CN117377799A - Treatment agent for synthetic fibers and synthetic fibers - Google Patents

Treatment agent for synthetic fibers and synthetic fibers Download PDF

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Publication number
CN117377799A
CN117377799A CN202280037877.0A CN202280037877A CN117377799A CN 117377799 A CN117377799 A CN 117377799A CN 202280037877 A CN202280037877 A CN 202280037877A CN 117377799 A CN117377799 A CN 117377799A
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Prior art keywords
synthetic fibers
agent
mass
amine
derivative
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大岛启一郎
土井章弘
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Takemoto Oil and Fat Co Ltd
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Takemoto Oil and Fat Co Ltd
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    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/325Amines
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/325Amines
    • D06M13/328Amines the amino group being bound to an acyclic or cycloaliphatic carbon atom
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/372Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen containing etherified or esterified hydroxy groups ; Polyethers of low molecular weight
    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01FCHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F9/00Artificial filaments or the like of other substances; Manufacture thereof; Apparatus specially adapted for the manufacture of carbon filaments
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/165Ethers
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/165Ethers
    • D06M13/17Polyoxyalkyleneglycol ethers
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/53Polyethers
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/6436Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16Synthetic fibres, other than mineral fibres
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16Synthetic fibres, other than mineral fibres
    • D06M2101/18Synthetic fibres consisting of macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M2101/26Polymers or copolymers of unsaturated carboxylic acids or derivatives thereof
    • D06M2101/28Acrylonitrile; Methacrylonitrile
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/40Fibres of carbon
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/30Flame or heat resistance, fire retardancy properties
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/40Reduced friction resistance, lubricant properties; Sizing compositions

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

The invention aims to improve the spinning bundling property of synthetic fiber. The treatment agent for synthetic fibers contains the following amine derivative (A) and smoothing agent (B). The amine derivative (a) is a compound obtained by adding an alkylene oxide having 2 to 4 carbon atoms in a ratio of 1 to 30 moles based on 1 mole of the total of the amine compound (A1) having a hydrocarbon group having 8 to 20 carbon atoms and the amine compound (A2) having a hydrocarbon group having 8 to 20 carbon atoms different from the hydrocarbon group of the amine compound (A1).

Description

Treatment agent for synthetic fibers and synthetic fibers
Technical Field
The present invention relates to a treatment agent for synthetic fibers and a synthetic fiber.
Background
The synthetic fibers are produced, for example, by performing a spinning process for spinning an acrylic resin or the like.
In order to improve the bundling properties of the fibers subjected to the spinning step (hereinafter also referred to as spinning bundling properties), a treatment agent for synthetic fibers may be used in the spinning step.
Patent document 1 discloses a treatment agent for synthetic fibers, which contains a nonionic surfactant and a smoothing agent.
Prior art literature
Patent literature
Patent document 1: japanese patent laid-open No. 2019-99964
Disclosure of Invention
Problems to be solved by the invention
If the spinning bundling property is improved, winding around a roll or the like can be suppressed in the synthetic fiber production process, and thus the synthetic fiber can be produced efficiently. In addition, the quality of the synthetic fiber can be improved. Therefore, a treatment agent for synthetic fibers is required to further improve the performance of spinning bundling.
Means for solving the problems
The synthetic fiber treatment agent for solving the above problems is characterized by comprising the following amine derivative (A) and a smoothing agent (B).
Amine derivative (a): a compound in which an alkylene oxide having 2 to 4 carbon atoms is added in a ratio of 1 to 30 moles based on 1 mole of the total of the amine compound (A1) having a hydrocarbon group having 8 to 20 carbon atoms and the amine compound (A2) having a hydrocarbon group having 8 to 20 carbon atoms which is different from the hydrocarbon group of the amine compound (A1).
In the synthetic fiber treatment agent, the alkylene oxide preferably contains ethylene oxide.
In the synthetic fiber treatment agent, the smoothing agent (B) preferably contains an amino-modified silicone.
In the synthetic fiber treatment agent, when the total content of the amine derivative (a) and the smoothing agent (B) is 100% by mass, the amine derivative (a) is preferably contained in an amount of 3% by mass or more and 50% by mass or less, and the smoothing agent (B) is preferably contained in an amount of 50% by mass or more and 97% by mass or less.
The treatment agent for synthetic fibers preferably further contains the following (poly) oxyalkylene derivative (C).
