IP Library Granted Patent US 10,000,679
Granted Patent B2
US 10,000,679 · App. 14/411,814 · Granted Jun 19, 2018

Phenolic resin composition

Inventors: Shinichi Kosugi (Ibaraki, JP); Haruaki Sue (Ibaraki, JP); Yoshitaka Takezawa (Ibaraki, JP); Hiroyuki Takahashi (Ibaraki, JP); Naoki Hara (Ibaraki, JP)
Assignee: Hitachi Chemical Company, Ltd.
C09K5/14C08G8/10C08G8/12C08G8/20C08G8/22C08G8/24C08G8/36C08G59/621C08G59/688C08L61/06C08L61/12C08L61/14C08L63/00
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Quick Facts
Patent No.
US 10,000,679
App. No.
14/411,814
Granted
Jun 19, 2018
Kind
B2
Abstract

Provided is a phenolic resin composition containing: an epoxy resin curing agent that contains a hydroxybenzene derivative represented by the following Formula (I) and a phenol resin having at least one partial structure selected from the group consisting of the following Formulae (IIa), (IIb), (IIc) and (IId); and an epoxy resin. In these Formulae, each of R 1 , R 2 , R 3 , R 4 and R 5 independently represents a hydroxy group, a hydrogen atom or an alkyl group; at least two of R 1 , R 2 , R 3 , R 4 and R 5 are hydroxy groups; each Ar independently represents at least one group selected from the group consisting of the following Formulae (IIIa) and (IIIb); each of R 11 and R 14 independently represents a hydrogen atom or a hydroxy group; and each of R 12 and R 13 independently represents a hydrogen atom or an alkyl group.

Claims (46)

1. A phenolic resin composition, comprising:

an epoxy resin curing agent that comprises a hydroxybenzene derivative represented by the following Formula (I) and a phenol resin having at least one partial structure selected from the group consisting of the following Formulae (IIa), (IIb), (IIc) and (IId); and

an epoxy resin:

wherein each of R 1 , R 2 , R 3 , R 4 and R 5 independently represents a hydroxy group, a hydrogen atom, or an alkyl group having from 1 to 8 carbon atoms; and at least two of R 1 , R 2 , R 3 , R 4 and R 5 are hydroxy groups;

wherein each of m and n independently represents a positive number; and each Ar independently represents at least one group selected from the group consisting of the following Formulae (IIIa) and (IIIb); and

wherein R 11 represents a hydrogen atom or a hydroxy group; each of R 12 and R 13 independently represents a hydrogen atom or an alkyl group having from 1 to 8 carbon atoms; and R 14 represents a hydrogen atom or a hydroxy group,

wherein a content of the hydroxybenzene derivative is from 30% by mass to 80% by mass with respect to a total mass of the epoxy resin curing agent.

2. The phenolic resin composition according to claim 1 , wherein a mass ratio of a content of the phenol resin with respect to a content of the hydroxybenzene derivative (phenol resin/hydroxybenzene derivative) is from 50/50 to 70/30.

3. The phenolic resin composition according to claim 1 , wherein the epoxy resin has an epoxy equivalent weight of from 100 to 300.

4. The phenolic resin composition according to claim 1 , wherein the epoxy resin has a partial structure represented by the following Formula (IV):

wherein each of R 41 , R 42 , R 43 , R 44 , R 45 , R 46 , R 47 and R 48 independently represents a hydrogen atom, a hydrocarbon group having from 1 to 10 carbon atoms, or an alkoxy group having from 1 to 10 carbon atoms.

5. The phenolic resin composition according to claim 4 , wherein the epoxy resin having the partial structure represented by Formula (IV) is a compound represented by the following Formula (V):

wherein each of R 41 , R 42 , R 43 , R 44 , R 45 , R 46 , R 47 and R 48 independently represents a hydrogen atom or a hydrocarbon group having from 1 to 10 carbon atoms; and n represents an integer from 0 to 3.

6. The phenolic resin composition according to claim 1 , further comprising an inorganic filler.

7. A phenolic resin composition, comprising:

an epoxy resin curing agent that comprises a hydroxybenzene derivative represented by the following Formula (I) and a phenol resin having at least one partial structure selected from the group consisting of the following Formulae (IIa), (IIb), (IIc) and (IId); and

an epoxy resin:

wherein each of R 1 , R 2 , R 3 , R 4 and R 5 independently represents a hydroxy group, a hydrogen atom, or an alkyl group having from 1 to 8 carbon atoms; and two of R 1 , R 2 , R 3 , R 4 and R 5 are hydroxy groups;

wherein each of m and n independently represents a positive number; and each Ar independently represents at least one group selected from the group consisting of the following Formulae (IIIa) and (IIIb); and

wherein R 11 represents a hydrogen atom or a hydroxy group; each of R 12 and R 13 independently represents a hydrogen atom or an alkyl group having from 1 to 8 carbon atoms; and R 14 represents a hydrogen atom or a hydroxy group, and

a content of the hydroxybenzene derivative is from 30% by mass to 80% by mass with respect to a total mass of the epoxy resin curing agent.

