EP2653606B1 - Agent de traitement de fibres - Google Patents

Agent de traitement de fibres Download PDF

Info

Publication number
EP2653606B1
EP2653606B1 EP11848125.8A EP11848125A EP2653606B1 EP 2653606 B1 EP2653606 B1 EP 2653606B1 EP 11848125 A EP11848125 A EP 11848125A EP 2653606 B1 EP2653606 B1 EP 2653606B1
Authority
EP
European Patent Office
Prior art keywords
formula
treatment agent
use according
ester compound
fiber treatment
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
EP11848125.8A
Other languages
German (de)
English (en)
Other versions
EP2653606A1 (fr
EP2653606A4 (fr
Inventor
Tomoya Sato
Katsuhisa Inoue
Shun Ohishi
Masato Nomura
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kao Corp
Original Assignee
Kao Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Kao Corp filed Critical Kao Corp
Publication of EP2653606A1 publication Critical patent/EP2653606A1/fr
Publication of EP2653606A4 publication Critical patent/EP2653606A4/fr
Application granted granted Critical
Publication of EP2653606B1 publication Critical patent/EP2653606B1/fr
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M23/00Treatment of fibres, threads, yarns, fabrics or fibrous goods made from such materials, characterised by the process
    • D06M23/02Processes in which the treating agent is releasably affixed or incorporated into a dispensing means
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/165Ethers
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M105/00Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/08Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
    • C10M105/32Esters
    • C10M105/34Esters of monocarboxylic acids
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/165Ethers
    • D06M13/17Polyoxyalkyleneglycol ethers
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/224Esters of carboxylic acids; Esters of carbonic acid
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/53Polyethers

