CN105189856A - Synthetic fiber treatment agent and use of same - Google Patents

Synthetic fiber treatment agent and use of same Download PDF

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Publication number
CN105189856A
CN105189856A CN201480019828.XA CN201480019828A CN105189856A CN 105189856 A CN105189856 A CN 105189856A CN 201480019828 A CN201480019828 A CN 201480019828A CN 105189856 A CN105189856 A CN 105189856A
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Prior art keywords
synthetic fiber
finishing agent
alkyl ether
polyoxyalkylene alkyl
weight
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CN201480019828.XA
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CN105189856B (en
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岩下大辉
建本信一
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Matsumoto Yushi Seiyaku Co Ltd
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Matsumoto Yushi Seiyaku Co Ltd
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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
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/53—Polyethers
    • D—TEXTILES; PAPER
    • D02—YARNS; MECHANICAL FINISHING OF YARNS OR ROPES; WARPING OR BEAMING
    • D02G—CRIMPING OR CURLING FIBRES, FILAMENTS, THREADS, OR YARNS; YARNS OR THREADS
    • D02G1/00—Producing crimped or curled fibres, filaments, yarns, or threads, giving them latent characteristics
    • D02G1/02—Producing crimped or curled fibres, filaments, yarns, or threads, giving them latent characteristics by twisting, fixing the twist and backtwisting, i.e. by imparting false twist
    • D02G1/0206—Producing crimped or curled fibres, filaments, yarns, or threads, giving them latent characteristics by twisting, fixing the twist and backtwisting, i.e. by imparting false twist by false-twisting
    • D02G1/026—Producing crimped or curled fibres, filaments, yarns, or threads, giving them latent characteristics by twisting, fixing the twist and backtwisting, i.e. by imparting false twist by false-twisting in the presence of a crimp finish
    • 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
    • D06M13/165—Ethers
    • D06M13/17—Polyoxyalkyleneglycol ethers
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions

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

Abstract

The purpose of the present invention is to provide a synthetic fiber treatment agent having exceptional product stability when the synthetic fiber treatment agent is stored at low temperature, and exceptional emulsion stability. This synthetic fiber treatment agent contains a polyoxyalkylene alkyl ether represented by the following formula (1). RO-(EO)a-[(PO)b/(EO)c]-(EO)d-H (1) (R indicates a C1-30 alkyl group or alkenyl group, and may have either a straight chain or branched chain structure. PO represents an oxypropylene group, and EO represents an oxyethylene group. a, b, c, and d each represent an average number of added moles; a = 1 to 10, b = 1 to 10, c = 1 to 10, and d = 1to 40. [(PO)b/(EO)c] is a polyoxyalkylene group obtained by randomly adding b moles of PO and c moles of EO.)

Description

Synthetic fiber finishing agent and uses thereof
Technical field
The present invention relates to synthetic fiber finishing agent and uses thereof.In more detail, the excellent and synthetic fiber finishing agent that the stability of emulsion of finishing agent (emulsionstability) is excellent of product stability when relating to low temperature keeping, the synthetic fiber filament yarn line of this synthetic fiber finishing agent and the manufacture method of false-twisted yarn is employed.
Background technology
In recent years, the production base of synthetic fiber expands, and carries out the production of synthetic fiber in various country, area.Thereupon, the service condition of synthetic fiber finishing agent also relates to many-side, such as, wish to use in wide temperature range.
Usually, synthetic fibre treating agent is configured to based on smooth agents such as polyoxyalkylene alkyl ether, polyether compound, ester compounds.
Now, for the PO/EO copolymer of the polyoxyalkylene alkyl ether used in prior art such as random type or the PO/EO copolymer of block type, the finishing agent such as, recorded in patent document 1, the stability of finishing agent, the stability of emulsion of finishing agent are insufficient.
If the poor stability of finishing agent, then along with the change of storage condition (being such as the winter of low temperature), composition may be separated.If the finishing agent making such finishing agent i.e. composition there occurs the state of separation is attached to synthetic fiber, then finishing agent evenly cannot be attached to synthetic fiber, therefore becomes the reason that problem is multiple in yarn operation processed, manufacturing procedure.Equally, when the stability of emulsion of finishing agent is poor, finishing agent evenly cannot be attached to synthetic fiber, therefore becomes the reason that in yarn operation processed or manufacturing procedure, problem is multiple.It should be noted that, the problem of yarn operation processed mentioned here or manufacturing procedure refers to, the burr, broken yarn, white powder, stain etc. of synthetic fiber are major issues of the quality of left and right synthetic fiber.
At first technical literature
Patent document
Patent document 1: Japanese Unexamined Patent Publication 7-252774 publication
Summary of the invention
The technical problem that invention will solve
The object of this invention is to provide a kind of synthetic fiber finishing agent, the product stability of this synthetic fiber finishing agent when low temperature keeping is excellent, and the stability of emulsion of finishing agent is excellent.In addition, also provide and employ the synthetic fiber filament yarn line of this synthetic fiber finishing agent, the manufacture method of synthetic fiber.
For the technological means of dealing with problems
The present inventor furthers investigate repeatedly, found that, if the synthetic fiber finishing agent containing at least one selected from the polyoxyalkylene alkyl ether represented by following general formula (1) and the polyoxyalkylene alkyl ether ester represented by following general formula (2), then can solve above-mentioned problem, so far complete the present invention.
RO-(EO) a-[(PO) b/(EO) c]-(EO) d-H(1)
(wherein, in formula (1), R represents the alkyl or alkenyl of carbon number 1 ~ 30, can by arbitrary Structure composing of straight or branched.PO is oxygen propylidene, and EO is oxygen ethylidene.A, b, c and d represent each average addition molal quantity, a=1 ~ 10, b=1 ~ 10, c=1 ~ 10, d=1 ~ 40.[(PO) b/ (EO) c]) polyoxy alkylidene that obtains for the random addition of the EO of PO and c mole of b mole.)
R 1O-(EO) e-[(PO) f/(EO) g]-(EO) h-CO-R 2(2)
(wherein, in formula (2), R 1represent the alkyl or alkenyl of carbon number 1 ~ 30, can by arbitrary Structure composing of straight or branched.R 2represent the alkyl or alkenyl of carbon number 1 ~ 30, can by arbitrary Structure composing of straight or branched.PO is oxygen propylidene, and EO is oxygen ethylidene.E, f, g and h represent each average addition molal quantity, e=1 ~ 10, f=1 ~ 10, g=1 ~ 10, h=1 ~ 40.[(PO) f/ (EO) g] polyoxy alkylidene that obtains for the random addition of the EO of PO and g mole of f mole.)
Preferably, the fusing point of above-mentioned polyoxyalkylene alkyl ether is less than 15 DEG C.
Preferably, above-mentioned polyoxyalkylene alkyl ether 1 % by weight the cloud point of the aqueous solution be more than 60 DEG C, be less than 100 DEG C.
Preferably, the part by weight that above-mentioned polyoxyalkylene alkyl ether is shared in the nonvolatile component of finishing agent is 3 ~ 70 % by weight.
Preferably, kinematic viscosity during 25 DEG C of above-mentioned polyoxyalkylene alkyl ether ester is 10mm 2/ more than s, be less than 100mm 2/ s.
Preferably, the part by weight that above-mentioned polyoxyalkylene alkyl ether ester is shared in the nonvolatile component of finishing agent is 1 ~ 50 % by weight.
Preferably, finishing agent of the present invention contains above-mentioned polyoxyalkylene alkyl ether and above-mentioned polyoxyalkylene alkyl ether ester.
Preferably, above-mentioned synthetic fiber finishing agent is also containing at least one be selected from the group that is made up of alkyl sulfonic ester salt, alkyl phosphate salt, alkyl acid esters salt, alkyl sulfate salt, fatty acid soaps and alkyl imidazoline salt.
Preferably, above-mentioned synthetic fiber are polyester fiber, polyamide fiber or polypropylene fibre.
More preferably, above-mentioned synthetic fiber finishing agent is that friction false twist is used.
Synthetic fiber filament yarn line of the present invention is the material making (raw material) synthetic fiber filament yarn line attached to synthetic fiber finishing agent of the present invention.
The synthetic fiber filament yarn line that the manufacture method of false-twisted yarn of the present invention comprises being attached with synthetic fiber finishing agent of the present invention heats, and stretches, the operation of false twisting processing.