8. The phenolic resin composition according to claim 7 , wherein R 2 and R 4 in Formula (I) are hydroxy groups.

9. The phenolic resin composition according to claim 7 , wherein R 1 and R 3 in Formula (I) are hydroxy groups.

10. The phenolic resin composition according to claim 7 , wherein a mass ratio of a content of the phenol resin with respect to a content of the hydroxybenzene derivative (phenol resin/hydroxybenzene derivative) is from 50/50 to 70/30.

11. The phenolic resin composition according to claim 7 , wherein the epoxy resin has an epoxy equivalent weight of from 100 to 300.

12. The phenolic resin composition according to claim 7 , wherein the epoxy resin has a partial structure represented by the following Formula (IV):

wherein each of R 41 , R 42 , R 43 , R 44 , R 45 , R 46 , R 47 and R 48 independently represents a hydrogen atom, a hydrocarbon group having from 1 to 10 carbon atoms, or an alkoxy group having from 1 to 10 carbon atoms.

13. The phenolic resin composition according to claim 12 , wherein the epoxy resin having the partial structure represented by Formula (IV) is a compound represented by the following Formula (V):

wherein each of R 41 , R 42 , R 43 , R 44 , R 45 , R 46 , R 47 and R 48 independently represents a hydrogen atom or a hydrocarbon group having from 1 to 10 carbon atoms; and n represents an integer from 0 to 3.

14. The phenolic resin composition according to claim 7 , further comprising an inorganic filler.

15. A heat conductive material for an electric component, the heat conductive material comprising:

a phenolic resin composition, containing:

an epoxy resin curing agent that comprises a hydroxybenzene derivative represented by the following Formula (I) and a phenol resin having at least one partial structure selected from the group consisting of the following Formulae (IIa), (IIb), (IIc) and (IId); and

an epoxy resin:

wherein each of R 1 , R 2 , R 3 , R 4 and R 5 independently represents a hydroxy group, a hydrogen atom, or an alkyl group having from 1 to 8 carbon atoms; and at least two of R 1 , R 2 , R 3 , R 4 and R 5 are hydroxy groups;

wherein each of m and n independently represents a positive number; and each Ar independently represents at least one group selected from the group consisting of the following Formulae (IIIa) and (IIIb); and

wherein R 11 represents a hydrogen atom or a hydroxy group; each of R 12 and R 13 independently represents a hydrogen atom or an alkyl group having from 1 to 8 carbon atoms; and R 14 represents a hydrogen atom or a hydroxy group,

wherein a content of the hydroxybenzene derivative is from 30% by mass to 80% by mass with respect to a total mass of the epoxy resin curing agent.

16. An electric component comprising a heat conductive material, the heat conductive material comprising:

a phenolic resin composition, containing:

an epoxy resin curing agent that comprises a hydroxybenzene derivative represented by the following Formula (I) and a phenol resin having at least one partial structure selected from the group consisting of the following Formulae (IIa), (IIb), (IIc) and (IId); and

an epoxy resin:

wherein each of R 1 , R 2 , R 3 , R 4 and R 5 independently represents a hydroxy group, a hydrogen atom, or an alkyl group having from 1 to 8 carbon atoms; and at least two of R 1 , R 2 , R 3 , R 4 and R 5 are hydroxy groups;

wherein each of m and n independently represents a positive number; and each Ar independently represents at least one group selected from the group consisting of the following Formulae (IIIa) and (IIIb); and

wherein R 11 represents a hydrogen atom or a hydroxy group; each of R 12 and R 13 independently represents a hydrogen atom or an alkyl group having from 1 to 8 carbon atoms; and R 14 represents a hydrogen atom or a hydroxy group,

wherein a content of the hydroxybenzene derivative is from 30% by mass to 80% by mass with respect to a total mass of the epoxy resin 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 Feb 5, 2015
From: KOSUGI, SHINICHI; SUE, HARUAKI; TAKEZAWA, YOSHITAKA; TAKAHASHI, HIROYUKI; HARA, NAOKI
To: HITACHI CHEMICAL COMPANY, LTD.
Reel/Frame 034897/0522 →
Priority Claims (1)
JP 2012-151657 · Jul 5, 2012 · national
Continuity (1)
Related Publication 20150144835A1 · May 28, 2015