Definitions

  • the present invention relates to the use of an ester compound as a fiber treatment agent, in steps of producing and processing fibers with a thermal treatment.
  • Fiber manufacturing uses fiber treatment agents such as for imparting smoothness, a focusing property, and an antistatic property according to a purpose to facilitate spinning and/or drawing fibers.
  • fiber treatment agents such as for imparting smoothness, a focusing property, and an antistatic property according to a purpose to facilitate spinning and/or drawing fibers.
  • lubricating components for fibers including paraffin hydrocarbons such as mineral oils, oleyl oleate, dioleyl adipate, and dioleyl dipropionate.
  • JP-B 47-29474 discloses an ester of a bisphenol-alkylene oxide adduct as a lubricating component that has good heat resistance causing little decomposition and small fuming.
  • JP-A 06-228866 discloses a technology using an ester compound of 1,2,3,4-butenetetracarboxylic acid as a fiber treatment agent having good heat resistance.
  • JP-A 10-245781 discloses a technology using an ester compound having a phenol moiety and an ester of thiodipropionic acid together as a fiber treatment agent having a good heat resistance.
  • JP-A 6-010264 discloses a method for sizing carbon fibers, including treating carbon fibers with an aqueous solution containing an ester compound and a nonionic surfactant.
  • JP-A 10-251974 discloses a synthetic fiber treatment agent containing two compounds.
  • US 4165405 discloses lubricants or processing aids for synthetic fibers comprising a capped heteric polyoxyalkylene monoester having a specific formula.
  • US 5240743 relates to a method for treating fibers by applying thereto a compound having a specific formula which represent a class of ether carboxylate ester compounds.
  • the present invention provides the use as a fiber treatment agent of an ester compound represented by the formula (1) in steps of producing, processing and spinning fiber with a thermal treatment: R 1 -O-((EO) l -(PO) m )-(EO) n -CO-R 2 (1) wherein, R 1 represents a hydrocarbon group having 8 to 24 carbon atoms; R 2 represents an alkyl group, an alkenyl group or a cycloalkyl group, having 7 to 23 carbon atoms; EO represents an ethyleneoxy group; PO represents a propyleneoxy group; l and n each represent an average reacted mole number of ethyleneoxy groups, l ranging from 0 to 15 and n ranging from 1 to 20; m represents an average reacted mole number of propyleneoxy groups, ranging from 0.5 to 20; and ((EO) l -(PO) m ) and (EO) n are arranged in block in this order, while (EO) l and (PO) m
  • the present invention also provides a method for treating fibers with the ester compound.
  • an aqueous fiber treatment agent is required to have enough stability in an emulsion state for uniform attachment of a lubricating component on fibers.
  • an emulsifying component e.g., a surfactant
  • a treating agent that can form an emulsion having good stability with a small amount of emulsifying component.
  • a fiber treatment agent containing a lubricating component having a high melting point reduces lubricating performance, stability, and/or handling property.
  • the present invention provides the use as a fiber treatment agent, in steps of producing, processing and spinning fiber with a thermal treatment, of a lubricating component with a low melting point, is easy to handle, and has all good properties in lubricating performance, heat resistance, and emulsion stability in an aqueous system.
  • the present inventors have extensively investigated for solving the above-mentioned problems, and found that an ester compound produced by reacting an alkylene oxide to an alcohol having a specific chain length in a specified manner and reacting with a fatty acid can solve these problems by being used as a lubricating component.
  • the present invention thus has been accomplished.
  • a fiber treatment agent that contains a lubricating component with a low melting point and is in the liquid state at an ambient temperature, is easy to handle, and has all good properties in lubricating performance, heat resistance, and emulsion stability in an aqueous system.
  • the fiber treatment agent is easy to handle at a low temperature, can coat a fiber yarn uniformly, and is easy to remove in scouring and washing before a step of staining or the like, and therefore contributes significantly to facilitating a producing process of fibers.
  • the ester compound represented by the formula (1) is used as the fiber treatment agent of the present invention.
  • R 1 represents a hydrocarbon group having 8 to 24 carbon atoms, preferably 10 to 22 carbon atoms, and more preferably 12 to 18 carbon atoms.
  • the hydrocarbon group for R 1 include linear and branched alkyl and alkenyl groups and aromatic hydrocarbon groups that may be substituted with a linear or branched alkyl or alkenyl group.
  • R 1 preferably represents a linear primary alkyl or alkenyl group, and more preferably a linear primary alkyl group.
