WO2021176827A1 - 人工毛髪用芯鞘複合繊維及びそれを含む頭飾製品 - Google Patents

人工毛髪用芯鞘複合繊維及びそれを含む頭飾製品 Download PDF

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WO2021176827A1
WO2021176827A1 PCT/JP2021/000042 JP2021000042W WO2021176827A1 WO 2021176827 A1 WO2021176827 A1 WO 2021176827A1 JP 2021000042 W JP2021000042 W JP 2021000042W WO 2021176827 A1 WO2021176827 A1 WO 2021176827A1
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Prior art keywords
core
weight
parts
flame retardant
sheath
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PCT/JP2021/000042
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English (en)
French (fr)
Japanese (ja)
Inventor
井野友梨奈
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Kaneka Corp
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Kaneka Corp
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Priority to JP2022504994A priority Critical patent/JPWO2021176827A1/ja
Publication of WO2021176827A1 publication Critical patent/WO2021176827A1/ja
Priority to US17/881,823 priority patent/US20220372663A1/en
Anticipated expiration legal-status Critical
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K21/00—Fireproofing materials
    • C09K21/14—Macromolecular materials
    • A—HUMAN NECESSITIES
    • A41—WEARING APPAREL
    • A41G—ARTIFICIAL FLOWERS; WIGS; MASKS; FEATHERS
    • A41G3/00—Wigs
    • A41G3/0083—Filaments for making wigs
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K21/00—Fireproofing materials
    • C09K21/02—Inorganic materials
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01D—MECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
    • D01D5/00—Formation of filaments, threads, or the like
    • D01D5/28—Formation of filaments, threads, or the like while mixing different spinning solutions or melts during the spinning operation; Spinnerette packs therefor
    • D01D5/30—Conjugate filaments; Spinnerette packs therefor
    • D01D5/34—Core-skin structure; Spinnerette packs therefor
    • 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
    • D01F1/00—General methods for the manufacture of artificial filaments or the like
    • D01F1/02—Addition of substances to the spinning solution or to the melt
    • D01F1/07—Addition of substances to the spinning solution or to the melt for making fire- or flame-proof filaments
    • 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
    • D01F8/00—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof
    • D01F8/04—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof from synthetic polymers
    • D01F8/12—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof from synthetic polymers with at least one polyamide as constituent
    • 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
    • D01F8/00—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof
    • D01F8/04—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof from synthetic polymers
    • D01F8/14—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof from synthetic polymers with at least one polyester as constituent
    • D—TEXTILES; PAPER
    • D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B2401/00—Physical properties
    • D10B2401/04—Heat-responsive characteristics
    • D—TEXTILES; PAPER
    • D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B2503/00—Domestic or personal
    • D10B2503/08—Wigs

Definitions

  • the present invention relates to a core-sheath composite fiber for artificial hair having a core-sheath structure that can be used as a substitute for human hair, and a headdress product containing the same.
  • Human hair has traditionally been used in headdress products such as wigs, hair wigs, hair styling, hair bands, and doll hair.
  • headdress products such as wigs, hair wigs, hair styling, hair bands, and doll hair.
  • synthetic fibers used for artificial hair include acrylic fibers, vinyl chloride fibers, vinylidene chloride fibers, polyester fibers, polyamide fibers, and polyolefin fibers.
  • Patent Document 1 describes a core-sheath composite fiber for artificial hair having a texture similar to that of natural hair, such as a semi-aromatic polyamide component in the core and a linear saturated aliphatic polyamide component in the sheath.
  • the core-sheath composite fiber using the above is described.
  • Patent Document 2 describes a core resin composition in a fiber for artificial hair having a core-sheath structure in which the core is made of a core resin composition containing polyester and the sheath is made of a sheath resin composition containing polyamide. It is described that a brominated flame retardant or a flame retardant aid is added to a product or a sheath resin composition.
  • the present inventors have found that, in the core-sheath composite fiber for artificial hair having a core-sheath structure, there is a problem that the combability is impaired and the gloss is deteriorated by adding a flame retardant. I found it.
  • the present invention provides a core-sheath composite fiber for artificial hair having a tactile sensation and luster close to that of human hair, and having good flame retardancy and combability, and a headdress product containing the same.
  • the present invention is, in one or more embodiments, a core-sheath composite fiber for artificial hair including a core and a sheath, wherein both the core and the sheath contain a brominated flame retardant and a flame retardant aid.
  • the core is composed of a core resin composition containing a total of 20 parts by weight or more and 40 parts by weight or less of a brominated flame retardant and a flame retardant aid with respect to 100 parts by weight of the main component resin, and the sheath part is a main component resin. It is composed of a sheath resin composition containing a total of 10 parts by weight or more and 25 parts by weight or less of a brominated flame retardant and a flame retardant aid with respect to 100 parts by weight.
  • the core sheath for artificial hair is characterized by containing 10 parts by weight or more and 35 parts by weight or less in total of the brominated flame retardant and the flame retardant aid.
  • composite fibers Regarding composite fibers.
  • the present invention also relates to a headdress product comprising the core-sheath composite fiber for artificial hair in one or more embodiments.
  • a core-sheath composite fiber for artificial hair having a tactile sensation and luster close to that of human hair, and having good flame retardancy and combability, and a headdress product containing the same.
  • FIG. 1 is a schematic view showing a cross section of a core-sheath composite fiber for artificial hair according to one or more embodiments of the present invention.
  • both the core and the sheath contain a brominated flame retardant and a flame retardant aid; bromine-based difficulty with respect to 100 parts by weight of the main component resin.
  • the core is composed of a core resin composition containing 20 parts by weight or more and 40 parts by weight or less in total of the flame retardant and the flame retardant aid; the brominated flame retardant and the flame retardant aid are added to 100 parts by weight of the main component resin.
