WO2025182765A1 - 透水性付与剤及びその利用 - Google Patents

透水性付与剤及びその利用

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Publication number
WO2025182765A1
WO2025182765A1 PCT/JP2025/005834 JP2025005834W WO2025182765A1 WO 2025182765 A1 WO2025182765 A1 WO 2025182765A1 JP 2025005834 W JP2025005834 W JP 2025005834W WO 2025182765 A1 WO2025182765 A1 WO 2025182765A1
Authority
WO
WIPO (PCT)
Prior art keywords
imparting agent
water
surfactant
water permeability
compound
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.)
Pending
Application number
PCT/JP2025/005834
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English (en)
French (fr)
Japanese (ja)
Inventor
本間裕章
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.)
Matsumoto Yushi Seiyaku Co Ltd
Original Assignee
Matsumoto Yushi Seiyaku Co Ltd
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 Matsumoto Yushi Seiyaku Co Ltd filed Critical Matsumoto Yushi Seiyaku Co Ltd
Priority to JP2025539949A priority Critical patent/JP7736970B1/ja
Priority to JP2025141847A priority patent/JP2025176065A/ja
Publication of WO2025182765A1 publication Critical patent/WO2025182765A1/ja
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61FFILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS
    • A61F13/00Bandages or dressings; Absorbent pads
    • A61F13/15Absorbent pads, e.g. sanitary towels, swabs or tampons for external or internal application to the body; Supporting or fastening means therefor; Tampon applicators
    • A61F13/51Absorbent pads, e.g. sanitary towels, swabs or tampons for external or internal application to the body; Supporting or fastening means therefor; Tampon applicators characterised by the outer layers of the pads
    • A61F13/511Topsheet, i.e. the permeable cover or layer facing the skin
    • DTEXTILES; PAPER
    • D04BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
    • D04HMAKING TEXTILE FABRICS, e.g. FROM FIBRES OR FILAMENTARY MATERIAL; FABRICS MADE BY SUCH PROCESSES OR APPARATUS, e.g. FELTS, NON-WOVEN FABRICS; COTTON-WOOL; WADDING ; NON-WOVEN FABRICS FROM STAPLE FIBRES, FILAMENTS OR YARNS, BONDED WITH AT LEAST ONE WEB-LIKE MATERIAL DURING THEIR CONSOLIDATION
    • D04H1/00Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres
    • D04H1/40Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties
    • D04H1/54Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties by welding together the fibres, e.g. by partially melting or dissolving
    • D04H1/541Composite fibres, e.g. sheath-core, sea-island or side-by-side; Mixed fibres
    • 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
    • D06M13/244Treating 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
    • D06M13/282Treating 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
    • D06M13/292Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof

Definitions

  • the present invention relates to a water permeability agent and its use.
  • absorbent articles such as sanitary napkins and disposable diapers have a three-layer structure: a top sheet made of a nonwoven fabric of any kind, primarily made of hydrophobic synthetic fibers (such as polyolefin fibers or polyester fibers), which has been given hydrophilic properties; a back sheet made of a water-repellent material; and an absorbent body sandwiched between the top sheet and back sheet, which is made of cotton-like pulp, a polymeric absorbent material, or the like.
  • hydrophobic synthetic fibers such as polyolefin fibers or polyester fibers
  • Liquids such as urine and body fluids pass through the top sheet and are absorbed by the absorbent body, but the top sheet must have good water permeability, i.e., instantaneous water permeability so that the time it takes for liquid to be completely absorbed from the top sheet into the internal absorbent body is extremely short.
  • a sudden drop in water permeability due to the washout of the treatment agent on the top sheet after only one or two liquid absorptions is undesirable because it increases the number of diaper changes, so the top sheet must have durable water permeability to withstand repeated liquid absorption. Additionally, it must be able to prevent liquid once absorbed by the absorbent from returning to the top sheet, i.e., it must be able to prevent liquid from returning. From the perspective of nonwoven fabric production, good carding properties are required because wrapping around the cylinder and scumming can occur, preventing the production of nonwoven fabrics with excellent surface quality. For hydrophobic synthetic fibers with extremely poor hydrophilicity, there is a need for water permeability agents and water-permeable fibers with these agents attached that meet the above requirements.
  • Patent Document 1 proposes a treatment agent containing a polyoxyalkylene derivative of a polyvalent active hydrogen compound, which is an alkylene oxide adduct of a polyvalent active hydrogen compound, and a linear hydrocarbon compound.
  • the present invention has been made in view of the above circumstances, and an object of the present invention is to provide a water-permeability imparting agent that imparts excellent water permeability to fibers and has excellent stability, and also to provide fibers and nonwoven fabrics to which the water-permeability imparting agent is attached.
  • a water permeability imparting agent that contains an anionic surfactant (P) containing a P element represented by a specific chemical formula, at least one selected from an anionic surfactant (S) containing an S element (excluding the surfactant (P)), and a nonionic surfactant (N), and that has an acid value within a specific range.
