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US4978742A Expired / Lapsed US ⏱️ 0.0 years remaining

Polymers prepared from 2-(3-aminophenyl)-2-(4-aminophenyl) hexafluoro propane

Assignee: Hoechst Celanese Chemical Co
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Filing: 1988-09-30
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Granted: 1990-12-18
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Expires: 2008-09-30
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Abstract

Abstract Polyimides and polyamide-acids having improved solubility and processing characterisitcs are provided having incorporated into the polymeric chain as a novel aromatic diamine compound, 2-(3-aminophenyl)-2-(4-aminophenyl) hexafluoropropane (3,4'-6F Diamine). The polyamide-acids and polyimides are prepared by reacting the 3,4'-6F Diamine with aromatic tetracarboxylic acids or anhydrides thereof. It has been found that the polyimides of this invention have improved solubility characterisitics, low dielectric constants and improved thermal flow properties as a consequence of the meta/para positioning of the amino groups on the diamine, which renders these polymers more readily melt spinnable for the production of fibers. The polymers may also be compression molded and fabricated into composites at moderate temperatures and pressures. Solutions of the polyimides may be cast into films.

Inventors

  • 👤 Rohitkumar H. Vora
  • 👤 Werner H. Mueller

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 16:38
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/1039

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 34 words
A polyimide polymer comprising recurring groups having the structure: ##STR3## wherein n is the number of repeating groups, R is a tetravalent aromatic organic radical, and Q is the residuum having the formula: ##STR4##
Claim 2
Dependent Claim 34 words
A polyimide polymer comprising recurring groups having the structure: ##STR3## wherein n is the number of repeating groups, R is a tetravalent aromatic organic radical, and Q is the residuum having the formula: ##STR4##
Claim 3
Dependent Claim 55 words
The polymer of claim 1 wherein R is selected from the group consisting of phenylene, naphthalene, a bis-phenylene compound and mixtures thereof, which may be unsubstituted or ring substituted with a radical selected from the group consisting of halogen, hydroxy, lower C 1 to C 6 alkyl and lower C 1 to C 6 alkoxy.
Claim 4
Dependent Claim 43 words
The polymer of claim 1 wherein n is a number sufficient to provide an inherent viscosity of at least about 0.2 dl/g as measured from a solution of the polymer in dimethylacetamide at 25° C. at a polymer concentration of 0.5 weight percent.
Claim 5
Dependent Claim 25 words
The polymer of claim 1 prepared by forming the amide-acid condensation product of 2-(3-aminophenyl)-2-(4-aminophenyl) hexafluoropropane with an aromatic dianhydride and imidizing said amide-acid condensation product.
Claim 6
Dependent Claim 42 words
The polymer of claim 4 wherein said aromatic dianhydride is selected from the group consisting of bis (3,4-dicarboxyphenyl) ether dianhydride, 3,3',4,4'benzophenone tetracarboxylic dianhydride, 3,3',4,4'-diphenyl tetracarboxylic acid dianhydride, 2,2-bis (3,4 dicarboxy phenyl) hexafluoropropane dianhydride, 1,2,4,5-benzene tetracarboxylic acid dianhydride, and 4,4'-bis[2-(3,4-dicarboxyphenyl) hexafluoroisopropyl]diphenyl ether dianhydride.
Claim 7
Dependent Claim 33 words
The polymer of claim 4 wherein said amide-acid condensation includes a mixture of said 2-(3-aminophenyl)-2-(4-aminophenyl) hexafluoropropane with at least one other diamine having the formula: NH.sub.2 --Y--NH.sub.2 wherein Y is an aromatic moiety.
Claim 8
Dependent Claim 43 words
The polymer of claim 5 wherein n is a number sufficient to provide an inherent viscosity of at least about 0.2 dl/g as measured from a solution of the polymer in dimethylacetamide at 25° C. at a polymer concentration of 0.5 weight percent.
Claim 9
Dependent Claim 14 words
The polymer of claim 7 wherein said dianhydride is 2,2-bis (3,4 dicarboxyphenyl) hexafluoropropane dianhydride.
Claim 10
Dependent Claim 16 words
The polymer of claim 8 wherein said diamine and said dianhydride are reacted in equi-molar amounts.
Claim 11
Dependent Claim 9 words
The polyimide of claim 1 dissolved in organic solvent.
Claim 12
Dependent Claim 8 words
A fiber comprising the polyimide of claim 1.
Claim 13
Dependent Claim 8 words
A film comprising the polyimide of claim 1.
Claim 14
Dependent Claim 11 words
A compression molded shaped article comprising the polyimide of claim 1.

References Cited (Backward Citations)

GB1062435A Cited
US3328352A Cited
US3356648A Cited
US3792148A Cited
US4075172A Cited
US4111906A Cited
US4592925A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-12-17 1994-06-18 1994-12-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-12-17 1998-06-18 1998-12-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-12-17 2002-06-18 2002-12-18 $7700.00 Window Closed / Lapsed

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