WO2016129357A1 - Agent de traitement pour fibres élastiques et son utilisation - Google Patents

Agent de traitement pour fibres élastiques et son utilisation Download PDF

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WO2016129357A1
WO2016129357A1 PCT/JP2016/051792 JP2016051792W WO2016129357A1 WO 2016129357 A1 WO2016129357 A1 WO 2016129357A1 JP 2016051792 W JP2016051792 W JP 2016051792W WO 2016129357 A1 WO2016129357 A1 WO 2016129357A1
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group
alcohol
treatment agent
acid
weight
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PCT/JP2016/051792
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English (en)
Japanese (ja)
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智裕 橘木
兒玉　悟
幹生 中川
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松本油脂製薬株式会社
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Priority to JP2016554754A priority Critical patent/JP6051347B1/ja
Priority to CN201680009320.0A priority patent/CN107208357B/zh
Publication of WO2016129357A1 publication Critical patent/WO2016129357A1/fr

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    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/02—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with hydrocarbons
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
    • D06M13/282—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing phosphorus
    • D06M13/292—Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain

Definitions

  • the present invention relates to an elastic fiber treatment agent and an elastic fiber to which the treatment agent is applied.
  • the elastic fiber In the spinning process, the elastic fiber is wound into a cheese shape after applying the treatment agent, and becomes a stringed body (hereinafter sometimes referred to as cheese).
  • the elastic fiber is a fiber having high fiber metal friction because it has viscoelasticity. Therefore, a smooth component having excellent lubricity is used.
  • Patent Document 1 When used for warp knitting applications such as tricot knitting, the elastic fiber undergoes a pretreatment step in which a plurality of elastic fibers are aligned and wound on a drum called a beam.
  • An object of the present invention is to provide a treatment agent for elastic fibers that is stable and excellent in antistatic properties, and an elastic fiber to which the treatment agent is applied.
  • the present invention relates to at least one base component (A) selected from silicone oil, mineral oil and ester oil, at least one alkyl phosphorus selected from a compound represented by the following general formula (1) and a salt thereof. It is a processing agent for elastic fibers containing acid ester (B).
  • a 1 O is an oxyalkylene group having 2 to 4 carbon atoms.
  • N is a number from 0 to 30.
  • R 1 is an alkyl group, and the average carbon number of R 1 is ( When (b) is the average value of the number of branches of R 1 and (b) is (b) / (a) is 0.15 or more, m is a number from 1 to 2. 1 O) When there are two n's , they may be the same or different from each other.
  • the (b) / (a) is preferably 0.18 or more.
  • the (b) is preferably 1.5 or more.
  • R 1 preferably has one or more side chains that are methyl groups.
  • the weight ratio of the alkyl phosphate ester (B) in the treating agent is preferably 0.01 to 50% by weight.
  • the elastic fiber of the present invention is obtained by applying the treatment agent to the elastic fiber main body.
  • the elastic fiber treating agent of the present invention is stable and excellent in antistatic properties.
  • the elastic fiber to which the elastic fiber treating agent of the present invention is applied has a stable static electricity generation amount.
  • the schematic diagram explaining the measuring method of static electricity generation amount The schematic diagram explaining the measuring method of a friction coefficient.
  • the treatment agent for elastic fibers of the present invention contains a base component (A) and at least one phosphate ester (B) selected from the compound represented by the general formula (1) and a salt thereof. This will be described in detail below.
  • the base component (A) is at least one selected from silicone oil, mineral oil, and ester oil.
  • the base component (A) is an essential component for the fiber treatment agent, and is an agent that reduces the friction between the fiber and the metal. Although mentioned later, it is preferable that the said base component (A) contains a silicone oil essential from a viewpoint which is easy to exhibit this-application effect.
  • the silicone oil is not particularly limited, and examples thereof include dimethyl silicone oil, methyl phenyl silicone oil, methyl alkyl silicone oil, methyl hydrogen silicone oil, and the like, and one or more kinds may be used. Moreover, the raw material origin unreacted silanol group, the unreacted halogen group, the polymerization catalyst, cyclic siloxane, etc. may be included. Viscosity at 25 ° C. of the silicone oil is preferably 2 ⁇ 100mm 2 / s, more preferably 5 ⁇ 70mm 2 / s, more preferably 5 ⁇ 50mm 2 / s.
  • the silicone oil When the viscosity is less than 2 mm 2 / s, the silicone oil may volatilize, and when it exceeds 100 mm 2 / s, the solubility of other components blended in the treatment agent may deteriorate.
  • the average amount of siloxane bonds (SiOR a R b : R a and R b each independently represents an organic group) in the silicone oil is preferably 3 to 100, more preferably 5 to 60, and 7 to 50 Is more preferable.
  • the organic group of R a and R b is a hydrocarbon group having 1 to 24 carbon atoms, and is a methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, pentyl group, isopentyl group, hexyl group, cyclohexane
  • a propyl group, a cyclohexyl group, a phenyl group, a benzyl group and the like can be mentioned, and a methyl group and a phenyl group are particularly preferable.
  • the mineral oil is not particularly limited, and examples thereof include machine oil, spindle oil, liquid paraffin, and the like, and one or more kinds may be used.
  • the viscosity of the mineral oil at 30 ° C. with a Redwood viscometer is preferably 30 seconds to 350 seconds, more preferably 35 seconds to 200 seconds, and even more preferably 40 seconds to 150 seconds.
