CN113677849A - Treating agent for synthetic fiber and synthetic fiber - Google Patents

Treating agent for synthetic fiber and synthetic fiber Download PDF

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Publication number
CN113677849A
CN113677849A CN202180002706.XA CN202180002706A CN113677849A CN 113677849 A CN113677849 A CN 113677849A CN 202180002706 A CN202180002706 A CN 202180002706A CN 113677849 A CN113677849 A CN 113677849A
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carbon atoms
group
hydrocarbon group
ester
agent
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CN113677849B (en
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村上卓
坪田英里
村田久典
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Takemoto Oil and Fat Co Ltd
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Takemoto Oil and Fat Co Ltd
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    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10Treating 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
    • D06M13/224Esters of carboxylic acids; Esters of carbonic acid
    • D06M13/2246Esters of unsaturated carboxylic acids
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10Treating 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
    • D06M13/224Esters of carboxylic acids; Esters of carbonic acid
    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01FCHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F1/00General methods for the manufacture of artificial filaments or the like
    • D01F1/02Addition of substances to the spinning solution or to the melt
    • D01F1/10Other agents for modifying properties
    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01FCHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F11/00Chemical after-treatment of artificial filaments or the like during manufacture
    • D01F11/04Chemical after-treatment of artificial filaments or the like during manufacture of synthetic polymers
    • D01F11/08Chemical after-treatment of artificial filaments or the like during manufacture of synthetic polymers of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01FCHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F6/00Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
    • D01F6/88Monocomponent 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
    • D01F6/92Monocomponent 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
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/53Polyethers
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16Synthetic fibres, other than mineral fibres
    • D06M2101/30Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M2101/32Polyesters

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

Abstract

The invention provides a treating agent for synthetic fibers, which can reduce tar and yarn sway, and a synthetic fiber attached with the treating agent. The synthetic fiber treatment agent of the present invention contains a smoothing agent, a nonionic surfactant and an ionic surfactant, and is characterized in that: the smoothing agent comprises a specific ester A1 and optionally a specific ester A2; the smoothing agent contains the ester A1 in a proportion of 40 to 100 mass%; the ester A1 is contained in a proportion of 50 to 100 mass% when the total content of the ester A1 and the ester A2 is 100 mass%.

Description

Treating agent for synthetic fiber and synthetic fiber
Technical Field
The present invention relates to a treating agent for synthetic fibers that can reduce tar and yarn run, and a synthetic fiber to which the treating agent for synthetic fibers is attached.
Background
In general, in a spinning process of synthetic fibers, from the viewpoint of reducing fiber damage such as friction and yarn breakage, a treatment for adhering a synthetic fiber treatment agent to the surface of a filamentous strand of a synthetic fiber may be performed.
A treatment agent for synthetic fibers disclosed in patent document 1 is known. Patent document 1 discloses a synthetic fiber treatment agent containing a smoothing agent such as 2-octyldodecanol stearate and a surfactant such as trimethylolpropane EO24 mol adduct of stearic acid diester.
Documents of the prior art
Patent document
Patent document 1: japanese patent laid-open No. 2012 and 92481
Disclosure of Invention
Problems to be solved by the invention
However, these conventional synthetic fiber treating agents still do not sufficiently cope with the reduction of tar and the reduction of yarn chatter on a roll in a spinning step.
The present invention has been made in view of the above circumstances, and an object thereof is to provide a treatment agent for synthetic fibers that can reduce tar and yarn run. The present invention also provides a synthetic fiber to which the treatment agent for synthetic fiber is attached.
Means for solving the problems
The present inventors have conducted studies to solve the above problems, and as a result, have found that a synthetic fiber-treating agent containing a specific ester compound as a smoothing agent and a surfactant is particularly effective.
A treatment agent for synthetic fibers, which comprises a smoothing agent, a nonionic surfactant and an ionic surfactant, and is characterized in that: the smoothing agent comprises an ester A1 represented by the following formula 1 and optionally an ester A2 represented by the following formula 2; the smoothing agent contains the ester A1 in a proportion of 40 to 100 mass%; the ester A1 is contained in a proportion of 50 to 100 mass% when the total content of the ester A1 and the ester A2 is 100 mass%.
[ solution 1]
Figure BDA0003284624370000021
(in the case of the chemical formula 1,
R1: a saturated hydrocarbon group having 7 to 23 carbon atoms or an unsaturated hydrocarbon group having 7 to 23 carbon atoms;
X1、Y1、Y1: a hydrogen atom, a methyl group, an ethyl group, a linear saturated hydrocarbon group having 3 to 17 carbon atoms, a saturated hydrocarbon group having 3 to 17 carbon atoms and a branched structure, a linear unsaturated hydrocarbon group having 3 to 17 carbon atoms, or an unsaturated hydrocarbon group having 3 to 17 carbon atoms and a branched structure.