  • P anionic surfactant
  • S anionic surfactant
  • N nonionic surfactant
  • the water permeability imparting agent of the present invention is a water permeability imparting agent comprising an anionic surfactant (P) containing a P element, and at least one selected from an anionic surfactant (S) containing an S element (excluding the surfactant (P)) and a nonionic surfactant (N), the acid value of the nonvolatile content of the water-permeability imparting agent is 0.5 to 150 KOH mg/g;
  • the activator (P) essentially contains a compound (A) represented by the following general formula (1) and a compound (B) represented by the following general formula (2), and optionally contains a compound (C) represented by the following general formula (3):
  • R1 is a hydrocarbon group having 16 to 22 carbon atoms.
  • R1 may be linear or branched.
  • AO is an oxyalkylene group having 2 to 4 carbon atoms, and m is an integer of 0 to 15.
  • M1 is a hydrogen atom, an alkali metal, or an organic amine salt.
  • M2 is a hydrogen atom, an alkali metal, or an organic amine salt.
  • R2 and R3 are hydrocarbon groups having 16 to 22 carbon atoms.
  • R2 and R3 may be linear or branched.
  • AO is an oxyalkylene group having 2 to 4 carbon atoms, and m is an integer of 0 to 15.
  • M1 is a hydrogen atom, an alkali metal, ammonium, phosphonium, an organic amine salt, or a quaternary ammonium salt. When there are two (AO) m 's in a molecule, they may be the same or different.)
  • R4 is a hydrocarbon group having 16 to 22 carbon atoms.
  • R4 may be straight-chain or branched.
  • AO is an oxyalkylene group having 2 to 4 carbon atoms, and m is an integer from 0 to 15.
  • M1 and M2 each independently represent a hydrogen atom, an alkali metal, ammonium, phosphonium, an organic amine salt, or a quaternary ammonium salt.
  • Q is M2 or R5 (OA) m .
  • R5 is a hydrocarbon group having 16 to 22 carbon atoms.
  • R5 may be straight-chain or branched.
  • Y is 1 or 2.
  • the ratio of the anionic surfactant to the total of the anionic surfactant and the nonionic surfactant [anionic/(anionic+nonionic)] is preferably 50 to 100% by weight. It is preferable that the water permeability imparting agent contains the surfactant (S), and that the surfactant (S) contains a dialkylsulfosuccinic acid and/or a salt thereof (S-1). It is preferable that the water permeability imparting agent contains the nonionic surfactant (N), and the HLB of the nonionic surfactant (N) is 7 to 11.
  • the water permeability imparting agent contains the surfactant (S), and that the surfactant (S) contains a polyhydric alcohol fatty acid ester sulfate salt (S-2).
  • the water-permeability imparting agent is preferably a menstrual blood permeable agent.
  • the concentration of the nonvolatile matter in the water permeability imparting agent is preferably 50 to 100% by weight.
  • the fiber of the present invention is obtained by adding the water-permeability-imparting agent to raw fiber.
  • the nonwoven fabric of the present invention is provided with the water-permeability-imparting agent.
  • the absorbent article of the present invention is made using the nonwoven fabric.
  • the water-permeability imparting agent of the present invention has excellent stability and can impart excellent water permeability to fibers.
  • the fibers of the present invention and the nonwoven fabric of the present invention have excellent water permeability.
  • the water permeability imparting agent of the present invention contains an anionic surfactant (P) containing a P element, and at least one selected from an anionic surfactant (S) containing an S element (excluding the surfactant (P)) and a nonionic surfactant (N), and includes surfactants having an acid value within a specific range and a specific structure.
  • P anionic surfactant
  • S anionic surfactant
  • N nonionic surfactant
  • the anionic surfactant (P) is an anionic surfactant containing a P element.
  • the anionic surfactant (P) essentially contains a compound (A) represented by the above general formula (1) and a compound (B) represented by the above general formula (2).
  • the compound (A) is a compound represented by the above general formula (1).
  • the compound (A) has the function of improving water permeability when used in combination with the surfactant (S) and/or the nonionic surfactant (N) described below.
  • R 1 is a hydrocarbon group having 16 to 22 carbon atoms. Those having fewer than 16 carbon atoms lack stability, and those having more than 22 carbon atoms lack water permeability. From the viewpoint of exerting the effects of the present invention, R 1 is preferably a hydrocarbon group having 18 to 22 carbon atoms, and most preferably has 18 carbon atoms.
  • R1 may be a straight chain or a branched chain, but is preferably a straight chain from the viewpoint of exerting the effects of the present invention.
  • AO is an oxyalkylene group having 2 to 4 carbon atoms, and from the viewpoint of exerting the effects of the present invention, AO preferably has 2 carbon atoms.
