IP Library Granted Patent US 8,766,443
Granted Patent B2
US 8,766,443 · App. 13/710,728 · Granted Jul 1, 2014

Anisotropic conductive film composition, anisotropic conductive film, and semiconductor device bonded by the same

Inventors: Arum Yu (Uiwang-si, KR); Nam Ju Kim (Uiwang-si, KR); Kyoung Soo Park (Uiwang-si, KR); Young Woo Park (Uiwang-si, KR); Joon Mo Seo (Uiwang-si, KR); Kyung Il Sul (Uiwang-si, KR); Dong Seon Uh (Uiwang-si, KR); Hyun Min Choi (Uiwang-si, KR)
Assignee: Cheil Industries, Inc.
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Quick Facts
Patent No.
US 8,766,443
App. No.
13/710,728
Granted
Jul 1, 2014
Kind
B2
Abstract

An anisotropic conductive film composition for bonding an electronic device may include a hydrogenated bisphenol A epoxy monomer represented by Formula 1 or a hydrogenated bisphenol A epoxy oligomer represented by Formula 2: where n may be an integer from 1 to about 50.

Claims (47)

1. A semiconductor device bonded by an anisotropic conductive film composition, the anisotropic conductive film composition comprising:

a first component that includes one or more selected from the group of a hydrogenated bisphenol A epoxy monomer represented by Formula 1 and a hydrogenated bisphenol A epoxy oligomer represented by Formula 2:

wherein n is an integer from 1 to about 50;

a sulfonium curing agent;

a binder resin; and

conductive particles.

2. The semiconductor device as claimed in claim 1 , wherein the first component includes the hydrogenated bisphenol A epoxy monomer represented by Formula 1 and the hydrogenated bisphenol A epoxy oligomer represented by Formula 2.

3. The semiconductor device as claimed in claim 1 , wherein the anisotropic conductive film composition includes:

about 1 to about 50 parts by weight of the first component;

about 1 to about 20 parts by weight of the sulfonium curing agent;

about 20 to about 60 parts by weight of the binder resin; and

about 10 to about 50 parts by weight of the conductive particles;

based on 100 parts by weight of the anisotropic conductive film composition.

4. The semiconductor device as claimed in claim 1 , wherein the sulfonium curing agent includes an aromatic sulfonium salt.

5. The semiconductor device as claimed in claim 4 , wherein the aromatic sulfonium salt is represented by Formula 3:

wherein:

R 1 is selected from the group of hydrogen, an alkyl group, an alkoxy group, a methoxy carbonyl group, and an ethoxy carbonyl group;

R 2 is selected from the group of a methyl group, an ethyl group, a propyl group, and a butyl group; and

R 3 is selected from the group of a nitrobenzyl group, a dinitrobenzyl group, a trinitrobenzyl group, and a naphthylmethyl group.

6. The semiconductor device as claimed in claim 1 , wherein the sulfonium curing agent includes a sulfonium salt represented by Formula 4:

wherein R 1 is selected from the group of a benzyl group, a substituted benzyl group, a phenacyl group, a substituted phenacyl group, an alkyl group, a substituted alkyl group, an alkoxy group, a substituted alkoxy group, an aryloxy group, and a substituted aryloxy group;

R 2 and R 3 each independently are selected from the group of a benzyl group, a substituted benzyl group, a phenacyl group, a substituted phenacyl group, an alkyl group, a substituted alkyl group, an alkoxy group, a substituted alkoxy group, an aryloxy group, a substituted aryloxy group, fluorine, chlorine, bromine, a hydroxyl group, a carboxyl group, a mercapto group, a cyano group, a nitro group, a C 1 to C 18 straight, branched, or cyclic alkyl group, and a substituted C 1 to C 18 straight, branched, or cyclic alkyl group; and

R 1 and R 2 , R 1 and R 3 , or R 2 and R 3 optionally are combined with each other into a cyclic structure.

7. The semiconductor device as claimed in claim 4 , wherein the aromatic sulfonium salt is represented by Formula 5:

wherein:

R 1 is selected from the group of a hydroxyl group,

R 5 O—,

R 5 is selected from the group of an aromatic hydrocarbon, a substituted aromatic hydrocarbon, an aliphatic hydrocarbon, a substituted aliphatic hydrocarbon, a carboxyl group, a sulfonyl group, and combinations thereof; and

R 2 is selected from the group of hydrogen and C 1 to C 6 alkyl groups.

