Water-repellent composition, method for producing water-repellent fiber product, and water-repellent fiber product

A composition of amino-modified silicone, silicone resin, and alkylpolysiloxane with specific ratios addresses the limitations of fluorine-based and silicone-based repellents, providing durable water repellency and abrasion resistance in textile products.

WO2025225685A1PCT designated stage Publication Date: 2025-10-30NICCA CHEM COMPANY +1
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Patent Information

Application Number
PCT/JP2025/015848
Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Priority Date
2024-04-26
Filing Date
2025-04-24
Publication Date
2025-10-30

AI Technical Summary

Technical Problem

Existing fluorine-based water repellents used in textile products face challenges in water pressure resistance, abrasion resistance, and durability, particularly in outdoor applications, and silicone-based alternatives have room for improvement in these areas.

Method used

A water repellent composition comprising specific ratios of amino-modified silicone, silicone resin, and alkylpolysiloxane, with defined mass ratios and functional group equivalents, is used to treat textile fibers, enhancing water repellency, durability, and texture.

Benefits of technology

The composition achieves textile products with high water repellency, durable water pressure resistance, abrasion resistance, and soft texture, while maintaining resistance to chemical carryover during treatment.

✦ Generated by Eureka AI based on patent content.

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Abstract

The present invention provides: a water-repellent composition from which it is possible to obtain a water-repellent fiber product which exhibits excellent water repellency, durable water repellency, water pressure resistance, durable water pressure resistance, abrasion resistance, durable abrasion resistance, and texture; a method for producing a water-repellent fiber product using the same; and a water-repellent fiber product using the same. Provided is a water-repellent composition containing an amino-modified silicone, a silicone resin, and an alkyl polysiloxane, wherein: the blending amount of the silicone resin is 1,000-5,000 parts by mass relative to 100 parts by mass of the blending amount of the amino-modified silicone; and the blending amount of the silicone resin is 60-130 parts by mass relative to 100 parts by mass of the total blending amount of both the amino-modified silicone and the alkyl polysiloxane.
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Description

Water repellent composition, method for producing water repellent textile product, and water repellent textile product

[0001] The present invention relates to a water repellent composition, a method for producing a water repellent textile product, and a water repellent textile product.

[0002] Fluorine-based water repellents having fluorine groups have been known, and textile products, etc., have been treated with such fluorine-based water repellents to impart water repellency to their surfaces. Such fluorine-based water repellents are generally produced by polymerizing or copolymerizing a monomer having a fluoroalkyl group. Although textile products treated with fluorine-based water repellents exhibit excellent water repellency, the monomer having a fluoroalkyl group is difficult to decompose, which poses environmental problems.

[0003] Therefore, in recent years, research has been conducted into silicone-based water repellents that do not contain fluorine (i.e., are non-fluorine-based), as proposed in Patent Documents 1 and 2 listed below.

[0004] JP 2017-226946 A International Publication No. 2019 / 131456

[0005] In recent years, water-repellent textile products have been increasingly used for outdoor applications, and higher water pressure resistance and abrasion resistance than conventional water-repellent textile products are being required for these textile products. However, the water repellents described in Patent Documents 1 and 2 above have room for improvement, particularly in water pressure resistance, abrasion resistance, and their durability.

[0006] The present invention has been made in view of the above circumstances, and an object of the present invention is to provide a water repellent composition with which water repellent textile products excellent in water repellency, durable water repellency, water pressure resistance, durable water pressure resistance, abrasion resistance, durable abrasion resistance and texture can be obtained, a method for producing a water repellent textile product using the same, and a water repellent textile product using the same.

[0007] As a result of intensive research into solving the above problems, the present inventors have discovered that by combining a specific silicone compound, a silicone resin, and an alkylpolysiloxane, and adjusting the mass ratio between the amount of silicone resin and the amount of the specific silicone compound, and the mass ratio between the amount of silicone resin and the total amount of the specific silicone compound and the alkylpolysiloxane, it is possible to obtain a textile product that has high water repellency and durable water repellency, water pressure resistance and durable water pressure resistance, and abrasion resistance and durable abrasion resistance, as well as a soft texture, and have completed the present invention based on this finding.

[0008] One aspect of the present invention provides a water repellent composition containing an amino-modified silicone, a silicone resin, and an alkylpolysiloxane, wherein the amount of the silicone resin is 1,000 to 5,000 parts by mass per 100 parts by mass of the amino-modified silicone, and the amount of the silicone resin is 60 to 130 parts by mass per 100 parts by mass of the total amount of the amino-modified silicone and the alkylpolysiloxane.

[0009] According to the water repellent composition of one aspect of the present invention, it is possible to obtain a water-repellent textile product that is excellent in water repellency, durable water repellency, water pressure resistance, durable water pressure resistance, abrasion resistance, durable abrasion resistance, and texture.

[0010] From the viewpoints of water repellency, durable water repellency, texture, and seam slippage, the functional group equivalent of the amino-modified silicone may be 100 to 20,000 g / mol. Here, the functional group equivalent of the amino-modified silicone means the molecular weight of the amino-modified silicone per 1 mol of nitrogen atoms.

[0011] The present invention also provides a method for producing a water-repellent textile product, which includes a step of treating a fiber with a treatment liquid containing the water-repellent composition according to one aspect of the present invention described above, and a water-repellent textile product having a fiber and the water-repellent composition according to one aspect of the present invention adhered to the fiber.

[0012] According to a method for producing a water-repellent textile product according to one aspect of the present invention, it is possible to stably produce water-repellent textile products that are excellent in water repellency, durable water repellency, water pressure resistance, durable water pressure resistance, abrasion resistance, durable abrasion resistance, and texture.

[0013] According to one aspect of the present invention, a water repellent composition can be provided that can provide a water-repellent textile product having excellent water repellency, durable water repellency, water pressure resistance, durable water pressure resistance, abrasion resistance, durable abrasion resistance, and texture. Furthermore, the water repellent composition according to one aspect of the present invention also has excellent resistance to chemicals used in a previous step of the water repellent treatment of textiles using the water repellent composition. Therefore, even if a chemical used in the previous step is carried over into the water repellent treatment bath, the water repellency is unlikely to decrease (i.e., the resistance to the carryover of chemicals is good).

[0014] A preferred embodiment of the present invention (hereinafter also referred to as the present embodiment) will be described in detail below, although the present invention is not limited to the following embodiment.

[0015] [Water repellent composition] The water repellent composition of the present embodiment contains a water repellent component including an amino-modified silicone (hereinafter, also referred to as component (I)), a silicone resin (hereinafter, also referred to as component (II)), and an alkylpolysiloxane (hereinafter, also referred to as component (III)).

