Phosphorus- Or Sulfur-containing Reactant Patents (Class 528/352)
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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: 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: 4206107Abstract: The products of the invention are acetylene end-capped polyimide oligomers prepared from a dianhydride of an aromatic tetracarboxylic such as 3, 3', 4, 4'-benzophenonetetracarboxylic acid, an aromatic triamine, and a propargyl ester of an amino-substituted aromatic acid such as aminobenzoic acid. The structure of the polyimide oligomers is shown in FIG. 3.Type: GrantFiled: April 26, 1979Date of Patent: June 3, 1980Assignee: Gulf Oil CorporationInventors: Wai Y. Chow, S. Paul Thackaberry
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Patent number: 4206106Abstract: The products of the invention are vinyl end-capped oligomers which are prepared from 2,4-bis (p-aminobenzyl) aniline and a vinyl substituted aromatic monoamine, the principal component of which is the compound whose structure is shown in FIG. 3. The products are prepared from either of two (2) precursors. The first precursor is a compound whose structure is shown in FIG. 2 and which is prepared from 2,4-bis (p-aminobenzyl) aniline, a dianhydride of an aromatic tetracarboxylic acid such as 3,3'4,4'-benzophenonetetracarboxylic acid (BTDA) and a vinyl substituted aromatic monoamine, such as 3-aminophenyl-ethylene (APE). The second precursor is a complex amine salt having the structure shown in FIG. 6 and which is prepared from 2,4-bis-(p-aminobenzyl) aniline, a dialkyl ester of BTDA and APE.Type: GrantFiled: April 5, 1979Date of Patent: June 3, 1980Assignee: Gulf Oil CorporationInventors: William J. Heilman, Daniel J. Hurley
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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: 4187143Abstract: Fibrids are prepared by introducing a solution of a polymer into a liquid precipitation medium while exposing it to shearing forces. A poly(amide-imide) resin solution is admixed with a solvent which is miscible with the resin solvent but which is a non-solvent for the resin itself.Type: GrantFiled: September 9, 1977Date of Patent: February 5, 1980Assignee: BASF AktiengesellschaftInventors: Bruno Sander, Kurt Scherling, Rolf Steinberger, Eckhard Ropte
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Patent number: 4186263Abstract: Novel terpolymers of the amide-imide type are prepared from tricarboxylic-acid-anhydride derivatives, aromatic diamino quinones and two other wholly-aromatic primary diamines. The novel terpolymers are useful for preparing molded articles of superior properties at injection molding temperatures lower than required for molding the amide-imide copolymers disclosed in the prior art.Type: GrantFiled: September 29, 1978Date of Patent: January 29, 1980Assignee: Standard Oil Company (Indiana)Inventor: Edwin F. Morello
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Patent number: 4182853Abstract: New and useful polyamideimide polyamines are disclosed which are used to prepare polyamideimide amic acids and polyamideimideimides useful as films, coatings and adhesives.Type: GrantFiled: October 3, 1973Date of Patent: January 8, 1980Assignee: General Electric CompanyInventor: Daniel Kruh
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Patent number: 4173700Abstract: End-capping an aromatic diamine or a precursor formed by reaction of an aromatic diamine with an aromatic dianhydride with difluoromaleic anhydride yields prepolymers which thermally cure at temperatures from about 150.degree. to about 200.degree. C. to form polymers which display long-term thermal stability at temperatures up to 300.degree. C. and more.Type: GrantFiled: June 21, 1978Date of Patent: November 6, 1979Assignee: TRW Inc.Inventors: Howard E. Green, Robert J. Jones, Michael K. O'Rell
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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: 4168367Abstract: Novel, unsaturated, polyimide-polyesters and processes for their preparation are disclosed herein. These new polyimides are derivatives of anhydride-terminated aromatic polyimides, from which they are prepared by esterification to provide unsaturated ester groups having a terminal --C.tbd.CH group. 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.Type: GrantFiled: July 25, 1978Date of Patent: September 18, 1979Assignee: Plastics Engineering CompanyInventor: Gaetano F. D'Alelio
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Patent number: 4168366Abstract: Novel, unsaturated polyimide-polyesters and processes for their preparation are disclosed herein. These new polyimides are derivatives of anhydride-terminated aromatic polyimides, from which they are prepared by esterification to provide unsaturated ester groups of a terminal --CH.dbd.CH.sub.2 group. 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.Type: GrantFiled: July 25, 1978Date of Patent: September 18, 1979Assignee: Plastics Engineering CompanyInventor: Gaetano F. D'Alelio
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Patent number: 4167620Abstract: Process for heat treating a shaped article of polyamide-imide or polyamic acid comprising preheating the article to remove a major portion of volatiles contained in the article and generated therein and to increase the polymer's deflection temperature by about 15 to about 35.degree. F. without deformation of the article, and heating the article at about 5.degree. to about 25.degree. F. below the increased deflection temperature to progressively increase the polymer's deflection temperature to substantially its maximum attainable value without deformation, said preheating and heating being carried out in the presence of a circulating gas.Type: GrantFiled: February 1, 1978Date of Patent: September 11, 1979Assignee: Standard Oil Company (Indiana)Inventor: Yu-Tsai Chen
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Patent number: 4166168Abstract: 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 --C.tbd.CH group. These new compositions are crosslinked, insoluble, infusible polymers produced without by-product formation.Type: GrantFiled: July 25, 1978Date of Patent: August 28, 1979Assignee: Plastics Engineering CompanyInventor: Gaetano F. D'Alelio
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Patent number: 4142036Abstract: Adamantane compounds having 2 to 4 bridgehead positions substituted with phenylacyl moieties are prepared by oxidizing poly(phenylalkyl) adamantanes. The polyacyl adamantane compounds are useful as intermediates for polyesters, polyamides and polyimides. The esters are useful as plasticizers for polyvinylchloride.Type: GrantFiled: June 1, 1976Date of Patent: February 27, 1979Assignee: Standard Oil Company (Indiana)Inventors: Allen I. Feinstein, Ellis K. Fields
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Patent number: 4107147Abstract: Polysulfoneimides are provided and a method for making such materials. Aromatic bis(sulfoneanhydrides) are reacted with organic diamines to yield polymers which are useful in high temperature applications.Type: GrantFiled: September 2, 1977Date of Patent: August 15, 1978Assignee: General Electric CompanyInventors: Frank J. Williams, III, Paul E. Donahue
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Patent number: 4101487Abstract: A heat curable coating medium for use in the formation of a cured, highly cross-linked, polymeric coating on a substrate. The coating medium comprises an aromatic diamide diacid diamine formed as the reaction product of an aromatic diamine and an aromatic dianhydride, in the molar ratio of two-to-one respectively, in a solvent.Type: GrantFiled: August 13, 1976Date of Patent: July 18, 1978Assignee: General Electric CompanyInventor: Marvin A. Peterson
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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