  • As the mineral oil liquid paraffin is preferable because of low odor generation.
  • the viscosity of the mineral oil is less than 30 seconds, the quality of the obtained elastic fiber may be deteriorated.
  • the viscosity of the mineral oil exceeds 350 seconds, the solubility of other components blended in the treatment agent may deteriorate.
  • the ester oil is not particularly limited as long as it is an ester of a monohydric alcohol and a monovalent carboxylic acid, an ester of a monohydric alcohol and a polyvalent carboxylic acid, or an ester of a polyhydric alcohol and a monovalent carboxylic acid.
  • monohydric alcohols monohydric aliphatic alcohols, aromatic alcohols, alicyclic alcohols, phenols and the like described later can be used. Among these, monovalent aliphatic alcohols and aromatic alcohols are preferable.
  • the monovalent aliphatic alcohol is not particularly limited.
  • the number of branches, the branch chain length, and the branch position are not particularly limited.
  • the aromatic alcohol include phenol and benzyl alcohol.
  • the alicyclic alcohol include cyclooctanol, cyclododecanol, cyclohexanol, cycloheptanol, cyclopentanol, and menthol.
  • the polyhydric alcohol is not particularly limited.
  • the monovalent carboxylic acid the following monovalent aliphatic carboxylic acid, aromatic carboxylic acid, hydroxycarboxylic acid, and the like can be used. Among these, monovalent aliphatic carboxylic acids and aromatic carboxylic acids are preferable.
  • the monovalent carboxylic acid is not particularly limited.
  • the polyvalent carboxylic acid is not particularly limited.
  • oxalic acid malonic acid, succinic acid, glutaric acid, adipic acid, fumaric acid, phthalic acid, trimellitic acid, pyromellitic acid, citric acid, isocitric acid, etc. Is mentioned.
  • ester oil examples include, but are not limited to, for example, heptyl valerate, heptyl caproate, octyl caproate, cetyl caprylate, isooctyl laurate, isopropyl myristate, isopropyl palmitate, isostearyl palmitate, stearin Butylate, octyl stearate, oleyl laurate, isotridecyl stearate, octyl stearate, isooctyl stearate, tridecyl stearate, isobutyl stearate, methyl oleate, isobutyl oleate, heptyl oleate, oleyl oleate, polyethylene dilaurate Glycol, polyethylene glycol dimyristate, polyethylene glycol dioleate, polyethylene glycol distearate, polylaurate Pyrene glyco
  • alkyl phosphate ester (B) The alkyl phosphate ester (B) is at least one selected from the compound represented by the general formula (1) and a salt thereof, and is excellent in stable antistatic performance when applied to an elastic fiber treatment agent.
  • the phosphate ester (B) is characterized in that a phosphate ester containing a branched alkyl group having 2 or more branches is included.
  • Elastic fibers are fibers having high fiber metal friction because they have viscoelasticity, and dimethyl silicone oil, which is particularly excellent in lubricity, is often used for the smooth component (A).
  • dimethyl silicone oil is a particularly low polarity compound, it is difficult to make highly polar phosphate esters and salts thereof compatible with a base component containing dimethyl silicone oil.
  • the reason why the phosphoric acid ester (B) containing a branched alkyl group having 2 or more branches is excellent in stable antistatic performance is that a phosphoric acid ester having many branches with respect to a base oil having low polarity is used. It is presumed that the overall treatment agent for elastic fibers is excellent in compatibility.
  • a 1 O is an oxyalkylene group having 2 to 4 carbon atoms, preferably an oxyalkylene having 2 or 3 carbon atoms.
  • n is a number from 0 to 30, preferably 0 to 20, and more preferably 0 to 10. If it exceeds 30, the hydrophilicity becomes too strong and the compatibility with the base component (A) decreases, so that the effect of the present application is not exhibited.
  • oxyalkylene groups having different carbon numbers may be used in combination. When used in combination, oxyalkylene groups having different carbon numbers may be added in blocks or randomly. From the viewpoint that the effect of the present application is easily exhibited due to excellent compatibility with the base component (A), n is most preferably 0.
  • an alkali metal, alkaline-earth metal, alkaline-earth Metal hydroxides, magnesium, magnesium hydroxide, aluminum, aluminum hydroxide, ammonium, quaternary ammonium, alkylamine or alkanolamine salts may be used alone or in combination of two or more.
  • the salt is obtained by neutralizing the compound represented by the general formula (1), but the degree of neutralization is not particularly limited, and a mixture of an unneutralized product and a neutralized product may be used.
  • Alkaline earth metal hydroxides include alkaline earth metal hydroxides dehydrated with the acidic hydrogen of the phosphate ester during the reaction of the phosphate ester and alkaline earth metal hydroxide described below.
  • the magnesium hydroxide includes magnesium hydroxide dehydrated together with the acidic hydrogen of the phosphate ester during the reaction of the phosphate ester and magnesium hydroxide described below.
  • the aluminum hydroxide includes aluminum hydroxide dehydrated together with the acidic hydrogen of the phosphate ester during the reaction of the phosphate ester and aluminum hydroxide described later.
  • alkali metal examples include sodium, potassium, and lithium.
  • alkaline earth metal examples include calcium, strontium, barium, calcium hydroxide, and barium hydroxide.
  • the salt of the compound represented by the general formula (1) is a salt of magnesium and / or magnesium hydroxide since the antistatic stability is improved.