(Poly) oxyalkylene derivative (C): a compound in which an alkylene oxide having 2 to 4 carbon atoms is added to 1 mol or more and 30 mol or less of a monohydric aliphatic alcohol having a hydroxyl group at the beta position of an alkyl chain having 4 or more carbon atoms.
In the synthetic fiber treatment agent, when the total content of the amine derivative (a), the smoothing agent (B), and the (poly) oxyalkylene derivative (C) is set to 100 mass%, the amine derivative (a) is preferably contained in an amount of 3 mass% or more and 40 mass% or less, the smoothing agent (B) is preferably contained in an amount of 20 mass% or more and 94 mass% or less, and the (poly) oxyalkylene derivative (C) is preferably contained in an amount of 3 mass% or more and 50 mass% or less.
In the synthetic fiber treatment agent, the synthetic fiber is preferably a carbon fiber precursor.
The synthetic fiber for solving the above problems is characterized in that the synthetic fiber treating agent is attached thereto.
ADVANTAGEOUS EFFECTS OF INVENTION
According to the present invention, the spinning bundling property of the synthetic fiber can be improved.
Detailed Description
(embodiment 1)
Embodiment 1 will be described in which a treatment agent for a synthetic fiber (hereinafter simply referred to as a treatment agent) according to the present invention is embodied.
The treating agent contains the following amine derivative (A) and a smoothing agent (B).
Amine derivative (a): a compound in which an alkylene oxide having 2 to 4 carbon atoms is added in a ratio of 1 to 30 moles based on 1 mole of the total of the amine compound (A1) having a hydrocarbon group having 8 to 20 carbon atoms and the amine compound (A2) having a hydrocarbon group having 8 to 20 carbon atoms which is different from the hydrocarbon group of the amine compound (A1).
By containing the amine derivative (a) and the smoothing agent (B), the spinning bundling properties of the synthetic fibers can be improved.
The hydrocarbon group having 8 to 20 carbon atoms in the amine compound (A1) is not particularly limited, and may be a straight-chain hydrocarbon group or a hydrocarbon group having a branched chain. The hydrocarbon group may be a saturated hydrocarbon group or an unsaturated hydrocarbon group.
Specific examples of the linear hydrocarbon group include octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, and eicosyl groups.
Specific examples of the branched saturated hydrocarbon group include isooctyl, isononyl, isodecyl, isoundecyl, isododecyl, isotridecyl, isotetradecyl, isopentdecyl, isohexadecyl, isoheptadecyl, isooctadecyl, and isoeicosyl.
The unsaturated hydrocarbon group may be an alkenyl group having 1 double bond as an unsaturated carbon bond, or may be a dienyl group or a trienyl group having 2 or more double bonds. Further, an alkynyl group having 1 triple bond as an unsaturated carbon bond may be used, or a dialkynyl group having 2 or more triple bonds may be used. Specific examples of the linear unsaturated hydrocarbon group having 1 double bond in the hydrocarbon group include octenyl, nonenyl, decenyl, undecenyl, dodecenyl, tridecenyl, tetradecenyl, pentadecenyl, hexadecenyl, heptadecenyl, octadecenyl, and eicosacenyl groups.
Specific examples of the unsaturated hydrocarbon group having 1 double bond and having a branch in the hydrocarbon group include isooctenyl group, isononyl group, isodecyl group, isoundecenyl group, isododecenyl group, isotridecyl group, isotetradecenyl group, isopentdecyl group, isohexadecenyl group, isoheptadecyl group, isooctadecyl group, isoeicosenyl group and the like.
The amine compound (A1) may be any one of a primary amine, a secondary amine, and a tertiary amine. Among these, primary amines are preferable.
The amine compound (A2) has a hydrocarbon group having 8 to 20 carbon atoms which is different from the hydrocarbon group of the amine compound (A1). The same compounds as those exemplified for the amine compound (A1) above can be used, except that the number of carbon atoms of the hydrocarbon group is different.
The amine compound (A2) is not limited to one, and a plurality of amine compounds (A2) may be used. That is, a plurality of amine compounds (A2) having a hydrocarbon group having 8 to 20 carbon atoms different from the hydrocarbon group of the amine compound (A1) can be used. The plurality of amine compounds (A2) preferably have hydrocarbon groups having different numbers of carbon atoms. The plurality of amine compounds (A2) may be compounds having the same number of carbon atoms as the hydrocarbon group but different chemical formulas.
