WO2023042667A1 - Agent de traitement pour fibres hydrofuges et son utilisation - Google Patents

Agent de traitement pour fibres hydrofuges et son utilisation Download PDF

Info

Publication number
WO2023042667A1
WO2023042667A1 PCT/JP2022/032898 JP2022032898W WO2023042667A1 WO 2023042667 A1 WO2023042667 A1 WO 2023042667A1 JP 2022032898 W JP2022032898 W JP 2022032898W WO 2023042667 A1 WO2023042667 A1 WO 2023042667A1
Authority
WO
WIPO (PCT)
Prior art keywords
compound
water
treatment agent
repellent
phosphate
Prior art date
Application number
PCT/JP2022/032898
Other languages
English (en)
Japanese (ja)
Inventor
幸男 酒井
裕志 小南
充宏 多田
Original Assignee
松本油脂製薬株式会社
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
Priority claimed from JP2021197423A external-priority patent/JP7025594B1/ja
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 CN202280062778.8A priority Critical patent/CN117957346A/zh
Publication of WO2023042667A1 publication Critical patent/WO2023042667A1/fr

Links

Classifications

    • 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

Definitions

  • the present invention relates to a treatment agent for water-repellent fibers and its use.
  • absorbent articles such as sanitary products such as disposable diapers and synthetic napkins are made of various nonwoven fabrics mainly composed of fibers containing at least one thermoplastic resin (polyolefin fibers, polyester fibers, etc.). It has a three-layer structure consisting of a top sheet to which water repellency is imparted, a back sheet to which water repellency is imparted, and a material such as flocculent pulp or high-molecular absorber disposed between the top sheet and the back sheet.
  • the backsheet is required to have strong water repellency in order to prevent leakage of urine and blood.
  • the formation of the nonwoven fabric deteriorates when static electricity is generated, so antistatic properties (antistatic properties) are required, but water-repellent treated fibers tend to generate static electricity and are repellent. Both aqueous and antistatic properties are required.
  • the inventors of the present invention have found that a treatment agent for water-repellent fibers containing a specific amount of a specific phosphoric acid compound and exhibiting a constant acid value can solve the problems. I pinpointed it. That is, the treatment agent for water-repellent fibers of the present invention is represented by the compound (A) represented by the following general formula (1), the compound (B) represented by the following general formula (2), and the following general formula (3).
  • a treatment agent for water-repellent fibers comprising a compound (C), at least one selected from the following compound (D) and an inorganic phosphate (IN), and essentially comprising the compound (A) and the compound (B)
  • the non-volatile acid value of the water-repellent fiber treatment agent is 0.5 to 680 (KOHmg / g)
  • the compound (A), the compound (B), the compound (C), the compound (D ) and the ratio of the P-nuclear NMR integral value (A) attributed to the compound (A) to the total P-nuclear NMR integral value (A + B + C + D + IN) attributed to each of the inorganic phosphate (IN) [A / (A + B + C + D + IN )] is 20 to 100%.
  • R 1 is a hydrocarbon group having 3 to 5 carbon atoms.
  • R 1 may be linear or branched.
  • AO is an oxyalkylene group having 2 to 4 carbon atoms.
  • m is an integer of 0 to 15.
  • M 1 and M 2 are each independently a hydrogen atom, alkali metal, ammonium, phosphonium, organic amine salt or quaternary ammonium salt.
  • R 2 and R 3 are hydrocarbon groups having 3 to 5 carbon atoms.
  • R 2 and R 3 may be linear or branched.
  • AO is a hydrocarbon group having 2 to 4 carbon atoms.
  • m is an integer of 0 to 15.
  • M 1 is a hydrogen atom, alkali metal, ammonium, phosphonium, organic amine salt or quaternary ammonium salt, and (AO) m is present in the molecule If there are two, they may be the same or different.
  • R 4 is a hydrocarbon group having 3 to 5 carbon atoms.
  • R 4 may be linear or branched.
  • AO is an oxyalkylene group having 2 to 4 carbon atoms.
  • m is an integer of 0 to 15.
  • M 1 and M 2 are each independently a hydrogen atom, an alkali metal, ammonium, phosphonium, an organic amine salt or a quaternary ammonium salt, Q is M 2 or R 5 (OA) m
  • R 5 is a hydrocarbon group having 3 to 5 carbon atoms, R 5 may be linear or branched
  • Y is 1 or 2, molecule When there are two or more M 2 or (AO) m within, they may be the same or different.
  • Compound (D) at least one selected from tripentyl phosphate, tributyl phosphate, tripropyl phosphate and tri(polyoxyalkylene monoalkyl ether) phosphate
  • the water-repellent fiber treatment agent has a non-volatile moisture absorption rate of 10 to 75%. It is preferable to further contain a nonionic surfactant (E). It is preferable that the ratio (A/B) between the P-nuclear NMR integral value attributed to the compound (A) and the P-nuclear NMR integral value attributed to the compound (B) is 1-50.
  • the water-repellent fiber of the present invention is obtained by applying the above water-repellent fiber treatment agent to the raw material water-repellent fiber.
  • the treatment agent for water-repellent fibers of the present invention is excellent in durable antistatic properties and water repellency at high temperature and high humidity.
  • the treatment agent for water-repellent fibers of the present invention contains at least one selected from the compound (A), the compound (B), the compound (C), the compound (D) and inorganic phosphate (IN). Details will be described below.
  • the compound (A) is a component that is essential in the water-repellent fiber treatment agent of the present invention, and is a component that contributes to water repellency and antistatic properties.
  • the compound (A) is represented by the above general formula (1).
  • R 1 is a hydrocarbon group having 3-5 carbon atoms.
  • R 1 may be linear or branched.
  • Hydrocarbon groups include alkyl groups.
  • R 1 is a hydrocarbon group having 4 carbon atoms.
  • AO is an oxyalkylene group having 2 to 4 carbon atoms.
  • the repeating number m of the oxyalkylene unit is an integer of 0 to 15, preferably 0 to 10, more preferably 0 to 3, and when m is 0 and does not contain a polyoxyalkylene group, at high temperature and high humidity It is particularly preferred from the viewpoint of durable antistatic properties and water repellency.
  • (AO)m is preferably a polyoxyalkylene group having 50 mol % or more of oxyethylene units as oxyalkylene units.
  • M 1 is a hydrogen atom, alkali metal, ammonium, phosphonium, organic amine salt or quaternary ammonium salt.
  • alkali metals include potassium, sodium, lithium, etc. Potassium or sodium is preferable from the viewpoint of water repellency and antistatic properties.
  • organic amine salts include alkanolamine salts such as ethanolamine salts, diethanolamine salts and triethanolamine salts, and triethylamine salts.
