WO2021193336A1 - Agent de traitement pour fibres synthétiques et son utilisation - Google Patents

Agent de traitement pour fibres synthétiques et son utilisation Download PDF

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Publication number
WO2021193336A1
WO2021193336A1 PCT/JP2021/011027 JP2021011027W WO2021193336A1 WO 2021193336 A1 WO2021193336 A1 WO 2021193336A1 JP 2021011027 W JP2021011027 W JP 2021011027W WO 2021193336 A1 WO2021193336 A1 WO 2021193336A1
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Prior art keywords
treatment agent
acid
alcohol
nonionic surfactant
synthetic fibers
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PCT/JP2021/011027
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English (en)
Japanese (ja)
Inventor
大輔 正路
彰宏 大前
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松本油脂製薬株式会社
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First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=76310265&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=WO2021193336(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by 松本油脂製薬株式会社 filed Critical 松本油脂製薬株式会社
Priority to KR1020227031997A priority Critical patent/KR20220154124A/ko
Priority to CN202180022823.2A priority patent/CN115298388B/zh
Publication of WO2021193336A1 publication Critical patent/WO2021193336A1/fr

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    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—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
    • D06M13/152—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 having a hydroxy group bound to a carbon atom of a six-membered aromatic ring
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/02—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with hydrocarbons
    • D06M13/03—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with hydrocarbons with unsaturated hydrocarbons, e.g. alkenes, or alkynes
    • 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
    • D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
    • D06M13/188—Monocarboxylic acids; Anhydrides, halides or salts thereof
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • 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
    • D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
    • D06M13/192—Polycarboxylic acids; Anhydrides, halides or salts thereof
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
    • D06M13/248—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing sulfur
    • D06M13/256—Sulfonated compounds esters thereof, e.g. sultones
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
    • D06M13/248—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing sulfur
    • D06M13/262—Sulfated compounds thiosulfates
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
    • D06M13/282—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing phosphorus
    • D06M13/292—Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • 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
    • D06M13/322—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 nitrogen
    • D06M13/372—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 nitrogen containing etherified or esterified hydroxy groups ; Polyethers of low molecular weight
    • 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

Definitions

  • the present invention relates to a treatment agent for synthetic fibers and its use.
  • the treatment agent is low-viscosity paraffin such as normal paraffin having 11 to 15 carbon atoms.
  • a treatment agent which has been highly diluted to a concentration of 50% or less and whose viscosity has been adjusted to 10 mm 2 / s or less has been used.
  • treatment agents emulsified in water and treatment agents having a high concentration by reducing the amount of low-viscosity paraffin used have been treated.
  • the adoption of the method of applying by the refueling guide that the agent exudes is increasing.
  • the treatment agent for synthetic fibers uses a micropump to the refueling guide. It is slowly ejected from a small hole and applied to synthetic fibers.
  • the conventional synthetic fiber treatment agent has a problem that the discharge amount of the treatment agent is lowered, and when the treatment agent is eventually clogged, refueling is not performed and the production of the synthetic fiber is stopped.
  • the fine particles generated in the fiber treatment agent are the internal mechanism of the pump. It was found that fine particles accumulated inside and in the small holes of the refueling guide caused a decrease in the discharge amount of the treatment agent.
  • An object of the present invention is to provide a treatment agent for synthetic fibers capable of stably producing synthetic fibers without blocking the refueling line even when stored for a long period of time.
  • the present inventors have found that the true nature of the fine particles is an antistatic agent, an extreme pressure additive, and an ethylene oxide adduct of an organic amine used for adjusting the pH of a fiber treatment agent. It is correct and appropriate to find out that the complex salt is insoluble in the diluent by reacting in a complicated manner during long-term storage, and to remove the fine particles by an appropriate method when formulating the fiber treatment agent. I found.
  • the treatment agent for synthetic fibers of the present invention indispensably contains a nonionic surfactant (N), a smoothing agent (L) (excluding the nonionic surfactant (N)) and a low-viscosity diluent (D), and is organic.
  • AS sulfonate
  • AP organic phosphate
  • H oil film strengthening agent
  • RA ethylene oxide adduct
  • E antioxidant
  • the nonionic surfactant (N) comprises one polyoxyalkylene polyhydric alcohol ether, polyoxyalkylene polyhydric alcohol fatty acid ester, polyoxyalkylene aliphatic alcohol ether, polyalkylene glycol fatty acid ester and hydroxyl group. Or at least one selected from polyhydric alcohol fatty acid esters having two or more, and a contaminant having an ISO grade (4406: 1999) of 17/16/14 or less, or 4 ⁇ m or more, which is the cleanliness of the treatment agent. It is a treatment agent for synthetic fibers in which the number of particles is 130,000 or less per 100 mL.
  • the antioxidant (E) is essential, the antioxidant (E) contains a hindered phenolic antioxidant, and the hindered phenolic antioxidant has one tertiary butyl group in each phenol group.
  • the carbonyl group has 1 or more.
  • the contaminant particles are at least one selected from lactic acid, lactate, monooctyl sulfosuccinate, monooctyl sulfosuccinate, inorganic sulfuric acid and inorganic sulfate, inorganic phosphoric acid and inorganic phosphate, and the total thereof is 1500 ppm or less. Is preferable. It is preferable that the high temperature cloud point is 50 ° C.
  • the oil film strengthening agent (H) is essentially contained, and the oil film strengthening agent (H) contains a condensate of an ethylene oxide adduct of hardened castor oil and a dicarboxylic acid.
  • the method for producing a treatment agent for synthetic fibers of the present invention indispensably includes the following steps (II) and the following steps (III), and includes the following steps (I) and / or the following steps (IV).
  • the following nonionic surfactant (N) contains one or more polyoxyalkylene polyhydric alcohol ethers, polyoxyalkylene polyhydric alcohol fatty acid esters, polyoxyalkylene aliphatic alcohol ethers, fatty acid esters of polyalkylene glycols, and hydroxyl groups. It is a method for producing a treatment agent for synthetic fibers, which is at least one selected from polyhydric alcohol fatty acid esters having.
  • Steps for obtaining the liquid i)
  • a smoothing agent L
  • N nonionic surfactant
  • N nonionic surfactant
  • D low-viscosity diluent
  • Step to obtain final treatment agent liquid (iv) by filtering under filtration conditions Filtering conditions
  • Filter paper Basis weight 300-400, thickness 0.5-1, air permeability 100-150, filtration accuracy 1-5 ⁇ m
  • Filtration aid Diatomaceous earth Thickness of diatomaceous earth on filter paper: 5 to 20 cm
  • the synthetic fiber treatment agent of the present invention can stably produce synthetic fibers without blocking the refueling line even if it is stored for a long period of time.