[0016] <Amino-Modified Silicone> Examples of amino-modified silicones include compounds having an organic group containing an amino group and / or an imino group on the side chain and / or terminal of an organopolysiloxane. Examples of such organic groups include an organic group represented by -R-NH2 and an organic group represented by -R-NH-R'-NH2. Examples of R and R' include divalent groups such as ethylene and propylene. Some or all of the amino groups and / or imino groups may be blocked amino groups and / or imino groups. Blocked amino groups and / or imino groups can be obtained, for example, by treating the amino groups and / or imino groups with a blocking agent. Examples of blocking agents include fatty acids having 2 to 22 carbon atoms, acid anhydrides of fatty acids having 2 to 22 carbon atoms, acid halides of fatty acids having 2 to 22 carbon atoms, and aliphatic monoisocyanates having 1 to 22 carbon atoms.

[0017] The functional group equivalent of the amino-modified silicone is preferably 100 to 20,000 g / mol, more preferably 150 to 12,000 g / mol, and even more preferably 200 to 4,000 g / mol, from the viewpoints of water repellency, durable water repellency, texture, and seam slippage.

[0018] The amino-modified silicone is preferably liquid at 25° C. The kinematic viscosity of the amino-modified silicone at 25° C. is preferably 10 to 100,000 mm 2 / s, and 10 to 30,000 mm 2 / s, and more preferably 10 to 5,000 mm 2 It is more preferable that the kinematic viscosity at 25°C is 10 mm / s. 2 / s or more, the desired effect of the water repellent composition can be easily obtained, and 2 When the viscosity is 1 / s or less, workability and seam slippage tend to be easily ensured. The kinematic viscosity at 25°C refers to a value measured by the method described in JIS K 2283:2000 (Ubbelohde viscometer). Note that for particularly low viscosities, the kinematic viscosity at 25°C is sometimes expressed in units of cs (centipoise), and the two are essentially the same.

[0019] Commercially available amino-modified silicones can be used, such as KF8005, KF-868, KF-864, and KF-393 (all of which are product names manufactured by Shin-Etsu Chemical Co., Ltd.), XF42-B1989 (manufactured by Momentive Performance Materials Japan, LLC), and SF-8417 and BY16-853U (all of which are product names manufactured by Dow-Toray Industries, Inc.).

[0020] The amino-modified silicone may be used alone or in combination of two or more kinds.

[0021] The amino-modified silicone may be one in which the amino groups and / or imino groups are partially or completely neutralized, or may be unneutralized. Neutralization can be performed with organic acids such as lactic acid, acetic acid, propionic acid, maleic acid, oxalic acid, formic acid, methanesulfonic acid, and toluenesulfonic acid, or inorganic acids such as hydrogen chloride, sulfuric acid, and nitric acid.

[0022] <Silicone Resin> The water repellent composition of this embodiment contains a silicone resin. The silicone resin is preferably an organopolysiloxane that contains MQ, MDQ, MT, MTQ, MDT, or MDTQ as a constituent, is solid at 25°C, and has a three-dimensional structure. The silicone resin preferably has a hardness of 20 or more, more preferably 60 or more, as measured with a Type A durometer in accordance with JIS K 6249:2003 13. Hardness Test. Here, M, D, T, and Q are each (R")3SiO 0.5 Units, (R")SiO units, R"SiO 1.5 R" represents a monovalent aliphatic hydrocarbon group having 1 to 10 carbon atoms or a monovalent aromatic hydrocarbon group having 6 to 15 carbon atoms.

[0023] Silicone resins are commonly known as MQ resins, MT resins, or MDT resins, and may also have moieties designated as MDQ, MTQ, or MDTQ.

[0024] The silicone resin can be obtained alone or as a solution in a suitable solvent. The solvent can be alkylpolysiloxane and / or a solvent other than alkylpolysiloxane. Examples of solvents other than alkylpolysiloxane include n-hexane, isopropyl alcohol, methylene chloride, 1,1,1-trichloroethane, and mixtures of these solvents.

[0025] Examples of the solution in which a silicone resin is dissolved in an alkylpolysiloxane include KF7312J (a mixture of trimethylsilyl group-containing polysiloxane and decamethylcyclopentasiloxane = 50:50 (mass ratio)), KF7312F (a mixture of trimethylsilyl group-containing polysiloxane and octamethylcyclotetrasiloxane = 50:50 (mass ratio)), KF9021L (a mixture of trimethylsilyl group-containing polysiloxane and low-viscosity methylpolysiloxane (volatile methylpolysiloxane) = 50:50 (mass ratio)), and KF7312L (a mixture of trimethylsilyl group-containing polysiloxane and low-viscosity methylpolysiloxane (viscosity 2 mm), all of which are commercially available from Shin-Etsu Chemical Co., Ltd.2 As will be described later, volatile methylpolysiloxane is not used as the basis for calculating parts by mass, mass ratios, etc. as "alkylpolysiloxane" in this embodiment.

[0026] Examples of silicone resins that can be used alone include MQ-1600 solid resin (trimethylsilyl group-containing polysiloxane) and MQ-1640 flake resin (a mixture of trimethylsilyl group-containing polysiloxane and polypropylsilsesquioxane), both of which are commercially available from Dow Toray Co., Ltd. The above-mentioned commercially available products contain trimethylsilyl group-containing polysiloxane and include MQ, MDQ, MT, MTQ, MDT, or MDTQ.

[0027] From the viewpoints of water repellency, water pressure resistance, abrasion resistance, and texture, the amount of silicone resin in the water repellent composition of this embodiment is preferably 1,000 to 5,000 parts by mass, more preferably 1,200 to 4,000 parts by mass, and even more preferably 1,500 to 3,500 parts by mass per 100 parts by mass of the amino-modified silicone. If the resin amount is below the lower limit, the overall properties, particularly durable water repellency, repellency, water resistance, abrasion resistance, and resistance to carry-in, will be reduced. On the other hand, if the resin amount exceeds the upper limit, in addition to the reduction in the above-mentioned performance, the texture of the fibers treated with the composition may be significantly deteriorated. Furthermore, from the above viewpoints, the amount of silicone resin is preferably 60 to 130 parts by mass, more preferably 65 to 125 parts by mass, and even more preferably 90 to 120 parts by mass per 100 parts by mass of the total amount of the amino-modified silicone and the alkylpolysiloxane.