  • M2 is the same as M1 .
  • the compound (A) include, but are not limited to, monobutyl phosphate monopotassium salt, monobutyl phosphate dipotassium salt, monobutyl phosphate monosodium salt, monobutyl phosphate disodium salt, polyoxyethylene 3 mol added monobutyl Phosphate monopotassium salt, polyoxyethylene 3-mol added monobutyl phosphate monopotassium salt, and the like.
  • monobutyl phosphate monopotassium salt, monobutyl phosphate dipotassium salt, monobutyl phosphate monosodium salt and monobutyl phosphate disodium salt are preferable.
  • Compound (A) can be detected by a 31 P-NMR method. About 30 mg of the non-volatile content of the measurement sample was weighed into an NMR sample tube with a diameter of 5 mm, and about 0.5 ml of heavy water (D 2 O) or deuterated chloroform (CDCl 3 ) as a deuterated solvent was added and dissolved to obtain 31 P-. It was measured with an NMR measurement device (BRUKER AVANCE400, 162 MHz and JEOL JNM-ECZ400R, 162 MHz). A peak of elemental phosphorus originating from compound (A) is detected at +4 to -1 ppm.
  • D 2 O heavy water
  • CDCl 3 deuterated chloroform
  • the non-volatile matter in the present invention refers to the absolute dry content when the treating agent is heat-treated at 105° C. to remove the solvent and the like and reaches a constant weight.
  • the compound (B) is an essential component in the water-repellent fiber treatment agent of the present invention, and has the ability to enhance the water repellency and antistatic effects when used in combination with the compound (A).
  • Compound (B) has water repellency.
  • the compound (B) is represented by the above general formula (2).
  • R 2 and R 3 are hydrocarbon groups having 3 to 5 carbon atoms.
  • R2 and R3 may be linear or branched.
  • Hydrocarbon groups include alkyl groups. Most preferably, R 2 and R 3 are hydrocarbon groups having 4 carbon atoms.
  • AO is an oxyalkylene group having 2 to 4 carbon atoms.
  • the repeating number m of the oxyalkylene unit is an integer of 0 to 15, preferably 0 to 10, more preferably 0 to 3, and when m is 0 and does not contain a polyoxyalkylene group, water repellency and antistatic From the point of view of sexuality, it is particularly preferred.
  • (AO)m is preferably a polyoxyalkylene group having 50 mol % or more of oxyethylene units as oxyalkylene units. When there are two (AO) m in the molecule, they may be the same or different.
  • M 1 is a hydrogen atom, alkali metal, ammonium, phosphonium, organic amine salt or quaternary ammonium salt.
  • alkali metals include potassium, sodium, lithium, etc. Potassium or sodium is preferable from the viewpoint of water repellency and antistatic properties.
  • organic amine salts include alkanolamine salts such as ethanolamine salts, diethanolamine salts and triethanolamine salts, and triethylamine salts.
  • compound (B) examples include, but are not limited to, dibutyl phosphate potassium salt, dibutyl phosphate sodium salt, dibutyl phosphate triethanolamine salt, and the like.
  • Compound (B) can be detected by the method of 31 P-NMR, like compound (A). A peak of elemental phosphorus derived from compound (B) is detected at +4 to -1 ppm. Phosphorus element peaks derived from compound (A), compound (B), and inorganic phosphoric acid are all detected at +4 to -1 ppm. ) is determined in the order of
  • the compound (C) is a component optionally contained in the treatment agent for water-repellent fibers of the present invention. It is preferable that the treatment agent for water-repellent fibers of the present invention contains the compound (C) because the antistatic property is improved.
  • the compound (C) is represented by the above general formula (3).
  • R 4 and R 5 are hydrocarbon groups having 3-5 carbon atoms.
  • R 4 and R 5 may be linear or branched.
  • AO is an oxyalkylene group having 2 to 4 carbon atoms
  • m is an integer of 0 to 15, preferably 0 to 10, more preferably 0 to 3, when m is 0 and does not contain a polyoxyalkylene group is particularly preferred from the viewpoint of water repellency.
  • M 1 and M 2 are each independently a hydrogen atom, alkali metal, ammonium, phosphonium, organic amine salt or quaternary ammonium salt.
  • Q is M2 or R5O (AO) m .
  • Y is 1 or 2; When there are two M 2 and (AO) m in the molecule, they may be the same or different.
  • the compound (C) are not particularly limited, but include pyrobutyl phosphate potassium salt, pyrobutyl phosphate sodium salt, pyrobutyl phosphate triethanolamine salt, and the like. Among them, pyrobutyl phosphate sodium salt is preferred.
  • Compound (C) can be detected as follows. [ 31 P-NMR method] About 30 mg of the non-volatile content of the measurement sample was weighed into an NMR sample tube with a diameter of 5 mm, and about 0.5 ml of heavy water (D 2 O) or deuterated chloroform (CDCl 3 ) as a deuterated solvent was added and dissolved to obtain 31 P-. It was measured with an NMR measurement device (BRUKER AVANCE400, 162 MHz and JEOL JNM-ECZ400R, 162 MHz). A peak of phosphorus element derived from compound (C) is detected at ⁇ 5 to ⁇ 15 ppm.
  • Compound (D) is a component optionally contained in the treatment agent for water-repellent fibers of the present invention.
  • Compound (D) is at least one selected from tripentyl phosphate, tributyl phosphate, tripropyl phosphate and tri(polyoxyalkylene monoalkyl ether) phosphate.
  • Tri(polyoxyalkylene monoalkyl ether) phosphate has an alkyl group having 3 to 5 carbon atoms, the oxyalkylene group has 2 to 4 carbon atoms, and the number of repeating oxyalkylene units is 0 to 15. is an integer.
  • the treatment agent for water-repellent fibers of the present invention preferably contains a triphosphate compound (D) because the water repellency is improved.
  • triphosphate compounds include tributyl phosphate, tripropyl phosphate, tri(monoethylene glycol monobutyl ether) phosphate, and the like. Among them, tributyl phosphate is preferred.
  • Inorganic phosphate (IN) is a component optionally contained in the treatment agent for water-repellent fibers of the present invention.
  • the inorganic phosphate (IN) is at least one selected from phosphoric acid, dihydrogen metal phosphate, hydrogen dimetal phosphate and trimetal phosphate.
  • Specific examples of the monometallic dihydrogen phosphate include monopotassium dihydrogen phosphate and monosodium dihydrogen phosphate.
  • Examples of the dimetallic hydrogen phosphate include dipotassium hydrogen phosphate and phosphoric acid. Examples thereof include disodium hydrogen salts, and trimetallic phosphates include tripotassium phosphate, trisodium phosphate, and the like.
  • the treatment agent for water-repellent fibers of the present invention preferably contains an inorganic phosphate (IN) because the water-repellency is improved.
  • Nonionic surfactant (E) The treatment agent for water-repellent fibers of the present invention preferably contains a nonionic surfactant (E) because it can assist emulsification of the compounds (A) to (D) and improve antistatic properties.