  • Examples of quaternary ammonium include tetramethylammonium, tetraethylammonium, tetramethanolammonium, tetraethanolammonium, monooctyltrimethylammonium, monostearyltrimethylammonium, didecyldimethylammonium, dicocoyldimethylammonium, and the like.
  • Examples of the alkylamine or alkanolamine include primary amine, secondary amine or tertiary amine.
  • the primary amine is monoalkanolamine, N-monoalkylamine
  • secondary amine is dialkanolamine, N-alkyl, N-alkanolamine, N, N-dialkylamine, etc.
  • tertiary amine is trialkanolamine, N-alkyl, N, N-dialkanolamine, N, N-dipolyoxyalkylene, N-alkylamine, N , N-dialkyl, N-alkanolamine, N, N, N-trialkylamine, N, N, N ′, N′-tetrakis polyoxyalkylene alkyldiamine, and the like.
  • the alkyl phosphate ester (B) represents a phosphate monoester (hereinafter referred to as a mono form).
  • m represents a phosphoric acid diester (hereinafter referred to as di-form).
  • m is 1 to 2, which means that the organic phosphate ester (B) is a mixture of a mono form and a di form.
  • the ratio of the number of moles of the mono form to the number of moles of the di form is 7: 3.
  • m is determined by 31 P nuclear NMR measurement.
  • the average carbon number (a) of the alkyl group represented by R 1 is 6 to 24, preferably 8 to 22, and more preferably 10 to 18. In the case of less than 6 and more than 24, the antistatic property is insufficient.
  • the average carbon number (a) of the alkyl group of R 1 can be measured by 1 HNMR. For example, in the case where the primary alcohol is phosphorylated, it can be calculated from the integrated values of the entire methyl group, methine group, and methylene group with reference to the integrated value of —CH 2 O of the phosphate ester.
  • the average value (b) of the number of branches of the alkyl group represented by R 1 is preferably 1.5 or more, more preferably 1.8 or more, further preferably 2.1 or more, and 2.5 or more. Is most preferred. A preferred upper limit is 11.
  • the number of branches (b) of the alkyl group can be measured by 1 HNMR.
  • the number of branches is (the number of methyl groups contained in R 1 ⁇ 1). Since the number of branches is determined by the number of methyl groups in this way, the case where the branched chain is branched is also included in the number of branches.
  • the average value of the number of branches of the alkyl group (b) / the average number of carbon atoms of the alkyl group (a) (hereinafter sometimes referred to as (b) / (a)) is 0.15 or more; 18 or more are preferable, 0.20 or more are more preferable, and 0.24 or more are more preferable. If it is less than 0.15, the effect of the present application cannot be obtained.
  • the preferable upper limit of (b) / (a) is 0.48.
  • R 1 preferably has one or more side chains that are methyl groups, and more preferably two or more. When it has a side chain which is a methyl group, compatibility with the smooth component (A) is improved, and this is preferable from the viewpoint that the effect of the present application is easily exhibited.
  • the upper limit of the number of side chains which are a methyl group is not specifically limited, A preferable upper limit is 11.
  • the method for producing the alkyl phosphate ester is not particularly limited.
  • a branched alkyl alcohol or an oxyalkylene adduct of a branched alkyl alcohol and diphosphorus pentoxide are mixed and heated to condense.
  • the branched alkyl alcohol used above may be an alcohol derived from a natural product or a synthetic alcohol, but is produced by polymerizing ethylene, propylene, 1-butene, 2-butene, etc., by an oxo method. It is desirable to use synthetic alcohol.
  • the number of branches varies depending on the raw materials selected at the time of polymerization and oxonation, but among them, it is more preferable to use a raw material that generates an alcohol having a branch number of 2 or more. For example, it is possible to produce an alcohol having 2 or more branches by polymerizing a mixture of 1-butene and 2-butene and then oxoating.
  • the branched alkyl alcohol or the oxyalkylene adduct of the branched alkyl alcohol preferably has a structure represented by the following general formula (2).
  • a 2 O is an oxyalkylene group having 2 to 4 carbon atoms.
  • T is a number from 0 to 30.
  • R 2 is an alkyl group, and the average carbon number of R 2 is ( (d) / (c) is 0.15 or more, where c) and the average value of the number of branches of R 2 is (d).
  • the average carbon number (c) of the alkyl group represented by R 2 is 6 to 24, preferably 8 to 22, and more preferably 10 to 18. In the case of less than 6 and more than 24, the antistatic property is insufficient.
  • the average carbon number (c) of the alkyl group of R 2 can be measured by 1 HNMR. For example, in the case of a primary alcohol, it can be calculated from the integral value of the entire methyl group, methine group, and methylene group with the integral value of —CH 2 O as a reference.
  • the average value (d) of the branch number of the alkyl group represented by R 2 is preferably 1.5 or more, more preferably 1.8 or more, further preferably 2.1 or more, and 2.5 or more. Is most preferred. A preferred upper limit is 11.
  • the number of branches (c) of the alkyl group can be measured by 1 HNMR. The number of branches is (the number of methyl groups contained in R 2 ⁇ 1).
  • the average value of the number of branches of the alkyl group (d) / the average number of carbon atoms of the alkyl group (c) (hereinafter sometimes referred to as (d) / (c)) is 0.15 or more; 18 or more are preferable, 0.20 or more are more preferable, and 0.24 or more are more preferable. If it is less than 0.15, the effect of the present application cannot be obtained.