Invention effect
For the synthetic fiber finishing agent of the present invention containing at least one selected from the polyoxyalkylene alkyl ether represented by general formula (1) and the polyoxyalkylene alkyl ether ester represented by following general formula (2), product stability during low temperature keeping is excellent, and the stability of emulsion of finishing agent is excellent.If impart the synthetic fiber filament yarn line of synthetic fiber finishing agent of the present invention, then finishing agent evenly adheres to, and therefore burr, broken yarn are few.If the manufacture method of false-twisted yarn of the present invention, then finishing agent evenly adheres to, and therefore burr, broken yarn are few.
Detailed description of the invention
[polyoxyalkylene alkyl ether represented by general formula (1)]
First, the polyoxyalkylene alkyl ether represented by following general formula (1) is described.
RO-(EO) a-[(PO) b/(EO) c]-(EO) d-H(1)
(wherein, R represents the alkyl or alkenyl of carbon number 1 ~ 30, can by the arbitrary Structure composing in straight or branched.PO represents oxygen propylidene, and EO represents oxygen ethylidene.A, b, c and d represent each average addition molal quantity, a=1 ~ 10, b=1 ~ 10, c=1 ~ 10, d=1 ~ 40.[(PO) b/ (EO) c]) be the random addition of EO of b mole PO and c mole and the polyoxy alkylidene obtained.)
As the average addition molal quantity a in general formula (1), be not particularly limited, be generally 1 ~ 10 mole, be preferably 2 ~ 6 moles, more preferably 3 ~ 4 moles.If the average addition molal quantity a in general formula (1) is 1 ~ 10, then hydrophily increases, and therefore the emulsion intercalation method of synthetic fiber finishing agent is excellent.
As average addition molal quantity b and c in general formula (1), be not particularly limited, b is generally 1 ~ 10 mole, be preferably 2 ~ 8 moles, more preferably 3 ~ 4 moles, and, c is generally 1 ~ 10 mole, is preferably 2 ~ 8 moles, more preferably 3 ~ 6 moles.At the central portion of the strand of polyoxyalkylene alkyl ether, PO and EO randomly exists, thus crystallinity reduces, and fusing point reduces, and the low-temperature stability therefore estimating synthetic fiber finishing agent improves.
Average addition molal quantity d in general formula (1) is not particularly limited, and is generally 1 ~ 40 mole, is preferably 2 ~ 30 moles, more preferably 3 ~ 20 moles, most preferably is 4 ~ 10 moles.There is EO at the terminal part of strand, thus hydrophily increases, emulsifying ability improves, and therefore the emulsion intercalation method of synthetic fiber finishing agent is excellent.
The weight average molecular weight of the polyoxyalkylene alkyl ether represented by general formula (1) is 500 ~ 4000, is preferably 550 ~ 2500, is particularly preferably 600 ~ 1000.When weight average molecular weight is less than 500, when heat-treating in false twisting manufacturing procedure, producing because molecular weight is low and being fuming, likely become the reason that heater pollutes.When weight average molecular weight is more than 4000, the high viscosity that causes of molecular weight increases, and therefore when being attached on synthetic fiber by finishing agent, the coefficient of kinetic friction increases, and likely becomes the reason of burr, broken yarn.
It should be noted that, weight average molecular weight refers to, use the high speed gel permeation chromatography device HLC-8220GPC that Tosoh (strain) manufactures, with splitter KF-402HQ, KF-403HQ that sample solution concentration 3mg/cc injection Showa electrician (strain) manufactures, the peak-peak measured by RI detector.
[manufacture method of the polyoxyalkylene alkyl ether represented by general formula (1)]
As the manufacture method of the polyoxyalkylene alkyl ether represented by general formula (1), be not particularly limited, known method can be adopted.Such as, the manufacture method of polyoxyalkylene alkyl ether of the present invention can be by: to the alcohol oxirane supply represented by following general formula (A), make its operation of carrying out addition reaction (hereinafter referred to as first paragraph); After first paragraph, oxirane supply and expoxy propane, make its operation of carrying out random addition reaction (hereinafter referred to as second segment); And last, the operation (hereinafter referred to as the 3rd section) of an oxirane supply, carries out continuously to the 3rd section from first paragraph, also can reclaim the accessory substance that each operation obtains, and carries out continuation reaction.
ROH(A)
As monohydric alcohol, can list: aliphatic monohydric alcohol.From the viewpoint of cost, reactivity and the flatness as synthetic fiber finishing agent, the monohydric alcohol of preferred aliphat.Monohydric alcohol is preferably primary alconol or secondary alcohol, more preferably primary alconol.In addition, as removing the residue after hydroxyl and alkyl from monohydric alcohol, can be straight-chain, also can be side chain, can be saturated, also can be undersaturated.From the viewpoint of the product stability during keeping of the low temperature of fiber finishing agent, the carbon number of monohydric alcohol preferably 4 ~ 24, more preferably 8 ~ 22, further preferably 8 ~ 18.
As above-mentioned monohydric alcohol, such as, can list: the straight chain alcohols such as methyl alcohol, ethanol, propyl alcohol, butanols, amylalcohol, hexanol, enanthol, octanol, nonyl alcohol, decyl alcohol, tip-nip, dodecanol, tridecanol, tetradecanol, pentadecanol, hexadecanol, heptadecanol, octadecanol, nonadecanol, eicosanol, heneicosane alcohol, tadenan, tricosanol, tetracosanol, pentacosane alcohol, hexacosanol, heptacosanol, n-octacosanol, nonacosanol and triacontanol; The branched-chain alcohos such as 2-Ethylhexyl Alcohol, 2-propyl enanthol, 2-butyl octanol, 1-methyl heptadecanol, 2-hexyl octanol, 1-hexyl enanthol, isodecanol, different tridecanol, 3,5,5-trimethyl hexanols; An alkenols such as hexenol, heptenol, matsutake alcohol, nonenol, decenol, undecylenic alcohol, lanolin alcohol, tridecylene alcohol, tetradecene alcohol, ten 5 enols, hexadecylene alcohol, ten 5 enols, hexadecylene alcohol, ten 5 enols, oleic alcohol, 19 enols, icosa alkene alcohol, docosene alcohol, two tetradecene alcohol, pentacosa alkene alcohol, cerotene alcohol, 27 enols, two oleic alcohols, 29 enols and 30 enols; An alkenols such as dissident's enol, 2-methylhexene alcohol, different tridecylene alcohol, 1-methyl ten 5 enol, 1-hexyl amylalcohol, different tridecylene alcohol and different oleic alcohol etc.These alcohol can be used alone or in combination with two or more kinds.As the concrete example of alcohol product, be not particularly limited, such as, can list: coconut alcohol, palmityl alcohol etc. come from the higher alcohol of natural oil, KALCOL series (flower king manufactures), CONOL series (new Japan Chemical manufacture), OXOCOL series (manufacture of consonance fermentation chemistry), NEODOL series (Shell chemistry manufactures), ALFOL series (Sasol manufacture), EXXAL series (Exxon Mobil manufacture) etc.These higher alcohol products can be used alone or in combination with two or more kinds.
Wherein, preferred butanols, octanol, nonyl alcohol, decyl alcohol, dodecanol, tridecanol, tetradecanol, hexadecanol, octadecanol, nonadecanol, oleic alcohol, preferred butanols, octanol, decyl alcohol, dodecanol, tridecanol, tetradecanol, hexadecanol, octadecanol, oleic alcohol.
The manufacture method of the polyoxyalkylene alkyl ether represented by general formula (1) can be carried out in the presence of a catalyst.As catalyst, be not particularly limited, such as, can list: the hydroxide of alkali (great soil group) metals such as NaOH, potassium hydroxide, cesium hydroxide, calcium hydroxide, barium hydroxide, strontium hydroxide; The oxide of alkali (great soil group) metals such as potassium oxide, sodium oxide molybdena, calcium oxide, barium monoxide, magnesia, strontium oxide strontia; The alkali metal such as metallic potassium, sodium metal; The metal hydroxides such as NaOH, potassium hydroxide; The carbonate of alkali (great soil group) metals such as sodium carbonate, sodium bicarbonate, potash; The sulfate of the alkali such as sodium sulphate, magnesium sulfate (great soil group) metal; The organic sulfonic acid such as methanesulfonic acid, TFMS; The aromatic sulphonates such as paratoluenesulfonic acid sodium salt, p-methyl benzenesulfonic acid pyridine; The amines such as monoethanolamine, diethanol amine, single Propanolamine, dipropanolamine, tripropanol amine, triethylamine; The lewis acids such as iron powder, aluminium powder, antimony powder, aluminium chloride, aluminium bromide, iron chloride, ferric bromide, cobalt chloride, antimonous chloride, antimony chloride, antimonous bromide, butter of tin, titanium tetrachloride, boron trifluoride, boron trifluoride Anaesthetie Ether; The Bronsted acids such as sulfuric acid, excessively chloric acid; The perchlorate of potassium perchlorate, sodium perchlorate, excessively alkali (great soil group) metal such as calcium chlorate, magnesium perchlorate; The alkoxide of alkali (great soil group) metals such as calcium methoxide, caustic alcohol, lithium ethoxide; The phenoxide of the alkali such as potassium phenate, calcium phenoxide (great soil group) metal; The silicate such as sodium metasilicate, potassium silicate, sodium aluminosilicate, potassium aluminotrisilicate orthoclase, sodium metasilicate, adjacent sodium metasilicate, zeolite; Aluminum hydroxide/magnesium sintered body, add metal ion magnesia, fire the Al-Mg system complex oxides such as hydrotalcite or these surface modification thing, Lanthanide Complexes etc.These catalyst can use a kind or and use two or more.
