WO1999049126A1 - Agent d'ensimage pour fibres synthetiques et procede de traitement de fibres synthetiques - Google Patents

Agent d'ensimage pour fibres synthetiques et procede de traitement de fibres synthetiques Download PDF

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Publication number
WO1999049126A1
WO1999049126A1 PCT/JP1998/001390 JP9801390W WO9949126A1 WO 1999049126 A1 WO1999049126 A1 WO 1999049126A1 JP 9801390 W JP9801390 W JP 9801390W WO 9949126 A1 WO9949126 A1 WO 9949126A1
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WIPO (PCT)
Prior art keywords
oligomer
synthetic fibers
oil agent
spinning oil
group
Prior art date
Application number
PCT/JP1998/001390
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English (en)
Japanese (ja)
Inventor
Shusuke Sakai
Hiroshi Yoshida
Masahiro Kato
Original Assignee
Sanyo Chemical Industries, Ltd.
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Sanyo Chemical Industries, Ltd. filed Critical Sanyo Chemical Industries, Ltd.
Priority to PCT/JP1998/001390 priority Critical patent/WO1999049126A1/fr
Priority to PCT/JP1999/000534 priority patent/WO1999043884A1/fr
Publication of WO1999049126A1 publication Critical patent/WO1999049126A1/fr

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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/53—Polyethers
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
    • D06M15/277—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof containing fluorine
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/285—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acid amides or imides
    • D06M15/295—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acid amides or imides containing fluorine
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/347—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated ethers, acetals, hemiacetals, ketones or aldehydes
    • D06M15/353—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated ethers, acetals, hemiacetals, ketones or aldehydes containing fluorine
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M7/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made of other substances with subsequent freeing of the treated goods from the treating medium, e.g. swelling, e.g. polyolefins
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions

Definitions

  • the present invention relates to a spinning oil agent for synthetic fibers and a method for treating synthetic fibers. More specifically, the present invention relates to a spinning oil agent suitable for thermoplastic synthetic fibers to be false-twisted, and a method for treating synthetic fibers using the oil agent.
  • thermoplastic synthetic fibers There are two types of false twist processing methods for thermoplastic synthetic fibers: a hot plate contact heating method using a hot plate and a non-contact heating method using a radiant heat high temperature heater.
  • the above non-contact heating method has recently been put into practical use, and has the advantage of high-speed calcination processing.
  • oils based on polyether lubricants have been used as spinning oils for synthetic fibers.
  • polyalkylene is used to prevent oils and oligomers and bolimer waste of polyester from dropping from the fiber onto the hot plate during false twisting by hot plate contact heating method, resulting in thermal degradation.
  • a method has been proposed in which a compound having the formula (1) is contained in an oil agent, and the oil agent is attached to fibers to perform false twisting (Japanese Patent Publication No. 62-44072). I have.
  • the heater temperature becomes 0 or more. Therefore, when the former oil agent is used in this temporary combustion process, the silica is decomposed by the thermal decomposition of the oil agent. However, it has been pointed out that the fibers adhere to the guides in the heater, causing fluff and thread breakage. In the latter method, the oil agent dropped onto the hot plate at the time of false twisting by the hot plate contact heating method is decomposed at a certain temperature or higher to exhibit an effect only when the compound having an R f group is present.
  • thermoplastic synthetic fiber is treated with a spinning oil agent containing a small amount of a specific compound, a temporary hot plate contact heating type using a hot plate is used.
  • the generation of tar is remarkably suppressed, and it has been found that even in the non-contact heating high-speed false twisting process using a radiant heat type high temperature heater, almost no scum adheres to the heater, and the present invention has been reached. Disclosure of the invention
  • the present invention relates to a spinning oil agent for synthetic fibers and a method for treating synthetic fibers.
  • the spinning oil agent for synthetic fibers of the present invention comprises a polyether-based lubricant (A) and an oligomer (B) having a perfluoroalkyl group. It has a surface tension of 100 dyne Zcm or less at 100 d. The surface tension of a 10% by weight aqueous solution or aqueous emulsion is 27 to 33 dyne / cm at 30 d. It has been.
  • An inclined metal plate with an inclination angle of 50 degrees and a temperature of 22 O'C (the surface is metal-plated with chromium metal, so that the center line average roughness shows a maximum value of 1.6a.
  • the spread width of the oil on a finished metal plate) may be less than 15 mm.
