CN115584630A - Treating agent for synthetic fiber and synthetic fiber - Google Patents

Treating agent for synthetic fiber and synthetic fiber Download PDF

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Publication number
CN115584630A
CN115584630A CN202210258384.1A CN202210258384A CN115584630A CN 115584630 A CN115584630 A CN 115584630A CN 202210258384 A CN202210258384 A CN 202210258384A CN 115584630 A CN115584630 A CN 115584630A
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carbon atoms
synthetic fibers
general formula
group
agent
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CN115584630B (en
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本乡勇治
足立启太
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Takemoto Oil and Fat Co Ltd
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Takemoto Oil and Fat Co Ltd
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    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating 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
    • D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating 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
    • D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
    • D06M13/203—Unsaturated carboxylic acids; Anhydrides, halides or salts thereof
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating 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
    • D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
    • D06M13/2246—Esters of unsaturated carboxylic acids
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244—Treating 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 sulfur or phosphorus
    • D06M13/248—Treating 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 sulfur or phosphorus with compounds containing sulfur
    • D06M13/252—Mercaptans, thiophenols, sulfides or polysulfides, e.g. mercapto acetic acid; Sulfonium compounds
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244—Treating 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 sulfur or phosphorus
    • D06M13/248—Treating 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 sulfur or phosphorus with compounds containing sulfur
    • D06M13/256—Sulfonated compounds esters thereof, e.g. sultones
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244—Treating 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 sulfur or phosphorus
    • D06M13/282—Treating 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 sulfur or phosphorus with compounds containing phosphorus
    • D06M13/292—Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244—Treating 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 sulfur or phosphorus
    • D06M13/282—Treating 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 sulfur or phosphorus with compounds containing phosphorus
    • D06M13/292—Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof
    • D06M13/295—Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof containing polyglycol moieties; containing neopentyl moieties
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating 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
    • D06M13/402—Amides imides, sulfamic acids
    • D06M13/41—Amides derived from unsaturated carboxylic acids, e.g. acrylamide
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/53—Polyethers
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/40—Reduced 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)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

The invention provides a synthetic fiber treating agent which can obtain excellent spinning property with fine hair resistance and can obtain excellent rubber adhesion when being made into a reinforcing rope, and a synthetic fiber adhered with the synthetic fiber treating agent. As a solution, there is provided a treatment agent for synthetic fibers, which is characterized by comprising: a smoothing agent (X) containing a complete ester compound (X1) of a polyhydric alcohol having 3 to 6 carbon atoms and a monohydric fatty acid having 8 to 24 carbon atoms, a nonionic surfactant (Y) containing an ether ester derivative (A) having a specific chemical structure and an ether ester derivative (B) having a specific chemical structure, and an ionic surfactant (Z).

Description

Treating agent for synthetic fiber and synthetic fiber
Technical Field
The present invention relates to a treating agent for synthetic fibers and synthetic fibers. More specifically, the present invention relates to a treatment agent for synthetic fibers which exhibits good process passability in a step of spinning synthetic fibers and has good rubber adhesion in a post-processing step, and to synthetic fibers to which the treatment agent for synthetic fibers is attached.
Background
In recent years, in a spinning process or a processing process of synthetic fibers, a speed is increasing, and accordingly, fuzz or breakage is likely to occur. Therefore, as a treatment agent for synthetic fibers for suppressing these problems, a substance containing a polyether obtained by adding a polyoxyalkylene group to a polyhydric alcohol (for example, patent documents 1 and 2), a substance containing an organozinc compound having a specific structure (for example, patent document 3), and the like have been proposed. However, these conventional treatment agents for synthetic fibers have a problem that the permeability of the treatment agents for synthetic fibers into fibers is insufficient, and fuzz or yarn breakage cannot be sufficiently suppressed during spinning or processing.
On the other hand, the synthetic fibers obtained are also widely used as industrial materials, and among them, they are widely used as reinforcing materials for rubber products such as tires, belts, and hoses. These rubber products are reinforced with reinforcing cords obtained by treating twisted yarns made of synthetic fibers with an adhesive, and the reinforcing cords are required to have sufficient adhesion to rubber in order to improve the durability of the rubber products. In order to satisfy such a demand, a synthetic fiber treating agent has been proposed which contains a compound obtained by adding a polyoxyalkylene group to a polyhydric alcohol and/or a polycarboxylic acid (for example, patent document 4). However, the reinforcing cord obtained by treating the synthetic fiber to which these conventional synthetic fiber treating agents have been attached with an adhesive has a problem that the rubber adhesiveness is not sufficient.
Patent literature
Patent document 1: japanese patent laid-open publication No. 2003-306869
Patent document 2: japanese patent laid-open No. 2000-273766
Patent document 3: japanese patent laid-open publication No. 2013-007141
Patent document 4: japanese patent laid-open publication No. 2004-019088
Disclosure of Invention
The invention provides a treating agent for synthetic fibers, which can obtain excellent spinning property with fine hair resistance and good rubber adhesion when being used for preparing reinforcing ropes, and synthetic fibers adhered with the treating agent.
The present inventors have conducted intensive studies to solve the above problems, and as a result, have found that an ether ester derivative having a specific chemical structure and a synthetic fiber treating agent are uniformly adhered to fibers in order to obtain good rubber adhesion when a reinforcing cord is produced, thereby solving the above problems.
Specifically, the present invention is the subject matter described below.