  • the nonionic surfactant (E) include an ester compound (E1) having a structure in which a polyhydric alcohol and a fatty acid are ester-bonded and having one or more hydroxyl groups in the molecule, a polyoxyalkylene castor oil ether (E2), Polyoxyalkylene hydrogenated castor oil ether (E3), polyoxyalkylene aliphatic alcohol ether (E4), PEG ester (E5) and the like.
  • the ester compound (E1) is a compound having a structure in which a polyhydric alcohol and a fatty acid are ester-bonded and has one or more hydroxyl groups in the molecule. It is a different compound from the later-described ester compound (F1-2) in that it has one or more hydroxyl groups.
  • the ester compound (E1) having a structure in which a polyhydric alcohol and a fatty acid are ester-bonded and has one or more hydroxyl groups in the molecule is not particularly limited, but sorbitan monoester (sorbitan monostearate, sorbitan monooleate, sorbitan monopalmitate, sorbitan monolaurate), sorbitan diesters (sorbitan distearate, sorbitan dioleate, sorbitan dipalmitate, sorbitan dilaurate), sorbitan triesters (sorbitan tristearate, sorbitan trioleate) , Sorbitan Tripalmitate, Sorbitan Trilaurate), Glycerin Monoester (Glycerin Monostearate, Glycerin Monooleate), Glycerin Diesters (Glycerin Distearate, Glycerin Dioleate, Glycerin Dipalmitate, Glycerin Dilaurate), Castor oils, hydrogen
  • the polyoxyalkylene castor oil ether (E2) is a compound having a structure in which alkylene oxides such as ethylene oxide, propylene oxide and butylene oxide are added to castor oil.
  • Polyoxyalkylene castor oil ethers (E2) include, but are not limited to, polyoxyethylene castor oil ethers (polyoxyethylene (1 to 25 mol) castor oil ethers).
  • Polyoxyalkylene hydrogenated castor oil ether is a compound having a structure in which alkylene oxides such as ethylene oxide, propylene oxide and butylene oxide are added to hydrogenated castor oil.
  • the polyoxyethylene hydrogenated castor oil ether (E3) is not particularly limited, but includes polyoxyethylene hydrogenated castor oil ether (polyoxyethylene (1 to 25 mol) hydrogenated castor oil ether).
  • the polyoxyalkylene aliphatic alcohol ether (E4) 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 and/or an aliphatic polyhydric alcohol.
  • polyoxyalkylene aliphatic alcohol ethers examples include octyl alcohol, 2-ethylhexyl alcohol, decyl alcohol, lauryl alcohol, tridecyl alcohol, myristyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, glycerin, sorbitol, sorbitan, tri Alkylene oxide adducts of fatty alcohols such as methylolpropane can be mentioned.
  • the number of moles of alkylene oxide to be 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, and even more preferably 40 mol % or more.
  • the polyoxyalkylene aliphatic alcohol ether (E4) is not particularly limited, but polyoxyalkylene aliphatic alcohol ether (polyoxyethylene (1 to 20 mol) stearyl ether, polyoxyethylene (1 to 20 mol ) Oleyl ether, polyoxyethylene (1 to 20 mol) palmityl ether, polyoxyethylene (1 to 20 mol) lauryl ether, polyoxyethylene (1 to 20 mol) octyl ether, polyoxyethylene (1 to 20 mol) 2-ethylhexyl ether, polyoxyethylene (1-20 mol) hexyl ether, polyoxyethylene (1-20 mol) butyl ether), polyoxyalkylene fatty acid ester (polyoxyethylene (1-20 mol) stearyl ester, polyoxyethylene (1 to 20 mol) oleyl ester, polyoxyethylene (1 to 20 mol) palmityl ester, polyoxyethylene (1 to 20 mol) lauryl ester).
  • PEG means polyethylene glycol, and means an ester of polyethylene glycol having a structure in which a hydroxyl group of PEG and a monovalent fatty acid are esterified (hereinafter referred to as PEG ester).
  • PEG ester an ester of polyethylene glycol having a structure in which a hydroxyl group of PEG and a monovalent fatty acid are esterified
  • the number of carbon atoms in the monovalent fatty acid is not particularly limited, it is preferably 4-24, more preferably 10-22, still more preferably 12-20.
  • Fatty acids may be saturated or unsaturated.
  • the weight average molecular weight of PEG is not particularly limited, but is preferably 200-600.
  • Compound (F) The compound (F), when used in combination with the nonionic surfactant (E) and the compounds (A) to (D), has the effect of imparting more water repellency to the water-repellent fiber than before imparting it.
  • Compound (F) is selected from (poly)oxyalkylene group and hydroxyl group-free ester compound (F1), alcohol having 6 to 22 carbon atoms (F2) and hydrocarbon compound having 7 to 70 carbon atoms (F3). is at least one
  • the ester compound (F1) is a compound containing neither a (poly)oxyalkylene group nor a hydroxyl group.
  • the ester compound (F1) containing no (poly)oxyalkylene group and hydroxyl group is an ester of a monohydric alcohol having a hydrocarbon group of 6 to 22 carbon atoms and a fatty acid having a hydrocarbon group of 6 to 22 carbon atoms.
  • the ester compound (F1-2) has a structure in which all the hydroxyl groups of the polyhydric alcohol are ester-bonded to fatty acids, and is a so-called fully blocked ester.
  • ester compound (F1-1) of a monohydric alcohol having a hydrocarbon group of 6 to 22 carbon atoms and a fatty acid having a hydrocarbon group of 6 to 22 carbon atoms examples include stearyl stearate, 2-ethylhexyl stearate, and oleyl. Stearate, lauryl stearate, oleyl stearate, oleyl stearate and the like.
  • Ester compounds (F1-2) of polyhydric alcohols and fatty acids include glycerin tristearate, pentaerythritol tetracaprylate, pentaerythritol tetralaurate, coconut oil, sunflower oil, palm oil, rapeseed oil, fish oil, beef tallow, and the like. mentioned.
  • Alcohol having 6 to 22 carbon atoms examples include hexanol, heptanol, octanol, nonaol, decanol, undecanol, dodecanol, tridecanol, tetradecanol, pentadecanol, hexadecanol, heptadecanol, octadecanol, straight-chain alkanols such as nonadecanol, eicosanol, heneicosanol, docosanol; branched alkanols such as isotridecanol and 3,5,5-trimethylhexanol; hexenol, heptenol, octenol, nonenol, decenol, undecenol, dodecenol, tridecenol, tetradecen
  • Hydrocarbon compounds having 7 to 70 carbon atoms include paraffinic hydrocarbons such as heptane, octane, nonane, decane and dodecane, naphthenic hydrocarbons such as decalin, aromatic hydrocarbons such as benzene and naphthalene, and separated from petroleum. Refined spindle oil, kerosene oil, liquid paraffin. These hydrocarbon compounds can be used singly or as a mixture of two or more.
  • the treatment agent for water-repellent fibers of the present invention contains, as other components, a fatty acid, a fatty acid metal salt, an alkanesulfonate salt other than the compounds (A) to (D), a dialkylsulfosuccinate salt, and an alkyl ether carboxylate. , alkane sulfate salts, alkyl ether sulfate salts, anionic surfactants, and the like. It can also contain ethylene glycol, 1,3 propanediol, alkylenediol, polyoxyalkylene ether, glycerin, polyglycerin. In addition, if necessary, appropriate antiseptics, rust inhibitors and antifoaming agents may be added.