The amine compound (A2) is preferably used in an amount of two or more, more preferably three or more, and still more preferably 5 or more.
The mixing ratio of the amine compound (A1) and the amine compound (A2) is not particularly limited. For example, the mass ratio of the amine compound (A1)/the amine compound (A2) =1/99 or more and 99/1 or less, and the amine compound (A1)/the amine compound (A2) =5/95 or more and 95/5 or less is preferable.
Examples of the alkylene oxide having 2 to 4 carbon atoms include ethylene oxide, propylene oxide, and butylene oxide. Among these, ethylene oxide is preferably contained.
The polymerization arrangement of the alkylene oxide is not particularly limited, and may be a random adduct or a block adduct.
The alkylene oxide having 2 or more and 4 or less carbon atoms may be used alone or in combination of 2 or more.
The smoothing agent (B) is not particularly limited, and a known smoothing agent used in a treating agent can be used. Examples of the known smoothing agent include silicone oil, mineral oil, polyolefin, and ester compound. These smoothing agents may be used alone or in combination of 1 kind or 2 or more kinds. Among these, the smoothing agent (B) preferably contains silicone oil.
Examples of the silicone oil include dimethyl silicone, phenyl-modified silicone, amino-modified silicone, amide-modified silicone, polyether-modified silicone, amino polyether-modified silicone, alkyl aralkyl-modified silicone, alkyl polyether-modified silicone, ester-modified silicone, epoxy-modified silicone, methanol-modified silicone, and mercapto-modified silicone. Among these, amino-modified silicones are preferably contained.
When the carbon fiber is produced by further carbonizing the synthetic fiber while the synthetic fiber is made refractory by including the amino-modified silicone in the smoothing agent (B), the strength of the carbon fiber can be further improved.
Specific examples of the smoothing agent (B) include: kinematic viscosity at 25℃of 650mm 2 Amino-modified silicone with amino equivalent of 1800 g/mol; a kinematic viscosity at 25℃of 90mm 2 Amino-modified silicone with amino equivalent weight of 5000 g/mol; the kinematic viscosity at 25℃is 4500mm 2 Amino-modified silicone with amino equivalent weight of 1200 g/mol; a kinematic viscosity at 25℃of 8000mm 2 Amino-modified silicone with amino equivalent of 1000 g/mol; a kinematic viscosity at 25℃of 350mm 2 Dimethyl silicone per s; and the di (dodecyl) ester of ethylene oxide 2 mole adduct of bisphenol A.
The silicone oil may be used alone or in combination of 1 kind or 2 or more kinds.
The kinematic viscosity of the smoothing agent (B) can be measured by a known method using a candela-finck viscometer at 25 ℃.
The content ratio of the amine derivative (a) and the smoothing agent (B) in the treating agent is not limited. In the treating agent, when the total content of the amine derivative (a) and the smoothing agent (B) is 100 parts by mass, the amine derivative (a) is preferably contained in an amount of 3 mass% or more and 50 mass% or less, and the smoothing agent (B) is preferably contained in an amount of 50 mass% or more and 97 mass% or less.
The treating agent preferably further contains the following (poly) oxyalkylene derivative (C).
The (poly) oxyalkylene derivative (C) is a compound obtained by adding alkylene oxide having 2 to 4 carbon atoms in a total of 1 to 30 moles based on 1 mole of a monohydric aliphatic alcohol having a hydroxyl group at the beta position of an alkyl chain having 4 or more carbon atoms.
The spinning bundling property can be further improved by containing the (poly) oxyalkylene derivative (C) in the treating agent.
The monohydric aliphatic alcohol is not particularly limited, and may be a linear aliphatic alcohol or a branched aliphatic alcohol. The aliphatic alcohol may be a saturated aliphatic alcohol or an unsaturated aliphatic alcohol.
In addition, the alcohol may be any of primary alcohol, secondary alcohol, and tertiary alcohol. Among these, primary alcohols are preferred.
The number of carbon atoms of the alkyl chain of the monohydric aliphatic alcohol is preferably 10 or more, more preferably 12 or more. The number of carbon atoms in the alkyl chain of the monohydric aliphatic alcohol is preferably 18 or less, more preferably 16 or less.
Specific examples of the alkyl chain include the same groups as the hydrocarbon groups of the amine compound (A1) used for the amine derivative (a).
The alkylene oxide having 2 to 4 carbon atoms may be the same as the alkylene oxide used for the amine derivative (a).
