WO2023167056A1 - Fibers for artificial hair, fiber treatment agent, and method for producing fibers for artificial hair - Google Patents

Fibers for artificial hair, fiber treatment agent, and method for producing fibers for artificial hair Download PDF

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Publication number
WO2023167056A1
WO2023167056A1 PCT/JP2023/006189 JP2023006189W WO2023167056A1 WO 2023167056 A1 WO2023167056 A1 WO 2023167056A1 JP 2023006189 W JP2023006189 W JP 2023006189W WO 2023167056 A1 WO2023167056 A1 WO 2023167056A1
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Prior art keywords
artificial hair
fibers
fiber
surfactant
mass
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PCT/JP2023/006189
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French (fr)
Japanese (ja)
Inventor
祐貴 相良
喬梓 村岡
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デンカ株式会社
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Publication of WO2023167056A1 publication Critical patent/WO2023167056A1/en

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    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/165—Ethers
    • D06M13/17—Polyoxyalkyleneglycol ethers
    • 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
    • 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
    • D06M13/46—Compounds containing quaternary nitrogen atoms

Definitions

  • the present invention relates to an artificial hair fiber, a fiber treatment agent, and a method for producing an artificial hair fiber.
  • Artificial hair fibers used in hair products are made with synthetic resin fibers that are similar to human hair. is done.
  • Patent Document 1 for the purpose of providing a polyester-based fiber for artificial hair that has a luster similar to that of human hair while also improving the touch and combing properties, and head ornaments containing the same, a predetermined polyester resin and A polyester fiber for artificial hair containing a brominated epoxy flame retardant, characterized in that a predetermined amount of a predetermined dimethyl silicone oil agent and a predetermined antistatic agent are attached to the surface of the fiber.
  • Polyester-based fibers for artificial hair are disclosed.
  • the present invention has been made in view of the above-mentioned problems, and provides an artificial hair fiber, a fiber treatment agent, and an artificial hair fiber that are excellent in squeak suppression, stickiness suppression, and antistatic properties regardless of the cross-sectional shape of the artificial hair fiber. It is an object of the present invention to provide a method for producing hair fibers.
  • the inventors of the present invention have made intensive studies to solve the above problems. As a result, it was found that the above problems can be solved by an artificial hair fiber to which a predetermined amount of a predetermined polyoxyalkylene alkyl ether and a predetermined surfactant are attached to the surface, respectively, and the present invention has been completed.
  • the present invention is as follows.
  • synthetic resin fibers containing a polyoxyalkylene alkyl ether attached to the synthetic resin fiber and at least one surfactant selected from the group consisting of amphoteric surfactants and cationic surfactants;
  • the content of the polyoxyalkylene alkyl ether is 0.02 to 0.63% by mass with respect to the total amount of the artificial hair fiber,
  • the content of the surfactant is 4.0 ⁇ 10 ⁇ 3 to 0.63% by mass with respect to the total amount of the artificial hair fiber, Fiber for artificial hair.
  • the amphoteric surfactant comprises a quaternary ammonium salt;
  • the fiber for artificial hair according to [1].
  • the cationic surfactant contains at least one selected from the group consisting of quaternary ammonium salts and guanidine hydrochloride, The fiber for artificial hair according to [1] or [2].
  • the quaternary ammonium salt which is the cationic surfactant has an alkyl chain, The number of carbon atoms in the alkyl is 21 or less, The fiber for artificial hair according to [3].
  • the surfactant contains at least one selected from the group consisting of amphoteric surfactants and cationic surfactants, Fiber treatment agent.
  • an artificial hair fiber, a fiber treatment agent, and a method for producing the artificial hair fiber which are excellent in squeakiness suppression, stickiness suppression, and antistatic properties regardless of the cross-sectional shape of the artificial hair fiber. can be done.
  • this embodiment an embodiment of the present invention (hereinafter referred to as “this embodiment”) will be described in detail, but the present invention is not limited to this, and various modifications are possible without departing from the gist thereof. is.
  • the artificial hair fiber according to the present embodiment is selected from the group consisting of a synthetic resin fiber, a polyoxyalkylene alkyl ether attached to the synthetic resin fiber, an amphoteric surfactant, and a cationic surfactant.
  • the content of the polyoxyalkylene alkyl ether is 0.02 to 0.63% by mass based on the total amount of the artificial hair fibers, and the content of the surfactant is 4.0 ⁇ 10 ⁇ 3 to 0.63% by mass based on the total amount of artificial hair fibers.
  • the cross-sectional shape of the fibers for artificial hair is appropriately adjusted according to the texture, volume, luster, etc. of the artificial hair. Therefore, there has been a demand for a fiber treatment agent capable of imparting effects such as reduction of squeakiness, reduction of stickiness, and improvement of antistatic properties, regardless of the cross-sectional shape of fibers for artificial hair. For example, if the yarns have an irregular cross-section, a gap is generated between the yarns, and the circumscribed circle of the yarn cross-section is widened, so that the volume increases when the yarn is bundled.
  • the artificial hair fibers may contain other additives as necessary. Each component of the artificial hair fiber will be described in detail below.
  • fibers for artificial hair means fibers used for artificial hair such as wigs, hair wigs, hair extensions, etc. that can be attached to and removed from the head.
  • the fibers for artificial hair of the present embodiment may be fibers after drawing treatment or may be undrawn fibers.
  • the artificial hair fibers of the present embodiment can be suitably used as head ornaments such as hair wigs, hair pieces, braids, and extension hair.
  • the cross-sectional shape of the fiber for artificial hair of the present embodiment may be a round cross-section or an irregular cross-section.
  • the modified cross-section is not particularly limited, but examples thereof include a flat cross-section, a flower-shaped cross-section, a Y-shaped cross-section, a W-shaped cross-section, and a hollow cross-section.
  • the modified cross section tends to cause more creaking than the round cross section, and thus can be particularly suitably used for the artificial hair fiber of the present embodiment, which is excellent in reducing creaking.
  • the synthetic resin fiber is not particularly limited, but includes, for example, a fiber containing vinyl chloride resin, a fiber containing polyolefin resin, a fiber containing polyamide resin, a fiber containing polyester resin, and an ethylene vinyl alcohol copolymer resin.
  • a fiber etc. are mentioned.
  • one or more selected from the group consisting of fibers containing vinyl chloride resins and fibers containing polyamide resins are preferred.
  • the use of such fibers tends to improve processability and qualities such as tactile feel.
  • the artificial hair fibers of the present embodiment may be composed of one type of fiber, or two or more types of fibers of different materials may be mixed and used.
  • fiber containing resin means a composition containing, in addition to fibers made of a single resin, a predetermined resin produced by a manufacturing method described later, and additives added as necessary. is formed into fibrous form.
  • the resins described below may be used singly or in combination of two or more.
  • the vinyl chloride resin is not particularly limited, but includes, for example, homopolymer resins that are homopolymers of vinyl chloride monomers, and various copolymer resins.
  • a vinyl chloride resin may be used individually by 1 type, or may use 2 or more types together.
  • the copolymer resin in the vinyl chloride resin is not particularly limited, but examples thereof include copolymer resins of vinyl chloride and vinyl esters such as vinyl chloride-vinyl acetate copolymer resins and vinyl chloride-vinyl propionate copolymer resins; vinyl chloride-acrylic acid; Copolymer resins of vinyl chloride and acrylic acid esters such as butyl copolymer resins and vinyl chloride-2-ethylhexyl acrylate copolymer resins; copolymers of vinyl chloride and olefins such as vinyl chloride-ethylene copolymer resins and vinyl chloride-propylene copolymer resins Resin; vinyl chloride-acrylonitrile copolymer resin, mixture of vinyl chloride resin and chlorinated vinyl chloride resin, vinyl chloride-acrylonitrile copolymer, and the like.
  • copolymer resins of vinyl chloride and vinyl esters such as vinyl chloride-vinyl acetate copolymer resins
  • mixtures of vinyl chloride resins and chlorinated vinyl chloride resins, and vinyl chloride-acrylonitrile copolymers are preferred.
  • By using such a resin there is a tendency to further improve qualities such as workability, slipperiness and touch.
  • the polyolefin resin is not particularly limited, but examples include polyethylene and polypropylene.
  • the polyamide resin is not particularly limited, but includes, for example, nylon 6, nylon 66, nylon 11, nylon 12, nylon 6/10, nylon 6/12, and copolymers thereof.
  • the polyester resin is not particularly limited, but examples thereof include polyethylene terephthalate, polybutylene terephthalate, polyethylene-2,6-naphthalate, and polymethylene terephthalate.
  • Polyoxyalkylene Alkyl Ethers are not particularly limited, but include, for example, polyoxyethylene alkyl ethers, polyoxypropylene alkyl ethers, and polyoxyethylene polyoxypropylene alkyl ethers. Also, the polyoxyalkylene alkyl ether may be a monoether or a diether.
  • polyoxyethylene alkyl ethers include, but are not particularly limited to, compounds represented by the following formula (1) or (2).
  • R 1 —(C 2 H 4 O) n —OH (2) (In formulas (1) and (2), R 1 is an alkyl group or alkylene group having 2 to 30 carbon atoms, and n is an integer of 2 to 100.)
  • polyoxyethylene alkyl ether examples include, but are not limited to, polyoxyethylene lauryl ether, polyoxyethylene cetyl ether, polyoxyethylene oleyl ether, polyoxyethylene stearyl ether, cetostearyl ether, polyoxyethylene alkyl ( C12-14) Ether, polyoxyethylene tridecyl ether, polyoxyethylene myristyl ether, polyoxyethylene isostearyl ether, polyoxyethylene behenyl ether, polyoxyethylene octyldodecyl ether and the like.
  • polyoxypropylene alkyl ethers include, but are not particularly limited to, compounds represented by the following formula (3) or (4).
  • R 2 —(C 3 H 6 O) n —OH (4) (In formulas (3) and (4), R 2 is an alkyl group or alkylene group having 2 to 30 carbon atoms, and n is an integer of 2 to 100.)
  • polyoxypropylene alkyl ethers examples include, but are not limited to, polyoxypropylene butyl ether, polyoxypropylene myristyl ether, polyoxypropylene cetyl ether, polyoxypropylene stearyl ether, polyoxypropylene lanolin alcohol ether, and the like. be done.
  • polyoxyethylene polyoxypropylene alkyl ethers include, but are not particularly limited to, compounds represented by the following formula (5) or (6).
  • R 3 is an alkyl group or alkylene group having 2 to 30 carbon atoms
  • m and n are each an integer of 2 to 100
  • formula (5) or ( The compound represented by 6) may be a block copolymer or a random copolymer.
  • polyoxyethylene polyoxypropylene alkyl ether examples include, but are not limited to, polyoxyethylene polyoxypropylene butyl ether, polyoxyethylene polyoxypropylene lauryl ether, polyoxyethylene polyoxypropylene cetyl ether, polyoxyethylene Examples include polyoxypropylene stearyl ether, polyoxyethylene polyoxypropylene decyltetradecyl ether, and the like.
  • n and n are each preferably 5 to 30, more preferably 10 to 25, even more preferably 15 to 20.
  • the ratio of n to m (m/n) is preferably 0.4 to 2.0, more preferably 0.6 to 1.6, and 0.8 to 1 .2 is more preferred.
  • the hair fiber for artificial hair of the present embodiment tends to be particularly capable of reducing creaking.
  • the number of carbon atoms in R 3 is preferably 1 or more and 10 or less, more preferably 2 or more and 8 or less, and even more preferably 3 or more and 6 or less.
  • the artificial hair fibers of the present embodiment tend to be particularly capable of reducing squeakiness.
  • the content of the polyoxyalkylene alkyl ether is 0.02 to 0.63% by mass, preferably 0.05 to 0.40% by mass, more preferably 0.05 to 0.40% by mass, based on the total amount of the artificial hair fibers. 08 to 0.20% by mass.
  • the amount is 0.02 or more relative to the total amount of the polyoxyalkylene alkyl ether artificial hair fibers, it tends to be excellent in suppressing squeakiness.
  • the content of the polyoxyalkylene alkyl ether is 0.63% by mass or less with respect to the total amount of the artificial hair fibers, stickiness tends to be suppressed.
  • the artificial hair fiber according to the present embodiment contains at least one surfactant selected from the group consisting of amphoteric surfactants and cationic surfactants. It is sufficient that the surfactant adheres to at least part of the surface of the synthetic resin fiber.
  • amphoteric Surfactant is not particularly limited, but examples thereof include amino acid-based amphoteric surfactants and betaine-based amphoteric surfactants.
  • specific compounds include, but are not limited to, 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, undecylhydroxyethylimidazolinium betaine sodium, alkyldiaminoethylglycine hydrochloride, and lauryl.
  • the artificial hair fiber of the present embodiment tends to be more excellent in antistatic properties.