  • the synthetic fiber treatment agent of the present invention contains a specific component, and the ISO grade (4406: 1999), which is the cleanliness of the treatment agent, is below a certain level. This will be described in detail below.
  • the treatment agent for synthetic fibers of the present invention has an ISO grade of 17/16/14 or less, which is the cleanliness of the treatment agent. If it exceeds 17/16/14, the problem of the present invention cannot be solved.
  • the ISO grade is preferably 15/14/12 or less, more preferably 14/13/11 or less, and even more preferably 13/11/9 or less.
  • the ISO grade (4406: 1999) represents the distribution of pollutant particles in a liquid by counting the solid particles contained in 100 mL of the sample. Since the range of numerical values to be displayed becomes large when the actual count number is used, it is an international standard that indicates the degree of contamination by converting it into a number code using the logarithm of 2.
  • the code is calculated based on the count values of the number of particles of 4 ⁇ m or more, the number of particles of 6 ⁇ m or more, and the number of particles of 14 ⁇ m or more.
  • a liquid fine particle measuring instrument e.g., HACH ULTRA ANALYTICS Co., HIAC Royco liquid particle instrument System 8011, etc.
  • the treatment agent for synthetic fibers of the present invention contains 130,000 or less pollutant particles of 4 ⁇ m or more per 100 mL, preferably 64,000 or less, and more preferably 32,000 or less.
  • the content of pollutant particles contained in the synthetic fiber treatment agent of the present invention is preferably 1500 ppm or less, more preferably 1000 ppm or less, further preferably 500 ppm or less, particularly preferably 250 ppm or less, and most preferably 125 ppm or less. If it exceeds 1500 ppm, the refueling line may be blocked by long-term storage.
  • the preferable lower limit of the content of pollutant particles contained in the synthetic fiber treatment agent of the present invention is 0.1 ppm.
  • the contaminant particles are at least one selected from lactic acid, lactate, monooctyl sulfosuccinic acid, monooctyl sulfosuccinate, inorganic sulfuric acid, inorganic sulfate, inorganic phosphoric acid and inorganic phosphate. Preferred from the point of view.
  • the high-temperature cloud point of the synthetic fiber treatment agent of the present invention is preferably 50 ° C. or higher, more preferably 55 ° C. or higher, still more preferably 60 ° C. or higher, from the viewpoint of not blocking the refueling line by long-term storage.
  • the upper limit of the preferable high temperature cloud point is 90 ° C.
  • the low-temperature cloud point of the synthetic fiber treatment agent of the present invention is preferably 10 ° C. or lower, more preferably 5 ° C. or lower, and even more preferably 0 ° C. or lower, from the viewpoint of not blocking the refueling line by long-term storage.
  • the lower limit of the preferable low temperature cloud point is ⁇ 10 ° C.
  • the viscosity of the synthetic fiber treatment agent of the present invention at 25 ° C. is too low, the treatment agent may scatter from the refueling device. If the viscosity is too high, the uniform adhesion will decrease.
  • the range of 10 to 100 mm 2 / s is desirable, 20 to 95 mm 2 / s is preferable, 30 to 90 mm 2 / s is more preferable, and 40 to 85 mm 2 / s is even more preferable.
  • the specific gravity of the synthetic fiber treatment agent of the present invention at 25 ° C. is higher because it promotes sedimentation and aggregation of pollutant particles suspended in the treatment agent if the specific gravity is too low. 0.75 or more is preferable, 0.80 or more is more preferable, and 0.85 or more is further preferable.
  • the treatment agent for synthetic fibers of the present invention indispensably contains a smoothing agent (L), a nonionic surfactant (N), and a low-viscosity diluent (D).
  • the treatment agent for synthetic fibers of the present invention comprises an organic sulfonate (AS), an organic phosphate (AP), an oil film strengthening agent (H), an ethylene oxide adduct of an organic amine (RA), and the like.
  • at least one selected from the antioxidant (E) is preferably contained.
  • the smoothing component (L) is an essential component of the treatment agent of the present invention, and is a component excluding the nonionic surfactant (N).
  • the smoothing component (L) includes 1) an ester compound having an ester bond structure of an aliphatic monovalent alcohol and a fatty acid (L1), and 2) an ester compound having an ester bond structure of an aliphatic polyvalent alcohol and a fatty acid.
  • the smoothing component (L) one kind or two or more kinds can be used.
  • the ester compound (L1) is a compound having a structure in which an aliphatic monovalent alcohol and a fatty acid (aliphatic monovalent carboxylic acid) are ester-bonded, and is a compound having no polyoxyalkylene group in the molecule.
  • the ester compound (L1) one kind or two or more kinds can be used.
  • the ester compound (L1) is preferably a compound represented by the following general formula (1).
  • R 1- COO-R 2 (1) In the formula, R 1 represents an alkyl group or an alkenyl group having 4 to 24 carbon atoms, and R 2 represents an alkyl group or an alkenyl group having 6 to 24 carbon atoms.
  • the carbon number of R 1 is preferably 6 to 22, more preferably 8 to 20, and even more preferably 10 to 18. If the number of carbon atoms is less than 4, fluff may increase due to the weak oil film. On the other hand, when the number of carbon atoms exceeds 24, the friction between the fiber metals becomes high and the fluff may increase.
  • R 1 may be either an alkyl group or an alkenyl group, but an alkyl group is preferable from the viewpoint of not blocking the refueling line by long-term storage.
  • the number of carbon atoms in R 2 is preferably 6 to 22, more preferably 8 to 20, more preferably 10 to 18. If the number of carbon atoms is less than 6, fluff may increase due to the weak oil film. On the other hand, when the number of carbon atoms exceeds 24, the friction between the fiber metals becomes high and the fluff may increase.
  • R 2 may be either an alkyl group or an alkenyl group, but an alkenyl group is preferable from the viewpoint of not blocking the refueling line by long-term storage.
  • the ester compound (L1) is not particularly limited, and for example, 2-decyltetradecanoyl ersinate, 2-decyl tetradecanoyl oleate, 2-octyldodecyl stearate, isooctyl palmitate, isooctyl stearate, etc.
  • 2-decyltetradecanoyl oleate 2-octyldodecyl stearate, isooctyl palmitate, isooctyl stearate, lauryl oleate, isotridecyl stearate, hexadecyl stearate, isostearyl oleate, Oleyl oleate is preferred.
