IP Library Granted Patent US 9,511,565
Granted Patent B2
US 9,511,565 · App. 14/237,976 · Granted Dec 6, 2016

Polyimide precursor, polyimide, polyimide film, and method for manufacturing triazine compound used for manufacturing same

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,511,565
App. No.
14/237,976
Granted
Dec 6, 2016
Kind
B2
Abstract

A polyimide precursor for obtaining a polyimide film having excellent adhesiveness to metals and improved transmittance in the UV-visible range, a polyimide in which the polyimide precursor is used, a polyimide film in which the polyimide is used, and a method for manufacturing a triazine compound used for manufacturing the polyimide precursor, polyimide film and polyimide.

Claims (26)

1. A polyimide precursor comprising a structural unit represented by general formula (I):

in which A is a tetravalent aromatic group and B is a divalent aromatic group,

wherein B in general formula (I) comprises a triazine moiety represented by following formula (B1):

in which R 1 denotes hydrogen or alkyl or aryl having 1 to 12 carbon atoms, and R 2 denotes hydrogen or alkyl or aryl having 1 to 12 carbon atoms, and

A in general formula (I) comprises a tetravalent residue obtainable by removing two carboxylic anhydride groups from 2,2-bis(3,4-dicarboxyphenyl)-1,1,1,3,3,3-hexafluoropropane dianhydride.

2. A polyimide precursor comprising a structural unit represented by general formula (I):

in which A is a tetravalent aliphatic group and B is a divalent aromatic group,

wherein B in general formula (I) comprises a triazine moiety represented by following formula (B1):

in which R 1 denotes hydrogen or alkyl or aryl having 1 to 12 carbon atoms, and R 2 denotes hydrogen or alkyl or aryl having 1 to 12 carbon atoms.

3. A polyimide precursor according to claim 2 , wherein A in general formula (I) comprises a tetravalent residue obtainable by removing two carboxylic anhydride groups from at least one of cyclohexanetetracarboxylic dianhydride and 1,2,3,4-cyclobutanetetracarboxylic dianhydride.

4. A polyimide precursor according to claim 1 , wherein R 1 denotes hydrogen and R 2 denotes phenyl in general formula (B1).

5. A polyimide precursor according to claim 1 , wherein B in general formula (I) comprises the triazine moiety represented by general formula (B1) in an amount of 10 to 100 mol %.

6. A polyimide obtainable from the polyimide precursor according to claim 1 , comprising a structural unit represented by general formula (II):

in which A and B are groups as defined in claim 1 .

7. A polyimide film comprising the polyimide according to claim 6 .

8. A metal laminate comprising the polyimide film according to claim 7 and metal layer laminated on the polyimide film directly or via an adhesive.

9. A method for producing 2,4-bis(3-aminoanilino)-6-substituted amino-1,3,5-triazine represented by general formula (B2), comprising:

reacting 6-substituted amino-1,3,5-triazine-2,4-dihalide represented by general formula (B3) with 3-nitroaniline to form 2,4-bis-(3-nitroanilino)-6-substituted amino-1,3,5-triazine represented by general formula (B4); and

reducing the obtained 2,4-bis-(3-nitroanilino)-6-substituted amino-1,3,5-triazine;

in which R 1 denotes hydrogen or alkyl or aryl having 1 to 12 carbon atoms, R 2 denotes hydrogen or alkyl or aryl having 1 to 12 carbon atoms, and X denotes halogen atom.

10. A polyimide precursor according to claim 2 , wherein R 1 denotes hydrogen and R 2 denotes phenyl in general formula (B1).

11. A polyimide precursor according to claim 2 , wherein B in general formula (I) comprises the triazine moiety represented by general formula (B1) in an amount of 10 to 100 mol %.

12. A polyimide obtainable from the polyimide precursor according to claim 2 , comprising a structural unit represented by general formula (II):

in which A and B are groups as defined in claim 2 .

13. A polyimide film comprising the polyimide according to claim 12 .

14. A metal laminate comprising the polyimide film according to claim 13 and metal layer laminated on the polyimide film directly or via an adhesive.

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 Oct 24, 2014
From: OISHI, YOSHIYUKI; HISANO, NOBUHARU; KOHAMA, SHIN-ICHIRO; MURAKAMI, TAIZOU; YAMAGUCHI, HIROAKI
To: UBE INDUSTRIES, LTD.; NATIONAL UNIVERSITY CORPORATION IWATE UNIVERSITY
Reel/Frame 034030/0063 →