1. A treatment agent for synthetic fibers, characterized by comprising: a smoothing agent (X) containing a full ester compound (X1) below, a nonionic surfactant (Y) and an ionic surfactant (Z) containing an ether ester derivative (A) represented by the following general formula (1) and an ether ester derivative (B) represented by the following general formula (2),
full ester compound (X1): a complete ester compound of a polyhydric alcohol having 3 to 6 carbon atoms and a monohydric fatty acid having 8 to 24 carbon atoms;
[ chemical formula 1]
Figure BDA0003549670830000021
In the general formula (1) above,
R 1 : an alkyl group having 1 to 8 carbon atoms,
R 2 : an alkyl group having 7 to 23 carbon atoms, an alkenyl group having 7 to 23 carbon atoms, a hydroxyalkyl group having 7 to 23 carbon atoms or a hydroxyalkenyl group having 7 to 23 carbon atoms,
A 1 o: an oxyalkylene group having 2 to 3 carbon atoms, wherein when a plurality of the oxyalkylene groups are present, 1 or 2 or more species thereof may be present alone,
m: an integer of 1 to 20;
[ chemical formula 2]
Figure BDA0003549670830000022
In the general formula (2) in which,
R 3 : an alkyl group having 7 to 23 carbon atoms, an alkenyl group having 7 to 23 carbon atoms, a hydroxyalkyl group having 7 to 23 carbon atoms or a hydroxyalkenyl group having 7 to 23 carbon atoms,
A 2 o: an oxyalkylene group having 2 to 3 carbon atoms, wherein when a plurality of the oxyalkylene groups are present, 1 or 2 or more species thereof may be present alone,
n: an integer of 1 to 20.
2. The treating agent for synthetic fibers according to 1, characterized by containing the complete ester compound (X1) in an amount of 20 mass% or more based on the nonvolatile components of the treating agent for synthetic fibers.
3. The treating agent for synthetic fibers according to 1. Or 2, characterized by containing the ether ester derivative (A) and the ether ester derivative (B) in a total amount of 1 to 30 mass% with respect to a nonvolatile component of the treating agent for synthetic fibers.
4. The agent for treating synthetic fibers according to any one of claims 1 to 3, wherein A in the general formula (1) 1 O is an oxyethylene group.
5. The agent for treating synthetic fibers according to any one of claims 1 to 4, wherein R in the general formula (1) 1 Is an alkyl group having 1 to 4 carbon atoms.
6. The agent for treating synthetic fibers according to any one of claims 1 to 5, wherein A in the general formula (2) 2 O is an oxyethylene group.
7. The agent for treating synthetic fibers according to any one of claims 1 to 6, wherein R in the general formula (2) 3 Is an alkyl group having 15 to 23 carbon atoms or an alkenyl group having 15 to 23 carbon atoms.
8. The synthetic fiber treatment agent according to any one of claims 1 to 7, characterized in that the complete ester compound (X1) is a complete ester compound containing a C3-C6 trihydric polyol and a C8-C24 monobasic fatty acid.
9. The agent for treating synthetic fibers according to any one of claims 1 to 8, wherein the nonionic surfactant (Y) further contains an ether ester derivative (C) represented by the following general formula (3),
[ chemical formula 3]
Figure BDA0003549670830000031
In the general formula (3) in which,
R 4 : an alkyl group having 7 to 23 carbon atoms or an alkenyl group having 7 to 23 carbon atoms,
R 5 : an alkyl group having 7 to 23 carbon atoms or an alkenyl group having 7 to 23 carbon atoms,
A 3 o: an oxyalkylene group having 2 to 3 carbon atoms, wherein when a plurality of the oxyalkylene groups are present, 1 or 2 or more species thereof may be present alone,
p: an integer of 1 to 25.
10. The treating agent for synthetic fibers according to claim 9, which comprises the ether ester derivative (A), the ether ester derivative (B) and the ether ester derivative (C) in a total amount of 2 to 40 mass% based on a nonvolatile component of the treating agent for synthetic fibers.
11. A synthetic fiber characterized by having any one of the synthetic fiber treatment agents of 1 to 10 attached thereto.
The synthetic fiber treating agent of the present invention or the synthetic fiber having the synthetic fiber treating agent adhered thereto exhibits excellent process passage in a spinning step, a processing step or other yarn-making step of synthetic fibers, which has been advancing at a high speed in recent years. In particular, by reducing the fuzz of the synthetic fiber yarn, good process passability can be exhibited, and excellent spinnability can be obtained.
The synthetic fibers to which the treating agent for synthetic fibers of the present invention is attached can exhibit good rubber adhesion in a post-processing step. The effects are particularly effective in post-processing steps for tire cord applications and the like. More specifically, when a reinforcing cord for a rubber product is produced, an effect of obtaining good rubber adhesion is exhibited, and for example, a reinforcing cord suitable for use in a V-belt or the like, which is a power transmission belt that is one of industrial belts, can be obtained.
Detailed Description
The present invention relates to a treating agent for synthetic fibers and synthetic fibers to which the treating agent for synthetic fibers is attached, the treating agent for synthetic fibers being characterized by containing: a smoothing agent (X) containing a full ester compound (X1), a nonionic surfactant (Y) containing an ether ester derivative (A) having a specific chemical structure and an ether ester derivative (B) having a specific chemical structure, and an ionic surfactant (Z).
The present invention will be described in detail below.
< smoothing agent (X) >)
The treatment agent for synthetic fibers of the present invention contains, as an essential component, a smoothing agent (X) containing a complete ester compound (X1) of a polyhydric alcohol having 3 to 6 carbon atoms and a monohydric fatty acid having 8 to 24 carbon atoms.
< full ester Compound (X1) >)
The full ester compound (X1) in the present invention is a full ester of a polyhydric alcohol having 3 to 6 carbon atoms and a monohydric fatty acid having 8 to 24 carbon atoms, that is, a compound in which all the hydroxyl groups are substituted with a fatty acid ester.
The polyhydric alcohol having 3 to 6 carbon atoms constituting the complete ester compound (X1) in the present invention is preferably a di-to tetrahydric alcohol having 3 to 6 carbon atoms, and more preferably a trihydric alcohol having 3 to 6 carbon atoms. Specific examples thereof include: dihydric alcohols such as propylene glycol, 1, 2-butanediol, 1, 3-butanediol, 1, 4-butanediol, 2-methyl-1, 3-propanediol, 1, 5-pentanediol, and 1, 6-hexanediol, trihydric alcohols such as glycerin and trimethylolpropane, and tetrahydric alcohols such as pentaerythritol.