  • ester compound (L2) is a compound having a structure in which an aliphatic polyhydric alcohol and a fatty acid (aliphatic monovalent carboxylic acid) are ester-bonded, and is a compound having no polyoxyalkylene group in the molecule.
  • the ester compound (L2) one kind or two or more kinds can be used.
  • the aliphatic polyhydric alcohol constituting the ester compound (L2) is not particularly limited as long as it is divalent or higher, and one kind or two or more kinds can be used. From the viewpoint of oil film strength, the polyhydric alcohol is preferably trivalent or higher, more preferably trivalent to tetravalent, and even more preferably trivalent.
  • the aliphatic polyhydric alcohol include ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, tripropylene glycol, 1,2-butanediol, 1,3-butanediol, and 1,4-butanediol.
  • glycerin, trimethylolpropane, pentaerythritol, erythritol, diglycerin, sorbitan, sorbitol, ditrimethylolpropane, dipentaerythritol, and sucrose are preferable, and glycerin, trimethylolpropane, pentaerythritol, erythritol, diglycerin, and sorbitol are preferable. Is more preferable, and glycerin and trimethylolpropane are even more preferable.
  • the fatty acid constituting the ester compound (L2) may be saturated or unsaturated.
  • the number of unsaturated bonds is not particularly limited, but when three or more are present, one or two are preferable because deterioration progresses due to oxidation and the treatment agent thickens and the lubricity is impaired.
  • the number of carbon atoms of the fatty acid is preferably 8 to 24, more preferably 10 to 20, and even more preferably 12 to 18 from the viewpoint of achieving both oil film strength and lubricity.
  • the fatty acid one kind or two or more kinds may be used, and a saturated fatty acid and an unsaturated fatty acid may be used in combination.
  • the ester compound (L2) is a compound having two or more ester bonds in the molecule, but is a compound having three or more ester bonds in the molecule from the viewpoint of not blocking the oil supply line by long-term storage. Is preferable, and a compound having three ester bonds in the molecule is more preferable.
  • the iodine value of the ester compound (L2) is not particularly limited.
  • the weight average molecular weight of the ester compound (L2) is preferably 300 to 1200, more preferably 300 to 1000, and even more preferably 500 to 1000.
  • the weight average molecular weight is less than 300, the oil film strength may be insufficient, fluff may increase, and smoke generation during heat treatment may increase.
  • the weight average molecular weight is more than 1200, not only the smoothness is insufficient and fluffing occurs frequently, high-quality fibers cannot be obtained, but also the quality in the weaving and knitting processes may be inferior.
  • the weight average molecular weight in the present invention is a sample concentration of 3 mg / cc using a high-speed gel permeation chromatography apparatus HLC-8220GPC manufactured by Tosoh Corporation, and separation columns KF-402HQ and KF-403HQ manufactured by Showa Denko KK. It was injected into the sample and calculated from the peak measured by the differential refractometer detector.
  • ester compound (L2) examples include trimethylolpropane tricaprelate, trimethylolpropane tricaprinate, trimethylolpropanetrilaurate, trimethylolpropanetrioleate, trimethylolpropane (laurate, myristylate, palmitate), and trimethylol.
  • ester compound (L2) a compound obtained by synthesizing a generally commercially available fatty acid and an aliphatic polyhydric alcohol by a known method may be used. Further, a natural ester obtained from nature such as a natural fruit, seed or flower and satisfying the composition of the ester compound (L2) can be used as it is, or if necessary, the natural ester can be used by a known method. Purified or further purified ester may be separated and repurified by a known method using the difference in melting point to use an ester. Further, an ester obtained by transesterifying two or more kinds of natural esters (oils and fats) may be used.
  • the ester compound (L3) is a compound having a structure in which an aliphatic monohydric alcohol and an aliphatic polyvalent carboxylic acid are ester-bonded, and is a compound having no polyoxyalkylene group in the molecule.
  • the ester compound (L3) one kind or two or more kinds can be used.
  • the aliphatic monohydric alcohol constituting the ester compound (L3) is not particularly limited, and one kind or two or more kinds can be used. Aliphatic monohydric alcohols may be saturated or unsaturated. The number of unsaturated bonds is not particularly limited, but when two or more are present, one is preferable because deterioration progresses due to oxidation and the treatment agent thickens and the lubricity is impaired.
  • the carbon number of the aliphatic monohydric alcohol is preferably 8 to 24, more preferably 14 to 24, and even more preferably 18 to 22 from the viewpoint of not blocking the refueling line by long-term storage.
  • the aliphatic monohydric alcohol one kind or two or more kinds may be used, or a saturated aliphatic monohydric alcohol and an unsaturated aliphatic monohydric alcohol may be used in combination.
  • the aliphatic monohydric alcohols include octyl alcohol, isooctyl alcohol, lauryl alcohol, myristyl alcohol, myristolail alcohol, cetyl alcohol, isocetyl alcohol, palmitrail alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, and ellaidyl alcohol.
  • octyl alcohol isooctyl alcohol, lauryl alcohol, myristyl alcohol, myristolyl alcohol, cetyl alcohol, isocetyl alcohol, palmitrail alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, ellaidyl alcohol, and bacsenyl alcohol.
  • Gadrail alcohol, arachidyl alcohol, isoicosanyl alcohol, eicosenoyl alcohol, behenyl alcohol, isodocosanyl alcohol, ercanyl alcohol, lignocerinyl alcohol, isotetradocosanyl alcohol, nerbonyl alcohol are preferable, and myristolail Alcohols, palmitrail alcohols, oleyl alcohols, eleidyl alcohols, bacsenyl alcohols, gadrail alcohols, eicosenoyl alcohols, ercanyl alcohols, nerbonyl alcohols are more preferred, oleyl alcohols, elaidyl alcohols, bacsenyl alcohols, Gadrail alcohol, eicosenoyl alcohol and elcanyl alcohol are more preferred.
  • the aliphatic polyvalent carboxylic acid constituting the ester (L3) is not particularly limited as long as it is divalent or higher, and one kind or two or more kinds can be used.
  • the aliphatic multivalent carboxylic acid used in the present invention does not contain a sulfur-containing multivalent carboxylic acid such as thiodipropionic acid.
  • the valence of the aliphatic multivalent carboxylic acid is preferably divalent. Similarly, it is preferable that the molecule does not contain a hydroxyl group.
  • the aliphatic polyvalent carboxylic acid includes citric acid, isocitrate, malic acid, aconitic acid, oxaloacetate, oxalosuccinic acid, succinic acid, fumaric acid, maleic acid, glutaric acid, adipic acid, pimeric acid, suberic acid, and azeline. Acids, sebacic acid and the like can be mentioned.
