CN1929879A - Flame-retardant polyester artificial hair - Google Patents
Flame-retardant polyester artificial hair Download PDFInfo
- Publication number
- CN1929879A CN1929879A CNA2005800080062A CN200580008006A CN1929879A CN 1929879 A CN1929879 A CN 1929879A CN A2005800080062 A CNA2005800080062 A CN A2005800080062A CN 200580008006 A CN200580008006 A CN 200580008006A CN 1929879 A CN1929879 A CN 1929879A
- Authority
- CN
- China
- Prior art keywords
- carbodiimide
- compound
- retardant
- azoles quinoline
- flame
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- A—HUMAN NECESSITIES
- A41—WEARING APPAREL
- A41G—ARTIFICIAL FLOWERS; WIGS; MASKS; FEATHERS
- A41G3/00—Wigs
-
- 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
- D01F6/88—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds
- D01F6/92—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds of polyesters
-
- A—HUMAN NECESSITIES
- A41—WEARING APPAREL
- A41G—ARTIFICIAL FLOWERS; WIGS; MASKS; FEATHERS
- A41G3/00—Wigs
- A41G3/0083—Filaments for making wigs
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
- A61L31/04—Macromolecular materials
- A61L31/06—Macromolecular materials obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
- A61L31/14—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2913—Rod, strand, filament or fiber
Landscapes
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Surgery (AREA)
- General Chemical & Material Sciences (AREA)
- Heart & Thoracic Surgery (AREA)
- Vascular Medicine (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Manufacturing & Machinery (AREA)
- Artificial Filaments (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
A flame-retardant polyester artificial hair which is excellent in processability in spinning and retains the physical properties inherent in fiber, e.g., heat resistance, tenacity, and elongation and which is excellent in retention of curls and iron setting properties. The artificial hair can be produced by melt-spinning a composition obtained by melt-kneading together a polyester, a phosphorus-containing flame retardant and/or a bromine -containing flame retardant, and at least one compound selected from the group consisting of carbodiimides, bisoxazolines, and isocyanates.
Description
Technical field
The present invention relates to the flame-retardant polyester artificial hair fiber, it is formed by following compositions: in polyester, will contain the fire retardant of phosphorus and/or contain the fire retardant of bromine and be selected from carbodiimide compound, two isoxazoline compound, isocyanate compound at least one the chemical compound melting mixing and obtain.More particularly, relate to the spinning workability excellence, keep fibrous physical properties such as thermostability, intensity and percentage elongation, hai roll retentivity, perm style-setting excellent flame polyester artificial hair.
Background technology
Polyethylene terephthalate or based on the fiber of the polyester of polyethylene terephthalate, owing to have high-melting-point, high elastic modulus and excellent thermostability, chemical-resistant, thus widely at the bottom of curtain, medicated cushion, dress material, blanket, cover, aspect uses such as tablecloth, loose cover cloth, wall decoration material, artificial hair, automobile interior trim material, outdoor supporting material, safety net.
On the other hand, the hair product end user hair of past wig, headwear wig, postiche head, hair band, Doll hair etc. or artificial hair (modification acrylonitrile fiber, polyvinyl chloride fibre) etc.But provide the human hair to become more and more difficult, the importance that the old friend makes hair is increasing.As the artificial hair material, though use the modified propylene nitrile that utilizes the anti-flammability speciality mostly, the heat resisting temperature aspect is insufficient.In recent years, proposed to use with the polyester of the polyethylene terephthalate representative of excellent heat resistance fiber for artificial hair scheme as the fiber of main component.Yet, during as the artificial hair material,, need give anti-flammability from the viewpoint of safety.Because in the past polyester fiber is flammable,, for example, makes the method for fiber or make the method that contains fire retardant in the polyester fiber etc. by the polyester that makes the anti-flammability monomer copolymerization that contains phosphorus atoms so carried out the various trials that will improve the polyester fiber anti-flammability.
As the former method that makes the anti-flammability monomer copolymerization, thereby the method (patent documentation 1) that has for example proposed to make phosphorus atoms become annular atoms and make the phosphorus compound copolymerization of good thermal stability, also proposed to make the method (patent documentation 2) of carboxyl phosphinic acid copolymerization, phosphorus compound has been cooperated or the method schemes such as (patent documentations 3) of copolymerization with the polyester that contains polyarylate.Use the scheme of above-mentioned fire-retardantization technology as artificial hair, for example proposed to make the polyester fiber (patent documentation 4) of phosphorus compound copolymerization.Yet, the demanding flame resistance of artificial hair, so artificial hair will use these copolymerization of polyester fiber, must increase its copolymerization amount, its as a result the thermostability of polyester reduce significantly, the melt spinning difficulty that becomes, though or, burning missing of ignition near the occasion of flame, produce fusion, drip the problem of dropping down and so on other.
In addition,, proposed the method (patent documentation 5) that makes polyester fiber contain the halo naphthenic compound of microgranule, contained the method schemes such as (patent documentations 6) of the alkyl cyclohexane of bromine atoms as the latter's the method that contains fire retardant.Make above-mentioned polyester fiber contain the method for fire retardant, in order to obtain sufficient flame resistance, existence must make and contain treatment temperature and become high temperature more than 150 ℃, maybe must make and contain the processing time and become long-time or must use the problem of a large amount of fire retardant and so on, produces problems such as fibrous physical property reduces or production efficiency reduces, production cost increases.
On the other hand; the nearest viewpoint of utilization, environmental conservation again from resource; depleted polyester article need be reclaimed, utilizes; particularly the use amount of polyester many, estimate use that use amount from now on also can increase the food of polyethylene terephthalate with liquid with bottle; be to have the goods that recycling is worth, begun its trial in fact.The polyester of these recovery made silk and when making its fibrosis, because impurity such as the additive that contains in this polyester, foreign body, in the elongation at break that dress material carries out during with the making thread of fiber usually reaches 30% stretching process, because fecund is given birth to fracture of wire, operability significantly descends, and is therefore had the dress material multifilament difficulty of versatility by the polyester manufacturing of reclaiming.In order to keep fibre property, make commercial production become possibility, the impurity beyond the polyester in the polyester fiber is contained at most smaller or equal to 5 weight %, the polyester bottles that need reclaim with classification is as raw material.But, because the liquid that edible liquid is crossed with bottle encapsulation heat sterilization, so the bottle stopper notch portion requires to have thermostability to a certain degree.Therefore, the plug notch portion of polyester bottles is used foreign material more, since be raw material with the polyester bottles, these foreign materials is removed difficulty.
