CN115584631B - Treating agent for synthetic fibers and synthetic fibers - Google Patents

Treating agent for synthetic fibers and synthetic fibers Download PDF

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CN115584631B
CN115584631B CN202210780769.4A CN202210780769A CN115584631B CN 115584631 B CN115584631 B CN 115584631B CN 202210780769 A CN202210780769 A CN 202210780769A CN 115584631 B CN115584631 B CN 115584631B
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carbon atoms
synthetic fibers
compound
treatment agent
mass
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CN115584631A (en
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本乡勇治
铃木千寻
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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
    • 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
    • D06M13/10—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
    • D06M13/144—Alcohols; Metal alcoholates
    • D06M13/148—Polyalcohols, e.g. glycerol or glucose
    • 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
    • D06M13/2243—Mono-, di-, or triglycerides
    • 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
    • D06M13/288—Phosphonic or phosphonous acids or derivatives 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
    • 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
    • D06M13/325—Amines
    • D06M13/342—Amino-carboxylic acids; Betaines; Aminosulfonic acids; Sulfo-betaines
    • 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
    • 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
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/647—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing polyether sequences
    • 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)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

The present invention aims to provide a treatment agent for synthetic fibers, which is easy to clean tar generated in a spinning process, has excellent fuzzing resistance, can obtain good spinning property and good dyeing property, and can obtain rubber adhesion when used as a reinforcing thread, and a synthetic fiber attached with the treatment agent for synthetic fibers. A treatment agent for synthetic fibers, characterized by comprising a smoothing agent (A), an ionic surfactant (B) and a nonionic surfactant (C), wherein the smoothing agent (A) comprises an ester compound (A1) comprising a branched ester compound (A1-1), the ionic surfactant (B) comprises a carboxylic acid compound (B1) comprising 15 mass% or more of the ester compound (A1) relative to the nonvolatile component of the treatment agent for synthetic fibers, and the content of at least one selected from the group consisting of diphosphorous acid and salts thereof is in the range of 0 to 0.15 mass%. The branched ester compound (A1-1) is an ester compound having a branched structure in the molecule. The carboxylic acid compound (B1) is at least one selected from the group consisting of an N-methylglycine derivative having an acyl group having 8 to 20 carbon atoms in the molecule and an N-methylalanine derivative having an acyl group having 8 to 20 carbon atoms in the molecule.

Description

Treating agent for synthetic fibers and synthetic fibers
Technical Field
The present invention relates to a treatment agent for synthetic fibers and a synthetic fiber. More specifically, the present invention relates to a synthetic fiber treating agent which exhibits excellent process passability and tar cleaning properties in a synthetic fiber yarn-making process and also exhibits excellent dyeing properties and rubber adhesion properties in a subsequent processing process, and a synthetic fiber to which the synthetic fiber treating agent is attached.
Background
In recent years, the speeds of the spinning process and the processing process of synthetic fibers have been increased, and the spinning process and the processing process are prone to fuzzing and breakage. Therefore, as a treatment agent for synthetic fibers for preventing fuzzing and breakage, a treatment agent containing a polyether obtained by adding a polyoxyalkylene group to a polyol has been proposed (for example, patent documents 1 and 2); and a substance containing an organozinc compound having a specific structure (for example, patent document 3). However, these conventional treatments for synthetic fibers have the following problems: the synthetic fiber treatment agent has insufficient permeability for penetration between fibers, and further, fuzzing and breakage cannot be sufficiently suppressed at the time of spinning and processing.
Further, since the synthetic fiber treating agent is exposed to heat of the high temperature yarn guide roller, tar (tar) may be formed on the yarn guide roller due to long-term operation, and when the yarn passes over the tar, yarn quality is lowered, yarn breakage is caused, productivity is lowered, and further, in order to clean accumulated tar, production has to be suspended, and there is a problem that productivity is lowered according to the time required for cleaning the tar.
On the other hand, the obtained synthetic fibers are often used as industrial materials, particularly as reinforcing materials for rubber products such as tires, belts, hoses, etc. These rubber products are reinforced with reinforcing threads, which are obtained by treating twisted threads made of synthetic fibers with an adhesive, and the reinforcing threads are required to have sufficient adhesion to rubber because they improve the durability of the rubber products. In order to meet this demand, a treatment agent for synthetic fibers has been used, and a treatment agent containing a compound obtained by adding a polyoxyalkylene group to a polyhydric alcohol and/or a polycarboxylic acid has been proposed (for example, patent document 4). However, the reinforcing wire obtained by treating the synthetic fibers to which these conventional synthetic fiber treatment agents are attached with an adhesive has a problem of insufficient rubber adhesion.
Prior art literature
Patent literature
Patent document 1: japanese patent laid-open No. 2003-306869
Patent document 2: japanese patent laid-open No. 2000-273766
Patent document 3: japanese patent laid-open No. 2013-007441
Patent document 4: japanese patent application laid-open No. 2004-019088
Disclosure of Invention
Problems to be solved by the invention
The invention provides a treatment agent for synthetic fibers, which is easy to clean tar generated in a spinning process, has excellent fuzzing resistance, can obtain good spinning property and good dyeing property, and can obtain good rubber adhesion when used as a reinforcing thread, and synthetic fibers attached with the treatment agent for synthetic fibers.
Means for solving the problems
The present inventors have conducted intensive studies to solve the above problems, and as a result, have found that a carboxylic acid compound having a specific chemical structure plays a great role in order to improve the cleanability of tar generated in a spinning step, to provide excellent fuzzing resistance, to obtain good spinning properties, and to achieve both good dyeing properties and post-processability such as rubber adhesion properties, thereby solving the above problems.
The present invention is specifically based on the following matters.
1. A treatment agent for synthetic fibers comprising a smoothing agent (A), an ionic surfactant (B) and a nonionic surfactant (C), characterized in that,
The smoothing agent (A) contains the following ester compound (A1) containing branched ester compound (A1-1),
The ionic surfactant (B) contains the following carboxylic acid compound (B1),
The above ester compound (A1) is contained in an amount of 15% by mass or more relative to the nonvolatile content of the treating agent for synthetic fibers, and the content of at least one selected from the group consisting of diphosphorous acid and salts thereof is in the range of 0 to 0.15% by mass,
The branched ester compound (A1-1) is an ester compound having a branched structure in the molecule;
the carboxylic acid compound (B1) is at least one selected from the group consisting of an N-methylglycine derivative having an acyl group having 8 to 20 carbon atoms in the molecule and an N-methylalanine derivative having an acyl group having 8 to 20 carbon atoms in the molecule.
2. The treating agent for synthetic fibers according to 1, wherein the carboxylic acid compound (B1) is contained in an amount of 0.01 to 4% by mass based on the nonvolatile matter of the treating agent.
3. The treating agent for synthetic fibers according to 1 or 2, wherein the branched ester compound (A1-1) comprises a complete ester compound of a 3-6 membered aliphatic alcohol having 3 to 10 carbon atoms and a monohydric fatty acid having 8 to 20 carbon atoms, each of which has a branched structure.