Specific examples of the (poly) oxyalkylene derivative (C) include a compound obtained by adding 5 moles of ethylene oxide to 1 mole of 2-dodecanol, a compound obtained by adding 9 moles of ethylene oxide to 1 mole of 2-tetradecanol, and the like.
The (poly) oxyalkylene derivative (C) may be used alone or in combination of 1 or more than 2.
The content ratio of the amine derivative (a), the smoothing agent (B), and the (poly) oxyalkylene derivative (C) in the treating agent is not limited. In the treating agent, when the total content of the amine derivative (a), the smoothing agent (B) and the (poly) oxyalkylene derivative (C) is set to 100 parts by mass, the amine derivative (a) is preferably contained in an amount of 3 mass% or more and 40 mass% or less, the smoothing agent (B) is preferably contained in an amount of 20 mass% or more and 94 mass% or less, and the (poly) oxyalkylene derivative (C) is preferably contained in an amount of 3 mass% or more and 50 mass% or less.
(embodiment 2)
Embodiment 2 in which the synthetic fiber of the present invention is embodied will be described. The treatment agent of embodiment 1 is attached to the synthetic fiber of the present embodiment. Specific examples of the synthetic fibers are not particularly limited, and examples thereof include: (1) Polyester fibers such as polyethylene terephthalate, polypropylene terephthalate and polylactic acid ester; (2) polyamide fibers such as nylon 6 and nylon 66; (3) Polyacrylic acid fibers such as polyacrylic acid and modified acrylic acid; (4) polyolefin fibers such as polyethylene and polypropylene; (5) cellulose-based fibers; (6) lignin-based fibers, etc.
The synthetic fibers are preferably those made of a resin which is subjected to a carbonization treatment step described later to produce carbon fibers. In other words, the synthetic fibers are preferably carbon fiber precursors.
The resin constituting the synthetic fiber is not particularly limited, and examples thereof include an acrylic resin, a polyethylene resin, a phenol resin, a cellulose resin, a lignin resin, asphalt, and the like.
The proportion of the treating agent according to embodiment 1 to be attached to the synthetic fibers is not particularly limited, but the treating agent (containing no solvent) is preferably attached so as to be 0.1 mass% or more and 2 mass% or less, more preferably 0.3 mass% or more and 1.2 mass% or less, relative to the synthetic fibers.
Examples of the form of the treating agent in the case of attaching the treating agent of embodiment 1 to the synthetic fibers include an organic solvent solution and an aqueous solution.
As a method for attaching the treating agent to the synthetic fiber, for example, the following method can be applied: the treating agent according to embodiment 1, an aqueous solution containing water or an aqueous solution obtained by further dilution, is used and attached by a known method, for example, a dipping method, a spraying method, a roller method, a yarn carrier oil feeding method using a metering pump, or the like.
A method for producing a carbon fiber using the synthetic fiber of the present embodiment will be described.
The method for producing carbon fibers preferably undergoes the following steps 1 to 3.
Step 1: spinning the synthetic fiber as a carbon fiber precursor, and adhering the treating agent according to embodiment 1.
Step 2: a refractory treatment step of converting the carbon fiber precursor obtained in the step 1 into a refractory fiber in an oxidizing atmosphere at 200 to 300 ℃, preferably at 230 to 270 ℃.
And step 3: and a carbonization step of carbonizing the refractory fiber obtained in the step 2 in an inert atmosphere at 300 to 2000 ℃, preferably 300 to 1300 ℃.
The firing step is constituted by the steps 2 and 3.
The spinning step preferably further includes a wet spinning step of spinning the resin by dissolving the resin in a solvent, a dry densification step of drying and densifying the synthetic fiber obtained by the wet spinning, and a drawing step of drawing the dry densified synthetic fiber. The treating agent of embodiment 1 is preferably attached between the wet spinning step and the dry densification step.
The temperature of the dry densification step is not particularly limited, and it is preferable to heat the synthetic fiber subjected to the wet spinning step at, for example, 70 ℃ to 200 ℃. The timing of attaching the treating agent to the synthetic fiber is not particularly limited, and is preferably between the wet spinning step and the dry densification step.
The oxidizing atmosphere in the refractory treatment step is not particularly limited, and for example, an air atmosphere may be used.
The inert atmosphere in the carbonization step is not particularly limited, and for example, a nitrogen atmosphere, an argon atmosphere, a vacuum atmosphere, or the like can be used.
