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Polyamide-polyimide and polybenzoxazole-polyimide polymer

Assignee: EMD Performance Materials Corp
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Filing: 1989-03-09
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Granted: 1990-12-25
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Expires: 2009-03-09
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Abstract

Abstract The present invention provides polyamide-polyimide and polybenzoxazole-polyimide polymers derived therefrom with improved processing and film characteristics having incorporated into the polymeric backbone the polymeric condensation residuum of novel aromatic diamino compounds having the formula: ##STR1## wherein A is selected from the group consisting of SO 2 , O, S, CO, C 1 to C 6 alkyl, perfluoroalkyl or perfluoroarylalkyl having from 1 to 10 carbon atoms and a carbon-carbon double bond directly linking the two aromatic groups, and R is selected from the group consisting of hydrogen, hydroxy and C 1 to C 4 alkoxy. The polyamide-polyimide polymers of this invention are prepared by reacting compounds of the above formula, alone or admixed with other aromatic diamines, with one or more aromatic tetarcarboxylic acids or anhydrides thereof. Polybenzoxazole-polyimide derivatives of such polyamide-polyimide polymers are prepared utilizing compounds of the above formula wherein R is hydroxy or C 1 to C 4 alkoxy, and by subjecting the resulting alkoxy or hydroxy-substituted polyamide-polyimide to a dehydrating and cyclizing reaction to form the oxazole linkage which gives rise to polybenzoxazole-polyimide polymer.

Inventors

  • 👤 Dinesh N. Khanna

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 14:13
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/14; C08G73/1085; C08G73/22

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 134 words
A polyamide-polyimide polymer comprising at least one recurring group of the structure; ##STR12## wherein the moiety B is a substituted or unsubstituted tetravalent aromatic radical selected from the group consisting of a benzene nucleus, polyphenyl nuclei having up to four phenyl rings and naphthalene nuclei, A is selected from the group consisting of SO 2 , O, S, CO, C 1 to C 6 alkylene, CF 3 --C--CF 3 , and CF 3 --C--phenyl, or A represents a bond directly linking the two aromatic groups, and R is selected from the group consisting of hydroxy and C 1 to C 4 alkoxy, said polymer having an inherent viscosity of at least 0.1 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 2
Dependent Claim 134 words
A polyamide-polyimide polymer comprising at least one recurring group of the structure; ##STR12## wherein the moiety B is a substituted or unsubstituted tetravalent aromatic radical selected from the group consisting of a benzene nucleus, polyphenyl nuclei having up to four phenyl rings and naphthalene nuclei, A is selected from the group consisting of SO 2 , O, S, CO, C 1 to C 6 alkylene, CF 3 --C--CF 3 , and CF 3 --C--phenyl, or A represents a bond directly linking the two aromatic groups, and R is selected from the group consisting of hydroxy and C 1 to C 4 alkoxy, said polymer having an inherent viscosity of at least 0.1 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 3
Dependent Claim 11 words
The polymer of claim 2 wherein the radical A is ##STR13##
Claim 4
Dependent Claim 11 words
The polymer of claim 2 wherein the radical A is ##STR14##
Claim 5
Dependent Claim 21 words
The polymer of claim 3 wherein R is para and the amido linkages are meta with respect to the A group.
Claim 6
Dependent Claim 9 words
The polymer of claim 4 wherein R is hydroxy.
Claim 7
Dependent Claim 17 words
The polymer of claim 4 wherein the imido linkages are para with respect to each amido linkage.
Claim 8
Dependent Claim 11 words
The polymer of claim 1 wherein the radical B is ##STR15##
Claim 9
Dependent Claim 44 words
The polymer of claim 1 wherein B is the residuum nucleus of a dianhydride selected from the group consisting of 1,2,4,5-benzene tetracarboxylic acid dianhyride bis(3,4-dicarboxy-phenyl) ether dianhydride, 3,3',4,4'-benzophenone tetracarboxylic acid dianhydride, 3,4',4,4'-diphenyl tetracarboxylic acid dianhydride, 2,2-bis(3,4-dicarboxyphenyl) hexafluoropropane dianhydride and 4,4'-bis[2-(3,4-dicarboxyphenyl) hexafluoroisopropyl] diphenyl ether dianhydride.
Claim 10
Dependent Claim 28 words
The polymer of claim 8 wherein R is hydroxy, A is ##STR16## and R is para and the amido linkages are meta with respect to the A group.
Claim 11
Dependent Claim 17 words
The polymer of claim 9 wherein the imido linkages are para with respect to each amido linkage.
Claim 12
Dependent Claim 9 words
A solvent solution of the polymer of claim 1.
Claim 13
Dependent Claim 9 words
A dried film comprising the polymer of claim 1.
Claim 14
Dependent Claim 23 words
A polybenzoxazole-polyimide polymer comprising at least one recurring group of the structure: ##STR17## said polymer prepared by cyclizing the polymer of claim 1.
Claim 15
Dependent Claim 11 words
The polymer of claim 13 wherein the radical A is ##STR18##
Claim 16
Dependent Claim 17 words
The polymer of claim 14 wherein the amido linkages are meta with respect to the A group.
Claim 17
Dependent Claim 17 words
The polymer of claim 14 wherein the imido linkages are para with respect to each amido linkage.
Claim 18
Dependent Claim 11 words
The polymer of claim 14 wherein the radical B is ##STR19##
Claim 19
Dependent Claim 45 words
The polymer of claim 14 wherein B is the residuum nucleus of a dianhydride selected from the group consisting of 1,2,4,5-benzene tetracarboxylic acid dianhydride, bis(3,4-dicarboxy-phenyl) ether dianhydride, 3,3',4,4'-benzophenone tetracarboxylic acid dianhydride, 3,4',4,4'-diphenyl tetracarboxylic acid dianhydride, 2,2-bis (3,4-dicarboxyphenyl) hexafluoropropane dianhydride and 4,4'-bis[2-(3,4-dicarboxyphenyl) hexafluoroisopropyl] diphenyl ether dianhydride.
Claim 20
Dependent Claim 9 words
A dried film comprising the polymer of claim 13.

References Cited (Backward Citations)

US4111906A Cited
JPS6270424A Cited
GB2188936A Cited
US4847353A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-12-24 1994-06-25 1994-12-25 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-12-24 1998-06-25 1998-12-25 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-12-24 2002-06-25 2002-12-25 $7700.00 Window Closed / Lapsed

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