Wherein, X1And Y1At least 1 of the above groups being a methyl group, an ethyl group, or the above hydrocarbon group, X1、Y1And Y1The total number of carbon atoms of (a) is 6 to 17. )
[ solution 2]
Figure BDA0003284624370000031
(in the case of the chemical formula 2,
R2: a saturated hydrocarbon group having 7 to 23 carbon atoms or an unsaturated hydrocarbon group having 7 to 23 carbon atoms;
X2: a hydrogen atom;
Y2: a hydrogen atom;
Y2: a hydrogen atom, a methyl group, an ethyl group, a linear saturated hydrocarbon group having 3 to 17 carbon atoms, a saturated hydrocarbon group having a branched structure having 3 to 17 carbon atoms, a linear unsaturated hydrocarbon group having 3 to 17 carbon atoms, orAn unsaturated hydrocarbon group having a branched structure and having 3 to 17 carbon atoms. )
Among the above-mentioned treating agents for synthetic fibers, preferred are: x of the above formula 11The alkyl group is methyl, ethyl, a linear saturated alkyl group having 3 to 17 carbon atoms, a saturated alkyl group having 3 to 17 carbon atoms and a branched structure, a linear unsaturated alkyl group having 3 to 17 carbon atoms, or an unsaturated alkyl group having 3 to 17 carbon atoms and a branched structure.
Among the above-mentioned treating agents for synthetic fibers, preferred are: x of the above formula 11、Y1And Y1The total number of carbon atoms of (a) is 6 to 12.
The synthetic fiber for solving the above problems is characterized in that the treating agent for synthetic fiber is adhered.
Effects of the invention
According to the invention, tar can be reduced, and yarn shaking can be reduced.
Detailed Description
(embodiment 1)
First, embodiment 1 of a synthetic fiber treating agent (hereinafter referred to as treating agent) according to the present invention will be described. The treating agent of the present embodiment contains a smoothing agent, a nonionic surfactant, and an ionic surfactant.
The smoothing agent used in the present embodiment includes an ester A1 shown in the following formula 3.
[ solution 3]
Figure BDA0003284624370000041
(in the case of the chemical formula 3,
R1: a saturated hydrocarbon group having 7 to 23 carbon atoms or an unsaturated hydrocarbon group having 7 to 23 carbon atoms;
X1、Y1、Y1: a hydrogen atom, a methyl group, an ethyl group, a linear saturated hydrocarbon group having 3 to 17 carbon atoms, a saturated hydrocarbon group having 3 to 17 carbon atoms and a branched structure, a linear unsaturated hydrocarbon group having 3 to 17 carbon atoms, or an unsaturated hydrocarbon group having 3 to 17 carbon atoms and a branched structureAnd (4) a base.
Wherein, X1And Y1At least 1 of the above groups being a methyl group, an ethyl group, or the above hydrocarbon group, X1、Y1And Y1The total number of carbon atoms of (a) is 6 to 17. )
These esters A1 can be used alone in 1 kind, or in combination of 2 or more kinds.
Among these, X of formula 31Preferably a methyl group, an ethyl group, a linear saturated hydrocarbon group having 3 to 17 carbon atoms, a saturated hydrocarbon group having 3 to 17 carbon atoms and a branched structure, a linear unsaturated hydrocarbon group having 3 to 17 carbon atoms, or an unsaturated hydrocarbon group having 3 to 17 carbon atoms and a branched structure. This compound can reduce yarn chatter in particular. In addition, in the formula 3, X is preferred1、Y1And Y1A total of 6 to 12 carbon atoms. This compound can reduce tar in particular.
As a constituent R1The hydrocarbon group (b) may be a linear saturated hydrocarbon group or a saturated hydrocarbon group having a branched structure. The hydrocarbon group may be a linear unsaturated hydrocarbon group or an unsaturated hydrocarbon group having a branched structure.
As a constituent R1Specific examples of the linear saturated hydrocarbon group include heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, eicosyl, docosyl, and tricosyl.
As a constituent R1Specific examples of the saturated hydrocarbon group having a branched structure include isoheptyl, isooctyl, isononyl, isodecyl, isoundecyl, isododecyl, isotridecyl, isotetradecyl, isopentadecyl, isohexadecyl, isoheptadecyl, isooctadecyl, isoeicosyl, isodocosyl, and isotricosyl.
Form R1The unsaturated hydrocarbon group (b) may be an alkenyl group having 1 double bond as an unsaturated carbon bond, or may be a dienyl group, a trienyl group or the like having 2 or more double bonds. Furthermore, there may be 1 asThe alkynyl group having a triple bond of an unsaturated carbon bond may be a dialkynyl group having 2 or more triple bonds, or the like. Specific examples of the linear unsaturated hydrocarbon group having 1 double bond in the hydrocarbon group include heptenyl group, octenyl group, nonenyl group, decenyl group, undecenyl group, dodecenyl group, tridecenyl group, tetradecenyl group, pentadecenyl group, hexadecenyl group, heptadecenyl group, octadecenyl group, eicosenyl group, docosenyl group, and tricosenyl group.
As a constituent R1Specific examples of the unsaturated hydrocarbon group having a branched structure and 1 double bond in the hydrocarbon group in (1) include isoheptenyl, isooctenyl, isononyl, isodecenyl, isoundecenyl, isododecenyl, isotridecyl, isotetradecenyl, isopentadecenyl, isohexadecenyl, isoheptadecenyl, isooctadecenyl, isoeicosenyl, isodocosenyl and the like.