  • Cationic surfactants include quaternary ammonium salt-based, guanidine compound-based, imidazoline compound-based, and pyridinium compound-based surfactants. Among them, it is preferable to contain at least one selected from the group consisting of quaternary ammonium salts and guanidine compounds from the viewpoint of easily obtaining excellent antistatic properties while suppressing stickiness.
  • the guanidine compound is not particularly limited, but may include, for example, at least one selected from the group consisting of guanidine and guanidine salts such as guanidine hydrochloride.
  • quaternary ammonium salts include, but are not limited to, monoalkyltrimethylammonium salts, dialkyldimethylammonium salts, trialkylmonomethylammonium salts, tetraalkylammonium salts, monoalkyldimethylbenzylammonium salts, and monoalkyldimethylbenzylammonium salts. etc. More specific compounds include, but are not limited to, stearyltrimethylammonium chloride, cetyltrimethylammonium chloride, dicocoyldimethylammonium chloride, distearyldimethylammonium chloride, di(polyoxyethylene)oleylmethylammonium chloride, and dodecyl chloride. trimethylammonium, palmalkyltrimethylammonium chloride, behenyltrimethylammonium chloride, didecyldimethylammonium chloride, dioleyldimethylammonium chloride and the like.
  • quaternary ammonium salts having an alkyl carbon chain of 21 or less carbon atoms are preferred.
  • the number of carbon atoms in the alkyl carbon chain is more preferably 10-20, more preferably 14-19. This tends to make the fibers for artificial hair more excellent in antistatic properties.
  • a fiber treatment agent containing such a quaternary ammonium salt cationic surfactant tends to be excellent in antistatic properties and excellent in oil solution stability.
  • the content of the surfactant is 4.0 ⁇ 10 -3 to 0.63% by mass, preferably 0.01 to 0.40% by mass, more preferably 0.01 to 0.40% by mass, based on the total amount of the artificial hair fiber. It is 0.05 to 0.20% by mass.
  • the surfactant content is 4.0 ⁇ 10 ⁇ 3 mass % or more based on the total amount of the artificial hair fibers, the antistatic property tends to be excellent, and the surfactant content is 4.0 ⁇ 10 ⁇ 3% by mass or more, When the content is 0.63% by mass or less relative to the total amount of hair fibers, stickiness tends to be suppressed.
  • the artificial hair fibers of the present embodiment may contain other additives as necessary.
  • Other additives include, but are not particularly limited to, heat stabilizers, lubricants, and the like. Further, other additives may be attached to the surface of the fibers for artificial hair, or may be mixed in the resin composition constituting the fibers for artificial hair.
  • heat stabilizers include, but are not limited to, tin-based heat stabilizers, Ca—Zn-based heat stabilizers, hydrotalcite-based heat stabilizers, epoxy-based heat stabilizers, and ⁇ -diketone-based heat stabilizers. be done.
  • a heat stabilizer may be used individually by 1 type, or may use 2 or more types together.
  • the lubricant is not particularly limited, but examples include metal soap-based lubricants, higher fatty acid-based lubricants, ester-based lubricants, and higher alcohol-based lubricants. Lubricants may be used singly or in combination of two or more.
  • additives other than the above are not particularly limited, but for example, processing aids, matting agents, plasticizers, reinforcing agents, ultraviolet absorbers, antioxidants, fillers, flame retardants, pigments, color improvers. , conductivity-imparting agents, fragrances, and the like can be used.
  • the fiber treatment agent of the present embodiment contains polyoxyalkylene alkyl ether and at least one surfactant selected from the group consisting of amphoteric surfactants and cationic surfactants, and contains polyoxyalkylene alkyl ether.
  • the ether content is 0.5 to 15 parts by weight per 100 parts by weight of water
  • the surfactant content is 0.1 to 15 parts by weight per 100 parts by weight of water.
  • the polyoxyalkylene alkyl ether contained in the fiber treatment agent and at least one surfactant selected from the group consisting of amphoteric surfactants and cationic surfactants are the same as those contained in the artificial hair fibers. can be used.
  • Method for producing fiber for artificial hair is not particularly limited, but for example, a composition containing the resin used for the synthetic resin fiber and, if necessary, an additive is prepared.
  • a manufacturing method comprising a spinning step of spinning to obtain synthetic resin fibers and an attaching step of attaching the above-described fiber treatment agent to the obtained synthetic resin fibers.
  • One aspect of the method for producing the artificial hair fiber will be described in detail below.
  • the spinning composition is not particularly limited. It may be a pellet compound obtained by mixing and melt-mixing the obtained powder compound.
  • the method of manufacturing the powder compound is not particularly limited, but for example, hot blending or cold blending may be used, and normal conditions can be used as manufacturing conditions. From the viewpoint of reducing the volatile content in the composition, it is preferable to use hot blending in which the cut temperature during blending is raised to 105°C to 155°C.
  • the method for producing a pellet compound is not particularly limited.
  • a kneader such as a kneader can be used.
  • the conditions for producing the pellet compound are not particularly limited, but for example, it is preferable to set the resin temperature to 185°C or lower in order to prevent thermal deterioration of the composition. Also, a mesh can be placed near the tip of the screw to remove small amounts of screw metal pieces and fibers attached to protective gloves that may be mixed into the pellet compound.
  • the cold cut method can be used to manufacture pellet compounds. It is possible to employ a means for removing shavings (fine powder generated during pellet production) that may be mixed in during cold cutting. In addition, if the cutter is used for a long period of time, the blade may become nicked, and chips are likely to be generated.
  • the spinning process although not particularly limited, for example, the composition obtained as described above, such as a pellet compound, is extruded and melted at a cylinder temperature of 150 ° C. to 190 ° C. and a nozzle temperature of 180 ⁇ 15 ° C. Can be spun.
  • the cross-sectional shape of the nozzle used at this time can be appropriately set according to the cross-sectional shape of the artificial hair fibers to be produced.
  • the unstretched synthetic resin fiber melt-spun from the nozzle is introduced into a heating cylinder (heating cylinder temperature 250 ° C) and instantaneously heat-treated, and is placed at a position about 4.5 m directly below the nozzle. can be rolled up. During this winding, the take-up speed can be adjusted so that the fineness of the undrawn yarn has a desired thickness.
  • a conventionally known extruder can be used to convert the polyvinyl chloride resin composition into unstretched yarn.
  • known extruders include, but are not limited to, single-screw extruders, counter-rotating twin-screw extruders, conical twin-screw extruders, and the like.
  • the undrawn synthetic resin fibers obtained as described above can be subjected to drawing treatment or heat treatment.
  • Such treatment is not particularly limited.
  • Heat treatment is performed at 0.75 times (heat shrink until the total length of the fiber shrinks to 75% of the length before treatment) so that the fineness becomes 58 to 62 denier, and the artificial hair fiber can be produced. .
  • gear processing is a method of crimping by passing a fiber bundle between two meshing high-temperature gears, and the material of the gears used, the wave shape of the gears, the number of gear fractions, etc. are not particularly limited.
  • the crimp wave shape can be changed depending on the fiber material, fineness, pressure conditions between gears, etc., but the crimp wave shape can be controlled by the depth of the gear wave groove, the gear surface temperature, and the processing speed.
  • Gear machining conditions are not particularly limited, but the depth of the gear waveform groove is preferably 0.2 mm to 6 mm, more preferably 0.5 mm to 5 mm, and the gear surface temperature is 30 to 100 ° C., more preferably. is 40 to 80° C., and the processing speed is 0.5 to 10 m/min, more preferably 1.0 to 8.0 m/min.
  • treatment agent application step At any stage after the spinning step, a treatment agent application step of applying a fiber treatment agent to the obtained synthetic resin fibers can be carried out.
  • a treatment agent application step of applying a fiber treatment agent to the obtained synthetic resin fibers can be carried out.
  • the polyoxyalkylene alkyl ether of the present embodiment at least one surfactant selected from the group consisting of amphoteric surfactants and cationic surfactants, and if necessary Other additives can be deposited.
  • a conventionally known means of applying a liquid to the fibers can be used for the treatment agent application step.
  • examples of such means include, but are not limited to, applying to artificial hair fibers with a roll having a surface on which the fiber treatment agent is adhered (roll transfer method); Means for soaking the fibers; Means for applying the fiber treatment agent to the synthetic resin fibers via a coating tool such as a brush or a brush.
  • the above description relates to artificial hair fibers obtained by adhering polyoxyalkylene alkyl ether and at least one surfactant selected from the group consisting of amphoteric surfactants and cationic surfactants to synthetic resin fibers.
  • at least one surfactant selected from the group consisting of polyoxyalkylene alkyl ether and amphoteric surfactants and cationic surfactants instead of attaching to the synthetic resin fiber, at least one surfactant selected from the group consisting of polyoxyalkylene alkyl ether and amphoteric surfactants and cationic surfactants
  • the agent and, if necessary, other additives may be included in the composition constituting the synthetic resin fiber, and then the spinning step may be carried out to adhere to the synthetic resin fiber to produce the artificial hair fiber.
  • the artificial hair fibers of the present embodiment can be suitably used as hair ornaments such as hair wigs, hair pieces, braids, and extension hair.
  • the draw ratio was 3.25 times, and the relaxation rate during annealing was 25%.
  • the relaxation rate at the time of annealing is a value calculated by "(the circumference of the portion near the exit of the roller of the annealing furnace)/(the circumference of the portion near the entrance of the roller of the annealing furnace)".
  • the fiber for evaluation obtained from the synthetic resin fiber having a modified cross section was used only for the following squeak evaluation.
  • the amount of polyoxyalkylene alkyl ether, surfactant, and various components deposited on the surface of the evaluation fiber obtained above (unit: mass %) is shown in Tables 1 to 3 as the content of the active ingredient in the evaluation fiber. . Assuming that the solid content in the decreased amount of the fiber treatment agent adheres to the surface of the evaluation fiber, the amount of adhesion is calculated by "((decreased amount of the fiber treatment agent in the fiber treatment process ⁇ (each reagent in the fiber treatment agent active ingredient ratio [%] / 100)) / total amount of fibers for evaluation (before application) x 100".
  • the fibers for evaluation obtained above were evaluated for squeakiness as a tactile sensation.
  • a fiber bundle having a length of 250 mm and a mass of 20 g was obtained by bundling each of the evaluation fibers obtained using the synthetic resin fibers having the above-described round cross section and irregular cross section.
  • the squeakiness of the above-mentioned fiber bundle was evaluated according to the following evaluation criteria based on the touch touch of 10 technicians who are technicians for processing fibers for artificial hair and have practical experience of 5 years or more. [Evaluation criteria] (double-circle): The ratio of the persons who evaluated not to be squeaky was 8 or more persons.
  • ⁇ The ratio of those who evaluated that it did not make a squeak was 5 or more and less than 8.
  • ⁇ The ratio of those who evaluated that it was not squeaky was 2 or more and less than 5.
  • x Less than 2 people evaluated that the product was not squeaky.
  • the fibers for evaluation obtained above were bundled to obtain a fiber bundle having a length of 250 mm and a mass of 20 g. Subsequently, after leaving the fiber bundle for 24 hours in an environment of 23 ° C. and 50% RH, the surface was measured under the condition of an applied voltage of 10 V using a digital ultra-high resistance/micro current meter (ADVANTEST Co., Ltd., product name: R8340). Resistance values were measured. Based on the average value of 5 measurements, the antistatic property was evaluated according to the following evaluation criteria. [Evaluation criteria] A: The surface resistance value ( ⁇ ) is less than 1.0 ⁇ 10 10 . Good: The surface resistance value ( ⁇ ) is 1.0 ⁇ 10 10 or more and less than 1.0 ⁇ 10 11 . ⁇ : The surface resistance value ( ⁇ ) is 1.0 ⁇ 10 11 or more and less than 1.0 ⁇ 10 12 . x: The surface resistance value ( ⁇ ) is 1.0 ⁇ 10 12 or more.
  • Oil Stability The presence or absence of precipitation in the fiber treatment agent was confirmed, and based on visual confirmation, the oil stability was evaluated according to the following evaluation criteria. [Evaluation criteria] ⁇ : Precipitate formation was not confirmed even after one week or more. ⁇ : Precipitate formation was confirmed during the period of 1 day or more and less than 1 week. x: Precipitate formation was confirmed during less than 1 day.
  • the present invention has industrial applicability as fibers for artificial hair used in artificial hair such as wigs, hair wigs, hair extensions, etc. that can be attached to and detached from the head.