The use amount of catalyst is not particularly limited, and relative to 100 weight portion alcohol, is preferably 0.001 ~ 10 weight portion, more preferably 0.001 ~ 8 weight portion, further preferably 0.01 ~ 6 weight portion, particularly preferably 0.05 ~ 5 weight portion, most preferably 0.05 ~ 3 weight portion.If the use amount of catalyst is less than 0.001 weight portion, then addition reaction sometimes can not fully be carried out, and on the other hand, if the use amount of catalyst is more than 10 weight portions, likely polyoxyalkylene alkyl ether is easily painted.
For the manufacture method of the polyoxyalkylene alkyl ether represented by general formula (1), preferably the raw material such as alcohol, catalyst is put into reaction vessel, then degassed process, processed are carried out to this reaction vessel.Degassed processing example is as carried out with reduce pressure degassed mode, vacuum outgas mode etc.In addition, processed is such as carried out with thermal dehydration mode, decompression dehydration mode, vacuum dehydration mode etc.
For the manufacture method of the polyoxyalkylene alkyl ether represented by general formula (1), being not particularly limited its version, can be continous mode, also can be batch-type.Reaction vessel is not particularly limited, such as, can lists: the grooved reaction vessel, microreactor etc. that possess stirring vane.Be not particularly limited as stirring vane, can list: maximum blade (MaxBlend) blade, top set (Tornado) blade, general energy (FullZone) blade etc.
For the manufacture method of the polyoxyalkylene alkyl ether represented by general formula (1), can make addition reaction from decompression state, also can from atmospheric pressure state, can also from pressurized state.When from atmospheric pressure state or pressurized state, preferably carry out under the atmosphere of inert gas (not active gases).If addition reaction is carried out under the atmosphere of inert gas, then fully can remove the side reaction etc. due to the alkylene oxide such as oxirane or expoxy propane and oxygen and the impurity produced, and also useful from the viewpoint of security, therefore preferably.Be not particularly limited as inert gas, such as, can list: nitrogen, argon gas, carbon dioxide etc.These inert gases can use a kind or and use two or more.Oxygen concentration in reaction vessel under the atmosphere of inert gas is not particularly limited, be preferably 10 below volume %, be more preferably 5 below volume %, more preferably 3 below volume %, be particularly preferably 1 below volume %, most preferably be 0.5 below volume %.If the oxygen concentration in reaction vessel is more than 10 volume %, then there is the situation that fully can not remove impurity, and not preferred from the viewpoint of security yet.
Be not particularly limited for the initial stage pressure in reaction vessel, such as, preferred gauge pressure is 0 ~ 0.50MPa, more preferably 0 ~ 0.45MPa, further preferably 0 ~ 0.40MPa, particularly preferably 0 ~ 0.35MPa, most preferably 0 ~ 0.3MPa.If the initial stage pressure in reaction vessel is less than 0MPa, then the situation that the generating capacity that there is impurity increases.On the other hand, if the initial stage pressure in reaction vessel is more than 0.5MPa, then there is reaction speed and have slack-off situation.
Pressure during addition reaction in reaction vessel is subject to the impact of feed speed, reaction temperature, catalytic amount etc. of oxirane, expoxy propane.Pressure in reaction vessel during addition reaction is not particularly limited, and preferred gauge pressure is 0 ~ 5.0MPa, is more preferably 0 ~ 4.0MPa, more preferably 0 ~ 3.0MPa, is particularly preferably 0 ~ 2.0MPa, most preferably is 0.1 ~ 1.0MPa.If pressure during addition reaction in reaction vessel is less than 0MPa, then there is the situation that reaction speed is slack-off.On the other hand, if pressure during addition reaction in reaction vessel is more than 5.0MPa, then there is the situation manufacturing difficulty.
As the reaction temperature of the addition reaction of oxirane, expoxy propane, be not particularly limited, be preferably 70 ~ 240 DEG C, be more preferably 80 ~ 220 DEG C, more preferably 90 ~ 200 DEG C, be particularly preferably 100 ~ 190 DEG C, most preferably be 110 ~ 180 DEG C.If reaction temperature is less than 70 DEG C, then there is the situation fully can not carrying out addition reaction.On the other hand, if reaction temperature is more than 240 DEG C, then there is the situation of the decomposition of the polyoxy alkylidene in the painted and polyoxyalkylene alkyl ether promoting the polyoxyalkylene alkyl ether obtained.
The time (reaction time) that above-mentioned addition reaction needs is not particularly limited, be preferably 0.1 ~ 100 hour, be more preferably 0.1 ~ 80 hour, more preferably 0.1 ~ 60 hour, be particularly preferably 0.1 ~ 40 hour, most preferably be 0.5 ~ 30 hour.If the reaction time is less than 0.1 hour, then there is the situation that addition reaction can not fully be carried out.On the other hand, if the reaction time more than 100 hours, then exist production efficiency be deteriorated situation.
If the supply of oxirane, expoxy propane terminates, then the interior pressure in reaction vessel slowly reduces because of the consumption of oxirane, expoxy propane.The addition reaction of oxirane, expoxy propane proceeds, until pressure not change in confirming.The addition reaction of oxirane, expoxy propane preferably confirms that interior pressure does not have vicissitudinous time point, terminates reaction within a certain period of time.As required, also can implement heating decompression operation etc., and reclaim unreacted oxirane, expoxy propane.
In the addition reaction of oxirane, expoxy propane, atent solvent can be used as required.Such as, when being solid matter use the normal temperature such as 30 enols (Japanese: ト リ ア コ Application セ ノ ー Le) as alcohol under, being dissolved in advance in atent solvent before preferred reaction and using, thus fully can improve reactivity, and improve operability.In addition, use atent solvent, also can expect removal effect.
Be not particularly limited as atent solvent, such as, can list: the ethers such as ether, ethylene glycol dimethyl ether, diox, oxolane; The ester classes such as diethylene acetic acid esters, methyl proxitol acetate; The ketones such as acetone, methylisobutylketone, methyl ethyl ketone; The sulfone classes such as sulfolane, dimethyl sulfone sulfoxide (Japanese: ジ メ チ Le ス Le ホ Application ホ キ シ De); The halogenated hydrocarbons such as carrene, chloroform; Benzene,toluene,xylenes etc. are aromatic hydrocarbon based; The aliphatic hydrocarbons etc. such as pentane, hexane, pentamethylene, cyclohexane, can use a kind or and use two or more.Wherein, optimization aromatic hydro carbons, more preferably toluene.
As the use amount of atent solvent (Japanese: not active solvent), be not particularly limited, when in order to dissolve alcohol use, relative to the alcohol of 100 weight portions, preferably 10 ~ 1000 weight portions, more preferably 10 ~ 500 weight portions, further preferred 10 ~ 400 weight portions, particularly preferably 10 ~ 300 weight portions, most preferably 10 ~ 200 weight portions.If more than 1000 weight portions, then there is the situation fully cannot carrying out addition reaction relative to 100 weight portion alcohol in the amount of atent solvent.On the other hand, if the amount of atent solvent is less than 10 weight portions, then there is the situation fully cannot dissolving alcohol.It should be noted that, when using atent solvent, preferably removing after addition reaction.By the removing of atent solvent, the generation of the impurity caused because of the residual of atent solvent can be prevented, the polyoxyalkylene alkyl ether of various physical properties excellent can be obtained.The removal step of solvent is as aftermentioned.
After the addition reaction of oxirane, expoxy propane terminates, as required, preferably neutralization and/or removing catalyst, removing atent solvent.