As a constitution X1、Y1Or Y1Specific examples of the linear saturated hydrocarbon group having 3 to 17 carbon atoms include propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, and the like.
As a constitution X1、Y1Or Y1Specific examples of the saturated hydrocarbon group having a branched structure and having 3 to 17 carbon atoms include isopropyl group, isobutyl group, isopentyl group, isohexyl group, isoheptyl group, isooctyl group, isononyl group, isodecyl group, isoundecyl group, isododecyl group, isotridecyl group, isotetradecyl group, isopentadecyl group, isohexadecyl group, and isoheptadecyl group.
Form X1、Y1Or Y1The unsaturated hydrocarbon group (b) may be an alkenyl group having 1 double bond as an unsaturated carbon bond, or may be a dienyl group, a trienyl group or the like having 2 or more double bonds. Further, the alkynyl group may have 1 triple bond as an unsaturated carbon bond, or may be a dialkynyl group having 2 or more triple bonds. As a constitution X1、Y1Or Y1The hydrocarbon group of (2) has a linear unsaturation having 1 double bondSpecific examples of the hydrocarbon group include propenyl, butenyl, pentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, undecenyl, dodecenyl, tridecenyl, tetradecenyl, pentadecenyl, hexadecenyl and heptadecenyl.
As a constitution X1、Y1Or Y1Specific examples of the unsaturated hydrocarbon group having a branched structure and 1 double bond in the hydrocarbon group in (1) include isopropenyl, isobutenyl, isopentenyl, isohexenyl, isoheptenyl, isooctenyl, isononyl, isodecenyl, isoundecenyl, isododecenyl, isotridecyl, isotetradecyl, isopentadecenyl, isohexadecenyl, and isoheptadecenyl.
Specific examples of the esters A1 include 2-propylheptyl oleate, 2-methylnonyl oleate, 2-ethylheptyl decanoate, 2-methylnonyl tetracosanate, 2-ethyldecyl stearate, 2-ethyltridecyl oleate, 3,5, 5-trimethylhexyl oleate, 3, 7-dimethyloctyl oleate, 3-methylundecyl oleate, 2-octyldodecyl palmitate, 2-octyldodecyl oleate, and 3-methylheptadecyl oleate.
The smoothing agent used in the present embodiment optionally contains esters A2 shown in the following formula 4.
[ solution 4]
Figure BDA0003284624370000061
(in the case of the chemical formula 4,
R2: a saturated hydrocarbon group having 7 to 23 carbon atoms or an unsaturated hydrocarbon group having 7 to 23 carbon atoms;
X2: a hydrogen atom;
Y2: a hydrogen atom;
Y2: a hydrogen atom, a methyl group, an ethyl group, a linear saturated hydrocarbon group having 3 to 17 carbon atoms, a saturated hydrocarbon group having a branched structure having 3 to 17 carbon atoms, a linear unsaturated hydrocarbon group having 3 to 17 carbon atoms, or a branched chain having 3 to 17 carbon atomsA structurally unsaturated hydrocarbon group. )
These esters A2 can be used alone in 1 kind, or can be used in combination of 2 or more kinds.
Form R2The hydrocarbon group (b) may be a linear saturated hydrocarbon group or a saturated hydrocarbon group having a branched structure. The hydrocarbon group may be a linear unsaturated hydrocarbon group or an unsaturated hydrocarbon group having a branched structure.
As a constituent R2Specific examples of the saturated hydrocarbon group or unsaturated hydrocarbon group in (3) include the saturated hydrocarbon group or unsaturated hydrocarbon group constituting R1 listed in the above formula.
As a constitution Y2Specific examples of the saturated hydrocarbon group or unsaturated hydrocarbon group in (3) include the constituent X1、Y1Or Y1A saturated hydrocarbon group or an unsaturated hydrocarbon group.
Specific examples of the esters a2 include isotridecyl oleate, lauryl oleate, oleyl laurate, and the like.
The treating agent contains 50-100 mass% of ester A1, assuming that the total content of ester A1 and ester A2 is 100 mass%. By limiting the range, the effect of the present invention can be improved.