4. The treating agent for a synthetic fiber according to any one of 1 to 3, wherein the nonionic surfactant (C) further comprises at least one selected from the following fatty acid derivatives (C1) and the following alcohol derivatives (C2),
The fatty acid derivative (C1) is an ester compound of a monohydric fatty acid having 8 to 20 carbon atoms and a (poly) alkylene glycol having an alkylene oxide having 2 to 4 carbon atoms as a constituent unit and having a mass average molecular weight of 200 to 1000, or a compound obtained by adding an alkylene oxide having 2 to 4 carbon atoms to 1mol of a monohydric fatty acid having 8 to 20 carbon atoms in a ratio of 1 to 20 mol in total;
The alcohol derivative (C2) is a compound obtained by adding an alkylene oxide having 2 to 4 carbon atoms to 1 to 50 moles of a monohydric aliphatic alcohol having 8 to 15 carbon atoms in total.
5. The treating agent for a synthetic fiber according to any one of 1 to 4, wherein the nonionic surfactant (C) further comprises an amide derivative (C3),
The amide derivative (C3) is at least one compound selected from the group consisting of an amide compound of a monohydric fatty acid having 8 to 20 carbon atoms and diethanolamine, and an alkylene oxide having 2 to 4 carbon atoms added to an amide compound of a monohydric fatty acid having 8 to 20 carbon atoms per 1 mol of the amide compound of diethanolamine in a total of 1 to 10 mol.
6. The treating agent for a synthetic fiber according to any one of 1 to 5, wherein the nonionic surfactant (C) further comprises an amine derivative (C4),
The amine derivative (C4) is at least one compound selected from the group consisting of compounds obtained by adding an alkylene oxide having 2 to 4 carbon atoms to 1 to 20 moles of an aliphatic primary amine having 8 to 20 carbon atoms in total.
7. The treatment agent for synthetic fibers according to any one of 1 to 6, wherein the total content of the smoothing agent (A), the ionic surfactant (B) and the nonionic surfactant (C) is set to 100 parts by mass, and the treatment agent comprises 15 to 70 parts by mass of the smoothing agent (A), 0.01 to 15 parts by mass of the ionic surfactant (B) and 20 to 80 parts by mass of the nonionic surfactant (C).
8. A synthetic fiber, wherein the treating agent for synthetic fiber according to any one of 1 to 7 is attached to the synthetic fiber.
ADVANTAGEOUS EFFECTS OF INVENTION
The treatment agent for synthetic fibers and the synthetic fibers to which the treatment agent for synthetic fibers is attached exhibit excellent process passability in yarn-making processes such as spinning processes and processing processes of synthetic fibers, which have been recently increased in speed. In particular, by reducing the fuzzing of the synthetic fiber sliver, good process passability can be exhibited, and excellent spinning properties can be obtained.
In addition, tar generated in the spinning process is easily cleaned, and friction resistance with the roller can be reduced.
In addition, the synthetic fiber to which the treatment agent for synthetic fibers of the present invention is attached can exhibit good dyeing properties and rubber adhesion properties in the post-processing step. This effect is particularly effective in post-processing steps such as for use in seat belts and for use in tire cords. Specifically, when dyeing is required for a seat belt or the like, the effect of improving the dyeing property is exhibited, and when a reinforcing wire used for a rubber product such as a tire is produced, the effect of improving the rubber adhesiveness is exhibited, and for example, a reinforcing wire suitable for a V-belt or the like, which is a transmission belt for transmitting power, which is one of industrial belts, can be obtained.
Detailed description of the invention
The present invention relates to a treatment agent for synthetic fibers, and a synthetic fiber to which the treatment agent for synthetic fibers is attached, the treatment agent for synthetic fibers comprising a smoothing agent (A), an ionic surfactant (B), and a nonionic surfactant (C), wherein the smoothing agent (A) comprises an ester compound (A1) comprising a branched ester compound (A1-1), and the branched ester compound (A1-1) is an ester compound having a branched structure in the molecule; the ionic surfactant (B) contains a carboxylic acid compound (B1), wherein the carboxylic acid compound (B1) is at least one selected from N-methylglycine derivatives having an acyl group with 8-20 carbon atoms in the molecule and N-methylalanine derivatives having an acyl group with 8-20 carbon atoms in the molecule, and the content of at least one selected from diphosphorous acid and salts thereof in the treatment agent for synthetic fibers is in the range of 0-0.15 mass%.
The present invention will be described in detail below.
< Smoothing agent (A) >
The treatment agent for synthetic fibers of the present invention contains, as an essential component, a smoothing agent (a) containing, as an essential component, an ester compound (A1) containing a branched ester compound (A1-1), the branched ester compound (A1-1) being an ester compound having a branched structure in the molecule, and the branched ester compound (A1-1) preferably contains 15 mass% or more of the ester compound (A1), more preferably 25 mass% or more, still more preferably 35 mass% or more, and further contains 30 mass% or more, relative to the nonvolatile component of the treatment agent for synthetic fibers of the present invention.
The nonvolatile content of the treatment agent for a synthetic fiber in the present invention means a residual content after weighing 1g of the treatment agent for a synthetic fiber in a petri dish (outer diameter 5cm, height 15mm, thickness 0.6 mm) and heat-treating at 105℃for 2 hours.
Examples of the branched ester compound (A1-1) include: a polyol-derived complete ester compound having a branched chain structure in the molecule, such as rapeseed oil, trimethylolpropane trioleate, triolein, palm oil, coconut oil, sesame oil, pentaerythritol tetraoctanoate, etc.; a partial ester compound derived from a polyhydric alcohol, such as trimethylolpropane dioleate and trimethylolpropane monooleate, having a branched structure in the molecule; monoesters such as isotridecyl stearate, isotridecyl oleate and isooctyl palmitate; diesters such as bis (isostearyl) adipate and bis (isooctyl) sebacate; ester compounds derived from monohydric alcohols, such as branched sulfur-containing esters such as bis (isostearyl) thiodipropionate and bis (isohexadecyl) thiodipropionate, which have a branched structure in the molecule. Among monoesters, monoesters having 24 to 32 total carbon atoms in the chemical structure are preferable. If the total carbon number is 24 or more, fuming during the spinning step can be suppressed, and if the total carbon number is 32 or less, both smoothness and stability can be achieved. Among the polyesters, those having 24 to 70 total carbon atoms in the chemical structure are preferable. If the total carbon number is 24 or more, fuming in the spinning step can be suppressed, and if the total carbon number is 70 or less, both smoothness and stability can be achieved.
Among them, the branched ester compound (A1-1) is preferably a complete ester compound containing a 3-6-membered aliphatic alcohol having 3 to 10 carbon atoms and a monohydric fatty acid having 8 to 20 carbon atoms, each of which has a branched structure.
The branched ester compound (A1-1) is more preferably a full ester compound of a 3-or 4-membered aliphatic alcohol having 3 to 6 carbon atoms and a monohydric fatty acid having 8 to 20 carbon atoms, which has a branched structure, and specifically, may be mentioned: and complete ester compounds with glycerol, trimethylolpropane, pentaerythritol, etc.
Examples of the ester compound (A1) other than the branched ester compound (A1-1) include: monoesters such as dodecyl oleate and dodecyl palmitate; ester compounds derived from monohydric alcohols having a linear structure, such as diesters of dioctyl adipate and dioctyl sebacate; and a complete ester compound derived from a diol having a linear structure such as butanediol dioleate.
Note that the ester compound (A1) in the present invention does not include an ester compound containing a (poly) oxyalkylene group in its chemical structure.
The treatment agent for synthetic fibers of the present invention may be a known smoothing agent used in combination with the ester compound (A1) containing the branched ester compound (A1-1) within a range that does not hinder the effects of the present invention. As specific examples of the known smoothing agent, there may be mentioned: aromatic hydrocarbon, paraffin hydrocarbon, naphthene hydrocarbon, mineral oil, and the like. Low viscosity hydrocarbons (< 2mm 2/s, 40 ℃) which are commonly used as diluents are not included in the known smoothening agents.
