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Epoxy Resin Composition, Fiber Reinforced Composite Material, Molded Article, And Pressure Vessel

Abstract: One purpose of the present invention is to provide an epoxy resin composition which is for obtaining a fiber-reinforced composite material that combines heat resistance with tensile strength on a high level. The other purpose is to provide: a fiber-reinforced composite material obtained using this epoxy resin composition; and a molded article and a pressure vessel both comprising the fiber-reinforced composite material. The present invention has the following configuration in order to achieve the above purposes. Namely, the epoxy resin composition comprises the following constituent element [A] and the following constituent element [B] , and is characterized in that a cured object obtained by curing the epoxy resin composition has a rubber-state modulus of 10 MPa or less when evaluated for dynamic viscoelasticity and the cured object has a glass transition temperature of 95°C or higher. [A] An epoxy resin including an aromatic ring and having a functionality of 2 or higher [B] An amine-based hardener or an acid anhydride-based hardener.

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Notices, Deadlines & Correspondence

Patent Information

Application #
Filing Date
08 January 2018
Publication Number
03/2018
Publication Type
INA
Invention Field
CHEMICAL
Status
Email
Parent Application
Patent Number
Legal Status
Grant Date
2021-05-07
Renewal Date

Applicants

TORAY INDUSTRIES, INC.
1 -1, Nihonbashi-Muromachi 2-chome, Chuo-ku, Tokyo 103-8666, Japan

Inventors

1. MORI, Ayumi
c/o Ehime Plant, Toray Industries, Inc., 1515, Oaza-tsutsui, Masaki-cho, Iyo-gun, Ehime 791-3193, Japan
2. HIRANO, Noriyuki
c/o Ehime Plant, Toray Industries, Inc., 1515, Oaza-tsutsui, Masaki-cho, Iyo-gun, Ehime 791-3193, Japan
3. MIYOSHI, Masayuki
c/o Ehime Plant, Toray Industries, Inc., 1515, Oaza-tsutsui, Masaki-cho, Iyo-gun, Ehime 791-3193, Japan

Specification

1. An epoxy resin composition comprising the following
constituent elements [A] and [B], wherein the epoxy resin
composition cured into a cured product has a rubbery state
elastic modulus in a dynamic viscoelasticity evaluation of 10
MPa or less, and the cured product has a glass transition
temperature of 95°C or higher:
[A] a bifunctional or higher functional epoxy resin containing an aromatic ring; and
[B] an amine hardener or an acid anhydride hardener.
2. The epoxy resin composition according to claim 1,
comprising the following constituent elements [al] and [a2] as
the constituent element [A], and comprising the following
constituent elements [bl] and [b2] as the constituent element
[B] :
[al] a trifunctional or higher functional aromatic epoxy resin;
[a2] an optionally substituted glycidyl aniline;
[bl] an aromatic diamine having a substituent at an ortho position of each amino group or a cycloalkylamine having a substituent on a carbon atom adjacent to a carbon atom bonded to each amino group; and
[b2] at least one amine selected from the group consisting

of 4,4'-methylenebiscyclohexylamine,
1,3-bisaminomethylcyclohexane,
N-cyclohexyl-1,3-propanediamine, and isophoronediamine.
3. The epoxy resin composition according to claim 2, comprising 20 to 40 parts by mass of the constituent element [al] and 20 to 60 parts by mass of the constituent element [a2] in 100 parts by mass of the total epoxy resin.
4. The epoxy resin composition according to claim 1, comprising the following constituent element [al] as the constituent element [A], and comprising the following constituent elements [bl] and [b3] as the constituent element [B] :
[al] a trifunctional or higher functional aromatic epoxy resin;
[bl] an aromatic diamine having a substituent at an ortho position of each amino group or a cycloalkyldiamine having a substituent on a carbon atom adjacent to a carbon atom bonded to each amino group; and
[b3] an aromatic monoamine represented by the following general formula (I) or (II): [Chemical Formula 1]

wherein R1 is a substituent selected from a hydrogen atom and an alkyl group having 1 to 4 carbon atoms, and R is a substituent selected from an oxygen atom, a sulfonyl group, and a methylene group; or [Chemical Formula 2]
wherein R3 is a substituent selected from a hydrogen atom and an alkyl group having 1 to 4 carbon atoms.
5. The epoxy resin composition according to claim 4, wherein the constituent element [b3] is an aromatic monoamine represented by the general formula (I).
6. The epoxy resin composition according to claim 1, comprising the following constituent element [a3] as the constituent element [A], and comprising the following constituent elements [b4] and [b5] as the constituent element [B] :

