IP Library Granted Patent US 10,800,872
Granted Patent B2
US 10,800,872 · App. 16/341,559 · Granted Oct 13, 2020

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

Inventors: Naoki Maruyama (Tokyo, JP); Tomoko Higashiuchi (Tokyo, JP); Kazumasa Fukuda (Tokyo, JP); Yuka Yoshida (Tokyo, JP); Yoshitaka Takezawa (Tokyo, JP)
Assignee: HITACHI CHEMICAL COMPANY, LTD.
C08G59/245C08G59/20C08G59/24C08G59/5033C08L63/00C08G59/688
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Quick Facts
Patent No.
US 10,800,872
App. No.
16/341,559
Granted
Oct 13, 2020
Kind
B2
Abstract

An epoxy resin, comprising an epoxy compound having a mesogen structure, wherein, when performing a process of decreasing a temperature of the epoxy resin from 150° C. to 30° C. at a rate of 2° C./min, and a process of increasing the temperature of the epoxy resin from 30° C. to 150° C. at a rate of 2° C./min, in this order, the epoxy resin has a maximum value of η′2/η′1 of 20 or less within a temperature range of from 30° C. to 150° C., wherein η′1 is a dynamic shear viscosity (Pa·s) measured in the process of decreasing the temperature, and η′2 is a dynamic shear viscosity (Pa·s) measured in the process of increasing the temperature, η′1 and η′2 being measured at the same temperature, and a value η′2 measured at 100° C. is 1000 Pa·s or less.

Claims (12)

1. An epoxy resin comprising a multimer; wherein the multimer is a reaction product of a diepoxy monomer having a mesogenic structure and a difunctional benzene or biphenyl compound having functional groups that are capable of reacting with an epoxy group of the diepoxy monomer;

wherein the diepoxy monomer and the difunctional benzene or biphenyl compound are provided in a reaction ratio to yield a reaction product, such that when performing a process of decreasing a temperature of the epoxy resin from 150° C. to 30° C. at a rate of 2° C./min, and a process of increasing the temperature of the epoxy resin from 30° C. to 150° C. at a rate of 2° C./min, in this order:

the epoxy resin has a maximum value of η′2/η′1 of 20 or less within a temperature range of from 30° C. to 150° C., wherein η′1 is a dynamic shear viscosity (Pa·s) measured in the process of decreasing the temperature, and η′2 is a dynamic shear viscosity (Pa·s) measured in the process of increasing the temperature, η′1 and η′2 being measured at the same temperature, and a value of η′2 measured at 100° C. is 1000 Pas or less.

2. The epoxy resin according to claim 1 , which is capable of forming a smectic structure when cured by reaction with a curing agent.

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

4. An epoxy resin cured product, comprising a cured product of the epoxy resin composition according to claim 3 .

5. A composite material, comprising the epoxy resin cured product according to claim 4 and a reinforcing material.

6. The epoxy resin according to claim 1 , comprising 10% by mass or more of the multimer.

7. The epoxy resin according to claim 1 , wherein the difunctional benzene or biphenyl compound is selected from the group consisting of a dihydroxybenzene compound, a diaminobenzene compound, a dihydroxybiphenyl compound, and a diaminobiphenyl compound.

8. The epoxy resin according to claim 1 , wherein the multimer includes a dimer compound having two structures derived from the diepoxy monomer and one structure derived from the difunctional benzene or biphenyl compound.

9. The epoxy resin according to claim 1 , wherein the diepoxy monomer has the following structure:

10. The epoxy resin according to claim 1 , wherein the diepoxy monomer has the following structure:

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 Feb 7, 2023
From: HITACHI CHEMICAL COMPANY, LTD.
To: SHOWA DENKO MATERIALS CO., LTD.
Reel/Frame 062668/0794 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 2, 2019
From: MARUYAMA, NAOKI; HIGASHIUCHI, TOMOKO; FUKUDA, KAZUMASA; YOSHIDA, YUKA; TAKEZAWA, YOSHITAKA
To: HITACHI CHEMICAL COMPANY, LTD.
Reel/Frame 049061/0815 →