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

Abstract

The present invention provides fibers for artificial hair, the fibers containing synthetic resin fibers, a polyoxyalkylene alkyl ether adhered to the synthetic resin fibers, and at least one surfactant that is selected from the group consisting of an amphoteric surfactant and a cationic surfactant, wherein: the content of the polyoxyalkylene alkyl ether is 0.02% to 0.63% by mass relative to the total amount of the fibers for artificial hair; and the content of the surfactant is 4.0 × 10-3 % to 0.63% by mass relative to the total amount of the fibers for artificial hair.

Description

人工毛髪用繊維、繊維処理剤、及び人工毛髪用繊維の製造方法Artificial hair fiber, fiber treatment agent, and method for producing artificial hair fiber
　本発明は、人工毛髪用繊維、繊維処理剤、及び人工毛髪用繊維の製造方法に関するものである。 The present invention relates to an artificial hair fiber, a fiber treatment agent, and a method for producing an artificial hair fiber.
　頭髪製品に使用する人工毛髪用繊維は、合成樹脂繊維を人毛に近づけるために、滑り性を向上させたり、帯電防止性を付与したり、又は光沢性を向上させたりするなど、各種工夫がなされている。例えば、特許文献１には、光沢を人毛に近似させつつ、触感と櫛通り性も良くした人工毛髪用ポリエステル系繊維及びそれを含む頭飾品を提供することを目的として、所定のポリエステル樹脂と臭素化エポキシ系難燃剤を含む人工毛髪用ポリエステル系繊維であって、該繊維表面には、所定のジメチルシリコーン系油剤と、所定の帯電防止剤がそれぞれ所定量付着していることを特徴とする人工毛髪用ポリエステル系繊維が開示されている。 Artificial hair fibers used in hair products are made with synthetic resin fibers that are similar to human hair. is done. For example, in Patent Document 1, for the purpose of providing a polyester-based fiber for artificial hair that has a luster similar to that of human hair while also improving the touch and combing properties, and head ornaments containing the same, a predetermined polyester resin and A polyester fiber for artificial hair containing a brominated epoxy flame retardant, characterized in that a predetermined amount of a predetermined dimethyl silicone oil agent and a predetermined antistatic agent are attached to the surface of the fiber. Polyester-based fibers for artificial hair are disclosed.
特開２０１５－０９４０５０号公報JP 2015-094050 A
　ところで、人工毛髪用繊維の表面に繊維処理剤を付着して、きしみ、帯電防止性、滑り性、光沢、べとつき等を改善することが知られている。検討をしたところ、人工毛髪用繊維の断面形状によって、繊維処理剤により発揮される効果に違いがあることが分かってきた。特に、丸形（楕円）断面を有する人工毛髪用繊維に対して効果のある繊維処理剤が、異形断面（Ｙ型断面等）を有する人工毛髪用繊維に対しては効果が薄い場合があるということが分かってきた。 By the way, it is known to improve squeakiness, antistatic properties, slipperiness, luster, stickiness, etc. by adhering a fiber treatment agent to the surface of fibers for artificial hair. As a result of investigation, it has been found that the effect exhibited by the fiber treatment agent differs depending on the cross-sectional shape of the artificial hair fiber. In particular, fiber treatment agents that are effective on artificial hair fibers with round (elliptical) cross sections may not be as effective on artificial hair fibers with irregular cross sections (such as Y-shaped cross sections). I understand that.
　本発明は、上記問題点に鑑みてなされたものであり、人工毛髪用繊維の断面形状に関わらず、きしみ抑制、べとつき抑制、及び帯電防止性に優れる人工毛髪用繊維、繊維処理剤、及び人工毛髪用繊維の製造方法を提供することを目的とする。 The present invention has been made in view of the above-mentioned problems, and provides an artificial hair fiber, a fiber treatment agent, and an artificial hair fiber that are excellent in squeak suppression, stickiness suppression, and antistatic properties regardless of the cross-sectional shape of the artificial hair fiber. It is an object of the present invention to provide a method for producing hair fibers.
　本発明者らは上記課題を解決するために鋭意検討を行った。その結果、所定のポリオキシアルキレンアルキルエーテルと所定の界面活性剤が、それぞれ所定量ずつ表面に付着した人工毛髪用繊維により、上記課題を解決可能であることを見出し、本発明を完成するに到った。 The inventors of the present invention have made intensive studies to solve the above problems. As a result, it was found that the above problems can be solved by an artificial hair fiber to which a predetermined amount of a predetermined polyoxyalkylene alkyl ether and a predetermined surfactant are attached to the surface, respectively, and the present invention has been completed. was
　すなわち、本発明は以下のとおりである。
〔１〕
　合成樹脂繊維と、
　該合成樹脂繊維に付着した、ポリオキシアルキレンアルキルエーテルと、両性界面活性剤及びカチオン性界面活性剤からなる群より選ばれる少なくとも１種の界面活性剤と、を含み、
　前記ポリオキシアルキレンアルキルエーテルの含有量が、人工毛髪用繊維の総量に対して０．０２～０．６３質量％であり、
　前記界面活性剤の含有量が、人工毛髪用繊維の総量に対して４．０×１０－３～０．６３質量％である、
　人工毛髪用繊維。
〔２〕
　前記両性界面活性剤が、第４級アンモニウム塩を含む、
　〔１〕に記載の人工毛髪用繊維。
〔３〕
　前記カチオン性界面活性剤が、第４級アンモニウム塩及びグアニジン塩酸塩からなる群より選ばれる少なくとも１種を含み、
　〔１〕又は〔２〕に記載の人工毛髪用繊維。
〔４〕
　前記カチオン性界面活性剤である前記第４級アンモニウム塩がアルキル鎖を有し、
　前記アルキルの炭素数が、２１以下である、
　〔３〕に記載の人工毛髪用繊維。
〔５〕
　１００質量部の水と、
　０．５～１５質量部のポリオキシアルキレンアルキルエーテルと、
　０．１～１５質量部の界面活性剤と、を含み、
　前記界面活性剤が、両性界面活性剤及びカチオン性界面活性剤からなる群より選ばれる少なくとも１種を含む、
　繊維処理剤。
〔６〕
　合成樹脂繊維に、〔５〕に記載の繊維処理剤を付着する処理剤付着工程を備える、
　人工毛髪用繊維の製造方法。 That is, the present invention is as follows.
[1]
synthetic resin fibers;
containing a polyoxyalkylene alkyl ether attached to the synthetic resin fiber and at least one surfactant selected from the group consisting of amphoteric surfactants and cationic surfactants;
The content of the polyoxyalkylene alkyl ether is 0.02 to 0.63% by mass with respect to the total amount of the artificial hair fiber,
The content of the surfactant is 4.0×10 −3 to 0.63% by mass with respect to the total amount of the artificial hair fiber,
Fiber for artificial hair.
[2]
wherein the amphoteric surfactant comprises a quaternary ammonium salt;
The fiber for artificial hair according to [1].
[3]
The cationic surfactant contains at least one selected from the group consisting of quaternary ammonium salts and guanidine hydrochloride,
The fiber for artificial hair according to [1] or [2].
[4]
The quaternary ammonium salt which is the cationic surfactant has an alkyl chain,
The number of carbon atoms in the alkyl is 21 or less,
The fiber for artificial hair according to [3].
[5]
100 parts by mass of water;
0.5 to 15 parts by mass of polyoxyalkylene alkyl ether;
0.1 to 15 parts by mass of a surfactant,
The surfactant contains at least one selected from the group consisting of amphoteric surfactants and cationic surfactants,
Fiber treatment agent.
[6]
A treating agent attaching step of attaching the fiber treating agent according to [5] to synthetic resin fibers,
A method for producing fibers for artificial hair.
　本発明によれば、人工毛髪用繊維の断面形状に関わらず、きしみ抑制、べとつき抑制、及び帯電防止性に優れる人工毛髪用繊維、繊維処理剤、及び人工毛髪用繊維の製造方法を提供することができる。 INDUSTRIAL APPLICABILITY According to the present invention, it is possible to provide an artificial hair fiber, a fiber treatment agent, and a method for producing the artificial hair fiber, which are excellent in squeakiness suppression, stickiness suppression, and antistatic properties regardless of the cross-sectional shape of the artificial hair fiber. can be done.
　以下、本発明の実施の形態（以下、「本実施形態」という。）について詳細に説明するが、本発明はこれに限定されるものではなく、その要旨を逸脱しない範囲で様々な変形が可能である。 Hereinafter, an embodiment of the present invention (hereinafter referred to as "this embodiment") will be described in detail, but the present invention is not limited to this, and various modifications are possible without departing from the gist thereof. is.
１．人工毛髪用繊維
　本実施形態に係る人工毛髪用繊維は、合成樹脂繊維と、該合成樹脂繊維に付着した、ポリオキシアルキレンアルキルエーテルと、両性界面活性剤及びカチオン性界面活性剤からなる群より選ばれる少なくとも１種の界面活性剤と、を含み、ポリオキシアルキレンアルキルエーテルの含有量が、人工毛髪用繊維の総量に対して０．０２～０．６３質量％であり、界面活性剤の含有量が、人工毛髪用繊維の総量に対して４．０×１０－３～０．６３質量％である。 1. Artificial Hair Fiber The artificial hair fiber according to the present embodiment is selected from the group consisting of a synthetic resin fiber, a polyoxyalkylene alkyl ether attached to the synthetic resin fiber, an amphoteric surfactant, and a cationic surfactant. The content of the polyoxyalkylene alkyl ether is 0.02 to 0.63% by mass based on the total amount of the artificial hair fibers, and the content of the surfactant is 4.0×10 −3 to 0.63% by mass based on the total amount of artificial hair fibers.
　これまで、人工毛髪用繊維の断面形状が、繊維処理剤によるきしみ低減や、べとつき低減、帯電防止性の改善という効果に影響を与えるか否かという点についてはそこまで検討されてこなかった。しかし、今般、同一の繊維処理剤を用いた場合でも、丸形（楕円）断面を有する人工毛髪用繊維に対して用いた場合と、異形断面（Ｙ型断面等）を有する人工毛髪用繊維に対して用いた場合とでは、効果に差があるということが分かってきた。 Until now, there has not been much research into whether the cross-sectional shape of artificial hair fibers affects the effects of fiber treatment agents, such as reducing squeakiness, reducing stickiness, and improving antistatic properties. However, recently, even when the same fiber treatment agent is used, it is used for artificial hair fibers having a round (elliptical) cross section and for artificial hair fibers having an irregular cross section (Y-shaped cross section, etc.). On the other hand, it has been found that there is a difference in the effect when it is used.
　人工毛髪用繊維の断面形状は、その人工毛髪の触感やボリューム、光沢などに応じて適宜調整がされるものである。そのため、人工毛髪用繊維の断面形状に限らず、きしみ低減や、べとつき低減、帯電防止性の改善という効果を与えることのできる繊維処理剤が望まれていた。例えば、異形断面にすると糸同士に隙間が生じて、糸断面の外接円が広がるため、糸束にした際にボリュームが増大する。 The cross-sectional shape of the fibers for artificial hair is appropriately adjusted according to the texture, volume, luster, etc. of the artificial hair. Therefore, there has been a demand for a fiber treatment agent capable of imparting effects such as reduction of squeakiness, reduction of stickiness, and improvement of antistatic properties, regardless of the cross-sectional shape of fibers for artificial hair. For example, if the yarns have an irregular cross-section, a gap is generated between the yarns, and the circumscribed circle of the yarn cross-section is widened, so that the volume increases when the yarn is bundled.
　これに対して、本実施形態においては、所定量のポリオキシアルキレンアルキルエーテルと、所定量の特定の界面活性剤を用いることにより、きしみ抑制、べとつき抑制、及び帯電防止性に優れる人工毛髪用繊維を得ることができる。なおここで、「きしみ」とは、繊維同士をこすり合わせるように触った際に繊維同士の摩擦によって音を立てること、あるいはこすり合わせたときに摩擦によって音が生じるような触感を有することを意味し、「べたつき」とは、繊維に接触した際に感じる繊維表面のねばりを意味する。 On the other hand, in the present embodiment, by using a predetermined amount of polyoxyalkylene alkyl ether and a predetermined amount of a specific surfactant, artificial hair fibers that are excellent in anti-squeaky, sticky and antistatic properties are obtained. can be obtained. Here, "squeak" means that when the fibers are rubbed against each other, the friction between the fibers makes a noise, or when the fibers are rubbed together, the friction causes a tactile sensation. The term "stickiness" means the stickiness of the fiber surface that is felt when the fiber comes into contact with the material.