Specific examples of the monovalent fatty acid having 8 to 24 carbon atoms constituting the complete ester compound (X1) in the present invention include: caprylic acid (carbon number: 8), capric acid (carbon number: 10), lauric acid (carbon number: 12), myristic acid (carbon number: 14), myristoleic acid (carbon number: 14), palmitic acid (carbon number: 16), palmitoleic acid (carbon number: 16), stearic acid (carbon number: 18), oleic acid (carbon number: 18), linoleic acid (carbon number: 18), linolenic acid (carbon number: 18), arachidic acid (carbon number: 20), behenic acid (carbon number: 22), erucic acid (carbon number: 22), ligninic acid (carbon number: 24), nervonic acid (carbon number: 24), and the like.
The treatment agent for synthetic fibers of the present invention preferably contains the complete ester compound (X1) in a range of 20 to 70% by mass, more preferably 25 to 60% by mass, based on the nonvolatile components of the treatment agent for synthetic fibers.
The nonvolatile component of the treating agent for synthetic fibers in the present invention means a residue obtained by weighing 1g of the treating agent for synthetic fibers in a petri dish (outer diameter: 5cm, height: 15mm, thickness: 0.6 mm) and heat-treating it at 105 ℃ for 2 hours.
In the present invention, the full ester compound (X1) is preferably a full ester of a triol having 3 to 6 carbon atoms and a monohydric fatty acid having 8 to 24 carbon atoms, more preferably a full ester of a monohydric fatty acid having 10 to 22 carbon atoms, and still more preferably a full ester of a monohydric fatty acid having 12 to 20 carbon atoms.
The synthetic fiber treating agent of the present invention may contain a smoothing agent other than the above-mentioned full ester compound (X1) within a range not to impair the effects of the present invention.
The smoothing agent other than the above-mentioned full ester compound (X1) which can be used in combination in the treatment agent for synthetic fibers of the present invention is not particularly limited, and examples thereof include: examples of the lubricant include (1) ester compounds of aliphatic monohydric alcohols and aliphatic monocarboxylic acids such as butyl stearate, octyl stearate, oleyl laurate, oleyl oleate, isooctyl isostearate, octyl palmitate, isotridecyl stearate, and lauryl caprylate, (2) ester compounds of aliphatic monohydric alcohols and aliphatic polycarboxylic acids such as dilauryl adipate, dioleyl azelate, diisocetyl thiodipropionate, diisostearyl thiodipropionate, and polyoxyethylene lauryl adipate, (3) ester compounds of aromatic monohydric alcohols and aliphatic monocarboxylic acids such as benzyl oleate, benzyl laurate, and polyoxypropylene benzyl stearate, (4) ester compounds of aromatic alcohols and aliphatic monocarboxylic acids such as bisphenol a dilaurate and polyoxyethylene bisphenol a dilaurate, (5) ester compounds of aliphatic monohydric alcohols and aromatic polycarboxylic acids such as bis (2-ethylhexyl) phthalate, diisostearyl isophthalate, and trioctyl trimellitate, and (6) known lubricants used for synthetic fibers such as mineral oil. These smoothing agent components can be used alone in 1, also can be combined with 2 or more.
< nonionic surfactant (Y) >)
The treating agent for synthetic fibers of the present invention contains a nonionic surfactant (Y) as an essential component, and the nonionic surfactant (Y) contains an ether ester derivative (a) represented by the following general formula (1) and an ether ester derivative (B) represented by the following general formula (2).
[ chemical formula 4]
Figure BDA0003549670830000061
(in the general formula (1),
R 1 : an alkyl group having 1 to 8 carbon atoms.
R 2 : an alkyl group having 7 to 23 carbon atoms, an alkenyl group having 7 to 23 carbon atoms, a hydroxyalkyl group having 7 to 23 carbon atoms or a hydroxyalkenyl group having 7 to 23 carbon atoms.
A 1 O: an oxyalkylene group having 2 to 3 carbon atoms (wherein, when a plurality of the oxyalkylene groups are present, 1 kind or 2 or more kinds of them may be used singly).
m: an integer of 1 to 20. )
[ chemical formula 5]
Figure BDA0003549670830000062
(in the general formula (2),
R 3 : an alkyl group having 7 to 23 carbon atoms, an alkenyl group having 7 to 23 carbon atoms, a hydroxyalkyl group having 7 to 23 carbon atoms or a hydroxyalkenyl group having 7 to 23 carbon atoms.
A 2 O: an oxyalkylene group having 2 to 3 carbon atoms (wherein, when a plurality of the oxyalkylene groups are present, 1 kind or 2 or more kinds of them may be used singly).
n: an integer of 1 to 20. )
< Ether ester derivative (A) >, production method thereof, and electronic device
The ether ester derivative (A) in the present invention is a compound represented by the above general formula (1).
R in the general formula (1) 1 Has 1 to 8 carbon atomsSpecific examples of the alkyl group of (1) include: methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl and the like. Among them, R is preferred 1 Is an alkyl group having 1 to 4 carbon atoms.
R in the general formula (1) 2 Is alkyl group having 7 to 23 carbon atoms, alkenyl group having 7 to 23 carbon atoms, hydroxyalkyl group having 7 to 23 carbon atoms or hydroxyalkenyl group having 7 to 23 carbon atoms. The (hydroxy) alkyl group (meaning "alkyl group or hydroxyalkyl group") and the (hydroxy) alkenyl group (meaning "alkenyl group or hydroxyalkenyl group") may be linear, branched, or cyclic, but preferably linear or branched. Examples thereof include: (hydroxy) alkenyl groups such as (hydroxy) octyl, (hydroxy) nonyl, (hydroxy) isononyl, (hydroxy) decyl, (hydroxy) undecyl, (hydroxy) dodecyl, (hydroxy) tridecyl, (hydroxy) isotridecyl, (hydroxy) tetradecyl, (hydroxy) hexadecyl, (hydroxy) heptadecyl, (hydroxy) octadecyl, (hydroxy) nonadecyl, (hydroxy) heneicosyl, (hydroxy) eicosyl, (hydroxy) trialkyl and other (hydroxy) alkyl groups, (hydroxy) octenyl, (hydroxy) nonenyl, (hydroxy) decenyl, (hydroxy) heptadecenyl and other (hydroxy) alkenyl groups. Among them, R is preferred 2 A group having 7 to 19 carbon atoms.
