Polyimide oligomers
View Patent ↗Polyimide oligomers of the general formula: M-(Z—Y—X—Y—Z) n -M wherein n is an integer of 1 to 20; X comprises an aromatic diamine containing 2-4 aryl moieties, each of which contains 0-4 substituents; Z is independently the same as X or is a different aromatic diamine containing 1-4 aryl moieties, each of which contains 0-4 substituents; Y comprises an aromatic dianhydride containing 1-4 aryl moieties, each of which contains 0-4 substituents; and M is independently the same as Y or is a substituted or unsubstituted anhydride, a substituted or unsubstituted dianhydride, a substituted or unsubstituted bisimide, or a substituted or unsubstituted monomeric or oligomeric phthalonitrile.
1. A polyimide oligomer having the general structure:
M-(Z—Y—X—Y—Z) n -M
wherein:
n is an integer of 1 to 20;
X comprises an aromatic diamine selected from the group consisting of 4,4′-methylene bis(2,6-diethylaniline and 4,4″-methylene bis(2-methyl-6-isopropylaniline;
Z is independently the same as X or is a different aromatic diamine containing 1-4 aryl moieties, each of which contains 0-4 substituents;
Y comprises an aromatic dianhydride containing 1-4 aryl moieties, each of which contains 0-4 substituents; and
M is independently the same as Y or is a substituted or unsubstituted anhydride, a substituted or unsubstituted dianhydride, a substituted or unsubstituted bisimide, or a substituted or unsubstituted monomeric or oligomeric phthalonitrile.
2. The oligomer of claim 1 wherein n is an integer of 1 to 10.
3. The oligomer of claim 2 wherein n is 2.
4. The oligomer of claim 1 wherein the substituents for Z, if present, are selected from the group consisting of C 1 -C 5 alkyl and O.
5. The oligomer of claim 1 wherein Z is selected from the group consisting of 1,3-phenylene diamine; 1,4-phenylenediamine; 3,5-diethyl-2,5-diaminotoluene; 3,5-diethyl-2,6-diaminotoluene; 1,3-bis(3-aminophenoxy)benzene; and 4,4′-methylenedianiline.
6. The oligomer of claim 4 wherein Z is selected from the group consisting of 1,3-phenylene diamine; 1,3-bis(3-aminophenoxy)benzene; 1,4-phenylenediamine; and 4,4′-methylene-dianiline.
7. The oligomer of claim 5 wherein Z comprises 1,3-phenylene diamine.
8. The oligomer of claim 6 wherein Z comprises 1,3-bis(3-aminophenoxy)benzene.
9. The oligomer of claim 1 wherein the substituents for Y, if present, are selected from the group consisting of C 1 -C 5 alkyl, halogens, O and SO 2 .
10. The oligomer of claim 1 wherein Y is selected from the group consisting of bisphenol A dianhydride; benzopohenone tetracarboxylic dianhydride; pyromellitic dianhydride; 4,4′-oxybiphthalic anhydride; 3,3′,4,4′-diphenylsulfone tetracarboxylic dianhydride; 4,4′-(hexafluoroisopropylidene)biphthalic anhydride; 4,4′-biphthalic anhydride; and hydroquinone biphthalic anhydride.
11. The oligomer of claim 9 wherein Y is selected from the group consisting of bisphenol A dianhydride; pyromellitic dianhydride; and 4,4′-(hexafluoroisopropylidene)biphthalic anhydride.
12. The oligomer of claim 10 wherein Y comprises bisphenol A dianhydride.
13. The oligomer of claim 10 wherein Y comprises pyromellitic dianhydride.
14. The oligomer of claim 1 wherein M is independently the same as Y or is a substituted or unsubstituted anhydride, a substituted or unsubstituted dianhydride, a substituted or unsubstituted bisimide, or a substituted or unsubstituted monomeric or oligomeric phthalonitrile.
15. The oligomer of claim 14 wherein M is selected from the group consisting of maleic anhydride, 4-phenylethynyl phthalic anhydride, 4,4′-bismaleimidodiphenyl-methane and 1,3-bis(3,4-dicyanophenoxy)benzene.
16. The oligomer of claim 15 wherein M comprises maleic anhydride.