As mentioned above, reality is not obtained to keep fibrous physical properties such as the thermostability of polyester fiber, intensity, percentage elongation in the past as yet, the constancy that the polyester that the artificial hair of constancy, excellent in flame retardance or use are reclaimed forms, the artificial hair of excellent in flame retardance.
Patent documentation 1: special public clear 55-41610 communique
Patent documentation 2: special public clear 53-13479 communique
Patent documentation 3: the spy opens flat 11-124732 communique
Patent documentation 4: the spy opens flat 3-27105 communique
Patent documentation 5: special fair 3-57990 communique
Patent documentation 6: special fair 1-24913 communique
Summary of the invention
The objective of the invention is to solve above-mentioned existing problem, the spinning workability excellence is provided, keep fibrous physical properties such as thermostability, intensity, percentage elongation, hai roll retentivity, perm style-setting excellent flame polyester artificial hair.
Present inventors have carried out research with keen determination in order to solve above-mentioned problem, found that: by with polyester with contain the fire retardant of phosphorus and/or contain the fire retardant of bromine and be selected from the chemical compound melting mixing of at least one of carbodiimide compound, two isoxazoline compound, isocyanate compound, with the compositions melt spinning that obtains, can access the spinning workability excellence, keep fibrous physical properties such as thermostability, intensity, percentage elongation, hai roll retentivity, perm style-setting excellent flame polyester artificial hair, thus the present invention finished.
Promptly, the present invention relates to the flame-retardant polyester artificial hair that forms by following compositions: will contain polyalkylene terephthalates and based on a kind of the copolyester of polyalkylene terephthalates or more kinds of polyester (A) 100 weight portions with contain the fire retardant of phosphorus and/or contain bromine fire retardant (B) 5～30 weight portions, be selected from carbodiimide compound, two isoxazoline compound and isocyanate compound at least one chemical compound (C) 0.05～10 weight portion melting mixing and obtain, intrinsic viscosity is 0.5～1.4.
In addition, preferred above-mentioned flame-retardant polyester artificial hair is the non-raw silk shape of crispaturaing, solution dyeing, and the ultimate fibre fiber number is 10～100dtex.
According to the present invention, can access the spinning workability excellence, keep fibrous physical properties such as thermostability, intensity, percentage elongation, hai roll retentivity, perm style-setting excellent flame polyester artificial hair.
Flame-retardant polyester artificial hair of the present invention is the fiber that following compositions melt spinning is formed: will contain polyalkylene terephthalates and based on a kind of the copolyester of polyalkylene terephthalates or more kinds of polyester (A), contain the fire retardant of phosphorus and/or contain bromine fire retardant (B), be selected from carbodiimide compound, two isoxazoline compound and isocyanate compound at least one chemical compound (C) melting mixing and obtain, intrinsic viscosity is 0.5～1.4.
As the polyalkylene terephthalates that contains in the polyester that uses among the present invention (A) or with the copolyester of polyalkylene terephthalates, can enumerate polyalkylene terephthalates such as polyethylene terephthalate, PTT, polybutylene terephthalate (PBT) for example and/or contain the copolyester of minor amounts of copolymerized composition based on these polyalkylene terephthalates as main body.In addition, also can become lamellar and utilization again by used useless PET bottle.
So-called aforementioned body is meant and contains more than or equal to 80 moles of %.
As above-mentioned copolymer composition, can enumerate for example M-phthalic acid, phthalic acid, naphthalenedicarboxylic acid, p-phthalic acid, trimellitic acid, PMA, succinic acid, 1,3-propanedicarboxylic acid, adipic acid, suberic acid, Azelaic Acid, decanedioic acid, polybasic carboxylic acids such as dodecanedioic acid, these derivant, 5-sodiosulfoisophthalic acid, 5-sodiosulfoisophthalic acid dihydroxy ethyl ester etc. contains the dicarboxylic acids of sulfonate, its derivant, 1, the 2-propylene glycol, 1, ammediol, 1, the 4-butanediol, 1, the 6-hexanediol, neopentyl glycol, 1, the 4-cyclohexanedimethanol, diethylene glycol, Polyethylene Glycol, trimethylolpropane, tetramethylolmethane, the 4-hydroxy benzoic acid, 6-caprolactone etc.
Simplicity aspect from stability, operation, preferred above-mentioned copolyester contains a spot of copolymer composition and its reaction is made by making in the polymer as the p-phthalic acid of main body and/or its derivant (for example p-phthalic acid methyl ester) and alkylene glycol usually, but also can further contain on a small quantity as the monomer or the oligomer composition of copolymer composition in the mixture as the p-phthalic acid of main body and/or its derivant (for example p-phthalic acid methyl ester) and alkylene glycol and its polymerization is made by making.
Above-mentioned copolyester, above-mentioned copolymer composition can polycondensation on main chain and/or side chain as the polyalkylene terephthalates of main body, be not particularly limited for copolymerization mode etc.
Concrete example as above-mentioned copolyester based on polyalkylene terephthalates, can enumerate for example based on polyethylene terephthalate, make the glycol ether copolymerization of bisphenol-A polyester, make 1, the polyester of 4-cyclohexanedimethanol copolymerization, make the polyester of 5-sodiosulfoisophthalic acid dihydroxy ethyl ester copolymerization etc.
Above-mentioned polyalkylene terephthalates and copolyester can use a kind, also two or more can be used in combination.Wherein, preferred polyethylene terephthalate, PTT, polybutylene terephthalate (PBT), copolyester are (based on polyethylene terephthalate, make the glycol ether copolymerization of bisphenol-A polyester, make 1, the polyester of 4-cyclohexanedimethanol copolymerization, make the polyester of 5-sodiosulfoisophthalic acid dihydroxy ethyl ester copolymerization etc.), also preferably with these two or more mixing.
Contain the fire retardant of phosphorus among the present invention and/or contain the fire retardant that contains phosphorus that uses in the fire retardant (B) of bromine, there is no particular restriction, so long as the normally used fire retardant that contains phosphorus just can use.
As the fire retardant that contains phosphorus among the present invention and/or contain the fire retardant that contains phosphorus that uses in the fire retardant (B) of bromine, can enumerate for example phosphate compounds, phosphonate ester compound, phosphinate compounds, phosphinoxides chemical compound, phosphinate compounds, phosphinous acid ester type compound, phosphine compound, general formula (1)
(in the formula, R
1Be the aromatic hydrocarbyl or the aliphatic alkyl of 1 valency, they can be identical separately also can be different, R
2Be the aromatic hydrocarbyl of divalent, when containing 2 or when more a plurality of, they can be the same or different, n represents 0～15) shown in condensed phosphoric acid ester type compound etc.These can use a kind, also can be with 2 kinds or multiple being used in combination.