Other smoothing agents than those described above may be used in combination with the smoothing agent used in the present embodiment. Other smoothing agents than those mentioned above can be used as appropriate. Specific examples of the smoothing agent include (1) ester compounds of aliphatic monocarboxylic acids and aliphatic monohydric alcohols, and ester compounds of aliphatic monocarboxylic acids and (poly) oxyalkylene adducts obtained by adding alkylene oxides having 2 to 4 carbon atoms to aliphatic monohydric alcohols, such as 2-ethylhexyl stearate, 2-decyltetradecyl oleate, and 2-ethyltridecyl propionate; (2) ester compounds formed from aliphatic polyhydric alcohols and aliphatic monocarboxylic acids, such as 1, 6-hexanediol dicaprate, trimethylolpropane monooleate, sorbitan trioleate, sorbitan monooleate, sorbitan monostearate, and glycerol monolaurate; (3) dilauryl adipate, dioleyl azelaic acid ester, ditetradecyl mercaptan dipropionate, diisocetyl mercaptan dipropionate, polyoxyethylene lauryl ether adipate, ester compounds formed from aliphatic monohydric alcohol and aliphatic polybasic acid, ester compounds formed from (poly) oxyalkylene adduct obtained by adding alkylene oxide having 2-4 carbon atoms to aliphatic monohydric alcohol and aliphatic polybasic acid; (4) an ester compound of an aliphatic monocarboxylic acid and a (poly) oxyalkylene adduct obtained by adding an alkylene oxide having 2 to 4 carbon atoms to an aromatic monohydric alcohol, such as benzyl oleate, benzyl laurate or polyoxypropylene benzyl stearate; (5) an ester compound of an aliphatic monocarboxylic acid and a (poly) oxyalkylene adduct obtained by adding an alkylene oxide having 2 to 4 carbon atoms to an aromatic polyol, such as bisphenol A dilaurate or polyoxyethylene bisphenol A dilaurate; (6) di-2-ethylhexyl phthalate, diisostearyl phthalate, trioctylmethyltrimellitate, and the like, ester compounds formed from an aliphatic monohydric alcohol and an aromatic polybasic acid, ester compounds formed from a (poly) oxyalkylene adduct obtained by adding an alkylene oxide having 2 to 4 carbon atoms to an aliphatic monohydric alcohol, and an aromatic polybasic acid; (7) natural oils such as coconut oil, rapeseed oil, sunflower seed oil, soybean oil, castor oil, sesame oil, fish oil, beef tallow and the like; (8) mineral oil, etc.; the general treating agent is a known smoothing agent. These smoothing agents may be used alone in 1 kind, or may be used in combination of 2 or more kinds.
The smoothing agent contains 40 to 100 mass% of an ester A1. By limiting the range, the effect of the present invention can be improved.
The content of the smoothing agent in the treating agent may be appropriately set, and is preferably 20 to 80% by mass, more preferably 30 to 70% by mass. By limiting the range, the smoothness of the fibers can be improved.
The nonionic surfactant used in the present embodiment may be any known nonionic surfactant. Specific examples of the nonionic surfactant include (1) compounds obtained by adding an alkylene oxide having 2 to 4 carbon atoms to an organic acid, an organic alcohol, an organic amine and/or an organic amide, such as polyoxyethylene dilaurate, polyoxyethylene laurate, polyoxyethylene oleate, polyoxyethylene octylether, polyoxyethylene lauryl ether methyl ether, polyoxyethylene polyoxypropylene lauryl ether, polyoxypropylene lauryl ether methyl ether, polyoxyethylene oleyl ether, polyoxyethylene crotonyl ether, polyoxyethylene polyoxypropylene nonylether, polyoxyethylene polyoxypropylene octylether, ethylene oxide adduct of 2-hexylhexanol, ethylene oxide propylene oxide adduct of 2-ethylhexanol, polyoxyethylene 2-ethyl-1-hexanol, polyoxyethylene lauryl ether, polyoxyethylene oleyl oleate, polyoxyethylene oleyl ether, polyoxyethylene octylether, ethylene oxide adduct of 2-hexylhexanol, polyoxyethylene lauryl ether, and polyoxyethylene lauryl ether, ether-type nonionic surfactants such as polyoxyethylene tridecyl ether, polyoxyethylene laurylamine ether, polyoxyethylene triphenylethylene ether, and ethylene oxide-propylene oxide adduct of glycerin; (2) polyoxyalkylene polyol fatty acid ester type nonionic surfactants such as polyoxyalkylenesorbitan trioleate, diesters of ethylene oxide adducts of trimethylolpropane and octadecanoic acid, polyoxyalkylenecoconut oil, polyoxyalkylenecastor oil, polyoxyalkylenehardened castor oil tricaprylate, polyoxyalkylenehardened castor oil maleates, octadecanoate, or oleate; (3) alkylamide-type nonionic surfactants such as octadecanoic acid diethanolamide and diethanolamine monolauramide; (4) polyoxyethylene diethanolamine monooleyl amide, polyoxyethylene laurylamine, polyoxyethylene tallow amine, and other polyoxyethylene fatty acid amide-type nonionic surfactants.
The content of the nonionic surfactant in the treating agent may be appropriately set, and is preferably 5 to 70% by mass, more preferably 15 to 60% by mass. By limiting the content to this range, the effect of the present invention and the stability as an emulsion can be improved.
The ionic surfactant used in the present embodiment may be any known ionic surfactant. Examples of the ionic surfactant include anionic surfactants, cationic surfactants, and amphoteric surfactants. These components can be used alone in 1 kind, can also be combined with more than 2 kinds.