  • the fluorine content of the oligomer (B) may be 5 to 40% by weight. Further, the weight average molecular weight of the oligomer (B) may be set to 3,000 to 10,000,000.
  • the oligomer (B) may have a boroxyalkylene chain, and the weight ratio of the polyoxyalkylene chain in the oligomer (B) may be 30 to 90% by weight.
  • the oligomer (B) may include a monomer (b 1) having a monofluoroalkyl group and a monomer (b 2) having a boroxyalkylene chain as monomer components.
  • butyl monomer (b1) may be a compound represented by the following general formula (1).
  • R f Perfluoroalkyl group having 3 to 18 carbon atoms
  • R 3 , R hydrogen atom or alkyl group having 1 to 8 carbon atoms
  • R ', R 2 hydrogen atom or methyl group
  • butyl monomer (b 2) power may be a compound represented by the following general formula (2).
  • R 5 hydrogen atom or alkyl group having 1 to 12 carbon atoms
  • R 6 , R 7 hydrogen atom or methyl group
  • p is an integer of 2 to 100, and the polyoxyalkylene chain may be derived from ethylene oxide and propylene oxide.
  • the weight average molecular weight of 2) may be from 300 to 5,000.
  • the oligomer (B) has, as monomer components, 30 to 70 mol% of a vinyl monomer (bl) and 10 to 50 mol% of a bul monomer (b 2).
  • the content of the oligomer (B) in the oil agent of the present invention may be 0.003 to 3.0% by weight.
  • the oil agent is attached to the synthetic fibers, and the synthetic fibers are false-twisted.
  • thermoplastic synthetic fiber is treated with the oil agent of the present invention, in the hot-plate contact heating type false twist processing using a hot plate, tar generation can be significantly suppressed, and non-contact heating using a radiant heat high temperature heater Even in the high-speed false twisting method, it is possible to prevent scum from adhering to the heater, greatly extending the cleaning cycle of the hot plate and the heater, thereby improving the productivity and quality of the false twisted yarn.
  • the spinning oil agent for synthetic fibers of the present invention comprises a polyether lubricant (A) and an oligomer (B).
  • the content of the polyether lubricant (A) in the oil agent is usually 50 to 99% by weight, preferably 60 to 97% by weight.
  • the content is usually from 0.003 to 3.0% by weight, preferably from 0.01 to 0.5% by weight.
  • the weight average molecular weight (hereinafter abbreviated as “MW”) of the polyether-based lubricant (A) is usually from 800 to 200,000, preferably from 1,200 to 1,500. It is 0.
  • the pour point of the polyether lubricant (A) is usually 40 or less, preferably 20 • C or less.
  • the viscosity of the polyether-based lubricant (A) is 100, usually 5 to 1, OOOCst, and preferably 10 to 300 cst.
  • Examples of the polyether lubricant (A) include a compound obtained by (co) polymerizing an alkylene oxide having 2 to 4 carbon atoms with an alcohol having at least 1% of a hydroxyl group in a molecule, and a compound derived from the compound (hereinafter referred to as a compound).
  • the above-mentioned “alcohol”, which is a component of the polyether-based lubricant (A), is a natural or synthetic linear or branched monovalent compound having 1 to 30 carbon atoms.
  • Alcohol for example
  • Methanol, ethanol, isopropanol, butanol H isoamyl alcohol, octyl alcohol, 2-ethylhexyl alcohol, decyl alcohol, isodecyl alcohol, lauryl alcohol, isotridecyl alcohol, carbon number 12 or 1 4, secondary alcohols, myristyl alcohol, cetyl alcohol, isocetyl alcohol, stearyl alcohol, isostearyl alcohol, etc.), dihydric alcohols (eg, ethylene glycol, propylene glycol, neopentyl glycol, hexylene glycol, etc.) ) And trihydric or higher alcohol
  • alkylene oxide which is a component of the polyether-based lubricant (A), includes ethylene oxide (hereinafter abbreviated as “EO”), 1,2-propylene oxide (hereinafter “P 0”). Abbreviated), 1,2 butylene oxide (hereinafter abbreviated as "B0”), tetrahydrofuran, and the like.
  • EO ethylene oxide
  • P 0 1,2-propylene oxide
  • B0 1,2 butylene oxide
  • tetrahydrofuran and the like.
  • the content of EO in the copolymer is usually 5 to 90% by weight, preferably 20 to 80% by weight.