As the above-mentioned concrete example that contains the fire retardant of phosphorus, can enumerate for example trimethyl phosphate, triethyl phosphate, tributyl phosphate, tricresyl phosphate (2-Octyl Nitrite), triphenyl phosphate, tricresyl phosphate (toluene ester), tricresyl phosphate (diformazan phenyl ester), tricresyl phosphate (isopropyl phenyl ester), tricresyl phosphate (phenyl phenyl ester), tri naphthyl phosphate, the cresyl phosphate phenyl ester, phosphoric acid (dimethylbenzene) ester diphenyl ester, triphenyl phosphine oxide, oxidation three (tolyl) phosphine, the methane phosphonic acid diphenyl ester, phenyl-phosphonic acid diethylester etc., in addition, can enumerate resorcinol polyphenylene phosphate ester, resorcinol poly-(two-2, the 6-xylyl) phosphate ester, polymer with bis phenol A tolyl phosphate ester, hydroquinone poly-(2, the 6-xylyl) phosphate ester etc., formula:
Shown condensed phosphoric acid ester type compound.
Wherein, the condensed phosphoric acid ester type compound shown in the preferred formula (1).
In addition, contain the fire retardant of phosphorus among the present invention and/or contain the fire retardant that contains bromine that uses in the fire retardant (B) of bromine, be not particularly limited, so long as the normally used fire retardant that contains bromine just can use.
As the fire retardant that contains phosphorus among the present invention and/or contain the concrete example of the fire retardant that contains bromine that uses in the fire retardant (B) of bromine, can enumerate pentabromotoluene, HBB, decabromodiphenyl, deca-BDE, two (tribromophenoxy) ethane, tetrabromophthalic anhydride, ethylenebis (tetrabromo phthalimide), ethylenebis (penta-bromophenyl), eight trimethylammonium bromide phenyl indans, three (tribromo neopentyl) phosphate ester etc. contains the phosphoric acid ester of bromine, the brominated Polystyrene class, bromination polyacrylic acid benzyl esters, the brominated epoxy oligomer class, the bromination phenoxy resin, brominated polycarbonate oligomer class, tetrabromobisphenol A, tetrabromobisphenol A-two (2,3-dibromopropyl ether), tetrabromobisphenol A-two (allyl ether), tetrabromobisphenol A-two tetrabromobisphenol A derivants such as (hydroxyethyl ethers), three (tribromophenoxy) triazine etc. contains the compound in triazine class of bromine, three (2, the 3-dibromopropyl) isocyanuric acid ester etc. contains the isocyanuric acid compounds of bromine etc.These can use a kind, also two or more can be used in combination.
Wherein, preferably contain bromine phosphoric acid ester fire retardant, brominated Polystyrene based flame retardant, bromination benzyl acrylate based flame retardant, brominated polycarbonate based flame retardant, tetrabromobisphenol A derivant, contain bromine compound in triazine class, contain the isocyanuric acid compounds of bromine.
Contain the fire retardant of phosphorus among the present invention and/or contain the use amount of the fire retardant (B) of bromine, with respect to polyester (A) 100 weight portions, preferred 5～30 weight portions, more preferably 6～25 weight portions, further preferred 7～20 weight portions.If the use amount that contains the fire retardant of phosphorus and/or contain the fire retardant (B) of bromine is less than 5 weight portions, then there is the tendency that is difficult to obtain flame retardant effect, if more than 30 weight portions, the tendency that then exists mechanical property, thermostability, anti-trickling to suffer damage.
The carbodiimide compound of (C) composition that uses among the present invention, be that intramolecularly has at least 2 by (N=C=N-) the chemical compound of Biao Shi carbodiimide, be not particularly limited, can enumerate for example diphenyl carbodiimide, dicyclohexylcarbodiimide, two (2, the 6-3,5-dimethylphenyl) carbodiimide, DIC, dioctyl decyl carbodiimide, two (o-tolyl) carbodiimide, N-tolyl-N '-phenyl carbons diimine, N-tolyl-N '-carbodicyclo hexylimide, two (p-methylphenyl) carbodiimide, two (p-nitrophenyl) carbodiimide, two (p-aminophenyl) carbodiimide, two (p-hydroxybenzene) carbodiimide, two (rubigan) carbodiimide, two (Chloro-O-Phenyl) carbodiimide, two (3, the 4-Dichlorobenzene base) carbodiimide, two (2, the 5-Dichlorobenzene base) carbodiimide, TOPOT 2,2 (o-tolyl carbodiimide), TOPOT 2,2 (dicyclohexylcarbodiimide), TOPOT 2,2 [two (rubigan) carbodiimide], hexa-methylene two (dicyclohexylcarbodiimide), ethylenebis (diphenyl carbodiimide), ethylenebis list or dual-carbodiimide chemical compounds such as (dicyclohexylcarbodiimides), poly-(1,6-hexa-methylene carbodiimide), poly-(4,4 '-di-2-ethylhexylphosphine oxide carbodicyclo hexylimide), poly-(1,3-cyclohexylidene carbodiimide), poly-(1,4-cyclohexylidene carbodiimide) poly-carbodiimide such as, poly-(4,4 '-diphenyl methane carbodiimide), poly-(3,3 '-dimethyl-4,4 '-diphenyl methane carbodiimide), poly-(naphthylene carbodiimide), poly-(to the phenylene carbodiimide), poly-(metaphenylene carbodiimide), poly-(tolyl carbodiimide), poly-(diisopropyl phenylene carbodiimide), poly-(methyl-diisopropyl phenylene carbodiimide), poly-(triethyl group phenylene carbodiimide), poly-fragrant adoption carbodiimides such as (triisopropyl phenylene carbodiimides) etc., as commercially available product, the STABAXOL I of Beyer Co., Ltd is arranged, STABAXOL P (being registered trade mark).This carbodiimide compound can use separately, also can be with 2 kinds or multiple and usefulness.
