Water permeability-imparting agent and use thereof

A water permeability imparting agent with nonionic and anionic surfactants addresses the instability and handling issues in absorbent articles, providing long-term stability and improved comfort.

WO2025197704A1PCT designated stage Publication Date: 2025-09-25MATSUMOTO YUSHI SEIYAKU CO LTD
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Patent Information

Application Number
PCT/JP2025/009244
Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Priority Date
2024-03-19
Filing Date
2025-03-12
Publication Date
2025-09-25

AI Technical Summary

Technical Problem

Existing absorbent articles such as disposable diapers and sanitary napkins face issues with unstable water permeability over time and poor handling properties due to current treatment agents, leading to frequent replacements and discomfort.

Method used

A water permeability imparting agent containing a nonionic surfactant and at least one selected from an anionic surfactant with an S element and an anionic surfactant with a P element, with specific iodine and acid values, is applied to fibers and nonwoven fabrics to enhance stability and handleability.

Benefits of technology

The solution provides excellent stability of water permeability over time and improved handling properties, ensuring reduced frequency of replacements and enhanced user comfort.

✦ Generated by Eureka AI based on patent content.

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Abstract

Provided is a water permeability-imparting agent which imparts excellent stability of water permeability over time to fibers and has excellent handleability. Provided is a water permeability-imparting agent includes a nonionic surfactant (N) and at least one selected from an anionic surfactant (S) having elemental S and an anionic surfactant (P) elemental P, a nonvolatile component of the water permeability-imparting agent having an iodine value of 0.5-100 g I2 / 100 g and an acid value of 0.5-100 mgKOH / g. The water permeability-imparting agent includes an active agent (P), and the active agent (P) preferably includes necessarily a compound (A) represented by general formula (1) and a compound (B) represented by general formula (2), and includes optionally a compound (C) represented by general formula (3).
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Description

Water permeability agents and their uses

[0001] The present invention relates to a water permeability agent and its use.

[0002] Generally, absorbent articles such as disposable diapers and sanitary napkins are constructed with an absorbent body made of cotton-like pulp, highly absorbent polymers, or the like, sandwiched between a liquid-permeable top sheet and a liquid-impermeable back sheet. Urine and body fluids are absorbed into the absorbent body through the top sheet. To avoid discomfort during this process, an extremely short time until urine and body fluids are completely absorbed (instantaneous water permeability) is required. Furthermore, if the treatment agent on the top sheet leaks out after absorbing one or two loads of urine or body fluids, causing a sudden decrease in water permeability, the absorbent article will need to be replaced more frequently. Therefore, water-permeable materials such as top sheets are also required to have repeated water permeability (durable water permeability). Therefore, research has been conducted to find materials that satisfy the above-mentioned performance requirements. For example, Patent Document 1 proposes a treatment agent containing a polyvalent active hydrogen compound, which is an alkylene oxide adduct of a polyvalent active hydrogen compound.

[0003] Japanese Patent Application Publication No. 2023-130314

[0004] However, these treatment agents lack the stability of water permeability over time required for nonwoven fabrics currently used as sanitary materials, and the handling properties of the treatment agents are poor. The present invention was made in view of these circumstances, and its object is to provide a water permeability imparting agent that imparts excellent stability of water permeability over time to fibers and is easy to handle. It is also an object of the present invention to provide fibers and nonwoven fabrics to which this water permeability imparting agent is attached.

[0005] As a result of intensive research by the present inventors to solve the above-mentioned problems, it has been found that the above-mentioned problems can be solved by a water permeability imparting agent containing a nonionic surfactant and at least one selected from an anionic surfactant having an S element and an anionic surfactant having a P element, the water permeability imparting agent having specific iodine value and acid value. That is, the water permeability imparting agent of the present invention is a water permeability imparting agent containing a nonionic surfactant (N) and at least one selected from an anionic surfactant having an S element (S) and an anionic surfactant having a P element (P), the iodine value of the nonvolatile content of the water permeability imparting agent being 0.5 to 100 gI 2 / 100g, and the acid value is 0.5 to 100 mgKOH / g.

[0006] It is preferable that the water permeability imparting agent contains the activator (P), and 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):

[0007]

[0008] (In the formula, R 1 is a hydrocarbon group having 6 to 22 carbon atoms. 1 may be a straight chain or a branched chain. AO is an oxyalkylene group having 2 to 4 carbon atoms, and m is an integer of 0 to 15. M 1 is a hydrogen atom, an alkali metal, or an organic amine salt. 2 is a hydrogen atom, an alkali metal, or an organic amine salt.

[0009]

[0010] (In the formula, R 2 and R 3 is a hydrocarbon group having 6 to 22 carbon atoms. 2 and R 3 may be a straight chain or a branched chain. AO is an oxyalkylene group having 2 to 4 carbon atoms, and m is an integer of 0 to 15. M 1 is a hydrogen atom, an alkali metal, or an organic amine salt. m If there are two, they may be the same or different.)

[0011]

[0012] (In the formula, R 4 is a hydrocarbon group having 6 to 22 carbon atoms. 4 may be a straight chain or a branched chain. AO is an oxyalkylene group having 2 to 4 carbon atoms, and m is an integer of 0 to 15. M 1 is a hydrogen atom, an alkali metal, or an organic amine salt. 2 is a hydrogen atom, an alkali metal, or an organic amine salt. 2 Or (OA) m R 5 It is. 5 is a hydrocarbon group having 6 to 22 carbon atoms. 5 may be a straight chain or a branched chain. Y is 1 or 2. 2 Or (AO) m If there are two or more, they may be the same or different.)

[0013] The surfactant (S) preferably comprises at least one selected from dialkyl sulfosuccinic acid, dialkyl sulfosuccinate salts, polyhydric alcohol fatty acid sulfates, and polyhydric alcohol fatty acid sulfate salts. The total phosphorus content in the nonvolatile content is preferably 0 to 15% by weight and / or the total sulfur content is preferably 0 to 10% by weight. The water-permeability imparting agent is preferably for menstrual nonwoven fabrics. The water-permeability imparting agent preferably comprises the surfactant (P), wherein the surfactant (P) essentially comprises a surfactant (P-1) having an alkyl group having 12 to 18 carbon atoms and / or an alkenyl group having 12 to 18 carbon atoms, and a surfactant (P-2) having an alkyl group having 10 or less carbon atoms and / or an alkenyl group having 10 or less carbon atoms.

[0014] The fiber of the present invention is a fiber obtained by adding the water-permeability-imparting agent to raw fiber. The nonwoven fabric of the present invention is a fiber obtained by adding the water-permeability-imparting agent. The water-absorbent article of the present invention includes the nonwoven fabric.

[0015] The water-permeability imparting agent of the present invention has excellent handleability and can impart excellent stability of water permeability over time to fibers. The fiber of the present invention and the nonwoven fabric of the present invention have excellent stability of water permeability over time.

[0016] [Nonionic Surfactant (N)] The water permeability imparting agent of the present invention essentially contains a nonionic surfactant (N). The iodine value of the nonionic surfactant (N) is 0 to 120 gI from the viewpoint of simultaneously achieving excellent handling properties of the imparting agent and excellent stability of water permeability over time. 2 / 100g is preferred, 5 to 85gI 2 / 100g is more preferable, 30 to 70g 2 / 100g is more preferred.

[0017] The acid value of the nonionic surfactant (N) is preferably from 0 to 120 mgKOH / g, more preferably from 0.5 to 80 mgKOH / g, still more preferably from 1 to 60 mgKOH / g, and particularly preferably from 3 to 30 mgKOH / g, from the viewpoint of simultaneously achieving excellent handleability and long-term stability of water permeability of the imparting agent.

[0018] The nonionic surfactant (N) is not particularly limited, but from the viewpoint of simultaneously achieving excellent handling properties and long-term stability of water permeability of the imparting agent, it is preferably 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), polyhydric alcohol fatty acid esters (N5), polyoxyalkylene group-containing hydroxy fatty acid polyhydric alcohol esters (N6) (hereinafter sometimes referred to as polyhydroxy esters), esters in which at least one hydroxyl group of a polyhydroxy ester is blocked with a fatty acid (N7), nonionic surfactants in which at least one hydroxyl group of a condensate of a polyhydroxy ester and an unsaturated dicarboxylic acid is blocked with a fatty acid (N8), and polyester-based nonionic surfactants (N9).

[0019] (Polyoxyalkylene polyhydric alcohol ether) (N1) 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. Examples of polyhydric alcohols include ethylene glycol, glycerin, trimethylolpropane, pentaerythritol, diglycerin, sorbitan, sorbitol, ditrimethylolpropane, dipentaerythritol, and sucrose. Among these, glycerin, trimethylolpropane, and sucrose are preferred.

[0020] 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.

[0021] Examples of polyoxyalkylene polyhydric alcohol ethers include, but are not limited to, polyethylene glycol, glycerin ethylene oxide adducts, trimethylolpropane ethylene oxide adducts, pentaerythritol ethylene oxide adducts, diglycerin ethylene oxide adducts, sorbitan ethylene oxide adducts, sorbitan ethylene oxide propylene oxide adducts, sorbitol ethylene oxide adducts, sorbitol ethylene oxide propylene oxide adducts, ditrimethylolpropane ethylene oxide adducts, dipentaerythritol ethylene oxide adducts, and sucrose ethylene oxide adducts.

