INKJET INK

• US 20090104414A1
• Filed: 10/22/2008
• Published: 04/23/2009
• Est. Priority Date: 10/23/2007
• Status: Active Grant

• Current Assignee: JNC Corporation (Chisso Corporation)
• Original Assignee: Chisso Corporation
• Inventors: FURUTA, TOMOTSUGU, TANIOKA, SATOSHI
• Granted Patent: US 8,420,770 B2
• Time in Patent Office: Days
• US Class Current: 428/195.100
• CPC Class Codes: C08G 73/106 containing silicon
• CPC Class Codes: C09D 11/30 Inkjet printing inks
• CPC Class Codes: C09D 11/38 characterised by non-macromolecular additives other than solvents, pigments or dyes
• CPC Class Codes: H05K 2201/0154 Polyimide
• CPC Class Codes: H05K 2203/013 Inkjet printing, e.g. for printing insulating material or resist using ink-jet printing to form a conductive pattern H05K3/125
• CPC Class Codes: H05K 3/285 Permanent coating compositions
• CPC Class Codes: Y10T 428/24802 Discontinuous or differential coating, impregnation or bond [e.g., artwork, printing, retouched photograph, etc.]

Abstract

An inkjet ink capable of forming a polyimide film having, for example, strong mechanical strength, is provided. The inkjet ink contains: a polyamic acid (A) having a weight-average molecular weight of 50,000-500,000; one or more of an amic acid compound (B1) and an amic acid compound (B2), in which the amic acid compound (B1) is prepared from a compound (a3) having two or more anhydride groups and a monoamine (a5), and the amic acid compound (B2) is prepared from a diamine (a4) and a compound (a6) having one anhydride group; and a solvent (C).

Claims

1. An inkjet ink, comprising:

a polyamic acid (A) having a weight-average molecular weight of 50,000-500,000 and a structural unit of Formula (1) below prepared from at least a compound (a1) having two or more anhydride groups and a diamine (a2);

at least one selected from the group consisting of an amic acid compound (B1) prepared from a compound (a3) having two or more anhydride groups and a monoamine (a5), and an amic acid compound (B2) prepared from a diamine (a4) and a compound (a6) having one anhydride group; and

a solvent (C),

2. The inkjet ink according to claim 1, wherein the inkjet ink comprises 0.5 wt %-20 wt % of the polyamic acid (A), 5 wt %-50 wt % of the amic acid compound (B1) and the amic acid compound (B2) in total, and 30 wt %-94.5 wt % of the solvent (C).

3. The inkjet ink according to claim 1, wherein the compounds (a1) and (a3) having two or more anhydride groups are each independently one or more selected from the group consisting of tetracarboxylic dianhydride of Formula (2) below, and a copolymer formed by a monomer having anhydride group and other polymerizable monomer,

4. The inkjet ink according to claim 1, wherein the diamines (a2) and (a4) are each independently a diamine of general Formula (3) below;

H₂N—

R—

NH₂ 

 

(3)

wherein in Formula (3), each R is independently an organic group having 2-100 carbon atoms.

5. The inkjet ink according to claim 1, wherein the monoamine (a5) is an amino silicon compound of general Formula (4) below,

6. The inkjet ink according to claim 1, wherein the compound (a6) having one anhydride group is a silicon containing carboxylic anhydride of general Formula (5) below,

7. The inkjet ink according to claim 3, wherein the tetracarboxylic dianhydride of Formula (2) is one or more selected from the group consisting of pyromellitic dianhydride, 3,3′

,4,4′

-benzophenonetetracarboxylic dianhydride, 2,2′

,3,3′

-benzophenonetetracarboxylic dianhydride, 2,3,3′

,4′

-benzophenonetetracarboxylic dianhydride, 3,3′

,4,4′

-diphenylsulfonetetracarboxylic dianhydride, 2,2′

,3,3′

-diphenylsulfonetetracarboxylic dianhydride, 2,3,3′

,4′

-diphenylsulfonetetracarboxylic dianhydride, 3,3′

,4,4′

-diphenylethertetracarboxylic dianhydride, 2,2′

,3,3′

-diphenylethertetracarboxylic dianhydride, 2,3,3′

,4′

-diphenylethertetracarboxylic dianhydride, 2,2-[bis(3,4-dicarboxylphenyl)]hexafluoropropane dianhydride, ethylene glycol bis(anhydrotrimellitate), cyclobutane tetracarboxylic dianhydride, methylcyclobutane tetracarboxylic dianhydride, cyclopentanetetracarboxylic dianhydride, 1,2,4,5-cyclohexane tetracarboxylic dianhydride, ethane tetracarboxylic dianhydride, and butane tetracarboxylic dianhydride.