Two isoxazoline compounds of (C) composition that uses among the present invention, be not particularly limited, for example can enumerate 2,2 '-di-2-ethylhexylphosphine oxide (2- azoles quinoline), 2,2 '-ethylenebis (2- azoles quinoline), 2,2 '-ethylenebis (4-methyl-2- azoles quinoline), 2,2 '-propylidene two (2- azoles quinoline), 2,2 '-tetramethylene two (2- azoles quinoline), 2,2 '-hexa-methylene two (2- azoles quinoline), 2,2 '-eight di-2-ethylhexylphosphine oxides (2- azoles quinoline), 2,2 '-TOPOT 2,2 (2- azoles quinoline), 2,2 '-TOPOT 2,2 (4-methyl-2- azoles quinoline), 2,2 '-TOPOT 2,2 (4,4-dimethyl-2- azoles quinoline), 2,2 '-TOPOT 2,2 (4-phenyl-2- azoles quinoline), 2,2 '-metaphenylene two (2- azoles quinoline), 2,2 '-metaphenylene two (4-methyl-2- azoles quinoline), 2,2 '-metaphenylene two (4,4-dimethyl-2- azoles quinoline), 2,2 '-metaphenylene two (4-phenyl-2- azoles quinoline), 2,2 '-adjacent phenylene two (2- azoles quinoline), 2,2 '-phenyl two (4-methyl-2- azoles quinoline), 2,2 '-two (2- azoles quinolines), 2,2 '-two (4-methyl-2- azoles quinoline), 2,2 '-two (4-methyl-2- azoles quinoline), 2,2 '-two (4-phenyl-2- azoles quinoline) etc.Two isoxazoline compounds like this can use separately, also can and use two or more.
The isocyanates of (C) composition that uses among the present invention can be enumerated aliphatic or aromatic various vulcabond.The alkylidene of aliphatic diisocyanate is not limited to linear chain structure, also can comprise branched structure or alicyclic structure, also can contain oxygen atom.In addition, then there is no particular restriction so long as contain the aromatic hydrocarbyl of bivalence in the molecule for aromatic diisocyanate.As aliphatic diisocyanate, for example can enumerate 1, the 3-trimethylene diisocyanate, 1, the 4-tetramethylene diisocyanate, 1, the 6-hexamethylene diisocyanate, 1,9-nine methylene diisocyanates, 1,10-decamethylene vulcabond, 1,12-ten dimethylene diisocyanates, hexamethylene diisocyanate biuret body, 2,2, the 4-trimethyl hexamethylene diisocyanate, 2,4, the 4-trimethyl hexamethylene diisocyanate, isophorone diisocyanate, 1, the 4-cyclohexane diisocyanate, 4,4 '-dicyclohexyl methyl hydride diisocyanate, the hydrogenation eylylene diisocyanate, 2,2 '-Anaesthetie Ether vulcabond etc.In addition, as aromatic diisocyanate, can enumerate for example PPDI, toluene di-isocyanate(TDI), eylylene diisocyanate, 4,4 '-biphenyl diisocyanate, 1, the 5-naphthalene diisocyanate, 4,4 '-methyl diphenylene diisocyanate, 3,3 '-methylene, two methylene phenyl-4,4 '-vulcabond, toluene di-isocyanate(TDI) trimethylolpropane addition product, triphenylmethane triisocyanate, 4,4 '-diphenyl ether vulcabond, the tetrachloro phenylene vulcabond, 3,3 '-two chloro-4,4 '-methyl diphenylene diisocyanate, triisocyanate phenyl thiophosphate etc.These isocyanate compounds can use separately, also can be with 2 kinds or multiple and usefulness.
Be selected from the use amount of chemical compound (C) of at least one of carbodiimide compound, two isoxazoline compound and isocyanate compound among the present invention, with respect to polyester (A) 100 weight portions, be 0.05～10 weight portion, preferred 0.1～8 weight portion, further preferred 0.2～6 weight portion.When being selected from use amount less than 0.05 weight portion of chemical compound (C) of at least one of carbodiimide compound, two isoxazoline compound and isocyanate compound, there are mobile reduction, the little tendency of effect to trickling and suppressing, when surpassing 10 weight portions, there are the anti-flammability of flame-retardant polyester artificial hair, the tendency that mechanical strength descends.
With (A), (B) and (C) composition melting mixing and the compositions of the present invention that obtains, by regulating the use amount of (C) composition, making intrinsic viscosity is 0.5～1.4, can access good spinning workability.As the intrinsic viscosity of compositions, preferred 0.5～1.4, more preferably 0.6～1.2.When the intrinsic viscosity less than 0.5 of compositions, produce the tendency that the mechanical strength of the fiber that obtains descends, surpass at 1.4 o'clock, melt viscosity is accompanied by the increase of molecular weight and raises, and produces the melt spinning difficulty that becomes, the fiber number uneven tendency that becomes.
The polyesters compositions that the present invention uses, for example, can by with (A), (B) and (C) composition do mixed after, use various general mixing rolls to carry out melting mixing and make.
As the example of above-mentioned mixing roll, for example, can enumerate single screw extrusion machine, double screw extruder, roller, Banbury, kneader etc.Wherein, consider preferred double screw extruder from the adjusting of mixing degree, the viewpoint of ease-to-operate.
For example, can use the double screw extruder of screw diameter 45mm, making barrel temperature is 260～300 ℃, under extrusion capacity 50～150kg/hr, screw rod revolution 150～200rpm, carry out melting mixing, by mouth mode pulling tow, after carrying out water-cooled, use the tow cutting machine to carry out pelletize, obtain compositions of the present invention.
Polyester artificial hair of the present invention can make by adopting common melt spinning method that above-mentioned polyesters compositions is carried out melt spinning.
That is, for example, making extruder, gear pump, the first grade temperature of spray webbing is 270～310 ℃, carries out melt spinning, makes to spin strand by behind the cartridge heater, is cooled to below the glass transition temperature, draws by the speed that 50～5000m/ divides, and makes and spins strand.In addition, can also in being added with the tank of cooling water, cool off and spin strand, carry out the control of fiber number.The temperature of the temperature of the temperature of cartridge heater or length, cooling air or the amount of blowing, bosh, cool time, hauling speed can utilize the hole count of spray volume and spinning head suitably to regulate.
The strand that spins that makes is carried out hot-stretch, and stretching is carried out tensile two operation methods are carried out tensile direct spinning stretching method continuously with not reeling any method after can adopting temporary transient coiling to spin strand.Hot-stretch adopts 1 section pulling method or the multistage pulling method more than 2 sections to carry out.As the heater means in the hot-stretch, can use warm-up mill, hot plate, steam injection equipment, warm water tank etc., also can be suitably with these means and usefulness.
Polyester artificial hair of the present invention can contain various additives such as heat-resistant agent, light stabilizer, fluorescent agent, antioxidant, antistatic additive, pigment, plasticizer, lubricant according to need.By containing pigment, can obtain dope-dyed fiber.
The polyester artificial hair of the present invention that makes like this is the fiber of the non-raw silk shape of crispaturaing, and its fiber number is 10～100dtex and then be 20～90dtex normally, is suitable for artificial hair and uses.In addition,, preferably have and to be difficult to catch fire at 160～200 ℃ of thermostabilitys that use beautifying heat utensil (hair iron) down, have from fire extinguishing property as artificial hair.
