CN115584631A - 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
CN115584631A
CN115584631A CN202210780769.4A CN202210780769A CN115584631A CN 115584631 A CN115584631 A CN 115584631A CN 202210780769 A CN202210780769 A CN 202210780769A CN 115584631 A CN115584631 A CN 115584631A
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synthetic fiber
carbon atoms
compound
derivative
mass
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CN115584631B (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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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 invention provides a synthetic fiber treating agent and a synthetic fiber attached with the same, which can easily clean tar generated in a spinning process, have excellent fuzz resistance, can obtain good spinning performance and good dyeing performance, and can obtain rubber adhesion when used as a reinforced yarn. A synthetic fiber treatment agent, characterized by comprising a smoothing agent (A), an ionic surfactant (B) and a nonionic surfactant (C), wherein the smoothing agent (A) contains an ester compound (A1) comprising a branched ester compound (A1-1), the ionic surfactant (B) contains a carboxylic acid compound (B1), the ester compound (A1) is contained in an amount of 15 mass% or more based on the nonvolatile content of the synthetic fiber treatment agent, and the content of at least one selected from 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 fiber and synthetic fiber
Technical Field
The present invention relates to a treatment agent for synthetic fibers and a synthetic fiber. More particularly, the present invention relates to a treating agent for synthetic fibers which exhibits good process passability and tar washability in a step of spinning synthetic fibers and has good dyeability and rubber adhesion in a subsequent processing step, and to synthetic fibers to which the treating agent for synthetic fibers is attached.
Background
In recent years, the speed of spinning and processing of synthetic fibers has been increased, and fuzz and breakage are likely to occur. Therefore, as a synthetic fiber treatment agent for suppressing fuzz and end 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 synthetic fiber treating agents have the following problems: the synthetic fiber treating agent has insufficient permeability into the fiber, and further, fuzz and yarn breakage cannot be sufficiently suppressed during 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 by a long-time operation of the synthetic fiber treating agent, and when the yarn passes over the tar, the yarn quality may be deteriorated, and the yarn breakage may be caused, and the productivity may be deteriorated.
On the other hand, the synthetic fibers obtained are widely used as industrial materials, and in particular, are generally used as reinforcing materials for rubber products such as tires, belts, and hoses. These rubber products are reinforced with reinforcing threads obtained by treating twisted threads made of synthetic fibers with an adhesive, and the reinforcing threads improve the durability of the rubber products, and therefore, sufficient adhesion to rubber is required. In order to satisfy this demand, a synthetic fiber treatment agent needs to be 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 cords obtained by treating synthetic fibers to which these conventional synthetic fiber treating agents have been attached with an adhesive have a problem of insufficient rubber adhesion.
Documents of the prior art
Patent document
Patent document 1: japanese patent laid-open publication No. 2003-306869
Patent document 2: japanese patent laid-open publication No. 2000-273766
Patent document 3: japanese patent laid-open publication No. 2013-007141
Patent document 4: japanese laid-open patent publication No. 2004-019088
Disclosure of Invention
Problems to be solved by the invention
The invention provides a treating agent for synthetic fiber, which is easy to clean tar generated in a spinning process, has excellent anti-fuzzing property, good spinning property and good dyeing property, and can obtain good rubber adhesion when used as a reinforced yarn, and the synthetic fiber adhered with the treating agent for synthetic fiber.
Means for solving the problems
The present inventors have conducted extensive studies to solve the above problems, and as a result, have found that a carboxylic acid compound having a specific chemical structure greatly contributes to the improvement of the cleaning property of tar generated in a spinning step, the improvement of fuzz resistance, the achievement of good spinning property, and the balance between good dyeing property and post-processability such as rubber adhesiveness, thereby solving the above problems.
The present invention is specifically described below.
1. A treating agent for synthetic fibers comprising 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 the following carboxylic acid compound (B1),
the ester compound (A1) is contained in an amount of 15 mass% or more based on the nonvolatile components of the synthetic fiber treating agent, and the content of at least one selected from 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.
2. The treating agent for synthetic fibers according to 1, which comprises the carboxylic acid compound (B1) in an amount of 0.01 to 4% by mass based on the nonvolatile components 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 full ester compound of a 3-to 6-membered aliphatic alcohol having 3 to 10 carbon atoms and a monobasic fatty acid having 8 to 20 carbon atoms, each of which has a branched structure.
4. The agent for treating synthetic fibers according to any one of claims 1 to 3, wherein the nonionic surfactant (C) further contains 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 C8-20 monobasic fatty acid and a (poly) alkylene glycol having a mass average molecular weight of 200-1000 and comprising an alkylene oxide having 2-4 carbon atoms as a constituent unit, or a compound obtained by adding an alkylene oxide having 2-4 carbon atoms in a proportion of 1-20 moles in total to 1-20 moles of the monobasic fatty acid;
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 agent for treating synthetic fibers according to any one of claims 1 to 4, wherein the nonionic surfactant (C) further contains an amide derivative (C3),
the amide derivative (C3) is at least one selected from the group consisting of an amide compound of a C8-20 monobasic fatty acid and diethanolamine, and a compound obtained by adding an alkylene oxide having 2-4 carbon atoms to 1-10 moles of the amide compound of a C8-20 monobasic fatty acid and diethanolamine in total.
6. The synthetic fiber treatment agent according to any one of claims 1 to 5, wherein the nonionic surfactant (C) further contains an amine derivative (C4),
the amine derivative (C4) is at least one selected from compounds obtained by adding an alkylene oxide having 2 to 4 carbon atoms to 1 mole of an aliphatic primary amine having 8 to 20 carbon atoms in a total amount of 1 to 20 moles.
