IP Library › Granted Patent US 11,993,678
Granted Patent B2
US 11,993,678 · App. 17/039,383 · Granted May 28, 2024

Polyamic acid, polyamic acid solution, polyimide, polyimide film, laminate and flexible device, and method for producing polyimide film

Inventor: Mari Uno (Shiga, JP)
Assignee: KANEKA CORPORATION
C08G73/1067B32B27/08B32B27/281C08G73/1014C08G73/1032C08J5/18H01L27/1218
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Quick Facts
Patent No.
US 11,993,678
App. No.
17/039,383
Granted
May 28, 2024
Kind
B2
Abstract

A polyamic acid that is a polyaddition reaction product of a diamine and a tetracarboxylic dianhydrides, according to one or more embodiments of the present invention. The polyamic acid contains 2′-bistrifluoromethylbenzidine as a diamine component in addition to 3,3′,4,4′-biphenyltetracarboxylic dianhydride and 9,9′-(3,4′-dicarboxyphenyl)fluorenic dianhydride as tetracarboxylic dianhydride components. The polyamic acid may include 9,9′-(3,4′-dicarboxyphenyl)fluorenic dianhydride in an amount ranging from 0.5 mol % or more to 10 mol % or less based on total amount of the tetracarboxylic anhydride.

Claims (54)

1. A polyamic acid which is a polyaddition reaction product of a diamine and a tetracarboxylic dianhydride,

wherein:

the diamine comprises 2,2′-bistrifluoromethylbenzidine,

the tetracarboxylic dianhydride comprises 3,3′,4,4′-biphenyltetracarboxylic dianhydride and 9,9′-(3,4′-dicarboxyphenyl)fluorenic dianhydride,

the 9,9′-(3,4′-dicarboxyphenyl)fluorenic dianhydride is comprised in an amount of 0.5 mol % or more and 10 mol % or less based on a total amount of the tetracarboxylic anhydride, and

an amount of the 2,2′-bistrifluoromethylbenzidine based on a total amount of the diamine is 90 mol % or more.

2. A polyamic acid which is a polyaddition reaction product of a diamine and a tetracarboxylic dianhydride,

wherein:

the diamine comprises 2,2′-bistrifluoromethylbenzidine,

the tetracarboxylic dianhydride comprises 3,3′,4,4′-biphenyltetracarboxylic dianhydride and 9,9′-(3,4′-dicarboxyphenyl)fluorenic dianhydride,

the 9,9′-(3,4′-dicarboxyphenyl)fluorenic dianhydride is comprised in an amount of 0.5 mol % or more and 10 mol % or less based on a total amount of the tetracarboxylic anhydride,

the tetracarboxylic dianhydride further comprises pyromellitic anhydride, and

the pyromellitic anhydride is comprised in an amount of 10 mol % or more and 50 mol % or less based on the total amount of the tetracarboxylic anhydrides.

3. A polyamic acid solution comprising:

the polyamic acid according to claim 2 ; and

an organic solvent.

4. The polyamic acid solution according to claim 3 , further comprising an imidazole compound.

5. The polyamic acid solution according to claim 4 ,

wherein a content of the imidazole compound is 0.10 mole or less based on 1 mole of an amide group of the polyamic acid.

6. A polyimide which is a polycondensation reaction product of a diamine and tetracarboxylic dianhydride,

wherein:

the diamine comprises 2,2′-bistrifluoromethylbenzidine,

the tetracarboxylic dianhydride comprises 3,3′,4,4′-biphenyltetracarboxylic dianhydride, and 9,9′-(3,4′-dicarboxyphenyl)fluorenic dianhydride,

the 9,9′-(3,4′-dicarboxyphenyl)fluorenic dianhydride is comprised in an amount of 0.5 mol % or more and 10 mol % or less based on a total amount of the tetracarboxylic anhydrides, and

an amount of the 2,2′-bistrifluoromethylbenzidine based on a total amount of the diamine is 90 mol % or more.

7. A polyimide which is a polycondensation reaction product of a diamine and tetracarboxylic dianhydride,

wherein:

the diamine comprises 2,2′-bistrifluoromethylbenzidine,

the tetracarboxylic dianhydride comprises 3,3′,4,4′-biphenyltetracarboxylic dianhydride, and 9,9′-(3,4′-dicarboxyphenyl)fluorenic dianhydride,

the 9,9′-(3,4′-dicarboxyphenyl)fluorenic dianhydride is comprised in an amount of 0.5 mol % or more and 10 mol % or less based on a total amount of the tetracarboxylic anhydrides,

the tetracarboxylic dianhydride further comprises pyromellitic anhydride, and

the pyromellitic anhydride is comprised in an amount of 10 mol % or more and 50 mol % or less based on the total amount of the tetracarboxylic anhydrides.

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

9. The polyimide film according to claim 8 ,

wherein the polyimide film has a glass transition temperature of 380° C. or higher, and

wherein the polyimide film has a coefficient of thermal expansion during heating from 100° C. to 400° C. of 100 ppm/K or less.

10. The polyimide film according to claim 8 ,

wherein the polyimide film has a light transmittance at a wavelength of 450 nm of 75% or more, and

wherein the polyimide film has a haze of 1.2% or less.

11. A laminate comprising:

a base substrate, wherein the polyimide film according to claim 8 is disposed on the base substrate.

12. A flexible device comprising:

the polyimide film according to claim 8 ; and

an electronic element disposed on the polyimide film.

13. A method for producing a polyimide film comprising:

coating a base substrate with the polyamic acid solution according to claim 3 to form a laminate in which a film-shaped polyamic acid is disposed on the base substrate; and

heating the laminate to imidize the polyamic acid.

14. The method for producing the polyimide film according to claim 13 ,

wherein the laminate is heated at a temperature in a range of 380° C. or higher and 500° C. or lower for an amount of time ranging from 10 minutes or more to 60 minutes or less.

15. A method for producing a polyimide film comprising:

forming the polyimide film by the method according to claim 13 ; and

peeling the base substrate and the polyimide film from each other.

16. The method for producing the polyimide film according to claim 15 ,

wherein the base substrate and the polyimide film are peeled from each other by laser irradiation.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 21, 2020
From: UNO, MARI
To: KANEKA CORPORATION
Reel/Frame 054121/0202 →
Priority Claims (1)
JP 2018-069411 · Mar 30, 2018 · national
Continuity (2)
Continuation PCTJP2019010122 · Mar 12, 2019
Related Publication 20210024699A1 · Jan 28, 2021