[a3] a bifunctional or higher functional epoxy resin having a fluorene structure;
[b4] an acid anhydride represented by the following general formula (III):
wherein R4 represents any one of linear or branched alkyl, alkenyl, and alkynyl groups having 6 to 16 carbon atoms; and [b5] at least one acid anhydride selected from the group consisting of tetrahydrophthalic anhydride,
methyltetrahydrophthalic anhydride, methyl nadic anhydride, hexahydrophthalic anhydride, and methylhexahydrophthalic anhydride.
7. The epoxy resin composition according to claim 6, having a ratio of parts by mass of the constituent element [b4] to the sum of parts by mass of the constituent elements [b4] and [b5] of 0.3 to 0.6.
8. The epoxy resin composition according to claim 1, comprising at least one of the following constituent elements [a2] and [a4] as the constituent element [A], and further

comprising the following constituent element [C]:
[a2] an optionally substituted diglycidyl aniline;
[a4] tetraglycidyl diaminodiphenylmethane; and
[C] a monofunctional epoxy resin which is a phenyl
glycidyl ether substituted with a tert-butyl group, a sec-butyl
group, an isopropyl group, or a phenyl group.
9. The epoxy resin composition according to claim 8, comprising 20 to 50 parts by mass of the constituent element [C] in 100 parts by mass of the total epoxy resin.
10. The epoxy resin composition according to claim 8 or 9, comprising the constituent elements [a2] and [a4] as the constituent element [A].
11. The epoxy resin composition according to any one of claims 8 to 10, wherein the constituent element [B] is an acid anhydride hardener.
12. The epoxy resin composition according to claim 11, comprising a compound having a norbornene backbone or a norbornane backbone as the constituent element [B].
13. The epoxy resin composition according to any one of claims 8 to 10, wherein the constituent element [B] is an amine hardener,

and the epoxy resin composition comprises the following constituent element [bl] as the constituent element [B]:
[bl] an aromatic diamine having a substituent at an ortho position of an amino group or a cycloalkyldiamine having a substituent on a carbon atom adjacent to a carbon atom having an amino group.
14. The epoxy resin composition according to claim 13, further comprising an aliphatic polyamine having an alkylene glycol structure as the constituent element [B].
15. The epoxy resin composition according to claim 13, further comprising isophoronediamine as the constituent element [B].
16. The epoxy resin composition according to any one of claims 1 to 3 or 6 to 15, having a viscosity at 25°C of 2,000 mPa-s or less.
17. The epoxy resin composition according to claim 4 or 5, having a viscosity at 25°C of 3,000 mPa-s or less.
18. A fiber reinforced material comprising a cured product of the epoxy resin composition according to any one of claims 1 to 17 and a reinforcing fiber.

19 . A molded article comprising the fiber reinforced material . according to claim 18.
20. A pressure vessel comprising the fiber reinforced material according to claim 18.