< Ionic surfactant (B) >)
The treatment agent for synthetic fibers of the present invention contains, as an essential component, an ionic surfactant (B) containing a carboxylic acid compound (B1), wherein the carboxylic acid compound (B1) is at least one selected from the group consisting of an N-methylglycine derivative having an acyl group having 8 to 20 carbon atoms in the molecule and an N-methylalanine derivative having an acyl group having 8 to 20 carbon atoms in the molecule. Among them, the carboxylic acid compound (B1) is preferably at least one selected from the group consisting of an N-methylglycine derivative having an acyl group having 8 to 20 carbon atoms in the molecule and an N-methylalanine derivative having an acyl group having 8 to 20 carbon atoms in the molecule, more preferably an acyl group having 10 to 20 carbon atoms in the molecule, and still more preferably an acyl group having 12 to 18 carbon atoms in the molecule. Particularly preferred are N-methylglycine derivatives having an acyl group having 8 to 18 carbon atoms in the molecule.
Specifically, examples thereof include: n-methylglycine, N-benzyl-N-methylglycine, N-dimethylglycine, N-methyl-N-ethylglycine, N-methyl-N-cocoylglycine, N-methyl-N-lauroyl glycine, N-methyl-N-decanoylglycine, N-methyl-N-oleoylglycine, N-methyl-N-cocoylalanine, N-methyl-N-lauroyl alanine, N-methyl-N-myristoyl alanine, among which preferred examples are: N-methyl-N-cocoyl glycine, N-methyl-N-lauroyl glycine, N-methyl-N-decanoyl glycine, N-methyl-N-oleoyl glycine, N-methyl-N-cocoyl alanine, N-methyl-N-lauroyl alanine.
(B1) May be an unneutralized material or a neutralized salt. The non-neutralized product may be neutralized in the synthetic fiber treatment agent, or may be used in the synthetic fiber treatment agent after the neutralization treatment. As the counter ion, there may be mentioned: alkali metal salts such as potassium salts and sodium salts, ammonium salts, alkanolamine salts such as (poly) oxyalkylene alkylamine and triethanolamine, phosphonium salts, and the like. Among them, alkali metal salts or alkanolamine salts are preferable.
The treatment agent for a synthetic fiber of the present invention preferably contains 0.01 to 4% by mass, more preferably 0.05 to 3% by mass, and still more preferably 0.1 to 2% by mass of the carboxylic acid compound (B1) based on the nonvolatile component of the treatment agent for a synthetic fiber, wherein the carboxylic acid compound (B1) is at least one selected from the group consisting of an N-methylglycine derivative having an acyl group having 8 to 20 carbon atoms in the molecule and an N-methylalanine derivative having an acyl group having 8 to 20 carbon atoms in the molecule.
The treatment agent for synthetic fibers of the present invention may be any known ionic surfactant used in a treatment agent for synthetic fibers, in addition to the carboxylic acid compound (B1), wherein the carboxylic acid compound (B1) is at least one selected from the group consisting of an N-methylglycine derivative having an acyl group having 8 to 20 carbon atoms in the molecule and an N-methylalanine derivative having an acyl group having 8 to 20 carbon atoms in the molecule, within a range that does not interfere with the effect of the present invention. Specific examples of the known ionic surfactant include anionic surfactants, cationic surfactants, and amphoteric surfactants.
As specific examples of the anionic surfactant, there may be mentioned, for example: (1) salts of aliphatic or aromatic sulfonates such as lauryl sulfonate, myristyl sulfonate, cetyl sulfonate, oleyl sulfonate, stearyl sulfonate, tetradecyl sulfonate, alpha-olefin sulfonate, dodecyl benzene sulfonate, sec-alkyl sulfonate, (2) salts of aliphatic alcohols such as lauryl sulfate, oleyl sulfate, stearyl sulfate, etc., (3) salts of polyoxyethylene lauryl ether sulfate, salts of polyoxyalkylene (polyoxyethylene, polyoxypropylene) sulfate, salts of polyoxyethylene oleyl ether sulfate, etc., (4) salts of castor oil fatty acid sulfate, sesame oil fatty acid sulfate, tall oil fatty acid sulfate, soy oil fatty acid sulfate, rapeseed oil fatty acid sulfate, sulfuric acid salts of fatty acids such as cetyl sulfate, (5) salts of sulfuric acid, sulfuric acid salts of tall oil fatty acid, sulfuric acid esters of sesame oil, sulfuric acid esters of soybean oil, (6) salts of sulfuric acid esters of fatty acids such as cetyl oil, sulfuric acid esters of sulfuric acid, sulfuric acid esters of fatty acids such as sulfuric acid esters of soybean oil, (8) salts of sulfuric acid esters of fatty acids such as sulfuric acid esters of soybean oil, (8) salts of sulfuric acid esters of sulfuric acid such as cetyl oil, sulfuric acid esters of succinic acid, etc., (, isocetyl phosphate, oleyl phosphate, phosphate of polyoxyethylene oleyl ether, and the like, phosphate, and the like. The anionic surfactant may be an unneutralized product or a neutralized salt. Examples of the counter ion of the anionic surfactant include: alkali metal salts such as potassium salt and sodium salt, ammonium salt, alkanolamine salt such as triethanolamine, and the like.
As specific examples of the cationic surfactant, there may be mentioned, for example: lauryl trimethyl ammonium chloride, cetyl trimethyl ammonium chloride, stearyl trimethyl ammonium chloride, behenyl trimethyl ammonium chloride, dodecyl dimethyl ammonium chloride, and the like.
Specific examples of the amphoteric surfactant include betaine-type amphoteric surfactants.
< Nonionic surfactant (C) >)
The treatment agent for synthetic fibers of the present invention contains a nonionic surfactant (C) as an essential component. In the present invention, the ester compound having a chemical structure containing a (poly) oxyalkylene group is contained in the nonionic surfactant (C). Wherein at least one selected from the following is preferably contained: ester compounds of a monohydric fatty acid having 8 to 20 carbon atoms and a (poly) alkylene glycol having a mass average molecular weight of 200 to 1000 and comprising an alkylene oxide having 2 to 4 carbon atoms as a constituent unit; a fatty acid derivative (C1) which is a compound obtained by adding an alkylene oxide having 2 to 4 carbon atoms to 1 mol of a monohydric fatty acid having 8 to 20 carbon atoms in a ratio of 1 to 20 mol in total; an alcohol derivative (C2) which is a compound obtained by adding an alkylene oxide having 2 to 4 carbon atoms to 1 mole of a monohydric aliphatic alcohol having 8 to 15 carbon atoms in a total of 1 to 50 moles.
The treatment agent for synthetic fibers of the present invention preferably further comprises an amide derivative (C3) as the nonionic surfactant (C), wherein the amide derivative (C3) is at least one compound selected from the group consisting of an amide compound of a monohydric fatty acid having 8 to 20 carbon atoms and diethanolamine, and an alkylene oxide having 2 to 4 carbon atoms added to 1 to 10 moles of the amide compound of a monohydric fatty acid having 8 to 20 carbon atoms per 1 mole of the amide compound of diethanolamine.
