US 2013/0089736 A1 · METHOD FOR PRODUCING SIZING AGENT-COATED CARBON FIBERS, AND SIZING AGENT-COATED CARBON FIBERS

Abstract

Disclosed is a method for producing carbon fibers which exhibit excellent adhesion to a matrix resin and have excellent processability. Specifically disclosed is a method for producing a sizing agent-coated carbon fibers, wherein at least one kind of sizing agent that is selected from the group consisting of sizing agents (a), (b) and (c) described below is used for coating, in each of said sizing agents a bi- or higher functional epoxy compound (A1) and/or an epoxy compound (A2) being used as a component (A), and said epoxy compound (A2) having a mono- or higher functional epoxy group and at least one functional group that is selected from among a hydroxyl group, an amide group, an imide group, a urethane group, a urea group, a sulfonyl group and a sulfo group. The method for producing a sizing agent-coated carbon fibers is characterized in that the sizing agent is applied to carbon fibers and the resulting is subjected to a heat treatment within the temperature range of 160-260° C. for 30-600 seconds. (a) A sizing agent which is obtained by blending at least 0.1-25 parts by mass of a tertiary amine compound and/or tertiary amine salt (B1) having a molecular weight of 100 g/mol or more per 100 parts by mass of the component (A), said tertiary amine compound and/or tertiary amine salt (B1) being used as a component (B). (b) A sizing agent which is obtained by blending at least 0.1-25 parts by mass of a quaternary ammonium salt (B2) having a cationic moiety represented by general formula (I) or (II) per 100 parts by mass of the component (A), said quaternary ammonium salt (B2) being used as a component (B). (In the formulae, R1-R5 each represents a hydrocarbon group having 1-22 carbon atoms, a group that contains a hydrocarbon having 1-22 carbon atoms and an ether structure, a group that contains a hydrocarbon having 1-22 carbon atoms and an ester structure, or a group that contains a hydrocarbon having 1-22 carbon atoms and a hydroxyl group; and R6 and R7 each represents a hydrogen atom, a hydrocarbon group having 1-8 carbon atoms, a group that contains a hydrocarbon having 1-8 carbon atoms and an ether structure, or a group that contains a hydrocarbon having 1-8 carbon atoms and an ester structure.) (c) A sizing agent which is obtained by blending at least 0.1-25 parts by mass of a quaternary phosphonium salt and/or phosphine compound (B3) per 100 parts by mass of the component (A), said quaternary phosphonium salt and/or phosphine compound (B3) being used as a component (B).

Claims23

Dependent claims

A method for producing sizing agent-coated carbon fibers coated with at least one sizing agent selected from the group including the following [a], [b] and [c] wherein a di- or higher functional epoxy compound (A1) and/or an epoxy compound (A2) having mono- or higher functional epoxy groups and at least one or more types of functional groups selected from hydroxyl groups, amide groups, imide groups, urethane groups, urea groups, sulfonyl groups and sulfo groups are/is used as component (A), comprising the steps of coating carbon fibers with said sizing agent and heat-treating in a temperature range from 160 to 260° C. for 30 to 600 seconds.

[a] A sizing agent obtained by mixing at least 0.1 to 25 parts by mass of a tertiary amine compound and/or tertiary amine salt (B1) with a molecular weight of 100 g/mol or higher used as component (B), with 100 parts by mass of the component (A)
[b] A sizing agent obtained by mixing at least 0.1 to 25 parts by mass of a quaternary ammonium salt (B2) having a cationic moiety represented by either the following general formula (I) or (II) used as component (B), with 100 parts by mass of the component (A)
(where R1 to R5 denote, respectively independently, any one of a hydrocarbon group with 1 to 22 carbon atoms, a group containing a hydrocarbon with 1 to 22 carbon atoms and an ether structure, a group containing a hydrocarbon with 1 to 22 carbon atoms and an ester structure, and a group containing a hydrocarbon with 1 to 22 carbon atoms and a hydroxyl group;
R6 and R7 denote, respectively independently, any one of a hydrogen, a hydrocarbon group with 1 to 8 carbon atoms, a group containing a hydrocarbon with 1 to 8 carbon atoms and an ether structure, and a group containing a hydrocarbon with 1 to 8 carbon atoms and an ester structure)
[c] A sizing agent obtained by mixing at least 0.1 to 25 parts by mass of a quaternary phosphonium salt and/or phosphine compound (B3) used as component (B), with 100 parts by mass of the component (A)

2 more elements

Sizing agent-coated carbon fibers in which 0.001 to 3 parts by mass of at least one or more tertiary amine compounds and/or tertiary amine salts (B1) with a molecular weight of 100 g/mol or higher selected from the following formulae (III), (V) and (IX) are deposited on 100 parts by mass of carbon fibers, wherein a compound represented by the general formula (IX) has at least one or more branched structures and contains at least one or more hydroxyl groups.

(where R8 denotes any one of a hydrocarbon group with 1 to 22 carbon atoms, a group containing a hydrocarbon with 1 to 22 carbon atoms and an ether structure, a group containing a hydrocarbon with 1 to 22 carbon atoms and an ester structure, and a group containing a hydrocarbon with 1 to 22 carbon atoms and a hydroxyl group;
and where R9 denotes an alkylene group with 3 to 22 carbon atoms and may also contain an unsaturated group;
and R10 denotes any one of a hydrogen, a hydrocarbon group with 1 to 22 carbon atoms, a group containing a hydrocarbon with 1 to 22 carbon atoms and an ether group, a group containing a hydrocarbon with 1 to 22 carbon atoms and an ester structure, and a group containing a hydrocarbon with 1 to 22 carbon atoms and a hydroxyl group;
or R8 and R10 may be combined with each other to form an alkylene group with 2 to 11 carbon atoms.)
(where R14 to R17 denote, respectively independently, any one of a hydrocarbon group with 1 to 22 carbon atoms, a group containing a hydrocarbon with 1 to 22 carbon atoms and an ether structure, a group containing a hydrocarbon with 1 to 22 carbon atoms and an ester structure, and a group containing a hydrocarbon with 1 to 22 carbon atoms and a hydroxyl group.)
(where R32 to R34 denote any one of a hydrocarbon group with 1 to 22 carbon atoms, a group containing a hydrocarbon with 1 to 22 carbon atoms and an ether structure, a group containing a hydrocarbon with 1 to 22 carbon atoms and an ester structure, and a group containing a hydrocarbon with 1 to 22 carbon atoms and a hydroxyl group;
and any one of R32 to R34 contains a branched structure represented by general formula (X) or (XI).)
(where R35 and R36 denote any one of a hydrocarbon group with 1 to 22 carbon atoms, a group containing a hydrocarbon with 1 to 22 carbon atoms and an ether structure, a group containing a hydrocarbon with 1 to 22 carbon atoms and an ester group, a group containing a hydrocarbon with 1 to 22 carbon atoms and a hydroxyl group, and a hydroxyl group.)
(where R37 to R39 denote any one of a hydrocarbon group with 1 to 22 carbon atoms, a group containing a hydrocarbon with 1 to 22 carbon atoms and an ether structure, a group containing a hydrocarbon with 1 to 22 carbon atoms and an ester structure, a group containing a hydrocarbon with 1 to 22 carbon atoms and a hydroxyl group, and a hydroxyl group).

6 more elements

Dependencies are inferred from the claim text.

Method for producing sizing agent-coated carbon fibers, and sizing agent-coated carbon fibers

Life of this patent

Method for producing sizing agent-coated carbon fibers, and sizing agent-coated carbon fibers

Life of this patent

Abstract

Claims23