  • the sheath is composed of a sheath resin composition containing 10 parts by weight or more and 25 parts by weight or less in total; when the total of the main component resin of the core and the main component resin of the sheath is 100 parts by weight, brominated difficulty.
  • a sheath resin composition containing 10 parts by weight or more and 25 parts by weight or less in total; when the total of the main component resin of the core and the main component resin of the sheath is 100 parts by weight, brominated difficulty.
  • the core-sheath composite fiber for artificial hair has good flame retardancy and combability while having a tactile sensation and luster close to human hair. was found to be obtained.
  • the core-sheath composite fiber for artificial hair has a core-sheath structure including a core portion and a sheath portion.
  • the core may be present inside the sheath, and may have a concentric structure in which the center point of the core coincides with the center point of the fiber, and the center point of the core does not coincide with the center point of the fiber and is eccentric. It may have an eccentric structure.
  • the cross-sectional shape of the core-sheath composite fiber for artificial hair may be circular, oval, multi-leaf or other irregular shapes.
  • the cross-sectional shape of the core portion may be circular, or may be irregular such as elliptical or multi-leaf.
  • FIG. 1 is a schematic view showing a cross section of a core-sheath composite fiber for artificial hair according to one or more embodiments of the present invention.
  • the core-sheath composite fiber 1 for artificial hair includes a core portion 10 and a sheath portion 20, and has a concentric structure arranged concentrically so that the center point of the core portion coincides with the center point of the fiber, and the artificial hair has an artificial hair.
  • Both the cross-sectional shape of the core-sheath composite fiber 1 and the cross-sectional shape of the core portion 10 are circular.
  • core-sheath ratio is in the above-mentioned range, peeling of the two components is unlikely to occur, and molding as a core-sheath composite fiber is easy.
  • the core-sheath composite fiber for artificial hair is a copolymerized polyester whose core is mainly composed of polyalkylene terephthalate and polyalkylene terephthalate from the viewpoint of making the tactile sensation and luster more similar to human hair and further improving combability and flame retardancy.
  • the core and sheath both contain a brominated flame retardant and a flame retardant aid. As a result, flame retardancy is improved, gloss is good, and combability is also excellent.
  • the core-sheath composite fiber for artificial hair contains a total of 10 parts by weight or more and 35 parts by weight of the brominated flame retardant and the flame retardant aid. Includes less than one copy.
  • the flame retardancy is improved, the tactile sensation and luster are similar to those of human hair, and the combability is also improved.
  • the core-sheath composite fiber for artificial hair contains a brominated flame retardant and a flame retardant aid when the total of the main component resin of the core and the main component resin of the sheath is 100 parts by weight.
  • the core-sheath composite fiber for artificial hair is a brominated flame retardant and a flame retardant aid when the total of the main component resin of the core and the main component resin of the sheath is 100 parts by weight. Is preferably contained in an amount of 30 parts by weight or less in total, and more preferably 29 parts by weight or less.
  • the blending amount of the main component resin of the core in the core-sheath composite fiber for artificial hair and The blending amount of the main component resin in the sheath portion is calculated based on the core-sheath ratio. For example, when the core-sheath ratio is 5: 5, the main component resin of the core is 50 parts by weight, and when the core-sheath ratio is 7: 3, the main component resin of the sheath is 50 parts by weight. The main component resin is 70 parts by weight, and the main component resin of the sheath is 30 parts by weight.
  • the core-sheath composite fiber for artificial hair contains 15 parts by weight or more of the brominated flame retardant when the total of the main component resin of the core and the main component resin of the sheath is 100 parts by weight. It is preferably contained in an amount of 18 parts by weight or less, and more preferably 18 parts by weight or more and 24 parts by weight or less.
  • the core-sheath composite fiber for artificial hair contains 1.0 part by weight of the flame-retardant aid when the total of the main component resin of the core and the main component resin of the sheath is 100 parts by weight. It is preferably contained in an amount of 5 parts by weight or less, and more preferably 1.2 parts by weight or more and 4 parts by weight or less.
  • a brominated flame retardant with respect to 100 parts by weight of the main component resin in the sheath resin composition from the viewpoint of improving flame retardancy while more effectively improving the tactile sensation, gloss and combability of the core-sheath composite fiber for artificial hair.
  • the total amount of the flame retardant and the flame retardant is preferably smaller than the total amount of the brominated flame retardant and the flame retardant with respect to 100 parts by weight of the main component resin in the core resin composition.
  • the main component resin in the sheath is a polyamide resin
  • the flame retardancy of the core-sheath composite fiber for artificial hair is enhanced by increasing the amount of the brominated flame retardant and the flame retardant aid in the core.
  • By reducing the amount of the brominated flame retardant and the flame retardant aid in the sheath portion it becomes easy to obtain a core-sheath composite fiber for artificial hair having a more natural luster and a remarkably excellent tactile sensation.
  • the core resin composition constituting the core contains 20 parts by weight or more and 40 parts by weight or less in total of the brominated flame retardant and the flame retardant aid with respect to 100 parts by weight of the main component resin.
  • the "main component resin of the core portion” means the resin having the highest content in the resin contained in the core portion resin composition, and when the total of the resins in the core portion resin composition is 100% by weight, The content of the main component resin is more than 50% by weight, preferably 70% by weight or more, more preferably 85% by weight or more, further preferably 90% by weight or more, and 95% by weight or more. Even more preferably, it is particularly preferably composed of 100% by weight.
  • the core resin composition is not particularly limited, but from the viewpoint of achieving both gloss and flame retardancy, it is preferable to contain 20 parts by weight or more and 35 parts by weight or less of the brominated flame retardant with respect to 100 parts by weight of the main component resin. ..
  • the core resin composition is not particularly limited, but from the viewpoint of achieving both gloss and flame retardancy, it is preferable to contain 2 parts by weight or more and 5 parts by weight or less of the flame retardant aid with respect to 100 parts by weight of the main component resin. ..