The treatment agent for synthetic fibers of the present invention preferably further comprises an amine derivative (C4) as the nonionic surfactant (C), wherein the amine derivative (C4) is at least one compound selected from the group consisting of compounds in which an alkylene oxide having 2 to 4 carbon atoms is added to 1 to 20 moles of an aliphatic primary amine having 8 to 20 carbon atoms in total.
The nonionic surfactant (C) in the present invention does not include a substance corresponding to the ester compound (A1) in the present invention among known nonionic surfactants.
< Fatty acid derivative (C1) >)
The fatty acid derivative (C1) in the present invention is an ester compound of a monohydric fatty acid having 8 to 20 carbon atoms and a (poly) alkylene glycol having an alkylene oxide having 2 to 4 carbon atoms as a constituent unit and having a mass average molecular weight of 200 to 1000, or a compound obtained by adding an alkylene oxide having 2 to 4 carbon atoms to 1 mol of a monohydric fatty acid having 8 to 20 carbon atoms in a total ratio of 1 to 20 mol.
Among the fatty acid derivatives (C1) mentioned above, the monohydric fatty acids having 8 to 20 carbon atoms are preferable, and the monohydric fatty acids having 10 to 20 carbon atoms are more preferable. The monobasic fatty acid may be a saturated fatty acid or an unsaturated fatty acid, and specifically, examples thereof include: octanoic acid (carbon number: 8), decanoic 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), arachic acid (carbon number: 20), and the like.
In the fatty acid derivative (C1), the (poly) alkylene glycol having an alkylene oxide having 2 to 4 carbon atoms as a constituent unit is preferably polyethylene glycol having ethylene oxide as a constituent unit, and the mass average molecular weight is preferably 400 to 800.
The fatty acid derivative (C1) in the present invention is specifically exemplified by: a substance obtained by adding 5 moles of EO to 1 mole of lauric acid; a substance obtained by adding 10 moles of EO to 1 mole of lauric acid; 1 mole palmitic acid to which 5 moles EO was added; 1 mole palmitic acid to which 10 moles EO was added; a substance obtained by adding 5 moles of EO to 1 mole of stearic acid; 1 mole isostearic acid to 10 moles EO; a substance obtained by adding 10 moles of EO to 1 mole of oleic acid; a substance obtained by adding 5 mol of PO and 5 mol of EO to 1 mol of oleic acid; 1 mole of polyethylene glycol (average molecular weight 200) was esterified with 2 moles of oleic acid; 1 mole of polyethylene glycol (average molecular weight 400) was esterified with 2 moles of oleic acid; 1 mole of polyethylene glycol (average molecular weight 200) was esterified with 2 moles of coconut oil fatty acid; 1 mole of polyethylene glycol (average molecular weight 600) was esterified with 2 moles of oleic acid; 1 mole of polyethylene glycol (average molecular weight 400) was esterified with 2 moles of lauric acid; 1 mole of polyethylene glycol (average molecular weight 600) was esterified with 1.5 moles of palm oil fatty acid. Among them, preferred is: a substance obtained by adding 10 moles of EO to 1 mole of oleic acid; 1 mole of polyethylene glycol (average molecular weight 600) was esterified with 2 moles of oleic acid; 1 mole of polyethylene glycol (average molecular weight 400) was esterified with 2 moles of lauric acid; 1 mole of polyethylene glycol (average molecular weight 600) was esterified with 1.5 moles of palm oil fatty acid.
In the present invention, EO and PO are denoted by the end of the compound name, respectively, and the latter numerals denote the average addition mole numbers of the adducts of ethylene oxide and propylene oxide.
The mass average molecular weight and the average molecular weight in the present invention mean mass average molecular weight when polyethylene glycol is used as a standard substance in gel permeation chromatography.
< Alcohol derivative (C2) >)
The alcohol derivative (C2) in the present invention is a compound obtained by adding 1 to 50 moles of alkylene oxide having 2 to 4 carbon atoms to 1 mole of a monohydric aliphatic alcohol having 8 to 15 carbon atoms.
Among the monohydric aliphatic alcohols having 8 to 15 carbon atoms of the alcohol derivative (C2), monohydric aliphatic alcohols having 9 to 14 carbon atoms are preferable, and monohydric aliphatic alcohols having 10 to 13 carbon atoms are more preferable. The aliphatic alcohol may have a linear structure or a branched structure, but from the viewpoint of stability of the treatment agent for synthetic fibers, a substance having a branched structure is preferable. The aliphatic alcohol may be a saturated alcohol, or may be an unsaturated alcohol, and is preferably a saturated alcohol. Examples of the aliphatic alcohol include: octyl alcohol, isooctyl alcohol, nonyl alcohol, isononyl alcohol, decyl alcohol, isodecyl alcohol, undecyl alcohol, isoundecyl alcohol, dodecyl alcohol, isododecyl alcohol, tridecyl alcohol, isotridecyl alcohol, tetradecyl alcohol, isotetradecyl alcohol, pentadecyl alcohol, and isopentadecyl alcohol. The alcohol derivative (C2) may be exemplified by: ethylene oxide adducts, propylene oxide adducts, butylene oxide adducts, random adducts of ethylene oxide and propylene oxide, block adducts of ethylene oxide and butylene oxide, block adducts of ethylene oxide and propylene oxide, and the like. Among these, alcohol derivatives including oxypropylene groups in chemical structure are preferable.
The alcohol derivative (C2) in the present invention is specifically exemplified by: 1 mole of 2-ethylhexanol was randomly added with 4 moles of EO and 8 moles of PO; 1 mole of octyl alcohol is randomly added with 5 moles of EO and 5 moles of PO; 1 mole of decyl alcohol, 5 moles of PO and then 5 moles of EO; a substance obtained by adding 5 moles of EO to isododecyl alcohol; a material obtained by randomly adding 10 moles of EO and 10 moles of PO to isotridecyl alcohol; 1 mole isotridecyl alcohol, 10 moles PO and 10 moles EO are added; and those obtained by adding 10 moles of EO to tetradecyl alcohol. Among them, preferred is: 1 mol of isododecyl alcohol is added with 10 mol of EO and 10 mol of PO randomly; 1 mole isotridecyl alcohol, 10 moles PO and 10 moles EO are added; 1 mol of 2-ethylhexanol was added randomly with 4 mol of EO and 8 mol of PO.
< Amide derivative (C3) >)
The amide derivative (C3) in the present invention is at least one compound selected from the group consisting of an amide compound of a monohydric fatty acid having 8 to 20 carbon atoms and diethanolamine, and an alkylene oxide having 2 to 4 carbon atoms added to an amide compound of a monohydric fatty acid having 8 to 20 carbon atoms per 1 mol of the amide compound of diethanolamine in a total of 1 to 10 mol.
Among the above-mentioned monohydric fatty acids having 8 to 20 carbon atoms of the amide derivative (C3), preferred are monohydric fatty acids having 10 to 20 carbon atoms, and more preferred are monohydric fatty acids having 12 to 18 carbon atoms. The fatty acid may be a saturated fatty acid or an unsaturated fatty acid, and the fatty acid same as the fatty acid used in the fatty acid derivative (C1) may be mentioned. Among the alkylene oxides having 2 to 4 carbon atoms, ethylene oxide is preferable, and the number of addition thereof is preferably 2 to 8 mol.