Polyester artificial hair of the present invention has been carried out the occasion of solution dyeing, can directly use, in the occasion of not carrying out solution dyeing, can with the same condition of common polyester fiber under dye.
The pigment that dyeing is used, dyestuff, auxiliary agent etc., the product of preferred weatherability and good flame resistance.
Polyester artificial hair of the present invention, the hai roll constancy excellence of use beautifying heat utensil (hair iron), the retentivity of hai roll are also excellent.In addition, concavo-convex by fiber surface, moderately delustring can be used as artificial hair.In addition, use the oil preparation of fiber surface inorganic agent, softening agent etc., give sense of touch, feel, can be more near the human hair.
In addition, flame-retardant polyester artificial hair of the present invention can with other artificial hair material and usefulness such as modification acrylonitrile fiber, polyvinyl chloride fibre, nylon fiber, also can and use with the human hair.
The specific embodiment
Below, according to embodiment the present invention is more specifically described, but the present invention is not subjected to these qualification.
Embodiment
The assay method of characteristic value is as described below among the present invention.
(intrinsic viscosity of polyester)
With phenol and sym-tetrachloroethane etc. the weight mixture as solvent, use Ubbelohde viscometer to the relative viscosity under 25 ℃ of the measured in solution of concentration 0.5g/dl, calculate intrinsic viscosity by following formula.
(in the formula, η is the viscosity of solution, η
0Be the viscosity of solvent, η
RelBe relative viscosity, η
SpBe reduced viscosity, [η] is intrinsic viscosity, and C is the concentration of solution).
(intensity and percentage elongation)
Use INTESCO corporate system INTESCO Mode 1201 types, measure hot strength, the percentage elongation of long filament.Get 1 threads of length 40mm, use the cardboard (thin paper) post the two sides adhesive tape of sticking with paste binding agent to clamp the two ends 10mm of long filament, at an air-dry night, make the sample of length 20mm.Sample is contained on the testing machine, under 24 ℃ of temperature, humidity below 80%, load 1/30gF * fiber number (dawn) and draw speed 20mm/ divide, tests mensuration intensity, percentage elongation.Adopt the same terms to repeat 10 tests, with intensity and the percentage elongation of meansigma methods as long filament.
(thermostability)
As the index that thermostability is estimated, use Seiko electronics industry (strain) system SSC5200H heat to analyze TMA/SS150C, measure the percent thermal shrinkage of long filament.Get 10 of long long filaments for 10mm, apply the load of 5.55mg/dtex, with 3 ℃ of/minute percent thermal shrinkages of measuring 30～280 ℃ of scopes of programming rate.
(anti-flammability)
The long filament of the about 50dtex of fiber number is cut into the length of 150mm, ties up 0.7g, use clamp clamps one end, be fixed on the bearing support, vertically hang down.In 3 seconds of flame that make the fixed length wire connection of effective long 120mm touch 20mm, its burning is estimated.
-flammability-
◎: 0 second residual flame time (missing of ignition)
Zero: residual flame deficiency of time 3 seconds
△: 3～10 seconds residual flame time
*: the residual flame time is more than 10 seconds
-Nai drip dropping down property-
◎: dripping and dropping down number is 0
Zero: dripping and dropping down number is below 5
△: dripping and dropping down number is 6～10
*: dripping and dropping down number is more than 11
(hai roll constancy)
The long filament that forms straw is wrapped on the pipe of diameter 32mm, under 120 ℃, relative humidity 100%, 60 minutes steaming condition, carry out the hai roll typing, at room temperature aging after 60 minutes, an end of the fixing long filament that curls, suspend the state of visual valuation hai roll in midair.With its index, the state that preferred length is short, hai roll is fully finalized the design as the easy degree of hai roll typing.
Zero: hai roll is fully finalized the design
△: hai roll stretches on a small quantity
*: hai roll stretches, the hai roll shape deterioration
(perm style-setting)
The use hair iron fixedly easy degree of hai roll is the index of hai roll shape retention.Long filament is clipped in the hair iron that is heated to 180 ℃ lightly, friction preheating 3 times, fusion, the comb between visual valuation long filament this moment is logical, the crispaturaing of long filament, fracture of wire.Then, the long filament of preheating is wrapped on the hair iron, kept for 10 seconds, extract hair iron.Visual valuation easily pulling out property (withdrawing from property of bar), the hai roll retentivity when pulling out at this moment.
(embodiment 1～8)
With the composition dries of ratio shown in the table 1 below water quantities 100ppm, add painted with polyester granulate PESM 6100 BLACK (industry (strain) system of refining big day, content of carbon black 30%, polyester is contained in (A) composition) 2 parts do and mix, supply with double screw extruder, after 280 ℃ of following melting mixings, pelletize, be dried to below the water quantities 100ppm.Then, use melt spinning machine spinneret ejection molten polymer by circular section spray orifice under 280 ℃, carry out air cooling, press the speed coiling that 100m/ divides, obtain undrawn yarn with 20 ℃ air-coolers with 40 hole nozzle diameter 0.5mm.Use is heated to 85 ℃ hot-rolling the undrawn yarn that obtains is stretched, and becomes 4 times of drawn yarns, uses the hot-rolling that is heated to 200 ℃ to heat-treat, and press the speed coiling that 30m/ divides, and makes the polyester fiber (multifilament) about ultimate fibre fiber number 50dtex.
Table 1
| Embodiment | Comparative example | ||||||||||
| 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 1 | 2 | ||
| (A) | EFG-10 *1 | 100 | 100 | 100 | 100 | 100 | 100 | 100 | |||
| Reclaim the PET sheet *2 | 100 | 100 | 100 | ||||||||
| (B) | PX-202 *3 | 15 | 15 | 15 | 15 | 15 | 15 | ||||
| SR-T5000 *4 | 12 | 12 | 12 | 12 | |||||||
| (C) | Stabaxol P *5 | 4 | 2 | 4 | |||||||
| 2,2-(1, the 3-phenylene)-two (2- azoles quinoline) | 1 | 0.5 | 2 | ||||||||
| PPDI | 0.5 | 0.3 | |||||||||
* 1: polyethylene terephthalate, IV0.60, Kanebo Gohsen, Ltd. makes
* 2: be ground into lamellar, IV0.65 after will reclaiming the washing of PET bottle
* 3: condensed phosphoric acid esters, big eight chemical industry (strain) are made
* 4: bromination epoxy based flame retardant, this pharmaceutical industries of slope (strain) system
* 5: fragrant adoption carbodiimide, Beyer Co., Ltd make
The estimation of fibres intensity that use is made, percentage elongation, percent thermal shrinkage, anti-flammability, hai roll retentivity, perm style-setting the results are shown in table 2.