  • the sheath resin composition constituting the sheath contains 10 parts by weight or more and 25 parts by weight or less in total of the brominated flame retardant and the flame retardant aid with respect to 100 parts by weight of the main component resin.
  • the sheath resin composition constituting the sheath is a brominated flame retardant and flame retardant with respect to 100 parts by weight of the main component resin.
  • the total amount of the auxiliary agent is preferably 20 parts by weight or less, more preferably 18 parts by weight or less, and further preferably 16 parts by weight or less.
  • the "main component resin of the sheath portion” means the resin having the highest content in the resin contained in the sheath portion resin composition, and when the total of the resins in the sheath portion resin composition is 100% by weight, The content of the main component resin is more than 50% by weight, preferably 70% by weight or more, more preferably 85% by weight or more, further preferably 90% by weight or more, and 95% by weight or more. Even more preferably, it is particularly preferably composed of 100% by weight.
  • the sheath resin composition is not particularly limited, but from the viewpoint of achieving both tactile sensation and flame retardancy, it is preferable to contain 10 parts by weight or more and 20 parts by weight or less of the brominated flame retardant with respect to 100 parts by weight of the main component resin. , 12 parts by weight or more and 18 parts by weight or less is more preferable.
  • the sheath resin composition is not particularly limited, but from the viewpoint of achieving both tactile sensation and flame retardancy, it is preferable to contain 1 part by weight or more and 3 parts by weight or less of the flame retardant aid with respect to 100 parts by weight of the main component resin. , 1.5 parts by weight or more and 2.5 parts by weight or less is more preferable.
  • the core resin composition is not particularly limited, and is one or more selected from the group consisting of, for example, polyester-based resin, polyamide-based resin, modal acrylic resin, polycarbonate-based resin, polyolefin-based resin, polyphenylene sulfide-based resin, and the like.
  • the resin can be included as the main component resin.
  • the core resin composition is preferably a polyester-based resin composition containing a polyester-based resin as a main component resin, and is a copolymerized polyester mainly composed of polyalkylene terephthalate and polyalkylene terephthalate.
  • the polyester-based resin composition contains one or more polyester-based resins selected from the group consisting of the main components as the main component resin.
  • the polyester-based resin composition may contain other resins in addition to the polyester-based resin which is the main component resin.
  • the polyester resin as the main component resin is contained in an amount of 50% by weight or more, more preferably 70% by weight or more, and 85% by weight or more. It is more preferably contained, more preferably 90% by weight or more, further preferably 95% by weight or more, and particularly preferably 100% by weight or more.
  • the polyalkylene terephthalate is not particularly limited, and examples thereof include polyethylene terephthalate, polypropylene terephthalate, polybutylene terephthalate, and polycyclohexanedimethylene terephthalate.
  • the copolymerized polyester mainly composed of the above polyalkylene terephthalate is not particularly limited, but for example, it is mainly composed of polyalkylene terephthalate such as polyethylene terephthalate, polypropylene terephthalate, polybutylene terephthalate, and polycyclohexanedimethylene terephthalate, and other copolymerization components. Examples thereof include copolymerized polyester containing.
  • "Copolymerized polyester mainly containing polyalkylene terephthalate” refers to a copolymerized polyester containing 80 mol% or more of polyalkylene terephthalate.
  • copolymerization components include, for example, isophthalic acid, orthophthalic acid, naphthalenedicarboxylic acid, paraphenylenedicarboxylic acid, trimellitic acid, pyromellitic acid, succinic acid, glutaric acid, adipic acid, suberic acid, azelaic acid, sebacic acid.
  • Polyvalent carboxylic acids such as dodecanedioic acid and their derivatives; dicarboxylic acids including sulfonates such as 5-sodium sulfoisophthalic acid, 5-sodium sulfoisophthalate dihydroxyethyl and their derivatives; 1,2-propanediol , 1,3-Propanediol, 1,4-Butanediol, 1,6-Hexanediol, Neopentylglycol, 1,4-Cyclohexanedimethanol, Diethyleneglycol, Polyethylene glycol, Trimethylolpropane, Pentaerythritol, 4-Hydroxybenzo Examples thereof include acid, ⁇ -caprolactone, and ethylene glycol ether of bisphenol A.
  • the copolymerized polyester is preferably produced by reacting the main polyalkylene terephthalate with a small amount of other copolymerizing components.
  • the polyalkylene terephthalate a polymer of terephthalic acid and / or a derivative thereof (for example, methyl terephthalate) and alkylene glycol can be used.
  • the copolymerized polyester is a mixture of terephthalic acid and / or a derivative thereof (for example, methyl terephthalate) used for the polymerization of the main polyalkylene terephthalate and alkylene glycol, and a small amount of other copolymerization components such as a monomer or an oligomer. It may be produced by polymerizing the one containing the component.
  • the copolymerized polyester may have the above-mentioned other copolymerization components polycondensed on the main chain and / or side chain of the main polyalkylene terephthalate, and the copolymerization method is not particularly limited.
  • copolymerized polyester mainly composed of polyalkylene terephthalate include, for example, ethylene glycol ether of bisphenol A, 1,4-cyclohexadimethanol, isophthalic acid and dihydroxyethyl 5-sodium sulfoisophthalate mainly composed of polyethylene terephthalate.
  • the copolymerized polyester mainly composed of polyalkylene terephthalate and polyalkylene terephthalate may be used alone or in combination of two or more.
  • polyethylene terephthalate hereinafter, also referred to as PET
  • polypropylene terephthalate polybutylene terephthalate
  • polyester mainly composed of polyethylene terephthalate and copolymerized with ethylene glycol ether of bisphenol A polyethylene terephthalate.
  • Polypropylene with 1,4-cyclohexanedimethanol copolymerized Polyethylene terephthalate as the main component with isophthalic acid as the main component; and Polyethylene terephthalate as the main component with dihydroxyethyl 5-sodium sulfoisophthalate as the main component. It is preferable to use polyester or the like alone or in combination of two or more.