  • m is an integer of 0 to 15, and from the viewpoint of exerting the effects of the present invention, it is preferably an integer of 0 to 10, and more preferably an integer of 0 to 8.
  • M1 is a hydrogen atom, an alkali metal, or an organic amine salt.
  • M2 is a hydrogen atom, an alkali metal, or an organic amine salt.
  • the compound (B) is a compound represented by the above general formula (2).
  • R2 and R3 are hydrocarbon groups having 16 to 22 carbon atoms. Those having fewer than 16 carbon atoms are insufficient in stability, and those having more than 22 carbon atoms are insufficient in water permeability. From the viewpoint of exerting the effects of the present invention, R2 and R3 are preferably hydrocarbon groups having 18 to 22 carbon atoms, and most preferably 18 carbon atoms.
  • R2 and R3 may be straight-chain or branched-chain, but are preferably straight-chain from the viewpoint of exerting the effects of the present invention.
  • AO is an oxyalkylene group having 2 to 4 carbon atoms, and from the viewpoint of exerting the effects of the present invention, AO preferably has 2 carbon atoms.
  • m is an integer of 0 to 15, and from the viewpoint of exerting the effects of the present invention, it is preferably an integer of 0 to 10, and more preferably an integer of 0 to 8.
  • M1 is a hydrogen atom, an alkali metal, ammonium, phosphonium, an organic amine salt or a quaternary ammonium salt.
  • AO AO
  • Compound (C) is a compound represented by the following general formula (3), and is a component optionally included in the present invention. The present invention is preferred because containing compound (C) provides excellent water permeability, stability, and wet-back properties.
  • R4 is a hydrocarbon group having 16 to 22 carbon atoms. From the viewpoint of exerting the effects of the present invention, R4 is preferably a hydrocarbon group having 18 to 22 carbon atoms, and most preferably 18 carbon atoms. R4 may be a straight chain or a branched chain, but is preferably a straight chain from the viewpoint of exerting the effects of the present invention.
  • m is an integer of 0 to 15, and from the viewpoint of exerting the effects of the present invention, it is preferably an integer of 0 to 10, and more preferably an integer of 0 to 8.
  • AO is an oxyalkylene group having 2 to 4 carbon atoms, and m is an integer from 0 to 15.
  • M1 and M2 are each independently a hydrogen atom, an alkali metal, ammonium, phosphonium, an organic amine salt, or a quaternary ammonium salt.
  • Q is M2 or R5 (OA) m .
  • R5 is a hydrocarbon group having 16 to 22 carbon atoms. R5 may be linear or branched.
  • Y is 1 or 2. When there are two or more M2 or (AO) m in a molecule, they may be the same or different.
  • the compound (D) is a compound represented by the following general formula (4), and it is preferable that the present invention contains the compound (D) in order to achieve the effects of the present invention.
  • R 6 , R 7 and R 8 each independently represent a hydrocarbon group having 16 to 22 carbon atoms. From the viewpoint of exerting the effects of the present application, the upper limit of the number of carbon atoms is preferably 20, more preferably 19, and even more preferably 18, and the lower limit of the number of carbon atoms is preferably 17, and more preferably 18. R 6 , R 7 and R 8 may be the same or different.
  • AO is an oxyalkylene group having 2 to 4 carbon atoms.
  • m which is the number of repetitions of the oxyalkylene unit, is an integer from 0 to 20.
  • the upper limit of the number of repetitions m is preferably 20, more preferably 18, and even more preferably 16, and the lower limit of the number of repetitions m is preferably 3, more preferably 5, and even more preferably 7.
  • the upper limit of the number of repetitions m is preferably 9, more preferably 8, and even more preferably 7, and the lower limit of the number of repetitions m is preferably 0, more preferably 1, and even more preferably 2.
  • 3 to 20 is preferable, and from the viewpoint of instantaneous water permeability and repeated water permeability, 0 to 9 is more preferable.
  • AO AO
  • the water permeability imparting agent of the present invention preferably contains inorganic phosphoric acid (salt) (IN).
  • the inorganic phosphoric acid (salt) (IN) is at least one selected from phosphoric acid, metal dihydrogen phosphate, dimetal hydrogen phosphate, and trimetal phosphate.
  • the monometal dihydrogen phosphate includes monopotassium dihydrogen phosphate, monosodium dihydrogen phosphate, etc.
  • the dimetal hydrogen phosphate includes dipotassium hydrogen phosphate, disodium hydrogen phosphate, etc.
  • the trimetal phosphate includes tripotassium phosphate, trisodium phosphate, etc.
  • the anionic surfactant (S) is an anionic surfactant containing an S element, excluding the surfactant (P). When used in combination with the surfactant (P), the anionic surfactant (S) exhibits excellent water permeability and stability.