Specific examples of the compound contained in the amide derivative (C3) in the present invention include: 1 mole of lauric acid diethanolamide, myristic acid diethanolamide, palmitic acid diethanolamide, stearic acid diethanolamide, oleic acid diethanolamide, coconut fatty acid diethanolamide, palm kernel oil fatty acid diethanolamide, rapeseed fatty acid diethanolamide, lauric acid diethanolamide, 3 moles of EO; a substance obtained by adding 3 moles of EO to 1 mole of oleic acid diethanolamide; 1 mole of coconut fatty acid diethanolamide was added with 5 moles of EO.
< Amine derivative (C4) >)
The amine derivative (C4) in the present invention is at least one compound selected from the group consisting of compounds obtained by adding alkylene oxides having 2 to 4 carbon atoms to 1 to 20 moles of an aliphatic primary amine having 8 to 20 carbon atoms in total.
Among the aliphatic primary amines having 8 to 20 carbon atoms of the amine derivative (C4), the aliphatic primary amine having 10 to 18 carbon atoms is preferable, and the aliphatic primary amine having 12 to 18 carbon atoms is more preferable. The alkyl moiety of the aliphatic primary amine may have a saturated structure or an unsaturated structure. There may be mentioned: octylamine, decylamine, laurylamine, myristylamine, myristoylamine, palmitylamine, palmitoylamine, stearylamine, oleylamine, cocoamine as a mixture thereof, and the like are also exemplified. Among the alkylene oxides having 2 to 4 carbon atoms, ethylene oxide is preferred. The amine derivative may be a secondary amine compound having one (poly) oxyalkylene group or a tertiary amine compound having two (poly) oxyalkylene groups, which is formed by adding an alkylene oxide having 2 to 4 carbon atoms to a primary amine having one hydrocarbon group.
Specific examples of the compound contained in the amine derivative (C4) of the present invention include: a substance obtained by adding 3 moles of EO to 1 mole of laurylamine; a substance obtained by adding 5 moles of EO to 1 mole of myristylamine; a substance obtained by adding 8 moles of EO to 1 mole of palmitylamine; a substance obtained by adding 10 moles of EO to 1 mole of stearyl amine; a substance obtained by adding 15 moles of EO to 1 mole of oleylamine; a substance obtained by adding 10 moles of EO to 1 mole of a mixture of stearyl amine and palmityl amine; 1 mole of cocoamine to which 5 moles of EO were added.
The treatment agent for synthetic fibers of the present invention may be a known nonionic surfactant used in addition to the fatty acid derivative (C1), the alcohol derivative (C2), the amide derivative (C3) and the amine derivative (C4) as long as the effect of the present invention is not impaired. As specific examples of the nonionic surfactant, there may be mentioned: fatty acid derivatives, alcohol derivatives, amide derivatives, amine derivatives within the range not overlapping (C1) to (C4); and an ether-ester compound obtained by adding an alkylene oxide to an ester compound of a carboxylic acid and a polyhydric alcohol, a compound obtained by adding an alkylene oxide to an aromatic alcohol, an ester of an alkoxypolyalkylene glycol and a fatty acid, a partial ester compound of a polyhydric alcohol and a fatty acid having a linear structure, a partial ester compound of a polyhydric alcohol and a fatty acid having a cyclic structure having 3 to 6 carbon atoms such as sorbitol anhydride, etc., for example, an alkylene oxide adduct of hydrogenated castor oil, an alkylene oxide adduct of nonylphenol, polyoxyethylene methyl ether oleate, glycerol monooleate, sorbitan trioleate, sorbitan monostearate, sorbitan tristearate, etc. may be used in combination.
The treatment agent for synthetic fibers of the present invention comprises a smoothing agent, an ionic surfactant and a nonionic surfactant, and the content of at least one selected from the group consisting of diphosphorous acid and salts thereof is in the range of 0 to 0.15 mass% relative to the nonvolatile component of the treatment agent for synthetic fibers. The upper limit is preferably 0.1 mass% or less, and more preferably 0.05 mass% or less.
The counter ion forming the salt may be exemplified by: sodium, potassium, calcium, magnesium, copper, nickel, iron, amine compounds, and the like.
The diphosphorous acid and its salt may be mixed as a catalyst or a coloring inhibitor for use in the production of a treatment agent for a synthetic fiber, and they are preferably removed from the treatment agent for a synthetic fiber by a known refining method. The diphosphorous acid and its salt are substances that cause deterioration in tar cleaning property and increase in fuzzing number of the produced synthetic fibers, but in the treatment agent for synthetic fibers of the present invention, the effect of the present invention is not particularly impaired as long as the content of the diphosphorous acid and its salt is in the range of 0.15 mass% or less.
< Ratio of blending >
The synthetic fiber treatment agent of the present invention contains 15 to 70 parts by mass, preferably 25 to 70 parts by mass, more preferably 35 to 65 parts by mass of the smoothing agent (a), 0.01 to 15 parts by mass, preferably 0.1 to 12 parts by mass, more preferably 0.5 to 10 parts by mass of the ionic surfactant (B), and 20 to 80 parts by mass, preferably 25 to 75 parts by mass, more preferably 30 to 70 parts by mass of the nonionic surfactant (C), based on 100 parts by mass of the total content of the smoothing agent (a), the ionic surfactant (B), and the nonionic surfactant (C) as essential components.
< Other ingredients >
The treatment agent for synthetic fibers of the present invention may be used in combination with other components, for example, an antifoaming agent, an antioxidant, a preservative, an antirust agent, and the like. The amount of the other components to be combined is not particularly limited as long as the effects of the present invention are not impaired.
< Synthetic fiber >
The synthetic fiber of the present invention is a synthetic fiber to which the treatment agent for synthetic fibers of the present invention is attached. The synthetic fibers to which the treatment agent for synthetic fibers 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 ester; polyamide fibers such as nylon 6 and nylon 66; polyolefin fibers such as polyethylene and polypropylene. Among them, the present invention is preferably applied to polyester fibers and polyamide fibers. The synthetic fiber to which the treatment agent for synthetic fibers of the present invention is attached may be made into drawn yarn or semi-drawn yarn. Among them, the treatment agent for synthetic fibers of the present invention is particularly suitable for producing drawn yarns.
The proportion of the synthetic fiber treatment agent of the present invention (excluding the 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 proportion of 0.1 to 3 mass%.
The step of attaching the treatment agent for synthetic fibers of the present invention includes: spinning, drawing, and spinning and drawing simultaneously. The method for attaching the treatment agent for synthetic fibers of the present invention may be any known method, and examples thereof include: a roller oiling method, a guide roller oiling method using a metering pump, a dipping oiling method, a spray oiling method and the like. As a form of the treatment agent for attaching the treatment agent for synthetic fibers of the present invention to synthetic fibers, for example, an organic solvent solution, an aqueous solution, a solvent-free pure treatment agent (coat) or the like after the use of a diluent can be prepared and applied to synthetic fibers. The diluent used in this case includes, for example: water, low viscosity hydrocarbons (< 2mm 2/s, 40 ℃), organic solvents (acetone, chloroform, methanol, isopropanol, etc.), and mixtures of these, water or low viscosity hydrocarbons are preferred from the standpoint of economy and adhesion.
[ Example ]
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, parts are parts by mass, and% is% by mass.