　また、人工毛髪用繊維は、上記成分に加えて、必要に応じてその他の添加剤を含んでいてもよい。以下、人工毛髪用繊維の各成分について詳説する。 In addition to the above components, the artificial hair fibers may contain other additives as necessary. Each component of the artificial hair fiber will be described in detail below.
　ここで、人工毛髪用繊維とは、頭部に装脱着可能なかつら、ヘアウィッグ、つけ毛等の人工毛髪に用いられる繊維を意味する。詳細は後述するが、本実施形態の人工毛髪用繊維は、延伸処理後の繊維であってもよく、未延伸の繊維であってもよい。　本実施形態の人工毛髪用繊維は、ヘアウィッグ、ヘアピース、ブレード、エクステンンョンヘアー等の頭飾品として好適に用いることができる。 Here, fibers for artificial hair means fibers used for artificial hair such as wigs, hair wigs, hair extensions, etc. that can be attached to and removed from the head. Although the details will be described later, the fibers for artificial hair of the present embodiment may be fibers after drawing treatment or may be undrawn fibers. The artificial hair fibers of the present embodiment can be suitably used as head ornaments such as hair wigs, hair pieces, braids, and extension hair.
　また、本実施形態の人工毛髪用繊維は、その断面形状としては、丸形断面であってもよく、異形断面であってもよい。異形断面としては、特に限定されないが、例えば、扁平断面、花形断面、Ｙ型断面、Ｗ型断面、及び中空断面等が挙げられる。その中でも、異形断面は、丸形断面と比較してきしみがより生じやすい傾向にあるため、きしみを低減させることに優れる本実施形態の人工毛髪用繊維に対して特に好適に用いることができる。 In addition, the cross-sectional shape of the fiber for artificial hair of the present embodiment may be a round cross-section or an irregular cross-section. The modified cross-section is not particularly limited, but examples thereof include a flat cross-section, a flower-shaped cross-section, a Y-shaped cross-section, a W-shaped cross-section, and a hollow cross-section. Among them, the modified cross section tends to cause more creaking than the round cross section, and thus can be particularly suitably used for the artificial hair fiber of the present embodiment, which is excellent in reducing creaking.
１．１．合成樹脂繊維
　合成樹脂繊維としては、特に制限されないが、例えば、塩化ビニル樹脂を含む繊維、ポリオレフィン樹脂を含む繊維、ポリアミド樹脂を含む繊維、ポリエステル樹脂を含む繊維、エチレンビニルアルコール共重合体樹脂を含む繊維等が挙げられる。この中でも、好ましくは、塩化ビニル樹脂を含む繊維及びポリアミド樹脂を含む繊維からなる群より選ばれる１種以上である。このような繊維を用いることにより、加工性や、触感などの品質がより向上する傾向にある。本実施形態の人工毛髪用繊維は、１種の繊維からなるものであってもよいし、２種以上の異なる材質の繊維を混合して用いてもよい。 1.1. Synthetic resin fiber The synthetic resin fiber is not particularly limited, but includes, for example, a fiber containing vinyl chloride resin, a fiber containing polyolefin resin, a fiber containing polyamide resin, a fiber containing polyester resin, and an ethylene vinyl alcohol copolymer resin. A fiber etc. are mentioned. Among these, one or more selected from the group consisting of fibers containing vinyl chloride resins and fibers containing polyamide resins are preferred. The use of such fibers tends to improve processability and qualities such as tactile feel. The artificial hair fibers of the present embodiment may be composed of one type of fiber, or two or more types of fibers of different materials may be mixed and used.
　なお、上記において「樹脂を含む繊維」とは、所定の樹脂単体からなる繊維の他に、後述するような製造方法により、所定の樹脂と、必要に応じて添加する添加剤とを含む組成物を繊維状に成形したものを含むことを意味する。後述する樹脂は、１種単独で用いてもよく、２種以上を併用してもよい。 In the above, "fiber containing resin" means a composition containing, in addition to fibers made of a single resin, a predetermined resin produced by a manufacturing method described later, and additives added as necessary. is formed into fibrous form. The resins described below may be used singly or in combination of two or more.
　塩化ビニル樹脂としては、特に限定されないが、例えば、塩化ビニルモノマーの単独重合物であるホモポリマー樹脂、及び各種のコポリマー樹脂が挙げられる。塩化ビニル樹脂は、１種単独で用いても、２種以上を併用してもよい。 The vinyl chloride resin is not particularly limited, but includes, for example, homopolymer resins that are homopolymers of vinyl chloride monomers, and various copolymer resins. A vinyl chloride resin may be used individually by 1 type, or may use 2 or more types together.
　塩化ビニル樹脂におけるコポリマー樹脂としては、特に限定されないが、例えば、塩化ビニル－酢酸ビニルコポリマー樹脂、塩化ビニル－プロピオン酸ビニルコポリマー樹脂等の塩化ビニルとビニルエステル類とのコポリマー樹脂；塩化ビニル－アクリル酸ブチルコポリマー樹脂、塩化ビニル－アクリル酸２エチルヘキシルコポリマー樹脂等の塩化ビニルとアクリル酸エステル類とのコポリマー樹脂；塩化ビニル－エチレンコポリマー樹脂、塩化ビニル－プロピレンコポリマー樹脂等の塩化ビニルとオレフィン類とのコポリマー樹脂；塩化ビニル－アクリロニトリルコポリマー樹脂、塩化ビニル樹脂と塩素化塩化ビニル樹脂の混合物、塩化ビニル－アクリロニトリルコポリマー等が挙げられる。 The copolymer resin in the vinyl chloride resin is not particularly limited, but examples thereof include copolymer resins of vinyl chloride and vinyl esters such as vinyl chloride-vinyl acetate copolymer resins and vinyl chloride-vinyl propionate copolymer resins; vinyl chloride-acrylic acid; Copolymer resins of vinyl chloride and acrylic acid esters such as butyl copolymer resins and vinyl chloride-2-ethylhexyl acrylate copolymer resins; copolymers of vinyl chloride and olefins such as vinyl chloride-ethylene copolymer resins and vinyl chloride-propylene copolymer resins Resin; vinyl chloride-acrylonitrile copolymer resin, mixture of vinyl chloride resin and chlorinated vinyl chloride resin, vinyl chloride-acrylonitrile copolymer, and the like.
　これらのなかでも、塩化ビニル樹脂と塩素化塩化ビニル樹脂の混合物、塩化ビニル－アクリロニトリルコポリマーが好ましい。このような樹脂を用いることにより、加工性や、滑り性や触感などの品質がより向上する傾向にある。 Among these, mixtures of vinyl chloride resins and chlorinated vinyl chloride resins, and vinyl chloride-acrylonitrile copolymers are preferred. By using such a resin, there is a tendency to further improve qualities such as workability, slipperiness and touch.
　ポリオレフィン樹脂としては、特に限定されないが、例えば、ポリエチレン、及びポリプロピレン等が挙げられる。 The polyolefin resin is not particularly limited, but examples include polyethylene and polypropylene.
　ポリアミド樹脂としては、特に限定されないが、例えば、ナイロン６、ナイロン６６、ナイロン１１、ナイロン１２、ナイロン６・１０、ナイロン６・１２、及びこれらの共重合体等が挙げられる。 The polyamide resin is not particularly limited, but includes, for example, nylon 6, nylon 66, nylon 11, nylon 12, nylon 6/10, nylon 6/12, and copolymers thereof.
　ポリエステル樹脂としては、特に限定されないが、例えば、ポリエチレンテレフタレート、ポリブチレンテレフタレート、ポリエチレン－２，６－ナフタレート、ポリメチレンテレフタレート等が挙げられる。 The polyester resin is not particularly limited, but examples thereof include polyethylene terephthalate, polybutylene terephthalate, polyethylene-2,6-naphthalate, and polymethylene terephthalate.
１．２．ポリオキシアルキレンアルキルエーテル
　ポリオキシアルキレンアルキルエーテルとしては、特に限定されないが、例えば、ポリオキシエチレンアルキルエーテル、ポリオキシプロピレンアルキルエーテル、及びポリオキシエチレンポリオキシプロピレンアルキルエーテル等が挙げられる。また、ポリオキシアルキレンアルキルエーテルはモノエーテルであってもジエーテルであってもよい。 1.2. Polyoxyalkylene Alkyl Ethers Polyoxyalkylene alkyl ethers are not particularly limited, but include, for example, polyoxyethylene alkyl ethers, polyoxypropylene alkyl ethers, and polyoxyethylene polyoxypropylene alkyl ethers. Also, the polyoxyalkylene alkyl ether may be a monoether or a diether.
　ポリオキシエチレンアルキルエーテルとしては、特に限定されないが、例えば、下記式（１）又は（２）で表される化合物が挙げられる。
　Ｒ１Ｏ－（Ｃ２Ｈ４Ｏ）ｎ－Ｈ　・・・　（１）
　Ｒ１－（Ｃ２Ｈ４Ｏ）ｎ－ＯＨ　・・・　（２）
（式（１）及び（２）中、Ｒ１は炭素数が２～３０のアルキル基又はアルキレン基であり、ｎは２～１００の整数である。） Examples of polyoxyethylene alkyl ethers include, but are not particularly limited to, compounds represented by the following formula (1) or (2).
R 1 O—(C 2 H 4 O) n —H (1)
R 1 —(C 2 H 4 O) n —OH (2)
(In formulas (1) and (2), R 1 is an alkyl group or alkylene group having 2 to 30 carbon atoms, and n is an integer of 2 to 100.)
　このようなポリオキシエチレンアルキルエーテルとしては、特に限定されないが、例えば、ポリオキシエチレンラウリルエーテル、ポリオキシエチレンセチルエーテル、ポリオキシエチレンオレイルエーテル、ポリオキシエチレンステアリルエーテル、セトステアリルエーテルポリオキシエチレンアルキル（Ｃ１２－１４）エーテル、ポリオキシエチレントリデシルエーテル、ポリオキシエチレンミリスチルエーテル、ポリオキシエチレンイソステアリルエーテル、ポリオキシエチレンベヘニルエーテル、ポリオキシエチレンオクチルドデシルエーテルなどが挙げられる。 Examples of such polyoxyethylene alkyl ether include, but are not limited to, polyoxyethylene lauryl ether, polyoxyethylene cetyl ether, polyoxyethylene oleyl ether, polyoxyethylene stearyl ether, cetostearyl ether, polyoxyethylene alkyl ( C12-14) Ether, polyoxyethylene tridecyl ether, polyoxyethylene myristyl ether, polyoxyethylene isostearyl ether, polyoxyethylene behenyl ether, polyoxyethylene octyldodecyl ether and the like.
　ポリオキシプロピレンアルキルエーテルとしては、特に限定されないが、例えば、下記式（３）又は（４）で表される化合物が挙げられる。
　Ｒ２Ｏ－（Ｃ３Ｈ６Ｏ）ｎ－Ｈ　・・・　（３）
　Ｒ２－（Ｃ３Ｈ６Ｏ）ｎ－ＯＨ　・・・　（４）
（式（３）及び（４）中、Ｒ２は炭素数が２～３０のアルキル基又はアルキレン基であり、ｎは２～１００の整数である。） Examples of polyoxypropylene alkyl ethers include, but are not particularly limited to, compounds represented by the following formula (3) or (4).
R 2 O—(C 3 H 6 O) n —H (3)
R 2 —(C 3 H 6 O) n —OH (4)
(In formulas (3) and (4), R 2 is an alkyl group or alkylene group having 2 to 30 carbon atoms, and n is an integer of 2 to 100.)
　このようなポリオキシプロピレンアルキルエーテルとしては、特に限定されないが、例えば、ポリオキシプロピレンブチルエーテル、ポリオキシプロピレンミリスチルエーテル、ポリオキシプロピレンセチルエーテル、ポリオキシプロピレンステアリルエーテル、ポリオキシプロピレンラノリンアルコールエーテル等が挙げられる。 Examples of such polyoxypropylene alkyl ethers include, but are not limited to, polyoxypropylene butyl ether, polyoxypropylene myristyl ether, polyoxypropylene cetyl ether, polyoxypropylene stearyl ether, polyoxypropylene lanolin alcohol ether, and the like. be done.
　ポリオキシエチレンポリオキシプロピレンアルキルエーテルとしては、特に限定されないが、例えば、下記式（５）又は（６）で表される化合物が挙げられる。
　Ｒ３Ｏ－［（Ｃ２Ｈ４Ｏ）ｍ（Ｃ３Ｈ６Ｏ）ｎ］－Ｈ　・・・　（５）
　Ｒ３－［（Ｃ２Ｈ４Ｏ）ｍ（Ｃ３Ｈ６Ｏ）ｎ］－ＯＨ　・・・　（６）
（式（５）及び（６）中、Ｒ３は炭素数が２～３０のアルキル基又はアルキレン基であり、ｍ、ｎはそれぞれ２～１００の整数であり、また、式（５）又は（６）で表される化合物はブロック共重合体であってもよくランダム共重合体であってもよい。） Examples of polyoxyethylene polyoxypropylene alkyl ethers include, but are not particularly limited to, compounds represented by the following formula (5) or (6).
R 3 O-[(C 2 H 4 O) m (C 3 H 6 O) n ]-H (5)
R 3 —[(C 2 H 4 O) m (C 3 H 6 O) n ]—OH (6)
(In formulas (5) and (6), R 3 is an alkyl group or alkylene group having 2 to 30 carbon atoms, m and n are each an integer of 2 to 100, and formula (5) or ( The compound represented by 6) may be a block copolymer or a random copolymer.)
　このようなポリオキシエチレンポリオキシプロピレンアルキルエーテルとしては、特に限定されないが、例えば、ポリオキシエチレンポリオキシプロピレンブチルエーテル、ポリオキシエチレンポリオキシプロピレンラウリルエーテル、ポリオキシエチレンポリオキシプロピレンセチルエーテル、ポリオキシエチレンポリオキシプロピレンステアリルエーテル、ポリオキシエチレンポリオキシプロピレンデシルテトラデシルエーテル等が挙げられる。 Examples of such polyoxyethylene polyoxypropylene alkyl ether include, but are not limited to, polyoxyethylene polyoxypropylene butyl ether, polyoxyethylene polyoxypropylene lauryl ether, polyoxyethylene polyoxypropylene cetyl ether, polyoxyethylene Examples include polyoxypropylene stearyl ether, polyoxyethylene polyoxypropylene decyltetradecyl ether, and the like.