A in the general formula (1) 1 O is an oxyalkylene group having 2 to 3 carbon atoms, and when a plurality of the oxyalkylene groups are present, 1 kind or 2 or more kinds thereof may be used alone. Among them, A is preferable 1 O is simply oxyethylene.
M in the general formula (1) is an integer of 1 to 20, preferably 3 to 17.
The treating agent for synthetic fibers of the present invention can improve uniform adhesion to fibers by containing the ether ester derivative (a) represented by the general formula (1) as the nonionic surfactant (Y). By improving the adhesion, the synthetic fiber to which the synthetic fiber treatment agent of the present invention is adhered can suppress fuzz during spinning. Further, the ether ester derivative (a) can improve the adhesion of a rubber adhesive (e.g., an epoxy solution, a resorcinol-formalin-latex solution, etc.) to the fiber, and therefore exhibits good rubber adhesion in the post-processing step.
< Ether ester derivative (B) >
The ether ester derivative (B) in the present invention is a compound represented by the above general formula (2).
R in the general formula (2) 3 Is alkyl group having 7 to 23 carbon atoms, alkenyl group having 7 to 23 carbon atoms, hydroxyalkyl group having 7 to 23 carbon atoms or hydroxyalkenyl group having 7 to 23 carbon atoms. The (hydroxy) alkyl group and the (hydroxy) alkenyl group may be linear, branched or cyclic, but preferably linear or branched. Examples thereof include: (hydroxy) alkenyl groups such as (hydroxy) octyl, (hydroxy) nonyl, (hydroxy) isononyl, (hydroxy) decyl, (hydroxy) undecyl, (hydroxy) dodecyl, (hydroxy) tridecyl, (hydroxy) isotridecyl, (hydroxy) tetradecyl, (hydroxy) hexadecyl, (hydroxy) heptadecyl, (hydroxy) octadecyl, (hydroxy) nonadecyl, (hydroxy) heneicosyl, (hydroxy) eicosyl, (hydroxy) trialkyl and other (hydroxy) alkyl groups, (hydroxy) octenyl, (hydroxy) nonenyl, (hydroxy) decenyl, (hydroxy) heptadecenyl and other (hydroxy) alkenyl groups. Among them, R is preferred 3 An alkyl group having 15 to 23 carbon atoms or an alkenyl group having 15 to 23 carbon atoms.
A in the general formula (2) 2 O is an oxyalkylene group having 2 to 3 carbon atoms, and when a plurality of the oxyalkylene groups are present, 1 kind or 2 or more kinds thereof may be used alone. Among them, A is preferred 2 O is simply oxyethylene.
N in the general formula (2) is an integer of 1 to 20, and among them, 3 to 17 is preferable.
The treating agent for synthetic fibers of the present invention can improve fuzz resistance of the treating agent for synthetic fibers of the present invention by containing the ether ester derivative (B) represented by the general formula (2) as the nonionic surfactant (Y).
< Ether ester derivative (C) >
The treatment agent for synthetic fibers of the present invention preferably further contains an ether ester derivative (C) represented by the following general formula (3) as the nonionic surfactant (Y).
[ chemical formula 6]
Figure BDA0003549670830000081
(in the general formula (3),
R 4 : an alkyl group having 7 to 23 carbon atoms or an alkenyl group having 7 to 23 carbon atoms.
R 5 : an alkyl group having 7 to 23 carbon atoms or an alkenyl group having 7 to 23 carbon atoms.
A 3 O: an oxyalkylene group having 2 to 3 carbon atoms (wherein, when a plurality of the oxyalkylene groups are present, 1 kind or 2 or more kinds of them may be used singly).
p: an integer of 1 to 25. )
R in the general formula (3) 4 、R 5 Each independently represents an alkyl group having 7 to 23 carbon atoms, an alkenyl group having 7 to 23 carbon atoms, a hydroxyalkyl group having 7 to 23 carbon atoms or a hydroxyalkenyl group having 7 to 23 carbon atoms. The (hydroxy) alkyl group and the (hydroxy) alkenyl group may be linear, branched or cyclic, but are preferably linear or branched. Examples thereof include: (hydroxy) alkyl groups such as (hydroxy) octyl, (hydroxy) nonyl, (hydroxy) isononyl, (hydroxy) decyl, (hydroxy) undecyl, (hydroxy) dodecyl, (hydroxy) tridecyl, (hydroxy) isotridecyl, (hydroxy) tetradecyl, (hydroxy) hexadecyl, (hydroxy) heptadecyl, (hydroxy) octadecyl, (hydroxy) nonadecyl, (hydroxy) heneicosyl, (hydroxy) tricosyl, and the like, (hydroxy) alkenyl groups such as (hydroxy) octenyl, (hydroxy) nonenyl, (hydroxy) decenyl, (hydroxy) heptadecenyl, and the like. Among them, R is preferred 4 、R 5 A group having 11 to 19 carbon atoms.
A in the general formula (3) 3 O is an oxyalkylene group having 2 to 3 carbon atoms, and when a plurality of the oxyalkylene groups are present, 1 kind or 2 or more kinds thereof may be used alone. Among them, A is preferable 3 O is simply oxyethylene.
In the general formula (3), p is an integer of 1 to 20, preferably 3 to 17.
The treating agent for synthetic fibers of the present invention preferably contains the ether ester derivative (a) represented by the general formula (1) and the ether ester derivative (B) represented by the general formula (2) as the nonionic surfactant (Y) in an amount of 1 to 30% by mass in total, more preferably 2 to 25% by mass, and still more preferably 2 to 23% by mass, based on the nonvolatile components of the treating agent for synthetic fibers.
The treatment agent for synthetic fibers of the present invention preferably contains the ether ester derivative (a) represented by the general formula (1), the ether ester derivative (B) represented by the general formula (2) and the ether ester derivative (C) represented by the general formula (3) as the nonionic surfactant (Y) in an amount of 2 to 40% by mass in total relative to the nonvolatile components of the treatment agent for synthetic fibers, more preferably 5 to 38% by mass, and still more preferably 10 to 35% by mass.