[0028] <Alkylpolysiloxane> The water repellent composition of the present embodiment contains an alkylpolysiloxane as a water repellent component. The alkylpolysiloxane has a kinematic viscosity of 2 mm at 25°C. 2 / s, it may be distinguished from alkyl polysiloxanes used as solvents (for example, solvents for silicone resins). That is, in one aspect, the alkyl polysiloxane of this embodiment has a kinematic viscosity at 25°C of 2 mm 2The alkylpolysiloxane that can be contained as a solvent in the water repellent composition has a kinematic viscosity of 2 mm / s at 25°C. 2 / s or less. The alkylpolysiloxane of this embodiment is nonvolatile, and can be distinguished from alkylpolysiloxanes that volatilize from the system (i.e., are volatile). Whether an alkylpolysiloxane is nonvolatile or volatile can be distinguished as follows.

[0029] Nonvolatile alkylpolysiloxanes are liquid or have plasticity at room temperature (25°C) (i.e., their plasticity can be measured according to the method specified in JIS K 6249, where the plasticity is the value (unit: mm) when a load of 1 kgf is applied to a 4.2 g spherical sample at 25°C for 3 minutes). More specifically, nonvolatile alkylpolysiloxanes are those that exhibit a mass loss of 1% or less after 1 g of the alkylpolysiloxane is spread in a glass petri dish with a diameter of 48 mm and left at 25°C and atmospheric pressure for 24 hours. Note that linear or cyclic alkylpolysiloxanes with a siloxane polymerization degree of 10 or more exhibit nonvolatility. On the other hand, linear or cyclic alkylpolysiloxanes with a siloxane polymerization degree of less than 10, particularly 7 or less, exhibit volatility at room temperature, and are therefore preferably used as part of a solvent rather than as the alkylpolysiloxane serving as the water-repellent component of this embodiment. In one embodiment, the volatile silicone having a siloxane polymerization degree of less than 10, particularly 7 or less, has a kinematic viscosity of 2 mm at 25°C. 2 Particularly, dimethylpolysiloxanes having a molecular weight of 1 / s or less and cyclodimethylpolysiloxanes having a molecular weight of 3 to 7 (D3, D4, D5, D6 and D7) are included. These are expressly excluded from the scope of alkylpolysiloxanes as the water-repellent component of this embodiment.

[0030] In one embodiment, the alkyl polysiloxane used as the water-repellent component is a compound in which the side chain and terminal of a chain organo polysiloxane are saturated hydrocarbon groups, or a compound in which the side chain of a cyclic organo polysiloxane is saturated hydrocarbon groups. Examples of such alkyl polysiloxanes include those represented by the following general formula (1):

[0031] [In formula (1), R 13, R 14 , R 15 , R 16 , R 17 , and R 18 each independently represent a monovalent saturated hydrocarbon group having 1 to 18 carbon atoms, and v represents a number that makes the compound represented by formula (1) nonvolatile.] and a compound represented by the following general formula (2):

[0032] [In formula (2), R 19 and R 20 each independently represent a monovalent saturated hydrocarbon group having 1 to 18 carbon atoms, and w represents a number that makes the compound represented by formula (2) nonvolatile.

[0033] In the compound represented by the general formula (1) used in this embodiment, R 13 , R 14 , R 15 , R 16 , R 17 , and R 18 are each independently a monovalent saturated hydrocarbon group having 1 to 18 carbon atoms. The number of carbon atoms in this saturated hydrocarbon group is preferably 1 to 10, from the viewpoints of facilitating the dissolution of silicone resin in the compound represented by general formula (1) and facilitating the acquisition of said compound. The saturated hydrocarbon group may be linear or branched. The saturated hydrocarbon group is preferably linear, and more preferably a linear alkyl group. The saturated hydrocarbon group is preferably a methyl group or an ethyl group, and more preferably a methyl group. v is a value that indicates that the compound represented by general formula (1) is nonvolatile and has a kinematic viscosity of 2 mm 2 / s, for example, can be appropriately selected so as to fall within the range of the kinematic viscosity described below. From the viewpoint of making the alkyl polysiloxane non-volatile, v is preferably 3 or more, or 5 or more. Note that this does not preclude the use of a compound in which v in formula (1) is not a number that makes the compound represented by formula (1) non-volatile, but a number that makes it volatile (hence a compound with a low degree of polymerization) as a solvent for a silicone resin, etc. However, such volatile alkyl polysiloxanes are not used in the definition of "alkyl polysiloxane" in this embodiment, i.e., the parts by mass, mass ratio, etc. of the alkyl polysiloxane as a water-repellent component. The use of a volatile polysiloxane may improve the stability of the system.

[0034] Examples of the compound represented by the general formula (1) include nonvolatile dimethylpolysiloxane and diethylpolysiloxane.

[0035] In the compound represented by the general formula (2) used in this embodiment, R 19 and R 20are each independently a monovalent saturated hydrocarbon group having 1 to 18 carbon atoms. The number of carbon atoms in this saturated hydrocarbon group is preferably 1 to 10. When the number of carbon atoms in the saturated hydrocarbon group is within the above range, silicone resins tend to dissolve easily in the compound represented by general formula (2), and the compound tends to be easily available. The saturated hydrocarbon group may be linear or branched. The saturated hydrocarbon group is preferably linear, and a linear alkyl group is more preferred. The saturated hydrocarbon group is preferably a methyl group or an ethyl group, and a methyl group is more preferred. w is a number that renders the compound represented by general formula (2) nonvolatile. w is preferably in the range of 10 to 1,000, or in the range of 20 to 1,000. However, this does not preclude the use of alkylpolysiloxanes where w is a number that renders the compound represented by general formula (2) volatile rather than nonvolatile (i.e., low degree of polymerization), such as low degree of polymerization and volatile alkylpolysiloxanes where w is in the range of 2 to 10, particularly 4 or 5, as solvents for silicone resins. Such cyclic and volatile alkylpolysiloxanes tend to be easy to obtain and dissolve silicone resins, and can be suitably used in this embodiment.

[0036] w is the number at which the compound represented by general formula (2) becomes volatile, and examples of compounds suitable as solvents for silicone resins include decamethylcyclopentasiloxane, octamethylcyclotetrasiloxane, etc. However, as mentioned above, these are not used to define the mass ratio, etc., of the "alkylpolysiloxane" in this embodiment.

[0037] The alkylpolysiloxanes may be used alone or in combination of two or more.

[0038] The alkylpolysiloxane of this embodiment is preferably liquid at 25° C. The kinematic viscosity of the alkylpolysiloxane at 25° C. is 2 mm 2 / s over 100,000mm 2 / s or less, and 2 / s or more 10,000mm 2 / s or less, and more preferably 10 mm2 / s or more 1,000mm 2 / s or less, and more preferably 10 mm 2 / s or more 500mm 2 / s or less, and more preferably 10 mm 2 / s or more 100mm 2 / s or less is particularly preferred. When the kinematic viscosity at 25°C is within the above range, the silicone resin tends to dissolve easily in the alkylpolysiloxane, and workability tends to be easily ensured. In the present disclosure, the kinematic viscosity at 25°C refers to the value measured by the method described in JIS K 2283:2000 (Ubbelohde viscometer). As mentioned above, when the kinematic viscosity is 2 mm 2 Although alkyl polysiloxanes of 1 / s or less are not used in defining mass ratios, etc., as alkyl polysiloxanes of this embodiment, they do not prevent their use as solvents, etc., for silicone resins in systems. As mentioned above, the use of a volatile cyclic or chain alkyl polysiloxane in combination can sometimes improve the handling and workability of silicone resins, etc., and the stability of the system.