  • a preferable upper limit value of (d) / (c) is 0.48.
  • the branched alkyl alcohol may be an alcohol composed only of a single carbon chain or a mixture of a plurality of alcohols having different carbon chains.
  • R 2 preferably has one or more side chains that are methyl groups, and more preferably two or more.
  • compatibility with the smooth component (A) is improved, and this is preferable from the viewpoint that the effect of the present application is easily exhibited.
  • the upper limit of the number of side chains which are a methyl group is not specifically limited, A preferable upper limit is 11.
  • Examples of the alcohol containing an alcohol having an alkyl group having 2 or more branches include 2,2-dimethyl-1-butanol, 2,4-dimethyl-1-pentanol, 2,2-dimethyl-1-hexanol, 3 , 5,5-trimethyl-1-hexanol, tridecanol manufactured by KH Neochem, EXXAL (registered trademark) series manufactured by EXXON MOBIL [EXXAL (registered trademark) 8, EXXAL (registered trademark) 11, EXXAL (registered trademark) 13 Etc.], SASOL's MARLIPAL (registered trademark) O13, and the like. These alcohols have a side chain which is a methyl group.
  • phosphate ester (X) a mixture of phosphate esters (a mixture of the above mono- and di-forms, hereinafter referred to as phosphate ester (X)) is obtained.
  • the phosphate ester (X) may contain pyrophosphate ester, polyphosphate ester or inorganic phosphate other than the alkyl phosphate ester (B) as a by-product. Since pyrophosphoric acid ester, polyphosphoric acid ester or inorganic phosphoric acid does not affect the treating agent for elastic fiber of the present invention, even if pyrophosphoric acid ester, polyphosphoric acid ester or inorganic phosphoric acid is contained in the treating agent for elastic fiber, Good.
  • the weight proportion of pyrophosphate ester and / or polyphosphate ester may be 0.1% by weight or less with respect to the treating agent, and the weight proportion of inorganic phosphoric acid is 0.05 weight with respect to the treating agent. % Or less.
  • the treatment agent for elastic fibers according to the present invention is an alkyl-modified silicone, an ester-modified silicone, a polyether-modified silicone, an amino-modified silicone, an amide in addition to the components described above.
  • the modified silicone is generally a reactive (functional) group or a non-reactive group at least at one of both ends, one end, side chain, and both side chains of polysiloxane such as dimethyl silicone (polydimethylsiloxane) ( It has a structure in which at least one functional group is bonded.
  • the modified silicone is an alkyl-modified silicone such as a modified silicone having a long-chain alkyl group (such as an alkyl group having 6 or more carbon atoms or a 2-phenylpropyl group); an ester that is a modified silicone having an ester bond.
  • a modified silicone having a long-chain alkyl group such as an alkyl group having 6 or more carbon atoms or a 2-phenylpropyl group
  • an ester that is a modified silicone having an ester bond.
  • Modified silicones polyether-modified silicones that are modified silicones having polyoxyalkylene groups (for example, polyoxyethylene groups, polyoxypropylene groups, polyoxyethyleneoxypropylene groups, etc.); aminopropyl groups and N- (2-amino) Ethyl) modified silicone having aminopropyl group, amino modified silicone; amide modified silicone having modified amide bond; imide modified silicone having modified imide bond; modified with alcoholic hydroxyl group A carbinol-modified silicone that is ricone; an epoxy-modified silicone that is a modified silicone having an epoxy group such as a glycidyl group or an alicyclic epoxy group; a carboxy-modified silicone that is a modified silicone having a carboxyl group; a modified silicone that has a carboxyamide group A certain carboxyamide-modified silicone; a mercapto-modified silicone which is a modified silicone having a mercapto group; a methacryl-modified silicone having a methacryl group; a phenol-mod
  • the above-mentioned organopolysiloxane resin (hereinafter simply referred to as silicone resin) means silicone having a three-dimensional cross-linked structure.
  • the silicone resin is generally at least one component selected from a monofunctional constituent unit (M), a bifunctional constituent unit (D), a trifunctional constituent unit (T), and a tetrafunctional constituent unit (Q). It consists of units.
  • the silicone resin is not particularly limited, and examples thereof include silicone resins such as MQ silicone resin, MQT silicone resin, T silicone resin, and DT silicone resin.
  • MQ silicone resin examples include R c R d R e SiO 1/2 that is a monofunctional structural unit (where R c, R d, and R e are all hydrocarbon groups), and 4 Examples thereof include a silicone resin containing SiO 4/2 which is a functional constituent unit.
  • Examples of the MQT silicone resin include R c R d R e SiO 1/2 that is a monofunctional structural unit (where R c , R d, and R e are all hydrocarbon groups), and 4 Examples thereof include a silicone resin containing SiO 4/2 that is a functional structural unit and R f SiO 3/2 that is a trifunctional structural unit (where R f is a hydrocarbon group).
  • T-silicone resin for example, a silicone resin containing R f SiO 3/2 (where R f is a hydrocarbon group) which is a trifunctional structural unit (the end of which is a hydrocarbon group, silanol) And may be a group or an alkoxy group.).
  • Examples of the DT silicone resin include R g R h SiO 2/2 which is a bifunctional structural unit (where R g and R h are both hydrocarbon groups) and a trifunctional structural unit. R f SiO 3/2 (where R f is a hydrocarbon group) and the like.