The anionic surfactant used in the present embodiment may be any known anionic surfactant. Specific examples of the anionic surfactant include (1) phosphate salts of aliphatic alcohols such as lauryl phosphate salt, cetyl phosphate salt, octyl phosphate salt, oleyl phosphate salt and stearyl phosphate salt; (2) phosphoric ester salts obtained by adding at least one alkylene oxide selected from ethylene oxide and propylene oxide to aliphatic alcohols such as polyoxyethylene lauryl ether phosphate, polyoxyethylene oleyl ether phosphate, and polyoxyethylene stearyl ether phosphate; (3) aliphatic sulfonates or aromatic sulfonates such as lauryl sulfonate, myristyl sulfonate, cetyl sulfonate, oleyl sulfonate, stearyl sulfonate, myristyl sulfonate, dodecylbenzene sulfonate, and secondary alkylsulfonic acid (C13-15) salts; (4) sulfuric acid ester salts of aliphatic alcohols such as lauryl sulfuric acid ester salts, oleyl sulfuric acid ester salts and stearyl sulfuric acid ester salts; (5) sulfuric acid ester salts obtained by adding at least one alkylene oxide selected from ethylene oxide and propylene oxide to aliphatic alcohols, such as polyoxyethylene lauryl ether sulfuric acid ester salts, polyoxyethylene (polyoxyethylene, polyoxypropylene) lauryl ether sulfuric acid ester salts, and polyoxyethylene oleyl ether sulfuric acid ester salts; (6) sulfuric acid ester salts of fatty acids such as castor oil fatty acid sulfuric acid ester salt, sesame oil fatty acid sulfuric acid ester salt, rosin oil fatty acid sulfuric acid ester salt, soybean oil fatty acid sulfuric acid ester salt, rapeseed oil fatty acid sulfuric acid ester salt, palm oil fatty acid sulfuric acid ester salt, lard fatty acid sulfuric acid ester salt, beef tallow fatty acid sulfuric acid ester salt, whale oil fatty acid sulfuric acid ester salt, and the like; (7) oil and fat sulfate salts such as castor oil sulfate, sesame oil sulfate, rosin oil sulfate, soybean oil sulfate, rapeseed oil sulfate, palm oil sulfate, lard sulfate, tallow sulfate, and whale oil sulfate; (8) fatty acid salts such as laurate, oleate and stearate; (9) and sulfosuccinic acid ester salts of aliphatic alcohols such as dioctyl sulfosuccinate. Examples of the counter ion of the anionic surfactant include alkali metal salts such as potassium salt and sodium salt, ammonium salt, and alkanolamine salts such as triethanolamine.
The cationic surfactant used in the present embodiment may be any known cationic surfactant. Specific examples of the cationic surfactant include lauryl trimethylammonium chloride, cetyl trimethylammonium chloride, stearyl trimethylammonium chloride, behenyl trimethylammonium chloride, and didecyl dimethylammonium chloride.
The amphoteric surfactant used in the present embodiment may be any known surfactant. Specific examples of the amphoteric surfactant include betaine amphoteric surfactants and the like.
The content of the ionic surfactant in the treating agent may be appropriately set, and is preferably 1 to 20% by mass, more preferably 3 to 16% by mass, and most preferably 6 to 13% by mass. By limiting the amount to this range, the effect of the present invention, the stability as an emulsion, or the antistatic property can be improved.
(embodiment 2)
Next, embodiment 2 embodying the synthetic fiber according to the present invention will be described. The treating agent of embodiment 1 is attached to the synthetic fibers of the present embodiment. The form of the treating agent in attaching the treating agent to the synthetic fibers may be a diluted solution diluted with a diluting solvent, or may be an organic solvent solution or an aqueous solution. The synthetic fiber of the present embodiment is produced through the following steps: the treating agent is attached to the synthetic fibers in the form of a diluted solution such as an aqueous solution in, for example, a spinning or drawing step. The water may be evaporated from the diluent adhering to the synthetic fibers by a drying process.
Specific examples of the synthetic fibers to be produced are not particularly limited, and examples thereof include (1) polyester fibers such as polyethylene terephthalate, polypropylene terephthalate, and polylactic acid ester; (2) polyamide fibers such as nylon 6 and nylon 66; (3) polyacrylic fibers such as polyacrylic acid and modified acrylic acid; (4) polyolefin fibers such as polyethylene and polypropylene.
The amount of the treating agent adhering to the synthetic fibers is not particularly limited, and the treating agent is preferably adhered in a proportion of 0.1 to 3% by mass (excluding a solvent such as water) relative to the synthetic fibers. According to this configuration, the effect of the present invention can be further improved. The method for adhering the treating agent is not particularly limited, and a known method such as a roll-to-roll oil feeding method, an oil feeding method using a metering pump, an immersion oil feeding method, and a spray oil feeding method can be used.
The following effects can be obtained by the treating agent and the synthetic fibers of the above embodiments.
(1) The treating agent of the above embodiment is constituted by: the smoothing agent comprises the ester A1 and optionally the ester A2, the smoothing agent contains the ester A1 in an amount of 40 to 100 mass%, and the ester A1 is contained in an amount of 50 to 100 mass% when the total content of the ester A1 and the ester A2 is 100 mass%. Therefore, the generation of tar can be reduced. In particular, it is possible to reduce tar generated during high-temperature and high-speed processing in the spinning step and thereby improve cleaning performance. Further, the running yarn of the synthetic fiber to which the treating agent is attached, for example, the yarn running yarn on the guide roller can be reduced from being shaken.