< Preparation of treatment agent for synthetic fiber >
EXAMPLE 1
As the smoothing agent (A), 40% of rapeseed oil (A1-1-1) as a branched ester compound (A1-1) and 4% of bis (isostearyl) thiodipropionate (A1-1-3) were used; the ionic surfactant (B) used was 1% of N-methyl-N-lauroyl glycine/sodium salt (B1-2) as the carboxylic acid compound (B1), and 1% of sodium salt (C11-14) of secondary alkane sulfonate (B2-1) as the other ionic surfactant; the nonionic surfactant (C) was composed of 1 mole of EO added to 10 moles of oleic acid as the fatty acid derivative (C1) (C1-1) 10%, 1 mole of isododecyl alcohol as the alcohol derivative (C2) 10% by random addition of 10 moles of EO and 10 moles of PO (C2-1), 1 mole of diethanolamide as the amide derivative (C3) 3% by addition of 3 moles of EO (C3-1) 3%, 1 mole of a mixture of oleylamine, stearylamine and palmitylamine as the amine derivative (C4) 10% by addition of EO (C4-1) 2%, 1 mole of hydrogenated castor oil as the other nonionic surfactant 10% by addition of 10 moles of EO (C5-1) 10%, 1 mole of castor oil 20% by addition of EO and then esterification with 2 moles of oleic acid (C5-5) 10%, and sorbitan monooleate (C5-7) 8%; the other components were uniformly mixed with 0.3% of polyether-modified silicone (X-1) and 0.7% of ethylene glycol (X-3) in the above-mentioned proportions to prepare a treating agent of example 1.
EXAMPLE 16
As the smoothing agent (A), trimethylolpropane trioleate (A1-1-2) as the branched ester compound (A1-1) was used at 25%; as the ionic surfactant (B), 1.4% of N-methyl-N-lauroyl glycine/sodium salt (B1-2) as the carboxylic acid compound (B1), 1% of dioctyl sulfosuccinic acid sodium salt (B2-2) as the other ionic surfactant, and 0.6% of phosphate ester (B2-5) of oleyl alcohol-ethylene oxide 5 molar adduct; the nonionic surfactant (C) was composed of 1 mol of polyethylene glycol (average molecular weight 600) as the fatty acid derivative (C1), 10% of a substance (C1-4) obtained by esterifying 1.5 mol of palm oil fatty acid, 10% of a substance (C2-1) obtained by randomly adding 10 mol of EO and 10 mol of PO to 1 mol of isododecyl alcohol as the alcohol derivative (C2), 20% of a substance (C2-2) obtained by adding 10 mol of EO to 1 mol of isotridecyl alcohol after adding 10 mol of PO, 14.99% of a substance (C2-2) obtained by esterifying 3 mol of oleic acid after adding 1 mol of EO, 1% of a mixture of oleylamine (C3-3) as the amide derivative (C3), 1 mol of oleylamine, stearylamine and palmitylamine as the amine, 1% of a substance (C4-1) obtained by esterifying 10 mol of EO with 3 mol of oleic acid after adding 20 mol of hydrogenated castor oil as the other nonionic surfactant, and sorbitan monooleate (C5-7); the treatment agent of example 16 was prepared by uniformly mixing 0.01% of diphosphorous acid (commercially available agent, 50% by mass aqueous solution) in the above ratio, based on pure diphosphorous acid.
Examples 2 to 15, 17 to 33 and comparative examples 1 to 8
The synthetic fiber treatment agents of examples 2 to 15, 17 to 33 and comparative examples 1 to 8 were prepared in the same manner as the preparation methods of examples 1 and 16 according to the formulations shown in tables 1 and 2 below.
[ Table 1]
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The ratio (%) in tables 1 and 2 is a numerical value obtained by expressing the blending ratio of each component in terms of mass ratio (%) when the total amount of the synthetic fiber treatment agent is 100 mass%.
The symbols in tables 1 and 2 represent the following components.
< Smoothing agent (A) >
Branched ester Compound (A1-1)
A1-1-1: rapeseed oil
A1-1-2: trimethylol propane trioleate
A1-1-3: bis (isostearyl) thiodipropionate
A1-1-4: di (isohexadecyl) thiodipropionate
A1-1-5: bis (isostearyl) adipate
A1-1-6: isotridecyl stearate
A1-1-7: isotridecyl oleate
A1-1-8: isooctyl palmitate
A1-1-9: trimethylolpropane dioleate
Other ester Compounds (A1-2)
A1-2-1: dodecyl oleate
A1-2-2: dodecyl palmitate
A1-2-3: butanediol dioleate
Other smoothing agents
A2-1: mineral oil (30 mm 2/s, 40 ℃ C.)
< Ionic surfactant (B) >)
Carboxylic acid compound (B1)
B1-1: N-methyl-N-cocoyl glycine/sodium salt
B1-2: N-methyl-N-lauroyl glycine/sodium salt
B1-3: N-methyl-N-lauroyl glycine
B1-4: N-methyl-N-decanoylglycine/sodium salt
B1-5: N-methyl-N-oleoylglycine/potassium salt
B1-6: N-methyl-N-cocoylalanine/potassium salt
Other ionic surfactants
B2-1: sodium salt of secondary alkane sulfonate (carbon number: 11-14)
B2-2: dioctyl sulfosuccinic acid sodium salt
B2-3: alpha-olefin sulfonic acid sodium salt
B2-4: oleic acid potassium salt
B2-5: phosphate esters of oleyl alcohol-ethylene oxide 5 mole adducts
B2-6: isocyetyl phosphate
B2-7: oil-based phosphate esters
B2-8: linolenic acid
< Nonionic surfactant (C) >)
Fatty acid derivative (C1)
C1-1: substance obtained by adding 10 moles EO to 1 mole oleic acid
C1-2: esterification of 1 mole of polyethylene glycol (average molecular weight 600) with 2 moles of oleic acid
C1-3:1 mole of polyethylene glycol (average molecular weight 400) was esterified with 2 moles of lauric acid to form a material C1-4:1 mol polyethylene glycol (average molecular weight 600) esterified with 1.5 mol palm oil fatty acid
Alcohol derivative (C2)
C2-1:1 mol of isododecyl alcohol is added with 10 mol of EO and 10 mol of PO randomly
C2-2:1 mol isotridecyl alcohol 10PO and 10 mol EO
C2-3:1 mol of 2-ethylhexanol was randomly added with 4 mol of EO and 8 mol of PO
C2-4: substances obtained by adding 10 moles of EO to 1 mole of oleyl alcohol
C2-5: random addition of 10 mol EO and 10 mol PO to 1 mol butanol
Amide derivative (C3)
C3-1: substance obtained by adding 3 moles EO to 1 mole oleic acid diethanolamide
C3-2:1 mol coconut fatty acid diethanolamide added 5 mol EO
C3-3: oleic acid diethanolamide
Amine derivative (C4)
C4-1: 10 moles EO added to 1 mole oleylamine, stearyl amine, and palmitylamine mixture
C4-2: substances obtained by adding 5 moles of EO to 1 mole of cocoamine
Other nonionic surfactants
C5-1:1 mol hydrogenated castor oil added with 10 mol EO
C5-2:1 mol hydrogenated castor oil, 20 mol EO and 3 mol oleic acid, and then esterified
C5-3:1 mol of hydrogenated castor oil, 25 mol of EO was added thereto, and then the resultant mixture was crosslinked with adipic acid, and terminal esterification was carried out with stearic acid (average molecular weight: 5000)
C5-4:1 mol castor oil and 20 mol EO
C5-5:1 mol castor oil, 20 mol EO and 2 mol oleic acid to esterify
C5-6: substances obtained by adding 7 moles of EO to 1 mole of nonylphenol
C5-7: sorbitan monooleate
C5-8: sorbitan trioleate
C5-9: polyethylene oxide (9 mol) methyl ether oleate
< Other ingredients >
X-1: polyether modified organosilicon
X-2:1,3, 5-tris (4-tert-butyl-3-hydroxy-2, 6-dimethylbenzyl) isocyanuric acid
X-3: ethylene glycol
X-4: diethylene glycol
X-5: polyethylene glycol (average molecular weight: 300)
X-6: glycerol
X-7: triethanolamine citrate salt
X-8: oil-based imidazolines
< Test for evaluating adhesion of treatment agent for synthetic fiber to synthetic fiber and rubber adhesion >
The synthetic fiber treatment agent prepared in the above "preparation of synthetic fiber treatment agent" was uniformly diluted with a diluent to prepare a 15% solution (in examples 1 to 21, examples 26 to 33, and comparative examples 1 to 8, an organic solvent was used as the diluent, and water was used as the diluent in examples 22 to 25). The solution was applied to 1670dtex, 288f (filements) and a non-oiled polyethylene terephthalate fiber having an intrinsic viscosity of 0.93 by an oiling method with an oiling roller, and the applied amount was 1.0 mass% in terms of nonvolatile matter, to thereby produce a synthetic fiber.