  • aconitic acid, oxaloacetate, oxalosuccinic acid, succinic acid, fumaric acid, maleic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, and sebacic acid are preferable, and fumaric acid, maleic acid, and adipic acid are preferable.
  • Acids, pimelic acid, suberic acid, adipic acid and sebacic acid are more preferred.
  • ester compound (L3) examples include dioctyl adipate, dilauryl adipate, dioleyl adipate, subisocetyl adipate, dioctyl sebacate, dilauryl sebacate, dioleyl sebacate, and diisocetyl sebacate.
  • the ester compound (L3) is a compound having two or more ester bonds in the molecule.
  • the iodine value of the ester compound (L3) is not particularly limited.
  • the weight average molecular weight of the ester compound (L3) is preferably 500 to 1000, more preferably 500 to 800, and even more preferably 500 to 700.
  • the weight average molecular weight is less than 500, the oil film strength may be insufficient, fluff may increase, and smoke generation during heat treatment may increase.
  • the weight average molecular weight is more than 1000, the melting point becomes high, which causes scum generation in the weaving or knitting process, and the quality may be inferior.
  • Aromatic ester compound (L4) is an ester compound having at least one aromatic ring in the molecule. Specifically, an ester compound (L4-1) having a structure in which an aromatic carboxylic acid and an alcohol are ester-bonded, and an ester compound (L4-2) having a structure in which an aromatic alcohol and a carboxylic acid are ester-bonded can be mentioned. Can be done.
  • the aromatic ester compound (L4) is a compound having no polyoxyalkylene group in the molecule. As the aromatic ester compound (L4), one kind or two or more kinds can be used.
  • Sulfur-containing ester compound (L5) is at least one selected from a diester compound of thiodipropionic acid and an aliphatic alcohol and a monoester compound of thiodipropionic acid and an aliphatic alcohol.
  • the sulfur-containing ester compound is a component having an antioxidant ability. By using the sulfur-containing ester compound, the heat resistance of the treatment agent can be enhanced.
  • the sulfur-containing ester compound one kind or two or more kinds can be used.
  • the molecular weight of the thiodipropionic acid constituting the sulfur-containing ester compound is preferably 400 to 1000, more preferably 500 to 900, and even more preferably 600 to 800.
  • the aliphatic alcohol constituting the sulfur-containing ester compound may be saturated or unsaturated.
  • the aliphatic alcohol may be linear or has a branched structure, but those having a branched structure are preferable.
  • the aliphatic alcohol preferably has 8 to 24 carbon atoms, more preferably 12 to 24 carbon atoms, and even more preferably 16 to 24 carbon atoms.
  • Examples of the aliphatic alcohol include octyl alcohol, 2-ethylhexyl alcohol, decyl alcohol, lauryl alcohol, myristyl alcohol, isosetyl alcohol, oleyl alcohol and isostearyl alcohol, and among these, oleyl alcohol and isostearyl alcohol are used. preferable.
  • the treatment agent for synthetic fibers of the present invention may contain mineral oil as a smoothing component other than the above.
  • the mineral oil referred to here is not a low-viscosity diluent used to dilute the treatment agent, but is contained in the non-volatile component.
  • the mineral oil is not particularly limited, and examples thereof include machine oil, spindle oil, and liquid paraffin.
  • As the mineral oil one kind or two or more kinds may be used.
  • the viscosity of the mineral oil at 30 ° C. is preferably 100 to 500 seconds.
  • the smoothing component (L) it is preferable to use one purified by removing the catalyst and the like from the viewpoint of not blocking the refueling line by long-term storage.
  • the treatment agent of the present invention indispensably contains a nonionic surfactant (N) in addition to the above-mentioned smoothing component (L) from the viewpoint of imparting oil film strength and focusing property to the raw yarn and improving the silk reeling property.
  • the nonionic surfactant (N) excludes the smoothing component (L).
  • the nonionic surfactant (N) one kind or two or more kinds may be used.
  • the nonionic surfactant (N) is at least selected from polyoxyalkylene polyhydric alcohol ether, polyoxyalkylene polyhydric alcohol fatty acid ester, polyoxyalkylene aliphatic alcohol ether, fatty acid ester of polyalkylene glycol, and polyhydric alcohol fatty acid ester. It is one kind.
  • the polyoxyalkylene polyhydric alcohol ether is a compound having a structure in which an alkylene oxide such as ethylene oxide, propylene oxide, or butylene oxide is added to the polyhydric alcohol.
  • alkylene oxide such as ethylene oxide, propylene oxide, or butylene oxide
  • examples of the polyhydric alcohol include ethylene glycol, glycerin, trimethylolpropane, pentaerythritol, diglycerin, sorbitan, sorbitol, trimethylolpropane, dipentaerythritol, and sucrose. Of these, glycerin, trimethylolpropane, and sucrose are preferable.
  • the number of moles of alkylene oxide added is preferably 3 to 100, more preferably 4 to 70, and even more preferably 5 to 50.
  • the proportion of ethylene oxide in the alkylene oxide is preferably 50 mol% or more, more preferably 80 mol% or more.
  • the weight average molecular weight of the polyoxyalkylene polyhydric alcohol ether is preferably 300 to 10000, more preferably 400 to 8000, and even more preferably 500 to 5000. If the molecular weight is less than 300, the occurrence of fluff and yarn breakage may not be reduced. On the other hand, when the molecular weight exceeds 10,000, the friction of the treatment agent becomes high, and not only the occurrence of fluff and yarn breakage cannot be reduced, but also it may worsen.
  • Polyoxyalkylene polyhydric alcohol ethers include polyethylene glycol, glycerin ethylene oxide adduct, trimethylolpropane ethylene oxide adduct, pentaerythritol ethylene oxide adduct, diglycerin ethylene oxide adduct, sorbitan ethylene oxide adduct, sorbitan ethylene oxide propylene oxide adduct, and sorbitol.
  • Examples thereof include, but are not limited to, ethylene oxide adducts, sorbitol ethylene oxide propylene oxide adducts, ditrimethylolpropane ethylene oxide adducts, dipentaerythritol ethylene oxide adducts, and sucrose ethylene oxide adducts.
  • the polyoxyalkylene polyhydric alcohol fatty acid ester is a compound having a structure in which a compound in which an alkylene oxide such as ethylene oxide, propylene oxide or butylene oxide is added to a polyhydric alcohol and a fatty acid are ester-bonded.