  • the hydrocarbon group represented by R c to R h is a hydrocarbon group having 1 to 24 carbon atoms, and includes a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a pentyl group, an isopentyl group, and a hexyl group.
  • a cyclopropyl group, a cyclohexyl group, a phenyl group, a benzyl group, and the like, and a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, and a phenyl group are particularly preferable.
  • Examples of the higher fatty acid metal salt include monovalent, divalent or trivalent metal salts of fatty acids having 8 to 22 carbon atoms.
  • Examples of higher fatty acid metal salts include calcium laurate, calcium palmitate, barium myristate, magnesium myristate, magnesium palmitate, magnesium laurate, magnesium stearate, magnesium 2-ethylhexylate, zinc behenate, aluminum tribehenate, Calcium stearate, calcium 2-ethylhexylate, aluminum stearate, aluminum palmitate, barium stearate, zinc caprate, zinc stearate and the like can be mentioned. These higher fatty acid metal salts may be used alone or in combination of two or more.
  • the average particle diameter of the higher fatty acid metal salt is not particularly limited, but is preferably 0.01 to 5 ⁇ m, more preferably 0.02 to 3 ⁇ m, and particularly preferably 0.05 to 2 ⁇ m.
  • the average particle size of the higher fatty acid metal salt is less than 0.01 ⁇ m, the effect of addition may not be observed.
  • the average particle size of the higher fatty acid metal salt is more than 5 ⁇ m, it may easily fall off from the fiber surface and may cause scum in the post-spinning process.
  • the shape of the higher fatty acid metal salt is not particularly limited, but is preferably acicular or scaly.
  • the ratio between the vertical direction and the horizontal direction is preferably 10: 1 to 2: 1 and more preferably 8: 1 to 3: 1 from the viewpoint of unraveling property. .
  • the aliphatic alcohol is not particularly limited.
  • the polyhydric alcohol is not particularly limited.
  • 1,5-pentanediol 3-methyl-1,5-pentanediol, 1,6-hexanediol, 1,9-nonanediol, 2-methyl-1,8-octanediol, cyclohexanediol, glycerin, di Examples include glycerin, triglycerin, tetraglycerin, sorbitol, trimethylolpropane, and pentaerythritol.
  • the nonionic surfactant is not particularly limited.
  • polyoxyalkylene alkyl ether having an alkyl group having 8 to 22 carbon atoms oxyalkylene is 1 to 20 mol, oxyalkylene is oxyethylene and / or oxypropylene).
  • Sorbitan fatty acid ester, oxyalkylene adduct of sorbitan fatty acid ester (oxyalkylene is 1 to 20 mol, oxyalkylene is oxyethylene and / or oxypropylene, random and / or block) ),
  • An alkylphenol having an alkyl group having 6 to 22 carbon atoms an oxyalkylene adduct of an alkylphenol having an alkyl group having 6 to 22 carbon atoms (oxyalkylene is 1 to 20 mol, oxyalkylene is oxyalkylene) Tylene and / or oxypropylene, random and / or block), fatty acid polyoxyalkylene glycol ester (1-20 mol of oxyalkylene, oxyalkylene is oxyethylene and / or oxypropylene, random and / or block) And the like.
  • These nonionic surfactants may be used alone or in combination of two or more.
  • the cationic surfactant is not particularly limited, and examples thereof include alkylamines such as primary amines, secondary amines and tertiary amines or salts thereof, and quaternary ammonium salts. Specifically, laurylamine, myristylamine, cetylamine, stearylamine, oleylamine, diethylamine, dioctylamine, distearylamine, methylstearylamine, polyoxypropylene-added laurylamine, polyoxyethylene-added laurylamine, polyoxyethylene-added stearyl Amine, polyoxyethylene-added oleylamine, monoethanolamine, diethylethanolamine, dibutylethanolamine, triethanolamine, laurylethanolamine, oleylpropylenediamine, trioctylamine, dimethyllaurylamine, dimethylmyristylamine, dimethylstearylamine, didecyl Dimethylammonium salt, decyltrimethylammoni
  • the anionic surfactant is not particularly limited.
  • alkanesulfonic acid and / or a salt thereof dialkylsulfosuccinic acid and / or a salt thereof, alkylbenzenesulfonic acid and / or a salt thereof, alkylnaphthalenesulfonic acid and / or a salt thereof Salt
  • alkyl sulfuric acid and / or salt thereof polyoxyethylene alkyl ether sulfuric acid and / or salt thereof, polyoxyethylene alkyl ether acetic acid and / or salt thereof.
  • Examples thereof include polyoxyethylene alkyl ether acetic acid and / or a salt thereof having an alkyl group, among which dialkylsulfosuccinic acid ester salts are preferable.
  • These anionic surfactants may be used alone or in combination of two or more.
  • a dialkylsulfosuccinic acid ester salt is a component that further improves the stable antistatic property when contained in the treatment agent for elastic fibers of the present invention.
  • the dialkylsulfosuccinic acid ester salt preferably has a structure represented by the following general formula (3) from the viewpoint of easily obtaining an antistatic property by the combined use with the alkyl phosphoric acid ester (B).
  • R 3 and R 4 each independently represents an alkyl group having 1 to 30 carbon atoms or an alkenyl group having 2 to 30 carbon atoms.