7. The agent for treating synthetic fibers according to any one of claims 1 to 6, wherein the smoothing agent (A), the ionic surfactant (B) and the nonionic surfactant (C) are contained in an amount of 15 to 70 parts by mass, 0.01 to 15 parts by mass and 20 to 80 parts by mass, based on 100 parts by mass of the total of the smoothing agent (A), the ionic surfactant (B) and the nonionic surfactant (C).
8. A synthetic fiber characterized in that any one of the synthetic fiber treatment agents described in 1 to 7 is attached to the synthetic fiber.
ADVANTAGEOUS EFFECTS OF INVENTION
The treating agent for synthetic fibers and the synthetic fibers to which the treating agent for synthetic fibers is attached according to the present invention exhibit good process passage in a spinning step, a processing step, and other yarn-making steps of synthetic fibers, which have been increasing in speed in recent years. In particular, by reducing fuzz of the synthetic fiber sliver, good process passability can be exhibited, and excellent spinning performance can be obtained.
Further, the tar generated in the spinning step can be easily cleaned, and the frictional resistance with the roller can be reduced.
The synthetic fiber to which the synthetic fiber treatment agent of the present invention is attached can exhibit good dyeability and rubber adhesion in a post-processing step. This effect is particularly effective in post-processing steps for safety belt applications, tire cord applications, and the like. More specifically, when a seat belt or the like needs to be dyed, the effect of improving the dyeability is exhibited, and when a reinforcing cord 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 cord suitable for a V-belt or the like, which is a power 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, which comprises a smoothing agent (A), an ionic surfactant (B) and a nonionic surfactant (C), wherein the smoothing agent (A) comprises an ester compound (A1) containing 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 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, and the content of at least one selected from the group consisting of diphosphorous acid and salts thereof in the synthetic fiber treatment agent is in the range of 0 to 0.15% by 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) comprising an ester compound (A1) containing a branched ester compound (A1-1) as an essential component, wherein the branched ester compound (A1-1) is an ester compound having a branched structure in the molecule, and the branched ester compound (A1-1) is contained in an amount of preferably 15% by mass or more, more preferably 25% by mass or more, and still more preferably 35% by mass or more, based on the nonvolatile content of the treatment agent for synthetic fibers of the present invention, and the branched ester compound (A1-1) is contained in an amount of preferably 15% by mass or more, more preferably 20% by mass or more, and further 30% by mass or more, based on the nonvolatile content of the treatment agent for synthetic fibers of the present invention.
The nonvolatile components of the treating agent for synthetic fibers in the present invention mean the residual components 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 then heat-treating the resultant at 105 ℃ for 2 hours.
Examples of the branched ester compound (A1-1) include: full ester compounds derived from polyhydric alcohols having a branched structure in the molecule, such as rapeseed oil, trimethylolpropane trioleate, triolein, palm oil, coconut oil, sesame oil, pentaerythritol tetracaprylate; partial ester compounds derived from polyhydric alcohols having a branched structure in the molecule, such as trimethylolpropane dioleate and trimethylolpropane monooleate; monoesters such as isotridecyl stearate, isotridecyl oleate, and isooctyl palmitate; diesters such as di (isostearyl) adipate and di (isooctyl) sebacate; and ester compounds derived from monohydric alcohols and having a branched structure in the molecule, such as branched sulfur-containing esters, e.g., di (isostearyl) thiodipropionate and di (isohexadecyl) thiodipropionate. Among the monoesters, those having 24 to 32 carbon atoms in total in the chemical structure are preferable. When the total carbon number is 24 or more, fuming in the spinning step can be suppressed, and when the total carbon number is 32 or less, smoothness and stability can be achieved at the same time. Among the polyhydric esters, the polyhydric ester having 24 to 70 carbon atoms in total in the chemical structure is preferable. When the total carbon number is 24 or more, fuming in the spinning step can be suppressed, and when the total carbon number is 70 or less, smoothness and stability can be both achieved.
Among them, the branched ester compound (A1-1) preferably contains a complete ester compound of a 3-6-membered aliphatic alcohol having 3 to 10 carbon atoms and a monobasic fatty acid having 8 to 20 carbon atoms, which have a branched structure.
The branched ester compound (A1-1) is more preferably a complete ester compound of a 3-or 4-membered aliphatic alcohol having 3 to 6 carbon atoms and a monobasic fatty acid having 8 to 20 carbon atoms, which have a branched structure, and specifically includes: and complete ester compounds with glycerin, trimethylolpropane, pentaerythritol, and the like.
As the ester compound (A1) other than the branched ester compound (A1-1), there may be mentioned: 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 full 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 the chemical structure.
The treating agent for synthetic fibers of the present invention may be used in combination with a known smoothing agent used in the treating agent for synthetic fibers, in addition to the ester compound (A1) containing the branched ester compound (A1-1), within a range not interfering with the effects of the present invention. As specific examples of known smoothing agents, mention may be made of: aromatic hydrocarbons, paraffin hydrocarbons, naphthene hydrocarbons, mineral oils, and the like. Low viscosity hydrocarbons (< 2 mm) commonly used as diluents 2 At 40 ℃ per second, are not included in the known smoothing agents.
< Ionic surfactant (B) >
The synthetic fiber treatment agent of the present invention contains an ionic surfactant (B) containing a carboxylic acid compound (B1) as an essential component, and 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 these, 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 is an N-methylglycine derivative having an acyl group having 8 to 18 carbon atoms in the molecule.