  • the mode of addition of EO and other alkylene oxides is Any of random addition and block addition may be used.
  • the terminal hydroxy group (hereinafter, simply referred to as “group”) is alkoxylated with an alkyl halide having 1 to 12 carbon atoms.
  • group A compound obtained by acylating the above group with a carboxylic acid having 1 to 12 carbon atoms, a compound obtained by esterifying the above group with a dicarboxylic acid having 2 to 18 carbon atoms, and a compound having the above group having 1 to 1 carbon atoms.
  • the MW of the oligomer (B) is usually from 3,000 to 100,000, preferably from 3,000 to 70,000.
  • the pour point of the oligomer (B) is usually less than 60, preferably less than 5 O'C.
  • the oligomer (B) has a viscosity of 100 to 100 cst, preferably 20 to 500 cst.
  • the SP value (solubility parameter; Fed 0r method) of the oligomer (B) is usually from 8.0 to 11.1 from the viewpoint of the appearance of the oil and suppression of tar on the hot plate during false twisting. 0, preferably 8.5 to 10.5.
  • the oligomer (B) has a verfluoroalkyl group (R ⁇ group). Examples of the R f group include linear, branched and cyclic C 3 to C 18 groups. . Among them, a linear one having 6 to 16 carbon atoms is preferable.
  • the oligomer (B) preferably has a boroxyalkylene chain, and more preferably has a polyoxyalkylene chain portion in a weight ratio of 30 to 90% by weight. Further, those in which the polyoxyalkylene chain is derived from EO and PO are particularly preferred.
  • the oligomer (B) preferably has fluorine.
  • the fluorine content in the oligomer (B) is usually 5 to 40% by weight, preferably 7 to 35% by weight.
  • the oligomer (B) is obtained by polymerizing a monomer having an R f group.
  • the oligomer (B) include an oligomer (B 1) obtained by bur addition polymerization of a monomer having an R f group, an oligomer (B 2) obtained by polycondensation of the above monomer, and an oligomer (B 3) obtained by polyaddition of the above monomer. ), And oligomers (B 4) obtained by ring-opening polymerization of the above monomers.
  • the oligomer (B 1) obtained by the Bull addition polymerization has a Bull monomer (b 1) having an R f group as a monomer component. If necessary, a polyoxyalkylene chain is added to the vinyl monomer (b 1). It can be obtained by (co) polymerizing the vinyl monomer (b 2) and / or other vinyl monomer (b 3).
  • the oligomer (B 1) has a butyl monomer (1) (b 2) as a monomer component.
  • the proportion of the butyl monomer (b1) used in the oligomer (B1) is usually 30 to 70 mol%, preferably 35 to 65 mol%.
  • the proportion of the vinyl monomer (b2) used is usually 0 to 60 mol%, preferably 10 to 50 mol%. Further, the usage ratio of the vinyl monomer (b3) is usually 0 to 80 mol%.
  • Examples of the butyl monomer (b 1) include compounds represented by the following general formula (1).
  • General formula R 1 R 2
  • R f Perfluoroalkyl group having 3 to 18 carbon atoms
  • R 3 , R 4 hydrogen atom or alkyl group having 1 to 8 carbon atoms
  • R 1 R 2 hydrogen atom or methyl group
  • OA ′ is one or more compounds selected from oxyethylene, oxypropylene and oxybutylene.
  • OA 1 may be the same compound or a different compound, and the addition mode of (OA 1 ) may be random addition or block addition.
  • Q is - 0 C0-, n is 0, R 2 is preferably a hydrogen atom, as the Bulle based monomer one (bl), specifically, Akuri rate and methacrylates are preferred.
  • vinyl monomer (b1) examples include the following compounds (b-1) to (b-3).
  • the MW of the bull monomer (b2) is preferably from 300 to 5,000.
  • the compound represented by the following general formula (2) can be given as an example of the bull monomer (b2).
  • R 5 hydrogen atom or alkyl group having 1 to 12 carbon atoms
  • R 6 , R 7 hydrogen atom or methyl group
  • OA 3 is one or more compounds selected from oxyethylene, oxypropylene and oxybutylene.
  • P is 2 or more
  • the addition mode of E0 and P0 may be random addition or block addition.
  • Examples of the divalent alkylene group having 1 to 12 carbon atoms selected as Z in the general formula (2) include a methylene group, an ethylene group, and a propylene group.
  • P in the general formula (2) is preferably from 5 to 90, particularly preferably from 10 to 80.