  • R 1 preferably represents a residual group of a natural higher alcohol such as octyl alcohol, decyl alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, eicosyl alcohol, behenyl alcohol or oleyl alcohol by removing a hydroxy group therefrom.
  • a natural higher alcohol such as octyl alcohol, decyl alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, eicosyl alcohol, behenyl alcohol or oleyl alcohol by removing a hydroxy group therefrom.
  • R 1 more preferably represents a residual group of an alcohol selected from lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, eicosyl alcohol, behenyl alcohol and oleyl alcohol by removing a hydroxy group therefrom, even more preferably represents a residual group of an alcohol selected from lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol and oleyl alcohol by removing a hydroxy group therefrom, and still even more preferably represents a residual group of an alcohol selected from lauryl alcohol, myristyl alcohol, cetyl alcohol and stearyl alcohol by removing a hydroxy group therefrom.
  • R 2 represents an alkyl, alkenyl or cycloalkyl group having 7 to 23 carbon atoms, preferably a linear alkyl or alkenyl group having 7 to 23 carbon atoms, more preferably a linear alkyl or alkenyl group having 9 to 21 carbon atoms, and even more preferably a linear alkyl or alkenyl group having 11 to 17 carbon atoms.
  • Specific examples of preferred R 2 include residual groups of linear and branched, saturated and unsaturated fatty acids by removing a carboxy group.
  • R 2 preferably represents a residual group of a fatty acid selected from octanoic acid, decanoic acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, palmitoleic acid, petroselinic acid, oleic acid, elaidic acid, linoleic acid, linolenic acid, erucic acid, isopalmitic acid (2-hexyldecanoic acid), 2-heptylundecanoic acid, citronellic acid, and isostearic acid by removing a carboxy group, more preferably represents a residual group of a fatty acid selected from decanoic acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachic acid, behenic acid, palmitoleic acid, petroselinic acid, oleic acid, elaidic acid
  • l represents the number ranging from 0 to 15, preferably 0 to 5, more preferably 0 to 3, and from the viewpoint of lubricating performance, even more preferably being equal to 0.
  • n represent the number ranging from 1 to 20, preferably 2 to 15, more preferably 3 to 12, and from the viewpoint of emulsion stability, even more preferably 4 to 10.
  • m represent the number ranging from 0.5 to 20, preferably 0.8 to 15, more preferably 1 to 10, and from the viewpoint of lubricating performance, even more preferably 1.2 to 8.
  • (EO) l and (PO) m in ((EO) l -(PO) m ) may be arranged at random or in block.
  • (EO) l and (PO) m are preferably arranged in block.
  • a key feature is an arrangement of ((EO) l -(PO) m ) and (EO) n in block in this order in the formula (1).
  • the arrangement of ((EO) l -(PO) m ) and (EO) n in block in this order makes the ester compound represented by the formula (1) have a low temperature and contribute to improving easiness in handling. Further, the fiber treatment agent containing the ester compound having the arrangement can have all good properties in lubricating performance, heat resistance, and emulsion stability in an aqueous system.
  • the ester compound represented by the formula (1) can be obtained, for example, by the following method. Or the ester compound represented by the formula (1) is preferably produced by the following steps (I) to (III):
  • the method is conducted as follows.
  • One or more alcohols collectively represented by the formula (2) : R 1 -OH (2) (wherein, R 1 has the same meanings as above) are mixed with a known acid or base catalyst, and if needed, dehydrated at 20 to 140°C under reduced pressure. With the alcohol is reacted (1) propylene oxide alone, (2) ethylene oxide and then propylene oxide, or (3) ethylene oxide and propylene oxide randomly, and then reacted ethylene oxide to give a corresponding alkylene oxide adduct.
  • the addition reaction of an alkylene oxide is preferably conducted by introducing the alkylene oxide in a predetermined amount and reacting until a pressure is decreased to a constant level (aging operation) at a temperature of 80 to 180°C.
  • the catalyst is neutralized if needed, and removed by filtration with the aid of an alkali adsorbent if additionally needed.
  • the resultant alkylene oxide adduct is subjected to esterification or transesterification with one or more fatty acids or fatty acid esters collectively represented by the formula (3): R 2 -COOM (3) (wherein, R 2 has the same meanings as above; and M represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms) by a standard method in the presence of a known catalyst such as a metal, acid or base catalyst if needed to obtain ester compound(s) represented by the formula (1), which may be purified by removing the catalyst with an adsorbent or a steam treatment if needed.
