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Thermostable heterocyclic polymers of aromatized bis adducts of diels-alder reaction between maleic anhydride and bisfuranic compounds

Assignee: ZAP BORIS ISAAKOVICH
•
Filing: 1973-05-14
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Granted: 1975-02-25
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Expires: 1993-05-14
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Abstract

Abstract Thermostable heterocyclic polymers which are polyimides, polyimidazopyrrolones, and copolymers of an imide and imidazopyrrolonic structure are produced by the method in which aromatizated bis-adducts of the Diels-Alder reaction between maleic anhydride and bis-furanic compounds are reacted with an amino component which may be aromatic di- or tetramines as well as their mixtures.

Inventors

  • 👤 Alfred Anisimovich Berlin
  • 👤 Boris Izrailevich Liogonky
  • 👤 Boris Isaakovich Zapadinsky

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 19:58
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/20; C08G73/10; C08G73/12

Claims Analysis

Total Claims: 28
Claim 1
Independent Claim 29 words
THERMOSTABLE HETEROCYCLIC POLYMERS SELECTED FROM THE GROUP CONSISTING OF POLYAMIDE, POLYIMIDAZOPRYRROLONE, AND A COPOLYMER OF AN IMIDE AND IMIDAZOPYRROLONIC STRUCTURE AND CONSISTING SUBSTANTIALLY OF UNITS OF THE GENERAL FORMULAE:
Claim 2
Dependent Claim 29 words
THERMOSTABLE HETEROCYCLIC POLYMERS SELECTED FROM THE GROUP CONSISTING OF POLYAMIDE, POLYIMIDAZOPRYRROLONE, AND A COPOLYMER OF AN IMIDE AND IMIDAZOPYRROLONIC STRUCTURE AND CONSISTING SUBSTANTIALLY OF UNITS OF THE GENERAL FORMULAE:
Claim 3
Dependent Claim 7 words
A polymer consisting essentially of the formula:
Claim 4
Dependent Claim 7 words
A polymer consisting essentially of the formula:
Claim 5
Dependent Claim 7 words
A polymer consisting essentially of the formula:
Claim 6
Dependent Claim 7 words
A polymer consisting essentially of the formula:
Claim 7
Dependent Claim 7 words
A polymer consisting essentially of the formula:
Claim 8
Dependent Claim 7 words
A polymer consisting essentially of the formula:
Claim 9
Dependent Claim 7 words
A polymer consisting essentially of the formula:
Claim 10
Dependent Claim 7 words
A polymer consisting essentially of the formula:
Claim 11
Dependent Claim 6 words
A polymer characterized by the formula:
Claim 12
Dependent Claim 6 words
A polymer characterized by the formula:
Claim 13
Dependent Claim 7 words
A polymer consisting essentially of the formula:
Claim 14
Dependent Claim 7 words
A polymer consisting essentially of the formula:
Claim 15
Dependent Claim 7 words
A polymer consisting essentially of the formula:
Claim 16
Dependent Claim 7 words
A polymer consisting essentially of the formula:
Claim 17
Independent Claim 121 words
A method of producing thermostable heterocyclic polymers selected from the group consisting of polyimide, polyimidazopyrrolone and a copolymer of imide and imidazopyrrolonic structure, which comprises reacting aromatized bis-adducts of the Diels-Alder reaction between maleic anhydride and bis-furanic compounds with an amine component selected from the group consisting of an aromatic diamine, aromatic tetramine and a mixture of aromatic diamine and, aromatic tetramine, one of said initial monomers being taken in excess not higher than 10% at a temperature of 0*-350*C in an atmosphere of an inert gas selected from the group consisting of Ar, N2, CO2, and He, during a time period required for obtaining an intrinsic viscosity of solutions of said polymers in sulphuric acid of at least 0.06 dl/g.
Claim 18
Independent Claim 121 words
A method of producing thermostable heterocyclic polymers selected from the group consisting of polyimide, polyimidazopyrrolone and a copolymer of imide and imidazopyrrolonic structure, which comprises reacting aromatized bis-adducts of the Diels-Alder reaction between maleic anhydride and bis-furanic compounds with an amine component selected from the group consisting of an aromatic diamine, aromatic tetramine and a mixture of aromatic diamine and, aromatic tetramine, one of said initial monomers being taken in excess not higher than 10% at a temperature of 0*-350*C in an atmosphere of an inert gas selected from the group consisting of Ar, N2, CO2, and He, during a time period required for obtaining an intrinsic viscosity of solutions of said polymers in sulphuric acid of at least 0.06 dl/g.
