IP Library Granted Patent US 11,440,990
Granted Patent B2
US 11,440,990 · App. 16/651,039 · Granted Sep 13, 2022

Epoxy resin, epoxy resin composition, epoxy resin cured product, and composite material

Inventors: Yuka Yoshida (Tokyo, JP); Naoki Maruyama (Tokyo, JP); Tomoko Higashiuchi (Tokyo, JP); Kazumasa Fukuda (Tokyo, JP); Keiichiro Nishimura (Tokyo, JP); Yoshitaka Takezawa (Tokyo, JP)
Assignee: Showa Denko Materials Co., Ltd.
C08G59/245C08G59/184C08G59/621C08G59/688C08K3/04
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Quick Facts
Patent No.
US 11,440,990
App. No.
16/651,039
Granted
Sep 13, 2022
Kind
B2
Abstract

An epoxy resin, comprising an epoxy compound having at least two mesogenic structures and at least one divalent biphenyl group.

Claims (18)

1. An epoxy resin, comprising an epoxy compound having at least two mesogenic structures and at least one divalent biphenyl group, wherein the at least two mesogenic structures are mesogenic structures represented by the following Formula (3):

wherein, in Formula (3), each of R 3 to R 6 independently represents a hydrogen atom.

2. The epoxy resin according to claim 1 , wherein the epoxy compound has a structure in which the divalent biphenyl group is disposed between the at least two mesogenic structures.

3. The epoxy resin according to claim 1 , further comprising a mesogenic epoxy monomer represented by the following Formula (1-m):

wherein, in Formula (1-m), X represents a single bond or a linking group that includes at least one divalent group selected from the following Group (A):

wherein, in Group (A), each Y independently represents an aliphatic hydrocarbon group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a cyano group, a nitro group or an acetyl group; each n independently represents an integer from 0 to 4; k represents an integer from 0 to 7; m represents an integer from 0 to 8; and 1 represents an integer from 0 to 12.

4. The epoxy resin according to claim 3 , wherein the mesogenic epoxy monomer represented by Formula (1-m) includes a mesogenic epoxy monomer represented by the following Formula (2-m):

wherein, in Formula (1-m), X represents a single bond or a linking group that includes at least one divalent group selected from the Group (A); each Y independently represents an aliphatic hydrocarbon group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a cyano group, a nitro group or an acetyl group; and each n independently represents an integer from 0 to 4.

5. The epoxy resin according to claim 3 , wherein the mesogenic epoxy monomer represented by Formula (1-m) includes a mesogenic epoxy monomer represented by the following Formula (3-m) or Formula (4-m):

wherein, in Formula (3-m) and Formula (4-m), each of R 3 to R 6 independently represents a hydrogen atom or an alkyl group of 1 to 3 carbon atoms.

6. The epoxy resin according to claim 3 , wherein the mesogenic epoxy monomer is included in an amount of 50% or less with respect to a total amount of the epoxy resin.

7. An epoxy resin composition, comprising the epoxy resin according to claim 1 , and a curing agent.

8. The epoxy resin composition according to claim 7 , which is configured to form a smectic structure in a cured state.

9. The epoxy resin composition according to claim 7 , wherein the curing agent includes a compound having two or more amino groups that are directly bonded to an aromatic ring.

10. The epoxy resin composition according to claim 7 , wherein the curing agent is 3,3′-diaminodiphenylsulfone.

11. An epoxy resin cured product, comprising a cured product of the epoxy resin composition according to claim 7 .

12. A composite material, comprising the epoxy resin cured product according to claim 11 and a reinforcing material.

13. The composite material according to claim 12 , wherein the reinforcing material includes a carbon material.

Assignments (5)
CHANGE OF ADDRESS Recorded Feb 14, 2024
From: RESONAC CORPORATION
To: RESONAC CORPORATION
Reel/Frame 066599/0037 →
CORRECTIVE ASSIGNMENT TO CORRECT THE THE ADDRESS OF THE ASSIGNEE PREVIOUSLY RECORDED AT REEL: 06236 FRAME: 0323. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Mar 16, 2023
From: SHOWA DENKO MATERIALS CO., LTD.
To: RESONAC CORPORATION
Reel/Frame 063193/0416 →
CHANGE OF NAME Recorded Feb 9, 2023
From: SHOWA DENKO MATERIALS CO., LTD.
To: RESONAC CORPORATION
Reel/Frame 062636/0323 →
CHANGE OF NAME Recorded Jun 28, 2022
From: HITACHI CHEMICAL COMPANY, LTD.
To: SHOWA DENKO MATERIALS CO., LTD.
Reel/Frame 060448/0160 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 14, 2020
From: YOSHIDA, YUKA; MARUYAMA, NAOKI; HIGASHIUCHI, TOMOKO; FUKUDA, KAZUMASA; NISHIMURA, KEIICHIRO; TAKEZAWA, YOSHITAKA
To: HITACHI CHEMICAL COMPANY, LTD.
Reel/Frame 052663/0945 →