  • Z Ha 0 CO-, R 7 is preferably a hydrogen atom, a Bulle monomer (b 2), specifically, Akurireto and Metakuri rates are preferred.
  • butyl monomer (b3) examples include acrylic acid esters (eg, methyl acrylate, ethyl acrylate, butyl acrylate, 2-ethylhexyl acrylate, decyl acrylate, etc.), and methacrylic acid esters (eg, methyl methacrylate, Ethyl methacrylate, butyl methacrylate, 2-ethylhexyl methacrylate, decyl methacrylate, etc.), esters of alcohols containing silicone with (meth) acrylic acid, sulfur-containing alcohols and (meth) acrylic acid And ethylenic monomers (eg, ethylene, propylene, etc.), and butyl acetate.
  • acrylic acid esters eg, methyl acrylate, ethyl acrylate, butyl acrylate, 2-ethylhexyl acrylate, decyl acrylate, etc.
  • methacrylic acid esters eg,
  • the oligomer (B 1) is prepared by using the above-mentioned butyl monomer (b 1) by using a polymerization initiator.
  • To (b3) can be obtained by synthesizing by ordinary radical polymerization, and the polymerization method can be selected from solution polymerization, bulk polymerization, suspension polymerization and the like.
  • the polymerization temperature is usually 70 to 210, preferably 75 to 200.
  • the polymerization is preferably carried out in a substantially oxygen-free state, that is, in an atmosphere of an inert gas such as nitrogen, or in a vapor atmosphere of a solvent.
  • the “polymerization initiator” used in the synthesis of the oligomer (B 1) is not particularly limited.
  • the polymerization initiator include: (1) azobisisobutyronitrile, azobisisovaleronitrile (2) peroxide initiators such as benzoyl peroxide, di-t-butyl peroxide, lauroyl peroxide, dicumyl peroxide; and (3) 2, 2-bis (4,4-di-tert-butyloxycyclohexyl) propane, 1,1-bis (t-butylperoxy) 3,3,5-trimethylcyclohexane, di-t-butylbutane (B) polyfunctional polymerization initiators having two or more peroxide groups in one molecule, such as hydroxyhexa terephthalate, (3) diaryl baroxy dicarbonate, t-butyl vinyl carbonyl carbonate Polyfunctional polymerization initiators having one or more bar one Okishido groups and one or more heavy polymerizable unsaturated groups
  • the solvent used for obtaining the oligomer (B 1) by solution polymerization is not particularly limited.
  • the solvent include aromatic solvents such as toluene, xylene, and ethylbenzene; and ester solvents such as ethyl acetate and butyl acetate. Dimethylformamide, dimethylsulfoxide, methylethylketone and the like.
  • oligomer (B1) examples include, but are not limited to, the following oligomers (B1-1) to (B1-3).
  • Oligomers (B 2) by polycondensation include ester oligomers having ester bonds in the oligomer molecule, and amide bonds. And the like.
  • the above-mentioned ester oligomer which is an example of the oligomer (B 2), comprises: (1) a polycondensation of a monohydric alcohol having an R f group with a mono-, di- or tricarboxylic acid having no R i group; Polycondensation of a monohydric carboxylic acid having an R f group with a monohydric or polyhydric alcohol having no R i group, (3) a monohydric alcohol having an R f group (if necessary, And a monocarboxylic acid having an R f group (If necessary, a mono-, di- or tricarboxylic acid having no R f group may be used in combination.) ) And the like.
  • the alcohol and the carboxylic acid have a ratio of (hydroxyl equivalent / carboxyl equivalent) of usually 0.6 to 1.6, preferably 0.7 to 1.5, and more preferably. Is blended to be 0.8 to 1.4.
  • the “monohydric alcohol having an R f group”, which is a constituent element of the ester oligomer, has 1 to 18 carbon atoms. Specifically, C 2 F 5 CH 2 OH and C 4 F , CH 2 CH 2 OH, C 8 F, 7 CH 2 CH 2 0 HC 8 F 17 S 0 2 N (C 3 H 7 ) CH 2 CH 2 OH and the like, and alkylene oxide adducts of these monohydric alcohols (number of moles added: 1 to 20).