　式（１）～（６）において、ｍ、ｎは、それぞれ５～３０であることが好ましく、１０～２５であることがより好ましく、１５～２０であることがさらに好ましい。また、式（５）又は（６）において、ｍに対するｎの比（ｍ／ｎ）は、０．４～２．０が好ましく、０．６～１．６がより好ましく、０．８～１．２がさらに好ましい。それにより、本実施形態の人工毛用髪繊維が、特にきしみを低減することができる傾向にある。 In formulas (1) to (6), m and n are each preferably 5 to 30, more preferably 10 to 25, even more preferably 15 to 20. In formula (5) or (6), the ratio of n to m (m/n) is preferably 0.4 to 2.0, more preferably 0.6 to 1.6, and 0.8 to 1 .2 is more preferred. As a result, the hair fiber for artificial hair of the present embodiment tends to be particularly capable of reducing creaking.
　式（５）又は（６）において、Ｒ３の炭素数は１以上１０以下が好ましく、２以上８以下がより好ましく、３以上６以下がさらに好ましい。それにより、本実施形態の人工毛髪用繊維が、特にきしみを低減することができる傾向にある。 In formula (5) or (6), the number of carbon atoms in R 3 is preferably 1 or more and 10 or less, more preferably 2 or more and 8 or less, and even more preferably 3 or more and 6 or less. As a result, the artificial hair fibers of the present embodiment tend to be particularly capable of reducing squeakiness.
　ポリオキシアルキレンアルキルエーテルの含有量は、人工毛髪用繊維の総量に対して０．０２～０．６３質量％であり、好ましくは０．０５～０．４０質量％であり、より好ましくは０．０８～０．２０質量％である。ポリオキシアルキレンアルキルエーテル人工毛髪用繊維の総量に対して０．０２以上であることにより、きしみの抑制に優れる傾向にある。また、ポリオキシアルキレンアルキルエーテルの含有量が、人工毛髪用繊維の総量に対して０．６３質量％以下であることにより、べとつきを抑制することができる傾向にある。 The content of the polyoxyalkylene alkyl ether is 0.02 to 0.63% by mass, preferably 0.05 to 0.40% by mass, more preferably 0.05 to 0.40% by mass, based on the total amount of the artificial hair fibers. 08 to 0.20% by mass. When the amount is 0.02 or more relative to the total amount of the polyoxyalkylene alkyl ether artificial hair fibers, it tends to be excellent in suppressing squeakiness. Further, when the content of the polyoxyalkylene alkyl ether is 0.63% by mass or less with respect to the total amount of the artificial hair fibers, stickiness tends to be suppressed.
１．３．界面活性剤
　本実施形態に係る人工毛髪用繊維は、界面活性剤として、両性界面活性剤及びカチオン性界面活性剤からなる群より選ばれる少なくとも１種を含む。界面活性剤は合成樹脂繊維の表面の少なくとも一部に付着していればよい。 1.3. Surfactant The artificial hair fiber according to the present embodiment contains at least one surfactant selected from the group consisting of amphoteric surfactants and cationic surfactants. It is sufficient that the surfactant adheres to at least part of the surface of the synthetic resin fiber.
１．３．１．両性界面活性剤
　両性界面活性剤としては、特に限定されないが、例えば、アミノ酸系両性界面活性剤、ベタイン系両性界面活性剤等が挙げられる。具体的な化合物としては、特に限定されないが、例えば、２－アルキル－Ｎ－カルボキシメチル－Ｎ－ヒドリキシエチルイミダゾリニウムベタイン、ウンデシルヒドロキシエチルイミダゾリニウムベタインナトリウム、塩酸アルキルジアミノエチルグリシン、ラウリルアミノプロピオン酸ナトリウム、ラウリルアミノジプロピオン酸ナトリウム、ラウリルアミノプロピオン酸トリエタノールアミン、ラウリルジメチルアミノ酢酸ベタイン、ステアリルジメチルアミノ酢酸ベタイン、ステアリルジメチルベタインナトリウム、ラウリン酸アミドプロピル酢酸ベタイン、リシノレイン酸アミドプロピルベタイン、ステアリルジヒドロキシエチルベタイン、ラウロイルサルコシンナトリウム、ラウリルヒドロキシスルホベタイン等が挙げられる。 1.3.1. Amphoteric Surfactant The amphoteric surfactant is not particularly limited, but examples thereof include amino acid-based amphoteric surfactants and betaine-based amphoteric surfactants. Examples of specific compounds include, but are not limited to, 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, undecylhydroxyethylimidazolinium betaine sodium, alkyldiaminoethylglycine hydrochloride, and lauryl. sodium aminopropionate, sodium laurylaminodipropionate, triethanolamine laurylaminopropionate, betaine lauryldimethylaminoacetate, betaine stearyldimethylaminoacetate, sodium stearyldimethylbetaine, betaine lauramidopropyl acetate, betaine amidopropyl ricinoleate, stearyl dihydroxyethyl betaine, sodium lauroyl sarcosinate, lauryl hydroxysulfobetaine and the like.
　その中でも、好ましくは第４級アンモニウム塩系の両性界面活性剤を含み、より好ましくはラウリルジメチルアミノ酢酸ベタイン、ステアリルジメチルアミノ酢酸ベタイン等のアルキルジメチルアミノ酢酸ベタインを含む。それにより、本実施形態の人工毛髪用繊維は、より帯電防止性に優れる傾向にある。 Among them, it preferably contains a quaternary ammonium salt-based amphoteric surfactant, and more preferably contains alkyldimethylamino betaine such as lauryldimethylamino betaine and stearyldimethylamino betaine. As a result, the artificial hair fiber of the present embodiment tends to be more excellent in antistatic properties.
１．３．２．カチオン性界面活性剤
　カチオン性界面活性剤としては、第４級アンモニウム塩系、グアニジン化合物系、イミダゾリン化合物系、ピリジニウム化合物系等が挙げられる。その中でも、べたつきを抑制しつつ優れた帯電防止性を得やすい観点から、第４級アンモニウム塩系及びグアニジン化合物系からなる群より選ばれる少なくとも１種を含むことが好ましい。 1.3.2. Cationic Surfactant Cationic surfactants include quaternary ammonium salt-based, guanidine compound-based, imidazoline compound-based, and pyridinium compound-based surfactants. Among them, it is preferable to contain at least one selected from the group consisting of quaternary ammonium salts and guanidine compounds from the viewpoint of easily obtaining excellent antistatic properties while suppressing stickiness.
　グアニジン化合物としては、特に限定されないが、例えば、グアニジン、及びグアニジン塩酸塩等のグアニジンの塩からなる群より選ばれる少なくとも１種を含むことができる。 The guanidine compound is not particularly limited, but may include, for example, at least one selected from the group consisting of guanidine and guanidine salts such as guanidine hydrochloride.
　第４級アンモニウム塩としては、特に限定されないが、例えば、モノアルキルトリメチルアンモニウム塩、ジアルキルジメチルアンモニウム塩、トリアルキルモノメチルアンモニウム塩、テトラアルキルアンモニウム塩、モノアルキルジメチルベンジルアンモニウム塩、モノアルキルジメチルベンジルアンモニウム塩等が挙げられる。より具体的な化合物としては、特に限定されないが、例えば、塩化ステアリルトリメチルアンモニウム、塩化セチルトリメチルアンモニウム、塩化ジココイルジメチルアンモニウム、塩化ジステアリルジメチルアンモニウム、塩化ジ（ポリオキシエチレン）オレイルメチルアンモニウム、塩化ドデシルトリメチルアンモニウム、塩化ヤシアルキルトリメチルアンモニウム、塩化ベヘニルトリメチルアンモニウム、塩化ジデシルジメチルアンモニウム、塩化ジオレイルジメチルアンモニウム等が挙げられる。 Examples of quaternary ammonium salts include, but are not limited to, monoalkyltrimethylammonium salts, dialkyldimethylammonium salts, trialkylmonomethylammonium salts, tetraalkylammonium salts, monoalkyldimethylbenzylammonium salts, and monoalkyldimethylbenzylammonium salts. etc. More specific compounds include, but are not limited to, stearyltrimethylammonium chloride, cetyltrimethylammonium chloride, dicocoyldimethylammonium chloride, distearyldimethylammonium chloride, di(polyoxyethylene)oleylmethylammonium chloride, and dodecyl chloride. trimethylammonium, palmalkyltrimethylammonium chloride, behenyltrimethylammonium chloride, didecyldimethylammonium chloride, dioleyldimethylammonium chloride and the like.
　その中でも、第４級アンモニウム塩のアルキル炭素鎖における炭素数（以下、「アルキル鎖長」ともいう。）が２１以下の第４級アンモニウム塩が好ましい。アルキル炭素鎖の炭素数は、より好ましくは１０～２０であり、さらに好ましくは１４～１９である。これにより人工毛髪用繊維が帯電防止性により優れる傾向にある。また、そのような第４級アンモニウム塩のカチオン性界面活性剤を含む繊維処理剤は、帯電防止性に優れ、かつ、油剤安定性に優れる傾向にある。 Among them, quaternary ammonium salts having an alkyl carbon chain of 21 or less carbon atoms (hereinafter also referred to as "alkyl chain length") are preferred. The number of carbon atoms in the alkyl carbon chain is more preferably 10-20, more preferably 14-19. This tends to make the fibers for artificial hair more excellent in antistatic properties. In addition, a fiber treatment agent containing such a quaternary ammonium salt cationic surfactant tends to be excellent in antistatic properties and excellent in oil solution stability.
　界面活性剤の含有量は、人工毛髪用繊維の総量に対して４．０×１０－３～０．６３質量％であり、好ましくは０．０１～０．４０質量％であり、より好ましくは０．０５～０．２０質量％である。界面活性剤の含有量が、人工毛髪用繊維の総量に対して４．０×１０－３質量％以上であることにより、帯電防止性に優れる傾向にあり、界面活性剤の含有量が、人工毛髪用繊維の総量に対して０．６３質量％以下であることにより、べとつきを抑制することができる傾向にある。 The content of the surfactant is 4.0×10 -3 to 0.63% by mass, preferably 0.01 to 0.40% by mass, more preferably 0.01 to 0.40% by mass, based on the total amount of the artificial hair fiber. It is 0.05 to 0.20% by mass. When the surfactant content is 4.0×10 −3 mass % or more based on the total amount of the artificial hair fibers, the antistatic property tends to be excellent, and the surfactant content is 4.0×10 −3% by mass or more, When the content is 0.63% by mass or less relative to the total amount of hair fibers, stickiness tends to be suppressed.
１．４．その他の添加剤
　本実施形態の人工毛髪用繊維は、必要に応じてその他の添加剤を含んでいてもよい。その他の添加剤としては、特に限定されないが、例えば、熱安定剤、滑剤等が挙げられる。また、その他の添加剤は、人工毛髪用繊維の表面に付着したものであっても、人工毛髪用繊維を構成する樹脂組成物に混合されたものであってもよい。 1.4. Other Additives The artificial hair fibers of the present embodiment may contain other additives as necessary. Other additives include, but are not particularly limited to, heat stabilizers, lubricants, and the like. Further, other additives may be attached to the surface of the fibers for artificial hair, or may be mixed in the resin composition constituting the fibers for artificial hair.
　熱安定剤としては、特に限定されないが、例えば、錫系熱安定剤、Ｃａ－Ｚｎ系熱安定剤、ハイドロタルサイト系熱安定剤、エポキシ系熱安定剤、β－ジケトン系熱安定剤が挙げられる。熱安定剤は１種単独で用いても２種以上を併用してもよい。 Examples of heat stabilizers include, but are not limited to, tin-based heat stabilizers, Ca—Zn-based heat stabilizers, hydrotalcite-based heat stabilizers, epoxy-based heat stabilizers, and β-diketone-based heat stabilizers. be done. A heat stabilizer may be used individually by 1 type, or may use 2 or more types together.
　滑剤としては、特に限定されないが、例えば、金属石鹸系滑剤、高級脂肪酸系滑剤、エステル系滑剤、高級アルコール系滑剤が挙げられる。滑剤は１種単独で用いても２種以上を併用してもよい。 The lubricant is not particularly limited, but examples include metal soap-based lubricants, higher fatty acid-based lubricants, ester-based lubricants, and higher alcohol-based lubricants. Lubricants may be used singly or in combination of two or more.
　また、上記以外の添加剤としては、特に限定されないが、例えば、加工助剤、艶消し剤、可塑剤、強化剤、紫外線吸収剤、酸化防止剤、充填剤、難燃剤、顔料、着色改善剤、導電性付与剤、香料等を使用することができる。 In addition, additives other than the above are not particularly limited, but for example, processing aids, matting agents, plasticizers, reinforcing agents, ultraviolet absorbers, antioxidants, fillers, flame retardants, pigments, color improvers. , conductivity-imparting agents, fragrances, and the like can be used.
２．繊維処理剤
　本実施形態の繊維処理剤は、ポリオキシアルキレンアルキルエーテルと、両性界面活性剤及びカチオン性界面活性剤からなる群より選ばれる少なくとも１種の界面活性剤とを含み、ポリオキシアルキレンアルキルエーテルの含有量が、水１００質量部に対して０．５～１５質量部であり、界面活性剤の含有量が、水１００質量部に対して０．１～１５質量部である。このような繊維処理剤を用いることにより、きしみ、べとつき、及び帯電防止性に優れる本実施形態の人工毛髪用繊維を得ることができる。繊維処理剤を用いた人工毛髪用繊維の製造方法については後述のとおりである。 2. Fiber Treatment Agent The fiber treatment agent of the present embodiment contains polyoxyalkylene alkyl ether and at least one surfactant selected from the group consisting of amphoteric surfactants and cationic surfactants, and contains polyoxyalkylene alkyl ether. The ether content is 0.5 to 15 parts by weight per 100 parts by weight of water, and the surfactant content is 0.1 to 15 parts by weight per 100 parts by weight of water. By using such a fiber treatment agent, it is possible to obtain the fibers for artificial hair of the present embodiment, which are excellent in squeakiness, stickiness and antistatic properties. The method for producing artificial hair fibers using the fiber treatment agent will be described later.
