IP Library Granted Patent US 10,233,324
Granted Patent B2
US 10,233,324 · App. 14/402,147 · Granted Mar 19, 2019

Epoxy resin composition

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Quick Facts
Patent No.
US 10,233,324
App. No.
14/402,147
Granted
Mar 19, 2019
Kind
B2
Abstract

An epoxy resin composition, the epoxy resin composition including components (A1) to (C1) described below, wherein the content of the component (B1) is 8 to 20 parts by mass relative to 100 parts by mass of the component (A1), and the content of the component (C1) is 12 to 110 parts by mass relative to 100 parts by mass of the component (A1): component (A1): an epoxy resin; component (B1): a boron trihalide-amine complex; and component (C1): rubber particles.

Claims (51)

1. An epoxy resin composition, comprising:

components (A1), (B1) and (C1), wherein a content of the component (B1) is 10.8 to 16.7 parts by mass relative to 100 parts by mass of the component (A1), and a content of the component (C1) is 12 to 110 parts by mass relative to 100 parts by mass of the component (A1),

wherein component (A1) is an epoxy resin selected from the group consisting of an epoxy resin comprising an aromatic ring in the molecule, and an epoxy resin comprising an aliphatic ring in the molecule,

component (B1) is a boron trihalide-amine complex, and

component (C1) is a rubber particle selected from the group consisting of

a crosslinked rubber particle, and

a core-shell type rubber particle, wherein the core-shell type rubber particle comprises:

a crosslinked rubber particle and a polymer graft-polymerized on the surface of the crosslinked rubber particle, wherein the graft polymerized polymer is different from a polymer that constitutes the crosslinked rubber particle,

wherein the epoxy resin composition has a glass transition temperature (G′-Tg) when cured at 110° C. of at least 105° C.

2. The epoxy resin composition according to claim 1 , wherein the viscosity at 30° C. is from 0.1 Pa·s to 300 Pa·s.

3. The epoxy resin composition according to claim 1 , wherein the particle size of the component (C1) in a cured product of the epoxy resin composition is 400 nm or less.

4. The epoxy resin composition according to claim 1 , wherein the component (C1) is a rubber particle comprising a butadiene rubber.

5. The epoxy resin composition according to claim 1 , further comprising component (D1), wherein component (D1) is a polymer which is compatible with an epoxy resin composition comprising the components (A1), (B1) and (C1), wherein the epoxy resin composition comprising component (D1) has a characteristic of forming a phase separation structure when cured.

6. The epoxy resin composition according to claim 1 , wherein the component (B1) is a boron trichloride-amine complex.

7. The epoxy resin composition according to claim 1 , wherein the component (A1) is at least one selected from the group consisting of an epoxy resin comprising an aromatic ring in the molecule, and hexahydrophthalic acid diglycidyl ester.

8. An epoxy resin composition, comprising:

components (A2), (B2) and (D2), wherein a content of the component (B2) is 10.8 to 16.7 parts by mass relative to 100 parts by mass of the component (A2), and a content of the component (D2) is 1 to 50 parts by mass relative to 100 parts by mass of the component (A2),

wherein component (A2) is an epoxy resin, component (B2) is a boron trihalide-amine complex, component (D2) is a polymer which is compatible with an epoxy resin composition comprising the components (A2) and (B2),

wherein the epoxy resin composition comprising component (D2) has a characteristic of forming a phase separation structure when cured, and

wherein the epoxy resin composition has a glass transition temperature (G′-Tg) when cured at 110° C. of at least 105° C.

9. The epoxy resin composition according to claim 1 , further comprising:

a thermoplastic resin;

wherein the epoxy resin composition has a characteristic of forming, when cured, a phase separation structure 1 in which a phase of a cured product of the epoxy resin composition and a phase of the thermoplastic resin constitute a sea-island phase separation structure in the cured product, and a phase separation structure 2 which is a sea-island phase separation structure, by taking the island structure in the phase separation structure 1 as a sea structure.

10. The epoxy resin composition according to claim 9 , wherein the content of the thermoplastic resin is 1 to 50 parts by mass relative to 100 parts by mass of the epoxy resin.

11. The epoxy resin composition according to claim 9 , wherein the sea structure in the phase separation structure 1 is a phase of a cured product of the epoxy resin, and the island structure is a phase of the thermoplastic resin.