  • Examples of the “monohydric or polyhydric alcohol having no R f group” as a component of the ester oligomer include: (1) a linear or branched monohydric alcohol having 1 to 18 carbon atoms (eg, methanol , Ethanol, butanol, lauryl alcohol, isotridecyl alcohol, etc.) and their alkylene oxides (eg, E0, P0, BO, etc.), adducts, (2) alkylene glycols having 2 to 20 carbon atoms (eg, To ethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, 1,4-butanediol, neopentyl glycol, 1,4-butanediol, 1,5-pentanediol, 1,6- (3) alkylene ether glycols (for example, diethylene glycol, Polyethylene glycol, dipropylene glycol, polyethylene glycol with a MW of 200 to 100, polypropylene
  • the monocarboxylic acid J having an R f group which is a component of the ester oligomer, has 1 to 18 carbon atoms.
  • CF 3 C00H, C 3 F 7 C 00H, C 7 F 15 C00H include C a F 17 C 00 H like.
  • Examples of the “mono-, di- or tricarboxylic acid having no R f group” as a component of the ester oligomer include monocarboxylic acids having 1 to 18 carbon atoms (for example, acetic acid, diacid, lauric acid, Aliphatic dicarboxylic acids having 2 to 20 carbon atoms (eg, maleic acid, fumaric acid, succinic acid, dodecenyl succinic acid, adibic acid, sebacic acid, malonic acid, azelaic acid); stearic acid, isostearic acid, oleic acid, etc .; Acid, Saconic acid, citraconic acid, daltaconic acid, etc.); alicyclic dicarbonic acid having 6 to 20 carbon atoms (eg, cyclohexanedicarboxylic acid, methylmedic acid, etc.); aromatic dicarboxylic acid having 6 to 20 carbon atoms Acids (for example, phthalic acid, is
  • the reaction temperature at the time of the synthesis by polycondensation of the ester oligomer, in the presence of a catalyst is usually about 150 ⁇ (: up to 300, preferably about 170 to 28 O′C.
  • the catalyst include (1) catalysts used for polyesterification, for example, metals such as tin, titanium, antimony, manganese, nickel, zinc, lead, iron, magnesium, calcium, and germanium; 2) Compounds containing these metals (for example, dibutyl tin oxide, orthodibutyl titanate, tetrabutyl titanate, zinc acetate, lead acetate, cobalt acetate, sodium acetate, antimony trioxide, etc.).
  • the reaction during the synthesis of the ester oligomer is carried out under normal pressure, reduced pressure, or increased pressure.
  • the above-mentioned amide oligomer which is an example of the oligomer (B 2), is a monocarboxylic acid having an R f group (if necessary, a mono-, di- or tricarboxylic acid having no R f group is used in combination. ) And monovalent or polyvalent amines having no R f group.
  • the amines and the carboxylic acids have a ratio of (amino group equivalent to carboxyl group equivalent) of usually 0.6 to 1.6, preferably 0.7 to 1.5, and more preferably 0.7 to 1.5. Preferably, they are combined so as to be 0.8 to 1.4.
  • the above-mentioned “monocarboxylic acid having an R f group” and “the other mono-, di- or tricarboxylic acid having no R f group”, which are constituent elements of the amide oligomer, are the constituent elements of the above-mentioned ester oligomer.
  • the same ones as mentioned above can be mentioned.
  • Examples of the “monovalent or polyvalent amine having no R f group” as a component of the amide oligomer include aliphatic alkylamines having 1 to 12 carbon atoms (eg, ethylamine and proviramine).
  • alkylene diamine Amines eg, ethylenediamine, brovirylenediamine, trimethylenediamine, tetramethylenediamine, hexamethylenediamine, etc.
  • C6-C20 alicyclic alcohol Mines for example, cyclohexylamine, 1,3-diaminocyclohexane, isophorone diamine, menth diamine, 4,4'-methylenedicyclohexanediamine (hydrogenated methylene dianiline), carbon number 6 to 20 aromatic amines (eg, phenylamine, 1,2—, 1,3— and 1,4-phenylenediamine, 2,
  • the reaction temperature during the synthesis of the amide oligomer by polycondensation is usually from 140 to 250, preferably from about 180 to 23 O'C in the presence of a catalyst.
  • a catalyst the same catalysts as those mentioned above for the synthesis of the ester oligomer can be used.
  • the above reaction is carried out under normal pressure, reduced pressure, or increased pressure.
  • oligomer (B2) examples include the following oligomers (B2-1) to (B2-3).
  • the present invention is not limited to these.
