IP Library Granted Patent US 9,783,640
Granted Patent B2
US 9,783,640 · App. 14/428,581 · Granted Oct 10, 2017

Polyimide precursor, polyimide, polyimide film, varnish, and substrate

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Quick Facts
Patent No.
US 9,783,640
App. No.
14/428,581
Granted
Oct 10, 2017
Kind
B2
Abstract

A polyimide precursor comprising at least one repeating unit represented by the following chemical formula (5): in which A 3 is a divalent group of an aromatic diamine or an aliphatic diamine, from which amino groups have been removed; and X 3 and Y 3 are each independently hydrogen, an alkyl group having 1 to 6 carbon atoms, or an alkylsilyl group having 3 to 9 carbon atoms, and/or at least one repeating unit represented by the following chemical formula (6): in which A 3 is a divalent group of an aromatic diamine or an aliphatic diamine, from which amino groups have been removed; and X 4 and Y 4 are each independently hydrogen, an alkyl group having 1 to 6 carbon atoms, or an alkylsilyl group having 3 to 9 carbon atoms.

Claims (52)

1. A polyimide precursor comprising at least one repeating unit represented by the following chemical formula (1):

wherein A 1 is a divalent group of an aromatic diamine or an aliphatic diamine, from which amino groups have been removed; and X1 and Y1 are each independently hydrogen, an alkyl group having 1 to 6 carbon atoms, or an alkylsilyl group having 3 to 9 carbon atoms,

wherein the total content of the repeating units represented by the chemical formula (1) is 63 mol % or more based on the total repeating units.

2. The polyimide precursor according to claim 1 , wherein the polyimide precursor comprises at least one repeating unit of the chemical formula (1) in which A1 is a group represented by the following chemical formula (2):

wherein m 1 and n 1 are integers of 0 or more, and m 1 independently represents 0 to 3 and n 1 independently represents 0 to 3; V 1 , U 1 and T 1 each independently represent at least one selected from the group consisting of hydrogen atom, methyl group and trifluoromethyl group; and Z 1 and W 1 each independently represent direct bond, or at least one selected from the group consisting of groups represented by the formulas: —NHCO—, —CONH—, —COO— and —OCO—.

3. The polyimide precursor according to claim 2 , wherein the polyimide precursor comprises at least two of repeating units of the chemical formula (1) in which A 1 is a group represented by the chemical formula (2).

4. A varnish comprising the polyimide precursor according to claim 1 .

5. A polyimide film obtained using a varnish comprising the polyimide precursor according to claim 1 .

6. A polyimide precursor comprising at least one repeating unit represented by the following chemical formula (3):

wherein A 2 is a divalent group of an aromatic diamine or an aliphatic diamine, from which amino groups have been removed; and X 2 and Y 2 are each independently hydrogen, an alkyl group having 1 to 6 carbon atoms, or an alkylsilyl group having 3 to 9 carbon atoms,

wherein the total content of the repeating units represented by the chemical formula (3) is 37 mol % or more based on the total repeating units.

7. The polyimide precursor according to claim 6 , wherein the polyimide precursor comprises at least one repeating unit of the chemical formula (3) in which A 2 is a group represented by the following chemical formula (4):

wherein m 2 and n 2 are integers of 0 or more, and m 2 independently represents 0 to 3 and n 2 independently represents 0 to 3; V 2 , U 2 and T 2 each independently represent at least one selected from the group consisting of hydrogen atom, methyl group and trifluoromethyl group; and Z 2 and W 2 each independently represent direct bond, or at least one selected from the group consisting of groups represented by the formulas: —NHCO—, —CONH—, —COO— and —OCO—.

8. The polyimide precursor according to claim 7 , wherein the polyimide precursor comprises at least two of repeating units of the chemical formula (3) in which A 2 is a group represented by the chemical formula (4).

9. A varnish comprising the polyimide precursor according to claim 6 .

10. A polyimide film obtained using a varnish comprising the polyimide precursor according to claim 6 .

11. A polyimide precursor comprising at least one of repeating units represented by the following chemical formula (5) and the following chemical formula (6):

wherein A 3 is a divalent group of an aromatic diamine or an aliphatic diamine, from which amino groups have been removed; and X 3 and Y 3 are each independently hydrogen, an alkyl group having 1 to 6 carbon atoms, or an alkylsilyl group having 3 to 9 carbon atoms,

wherein A 3 is a divalent group of an aromatic diamine or an aliphatic diamine, from which amino groups have been removed; and X 4 and Y 4 are each independently hydrogen, an alkyl group having 1 to 6 carbon atoms, or an alkylsilyl group having 3 to 9 carbon atoms,

wherein the total content of the repeating units represented by the chemical formula (5) and the chemical formula (6) is 83 mol % or more based on the total repeating units.

12. The polyimide precursor according to claim 11 , wherein the polyimide precursor comprises at least one repeating unit of the chemical formula (5) in which A 3 is a group represented by the following chemical formula (7) and/or at least one repeating unit of the chemical formula (6) in which A 3 is a group represented by the following chemical formula (7):

wherein m 3 and n 3 are integers of 0 or more, and m 3 independently represents 0 to 3 and n 3 independently represents 0 to 3; V 3 , U 3 and T 3 each independently represent at least one selected from the group consisting of hydrogen atom, methyl group and trifluoromethyl group; and Z 3 and W 3 each independently represent direct bond, or at least one selected from the group consisting of groups represented by the formulas: —NHCO—, —CONH—, —COO— and —OCO—.