  • the polyhydric alcohol include glycerin, trimethylolpropane, pentaerythritol, erythritol, diglycerin, sorbitan, sorbitol, ditrimethylolpropane, dipentaerythritol, and sucrose. Among these, glycerin, diglycerin, sorbitan, and sorbitol are preferable.
  • Fatty acids include lauric acid, myristic acid, myristoleic acid, palmitic acid, palmitreic acid, isosetyl acid, stearic acid, isostearic acid, oleic acid, ellaic acid, linoleic acid, linolenic acid, arachidic acid, eicosenoic acid, behenic acid, Examples thereof include isodocosanoic acid, erucic acid, lignoseric acid, isotetracosanoic acid and the like.
  • the number of moles of alkylene oxide added is preferably 3 to 100, more preferably 5 to 70, and even more preferably 10 to 50.
  • the proportion of ethylene oxide in the alkylene oxide is preferably 50 mol% or more, more preferably 80 mol% or more.
  • the weight average molecular weight of the polyoxyalkylene polyhydric fatty acid ester is preferably 300 to 7000, more preferably 500 to 5000, and even more preferably 700 to 3000. If the molecular weight is less than 300, smoke may be generated in the heat treatment step and the environment may be deteriorated. In addition, it may not be possible to reduce the occurrence of thread breakage. On the other hand, when the molecular weight exceeds 7,000, the friction of the treatment agent becomes high, and not only the occurrence of fluff and yarn breakage cannot be reduced, but also it may worsen.
  • Polyoxyalkylene polyhydric alcohol fatty acid esters include glycerin ethylene oxide adduct monolaurate, glycerin ethylene oxide adduct dilaurate, glycerin ethylene oxide adduct trilaurate, trimethylolpropane ethylene oxide adduct trilaurate, sorbitan ethylene oxide adduct monooleate, and sorbitan ethylene oxide adduct dioleate.
  • Solbitan ethylene oxide propylene oxide trioleate sorbitan ethylene oxide propylene oxide adduct monooleate, sorbitan ethylene oxide propylene oxide adduct dioleate, sorbitan ethylene oxide propylene oxide adduct trioleate, sorbitan ethylene oxide propylene oxide adduct trilaurate, sucrose ethylene oxide adduct trilaurate, etc. , Not limited to this.
  • the polyoxyalkylene aliphatic alcohol ether is a compound having a structure in which an alkylene oxide such as ethylene oxide, propylene oxide, or butylene oxide is added to an aliphatic monohydric alcohol.
  • alkylene oxides of aliphatic alcohols such as octyl alcohol, 2-ethylhexyl alcohol, decyl alcohol, lauryl alcohol, tridecyl alcohol, myristyl alcohol, stearyl alcohol, isostearyl alcohol, and oleyl alcohol. Additives can be mentioned.
  • the number of moles of alkylene oxide added is preferably 1 to 100 mol, more preferably 2 to 70 mol, and even more preferably 3 to 50 mol.
  • the ratio of ethylene oxide to the total alkylene oxide is preferably 20 mol% or more, more preferably 30 mol% or more, still more preferably 40 mol% or more.
  • the fatty acid ester of polyalkylene glycol is a compound having a structure in which polyoxyethylene glycol, polyoxyethylene polyoxypropylene glycol, and a fatty acid are ester-bonded.
  • the weight average molecular weight of the polyalkylene glycol is preferably 100 to 1000, more preferably 150 to 800, and even more preferably 200 to 700.
  • polyalkylene glycol fatty acid esters examples include polyethylene glycol monolaurate, polyethylene glycol dilaurate, polyethylene glycol monooleate, polyethylene glycol dioleate, polyethylene glycol monostearate, polyethylene glycol distearate, polyethylene polypropylene glycol monolaurate, and polyethylene.
  • polypropylene glycol dilaurate, polyethylene glycol glycol monooleate, and polyethylene polypropylene glycol dioleate examples include, but are not limited to, polypropylene glycol dilaurate, polyethylene glycol glycol monooleate, and polyethylene polypropylene glycol dioleate.
  • the polyhydric alcohol fatty acid ester is a compound having a structure in which a polyhydric alcohol and a fatty acid are ester-bonded, and is a compound excluding the above-mentioned smoothing component (L).
  • the polyhydric alcohol include ethylene glycol, trimethylolpropane, pentaerythritol, erythritol, diethylene glycol, diglycerin, sorbitol, sorbitol, ditrimethylolpropane, sucrose and the like.
  • ethylene glycol, glycerin, diglycerin, sorbitan, and sorbitol are preferable.
  • Fatty acids include lauric acid, myristic acid, myristoleic acid, palmitic acid, palmitreic acid, isosetyl acid, stearic acid, isostearic acid, oleic acid, ellaic acid, linoleic acid, linolenic acid, isoicosanoic acid, gadrainic acid, eicosenoic acid, Behenic acid, isodocosanoic acid, erucic acid, lignoseric acid and the like can be mentioned.
  • the polyhydric alcohol fatty acid ester has at least one or two or more hydroxyl groups.
  • the weight average molecular weight of the polyhydric alcohol fatty acid ester is preferably 100 to 1000, more preferably 200 to 800, and even more preferably 300 to 600.
  • fatty acid ester examples include glycerin monolaurate, glycerin dilaurate, glycerin monooleate, glycerin dioleate, sorbitan monooleate, sorbitan diolaate, sucrose monolaurate, sucrose dilaurate, and the like. It is not limited to.
  • nonionic surfactant (N) it is preferable to use one purified by removing the catalyst and the like from the viewpoint of improving heat resistance.
  • the oil film strengthening agent (H) is selected from at least one selected from a nonionic polyoxyalkylene group-containing hydroxy fatty acid polyhydric alcohol ester (hereinafter, may be referred to as a polyhydroxy ester) and an ester in which at least one hydroxyl group of the polyhydroxy ester is sealed with a fatty acid. It is one kind.
  • the oil film strengthening agent (H) is not included in the smoothing agent (L) and the nonionic surfactant (N).
  • the polyhydroxy ester is structurally an ester of a polyoxyalkylene group-containing hydroxy fatty group and a polyhydric alcohol, and it is preferable that two or more hydroxyl groups of the hydroxyl groups of the polyhydric alcohol are esterified. Therefore, the polyoxyalkylene group-containing hydroxy fatty acid polyhydric alcohol ester is an ester having a plurality of hydroxyl groups.
  • the polyoxyalkylene group-containing hydroxy fatty group has a structure in which a polyoxyalkylene group is bonded to a hydrocarbon group of the fatty acid via an oxygen atom, and one end which is not bonded to the hydrocarbon group of the polyoxyalkylene group fatty acid is It is a hydroxyl group.