  • R 3 and R 4 include methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, pentyl group, hexyl group, isohexyl group, heptyl group, octyl group, isooctyl group, nonyl group, Examples include decyl group, isodecyl group, undecyl group, 2-ethylhexyl group, dodecyl group, tridecyl group, isotridecyl group, tetradecyl group, octadecyl group, and eicosyl group.
  • alkenyl group having 2 to 30 carbon atoms examples include a hexenyl group, a heptenyl group, an octenyl group, an undecenyl group, a dodecenyl group, and a nonadecenyl group.
  • R 3 and R 4 are independently preferably an alkyl group having 3 to 26 carbon atoms, more preferably 5 to 15 carbon atoms. Further, when R 3 and R 4 have branches, the number of branches, branch chain length, and branch position are not particularly limited.
  • M represents one type selected from monovalent, divalent, or trivalent metal ions and R 5 NR 6 R 7 R 8 .
  • R 5 to R 8 each independently represents a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, an alkanol group having 1 to 18 carbon atoms, or (A 3 O) u H.
  • a 3 O is an oxyalkylene group having 2 to 4 carbon atoms.
  • u is a number from 1 to 30.
  • q represents the valence of M.
  • oxyalkylene groups having the same carbon number alone oxyalkylene groups having different carbon numbers may be used in combination. When used in combination, oxyalkylene groups having different carbon numbers may be added in blocks or randomly.
  • M is a hydrogen atom, an alkali metal (for example, lithium, potassium, sodium, etc.), an alkaline earth metal (for example, calcium), magnesium, aluminum, or the like, and represented by R 5 NR 6 R 7 R 8.
  • R 5 to R 8 a hydrogen atom, a methyl group, an ethyl group, a hydroxyethyl group, a butyl group, or the like is used.
  • dialkylsulfosuccinic acid ester salts include, but are not limited to, sodium diisooctylsulfosuccinate, sodium dioctylsulfosuccinate, potassium diisooctylsulfosuccinate, magnesium diisooctylsulfosuccinate, ammonium diisooctylsulfosuccinate, diiso Isooctylsulfosuccinate ethanolamine, diisooctylsulfosuccinate diethanolamine, diisooctylsulfosuccinate triethanolamine, dipentylsulfosuccinate sodium, dihexylsulfosuccinate sodium, diisohexylsulfosuccinate sodium, ditridecylsulfosuccinate sodium, dioctadecylsulfosuccinate Potassium, magnesium didodecty
  • sodium diisooctylsulfosuccinate and diisooctyl are used from the viewpoint that stable antistatic properties are easily obtained in combination with alkyl phosphate ester (B).
  • 1 type (s) or 2 or more types may be used for the dialkyl sulfosuccinic acid ester salt.
  • the state of the dialkylsulfosuccinic acid ester salt in the treatment agent is not particularly limited and may be dissolved in the treatment agent or dispersed as an individual, partly dissolved and partly dispersed as an individual. May be.
  • the viscosity of the elastic fiber treating agent of the present invention at 30 ° C. is preferably 5 to 50 mm 2 / s, more preferably 5 to 40 mm 2 / s, and still more preferably 6 to 20 mm 2 / s. If the viscosity is too low, when the elastic fiber is run in the spinning and post-processing steps, the treatment agent may scatter in the form of a mist, and the surroundings may be soiled or the operator may inhale. On the other hand, if the viscosity is too high, when the elastic fiber is run in the spinning and post-processing steps, the running roller may wind the yarn around the running roller due to adhesiveness, which may cause yarn breakage.
  • the method for producing the treatment agent for elastic fiber of the present invention is not particularly limited, and a known method can be adopted. For example, a method in which some components are blended in advance and mixed with other components may be used, or a method in which all components are mixed at once. Further, when the treatment agent for elastic fibers of the present invention contains a higher fatty acid metal salt, it may be produced by mixing an already pulverized higher fatty acid metal salt with a base component or the like. May be mixed and pulverized to a predetermined average particle size using a conventionally known wet pulverizer.
  • the weight ratio of the base component (A) in the elastic fiber treatment agent is preferably 50 to 99.99% by weight, more preferably 55 to 99.9% by weight, still more preferably 60 to 98% by weight, and 65 to 95% by weight. % Is particularly preferred. If the proportion of the base component (A) is too small, the smoothness is lowered and the quality of the fabric product may be lowered.
  • the total weight ratio of the alkyl phosphate ester (B) is preferably 0.01 to 50% by weight, more preferably 0.05 to 30% by weight, and further preferably 0.1 to 10% by weight with respect to the treatment agent. preferable.
  • the total weight ratio of the alkyl phosphate ester (B) is less than 0.01% by weight, the intended effect may be insufficient, and when it exceeds 50% by weight, the effect according to the amount added cannot be obtained. In some cases, it may be economically disadvantageous.
  • the weight ratio of the other components to the entire elastic fiber treatment agent is preferably 0.01 to from the viewpoint of maintaining fluidity when using the treatment agent. It is preferably 15% by weight, more preferably 0.1 to 13% by weight, still more preferably 0.5 to 10% by weight.
  • the weight ratio of the other components in the entire elastic fiber treatment agent is preferably 0 from the viewpoint of maintaining fluidity when using the treatment agent. 0.01 to 15% by weight, more preferably 0.1 to 13% by weight, and still more preferably 0.5 to 10% by weight.
  • the elastic fiber of the present invention is obtained by applying the elastic fiber treatment agent of the present invention to an elastic fiber main body.