  • Copolymerized polyester polyester mainly composed of polyethylene terephthalate and copolymerized with isophthalic acid; and polyester mainly composed of polyethylene terephthalate and copolymerized with dihydroxyethyl 5-sodium sulfoisophthalate, etc., alone or in combination of two or more. Is more preferable.
  • the intrinsic viscosity (IV value) of the polyester resin is not particularly limited, but is preferably 0.3 or more and 1.2 or less, and more preferably 0.4 or more and 1.0 or less.
  • the intrinsic viscosity is 0.3 or more, the mechanical strength of the obtained fiber does not decrease, and there is no risk of drip during the combustion test.
  • the intrinsic viscosity is 1.2 or less, the molecular weight does not increase too much, the melt viscosity does not become too high, melt spinning becomes easy, and the fineness tends to be uniform.
  • the sheath resin composition is not particularly limited, and is one or more selected from the group consisting of, for example, polyester-based resin, polyamide-based resin, modal acrylic resin, polycarbonate-based resin, polyolefin-based resin, polyphenylene sulfide-based resin, and the like.
  • the resin can be included as the main component resin.
  • the sheath resin composition is preferably a polyamide-based resin composition containing a polyamide-based resin as a main component resin.
  • the polyamide-based resin composition may contain other resins in addition to the polyamide-based resin which is the main component resin.
  • the polyamide resin as the main component resin is contained in an amount of 50% by weight or more, more preferably 70% by weight or more, and 85% by weight or more. It is more preferably contained, more preferably 90% by weight or more, further preferably 95% by weight or more, and particularly preferably 100% by weight or more.
  • the polyamide resin is nylon obtained by polymerizing one or more selected from the group consisting of lactam, a mixture of aminocarboxylic acid, dicarboxylic acid and diamine, a mixture of dicarboxylic acid derivative and diamine, and a salt of dicarboxylic acid and diamine. Means resin.
  • lactam examples include, but are not limited to, 2-azetidineone, 2-pyrrolidinone, ⁇ -valerolactam, ⁇ -caprolactam, enantractam, caprilactam, undecalactam, laurolactam and the like. .. Of these, ⁇ -caprolactam, undecalactam, and laurolactam are preferable, and ⁇ -caprolactam is particularly preferable. These lactams may be used alone or in a mixture of two or more.
  • aminocarboxylic acid examples are not particularly limited, but for example, 6-aminocaproic acid, 7-aminoheptanoic acid, 8-aminooctanoic acid, 9-aminononanoic acid, 10-aminodecanoic acid, 11-aminoundecanoic acid, 12 -Aminododecanoic acid and the like can be mentioned. Of these, 6-aminocaproic acid, 11-aminoundecanoic acid, and 12-aminododecanoic acid are preferable, and 6-aminocaproic acid is particularly preferable. These aminocarboxylic acids may be used alone or in a mixture of two or more.
  • dicarboxylic acid used in a mixture of dicarboxylic acid and diamine, a mixture of dicarboxylic acid derivative and diamine, or a salt of dicarboxylic acid and diamine are not particularly limited, but for example, oxalic acid, malonic acid, succinic acid, and glutal.
  • Acids adipic acids, pimelliic acids, suberic acids, azelaic acids, sebacic acids, undecanedioic acids, dodecanedioic acids, brushphosphoric acids, tetradecanedioic acids, pentadecanedioic acids, octadecanedioic acids and other aliphatic dicarboxylic acids, cyclohexanedicarboxylic acids, etc.
  • aromatic dicarboxylic acids such as alicyclic dicarboxylic acid, phthalic acid, isophthalic acid, terephthalic acid, and naphthalenedicarboxylic acid.
  • adipic acid, sebacic acid, dodecanedioic acid, terephthalic acid, and isophthalic acid are preferable, and adipic acid, terephthalic acid, and isophthalic acid are particularly preferable.
  • These dicarboxylic acids may be used alone or in a mixture of two or more.
  • diamine used in the mixture of dicarboxylic acid and diamine, the mixture of dicarboxylic acid derivative and diamine, or the salt of dicarboxylic acid and diamine are not particularly limited, but for example, 1,4-diaminobutane, 1,5-.
  • Diaminopentane 1,6-diaminohexane, 2-methyl-1,5-diaminopentane (MDP), 1,7-diaminoheptane, 1,8-diaminooctane, 1,9-diaminononane, 1,10-diaminodecane , 1,11-diaminoundecane, 1,12-diaminododecane, 1,13-diaminotridecane, 1,14-diaminotetradecane, 1,15-diaminopentadecane, 1,16-diaminohexadecan, 1,17-diaminohepta Diamines such as decane, 1,18-diaminooctadecane, 1,19-diaminononadecan, 1,20-diaminoeicosane, cyclohexanediamine, alicyclic diamines such as bis- (4-amin
  • Examples thereof include aromatic diamines such as -xylylene diamine and p-xylylene diamine. Of these, aliphatic diamines are particularly preferable, and hexamethylenediamine is particularly preferably used. These diamines may be used alone or in a mixture of two or more.
  • the polyamide-based resin is not particularly limited, but for example, nylon 6 (hereinafter, also referred to as PA6), nylon 66 (hereinafter, also referred to as PA66), nylon 11, nylon 12, nylon 6, and so on. 10.
  • Semi-aromatic nylon containing nylon 6/12, nylon 6T and / or 6I units, and copolymers of these nylon resins are preferably used, and at least one selected from the group consisting of nylon 6 and nylon 66.
  • a seed-based polyamide resin is more preferable.
  • the "polyamide-based resin mainly composed of at least one selected from the group consisting of nylon 6 and nylon 66" means a polyamide-based resin containing 80 mol% or more of nylon 6 and / or nylon 66.
