# US 10,308,775 B2 · Fiber-reinforced resin composition, and fiber-reinforced composite material

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 10,308,775 B2
- Document ID: US10308775B2
- Status: Granted
- Kind: B2
- Application number: 15/032,713
- Filed: 2014-10-24
- Published: 2016-09-15
- Granted: 2019-06-04
- Earliest claimed: 2013-10-29
- Assignees: Toray Industries, Inc.
- Applicants: Toray Industries, Inc.
- Inventors: Naokichi Imai; Keisuke Inose; Kentaro Sano; Atsuki Tsuchiya
- Web page: https://patentgrep.com/patent/US10308775B2

## CPC

- C08J 5/06: using pretreated fibrous materials
- C08K 5/29: Compounds containing {one or more} carbon-to-nitrogen double bonds
- C08K 9/04: Ingredients treated with organic substances {(treated with macromolecular compounds C08K9/08)}
- C08J 2381/02: Polythioethers; Polythioether-ethers
- C08J 2381/04: Polysulfides
- C08K 7/06: Elements
- C08J: WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H (working, e.g. shaping, of plastics B29)
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

A fiber-reinforced resin composition includes a polyarylene sulfide (A), a carbodiimide compound (B) and carbon fibers (C) in specific blending amounts and in which the carbon fibers (C) are surface-treated with a sizing agent (D), the carbodiimide compound (B) is an aliphatic carbodiimide compound, and the sizing agent (D) is a compound having three or more specific functional groups in one molecule; and a fiber-reinforced composite material includes a thermoplastic resin (A′), an adhesive compound (B′) and reinforcing fibers (C′) and in which the adhesive compound (B′) is a compound having two or more specific structures in one molecule, the thermoplastic resin (A′) is a thermoplastic resin containing an element other than carbon in a repeating unit structure of a main chain, and an abundance ratio Rb of the adhesive compound (B′) is 1.2 or more.

## Claims

### Claim 1

A fiber-reinforced resin composition comprising a polyarylene sulfide (A), a carbodiimide compound (B) and carbon fibers (C) surface-treated with a sizing agent (D), wherein the carbodiimide compound (B) is an aliphatic carbodiimide compound, the sizing agent (D) is a compound having, in one molecule, three or more functional groups of at least one type selected from the group consisting of a carboxyl group and an amino group, the fiber-reinforced resin composition contains 0.1 to 10 parts by mass of the component (B) and 10 to 300 parts by mass of the component (C) based on 100 parts by mass of the component (A), and 0.01 to 5 parts by mass of the component (D) based on 100 parts by mass of the component (C), and
the sulfur concentration ratio S/C measured by energy dispersive X-ray spectroscopy (EDX) satisfies formula (1):
10(%)≤ΔS=(S2−S1)/S2×100≤70(%) (1)
wherein ΔS represents a gradient of the sulfur element concentration viewed at a cross section orthogonal to an axis center direction of the component (C), S1 represents a sulfur concentration ratio S/C in a region (T1) remaining after excluding the component (C) from inside of a circle drawn at a distance of 500 nm in a normal direction outward from the cross-sectional circle of the component (C), and S2 represents a sulfur concentration ratio S/C in a region (T2) remaining after excluding the component (C) and the region (T1) from the inside of the circle drawn at a distance of 500 nm in the normal direction outward from the region (T1).

### Claim 2 (depends on 1)

The fiber-reinforced resin composition according to claim 1, wherein, in the compound constituting the sizing agent (D), the value obtained by dividing the mass average molecular weight of the compound by the number of the functional groups in one molecule is 40 to 150.

### Claim 3 (depends on 1)

The fiber-reinforced resin composition according to claim 1, wherein the compound constituting the sizing agent (D) is an aliphatic compound.

### Claim 4 (depends on 1)

The fiber-reinforced resin composition according to claim 1, wherein the carbon fibers (C) have a surface oxygen concentration ratio O/C of 0.05 to 0.50 as measured by X-ray photoelectron spectroscopy (XPS).

### Claim 5 (depends on 1)

The fiber-reinforced resin composition according to claim 1, wherein the aliphatic carbodiimide compound has a mass average molecular weight of 500 to 10,000.

### Claim 6 (depends on 1)

The fiber-reinforced resin composition according to claim 1, wherein the polyarylene sulfide (A) has a mass average molecular weight of 10,000 to 40,000.

### Claim 7 (depends on 1)

The fiber-reinforced resin composition according to claim 1, wherein in the polyarylene sulfide (A), the amount of oligomers extracted with chloroform is 2% by mass or less.

### Claim 8 (depends on 1)

The fiber-reinforced resin composition according to claim 1, wherein the sulfur concentration ratio S/C in the region (T2), which is measured by energy dispersive X-ray spectroscopy (EDX), is 0.1 to 0.2.

### Claim 9 (depends on 1)

A fiber-reinforced composite material produced using the fiber-reinforced resin composition according to claim 1, wherein an abundance ratio Rb of the carbodiimide compound (B) is 1.2 or more, the abundance ratio Rb being given by formula (1):
Rb=R(≤500 nm)/R(>500 nm) (1)
R(623 500 nm): abundance of carbodiimide compound (B) within a distance of 500 nm from circumference of carbon fiber (C); and
R(>500 nm): abundance of carbodiimide compound (B) outside a distance of 500 nm from circumference of carbon fiber (C).

### Claim 10 (depends on 1)

A molded article formed by molding the fiber-reinforced resin composition according to claim 1.