  • the adhesion ratio of the elastic fiber treatment agent to the entire elastic fiber is not particularly limited, but is preferably 0.1 to 15% by weight, and more preferably 0.5 to 10% by weight.
  • the method for applying the elastic fiber treatment agent of the present invention to the elastic fiber body is not particularly limited, and a known method can be employed.
  • the elastic fiber (elastic fiber body) of the present invention is a fiber having elasticity using polyether polyurethane, polyester polyurethane, polyether ester elastomer, polyester elastomer, polyethylene elastomer, polyamide elastomer, etc., and its elongation is usually 300% or more.
  • the elastic fiber of the present invention is made of polyurethane or polyurethane urea obtained by reacting PTMG or polyester diol with an organic diisocyanate and then extending the chain with 1,4 butanediol, ethylenediamine, propylenediamine, pentanediamine or the like.
  • a 20 to 40% solution of a polyurethane urea polymer obtained by reacting in a solvent such as acetamide or dimethylformamide and chain-extending with a diamine such as ethylenediamine or propanediamine is spin-spun at a spinning speed of 400 to 1200 m / min.
  • a solvent such as acetamide or dimethylformamide
  • a diamine such as ethylenediamine or propanediamine
  • the adaptive fineness of the elastic fiber body is not particularly limited.
  • the elastic fiber body of the present invention may contain inorganic substances such as titanium oxide, magnesium oxide, hydrotalcite, zinc oxide, and organic compounds such as metal soap.
  • inorganic substances such as titanium oxide, magnesium oxide, hydrotalcite, zinc oxide, and organic compounds such as metal soap.
  • the metal soap include calcium 2-ethylhexylate, calcium stearate, calcium palmitate, magnesium stearate, magnesium palmitate, magnesium laurate, barium stearate, zinc caprate, zinc behenate, zinc stearate and the like. 1 type (s) or 2 or more types may be used for an inorganic substance.
  • the elastic fiber of the present invention can be used as a cloth by processing yarn such as covering yarn such as CSY, single covering, PLY, air covering, circular knitting, tricot and the like.
  • covering yarn such as CSY, single covering, PLY, air covering, circular knitting, tricot and the like.
  • products that require elasticity such as stockings, socks, underwear and swimwear, and outerwear such as jeans and suits are given elasticity for comfort. Also used for purposes. More recently, it has been applied to disposable diapers.
  • Phosphate ester (X) was prepared in the same manner as in (Production of X-1) except that 1 mol of ethylene and 3 mol of oxypropylene were randomly added to 800 parts by weight, and diphosphorus pentoxide was changed to 89 parts by weight. ⁇ 5) was prepared.
  • PX phosphate ester
  • PX-2 (Production of phosphate ester (PX-2)) 800 parts by weight of C7-9 alcohol was changed to 800 parts by weight of 2-ethyl-1-hexanol and 1 mol of oxyethylene and 3 mol of oxypropylene randomly added, and diphosphorus pentoxide was changed to 109 parts by weight.
  • a phosphate ester (PX-2) was prepared in the same manner as in (Production of X-1) except that
  • alkyl phosphate ester (B) The alkyl phosphate esters (B-1), (B-2), (PB-1), (PB-2), and (PB-12) are the above-mentioned phosphate esters (X-1), (X-4), and (PX-1), respectively. ) (PX-2) (PX-1) was applied as is. For the alkyl phosphate esters (B-3) to (B-12) and the alkyl phosphate esters (PB-3) to (PB-11) and (PB-13), the phosphate esters shown in Table 2 ( A salt was obtained by neutralizing X).
  • the antistatic stability is measured by running an elastic fiber and measuring (I) average value of static electricity generation amount and (II) standard deviation of static electricity generation amount. (III) “standard deviation of static electricity generation amount / The average value of static electricity generation ⁇ 100 ”was used as a substitute evaluation for the antistatic stability evaluation method.
  • the specific measurement method is as follows. In FIG. 1, the cheese (2) of the fiber which provided the processing agent was installed in the unwinding side roller (1) of the yarn unwinding device, and the paper tube (4) was installed in the winding side roller (3). The yarn unwinding speed on the heel side is set to 50 m / min, and the winding speed is set to 100 m / min.
  • the yarn is pulled out from the cheese, passed through the ring guide (5) made of alumina installed in the middle of the two rollers, and then wound around the paper tube (4) on the winding roller side.
  • the rollers (1) and (3) are started simultaneously, and the yarn is wound around the paper tube (4) on the winding side while the yarn is stretched twice.
  • the amount of static electricity generated is measured for 3 minutes with the Kasuga-type potentiometer (6) installed 1 cm above the yarn just after passing through the alumina ring guide (5).
  • the measured amount of static electricity is recorded with a digital recorder (7).
  • (I) Average value of the amount of static electricity generated Calculate the average value of all measured values for 3 minutes.
  • the fiber cheese (9) provided with the treatment agent is installed on the unwinding side roller (8) of the yarn unwinding device, and the paper tube (11) is installed on the winding side roller (10).
  • the yarn unwinding speed on the heel side is set to 40 m / min, and the winding speed is set to 120 m / min.
  • a knitting needle (14) is installed between two tension meters, and a thread is applied to the knitting needle (4).
  • the rollers (8) and (10) are started simultaneously, and the yarn is wound around the paper tube (11) on the winding side for 3 minutes while stretching the yarn three times.