[0022] (Polyoxyalkylene polyhydric alcohol fatty acid ester) (N2) Polyoxyalkylene polyhydric alcohol fatty acid ester is a compound having a structure in which a compound in which an alkylene oxide such as ethylene oxide, propylene oxide, or butylene oxide is added to a polyhydric alcohol is ester-bonded to a fatty acid. Examples of polyhydric alcohols include glycerin, trimethylolpropane, pentaerythritol, erythritol, diglycerin, sorbitan, sorbitol, ditrimethylolpropane, dipentaerythritol, and sucrose. Among these, glycerin, diglycerin, sorbitan, and sorbitol are preferred.

[0023] Examples of fatty acids include lauric acid, myristic acid, myristoleic acid, palmitic acid, palmitoleic acid, isocetyl 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.

[0024] 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.

[0025] Examples of polyoxyalkylene polyhydric alcohol fatty acid esters include glycerin ethylene oxide adduct monolaurate, glycerin ethylene oxide adduct dilaurate, glycerin ethylene oxide adduct trilaurate, trimethylolpropane ethylene oxide adduct trilaurate, sorbitan ethylene oxide adduct monooleate, 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, but are not limited thereto.

[0026] (Polyoxyalkylene aliphatic alcohol ether) (N3) A 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. 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 proportion of ethylene oxide relative 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.

[0027] (Fatty acid ester of polyalkylene glycol) (N4) 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.

[0028] Examples of 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.

[0029] (Polyhydric alcohol fatty acid ester) (N5) Polyhydric alcohol fatty acid ester is a compound having a structure in which a polyhydric alcohol and a fatty acid are ester-bonded. Examples of polyhydric alcohols include ethylene glycol, trimethylolpropane, pentaerythritol, erythritol, diethylene glycol, diglycerin, triglycerin, tetraglycerin, pentaglycerin, hexaglycerin, heptaglycerin, octaglycerin, sorbitan, sorbitol, ditrimethylolpropane, and sucrose. Among these, ethylene glycol, glycerin, diglycerin, sorbitan, and sorbitol are preferred.

[0030] Examples of 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, isoiicosanoic acid, gadoleic acid, eicosenoic acid, behenic acid, isodocosanoic acid, erucic acid, and lignoceric acid.

[0031] 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.

[0032] Examples of fatty acid esters include, but are not limited to, glycerin monolaurate, glycerin dilaurate, triglycerin monolaurate, hexaglycerin monolaurate, glycerin monopalmitate, glycerin dipalmitate, triglycerin monopalmitate, hexaglycerin monopalmitate, glycerin monopalmitate, glycerin distearate, triglycerin monostearate, hexaglycerin monostearate, glycerin monooleate, glycerin dioleate, sorbitan monooleate, sorbitan dioleate, sorbitan trioleate, sucrose monolaurate, and sucrose dilaurate.

[0033] (Polyoxyalkylene group-containing hydroxy fatty acid polyhydric alcohol ester) (sometimes referred to as polyhydroxy ester) (N6) Structurally, a polyhydroxy ester is an ester of a polyoxyalkylene group-containing hydroxy fatty acid and a polyhydric alcohol, and it is preferred that two or more hydroxy groups among the hydroxy groups of the polyhydric alcohol are esterified. Therefore, the polyoxyalkylene group-containing hydroxy fatty acid polyhydric alcohol ester is an ester having multiple hydroxy groups.

[0034] The polyoxyalkylene group-containing hydroxy fatty acid has a structure in which a polyoxyalkylene group is bonded to the hydrocarbon group of a fatty acid via an oxygen atom, and the end of the polyoxyalkylene group that is not bonded to the hydrocarbon group of the fatty acid is a hydroxyl group. Examples of polyhydroxy esters include alkylene oxide adducts of esters of hydroxy fatty acids having 6 to 22 carbon atoms (preferably 12 to 22 carbon atoms) with polyhydric alcohols.

[0035] Examples of hydroxy fatty acids having 6 to 22 carbon atoms include hydroxycaprylic acid, hydroxycapric acid, hydroxyundecanoic acid, hydroxylauric acid, hydroxystearic acid, and ricinoleic acid, with hydroxystearic acid and ricinoleic acid being preferred. Examples of polyhydric alcohols include ethylene glycol, glycerin, sorbitol, sorbitan, trimethylolpropane, and pentaerythritol, with glycerin being preferred. Examples of alkylene oxides include alkylene oxides having 2 to 4 carbon atoms, such as ethylene oxide, propylene oxide, and butylene oxide.

[0036] The number of moles of alkylene oxide added per mole equivalent of hydroxyl groups of the hydroxy fatty acid polyhydric alcohol ester is preferably 80 or less, more preferably 5 to 30. If the number of moles added exceeds 80, the amount of liquid wetback in the absorbent article may increase, which is undesirable. Furthermore, the proportion of ethylene oxide in the alkylene oxide is preferably 50 mol% or more, more preferably 80 mol% or more. If the proportion of ethylene oxide is less than 50 mol%, it is undesirable because sufficient durable water permeability may not be obtained in fibers or nonwoven fabrics.

[0037] Polyhydroxy esters can be produced, for example, by esterifying a polyhydric alcohol with a hydroxy fatty acid (hydroxy monocarboxylic acid) under ordinary conditions to obtain an esterified product, and then subjecting this esterified product to an addition reaction with an alkylene oxide. Polyhydroxy esters can also be suitably produced by using naturally occurring fats and oils such as castor oil, or hydrogenated castor oil obtained by adding hydrogen to this, and then subjecting the fat and oil to an addition reaction with an alkylene oxide. When producing polyhydroxy esters, the molar equivalent of carboxyl groups in the hydroxy fatty acid per molar equivalent of hydroxyl groups in the polyhydric alcohol is preferably in the range of 0.5 to 1.

[0038] (Ester in which at least one hydroxyl group of a polyhydroxy ester is blocked with a fatty acid) (N7) This is an ester in which at least one hydroxyl group of a polyhydroxy ester is blocked with a fatty acid, and at least one hydroxyl group is blocked with a fatty acid. The fatty acid blocking at least one hydroxyl group of the polyhydroxy ester preferably has 10 to 50 carbon atoms, more preferably 12 to 36 carbon atoms. The carbon number of the hydrocarbon group in the fatty acid may vary, and the hydrocarbon group may be linear or branched, saturated or unsaturated, or may have a polycyclic structure. Examples of such fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, icosanoic acid, behenic acid, lignoceric acid, nervonic acid, cerotic acid, montanic acid, melissic acid, and lanolin fatty acid, with stearic acid and behenic acid being preferred. When producing an ester of a condensate and a fatty acid, the molar equivalent of carboxyl groups of the fatty acid per molar equivalent of hydroxyl groups of the condensate is preferably in the range of 0.2 to 1, more preferably 0.4 to 1. The reaction conditions for esterification are not particularly limited.

[0039] (Nonionic surfactant in which at least one hydroxyl group of a condensate of a polyhydroxy ester and an unsaturated dicarboxylic acid is blocked with a fatty acid) (N8) The nonionic surfactant in which at least one hydroxyl group of a condensate of a polyhydroxy ester and an unsaturated dicarboxylic acid is blocked with a fatty acid, and is obtained by blocking at least one hydroxyl group of a condensate of a polyoxyalkylene group-containing hydroxy fatty acid polyhydric alcohol ester and a dicarboxylic acid with a fatty acid.

[0040] In the condensation product of a polyhydroxy ester and a dicarboxylic acid, the carbon number of the dicarboxylic acid is preferably 2 to 10, more preferably 2 to 8. Examples of such dicarboxylic acids include oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, maleic acid, and phthalic acid. The dicarboxylic acid may contain 20% or less (preferably 10% or less) of a carboxylic acid other than the dicarboxylic acid, such as lauric acid, oleic acid, stearic acid, behenic acid, or benzoic acid. When producing a condensation product of a polyhydroxy ester and a dicarboxylic acid, the molar equivalent of carboxyl groups of the dicarboxylic acid per molar equivalent of hydroxyl groups of the polyhydroxy ester is preferably in the range of 0.2 to 1, more preferably 0.4 to 0.8. The esterification method and reaction conditions are not particularly limited, and known methods and conventional conditions can be used.

[0041] The condensation product of a polyhydroxy ester and a dicarboxylic acid is a condensation product of the above-mentioned polyoxyalkylene group-containing hydroxy fatty acid polyhydric alcohol ester and a dicarboxylic acid (hereinafter sometimes referred to as the condensation product), in which at least one hydroxyl group is blocked with a fatty acid. The fatty acid blocking at least one hydroxyl group of the condensation product preferably has 10 to 50 carbon atoms, more preferably 12 to 36 carbon atoms. The carbon number of the hydrocarbon group in the fatty acid may vary, and the hydrocarbon group may be linear or branched, saturated or unsaturated, or may have a polycyclic structure. Examples of such fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, icosanoic acid, behenic acid, lignoceric acid, nervonic acid, cerotic acid, montanic acid, melissic acid, and lanolin fatty acid, with stearic acid and behenic acid being preferred. When producing an ester of a condensate and a fatty acid, the molar equivalent of carboxyl groups of the fatty acid per molar equivalent of hydroxyl groups of the condensate is preferably in the range of 0.2 to 1, more preferably 0.4 to 1. The reaction conditions for esterification are not particularly limited.