The treating agent for synthetic fibers of the present invention may contain nonionic surfactants other than the ether ester derivative (a), the ether ester derivative (B) and the ether ester derivative (C) within a range not to impair the effects of the present invention.
The nonionic surfactants other than the ether ester derivatives (a) to (C) which can be used in combination in the treatment agent for synthetic fibers of the present invention are not particularly limited, and examples thereof include: (1) polyoxyethylene oleate, polyoxyethylene methyl ether laurate, polyoxyethylene octyl ether laurate, polyoxyethylene polyoxypropylene tridecyl ether palmitate, polyoxyethylene dioleate, polyoxyethylene lauryl ether, polyoxypropylene lauryl ether methyl ether, polyoxybutylene oleyl ether, polyoxyethylene polyoxypropylene butyl ether, polyoxyethylene polyoxypropylene octyl ether, polyoxyethylene polyoxypropylene trimethylolpropane ether, polyoxyethylene phenyl ether, polyoxyethylene polyoxypropylene nonyl ether, polyoxyethylene polyoxypropylene propylene glycol ether, polyoxyethylene polyoxypropylene lauryl ether, polyoxyethylene polyoxypropylene isotridecyl ether, polyoxyethylene tetradecyl ether, polyoxyethylene glyceryl ether, polyoxyethylene lauryl amino ether, polyoxyethylene lauramide ether, etc., which are not in the range in which the ether ester derivatives (A) to (C) are repeated, a compound obtained by adding an alkylene oxide having 2 to 4 carbon atoms to an organic acid, an organic alcohol, an organic amine and/or an organic amide molecule, (2) a polyoxyalkylene polyol fatty acid ester such as polyoxyalkylene sorbitan trioleate, polyoxyalkylene castor oil ether, polyoxyalkylene hardened castor oil ether, or polyoxyalkylene hardened castor oil ether trioleate, (3) an alkylamide such as diethanolamine monolaurate, (4) a polyoxyalkylene fatty acid amide such as polyoxyethylene diethanolamine monooleylamide, and (5) a partial ester compound of a fatty acid and a polyhydric alcohol such as glycerol monooleate, diglycerol dilaurate, sorbitan monooleate, or sorbitan trioleate. These nonionic surfactants may be used alone in 1 kind, or in combination with 2 or more kinds. In the present invention, EO and PO are described at the end of the compound name and are each an adduct of ethylene oxide and propylene oxide, and the following numbers indicate the number of moles of EO and PO added. The numerical values described later for EO and PO mean the respective average molar numbers of addition. The average molecular weight in the present invention represents a weight average molecular weight when polyethylene glycol is used as a standard substance by gel permeation chromatography.
< Ionic surfactant (Z) >)
The treating agent for synthetic fibers of the present invention contains an ionic surfactant as an essential component, and the ionic surfactant (Z) can be selected from known anionic surfactants, cationic surfactants and amphoteric surfactants used in treating agents for synthetic fibers.
Specific examples of the anionic surfactant include: (1) aliphatic sulfonates or aromatic sulfonates such as lauryl sulfonate, myristyl sulfonate, cetyl sulfonate, oleyl sulfonate, stearyl sulfonate, myristyl sulfonate, α -olefin sulfonate, dodecylbenzene sulfonate and sec-alkyl sulfonate, (2) sulfates of aliphatic alcohols such as lauryl sulfate, oleyl sulfate and stearyl sulfate, (3) sulfates of polyoxyethylene lauryl ether sulfate, polyoxyalkylene (polyoxyethylene, polyoxypropylene) lauryl ether sulfate and polyoxyethylene oleyl ether sulfate, which are obtained by adding at least one alkylene oxide selected from EO and PO to an aliphatic alcohol, (4) sulfuric acid ester salts of fatty acids such as castor oil fatty acid sulfate, sesame oil fatty acid sulfate, tall oil fatty acid sulfate, soybean oil fatty acid sulfate, rapeseed oil fatty acid sulfate, palm oil fatty acid sulfate, lard fatty acid sulfate, tallow fatty acid sulfate, and whale oil fatty acid sulfate, (5) sulfuric acid ester salts of castor oil, sesame oil, tall oil, soybean oil, rapeseed oil, palm oil, lard, tallow, and whale oil, (6) fatty acid ester salts such as lauryl, oleate, stearate, and dodecenyl succinate, (7) fatty acid ester salts such as dioctyl sulfosuccinate, (8) lauryl phosphate, lauryl sulfate, and lauryl sulfate, alkyl phosphate ester salts such as isocetyl phosphate ester salts, oleyl phosphate ester salts and phosphate esters of oleyl alcohol-ethylene oxide adducts, phosphate ester salts of polyoxyalkylene alkyl ethers, and amino acid type surfactants such as lauroyl methyl alanine salt, lauroyl sarcosine salt and oleoyl sarcosine salt. The anionic surfactant may be an unneutralized material or a neutralized salt. Examples of the counter ion of the anionic surfactant include alkali metal salts such as potassium salt and sodium salt, and alkanolamine salts such as ammonium salt and triethanolamine.
Specific examples of the cationic surfactant include: lauryl trimethyl ammonium chloride, cetyl trimethyl ammonium chloride, stearyl trimethyl ammonium chloride, behenyl trimethyl ammonium chloride, didecyl dimethyl ammonium chloride, and the like.
Specific examples of the amphoteric surfactant include betaine amphoteric surfactants and the like.
Among them, from the viewpoints of antistatic properties, emulsifiability, compatibility and the like, alkyl phosphate esters, phosphate esters of polyoxyalkylene alkyl ethers, aliphatic sulfonic acids, sulfosuccinic acid esters, fatty acids, amino acid type surfactants or salts thereof are preferable, and particularly, phosphate esters of secondary alkane (C: 11 to 14) sulfonic acids, dioctyl sulfosuccinic acid, α -olefin sulfonic acid, oleic acid, oleoyl sarcosine, 5 mol adduct of oleyl alcohol-ethylene oxide, isocetyl phosphate esters, oleyl phosphate esters or salts thereof are preferable.