  • the fiber treatment agent may be in the form of liquid oily agent containing the ester compound represented by the formula (1) [hereinafter, referred to as ester compound (1)], or aqueous emulsion prepared by emulsifying the ester compound (1) in an aqueous medium selected from water and mixtures of water with water-miscible organic solvents (e.g., ethanol and isopropanol).
  • ester compound (1) has a tendency of self-emulsifying in an aqueous medium, and thus can reduce other emulsifying agent used together and can prevent separation of other functional agents to provide uniform coating on fibers.
  • the fiber treatment agent is preferably used in the form of aqueous emulsion to treat fibers.
  • the fiber treatment agent preferably contains the ester compound (1) in an amount of 3 to 70% by mass, more preferably 4 to 50% by mass, and even more preferably 5 to 25% by mass.
  • the fiber treatment agent can preferably further contain one or more components selected from emulsifying component and other functional agents.
  • Nonionic surfactants can be used without limitation.
  • examples of the nonionic surfactant include hardened castor oil-alkylene oxide adducts, esters of higher alcohols, alkylphenols, and polyhydric alcohols, and alkylene oxide adducts of these esters.
  • a known anionic surfactant can be used without limitation.
  • anionic surfactant examples include fatty acid salts such as stearates, oleates, and erucates; alkylsulfonate salts, alkylbenzenesulfonate salts, alkylsulfate ester salts, and alkylphosphate ester salts.
  • nitrogen-containing compound examples include quaternary alkylammonium salts, alkylhydroxyethylammonium salts, cationic surfactants such as imidazolinium salts, and amphoteric surfactants such as aliphatic alkanolamides, aliphatic amine-ethylene oxide adducts, and alkyl betaines.
  • the fiber treatment agent containing the ester compound (1) can form a stable emulsion with a less amount of emulsifying component than usual due to a self-emulsifying property of the ester compound (1).
  • a content of the emulsifying component in the fiber treatment agent of the present invention can be adjusted within the range of 0 to 50% by mass, and preferably 0.1 to 20% by mass . Even in cases of lowering the content of the emulsifying component to, for example, the range of 0.1 to 5% by mass, particularly to the range of 0.1 to 3% by mass, and more particularly to the range of 0.1 to 2% by mass, the fiber treatment agent can form an emulsion having good stability.
  • lubricants such as ester oils, such as isostearyl isostearate, isostearyl adipate and trimethylolpropane trilaurate, and mineral oils, such as liquid paraffin
  • adhesives such as unmodified, ether-modified, amino-modified, epoxy-modified or glycol-modified silicon resins, polyacrylic esters, polyvinyl alcohols, terminal esterified or etherified adducts of bisphenol A with ethylene oxide
  • extreme pressure additives such as alkylamines having 8 to 22 carbon atoms and ethylene oxide adducts thereof; anticorrosives; preservatives, and antioxidants.
  • a content of such other functional agent can be adequately determined according to a purpose within the range that does not impair the effects of the present invention.
  • Fiber can be coated (lubricated) with the fiber treatment agent by a known method, without limitation, such as dipping and spraying.
  • fiber is preferably treated in a solution containing the fiber treatment agent at a concentration of 1 to 150 g/L as the ester compound represented by the formula(1).
  • fibers are preferably coated with the fiber treatment agent in an amount of 0.02 to 5 parts by mass, more preferably 0.1 to 3 parts by mass, and even more preferably 0.3 to 2 parts by mass, as the ester compound (1), to 100 parts by mass of fibers.
  • fibers to which the fiber treatment agent is applicable include synthetic fibers such as polyester, polyamide, polyacrylic, polypropylene, polyvinyl alcohol, poly(vinyl chloride), poly(vinylidene chloride) and polyurethane fibers, semisynthetic fibers such as acetate fibers, blended yarns of synthetic or semisynthetic fibers and natural fibers such as cotton, linen, rayon, and wool, and modified synthetic fibers containing inorganic compounds such as titania, zirconia, alumina, silica, zeolite in a dispersed state. These fibers may contain a delustering agent, a fluorescent brightening agent, an antistatic agent, and/or a flame retardant.
  • synthetic fibers such as polyester, polyamide, polyacrylic, polypropylene, polyvinyl alcohol, poly(vinyl chloride), poly(vinylidene chloride) and polyurethane fibers
  • semisynthetic fibers such as acetate fibers, blended yarns of
  • synthetic fibers receive much benefit from the fiber treatment agent of the present invention, because synthetic fibers are generally subjected to a heat treatment at high temperature.