  • the non-volatile acid value of the water-repellent fiber treatment agent of the present invention is 0.5-680. If the acid number is less than 0.5, the fibers will turn yellow. If the acid value exceeds 680, the antistatic properties will be insufficient. From the viewpoint of water repellency and antistatic properties, the lower limit of the acid value of the non-volatile content of the water-repellent fiber treatment agent of the present invention is preferably 2.0, more preferably 4.0, and even more preferably 8.0. The upper limit of the acid value of the nonvolatile content of the water-repellent fiber treatment agent of the present invention is preferably 300, more preferably 250, and even more preferably 200, from the viewpoint of water repellency and antistatic properties.
  • [A/(A+B+C+D+IN)] is the P nuclear NMR integral value attributed to the compound (A) represented by the general formula (1), the P attributed to the compound (B) represented by the general formula (2) Nuclear NMR integral value, P-nuclear NMR integral value attributed to the compound (C) represented by the general formula (3), P-nuclear NMR integral value attributed to the compound (D) and the inorganic phosphate (IN)
  • the ratio of the P-nuclear NMR integral value (A) attributed to the compound (A) represented by the following general formula (1) to the total (A + B + C + D + IN) hereinafter referred to as the total P-nuclear NMR integral value (A + B + C + D + IN) show.
  • [A/(A+B+C+D+IN)] is 20 to 100%, preferably 22 to 98%, more preferably 25 to 95%, even more preferably 30 to 92%. If it is less than 20%, water repellency and durable antistatic properties are insufficient.
  • [B/(A+B+C+D+IN)] indicates the ratio of the P-nuclear NMR integral value (B) attributed to the compound (B) to the total P-nuclear NMR integral value (A+B+C+D+IN).
  • [B/(A+B+C+D+IN)] is preferably 1 to 65%, more preferably 3 to 50%, even more preferably 5 to 40%.
  • [C/(A+B+C+D+IN)] indicates the ratio of the P-nuclear NMR integral value (C) attributed to the compound (C) to the total P-nuclear NMR integral value (A+B+C+D+IN).
  • the lower limit of [C/(A+B+C+D+IN)] is preferably 0%, more preferably 4%, and even more preferably 8%, from the viewpoint of achieving the effect of the present application.
  • the upper limit of [C/(A+B+C+D+IN)] is preferably 40%, more preferably 30%, and even more preferably 20%, from the viewpoint of achieving the effects of the present application.
  • [D/(A+B+C+D+IN)] indicates the ratio of the P-nuclear NMR integral value (D) attributed to the compound (D) to the total P-nuclear NMR integral value (A+B+C+D+IN).
  • [D/(A+B+C+D+IN)] is preferably 0 to 10%, more preferably 1 to 5%, and even more preferably 2 to 4%, from the viewpoint of achieving the effect of the present application.
  • [IN/(A+B+C+D+IN)] indicates the ratio of the P-nuclear NMR integral value (D) attributed to the inorganic phosphate (IN) to the total P-nuclear NMR integral value (A+B+C+D+IN). 0 to 20% is preferred, 0.5 to 18% is more preferred, and 1 to 16% is even more preferred.
  • the ratio (A/B) between the P-nuclear NMR integral value attributed to the compound (A) and the P-nuclear NMR integral value attributed to the compound (B) is preferably 1 to 50 from the viewpoint of achieving the effect of the present application. 2 to 40 are more preferred, and 4 to 20 are even more preferred.
  • the non-volatile moisture absorption rate of the treatment agent for water-repellent fibers of the present invention is preferably 5 to 75%, more preferably 10 to 75%, and further preferably 15 to 70%, from the viewpoint of durable antistatic properties at high temperatures. Preferably, 20-60% is particularly preferred. Moisture absorption refers to the value obtained under the conditions and methods described in Examples.
  • the total weight ratio of the compound (A), the compound (B), the compound (C), the compound (D) and the inorganic phosphate (IN) to the non-volatile content of the water-repellent fiber treatment agent of the present invention is preferably in the order of 50% by weight, 60% by weight, 70% by weight, and 80% by weight, from the viewpoint of excellent water repellency and antistatic properties even with a small amount of oil agent adhered.
  • the total weight ratio of the compound (A), the compound (B), the compound (C), the compound (D) and the inorganic phosphate (IN) to the non-volatile content of the water-repellent fiber treatment agent of the present invention is preferably 100% by weight, 98% by weight, 95% by weight, and 90% by weight in this order from the viewpoint of excellent water repellency and antistatic properties even with a small amount of oil agent adhered.
  • the low oil adhesion amount referred to here is preferably 0.03 to 0.10%, more preferably 0.03 to 0.09% by weight, more preferably 0.06 to 0.06% by weight of the non-volatile content of the treatment agent to the fiber. 0.08% by weight is more preferred.
  • the amount of oil adhered to the short fibers of the short fiber treatment agent is about 0.11 to 0.3% (hereinafter referred to as general oil adhered amount).
  • the water-repellent fiber treatment agent of the present invention contains the above compound (E) or compound (F), from the viewpoint of excellent water repellency and antistatic properties with a general oil agent adhesion amount, the above compound (A),
  • the lower limits of the total weight ratio of the compound (B), the compound (C), the compound (D), and the inorganic phosphate (IN) are 8% by weight, 10% by weight, 15% by weight, and 20% by weight. preferred in order.
  • the total weight ratio of the compound (A), the compound (B), the compound (C), the compound (D) and the inorganic phosphate (IN) to the non-volatile content of the water-repellent fiber treatment agent of the present invention is preferably 100% by weight, 98% by weight, 95% by weight, and 90% by weight in this order from the viewpoint of excellent water repellency and antistatic properties with a general oil agent adhesion amount.
  • the lower limit of the weight ratio of the compound (E) to the non-volatile matter of the water-repellent fiber treatment agent of the present invention is a general oil agent
  • the amount is preferably 5% by weight, 10% by weight, and 20% by weight, in that order.
  • the upper limit of the weight ratio of the compound (E) to the non-volatile content of the treatment agent for water-repellent fibers of the present invention is a general oil agent. From the standpoint of excellent water repellency and antistatic properties, the preferred order is 92% by weight, 82% by weight, 72% by weight, 50% by weight, 40% by weight, and 30% by weight.
  • the lower limit of the weight ratio of the compound (F) to the non-volatile matter of the water-repellent fiber treatment agent of the present invention is a general oil agent