13. The polyimide precursor according to claim 12 , wherein the polyimide precursor comprises at least two of repeating units of the chemical formula (5) or the chemical formula (6) in which A 3 is a group represented by the chemical formula (7).

14. The polyimide precursor according to claim 11 , wherein the total content of the repeating units represented by the chemical formula (5) is 50 mol % or more based on the total repeating units, and the total content of the repeating units represented by the chemical formula (6) is 30 mol % or more based on the total repeating units.

15. A varnish comprising the polyimide precursor according to claim 11 .

16. A polyimide film obtained using a varnish comprising the polyimide precursor according to claim 11 .

17. A polyimide comprising at least one repeating unit represented by the following chemical formula (8):

wherein B 1 is a divalent group of an aromatic diamine or an aliphatic diamine, from which amino groups have been removed,

wherein the total content of the repeating units represented by the chemical formula (8) is 63 mol % or more based on the total repeating units.

18. The polyimide according to claim 17 , wherein the polyimide comprises at least one repeating unit of the chemical formula (8) in which B 1 is a group represented by the following chemical formula (9):

wherein m 4 and n 4 are integers of 0 or more, and m 4 independently represents 0 to 3 and n 4 independently represents 0 to 3; V 4 , U 4 and T 4 each independently represent at least one selected from the group consisting of hydrogen atom, methyl group and trifluoromethyl group; and Z 4 and W 4 each independently represent direct bond, or at least one selected from the group consisting of groups represented by the formulas: —NHCO—, —CONH—, —COO— and —OCO—.

19. A substrate for a display, a touch panel or a solar battery formed of the polyimide according to claim 17 .

20. A varnish comprising the polyimide according to claim 17 .

21. A polyimide film obtained using a varnish comprising the polyimide according to claim 17 .

22. A polyimide comprising at least one repeating unit represented by the following chemical formula (10):

wherein B 2 is a divalent group of an aromatic diamine or an aliphatic diamine, from which amino groups have been removed,

wherein the total content of the repeating units represented by the chemical formula (10) is 37 mol % or more based on the total repeating units.

23. The polyimide according to claim 22 , wherein the polyimide comprises at least one repeating unit of the chemical formula (10) in which B 2 is a group represented by the following chemical formula (11):

wherein m 5 and n 5 are integers of 0 or more, and m 5 independently represents 0 to 3 and n 5 independently represents 0 to 3; V 5 , U 5 and T 5 each independently represent at least one selected from the group consisting of hydrogen atom, methyl group and trifluoromethyl group; and Z 5 and W 5 each independently represent direct bond, or at least one selected from the group consisting of groups represented by the formulas: —NHCO—, —CONH—, —COO— and —OCO—.

24. A varnish comprising the polyimide according to claim 22 .

25. A polyimide film obtained using a varnish comprising the polyimide according to claim 22 .

26. A substrate for a display, a touch panel or a solar battery formed of the polyimide according to claim 22 .

27. A polyimide comprising at least one of repeating units represented by the following chemical formula (12) and the following chemical formula (13):

wherein B 3 is a divalent group of an aromatic diamine or an aliphatic diamine, from which amino groups have been removed,

wherein B 3 is a divalent group of an aromatic diamine or an aliphatic diamine, from which amino groups have been removed,

wherein the total content of the repeating units represented by the chemical formula (12) and the chemical formula (13) is 83 mol % or more based on the total repeating units.

28. The polyimide according to claim 27 , wherein the polyimide comprises at least one repeating unit of the chemical formula (12) in which B 3 is a group represented by the following chemical formula (14) and/or at least one repeating unit of the chemical formula (13) in which B 3 is a group represented by the following chemical formula (14):

wherein m 6 and n 6 are integers of 0 or more, and m 6 independently represents 0 to 3 and n 6 independently represents 0 to 3; V 6 , U 6 and T 6 each independently represent at least one selected from the group consisting of hydrogen atom, methyl group and trifluoromethyl group; and Z 6 and W 6 each independently represent direct bond, or at least one selected from the group consisting of groups represented by the formulas: —NHCO—, —CONH—, —COO— and —OCO—.

29. The polyimide according to claim 27 , wherein the total content of the repeating units represented by the chemical formula (12) is 50 mol % or more based on the total repeating units, and the total content of the repeating units represented by the chemical formula (13) is 30 mol % or more based on the total repeating units.

30. A varnish comprising the polyimide according to claim 27 .

31. A polyimide film obtained using a varnish comprising the polyimide according to claim 27 .

32. A substrate for a display, a touch panel or a solar battery formed of the polyimide according to claim 27 .

Assignments (2)
CHANGE OF NAME Recorded Jul 14, 2023
From: UBE INDUSTRIES, LTD.
To: UBE CORPORATION
Reel/Frame 064275/0021 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 30, 2015
From: OKA, TAKUYA; KOHAMA, YUKINORI; WATANABE, YOSHIYUKI; HISANO, NOBUHARU
To: UBE INDUSTRIES, LTD.
Reel/Frame 035285/0083 →