  • the anionic surfactant (S) may be a sulfonic acid type or a sulfate type. Examples of sulfonic acid type include dialkylsulfosuccinic acid and/or its salt (S-1), alkylbenzenesulfonate, alkylsulfonate, alkanoylmethyl tauride, and the like. Examples of the sulfate type include polyhydric alcohol fatty acid ester sulfate salts (S-2), alkyl sulfate ester salts, polyoxyethylene alkyl sulfate ester salts, and the like.
  • dialkyl sulfosuccinic acids and/or salts thereof include sodium di-2-ethylhexyl sulfosuccinate and sodium ditridecyl sulfosuccinate.
  • polyhydric alcohol fatty acid ester sulfate salts examples include rapeseed oil sulfate sodium salt, rapeseed oil sulfate potassium salt, castor oil sulfate sodium salt, castor oil sulfate potassium salt, etc.
  • the nonionic surfactant (N) is a component that provides excellent water permeability and stability when used in combination with the surfactant (P).
  • the nonionic surfactant (N) is at least one selected from polyoxyalkylene polyhydric alcohol ethers (N1), polyoxyalkylene polyhydric alcohol fatty acid esters (N2), polyoxyalkylene aliphatic alcohol ethers (N3), fatty acid esters of polyalkylene glycols (N4), and polyhydric alcohol fatty acid esters (N5).
  • the polyoxyalkylene polyhydric alcohol ether is a compound having a structure in which an alkylene oxide such as ethylene oxide, propylene oxide, or butylene oxide is added to a polyhydric alcohol.
  • alkylene oxide such as ethylene oxide, propylene oxide, or butylene oxide
  • polyhydric alcohols include ethylene glycol, glycerin, trimethylolpropane, pentaerythritol, diglycerin, sorbitan, sorbitol, ditrimethylolpropane, dipentaerythritol, sucrose, etc. Among these, glycerin, trimethylolpropane, and sucrose are preferred.
  • the number of moles of alkylene oxide added is preferably 3 to 100, more preferably 4 to 70, and even more preferably 5 to 50.
  • the proportion of ethylene oxide in the alkylene oxide is preferably 50 mol % or more, and even more preferably 80 mol % or more.
  • the weight average molecular weight of the polyoxyalkylene polyhydric alcohol ether is preferably 300 to 10,000, more preferably 400 to 8,000, and even more preferably 500 to 5,000.
  • polyoxyalkylene polyhydric alcohol ethers include, but are not limited to, polyethylene glycol, glycerin ethylene oxide adduct, trimethylolpropane ethylene oxide adduct, pentaerythritol ethylene oxide adduct, diglycerin ethylene oxide adduct, sorbitan ethylene oxide adduct, sorbitan ethylene oxide propylene oxide adduct, sorbitol ethylene oxide adduct, sorbitol ethylene oxide propylene oxide adduct, ditrimethylolpropane ethylene oxide adduct, dipentaerythritol ethylene oxide adduct, and sucrose ethylene oxide adduct.
  • Polyoxyalkylene polyhydric alcohol fatty acid esters are compounds having a structure in which a compound in which an alkylene oxide such as ethylene oxide, propylene oxide, or butylene oxide is added to a polyhydric alcohol is ester-bonded to a fatty acid.
  • alkylene oxide such as ethylene oxide, propylene oxide, or butylene oxide
  • polyhydric alcohols include glycerin, trimethylolpropane, pentaerythritol, erythritol, diglycerin, sorbitan, sorbitol, ditrimethylolpropane, dipentaerythritol, sucrose, etc. Among these, glycerin, diglycerin, sorbitan, and sorbitol are preferred.
  • Fatty acids include lauric acid, myristic acid, myristoleic acid, palmitic acid, palmitoleic acid, isocetylic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, linoleic acid, linolenic acid, arachidic acid, eicosenoic acid, behenic acid, isodocosanoic acid, erucic acid, lignoceric acid, and isotetracosanoic acid.
  • the number of moles of alkylene oxide added is preferably 3 to 100, more preferably 5 to 70, and even more preferably 10 to 50.
  • the proportion of ethylene oxide in the alkylene oxide is preferably 50 mol % or more, and even more preferably 80 mol % or more.
  • the weight average molecular weight of the polyoxyalkylene polyhydric alcohol fatty acid ester is preferably 300 to 7,000, more preferably 500 to 5,000, and even more preferably 700 to 3,000.
  • polyoxyalkylene polyhydric alcohol fatty acid esters include, but are not limited to, glycerin ethylene oxide adduct monolaurate, glycerin ethylene oxide adduct dilaurate, glycerin ethylene oxide adduct trilaurate, trimethylolpropane ethylene oxide adduct trilaurate, sorbitan ethylene oxide adduct monooleate, sorbitan ethylene oxide adduct dioleate, sorbitan ethylene oxide adduct trioleate, sorbitan ethylene oxide propylene oxide adduct monooleate, sorbitan ethylene oxide propylene oxide adduct dioleate, sorbitan ethylene oxide propylene oxide adduct trioleate, sorbitan ethylene oxide propylene oxide adduct trilaurate, and sucrose ethylene oxide adduct trilaurate.