Specific examples thereof include: n-methylglycine, N-benzyl-N-methylglycine, N-dimethylglycine, N-methyl-N-ethylglycine, N-methyl-N-cocoylglycine, N-methyl-N-lauroylglycine, N-methyl-N-decanoylglycine, N-methyl-N-oleoylglycine, N-methyl-N-cocoylalanine, N-methyl-N-lauroylalanine, N-methyl-N-myristoylalanine, among which there may be preferably listed: 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) Either unneutralized or neutralized salts. The unneutralized matter may be neutralized with a synthetic fiber-treating agent or may be used as a synthetic fiber-treating agent after the neutralization treatment. Examples of the counter ion include: alkali metal salts such as potassium salt and sodium salt, ammonium salts, alkanolamine salts such as (poly) oxyalkylene alkylamine and triethanolamine, and phosphonium salts. Among them, alkali metal salts or alkanolamine salts are preferable.
The treatment agent for synthetic fibers 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 a carboxylic acid compound (B1) based on the nonvolatile component of the treatment agent for synthetic fibers, 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 used in combination with a known ionic surfactant used in a treatment agent for synthetic fibers, in addition to the carboxylic acid compound (B1), within a range not interfering with the effects of the present invention, 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. As specific examples of the known ionic surfactants, anionic surfactants, cationic surfactants, and amphoteric surfactants can be cited.
As specific examples of the anionic surfactant, there may be mentioned, for example: (1) aliphatic sulfonates or aromatic sulfonates such as lauryl sulfonate, myristyl sulfonate, hexadecyl sulfonate, oleyl sulfonate, stearyl sulfonate, myristyl sulfonate, α -olefin sulfonate, dodecylbenzene sulfonate and secondary alkylsulfonate, (2) sulfuric acid ester salts of aliphatic alcohols such as lauryl sulfuric acid ester salts, oleyl sulfuric acid ester salts and stearyl sulfuric acid ester salts, (3) sulfuric acid ester salts of polyoxyethylene lauryl ether, polyoxyalkylene (polyoxyethylene, polyoxypropylene) lauryl ether, polyoxyethylene oleyl ether, and the like, sulfuric acid ester salts of aliphatic alcohols to which at least one alkylene oxide selected from Ethylene Oxide (EO) and Propylene Oxide (PO) is added, (4) sulfuric acid ester salts of castor oil fatty acid ester salts, and the like fatty acid sulfate salts of 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, whale oil fatty acid sulfate, and the like, (5) oil sulfate, sesame oil sulfate, tall oil sulfate, soybean oil sulfate, rapeseed oil sulfate, palm oil sulfate, lard sulfate, whale oil sulfate, and the like, (6) fatty acid salts of lauric acid, oleic acid, stearic acid, dodecenyl succinic acid, and the like, (7) fatty acid salts of aliphatic alcohols such as dioctyl sulfosuccinate, and the like, (8) lauryl phosphate, isohexadecyl phosphate, oleyl phosphate, polyoxyethylene oleyl ether phosphate, and phosphate. The anionic surfactant may be an unneutralized or neutralized salt. Examples of the counter ion of the anionic surfactant include: alkali metal salts such as potassium salt and sodium salt, ammonium salt, and alkanolamine salts such as triethanolamine.
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, etc.
Specific examples of the amphoteric surfactant include betaine amphoteric surfactants and the like.
< nonionic surfactant (C) >
The synthetic fiber treating agent of the present invention contains a nonionic surfactant (C) as an essential component. In the present invention, the ester compound containing a (poly) oxyalkylene group in the chemical structure is contained in the nonionic surfactant (C). Among them, at least one selected from the following is preferably contained: an ester compound of a C8-20 monobasic fatty acid and a (poly) alkylene glycol having a mass-average molecular weight of 200-1000, wherein the alkylene glycol has an alkylene oxide having 2-4 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 mole of a C8-20 monobasic fatty acid in a total amount of 1 to 20 moles; 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 amount 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 C8-20 monobasic fatty acid and diethanolamine, and a compound obtained by adding an alkylene oxide having 2 to 4 carbon atoms to 1 to 10 moles of the amide compound of the C8-20 monobasic fatty acid and diethanolamine in total.
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 compounds obtained by adding an alkylene oxide having 2 to 4 carbon atoms to 1 mole of an aliphatic primary amine having 8 to 20 carbon atoms in a ratio of 1 to 20 moles in total.
Note that 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 C8-20 monobasic fatty acid and a (poly) alkylene glycol having a mass average molecular weight of 200-1000, which has an alkylene oxide having 2-4 carbon atoms as a constituent unit, or a compound obtained by adding an alkylene oxide having 2-4 carbon atoms in a proportion of 1-20 moles in total to 1-20 moles of the monobasic fatty acid having 8-20 carbon atoms.
Among the C8 to C20 monobasic fatty acids of the fatty acid derivative (C1), C10 to C20 monobasic fatty acids are preferable, and C12 to C18 monobasic fatty acids are more preferable. The monobasic fatty acid may be a saturated fatty acid or an unsaturated fatty acid, and specific 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), arachidic acid (carbon number: 20), and the like.
Among the fatty acid derivatives (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.