However, the above embodiment can be modified as follows.
The treatment agent of the present embodiment can also be stored in the form of an aqueous liquid containing water. The content ratio of the treating agent and water in the aqueous liquid is not particularly limited. When the content of the treating agent in the aqueous liquid is set to 100 parts by mass, the content of water in the aqueous liquid is preferably 5 to 30 parts by mass, more preferably 5 to 20 parts by mass. By limiting the mixing ratio to this, the operability of the aqueous liquid can be improved, and the stability over time can be improved.
The treatment agent of the present embodiment may further contain a component that is generally used as a treatment agent, such as a stabilizer, an antistatic agent, a binder, an antioxidant, an ultraviolet absorber, and an antifoaming agent (silicone compound), in order to maintain the quality of the treatment agent, within a range that does not impair the effects of the present invention.
Specific examples of the antioxidant include (1)1,3, 5-tris (3 ', 5' -di-t-butyl-4-hydroxybenzyl) isocyanurate, 1,3, 5-tris (4-t-butyl-3-hydroxy-2, 6-dimethylbenzyl) isocyanurate, 1,3, 5-trimethyl-2, 4, 6-tris (3, 5-di-t-butyl-4-hydroxybenzyl) benzene, 2 '-trimethylene-bis (4-methyl-6-t-butylphenol), 1, 3-tris (2-methyl-4-hydroxy-5-t-butylphenyl) butane, tetrakis [ trimethylene-3- (3', phenol antioxidants such as 5 '-di-t-butyl-4' -hydroxyphenyl) propionate ] methane and triethylene glycol-bis [3- (3-t-butyl-5-methyl-4-hydroxyphenyl) propionate ]; (2) phosphite-based antioxidants such as octyldiphenyl phosphite, trisnonylphenyl phosphite, and tetra-tridecyl-4, 4' -butylidene-bis- (2-t-butyl-5-cresol) diphosphite; (3) thioether antioxidants such as 4,4 '-thiobis- (6-t-butyl-3-cresol) and dilauryl-3, 3' -thiodipropionate. These antioxidants may be used alone, or 2 or more of them may be used in combination.
Examples
The following examples and the like are given to more specifically explain the constitution and effects of the present invention, but the present invention is not limited to these examples. In the following description of examples and comparative examples, parts represent parts by mass, and% represents% by mass.
Test class 1 (preparation of aqueous liquid of treating agent for synthetic fiber)
The aqueous solutions of the treating agents used in the examples and comparative examples were obtained by the following production methods using the components shown in tables 1 to 4.
The esters A1(A1-1 to 12) shown in formula 3 are shown in Table 1. The type of ester A1 is shown in Table 1 under the heading "ester A1". R1 and X in formula 31、Y1、Y1The types of (B) are shown in the column "R1" and "X" in Table 11"column" and "Y1"column" and "Y1Column "column. Further, X is1、Y1And Y1The total number of carbon atoms of (2) is shown as "X" in Table 11、Y1And Y1The total number of carbon atoms in (2).
For reference, the synthesis of 2-propylheptyl oleate (A1-1) is described below.
Synthesis of 2-propylheptyl oleate (A1-1)
282g (1 mol) of oleic acid and 158g (1 mol) of 2-propylheptanol were put in a flask, and after melting at 75 ℃ under nitrogen, 0.6g of p-toluenesulfonic acid was added as a catalyst, and the reaction was further carried out at 120 ℃ under a reduced pressure of 2mmHg for 4 hours. Then, the temperature was returned to normal pressure under nitrogen at 105 ℃ and the catalyst was removed by adding an adsorbent. Filtration was then carried out at 90 ℃ to obtain a mixture comprising the esters A1-1.
In order to separate a trace amount of impurities (by-products, unreacted alcohols, unreacted fatty acids, etc.) from the ester A1-1 obtained by the above-mentioned method, a separation treatment was carried out by a column chromatography using silica gel.
The ester A1-1 separated by column chromatography was analyzed by 1H-NMR (MERCURY plus NMR Spectrometor System, manufactured by VALIAN corporation, 300MHz, CDCl 3). It was confirmed by NMR that the peak at 3.9 to 4.1ppm was doubled, that is, X in formula 31Is a peak of a hydrocarbon group (wherein X is1Triplet in the case of hydrogen atom). Further, it was confirmed by GC-MS measurement that MS had a molecular ion peak (m/z 422).
[ Table 1]
Figure BDA0003284624370000131
The esters A2(A2-1 to 3) represented by formula 4 are shown in Table 2. The type of ester A2 is shown in Table 2 under the heading "ester A2". Will convert R in formula 42、X2、Y2、Y2The types of (B) are respectively shown in "R" of Table 22"column" X2"column" and "Y2"column" and "Y2Column "column.