  • polyoxyalkylene aliphatic alcohol ether is a compound having a structure in which an alkylene oxide such as ethylene oxide, propylene oxide, or butylene oxide is added to an aliphatic monohydric alcohol.
  • alkylene oxide such as ethylene oxide, propylene oxide, or butylene oxide
  • Examples of polyoxyalkylene aliphatic alcohol ethers include alkylene oxide adducts of aliphatic alcohols such as octyl alcohol, 2-ethylhexyl alcohol, decyl alcohol, lauryl alcohol, tridecyl alcohol, myristyl alcohol, stearyl alcohol, isostearyl alcohol, and oleyl alcohol.
  • the number of moles of alkylene oxide added is preferably 1 to 100 moles, more preferably 2 to 70 moles, and even more preferably 3 to 50 moles.
  • the ratio of ethylene oxide to the total alkylene oxide is preferably 20 mole % or more, more preferably 30 mole % or more, and even more preferably 40 mole % or more.
  • the fatty acid ester of polyalkylene glycol is a compound having a structure in which polyoxyethylene glycol, polyoxyethylene polyoxypropylene glycol, and a fatty acid are ester-bonded.
  • the weight-average molecular weight of the polyalkylene glycol is preferably 100 to 1,000, more preferably 150 to 800, and even more preferably 200 to 700.
  • polyalkylene glycol fatty acid esters include, but are not limited to, polyethylene glycol monolaurate, polyethylene glycol dilaurate, polyethylene glycol monooleate, polyethylene glycol dioleate, polyethylene glycol monostearate, polyethylene glycol distearate, polyethylene polypropylene glycol monolaurate, polyethylene polypropylene glycol dilaurate, polyethylene polypropylene glycol monooleate, and polyethylene polypropylene glycol dioleate.
  • Polyhydric alcohol fatty acid esters are compounds having a structure in which a polyhydric alcohol and a fatty acid are ester-bonded.
  • polyhydric alcohols include ethylene glycol, trimethylolpropane, pentaerythritol, erythritol, diethylene glycol, diglycerin, sorbitan, sorbitol, ditrimethylolpropane, sucrose, etc.
  • ethylene glycol, glycerin, diglycerin, sorbitan, and sorbitol are preferred.
  • Fatty acids include lauric acid, myristic acid, myristoleic acid, palmitic acid, palmitoleic acid, isocetylic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, linoleic acid, linolenic acid, isoeicosanoic acid, gadoleic acid, eicosenoic acid, behenic acid, isodocosanoic acid, erucic acid, and lignoceric acid.
  • the polyhydric alcohol fatty acid ester has at least one or two or more hydroxyl groups.
  • the weight average molecular weight of the polyhydric alcohol fatty acid ester is preferably 100 to 1,000, more preferably 200 to 800, and even more preferably 300 to 600.
  • Fatty acid esters include, but are not limited to, glycerin monolaurate, glycerin dilaurate, glycerin monooleate, glycerin dioleate, sorbitan monooleate, sorbitan dioleate, sucrose monolaurate, sucrose dilaurate, etc.
  • N nonionic surfactant
  • Polyoxyalkylene group-containing hydroxy fatty acid polyhydric alcohol ester (sometimes referred to as polyhydroxy ester) (N6) Compounds which are esters of condensation products of polyhydroxy esters and dicarboxylic acids, at least one hydroxyl group of which is blocked with a fatty acid (N7) Structurally, polyhydroxy esters are esters of polyoxyalkylene group-containing hydroxy fatty acids and polyhydric alcohols, and it is preferred that two or more hydroxy groups of the polyhydric alcohol are esterified. Therefore, polyoxyalkylene group-containing hydroxy fatty acid polyhydric alcohol esters are esters having multiple hydroxy groups.
  • the HLB value of the nonionic surfactant (N) is preferably 7 to 11, and more preferably 8 to 10.
  • the HLB value is an index showing the balance between hydrophilicity and lipophilicity, and is calculated from the ratio of the organic value to the inorganic value of an organic compound by the Oda method described on page 212 of "Introduction to Surfactants” (published by Sanyo Chemical Industries, Ltd. in 2007, written by Takehiko Fujimoto).
  • HLB 10 x inorganic/organic
  • the organic and inorganic values for deriving the HLB can be calculated using the values in the table on page 213 of the aforementioned "Introduction to Surfactants.”
  • the acid value (KOHmg/g) of the nonvolatile content of the water permeability imparting agent of the present invention is 0.5 to 150 KOHmg/g. If it is less than 0.5 KOHmg/g, the water permeability and stability are insufficient, and if it exceeds 150 KOHmg/g, the water permeability and stability are insufficient.