According to the treatment agent and the synthetic fiber of the present embodiment, the following actions and effects can be obtained.
(1) The treatment agent of the present embodiment contains the amine derivative (a) and the smoothing agent (B). Therefore, the spinning bundling property of the synthetic fiber can be improved. In addition, the fire-resistant bundling property of the synthetic fibers and the strength of the carbon fibers when the synthetic fibers are carbonized to produce the carbon fibers can be improved.
(2) The smoothing agent (B) contains at least one selected from amino-modified silicones and polyether-modified silicones. Therefore, at least one of the fire-resistant bundling property of the synthetic fibers and the strength of the carbon fibers when the synthetic fibers are carbonized to produce the carbon fibers can be further improved.
(3) The smoothing agent (B) contains an amino-modified silicone. Therefore, the strength of the carbon fiber can be further improved.
(4) The spinning bundling property can be further improved by containing the (poly) oxyalkylene derivative (C) in the treating agent.
The above embodiment can be modified as follows. The above-described embodiments and the following modifications can be combined with each other within a range that is not technically contradictory.
In the present embodiment, the treating agent is attached to the synthetic fibers between the wet spinning step and the dry densification step, but the method is not limited thereto. The treating agent may be attached to the synthetic fiber between the dry densification step and the stretching step, or may be attached to the synthetic fiber between the stretching step and the refractory treatment step.
In the present embodiment, the synthetic fibers may be fibers that have not been subjected to a firing step. That is, the synthetic fibers are not limited to carbon fiber precursors.
The treatment agent of the present embodiment may further contain components commonly used in treatment agents, such as a stabilizer, a charge control agent, an antistatic agent, a thickener, an antioxidant, an ultraviolet absorber, and an antifoaming agent (silicone compound), in such a range that the effects of the present invention are not impaired.
Examples
Hereinafter, examples and the like are given for more specifically explaining the constitution and effects of the present invention, but the present invention is not limited to these examples. In the following description of examples and comparative examples, parts refer to parts by mass and% refers to% by mass.
Test group 1 (preparation of treatment agent for carbon fiber precursor)
Example 1
Using the components shown in Table 1, the mixture was placed in a beaker at a ratio of 15 parts of the amine derivative (A-1), 50 parts of the smoothing agent (B-1), and 35 parts of the (poly) oxyalkylene derivative (C-1). They were stirred to mix thoroughly. Ion-exchanged water was slowly added to the mixture so that the solid content became 25% while stirring was continued, whereby a 25% aqueous solution of the treatment agent for synthetic fibers of example 1 was prepared.
Examples 2 to 24 and comparative examples 1 to 3
The carbon fiber precursor treating agents of examples 2 to 24 and comparative examples 1 to 3 were prepared in the same manner as in example 1 using the components shown in table 1.
The type and content of the amine derivative (a), the type and content of the smoothing agent (B), and the type and content of the (poly) oxyalkylene derivative (C) in the treating agents of each example are shown in the columns "amine derivative (a)", smoothing agent (B) ", and (poly) oxyalkylene derivative (C)", respectively, of table 1.
TABLE 1
The details of the amine derivative (a), the smoothing agent (B), and the (poly) oxyalkylene derivative (C) in table 1 are as follows.
(amine derivative (A))
The types and mixing ratios of the amine compound (A1) and the amine compound (A2) and the types and addition mol numbers of the alkylene oxides having 2 to 4 carbon atoms in the amine derivative (a) of table 1 are shown in the columns of "types and mixing ratios (parts by mass)" and "types and addition mol numbers of the alkylene oxides" of table 2, respectively.
In Table 2, "C8" refers to an amine compound having 8 carbon atoms in the hydrocarbon group. In addition, "C16:1 "means an amine compound having 16 carbon atoms and 1 unsaturated bond, and the same applies to the other compounds.
The compound to which "×" is given in the upper right corner of the figure refers to the amine compound (A1), and the other all refer to the amine compound (A2). In example 25, the amine compound of the amine derivative (A-9) was used as the amine compound (A1), and the amine compound of the amine derivative (A-10) was used as the amine compound (A2). EO refers to ethylene oxide and PO refers to propylene oxide.
The amine derivatives (A-1), (A-3) to (A-8) were prepared by adding EO to a mixed solution containing 1 mol of the total of the amine compound (A1) and the amine compound (A2).
