Melt processable PMR-type polyimides
AssigneeThe University of Akron
InventorsRonald Eby, Michael Meador, Christopher Gariepy
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Abstract
The present invention provides PMR-type polyimides that exhibit lower melt viscosities than PMR-type polyimides of the prior art. These PMR-type polyimides are created by incorporating flexible linkages, such as kinked structures and twisted or non-coplanar moietes into the backbone structure of the PMR. Specifically, the present invention provides for the production of PMR-type polyimides having 2,2′-disubstituted biaryls in the polymer backbone.
Claims8
An addition-cured polyimide comprising:
- crosslinked linear polyimides, wherein said linear polyimides are the reaction product of:
- an aromatic diamine;
- a reactive end group selected from the group consisting of 5-norbornene-2,3-dicarboxylic acid, ester derivatives of 5-norbornene-2,3-dicarboxylic acid, anhydride derivatives of 5-norbornene-2,3-dicarboxylic acid, and 4-phenylethynylphthalic anhydride;
- and
- a 2,2-biaryl dianhydride selected from the group consisting of:
- where each X is the same or different and is selected from O, CH2, CO, SO2, CF2, C(CH3)2, C(CF3)2, C(Ph)(CF3), or nil.
An addition-cured polyimide comprising:
- crosslinked linear polyimides, wherein said linear polyimides are the reaction product of:
- an aromatic dianhydride;
- a reactive end group selected from the group consisting of 5-norbornene-2,3-dicarboxylic acid, ester derivatives of 5-norbornene-2,3-dicarboxylic acid, anhydride derivatives of 5-norbornene-2,3-dicarboxylic acid, and 4-phenylethynylphthalic anhydride;
- and
- a 2,2′-biaryl diamine selected from the group consisting of:
- where each X is the same or different and is selected from O, CH2, CO, SO2, CF2, C(CH3)2, C(CF3)2, C(Ph)(CF3), or nil.
An addition-cured polyimide comprising:
- crosslinked linear polyimides, wherein said linear polyimides are the reaction product of:
- a 2,2′-biaryl dianhydride selected from the group consisting of:
- a 2,2-biaryl diamine selected from the group consisting of:
- where each X is the same or different and is selected from O, CH2, CO, SO2, CF2, C(CH3)2, C(CF3)2, C(Ph)(CF3), or nil;
- and
- a reactive end group selected from the group consisting of 5-norbornene-2,3-dicarboxylic acid, ester derivatives of 5-norbornene-2,3-dicarboxylic acid, anhydride derivatives of 5-norbornene-2,3-dicarboxylic acid, and 4-phenylethynylphthalic anhydride.
An addition-curable polyimide according to the following structure (I):
- wherein n is 1 to 10, Z is selected from the group consisting of aromatic dianhydride radicals, and the following structures:
- and Y is selected from the group consisting of aromatic diamine radicals, and the following structures:
- where each X is the same or different and is selected from O, CH2, CO, SO2, CF2, C(CH3)2, C(CF3)2, C(Ph)(CF3), or nil, with the proviso that at least one of Z or Y is selected from the given 2,2′-biaryl structures.
An addition-cured polyimide comprising:
- linear polyimides, wherein said linear polyimides are the reaction product of:
- an aromatic diamine;
- a reactive end group selected from the group consisting of 5-norbornene-2,3-dicarboxylic acid, ester derivatives of 5-norbornene-2,3-dicarboxylic acid, anhydride derivatives of 5-norbornene-2,3-dicarboxylic acid, and 4-phenylethynylphthalic anhydride;
- and
- a 2,2′-biaryl dianhydride selected from the group consisting of:
- where each X is the same or different and is selected from O, CH2, CO, SO2, CF2, C(CH3)2, C(CF3)2, C(Ph)(CF3), or nil, wherein the addition-cured polyimide has a melt viscosity of less than about 4000 centipoise (cP).
Dependencies are inferred from the claim text.