　繊維処理剤に含まれるポリオキシアルキレンアルキルエーテル、及び両性界面活性剤及びカチオン性界面活性剤からなる群より選ばれる少なくとも１種の界面活性剤としては、人工毛髪用繊維が含む成分と同じものを用いることができる。 The polyoxyalkylene alkyl ether contained in the fiber treatment agent and at least one surfactant selected from the group consisting of amphoteric surfactants and cationic surfactants are the same as those contained in the artificial hair fibers. can be used.
３．人工毛髪用繊維の製造方法
　本実施形態の人工毛髪用繊維の製造方法としては、特に限定されないが、例えば、上述の合成樹脂繊維に用いる樹脂と、必要に応じて添加剤とを含む組成物を紡糸して合成樹脂繊維を得る紡糸工程と、得られた合成樹脂繊維に対して上述の繊維処理剤を付着させる付着工程を備える製造方法等が挙げられる。以下、人工毛髪用繊維に製造方法の一態様について詳説する。 3. Method for producing fiber for artificial hair The method for producing the fiber for artificial hair of the present embodiment is not particularly limited, but for example, a composition containing the resin used for the synthetic resin fiber and, if necessary, an additive is prepared. A manufacturing method comprising a spinning step of spinning to obtain synthetic resin fibers and an attaching step of attaching the above-described fiber treatment agent to the obtained synthetic resin fibers. One aspect of the method for producing the artificial hair fiber will be described in detail below.
３．１．紡糸用組成物の調製
　紡糸用組成物は、特に限定されないが、例えば、合成樹脂繊維に用いる樹脂と、必要に応じて用いる添加剤とを、ヘンシェルミキサー、スーパーミキサー、リボンブレンダーなどを使用して混合し、得られたパウダーコンパウンドを溶融混合することで得られたペレットコンパウンドであってもよい。 3.1. Preparation of Spinning Composition The spinning composition is not particularly limited. It may be a pellet compound obtained by mixing and melt-mixing the obtained powder compound.
　パウダーコンパウンドの製造方法は、特に限定されないが、例えば、ホットブレンドでもコールドブレンドでもよく、製造条件として通常の条件を使用できる。組成物中の揮発分を減少する観点からは、ブレンド時のカット温度を１０５℃～１５５℃まで上げたホットブレンドを使用することが好ましい。 The method of manufacturing the powder compound is not particularly limited, but for example, hot blending or cold blending may be used, and normal conditions can be used as manufacturing conditions. From the viewpoint of reducing the volatile content in the composition, it is preferable to use hot blending in which the cut temperature during blending is raised to 105°C to 155°C.
　ペレットコンパウンドの製造方法には、特に限定されないが、例えば、単軸押出し機、異方向２軸押出し機、コニカル２軸押出し機、同方向２軸押出し機、コニーダー、プラネタリーギアー押出し機、ロール混練り機などの混練り機を使用することができる。 The method for producing a pellet compound is not particularly limited. A kneader such as a kneader can be used.
　ペレットコンパウンドを製造する際の条件としては、特に限定されないが、例えば、上記組成物の熱劣化を防ぐため樹脂温度を１８５℃以下になるように設定することが好ましい。またペレットコンパウンド中に少量混入しうるスクリューの金属片や保護手袋についている繊維を取り除くため、スクリューの先端付近にメッシュを設置することもできる。 The conditions for producing the pellet compound are not particularly limited, but for example, it is preferable to set the resin temperature to 185°C or lower in order to prevent thermal deterioration of the composition. Also, a mesh can be placed near the tip of the screw to remove small amounts of screw metal pieces and fibers attached to protective gloves that may be mixed into the pellet compound.
　ペレットコンパウンドの製造にはコールドカット法を採用することができる。コールドカットの際に混入し得る切り粉（ペレット製造時に生じる微粉）などを除去する手段を採用することが可能である。また、長時間使用しているとカッターが刃こぼれをおこし、切り粉が発生しやすくなるため、適宜交換することが好ましい。 The cold cut method can be used to manufacture pellet compounds. It is possible to employ a means for removing shavings (fine powder generated during pellet production) that may be mixed in during cold cutting. In addition, if the cutter is used for a long period of time, the blade may become nicked, and chips are likely to be generated.
３．２．紡糸工程
　紡糸工程では、特に限定されないが、例えば、上記のようにして得られた組成物、例えばペレットコンパウンドを、シリンダー温度１５０℃～１９０℃、ノズル温度１８０±１５℃の範囲で、押出し、溶融紡糸することができる。この際に用いるノズルの断面形状は、作製する人工毛髪用繊維の断面形状に応じて適宜設定することができる。 3.2. Spinning process In the spinning process, although not particularly limited, for example, the composition obtained as described above, such as a pellet compound, is extruded and melted at a cylinder temperature of 150 ° C. to 190 ° C. and a nozzle temperature of 180 ± 15 ° C. Can be spun. The cross-sectional shape of the nozzle used at this time can be appropriately set according to the cross-sectional shape of the artificial hair fibers to be produced.
　また、ノズルから溶融紡糸された未延伸の合成樹脂繊維は、加熱円筒（加熱円筒温度２５０℃）に導入されて瞬間的に熱処理され、ノズル直下約４．５ｍの位置に設置した引取機にて巻き取ることができる。この巻き取りの際、該未延伸糸の繊度が所望の太さとなるように引取速度を調節することができる。 In addition, the unstretched synthetic resin fiber melt-spun from the nozzle is introduced into a heating cylinder (heating cylinder temperature 250 ° C) and instantaneously heat-treated, and is placed at a position about 4.5 m directly below the nozzle. can be rolled up. During this winding, the take-up speed can be adjusted so that the fineness of the undrawn yarn has a desired thickness.
　なお、ポリ塩化ビニル樹脂組成物を未延伸の糸にする際には、従来公知の押出し機を使用できる。そのような公知の押出し機としては、特に限定されないが、例えば単軸押出し機、異方向２軸押出し機、コニカル２軸押出し機等を使用できる。 A conventionally known extruder can be used to convert the polyvinyl chloride resin composition into unstretched yarn. Examples of known extruders that can be used include, but are not limited to, single-screw extruders, counter-rotating twin-screw extruders, conical twin-screw extruders, and the like.
３．３．延伸及び熱処理工程
　上記のようにして得られた未延伸の合成樹脂繊維に対して、延伸処理を施したり熱処理を施したりすることができる。そのような処理としては、特に限定されないが、例えば、未延伸の合成樹脂繊維を延伸機（空気雰囲気下１０５℃）で３倍に延伸後、熱処理機（空気雰囲気下１１０℃）を用いて０．７５倍で熱処理を施し（繊維全長が処理前の７５％の長さに収縮するまで熱収縮させて）、繊度が５８～６２デニールになるようにし、人工毛髪用繊維を作製することができる。 3.3. Drawing and Heat Treatment Steps The undrawn synthetic resin fibers obtained as described above can be subjected to drawing treatment or heat treatment. Such treatment is not particularly limited. Heat treatment is performed at 0.75 times (heat shrink until the total length of the fiber shrinks to 75% of the length before treatment) so that the fineness becomes 58 to 62 denier, and the artificial hair fiber can be produced. .
３．４．ギア加工工程
　またさらに、上記のようにして得られた人工毛髪用繊維に対して、必要に応じて、ギア加工を行ってもよい。ギア加工とは、２つの噛み合う高温のギアの間に繊維束を通すことによって捲縮を施す方法であり、使用するギアの材質、ギアの波の形、ギアの端数などは特に限定されない。繊維材質、繊度、ギア間の圧力条件等によってクリンプの波形状は変化しうるが、ギア波形の溝の深さ、ギアの表面温度、加工速度によってクリンプの波形状をコントロールできる。 3.4. Gear processing step Further, the artificial hair fibers obtained as described above may be subjected to gear processing, if necessary. Gear processing is a method of crimping by passing a fiber bundle between two meshing high-temperature gears, and the material of the gears used, the wave shape of the gears, the number of gear fractions, etc. are not particularly limited. The crimp wave shape can be changed depending on the fiber material, fineness, pressure conditions between gears, etc., but the crimp wave shape can be controlled by the depth of the gear wave groove, the gear surface temperature, and the processing speed.
　ギア加工条件には、特に制限はないが、好ましくは、ギア波形の溝の深さは０．２ｍｍ～６ｍｍ、より好ましくは０．５ｍｍ～５ｍｍ、ギアの表面温度は３０～１００℃、より好ましくは４０～８０℃、加工速度は０．５～１０ｍ／分、より好ましくは１．０～８．０ｍ／分である。 Gear machining conditions are not particularly limited, but the depth of the gear waveform groove is preferably 0.2 mm to 6 mm, more preferably 0.5 mm to 5 mm, and the gear surface temperature is 30 to 100 ° C., more preferably. is 40 to 80° C., and the processing speed is 0.5 to 10 m/min, more preferably 1.0 to 8.0 m/min.
３．５．処理剤付着工程
　上記の紡糸工程以降の任意の段階で、得られた合成樹脂繊維に対して繊維処理剤を付着させる処理剤付着工程を実施することができる。これにより、合成樹脂繊維の表面に、本実施形態のポリオキシアルキレンアルキルエーテルと、両性界面活性剤及びカチオン性界面活性剤からなる群より選ばれる少なくとも１種の界面活性剤、及び必要に応じてその他の添加剤を付着させることができる。 3.5. Treatment agent application step At any stage after the spinning step, a treatment agent application step of applying a fiber treatment agent to the obtained synthetic resin fibers can be carried out. Thereby, on the surface of the synthetic resin fiber, the polyoxyalkylene alkyl ether of the present embodiment, at least one surfactant selected from the group consisting of amphoteric surfactants and cationic surfactants, and if necessary Other additives can be deposited.
　処理剤付着工程は、繊維に液体を塗布する従来公知の手段を用いることができる。そのような手段としては、特に限定されないが、例えば、繊維処理剤が付着した表面を有するロールにより人工毛髪用繊維に塗布する手段（ロール転写法）；繊維処理剤を貯めた液体槽に合成樹脂繊維を浸す手段；ブラシ、刷毛等の塗り具を介して合成樹脂繊維に繊維処理剤を付着させる手段等が挙げられる。 A conventionally known means of applying a liquid to the fibers can be used for the treatment agent application step. Examples of such means include, but are not limited to, applying to artificial hair fibers with a roll having a surface on which the fiber treatment agent is adhered (roll transfer method); Means for soaking the fibers; Means for applying the fiber treatment agent to the synthetic resin fibers via a coating tool such as a brush or a brush.
　上記では合成樹脂繊維に対してポリオキシアルキレンアルキルエーテルと、両性界面活性剤及びカチオン性界面活性剤からなる群より選ばれる少なくとも１種の界面活性剤等を付着させて得た人工毛髪用繊維について記載したが、その他の実施形態として、合成樹脂繊維に付着することに代えて、ポリオキシアルキレンアルキルエーテルと、両性界面活性剤及びカチオン性界面活性剤からなる群より選ばれる少なくとも１種の界面活性剤と、必要に応じてその他の添加剤を合成樹脂繊維を構成する組成物に含めた上で紡糸工程を行い、合成樹脂繊維に付着させて人工毛髪用繊維を作製してもよい。 The above description relates to artificial hair fibers obtained by adhering polyoxyalkylene alkyl ether and at least one surfactant selected from the group consisting of amphoteric surfactants and cationic surfactants to synthetic resin fibers. Although described, as another embodiment, instead of attaching to the synthetic resin fiber, at least one surfactant selected from the group consisting of polyoxyalkylene alkyl ether and amphoteric surfactants and cationic surfactants The agent and, if necessary, other additives may be included in the composition constituting the synthetic resin fiber, and then the spinning step may be carried out to adhere to the synthetic resin fiber to produce the artificial hair fiber.
４．人工毛髪用繊維を用いた製品
　本実施形態の人工毛髪用繊維は、ヘアウィッグ、ヘアピース、ブレード、エクステンンョンヘアー等の頭飾品として好適に用いることができる。 4. Products Using Artificial Hair Fibers The artificial hair fibers of the present embodiment can be suitably used as hair ornaments such as hair wigs, hair pieces, braids, and extension hair.
　以下、本発明を実施例及び比較例を用いてより具体的に説明する。本発明は、以下の実施例によって何ら限定されるものではない。 Hereinafter, the present invention will be described more specifically using examples and comparative examples. The present invention is by no means limited by the following examples.
１．繊維処理剤の作製