[0039] The amount of alkylpolysiloxane in the water repellent composition of this embodiment is 500 to 15,000 parts by mass per 100 parts by mass of amino-modified silicone. From the viewpoints of water repellency, texture, and seam slippage, the amount of alkylpolysiloxane is preferably 900 to 6,000 parts by mass per 100 parts by mass of amino-modified silicone. As mentioned above, in addition to the amount (parts by mass) of alkylpolysiloxane, a volatile alkylpolysiloxane may be separately blended as a solvent or the like.

[0040] The mass ratio [(II):(III)] of the amount of silicone resin to the amount of alkylpolysiloxane in the water repellent composition of this embodiment is preferably 30:70 to 80:20, and more preferably 40:60 to 60:40, from the viewpoints of texture, water repellency, water pressure resistance, and abrasion resistance. As described above, in addition to the mass ratio of alkylpolysiloxane, a volatile alkylpolysiloxane may be separately blended as a solvent or the like.

[0041] <Other Components> In addition to the components described above, the water repellent composition of the present embodiment may further contain a solvent (an alkyl polysiloxane other than those mentioned in the above section <Alkyl polysiloxane>, and other solvents), a crosslinking agent (for example, a polyfunctional isocyanate compound or other compound), a surfactant, an antifoaming agent, an organic acid, an inorganic acid, an alcohol, an antibacterial agent, an antifungal agent, a pH adjuster, a colorant, silica, an antioxidant, a deodorizer, various catalysts, an emulsion stabilizer, a chelating agent, an antistatic agent, an organo-modified silicone other than an amino-modified silicone, and the like.

[0042] (Crosslinking Agent) The polyfunctional isocyanate compound that can be used as a crosslinking agent is not particularly limited as long as it is a compound having two or more isocyanate groups in the molecule, and known polyisocyanate compounds can be used. Examples of polyfunctional isocyanate compounds include diisocyanate compounds such as alkylene diisocyanate, aryl diisocyanate, and cycloalkyl diisocyanate, and modified polyisocyanate compounds such as dimers, trimers, or tetramers of these diisocyanate compounds. The alkylene diisocyanate preferably has 1 to 12 carbon atoms.

[0043] Examples of diisocyanate compounds include 2,4 or 2,6-tolylene diisocyanate, ethylene diisocyanate, propylene diisocyanate, 4,4-diphenylmethane diisocyanate, p-phenylene diisocyanate, tetramethylene diisocyanate, hexamethylene diisocyanate, decamethylene diisocyanate, dodecamethylene diisocyanate, 2,4,4-trimethylhexamethylene-1,6-diisocyanate, phenylene diisocyanate, tolylene or naphthylene diisocyanate, 4,4'-methylene-bis(phenyl isocyanate), 2,4'-methylene-bis(phenyl isocyanate), 3,4'-methylene-bis(phenyl isocyanate), 4,4'-ethylene-bis(phenyl isocyanate), ω,ω'-diisocyanato-1,3-dimethylbenzyl benzene, ω,ω'-diisocyanato-1,4-dimethylcyclohexane, ω,ω'-diisocyanato-1,4-dimethylbenzene, ω,ω'-diisocyanato-1,3-dimethylcyclohexane, 1-methyl-2,4-diisocyanatocyclohexane, 4,4'-methylene-bis(cyclohexyl isocyanate), 3-isocyanato-methyl-3,5,5-trimethylcyclohexyl isocyanate, acid-diisocyanate dimer, ω,ω'-diisocyanatodiethylbenzene, ω,ω'-diisocyanatodimethyltoluene, ω,ω'-diisocyanatodiethyltoluene, fumaric acid bis(2-isocyanatoethyl)ester, 1,4-bis(2-isocyanato-prop-2-yl)benzene, and 1,3-bis(2-isocyanato-prop-2-yl)benzene.

[0044] Examples of triisocyanate compounds include triphenylmethane triisocyanate, tris(isocyanatophenyl)-thiophosphate, etc. Examples of tetraisocyanate compounds include dimethyltriphenylmethane tetraisocyanate, etc.

[0045] The modified polyisocyanate compound derived from a diisocyanate compound is not particularly limited as long as it has two or more isocyanate groups, and examples thereof include polyisocyanates having a biuret structure, an isocyanurate structure, a urethane structure, a uretdione structure, an allophanate structure, a trimer structure, etc., and adducts of aliphatic isocyanates of trimethylolpropane. Polymeric MDI (MDI = diphenylmethane diisocyanate) can also be used as the polyisocyanate compound. The polyisocyanate compounds can be used alone or in combination of two or more.

[0046] The isocyanate group contained in the polyfunctional isocyanate compound may be an isocyanate group as it is, or may be a blocked isocyanate group blocked with a blocking agent. Examples of blocking agents include pyrazoles such as 3,5-dimethylpyrazole, 3-methylpyrazole, 3,5-dimethyl-4-nitropyrazole, 3,5-dimethyl-4-bromopyrazole, and pyrazole; phenols such as phenol, methylphenol, chlorophenol, iso-butylphenol, tert-butylphenol, iso-amylphenol, octylphenol, and nonylphenol; lactams such as ε-caprolactam, δ-valerolactam, and γ-butyrolactam; active methylene compounds such as malonic acid dimethyl ester, malonic acid diethyl ester, acetylacetone, methyl acetoacetate, and ethyl acetoacetate; oximes such as formaldoxime, acetaldoxime, acetone oxime, methyl ethyl ketone oxime, cyclohexanone oxime, acetophenone oxime, and benzophenone oxime; imidazole compounds such as imidazole and 2-methylimidazole; and sodium bisulfite. Among these, pyrazoles and oximes are preferred from the viewpoint of durable water repellency.

[0047] The polyfunctional isocyanate compound may be a water-dispersible isocyanate, which is a polyisocyanate that has been given water dispersibility by introducing a hydrophilic group into the polyisocyanate structure to impart a surfactant effect. Furthermore, a known catalyst such as an organotin or organozinc may be used in combination to promote the reaction between the amino group and the isocyanate group.