Documents

Application Documents

# Name Date
1 201847000742-TRANSLATIOIN OF PRIOIRTY DOCUMENTS ETC. [08-01-2018(online)].pdf 2018-01-08
2 201847000742-STATEMENT OF UNDERTAKING (FORM 3) [08-01-2018(online)].pdf 2018-01-08
3 201847000742-PROOF OF RIGHT [08-01-2018(online)].pdf 2018-01-08
4 201847000742-PRIORITY DOCUMENTS [08-01-2018(online)].pdf 2018-01-08
5 201847000742-POWER OF AUTHORITY [08-01-2018(online)].pdf 2018-01-08
6 201847000742-FORM 1 [08-01-2018(online)].pdf 2018-01-08
7 201847000742-DECLARATION OF INVENTORSHIP (FORM 5) [08-01-2018(online)].pdf 2018-01-08
8 201847000742-COMPLETE SPECIFICATION [08-01-2018(online)].pdf 2018-01-08
9 201847000742-CLAIMS UNDER RULE 1 (PROVISIO) OF RULE 20 [08-01-2018(online)].pdf 2018-01-08
10 Correspondence by Agent_Form 1_09-01-2018.pdf 2018-01-09
11 201847000742-FORM 3 [28-05-2018(online)].pdf 2018-05-28
12 201847000742-FORM 3 [11-12-2018(online)].pdf 2018-12-11
13 201847000742-FORM 18 [25-03-2019(online)].pdf 2019-03-25
14 201847000742-FORM 3 [23-05-2019(online)].pdf 2019-05-23
15 201847000742-FORM 3 [17-12-2019(online)].pdf 2019-12-17
16 201847000742-FER.pdf 2020-01-29
17 201847000742-certified copy of translation [16-04-2020(online)].pdf 2020-04-16
18 201847000742-certified copy of translation [16-04-2020(online)]-4.pdf 2020-04-16
19 201847000742-certified copy of translation [16-04-2020(online)]-3.pdf 2020-04-16
20 201847000742-certified copy of translation [16-04-2020(online)]-2.pdf 2020-04-16
21 201847000742-certified copy of translation [16-04-2020(online)]-1.pdf 2020-04-16
22 201847000742-PETITION UNDER RULE 137 [19-06-2020(online)].pdf 2020-06-19
23 201847000742-OTHERS [19-06-2020(online)].pdf 2020-06-19
24 201847000742-MARKED COPIES OF AMENDEMENTS [19-06-2020(online)].pdf 2020-06-19
25 201847000742-Information under section 8(2) [19-06-2020(online)].pdf 2020-06-19
26 201847000742-FORM 3 [19-06-2020(online)].pdf 2020-06-19
27 201847000742-FORM 13 [19-06-2020(online)].pdf 2020-06-19
28 201847000742-FER_SER_REPLY [19-06-2020(online)].pdf 2020-06-19
29 201847000742-COMPLETE SPECIFICATION [19-06-2020(online)].pdf 2020-06-19
30 201847000742-CLAIMS [19-06-2020(online)].pdf 2020-06-19
31 201847000742-FORM 3 [08-12-2020(online)].pdf 2020-12-08
32 201847000742-FORM-26 [17-02-2021(online)].pdf 2021-02-17
33 201847000742-Correspondence to notify the Controller [17-02-2021(online)].pdf 2021-02-17
34 201847000742-Written submissions and relevant documents [12-03-2021(online)].pdf 2021-03-12
35 201847000742-Retyped Pages under Rule 14(1) [12-03-2021(online)].pdf 2021-03-12
36 201847000742-2. Marked Copy under Rule 14(2) [12-03-2021(online)].pdf 2021-03-12
37 201847000742-PatentCertificate07-05-2021.pdf 2021-05-07
38 201847000742-IntimationOfGrant07-05-2021.pdf 2021-05-07
39 201847000742-US(14)-HearingNotice-(HearingDate-26-02-2021).pdf 2021-10-17
40 201847000742-RELEVANT DOCUMENTS [30-09-2023(online)].pdf 2023-09-30

Search Strategy

1 2020-01-2815-25-54_28-01-2020.pdf

ERegister / Renewals

3rd: 19 May 2021

From 22/06/2018 - To 22/06/2019

4th: 19 May 2021

From 22/06/2019 - To 22/06/2020

5th: 19 May 2021

From 22/06/2020 - To 22/06/2021

6th: 19 May 2021

From 22/06/2021 - To 22/06/2022

7th: 14 May 2022

From 22/06/2022 - To 22/06/2023

8th: 17 May 2023

From 22/06/2023 - To 22/06/2024

9th: 18 May 2024

From 22/06/2024 - To 22/06/2025

10th: 09 May 2025

From 22/06/2025 - To 22/06/2026