Begley
  • Patent number: 4168360
    Abstract: 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: Grant
    Filed: July 25, 1978
    Date of Patent: September 18, 1979
    Assignee: Plastics Engineering Company
    Inventor: Gaetano F. D'Alelio
  • Patent number: RE30213
    Abstract: 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: Grant
    Filed: March 29, 1979
    Date of Patent: February 12, 1980
    Assignee: International Harvester Company
    Inventors: John Gagliani, John V. Long