  • Ester oligomer (fluorine content-15% by weight, MW-12, 600)
  • Oligomers by polyaddition include urethane oligomers.
  • the urethane oligomer is composed of a monohydric alcohol having an R f group (a monohydric or polyhydric alcohol having no R f group may be used in combination, if necessary) and a monohydric alcohol having no R f group. It is obtained by polyaddition with a monovalent or polyvalent isocyanate.
  • the alcohols and isocyanates have a ratio of (hydroxyl equivalents / isocyanate equivalents) of usually 0.6 to 1.6, preferably 0.7 to 1.6. 5, more preferably 0.8 to 1.4.
  • the ⁇ monohydric alcohol having an R f group '' and the ⁇ monohydric or polyhydric alcohol having no R f group '', which are constituent elements of the urethane oligomer, are listed as the constituent elements of the esteroligomers. The same ones are mentioned.
  • polyvalent or polyvalent isocyanate having no R 2 group which is a constituent element of the urethane oligomer
  • those conventionally used in the production of polyurethane can be used.
  • aromatic isocyanate, fatty acid Aliphatic isocyanates, alicyclic isocyanates, and araliphatic polyborisocyanates are specific examples of these.
  • aromatic isocyanate examples include, for example, phenylisocyanate, 1,3- and / or 1,4-phenylenediocyanate, 2,4-1 and / or 2,6-tolylene diisocyanate (Hereinafter abbreviated as “TD I”), crude TD I, 2, 4′- and 4,4 ′ diphenylmethanediisocyanate (hereinafter abbreviated as “MD I”), Crude MDI, 1,5-naphthylene diisocyanate, 4,4 ', 4 "-triphenylmethane triisocyanate, m- and p-isocyanatotophanylsulfonyl isocyanate, and the like.
  • TD I phenylisocyanate
  • MD I crude TD I, 2, 4′- and 4,4 ′ diphenylmethanediisocyanate
  • MD I Crude MDI, 1,5-naphthylene diisocyanate, 4,4
  • aliphatic isocyanate examples include, for example, ethyl isocyanate, ethylene diisocyanate, tetramethylene diisocyanate, hexamethylene diisocyanate (HDI), dodecane methylene diisocyanate. 1,2,4-trimethylhexamethylene diisocyanate, lysine diisocyanate, 2,6-diisocyanate methylcaproate, bis (2-I Socianatoethyl) fumarate, bis (2-isocyanatoethyl) carbonate, 2-isocyanatoethyl-1,2,6-diisocyanatohexanoate.
  • alicyclic isocyanate examples include, for example, cyclohexyl isocyanate, isophorone dicynate (IPDI), dicyclohexylmethane-1,4,4 'diisocyanate (hydrogenated MDI), and cyclohexyl isocyanate (hydrogenated MDI).
  • IPDI isophorone dicynate
  • MDI dicyclohexylmethane-1,4,4 'diisocyanate
  • cyclohexyl isocyanate hydrocyanate
  • ⁇ araliphatic Lee Soshianeto for example, Benjirui Seo Shianeto, m- and / or [rho - Kishirirenjii Soshianeto, a, a, a, Do, include over Te tetramethyl xylylene Renjii Soshianeto like.
  • the reaction temperature during the synthesis by polyaddition of the polyurethane oligomer may be the same as the temperature usually used for the polyurethanation reaction. If a solvent is used, it is usually 20 to 100, and if no solvent is used, it is usually , 20 to 22 mm, and preferably 150 to 200 mm.
  • a catalyst usually used for the polyurethan reaction for example, an amine-based catalyst (for example, triethylamine, N-ethylmorpholine, triethylenediamine, etc.) ) And tin-based catalysts (for example, trimethyltin laurate, dibutyltin dilaurate, etc.)].
  • amine-based catalyst for example, triethylamine, N-ethylmorpholine, triethylenediamine, etc.
  • tin-based catalysts for example, trimethyltin laurate, dibutyltin dilaurate, etc.
  • oligomer (B3) examples include, but are not limited to, the following oligomers (B3-1) and (B3-2).
  • the oligomer (B 4) obtained by ring-opening polymerization is (1) a monovalent or divalent alcohol having an R ⁇ group, and an R f group. (2) an epoxy compound having an R f group on a monohydric or polyhydric alcohol having no R f group (if necessary, In some cases, an epoxy compound having no group may be used in combination.
  • the “monohydric alcohol J having an R f group” and the “monohydric or polyhydric alcohol having no R f group” as constituents of the oligomer ( ⁇ 4) include the above-mentioned ester.