8. The semiconductor device as claimed in claim 1 , wherein the sulfonium curing agent includes:

9. The semiconductor device as claimed in claim 1 , wherein the binder resin includes an epoxy resin having at least two epoxy groups and having an epoxy equivalent weight of about 90 g/eq to about 5,000 g/eq.

10. The semiconductor device as claimed in claim 1 , wherein the binder resin has a weight average molecular weight of about 5,000 g/mol to about 150,000 g/mol.

11. The semiconductor device as claimed in claim 1 , wherein the binder resin includes a fluorene epoxy resin.

12. The semiconductor device as claimed in claim 1 , wherein the conductive particles include at least one selected from the group of metal particles and organic or inorganic particles coated with a metal.

13. The semiconductor device as claimed in claim 1 , wherein the anisotropic conductive film composition provides a glass transition temperature of about 120° C. or more.

14. The semiconductor device as claimed in claim 1 , wherein the anisotropic conductive film composition is for a chip-on-glass (COG) device.

15. An semiconductor device, comprising:

a wiring substrate, the wiring substrate including glass; and

an electrical element bonded to the wiring substrate by an anisotropic conductive film that is a cured product of the anisotropic conductive film composition as according to claim 1 .

16. A semiconductor device bonded by an anisotropic conductive film formed from a composition, the composition comprising:

a hydrogenated bisphenol A epoxy monomer represented by Formula 1 or a hydrogenated bisphenol A epoxy oligomer represented by Formula 2:

wherein n is an integer from 1 to about 50,

the anisotropic conductive film having:

a curing rate of about 70% or more when cured at about 150 to about 170° C. for about 5 to about 10 seconds, and

a glass transition temperature of about 120° C. or more.

17. The semiconductor device as claimed in claim 16 , wherein the curing rate of the anisotropic conductive film is about 70% or more when cured at about 150° C. for about 5 to 10 seconds.

18. The semiconductor device as claimed in claim 16 , wherein the anisotropic conductive film bonds a chip-on-glass (COG) device.

Assignments (6)
MERGER Recorded Mar 26, 2025
From: KUKDO ADVANCED MATERIALS CO., LTD.
To: KUKDO CHEMICAL CO., LTD.
Reel/Frame 070646/0572 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 30, 2022
From: KUKDO CHEMICAL CO., LTD.
To: KUKDO ADVANCED MATERIALS CO., LTD.
Reel/Frame 060940/0414 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 7, 2019
From: SAMSUNG SDI CO., LTD.
To: KUDKO CHEMICAL CO., LTD.
Reel/Frame 050640/0740 →
MERGER AND CHANGE OF NAME Recorded Oct 7, 2019
From: CHEIL INDUSTRIES INC.; SAMSUNG SDI CO., LTD.; SAMSUNG SDI CO., LTD.
To: SAMSUNG SDI CO., LTD.
Reel/Frame 050646/0718 →
CORRECTIVE ASSIGNMENT TO CORRECT THE CORRECTIVE ASSIGNMENT TO CORRECT CONVEYING PARTY DATA NO. 6 FROM KYUNG IL SEO TO KYUNG IL SUL PREVIOUSLY RECORDED ON REEL 029444 FRAME 0447. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Jan 28, 2013
From: YU, ARUM; KIM, NAM JU; PARK, KYOUNG SOO; PARK, YOUNG WOO; SEO, JOON MO; SUL, KYUNG IL; UH, DONG SEON; CHOI, HYUN MIN
To: CHEIL INDUSTRIES, INC.
Reel/Frame 029708/0910 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 11, 2012
From: YU, ARUM; KIM, NAM JU; PARK, KYOUNG SOO; PARK, YOUNG WOO; SEO, JOON MO; SEO, KYUNG IL; UH, DONG SEON; CHOI, HYUN MIN
To: CHEIL INDUSTRIES, INC.
Reel/Frame 029444/0447 →
Priority Claims (1)
KR 10-2011-0134685 · Dec 14, 2011 · national
Continuity (1)
Related Publication 20130154093A1 · Jun 20, 2013