  • the fiber treatment agent is also applicable to materials such as cotton, linen fabric, and woolen goods treated with conventional lubricants.
  • the fiber treatment agent can be applied at any timing after a spun yarn is solidified.
  • the fiber treatment agent of the present invention is applied onto a yarn at a point before a taking-off roller.
  • the fiber treatment agent can coat a yarn uniformly when applied, and can be easily washed off in scouring and washing before a staining step.
  • the resultant yarn can be used in woven and non-woven fabrics for industrial materials such as clothing fabric, adhesive tape-reinforcing fabric, covering material of cable, fabric for a tent, and tire cord.
  • the fiber treatment agent can be suitably used as a lubricant for synthetic fiber in high-speed spinning or for tire cord, or may be used as a base oil for lubricating oil used in drawing, direct spin drawing, and spinning fiber to manufacture a fabric, coning oils, and lubricating oil used in entangling fiber to form a fabric.
  • the fiber treatment agent can be blended with appropriate additive(s) to provide a composition.
  • the present invention includes the following aspects:
  • Ester compounds (B) to (K) and comparative ester compounds (a) to (g) were prepared in the same reactor, operations, and conditions as in Preparation Example 1, except for reacting an average l moles of ethylene oxide, an average m moles of propylene oxide, and an average n moles of ethylene oxide in this order to starting alcohols shown in Table 1, respectively, under the same conditions as in Preparation Example 1 and then esterifying the resultant with respective fatty acids shown in Table 1. Respective rates of esterification (from the starting fatty acid) and structural features of ester compounds are shown in Table 1.
  • Ester compounds shown in Table 1 were evaluated for appearance and heat resistance according to the following methods. These ester compounds shown in Table 1 were used to prepare fiber treatment agents according to the following procedure. Fiber treatment agents were evaluated for lubricating performance and emulsion stability according to the following methods. Results are collectively shown in Table 2.
  • An ester compound used as a lubricating component in a fiber treatment agent should be liquid at a treatment temperature to offer a sufficient lubricating performance and be easy to handle at an ambient temperature (20°C).
  • An ester compound used as a lubricating component in a fiber treatment agent causes problems such as fuming and a reduced lubricating performance, if it is volatilized or thermally decomposed at a treatment temperature during spinning. Such an ester compound thus should not be volatilized or thermally decomposed at a temperature of spinning (generally about 200°C).
  • ester compounds shown in Table 1 were evaluated in term of volatilization and thermal decomposition behavior in a high-temperature region by thermogravimetric analysis.
  • ester compounds shown in Table 1 were heated in air flowing at an increasing rate of 10°C/min from an initial temperature 20°C and a temperature (T5) when the ester compound has a reduction of weight corresponding to 5% by weight of the initial weight was determined. Rating was made with the following scale. Results are shown in Table 2.
  • Sample yarn (polyester filament yarn: 83 dtex, 36 filaments) was immersed in the fiber treatment agent to be coated with the fiber treatment agent in an amount of 1.5 parts by mass, as the ester compound, to 100 parts by mass of yarn, and dried to give a test yarn.
  • the test yarn was tested by a running yarn method with a friction meter (micro tension meter TWD-4, Eiko Sokki Co., Ltd.,), including contacting a running yarn with a metal pin (stainless steel) under conditions of an initial tension of 20 gf, a yarn speed of 500 m/min, and a friction angle of 180°.
  • a dynamic friction between the yarn and the metal during the yarn passing through the metal pin was measured five times to calculate an average value. From the average value, a coefficient of dynamic friction was determined. Results are shown in Table 2.
  • the smaller coefficient of dynamic friction refers to the smaller friction of the yarn or the better lubricating performance of the fiber-treatment agent.
  • the fiber treatment agent was stored at 25°C and evaluated for its emulsified state after one day and seven days storages according to the following scales. Results are shown in Table 2.
  • Fiber treatment agents containing ester compounds having a specific structure represented by the formula (1) used according to the present invention have all good properties in appearance, heat resistance, lubricating performance and emulsion stability in an aqueous system. Furthermore, the fiber treatment agent can be easily removed during scouring and washing, and therefore significantly contribute to facilitating a manufacturing process of fiber.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Claims (15)

