IP Library Granted Patent US 8,288,484
Granted Patent B2
US 8,288,484 · App. 12/721,147 · Granted Oct 16, 2012

Cross-linked product of metal-containing polyamic acid, cross-linked product of metal-containing polyimide including the cross-linked product of metal-containing polyamic acid, method of manufacturing the cross-linked product of metal-containing polyimide, and polyimide film including the cross-linked product of metal-containing polyimide

Assignee: Samsung Electronics Co., Ltd.
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Quick Facts
Patent No.
US 8,288,484
App. No.
12/721,147
Granted
Oct 16, 2012
Kind
B2
Abstract

A cross-linked metal-containing polyamic acid includes a metal and a cross-linked polyamic acid which is a condensation product of an acid anhydride represented by Formula 1 and a diamine compound: where the group comprises a C5-C20 carbocycle having a cross-linkable functional group or a C4-C20 heterocycle having a cross-linkable functional group. A cross-linked metal-containing polyimide, a method of manufacturing the cross-linked metal-containing polyimide, a polyimide film including the cross-linked metal-containing polyimide, and a method of making the polyimide film are disclosed.

Claims (47)

1. A cross-linked metal-containing polyamic acid comprising:

a metal; and

a cross-linked polyamic acid which is a condensation product of an acid anhydride represented by Formula 1 and a diamine compound:

wherein the

 group comprises a cross-linkable functional group and the

wherein each R independently is selected from the group consisting of a hydrogen atom, a C1-C10 alkyl group, a C1-C10 alkyloxy group, a C6-C10 aryl group, a halogen atom, and any combination thereof.

2. The cross-linked metal-containing polyamic acid of claim 1 , wherein the diamine compound is represented by Formula 4 below:

H 2 N-A-NH 2   Formula 4

wherein A comprises one selected from the group consisting of

wherein m, n, p, and q are each independently an integer of 0 to 18, and s is an integer of 0 to 2,

and any combination thereof.

3. The cross-linked metal-containing polyamic acid of claim 1 , wherein the metal is selected from the group consisting of ruthenium (Ru), tungsten (W), molybdenum (Mo), osmium (Os), titanium (Ti), nickel (Ni), tantalum (Ta), zirconium (Zr), platinum (Pt), palladium (Pd), gold (Au), and any combination thereof.

4. The cross-linked metal-containing polyamic acid of claim 1 , wherein the amount of the metal is from about 0.0001 to about 2.5 wt % based on the total weight of the cross-linked metal-containing polyamic acid.

5. The cross-linked metal-containing polyamic acid of claim 1 , further comprising an additional dianhydride of Formula 3 without a crosslinkable functional group:

where

is a trivalent or a quadrivalent organic group selected from the group consisting of a substituted or unsubstituted C4-C20 carbon cyclic group, a substituted or unsubstituted C6-C20 monocyclic aromatic group, and a substituted or unsubstituted C2-C20 condensed polycyclic aromatic group, an interconnected C2-C20 non-condensed polycyclic aromatic group interconnected by a substituted or unsubstituted aromatic group, and any combination thereof.

6. A cross-linked metal-containing polyimide comprising:

a metal; and

a cross-linked polyimide which is a condensation product of an acid anhydride represented by Formula 1 and a diamine compound and imidization of the condensation product:

wherein the

comprises a cross-linkable functional group and

the

wherein each R independently is selected from the group consisting of a hydrogen atom, a C1-C10 alkyl group, a C1-C10 alkyloxy group, a C6-C10 aryl group, a halogen atom, and any combination thereof.

7. The cross-linked metal-containing polyimide of claim 6 , wherein the diamine compound is represented by Formula 4 below:

H 2 N-A-NH 2   Formula 4

wherein A comprises one selected from the group consisting of

wherein m, n, p, and q are each independently an integer of 0 to 18, and s is an integer of 0 to 2,

and any combination thereof.

8. The cross-linked metal-containing polyimide of claim 6 , wherein the metal is selected from the group consisting of ruthenium (Ru), tungsten (W), molybdenum (Mo), osmium (Os), titanium (Ti), nickel (Ni), tantalum (Ta), zirconium (Zr), platinum (Pt), palladium (Pd), gold (Au), and any combination thereof.

9. The cross-linked metal-containing polyimide of claim 6 , wherein the amount of the metal is from about 0.0001 to about 2.5 wt % based on the total weight of the cross-linked metal-containing polyimide.

10. The cross-linked metal-containing polyimide of claim 6 , further comprising an additional dianhydride of Formula 3 without a crosslinkable functional group:

where

is a trivalent or a quadrivalent organic group selected from the group consisting of a substituted or unsubstituted C4-C20 carbon cyclic group, a substituted or unsubstituted C6-C20 monocyclic aromatic group, and a substituted or unsubstituted C2-C20 condensed polycyclic aromatic group, an interconnected C2-C20 non-condensed polycyclic aromatic group interconnected by a substituted or unsubstituted aromatic group, and any combination thereof.

11. A polyimide film comprising a cross-linked metal-containing polyimide comprising:

a metal; and

a cross-linked polyimide which is a condensation product of an acid anhydride represented by Formula 1 and a diamine compound, and imidization of the condensation product;

wherein the

comprises a cross-linkable functional group and

the

wherein each R independently is selected from the group consisting of a hydrogen atom, a C1-C10 alkyl group, a C1-C10 alkyloxy group, a C6-C10 aryl group, a halogen atom, and any combination thereof.

12. The polyimide film of claim 11 , wherein the aromatic diamine compound is represented by Formula 4 below:

H 2 N-A-NH 2   Formula 4

wherein A comprises one selected from the group consisting of

wherein m, n, p, and q are each independently an integer of 0 to 18, and s is an integer of 0 to 2,

and any combination thereof.

13. The polyimide film of claim 11 , wherein the metal is selected from the group consisting of ruthenium (Ru), tungsten (W), molybdenum (Mo), osmium (Os), titanium (Ti), nickel (Ni), tantalum (Ta), zirconium (Zr), platinum (Pt), palladium (Pd), gold (Au), and any combination thereof.

14. The polyimide film of claim 11 , wherein the amount of the metal is from about 0.0001 to about 2.5 wt % based on the total weight of the cross-linked metal-containing polyimide.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 11, 2010
From: SOHN, BYUNG-HEE; KIM, SANG-MO
To: SAMSUNG ELECTRONICS CO., LTD.
Reel/Frame 024062/0984 →
Priority Claims (2)
KR 10-2009-0020360 · Mar 10, 2009 · national
KR 10-2010-0003948 · Jan 15, 2010 · national
Continuity (1)
Related Publication 20100273954A1 · Oct 28, 2010