Table 2
| Embodiment | |||||||||
| 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | ||
| The intrinsic viscosity of compositions (IV) | 0.73 | 0.73 | 0.73 | 0.73 | 0.73 | 0.73 | 0.73 | 0.73 | |
| Spinning workability | ○ | ○ | ○ | ○ | ○ | ○ | ○ | ○ | |
| Fiber number (dtex) | 50 | 51 | 52 | 49 | 52 | 50 | 52 | 50 | |
| Intensity (cN/dtex) | 2.5 | 2.4 | 2.2 | 2.8 | 2.7 | 2.5 | 2.4 | 2.6 | |
| Percentage elongation (%) | 58 | 61 | 65 | 54 | 58 | 60 | 52 | 53 | |
| Percent thermal shrinkage under 180 ℃ (%) | 2.5 | 2.2 | 2.3 | 2.3 | 1.9 | 2.2 | 2.4 | 2.4 | |
| Anti-flammability | Flammability | ○ | ○ | ○ | ○ | ○ | ○ | ○ | ○ |
| Anti-dropping down property | ○ | ○ | ○ | ○ | ○ | ○ | ○ | ○ | |
| The hai roll constancy | ○ | ○ | ○ | ○ | ○ | ○ | ○ | ○ | |
| Perm style-setting (180 ℃) | Fusion | ○ | ○ | ○ | ○ | ○ | ○ | ○ | ○ |
| Crispatura/fracture of wire | ○ | ○ | ○ | ○ | ○ | ○ | ○ | ○ | |
| Withdrawing from property of bar | ○ | ○ | △ | ○ | ○ | ○ | ○ | ○ | |
| Constancy | ○ | ○ | ○ | ○ | ○ | ○ | ○ | ○ | |
(comparative example 1 and 2)
The composition dries of ratio shown in the table 1 below water quantities 100ppm, is similarly made polyester fiber (multifilament) about ultimate fibre fiber number 50dtex with embodiment.
The estimation of fibres intensity that use is made, percentage elongation, percent thermal shrinkage, anti-flammability, hai roll retentivity, perm style-setting the results are shown in table 3.
Table 3
| Comparative example | |||
| 1 | 2 | ||
| The intrinsic viscosity of compositions (IV) | 0.73 | 0.73 | |
| Spinning workability | △ | × | |
| Fiber number (dtex) | 49 | 48 | |
| Intensity (cN/dtex) | 1.8 | 1.5 | |
| Percentage elongation (%) | 69 | 72 | |
| Percent thermal shrinkage under 180 ℃ (%) | 4.1 | 4.6 | |
| Anti-flammability | Flammability | △ | △ |
| Anti-dropping down property | × | × | |
| The hai roll constancy | △ | △ | |
| Perm style-setting (180 ℃) | Fusion | ○ | ○ |
| Crispatura/fracture of wire | ○ | ○ | |
| Withdrawing from property of bar | × | × | |
| Constancy | △ | △ | |
Shown in table 2 and table 3, with respect to comparative example, excellences such as the thermostability among the affirmation embodiment, hai roll retentivity, perm style-setting, and by using carbodiimide compound, two isoxazoline compound, isocyanate compound, can control characteristic viscosity, have excellent spinning workability.Therefore, confirm this use the artificial hair of carbodiimide compound, two isoxazoline compound, isocyanate compound, compare with artificial hair in the past, under the situation of the mechanical property that keeps polyester, thermal characteristics, can use effectively as improved artificial hairs such as thermostability, perm style-settings.
According to the present invention, the spinning workability excellence can be provided, and when keeping fibrous physical properties such as thermostability, intensity, percentage elongation, hai roll retentivity, perm style-setting excellent flame polyester artificial hair.
Claims (11)
1. flame-retardant polyester artificial hair, it is formed by following compositions: will contain polyalkylene terephthalates and based on a kind of the copolyester of polyalkylene terephthalates or more kinds of polyester (A) 100 weight portions with contain the fire retardant of phosphorus and/or contain fire retardant (B) 5～30 weight portions of bromine and be selected from carbodiimide compound, two isoxazoline compound and isocyanate compound at least one chemical compound (C) 0.05～10 weight portion melting mixing and obtain, intrinsic viscosity is 0.5～1.4.
2. the described flame-retardant polyester artificial hair of claim 1, wherein, polyalkylene terephthalates is the polymer that is selected from least one of polyethylene terephthalate, PTT and polybutylene terephthalate (PBT).
3. the described flame-retardant polyester artificial hair of claim 1, wherein, polyester (A) is to reclaim the polyethylene terephthalate of using by exhausted useless PET bottle.
4. claim 1,2 or 3 described flame-retardant polyester artificial hairs, wherein, the fire retardant (B) that contains the fire retardant of phosphorus and/or contain bromine is the chemical compound that is selected from least one of phosphate compounds, phosphonate ester compound, phosphinate compounds, phosphinoxides chemical compound, phosphinate compounds, phosphinous acid ester type compound, phosphine compound and condensed phosphoric acid ester compounds.
5. claim 1,2 or 3 described flame-retardant polyester artificial hairs, wherein, the fire retardant (B) that contains the fire retardant of phosphorus and/or contain bromine is to be selected from the phosphoric acid ester fire retardant, brominated Polystyrene based flame retardant, bromination benzyl acrylate based flame retardant, bromination epoxy based flame retardant, bromination phenoxy resin based flame retardant, brominated polycarbonate based flame retardant, the tetrabromobisphenol A derivant that contain bromine, to contain the compound in triazine class of bromine and to contain the chemical compound of at least one of the isocyanuric acid compounds of bromine.
6. claim 1,4 or 5 described flame-retardant polyester artificial hairs, wherein, be selected from carbodiimide compound, the chemical compound (C) of at least one of two isoxazoline compounds and isocyanate compound is to be selected from TOPOT 2,2 (o-tolyl carbodiimide), TOPOT 2,2 (rubigan carbodiimide), ethylenebis (diphenyl carbodiimide), poly-(4,4 '-di-2-ethylhexylphosphine oxide carbodicyclo hexylimide), poly-(4,4 '-diphenyl methane carbodiimide), poly-(3,3 '-dimethyl-4,4 '-diphenyl methane carbodiimide), poly-(naphthylene carbodiimide), poly-(to the phenylene carbodiimide), poly-(metaphenylene carbodiimide), poly-(tolyl carbodiimide), poly-(diisopropyl phenylene carbodiimide), poly-(methyl-diisopropyl phenylene carbodiimide), the at least one of poly-(triethyl group phenylene carbodiimide) and poly-(triisopropyl phenylene carbodiimide).