  • the lower limit of the acid value of the nonvolatile content of the water permeability imparting agent of the present invention is preferably 1.0 KOHmg/g, more preferably 1.5 KOHmg/g, and even more preferably 2.0 KOHmg/g, from the viewpoints of water permeability and stability.
  • the upper limit of the acid value of the nonvolatile content of the water permeability imparting agent of the present invention is preferably 100 KOHmg/g, more preferably 50 KOHmg/g, and even more preferably 30 KOHmg/g, from the viewpoints of water permeability and stability.
  • the non-volatile content in the present invention refers to the bone-dry components when the treating agent is heat-treated at 105° C. to remove the solvent and the like, and reaches a constant weight.
  • the nonvolatile content of the water permeability imparting agent of the present invention is measured by P nuclear NMR.
  • the ratio of P1 to the total (P1+P2+P3) of the peak areas P1 to P3 below in the spectrum [P1/(P1+P2+P3)] is preferably 40 to 100% from the viewpoints of water permeability and stability.
  • P1 Peak area in the range of 0 to 10 ppm
  • P2 Peak area in the range of ⁇ 25 to ⁇ 3 ppm
  • P3 Peak area in the range of ⁇ 3 to 0 ppm
  • Compounds showing peaks in the spectrum from ⁇ 25 to 10 ppm tend to be mainly assigned to inorganic phosphoric acid or compound (A), compound (B), compound (D), and compound (C) in this order from the low magnetic field side.
  • [P1/(P1+P2+P3)] is preferably 40 to 100% because it provides excellent water permeability and stability.
  • [A/(A+B+C+D+IN)] [A/(A+B+C+D+IN)] represents the ratio of the P NMR integral value (A) assigned to the compound (A) represented by the following general formula (1) to the sum (A+B+C+D+IN) of the P NMR integral value assigned to the compound (A) represented by the general formula (1), the P NMR integral value assigned to the compound (B) represented by the general formula (2), the P NMR integral value assigned to the compound (C) represented by the general formula (3), the P NMR integral value assigned to the compound (D) and the inorganic phosphate (IN) (hereinafter referred to as the sum (A+B+C+D+IN) of the P NMR integral values): Compound (A) can be detected by 31 P-NMR.
  • the nonvolatile content of the measurement sample was weighed into a 5 mm diameter NMR sample tube, and approximately 0.5 ml of deuterated water (D 2 O) or deuterated chloroform (CDCl 3 ) was added as a deuterated solvent to dissolve it, and the sample was measured using a 31 P-NMR measurement device (BRUKER AVANCE 400, 162 MHz and JEOL JNM-ECZ400R, 162 MHz).
  • the lower limit of [A/(A+B+C+D+IN)] is preferably 20%, 22%, 25%, and 30%, in that order (the latter is more preferable, the same applies hereinafter).
  • the upper limit value of [A/(A+B+C+D+IN)] is preferably 98%, 95%, 92%, 90%, and 80%, in that order.
  • the lower limit of [B/(A+B+C+D+IN)] is preferably 1%, 3%, 5%, and 7%, in that order.
  • the upper limit value of [B/(A+B+C+D+IN)] is preferably 65%, 50%, 40%, and 30%, in that order.
  • [C/(A+B+C+D+IN)] represents the ratio of the P NMR integral value (C) attributed to the compound (C) to the total P NMR integral values (A+B+C+D+IN).
  • the lower limit of [C/(A+B+C+D+IN)] is preferably 0%, 4%, 8%, and 10%, in that order.
  • the upper limit of [C/(A+B+C+D+IN)] is preferably 40%, 30%, and 20%, in that order.
  • [D/(A+B+C+D+IN)] represents the ratio of the P NMR integral value (D) attributed to the compound (D) to the total P NMR integral value (A+B+C+D+IN).
  • the lower limit of [D/(A+B+C+D+IN)] is preferably 0%, 4%, 8%, and 10%, in that order.
  • the upper limit of [D/(A+B+C+D+IN)] is preferably 10%, 5%, 4%, and 2%, in that order.
  • [IN/(A+B+C+D+IN)] represents the ratio of the P NMR integral value (IN) attributed to the inorganic phosphate (IN) to the total P NMR integral value (A+B+C+D+IN).
  • the lower limit of [IN/(A+B+C+D+IN)] is preferably 0%, 0.1%, 0.5%, and 1%, in that order.
  • the upper limit value of [IN/(A+B+C+D+IN)] is preferably 10%, 5%, 4%, 2% and 0%, in that order.
  • the weight ratio of anionic surfactants to the total weight of anionic surfactants and nonionic surfactants in the water permeability imparting agent [anionic/(anionic + nonionic)] is preferably 40 to 100% by weight.
  • the lower limit of the weight ratio of anionic surfactants to the total weight of anionic surfactants and nonionic surfactants in the water permeability imparting agent [anionic/(anionic + nonionic)] is preferably 50% by weight, more preferably 60% by weight, and even more preferably 65% by weight.