  1. Utilisation en tant qu'agent de traitement des fibres d'un composé d'ester représenté par la formule (1) dans des étapes de production, de traitement et de filage de fibres avec un traitement thermique :

            R1-O-((EO)l-(PO)m)-(EO)n-CO-R2     (1)

    dans laquelle,
    R1 représente un groupe hydrocarboné comprenant de 8 à 24 atomes de carbone ;
    R2 représente un groupe alkyle, un groupe alcényle ou un groupe cycloalkyle, ayant de 7 à 23 atomes de carbone ;
    EO représente un groupe éthylèneoxy ;
    PO représente un groupe propylèneoxy ;
    l et n représentent chacun un nombre moyen de moles ayant réagi des groupes éthylèneoxy, l allant de 0 à 15 et n allant de de 1 à 20 ;
    m représente un nombre moyen de moles ayant réagi des groupes propylèneoxy, allant de 0,5 à 20 ; et
    ((EO)l-(PO)m) et (EO)n sont agencés de manière séquencée dans cet ordre, alors que (EO)l et (PO)m dans ((EO)l-(PO)m) peuvent être agencés de manière aléatoire ou séquencée, en tant qu'agent de traitement des fibres,
    dans laquelle ledit composé d'ester peut être obtenu par l'intermédiaire des étapes (I) à (III) :
    étape (I) : la réaction d'un mélange EO/PO avec un ou deux ou plus de deux alcools représentés par la formule R1-OH (2) dans laquelle R1 a la même signification que ci-dessus ;
    étape (II) : la réaction d'EO avec l'acoxylate résultant ; et
    étape (III) : l'estérification de l'acoxylate résultant.
  2. Utilisation selon la revendication 1, dans laquelle R1 dans la formule (1) représente un groupe alkyle ou alcényle primaire linéaire ayant de 8 à 24 atomes de carbone.
  3. Utilisation selon la revendication 1 ou 2, dans laquelle R2 dans la formule (1) représente un groupe alkyle ou alcényle linéaire ayant de 7 à 23 atomes de carbone.
  4. Utilisation selon l'une quelconque des revendications 1 à 3, dans laquelle 1 dans la formule (1) va de 0 à 3.
  5. Utilisation selon l'une quelconque des revendications 1 à 4, dans laquelle m dans la formule (1) va de 1 à 10.
  6. Utilisation selon l'une quelconque des revendications 1 à 5, dans laquelle n dans la formule (1) va de 3 à 12.
  7. Utilisation selon l'une quelconque des revendications 1 à 6, la composition comprenant en outre un constituant de type agent émulsifiant.
  8. Utilisation selon l'une quelconque des revendications 1 à 7, dans laquelle (EO)l et (PO)m dans ((EO)l-(PO)m) dans la formule (1) sont agencés de manière séquencée dans cet ordre.
  9. Utilisation selon l'une quelconque des revendications 1 à 8, dans laquelle la teneur en composé d'ester représenté par la formule (1) va de 3 à 70 % en masse, et la composition contient également de l'eau.
  10. Utilisation selon l'une quelconque des revendications 1 à 9, qui est destinée aux fibres synthétiques.
  11. Utilisation selon l'une quelconque des revendications 7 à 10, dans laquelle la teneur en constituant émulsifiant va de 0,1 à 5 % en masse de l'agent de traitement des fibres.
  12. Utilisation selon l'une quelconque des revendications 7 à 11, dans laquelle un rapport entre le constituant de type agent émulsifiant et le composé d'ester représenté par la formule (1) dans l'agent de traitement des fibres va de 0,4 à 10 % en masse.
  13. Procédé de préparation du composé d'ester représenté par la formule (1) selon l'une quelconque des revendications 1 à 12 par l'intermédiaire des étapes (I) à (III) :
    étape (I) : la réaction d'un mélange EO/PO avec un ou deux ou plus de deux alcools représentés par la formule R1-OH (2) dans laquelle R1 a la même signification qu'en revendication 1 ;
    étape (II) : la réaction d'EO avec l'acoxylate résultant ; et
    étape (III) : l'estérification de l'acoxylate résultant.
  14. Procédé pour traiter des fibres, comprenant le revêtement de fibres avec l'agent de traitement des fibres selon l'une quelconque des revendications 1 à 12 en une quantité de 0,1 à 3 parties en masse du composé d'ester représenté par la formule (1) pour 100 parties en masse des fibres, puis leur étirage et leur enroulement.
  15. Procédé pour traiter des fibres selon la revendication 14, dans lequel une fibre est traitée dans une solution de l'agent de traitement des fibres ayant une concentration en composé d'ester représenté par la formule (1) de 1 à 150 g/l.
EP11848125.8A 2010-12-15 2011-12-13 Agent de traitement de fibres Active EP2653606B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2010279169A JP5260621B2 (ja) 2010-12-15 2010-12-15 繊維用処理剤
PCT/JP2011/078739 WO2012081564A1 (fr) 2010-12-15 2011-12-13 Agent de traitement de fibres

Publications (3)

Publication Number Publication Date
EP2653606A1 EP2653606A1 (fr) 2013-10-23
EP2653606A4 EP2653606A4 (fr) 2017-10-04
EP2653606B1 true EP2653606B1 (fr) 2018-09-19

Family

ID=46244663

Family Applications (1)

Application Number Title Priority Date Filing Date
EP11848125.8A Active EP2653606B1 (fr) 2010-12-15 2011-12-13 Agent de traitement de fibres

Country Status (6)

Country Link
US (1) US20130260028A1 (fr)
EP (1) EP2653606B1 (fr)
JP (1) JP5260621B2 (fr)
CN (1) CN103210138B (fr)
ES (1) ES2692870T3 (fr)
WO (1) WO2012081564A1 (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP6434904B2 (ja) * 2013-03-13 2018-12-05 松本油脂製薬株式会社 合成繊維フィラメント用処理剤、合成繊維フィラメント及び基布
CN105189856B (zh) * 2013-07-19 2017-06-20 松本油脂制药株式会社 合成纤维用处理剂及其用途
CN103437166B (zh) * 2013-09-02 2015-04-29 苏州市轩德纺织科技有限公司 一种浆纱用油剂
CN104099781B (zh) * 2014-07-11 2016-07-06 上海多纶化工有限公司 无磷纺织精练剂
WO2017150229A1 (fr) * 2016-03-04 2017-09-08 松本油脂製薬株式会社 Agent de traitement de fibre synthétique et son utilisation