The amine derivative (A-2) is prepared by sequentially block-adding EO and PO to a mixed solution of 1 mol of the total of the amine compound (A1) and the amine compound (A2). The amine derivatives (A-1) to (A-10) all use primary amines having a linear hydrocarbon group.
The method for producing the amine derivatives (A-1) to (A-8) is not limited to the method for adding the alkylene oxide to the mixed solution of the amine compounds. The amine compounds may be prepared by adding alkylene oxide to each other and mixing them.
TABLE 2
a-1: a compound obtained by adding 15 mol of ethylene oxide and 10 mol of propylene oxide to 1 mol of distyrenated phenol
a-2: a compound obtained by adding 15 mol of ethylene oxide and 10 mol of propylene oxide to 1 mol of trisstyrenated phenol
(smoother (B))
B-1: kinematic viscosity at 25℃of 650mm 2 Amino-modified silicone with amino equivalent weight of 1800g/mol per second
B-2: a kinematic viscosity at 25℃of 90mm 2 Amino-modified silicone B-3 with an amino equivalent of 5000 g/mol/s: the kinematic viscosity at 25℃is 4500mm 2 Amino-modified silicone with amino equivalent weight of 1200g/mol per s
B-4: a kinematic viscosity at 25℃of 8000mm 2 Amino-modified silicone with amino equivalent weight of 1000g/mol per second
B-5: at 25 DEG CA kinematic viscosity of 350mm 2 Dimethyl silicone of/s
B-6: di (dodecyl) ester of ethylene oxide 2 mole adduct of bisphenol A
(Poly) oxyalkylene derivative (C)
C-1: compounds obtained by adding 5 moles of ethylene oxide to 1 mole of 2-dodecanol
C-2: compound test group 2 (production of synthetic fibers and carbon fibers) comprising 9 moles of ethylene oxide added to 1 mole of 2-tetradecanol
Synthetic fibers and carbon fibers were produced using the aqueous solution of the treating agent for synthetic fibers prepared in test group 1.
First, as step 1, an acrylic resin is wet spun. Specifically, a copolymer composed of 95% by mass of acrylonitrile, 3.5% by mass of methyl acrylate, and 1.5% by mass of methacrylic acid and having an intrinsic viscosity of 1.80 was dissolved in Dimethylacetamide (DMAC) to prepare a dope having a polymer concentration of 21.0% by mass and a viscosity of 500 poise at 60 ℃. The dope was discharged at a draft ratio of 0.8 using a spinneret having a pore diameter (inner diameter) of 0.075mm and a pore number of 12,000 in a coagulation bath of a 70 mass% aqueous solution of DMAC maintained at a bath temperature of 35 ℃.
The coagulated filaments were desolventized in a water washing tank and simultaneously drawn to 5 times, whereby an acrylic fiber strand (raw fiber) in a water-swollen state was produced. The acrylic fiber strands were subjected to oil feeding of the treatment agent for synthetic fibers prepared in test group 1 so that the solid content adhering amount was 1% by mass (no solvent was contained). The oil-feeding of the synthetic fiber treatment agent is performed by an impregnation method using a 4% ion-exchange aqueous solution of the synthetic fiber treatment agent. Thereafter, the acrylic fiber strand was dried and densified by a heated roll at 130 ℃, and further stretched 1.7 times between heated rolls at 170 ℃, and then wound around a filament tube using a winding device.
Next, as step 2, the filaments were unwound from the carbon fiber precursor after winding, subjected to a fire-resistant treatment in an air atmosphere for 1 hour using a fire-resistant furnace having a temperature gradient of 230 ℃ to 270 ℃ inclusive, and then wound around a filament tube, thereby obtaining fire-resistant filaments (fire-resistant fibers).
Next, as step 3, the filaments are unwound from the wound refractory filaments, fired in a carbonization furnace having a temperature gradient of 300 ℃ to 1300 ℃ in a nitrogen atmosphere, converted into carbon fibers, and wound around a filament tube, thereby obtaining carbon fibers.
Test group 3 (evaluation)
The treatments of examples 1 to 24 and comparative examples 1 to 3 were evaluated for the spinning bundling property, the fire-resistant bundling property, and the strength of the carbon fiber according to the procedures described below.
(spinning bundling Property)
The acrylic fiber strands to which the synthetic fiber treatment agent was applied in step 1 of test group 2 were passed through a heated roll at 130℃and visually inspected for the bundling state at this time, and evaluated according to the following criteria. The results of the evaluation are shown in the column "spinning bundling" of table 1.