The two synthetic fibers were twisted according to the number of turns of 40 times/10 cm for the first twist and 40 times/10 cm for the second twist to prepare twisted cords. The twisted cord was immersed in a first adhesive comprising an epoxy compound (DENACOL EX 512:512, manufactured by Nagase ChemteX) and a blocked diisocyanate (ELASTRON BN-27, manufactured by first industrial pharmaceutical Co.) in a solid content ratio of 5:5, and then heat-treated at 245 ℃. Next, the twisted cord was immersed in a solution (RFL solution) as a second adhesive, and then heat-treated at 245 ℃, wherein the solution was prepared by mixing resorcinol (resorcinol: KISHIDA CHEMICAL, manufactured by the company KISHIDA CHEMICAL), formalin (37% formaldehyde solution: KISHIDA CHEMICAL), and latex (Nipol 2518FS: manufactured by the company japan Ji Weng) so that the solid content ratio was 1.5:0.5:8.
The adhesive force of the reinforcing wire treated with the adhesive prepared by the above procedure was measured according to the T test (method a) described in JIS-L1017 (method for testing a chemical fiber tire cord), and evaluated according to the following criteria. The results are shown in tables 3 and 4 below.
[ Evaluation criteria for adhesion ]
Very good: the adhesive force is more than 16.0 kg;
good-: the adhesive force is 15.7kg or more and less than 16.0kg;
O: the adhesive force is 15.4kg or more and less than 15.7kg;
o: the adhesive force is 15.0kg or more and less than 15.4kg;
x: the adhesion is less than 15.0kg.
< Test for evaluation of dyeing properties >
The pellets of polyethylene terephthalate were dried by a conventional method, melt-spun by an extruder, sprayed from a nozzle, cooled and solidified, and a 20% diluted solution of the treating agent for synthetic fibers prepared in the above "preparation of treating agent for synthetic fibers" was uniformly diluted with a diluent (in examples 1 to 21, examples 26 to 33, and comparative examples 1 to 8, low-viscosity mineral oil was used as the diluent, and water was used as the diluent in examples 22 to 25) was adhered to the running yarn thus obtained by a guide roller oiling method using a metering pump. The oiling was performed so that the amount of the treatment agent for synthetic fibers attached became 0.6 mass% (excluding water and low-viscosity mineral oil). Then, the yarn was bundled by a guide roller, and stretched by a stretching roller and a releasing roller at 245℃to give a total stretch ratio of 5.5 times, thereby obtaining a 1670dtex/144f drawn yarn. A51 mm wide seat belt grey fabric was dyed by immersing it directly in a dye solution (a solution of Dianix Red S-4G 3.4g, dianix Yellow S-6G 3.3g, dianix S-2G 3.3g added to 1L of water) without refining and continuously treating it in a color developing tank at 220℃for 2 minutes, wherein 360 fibers obtained in the spinning step were used as warp yarns, 560dtex/96f polyester yarns were used as weft yarns, and the weft yarn density was 21 yarns/inch. The dyeability was evaluated according to the following criteria based on the number of dyeing defects per 2000m of the seat belt at this time. The results are shown in tables 3 and 4.
[ Evaluation criteria for dyeing Properties ]
And (3) the following materials: the number of dyeing defects is 0 to 3;
o: the number of dyeing defects is 4-10;
x: the number of dyeing defects is 11 or more.
< Evaluation test of tar cleaning ability >
The tar was adhered to the pyriform-chromium needles by bringing the fibers, which were obtained by applying the treating agent to the synthetic fibers in such a manner that the adhering amount of the treating agent for synthetic fibers was 1.0 mass% in terms of nonvolatile matter in the evaluation test of adhesion and rubber adhesion of the treating agent for synthetic fibers, into contact with the pyriform Pi Ge needles having a surface temperature of 250℃under an initial tension of 1.5kg and a yarn speed of 0.5 m/min, and running for 12 hours. Then, the tar adhered to the pyriform chromium needles was wiped with a cotton swab impregnated with a 5% NaOH glycerin solution at 180℃to determine the number of times required for wiping the tar. Tar cleaning was evaluated according to the following criteria. The results are shown in tables 3 and 4.
[ Evaluation criteria for tar cleaning Property ]
And (3) the following materials: less than 50 times;
O: more than 50 times and less than 200 times;
X: 200 times or more.
< Test for fuzzing evaluation >
A fiber running at a speed of 300m/min was brought into contact with a needle of pear Pi Ge having a surface temperature of 150℃under an initial tension of 2kg, wherein the fiber was obtained by applying a treating agent for synthetic fibers so that the amount of the treating agent attached in the "dyeing property evaluation test" became 0.6 mass% in terms of nonvolatile matter. The number of fuzzing per 10 minutes of the running yarn after the friction with the chrome needle was measured by a fuzzing counting device (manufactured by Toli engineering Co., ltd.) and evaluated according to the following criteria. The results are shown in tables 3 and 4.
[ Evaluation criteria for fuzzing ]
Very good (particularly excellent): the number of fuzzing measured is lower than 2;
good (excellent): the number of the measured burrs is more than 2 and less than 4;
O (good): the number of the measured burrs is more than 4 and less than 6;
O (pass): the number of the measured burrs is more than 6 and less than 8;
X (bad): the number of the measured burrs was 8 or more.
[ Table 3]
[ Table 4]
As shown in the results of tables 3 and 4, the treatment agent for synthetic fibers of the present invention (examples 1 to 33) contains a smoothing agent (A), an ionic surfactant (B) and a nonionic surfactant (C), the smoothing agent (A) contains an ester compound (A1), and the ester compound (A1) contains a branched ester compound (A1-1) having a branched structure in the molecule; the ionic surfactant (B) contains a carboxylic acid compound (B1), wherein the carboxylic acid compound (B1) is at least one selected from N-methylglycine derivatives having an acyl group with 8-20 carbon atoms in the molecule and N-methylalanine derivatives having an acyl group with 8-20 carbon atoms in the molecule; the above-mentioned ester compound (A1) is contained in an amount of 15 mass% or more relative to the nonvolatile component of the treatment agent for synthetic fibers, whereby the anti-fuzzing property is excellent, the spinning property is good, the tar cleaning property is excellent, and the good dyeing property and rubber adhesion property are obtained.