The neutralization of catalyst can use usual way to carry out, and such as, when catalyst is base catalyst, the acid preferably adding hydrochloric acid, phosphoric acid, acetic acid, lactic acid, citric acid, butanedioic acid, acrylic acid, methacrylic acid etc. is carried out.
The neutralization of catalyst is preferably carried out under the atmosphere of inert gas.Be not particularly limited as inert gas, such as, can list: nitrogen, argon gas, carbon dioxide etc., a kind or and use two or more can be used.
As in catalyst and time temperature, be not particularly limited, be preferably 50 ~ 200 DEG C, be more preferably 50 ~ 190 DEG C, more preferably 60 ~ 180 DEG C, most preferably be 60 ~ 160 DEG C.If in catalyst and time temperature be less than 50 DEG C, then there is the time elongated situation required for neutralization.On the other hand, if in catalyst and time temperature more than 200 DEG C, then there is the situation of the decomposition of the polyoxy alkylidene in the painted and polyoxyalkylene alkyl ether of polyoxyalkylene alkyl ether promoting to obtain.
The pH of the reaction product preferably utilizing the neutralization of catalyst to obtain utilizing above-mentioned addition reaction is adjusted to 4 ~ 10, and more preferably 5 ~ 8, be particularly preferably 6 ~ 8.In addition, in catalyst and time, as required, can be used together the antioxidant such as quinones or phenols.
Separation of Solid and Liquid can be carried out again with salt in generating by neutralizing.As neutralizing in rear generation and the method for the Separation of Solid and Liquid of salt, can list: filtration and centrifugation etc.Filter the 2 layers of filter, metallic screen type filter, metal sintering type filter etc. that such as use filter paper, filter cloth, cartridge filter, cellulose and polyester, carry out under the condition reduced pressure or add pressure, temperature 20 ~ 140 DEG C.Centrifugation such as can use the whizzers such as precipitate and separate device or centrifugal separator to carry out.In addition, as required, the water of about 1 ~ 30 weight portion can be added relative to liquid 100 weight portion before Separation of Solid and Liquid.As above-mentioned Separation of Solid and Liquid, when particularly filtering, use filtration adjuvant to improve the rate of filtration, be therefore applicable to.
As filtration adjuvant, be not particularly limited, the diatomite such as each series (AdcancedMineralsCorporation manufacture), silica #645, silica #600H, silica#600S, silica#300S, silica#100F (central silica company manufactures), dicalite (manufacture of グ レ Off コ company) of such as diatomite, hyflosuper-cell, cellpure; The perlites such as rokaheip (manufacture of mining company of Mitsui Metal Co., Ltd.), topcon (manufacture of Showa chemical company); The cellulose-based filtration adjuvants such as KCblock (manufacture of Nippon Paper company), fibracell (AdvancedMineralsCorporation manufacture); The silica gel etc. such as sylopute (manufacture of SILYSIA chemical company of Fuji).These filtration adjuvants can use a kind or and use two or more.
Filtration adjuvant can use the pre-coating method forming filtration adjuvant layer in advance at the filtering surface of filter paper etc., also can use the body feed method of directly adding to filtrate, also can be used together this two kinds of methods.As the use amount of filtration adjuvant, relative to liquid 100 weight portion before Separation of Solid and Liquid, be preferably 0.01 ~ 5 weight portion, be more preferably 0.1 ~ 1.5 weight portion.In addition, filtration treatment speed depends on the size of filter area, degree of decompression or pressurization degree, process humidity etc., but is preferably 100kg/m 2more than hr, is more preferably 300kg/m 2more than hr, more preferably 500kg/m 2more than hr.
Removing for catalyst is not particularly limited, and such as, preferably after making on Catalyst Adsorption to adsorbent, carries out the method for Separation of Solid and Liquid.
As adsorbent, such as, can list: the silicate, atlapulgite, Emathlite, silica gel, ion exchange resin etc. of alumina silicate, magnesium silicate etc.As commercially available adsorbent, such as, can list: the silicate such as Kyowaad600,700 (consonance chemical company manufactures), MizukalifeP-1, P-1S, P-1G, F-1G (manufacture of marshy land chemical company), TomitaAD600,700 (manufactures of Fu Tian drugmaker); Amberlyst (manufacture of Rohm & Hass company), Amberlite (manufacture of Rohm & Hass company), Diaion (Mitsubishi Chemical Ind's manufacture), Dowex (Dow Chemical's manufacture) plasma exchanger resin etc.These adsorbents can use a kind, and also two or more kinds may be used.
The use amount of adsorbent, such as relative to 100 part by weight of catalyst, is preferably 100 ~ 5000 weight portions, more preferably 300 ~ 3000 weight portions.
Removing condition as catalyst is not particularly limited, such as can enumerate: carry out under any pressure condition of decompression, normal pressure or pressurization, carry out being uniformly mixed for 5 ~ 120 minutes to adsorbent at temperature 20 ~ 140 DEG C, afterwards, the adsorbent being adsorbed with catalyst is carried out the method be separated by above-mentioned solid-liquid separating method; In advance adsorbent is filled in post etc., at temperature 20 ~ 140 DEG C, makes reactant mixture pass through with adsorption catalyst, thus the method etc. of removing catalyst.Now, as required, relative to 100 weight portion reactant mixtures, can add with water-soluble solvent 1 ~ 20 weight portions such as water or the ethanol lower alcohols that is representative.
Residual quantity after the removing of catalyst is not particularly limited, and is preferably below 300ppm, is more preferably below 200ppm, more preferably below 100ppm, is particularly preferably below 50ppm, most preferably be below 20ppm.
The removing of atent solvent is such as carried out preferably by distillation.
It should be noted that, to carry out in catalyst and and/or the removing of removing and atent solvent time, the order of each operation is not particularly limited, if carry out the removing of atent solvent after such as carrying out the neutralization of catalyst and/or removing, the purification efficiency of the polyoxyalkylene alkyl ether then obtained is excellent, therefore preferably.
For the manufacture method of the polyoxyalkylene alkyl ether represented by general formula (1), the alcohol content residual as unreacted, be not particularly limited, relative to polyoxyalkylene alkyl ether 100 weight portion obtained, be preferably below 1 weight portion, be more preferably below 0.01 weight portion, more preferably below 0.001 weight portion, be particularly preferably below 0.0001 weight portion, most preferably be below 0.00001 weight portion.If more than 1 weight portion, then there is smelly situation relative to 100 weight portion polyoxyalkylene alkyl ether in unreacted and residual alcohol content.
[cloud point of 1 % by weight aqueous solution of the polyoxyalkylene alkyl ether represented by general formula (1)]
The cloud point of 1 % by weight aqueous solution of the polyoxyalkylene alkyl ether represented by general formula (1) is preferably more than 60 DEG C, is more preferably more than 70 DEG C, more preferably more than 75 DEG C, and according to this order, the stability of emulsion of finishing agent improves.Preferred higher limit is less than 100 DEG C.If be less than 60 DEG C, then the possibility that the emulsion stability that there is finishing agent is deteriorated.
[fusing point of the polyoxyalkylene alkyl ether represented by general formula (1)]
The fusing point of the polyoxyalkylene alkyl ether represented by general formula (1) is preferably less than 15 DEG C, is more preferably less than 10 DEG C, more preferably less than 8 DEG C, most preferably is less than 5 DEG C, and according to this order, the low-temperature stability of fiber finishing agent improves.Preferred lower limit is-30 DEG C, and more preferably lower limit is-20 DEG C, and further preferred lower limit value is-10 DEG C.If more than 15 DEG C, according to storage condition (being such as the winter of low temperature), there is situation about being separated in the composition that there is finishing agent.
[the polyoxyalkylene alkyl ether ester represented by general formula (2)]
Then, the polyoxyalkylene alkyl ether ester represented by following general formula (2) is described.
R 1O-(EO) e-[(PO) f/(EO) g]-(EO) h-CO-R 2(2)
(wherein, in formula (2), R 1represent the alkyl or alkenyl of carbon number 1 ~ 30, can by arbitrary Structure composing of straight chain or side chain.R 2represent the alkyl or alkenyl of carbon number 1 ~ 30, can by arbitrary Structure composing of straight or branched.PO is oxygen propylidene, and EO is oxygen ethylidene.E, f, g and h represent each average addition molal quantity, e=1 ~ 10, f=1 ~ 10, g=1 ~ 10, h=1 ~ 40.[(PO) f/ (EO) g] be the random addition of EO of f mole PO and g mole and the polyoxy alkylidene obtained.)