Specific examples of the fatty acid derivative (C1) in the present invention include: 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; a substance obtained by adding 5 moles of EO to 1 mole of palmitic acid; a substance obtained by adding 10 mol of EO to 1 mol of palmitic acid; a substance obtained by adding 5 moles of EO to 1 mole of stearic acid; a mixture of 10 moles of EO to 1 mole of isostearic acid; 1 mol of oleic acid with 10 mol of EO added thereto; 1 mol of oleic acid with 5 mol of PO and 5 mol of EO added; 1 mole of polyethylene glycol (average molecular weight 200) esterified with 2 moles of oleic acid; 1 mole of polyethylene glycol (average molecular weight 400) esterified with 2 moles of oleic acid; 1 mole of polyethylene glycol (average molecular weight 200) esterified with 2 moles of coconut oil fatty acid; 1 mole of polyethylene glycol (average molecular weight 600) esterified with 2 moles of oleic acid; 1 mole of polyethylene glycol (average molecular weight 400) esterified with 2 moles of lauric acid; 1 mol of polyethylene glycol (average molecular weight 600) was esterified with 1.5 mol of palm oil fatty acid. Among them, preferred are: 1 mol of oleic acid with 10 mol of EO added thereto; 1 mole of polyethylene glycol (average molecular weight 600) esterified with 2 moles of oleic acid; 1 mole of polyethylene glycol (average molecular weight 400) esterified with 2 moles of lauric acid; 1 mol of polyethylene glycol (average molecular weight 600) was esterified with 1.5 mol of palm oil fatty acid.
In the present invention, EO and PO indicated at the end of the compound name represent adducts of ethylene oxide and propylene oxide, respectively, and the following numbers represent the average molar number of addition thereof.
The mass average molecular weight and the average molecular weight in the present invention mean mass average molecular weights 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 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 proportion of 1 to 50 moles in total.
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 preferred, and monohydric aliphatic alcohols having 10 to 13 carbon atoms are more preferred. The aliphatic alcohol may have a straight chain structure or a branched structure, but from the viewpoint of stability of the synthetic fiber treatment agent, a substance having a branched structure is preferable. The aliphatic alcohol may be a saturated alcohol or 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 isotentadecyl alcohol. Examples of the alcohol derivative (C2) include: 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 them, alcohol derivatives including an oxypropylene group in the chemical structure are preferable.
Specific examples of the alcohol derivative (C2) in the present invention include: 1 mol of 2-ethylhexanol and 4 mol of EO and 8 mol of PO were randomly added; 1 mol of octyl alcohol, to which 5 mol of EO and 5 mol of PO are added randomly; a substance obtained by adding 5 moles of PO to 1 mole of decyl alcohol and then adding 5 moles of EO; a substance obtained by adding 5 mol of EO to isododecyl alcohol; a substance obtained by randomly adding 10 moles of EO and 10 moles of PO to isotridecyl alcohol; a substance obtained by adding 10 moles of PO to 1 mole of isotridecyl alcohol and then adding 10 moles of EO thereto; and a substance obtained by adding 10 moles of EO to tetradecyl alcohol. Among them, preferred are: 1 mole of isododecyl alcohol, to which 10 moles of EO and 10 moles of PO are added randomly; a substance obtained by adding 10 moles of PO to 1 mole of isotridecyl alcohol and then adding 10 moles of EO thereto; 1 mole of 2-ethylhexanol was randomly added with 4 moles of EO and 8 moles of PO.
< amide derivative (C3) >
The amide derivative (C3) in the present invention is at least one selected from the group consisting of an amide compound of a C8-20 monobasic fatty acid and diethanolamine, and a compound obtained by adding an alkylene oxide having 2 to 4 carbon atoms to 1 to 10 moles of the amide compound of the C8-20 monobasic fatty acid and diethanolamine in total.
Among the C8-20 monobasic fatty acids of the amide derivative (C3), C10-20 monobasic fatty acids are preferable, and C12-18 monobasic fatty acids are more preferable. The monobasic fatty acid may be a saturated fatty acid or an unsaturated fatty acid, and the same fatty acids as those used for the fatty acid derivative (C1) are exemplified. Among the alkylene oxides having 2 to 4 carbon atoms, ethylene oxide is preferred, and the addition amount thereof is preferably 2 to 8 moles.
Specific examples of the compound contained in the amide derivative (C3) in the present invention include: 1 mol of lauric acid diethanolamide, myristic acid diethanolamide, palmitic acid diethanolamide, stearic acid diethanolamide, oleic acid diethanolamide, coconut fatty acid diethanolamide, palm kernel fatty acid diethanolamide, rapeseed fatty acid diethanolamide, lauric acid diethanolamide and 3 mol of EO added to the mixture; 1 mol of oleic acid diethanolamide added with 3 mol of EO; 1 mol of coconut fatty acid diethanolamide and 5 mol of EO.
< amine derivative (C4) >
The amine derivative (C4) in the present invention is at least one selected from 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 in a proportion of 1 to 20 moles.
Among the aliphatic primary amines having 8 to 20 carbon atoms of the amine derivative (C4), aliphatic primary amines having 10 to 18 carbon atoms are preferable, and aliphatic primary amines having 12 to 18 carbon atoms are more preferable. The alkyl moiety of the aliphatic primary amine may have a saturated structure or an unsaturated structure. Examples thereof include: octylamine, decylamine, laurylamine, myristylamine, myristolylenyl amine, palmitylamine, stearylamine, oleylamine, and cocoamine, which are mixtures thereof, may be mentioned. 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 obtained 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) in the present invention include: 1 mol of laurylamine and 3 mol of EO; a substance obtained by adding 5 mol of EO to 1 mol of myristylamine; a substance obtained by adding 8 mol of EO to 1 mol of palmitylamine; 1 mol of stearylamine added with 10 mol of EO; 1 mol of oleylamine and 15 mol of EO are added to the mixture; a mixture of 1 mol of stearylamine and palmitylamine with 10 mol of EO added thereto; 1 mol of coconut amine and 5 mol of EO.
