AROMATIC POLYIMIDES SUITABLE FOR AEROSPACE PARTS VIA 3D PRINTING PROCESSES
Novel aromatic polyimides, both thermoplastic and thermosettable, are disclosed based on use of asymmetric diamines and symmetric dianhydrides with either a functional endcap for further thermosetting or a non-functional endcap for retention of thermoplastic properties. Both aromatic polyimides have sufficient physical properties to be useful in 3D printing.
1 . An aromatic polyimide comprising:
(a) Thermosettable Poly (2-(4-{3-[1,3-dioxo-5-(2-phenylethynyl)-2,3-dihydro-1H-isoindol-2-yl]phenoxy}phenyl)-5-{[2-(3-{4-[1,3-dioxo-5-(2-phenylethynyl)-2,3-dihydro-1H-isoindol-2-yl]phenoxy}phenyl)-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl]oxy}-2,3-dihydro-1H-isoindole-1,3-dione)
or
(b) Thermoplastic Poly (2-{4-[3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)phenoxy]phenyl}-5-[(2-{3-[4-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)phenoxy]phenyl}-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl)oxy]-2,3-dihydro-1H-isoindole-1,3-dione).
2 . An aromatic polyimide comprising the reaction product of
(1) 3, 4′-oxydianiline (3,4′ ODA);
(2) 4, 4′-Oxydiphthalic anhydride (4, 4′ ODPA); and
(3) an endcap selected from the group consisting of 4-phenylethynyl phthalic anhydride (4-PEPA) and phthalic anhydride (PA);
wherein the 3, 4′ ODA, the 4, 4′ ODPA, and the crosslinking agent are in a molar ratio of from about 1:0.80:0.4 to about 1:0.98:0.03, respectively.
3 . The aromatic polyimide of claim 1 , wherein the polyimide has a glass transition temperature ranging from about 170 to about 235° C.
4 . The aromatic polyimide of claim 3 , further comprising carbon fiber.
5 . The aromatic polyimide of claim 4 , wherein the filament has a diameter ranging from about 1.6 to about 2.1 mm.
6 . The aromatic polyimide of claim 1 , wherein aromatic polyimide is thermosettable and is the reaction product of
(1) 3, 4′-oxydianiline (3,4′ ODA);
(2) 4, 4′-Oxydiphthalic anhydride (4, 4′ ODPA); and
(3) 4-phenylethynyl phthalic anhydride (4-PEPA);
wherein the 3, 4′ ODA, the 4, 4′ ODPA, and 4-PEPA are in a molar ratio of from about 1:0.80:0.4 to about 1:0.98:0.03.
7 . The aromatic polyimide of claim 4 , wherein aromatic polyimide is thermosettable and is the reaction product of
(1) 3, 4′-oxydianiline (3,4′ ODA);
(2) 4, 4′-Oxydiphthalic anhydride (4, 4′ ODPA); and
(3) 4-phenylethynyl phthalic anhydride (4-PEPA);
wherein the 3, 4′ ODA, the 4, 4′ ODPA, and 4-PEPA are in a molar ratio of from about 1:0.90:0.2 to about 1:0.98:0.04.
8 . The aromatic polyimide of claim 1 , wherein aromatic polyimide is thermoplastic and is the reaction product
(1) 3, 4′-oxydianiline (3,4′ ODA);
(2) 4, 4′-Oxydiphthalic anhydride (4, 4′ ODPA); and
(3) phthalic anhydride (PA);
wherein the 3, 4′ ODA, the 4, 4′ ODPA, and PA are in a molar ratio of from about 1:0.95:0.1 to about 1:0.98:0.03, respectively.
9 . The aromatic polyimide of claim 1 , wherein the aromatic polyimide is prepared by solvent-less reactive extrusion.
10 . The aromatic polyimide of claim 1 , wherein the aromatic polyimide is in the form of a 3D printed article.
11 . A composite comprising the aromatic polyimide of claim 1 .
12 . The composite of claim 11 , wherein the composite includes carbon, glass, or synthetic fibers.
13 . The composite of claim 11 , in the form of a 3D printed article.
14 . The composite of claim 11 , wherein the aromatic polyimide is in the form of fine powder for selected laser sintering.
15 . The aromatic polyimide of claim 7 , wherein the thermosettable aromatic polyimide is cured to form a thermoset aromatic polyimide.
16 . The aromatic polyimide of claim 2 , wherein the aromatic polyimide is prepared by solvent-less reactive extrusion.
17 . The aromatic polyimide of claim 2 , wherein the aromatic polyimide is in the form of a 3D printed article.
18 . A composite comprising the aromatic polyimide of claim 2 .
19 . The composite of claim 18 , wherein the composite includes carbon, glass, or synthetic fibers.
20 . The composite of claim 18 , wherein the aromatic polyimide is in the form of a 3D printed article or in the form of fine powder for selected laser sintering.