[ Table 2]
Species of Esters A2 R2 X2 Y2 Y2
A2-1 Isotridecyl oleate 8-heptadecenyl Hydrogen Hydrogen 8-methyl nonyl radical
A2-2 Lauryl oleate 8-heptadecenyl Hydrogen Hydrogen Nonyl radical
A2-3 Oleyl laurate Undecyl radical Hydrogen Hydrogen 6-pentadecenyl
Preparation of aqueous liquid containing treating agent (example 1)
50% of 2-propylheptyl oleate (A1-1) serving as a smoothing agent; 15% diester (B-1) of polyoxyethylene (mass average molecular weight 600) and oleic acid, 15% ethylene oxide 20 mol adduct (B-2) of castor oil, and 10% ethylene oxide 7 mol adduct (B-3) of lauryl alcohol as a nonionic surfactant; polyoxyethylene (2 mol, which represents the number of moles of ethylene oxide added, the same applies hereinafter) as an ionic surfactant 4.9% (C-1) of a salt of phosphoric acid ester of lauryl ether with potassium, 4% of secondary sodium alkylsulfonate (C-2) (C-15), 1% of potassium oleate (C-3); and 0.1% of 1,1, 3-tris (2-methyl-4-hydroxy-5-t-butylphenyl) butane (D-1) as an antioxidant were uniformly mixed to obtain a mixture of the treating agents of example 1.
Then, 11.1 parts by mass of ion-exchanged water was added and uniformly mixed so that the water content in the aqueous liquid became 10% for 100 parts by mass of the treating agent, thereby preparing the aqueous liquid containing the treating agent of example 1.
Preparation of aqueous solutions containing treating agent (examples 2 to 26 and comparative examples 1 to 8)
Aqueous liquids containing the treating agents of examples 2 to 26 and comparative examples 1 to 8 were prepared in the same manner as in the preparation of the aqueous liquid of example 1, using the components shown in tables 3 and 4. Tables 3 and 4 show the types of the respective components in the treatment agent, and the blending ratio (%) of the respective components when the components other than water (treatment agent) were 100%. The addition rate (parts) of water is also shown for 100 parts of the treating agent.
The types and contents of the smoothing agent, the types and contents of the nonionic surfactant, the types and contents of the ionic surfactant, and the types and contents of the other components in the treating agents of the respective examples are shown in the "smoothing agent" column, "nonionic surfactant" column, "ionic surfactant" column, "and" other component "columns of tables 3 and 4, respectively. In addition, the mass ratio of the content of the esters a1 in the leveler is shown in "mass ratio: the column "esters a 1/leveler" shows the mass ratio of the content of esters a1 when the total content of esters a1 and esters a2 is 100% "mass ratio: esters A1/(esters A1+ esters A2) ". The addition rate (parts) of water is shown in the column "water" in tables 3 and 4.
[ Table 3]
Figure BDA0003284624370000161
[ Table 4]
Figure BDA0003284624370000171
The symbols in tables 3 and 4 represent:
a1: 2-Ethyl hexyl stearate
A2: 2-decyl tetradecyl oleate
a-3: rapeseed oil
a-4: mineral oil (180 Leishi second, 30 ℃ C.)
a-5: 2-Ethyltridecylpropionate
a-6: diesters of 2-decyltetradecanol and thiodipropionic acid
B-1: diesters of polyoxyethylene (Mass average molecular weight 600) and oleic acid
B-2: ethylene oxide 20 mole adduct of castor oil
B-3: ethylene oxide 7 mol adduct of lauryl alcohol
B-4: ethylene oxide 12 mole adduct of lauric acid
B-5: random adduct of glycerin with 5 mol of ethylene oxide and 2 mol of propylene oxide
B-6: diester of ethylene oxide 24 mol adduct of trimethylolpropane and octadecanoic acid
B-7: block adduct of 2-ethylhexanol propylene oxide 15 moles-ethylene oxide 13 moles
B-8: ethylene oxide 25 mole adduct of hardened castor oil
B-9: ethylene oxide 15 mole adduct of tallow alkylamine
C-1: salt of phosphoric acid ester of polyoxyethylene (2 mol) lauryl ether with potassium
C-2: sodium secondary alkylsulfonate (carbon number 13-15)
C-3: potassium oleate
D-1: 1,1, 3-tris (2-methyl-4-hydroxy-5-t-butylphenyl) butane
D-2: triethylene glycol bis [3- (3-t-butyl-5-methyl-4-hydroxyphenyl) propionate ]
D-3: polydimethylsiloxane (viscosity 20 mm)2/s(25℃))
Test Classification 2 (evaluation of treating agent)
Production of drawn yarn
A predetermined amount of ion-exchanged water was added to each of the aqueous liquids obtained as described above, and the aqueous liquids were uniformly mixed to prepare an emulsion having a concentration of the treating agent of 10%. Pellets of polyethylene terephthalate having an inherent viscosity of 0.64 and a titanium oxide content of 0.2% were dried by a conventional method, and then spun at 295 ℃ using an extruder. After discharged from the nozzle and cooled to harden, the emulsion was attached to the moving yarn by an oil-feeding method using a metering pump so that the treating agent was 1.0% with respect to the moving yarn. Then, the filaments were bundled by a guide and drawn at a speed of 1400 m/min by a drawing roll heated to 90 ℃ and then drawn between the drawing roll and a drawing roll rotating at a speed of 4800 m/min by a factor of 3.2 to produce 83.3dtex (75 denier) 36filament drawn yarns. Yarn sway was evaluated by spinning fuzz and yarn breakage using the produced drawn yarn. In addition, tar of the treating agent was evaluated by the following method. The results are shown in tables 3 and 4.