[0048] From the viewpoints of water repellency, durable water repellency, water pressure resistance, durable water pressure resistance, abrasion resistance, durable abrasion resistance, and texture, the amount of the polyfunctional isocyanate compound in the water repellent composition of the present embodiment is preferably 10 to 600 parts by mass, and more preferably 30 to 300 parts by mass, relative to 100 parts by mass of the total amount of the amino-modified silicone and the silicone resin.

[0049] Examples of crosslinking agents other than the polyfunctional isocyanate compounds include melamine resins and glyoxal resins.

[0050] As the melamine resin, a compound having a melamine skeleton can be used, and examples thereof include polymethylol melamines such as trimethylol melamine and hexamethylol melamine; alkoxymethyl melamines in which some or all of the methylol groups of polymethylol melamine are alkoxymethyl groups having an alkyl group containing 1 to 6 carbon atoms; and acyloxymethyl melamines in which some or all of the methylol groups of polymethylol melamine are acyloxymethyl groups having an acyl group containing 2 to 6 carbon atoms. These melamine resins may be either a monomer or a dimer or higher polymer, or a mixture thereof. Furthermore, melamine resins obtained by co-condensing a portion of melamine with urea or the like can also be used. Examples of such melamine resins include Beckamine APM, Beckamine M-3, Beckamine M-3(60), Beckamine MA-S, Beckamine J-101, and Beckamine J-101LF manufactured by DIC Corporation, Unika Resin 380K manufactured by Union Chemical Industry Co., Ltd., and Riken Resin MM series manufactured by Miki Riken Kogyo Co., Ltd.

[0051] Conventionally known glyoxal resins can be used. Examples of glyoxal resins include 1,3-dimethylglyoxal urea resins, dimethylol dihydroxyethylene urea resins, and dimethylol dihydroxypropylene urea resins. The functional groups of these resins may be substituted with other functional groups. Examples of such glyoxal resins include Beckamine N-80, Beckamine NS-11, Beckamine LF-K, Beckamine NS-19, Beckamine LF-55P Concentrate, Beckamine NS-210L, Beckamine NS-200, and Beckamine NF-3, all manufactured by DIC Corporation; Uniresin GS-20E, manufactured by Union Chemical Industry Co., Ltd.; and Rikenresin RG series and Rikenresin MS series, all manufactured by Miki Riken Kogyo Co., Ltd.

[0052] It is preferable to use a catalyst for melamine resins and glyoxal resins in order to promote the reaction. Such catalysts are not particularly limited as long as they are commonly used catalysts, and examples include borofluoride compounds such as ammonium borofluoride and zinc borofluoride; neutral metal salt catalysts such as magnesium chloride and magnesium sulfate; and inorganic acids such as phosphoric acid, hydrochloric acid, and boric acid. These catalysts can also be used in combination with organic acids such as citric acid, tartaric acid, malic acid, maleic acid, and lactic acid as promoters, if necessary. Examples of such catalysts include CATALYST ACX, CATALYST 376, CATALYST O, CATALYST M, CATALYST G (GT), CATALYST X-110, CATALYST GT-3, and CATALYST NFC-1, all manufactured by DIC Corporation; UNICA CATALYST 3-P and UNICA CATALYST MC-109, all manufactured by Union Chemical Industry Co., Ltd.; and RIKEN FIXER RC series, RIKEN FIXER MX series, and RIKEN FIXER RZ-5, all manufactured by Miki Riken Kogyo Co., Ltd.

[0053] (Surfactant) As the surfactant, for example, a polyalkylene oxide adduct can be used, and other surfactants may be further combined. The other surfactant may, for example, be one that expands the temperature range in which the emulsion state is stably maintained and that serves to adjust the amount of foaming generated when the emulsion is mixed with water to prepare a diluted solution. The other surfactant may be any one of a nonionic surfactant, anionic surfactant, cationic surfactant, and amphoteric surfactant. The other surfactant may be used alone or in combination of two or more.

[0054] (Antifoaming Agent) The antifoaming agent is not particularly limited, and examples thereof include oil-based antifoaming agents such as castor oil, sesame oil, linseed oil, and animal and vegetable oils; fatty acid-based antifoaming agents such as stearic acid, oleic acid, and palmitic acid; fatty acid ester-based antifoaming agents such as isoamyl stearate, distearyl succinate, ethylene glycol distearate, and butyl stearate; alcohol-based antifoaming agents such as polyoxyalkylene monohydric alcohol, di-t-amylphenoxyethanol, 3-heptanol, and 2-ethylhexanol; ether-based antifoaming agents such as 3-heptyl cellosolve, nonyl cellosolve, and 3-heptyl carbitol; phosphate ester-based antifoaming agents such as tributyl phosphate and tris(butoxyethyl)phosphate; amine-based antifoaming agents such as diamylamine; amide-based antifoaming agents such as polyalkylene amides and acylate polyamines; sulfate ester-based antifoaming agents such as sodium lauryl sulfate; and mineral oil. The antifoaming agents can be used alone or in combination of two or more.

[0055] (Organic Acid) The organic acid is not particularly limited, and examples thereof include lactic acid, acetic acid, propionic acid, maleic acid, oxalic acid, formic acid, methanesulfonic acid, toluenesulfonic acid, etc. The organic acids can be used alone or in combination of two or more.

[0056] (Inorganic Acid) The inorganic acid is not particularly limited, and examples thereof include hydrogen chloride, sulfuric acid, nitric acid, etc. The inorganic acids may be used alone or in combination of two or more.

[0057] (Alcohol) The alcohol is not particularly limited, and examples thereof include ethanol, isopropanol, glycerin, trimethylolpropane, diethylene glycol, triethylene glycol, dipropylene glycol, propylene glycol, etc. The alcohols can be used alone or in combination of two or more.

[0058] (Antistatic agent) It is preferable to use an antistatic agent that does not easily impair water repellency. Examples of antistatic agents include cationic surfactants such as higher alcohol sulfate salts, sulfated oils, sulfonates, quaternary ammonium salts, and imidazoline quaternary salts, nonionic surfactants such as polyethylene glycol and polyhydric alcohol esters, amphoteric surfactants such as imidazoline quaternary salts, alanine and betaine, and polymer compound types such as the above-mentioned antistatic polymers and polyalkylamines. Antistatic agents can be used alone or in combination of two or more.

[0059] The water repellent composition according to the present embodiment described above can be suitably used in applications such as textile product processing agents, paper product processing agents, and leather product processing agents.

[0060] [Method for producing water repellent composition] Hereinafter, a method for producing the water repellent composition of this embodiment will be described.

[0061] The water repellent composition of this embodiment can be obtained by mixing the amino-modified silicone, silicone resin, and alkylpolysiloxane described above. The content of each of the above components in the water repellent composition of this embodiment can be the preferred blending amount described above.