  • the amount is preferably 10% by weight, 20% by weight, and 30% by weight, in that order.
  • the upper limit of the weight ratio of the compound (F) to the non-volatile matter of the treatment agent for water-repellent fibers of the present invention is a general oil agent. From the viewpoint of excellent water repellency and antistatic properties, the amount is preferably 85% by weight, 75% by weight, and 65% by weight, in that order.
  • the water-repellent fiber treatment agent of the present invention may contain polyorganosiloxane, but from the viewpoint of water repellency and antistatic properties, the content is less than 20% by weight, 10% by weight or less, and 5% by weight. It is preferable in the order of weight % or less.
  • the water-repellent fiber of the present invention is a water-repellent fiber composed of a synthetic fiber for nonwoven fabric production (fiber main body) and the above water-repellent fiber treatment agent attached thereto, and is generally cut into a predetermined length. short fibers.
  • the treatment agent for water-repellent fibers for water-repellent fibers means that imparting a treatment agent to synthetic fibers for manufacturing nonwoven fabrics (fiber main body) results in imparting a water-repellent function to the fibers.
  • the non-volatile content adhesion rate of the water-repellent fiber treatment agent is preferably 0.03 to 2% by weight, and 0.1 to 1% by weight, relative to the water-repellent fiber. More preferred.
  • Synthetic fibers (fiber main body) for nonwoven fabric production include, for example, polyolefin fibers, polyester fibers, nylon fibers, vinyl chloride fibers, composite fibers made of two or more types of thermoplastic resins, and the like.
  • resin/polyolefin resin for example, high-density polyethylene/polypropylene, linear high-density polyethylene/polypropylene, low-density polyethylene/polypropylene, binary or terpolymer of propylene and other ⁇ -olefins coalesced/polypropylene, linear high-density polyethylene/high-density polyethylene, low-density polyethylene/high-density polyethylene, and the like.
  • polyolefin resin/polyester resin examples include polypropylene/polyethylene terephthalate, high density polyethylene/polyethylene terephthalate, linear high density polyethylene/polyethylene terephthalate, and low density polyethylene/polyethylene terephthalate.
  • polyester resin/polyester resin for example, copolymer polyester/polyethylene terephthalate can be used.
  • Further examples include fibers made of polyamide resin/polyester resin, polyolefin resin/polyamide resin, and the like.
  • polyolefin fibers for manufacturing nonwoven fabrics polyolefin fibers and composite fibers containing polyolefin fibers
  • polyester fibers for manufacturing nonwoven fabrics polyester fibers
  • the treatment agent for water-repellent fibers of the present invention is suitable for hydrophobic synthetic fibers such as composite fibers including polyester fibers), and the treatment agent for water-repellent fibers of the present invention is suitable for polyolefin fibers for manufacturing nonwoven fabrics. be.
  • the cross-sectional structure of the fiber can be exemplified by a sheath-core type, parallel type, eccentric sheath-core type, multi-layer type, radial type, or sea-island type.
  • a core type or side-by-side type is preferred.
  • the cross-sectional shape can be circular or irregular. In the case of an irregular shape, for example, any shape such as a flat shape, a polygonal shape such as a triangle to an octagon, a T shape, a hollow shape, and a multi-leaf shape can be used.
  • the water-repellent fiber treatment agent of the present invention may be applied directly to the fiber body without dilution or the like. It may be applied to the fiber body as an emulsion.
  • the step of attaching the water-repellent fiber treatment agent to the fiber body may be any of a spinning step, a drawing step, a crimping step, and the like.
  • the means for applying the water-repellent fiber treatment agent of the present invention to the fiber body is not particularly limited, and means such as roller lubrication, nozzle spray lubrication, and dip lubrication may be used.
  • a method that can more uniformly and efficiently obtain the desired adhesion amount may be adopted in accordance with the manufacturing process and characteristics of the fiber.
  • As a drying method a method of drying with hot air and infrared rays, a method of drying by contact with a heat source, and the like may be used.
  • Method for producing nonwoven fabric A known method can be adopted as the method for producing the nonwoven fabric without any particular limitation.
  • Short fibers and long fibers can be used as raw material fibers.
  • Methods for forming a web using staple fibers as raw materials include dry methods such as a card method and an airlaid method, and wet methods such as a papermaking method.
  • Examples of the method of forming a web using long fibers as raw materials include a spunbond method, a melt blow method, a flash spinning method, and the like.
  • the interfiber bonding method includes a chemical bond method, a thermal bond method, a needle punch method, a spunlace method, a stitch bond method, and the like.
  • the method for producing the nonwoven fabric of the present invention preferably includes a step of passing the water-repellent fibers (for example, short fibers) of the present invention through a carding machine or the like to prepare a fibrous web, and heat-treating the obtained fibrous web. That is, the treatment agent for water-repellent fibers of the present invention is particularly suitable for use in the production of nonwoven fabrics, when the process of heat-treating a fiber web is included. Examples of the method of heat-treating and bonding the fiber web include heat-sealing methods such as heat-sealing using hot rolls or ultrasonic waves, heat-sealing using heated air, and heat-sealing point bonding.
  • heat-sealing methods such as heat-sealing using hot rolls or ultrasonic waves, heat-sealing using heated air, and heat-sealing point bonding.
  • heat-treating and joining fiber webs in the case of sheath-core composite fibers in which a high-melting resin is used for the core and a low-melting resin is used for the sheath, heat treatment is performed near the melting point of the low-melting resin. , the fiber intersections can be easily thermally bonded.
  • a method for producing a nonwoven fabric a method in which short fibers to which a water-repellent fiber treatment agent is applied is passed through a carding machine or the like to form a web, which is then heat-treated as described above to join and integrate, pulp or the like is combined by an airlaid method.
  • a method of blending with the water-repellent fibers (short fibers) of the present invention at the time of lamination, heat-treating them as described above, and bonding them may also be used.