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4165405A (en) * 1977-05-16 1979-08-21 Basf Wyandotte Corporation Fiber lubricants based upon fatty esters of heteric polyoxyalkylated alcohols
US4110227A (en) * 1977-09-19 1978-08-29 Basf Wyandotte Corporation Oxidation stable polyoxyalkylene fiber lubricants
US4830769A (en) * 1987-02-06 1989-05-16 Gaf Corporation Propoxylated guerbet alcohols and esters thereof
DE4106682C2 (de) * 1991-03-02 1995-08-10 Du Pont Aromatische Hochleistungs-Polyamid-Fasern, ihre Herstellung und Verwendung
US5270113A (en) * 1989-09-05 1993-12-14 E. I. Du Pont De Nemours And Company Highly processable aromatic polyamide fibers, their production and use
JP2590576B2 (ja) * 1990-01-17 1997-03-12 東レ株式会社 高速紡糸用合成繊維処理油剤
US5240743A (en) * 1992-02-28 1993-08-31 Henkel Corporation Fiber finishing methods
JP3169468B2 (ja) 1992-03-27 2001-05-28 竹本油脂株式会社 炭素繊維のサイジング方法
JPH06228866A (ja) 1993-02-02 1994-08-16 New Japan Chem Co Ltd 繊維用油剤
JPH0959869A (ja) * 1995-08-16 1997-03-04 Toray Ind Inc 合成繊維用処理油剤およびその製造方法
JPH10245781A (ja) 1997-02-28 1998-09-14 Sanyo Chem Ind Ltd 合成繊維用処理剤
JPH10251974A (ja) 1997-03-03 1998-09-22 Sanyo Chem Ind Ltd 合成繊維用処理剤
JP3213577B2 (ja) * 1998-01-26 2001-10-02 三洋電機株式会社 電源回路
JP2000282363A (ja) * 1999-03-31 2000-10-10 Sanyo Chem Ind Ltd 合成繊維用油剤
DE10243365A1 (de) * 2002-09-18 2004-04-01 Basf Ag Alkoxylate mit niedrigem Restalkohol-Gehalt
JP2004353115A (ja) * 2003-05-28 2004-12-16 Sanyo Chem Ind Ltd 産業資材用繊維処理剤
JP4204988B2 (ja) * 2004-01-29 2009-01-07 三洋化成工業株式会社 繊維処理剤
JP2007262588A (ja) * 2006-03-27 2007-10-11 Teijin Fibers Ltd マイクロファイバー用マルチフィラメント糸

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
None *

Also Published As

Publication number Publication date
EP2653606A1 (fr) 2013-10-23
CN103210138A (zh) 2013-07-17
ES2692870T3 (es) 2018-12-05
JP2012127020A (ja) 2012-07-05
CN103210138B (zh) 2014-09-17
EP2653606A4 (fr) 2017-10-04
WO2012081564A1 (fr) 2012-06-21
US20130260028A1 (en) 2013-10-03
JP5260621B2 (ja) 2013-08-14

Similar Documents

Publication Publication Date Title
EP2653606B1 (fr) Agent de traitement de fibres
JP5668170B1 (ja) 合成繊維用処理剤及びその利用
JP4348399B2 (ja) 布帛処理剤、布帛の製造方法および車両内装材用布帛
WO2016067871A1 (fr) Agent de traitement pour fibres synthétiques et son utilisation
WO2015125753A1 (fr) Agent de traitement de fibre élastique et fibre élastique
WO2014156318A1 (fr) Agent de traitement destiné à des fibres synthétiques et son utilisation
WO2020004479A1 (fr) Agent de traitement destiné à des non-tissés de rayonne de viscose, et rayonne de viscose
KR20220154124A (ko) 합성 섬유용 처리제 및 그 사용
EP2058431B1 (fr) Fibre courte de polyamide para-aromatique
EP0778822B1 (fr) Nouveaux esters de polyol d'acides ether carboxyliques et procedes d'appretage de fibres
JPH07216733A (ja) 繊維用紡糸油剤
JP2012092482A (ja) 合成繊維用処理剤
US5464546A (en) Thermally stable textile lubricants
JP4299971B2 (ja) 生分解性良好な合成繊維用処理剤組成物
JP7374656B2 (ja) 弾性繊維用処理剤及び弾性繊維
JPH06228866A (ja) 繊維用油剤
TWI830199B (zh) 合成纖維用處理劑、合成纖維及合成纖維之處理方法
JP2002266250A (ja) 炭素繊維製造工程用油剤
JP7135242B1 (ja) 合成繊維用処理剤の希釈液及びその利用
JP2000017573A (ja) 合成繊維用処理剤および合成繊維
CN115349041B (zh) 碳纤维前体用处理剂、碳纤维前体用处理剂的水性液、碳纤维前体以及碳纤维的制造方法
CN115485431B (zh) 合成纤维用处理剂、合成纤维及合成纤维的处理方法
WO2022254904A1 (fr) Solution diluée d'agent de traitement pour fibres synthétiques et son utilisation
JP2000282363A (ja) 合成繊維用油剤
JP2004360083A (ja) 合成繊維用処理剤及び合成繊維の処理方法