7. claim 1,4 or 5 described flame-retardant polyester artificial hairs, wherein, be selected from carbodiimide compound, the chemical compound (C) of at least one of two isoxazoline compounds and isocyanate compound is selected from 2,2 '-two (2- azoles quinolines), 2,2 '-two (4-methyl-2- azoles quinoline), 2,2 '-two (4,4-dimethyl-2- azoles quinoline), 2,2 '-two (4-phenyl-2- azoles quinoline), 2,2 '-two (4-cyclohexyl-2- azoles quinoline), 2,2 '-two (4-benzyls-2- azoles quinoline), 2,2 '-TOPOT 2,2 (2- azoles quinoline), 2,2 '-metaphenylene two (2- azoles quinoline), 2,2 '-adjacent phenylene two (2- azoles quinoline), 2,2 '-TOPOT 2,2 (4-methyl-2- azoles quinoline), 2,2 '-TOPOT 2,2 (4,4-dimethyl-2- azoles quinoline), 2,2 '-metaphenylene two (4-methyl-2- azoles quinoline), 2,2 '-metaphenylene two (4,4-dimethyl-2- azoles quinoline), 2,2 '-ethylenebis (2- azoles quinoline), 2,2 '-tetramethylene two (2- azoles quinoline), 2,2 '-tetramethylene two (4,4-dimethyl-2- azoles quinoline), 2,2 '-9,9 '-biphenoxyl ethane two (2- azoles quinoline), 2,2 '-cyclohexylidene two (2- azoles quinoline) and 2, at least one of 2 '-diphenylene two (2- azoles quinoline).
8. claim 1,4 or 5 described flame-retardant polyester artificial hairs, wherein, be selected from carbodiimide compound, the chemical compound (C) of at least one of two isoxazoline compounds and isocyanate compound is selected from 1, the 6-hexamethylene diisocyanate, 1,12-ten dimethylene diisocyanates, 2,2, the 4-trimethyl hexamethylene diisocyanate, 2,4, the 4-trimethyl hexamethylene diisocyanate, isophorone diisocyanate, 1, the 4-cyclohexane diisocyanate, 4,4 '-dicyclohexyl methyl hydride diisocyanate, the hydrogenation eylylene diisocyanate, PPDI, toluene di-isocyanate(TDI), eylylene diisocyanate, 4,4 '-biphenyl diisocyanate, 1, the 5-naphthalene diisocyanate, 4,4 '-methyl diphenylene diisocyanate (MDI), triphenylmethane triisocyanate and 4, at least one of 4 '-diphenyl ether vulcabond.
9. the described flame-retardant polyester artificial hair of any one of claim 1～8, wherein, flame-retardant polyester artificial hair is the non-raw silk shape of crispaturaing.
10. the described flame-retardant polyester artificial hair of any one of claim 1～9 wherein, has carried out solution dyeing to flame-retardant polyester artificial hair.
11. the described flame-retardant polyester artificial hair of any one of claim 1～10, wherein, the ultimate fibre fiber number of flame-retardant polyester artificial hair is 10～100dtex.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP079471/2004 | 2004-03-19 | ||
| JP2004079471 | 2004-03-19 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1929879A true CN1929879A (en) | 2007-03-14 |
| CN100448489C CN100448489C (en) | 2009-01-07 |
Family
ID=34993454
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2005800080062A Expired - Fee Related CN100448489C (en) | 2004-03-19 | 2005-03-16 | Flame-retardant polyester artificial hair |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US20070184264A1 (en) |
| JP (1) | JPWO2005089821A1 (en) |
| KR (1) | KR20070001150A (en) |
| CN (1) | CN100448489C (en) |
| WO (1) | WO2005089821A1 (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102574995A (en) * | 2009-10-14 | 2012-07-11 | 株式会社自动网络技术研究所 | Modified recycled polyester resin and molded article using same |
| CN101397755B (en) * | 2007-09-26 | 2012-07-25 | 第一工业制药株式会社 | Inflaming retarding processing agent of polyester fibre and processing method thereof |
| CN102787381A (en) * | 2012-06-25 | 2012-11-21 | 精源(南通)化纤制品有限公司 | Flame-retardant animal protein artificial hair and preparation method thereof |
| CN103328702A (en) * | 2010-11-17 | 2013-09-25 | Frx聚合物股份有限公司 | Phosphonate polymers, copolymers, and their respective oligomers as flame retardants for polyester fibers |
| CN104695049A (en) * | 2015-03-06 | 2015-06-10 | 苏州爱立方服饰有限公司 | Fiber-reinforced fabric material and preparation method thereof |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ560635A (en) * | 2005-02-15 | 2009-12-24 | Aderans Holdings Co Ltd | Artificial hair and wig using the same |
| DK1980166T3 (en) * | 2006-01-30 | 2018-02-12 | Aderans Kk | Artificial hair, wig with artificial hair and method of making artificial hair |
| JP5063242B2 (en) * | 2006-08-14 | 2012-10-31 | 株式会社アデランス | Artificial hair and wig using the same |
| KR100849517B1 (en) * | 2008-02-21 | 2008-07-31 | (주)우노 앤 컴퍼니 | Flameproof polyester type synthetic hair filament and process for preparing the same |
| KR101167064B1 (en) * | 2009-12-29 | 2012-07-27 | (주)우노 앤 컴퍼니 | PTT/PET/PP Type Synthetic Hair Filament and Process for Preparing Same |
| US8604105B2 (en) | 2010-09-03 | 2013-12-10 | Eastman Chemical Company | Flame retardant copolyester compositions |
| JP5651270B2 (en) | 2012-05-16 | 2015-01-07 | 株式会社カネカ | Polyester-based artificial hair fiber, headdress product including the same, and method for producing the same |
| CN102732995A (en) * | 2012-06-21 | 2012-10-17 | 精源(南通)化纤制品有限公司 | Flame-resistant artificial hair and manufacturing method thereof |
| CN105177752B (en) * | 2015-10-21 | 2017-10-24 | 东华大学 | A kind of situ-formed graft of high-strength fire-retarding terylene is modified spinning process |
| CN105177754B (en) * | 2015-10-21 | 2017-08-01 | 东华大学 | A kind of preparation method of high-strength fire-retarding polyester filament |
| CN112831023B (en) * | 2019-11-22 | 2022-07-12 | 万华化学集团股份有限公司 | High-stability 1, 5-naphthalene diisocyanate and polyurethane elastomer prepared from same |
| US20220306822A1 (en) * | 2019-11-27 | 2022-09-29 | Kuraray Co., Ltd. | Surface-modified fibers, reinforcing fibers, and molded article using same |