  • the water-repellent fiber treatment agent of the present invention is attached to a fiber molded body obtained by a spunbond method, a melt blow method, a flash spinning method, etc., and then heat-treated with a heated roll or heated air, etc.
  • a nonwoven fabric can be produced by attaching the treatment agent for water-repellent fibers of the present invention to a material that has been heat-treated with a heating roll or heated air.
  • a composite fiber resin is spun, then the spun composite long fiber filaments are cooled with a cooling fluid, and tension is applied to the filaments by drawing air to achieve a desired fineness. After that, the spun filaments are collected on a collection belt and subjected to bonding treatment to obtain a spunbond nonwoven fabric.
  • a bonding means there are a thermocompression bonding method using a heating roll or ultrasonic waves, a thermal fusion bonding method using heated air, a thermocompression point (point bonding) method, and the like.
  • a method for applying the treatment agent for water-repellent fibers of the present invention to the obtained spunbond nonwoven fabric it can be carried out by a gravure method, a flexographic method, a roll coating method such as a gate roll method, a spray coating method, or the like. It is not particularly limited as long as the coating amount to the surface can be adjusted one by one.
  • a drying method a method of drying with hot air and infrared rays, a method of drying by contact with a heat source, and the like may be used.
  • Examples 1 to 70 and Comparative Examples 1 to 25 Each component shown in Tables 1 to 12 and water are mixed, and the weight ratio of non-volatile matter in the entire water-repellent fiber treatment agent is 25% by weight.
  • Example 1 to 70 and Comparative Examples 1-24 Each treatment was prepared.
  • Each of the obtained water-repellent fiber treatment agents was diluted with warm water of about 60° C. so that the weight ratio of non-volatile matter was 0.9% by weight to obtain a diluted solution.
  • the main body of the fiber is a polypropylene (core)-polyethylene (sheath) composite fiber to which no fiber treatment agent such as a water-repellent fiber treatment agent is attached, and has a single fiber fineness of 2.2 Dtex and a fiber length of 38 mm. Met.
  • the fibers to which the diluent of each water-repellent fiber treatment agent has been applied are placed in a hot air dryer at 80°C for 2 hours, and then left to dry at room temperature for 8 hours or more to dry the water-repellent fibers. Obtained.
  • the resulting water-repellent fibers were each passed through a fiber opening process and a carding process using a card tester to produce a web having a basis weight of 25 g/m 2 .
  • the physical properties (antistatic properties) in the carding process were evaluated by the evaluation method shown below.
  • the resulting web was used to evaluate discoloration resistance.
  • the obtained web was heat-treated at 140° C. in an air-through type hot air circulating dryer to fix the web to obtain a nonwoven fabric.
  • the physical properties (water repellency) of the obtained nonwoven fabrics were evaluated by the following evaluation methods. The results are shown in Tables 1-8.
  • the treatment agent for water-repellent fibers was air-dried on a Petri dish for 4 days.
  • the lidded weighing bottle was dried at 105° C. for 30 minutes with the lid open.
  • the lid of the weighing bottle was closed, and after standing to cool in a desiccator for 30 minutes, the weight was accurately weighed (X).
  • About 1 g of each air-dried sample was placed in a weighing bottle, dried at 60° C. for 8 hours at a degree of vacuum of 760 mmHg, and the weight of the weighing bottle containing the sample was accurately weighed (Y). After the precise weighing, the lid of the weighing bottle was opened, and the sample was allowed to absorb moisture at room temperature of 20° C.
  • Moisture absorption rate ((Z) - (Y)) / ((Y) - (X)) x 100 [Water repellency]
  • a nonwoven fabric 25 g/m 2 ) was cut into 15 cm squares, and the water pressure resistance was measured according to JIS L1092 6.1 Water resistance A method (low water pressure method) (a) hydrostatic pressure method and evaluated according to the following criteria. bottom. In addition, (double-circle) is the best evaluation.
  • ⁇ to ⁇ can be put to practical use. ⁇ ... 30 mm or more ⁇ ... 20 mm or more to less than 30 mm ⁇ ... less than 20 mm
  • Nonwoven fabric water repellency evaluation The resulting water-repellent fibers were each passed through a fiber opening process and a carding process using a card tester to produce a web having a basis weight of 25 g/m 2 . At that time, for each water-repellent fiber, the physical properties (antistatic properties) in the carding process were evaluated by the evaluation method shown below. The resulting web was used to evaluate discoloration resistance. The obtained web was heat-treated at 140° C. in an air-through type hot air circulating dryer to fix the web to obtain a nonwoven fabric. The physical properties (water repellency) of the obtained nonwoven fabrics were evaluated by the following evaluation methods. The results are shown in Tables 1-8.
  • the water-repellent fiber treatment agents of Examples 1 to 70 consist of a compound (A) represented by the following general formula (1), a compound (B) represented by the following general formula (2), A water-repellent fiber treatment agent containing at least one selected from a compound (C) represented by the following general formula (3), a compound (D) below, and an inorganic phosphate (IN), wherein the compound (A) and The water-repellent fiber treatment agent essentially contains the compound (B), and the acid value of the non-volatile matter of the water-repellent fiber treatment agent is 0.5 to 680 (KOHmg/g), and the compound (A), the compound (B), the The P-nuclear NMR integral value attributed to the compound (A) with respect to the sum of the P-nuclear NMR integral values (A + B + C + D + IN) attributed to each of the compound (C), the compound (D), and the inorganic phosphate (IN) ( Since the ratio of A
  • each of the treatment agents P-1 to P-16 was evaluated in the same manner as in Examples 1 to 10, except that the non-volatile content of the water-repellent fiber treatment agent was set to 0.03% by weight. In all cases, water repellency ⁇ , antistatic ⁇ , and durable antistatic ⁇ were obtained.
  • the water-repellent fibers and non-woven fabrics treated with the water-repellent fiber treatment agent of the present invention are used for the back sheets of absorbent articles such as sanitary products typified by disposable diapers and napkins. In addition, it can also be used in food applications, medical applications, and industrial applications where a water-repellent sheet is required.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