[0042] (Polyester-based nonionic surfactant) (N9) The polyester-based nonionic surfactant (N9) is a compound having a structure in which the following polycarboxylic acid and the following polyol are ester-bonded.

[0043] The polycarboxylic acid is a divalent or higher carboxylic acid having 10 to 66 carbon atoms (excluding aromatic carboxylic acids), and examples thereof include sebacic acid, oleic acid dimer, erucic acid dimer, oleic acid trimer, and erucic acid trimer.

[0044] Of the polycarboxylic acids, dimer acids of unsaturated fatty acids having 18 to 22 carbon atoms are preferred, and dimer acids of unsaturated fatty acids having 18 carbon atoms are more preferred.

[0045] The polyol is a dihydric or higher alcohol having a (poly)oxyalkylene group having 2 to 3 carbon atoms in the molecule. The polyol is not particularly limited as long as it is a dihydric or higher alcohol and has a (poly)oxyalkylene group in the molecule, but examples include polyalkylene glycols composed of oxyethylene units and / or oxypropylene units, polyoxyalkylene sorbitan, polyoxyalkylene sorbitan fatty acid esters, polyoxyalkylene glycerin, polyoxyalkylene polyglycerin, polyoxyalkylene polyglycerin esters, polyoxyalkylene-modified silicones, etc. Among these, polyalkylene glycols composed of oxyethylene units and / or oxypropylene units are preferred. Examples of polyalkylene glycols composed of oxyethylene units and / or oxypropylene units include polyoxyethylene glycol, polypropylene glycol, and polyoxyethylene polyoxypropylene glycol.

[0046] The polyoxyethylene polyoxypropylene glycol may be a block or random compound. Of these, polyoxyethylene glycol is preferred. The number average molecular weight of the polyalkylene glycol is preferably 100 to 10,000, more preferably 200 to 2,000, and even more preferably 400 to 1,000. The number average molecular weight referred to in the present invention refers to a value measured by gel permeation chromatography (GPC) under the following measurement conditions and converted into polystyrene. (GPC measurement conditions) Apparatus: Name of apparatus "HPLC LC-6A SYSTEM" (manufactured by Shimazu Corporation) Column: "KF-800P (10 mm x 4.6 mm φ)", "KF-804 (300 mm x 8 mm φ)", "KF-802.5 (300 mm x 8 mm φ)", "KF-801 (300 mm x 8 mm φ)" (all manufactured by Shodex Corporation) Mobile phase: Tetrahydrofuran (THF) Flow rate: 1.0 ml / min Sample volume: 100 μl (100-fold dilution) Column temperature: 50°C Standard substance for preparing calibration curve: Polystyrene (PSt)

[0047] The polyester-based nonionic surfactant preferably has a weight average molecular weight of 1,000 to 100,000, more preferably 2,000 to 50,000, even more preferably 3,000 to 30,000, and particularly preferably 5,000 to 10,000.

[0048] The method and reaction conditions for producing the polyester-based nonionic surfactant are not particularly limited, and known methods and ordinary conditions can be used. For example, a polyester-based nonionic surfactant can be obtained by mixing a polycarboxylic acid and a polyol and reacting them under heating. The polycarboxylic acid and the polyol may be one or more of the above-mentioned components used in combination. Furthermore, a polyester-based nonionic surfactant may be produced by reacting components other than the polycarboxylic acid and the polyol.

[0049] [Anionic surfactant (S)] The anionic surfactant (S) is an anionic surfactant containing an S element. When used in combination with the nonionic surfactant (N), the handling property and temporal stability of water permeability of the imparting agent are simultaneously excellent. The iodine value of the anionic surfactant (S) is 0 to 120 gI from the viewpoint of simultaneously excellent handling property and temporal stability of water permeability of the imparting agent. 2 / 100g is preferred, and 5 to 80g 2 / 100g is more preferable, 30 to 70g 2 The acid value of the anionic surfactant (S) is preferably 0 to 120 mgKOH / g, more preferably 3 to 80 mgKOH / g, and even more preferably 10 to 65 mgKOH / g, from the viewpoint of simultaneously achieving excellent handling properties and long-term stability of water permeability of the imparting agent.

[0050] The anionic surfactant (S) may be of sulfonic acid type or sulfate type. Examples of the sulfonic acid type include dialkyl sulfosuccinic acid and / or its salt (S-1), monoalkyl sulfosuccinic acid and / or its salt, alkyl benzene sulfonic acid and / or its salt, alkyl sulfonic acid and / or its salt, alkanoyl methyl tauride, etc. Examples of the sulfate type include polyhydric alcohol fatty acid sulfate ester salt (S-2), alkyl sulfate ester salt, polyoxyethylene alkyl sulfate ester salt, etc.

[0051] Examples of sulfonic acid types include sodium hexyl sulfonate, sodium 2-ethylhexyl sulfonate, sodium octyl sulfonate, tetrabutylphosphine hexane sulfonate, sodium dioctyl sulfosuccinate, sodium dihexyl sulfosuccinate, sodium di-2-ethylhexyl sulfosuccinate, sodium didecyl sulfosuccinate, sodium ditridecyl sulfosuccinate, disodium monooctyl sulfosuccinate, disodium monohexyl sulfosuccinate, disodium mono-2-ethylhexyl sulfosuccinate, disodium monodecyl sulfosuccinate, disodium monotridecyl sulfosuccinate, and sodium petroleum sulfonate. From the viewpoint of simultaneously achieving excellent handling properties and long-term stability of water permeability of the imparting agent, sodium di-2-ethylhexyl sulfosuccinate and sodium ditridecyl sulfosuccinate are preferred.

[0052] Examples of sulfated polyhydric alcohol fatty acid sulfate salts (S-2) include those having a structure obtained by sulfating and neutralizing polyhydric alcohol fatty acid ester (a). The sulfation method is not particularly limited, and known methods using fuming sulfuric acid, concentrated sulfuric acid, chlorosulfonic acid, sulfur trioxide gas, etc. can be used. The neutralization method is not particularly limited, and known methods can be used. Examples of basic substances used for neutralization include alkali metal carbonates such as sodium carbonate and potassium carbonate, alkali metal bicarbonates such as sodium bicarbonate and potassium bicarbonate, alkali metal hydroxides such as sodium hydroxide, potassium hydroxide, and lithium hydroxide, alkaline earth metal oxides and hydroxides such as calcium oxide, calcium hydroxide, magnesium oxide, and magnesium hydroxide, ammonia, mono-, di-, and trialkanolamines having a hydroxyalkyl chain with 2 to 4 carbon atoms, and primary, secondary, and tertiary alkylamines having an alkyl chain with 1 to 4 carbon atoms. Two or more basic substances may be used in combination.

[0053] The polyhydric alcohol fatty acid ester (a) is an ester compound having a structure in which a polyhydric alcohol and a fatty acid are ester-bonded, and may be a synthetic product or a natural product.

[0054] The polyhydric alcohol used in the synthesis of the polyhydric alcohol fatty acid ester (a) is a polyhydric alcohol having two or more hydroxyl groups, and examples thereof include diols such as ethylene glycol, propylene glycol, 1,4-butanediol, 1,6-hexanediol, and diethylene glycol; polyalkylene glycols such as polyethylene glycol, polypropylene glycol, and polyethylene polypropylene glycol; glycerin, trimethylolpropane, pentaerythritol, erythritol, diglycerin, polyglycerin, sorbitan, sorbitol, ditrimethylolpropane, dipentaerythritol, and sucrose. From the viewpoints of simultaneously achieving excellent handleability and long-term stability of water permeability of the imparting agent, glycerin and sorbitan are more preferred, and glycerin is even more preferred.

[0055] The fatty acids used in the synthesis of the polyhydric alcohol fatty acid ester (a) include, as unsaturated fatty acids, for example, oleic acid, ricinoleic acid, and linolenic acid, and as saturated fatty acids, hydroxy fatty acids, or hydroxy unsaturated fatty acids, for example, acetic acid, propionic acid, butanoic acid, pentanoic acid, hexanoic acid, heptanoic acid, octanoic acid, nonanoic acid, decanoic acid, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, lignoceric acid, nervonic acid, cerotic acid, montanic acid, melissic acid, lanolin fatty acid, hydroxycaprylic acid, hydroxycapric acid, hydroxyundecanoic acid, hydroxylauric acid, and hydroxystearic acid. Of these, ricinoleic acid, linolenic acid, and hydroxystearic acid are preferred.