The polyoxyalkylene alkyl ether ester represented by general formula (2) has the compound carrying out the structure after esterification by the polyoxyalkylene alkyl ether represented by general formula (1) of aliphatic acid to above-mentioned explanation.Therefore, the R of general formula (2) 1, e, f, g, h and general formula (1) R, a, b, c, d corresponding respectively.That is, R 1correspond to a, f corresponding to R, e and correspond to b, g corresponding to c, h corresponding to d.The R of general formula (2) 1, e, f, g, h preferable range identical with R, a, b, c, d of general formula (1).
R 2for from aliphatic acid (R 2cOOH) except the residue after decarboxylate.R 2carbon number be preferably 3 ~ 23, be more preferably 5 ~ 19, more preferably 7 ~ 17.R 2preferred primary alkyl or thiazolinyl.
As the aliphatic acid (R for carrying out esterification to the polyoxyalkylene alkyl ether represented by general formula (1) 2cOOH), such as can list: acetic acid, propionic acid, butyric acid, caproic acid, sad, capric acid, laurate, myristic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, linoleic acid, linolenic acid, behenic acid, erucic acid, tetracosanoic acid etc.These aliphatic acid can use a kind, and also two or more kinds may be used.As the object lesson of fatty acid product, be not particularly limited, such as, can list: LUNAC series (flower king manufactures).Wherein, from the viewpoint of lubricity, more preferably sad, capric acid, laurate, myristic acid, palmitic acid, stearic acid, isostearic acid, oleic acid.
As the manufacture method of the polyoxyalkylene alkyl ether ester represented by general formula (2), be not particularly limited, known method can be adopted.Such as, as described above, after manufacturing the polyoxyalkylene alkyl ether represented by general formula (1), according to known method, aliphatic acid (R is utilized 2cOOH) carry out esterification, thus the polyoxyalkylene alkyl ether ester represented by general formula (2) can be manufactured.
[kinematic viscosity of the polyoxyalkylene alkyl ether ester represented by general formula (2)]
The kinematic viscosity of the polyoxyalkylene alkyl ether ester represented by general formula (2) is preferably 10 ~ 100mm 2/ s, is more preferably 10 ~ 80mm 2/ s, further preferred 10 ~ 50mm 2/ s, most preferably 20 ~ 40mm 2/ s.
If be less than 10mm 2/ s, then the viscosity of finishing agent is too low, in oil supply operation, dispersing of finishing agent likely occurs.In addition, if at 100mm 2/ more than s, then the viscosity of finishing agent uprises, and the autgmentability to synthetic fiber filament yarn line is deteriorated, therefore, to the tack possible deviation of fiber.
[synthetic fiber finishing agent]
Synthetic fiber of the present invention must containing at least one selected from the polyoxyalkylene alkyl ether represented by general formula (1) and the polyoxyalkylene alkyl ether ester represented by following general formula (2) with finishing agent.By containing such composition, thus effect of the present invention must can be played.
When must contain above-mentioned polyoxyalkylene alkyl ether, the part by weight of polyoxyalkylene alkyl ether shared by the nonvolatile component of finishing agent is preferably 3 ~ 70 % by weight, more preferably 5 ~ 65 % by weight, more preferably 10 ~ 60 % by weight, most preferably 15 ~ 55 % by weight.If be less than 3 % by weight, then the cloud point of the emulsion of finishing agent is low, is likely separated, if more than 70 % by weight, then flatness or convergence are likely deteriorated.
It should be noted that, nonvolatile component of the present invention refers to, heat-treats at 105 DEG C to finishing agent, except volatile ingredients such as desolventizings, reaches over dry composition during constant.
When above-mentioned polyoxyalkylene alkyl ether ester must be contained, the part by weight of polyoxyalkylene alkyl ether ester shared by the nonvolatile component of finishing agent is preferably 1 ~ 50 % by weight, be more preferably 1 ~ 40 % by weight, more preferably 3 ~ 30 % by weight, most preferably be 5 ~ 20 % by weight.If be less than 3 % by weight, then tack, the lubricity possible deviation of finishing agent, if more than 50 % by weight, then the cloud point of the emulsion of finishing agent is low, and finishing agent may be separated.
In addition, finishing agent of the present invention is preferably containing the polyoxyalkylene alkyl ether represented by general formula (1) and the polyoxyalkylene alkyl ether ester represented by general formula (2).These two compositions must be contained, thus the viscosity of finishing agent reduces, and finishing agent evenly can be attached to fiber.Its result, can be reduced in burr, the broken yarn of yarn operation processed and manufacturing procedure generation further.
And be preferably 20:80 ~ 99:1 by the weight ratio (polyoxyalkylene alkyl ether: polyoxyalkylene alkyl ether ester) of polyoxyalkylene alkyl ether during this two compositions and polyoxyalkylene alkyl ether ester, be more preferably 40:60 ~ 95:5, more preferably 55:45 ~ 90:10.
When synthetic fiber finishing agent of the present invention contains polyoxyalkylene alkyl ether and polyethers, the stability of emulsion raising effect that the product stability when low temperature of finishing agent is taken care of improves effect and finishing agent more easily plays.For synthetic fiber finishing agent of the present invention, polyoxyalkylene alkyl ether and the polyethers part by weight shared by the nonvolatile component of finishing agent is preferably more than 30 % by weight, be more preferably more than 35 % by weight, more preferably more than 40 % by weight, most preferably more than 50 % by weight.According to this order, the stability of emulsion raising effect that the product stability when low temperature of finishing agent is taken care of improves effect and finishing agent easily obtains.The higher limit of the part by weight that polyoxyalkylene alkyl ether and polyethers are shared in the nonvolatile component of synthetic fiber finishing agent of the present invention is preferably less than 100 % by weight, is more preferably less than 95 % by weight, and more preferably less than 90 % by weight.
Synthetic fiber finishing agent of the present invention is considered from following viewpoint, is particularly suitable as the friction false twist finishing agent of synthetic fiber.
Usually, false-twisted yarn (DrawTexturingYarn: following, be abbreviated as DTY), be, give friction false twist finishing agent and after production part orientated yarns (PartiallyOrientedYarn: hereinafter abbreviated as POY), then by heater (heater), yarn is heated, stretched while yarn is twisted by false-twisting device thus obtain.
Now, the imparting amount of friction false twist finishing agent is more, the problem of the burr that the operation of false twisting processing produces, broken yarn, white powder, stain more can be inhibited, but the amount of coming off of friction false twist finishing agent on heater (heater) increases.Therefore, friction false twist finishing agent can pollute heater, and heater cleaning needs plenty of time and labour, and productivity can be caused to reduce.
Therefore, the imparting amount of synthetic fiber finishing agent is 1.0 % by weight relative to (raw material) synthetic fiber usually, and on the other hand, the imparting amount of friction false twist finishing agent is designed to low to 0.25 ~ 0.80 % by weight.From above true, friction false twist finishing agent is low to the imparting amount on these synthetic fiber, therefore more important to the even tack of fiber.
In recent years, as the kind of the processing yarn of use which, the tendency of the production increase of the special yarn that the fine denier yarn having surcharge high, full-dull yarn, gloss odd-shaped cross section yarn are such.Usually, the boundling of the fiber that the friction produced between the known easy generation fiber of these special yarns and roller, fiber and guide, fiber and false twist unit, fiber causes is bad, tension change, antistatic bad etc. problem.Special yarn kind so easily produces Soft flocks, therefore cannot the good false-twisted yarn obtaining high-quality of productivity.
That is, for the kind easily causing burr, broken yarn, white powder, stain of producing increase in recent years, fully suppress burr, broken yarn, white powder, stain and prevent from putting aside pollution on the heaters in, also do not obtain satisfied result.
Synthetic fiber finishing agent of the present invention is as the friction false twist used time, by improving the stability of finishing agent and the emulsion intercalation method of finishing agent, thus the even tack significantly improved fiber, in the production of the false-twisted yarn of synthetic fiber, can be reduced in produce in the operation of false twisting processing burr, broken yarn, white powder, stain imperfect manufacture, and the cleaning period of heater can be extended.
In addition, synthetic fiber finishing agent of the present invention, in the scope not damaging effect of the present invention, as required, also can contain lubricant, emulsifying agent, penetrant, antistatic additive etc.From the viewpoint of the characteristic that convergence improves and oil film is strengthened embodying fiber further, the part by weight shared in the nonvolatile component of finishing agent that is aggregated in of lubricant, emulsifying agent, bleeding agent, antistatic additive etc. is preferably less than 50 % by weight, be more preferably less than 40 % by weight, more preferably less than 30 % by weight, most preferably be less than 20 % by weight.