  • the polyhydroxy ester include an alkylene oxide adduct of an esterified product of a hydroxy fatty acid having 6 to 22 carbon atoms (preferably 16 to 20) and a polyhydric alcohol.
  • Examples of the hydroxy fatty acid having 6 to 22 carbon atoms include hydroxycaprylic acid, hydroxycapric acid, hydroxylauric acid, hydroxystearic acid, and ricinoleic acid, and hydroxyoctadecanoic acid and ricinoleic acid are preferable.
  • Examples of the polyhydric alcohol include ethylene glycol, glycerin, sorbitol, sorbitol, trimethylolpropane, pentaerythritol and the like, and glycerin is preferable.
  • Examples of the alkylene oxide include alkylene oxides having 2 to 4 carbon atoms such as ethylene oxide, propylene oxide and butylene oxide.
  • the number of moles of alkylene oxide added is preferably 3 to 60, more preferably 8 to 50.
  • the ratio of ethylene oxide to the alkylene oxide is preferably 50 mol% or more, more preferably 80 mol% or more.
  • the order of addition thereof is not particularly limited, and the addition form may be either block-shaped or random-shaped.
  • the addition of the alkylene oxide can be carried out by a known method, but it is generally carried out in the presence of a basic catalyst.
  • the polyhydroxy ester can be produced, for example, by esterifying a polyhydric alcohol and a hydroxy fatty acid (hydroxymonocarboxylic acid) under normal conditions to obtain an esterified product, and then subjecting the esterified product to an addition reaction with an alkylene oxide.
  • the polyhydroxy ester can also be suitably produced by using naturally obtained fats and oils such as castor oil or hardened castor oil obtained by adding hydrogen to the fat and oil, and further subjecting the mixture to an addition reaction with an alkylene oxide.
  • the fatty acid to be blocked preferably has 6 to 24 carbon atoms, and more preferably 12 to 18 carbon atoms.
  • the number of carbon atoms of the hydrocarbon groups in the fatty acid may be distributed, and the hydrocarbon groups may be linear or branched, saturated or unsaturated, and may be saturated or unsaturated. It may have a polycyclic structure.
  • Examples of such fatty acids include lauric acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, oleic acid, eicosanoic acid, behenic acid, lignoceric acid and the like.
  • the esterification method, reaction conditions and the like are not particularly limited, and known methods and ordinary conditions can be adopted.
  • Examples of the ester obtained by blocking at least one hydroxyl group of the polyhydroxy ester and the polyhydroxy ester with a fatty acid include cured castor oil ethylene oxide adduct, POE (20) cured castor oil, castor oil ethylene oxide adduct, and cured castor oil ethylene oxide adduct.
  • the oil film strengthening agent (H) is preferably a condensate of an ethylene oxide adduct of hardened castor oil and a dicarboxylic acid from the viewpoint of exhibiting the effects of the present application.
  • organic Sulfonate (AS) examples include aromatic sulfonates and aliphatic sulfonates.
  • aromatic sulfonates include sodium toluene sulfonate, potassium ethylbenzene sulfonate, lithium propyl benzene sulfonate, sodium butyl benzene sulfonate, potassium hexyl benzene sulfonate, lithium octyl benzene sulfonate, sodium nonyl benzene sulfonate, and nonyl benzene.
  • Examples thereof include triethanolamine sulfonate, potassium decylbenzenesulfonate, sodium dodecylbenzenesulfonate, potassium dodecylbenzenesulfonate, sodium tetradecylbenzenesulfonate, potassium octadecylbenzenesulfonate and the like.
  • aromatic sulfonates having an alkyl group having 1 to 12 carbon atoms in the molecule such as sodium toluene sulfonate, sodium nonylbenzene sulfonate, triethanolamine nonylbenzene sulfonate, sodium dodecylbenzene sulfonate, potassium dodecylbenzene sulfonate, etc.
  • the acid salt is preferable.
  • the aliphatic sulfonate is not particularly limited, and for example, sodium alcansulfonate, sodium 1-octylsulfonate, potassium 1-decanesulfonate, sodium 1-laurylsulfonate, sodium 1-myristylsulfonate, 1-cetyl.
  • Potassium sulfonate sodium 1-stearyl sulfonate, sodium isooctyl sulfonate, sodium isodecan sulfonate, sodium isolauryl sulfonate, sodium isomiristyl sulfonate, sodium isosetyl sulfonate, sodium isostearyl sulfonate, diisobutyl sulfosuccinate
  • potassium acid sodium di2-ethylhexyl sulfosuccinate, sodium dioctyl sulfosuccinate, and sodium dinonyl sulfosuccinate. These components may be used alone or in combination of two or more.
  • those containing at least one compound selected from the compound shown in Chemical formula 7 below and the compound shown in Chemical formula 8 below are preferable.
  • the effect of the present invention can be further improved, and in particular, tar stains and white powder stains generated in the silk reeling process can be further reduced.
  • organic phosphate (AP) is not particularly limited, but POE (8) oleyl phosphate alkylamino ether salt, isosetyl phosphate POE alkylamino ether salt, oleyl phosphate dibutylethanolamine salt, isosetyl phosphate POE (10) lauryl.
  • RA ethylene oxide adduct of organic amine
  • the ethylene oxide adduct (RA) of an organic amine is a compound having a structure in which ethylene oxide is added to an organic amine.
  • Organic amines include 1) aliphatic amine compounds such as methylamine, dimethylamine, trimethylamine, ethylamine, diethylamine, triethylamine, butylamine, dibutylamine, tributylamine, octylamine, laurylamine, stearylamine, and oleylamine, and 2) mono.
  • Arcanolamine compounds such as ethanolamine, diethanolamine, triethanolamine, isopropanolamine, diisopropanolamine, triisopropanolamine, 3) N, N-bis (hydroxyethyl) butylamine, N, N-bis (hydroxyethyl) octylamine , N, N-bis (hydroxyethyl) laurylamine and other aliphatic alkanolamine compounds.
  • the number of moles of ethylene oxide added is preferably 1 to 40, more preferably 2 to 30, and even more preferably 3 to 20 from the viewpoint of achieving the effects of the present application.
  • ethylene oxide adduct (RA) of an organic amine examples include POE (10) lauryl amino ether, POE (15) oleyl amino ether, POE (10) beef tallow alkyl amino ether, and POE (10) beef tallow alkyl amino ether olein.
  • Examples include acid salts.