[0056] The polyhydric alcohol fatty acid ester (a) has a higher molecular weight, which results in better durable water permeability. Therefore, the total number of carbon atoms in the polyhydric alcohol fatty acid ester (a) is preferably 23 or more, more preferably 27 or more, even more preferably 31 or more, and particularly preferably 39 or more. The upper limit of the total number of carbon atoms in the polyhydric alcohol fatty acid ester (a) is preferably 100, more preferably 90, and even more preferably 80. If the total number of carbon atoms in the polyhydric alcohol fatty acid ester (a) exceeds 100, instantaneous water permeability may decrease.

[0057] Examples of natural products of the polyhydric alcohol fatty acid ester (a) include beef tallow, lard, horse tallow, mutton tallow, chicken tallow, whale oil, dolphin oil, sardine oil, cod oil, shark oil, castor oil, rapeseed oil, cottonseed oil, sesame oil, olive oil, soybean oil, coconut oil, palm oil, palm kernel oil, peanut oil, corn oil, sunflower oil, etc. Among these, beef tallow, castor oil, and rapeseed oil are preferred from the viewpoint of durable water permeability.

[0058] Examples of the polyhydric alcohol fatty acid ester (a) include not only the above-mentioned natural products but also hardened oils and semi-hardened oils having a structure obtained by hydrogenating the above-mentioned natural products, such as hardened coconut oil, hardened palm oil, semi-hardened palm oil, hardened palm kernel oil, hardened soybean oil, hardened rapeseed oil, hardened castor oil, hardened beef tallow, semi-hardened beef tallow, hardened lard, semi-hardened sardine oil, hardened cod oil, semi-hardened cod oil, hardened shark oil, and semi-hardened shark oil.

[0059] In the sulfate-type alkyl sulfate salt, the alkyl group preferably has a molecular weight of 1 to 30, more preferably 4 to 22, and even more preferably 6 to 18. The alkyl group may be linear or branched, saturated or unsaturated, aliphatic or aromatic, and may have a molecular weight distribution. The alkyl sulfate of the alkyl sulfate salt is not particularly limited, but examples include methyl sulfate, ethyl sulfate, butyl sulfate, hexyl sulfate, octyl sulfate, decyl sulfate, lauryl sulfate, cetyl sulfate, stearyl sulfate, and oleyl sulfate. From the viewpoint of simultaneously achieving excellent handleability of the imparting agent and long-term stability of water permeability, lauryl sulfate, cetyl sulfate, stearyl sulfate, and oleyl sulfate are preferred, with lauryl sulfate, cetyl sulfate, stearyl sulfate, and oleyl sulfate being more preferred. The alkyl sulfate salt of the present invention is not particularly limited, but examples include sodium salts, potassium salts, and ammonium salts.

[0060] The polyoxyalkylene alkyl sulfate salt preferably has an alkyl group of 1 to 30, more preferably 4 to 22, and even more preferably 6 to 18. The alkyl group may be linear or branched, saturated or unsaturated, aliphatic or aromatic, and may have a distribution of alkyl groups. The polyoxyalkylene in the polyoxyalkylene alkyl sulfate salt of the present invention is polyoxyethylene and / or polyoxypropylene. In the case of polyoxyethylene and polyoxypropylene, the polyoxyalkylene may be a compound obtained by random addition polymerization or a compound obtained by block addition polymerization. From the viewpoint of productivity, a compound obtained by random addition polymerization is preferred. From the viewpoint of simultaneously achieving excellent handleability of the imparting agent and excellent temporal stability of water permeability, the number of moles of addition of the polyoxyalkylene is 1 to 40, preferably 2 to 30, more preferably 3 to 25, and even more preferably 4 to 20. The salt of the polyoxyalkylene alkyl sulfate salt is not particularly limited, but examples include sodium salt, potassium salt, and ammonium salt.

[0061] [Anionic surfactant (P)] The anionic surfactant (P) is an anionic surfactant containing the element P. When used in combination with the nonionic surfactant (N), the anionic surfactant (P) provides excellent handling properties and long-term stability of water permeability of the imparting agent. The anionic surfactant (P) essentially contains a compound (A) represented by the general formula (1) above and a compound (B) represented by the general formula (2) above.

[0062] (Compound (A)) Compound (A) is a compound represented by the above general formula (1). Compound (A) has the function of simultaneously improving the handling property of the imparting agent and the temporal stability of water permeability by using it in combination with a surfactant (S) or a nonionic surfactant (N) described later. In general formula (1), from the viewpoint of simultaneously improving the handling property of the imparting agent and the temporal stability of water permeability, R 1 is preferably a hydrocarbon group having 6 to 22 carbon atoms, more preferably a hydrocarbon group having 6 to 18 carbon atoms, and even more preferably a hydrocarbon group having 12 to 18 carbon atoms. 1R 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. 1 may be saturated or unsaturated. 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.

[0063] M 1 is a hydrogen atom, an alkali metal, or an organic amine salt. 2 is a hydrogen atom, an alkali metal, or an organic amine salt.

[0064] (Compound (B)) Compound (B) is a compound represented by the above general formula (2). Compound (B) has the function of simultaneously improving the handling property of the imparting agent and the temporal stability of water permeability when used in combination with nonionic surfactant (N). In general formula (2), from the viewpoint of simultaneously improving the handling property of the imparting agent and the temporal stability of water permeability, R 2 and R 3 is preferably a hydrocarbon group having 6 to 22 carbon atoms, more preferably a hydrocarbon group having 6 to 18 carbon atoms, and even more preferably a hydrocarbon group having 12 to 18 carbon atoms. 2 and R 3 R 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. 2 and R 3 may be saturated or unsaturated. 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.

[0065] M 1 is a hydrogen atom, an alkali metal, an ammonium, a phosphonium, an organic amine salt, or a quaternary ammonium salt. m When there are two of them, they may be the same or different.

[0066] (Compound (C)) Compound (C) is a compound represented by the above general formula (3) and is a component optionally included in the present invention. The present invention is preferred in that it contains compound (C) from the viewpoint of simultaneously improving the handling property of the imparting agent and the temporal stability of water permeability. In general formula (3), R 4 is preferably a hydrocarbon group having 6 to 22 carbon atoms, more preferably a hydrocarbon group having 6 to 18 carbon atoms, and even more preferably a hydrocarbon group having 12 to 18 carbon atoms. 4 R 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. 4 may be saturated or unsaturated. m is an integer of 0 to 15, and from the viewpoint of exerting the effects of the present invention, it is preferably 0 to 10, and more preferably 0 to 8. AO is an oxyalkylene group having 2 to 4 carbon atoms, and m is an integer of 0 to 15. M 1 and M 2 are each independently a hydrogen atom, an alkali metal, an ammonium, a phosphonium, an organic amine salt, or a quaternary ammonium salt. 2 Or (OA) m R 5 It is. 5 is a hydrocarbon group having 3 to 5 carbon atoms. 5 may be a straight chain or a branched chain. 5 may be saturated or unsaturated. Y is 1 or 2. 2 Or (AO) m If there are two or more, they may be the same or different.)

[0067] [Compound (D)] Compound (D) is a compound represented by the following general formula (4). The water permeability imparting agent of the present invention preferably contains compound (D) from the viewpoint of simultaneously achieving excellent handleability of the agent and excellent stability of water permeability over time.

[0068] From the viewpoint of simultaneously achieving excellent handling properties and stability of water permeability over time, 6 , R 7 and R 8are each independently preferably a hydrocarbon group having 6 to 22 carbon atoms, the upper limit of the number of carbon atoms is preferably 18, more preferably 16, and even more preferably 14, and the lower limit of the number of carbon atoms is preferably 6, more preferably 8, and even more preferably 12. Also, for example, 6 to 16 are preferred, and 10 to 20 are preferred. 6 , R 7 and R 8 R 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. 6 , R 7 and R 8 R may be saturated or unsaturated. 6 , R 7 and R 8 may be the same or different.

[0069] 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 0 to 10, and more preferably 0 to 8. (AO) m When there are two or more, they may be the same or different.

[0070] Specific examples of compound (D) include, but are not limited to, tri-2-ethylhexyl phosphate, tri(2-ethylhexyl with 8 moles of polyoxyethylene added) phosphate, triisolauryl phosphate, tri(isolauryl with 9 moles of polyoxyethylene added) phosphate, triisostearyl phosphate, tri(isostearyl with 15 moles of polyoxyethylene added) phosphate, di-2-ethylhexyl monooctyl phosphate, di(2-ethylhexyl with 8 moles of polyoxyethylene added) monooctyl phosphate, etc. Among these, tri-2-ethylhexyl phosphate, triisolauryl phosphate, and triisostearyl phosphate are preferred from the viewpoint of exerting the effects of the present application. Furthermore, tri(2-ethylhexyl with 8 moles of polyoxyethylene added) phosphate, tri(isolauryl with 9 moles of polyoxyethylene added) phosphate, and tri(isostearyl with 15 moles of polyoxyethylene added) phosphate are preferred from the viewpoint of exerting the effects of the present application.

