IP Library Granted Patent US 11,840,619
Granted Patent B2
US 11,840,619 · App. 16/736,997 · Granted Dec 12, 2023

Epoxy resin composition, thermally-conductive material precursor, B-stage sheet, prepreg, heat dissipation material, laminate, metal substrate, and printed circuit board

Inventors: Yoshitaka Takezawa (Tokyo, JP); Shingo Tanaka (Hitachi, JP); Fusao Hojo (Hitachi, JP)
Assignee: RESONAC CORPORATION
C08K3/38B32B5/024B32B15/092B32B15/14B32B27/18B32B27/26B32B27/38C08G59/20C08G59/24C08G59/245C08J5/249C08L63/00H05K1/0201H05K1/03H05K1/0373B32B2260/021B32B2260/046B32B2262/101B32B2307/302B32B2457/08C08J2363/04C08K2003/385
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Quick Facts
Patent No.
US 11,840,619
App. No.
16/736,997
Granted
Dec 12, 2023
Kind
B2
Abstract

Provided are an epoxy resin composition including hexagonal boron nitride particles having an aspect ratio of 2 or more, a liquid crystalline epoxy monomer, and a curing agent, and the epoxy resin composition being capable of forming a resin matrix having a smectic domain by reacting the liquid crystalline epoxy monomer with the curing agent, and a thermally-conductive material precursor, a B-stage sheet, a prepreg, a heat dissipation material, a laminate, a metal substrate, and a printed circuit board, which use the epoxy resin composition.

Claims (50)

1. An epoxy resin composition comprising:

hexagonal boron nitride particles having an aspect ratio of 2 or more;

a liquid crystalline epoxy monomer; and

a curing agent,

the epoxy resin composition forming a resin matrix having a smectic domain by reacting the liquid crystalline epoxy monomer with the curing agent, wherein, in the smectic domain, a periodic structure is formed in a direction intersecting with a (100) crystal face of a hexagonal boron nitride particle, and a periodic structure is formed in a direction along a (001) crystal face of the hexagonal boron nitride particle.

2. The epoxy resin composition according to claim 1 , wherein the liquid crystalline epoxy monomer comprises a monomer represented by the following Formula (I):

wherein, in Formula (I), each of R 1 to R 4 independently represents a hydrogen atom or an alkyl group having from 1 to 3 carbon atoms.

3. The epoxy resin composition according to claim 1 , wherein the curing agent comprises a phenol novolak resin.

4. A thermally-conductive material precursor, comprising a semi-cured product of the epoxy resin composition according to claim 1 .

5. The thermally-conductive material precursor according to claim 4 , wherein the semi-cured product comprises a resin matrix having a smectic domain.

6. The thermally conductive material precursor according to claim 5 , wherein, in the smectic domain, a periodic structure is formed in a direction intersecting with a (100) crystal face of a hexagonal boron nitride particle, and a periodic structure is formed in a direction along a (001) crystal face of the hexagonal boron nitride particle.

7. The thermally-conductive material precursor according to claim 5 , wherein the smectic domain has a periodic structure having one cycle length of from 2 nm to 4 nm.

8. The epoxy resin composition according to claim 1 , wherein the hexagonal boron nitride particles have an aspect ratio of 2 to 7.

9. The epoxy resin composition according to claim 1 , wherein the smectic domain has a periodic structure having one cycle length of from 2 nm to 4 nm.

10. An epoxy resin composition comprising:

hexagonal boron nitride particles having an aspect ratio of 2 or more;

a liquid crystalline epoxy monomer; and

a curing agent,

the epoxy resin composition forming a resin matrix having a smectic domain by reacting the liquid crystalline epoxy monomer with the curing agent,

wherein a content of the hexagonal boron nitride particles is 50% by mass or more with respect to a total solid content.

11. A B-stage sheet, comprising a sheet-shaped semi-cured product of the epoxy resin composition according to claim 10 .

12. The B-stage sheet according to claim 11 , wherein the semi-cured product comprises a resin matrix having a smectic domain.

13. The B-stage sheet according to claim 12 , wherein, in the smectic domain, a periodic structure is formed in a direction intersecting with a (100) crystal face of a hexagonal boron nitride particle, and a periodic structure is formed in a direction along a (001) crystal face of the hexagonal boron nitride particle.

14. The B-stage sheet according to claim 12 , wherein the smectic domain has a periodic structure having one cycle length of from 2 nm to 4 nm.

15. A heat dissipation material, comprising a cured product of the epoxy resin composition according to claim 10 .

16. A laminate comprising:

an adherend; and

a cured layer of at least one resin-containing layer selected from the group consisting of a resin layer formed from the epoxy resin composition according to claim 10 disposed on the adherend.

17. A printed circuit board comprising:

a wiring layer;

a metal plate; and

a cured layer disposed between the wiring layer and the metal plate, wherein the cured layer comprises a cured layer of at least one resin-containing layer formed from the epoxy resin composition according to claim 10 .

18. The epoxy resin composition according to claim 10 , wherein the liquid crystalline epoxy monomer comprises a monomer represented by the following Formula (I):

wherein, in Formula (I), each of R 1 to R 4 independently represents a hydrogen atom or an alkyl group having from 1 to 3 carbon atoms.

19. The epoxy resin composition according to claim 10 , wherein the curing agent comprises a phenol novolak resin.

20. A prepreg comprising:

a fiber substrate; and

a semi-cured product of an epoxy resin composition impregnated in the fiber substrate, the epoxy resin composition comprising:

hexagonal boron nitride particles having an aspect ratio of 2 or more;

a liquid crystalline epoxy monomer; and

a curing agent,

the epoxy resin composition forming a resin matrix having a smectic domain by reacting the liquid crystalline epoxy monomer with the curing agent.

21. A metal substrate comprising:

a metal foil;

a metal plate; and

a cured layer of at least one resin-containing layer formed from an epoxy resin composition claim 1 disposed between the metal foil and the metal plate, the epoxy resin composition comprising:

hexagonal boron nitride particles having an aspect ratio of 2 or more;

a liquid crystalline epoxy monomer; and

a curing agent,

the epoxy resin composition forming a resin matrix having a smectic domain by reacting the liquid crystalline epoxy monomer with the curing agent.

Assignments (4)
CHANGE OF ADDRESS Recorded Feb 14, 2024
From: RESONAC CORPORATION
To: RESONAC CORPORATION
Reel/Frame 066599/0037 →
CHANGE OF NAME Recorded Mar 3, 2023
From: SHOWA DENKO MATERIALS CO., LTD.
To: RESONAC CORPORATION
Reel/Frame 062946/0125 →
CHANGE OF NAME Recorded Mar 2, 2023
From: HITACHI CHEMICAL COMPANY, LTD.
To: SHOWA DENKO MATERIALS CO., LTD.
Reel/Frame 062917/0865 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 8, 2020
From: TAKEZAWA, YOSHITAKA; TANAKA, SHINGO; HOJO, FUSAO
To: HITACHI CHEMICAL COMPANY, LTD.
Reel/Frame 051448/0514 →