| CN115198388B (en) * | 2022-07-11 | 2023-10-03 | 许昌鸿洋生化实业发展有限公司 | Flame-retardant antistatic regenerated polyester wig fiber and preparation method thereof |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1236575A (en) * | 1967-11-01 | 1971-06-23 | Courtaulds Ltd | Artificial hair |
| JPS536253B1 (en) * | 1970-04-18 | 1978-03-06 | ||
| JPS52114648A (en) * | 1976-03-22 | 1977-09-26 | Dainippon Ink & Chem Inc | Preparation of flame-retardant thermoplastic resin compositions |
| US4806588A (en) * | 1986-04-15 | 1989-02-21 | Toyo Boseki Kabushiki Kaisha | Polyester resin composition |
| JPS6312716A (en) * | 1986-06-30 | 1988-01-20 | Kuraray Co Ltd | Artificial hair and production thereof |
| CA2189325A1 (en) * | 1995-03-10 | 1996-09-19 | Youichi Ohara | Flame-retardant polyethylene terephthalate resin compositions |
| JP3614969B2 (en) * | 1995-05-29 | 2005-01-26 | 東レ株式会社 | Polyester compositions, monofilaments and industrial fabrics |
| JPH09316727A (en) * | 1996-05-30 | 1997-12-09 | Teijin Ltd | Melt spinning of polyester |
| JPH10102320A (en) * | 1996-09-27 | 1998-04-21 | Unitika Ltd | Polyester filament and its production |
| JP3677669B2 (en) * | 1997-10-06 | 2005-08-03 | 株式会社カネカ | Flame retardant antistatic polyester resin composition |
| JP2001172823A (en) * | 1999-12-13 | 2001-06-26 | Toyobo Co Ltd | Flame-retardant polyester fiber and method for producing the same |
| JP2001098145A (en) * | 1999-09-30 | 2001-04-10 | Nippon Shokubai Co Ltd | Thermoplastic polyester resin composition |
| JP2002348734A (en) * | 2001-03-23 | 2002-12-04 | Kanegafuchi Chem Ind Co Ltd | Heat shrinkable polyester fiber and artificial hair using the same |
| JP3887199B2 (en) * | 2001-10-04 | 2007-02-28 | 積水化学工業株式会社 | Manufacturing method of fibrous thermoplastic resin molding |
| JP2004060075A (en) * | 2002-07-26 | 2004-02-26 | Toray Monofilament Co Ltd | Polyester monofilament and method for producing the same and industrial woven fabric |
| CN100396204C (en) * | 2003-07-14 | 2008-06-25 | 富士化工株式会社 | Artificial hair |
| JP2005068576A (en) * | 2003-08-21 | 2005-03-17 | Kaneka Corp | Fiber for flame-retardant polyester-based artificial hair |
-
2005
- 2005-03-16 US US10/590,089 patent/US20070184264A1/en not_active Abandoned
- 2005-03-16 WO PCT/JP2005/004627 patent/WO2005089821A1/en active Application Filing
- 2005-03-16 CN CNB2005800080062A patent/CN100448489C/en not_active Expired - Fee Related
- 2005-03-16 KR KR1020067016996A patent/KR20070001150A/en not_active Application Discontinuation
- 2005-03-16 JP JP2006511198A patent/JPWO2005089821A1/en not_active Withdrawn
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101397755B (en) * | 2007-09-26 | 2012-07-25 | 第一工业制药株式会社 | Inflaming retarding processing agent of polyester fibre and processing method thereof |
| CN102574995A (en) * | 2009-10-14 | 2012-07-11 | 株式会社自动网络技术研究所 | Modified recycled polyester resin and molded article using same |
| CN102574995B (en) * | 2009-10-14 | 2014-04-30 | 株式会社自动网络技术研究所 | Modified recycled polyester resin and molded article using same |
| CN103328702A (en) * | 2010-11-17 | 2013-09-25 | Frx聚合物股份有限公司 | Phosphonate polymers, copolymers, and their respective oligomers as flame retardants for polyester fibers |
| CN102787381A (en) * | 2012-06-25 | 2012-11-21 | 精源(南通)化纤制品有限公司 | Flame-retardant animal protein artificial hair and preparation method thereof |
| CN104695049A (en) * | 2015-03-06 | 2015-06-10 | 苏州爱立方服饰有限公司 | Fiber-reinforced fabric material and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN100448489C (en) | 2009-01-07 |
| US20070184264A1 (en) | 2007-08-09 |
| KR20070001150A (en) | 2007-01-03 |
| JPWO2005089821A1 (en) | 2008-01-31 |
| WO2005089821A1 (en) | 2005-09-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN1929879A (en) | Flame-retardant polyester artificial hair | |
| JP3895328B2 (en) | Flame retardant polyester fiber and artificial hair using the same | |
| JP3926328B2 (en) | Artificial hair | |
| US7754792B2 (en) | Flame-retardant polyester artificial hair | |
| CN1930330A (en) | Flame-retardant artificial polyester hair | |
| CN108882764A (en) | Artificial hair resin combination and its formed body | |
| CN1826436A (en) | Flame-retardant polyester fibers for artificial hair | |
| JP2006316395A (en) | Flame-retardant polyester artificial hair | |
| CN1890414A (en) | Flame-retardant polyester fiber for artificial hair | |
| CN1435517A (en) | Fibre for artificial flame-retardant polyester hair | |
| JP2005068576A (en) | Fiber for flame-retardant polyester-based artificial hair | |
| JP2004019021A (en) | Liquid-crystalline polyester for fiber and its fiber | |
| WO2006028102A1 (en) | Artificial hair made of flame-retardant polyester | |
| JP5122236B2 (en) | Far-infrared radiation fiber, fabric comprising the same, and method for producing the same | |
| KR20140022410A (en) | Fiber for artificial hair, and hairpiece product | |
| JP4742760B2 (en) | Flame retardant polyester artificial hair | |
| JP2005273072A (en) | Flame-retardant polyester-based artificial hair | |
| KR101562284B1 (en) | Synthetic Hair Filament and Process for Preparing Same | |
| JP2006104621A (en) | Flame-retardant polyester-based artificial hair | |
| JP2009235626A (en) | Flame-retardant polyester-based artificial hair | |
| JP2006144184A (en) | Flame-retardant polyester-based artificial hair | |
| JP2005273033A (en) | Polyester-based artificial hair fiber | |
| WO2006028113A1 (en) | Flame-retardant polyester fiber for artificial hair | |
| JP2006097185A (en) | Flame-retardant polyester artificial hair | |
| JP2005120532A (en) | Flame-retardant polyester-based fiber for artificial hair |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C17 | Cessation of patent right | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20090107 Termination date: 20100316 |