　表１～表３に示す組成に従い、合成樹脂繊維に対して繊維処理剤を付着させ、実施例及び比較例の人工毛髪用繊維を作製した。表１～表３中の単位は特に記載がない限り、繊維処理剤については質量部を、人工毛髪用繊維については質量％を表す。 1. Preparation of Fiber Treatment Agent According to the compositions shown in Tables 1 to 3, fiber treatment agents were attached to synthetic resin fibers to prepare artificial hair fibers of Examples and Comparative Examples. Unless otherwise specified, units in Tables 1 to 3 represent parts by mass for fiber treatment agents and % by mass for artificial hair fibers.
　表１～表３に示す材料は以下のとおりである。
＜ポリオキシアルキレンアルキルエーテル＞
　「ユニルーブ(R)　５０ＭＢ－２６」（日油株式会社製、ポリオキシエチレンポリオキシプロピレンブチルエーテル）を水で希釈して得られるポリオキシエチレンポリオキシプロピレンエーテル２０質量％を含有する水溶液
＜アルキルアルキレート＞
　パルミチン酸オクチル（ＢＯＣ　Ｓｃｉｅｎｃｅｓ社製）を水で希釈して得られるパルミチン酸オクチル２０質量％を含有する水溶液
＜両性界面活性剤＞
　「アンヒトール２０ＢＳ」（花王株式会社製、ラウリルジメチルアミノ酢酸ベタイン）を水で希釈して得られるラウリルジメチルアミノ酢酸ベタイン２０質量％を含有する水溶液
＜カチオン性界面活性剤＞
・アルキル鎖長が２１以下であるもの：
　「リポカードＴ－２８」（ライオン・スペシャリティーケミカルズ社製、塩化ステアリルトリメチルアンモニウム）を水で希釈して得られる塩化ステアリルトリメチルアンモニウム２０質量％を含有する水溶液
・アルキル鎖長が２２以上であるもの
　「リポカード２２－８０」（ライオン・スペシャリティーケミカルズ社製、塩化ベヘニルトリメチルアンモニウム）を水で希釈して得られる塩化ベヘニルトリメチルアンモニウム２０質量％を含有する水溶液
＜グアニジン塩酸塩＞
　「ＧＳＴ－８」（吉村油化学株式会社）を水で希釈して得られるグアニジン塩酸塩２０質量％を含有する水溶液
＜アニオン性界面活性剤＞
　「シントレッキス(R)ＥＨ－Ｒ」（日油株式会社製、２－エチルヘキシル－硫酸エステルナトリウム塩）を水で希釈して得られる２－エチルヘキシル－硫酸エステルナトリウム塩２０質量％を含有する水溶液
＜ノニオン性界面活性剤＞
　「ＰＥＧ－６００」（吉村油化学株式会社、ポリエチレングリコール）を水で希釈して得られる重量平均分子量５５０～６５０のポリエチレングリコール２０質量％を含有する水溶液 Materials shown in Tables 1 to 3 are as follows.
<Polyoxyalkylene Alkyl Ether>
Aqueous solution containing 20% by mass of polyoxyethylene polyoxypropylene ether obtained by diluting "Unilube (R) 50MB-26" (manufactured by NOF Corporation, polyoxyethylene polyoxypropylene butyl ether) with water <alkyl alkylate ＞
Aqueous solution containing 20% by mass of octyl palmitate obtained by diluting octyl palmitate (manufactured by BOC Sciences) with water <amphoteric surfactant>
An aqueous solution containing 20% by mass of lauryldimethylaminoacetic acid betaine obtained by diluting "Amphitol 20BS" (manufactured by Kao Corporation, lauryldimethylaminoacetic acid betaine) with water <Cationic surfactant>
- Those having an alkyl chain length of 21 or less:
An aqueous solution containing 20% by mass of stearyltrimethylammonium chloride obtained by diluting "Lipocard T-28" (manufactured by Lion Specialty Chemicals, stearyltrimethylammonium chloride) with water ・An alkyl chain length of 22 or more An aqueous solution containing 20% by mass of behenyltrimethylammonium chloride obtained by diluting “Lipocard 22-80” (manufactured by Lion Specialty Chemicals, behenyltrimethylammonium chloride) with water <guanidine hydrochloride>
Aqueous solution containing 20% by mass of guanidine hydrochloride obtained by diluting "GST-8" (Yoshimura Yukagaku Co., Ltd.) with water <Anionic surfactant>
An aqueous solution containing 20% by mass of 2-ethylhexyl-sulfuric acid ester sodium salt obtained by diluting "Sintrex (R) EH-R" (manufactured by NOF Corporation, 2-ethylhexyl-sulfuric acid ester sodium salt) with water < Nonionic surfactant>
Aqueous solution containing 20% by mass of polyethylene glycol having a weight average molecular weight of 550 to 650 obtained by diluting "PEG-600" (Yoshimura Yukagaku Co., Ltd., polyethylene glycol) with water
２．評価方法
　実施例１～１０及び比較例１～１１の人工毛髪用繊維について、以下に示す各種評価を行った。 2. Evaluation Method The artificial hair fibers of Examples 1 to 10 and Comparative Examples 1 to 11 were subjected to various evaluations shown below.
２．１．評価用の人工毛髪用繊維（評価用繊維）の作製
　丸形断面及び異形断面を有する合成樹脂繊維についてそれぞれ１００℃で延伸した後、繊維に対してロール転写法によって表１～表３に示す組成の繊維処理剤を塗布した。ロール転写の条件として、ロールの半径が１２５ｍｍであり、ロールの下端から２０ｍｍの高さまでロールが繊維処理剤に浸かっており、ロール回転速度は８ｍ／ｍｉｎであった。その後、１２０℃でアニールを行い、単繊度２０～１００デシテックスの評価用繊維である人工毛髪用繊維を得た。延伸倍率は３．２５倍であり、アニール時の弛緩率は２５％であった。なお、アニール時の弛緩率は、「（アニール炉のローラの出口最寄り部分の円周）／（アニール炉のローラの入口最寄り部分の円周）」で算出される値である。なお、異形断面を有する合成樹脂繊維から得られた評価用繊維は、以下のきしみ評価にのみ用いた。 2.1. Preparation of artificial hair fibers for evaluation (fibers for evaluation) Synthetic resin fibers having a round cross section and an irregular cross section were drawn at 100°C, respectively, and then the fibers were subjected to a roll transfer method with the compositions shown in Tables 1 to 3. of the fiber treatment agent was applied. As conditions for roll transfer, the radius of the roll was 125 mm, the roll was immersed in the fiber treatment agent up to a height of 20 mm from the lower end of the roll, and the roll rotation speed was 8 m/min. After that, annealing was performed at 120° C. to obtain an artificial hair fiber having a single fineness of 20 to 100 decitex, which is an evaluation fiber. The draw ratio was 3.25 times, and the relaxation rate during annealing was 25%. The relaxation rate at the time of annealing is a value calculated by "(the circumference of the portion near the exit of the roller of the annealing furnace)/(the circumference of the portion near the entrance of the roller of the annealing furnace)". The fiber for evaluation obtained from the synthetic resin fiber having a modified cross section was used only for the following squeak evaluation.
　上記で得られた評価用繊維の表面におけるポリオキシアルキレンアルキルエーテル、界面活性剤、及び各種成分の付着量（単位：質量％）を評価用繊維における有効成分の含有量として表１～３に示す。付着量は、繊維処理剤の減少量における固形分が評価用繊維の表面に付着していると仮定し、「（（繊維処理工程における繊維処理剤の減少量×（繊維処理剤中の各試薬の有効成分割合［％］／１００））／評価用繊維（塗布前）の総量）×１００」により算出した。 The amount of polyoxyalkylene alkyl ether, surfactant, and various components deposited on the surface of the evaluation fiber obtained above (unit: mass %) is shown in Tables 1 to 3 as the content of the active ingredient in the evaluation fiber. . Assuming that the solid content in the decreased amount of the fiber treatment agent adheres to the surface of the evaluation fiber, the amount of adhesion is calculated by "((decreased amount of the fiber treatment agent in the fiber treatment process × (each reagent in the fiber treatment agent active ingredient ratio [%] / 100)) / total amount of fibers for evaluation (before application) x 100".
２．２．きしみ評価
　上記で得られた評価用繊維に対して、触感としてきしみを評価した。上述の丸形断面及び異形断面を有する合成樹脂繊維を用いて得られたそれぞれの評価用繊維を束ねて長さ２５０ｍｍ、質量２０ｇの繊維束を得た。人工毛髪用繊維処理技術者であり、実務経験５年以上の技術者１０人の手触りに基づいて、以下の評価基準により、上記繊維束のきしみを評価した。
［評価基準］
◎：きしまないと評価した人の割合が８人以上であった。
○：きしまないと評価した人の割合が５人以上８人未満であった。
△：きしまないと評価した人の割合が２人以上５人未満であった。
×：きしまないと評価した人の割合が２人未満であった。 2.2. Evaluation of squeakiness The fibers for evaluation obtained above were evaluated for squeakiness as a tactile sensation. A fiber bundle having a length of 250 mm and a mass of 20 g was obtained by bundling each of the evaluation fibers obtained using the synthetic resin fibers having the above-described round cross section and irregular cross section. The squeakiness of the above-mentioned fiber bundle was evaluated according to the following evaluation criteria based on the touch touch of 10 technicians who are technicians for processing fibers for artificial hair and have practical experience of 5 years or more.
[Evaluation criteria]
(double-circle): The ratio of the persons who evaluated not to be squeaky was 8 or more persons.
◯: The ratio of those who evaluated that it did not make a squeak was 5 or more and less than 8.
Δ: The ratio of those who evaluated that it was not squeaky was 2 or more and less than 5.
x: Less than 2 people evaluated that the product was not squeaky.
２．３．べとつき評価
　上記で得られた評価用繊維に対して、触感としてべとつきを評価した。上述の評価用繊維を束ねて長さ２５０ｍｍ、質量２０ｇの繊維束を得た。人工毛髪用繊維処理技術者であり、実務経験５年以上の技術者１０人の手触りに基づいて、以下の評価基準により、上記繊維束のべとつきを評価した。
［評価基準］
◎：べとつかないと評価した人の割合が８人以上であった。
○：べとつかないと評価した人の割合が５人以上８人未満であった。
△：べとつかないと評価した人の割合が２人以上５人未満であった。
×：べとつかないと評価した人の割合が２人未満であった。 2.3. Evaluation of stickiness The fibers for evaluation obtained above were evaluated for stickiness as a touch. A fiber bundle having a length of 250 mm and a mass of 20 g was obtained by bundling the above evaluation fibers. The stickiness of the above-mentioned fiber bundle was evaluated according to the following evaluation criteria based on the feel to the touch of 10 technicians who are technicians for processing fibers for artificial hair and have practical experience of 5 years or more.
[Evaluation criteria]
(double-circle): The ratio of the persons who evaluated that it was not sticky was 8 or more persons.
◯: The ratio of those who evaluated that the product was not sticky was 5 or more and less than 8.
Δ: The ratio of those who evaluated that the product was not sticky was 2 or more and less than 5.
x: Less than 2 people evaluated that the product was not sticky.
２．４．帯電防止性
　上記で得られた評価用繊維を束ねて長さ２５０ｍｍ、質量２０ｇの繊維束を得た。続いて、２３℃、５０％ＲＨの環境下で繊維束を２４時間放置した後、デジタル超高抵抗／微少電流計（株式会社ＡＤＶＡＮＴＥＳＴ、商品名：Ｒ８３４０）を用いて印加電圧１０Ｖの条件で表面抵抗値を測定した。５回の測定の平均値に基づき、以下の評価基準により、帯電防止性を評価した。
［評価基準］
◎：表面抵抗値（Ω）が１．０×１０１０未満である。
○：表面抵抗値（Ω）が１．０×１０１０以上１．０×１０１1未満である。
△：表面抵抗値（Ω）が１．０×１０１1以上１．０×１０１２未満である。
×：表面抵抗値（Ω）が１．０×１０１２以上である。 2.4. Antistatic Property The fibers for evaluation obtained above were bundled to obtain a fiber bundle having a length of 250 mm and a mass of 20 g. Subsequently, after leaving the fiber bundle for 24 hours in an environment of 23 ° C. and 50% RH, the surface was measured under the condition of an applied voltage of 10 V using a digital ultra-high resistance/micro current meter (ADVANTEST Co., Ltd., product name: R8340). Resistance values were measured. Based on the average value of 5 measurements, the antistatic property was evaluated according to the following evaluation criteria.
[Evaluation criteria]
A: The surface resistance value (Ω) is less than 1.0×10 10 .
Good: The surface resistance value (Ω) is 1.0×10 10 or more and less than 1.0×10 11 .
Δ: The surface resistance value (Ω) is 1.0×10 11 or more and less than 1.0×10 12 .
x: The surface resistance value (Ω) is 1.0×10 12 or more.
２．５．油剤安定性
　繊維処理剤における沈殿の有無を確認し、目視確認に基づいて、以下の評価基準により、油剤安定性を評価した。
［評価基準］
○：沈殿形成が、１週間以上経過しても確認されなかった。
△：沈殿形成が、１日以上１週間未満が経過する間に確認された。
×：沈殿形成が、１日未満が経過する間に確認された。 2.5. Oil Stability The presence or absence of precipitation in the fiber treatment agent was confirmed, and based on visual confirmation, the oil stability was evaluated according to the following evaluation criteria.
[Evaluation criteria]
○: Precipitate formation was not confirmed even after one week or more.
Δ: Precipitate formation was confirmed during the period of 1 day or more and less than 1 week.
x: Precipitate formation was confirmed during less than 1 day.
Figure JPOXMLDOC01-appb-T000001
  