The treatment agent for synthetic fibers of the present invention contains the ionic surfactant (Z) in an amount of preferably 0.1 to 10% by mass, more preferably 0.2 to 5% by mass, based on the nonvolatile components of the treatment agent for synthetic fibers.
< blending ratio >
The treatment agent for synthetic fibers of the present invention contains the smoothing agent (X) in a proportion of 20 to 70% by mass, the nonionic surfactant (Y) in a proportion of 20 to 80% by mass, and the ionic surfactant (Z) in a proportion of 0.1 to 10% by mass, provided that the total content of the smoothing agent (X), the nonionic surfactant (Y), and the ionic surfactant (Z) as essential components is 100% by mass.
< other ingredients >
The synthetic fiber-treating agent of the present invention may be used in combination with other components, for example, an antifoaming agent, an antioxidant, a preservative, and a rust preventive. The amount of the other components used in combination may be determined within a range not impairing the effects of the present invention.
< synthetic fiber >
The synthetic fiber of the present invention is a synthetic fiber to which the synthetic fiber treatment agent of the present invention is attached. The synthetic fibers to which the synthetic fiber treatment agent of the present invention is attached are not particularly limited, and examples thereof include: polyester fibers such as polyethylene terephthalate, polypropylene terephthalate, and polylactic acid esters, polyamide fibers such as nylon 6 and nylon 66, and polyolefin fibers such as polyethylene and polypropylene. Of these, polyester fibers and polyamide fibers are preferably used. The fineness of the synthetic fiber to be produced is not particularly limited, but is preferably 150 dtex or more, more preferably 500 dtex or more, and particularly preferably 1000 dtex or more. The strength of the synthetic fiber to be produced is not particularly limited, but is preferably 5.0cN/dtex or more, more preferably 6.0cN/dtex or more, and particularly preferably 7.0cN/dtex or more. The synthetic fiber is preferably used for industrial material applications, and particularly preferably used for rubber reinforcement applications such as tires and belts.
The ratio of the synthetic fiber treatment agent of the present invention (containing no solvent) to be attached to the synthetic fiber is not particularly limited, but the synthetic fiber treatment agent of the present invention is preferably attached to the synthetic fiber in a ratio of 0.1 to 3% by mass relative to the synthetic fiber.
The step of adhering the synthetic fiber treating agent of the present invention includes a spinning step, an elongation step, and a step of simultaneously spinning and elongating. In addition, as the method for attaching the synthetic fiber treatment agent of the present invention, a known method can be suitably used, and examples thereof include: a roller oil feed method, a thread guide oil feed method using a metering pump, a dip oil feed method, a spray oil feed method, and the like. The form of the treatment agent for synthetic fibers of the present invention when it is attached to the synthetic fibers can be provided as, for example, an organic solvent solution, an aqueous solution, a pure substance, or the like. The step of adhering the fibers is not particularly limited as long as it is a spinning step, and the fibers may be applied before the formation of the roll. The effects of the invention can be expected by using the method in a manufacturing facility or process having a step of passing a roll of 150 ℃ or higher in the elongation or heat treatment step. The synthetic fiber treatment agent of the present invention can be used as a rubber adhesive by mixing with a rubber adhesive (epoxy compound or the like) or the like. When used in a rubber adhesive, the adhesive may be applied to the fiber in the form of an aqueous liquid or a pure substance before or after the stretching in the spinning step, or may be applied after the twisting in the post-processing step.
Examples
The present invention will be described below with reference to examples, but the technical scope of the present invention is not limited thereto. In the following examples and comparative examples, "part" means "part by mass" and "%" means "% by mass".
< preparation of treating agent for synthetic fiber >
EXAMPLE 1
Taking a complete ester compound (X1), namely rapeseed oil (X1-1) 22% and diisostearyl thiodipropionate (X2-6) 20% as a smoothing agent (X); an ether ester derivative (A) which is 0.1% of the following (A-1), an ether ester derivative (B) which is 2% of the following (B-2), and an ether ester derivative (C) which is 10% of the following (C-1) were used as the nonionic surfactant (Y); other nonionic surfactants were prepared by using 6% of the following (N-2), 10% of the following (N-4), 10% of the following (N-5), 5% of the following (N-6), 5% of the following (N-11) and 5% of the following (N-12); 2.9% of the following (Z-1), 0.2% of the following (Z-4), 0.3% of the following (Z-5) and 1% of the following (Z-8) were used as the ionic surfactant (Z); the treating agent of example 1 was prepared by uniformly mixing the following (W-2) 0.5% as the other components.
EXAMPLES 2 to 15 AND COMPARATIVE EXAMPLES 1 to 5
The synthetic fiber treatment agents of examples 2 to 15 and comparative examples 1 to 5 were prepared in the same manner as the preparation method of example 1, according to the compounding ratios shown in tables 1 and 2 below.
[ Table 1]
Figure BDA0003549670830000141
[ Table 2]
Figure BDA0003549670830000151
The ratio (%) in tables 1 and 2 is a numerical value indicating the blending ratio of each component in terms of mass ratio (%) with respect to 100 mass% of the entire synthetic fiber treating agent.
Each symbol in tables 1 and 2 represents the following component.