  • the low-viscosity diluent (D) is not particularly limited, and examples thereof include an organic solvent, low-viscosity mineral oil, and water.
  • organic solvent include hexane, ethanol, isopropanol, oleyl alcohol, ethylene glycol, propylene glycol, diethyl ether, toluene, xylene, dimethylformamide, methyl ethyl ketone, chloroform, glycerin and the like.
  • Specific examples of the low-viscosity mineral oil include mineral oils having a kinematic viscosity at 30 ° C.
  • the antioxidant (E) is not particularly limited, but an organic antioxidant is preferable from the viewpoint of achieving the effects of the present application.
  • the organic antioxidant include trioctadecylphosphite, N, N'-diphenyl-p-phenylenediamine, dioleyl-thiodipropionate, hindered phenolic antioxidant and the like.
  • a hindered phenolic antioxidant is preferable from the viewpoint of achieving the effects of the present application. It is more preferable that the hindered phenolic antioxidant has 1 or less tert-butyl groups and 1 or more carbonyl groups in each phenol group.
  • hindered phenolic antioxidant examples include 2,6-di-t-butyl-4-methylphenol and n-octadecyl-3- (4'-hydroxy-3', 5'-di-t-butyl. Phenyl) propionate, 2,2'-methylenebis (4-methyl-6-t-butylphenol), 2,2'-methylenebis (4-ethyl-6-t-butylphenol), 2,4-bis (octylthiomethyl) -O-cresol, 2-t-butyl-6- (3-t-butyl-2-hydroxy-5-methylbenzyl) -4-methylphenylacrylate, 2,4-di-t-amyl-6- [1 -(3,5-di-t-amyl-2-hydroxyphenyl) ethyl] phenyl acrylate, 2- [1- (2-hydroxy-3,5-di-tert-pentylphenyl)] acrylate, tetrakis [methylene-
  • the method for producing a treatment agent for synthetic fibers of the present invention essentially includes step (II) and step (III), and includes step (I) and / or step (IV).
  • Step (I) In step (I), at least one selected from an oil film strengthening agent (H), an organic sulfonate (AS) and an organic phosphate (AP), an ethylene oxide adduct (RA) of an organic amine, and a low-viscosity diluent are used.
  • a step of mixing (D) stirring at 30 to 100 ° C. for 1 hour or more, and then allowing the mixture to stand for 10 hours or more, and filtering the supernatant of the obtained mixture under the following filtration conditions to obtain a mixed solution (i).
  • Is. Filtration conditions Filter paper: Basis weight 300-400, thickness 0.5-1, air permeability 100-150, filtration accuracy 1-5 ⁇ m
  • Filtration aid Diatomaceous earth Thickness of diatomaceous earth on filter paper: 5 to 20 cm
  • the oil film strengthening agent (H), the organic sulfonate (AS), the organic phosphate (AP), the ethylene oxide adduct (RA) of the organic amine and the low viscosity diluent (D) are described in [Synthetic Fiber Treatment Agent]. You can use the same one that you did.
  • the temperature at the time of stirring is 30 to 100 ° C., preferably 35 to 80 ° C., more preferably 40 to 70 ° C., and even more preferably 45 to 60 ° C. from the viewpoint of not blocking the refueling line by long-term storage. If the temperature is lower than 30 ° C., the agglomeration of the pollutant particles is insufficient, so that the capture rate of the pollutant particles in the filtration step decreases. If the temperature exceeds 100 ° C., the volatile matter in the liquid evaporates and phase separation is likely to occur.
  • the stirring time is 1 hour or more, preferably 3 hours or more, more preferably 6 hours or more, still more preferably 9 hours or more. In less than 1 hour, the agglutination of pollutant particles is insufficient.
  • Step (II) In the step (II), at least one selected from the smoothing agent (L) and the nonionic surfactant (N) and the antioxidant (E) are mixed and stirred at 60 ° C. to 150 ° C. to prevent the oxidation. This is a step of dissolving the agent (E) and then cooling to 10 to 100 ° C. to obtain a solution (ii).
  • nonionic surfactant (N) and antioxidant (E) the same ones described in [Synthetic fiber treatment agent] can be used.
  • the temperature during stirring in step (II) is 60 ° C. to 150 ° C., preferably 80 to 130 ° C., more preferably 90 to 120 ° C., and even more preferably 100 to 110 ° C. Below 60 ° C, the antioxidant is insufficiently dissolved. Above 150 ° C. causes decomposition of the smoothing agent. It is important that the antioxidant (E) is uniformly dissolved in the solution (ii).
  • step (III) In step (III), one or more selected from the mixed solution (i), the dissolved solution (ii), the smoothing agent (L), the nonionic surfactant (N), and the low viscosity diluent (D) are mixed. It is a process to do.
  • the smoothing agent (L) and the nonionic surfactant (N) may be the same as or different from those in the step (I).
  • the low viscosity diluent (D) is preferably mixed last.
  • Step (IV) In the step (IV), the solution (iii) is stirred at 30 to 100 ° C. for 1 hour or more, allowed to stand for 10 hours or more, and then filtered under the following filtration conditions to obtain a final treatment agent solution (iv). It is a process.
  • Filtration conditions Filter paper: Basis weight 300-400, thickness 0.5-1, air permeability 100-150, filtration accuracy 1-5 ⁇ m
  • Filtration aid Diatomaceous earth Thickness of diatomaceous earth on filter paper: 5 to 20 cm
  • the temperature of the solution (iii) during stirring is 30 to 100 ° C, preferably 35 to 90 ° C, and more preferably 40 to 80 ° C.
  • the stirring time of the solution (iii) is 1 hour or more, preferably 1 and a half hours, and more preferably 2 hours.
  • the standing time is 10 hours or more, preferably 12 hours or more, and more preferably 20 hours. If it exceeds 24 hours, the productivity will decrease.
  • the ISO grade (4406: 1999) represents the distribution of pollutant particles in a liquid by counting the solid particles contained in 100 mL of the sample. Since the range of numerical values to be displayed becomes large when the actual count number is used, it is an international standard that indicates the degree of contamination by converting it into a number code using the logarithm of 2. The code is calculated based on the count values of the number of particles of 4 ⁇ m or more, the number of particles of 6 ⁇ m or more, and the number of particles of 14 ⁇ m or more.
  • Phosphoric acid amount, sulfuric acid amount Phosphate ion and sulfate ion standard stock solutions were 2.0003 g of disodium hydrogen phosphate (for JIS K 9020 pH measurement) dried at 110 ° C. for 5 hours and potassium sulfate (JIS K 8962 special grade) heated at 750 ° C. for 1 hour. 1765 g was dissolved in ultrapure water to make a total of 1 L. This standard stock solution contains 1000 ppm as phosphate ions and sulfate ions.