  • the yarn scratches the knitting needle (14), and the tension fluctuation due to the friction at that time is measured by the tensiometers (12) and (13).
  • the measured value is recorded by a digital recorder (15).
  • a value obtained by dividing the average value of the numerical values detected by the tensiometer (13) by the average value of the numerical values detected by the tensiometer (12) is defined as a friction coefficient. The lower the coefficient of friction, the lower the fiber / metal friction, and the better the process passability in the subsequent process.
  • Examples 1 to 13, Comparative Examples 1 to 13 A polytetramethylene ether glycol having an average molecular weight of 1600 is reacted with 4,4′-diphenylmethane diisocyanate in a molar ratio of 1: 2, and then chain-extended using a dimethylformamide solution of 1,2-diaminopropane to form a polymer as a spinning dope. A dimethylformamide solution having a concentration of 33% was obtained. The concentration of the spinning dope was 1900 mPa ⁇ S (measurement temperature: 30 ° C.).
  • the ingredients listed in Table 2 were mixed and then stirred at 20 to 40 ° C. for 60 minutes to obtain higher fatty acid metal salt (D2, magnesium stearate).
  • the mixed fatty acid metal salt was pulverized using the wet pulverizer described above, and the elastic fiber treating agents of Examples 1 to 13 and Comparative Examples 1 to 13 were obtained.
  • the components used in Examples and Comparative Examples are shown in Table 1 and below, and the composition of each elastic fiber treatment agent is shown in Table 2. The components described in the table are as follows.
  • D-1 Silicone resin [organopolysiloxane resin (MQ silicone resin type, 400 mm 2 / s (25 ° C.)])
  • D-2 Magnesium stearate
  • D-3 Isocetyl alcohol
  • D-4 Dioctyl sulfosuccinate Na salt
  • D-5 Amino-modified silicone (side chain-modified type, amine value 28 KOH mg / g, 3500 mm 2 / s (25 ° C.
  • D-6 Polyether-modified silicone ((Side-chain poly (oxypropylene / oxyethylene) -modified type, 150 mm 2 / s (25 ° C.))
  • D-7 3 mol oxyethylene adduct of secondary alcohol (C12-13)
  • EOLA described in the table indicates 1 mol addition monolaurylamine of ethylene oxide, and DBEA indicates dibutylethanolamine.
  • the obtained spinning dope was discharged from a spinneret having four pores into a N 2 gas stream at 195 ° C. for dry spinning.
  • 6% by weight of the elastic fiber treating agent was applied to each running yarn (elastic fiber main body) being spun by an oiling roller. Therefore, 5.66% by weight of the elastic fiber treatment agent was applied to the entire elastic fiber.
  • the elastic fibers treated with the elastic fiber treating agent were each wound around a bobbin at a speed of 500 m / min to obtain 77 dtex multifilament cheese (rolling amount: 400 g). It evaluated by the said evaluation method using the obtained cheese, respectively. The results are shown in Table 3.
  • the treatment agent for elastic fibers of the present invention is stable and excellent in antistatic properties, it is suitably applied to the production process of elastic fibers.

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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)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

La présente invention vise à fournir : un agent de traitement pour des fibres élastiques, qui est stable et a d'excellentes propriétés antistatiques ; et des fibres élastiques qui comportent cet agent de traitement. La présente invention concerne un agent de traitement pour des fibres élastiques, qui contient au moins un constituant de base (A) qui est choisi parmi des huiles de silicone, des huiles minérales et des huiles d'ester, et au moins un ester de phosphate d'alkyle (B) qui est choisi parmi des composés représentés par la formule générale (1) et des sels de ces derniers. (Dans la formule générale (1), A1O représente un groupe oxyalkylène ayant 2-4 atomes de carbone ; n représente un nombre de 0 à 30 ; et R1 représente un groupe alkyle à condition que, si (a) est le nombre moyen d'atomes de carbone de la fraction R1 et (b) est le nombre moyen de ramifications de la fraction R1, (b)/(a) est 0,15 ou plus ; m représente un nombre de 1 à 2 ; et, s'il y a deux (A1O)n dans chaque molécule, les deux fractions (A1O)n sont identiques ou différentes l'une de l'autre.)
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JP6345846B1 (ja) * 2017-05-26 2018-06-20 竹本油脂株式会社 弾性繊維用処理剤及び弾性繊維の製造方法
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JP2021014644A (ja) * 2019-07-11 2021-02-12 竹本油脂株式会社 弾性繊維用処理剤及び弾性繊維
KR20230044548A (ko) * 2020-09-07 2023-04-04 다케모토 유시 가부시키 가이샤 탄성 섬유용 처리제 및 탄성 섬유

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JP2018127727A (ja) * 2017-02-07 2018-08-16 竹本油脂株式会社 弾性繊維用処理剤及び弾性繊維
JP6345846B1 (ja) * 2017-05-26 2018-06-20 竹本油脂株式会社 弾性繊維用処理剤及び弾性繊維の製造方法
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JP2021014644A (ja) * 2019-07-11 2021-02-12 竹本油脂株式会社 弾性繊維用処理剤及び弾性繊維
KR20230044548A (ko) * 2020-09-07 2023-04-04 다케모토 유시 가부시키 가이샤 탄성 섬유용 처리제 및 탄성 섬유
KR102590458B1 (ko) * 2020-09-07 2023-10-17 다케모토 유시 가부시키 가이샤 탄성 섬유용 처리제 및 탄성 섬유

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