As lubricant, be not particularly limited, known lubricant can be used.Such as can enumerate: the fatty acid ester compounds (monohydric alcohol and monocarboxylic ester) such as the different monooctyl ester of methyl oleate, butyl palmitate, butyl stearate, butyl oleate, laurate, isobutyl palmitate, Ethylhexyl stearate, isooctyl oleate, laurel oleate, stearic acid isotridecyl ester, cetyl stearate, oleic acid isostearate, sad grease, laurate grease, palmitic acid grease, stearic acid grease, oleic acid grease; Polyalcohol and the monocarboxylic esters such as diethylene glycol dilaurate, diethylene glycol dioleate, hexylene glycol dilaurate, hexylene glycol dioleate, neopentyl glycol dilaurate, trimethylolpropane tris caprylate, trimethylolpropane trilaurate, trimethylolpropane tris palmitate, trimethylolpropane tris oleate, glycerol trioleate, pentaerythrite four laurate, pentaerythrite four oleate; The ester of the polybasic carboxylic acids such as maleic acid two oil base ester, adipic acid two isotridecyl ester, adipic acid two cetyl, adipic acid two grease, decanedioic acid dioctyl ester, decanedioic acid two lauryl, decanedioic acid distearyl ester, azelaic acid dibutyl ester, azelaic acid distearyl ester, o-phthalic acid dibutyl ester, trioctyl trimellitate (TOTM) and monohydric alcohol; To Neodol23 (Shell manufacture synthol) addition the product of oxirane of 2 moles and lauric ester, to NEODOL23 addition the product of 2 moles of ethylene oxide and adipic acid diester, to different tridecanol addition two ends of the product of 2 mol propylenoxy and the block of lauric ester, oxirane and expoxy propane or random copolymer or end alcohol by additions such as the polymer after carboxylic acid-terminated after alkylene oxide and the ester etc. of carboxylic acid.
These lubricants are suitable for two or more as required and also use.The part by weight shared in the nonvolatile component of finishing agent of lubricant is not particularly limited, and is preferably 0 ~ 30 % by weight, and more preferably 0 ~ 10 % by weight.
In order to make finishing agent emulsification, in order to auxiliary to the tack of fiber or in order to from the fiber washing finishing agent being attached with finishing agent, emulsifying agent, penetrant can be used.As emulsifying agent, penetrant, be not particularly limited, known material can be adopted.Such as can enumerate: weight average molecular weight more than 300, be less than 1000 polyoxyethylenelauryl ether, polyoxyethylene oleyl ether, polyoxyethylene nonylplenyl ether etc.And can list: polyoxyethylenelauryl base amino ethers, polyethylene glycol monolaurate, polyethylene glycol dilaurate, polyethylene glycol monooleate, glycol dioleate, glycerin mono-fatty acid ester, sorbitan monooleate, polyoxyethylene glyceryl monolaurate, polyoxy ethylene sorbitol alcohol acid anhydride trioleate, polyoxyethylene castor oil ether, the non-ionic surface active agents etc. such as polyoxyethylene rilanit special ether, can also list: oleic acid diethyl amide, the non-ionic surface active agent etc. of the nitrogenous systems such as polyoxyethylenelauryl acid single ethanol amide.These emulsifying agents, penetrant may be used singly or two or more kinds thereof as required.The part by weight shared in the nonvolatile component of finishing agent of emulsifying agent, penetrant is not particularly limited, and is preferably 0.1 ~ 40 % by weight, and more preferably 0.1 ~ 30 % by weight.It should be noted that, these emulsifying agents, penetrant also can use to give fiber yarn antistatic behaviour, imparting lubricity and convergence.
Be not particularly limited as antistatic additive, known antistatic additive can be adopted.Such as can enumerate: the anion surfactants such as the slaine/of the slaine/of alkyl phosphate (following, referred to as phosphate) or amine salt, polyoxyethylene phosphate or amine salt, paraffin sulfonate, fatty acid soaps; The cationic surfactants such as alkylamine salt, alkyl imidazoline salt, quaternary ammonium salt; The amphoteric surfactant such as Empigen, stearyl dimethyl betaine etc.These antistatic additive can be used alone as required or are suitable for and use two or more.The part by weight shared in the nonvolatile component of finishing agent of antistatic additive is not particularly limited, and is preferably 0.1 ~ 10 % by weight, and more preferably 0.1 ~ 5 % by weight.
Beyond the compositions such as above-described lubricant, emulsifying agent, penetrant, antistatic additive, as required, certainly the compositions such as antioxidant, preservative agent, rust inhibitor, defoamer can also be used.
Usually from the viewpoint of the stability of conveying cost, finishing agent, synthetic fiber finishing agent of the present invention is transplanted on the factory giving synthetic fiber filament by the finishing agent that the part by weight shared in finishing agent as nonvolatile component is more than 80 % by weight.For finishing agent of the present invention, the stability of finishing agent is very good, can prevent the separation of the not good or composition of outward appearance.Its result, finishing agent evenly can be attached to synthetic fiber, significantly can improve the problem produced in yarn operation processed, manufacturing procedure.
Synthetic fiber finishing agent of the present invention is preferably also containing outward appearance adjusting agent.Outward appearance adjusting agent can improve the stability of finishing agent.Outward appearance adjusting agent is the composition that can be volatilized by heat treatment in the manufacturing process of synthetic fiber, remove.The part by weight of outward appearance adjusting agent shared by finishing agent entirety is preferably 0.1 ~ 20 % by weight, is more preferably 0.1 ~ 10 % by weight.If the part by weight of outward appearance adjusting agent is more than 20 % by weight, then as the penalty of fiber finishing agent, in the production of the false-twisted yarn of synthetic fiber, can not reduce produce in false twisting manufacturing procedure burr, broken yarn, white powder, stain manufacturing deficiency, likely can increase imperfect manufacture on the contrary.
Be not particularly limited as outward appearance adjusting agent, known outward appearance adjusting agent can be adopted.Can list as outward appearance adjusting agent: water or lower alcohol.Such as, can list: water, ethylene glycol, propylene glycol, isopropyl alcohol, glycerine, butanediol etc.In these, preferred water, ethylene glycol, glycerine.Outward appearance adjusting agent can be used alone or suitably and use two or more as required.
Synthetic fiber finishing agent of the present invention can be made up of the mentioned component only comprising nonvolatile component, also can be made up of nonvolatile component and outward appearance adjusting agent, also can be dilute the material after nonvolatile component by low viscosity mineral oil, also can be carry out the water serial emulsion after emulsification to nonvolatile component in water.If when carrying out the water serial emulsion after emulsification to nonvolatile component in water, the concentration of nonvolatile component is preferably 5 ~ 20 % by weight, is more preferably 6 ~ 15 % by weight, more preferably 8 ~ 12 % by weight.
Manufacture method for synthetic fiber finishing agent of the present invention is not particularly limited, and can adopt known method.Finishing agent can mix with random order the above-mentioned each composition thus manufacture that carry out being formed usually.
[synthetic fiber filament yarn line]
Synthetic fiber filament yarn line of the present invention is the material attached to synthetic fiber finishing agent of the present invention on (raw material) synthetic fiber filament yarn line after, in the production of the false-twisted yarn of synthetic fiber, can reduce produce in false twisting manufacturing procedure burr, broken yarn, white powder, stain manufacturing deficiency, the cleaning period of heater can be extended.The adhesion amount of the nonvolatile component of synthetic fiber finishing agent is preferably 0.1 ~ 1.0 % by weight relative to (raw material) synthetic fiber filament, is more preferably 0.2 ~ 0.8 % by weight, and more preferably 0.3 ~ 0.6 % by weight.
As the method for (raw material) synthetic fiber filament being given to synthetic fiber finishing agent of the present invention, be not particularly limited, known method can be adopted.Usually, can list: give in the spinning process or stretching process of synthetic fiber filament, to (raw material) synthetic fiber filament oiling roller, oil guiding etc. by only comprise can not send out composition finishing agent, by low viscosity mineral oil, nonvolatile component is diluted after finishing agent or water serial emulsion finishing agent after emulsification being carried out to nonvolatile component in water carry out the method etc. of oil supply.
