Resin composition for fiber-reinforced plastic, cured product thereof, fiber-reinforced plastic containing said cured product, and method for producing fiber-reinforced plastic

Patent metadata

Field	Value
Publication number	US-10557002-B2
Application number	US-201615757086-A
Country	US
Kind code	B2
Filing date	Aug 25, 2016
Priority date	Sep 4, 2015
Publication date	Feb 11, 2020
Grant date	Feb 11, 2020

Abstract

A resin composition for fiber reinforced plastic which is a resin composition comprising an epoxy resin (A), a cyanate resin (B) and a liquid aromatic amine curing agent (C), and, as necessary, further an active energy radiation absorbable component (D), wherein 20 to 100 percent by mass of the aforementioned epoxy resin (A) is an epoxy compound expressed by the following general formula (1), a cured product obtained by curing a composition containing said resin composition and a high-strength fiber-reinforced plastic;

wherein (a) and (b) each independently express an integer from 2 to 10, (c) expresses an integer from 0 to 3, R 1 and R 2 each independently express a bivalent hydrocarbon group having 2 to 5 carbon atoms, and R 3 expresses a single bond, a methylene group or —C(CH 3 ) 2 —.

First claim

The invention claimed is:

1. A resin composition for fiber reinforced plastic, comprising an epoxy resin (A), a cyanate resin (B) and an aromatic amine curing agent that is liquid at 25° C. (C), wherein 20 to 97 percent by mass of the aforementioned epoxy resin (A) is an epoxy compound expressed by the following general formula (1);

wherein (a) and (b) each independently express an integer from 2 to 10, (c) expresses an integer from 0 to 3, R 1 and R 2 each independently express a bivalent hydrocarbon group having 2 to 5 carbon atoms, and R 3 expresses a single bond, a methylene group or —C(CH 3 ) 2 —, and
wherein 3 to 15 percent by mass of dicyclopentadiene type epoxy resin is contained in the aforementioned epoxy resin (A).

2. The resin composition for fiber reinforced plastic according to claim 1 , wherein the cyanate resin (B) comprises at least one compound selected from a group consisting of compound expressed by the following general formula (2-1), a compound expressed by the following general formula (2-2), and prepolymers thereof;
NCO—R b —R a —R c —OCN  (2-1)

wherein, R a indicates a bivalent hydrocarbon group, R b and R c each independently indicate an unsubstituted phenylene group or a phenylene group substituted by 1 to 4 alkyl groups;

wherein, (n) indicates an integer from 1 to 10, R d indicates a hydrogen atom, or an alkyl group having 1 to 4 carbon atoms.

3. The resin composition for fiber reinforced plastic according to claim 1 , wherein the cyanate resin (B) is at least one compound selected from a group consisting of the compound expressed by the following general formula (2-3), and the prepolymer thereof;

wherein R e indicates a single bond, a methylene group, —CH(CH 3 )—, —C(CH 3 ) 2 —, or any one of functional groups indicated by the following general formulae from (3-1) to (3-8), R f , R g , R h and R i each independently indicate a hydrogen atom, or an alkyl group having 1 to 4 carbon atoms

in this regard, (m) in the above general formula (3-3) indicates an integer from 4 to 12.

4. The resin composition for fiber reinforced plastic according to claim 1 , wherein the amount of cyanate resin (B) used is 50 to 120 parts by mass relative to 100 parts by mass of the total amount of epoxy compound containing an epoxy group in the composition.

5. The resin composition for fiber reinforced plastic according to claim 1 , wherein the aromatic amine curing agent (C), which is liquid at 25° C., is at least one compound selected from diaminodiphenylmethane, diaminodiethyl diphenylmethane, and diaminodiethyltoluene.

6. The resin composition for fiber reinforced plastic according to claim 1 , wherein the amount used of the aromatic amine curing agent (C), which is liquid at 25° C., ranges from 40 to 90 parts by mass relative to 100 parts by mass of the total amount of epoxy compound having an epoxy group in the composition.

7. The resin composition for fiber reinforced plastic according to claim 1 , wherein a silane coupling agent is further contained.

8. The resin composition for fiber reinforced plastic according to claim 7 , wherein the amount of the silane coupling agent used ranges from 7 to 20 parts by mass relative to 100 parts by mass of the total amount of epoxy compound having an epoxy group in the composition.

9. A cured product obtained by curing the composition containing the resin composition for fiber reinforced plastic according to claim 1 .

10. A high-strength fiber-reinforced plastic obtained by curing the composition which uniformly contains the resin composition for fiber reinforced plastic according to claim 1 and a reinforcement fiber.

11. A resin composition for fiber reinforced plastic, comprising an epoxy resin (A), a cyanate resin (B) and an aromatic amine curing agent that is liquid at 25° C. (C), wherein 20 to 100 percent by mass of the aforementioned epoxy resin (A) is an epoxy compound expressed by the following general formula (1);

wherein (a) and (b) each independently express an integer from 2 to 10, (c) expresses an integer from 0 to 3, R 1 and R 2 each independently express a bivalent hydrocarbon group having 2 to 5 carbon atoms, and R 3 expresses a single bond, a methylene group or —C(CH 3 ) 2 —, and
wherein an active energy radiation absorbable component (D) is further contained.

12. The resin composition for fiber reinforced plastic according to claim 11 , wherein the active energy radiation absorbable component (D) is a nigrosine compound.

13. The resin composition for fiber reinforced plastic according to claim 11 , wherein the amount of the active energy radiation absorbable component (D) used ranges from 0.001 to 1 percent by mass relative to the total amount of the resin composition.

14. A method for producing a high-strength fiber-reinforced plastic, wherein the composition, which uniformly contains the resin composition for fiber reinforced plastic according to claim 11 and a reinforcement fiber, is cured by the active energy radiation.

15. The method for producing the high-strength fiber-reinforced plastic according to claim 14 , wherein the active energy radiation used is a laser beam and/or infrared rays.

Assignees

• Adeka Corp

Inventors

• Fujita Naohiro
• Morino Kazuhide
• Aoki Tasuku
• Kimura Tomoko
• INADOME Masato

Classifications

• C08G59/50

  Amines · CPC title

• C08J3/28

  Treatment by wave energy or particle radiation · CPC title

• C08J5/046 Primary

  with synthetic macromolecular fibrous material · CPC title

• C08J5/04

  Reinforcing macromolecular compounds with loose or coherent fibrous material · CPC title

• C08G59/4028

  Isocyanates; Thioisocyanates · CPC title