  • the sample nonvolatile content of the treatment agent
  • the sample was diluted with ultrapure water to a nonvolatile content of 5 to 20%, and the aqueous solution was measured with an ion chromatograph analyzer to quantify phosphate ions and sulfate ions in the sample.
  • the quantified amounts of phosphate ion and sulfate ion were converted into disodium hydrogen phosphate and potassium sulfate, respectively, and added up to obtain the amount of phosphoric acid and the amount of sulfuric acid, respectively.
  • Neocol P (Daiichi Kogyo Seiyaku)
  • ADEKA ADEKA CARPOL MH-4
  • Monooctyl sulfosuccinate sodium was obtained.
  • the sample nonvolatile content of the treatment agent
  • the sample was diluted with ultrapure water to a nonvolatile content of 5 to 20%, and the aqueous solution was measured with an ion chromatograph analyzer to quantify monooctylsulfosuccinic acid in the sample.
  • Examples 1 to 10 Comparative Examples 1 to 4
  • the components listed in Tables 1 to 3 were mixed and stirred until uniform to prepare a treatment agent.
  • the ISO grade, lactic acid amount (ppm), monooctylsulfosuccinic acid (MOSSNa) (ppm), phosphoric acid (ppm), sulfuric acid amount (ppm), appearance, high temperature cloud point, and low temperature cloud point of each prepared treatment agent were measured.
  • Nozzle clogging was evaluated by the following method using each of the prepared treatment agents. The results are shown in Tables 1 to 3.
  • the numbers in the non-volatile content composition of the treatment agents in Tables 1 to 3 indicate the weight ratio of each component to the non-volatile content of the treatment agent.
  • Step (I) Disodium-2-ethylhexyl succinate 1 part by weight, POE (8) oleyl ether phosphate POE (2) lauryl amino ether salt 1 part by weight, POE (15) oleyl amino ether 1 part by weight, normal undecane 9 parts by weight, oleyl alcohol 1 part by weight was mixed, stirred at 50 ° C. for 6 hours, and then allowed to stand for 12 hours.
  • JIS P 3801) 80 seconds, breaking strength (JIS P 8112) 378, holding particle size (JIS Z 8901 specified powder dispersion water, holding 90% or more) 3 ⁇ m, filtration aid: diatomaceous soil, thickness of diatomaceous soil on filter paper: The mixture was filtered through 1 cm) to obtain a mixed solution (i-1).
  • Step (II) 50 parts by weight of glycerin trioleate as a smoothing agent (L), 5 parts by weight of thiodipropionic acid / diorail, and 1,3,5-tris (4-tert-butyl-3-hydroxy-2, as an antioxidant (E))
  • L smoothing agent
  • E 1,3,5-tris (4-tert-butyl-3-hydroxy-2
  • Step (III) 7 parts by weight of the mixed solution (i-1), the dissolved solution (ii-1), polyglycerin dioleate (glycerin condensation degree 1 to 6, average 2) as a nonionic surfactant (N), POP (14) POE (12) stearyl ether (random) 9 parts by weight, POE (20) sorbitan trioleate 9 parts by weight, POE (20) cured castor oil 6 parts by weight as oil film strengthening agent (H), POE (20) cured castor oil trioleate 4 parts by weight, POE (20) cured castor oil tristearate 3 parts by weight, POE (20) cured castor oil 2 mol of ether and 1 mol of maleic acid, a compound in which the terminal hydroxyl groups of the ester are sealed with stearic acid 2 parts by weight, POE (20) 1 part by weight of a compound in which the terminal hydroxyl groups of 3 mol of hardened castor oil ether and 2 mol of maleic acid are sealed with stearic acid, 6
  • High temperature cloud point 50 g of a sample (including volatile matter) was placed in a 100 ml beaker and gradually heated with an electric heater, and the temperature at which the entire liquid became cloudy was set as the high temperature cloud point.
  • the fiber treatment agent was continuously flowed to the oiling guide (Yuasa thread road YM99C-HF2) with a micropump at an initial flow rate of 100 ml / h, and the number of days until the discharge amount became 80% or less was examined. Less than 1 day was bad ⁇ 1 day or more and less than 2 days was slightly bad ⁇ 2 days or more and less than 3 days was slightly good ⁇ , 3 days or more was good ⁇ .
  • the treatment agent for synthetic fibers of the present invention essentially contains a smoothing agent (L), a nonionic surfactant (N) and a low-viscosity diluent (D), and is an organic sulfonate (AS). , An organic phosphate (AP), an oil film strengthening agent (H), an ethylene oxide adduct (RA) of an organic amine, and an antioxidant (E). Since the ISO grade (4406: 1999), which is the cleanliness of the agent, is 17/16/15 or less, or the number of contaminant particles of 4 ⁇ m or more is 130,000 or less per 100 mL, the problem of the present application can be solved. On the other hand, as can be seen from Table 2, in Comparative Examples 1 to 4, the ISO grade (4406: 1999), which is the cleanliness of the treatment agent, is larger than 17/16/15, so that the problem of the present application cannot be solved.
  • the synthetic fiber treatment agent of the present invention can stably produce synthetic fibers without obstructing the refueling line even when stored for a long period of time. Therefore, tarpaulins, tire cords, seat belts, airbags, fish nets, ropes, etc. It is suitable for industrial materials such as slings and synthetic fiber filament ropes used for clothing such as woven fabrics and knitting.

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Abstract

L'invention concerne un agent de traitement pour fibres synthétiques, ledit agent de traitement permet de produire de façon stable des fibres synthétiques tout en empêchant une conduite d'alimentation en huile de se boucher même après un stockage à long terme.　Cet agent de traitement pour fibres synthétiques contient, en tant que composants essentiels, un agent de nivellement (L), un tensioactif non ionique (N) et un diluant à faible viscosité (D) conjointement avec au moins un composant choisi parmi un sulfonate organique (AS), un phosphate organique (AP), un activateur de film d'huile (H), un produit d'addition d'oxyde d'éthylène amine organique (RA) et un antioxydant (E), ledit agent de traitement ayant une propreté ISO (4406:1999) de 17/16/14 ou moins, ou ne contenant pas plus de 130 000 pour 100 mL de particules contaminantes ayant une taille de particule de 4 µm ou plus.
PCT/JP2021/011027 2020-03-27 2021-03-18 Agent de traitement pour fibres synthétiques et son utilisation WO2021193336A1 (fr)

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