[0062] The water repellent composition of this embodiment may be a one-component type in which the amino-modified silicone (component (I)), silicone resin (component (II)), and alkylpolysiloxane (component (III)) are pre-mixed, or a two-component type in which one component is a mixture of two of the three components and the other component is pre-mixed, or a three-component type in which the three components are each separate. From the viewpoint of ease of handling, the water repellent composition of this embodiment is preferably one in which the three components are dispersed (including emulsified and dissolved) in an aqueous medium.

[0063] When the components (I), (II), and (III) are premixed to form a single-component formulation, the water repellent composition of the present embodiment can be obtained by simultaneously dispersing (including emulsifying and dissolving) the components (I), (II), and (III) in an aqueous medium, or by mixing a dispersion in which at least one of the three components is dispersed in an aqueous medium with a dispersion in which the other components are dispersed in an aqueous medium, or by mixing dispersions of the components (I), (II), and (III).

[0064] A method for dispersing each of the above components in an aqueous medium can be, for example, mixing and stirring each component with an aqueous medium and, if necessary, a dispersant. When mixing and stirring, a conventionally known emulsifying disperser such as a Milder, a high-speed mixer, a homogenizer, an ultrasonic homogenizer, a homomixer, a bead mill, a pearl mill, a Dyno Mill, an Aspek Mill, a basket mill, a ball mill, a Nanomizer, an Ultimizer, or a Starburst may be used. These emulsifying dispersers can be used alone or in combination of two or more.

[0065] The aqueous medium is preferably water or a mixed solvent of water and a hydrophilic solvent miscible with water, such as methanol, ethanol, isopropyl alcohol, ethylene glycol, diethylene glycol, hexylene glycol, glycerin, butyl glycol, butyl diglycol, sorbite, N-methylpyrrolidone, dimethylformamide, and dimethyl sulfoxide.

[0066] From the viewpoint of dispersion stability, the dispersion preferably further contains a surfactant. Such surfactants are not particularly limited as long as they can improve emulsion dispersion stability, and examples thereof include known nonionic surfactants, anionic surfactants, cationic surfactants, amphoteric surfactants, etc. These surfactants may be used alone or in combination of two or more.

[0067] The dispersion may be used as a treatment liquid for water repellency treatment as is, or may be further diluted with an aqueous medium or a hydrophobic organic solvent to form a treatment liquid. The dispersion may be used unneutralized (without neutralization), or the pH may be adjusted by a method such as neutralizing the amino-modified silicone. When the pH is adjusted, the pH of the treatment liquid can be adjusted to 5.5 to 6.5.

[0068] [Water-repellent textile product] This embodiment also provides a water-repellent textile product having a fiber and the water repellent composition of this embodiment attached to the fiber. A method for producing the water-repellent textile product of this embodiment will be described below.

[0069] The water-repellent textile product can be produced by a method including a step of treating textiles with a treatment liquid containing the water-repellent composition of this embodiment described above.

[0070] The fiber material is not particularly limited, and examples thereof include natural fibers such as cotton, linen, silk, and wool, semi-synthetic fibers such as rayon and acetate, synthetic fibers such as nylon, polyester, polyurethane, and polypropylene, and composite fibers and blended fibers thereof. The fiber may be in the form of any of yarn, cloth, nonwoven fabric, paper, and the like. The fiber may also be a textile product.

[0071] Examples of methods for treating fibers with a treatment liquid containing the water repellent composition of this embodiment include a one-step treatment method using a treatment liquid containing components (I), (II), and (III), a two-step treatment method using a treatment liquid containing two of the three components and a treatment liquid containing another component, and a three-step treatment method using three dispersions each containing the three components separately. When treating with a two-step or three-step method, the order in which the components are treated may be any order.

[0072] The treatment liquid and dispersion liquid may be used unneutralized (without neutralization) or may have a pH adjusted to 5.5 to 6.5. The pH can be adjusted using, for example, organic acids such as lactic acid, acetic acid, propionic acid, maleic acid, oxalic acid, formic acid, methanesulfonic acid, and toluenesulfonic acid; inorganic acids such as hydrogen chloride, sulfuric acid, and nitric acid; hydroxides such as sodium hydroxide and potassium hydroxide; carbonates such as sodium carbonate, sodium bicarbonate, potassium carbonate, and sodium sesquicarbonate; organic amines such as monoethanolamine, diethanolamine, triethanolamine, and triethylamine; and ammonia.

[0073] Examples of methods for treating fibers with the treatment liquid include padding, immersion, spraying, coating, etc. When the water repellent composition contains water, it is preferable to dry the composition after it has been applied to the fibers to remove the water.

[0074] The amount of the water repellent composition of this embodiment applied to the fiber can be adjusted appropriately depending on the required level of water repellency, but is preferably adjusted so that the amount of water repellent composition applied is 0.1 to 5 g, and more preferably 0.1 to 3 g, per 100 g of fiber. When the amount of water repellent composition applied is 0.1 g or more, the fiber tends to more easily exhibit sufficient water repellency, and when it is 5 g or less, the texture of the fiber tends to be further improved and is also economically advantageous.

[0075] After the water repellent composition of the present embodiment is applied to the fiber, it is preferable to appropriately heat treat the fiber. The temperature conditions are not particularly limited, but from the viewpoints of water repellency, durable water repellency, and texture, it is preferable to heat the fiber at 110 to 180°C for 1 to 5 minutes.

[0076] The water-repellent textile product of this embodiment exhibits excellent water repellency and a soft texture, and is therefore suitable for textile applications such as down coverings, coats, blousons, windbreakers, blouses, dress shirts, skirts, slacks, gloves, hats, futon coverings, futon drying rack covers, curtains, and tents, as well as for clothing and non-clothing applications.

[0077] The present invention will be further explained below with reference to examples, but the present invention is not limited to these examples in any way.

[0078] <Preparation of Amino-Modified Silicone Dispersion> (Preparation Example A1) 30 parts by mass of KF8005 (trade name, manufactured by Shin-Etsu Chemical Co., Ltd.) as an amino-modified silicone, 0.3 parts by mass of formic acid, and 1 part by mass of an ethylene oxide 5-mol adduct of a branched alcohol having 12 to 14 carbon atoms were mixed. Next, 68.7 parts by mass of water was added little by little to the obtained mixture while mixing, and a dispersion containing 30% by mass of amino-modified silicone was obtained.

[0079] (Preparation Examples A2 to A7) Dispersions containing 30 mass% of amino-modified silicone were obtained in the same manner as in Preparation Example A1, except that the amino-modified silicone was changed from KF8005 to the amino-modified silicones listed in Table 1. Note that KF-868, KF-864, and KF-393 are trade names manufactured by Shin-Etsu Chemical Co., Ltd., SF-8417 and BY16-853U are trade names manufactured by Dow-Toray Co., Ltd., and XF42-B1989 is a trade name manufactured by Momentive Performance Materials Japan, LLC.