12. A tow prepreg, obtained by impregnating a reinforcing fiber bundle with the epoxy resin composition according to claim 1 .

13. A composite material-reinforced pressure vessel, produced from the tow prepreg according to claim 12 .

14. A composite material-reinforced pressure vessel, produced by filament winding molding with a reinforced fiber bundle impregnated with the epoxy resin composition according claim 1 .

15. A tendon, produced from a composite material formed from the tow prepreg according to claim 12 .

16. A tow prepreg, obtained by impregnating a reinforcing fiber bundle with the epoxy resin composition according to claim 8 .

17. A composite material-reinforced pressure vessel, produced from the tow prepreg according to claim 16 .

18. A composite material-reinforced pressure vessel, produced by filament winding molding with a reinforced fiber bundle impregnated with the epoxy resin composition according claim 8 .

19. A tendon, produced from a composite material formed from the tow prepreg according to claim 16 .

20. The epoxy resin composition according to claim 8 , wherein the component (D2) is a thermoplastic resin, and

the epoxy resin composition has a characteristic of forming, when cured, a phase separation structure 1 in which a phase of a cured product of the epoxy resin composition and a phase of the polymer constitute a sea-island phase separation structure in the cured product, and a phase separation structure 2 which is a sea-island phase separation structure, by taking the island structure in the phase separation structure 1 as a sea structure.

21. The epoxy resin composition according to claim 20 , wherein the sea structure in the phase separation structure 1 is a phase of a cured product of the epoxy resin, and the island structure is a phase of the thermoplastic resin.

22. A tow prepreg obtained by impregnating a reinforcing fiber bundle with epoxy resin composition, comprising:

components (A1), (B1) and (C1), wherein a content of the component (B1) is 10.8 to 16.7 parts by mass relative to 100 parts by mass of the component (A1), and a content of the component (C1) is 12 to 110 parts by mass of the component (A1),

wherein component (A1) is an epoxy resin selected from the group consisting of an epoxy resin comprising an aromatic ring in the molecule and an epoxy resin comprising an aliphatic ring in the molecule,

component (B1) is a boron trihalide-amine complex, and

component (C1) is a rubber particle selected from the group consisting of

a crosslinked rubber particle and

a core-shell type rubber particle, wherein the core-shell type rubber particle comprises

a cross-linked rubber particle and a polymer graft-polymerized on the surface of the crosslinked rubber particle, wherein the graft polymerized polymer is different from a polymer that constitutes the cross-linked rubber particle,

wherein the epoxy resin composition has a glass transition temperature (G′-Tg) when cured at 110° C. of at least 105° C.

23. The tow prepreg according to claim 22 , wherein the epoxy resin has the viscosity at 30° C. ranging from 0.1 Pa·s to 300 Pa·s.

24. The tow prepreg according to claim 22 , wherein the particle size of the component (C1) in a cured product of the epoxy resin composition is 400 nm or less.

25. The tow prepreg according to claim 22 , wherein the component (C1) is rubber particles containing at least butadiene rubber.

26. The tow prepreg according to claim 22 , further comprising component (D1): wherein component (D1) is a polymer which is compatible with an epoxy resin composition containing the components (A1), (B1), and (C1), wherein the epoxy resin composition comprising component (D1) has a characteristic of forming a phase separation structure when cured.

27. The tow prepreg according to claim 22 , wherein the component (B1) is a boron trichloride-amine complex.

28. The tow prepreg according to claim 22 , wherein the component (A1) is at least one selected from the group consisting of an epoxy resin comprising an aromatic ring in the molecule, and hexahydrophthalic acid diglycidyl ester.

Assignments (2)
CORPORATE NAME CHANGE Recorded Jun 19, 2017
From: MITSUBISHI RAYON CO., LTD.
To: MITSUBISHI CHEMICAL CORPORATION
Reel/Frame 042886/0294 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 19, 2014
From: HARADA, YUKIHIRO; OKAMOTO, SATOSHI; NARUMORI, KENTA; SANO, TOMOO; ITO, AKIHIRO; SUGIURA, MASAYUKI; KISHIKAWA, TATSUHIRO; KATOU, SHINYA; KITA, SANAE
To: MITSUBISHI RAYON CO., LTD.
Reel/Frame 034207/0764 →