Evaluation criterion of spinning bundling
Very good: the fibers are bundled, the filament width is relatively narrow, and the fibers are not wound on a heating roller, so that the operability is not problematic at all
O (pass): the filaments were slightly loosened and the filament width was slightly widened, but were not wound on a heated roller, and the operability was not problematic
X (reject): the loosening of the yarn increases, the yarn width increases, and yarn breakage frequently occurs due to winding around a heated roller, which affects the operability
(fire-resistant bundling Property)
The refractory fibers subjected to the refractory treatment in step 2 of test group 2 were visually observed for the bundling state before being wound around the filament tube, and evaluated according to the following criteria. The evaluation results are shown in the column "refractory bundling" in table 1.
Evaluation criterion of fire resistance bundling
O (pass): in the case of bundling the fibres without space in the fibre bundle
X (reject): the fibers are not bundled, and there is a space in the fiber bundle and the width of the fiber bundle is widened
(intensity)
The strength of the carbon fiber obtained in step 3 of test group 2 was measured in accordance with JIS R7606 (corresponding to International Standard ISO 11566:1996). Evaluation was performed according to the following criteria. The results of the evaluation are shown in the "intensity" column of table 1.
Evaluation criterion of intensity
Very good: the strength is 4.0GPa or more and less than 4.5GPa
O (pass): the strength is 3.5GPa or more and less than 4.0GPa
X (reject): strength of less than 3.5GPa
From the results of table 1, the spinning bundling properties of the synthetic fibers can be improved by the present invention. In addition, the fire-resistant bundling property can be improved, and the strength of the carbon fiber can be improved.

Claims (8)

1. A treatment agent for synthetic fibers, which comprises the following amine derivative (A) and a smoothing agent (B),
amine derivative (a): a compound in which an alkylene oxide having 2 to 4 carbon atoms is added in a ratio of 1 to 30 moles based on 1 mole of the total of the amine compound (A1) having a hydrocarbon group having 8 to 20 carbon atoms and the amine compound (A2) having a hydrocarbon group having 8 to 20 carbon atoms which is different from the hydrocarbon group of the amine compound (A1).
2. The treating agent for synthetic fibers according to claim 1, wherein the alkylene oxide contains ethylene oxide.
3. The treatment agent for synthetic fibers according to claim 1 or 2, wherein the smoothing agent (B) contains an amino-modified silicone.
4. The treatment agent for synthetic fibers according to any one of claims 1 to 3, wherein the amine derivative (a) is contained in a proportion of 3 to 50 mass% and the smoothing agent (B) is contained in a proportion of 50 to 97 mass% when the total content of the amine derivative (a) and the smoothing agent (B) is taken as 100 mass%.
5. The treatment agent for synthetic fibers according to any one of claims 1 to 4, further comprising a (poly) oxyalkylene derivative (C),
(Poly) oxyalkylene derivative (C): a compound in which an alkylene oxide having 2 to 4 carbon atoms is added to 1 mol or more and 30 mol or less of a monohydric aliphatic alcohol having a hydroxyl group at the beta position of an alkyl chain having 4 or more carbon atoms.
6. The treatment agent for synthetic fibers according to claim 5, wherein the amine derivative (A) is contained in an amount of 3 to 40 mass%, the smoothing agent (B) is contained in an amount of 20 to 94 mass%, and the (poly) oxyalkylene derivative (C) is contained in an amount of 3 to 50 mass%, based on 100 mass% of the total content of the amine derivative (A), the smoothing agent (B), and the (poly) oxyalkylene derivative (C).
7. The treatment agent for synthetic fibers according to any one of claims 1 to 6, wherein the synthetic fibers are carbon fiber precursors.
8. A synthetic fiber, wherein the treating agent for synthetic fibers according to any one of claims 1 to 7 is attached.
CN202280037877.0A 2021-06-04 2022-06-02 Treatment agent for synthetic fibers and synthetic fibers Pending CN117377799A (en)

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JPH07216734A (en) * 1994-02-03 1995-08-15 Sanyo Chem Ind Ltd Oiling agent for synthetic fiber
JPH09273078A (en) * 1996-04-05 1997-10-21 Toray Ind Inc Treating agent for synthetic fiber and polyamide fiber containing the same treating agent sticking thereto
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