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20130528

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

DAX Request for extension of the european patent (deleted)
REG Reference to a national code

Ref country code: DE

Ref legal event code: R079

Ref document number: 602011052274

Country of ref document: DE

Free format text: PREVIOUS MAIN CLASS: D06M0015507000

Ipc: D06M0013165000

RA4 Supplementary search report drawn up and despatched (corrected)

Effective date: 20170906

RIC1 Information provided on ipc code assigned before grant

Ipc: D06M 13/165 20060101AFI20170831BHEP

Ipc: D06M 13/224 20060101ALI20170831BHEP

Ipc: D06M 13/17 20060101ALI20170831BHEP

Ipc: D06M 15/53 20060101ALI20170831BHEP

GRAP Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOSNIGR1

INTG Intention to grant announced

Effective date: 20180529

GRAS Grant fee paid

Free format text: ORIGINAL CODE: EPIDOSNIGR3

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

REG Reference to a national code

Ref country code: GB

Ref legal event code: FG4D

REG Reference to a national code

Ref country code: CH

Ref legal event code: EP

REG Reference to a national code

Ref country code: AT

Ref legal event code: REF

Ref document number: 1043398

Country of ref document: AT

Kind code of ref document: T

Effective date: 20181015

REG Reference to a national code

Ref country code: IE

Ref legal event code: FG4D

REG Reference to a national code

Ref country code: DE

Ref legal event code: R096

Ref document number: 602011052274

Country of ref document: DE

REG Reference to a national code

Ref country code: ES

Ref legal event code: FG2A

Ref document number: 2692870

Country of ref document: ES

Kind code of ref document: T3

Effective date: 20181205

REG Reference to a national code

Ref country code: NL

Ref legal event code: MP

Effective date: 20180919

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20181220

Ref country code: BG

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20181219

Ref country code: LT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20180919

Ref country code: SE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20180919

Ref country code: RS

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20180919

Ref country code: NO

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20181219

Ref country code: FI

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20180919

REG Reference to a national code

Ref country code: LT

Ref legal event code: MG4D

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LV

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20180919

Ref country code: AL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20180919

Ref country code: HR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20180919

REG Reference to a national code

Ref country code: AT

Ref legal event code: MK05

Ref document number: 1043398

Country of ref document: AT

Kind code of ref document: T

Effective date: 20180919

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: IS

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20190119

Ref country code: AT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20180919

Ref country code: EE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20180919

Ref country code: IT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20180919

Ref country code: RO

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20180919

Ref country code: PL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20180919

Ref country code: NL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20180919

Ref country code: CZ

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20180919

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: PT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20190119

Ref country code: SM

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20180919

Ref country code: SK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20180919

REG Reference to a national code

Ref country code: DE

Ref legal event code: R097

Ref document number: 602011052274

Country of ref document: DE

PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20180919

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

26N No opposition filed

Effective date: 20190620

GBPC Gb: european patent ceased through non-payment of renewal fee

Effective date: 20181219

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LU

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20181213

Ref country code: MC

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20180919

REG Reference to a national code

Ref country code: IE

Ref legal event code: MM4A

REG Reference to a national code

Ref country code: BE

Ref legal event code: MM

Effective date: 20181231

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SI

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20180919

Ref country code: FR

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20181231

Ref country code: IE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20181213

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: BE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20181231

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LI

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20181231

Ref country code: GB

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20181219

Ref country code: CH

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20181231

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: MT

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20181213

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: TR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20180919

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: MK

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20180919

Ref country code: HU

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT; INVALID AB INITIO

Effective date: 20111213

Ref country code: CY

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20180919

P01 Opt-out of the competence of the unified patent court (upc) registered

Effective date: 20230522

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 20231031

Year of fee payment: 13

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: ES

Payment date: 20240110

Year of fee payment: 13