[0080] <Physical Properties of Amino-Modified Silicone> The functional group equivalent (unit: g / mol) and kinematic viscosity at 25°C (unit: mm 2 / s) are shown in Table 1. The kinematic viscosity at 25°C is a value measured by the method described in JIS K 2283:2000 (Ubbelohde viscometer).

[0081]

[0082] (Preparation Example A8) 30 parts by mass of the above-mentioned SF-8417 (trade name, manufactured by Dow Toray Industries, Inc.) as an amino-modified silicone was mixed with 1 part by mass of an ethylene oxide 5-mol adduct of a branched alcohol having 12 to 14 carbon atoms. Next, 69.0 parts by mass of water was added little by little to the obtained mixture while mixing, to obtain a dispersion containing 30% by mass of the amino-modified silicone.

[0083] <Preparation of Alkylpolysiloxane Dispersion> (Preparation Example B) Dimethylsilicone (kinematic viscosity at 25°C: 100 mm) as alkylpolysiloxane 2 30 parts by weight of alkylpolysiloxane (Dow Toray Industries, Inc.) was mixed with 1 part by weight of an ethylene oxide 5-mol adduct of a branched alcohol having 12 to 14 carbon atoms. Next, 69 parts by weight of water was added little by little with mixing to obtain a dispersion containing 30% by weight of alkylpolysiloxane.

[0084] <Preparation of Silicone Resin Dispersion> (Preparation Example C1) 25 parts by mass of MQ-1600 (trimethylsilyl group-containing polysiloxane, product name, manufactured by Dow Toray Co., Ltd.) as a silicone resin was mixed with volatile dimethyl silicone (kinematic viscosity at 25°C: 1 mm) as a solvent. 2 25 parts by mass of silicone resin (Dow Toray Industries, Inc.) was mixed until the silicone resin was dissolved, and then 5 parts by mass of an ethylene oxide 5-mol adduct of a C10 branched alcohol and 1 part by mass of Arcard T-28 (stearyltrimethylammonium chloride) were further mixed in. Next, 44 parts by mass of water was added little by little while mixing, and a dispersion containing 25% by mass of silicone resin was obtained.

[0085] Preparation Examples C2, C5 to C9 Dispersions containing 25% by mass of silicone resin were obtained in the same manner as in Preparation Example C1, except that the silicone resin was changed from MQ-1600 to a silicone resin shown in Table 2.

[0086] (Preparation Examples C3 and C4) Dispersions containing 25% by mass of silicone resin were obtained in the same manner as in Preparation Example C1, except that the silicone resin was changed from MQ-1600 to a mixture of silicone resin and alkylpolysiloxane (as a solvent) shown in Table 2. The "non-volatile content" values ​​in Table 2 are the values ​​listed in the product catalog for MQ-1600, KF-9021L, and KF7312L, and for the others, they are shown as 100% based on the description in the product catalog that they are in powder form.

[0087] The above silicone resin preparation examples are summarized in Table 2.

[0088] <Preparation of Polyfunctional Isocyanate Compound Dispersion> (Preparation Example D1: Dispersion of Methyl Ethyl Ketoxime-Blocked Reaction Product of Trimethylolpropane and Toluene Diisocyanate) First, Polurene AD (product name, manufactured by SAPIC Corporation, containing 75% by mass of a reaction product of trimethylolpropane and toluene diisocyanate (2,4 isomer to 2,6 isomer in a mass ratio of 80:20), solvent: ethyl acetate) was prepared as a reaction product of trimethylolpropane and toluene diisocyanate.

[0089] One mole (308.4 g) of the reaction product of trimethylolpropane and toluene diisocyanate prepared above was heated to 60 to 70° C. Next, 3 moles (261.4 g) of methyl ethyl ketoxime was slowly added, and the mixture was reacted at 60 to 70° C. until the isocyanate content, as confirmed by infrared spectrophotometer, reached zero. Ethyl acetate was then added, and a colorless, transparent, viscous liquid composition containing 98.7% by mass of a methyl ethyl ketoxime-blocked polyisocyanate compound was obtained.

[0090] 180 parts by mass of the composition obtained above and 20 parts by mass of a nonionic surfactant, an ethylene oxide 30 mole adduct of 3-styrenated phenol, were mixed and homogenized. Water was gradually added while stirring, and the mixture was then homogenized at a pressure of 30 MPa using a homogenizer to obtain a dispersion containing 40% by mass of a methyl ethyl ketoxime-blocked product of the reaction product of trimethylolpropane and toluene diisocyanate.

[0091] (Preparation Example D2: Dispersion of methyl ethyl ketoxime-blocked product of isocyanurate type of hexamethylene diisocyanate) 1 mol (504.6 g) of Duranate THA-100 (isocyanurate type of hexamethylene diisocyanate, NCO functionality: 3, content 100% by mass, product name: Asahi Kasei Chemicals Corporation) and methyl isobutyl ketone were added to a reaction vessel and heated to 60 to 70° C. Next, 3 mol (261.4 g) of methyl ethyl ketoxime was slowly added, and the reaction was continued at 60 to 70° C. until the isocyanate content, as confirmed by infrared spectrophotometer, reached zero, thereby obtaining a colorless, transparent, viscous liquid composition containing 98.7% by mass of a methyl ethyl ketoxime-blocked polyisocyanate compound.

[0092] 180 parts by mass of the composition obtained above, 20 parts by mass of methyl ethyl ketone as an organic solvent, and 20 parts by mass of an ethylene oxide 30 mole adduct of 3-styrenated phenol as a nonionic surfactant were mixed and homogenized. Water was gradually added while stirring, and then the mixture was homogenized at a pressure of 30 MPa to obtain a dispersion containing 40% by mass of an isocyanurate-type methyl ethyl ketoxime-blocked product of hexamethylene diisocyanate.

[0093] <Preparation of Water-Repellent Textile Products> (Example 1) A treatment bath was obtained by diluting with water 0.13 mass% of the amino-modified silicone dispersion obtained in Preparation Example A1, 3.16 mass% of the alkylpolysiloxane dispersion obtained in Preparation Example B, 4.05 mass% of the silicone resin dispersion obtained in Preparation Example C1, 0.50 mass% of Nicepol FE-26 (antistatic agent, product name of NICCA Chemical Co., Ltd.), and 0.50 mass% of Textport BG-290 (penetrating agent, product name of NICCA Chemical Co., Ltd.). Using this treatment bath, a dyed 100% polyester fabric was pad-treated at 15 to 40°C (pickup rate 60 mass%) and then heat-treated at 180°C for 1 minute to obtain a water-repellent textile product. The table also shows the mass ratio of the silicone resin to the amino-modified silicone, and the mass ratio of the silicone resin to the total amount of the amino-modified silicone and alkylpolysiloxane.