  • the polyamide-based resin can be produced, for example, by a polyamide-based resin polymerization method in which a polyamide-based resin raw material is heated in the presence or absence of a catalyst. Stirring may or may not occur during the polymerization, but stirring is preferred to obtain a homogeneous product.
  • the polymerization temperature can be arbitrarily set according to the degree of polymerization, reaction yield, and reaction time of the target polymer, but a low temperature is preferable in consideration of the quality of the finally obtained polyamide resin.
  • the reaction rate can also be set arbitrarily. Although there is no limitation on the pressure, it is preferable to reduce the pressure inside the system in order to efficiently extract the volatile components to the outside of the system.
  • the end of the polyamide resin may be closed with a terminal blocking agent such as a carboxylic acid compound and an amine compound, if necessary.
  • a terminal blocking agent such as a carboxylic acid compound and an amine compound
  • the concentration of the terminal amino group or the terminal carboxyl group of the obtained nylon resin is lower than that when the terminal blocking agent is not used.
  • the terminal is blocked with a dicarboxylic acid or diamine, the sum of the concentrations of the terminal amino group and the terminal carboxyl group does not change, but the ratio of the concentrations of the terminal amino group and the terminal carboxyl group changes.
  • carboxylic acid compound examples are not particularly limited, but for example, acetic acid, propionic acid, butyric acid, valeric acid, caproic acid, enanthic acid, capric acid, pelargonic acid, undecanoic acid, lauric acid, tridecanoic acid, myristic acid,
  • Alipid monocarboxylic acids such as myristoleic acid, palmitic acid, stearic acid, oleic acid, linoleic acid, and araquinic acid, alicyclic monocarboxylic acids such as cyclohexanecarboxylic acid and methylcyclohexanecarboxylic acid, benzoic acid, toluic acid, ethyl
  • Aromatic monocarboxylic acids such as benzoic acid and phenylacetic acid, oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelli acid, suberic acid, azelaic acid, sebac
  • amine compound examples are not particularly limited, but for example, butylamine, pentylamine, hexylamine, heptylamine, octylamine, 2-ethylhexylamine, nonylamine, decylamine, undecylamine, dodecylamine, tridecylamine, tetra.
  • Aliper monoamines such as decylamine, pentadecylamine, hexadecylamine, octadecylamine, nonadecilamine, and icosylamine, alicyclic monoamines such as cyclohexylamine and methylcyclohexylamine, aromatic monoamines such as benzylamine and ⁇ -phenylethylamine, 1 , 4-Diaminobutane, 1,5-diaminopentane, 1,6-diaminohexane, 1,7-diaminoheptane, 1,8-diaminooctane, 1,9-diaminononane, 1,10-diaminodecane, 1,11 -Diaminoundecane, 1,12-diaminododecane, 1,13-diaminotridecane, 1,14-diaminotetradecane, 1,15-diaminopentadecan
  • terminal group concentration of the polyamide resin there is no particular limitation on the terminal group concentration of the polyamide resin, but when it is necessary to improve the dyeability for fiber applications or when designing a material suitable for alloying for resin applications, the higher the terminal amino group concentration is. preferable. On the contrary, when it is desired to suppress coloring and gelation under long-term aging conditions, it is preferable that the terminal amino group concentration is low. Furthermore, if you want to suppress lactam regeneration during remelting, yarn breakage during melt spinning due to oligomer formation, mold deposit during continuous injection molding, and die mark generation during continuous extrusion of film, both the terminal carboxyl group concentration and the terminal amino group concentration are both. Lower is preferable.
  • the terminal group concentration may be adjusted depending on the intended use, but both the terminal amino group concentration and the terminal carboxyl group concentration are preferably 1.0 ⁇ 10 -5 to 15.0 ⁇ 10 -5 eq / g, more preferably. It is 2.0 ⁇ 10 -5 to 12.0 ⁇ 10 -5 eq / g, particularly preferably 3.0 ⁇ 10 -5 to 11.0 ⁇ 10 -5 eq / g.
  • a method of adding the terminal sequestering agent a method of adding the terminal sequestering agent at the same time as a raw material such as caprolactam at the initial stage of polymerization, a method of adding the nylon resin during the polymerization, and a method of adding the nylon resin when passing it through a vertical stirring thin film evaporator in a molten state. Etc. are adopted.
  • the terminal sequestering agent may be added as it is, or may be dissolved in a small amount of solvent and added.
  • the bromine-based flame retardant is not particularly limited, and for example, a brominated epoxy-based flame retardant; pentabromotoluene, hexabromobenzene, decabromodiphenyl, decabromodiphenyl ether, bis (tribromophenoxy) ethane, tetrabromophthalic acid, and the like.
  • Bromine-containing phosphate esters such as ethylenebis (tetrabromophthalimide), ethylenebis (pentabromophenyl), octabromotrimethylphenylindan, tris (tribromoneopentyl) phosphate; brominated polystyrenes; brominated polybenzyl acrylates Brominated phenoxy resin; Brominated polycarbonate oligomers; Tetrabromobisphenol A, Tetrabromobisphenol A-bis (2,3-dibromopropyl ether), Tetrabromobisphenol A-bis (allyl ether), Tetrabromobisphenol A-bis Tetrabromobisphenol A derivatives such as (hydroxyethyl ether); bromine-containing triazine compounds such as tris (tribromophenoxy) triazine; bromine-containing isocyanuric acid compounds such as tris (2,3-dibromopropyl) isocyanurate. Be done. Above all, from the
  • a brominated epoxy flame retardant whose molecular end is composed of an epoxy group or tribromophenol can be used as a raw material, but the structure of the brominated epoxy flame retardant after melt-kneading is particularly high. Not limited to this, when the total number of the constituent units represented by the following chemical formula (1) and the constituent units in which at least a part of the following chemical formula (1) is modified is 100 mol%, 80 mol% or more is the configuration represented by the chemical formula (1). It is preferably a unit.