The synthetic fiber-treating agent of the present invention may be used in combination with known nonionic surfactants used as synthetic fiber-treating agents, in addition to the fatty acid derivative (C1), alcohol derivative (C2), amide derivative (C3) and amine derivative (C4), within a range not to impair the effects of the present invention. As specific examples of the nonionic surfactant, there can be mentioned: fatty acid derivatives, alcohol derivatives, amide derivatives, and amine derivatives in a range not overlapping with (C1) to (C4); and ether-ester compounds obtained by adding an alkylene oxide to ester compounds of carboxylic acids and polyhydric alcohols, compounds obtained by adding an alkylene oxide to aromatic alcohols, esters of alkoxy polyalkylene glycols and fatty acids, partial ester compounds of linear structures of polyhydric alcohols and fatty acids, partial ester compounds of polyhydric alcohols and fatty acids having cyclic structures of 3 to 6 carbon atoms such as sorbitan, etc., and alkylene oxide adducts of hydrogenated castor oil, alkylene oxide adducts of nonylphenol, polyoxyethylene methyl ether oleate, glycerol monooleate, sorbitan trioleate, sorbitan monostearate, sorbitan tristearate, etc. can be used in combination.
The synthetic fiber treatment agent of the present invention comprises a smoothing agent, an ionic surfactant and a nonionic surfactant, and the content of at least one selected from diphosphorous acid and salts thereof is in the range of 0 to 0.15 mass% relative to the nonvolatile components of the synthetic fiber treatment agent. The upper limit value is preferably 0.1% by mass or less, and more preferably 0.05% by mass or less.
Examples of salt-forming counterions are: sodium, potassium, calcium, magnesium, copper, nickel, iron, amine compounds, and the like.
Diphosphorous acid and salts thereof may be mixed as a catalyst or an anti-coloring agent for producing a treating agent for synthetic fibers, and these are preferably removed from the treating agent for synthetic fibers by a known purification method. The diphosphorous acid and salts thereof cause deterioration of tar washability and increase in the number of fuzz of the synthetic fibers produced, but the effect of the present invention is not particularly impaired if the content of the diphosphorous acid and salts thereof is in the range of 0.15 mass% or less in the treating agent for synthetic fibers of the present invention.
< blending ratio >
When the total content of the smoothing agent (a), the ionic surfactant (B) and the nonionic surfactant (C) as essential components is 100 parts by mass, the synthetic fiber treating 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).
< other ingredients >
The synthetic fiber-treating agent of the present invention may be used in combination with other ingredients, for example, an antifoaming agent, an antioxidant, a preservative, a rust preventive, and the like. The amount of other components used is not particularly limited as long as the effect of the present invention is not impaired.
< synthetic fibers >
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 fiber to which the synthetic fiber treatment agent of the present invention is attached is 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 polyester-based fibers and the polyamide-based fibers are preferably used. The synthetic fiber to which the synthetic fiber treatment agent of the present invention is attached can be formed into a drawn yarn or a semi-drawn yarn. Among them, the treating agent for synthetic fiber of the present invention is particularly suitable for producing drawn yarn.
The ratio of the synthetic fiber-treating agent (not including a solvent) of the present invention to be attached to the synthetic fibers is not particularly limited, and the synthetic fiber-treating agent of the present invention is preferably attached to the synthetic fibers in a ratio of 0.1 to 3% by mass.
The step of attaching the treating agent for synthetic fibers of the present invention is listed inTaking: a spinning step, a drawing step, and a step of simultaneously spinning and drawing. In addition, a known method can be suitably used for the method of attaching the synthetic fiber treatment agent of the present invention, and examples thereof include: a roll oiling method, a guide roll oiling method using a metering pump, a dip oiling method, a spray oiling method, and the like. The form of the treatment agent for synthetic fibers of the present invention when it is attached to synthetic fibers may be, for example, an organic solvent solution, an aqueous solution, a solvent-free pure treatment agent (neat) or the like after using a diluent, and then the treatment agent is applied to synthetic fibers. Examples of the diluent used in this case include: water, low viscosity hydrocarbons (a)<2mm 2 40 ℃ C.), an organic solvent (acetone, chloroform, methanol, isopropyl alcohol, etc.) and a mixture thereof, and water or a low-viscosity hydrocarbon is preferred from the viewpoint of economy and adhesion.
[ examples ] A
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 represent parts by mass, and% represents% by mass.
< preparation of treating agent for synthetic fiber >
EXAMPLE 1
As the leveling agent (A), rapeseed oil (A1-1-1) as a branched ester compound (A1-1) was used in an amount of 40% and di (isostearyl) thiodipropionate (A1-1-3) in an amount of 4%; 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 a secondary alkanesulfonic acid sodium salt (having 11 to 14 carbon atoms) (B2-1) as the other ionic surfactant; the nonionic surfactant (C) is composed of 10% of a substance (C1-1) obtained by adding 10 mol of EO to 1 mol of oleic acid as the fatty acid derivative (C1), 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), 3% of a substance (C3-1) obtained by adding 3 mol of EO to 1 mol of oleic acid diethanolamide as the amide derivative (C3), 2% of a substance (C4-1) obtained by adding 10 mol of EO to 1 mol of a mixture of oleylamine, stearylamine and palmitylamine as the amine derivative (C4), 10% of a substance (C5-1) obtained by adding 10 mol of EO to 1 mol of hydrogenated castor oil as the other nonionic surfactant, 10% of a compound (C5-5) obtained by adding 20 mol of castor oil to 1 mol of EO and then esterifying with 2 mol of oleic acid, and 8% of sorbitan monooleate (C5-7); the other components were uniformly mixed in the above-mentioned proportions using 0.3% of polyether-modified silicone (X-1) and 0.7% of ethylene glycol (X-3), thereby preparing the treating agent of example 1.