8. The inkjet ink according to claim 4, wherein the diamine of Formula (3) is one or more selected from the group consisting of 3,3′

-diaminodiphenylsulfone, 4,4′

-diaminodiphenyl ether, 4,4′

-diaminodiphenylmethane, 3,3′

-diaminodiphenylmethane, 3,3′

-dimethyl-4,4′

-diaminodiphenylmethane, 2,2-bis[4-(4-aminophenoxy)phenyl]propane, 2,2-bis[4-(4-aminophenoxy)phenyl]hexafluoropropane, m-phenylenediamine, p-phenylenediamine, m-xylylenediamine, p-xylylenediamine, 2,2′

-diaminodiphenylpropane, benzidine, 1,1-bis[4-(4-aminophenoxy)phenyl]cyclohexane, 1,1-bis[4-(4-aminophenoxy)phenyl]-4-methylcyclohexane, bis[4-(4-aminobenzyl)phenyl]methane, 1,1-bis[4-(4-aminobenzyl)phenyl]cyclohexane, 1,1-bis[4-(4-aminobenzyl)phenyl]-4-methylcyclohexane, 1,1-bis[4-(4-aminobenzyl)phenyl]cyclohexane, 1,1-bis[4-(4-aminobenzyl)phenyl]-4-methylcyclohexane, 1,1-bis[4-(4-aminobenzyl)phenyl]methane, 1,3-bis(4-aminophenoxy)benzene, and a compound of Formula (XV) below,

9. The inkjet ink according to claim 5, wherein the amino silicon compound of Formula (4) above is one or more selected from the group consisting of p-aminophenyltrimethoxysilane, p-aminophenyltriethoxysilane, m-aminophenyltrimethoxysilane, m-aminophenyltriethoxysilane, 3-aminopropyltrimethoxysilane, and 3-aminopropyltriethoxysilane.

10. The inkjet ink according to claim 6, wherein the silicon containing carboxylic anhydride of Formula (5) above is one or more selected from the group consisting of p-(trimethoxysilyl)phenylsuccinic anhydride, p-(triethoxysilyl)phenylsuccinic anhydride, m-(trimethoxysilyl)phenylsuccinic anhydride, m-(triethoxysilyl)phenylsuccinic anhydride, trimethoxysilylpropylsuccinic anhydride, and triethoxysilylpropylsuccinic anhydride.

12. A polyimide film or a patterned polyimide film, prepared from the inkjet ink according to any one of claims 1 to 11.

13. A polyimide film or patterned polyimide film, prepared by forming a polyamic acid film by applying the inkjet ink according to any one of claims 1 to 11 through an ink jetting process, and forming a polyimide film by processing the polyamic acid film.

14. A film substrate, prepared by forming a polyimide film according to claim 12 on a substrate.

15. An electronic component, having a film substrate according to claim 14.

11. An inkjet ink, comprising:

a polyamic acid (A) having a weight-average molecular weight of 50,000-500,000, prepared from a compound (a1) having two or more anhydride groups and a diamine (a2), wherein the compound (a1) having two or more anhydride groups is at least one selected from the group consisting of 3,3′

,4,4′

-diphenylether tetracarboxylic dianhydride and 2,2-[bis(3,4-dicarboxylphenyl)]hexafluoropropane dianhydride, and the diamine (a2) is at least one selected from the group consisting of 2,2-bis[4-(4-aminophenoxy)phenyl]propane and 1,3-bis(4-aminophenoxy)benzene;

an amic acid compound (B2) prepared from a diamine (a4) and a compound (a6) having one anhydride group, wherein the diamine (a4) is 2,2-bis[4-(4-aminophenoxy)phenyl]propane, and the compound (a6) having one anhydride group is triethoxysilylpropylsuccinic anhydride; and

a solvent (C) being at least one selected from the group consisting of diethylene glycol methyl ethyl ether, N-methyl-2-pyrrolidone, and γ

-butyrolatone.