Synthetic fiber finishing agent of the present invention, is particularly suitable for the false twisting processing purposes of the synthetic fiber such as polyester fiber, polyamide fiber, polypropylene fibre.As polyester fiber, can list: the polyester (PET) being main composition unit with para Toluic Acid's second diester, with para Toluic Acid's propylene diester polyester (PTT) that is main composition unit, with para Toluic Acid's fourth diester polyester (PBT) that is main composition unit, take lactic acid as the polyester (PLA) etc. of main composition unit.As polyamide fiber, can list: nylon 6, nylon66 fiber etc., can list as polypropylene fibre: polypropylene etc.
[manufacture method of false-twisted yarn]
The manufacture method of false-twisted yarn of the present invention comprises: the synthetic fiber filament yarn line of the synthetic fiber finishing agent being attached with the invention described above is heated, stretches, false twisting processing operation, can reduce produce in false twisting manufacturing procedure burr, broken yarn, white powder, stain manufacturing deficiency, the cleaning period of heater can be extended.As the method for false twisting processing, be not particularly limited, known method can be adopted.Such as, can list: the method etc. recorded in WO2009/034692 publication.
As false twisting processing conditions, be not particularly limited, from the viewpoint of playing effect further, the false twist processing machine preferably making synthetic fiber filament yarn line directly contact the contact type (hot plate contact heating means) carrying out heating with the hot plate of thermal source carries out false twisting processing.For the false twist processing machine of such hot plate contact mode of heating, heter temperature is 160 DEG C ~ 230 DEG C, and heater length is 150cm ~ 250cm, and synthetic fiber filament yarn line is with the surface contact of heating plate thus the material of dividing a word with a hyphen at the end of a line.Firing rate is generally 500 ~ 1000m/min, preferably 600 ~ 800m/min.
[embodiment]
Below, illustrate the present invention by embodiment, but not by the restriction of the embodiment recorded at this.It should be noted that, the percentage (%) represented in literary composition neutralization table as being not particularly limited, then represents " % by weight ".In embodiment and comparative example, each evaluation is carried out based on method shown below.
First, polyoxyalkylene alkyl ether POA-1 ~ 12 and POA-D1 ~ 12 of Production Example 1 ~ 12 and manufacture comparative example 1 ~ 12 are obtained as follows.
< Production Example 1>
To can carry out stirring, thermoregulator, with in the autoclave (autoclave) of the 2L of alkylene oxide stuffing box, nitrogen supply pipe, pressure adjusting pump, put into the C of 193g as alcohol 12 ~ 13alcohol, 0.9g potassium hydroxide as base catalyst.After carrying out nitrogen displacement in autoclave, stir and carry out 1 hour dehydrating operations at 100 ~ 110 DEG C.Then, in order to reach the molar ratio of expectation, in gauge pressure 0.0 ~ 0.4MPa, reaction temperature at 140 ~ 150 DEG C, drop into 132g oxirane as first paragraph, drop into the mixture of 116g expoxy propane and 132g oxirane as second segment, drop into 264g oxirane as three sections, carry out the polyaddition reaction of about 8 hours.Thereafter, with 1.4g lactic acid neutralisation treatment carried out to the polyoxyalkylene alkyl ether obtained and reclaim.Like this, polyoxyalkylene alkyl ether (POA-1) is obtained.
< Production Example 2 ~ 12 and manufacture comparative example 1 ~ 12>
Except the addition molal quantity of the alcohol of each example, oxirane and the expoxy propane recorded except list of modification 1 ~ 4, same with Production Example 1, obtain POA-2 ~ 12 and POA-D1 ~ 12.Measure the cloud point of 1 % by weight aqueous solution and the fusing point of polyoxyalkylene alkyl ether of polyoxyalkylene alkyl ether as follows.
The cloud point > of 1 % by weight aqueous solution of < polyoxyalkylene alkyl ether
1 % by weight aqueous solution of preparation polyoxyalkylene alkyl ether.Then, heat and make cloud test liquid temporarily muddy, temperature muddiness disappeared is as cloud point.
The fusing point > of < polyoxyalkylene alkyl ether
Get polyoxyalkylene alkyl ether with the capillary of the two ends open pipe of given size, make it be close to the mercury ball of thermometer, slowly heat up in air bath, sample generation melting, using temperature when reaching opaque as fusing point.
Table 1
Table 2
Table 3
Table 4
Then, polyoxyalkylene alkyl ether ester POAEE-13 ~ 18 and POAEE-D13 ~ 18 of Production Example 13 ~ 18 and manufacture comparative example 13 ~ 18 are obtained as follows.
< Production Example 13>
Except changing to the addition molal quantity of alcohol, oxirane and the expoxy propane recorded in table 5, same with Production Example 1, obtain polyoxyalkylene alkyl ether.With aliphatic acid, esterification is carried out as follows to the polyoxyalkylene alkyl ether obtained.
In the reaction vessel with stirring vane, heater, dehydrating tube, add 775g polyoxyalkylene alkyl ether and 248g laurate, at 180 ~ 210 DEG C, carry out 8 hours esterifications.So, polyoxyalkylene alkyl ether ester (POAEE-13) is obtained.
< Production Example 14 ~ 20 and manufacture comparative example 13 ~ 20>
Except the addition molal quantity of the alcohol of each example, oxirane and expoxy propane recorded in list of modification 5 ~ 6 and aliphatic acid, same with Production Example 13, obtain POAEE-14 ~ 20 and POAEE-D13 ~ 20.Measure the kinematic viscosity of polyoxyalkylene alkyl ether ester as follows.
The kinematic viscosity > of < polyoxyalkylene alkyl ether ester
About 10g sample is put into Cannon-Fenske viscometer, is adjusted in temperature in the thermostat of 25 DEG C and keeps 15 minutes.Thereafter, measure sample by the delivery time (second) between the graticule of viscosimeter, be multiplied by viscosimeter coefficient, using the value that obtains as kinematic viscosity.
Table 5
Table 6
< embodiment 1>
Then, the gradation composition that mix and blend table 7 is recorded, the synthetic fiber finishing agent of preparation embodiment 1.The results are shown in table 7.
Then, in the synthetic fiber finishing agent of preparation, add water, the part by weight of preparation nonvolatile component is the water serial emulsion of 10 % by weight.Then, to with extruder from the ejection of metal mouth and the titanium oxide content of cooling curing be 2.5% polyethylene terephthalate full-dull yarn, by employing the oily guide mode of dosing pump assembly, give water serial emulsion, 0.6 % by weight is reached with the adhesion amount of the nonvolatile component making finishing agent, the POY yarn of weaving 89dtex/72f (89 デ シ テ ッ Network ス/72 Off ィ ラ メ Application ト), and batch with the speed of 2800m/min, thus obtain 10kg doff volume (Volume き チ ー ズ).Then, use the POY obtained, by the false twist processing machine of hot plate contact mode of heating, with following false twisting processing conditions, within 10th, operate continuously and carry out draw false twisting processing, obtain false-twisted yarn (DTY).The evaluation to false twisting processing broken yarn, contact heater pollution, white powder generating capacity, dyeing knitted fabric spot is carried out by following method.The results are shown in table 7.
< false twisting processing conditions >
As the draw false twisting condition of the false twist processing machine of hot plate contact mode of heating
False twist processing machine: Teijin machimery (Co., Ltd.) HTS-15V processed
Process velocity: 600m/min
Draw ratio (DR): 1.60
Twist with the fingers hang device: three reel friction mode 1-5-1
(5-guiding plate 1 is coiled in guiding plate 1-work (polyurethane))
Dish speed/yarn speed (D/Y): 1.8
Overrate: 3%
Primary heater (twisting side) temperature: 200 DEG C
Secondary heater (backtwisting side) temperature: room temperature
Processing number of days: 10 days
< product stability >
The synthetic fiber finishing agent recorded in the embodiment coordinating polyoxyalkylene alkyl ether and comparative example is placed 1 week under the atmosphere of 10 DEG C, 5 DEG C ,-5 DEG C, the outward appearance of range estimation determination processing agent.
◎ :-5 DEG C, to place after 1 week still homogeneous transparent
Zero: 5 DEG C, to place after 1 week still homogeneous transparent
△: 5 DEG C, place after 1 week and be separated
×: 10 DEG C, place after 1 week and be separated
<40 DEG C of stability of emulsion >
The stability of emulsion of the synthetic fiber finishing agent prepared in embodiment and comparative example is evaluated by the transmitance of emulsion.Transmitance is 10% concentration emulsion of synthetic fiber finishing agent placed 1 week under the atmosphere of 40 DEG C, uses (strain) Hitachi spectrophotometer U-1900Spectrophotometer to measure.Condition determination is defined as wavelength 750nm, measures temperature is 25 DEG C.