L'invention concerne un agent huileux pour fibres hydrofuges, qui a d'excellentes propriétés antistatiques de longue durée dans des conditions de haute température et d'humidité élevée.　L'agent huileux est un agent de traitement pour fibres hydrofuges qui comprend un composé (A) représenté par une formule chimique spécifique, un composé (B) représenté par une formule chimique spécifique, un composé (C) représenté par une formule chimique spécifique, un composé spécifique (D), et au moins un sel choisi parmi les sels inorganiques de l'acide phosphorique (IN), le composé (A) et le composé (B) étant les composants principaux contenus, un composant non volatil de l'agent de traitement pour fibres hydrofuges ayant un indice d'acide de 0,5 à 680 (mg de KOH/g), et la proportion de l'intégrale d'un signal de RMN du P attribuable au composé (A) par rapport à la somme (A + B + C + D + IN) des intégrales des signaux de RMN du P attribuables respectivement au composé (A), au composé (B), au composé (C), au composé (D) et au sel inorganique de l'acide phosphorique (IN), A/(A + B + C + D + IN), étant de 20 à 100 %.
PCT/JP2022/032898 2021-09-17 2022-09-01 Agent de traitement pour fibres hydrofuges et son utilisation WO2023042667A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202280062778.8A CN117957346A (zh) 2021-09-17 2022-09-01 拒水纤维用处理剂及其利用