EXAMPLE 16
As the leveling agent (A), 25% of trimethylolpropane trioleate (A1-1-2) as a branched ester compound (A1-1) was used; the ionic surfactant (B) used was 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 phosphoric acid ester (B2-5) of 5 mol adduct of oleyl alcohol-ethylene oxide; the nonionic surfactant (C) used was 10% of a substance (C1-4) obtained by esterifying 1 mol of polyethylene glycol (average molecular weight 600) as a fatty acid derivative (C1) with 1.5 mol of palm oil fatty acid ester, 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 an alcohol derivative (C2), 10% of a substance (C2-2) obtained by adding 10 mol of PO to 1 mol of isotridecyl alcohol, and then adding 10 mol of EO to the resultant mixture, 1% of oleic acid diethanolamide (C3-3) as an amide derivative (C3), 1% of a substance (C4-1) obtained by adding 10 mol of EO to a mixture of oleylamine, stearylamine and palmitylamine as an amine derivative (C4), 1% of a compound (C5-2) obtained by esterifying 1 mol of hydrogenated castor oil as another nonionic surfactant, 20 mol of EO to the resultant mixture, and then 3 mol of oleic acid, 14.99% of the resultant compound (C5-2) and 15% of sorbitan monooleate (C5-7) 15%; and using diphosphorous acid (commercially available reagent, 50 mass% aqueous solution) 0.01% (calculated as pure diphosphorous acid), uniformly mixed in the above ratio, thereby preparing the treating agent of example 16.
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 according to the formulations shown in tables 1 and 2 below in the same manner as in the preparation methods of examples 1 and 16.
[ TABLE 1 ]
Figure BDA0003729203880000151
Figure BDA0003729203880000161
Figure BDA0003729203880000171
Figure BDA0003729203880000181
The ratios (%) in tables 1 and 2 are values represented by mass ratios (%) where the mixing ratio of each component is 100 mass% of the total synthetic fiber treating agent.
Each symbol in tables 1 and 2 represents the following component.
< smoothing agent (A) >)
Branched ester Compound (A1-1)
A1-1-1: rapeseed oil
A1-1-2: trimethylolpropane trioleate
A1-1-3: di (isostearyl) thiodipropionate
A1-1-4: di (isohexadecyl) thiodipropionate
A1-1-5: di (isostearyl) adipate
A1-1-6: isotridecyl stearate
A1-1-7: isotridecyl oleate
A1-1-8: palmitic acid isooctyl ester
A1-1-9: trimethylolpropane dioleate
Other ester Compound (A1-2)
A1-2-1: dodecyl oleate
A1-2-2: palmitic acid dodecyl ester
A1-2-3: butanediol dioleate
Other smoothing agents
A2-1: mineral oil (30 mm) 2 /s，40℃)
< 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-oleoyl glycine/potassium salt
B1-6: N-methyl-N-cocoyl alanine/potassium salt
Other ionic surfactants
B2-1: sodium salt of secondary alkane sulfonic acid (number of carbon atoms: 11 to 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 5 mol adducts of oleyl alcohol-ethylene oxide
B2-6: isohexadecyl phosphate
B2-7: oil-based phosphate esters
B2-8: linolenic acid
< nonionic surfactant (C) >)
Fatty acid derivative (C1)
C1-1: one obtained by adding 10 mol of EO to 1 mol of oleic acid
C1-2:1 mol of polyethylene glycol (average molecular weight 600) esterified with 2 mol of oleic acid
C1-3:1 mol of polyethylene glycol (average molecular weight 400) esterified with 2 mol of lauric acid
C1-4: a substance obtained by esterifying 1 mol of polyethylene glycol (average molecular weight 600) with 1.5 mol of palm oil fatty acid
Alcohol derivatives (C2)
C2-1:1 mol of isododecyl alcohol and 10 mol of EO and 10 mol of PO added randomly
C2-2: a 10PO (one mole) of isotridecyl alcohol in an amount of 1 mole and then 10 EO (one mole)
C2-3:1 mol of 2-ethylhexanol and 4 mol of EO and 8 mol of PO were randomly added
C2-4:1 mol of oleyl alcohol to which 10 mol of EO is added
C2-5:1 mol butanol random addition of 10 mol EO and 10 mol PO
Amide derivatives (C3)
C3-1:1 mol of oleic acid diethanolamide with 3 mol of EO added thereto
C3-2:1 mol of coconut fatty acid diethanolamide with 5 mol of EO
C3-3: oleic acid diethanolamide
Amine derivative (C4)
C4-1: a mixture of 1 mol of oleylamine, stearylamine and palmitylamine with 10 mol of EO added thereto
C4-2: substance obtained by adding 5 mol of EO to 1 mol of coconut amine
Other nonionic surfactants
C5-1:1 mol of hydrogenated castor oil with 10 mol of EO added thereto
C5-2: compound prepared by adding 20 mol EO to 1 mol hydrogenated castor oil and esterifying with 3 mol oleic acid
C5-3:1 mol hydrogenated Castor oil added with 25 mol EO, crosslinked with adipic acid, and esterified with stearic acid at the end (average molecular weight: 5000)
C5-4: substance obtained by adding 20 mol of EO to 1 mol of castor oil
C5-5: a compound prepared by adding 20 mol of EO to 1 mol of castor oil and esterifying with 2 mol of oleic acid
C5-6:1 mol of nonylphenol to which 7 mol of EO is added
C5-7: sorbitan monooleate
C5-8: sorbitan trioleate
C5-9: polyoxyethylene (9 mol) methyl ether oleate
< other ingredients >
X-1: polyether modified organic silicon
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: citric acid triethanolamine salt
X-8: oil-based imidazolines
< evaluation test of adhesion of treating agent for synthetic fiber to synthetic fiber and adhesion of rubber >
The synthetic fiber treatment agent prepared in the above "preparation of the 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 in examples 22 to 25, water was used as the diluent). The solution was attached to a non-oiled polyethylene terephthalate fiber of 1670dtex, 288f (fillers) and an intrinsic viscosity of 0.93 by an oiling roller oiling method, and the amount of attachment was 1.0 mass% in terms of nonvolatile components, thereby producing a synthetic fiber.