[0071] [Inorganic Phosphate (Salt) (IN)] The water permeability imparting agent of the present invention preferably contains inorganic phosphoric acid (salt) (IN) from the viewpoint of simultaneously achieving excellent handling properties of the agent and excellent stability of water permeability over time. The inorganic phosphoric acid (salt) (IN) is at least one selected from phosphoric acid, metal dihydrogen phosphate, dimetal hydrogen phosphate, and trimetal phosphate. Specific examples of monometal dihydrogen phosphate include monopotassium dihydrogen phosphate and monosodium dihydrogen phosphate. Examples of dimetal hydrogen phosphate include dipotassium hydrogen phosphate and disodium hydrogen phosphate. Examples of trimetal phosphate include tripotassium phosphate and trisodium phosphate.

[0072] [Water-permeability imparting agent] The iodine value of the non-volatile content of the water-permeability imparting agent of the present invention is 0.5 to 100 gI 2 / 100g. 0.5gI 2 If the amount is less than 100g, the handling property of the imparting agent and the stability of water permeability over time are insufficient. 2 If the iodine value exceeds 2 g / 100 g, the water permeability and stability over time of the water permeability will be insufficient. 2 / 100g is preferred, 5gI 2 / 100g is more preferred, 10gI 2 The upper limit of the iodine value of the nonvolatile content of the water permeability imparting agent of the present invention is 85 g / 100 g, from the viewpoint of simultaneously improving the handling property of the agent and the stability of water permeability over time. 2 / 100g is preferred, 50gI 2 / 100g is more preferred, 30gI 2 / 100g is more preferred.

[0073] The acid value of the nonvolatile content of the water permeability imparting agent of the present invention is 0.5 to 100 mgKOH / g. If it is less than 0.5 mgKOH / g, the handleability of the imparting agent and the temporal stability of water permeability are insufficient, and if it exceeds 100 mgKOH / g, the handleability, water permeability, and temporal stability of water permeability of the imparting agent 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 mgKOH / g, more preferably 3.0 mgKOH / g, and even more preferably 5.0 mgKOH / g, from the viewpoint of simultaneously improving the handleability and temporal stability of water permeability of the water permeability imparting agent. The upper limit of the acid value of the nonvolatile content of the water permeability imparting agent of the present invention is preferably 85 mgKOH / g, more preferably 55 mgKOH / g, and even more preferably 25 mgKOH / g, from the viewpoint of simultaneously improving the handleability and temporal stability of water permeability of the imparting agent.

[0074] The acid value of the nonvolatile content of the water permeability agent of the present invention may be adjusted as necessary after mixing the various components. In this case, the adjustment method is not particularly limited, and known methods can be used. Examples of basic substances used for adjustment include alkali metal carbonates such as sodium carbonate and potassium carbonate, alkali metal bicarbonates such as sodium bicarbonate and potassium bicarbonate, alkali metal hydroxides such as sodium hydroxide, potassium hydroxide, and lithium hydroxide, alkaline earth metal oxides and hydroxides such as calcium oxide, calcium hydroxide, magnesium oxide, and magnesium hydroxide, ammonia, mono-, di-, and trialkanolamines having 2 to 4 carbon atoms in the hydroxyalkyl chain, and primary, secondary, and tertiary alkylamines having 1 to 4 carbon atoms in the alkyl chain. Two or more basic substances may be used in combination. Examples of acidic substances used for adjustment include sulfuric acid, phosphoric acid, acetic acid, lactic acid, and citric acid. Two or more acidic substances may be used in combination.

[0075] The total phosphorus content in the nonvolatile content of the water permeability imparting agent of the present invention is preferably 0 to 15 wt % from the viewpoint of simultaneously improving the handleability of the imparting agent and the temporal stability of water permeability. The upper limit of the total phosphorus content in the nonvolatile content of the water permeability imparting agent of the present invention is preferably 10 wt %, more preferably 9 wt %, and even more preferably 8 wt % from the viewpoint of simultaneously improving the handleability of the imparting agent and the temporal stability of water permeability. The lower limit of the total phosphorus content in the nonvolatile content of the water permeability imparting agent of the present invention is preferably 0 wt %, more preferably 0.5 wt %, even more preferably 1.0 wt %, and particularly preferably 1.5 wt % from the viewpoint of simultaneously improving the handleability of the imparting agent and the temporal stability of water permeability.

[0076] The total sulfur element content in the nonvolatile content of the water permeability imparting agent of the present invention is 0 to 10 wt % from the viewpoint of simultaneously improving the handleability of the imparting agent and the temporal stability of water permeability. The upper limit of the total sulfur element content in the nonvolatile content of the water permeability imparting agent of the present invention is preferably 8 wt %, more preferably 6 wt %, and even more preferably 4 wt % from the viewpoint of simultaneously improving the handleability of the imparting agent and the temporal stability of water permeability. The lower limit of the total sulfur element content in the nonvolatile content of the water permeability imparting agent of the present invention is preferably 0 wt %, more preferably 0.3 wt %, even more preferably 0.6 wt %, and particularly preferably 1.0 wt % from the viewpoint of simultaneously improving the handleability of the imparting agent and the temporal stability of water permeability.

[0077] The sum of the total phosphorus content and the total sulfur content in the nonvolatile content of the water permeability imparting agent of the present invention is greater than 0% by weight and not more than 25% by weight, preferably 1.0 to 19.0% by weight, more preferably 1.5 to 13.0% by weight, and even more preferably 2.0 to 7.0% by weight, from the viewpoint of exerting the effects of the present invention.

[0078] (Measurement of Iodine Value) The iodine value is measured in accordance with the measurement method (Iodine Value (Wiess-Carbon Tetrachloride Method)) published in the "Standard Methods for the Analysis of Fats, Oils and Related Materials (2013 Edition)" established by the Japan Oil Chemists' Society. Note that a potentiometric titrator may also be used during titration.

[0079] (Measurement of Acid Value) The acid value is measured in accordance with the measurement method (acid value (applicable to oils and fats)) published in "Standard Test Methods for the Analysis of Fats, Oils and Related Materials (2013 edition)" established by the Japan Oil Chemists' Society. Note that a potentiometric titrator may be used during titration.

[0080] (Method for measuring phosphorus and sulfur element contents by ICP optical emission spectrometry) (1) Pretreatment: An appropriate amount of the imparting agent or the non-volatile portion of the imparting agent was weighed into a platinum crucible (the amount was adjusted so that it fell within the range of the calibration curve), and a 5 wt % potassium hydroxide ethanol solution was added and dissolved. The mixture was gradually heated on an electric heater, carbonized, and then incinerated at 750°C. After cooling to room temperature, 0.5 g of alkaline flux (a 1:1 mixture of sodium carbonate and potassium carbonate in a weight ratio of 1:1) was added, and the temperature was gradually increased until alkali fusion was carried out at 850°C for 10 minutes. After cooling to room temperature, the mixture was made up to a constant volume with ultrapure water and used as a measurement sample. (2) Calibration curve: A 10 ppm standard solution and a 100 ppm standard solution with known phosphorus and sulfur concentrations were respectively subjected to ICP (measurement equipment name: Shimadzu Corporation ICPS-8100, ICP optical emission spectrometer) to prepare a calibration curve. (3) Measurement The measurement sample prepared in (1) above was subjected to ICP (measuring device name: Shimadzu Corporation's ICPS-8100, ICP emission spectrometer), and the content of phosphorus and sulfur elements in the imparting agent or in the non-volatile content of the imparting agent was measured using the calibration curve prepared in (2) above. When the imparting agent was used as the measurement sample, the proportion of the non-volatile content of the imparting agent was measured, and the content of phosphorus and sulfur elements in the non-volatile content could be calculated using this weight ratio.

[0081] In the present invention, the non-volatile content of the water permeability imparting agent refers to the bone-dry component when the agent is heat-treated to remove the solvent, etc., and reaches a constant weight. Methods for obtaining the non-volatile content include a method of directly heat-treating the agent, and a method of extracting the non-volatile content from fibers or nonwoven fabrics that have been coated with the agent and dried by heat treatment.

[0082] When the water-permeability imparting agent is directly heat-treated to obtain non-volatile content, 2.0 to 3.0 g of the water-permeability imparting agent is spread evenly on an aluminum sheet and dried at 110°C under irradiation with an infrared lamp. When the fluctuation range of the volatile content over 150 seconds reaches 0.15%, the residue on the aluminum sheet is recovered.

[0083] When obtaining nonvolatile matter from fibers or nonwoven fabrics, fibers to which an imparting agent has been attached are washed with a cleaning solution such as hexane, methanol, or ethanol, and the solvent used for washing (the cleaning solvent containing the imparting agent nonvolatile matter) is dried and recovered. If the extracted substance contains components derived from the fibers or nonwoven fabric, the content of these components is subtracted to determine the nonvolatile matter of the imparting agent. When analyzing the constituent components of the imparting agent, appropriate columns and solvents are selected for the imparting agent and its nonvolatile matter (including extracts from the fibers or nonwoven fabric) according to the components, and each component is fractionated by high-performance liquid chromatography. Further, each fraction is subjected to MS measurement, NMR measurement, elemental analysis, etc., to identify the structure of each fraction. Furthermore, when the imparting agent nonvolatile matter contains polymeric compounds, the identification of the constituent components can be made easier by using techniques such as gel permeation chromatography (GPC) in combination.