  • the structure of the brominated epoxy flame retardant may change at the molecular end after melt-kneading.
  • the molecular end of the brominated epoxy flame retardant may be substituted with an epoxy group or a hydroxyl group other than tribromophenol, a phosphoric acid group, a phosphonic acid group, or the like, and the molecular end is bonded to the polyester component by an ester group. You may.
  • a part of the structure other than the molecular terminal of the brominated epoxy flame retardant may be changed.
  • the secondary hydroxyl group of the brominated epoxy flame retardant and the epoxy group may be bonded to form a branched structure, and if the bromine content in the brominated epoxy flame retardant molecule does not change significantly, the chemical formula (1) ) May be desorbed or added.
  • a polymer type brominated epoxy flame retardant as shown in the following general formula (2) is preferably used.
  • m is 1 to 1000.
  • examples of the polymer-type brominated epoxy flame retardant as shown in the following general formula (2) include a brominated epoxy flame retardant manufactured by Sakamoto Yakuhin Kogyo Co., Ltd. (trade name “SR-T2MP”). Commercially available products may be used.
  • the flame retardant aid is not particularly limited, but from the viewpoint of flame retardancy, for example, it is preferable to use an antimony compound or a composite metal containing antimony.
  • the antimony compound include antimony trioxide, antimony tetroxide, antimony pentoxide, sodium antimonate, potassium antimonate, calcium antimonate and the like. From the viewpoint of flame retardancy improving effect and influence on tactile sensation, one or more selected from the group consisting of antimony trioxide, antimony pentoxide, and sodium antimonate is more preferable.
  • the core-sheath composite fiber for artificial hair contains various additives such as heat-resistant agents, stabilizers, fluorescent agents, antioxidants, antistatic agents, and pigments, as long as the effects of the present invention are not impaired. It may be contained.
  • the core-sheath composite fiber for artificial hair is produced, for example, by melt-kneading the core resin composition and the sheath resin composition, respectively, to pelletize them, and then melt-spinning them using a core-sheath type composite mouthpiece.
  • the kneader used for melt kneading include a single-screw extruder, a twin-screw extruder, a roll, a Banbury mixer, and a kneader. Of these, a twin-screw extruder is preferable from the viewpoint of adjusting the kneading degree and easiness of operation.
  • the temperature of the extruder, gear pump, mouthpiece, etc. is 250 ° C. or higher and 300 ° C. or higher.
  • a spun yarn (undrawn yarn) is obtained by melt-extruding at a temperature of 30 m / min or more and taking up at a speed of 30 m / min or more and 5000 m / min or less.
  • the core resin composition is supplied by the core extruder
  • the sheath resin composition is supplied by the sheath extruder
  • the core-sheath composite spinning having a predetermined shape is provided.
  • a spun yarn (undrawn yarn) can be obtained by ejecting the molten polymer through a nozzle (hole).
  • the temperature and length of the heating cylinder, the temperature and spray amount of the cooling air, the temperature of the cooling water tank, the cooling time and the take-up speed can be appropriately adjusted according to the discharge amount of the polymer and the number of holes in the base.
  • the spun yarn (undrawn yarn) is drawn.
  • the stretching may be carried out by either a two-step method in which the spun yarn is wound once and then stretched, or a direct spun drawing method in which the spun yarn is continuously stretched without being wound. Stretching is performed by a one-step stretching method or a multi-step stretching method of two or more steps.
  • a heating roller As the heating means in stretching, a heating roller, a heat plate, a steam jet device, a hot water tank, etc. can be used, and these can be used in combination as appropriate.
  • An oil agent such as a fiber treatment agent or a softener may be added to the core-sheath composite fiber for artificial hair to bring the texture and texture closer to human hair.
  • the fiber treatment agent include a silicone-based fiber treatment agent and a non-silicone-based fiber treatment agent for improving the tactile sensation and combability.
  • the core-sheath composite fiber for artificial hair may be processed by gear crimping.
  • the fibers are gently bent, a natural appearance can be obtained, and the adhesion between the fibers is lowered, so that the combability can be further improved.
  • this gear crimp generally, the fiber is passed between two meshed gears in a state where the fiber is heated to the softening temperature or higher, and the shape of the gear is transferred, so that the fiber bending can be exhibited.
  • the single fiber fineness is preferably 10 dtex or more and 200 dtex or less, more preferably 30 dtex or more and 180 dtex or less, and further preferably 40 dtex or more. It is 150 dtex or less, and particularly preferably 50 dtex or more and 100 dtex or less.
  • the core-sheath composite fiber for artificial hair as an aggregate of fibers, for example, a fiber bundle, all the fibers do not necessarily have the same fineness and cross-sectional shape, and fibers having different fineness and cross-sectional shape are mixed. May be good.
  • the core-sheath composite fiber for artificial hair can be used for headdress products.
  • the headdress product is not particularly limited, and examples thereof include hair wigs, wigs, weaving, hair extensions, blade hair, hair accessories, and doll hair.
  • the headdress product may be composed only of the core-sheath composite fiber for artificial hair of the present invention. Further, the headdress product may be formed by combining the core-sheath composite fiber for artificial hair of the present invention with other fibers for artificial hair and natural fibers such as human hair and animal hair.
  • the measurement method and evaluation method used in the examples and comparative examples are as follows.
  • comb for combing hair made in Germany, "MATADOR PROFESSIONAL 386.8 1 / 2F"
  • comb through the root to the tip of the hair, which fixes the fiber bundle for comb passability evaluation, and deform it.
  • the combability was evaluated based on the following criteria based on the number of split fibers.
  • A The number of fibers deformed or split through the comb 100 times is less than 10, and the comb passes through without resistance until the end.
  • Level B The number of fibers deformed or split through the comb 100 times is 10 or more and less than 30 fibers.
  • Level C The number of fibers deformed or split by passing the comb 100 times is 30 or more and less than 100, and the resistance becomes stronger in the middle and the comb does not pass once or more 20 times.