Figure JPOXMLDOC01-appb-T000001
  
Figure JPOXMLDOC01-appb-T000002
  
Figure JPOXMLDOC01-appb-T000002
  
Figure JPOXMLDOC01-appb-T000003
  
Figure JPOXMLDOC01-appb-T000003
  
　本発明は、頭部に装脱着可能なかつら、ヘアウィッグ、つけ毛等の人工毛髪に用いられ
る人工毛髪用繊維として産業上の利用可能性を有する。 INDUSTRIAL APPLICABILITY The present invention has industrial applicability as fibers for artificial hair used in artificial hair such as wigs, hair wigs, hair extensions, etc. that can be attached to and detached from the head.

Claims (6)

  1. 　合成樹脂繊維と、
    　該合成樹脂繊維に付着した、ポリオキシアルキレンアルキルエーテルと、両性界面活性剤及びカチオン性界面活性剤からなる群より選ばれる少なくとも１種の界面活性剤と、を含み、
    　前記ポリオキシアルキレンアルキルエーテルの含有量が、人工毛髪用繊維の総量に対して０．０２～０．６３質量％であり、
    　前記界面活性剤の含有量が、人工毛髪用繊維の総量に対して４．０×１０－３～０．６３質量％である、
    　人工毛髪用繊維。     synthetic resin fibers;
    containing a polyoxyalkylene alkyl ether attached to the synthetic resin fiber and at least one surfactant selected from the group consisting of amphoteric surfactants and cationic surfactants;
    The content of the polyoxyalkylene alkyl ether is 0.02 to 0.63% by mass with respect to the total amount of the artificial hair fiber,
    The content of the surfactant is 4.0×10 −3 to 0.63% by mass with respect to the total amount of the artificial hair fiber,
    Fiber for artificial hair.
  2. 　前記両性界面活性剤が、第４級アンモニウム塩を含む、
    　請求項１に記載の人工毛髪用繊維。     wherein the amphoteric surfactant comprises a quaternary ammonium salt;
    The artificial hair fiber according to claim 1.
  3. 　前記カチオン性界面活性剤が、第４級アンモニウム塩及びグアニジン塩酸塩からなる群より選ばれる少なくとも１種を含み、
    　請求項１又は２に記載の人工毛髪用繊維。     The cationic surfactant contains at least one selected from the group consisting of quaternary ammonium salts and guanidine hydrochloride,
    The artificial hair fiber according to claim 1 or 2.
  4. 　前記カチオン性界面活性剤である前記第４級アンモニウム塩がアルキル鎖を有し、
    　前記アルキルの炭素数が、２１以下である、
    　請求項３に記載の人工毛髪用繊維。     The quaternary ammonium salt which is the cationic surfactant has an alkyl chain,
    The number of carbon atoms in the alkyl is 21 or less,
    The artificial hair fiber according to claim 3.
  5. 　１００質量部の水と、
    　０．５～１５質量部のポリオキシアルキレンアルキルエーテルと、
    　０．１～１５質量部の界面活性剤と、を含み、
    　前記界面活性剤が、両性界面活性剤及びカチオン性界面活性剤からなる群より選ばれる少なくとも１種を含む、
    　繊維処理剤。     100 parts by mass of water;
    0.5 to 15 parts by mass of polyoxyalkylene alkyl ether;
    0.1 to 15 parts by mass of a surfactant,
    The surfactant contains at least one selected from the group consisting of amphoteric surfactants and cationic surfactants,
    Fiber treatment agent.
  6. 　合成樹脂繊維に、請求項５に記載の繊維処理剤を付着する処理剤付着工程を備える、
    　人工毛髪用繊維の製造方法。     A treatment agent attaching step of attaching the fiber treatment agent according to claim 5 to synthetic resin fibers,
    A method for producing fibers for artificial hair.
PCT/JP2023/006189 2022-03-01 2023-02-21 Fibers for artificial hair, fiber treatment agent, and method for producing fibers for artificial hair WO2023167056A1 (en)

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2011184831A (en) * 2010-03-10 2011-09-22 Denki Kagaku Kogyo Kk Fiber treating agent, artificial hair fiber, and head ornament
WO2012046748A1 (en) * 2010-10-06 2012-04-12 株式会社カネカ Fiber for artificial hair, and hair accessory formed from same
CN109576995A (en) * 2018-12-05 2019-04-05 宿迁广和新材料有限公司 A kind of durable antistatic agent and its manufacturing method
WO2019131117A1 (en) * 2017-12-27 2019-07-04 株式会社カネカ Artificial hair, head decoration product including same, and artificial hair production method

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2011184831A (en) * 2010-03-10 2011-09-22 Denki Kagaku Kogyo Kk Fiber treating agent, artificial hair fiber, and head ornament
WO2012046748A1 (en) * 2010-10-06 2012-04-12 株式会社カネカ Fiber for artificial hair, and hair accessory formed from same
WO2019131117A1 (en) * 2017-12-27 2019-07-04 株式会社カネカ Artificial hair, head decoration product including same, and artificial hair production method
CN109576995A (en) * 2018-12-05 2019-04-05 宿迁广和新材料有限公司 A kind of durable antistatic agent and its manufacturing method

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