[0094] Examples 2 to 35, Comparative Examples 1 to 7 Water-repellent textile products were obtained in the same manner as in Example 1, except that the amino-modified silicone dispersions shown in Table 1 were used instead of the amino-modified silicone dispersion obtained in Preparation Example A1, and the blending amounts (mass %) of the alkylpolysiloxane dispersion shown in Preparation Example B and the silicone resin dispersions shown in Preparation Examples C1 to C9 in Table 2 were changed as shown in Tables 3 to 7. The water-repellent textile products obtained above were measured for water repellency, repellency, water pressure resistance, abrasion resistance, durable water repellency (i.e., water repellency after washing), durable repellency (i.e., repellency after washing), durable water pressure resistance (i.e., water pressure resistance after washing), durable abrasion resistance (i.e., abrasion resistance after washing), texture, carry-in resistance, and seam slippage using the methods described below. The results are shown in Tables 3 to 7.

[0095] (Evaluation of water repellency of textile products) Tests were conducted in accordance with the spray method of JIS L 1092 (2009) with shower water at a temperature of 20°C. The results were visually evaluated using the following grades. If the characteristics were slightly better, a "+" was added to the grade, and if the characteristics were between grades 4 and 5, for example, the grade was rated as "4-5". Water repellency: Condition 5: No adhesion or wetting of the surface 4: Slight adhesion or wetting of the surface 3: Partial wetting of the surface 2: Wetting of the surface 1: Wetting of the entire surface 0: Complete wetting of both the front and back surfaces

[0096] (Evaluation of durable water repellency of textile products) The water-repellent textile products were washed 20 times (L-20) according to the C4M method 1930 of JIS L 1930 (2014), and the water repellency after air drying was evaluated in the same manner as in the water repellency evaluation method described above.

[0097] (Evaluation of repellency and durable repellency of textile products) Tests were conducted in accordance with the spray method of JIS L 1092 (2009) with a shower water temperature of 20°C. The results were visually evaluated using the following grades. If the characteristics were slightly better, a "+" was added to the grade, and if the characteristics were between grades 4 and 5, for example, the grade was rated as "4-5". Repellency: Condition 5: Water droplets are repelled from the fabric at an angle of 45° or more 4: Water droplets are repelled from the fabric at an angle of less than 45° 3: Water droplets are not repelled but flow in a straight line 2: Water droplets flow in a serpentine pattern 1: The entire surface is wet 0: Both the front and back surfaces are completely wet Furthermore, durable repellency was evaluated by washing 20 times (L-20) according to the C4M method of JIS L 1930 (2014) and air-drying the garment.

[0098] (Evaluation of Water Pressure Resistance and Durable Water Pressure Resistance of Textile Products) The water pressure resistance of a textile product was measured by applying pressure to a 210 mm x 210 mm test piece cut out of the textile product using a high-pressure water pressure tester WP-100K (manufactured by Daiei Scientific Instruments) at an acceleration of 60 cmAq / min, and measuring the water pressure at which three drops of water leaked from the test piece. The durable water pressure resistance was measured by washing the test piece 20 times (L-20) according to the C4M method of JIS L 1930 (2014) and then air-drying it.

[0099] (Evaluation of Abrasion Resistance and Durable Abrasion Resistance of Textile Products) Water repellency after Martindale abrasion (load: 9 kPa, number of cycles: 1000) was evaluated according to the above-mentioned (Evaluation of Water Repellency of Textile Products). Durable abrasion resistance was evaluated by washing 20 times (L-20) according to the C4M method of JIS L 1930 (2014), air-drying, and then water repellency after Martindale abrasion (load: 9 kPa, number of cycles: 1000) according to the above-mentioned (Evaluation of Water Repellency of Textile Products). Martindale abrasion was evaluated in accordance with ISO 12947.2-1998: Test for abrasion resistance and pilling resistance of fabrics by the Martindale method - Part 2: Measurement of specimen damage.

[0100] (Evaluation of carry-over resistance of textile products) A treatment bath as described in the Examples and Comparative Examples was prepared by dissolving 200 ppm of Dispatex K (anionic polymer, water, manufactured by Nicca Chemical Co., Ltd.), 200 ppm of Nikka Sunsalt 1200K (anionic polymer, nonionic surfactant, water, manufactured by Nicca Chemical Co., Ltd.), and 200 ppm of Glauber's salt. Using this treatment bath, textile products were pad-treated at 15 to 40°C, and then heat-treated at 180°C for 1 minute to obtain water-repellent textile products. The water repellency of the obtained water-repellent textile products was evaluated according to the above-mentioned (Evaluation of water repellency of textile products).

[0101] (Evaluation of Texture of Textile Products) The water-repellent textile products were evaluated by handling on the following 5-point scale: 1: hard to 5: soft

[0102] (Seam slippage resistance of textile products) The seam slippage resistance of the water-repellent textile products was measured according to JIS L 1096:2010, 8.23 ​​Slippage resistance, 8.23.1 Seam slippage method b) Method B. The smaller the value, the better the seam slippage resistance, and a value of 4 mm or less was judged to be good.

[0103]

[0104]

[0105]

[0106]

[0107]

[0108]

[0109] It was confirmed that the water-repellent textile products treated with the water repellent compositions of Examples 1 to 35 were excellent in water repellency, durable water repellency, repellency, durable repellency, water pressure resistance, durable water pressure resistance, abrasion resistance, durable abrasion resistance, feel, and resistance to carry-in.

[0110] According to the present invention, it is possible to provide a water repellent composition that can give water-repellent textile products that are excellent in water repellency, durable water repellency, water pressure resistance, durable water pressure resistance, abrasion resistance, durable abrasion resistance, texture, and resistance to carry-in.

Claims

1. A water repellent composition comprising an amino-modified silicone, a silicone resin, and an alkylpolysiloxane, wherein the amount of the silicone resin is 1,000 to 5,000 parts by mass per 100 parts by mass of the amino-modified silicone, and the amount of the silicone resin is in the range of 60 to 130 parts by mass per 100 parts by mass of the total amount of the amino-modified silicone and the alkylpolysiloxane.

2. The water repellent composition according to claim 1, wherein the functional group equivalent weight of the amino-modified silicone is 100 to 20,000 g / mol.

3. A method for producing a water-repellent textile product, comprising a step of treating textiles with a treatment liquid containing the water-repellent composition according to claim 1 or 2.

4. A water-repellent textile product comprising a fiber and the water-repellent composition according to claim 1 or 2 attached to the fiber.

Citation Information

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