  • the upper limit is preferably 95% by weight, more preferably 85% by weight, and even more preferably 75% by weight.
  • the water-permeability imparting agent of the present invention is preferably for menstrual blood permeability, since it exerts a greater effect.
  • the concentration of the nonvolatile content of the water permeability imparting agent is preferably 50 to 100% by weight, more preferably 55 to 95% by weight, and even more preferably 60 to 90% by weight, from the viewpoint of superior stability.
  • the water permeability imparting agent of the present invention preferably has a silicone compound content relative to the non-volatile content of the water permeability imparting agent of less than 50% by weight, more preferably 30% by weight or less, even more preferably 5% by weight or less, particularly preferably 3% by weight or less, and most preferably less than 1% by weight.
  • the fiber of the present invention is obtained by adding the water-permeability-imparting agent to raw fiber.
  • the fiber of the present invention may be short fiber or long fiber, and short fiber is preferable in terms of water permeability.
  • the adhesion rate of the nonvolatile content of the water permeability imparting agent to the fiber body (raw fiber) is preferably 0.03 to 2% by weight, more preferably 0.1 to 1% by weight, based on the fiber body in terms of antistatic property and water permeability.
  • the fiber body examples include polyolefin fibers, polyester fibers, nylon fibers, vinyl chloride fibers, and composite fibers made of two or more thermoplastic resins.
  • composite fiber combinations include polyolefin resin/polyolefin resin combinations, such as high-density polyethylene/polypropylene, linear high-density polyethylene/polypropylene, low-density polyethylene/polypropylene, a binary or terpolymer of propylene and another ⁇ -olefin/polypropylene, linear high-density polyethylene/high-density polyethylene, and low-density polyethylene/high-density polyethylene.
  • polyolefin resin/polyester resin combinations 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 combinations include copolymer polyester/polyethylene terephthalate.
  • Other examples include fibers made of polyamide resin/polyester resin, polyolefin resin/polyamide resin, and the like.
  • the water permeability imparting agent of the present invention is suitable for hydrophobic synthetic fibers such as polyolefin fibers (polyolefin fibers and composite fibers containing polyolefin fibers) and polyester fibers (polyester fibers and composite fibers containing polyester fibers) because of their preferred soft feel, and the water permeability imparting agent of the present invention is further suitable for polyolefin fibers.
  • the fiber body is a fiber for manufacturing nonwoven fabric in terms of water permeability.
  • the cross-sectional structure of the fiber can be exemplified by sheath-core, parallel, eccentric sheath-core, multilayer, radial, or sea-island structures, but from the perspective of productivity in the fiber manufacturing process and ease of nonwoven fabric processing, sheath-core structures including eccentricity or parallel structures are preferred.
  • the cross-sectional shape can also be circular or irregular. In the case of irregular shapes, any shape can be used, such as flat, polygonal (triangular to octagonal), T-shaped, hollow, or multi-lobed.
  • the water-permeability-imparting agent of the present invention may be applied to the fiber body as is without dilution, or may be applied to the fiber body after diluting with water or the like to a concentration such that the weight ratio of non-volatile matter is 0.5 to 5% by weight.
  • the process for applying the water-permeability-imparting agent to the fiber body may be any of the processes of spinning, stretching, and crimping the fiber body.
  • There are no particular limitations on the means for applying the water-permeability-imparting agent of the present invention to the fiber body and methods such as roller oiling, nozzle spray oiling, and dip oiling may be used. A method that achieves the desired amount of adhesion more uniformly and efficiently may be adopted, depending on the fiber manufacturing process and its characteristics.
  • drying methods such as drying with hot air and infrared rays, and drying by contact with a heat source may be used.
  • the nonwoven fabric of the present invention may be a raw nonwoven fabric to which a water-permeability-imparting agent has been added, or a nonwoven fabric made from fibers to which a water-permeability-imparting agent has been added.
  • the method for producing the nonwoven fabric of the present invention is not particularly limited, and known methods can be used. Short fibers or long fibers can be used as the raw fibers. Examples of web formation methods using short fibers include dry methods such as carding and air-laid methods, and wet methods such as papermaking. Examples of web formation methods using long fibers include spunbonding, meltblowing, and flash spinning. Examples of interfiber bonding methods include chemical bonding, thermal bonding, needle punching, spunlace, and stitch bonding.
  • the method for producing a nonwoven fabric of the present invention preferably includes the steps of passing the fibers of the present invention through a carding machine or the like to produce a fiber web and heat-treating the obtained fiber web. That is, the water-permeability imparting agent of the present invention is particularly suitable for use in nonwoven fabric production that includes a step of heat-treating a fiber web.
  • Methods for bonding a fiber web by heat treatment include heat fusion methods such as thermocompression bonding using a heated roll or ultrasonic waves, heat fusion bonding using heated air, and point bonding.