Two synthetic fibers were twisted at a twist number of 40 times/10 cm for the first twist and 40 times/10 cm for the second twist to produce a twisted cord. The twisted cord was dipped in a first adhesive comprising an epoxy compound (DENANOL EX512: nagase ChemteX) and a blocked diisocyanate (ELASTRON BN-27: first Industrial pharmaceutical Co.) in a solid component ratio of 5:5 and then heat-treated at 245 ℃. Subsequently, the twisted cord was dipped in a solution (RFL solution) as a second adhesive, which was resorcinol (resorcinol: KISHIDA CHEMICAL Co., ltd.), formalin (formalin 37%: KISHIDA CHEMICAL Co., ltd.), and latex (Nipol 2518FS: japan Jigong Co., ltd.) in a solid component ratio of 1.5:0.5: and 8, in combination.
The reinforcing cord treated with an adhesive prepared by the above procedure was subjected to adhesion measurement according to the T test (method a) described in JIS-L1017 (chemical fiber tire cord test method), and evaluated according to the following criteria. The results are shown in tables 3 and 4 below.
[ evaluation criteria for adhesiveness ]
Very good: the adhesive force is more than 16.0kg;
very good: the adhesive force is more than 15.7kg and less than 16.0kg;
o ^ O: the adhesive force is more than 15.4kg and less than 15.7kg;
o: the adhesive force is more than 15.0kg and less than 15.4kg;
x: the bonding force is lower than 15.0kg.
< evaluation test of dyeing Property >
Pellets of polyethylene terephthalate were dried by a conventional method, melt-spun by an extruder, ejected from a nozzle, cooled and solidified, and a 20% diluted solution in which the synthetic fiber treatment agent prepared in the above "preparation of a synthetic fiber treatment agent" was uniformly diluted with a diluent was adhered to a running yarn obtained by a roller oiling method by a metering pump (in examples 1 to 21, examples 26 to 33, and comparative examples 1 to 8, a low-viscosity mineral oil was used as the diluent, and in examples 22 to 25, water was used as the diluent). Oiling was performed in such a manner that the amount of the synthetic fiber treatment agent adhered reached 0.6 mass% (excluding water and low-viscosity mineral oil). Then, the yarn was collected by a guide roll, and the yarn was stretched by a stretching roll and a relax roll at 245 ℃ so that the total stretching ratio became 5.5 times, thereby obtaining a 1670dtex/144f drawn yarn. A51 mm wide safety belt fabric having 360 fibers obtained in this spinning step as warp yarns and 560dtex/96f polyester yarns as weft yarns and having a weft yarn density of 21 yarns/inch was immersed in a dye solution (a solution prepared by adding Dianix Red S-4G 3.4g, dianix Yellow S-6G 3.3g, and Dianix S-2G 3.3g to 1L of water) without refining and treated continuously in a developing tank at 220 ℃ for 2 minutes to be dyed. The dyeing property was evaluated according to the following criteria based on the number of dyeing defects per 2000m of the seat belt. The results are shown in tables 3 and 4.
[ evaluation criteria for dyeing Properties ]
Excellent: 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 Property >
Tar was attached to the rind chrome needle by bringing the fiber, which was obtained by applying the treatment agent so that the amount of the treatment agent attached to the synthetic fiber reached 1.0 mass% in terms of nonvolatile components in the "evaluation test of adhesion of the treatment agent to the synthetic fiber and adhesion to rubber" of the synthetic fiber "into contact with the rind chrome needle having a surface temperature of 250 ℃ at an initial tension of 1.5kg and a yarn speed of 0.5 m/min, and running for 12 hours. Subsequently, the tar adhered to the chrome pins of the pear peel was wiped off at 180 ℃ with a cotton swab impregnated with a glycerin solution containing 5% NaOH, and the number of times required for wiping off the tar was measured. The tar washability was evaluated according to the following criteria. The results are shown in tables 3 and 4.
[ evaluation criteria for Tar cleanability ]
Excellent: less than 50 times;
o: more than 50 times and less than 200 times;
x: more than 200 times.
< evaluation test of fuzzing >
A fiber running at a speed of 300m/min was brought into contact with a chrome needle of a pear skin having a surface temperature of 150 ℃ under an initial tension of 2kg, wherein the fiber was subjected to the treatment agent for synthetic fiber in the "dyeing property evaluation test" in such a manner that the amount of the treatment agent adhered was 0.6 mass% in terms of nonvolatile matter. The number of fuzz of the running yarn after the rubbing with chrome needles was measured per 10 minutes by a fuzz counter (manufactured by Toray 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 (especially excellent): the measured fuzz number is less than 2;
x (excellent): the number of the measured fuzz is more than 2 and less than 4;
o (good): the number of the measured fuzz is more than 4 and less than 6;
o (pass): the number of fuzz is measured to be more than 6 and less than 8;
x (bad): the number of fuzz was measured to be 8 or more.
[ TABLE 3 ]
Figure BDA0003729203880000231
Figure BDA0003729203880000241
[ TABLE 4 ]
Figure BDA0003729203880000242
As is clear from the results of tables 3 and 4, the treatment agents for synthetic fibers of the present invention (examples 1 to 33) contain 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 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; by containing the ester compound (A1) in an amount of 15 mass% or more based on the nonvolatile component of the synthetic fiber treating agent, the synthetic fiber treating agent is excellent in fuzz resistance, spinning property, tar cleaning property, and dyeing property and rubber adhesion property.