  • Level D that occurs with a probability of less than 100 times The number of fibers that have been deformed or split by passing through the comb 100 times is 100 or more, and the resistance becomes stronger in the middle, and the level at which the comb does not pass with a probability of 20 times or more.
  • the critical oxygen index (LOI value) of the fiber was measured for the produced koyori using an oxygen index combustion tester.
  • the LOI value is the oxygen concentration required to continue burning for 5 cm or 3 minutes. The measurement was performed by setting the flow rates of oxygen and nitrogen to predetermined amounts, and the LOI value was calculated using the following formula. The number of fibers that did not burn or disappeared within 5 cm was defined as the number of disappeared fibers.
  • LOI value 0.5/8 x (number disappeared) + oxygen concentration (%) Based on the measured LOI value, the flame retardancy was evaluated according to the following four criteria. A: 26 or more B: 25 or more and 25.9 or less C: 24 or more and 24.9 or less D: 23.9 or less
  • Example 1 30 parts by weight of brominated epoxy flame retardant (manufactured by Sakamoto Yakuhin Kogyo, trade name "SR-T2MP") for 100 parts by weight of polyethylene terephthalate pellets (manufactured by East West Chemical Private Limited, East PET product name "A-12"), Sodium antimonate (manufactured by Nippon Seiko Co., Ltd., trade name "SA-A”) 3 parts by weight, black pigment master batch (manufactured by Dainichi Seika Kogyo, trade name "PESM22367BLACK (20)", pigment: 20% by weight, base resin: Polyester resin) 2.1 parts by weight, yellow pigment master batch (manufactured by Dainichi Seika Kogyo, trade name "PESM1001YELLOW (20)", pigment: 20% by weight, base resin: polyester resin) 0.8 parts by weight, red Add 0.6 parts by weight of pigment master batch (manufactured by Dainichi Seika Kogyo, trade name "PE
  • melt-kneading was performed at a barrel set temperature of 280 ° C. and pelletization was performed to obtain a polyester resin composition.
  • nylon 6 manufactured by Unitica, trade name "A1030BRL”
  • brominated epoxy flame retardant manufactured by Sakamoto Yakuhin Kogyo, trade name "SR-T2MP"
  • sodium antimonate Japan
  • SA-A Made by concentrate, trade name "SA-A") 2 parts by weight, black pigment masterbatch (manufactured by Dainichi Seika Kogyo, trade name “PESM22367BLACK (20)”) 2.1 parts by weight, yellow pigment masterbatch (Dainichi Seika) After adding 0.8 parts by weight of industrial product, product name "PESM1001YELLOW (20)”) and 0.6 parts by weight of red pigment masterbatch (manufactured by Dainichi Seika Kogyo, product name "PESM3005RED (20)”) and dry blending. It was supplied to a twin-screw extruder, melt-kneaded at a barrel set temperature of 260 ° C., and pelletized to obtain a polyamide-based resin composition.
  • the pellet-shaped polyester resin composition and the polyamide-based resin composition obtained above are supplied to the extruder, respectively, and a concentric core-sheath composite spinning nozzle having a set temperature of 270 ° C. (120 holes). , Hole diameter 1.5 mm) and wound at a rate of 40 to 200 m / min, with the polyester resin composition as the core and the polyamide resin composition as the sheath, with a core-sheath ratio of 5 in area ratio.
  • An undrawn yarn of the core-sheath composite fiber of: 5 was obtained.
  • the obtained undrawn yarn was drawn using a heat roll at 85 ° C.
  • the obtained core-sheath composite fiber for artificial hair has a core portion 10 having a concentric structure arranged concentrically with the fiber 1, and has a cross-sectional shape of the core-sheath composite fiber 1 for artificial hair.
  • the cross-sectional shape of the core portion 10 was circular.
  • Example 2 In the core resin composition, the amount of the brominated epoxy flame retardant added was changed to 35 parts by weight, and the amount of sodium antimonate added was changed to 5 parts by weight.
  • a core-sheath composite fiber (single fiber fineness 175 dtex) was obtained in the same manner as in Example 1 except that the addition amount was changed to 15 parts by weight and the addition amount of sodium antimonate was changed to 3 parts by weight.
  • Example 3 A core-sheath composite fiber (single fiber fineness 175 dtex) was obtained in the same manner as in Example 1 except that the amount of the brominated epoxy flame retardant added to the sheath resin composition was changed to 20 parts by weight.
  • Example 4 In the core resin composition, the amount of brominated epoxy flame retardant added was changed to 20 parts by weight, the amount of sodium antimonate added was changed to 2 parts by weight, and the main component resin used in the sheath resin composition was nylon 66 ( Toray Co., Ltd., trade name "Amylan CM3001"), in the sheath resin composition, 10 parts by weight of brominated epoxy flame retardant, 1 part by weight of sodium antimonate, black pigment masterbatch with respect to 100 parts by weight of nylon 66.
  • nylon 66 Toray Co., Ltd., trade name "Amylan CM3001"
  • a core-sheath composite fiber (single fiber fineness 175 dtex) was obtained in the same manner as in Example 1 except that the mixture was pelletized to obtain a polyamide resin composition.
  • Example 5 In the core resin composition, the amount of the brominated epoxy flame retardant added was changed to 20 parts by weight, and the amount of sodium antimonate added was changed to 2 parts by weight.
  • the composite fiber (single fiber fineness) was the same as in Example 1 except that the addition amount was changed to 15 parts by weight, the addition amount of sodium antimonate was changed to 1 part by weight, and the core-sheath ratio was 7: 3. 185 dtex) was obtained.
  • the resin used for the core is polybutylene terephthalate pellets (manufactured by Mitsubishi Chemical Co., Ltd., trade name "Novaduran 5020"), and in the core resin composition, 30 parts by weight of the brominated epoxy flame retardant is used with respect to 100 parts by weight of the polybutylene terephthalate pellets.