Transmitance is qualified more than 95%
To place after 1 week still homogeneous transparent for transmitance 100%:40 DEG C
Transmitance more than 95 ~ be less than 100%:40 DEG C at place after 1 week that Bluish white is transparent slightly
Transmitance is below 95%: 40 DEG C are placed after 1 week is gonorrhoea state
< false twisting processing broken yarn >
After carrying out draw false twisting processing, following evaluation broken yarn number of times.Broken yarn number of times is more, more easily burr occurs.
◎: 0 time
Zero: 1 ~ 2 times
△: 3 ~ 4 times
×: more than 5 times
< contact heater pollutes >
After carrying out draw false twisting processing, the pollution situation of range estimation heater, evaluates as follows.
◎: heater does not pollute
Zero: heater only part is contaminated
△: almost half is contaminated for heater
×: heater is all contaminated
< white powder (Japanese: white powder) generating capacity >
After carrying out draw false twisting processing, by the white powder generating capacity of range estimation navel, its periphery, evaluate as follows.
White powder is not had after processing on the ◎: 10th
Some white powder after processing on the zero: 10
Produce and pile up white powder after processing on the △: 5th
×: produce from processing and pile up white powder
< dyeing knitted fabric spot >
After carrying out draw false twisting processing, use the made round volume machine of (strain) little Chi machinery production processing yarn obtained to make cylinder needle knitting, carry out the dyeing process of polyester knitted.The dyeability of the knitted fabric obtained is evaluated as follows.
◎: do not have stain
△: confirm there is a small amount of stain
×: confirm a lot of stain
(embodiment 2 ~ 12, comparative example 1 ~ 12)
Except change in table 7 and table 8 record each example gradation composition, prepare except synthetic fiber finishing agent, similarly to Example 1, evaluate.The results are shown in table 7 and table 8.It should be noted that, the polyethers 1 in table 7 ~ 12 and polyethers 2 are following polyethers.
Polyethers 1:PO/EO=50/50, weight average molecular weight 5000
Polyethers 2:PO/EO=50/50, weight average molecular weight 2000
Table 7
Table 8
From table 7 and table 8, in embodiment 1 ~ 12, as long as the synthetic fiber finishing agent of the polyoxyalkylene alkyl ether containing being represented by general formula (1) of the present invention, then product stability and emulsion transmitance excellence, false twisting processing broken yarn, contact heater pollution, white powder generation and dyeing knitted fabric spot are little, and yarn processed is excellent.
On the other hand, in comparative example 1 ~ 12, due to not containing the polyoxyalkylene alkyl ether represented by general formula (1), therefore cannot obtain the effect that embodiment obtains.
(embodiment 13 ~ 18, comparative example 13 ~ 18)
Except change in table 9 record each example gradation composition, prepare except synthetic fiber finishing agent, evaluate similarly to Example 1.The results are shown in table 9.
Table 9
As known from Table 9, in embodiment 13 ~ 18, if the synthetic fiber finishing agent of the polyoxyalkylene alkyl ether ester containing being represented by general formula (2) of the present invention, then product stability and emulsion transmitance excellence, false twisting processing broken yarn, contact heater pollution, white powder generation and dyeing knitted fabric spot are few, and yarn processed is excellent.
On the other hand, in comparative example 13 ~ 18, due to not containing the polyoxyalkylene alkyl ether ester represented by general formula (2), therefore cannot obtain the effect that embodiment obtains.
(embodiment 19 ~ 30, comparative example 19 ~ 30)
Except change in table 10 and table 11 record each example gradation composition, prepare except synthetic fiber finishing agent, evaluate similarly to Example 1.The results are shown in table 10 and table 11.
Table 10
Table 11
From table 10 and table 11, in embodiment 19 ~ 30, as long as the synthetic fiber finishing agent containing the polyoxyalkylene alkyl ether that represented by general formula (1) of the present invention and the polyoxyalkylene alkyl ether ester represented by general formula (2) of the present invention, then product stability and emulsion transmitance excellence, false twisting processing broken yarn, contact heater pollution, white powder generating capacity and dyeing knitted fabric spot are few, and yarn processed is excellent.Particularly, can by finishing agent evenly be attached to fiber in these embodiments, therefore false twisting processing broken yarn is few, and burr is also few.
On the other hand, in comparative example 19 ~ 30, due to not containing at least one selected from the polyoxyalkylene alkyl ether that represented by general formula (1) of the present invention and the polyoxyalkylene alkyl ether ester represented by general formula (2) of the present invention, the effect that embodiment obtains therefore cannot be obtained.
Practicality in industry
Product stability during the low temperature keeping of synthetic fiber finishing agent of the present invention is excellent, and the stability of emulsion of finishing agent is excellent, and therefore burr during the production of synthetic fiber long filament, broken yarn are few, can enhance productivity.

Claims (12)

1. a synthetic fiber finishing agent, containing at least one selected from the polyoxyalkylene alkyl ether represented by following general formula (1) and the polyoxyalkylene alkyl ether ester represented by following general formula (2),
RO-(EO) a-[(PO) b/(EO) c]-(EO) d-H(1)
Wherein, in formula (1), R represents the alkyl or alkenyl of carbon number 1 ~ 30, can by arbitrary Structure composing of straight or branched; PO is oxygen propylidene, and EO is oxygen ethylidene; A, b, c and d represent each average addition molal quantity, a=1 ~ 10, b=1 ~ 10, c=1 ~ 10, d=1 ~ 40; [(PO) b/ (EO) c]) polyoxy alkylidene that obtains for the random addition of the EO of PO and c mole of b mole,
R 1O-(EO) e-[(PO) f/(EO) g]-(EO) h-CO-R 2(2)
Wherein, in formula (2), R 1represent the alkyl or alkenyl of carbon number 1 ~ 30, can by arbitrary Structure composing of straight or branched, R 2represent the alkyl or alkenyl of carbon number 1 ~ 30, can by arbitrary Structure composing of straight or branched; PO is oxygen propylidene, and EO is oxygen ethylidene; E, f, g and h represent each average addition molal quantity, e=1 ~ 10, f=1 ~ 10, g=1 ~ 10, h=1 ~ 40; [(PO) f/ (EO) g] polyoxy alkylidene that obtains for the random addition of the EO of PO and g mole of f mole.
2. synthetic fiber finishing agent according to claim 1, is characterized in that, the fusing point of described polyoxyalkylene alkyl ether is less than 15 DEG C.
3. synthetic fiber finishing agent according to claim 1 and 2, is characterized in that, the cloud point of 1 % by weight aqueous solution of described polyoxyalkylene alkyl ether is more than 60 DEG C, is less than 100 DEG C.
4. the synthetic fiber finishing agent according to any one of claims 1 to 3, is characterized in that, the part by weight of described polyoxyalkylene alkyl ether shared by the nonvolatile component of finishing agent is 3 ~ 70 % by weight.
5. the synthetic fiber finishing agent according to any one of Claims 1 to 4, is characterized in that, kinematic viscosity during 25 DEG C of described polyoxyalkylene alkyl ether ester is 10mm 2/ more than s, be less than 100mm 2/ s.
6. the synthetic fiber finishing agent according to any one of Claims 1 to 5, is characterized in that, the part by weight of described polyoxyalkylene alkyl ether ester shared by the nonvolatile component of finishing agent is 1 ~ 50 % by weight.
7. the synthetic fiber finishing agent according to any one of claim 1 ~ 6, is characterized in that, described synthetic fiber finishing agent contains described polyoxyalkylene alkyl ether and described polyoxyalkylene alkyl ether ester.
8. the synthetic fiber finishing agent according to any one of claim 1 ~ 7, it is characterized in that, described synthetic fiber finishing agent is also containing at least one be selected from the group that is made up of alkyl sulfonic ester salt, alkyl phosphate salt, alkyl acid esters salt, alkyl sulfate salt, fatty acid soaps and alkyl imidazoline salt.
9. the synthetic fiber finishing agent according to any one of claim 1 ~ 8, is characterized in that, described synthetic fiber are polyester fiber, polyamide fiber or polypropylene fibre.
10. the synthetic fiber finishing agent according to any one of claim 1 ~ 9, is characterized in that, described synthetic fiber finishing agent is that friction false twist is used.
11. 1 kinds of synthetic fiber filament yarn lines, is characterized in that, make (raw material) synthetic fiber filament yarn line attached to synthetic fiber finishing agent according to any one of claim 1 ~ 10.
The manufacture method of 12. 1 kinds of false-twisted yarns, is characterized in that, comprise synthetic fiber filament yarn line according to claim 11 heated, stretch, the operation of false twisting processing.
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