  • the same components as those listed for Luoligomar can be obtained.
  • Examples of the “epoxy compound having an R f group”, which is a constituent of the oligomer ( ⁇ 4), include hexafluoropropylene oxide,
  • Examples of the “epoxy compound having no R f group”, which is a constituent element of the oligomer (B 4), include EO, P 0, and B 0.
  • the addition of the epoxy compound to the alcohol is carried out in a usual manner, that is, in the absence of a catalyst or a catalyst (eg, an alkali catalyst, an amine catalyst, an acidic catalyst, etc.). And under normal pressure or pressure, in one or more stages.
  • a catalyst or a catalyst eg, an alkali catalyst, an amine catalyst, an acidic catalyst, etc.
  • oligomer (B 4) examples include the following oligomers (B 4-1) and (B 412), but are not limited thereto.
  • the oil agent of the present invention may contain arbitrary components without departing from the gist and purpose of the present invention.
  • Optional components include lubricants other than the polyether lubricant (A) (eg, mineral oil, fatty acid ester oil, etc.), emulsifiers (eg, nonionics such as higher alcohol EO adducts and higher fatty acid EO adducts) Activators), antistatic agents (eg, anion activators, cationic activators, amphoteric activators, etc.), extreme pressure additives, antioxidants, antioxidants, and other functional additives.
  • lubricants other than the polyether lubricant (A) eg, mineral oil, fatty acid ester oil, etc.
  • emulsifiers eg, nonionics such as higher alcohol EO adducts and higher fatty acid EO adducts
  • Activators eg, nonionics such as higher alcohol EO adducts and higher fatty
  • the surface tension of the oil agent of the present invention at 100 mm is usually 20 dyne / cm or less, preferably 18 dyne / cm or less. If the surface tension exceeds 20 dyne / cm, tar formation on the hot plate tends to increase during false twisting. In addition, the said surface tension is measured as follows.
  • the surface tension of the sample oil in the petri dish is automatically measured by surface tension. It is measured with a force meter (manufactured by Kyowa Interface Science, Wi 1 he 1 my method).
  • the surface tension of a 10% by weight aqueous solution or aqueous emulsion of the oil agent of the present invention is STSS dyne Zcm at 3 O'C. If the surface tension is less than 27 dyne / cm, the oligomer (B) is easily released over time when the oil agent is diluted with water, and it is difficult to obtain a stable effect. When the surface tension exceeds 33 dyne / cm, a partially oriented yarn (hereinafter abbreviated as “POY”) of polyester, which is a kind of thermoplastic synthetic fiber, is simultaneously twisted and false-twisted.
  • POY partially oriented yarn
  • aqueous solution or aqueous emulsion of 10% by weight of the oil agent is added to the yarn during the spinning process of POY. It does not adhere well.
  • the preparation of the above-mentioned “aqueous solution or aqueous emulsion of 10% by weight of the oil agent” and the measurement of the surface tension are carried out as follows. [Preparation method of 10% by weight aqueous solution or aqueous emulsion of oil agent] In a beaker having an internal volume of 100 cc, collect 82 g of ion-exchanged water and use this ion-exchanged water as a magnetic stirrer. While stirring with, slowly add 8 g of the sample oil solution into the beaker to dissolve (emulsify).
  • the oil agent spread width on the inclined metal plate of 22 O'C is usually , 15 mm or less, preferably 10 mm or less, particularly preferably 7 mm or less.
  • Metal plate with a width of 30 mm and a length of 300 mm (the surface is machined with metal chrome and the maximum value of the center line average roughness indicated by “JIS (Japanese Industrial Standards) B 0601” is displayed.
  • the oil agent of the present invention is supplied (given and refueled) to the yarn immediately after spinning as an aqueous solution or an aqueous emulsion in the melt spinning step of thermoplastic synthetic fibers.
  • concentration of the aqueous solution or the aqueous emulsion can be selected from any concentration within the range of 0.5 to 20% by weight, but is preferably 5.0 to 15.0% by weight.
  • the method of supplying (lubricating) the aqueous solution or the aqueous emulsion is not particularly limited, and may be any of a metering supply (lubrication) through a nozzle, a roller supply (lined oil), and a combination thereof.
  • the amount of the oil agent of the present invention attached to synthetic fibers is a pure content, usually 0.1 to 1.5 %, Preferably from 0.2 to 0.6% by weight.