[0084] The proportion of the nonionic surfactant (N) in the nonvolatile content of the water permeability imparting agent of the present invention is preferably 1.0 to 95% by weight, from the viewpoint of simultaneously improving handling properties and the stability of water permeability over time. The upper limit of this proportion is more preferably 90% by weight, even more preferably 60% by weight, and particularly preferably 40% by weight. Meanwhile, the lower limit of this proportion is more preferably 3.0% by weight, even more preferably 5.0% by weight, and particularly preferably 10% by weight. Furthermore, for example, 3.0 to 90% by weight is more preferable, and 5.0 to 60% by weight is even more preferable.

[0085] When the water permeability imparting agent of the present invention contains an anionic surfactant (S) having an S element, the proportion of the anionic surfactant (S) in the water permeability imparting agent of the present invention is preferably 5 to 80% by weight, from the viewpoint of simultaneously achieving excellent handling properties and long-term stability of water permeability of the imparting agent. The upper limit of this proportion is more preferably 75% by weight, even more preferably 70% by weight, and particularly preferably 60% by weight. Meanwhile, the lower limit of this proportion is more preferably 8% by weight, even more preferably 13% by weight, and particularly preferably 15% by weight. Furthermore, for example, 8 to 75% by weight is more preferable, and 13 to 70% by weight is even more preferable.

[0086] When the water permeability imparting agent of the present invention contains an anionic surfactant (P) having a phosphorus element, the proportion of the anionic surfactant (P) in the water permeability imparting agent of the present invention is preferably 5 to 80% by weight, from the viewpoint of simultaneously achieving excellent handling properties of the imparting agent and excellent temporal stability of water permeability. The upper limit of this proportion is more preferably 70% by weight, even more preferably 60% by weight, and particularly preferably 50% by weight. Meanwhile, the lower limit of this proportion is more preferably 10% by weight, even more preferably 15% by weight, and particularly preferably 20% by weight. Furthermore, for example, 10 to 70% by weight is more preferable, and 15 to 60% by weight is even more preferable.

[0087] The ratio of P1 to the sum (P1+P2+P3) of the following peak areas P1 to P3 in the spectrum of the nonvolatile content of the water permeability imparting agent of the present invention measured by P nuclear NMR is preferably 40 to 100% from the viewpoint of simultaneously achieving excellent handling properties of the imparting agent and long-term stability of water permeability. 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 exhibiting 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 that order, from the low magnetic field side. A ratio of [P1 / (P1+P2+P3)] of 40 to 100% is preferred because it simultaneously achieves excellent handling properties of the imparting agent and long-term stability of water permeability. The upper limit of the ratio [P1 / (P1+P2+P3)] is preferably 90%, more preferably 80%, and even more preferably 75%, from the viewpoint of simultaneously achieving excellent handling properties of the imparting agent and excellent temporal stability of water permeability. On the other hand, the lower limit of [P1 / (P1+P2+P3)] is preferably 40%, more preferably 45%, and even more preferably 50%, from the viewpoint of simultaneously achieving excellent handling properties of the imparting agent and excellent temporal stability of water permeability. Furthermore, for example, 40 to 90% is preferred, 45 to 85% is more preferred, and 50 to 75% is even more preferred. The method for measuring the peak areas of P1 to P3 is the method described in the next paragraph.

[0088] [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) is 31 Approximately 30 mg of the nonvolatile content of the measurement sample was weighed into an NMR sample tube with a diameter of 5 mm, and approximately 0.5 ml of heavy water (D 2 O) or deuterated chloroform (CDCl 3 ) and dissolve. 31 Measurements were performed using P-NMR measurement devices (AVANCE400, 162 MHz, manufactured by BRUKER and JNM-ECZ400R, 162 MHz, manufactured by JEOL Ltd.). From the viewpoint of exerting the effects of the present application, the lower limit of [A / (A+B+C+D+IN)] is preferably 20%, 22%, 25%, and 30%, in that order (the latter is more preferred, the same applies hereinafter). The upper limit of [A / (A+B+C+D+IN)] is preferably 98%, 95%, 92%, 90%, and 80%, in that order, from the viewpoint of exerting the effects of the present application.

[0089] From the viewpoint of exerting the effects of the present invention, the lower limit of [B / (A+B+C+D+IN)] is preferably 1%, 3%, 5%, and 7%, in that order, and the upper limit of [B / (A+B+C+D+IN)] is preferably 65%, 50%, 40%, and 30%, in that order, in that order.

[0090] [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). From the viewpoint of exerting the effects of the present invention, the lower limit of [C / (A+B+C+D+IN)] is preferably 0%, 4%, 8%, and 10%, in that order. From the viewpoint of exerting the effects of the present invention, the upper limit of [C / (A+B+C+D+IN)] is preferably 40%, 30%, and 20%, in that order.

[0091] [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 values ​​(A+B+C+D+IN). From the viewpoint of achieving the effects of the present invention, the lower limit of [D / (A+B+C+D+IN)] is preferably 0%, 4%, 8%, and 10%, in that order. From the viewpoint of achieving the effects of the present invention, the upper limit of [D / (A+B+C+D+IN)] is preferably 10%, 5%, 4%, 2%, and 0%, in that order.

[0092] [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 values ​​(A+B+C+D+IN). From the viewpoint of exerting the effects of the present application, the lower limit of [IN / (A+B+C+D+IN)] is preferably 0%, 0.1%, 0.5%, and 1%, in that order. From the viewpoint of exerting the effects of the present application, the upper limit of [IN / (A+B+C+D+IN)] is preferably 10%, 5%, 4%, 2%, and 0%, in that order.

[0093] The weight ratio of the anionic surfactant to the total of the anionic surfactant and the nonionic surfactant in the water permeability imparting agent [anionic / (anionic + nonionic)] is preferably 5 to 99 wt % from the viewpoint of achieving the effects of the present application. The lower limit of the weight ratio of the anionic surfactant to the total of the anionic surfactant and the nonionic surfactant in the water permeability imparting agent [anionic / (anionic + nonionic)] is more preferably 10 wt %, even more preferably 40 wt %, and particularly preferably 60 wt %. The upper limit is more preferably 97 wt %, even more preferably 95 wt %, and particularly preferably 90 wt %. The pH of an aqueous solution of the water permeability imparting agent with a nonvolatile content of 1% is preferably 4.0 to 11.0, more preferably 5.0 to 10.0, and even more preferably 6.0 to 9.0 from the viewpoint of simultaneously achieving excellent handleability of the imparting agent and excellent stability of water permeability over time.

[0094] The water-permeability imparting agent of the present invention is preferably for menstrual blood permeability, since it exerts a greater effect.

[0095] The concentration of the nonvolatile content of the water permeability imparting agent is preferably 40 to 100% by weight, more preferably 45 to 95% by weight, and even more preferably 50 to 90% by weight, from the viewpoint of exerting the effects of the present invention.

[0096] From the viewpoint of achieving the effects of the present invention, the ratio of the silicone compound to the non-volatile content of the water permeability imparting agent of the present invention is preferably less than 25% by weight, 15% by weight or less, 5% by weight or less, 3% by weight or less, less than 1% by weight, and 0% by weight, in that order.

[0097] [Fibers] The fibers of the present invention are obtained by applying the water-permeability-imparting agent to a fiber body. The fibers of the present invention may be short fibers or long fibers, and short fibers are preferred in terms of water permeability. The adhesion rate of the non-volatile content of the water-permeability-imparting agent to the fiber body 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 properties and water permeability.

[0098] Examples of the fiber body include polyolefin fibers, polyester fibers, nylon fibers, vinyl chloride fibers, and composite fibers made of two or more thermoplastic resins. Examples of 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 α-olefin / polypropylene, linear high-density polyethylene / high-density polyethylene, and low-density polyethylene / high-density polyethylene. Examples of 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. Examples of 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. Among these fiber bodies, the water-permeability imparting agent of the present invention is suitable for hydrophobic synthetic fibers such as polyolefin fibers (polyolefin fibers or composite fibers containing polyolefin fibers) and polyester fibers (polyester fibers or composite fibers containing polyester fibers) because of their preferred soft feel, and the water-permeability imparting agent of the present invention is also suitable for polyolefin fibers. Furthermore, it is preferable that these fiber bodies are fibers for producing nonwoven fabrics in terms of water permeability.

[0099] The cross-sectional structure of the fiber can be exemplified by sheath-core, side-by-side, eccentric sheath-core, multilayer, radial, or sea-island structures. However, from the viewpoint of productivity in the fiber production process and ease of nonwoven fabric processing, the sheath-core structure including eccentricity or the side-by-side structure is preferred. The cross-sectional shape can be circular or irregular. In the case of irregular shapes, any shape can be used, such as flat, polygonal (e.g., triangular to octagonal), T-shaped, hollow, or multi-lobed.

[0100] The water-permeability-imparting agent of the present invention may be applied to the fiber body without dilution or the like, or may be applied to the fiber body after diluting with water or the like to a concentration such that the weight ratio of the nonvolatile content is 0.5 to 5 wt %. The process for applying the water-permeability-imparting agent to the fiber body may be any process, such as the fiber body spinning process, drawing process, or crimping process. The means for applying the water-permeability-imparting agent of the present invention to the fiber body are not particularly limited, 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 production process and its characteristics. Furthermore, drying methods such as drying with hot air or infrared rays, or drying by contact with a heat source may be used.