Examples 16, 17 and 28 contained 0.01 mass%, 0.02 mass% and 0.08 mass% of diphosphorous acid, respectively, and examples 3 and 21 had the same compositions as examples 16, 17 and 28 except that they did not contain the diphosphorous acid, and it was confirmed that examples 16, 17 and 28 exhibited excellent effects in rubber adhesion, dyeing property, tar cleaning property and fuzzing resistance as compared with examples 3 and 21.
Further, example 30 contained 0.14 mass% of diphosphorous acid, and example 10 had the same composition as example 30 except that it did not contain diphosphorous acid, and it was confirmed that example 30 was excellent in dyeing property and rubber adhesiveness as compared with example 10; and the tar has good cleaning property and fuzzing resistance, and has no problem in practical aspect.
In contrast, the composition of the treatment agent for synthetic fibers (comparative examples 1 to 8) different from the present invention, specifically, comparative example 1 containing no nonionic surfactant (C), comparative example 2 containing no smoothing agent (A), comparative example 5 containing no branched ester compound (A1-1), comparative example 4 containing no ester compound (A1), comparative example 3 containing the branched ester compound (A1-1) of the present invention but less than the present invention, and comparative example 6 containing no carboxylic acid compound (B1) of the present invention, is inferior in rubber adhesion, staining, tar cleaning property and fuzzing resistance, wherein the carboxylic acid compound (B1) is at least one selected from the group consisting of N-methylglycine derivatives having an acyl group having 8 to 20 carbon atoms in the molecule and N-methylalanine derivatives having an acyl group having 8 to 20 carbon atoms in the molecule.
In particular, comparative example 6 has substantially the same composition as example 3, which is a specific example of the treatment agent for a synthetic fiber of the present invention, except that the carboxylic acid compound (B1) of the present invention is not contained, but it is confirmed that the rubber adhesion, tar cleaning property and fuzzing resistance thereof are greatly reduced, wherein the carboxylic acid compound (B1) is at least one selected from the group consisting of an N-methylglycine derivative having an acyl group having 8 to 20 carbon atoms in the molecule and an N-methylalanine derivative having an acyl group having 8 to 20 carbon atoms in the molecule.
Further, it was revealed that comparative example 7 containing 0.35 mass% of diphosphorous acid was inferior in rubber adhesion, dyeing property, tar cleaning property and fuzzing resistance to example 3 having the same composition as comparative example 7 except that the diphosphorous acid was not contained, and in particular, the tar cleaning property and fuzzing resistance were not suitable for practical use. Comparative example 8 containing 0.50 mass% of diphosphorous acid was also poor in tar cleaning property and fuzzing resistance.
The above evaluation results indicate that the phosphorous acid and its salt may be mixed as a catalyst and a coloring matter inhibitor for use in the production of a treatment agent for synthetic fibers, which may cause deterioration of tar cleaning property and increase in the fuzzing number of the produced synthetic fibers, but if the content of the phosphorous acid and its salt is in the range of 0.15 mass% or less, the effects of the present invention, that is, excellent fuzzing resistance, good spinning property, excellent tar cleaning property and good dyeing property and rubber adhesion can be obtained are not impaired.
INDUSTRIAL APPLICABILITY
The synthetic fiber treatment agent of the present invention and the synthetic fiber to which the synthetic fiber treatment agent is attached can reduce fuzzing of the synthetic fiber sliver, thereby achieving excellent process passability, and thus achieving excellent spinning properties, and the tar produced in the spinning process can be easily cleaned, and further friction resistance with the roller can be reduced.
Further, the synthetic fiber to which the synthetic fiber treatment agent of the present invention is attached can exhibit good dyeing properties and rubber adhesion properties in the post-processing step, and therefore is particularly useful in the post-processing step for use in a seat belt, a tire cord, and the like.

Claims (8)

1. A treatment agent for synthetic fibers, characterized in that,
Comprises a smoothing agent A, an ionic surfactant B and a nonionic surfactant C,
The smoothing agent A contains an ester compound A1 containing a branched ester compound A1-1,
The ionic surfactant B contains a carboxylic acid compound B1,
The nonionic surfactant C contains at least one selected from alcohol derivatives C2;
the above-mentioned ester compound A1 is contained in an amount of 15 mass% or more relative to the nonvolatile component of the treatment agent for synthetic fibers, and the content of at least one selected from the group consisting of diphosphorous acid and salts thereof is in the range of 0 to 0.15 mass%,
The branched ester compound A1-1 is an ester compound with a branched structure in the molecule;
the carboxylic acid compound B1 is at least one selected from N-methylglycine derivatives having an acyl group having 8 to 20 carbon atoms in the molecule and N-methylalanine derivatives having an acyl group having 8 to 20 carbon atoms in the molecule;
the alcohol derivative C2 is a compound obtained by adding alkylene oxide having 2 to 4 carbon atoms to an aliphatic alcohol having a branched structure in an amount of 1 to 50 moles per 1 mole of a monohydric aliphatic alcohol having 8 to 15 carbon atoms.
2. The treating agent for synthetic fibers according to claim 1, wherein the carboxylic acid compound B1 is contained in an amount of 0.01 to 4% by mass based on the nonvolatile matter of the treating agent.
3. The treatment agent for synthetic fibers according to claim 1, wherein the branched ester compound A1-1 comprises a complete ester compound of a 3-6-membered aliphatic alcohol having 3 to 10 carbon atoms and a monohydric fatty acid having 8 to 20 carbon atoms, each of which has a branched structure.
4. The treatment agent for synthetic fibers according to any one of claims 1 to 3, wherein the nonionic surfactant C further contains at least one selected from fatty acid derivatives C1;
the fatty acid derivative C1 is an ester compound of a monohydric fatty acid having 8 to 20 carbon atoms and a (poly) alkylene glycol having an alkylene oxide having 2 to 4 carbon atoms as a constituent unit and having a mass average molecular weight of 200 to 1000, or a compound obtained by adding an alkylene oxide having 2 to 4 carbon atoms to 1mol of a monohydric fatty acid having 8 to 20 carbon atoms in a ratio of 1 to 20 mol in total.
5. The treating agent for synthetic fibers according to any one of claims 1 to 3, wherein the nonionic surfactant C further comprises an amide derivative C3, and the amide derivative C3 is at least one compound selected from the group consisting of an amide compound of a monohydric fatty acid having 8 to 20 carbon atoms and diethanolamine, and an alkylene oxide having 2 to 4 carbon atoms added to an amide compound of a monohydric fatty acid having 8 to 20 carbon atoms and diethanolamine in a ratio of 1 to 10 moles in total.
6. A treatment agent for synthetic fibers according to any one of claim 1 to 3, wherein the nonionic surfactant C further contains an amine derivative C4,
The amine derivative C4 is at least one compound selected from the group consisting of compounds obtained by adding alkylene oxides having 2 to 4 carbon atoms to 1 to 20 moles of an aliphatic primary amine having 8 to 20 carbon atoms in total.
7. The treatment agent for synthetic fibers according to any one of claims 1 to 3, wherein the total content of the smoothing agent a, the ionic surfactant B, and the nonionic surfactant C is set to 100 parts by mass, and the smoothing agent a, the ionic surfactant B, and the nonionic surfactant C are contained in amounts of 15 to 70 parts by mass, 0.01 to 15 parts by mass, and 20 to 80 parts by mass.
8. A synthetic fiber, wherein the synthetic fiber is attached with the treating agent for synthetic fiber according to any one of claims 1 to 7.
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