  • the synthetic fibers to be treated with the oil agent of the present invention include thermoplastic synthetic fibers such as polyester, polyamide, and polypropylene.
  • the oil agent of the present invention is a polyester fiber which is subjected to false twisting. It is suitable as a spinning oil agent for Nylon long-woven fibers.
  • the polyether-based lubricant (A), oligomer (B) and other components (C) as base oils as shown below were prepared in parts by weight as shown in Table 1> 2 to carry out the present invention.
  • the oils of Examples 1 to 8 and the oils of Comparative Examples 1 to 6 were prepared.
  • the oligomer (B) those described above were appropriately used.
  • the drop of the sample oil was continued for 3 hours, and the degree of tar generation on the metal plate was evaluated and determined.
  • the criteria are as follows.
  • the number of fluff was determined by unwinding the DTY obtained one month after the start of operation at a unwinding speed of 15 OmZ, and using a fluff tester (DT-104 type) manufactured by Toray Industries, Inc. The number of fluff per 100,000 m length was measured.
  • the polyester was melt-spun at a winding speed of 2,700 Om / min to wind up a 270-denier / 36-filament POY.
  • the 10% aqueous emulsions of Examples 2 and 4 and Comparative Examples 1, 4 and 5 were supplied to the nozzles so that the pure content of the yarn was 0.3%.
  • a processing speed of 11 is achieved by a 3-axis circumscribed friction method using a polyurethane disk. Stretching and false twisting were performed simultaneously at 0 Om / min.
  • Table 6 shows the evaluation results. Table 6
  • Tables 5 and 6 show that simultaneous stretching and temporary tanning using the hot plate contact heating method using a hot plate and non-contact heating and non-contact heating using the radiant heat type high temperature heater can be used.
  • the oil agent of the present invention has excellent heat resistance, can suppress tar generation and scum adhesion, and also has excellent DTY quality using the oil agent of the present invention.
  • the spinning oil agent for synthetic fibers according to the present invention is suitable as an oil agent for thermoplastic synthetic fibers to be calcined.
  • the method for treating synthetic fibers according to the present invention is suitable as a method for treating thermoplastic synthetic fibers during false twisting.

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

Abstract

L'invention concerne un agent d'ensimage pour fibres synthétiques, cet agent renfermant un lubrifiant de polyéther (A) et un oligomère (B) pourvu d'un groupe perfluoroalkyle. La tension superficielle de cet agent d'ensimage est inférieure ou égale à 20 dyn/cm à 100 °C, et la tension superficielle de la solution ou émulsion aqueuse représentant 10 % en poids dudit agent d'ensimage variant entre 27 et 33 dyn/cm à 30 °C.
PCT/JP1998/001390 1998-02-25 1998-03-26 Agent d'ensimage pour fibres synthetiques et procede de traitement de fibres synthetiques WO1999049126A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
PCT/JP1998/001390 WO1999049126A1 (fr) 1998-03-26 1998-03-26 Agent d'ensimage pour fibres synthetiques et procede de traitement de fibres synthetiques
PCT/JP1999/000534 WO1999043884A1 (fr) 1998-02-25 1999-02-05 Lubrifiant de filature pour fibres synthetiques et procede de traitement de fibres synthetiques thermoplastiques

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/JP1998/001390 WO1999049126A1 (fr) 1998-03-26 1998-03-26 Agent d'ensimage pour fibres synthetiques et procede de traitement de fibres synthetiques

Publications (1)

Publication Number Publication Date
WO1999049126A1 true WO1999049126A1 (fr) 1999-09-30

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Country Link
WO (1) WO1999049126A1 (fr)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5059594A (fr) * 1973-09-27 1975-05-22
JPH05163678A (ja) * 1991-12-13 1993-06-29 Nippon Saafuakutanto Kogyo Kk 繊維用仕上げ処理剤組成物
JPH05302256A (ja) * 1992-04-23 1993-11-16 Suminoe Textile Co Ltd 撥水性カーペットの製造方法

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5059594A (fr) * 1973-09-27 1975-05-22
JPH05163678A (ja) * 1991-12-13 1993-06-29 Nippon Saafuakutanto Kogyo Kk 繊維用仕上げ処理剤組成物
JPH05302256A (ja) * 1992-04-23 1993-11-16 Suminoe Textile Co Ltd 撥水性カーペットの製造方法

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