< smoothing agent (X) >)
Full ester Compound (X1)
X1-1: rapeseed oil
X1-2: trimethylolpropane trioleate
X1-3: butanediol dioleate
Other smoothing agents
X2-4: oleic acid oleyl ester
X2-5: diisostearyl adipate
X2-6: diisostearyl thiodipropionate
X2-7: dioleyl thiodipropionate
< nonionic surfactant (Y) >)
Ether ester derivative (A)
A-1: r in the general formula (1) 1 : methyl, R 2 : heptyl radical, A 1 O：EO、m：6
A-2: r in the general formula (1) 1 : methyl, R 2 : undecyl radical, A 1 O：EO、m：16
A-3: r in the general formula (1) 1 : butyl, R 2 : nonyl radical, A 1 O：EO、m：16
A-4: r in the general formula (1) 1 : butyl radical, R 2 : iso-heptadecyl, A 1 O、m：PO1EO15
A-5: r in the general formula (1) 1 : octyl radical, R 2 : heptadecenyl radical, A 1 O：EO、m：6
A-6: r in the general formula (1) 1 : octyl radical, R 2 : heptadecenyl radical, A 1 O、m：PO1EO5
Ether ester derivative (B)
B-1: r in the general formula (2) 3 : iso-heptadecyl, A 1 O：EO、m：6
B-2: r in the general formula (2) 3 : heptadecenyl group, A 1 O：EO、m：16
B-3: r in the general formula (2) 3 : undecyl radical, A 1 O：EO、m：6
B-4: r in the general formula (2) 3 : pentadecyl group, A 1 O、m：PO1EO5
Ether ester derivative (C)
C-1: r in the general formula (3) 4 : undecyl, R 5 : undecyl radical, A 1 O：EO、m：6
C-2: r in the general formula (3) 4 : tridecyl, R 5 : tridecyl group, A 1 O：EO、m：16
C-3: r in the general formula (3) 4 : pentadecyl radical, R 5 : pentadecyl group, A 1 O：EO、m：6
C-4: r in the general formula (3) 4 : heptadecenyl group, R 5 : heptadecenyl radical, A 1 O：EO、m：16
C-5: r in the general formula (3) 4 : heptadecenyl, R 5 : pentadecenyl radical, A 1 O：EO、m：16
Other nonionic surfactants
N-1: EO10 mol per 1 mol of oleyl alcohol
N-2: a substance obtained by randomly adding 10 moles of PO to 1 mole of isotridecyl alcohol with 10 moles of EO added to 1 mole of the isotridecyl alcohol
N-3: PO10 mol per 1 mol of isotridecyl alcohol and EO10 mol per 10 mol of the same
N-4: EO10 mol per 1 mol of hardened castor oil
N-5: a compound prepared by esterifying a hardened castor oil with 3 moles of oleic acid to produce a product having EO added in an amount of 20 moles per 1 mole of the hardened castor oil
N-6: a compound (average molecular weight: 5000) obtained by crosslinking a hardened castor oil with EO in an amount of 25 mol per 1 mol of the hardened castor oil using adipic acid and then esterifying the resulting product with stearic acid at the end
N-7: EO20 mol based on 1 mol of castor oil
N-8: a compound obtained by esterifying 2 moles of oleic acid with 1 mole of castor oil added with 20 moles of EO
N-9: EO7 mol based on 1 mol of nonylphenol
N-10: sorbitan monooleate
N-11: sorbitan trioleate
N-12: EO10 mol added to 1 mol of tallow amine
N-13: EO3 mol-added to tallow fatty acid diethanolamide 1 mol
< Ionic surfactant (Z) >)
Z-1: sodium salt of secondary alkane (C: 11-14) sulfonic acid
Z-2: dioctyl sodium sulfosuccinate
Z-3: alpha-olefin sulfonic acid sodium salt
Z-4: oleic acid potassium salt
Z-5: oleoyl sarcosine
Z-6: phosphate esters of 5 mol adducts of oleyl alcohol to ethylene oxide
Z-7: isocetyl phosphate
Z-8: oil-based phosphate esters
< other ingredients >
W-1: polyether modified silicone
W-2: tris (3, 5-di-tert-butyl-4-hydroxybenzyl) isocyanurate (Isocaryanuric Acid Tris (3, 5-di-tert-butyl-4-hydroxybenzyl))
W-3: ethylene glycol
W-4: diethylene glycol
W-5: polyethylene glycol (average molecular weight: 300)
W-6: glycerol
W-7: citric acid triethanolamine salt
< attachment of treating agent for synthetic fiber to synthetic fiber >
The treatment agents for synthetic fibers (examples 1 to 15 and comparative examples 1 to 5) prepared by the above "preparation of treatment agent for synthetic fibers" were uniformly diluted with ion-exchanged water or a diluent of an organic solvent to prepare 15% solutions. The solution was applied to 1670 dtex, 288 filaments, and undried polyethylene terephthalate fibers having an inherent viscosity of 0.93 by a spinning process using a oiling roller oiling method so that the applied amount as a nonvolatile matter became 2.0 mass%, and the resulting fibers were dried with a diluent to prepare test yarns.
< evaluation test of Fine wool >
The test yarn prepared by the above "adhesion of the treating agent for synthetic fiber to synthetic fiber" was advanced while being brought into contact with a matt chrome needle (satin chrome needle) having a surface temperature of 130 ℃ at an initial tension of 2kg and a yarn speed of 300 m/min, and the number of fuzz per 10 minutes was measured by a fuzz counter (manufactured by Toray engineering Co., ltd.), and evaluated according to the following criteria.
[ evaluation standards ]
O ∘: the number of fuzz measured was less than 2.
O: the number of hairline measured was 2 or more and less than 4.
O: the number of hairiness was measured to be 4 or more and less than 6.
X: the number of hairline measured was 6 or more.
< production of adhesive-treated reinforcing cord and adhesion evaluation test >
2 test yarns prepared by the above "adhesion of synthetic fiber treatment agent to synthetic fiber" were twisted at a twist number of 40 twists/10 cm in the following and 40 twists/10 cm in the previous, to prepare a twisted yarn rope. The twisted string was immersed in a 1 st adhesive (epoxy compound (trade name DENACOL EX-512 manufactured by Nagase chemteX corporation)/blocked isocyanate (trade name ELASTRON BN-27 manufactured by first industrial pharmaceutical company) =5/5 (solid content ratio)), then subjected to a heat treatment, and further immersed in a 2 nd adhesive (solution of Resorcinol (trade name resocinol)/formalin (trade name formaldehydesolution (37%) manufactured by kishia chemical company)/latex (trade name Nipol FS 2518 manufactured by japanese swiss chemical company) =1.5/0.5/8 (solid content ratio)), and then subjected to a heat treatment, thereby obtaining an adhesive-treated reinforcing string. The adhesion of the reinforcing cord was measured according to the T test (method a) described in JIS-L1017 (chemical fiber tire cord test method), and evaluated according to the following evaluation standards.