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
JP2021-151634 2021-09-17
JP2021151634 2021-09-17
JP2021-197423 2021-12-06
JP2021197423A JP7025594B1 (ja) 2021-09-17 2021-12-06 撥水繊維用処理剤及びその利用
JP2022-017584 2022-02-08
JP2022017584 2022-02-08

Publications (1)

Publication Number Publication Date
WO2023042667A1 true WO2023042667A1 (fr) 2023-03-23

Family

ID=85602799

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2022/032898 WO2023042667A1 (fr) 2021-09-17 2022-09-01 Agent de traitement pour fibres hydrofuges et son utilisation

Country Status (1)

Country Link
WO (1) WO2023042667A1 (fr)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5551068B2 (fr) * 1972-02-29 1980-12-22
JPH0364575A (ja) * 1989-08-03 1991-03-19 Asahi Chem Ind Co Ltd ポリオレフィン不織シート
JPH0424286A (ja) * 1990-05-14 1992-01-28 Asahi Chem Ind Co Ltd 不織ポリオレフィンシート
JPH07279047A (ja) * 1994-04-14 1995-10-24 Chisso Corp 繊 維
JP2002516929A (ja) * 1997-10-31 2002-06-11 キンバリー クラーク ワールドワイド インコーポレイテッド 滅菌ラップ、その適用及び滅菌方法

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5551068B2 (fr) * 1972-02-29 1980-12-22
JPH0364575A (ja) * 1989-08-03 1991-03-19 Asahi Chem Ind Co Ltd ポリオレフィン不織シート
JPH0424286A (ja) * 1990-05-14 1992-01-28 Asahi Chem Ind Co Ltd 不織ポリオレフィンシート
JPH07279047A (ja) * 1994-04-14 1995-10-24 Chisso Corp 繊 維
JP2002516929A (ja) * 1997-10-31 2002-06-11 キンバリー クラーク ワールドワイド インコーポレイテッド 滅菌ラップ、その適用及び滅菌方法

Similar Documents

Publication Publication Date Title
KR101978950B1 (ko) 폴리올레핀계 합성 섬유용 처리제, 그 수성액, 폴리올레핀계 합성 섬유의 처리 방법, 폴리올레핀계 합성 섬유 및 서멀 본드 부직포
JP6408749B2 (ja) 短繊維用繊維処理剤及びその利用
JP5277131B2 (ja) 透水性付与剤、透水性繊維および不織布の製造方法
DK2917398T3 (en) Composition for permanent hydrophilization of polyolefin fibers and their use
JP5926471B1 (ja) 繊維処理剤、それが付着した透水性繊維および不織布の製造方法
JP6408186B1 (ja) ポリオレフィン系合成繊維処理剤及びポリオレフィン系合成繊維
CN110892108B (zh) 无纺布用纤维处理剂和使用了该无纺布用纤维处理剂的无纺布
JPWO2016002476A1 (ja) 繊維処理剤、それが付着した透水性繊維および不織布の製造方法
JP2023044596A (ja) 撥水繊維用処理剤及びその利用
WO2023042667A1 (fr) Agent de traitement pour fibres hydrofuges et son utilisation
WO2012148001A1 (fr) Fibres à solidité améliorée de la couleur et corps façonné fibreux constitué de ces fibres
JP3057521B2 (ja) ポリオレフィン系繊維耐久親水化剤
KR101427192B1 (ko) 내변색성이 뛰어난 내구 친수성 섬유 및 이로 구성되어 있는 섬유 성형체 및 흡수성 물품
JP2022186001A (ja) 撥水繊維用処理剤及びその利用
CN117957346A (zh) 拒水纤维用处理剂及其利用
JP6837524B2 (ja) 不織布用繊維処理剤
JP6841464B1 (ja) ポリオレフィン系合成繊維製不織布用処理剤、ポリオレフィン系合成繊維、及びポリオレフィン系合成繊維製スパンボンド不織布
JP7483452B2 (ja) 不織布用繊維処理剤
JP2023130314A (ja) 繊維用透水性付与剤、繊維、不織布及び吸水性物品
WO2023149326A1 (fr) Agent de traitement de fibres pour la production de tissus non tissés et son utilisation

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 22869814

Country of ref document: EP

Kind code of ref document: A1

WWE Wipo information: entry into national phase

Ref document number: 202280062778.8

Country of ref document: CN

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 22869814

Country of ref document: EP

Kind code of ref document: A1