[0101] [Nonwoven Fabric] The nonwoven fabric of the present invention may be a nonwoven fabric obtained by adding a water-permeability-imparting agent to a raw nonwoven fabric without the addition of a water-permeability-imparting agent, 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. Web formation methods using short fibers include dry methods such as carding and air-laid methods, and wet methods such as papermaking. Web formation methods using long fibers include spunbonding, meltblowing, and flash spinning. Interfiber bonding methods include chemical bonding, thermal bonding, needle punching, spunlace, and stitch bonding. The method for producing the nonwoven fabric of the present invention preferably includes a step of passing the fibers of the present invention through a carding machine or the like to produce a fiber web and then heat-treating the resulting fiber web. In other words, the water-permeability-imparting agent of the present invention is particularly suitable for use when the nonwoven fabric production process includes a step of heat-treating the 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. As an example of heat-treating a fiber web to bond it, in the case of a sheath-core composite fiber in which a high-melting-point resin is used for the core and a low-melting-point resin is used for the sheath, heat treatment near the melting point of the low-melting-point resin can easily achieve thermal bonding at the fiber intersections. Examples of methods for producing nonwoven fabrics include a method in which staple fibers to which a water-permeability agent has been added are passed through a carding machine or the like to form a web, which is then heat-treated as described above to bond and integrate the web, and a method in which the water-permeable fibers (staple fibers) of the present invention are mixed with pulp or the like when laminating the web in an airlaid process, and then heat-treated as described above to bond the web. Other examples of methods for producing nonwoven fabrics 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 resulting 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 product heat-treated with a heated roll or heated air, or the like.

[0102] In one example of the spunbonding method, a composite fiber resin is spun, followed by cooling the spun composite long fiber filaments with a cooling fluid and applying tension to the filaments with drawing air to achieve 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 water-permeability-imparting agent of the present invention can be applied to the resulting spunbonded nonwoven fabric by roll coating methods such as gravure, flexography, and gate roll methods, or spray coating, but is not particularly limited as long as the amount applied to the nonwoven fabric can be adjusted on each side. Drying methods include drying with hot air or infrared rays, drying by contact with a heat source, and the like.

[0103] [Absorbent Article] The absorbent article of the present invention comprises the nonwoven fabric of the present invention. Examples of the absorbent article of the present invention include disposable diapers and sanitary napkins (e.g., sanitary napkins). In the absorbent article of the present invention, the nonwoven fabric of the present invention is preferably used as a top sheet of sanitary materials such as disposable diapers and sanitary napkins. It can also be used as a second sheet, absorbent body, absorbent pad, etc.

[0104] The present invention will be described in detail below with reference to examples and comparative examples, but the present invention is not limited to these examples. In the following examples, "percent (%)" and "parts" refer to "weight %" and "parts by weight" unless otherwise specified. In the examples and comparative examples, the properties of the water permeability agents were evaluated according to the following methods.

[0105] (Examples 1 to 38 and Comparative Examples 1 to 7) The components shown in Tables 4 to 9 are as shown in Tables 1 and 2 and as follows. The acid values ​​of N-1 to 5, 7, 8, 15, and 17 to 20 in Table 2 are derived from fatty acids that remain unreacted during the esterification reaction. The ester compounds also contain small amounts of different partially esterified compounds and completely esterified compounds as by-products. Substances with the same substance name but different iodine values ​​in Table 2 are derived from the purity of the unsaturated fatty acids. Furthermore, p-1 to p-12 shown in Tables 4 to 9 are contained in the integral ratios shown in Table 3.

[0106]

[0107]

[0108] A-1: General formula (1) compound, R 1 = n-hexyl group, m = 0, M 1 : H or K, M 2 : H or K A-2: Compound of general formula (1), R 1 = n-octyl group, m = 0, M 1 : H or K, M 2 : H or K A-3: Compound of general formula (1), R 1 = lauryl group, m = 0, M 1 : H or K, M 2 A-4: Compound of general formula (1), R 1 = lauryl group, m = 0, M 1 : H or K, M 2 : H or K A-5: Compound of general formula (1), R 1 = lauryl group, m = 0, M 1 : H or K, M 2 : H or K A-6: Compound of general formula (1), R 1 = stearyl, cetyl group, m = 0, M 1 : H or K, M 2 : H or K A-7: Compound of general formula (1), R 1 = stearyl group, m = 0, M 1 : H or K, M 2 : H or K A-8: Compound of general formula (1), R 1 = stearyl group, m = 0, M 1 : H or K, M 2: H or K A-9: Compound of general formula (1), R 1 = oleyl group, m = 0, M 1 : H or K, M 2 : H or K B-1: Compound of general formula (2), R 2 = n-hexyl group, R 3 = n-hexyl group, m = 0, M 1 : H or K B-2: Compound of general formula (2), R 2 = n-octyl group, R 3 = n-octyl group, m = 0, M 1 : H or K B-3: Compound of general formula (2), R 2 = lauryl group, R 3 = lauryl group, m = 0, M 1 : H or K B-4: Compound of general formula (2), R 2 = lauryl group, R 3 = lauryl group, m = 0, M 1 : H or K B-5: Compound of general formula (2), R 2 = lauryl group, R 3 = lauryl group, m = 0, M 1 : H or K B-6: Compound of general formula (2), R 2 = stearyl, cetyl group, R 3 = stearyl, cetyl group, m = 0, M 1 : H or K B-7: Compound of general formula (2), R 2 = stearyl group, R 3 = stearyl group, m = 0, M 1 : H or K B-8: Compound of general formula (2), R 2 = stearyl group, R 3 = stearyl group, m = 0, M 1 : H or K B-9: Compound of general formula (2), R 2 = oleyl group, R 3 = oleyl group, m = 0, M 1 : H or K C-1: Compound of general formula (3), R 4 = n-hexyl group, m = 0, M 1 : H or K, M 2 : H or K, Y=1, Q=M 2 C-2: General formula (3) compound, R 4 = n-octyl group, m = 0, M1 : H or K, M 2 : H or K, Y=1, Q=M 2 C-3: General formula (3) compound, R 4 = lauryl group, m = 0, M 1 : H or K, M 2 : H or K, Y=1, Q=M 2 C-4: General formula (3) compound, R 4 = lauryl group, m = 0, M 1 : H or K, M 2 : H or K, Y=1, Q=M 2 C-5: General formula (3) compound, R 4 = lauryl group, m = 0, M 1 : H or K, M 2 : H or K, Y=1, Q=M 2 C-6: General formula (3) compound, R 4 = stearyl, cetyl group, m = 0, M 1 : H or K, M 2 : H or K, Y=1, Q=M 2 C-7: General formula (3) compound, R 4 = stearyl group, m = 0, M 1 : H or K, M 2 : H or K, Y=1, Q=M 2 C-8: General formula (3) compound, R 4 = stearyl group, m = 0, M 1 : H or K, M 2 : H or K, Y=1, Q=M 2 C-9: General formula (3) compound, R 4 = oleyl group, m = 0, M 1 : H or K, M 2 : H or K, Y=1, Q=M 2 D-1 Tri-n-hexyl phosphate D-2 Tri-n-octyl phosphate D-3 Trilauryl phosphate D-4 Trilauryl phosphate D-5 Trilauryl phosphate D-6 Tristearyl cetyl phosphate D-7 Tristearyl phosphate D-8 Tristearyl phosphate D-9 Trioleyl phosphate

[0109] The components shown in Tables 4 to 9 were mixed with water to prepare aqueous solutions of water-permeability-imparting agents for Examples 1 to 38 and Comparative Examples 1 to 7, each containing 50% by weight of nonvolatile matter. Each of the resulting water-permeability-imparting agents was diluted with warm water at approximately 60°C to a concentration of 0.9% by weight of nonvolatile matter. Next, 150 g of each diluted solution of water-permeability-imparting agent was applied to 300 g of fiber body using the dip-oiling method, resulting in a nonvolatile matter content of 0.45% by weight of the water-permeability-imparting agent attached to the water-permeable fiber. The fiber body was a polypropylene (core)-polyethylene (sheath) composite fiber with a single fiber fineness of 2.2 Dtex and a fiber length of 38 mm, free of any fiber treatment agent such as a water-permeability-imparting agent. The fibers to which the diluted solution of water-permeability-imparting agent had been applied were placed in a hot air dryer at 80°C for 2 hours and then left to dry at room temperature for at least 8 hours to obtain water-permeable fibers.

[0110] The obtained water-permeable fibers were subjected to a fiber-opening process and a carding process using a carding tester, and the fiber weight was 25 g / m 2 The resulting web was heat-treated at 135°C in an air-through type hot air circulation dryer to fix the web, thereby obtaining a nonwoven fabric. The water permeability of the resulting nonwoven fabric was evaluated using the evaluation method described below. The results are shown in Tables 4 to 9.

