Polyimide precursor liquid composition and polyimide coating film

• US 20060063908A1
• Filed: 12/25/2003
• Published: 03/23/2006
• Est. Priority Date: 12/27/2002
• Status: Abandoned Application

• Current Assignee: I.S.T Corporation
• Original Assignee: I.S.T Corporation
• Inventors: Moriuchi, Koji, Kikuchi, Masahiko, Uwaba, Satomi, Yonemushi, Harumi
• Application Number:
  US10/540,659
• Publication Number:
  US 20060063908A1
• Time in Patent Office: Days
• US Class Current: 528/310
• CPC Class Codes: C08G 73/10 Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
• CPC Class Codes: C08G 73/1007 from tetracarboxylic acids or derivatives and diamines
• CPC Class Codes: C08G 73/1039 comprising halogen-containing substituents
• CPC Class Codes: C08G 73/1046 Polyimides containing oxygen in the form of ether bonds in the main chain
• CPC Class Codes: C08G 73/105 with oxygen only in the diamino moiety
• CPC Class Codes: C08G 73/1053 with oxygen only in the tetracarboxylic moiety
• CPC Class Codes: C08G 73/1064 containing sulfur
• CPC Class Codes: C08G 73/1071 Wholly aromatic polyimides containing oxygen in the form of ether bonds in the main chain
• CPC Class Codes: C09D 179/08 Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors

Abstract

A polyimide precursor liquid composition of the present invention includes at least one type of tetracarboxylic dianhydride or derivative thereof, at least one type of diamine or derivative thereof, and a polar polymerization solvent, wherein the polyimide precursor liquid composition further includes a cyclic compound, and wherein the cyclic compound has a boiling point of 200° C. or more and comprises carbon, hydrogen and oxygen atoms. A polyimide coating film of the present invention is obtained by converting the polyimide precursor liquid composition into imide. Thus, the present invention provides a polyimide coating or film that is substantially colorless and transparent, and that is useful as, for example, a heat resistant coating film for liquid crystals, organic electroluminescence, touch panels and solar cells and the like.

Claims

1. A polyimide precursor liquid composition, comprising:

at least one type of tetracarboxylic dianhydride or derivative thereof;

at least one type of diamine or derivative thereof; and

a polar polymerization solvent;

wherein the polyimide precursor liquid composition further includes a cyclic compound that has a 5 member ring structure that includes a carbonyl group (C═

O bond);

wherein the cyclic compound has a boiling point of 200°

C. or more and comprises carbon, hydrogen and oxygen atoms and does not include hetero atoms of nitrogen, phosphorous and sulfur; and

wherein the tetracarboxylic dianhydride or derivative thereof includes the chemical formula B described below (where X represents —

O—

, —

S—

, —

SO—

, —

SO₂—

, —

CH₂—

, —

CF₂—

, —

C(CH₃)₂—

, —

C(CF₃)₂—

or a direct bond);

2. The polyimide precursor liquid according to claim 1,

wherein the tetracarboxylic dianhydride or derivative thereof further comprises the following chemical formula A (where X represents —

O—

, —

S—

, —

SO—

, —

SO₂—

, —

CH₂—

, —

CF₂—

, —

C(CH₃)₂—

, —

C(CF₃)₂—

or a direct bond),

3. The polyimide precursor liquid composition according to claim 1,

wherein the diamine or derivative thereof is one type of compound selected from the group consisting of the following chemical formulae I and II (where Y represents —

O—

, —

S—

, —

SO—

, —

SO₂—

, —

CH₂—

, —

CF₂—

, —

C(CH₃)₂—

, —

C(CF₃)₂—

, —

CO—

or a direct bond);

4. The polyimide precursor liquid composition according to claim 1,

wherein the dielectric constant of the cyclic compound is not less than 30.

5. The polyimide precursor liquid composition according to claim 1,

wherein the dipole moment of the cyclic compound is not less than 3 debye.

6. The polyimide precursor liquid composition according to claim 1,

wherein when the solids portion of the polyimide precursor liquid is 100 mass parts, the polar polymerization solvent is in the range of 150 to 900 mass parts, and the cyclic compound is in the range of 15 to 750 mass parts.

7. The polyimide precursor liquid composition according to claim 1,

wherein the polyimide precursor is polymerized in the polar polymerization solvent, after which the cyclic compound is added.

8. A polyimide coating film that is obtained by converting a polyimide precursor liquid composition into an imide, the polyimide precursor liquid composition comprising:

at least one type of tetracarboxylic dianhydride or derivative thereof;

at least one type of diamine or derivative thereof; and

a polar polymerization solvent;

wherein the polyimide precursor liquid composition further includes a cyclic compound that has a 5 member ring structure that includes a carbonyl group (C═

O bond);

wherein the cyclic compound has a boiling point of 200°

C. or more and comprises carbon, hydrogen and oxygen atoms and does not include hetero atoms of nitrogen, phosphorous and sulfur; and

wherein the tetracarboxylic dianhydride or derivative thereof includes a chemical formula B described below (where X represents —

O—

, —

S—

, —

SO—

, —

SO₂—

, —

CH₂—

, —

CF₂—

, —

C(CH₃)₂—

, —

C(CF₃)₂—

or a direct bond);

9. The polyimide coating film according to claim 8,

wherein when the polyimide coating film is a coating film that has a thickness of 50±

10 micrometers (μ

m) and is irradiated with light of 420 nanometers (nm), the polyimide coating film shows a transmittance of 50% or more.

10. The polyimide coating film according to claim 8,

wherein the glass transition temperature (Tg) of the polyimide coating film is 200°

C. or more.

11. The polyimide coating film according to claim 8,

wherein the water absorption of the polyimide coating film is 2.0% or less.

12. The polyimide coating film according to claim 8,

wherein at least a single layer of a transparent, electrically conductive film is further formed on at least one side of the polyimide coating film.

13. The polyimide coating film according to claim 12,

wherein the electric resistance of the transparent, electrically conductive film is 1×

10<sup>−

2</sup> Ω

·

cm or less.

14. The polyimide coating film according to claim 8,

wherein at least a single layer of a transparent film further is formed on at least one side of the polyimide coating film.

15. The polyimide coating film according to claim 14,

wherein at least a single layer of a transparent, electrically conductive film is further formed on at least one side of the transparent film.

16. The polyimide coating film according to claim 15,

wherein the electric resistance of the transparent, electrically conductive film is 1×

10<sup>−

2</sup> Ω

·

cm or less.

17. The polyimide coating film according to claim 8,

wherein the tetracarboxylic dianhydride or derivative thereof further includes a chemical formula A described below (where X represents O—

, —

S—

, —

SO—

, —

SO₂—

, —

CH₂—

, —

CF₂—

, —

C(CH₃)₂—

, —

C(CF₃)₂—

or a direct bond);