  • Examples of methods for producing nonwoven fabrics include a method in which staple fibers to which a water-permeability-imparting agent has been added are passed through a carding machine or the like to form a web, which is then heat-treated to bond and integrate as described above, and a method in which, when laminating pulp or the like in an airlaid method, the water-permeable fibers (staple fibers) of the present invention are mixed with the pulp and the like, and the resulting mixture is heat-treated and bonded as described above.
  • Other methods include a method in which the water-permeability-imparting agent of the present invention is attached to a fiber molded product obtained by a spunbonding method, a melt-blowing method, a flash spinning method, or the like, and the resultant product is heat-treated with a heated roll or heated air, or the water-permeability-imparting agent of the present invention is attached to the molded product, to produce a nonwoven fabric.
  • a composite fiber resin is spun, and then the spun composite long fiber filaments are cooled with a cooling fluid and tensioned with drawing air to obtain the desired fineness.
  • the spun filaments are then collected on a collection belt and bonded to obtain a spunbonded nonwoven fabric.
  • Bonding methods include thermocompression bonding using a heated roll or ultrasonic waves, heat fusion bonding using heated air, and point bonding.
  • the method for applying the water permeability imparting agent of the present invention to the obtained spunbonded nonwoven fabric can be a gravure method, a flexographic method, a roll coating method such as a gate roll method, a spray coating method, or the like, but is not particularly limited as long as the amount applied to the nonwoven fabric can be adjusted on each side.
  • the drying method may be a method using hot air or infrared rays, or a method of drying by contact with a heat source, or the like.
  • the absorbent article of the present invention includes the nonwoven fabric of the present invention.
  • the absorbent article of the present invention include disposable diapers, sanitary napkins (hygienic napkins, etc.), etc.
  • the nonwoven fabric of the present invention is preferably used as a top sheet of hygienic materials such as disposable diapers and sanitary napkins. It can also be used for second seats, absorbents, absorbent pads, etc.
  • Examples 1 to 46 and Comparative Examples 1 to 6 The components shown in Tables 1 to 7 and water were mixed to prepare the water permeability imparting agents of Examples 1 to 46 and Comparative Examples 1 to 6, each having a nonvolatile content of 50% by weight based on the total weight of the water permeability imparting agent. Each of the obtained water permeability imparting agents was diluted with warm water at about 60°C to a concentration of 0.9% by weight of nonvolatile content to obtain a diluted solution.
  • the fiber body was a polypropylene (core)-polyethylene (sheath) composite fiber to which no fiber treatment agent such as a water-permeability-imparting agent had been attached, with a single fiber fineness of 2.2 Dtex and a fiber length of 38 mm.
  • the fiber to which the diluted solution of each water-permeability-imparting agent had been applied was 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 obtain a water-permeable fiber.
  • the obtained water-permeable fibers were each subjected to a fiber-opening process and a carding process using a carding tester to produce webs with a basis weight of 25 g/ m2 .
  • the physical properties (antistatic properties) of each water-permeable fiber in the carding process were evaluated using the evaluation method described below.
  • the obtained webs were heat-treated at 135°C in an air-through hot air circulation dryer to fix the webs, yielding nonwoven fabrics.
  • the water permeability of the obtained nonwoven fabrics was evaluated using the evaluation method described below. The results are shown in Tables 1 to 7.
  • the time (number of seconds) after the fifth repeated test is judged according to the following criteria. ⁇ is the best evaluation, and ⁇ or above is suitable for practical use. ⁇ Judgment criteria ⁇ ⁇ (Good): Less than 3 seconds ⁇ (Acceptable): Between 3 and 10 seconds ⁇ (Unacceptable): 10 seconds or more
  • the liquid return prevention property was evaluated based on the amount of liquid return according to the following criteria. ⁇ is the best rating, and ⁇ or higher is suitable for practical use. ⁇ (Good): Less than 0.5g ⁇ (Acceptable): 0.5g to 1.5g ⁇ (Not allowed)...More than 1.5g
  • the water permeability imparting agents of Examples 1 to 46 are water permeability imparting agents containing an anionic surfactant (P) containing a P element, and at least one selected from an anionic surfactant (S) containing an S element (excluding the surfactant (P)) and a nonionic surfactant (N), the acid value of the nonvolatile content of the water-permeability imparting agent is 0.5 to 150 KOH mg/g;
  • the activator (P) essentially contains a compound (A) represented by the following general formula (1) and a compound (B) represented by the following general formula (2), and optionally contains a compound (C) represented by the following general formula (3), thereby solving the problem of the present application.
  • Fibers and nonwoven fabrics treated with the water permeability agent of the present invention are used in absorbent articles such as sanitary products, including disposable diapers and napkins. They can also be used in food, medical, and industrial applications where absorbent sheets are required.

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  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Vascular Medicine (AREA)
  • Biomedical Technology (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Nonwoven Fabrics (AREA)
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