[0111] [Handling] Handling performance was evaluated based on whether the properties of the compounded product were 1) no separation of the product, and 2) maintaining fluidity, and was evaluated against a 50% concentration aqueous solution of water permeability additive. A rating of ○ or higher was deemed to be acceptable. [Evaluation criteria] ◎ (Very good): Achieving both 1) and 2) ○+ (Good): Either 1) or 2) is slightly inferior, but the product is still at an acceptable level ○ (Fair): Both 1) and 2) are slightly inferior, but the product is still at an acceptable level △ (Poor): Either 1) or 2) is significantly inferior × (Unacceptable): Both 1) and 2) are significantly inferior

[0112] [Water permeability of nonwoven fabric] (Instantaneous water permeability of nonwoven fabric) A nonwoven fabric is placed on top of filter paper (Toyo Roshi, No. 5), and one drop (approximately 0.05 ml) of artificial urine is dropped from a burette placed at a height of 10 mm from the surface of the nonwoven fabric, and the time until the drop disappears from the surface of the nonwoven fabric is measured. This measurement is carried out at 20 points on the surface of the nonwoven fabric, and the number of drops that disappear in less than 5 seconds is displayed. The number is evaluated according to the following criteria. ◎ is the best evaluation, and 〇 or above is suitable for practical use. [Evaluation criteria] ◎ (Good)... 18 to 20 drops 〇 (Fair)... 11 to 17 drops △ (Fail)... 1 to 10 drops

[0113] (Durable Water Permeability of Nonwoven Fabric) According to the EDANA Repeated Liquid Strike-Through Time method, 0.9% saline was allowed to permeate a nonwoven fabric (10 cm x 10 cm) and the water permeability time was measured. After permeation, the nonwoven fabric was sandwiched between two sheets of filter paper (Toyo Roshi, No. 5), and a plate (10 cm x 10 cm) and a weight (500 g) were placed on top of it. The nonwoven fabric was left to dehydrate for 3 minutes, and then air-dried for another 5 minutes. The same procedure was repeated for the nonwoven fabric used in the test. In this repeated test, the shorter the water permeability time, the better. Evaluation was performed according to the following criteria. ◎ is the best rating, and 〇 or higher is suitable for practical use. [Evaluation criteria] ◎ (Good): Less than 3 seconds continues up to the fourth water permeation. 〇 (Acceptable): Less than 3 seconds continues from the second to third water permeation. △ (Unacceptable): Less than 3 seconds only on the first water permeation.

[0114] (Evaluation of stability of water permeability over time) A nonwoven fabric (10 cm x 10 cm) is stored in an environmental test chamber at 60°C and 80% RH for 14 days. After 14 days, the nonwoven fabric is removed from the environmental test chamber, and the instantaneous water permeability and durable water permeability of the nonwoven fabric as described above are evaluated. The smaller the difference between the instantaneous water permeability and durable water permeability before and after placing in the environmental test chamber, the smaller the decrease in water permeability over time. The smaller this decrease over time, the better. The instantaneous water permeability and durable water permeability after the passage of time are evaluated according to the following criteria. ⊚ is the best evaluation, and ◯ or above is suitable for practical use. (Instantaneous water permeability after time has passed) [Judgment criteria] ◎ (Good): 14 to 20 ○ (Acceptable): 9 to 13 △ (Poor): 1 to 8 × (Unacceptable): 0 (Durable water permeability after time has passed) [Judgment criteria] ◎ (Good): Less than 3 seconds continues until the third water permeation ○ (Acceptable): Less than 3 seconds continues until the second water permeation △ (Poor): Less than 3 seconds only on the first water permeation × (Unacceptable): The first water permeation takes more than 3 seconds

[0115] (Blood permeability) As an example of an absorbent article, a sanitary napkin (Sofy Hadaomoi, manufactured by Unicharm Corporation) was used as an evaluation sanitary napkin, with the topsheet removed and a nonwoven fabric sample laminated in its place and fixed around its periphery. An acrylic plate with a 1 cm diameter hole was placed on top of the napkin, and 5.0 g of defibered horse blood (adjusted to 10 mPa / s) equivalent to menstrual blood was poured through the hole. 60 seconds after pouring a total of 5.0 g of defibered horse blood, the acrylic plate was removed. The L value at the point where the defibered horse blood was poured was measured using a Konica Minolta CR-400 color difference meter. The higher the L value (brightness), the closer the color was to white, indicating that the topsheet (nonwoven fabric sample) was less likely to show redness. This indicates blood permeability between fibers. A rating of ⊚ is the best, and a rating of 0 or higher is suitable for practical use. [Evaluation criteria] ◎ (Good): L value is 60 or more. ○ (Acceptable): L value is 50 or more but less than 60. △ (Unacceptable): L value is less than 50.

[0116]

[0117]

[0118]

[0119]

[0120]

[0121]

[0122]

[0123] As can be seen from Tables 4 to 8, the water permeability imparting agents of Examples 1 to 38 contain a nonionic surfactant (N) and at least one selected from an anionic surfactant (S) containing an S element and an anionic surfactant (P) containing a P element. The iodine value of the nonvolatile content of the water permeability imparting agent falls within a specific range, and the acid value also falls within a specific range, thereby solving the problem of the present application. Furthermore, it was confirmed that the effects of the present application were also exhibited in diapers and sanitary products in which the nonwoven fabrics produced in the examples were applied to the topsheet. On the other hand, as can be seen from Table 9, when the acid value was not within the specific range (Comparative Examples 1, 2, 6, and 7) or the iodine value was not within the specific range (Comparative Examples 3, 4, and 5), the problem of water permeability or agent stability over time, which is the problem of the present application, was not solved.

[0124] The fibers and nonwoven fabrics treated with the water-permeability imparting agent of the present invention are used in absorbent articles such as sanitary products, such as disposable diapers and napkins. They can also be used in food applications, medical applications, and industrial applications where absorbent sheets are required.

Claims

1. A water-permeability imparting agent containing a nonionic surfactant (N) and at least one selected from an anionic surfactant (S) containing an S element and an anionic surfactant (P) containing a P element, wherein the iodine value of the nonvolatile content of the water-permeability imparting agent is 0.5 to 100 gI. 2 / 100g, a water-permeability imparting agent having an acid value of 0.5 to 100 mgKOH / g.

2. The water-permeability-imparting agent according to claim 1, wherein the water-permeability-imparting agent contains the activator (P), and 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): (In the formula, R 1 is a hydrocarbon group having 6 to 22 carbon atoms. 1 may be a straight chain or a branched chain. AO is an oxyalkylene group having 2 to 4 carbon atoms, and m is an integer of 0 to 15. M 1 is a hydrogen atom, an alkali metal, or an organic amine salt. 2 is a hydrogen atom, an alkali metal, or an organic amine salt. (In the formula, R 2 and R 3 is a hydrocarbon group having 6 to 22 carbon atoms. 2 and R 3 may be a straight chain or a branched chain. AO is an oxyalkylene group having 2 to 4 carbon atoms, and m is an integer of 0 to 15. M 1 is a hydrogen atom, an alkali metal, or an organic amine salt. m If there are two, they may be the same or different.) (In the formula, R 4 is a hydrocarbon group having 6 to 22 carbon atoms. 4 may be a straight chain or a branched chain. AO is an oxyalkylene group having 2 to 4 carbon atoms, and m is an integer of 0 to 15. M 1 is a hydrogen atom, an alkali metal, or an organic amine salt. 2 is a hydrogen atom, an alkali metal, or an organic amine salt. 2 Or (OA) m R 5 It is. 5 is a hydrocarbon group having 6 to 22 carbon atoms. 5 may be a straight chain or a branched chain. Y is 1 or 2. 2 Or (AO) m If there are two or more, they may be the same or different.) 3. The water permeability imparting agent according to claim 1 or 2, which contains the surfactant (S), and the surfactant (S) contains at least one selected from dialkyl sulfosuccinic acid, dialkyl sulfosuccinate salts, polyhydric alcohol fatty acid sulfate esters, and polyhydric alcohol fatty acid sulfate ester salts.

4. The water permeability imparting agent according to any one of claims 1 to 3, wherein the total amount of phosphorus element in the nonvolatile matter is 0 to 15% by weight and / or the total amount of sulfur element is 0 to 10% by weight.

5. The water-permeability imparting agent according to any one of claims 1 to 4, which is for use in menstrual nonwoven fabrics.

6. The water permeability imparting agent according to any one of claims 1 to 5, wherein the water permeability imparting agent comprises the surfactant (P), and the surfactant (P) essentially comprises a surfactant (P-1) having an alkyl group having 12 to 18 carbon atoms and / or an alkenyl group having 12 to 18 carbon atoms, and a surfactant (P-2) having an alkyl group having 10 or less carbon atoms and / or an alkenyl group having 10 or less carbon atoms.

7. Fibers obtained by adding the water permeability imparting agent according to any one of claims 1 to 6 to raw fibers.

8. A nonwoven fabric to which the water permeability imparting agent according to any one of claims 1 to 6 has been imparted.

9. A water-absorbent article comprising the nonwoven fabric of claim 8.

Citation Information

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