  • Example 2 Same as in Example 1 except that the mixture was supplied, melt-kneaded at a barrel set temperature of 260 ° C., and pelletized, the nozzle set temperature was set to 260 ° C., and the core-sheath ratio was set to 3: 7. A core-sheath composite fiber (single fiber fineness 165 dtex) was obtained.
  • Example 1 In the sheath resin composition, 2.1 parts by weight of the black pigment masterbatch, 0.8 parts by weight of the yellow pigment masterbatch, and 0.6 parts by weight of the red pigment masterbatch are added to 100 parts by weight of nylon 6 and dried. After blending, the mixture was supplied to a twin-screw extruder, melt-kneaded at a barrel set temperature of 260 ° C., and pelletized to obtain a core-sheath composite fiber (single fiber fineness 175 dtex) in the same manner as in Example 1.
  • Comparative Example 2 In the core resin composition, 2.1 parts by weight of the black pigment masterbatch, 0.8 parts by weight of the yellow pigment masterbatch, and 0.6 parts by weight of the red pigment masterbatch are added to 100 parts by weight of the polyethylene terephthalate pellets and dried. After blending, the mixture was supplied to a twin-screw extruder, melt-kneaded at a barrel set temperature of 270 ° C., and pelletized to obtain a core-sheath composite fiber (single fiber fineness 175 dtex) in the same manner as in Example 1.
  • Example 4 In the core resin composition, the same as in Example 1 except that the amount of the brominated epoxy flame retardant added to 100 parts by weight of the polyethylene terephthalate pellet was changed to 16 parts by weight and the amount of sodium antimonate added was changed to 2 parts by weight. A core-sheath composite fiber (single fiber fineness 175 dtex) was obtained.
  • Example 5 Same as in Example 1 except that the amount of the brominated epoxy flame retardant added to 100 parts by weight of nylon 6 was changed to 7 parts by weight and the amount of sodium antimonate added was changed to 1 part by weight in the sheath resin composition. A core-sheath composite fiber (single fiber fineness 175 dtex) was obtained.
  • Example 7 The same as in Example 1 except that the amount of the brominated epoxy flame retardant added to 100 parts by weight of the polyethylene terephthalate pellet was changed to 30 parts by weight and the amount of sodium antimonate added was changed to 0 parts by weight in the core resin composition. A core-sheath composite fiber (single fiber fineness 175 dtex) was obtained.
  • Example 8 Same as in Example 1 except that the amount of the brominated epoxy flame retardant added to 100 parts by weight of nylon 6 was changed to 12 parts by weight and the amount of sodium antimonate added was changed to 0 parts by weight in the sheath resin composition. A core-sheath composite fiber (single fiber fineness 175 dtex) was obtained.
  • the core-sheath composite fibers for artificial hair of Examples 1 to 6 have good tactile sensation and combability, have an appearance (gloss) similar to human hair, and have good flame retardancy. Met.
  • Comparative Example 1 in which the flame retardant and the flame retardant aid were not added to the sheath, although the tactile sensation, combability and gloss were good, the flame retardant and the flame retardant were difficult to reach the sheath. Since no flame retardant was added, the fiber was inferior in flame retardancy. Comparative Example 2 in which the flame retardant and the flame retardant aid were not added to the core had good tactile sensation and combability, but was not added because the flame retardant and the flame retardant were not added to the core. The fiber has a natural appearance (gloss) and is inferior in flame retardancy.
  • Comparative Example 5 in which only a small amount of the flame retardant and the flame retardant aid was added to the sheath also had good tactile sensation, combability, and luster, but the amount of the flame retardant and the flame retardant aid in the sheath was small. , The fiber is inferior in flame retardancy.
  • Comparative Example 6 in which only a small amount of the flame retardant and the flame retardant aid was added to the core and the sheath, the tactile sensation and combability were good, but the amount of the flame retardant and the flame retardant aid was small.
  • the fiber has an unnatural appearance (gloss) and is inferior in flame retardancy.
  • Comparative Example 7 in which the flame retardant aid was not added to the core portion, although the tactile sensation, combability, and gloss were good, the fiber was inferior in flame retardancy because the core portion did not contain the flame retardant aid. It became. Comparative Example 8 in which the flame retardant aid was not added to the sheath also had good tactile sensation, combability, and luster, but was inferior in flame retardancy because the sheath did not contain the flame retardant aid. It became.
  • a core-sheath composite fiber for artificial hair including a core and a sheath. Both the core and the sheath contain a brominated flame retardant and a flame retardant aid.
  • the core portion is composed of a core resin composition containing a total of 20 parts by weight or more and 40 parts by weight or less of a bromine-based flame retardant and a flame retardant aid with respect to 100 parts by weight of the main component resin.
  • the sheath portion is composed of a sheath portion resin composition containing 10 parts by weight or more and 25 parts by weight or less in total of a bromine-based flame retardant and a flame retardant aid with respect to 100 parts by weight of the main component resin.
  • a sheath portion resin composition containing 10 parts by weight or more and 25 parts by weight or less in total of a bromine-based flame retardant and a flame retardant aid with respect to 100 parts by weight of the main component resin.
  • the total amount of the brominated flame retardant and the flame retardant aid is 10 parts by weight or more 35.
  • a core-sheath composite fiber for artificial hair which comprises parts by weight or less.
  • the polyester resin is one or more polyester resins selected from the group consisting of polyalkylene terephthalate and copolymerized polyester mainly composed of polyalkylene terephthalate. Core-sheath composite fiber for hair.
  • the total amount of the brominated flame retardant and the flame retardant aid with respect to 100 parts by weight of the main component resin in the sheath resin composition is the brominated flame retardant and the flame retardant with respect to 100 parts by weight of the main component resin in the core resin composition.
  • Core sheath composite fiber for artificial hair 10 Core part 20 Sheath part

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