Evaluation of spun fluff
The coil of the drawn yarn obtained in the above-described manner was wound at a yarn speed of 500 m/min for 10 minutes in an atmosphere of 25 ℃ X65% RH.
Evaluation of pile
In this case, the number of the spun yarn before winding was measured for 10 minutes by a yarn counting device (trade name DT-105, manufactured by Toray engineering Co., Ltd.) and the spun yarn was evaluated by the following evaluation criteria. The results are shown in the columns of "spun nap" in tables 3 and 4.
Excellent (good): the number of the fluff in 10 minutes is 0 to 3
O (acceptable): the number of the fluff in 10 minutes is 4-6
X (bad): the number of fluff in 10 minutes is 7 or more
Evaluation of yarn breakage
The drawn yarn was taken up for 24 hours during the production thereof. The number of yarn breakage at 24-hour winding was measured and the yarn breakage was evaluated by the following evaluation criteria. The results are shown in tables 3 and 4, column "spinning and yarn breaking".
Evaluation of broken yarn
Excellent (good): the number of filament breakage in 24 hours is 0
O (acceptable): the number of filament breakage in 24 hours is 1-4
X (bad): the number of broken filaments in 24 hours is more than 5
Evaluation of Tar
Tar was determined by the following method as a tar amount.
Tar content
2g of the treatment agent for synthetic fibers was taken out and heated on a hot plate heated to 220 ℃ for 24 hours. The quality after the heat treatment was measured and evaluated for the amount of tar according to the following evaluation criteria. The results are shown in "tar amount" columns of tables 3 and 4.
Excellent (good): the residue content after 24 hours is less than 40 percent
O (acceptable): the residue content after 24 hours is more than 40 percent and less than 60 percent
X (bad): the residue content after 24 hours is more than 60 percent
As is clear from the results in tables 3 and 4, the evaluations of the treating agents of the examples on the amount of tar and the fluff and yarn breakage in the spinning step were all the more satisfactory evaluations. According to the present invention, tar can be reduced and yarn chatter can be reduced.

Claims (4)

1. A treating agent for synthetic fibers, comprising a smoothing agent, a nonionic surfactant and an ionic surfactant,
the smoothing agent comprises an ester A1 represented by the following formula 1 and optionally an ester A2 represented by the following formula 2; the smoothing agent contains the ester A1 in a proportion of 40 to 100 mass%; the ester A1 is contained in a proportion of 50 to 100 mass% when the total content of the ester A1 and the ester A2 is 100 mass%;
[ solution 1]
Figure FDA0003284624360000011
In the case of the chemical formula 1,
r1: a saturated hydrocarbon group having 7 to 23 carbon atoms or an unsaturated hydrocarbon group having 7 to 23 carbon atoms;
X1、Y1、Y1: a hydrogen atom, a methyl group, an ethyl group, a linear saturated hydrocarbon group having 3 to 17 carbon atoms, a saturated hydrocarbon group having 3 to 17 carbon atoms and a branched structure, a linear unsaturated hydrocarbon group having 3 to 17 carbon atoms, or an unsaturated hydrocarbon group having 3 to 17 carbon atoms and a branched structure;
wherein, X1And Y1At least 1 of the above groups being a methyl group, an ethyl group, or the above hydrocarbon group, X1、Y1And Y1The total number of carbon atoms of (a) is 6 to 17,
[ solution 2]
Figure FDA0003284624360000012
In the step 2, the reaction mixture is subjected to the chemical reaction,
R2: a saturated hydrocarbon group having 7 to 23 carbon atoms or an unsaturated hydrocarbon group having 7 to 23 carbon atoms;
X2: a hydrogen atom;
Y2: a hydrogen atom;
Y2: a hydrogen atom, a methyl group, an ethyl group, a linear saturated hydrocarbon group having 3 to 17 carbon atoms, a saturated hydrocarbon group having 3 to 17 carbon atoms and a branched structure, a linear unsaturated hydrocarbon group having 3 to 17 carbon atoms, or an unsaturated hydrocarbon group having 3 to 17 carbon atoms and a branched structure.
2. The agent for treating synthetic fibers according to claim 1, wherein,
x of the above formula 11The alkyl group is methyl, ethyl, a linear saturated alkyl group having 3 to 17 carbon atoms, a saturated alkyl group having 3 to 17 carbon atoms and a branched structure, a linear unsaturated alkyl group having 3 to 17 carbon atoms, or an unsaturated alkyl group having 3 to 17 carbon atoms and a branched structure.
3. The agent for treating synthetic fibers according to claim 1 or 2, wherein in the above formula 1, X is1、Y1And Y1The total number of carbon atoms of (a) is 6 to 12.
4. A synthetic fiber to which the synthetic fiber treatment agent according to any one of claims 1 to 3 is attached.
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