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US4045409A Expired / Lapsed US ⏱️ 0.0 years remaining

Thermally stable, highly fused imide compositions

Assignee: United States Department of the Air Force
•
Filing: 1976-04-19
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Granted: 1977-08-30
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Expires: 1996-04-19
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Abstract

Abstract Thermally stable, highly fused imide polymers are prepared by reacting 2,2'-bis(phenylethynyl)-4,4'-diaminobiphenyl or 2,2'-bis-(phenylethynyl)-5,5'-diaminobiphenyl with an aromatic dianhydride. The polyimides are particularly suitable for use in high temperature applications, such as in the fabrication of fiber reinforced structural composites, fibrous materials and protective coatings.

Inventors

  • 👤 Fred E. Arnold
  • 👤 Frederick L. Hedberg

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 09:17
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/1039; C08G73/1057; C08G73/1064; C08G73/1067; C08G73/1071

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 67 words
A thermally stable imide polymer consisting essentially of repeating units having the following formula: ##STR7## wherein the imido nitrogen atoms are connected to the 4,4' or the 5,5' positions of the biphenyl linkage containing the 2,2'-phenylethynyl groups, and wherein R is ##STR8## and n has a value such that the polymer has an inherent viscosity of about 0.1 to 2.0 as measured in N,N'-dimethylacetamide at 30° C.
Claim 2
Dependent Claim 67 words
A thermally stable imide polymer consisting essentially of repeating units having the following formula: ##STR7## wherein the imido nitrogen atoms are connected to the 4,4' or the 5,5' positions of the biphenyl linkage containing the 2,2'-phenylethynyl groups, and wherein R is ##STR8## and n has a value such that the polymer has an inherent viscosity of about 0.1 to 2.0 as measured in N,N'-dimethylacetamide at 30° C.
Claim 3
Dependent Claim 27 words
The imide polymer according to claim 1 in which the imido nitrogens are connected to the 5,5' positions of the biphenyl linkage and wherein R is ##STR9##
Claim 4
Dependent Claim 27 words
The imide polymer according to claim 1 in which the imido nitrogens are connected to the 5,5' positions of the biphenyl linkage and wherein R is ##STR10##
Claim 5
Dependent Claim 27 words
The imide polymer according to claim 1 in which the imido nitrogens are connected to the 4,4' positions of the biphenyl linkage and wherein R is ##STR11##
Claim 6
Dependent Claim 27 words
The imide polymer according to claim 1 in which the imido nitrogens are connected to the 4,4' positions of the biphenyl linkage, and wherein R is ##STR12##
Claim 7
Dependent Claim 27 words
The imide polymer according to claim 1 in which the imido nitrogens are connected to the 4,4' positions of the biphenyl linkage, and wherein R is ##STR13##
Claim 8
Dependent Claim 105 words
A process for preparing a thermally stable imide polymer which comprises the steps of mixing in an aprotic solvent selected from the group consisting of N,N'-dimethylformamide, N,N'-diethylformamide, N,N'-dimethylacetamide, N,N'-diethylacetamide, N-methyl-α-pyrrolidone, tetramethylurea, hexamethylphosphoramide, and tetramethylene sulfone at about room temperature equimolar amounts of (1) 2,2'-bis(phenylethynyl)-4,4'-diaminobiphenyl or 2,2'-bis(phenylethynyl)-5,5'-diaminobiphenyl and (2) an aromatic dianhydride having the following formula: ##STR14## adding to the mixture about 20 to 150 percent molar excess of acetic anhydride, based on the number of moles of (1) or (2); heating the resulting reaction mixture at about 120° to 140° C for a period of about 1 to 2 hours; and recovering an imide polymer.
Claim 9
Dependent Claim 105 words
A process for preparing a thermally stable imide polymer which comprises the steps of mixing in an aprotic solvent selected from the group consisting of N,N'-dimethylformamide, N,N'-diethylformamide, N,N'-dimethylacetamide, N,N'-diethylacetamide, N-methyl-α-pyrrolidone, tetramethylurea, hexamethylphosphoramide, and tetramethylene sulfone at about room temperature equimolar amounts of (1) 2,2'-bis(phenylethynyl)-4,4'-diaminobiphenyl or 2,2'-bis(phenylethynyl)-5,5'-diaminobiphenyl and (2) an aromatic dianhydride having the following formula: ##STR14## adding to the mixture about 20 to 150 percent molar excess of acetic anhydride, based on the number of moles of (1) or (2); heating the resulting reaction mixture at about 120° to 140° C for a period of about 1 to 2 hours; and recovering an imide polymer.
Claim 10
Dependent Claim 17 words
The process according to claim 7 in which equimolar amounts of 2,2'-bis(phenylethynyl)-5,5'-diaminobiphenyl and bis[4-(3,4-dicarboxyphenoxy)phenyl]sulfone dianhydride are mixed.
Claim 11
Dependent Claim 17 words
The process according to claim 7 in which equimolar amounts of 2,2'-bis(phenylethynyl)-5,5'-diaminobiphenyl and 2,2'-bis[4-(3,4-dicarboxyphenoxy)phenyl]hexafluoropropane dianhydride are mixed.
Claim 12
Dependent Claim 17 words
The process according to claim 7 in which equimolar amounts of 2,2'-bis(phenylethynyl)-4,4'-diaminobiphenyl and bis[4-(3,4-dicarboxyphenoxy)phenyl]sulfone dianhydride are mixed.
Claim 13
Dependent Claim 17 words
The process according to claim 7 in which equimolar amounts of 2,2'-bis(phenylethynyl)-4,4'-diaminobiphenyl and 2,2'-bis[4-(3,4-dicarboxyphenoxy)phenyl]hexafluoropropane dianhydride are mixed.
Claim 14
Dependent Claim 17 words
The process according to claim 7 in which equimolar amounts of 2,2'-bis(phenylethynyl)-4,4'-diaminobiphenyl and bis[4-(3,4-dicarboxyphenoxy)phenyl]sulfide dianhydride are mixed.

References Cited (Backward Citations)

US3555071A Cited
US3897395A Cited
US3879349A Cited
US3926913A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-08-29 1981-02-28 1981-08-30 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-08-29 1985-02-28 1985-08-30 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-08-29 1989-02-28 1989-08-30 $7700.00 Window Closed / Lapsed

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