[ evaluation criteria for adhesiveness of rubber ]
O ≈: the adhesive strength is more than 16kg.
O ^ O: the adhesive strength is 15.5kg or more and less than 16kg.
O: the adhesive strength is more than 15kg and less than 15.5kg.
X: the bonding force is less than 15kg.
The evaluation results of the above-described nap evaluation test and adhesion evaluation test are summarized in tables 3 and 4 below.
[ Table 3]
Figure BDA0003549670830000191
[ Table 4]
Figure BDA0003549670830000192
As is clear from the results in tables 3 and 4, the treatment agents for synthetic fibers of the present invention (examples 1 to 15) contain the following: a smoothing agent (X) containing a complete ester compound (X1), a nonionic surfactant (Y) containing an ether ester derivative (A) having a specific chemical structure and an ether ester derivative (B) having a specific chemical structure, and an ionic surfactant (Z) can provide excellent spinning properties excellent in fuzz resistance and can provide excellent rubber adhesion when used for producing a reinforcing cord.
On the other hand, it was also confirmed that the synthetic fiber treating agents having a composition different from that of the present invention (comparative examples 1 to 5) did not exhibit the effect of satisfactorily satisfying both of the fuzz resistance and the rubber adhesion in the post-processing step.
Industrial applicability of the invention
The synthetic fiber treating agent of the present invention or the synthetic fiber to which the synthetic fiber treating agent is attached can exhibit not only good process passability and excellent spinnability but also good rubber adhesion in a post-processing step by reducing the fuzz of the synthetic fiber yarn, and therefore, can also exhibit the effect of obtaining good rubber adhesion even when used as a reinforcing cord for a rubber product such as a tire, and is very useful.

Claims (11)

1. A treatment agent for synthetic fibers, characterized by comprising: a smoothing agent (X) containing a full ester compound (X1) below, a nonionic surfactant (Y) containing an ether ester derivative (A) represented by the general formula (1) below and an ether ester derivative (B) represented by the general formula (2) below, and an ionic surfactant (Z),
full ester compound (X1): a complete ester compound of a polyhydric alcohol having 3 to 6 carbon atoms and a monohydric fatty acid having 8 to 24 carbon atoms;
[ chemical formula 1]
Figure FDA0003549670820000011
In the general formula (1), the compound represented by the formula,
R 1 : an alkyl group having 1 to 8 carbon atoms,
R 2 : an alkyl group having 7 to 23 carbon atoms, an alkenyl group having 7 to 23 carbon atoms, a hydroxyalkyl group having 7 to 23 carbon atoms or a hydroxyalkenyl group having 7 to 23 carbon atoms,
A 1 o: an oxyalkylene group having 2 to 3 carbon atoms, wherein when a plurality of the oxyalkylene groups are present, 1 or 2 or more species thereof may be present alone,
m: an integer of 1 to 20;
[ chemical formula 2]
Figure FDA0003549670820000012
In the general formula (2) in which,
R 3 : an alkyl group having 7 to 23 carbon atoms, an alkenyl group having 7 to 23 carbon atoms, a hydroxyalkyl group having 7 to 23 carbon atoms or a hydroxyalkenyl group having 7 to 23 carbon atoms,
A 2 o: an oxyalkylene group having 2 to 3 carbon atoms, wherein when a plurality of the oxyalkylene groups are present, 1 or 2 or more species thereof may be present alone,
n: an integer of 1 to 20.
2. The treatment agent for synthetic fibers according to claim 1, wherein the complete ester compound (X1) is contained in an amount of 20 mass% or more based on a nonvolatile component of the treatment agent for synthetic fibers.
3. The treatment agent for synthetic fibers according to claim 1 or 2, characterized by containing the ether ester derivative (a) and the ether ester derivative (B) in a total amount of 1 to 30 mass% with respect to a nonvolatile component of the treatment agent for synthetic fibers.
4. The agent for treating synthetic fibers according to any one of claims 1 to 3, wherein A in the general formula (1) 1 O is an oxyethylene group.
5. The agent for treating synthetic fibers according to any one of claims 1 to 4, wherein R in the general formula (1) 1 An alkyl group having 1 to 4 carbon atoms.
6. The agent for treating synthetic fibers according to any one of claims 1 to 5, wherein A in the general formula (2) 2 O is an oxyethylene group.
7. The agent for treating synthetic fibers according to any one of claims 1 to 6, wherein R in the general formula (2) 3 Is an alkyl group having 15 to 23 carbon atoms or an alkenyl group having 15 to 23 carbon atoms.
8. The agent for treating synthetic fibers according to any one of claims 1 to 7, wherein the full ester compound (X1) comprises a full ester compound of a trivalent polyhydric alcohol having 3 to 6 carbon atoms and a monovalent fatty acid having 8 to 24 carbon atoms.
9. The agent for treating synthetic fibers according to any one of claims 1 to 8, wherein the nonionic surfactant (Y) further contains an ether ester derivative (C) represented by the following general formula (3),
[ chemical formula 3]
Figure FDA0003549670820000021
In the general formula (3), the compound represented by the formula (I),
R 4 : an alkyl group having 7 to 23 carbon atoms or an alkenyl group having 7 to 23 carbon atoms,
R 5 : an alkyl group having 7 to 23 carbon atoms or an alkenyl group having 7 to 23 carbon atoms,
A 3 o: an oxyalkylene group having 2 to 3 carbon atoms, wherein when a plurality of the oxyalkylene groups are present, 1 or 2 or more species thereof may be present alone,
p: an integer of 1 to 25.
10. The treatment agent for synthetic fibers according to claim 9, characterized by containing the ether ester derivative (a), the ether ester derivative (B) and the ether ester derivative (C) in a total amount of 2 to 40 mass% with respect to a nonvolatile component of the treatment agent for synthetic fibers.
11. A synthetic fiber to which the synthetic fiber treatment agent according to any one of claims 1 to 10 is attached.
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JP6600835B1 (en) * 2019-07-24 2019-11-06 竹本油脂株式会社 Synthetic fiber treatment agent and synthetic fiber

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