Further, it was confirmed that examples 16, 17 and 28 contained diphosphorous acid in an amount of 0.01 mass%, 0.02 mass% and 0.08 mass%, respectively, and examples 3 and 21 contained no diphosphorous acid, and the compositions were the same as examples 16, 17 and 28, and that examples 16, 17 and 28 exhibited excellent effects in terms of rubber adhesiveness, dyeing properties, tar washability and fuzz resistance as compared with examples 3 and 21.
Further, example 30 containing 0.14 mass% two phosphorous acid, example 10 except not containing two phosphorous acid, other than the composition and example 30 the same, with example 10 compared, confirmed that the example 30 also obtains excellent dyeing properties and rubber adhesion; moreover, the tar cleaning performance and the fuzz resistance are good, and no problem exists in the practical aspect.
On the other hand, in synthetic fiber treating agents (comparative examples 1 to 8) having compositions different from those of 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 in a smaller amount than that of the present invention, and comparative example 6 containing no carboxylic acid compound (B1) of the present invention, rubber adhesion, dyeing properties, tar cleaning properties, and fuzz resistance were poor, 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.
In particular, comparative example 6 was substantially the same in composition as example 3, which is a specific example of the synthetic fiber-treating agent of the present invention, except that the carboxylic acid compound (B1) containing at least one member 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 was not contained, but it was confirmed that the rubber adhesiveness, tar cleaning property and fuzz resistance were significantly reduced.
It was also found that comparative example 7 containing 0.35 mass% of diphosphorous acid had inferior rubber adhesiveness, dyeing property, tar washability and fuzz resistance, and particularly, tar washability and fuzz resistance, as compared with example 3 having the same composition as comparative example 7 except that diphosphorous acid was not contained, and thus it was not suitable for practical use. In the same manner as in comparative example 8 containing 0.50 mass% of diphosphorous acid, the tar cleaning property and the fuzz resistance were not suitable for practical use.
The above evaluation results show that diphosphorous acid and salts thereof may be mixed as a catalyst and a stain-proofing agent for producing a synthetic fiber treatment agent, which may deteriorate the tar cleaning property and increase the number of fluffs of the produced synthetic fibers, but if the content of diphosphorous acid and salts thereof is in the range of 0.15% by mass or less, the effects of the present invention, i.e., excellent fuzz resistance, good spinning property, excellent tar cleaning property, and good dyeability and rubber adhesion property can be obtained, are not hindered.
Worker's toolIndustrial applicability of the invention
The treatment agent for synthetic fiber and the synthetic fiber to which the treatment agent for synthetic fiber is attached according to the present invention can exhibit good process passability by reducing fuzzing of a sliver of the synthetic fiber, thereby obtaining excellent spinning properties, facilitating cleaning of tar generated in a spinning process, and reducing frictional resistance with a roller.
The synthetic fiber to which the synthetic fiber treatment agent of the present invention is attached can exhibit excellent dyeability and rubber adhesion in a post-processing step, and therefore, is very useful particularly in a post-processing step for use in a seat belt, a tire cord, or the like.

Claims (8)

1. A treatment agent for synthetic fibers, characterized in that,
comprising 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 ester compound (A1) is contained in an amount of 15 mass% or more based on the nonvolatile components of the synthetic fiber treating agent, and the content of at least one selected from 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 a 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 synthetic fiber treatment agent according to claim 1, wherein the carboxylic acid compound (B1) is contained in an amount of 0.01 to 4 mass% based on a nonvolatile component of the treatment agent.
3. The agent for treating synthetic fibers according to claim 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 monobasic fatty acid having 8 to 20 carbon atoms, each having a branched structure.
4. The synthetic fiber treatment agent according to any one of claims 1 to 3, wherein the nonionic surfactant (C) further contains at least one selected from a fatty acid derivative (C1) and an alcohol derivative (C2);
the fatty acid derivative (C1) is an ester compound of a C8-20 monobasic fatty acid and a (poly) alkylene glycol having a mass average molecular weight of 200-1000 and having an alkylene oxide having 2-4 carbon atoms as a constituent unit, or a compound obtained by adding an alkylene oxide having 2-4 carbon atoms in a proportion of 1-20 moles in total to 1-20 moles of the C8-20 monobasic fatty acid;
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 treatment agent for synthetic fibers according to any one of claims 1 to 4, wherein the nonionic surfactant (C) further contains 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 C8-20 monobasic fatty acid and diethanolamine, and a compound obtained by adding an alkylene oxide having 2 to 4 carbon atoms to 1 to 10 moles of the amide compound of the C8-20 monobasic fatty acid and diethanolamine in total.
6. The synthetic fiber treatment agent according to any one of claims 1 to 5, wherein the nonionic surfactant (C) further contains an amine derivative (C4),
the amine derivative (C4) is at least one compound selected from 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 in a proportion of 1 to 20 moles.
7. The synthetic fiber treatment agent according to any one of claims 1 to 6, wherein the smoothing agent (A), the ionic surfactant (B) and the nonionic surfactant (C) are contained in an amount of 15 to 70 parts by mass, 0.01 to 15 parts by mass and 20 to 80 parts by mass, based on 100 parts by mass of the total of the smoothing agent (A), the ionic surfactant (B) and the nonionic surfactant (C).
8. A synthetic fiber characterized in that the synthetic fiber treatment agent for synthetic fiber according to any one of claims 1 to 7 is attached to the synthetic fiber.
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