Claim 19
Dependent Claim 42 words
A method as claimed in claim 9, wherein one of said initial monomers is composed of bis-adducts of the Diels-Alder reaction between maleic anhydride and N,N'' -bis(5-R-furfurylidene)diaminoarylenes, where R is selected from the group consisting of an atom H, phenyl, and naphthyl.
Claim 20
Dependent Claim 41 words
A method as claimed in claim 9, wherein one of said initial monomers is composed of bis-adducts of the Diels-Alder reactIon between maleic anhydride and bis(5-R-2-furyl)arylenes, where R is selected from the group consisting of an H atom, phenyl, and naphthyl.
Claim 21
Dependent Claim 45 words
A method as claimed in claim 9, wherein one said initial monomer is composed of aromatized adducts of the Diels-Alder reaction between maleic anhydride and bis-furfuryl esters of aromatic dicarboxylic acids selected from the group consisting of terephthalic, 1,4,-, 1,5-, 2,6-, 2,7-naphthalenedicarboxylic, and 4,4''-diphenyldicarboxylic acids.
Claim 22
Dependent Claim 66 words
A method as claimed in claim 9, wherein one of said initial monomers is composed of aromatized bis-adducts of the Diels-Alder reaction between maleic anhydride and bis-furanic compounds selected from the group consisting of 3,9-bis(5-R''-2-)-furyl)-2, 4,8,10-tetraoxaspiro(5,5)undecane, 3,11-bis(5-R''-2-)-furyl-15,-R-2-2,4,10,12-tetraoxadispiro -(5,1,5,3)hexadecane, 3,11-bis-(5-R''-furyl)-7-R-2,4,10,12-tetraoxadispiro (5,1,5,2) pentadecane, where R is selected from the group consisting of H, OH, and O; R'' is selected from the group consisting of hydrogen, phenyl, and naphthyl.
Claim 23
Dependent Claim 18 words
A method as claimed in claim 9, wherein one of said initial monomers is composed of 2,2'',5,5''-tetraphenyldiphenyl-3,3'',4,4''-tetracarboxylic acid-3,3'',4,4''-dianhydride.
Claim 24
Dependent Claim 47 words
A method as claimed in claim 9, wherein the amino component consists of a compound selected from the group consisting of p-and m-phenylenediamines, benzidines, toluidine, anisidine, 3,3''-diaminodiphenyl, 4,4''-diaminodiphenylmethane, 4,4''-diaminodiphenyloxide, 4,4''-diaminodiphenylsulphone, 4,4''-diaminodiphenylsulphide, 4,4''-diaminodiphenylamine, 1,4-, 1,5-and 2,7-diaminonaphthalenes, 1,4-diaminoanthracene, 3,3''-diaminobenzidine, 3,3'',4,4''-tetraminodiphenylmethane, 3,3'',4,4''-tetraminodiphenyloxide, 1,2,4,5-tetraminobenzene, 1,4,5,8-tetraminonaphthalene, and hydrochlorides of the above-mentioned amines.
Claim 25
Dependent Claim 86 words
A method as claimed in claim 9, wherein said initial monomers taken in equimolecular quantities are reacted in a medium of polyphosphoric acid at a temperature of 160*-210*C in an atmosphere of an inert gas selected from the group consisting of Ar, N2, CO2, and He during 4 to 24 hours to obtain a desirable intrinsic viscosity of the produced polymers, the latter being then subjected to a heat treatment at a temperature of 200* to 350*C in a vacuum better than 10 1 mm Hg.
Claim 26
Dependent Claim 54 words
A method as claimed in claim 9, wherein added to said amino component is an equimolecular quantity of a mixture of said bis-adduct and dianhydride of tetracarboxylic acid selected from the group consisting of pyromellitic, 1,4,5,8-naphthalenetetracarboxylic, 3,4,9,10-perylenetetracarboxylic, 3, 3'',4,4''-benzophenonetetracarboxylic, 3,3'',4,4''-diphenyloxytetracarboxylic acids, the ratio of the components in said mixture varying from 0.01:1 to 1:0.01.
Claim 27
Dependent Claim 7 words
A polymer consisting essentially of the formula:
Claim 28
Dependent Claim 7 words
A polymer consisting essentially of the formula:

References Cited (Backward Citations)

US3179634A Cited
US3179632A Cited
US3532673A Cited
US3414543A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-02-24 1978-08-26 1979-02-25 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-02-24 1982-08-26 1983-02-25 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-02-24 1986-08-26 1987-02-25 $7700.00 Window Closed / Lapsed

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