Microplastic fiber reducing agent for fibers

Abstract

To provide a new microplastic fiber-reducing agent which reduces the amount of microplastic fibers generated when fibers or fiber products containing synthetic fibers are washed or the like, and to provide a method for reducing microplastic fibers.SOLUTION: Fibers and fiber products containing synthetic fibers are treated with a microplastic fiber reducing agent for fibers comprising a cationic polymer (component (A)) and a water-soluble anionic polymer (component (B)), wherein at least one of the component (A) and the component (B) has a side chain containing a hydrocarbon group having 4 or more carbon atoms.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a microplastic fiber reducing agent for textiles and a method for reducing microplastic fibers for textiles. [Background technology]

[0002] In recent years, there has been growing concern about the impact of plastics on the marine environment, including the risk that tiny plastic particles, such as microplastic beads, may end up in the ocean and become ingested by sea turtles, seabirds, and fish (and ultimately humans). Microplastic pollution also includes microfibers (less than 5mm in length) from synthetic clothing. These synthetic microfibers are shed during textile cleaning (washing, scouring, etc.) and are released into the ocean, coasts, rivers, lakes, etc., and some of them are thought to end up in the soil.

[0003] It is known to use cellulose derivatives as care compounds that can reduce the pilling and fuzzing of clothing. For example, Patent Document 1 discloses a clothing care composition containing (a) a specific nonionic surfactant, (b) a polysaccharide polymer, and (c) a surfactant other than component (a). [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Japanese Patent Publication No. 2020-100723 Summary of the Invention [Problem to be solved by the invention]

[0005] However, it was found that simply reducing friction at the contact points between fibers is not sufficient to prevent the generation of microplastic fibers from fibers during washing, etc. The present invention provides a novel microplastic fiber-reducing agent for textiles and a novel method for reducing microplastic fibers that reduce the amount of microplastic fibers generated from textiles when the textiles are washed. Microplastic fibers in the present invention refer to fibrous microplastics, with fiber lengths generally ranging from 0.1 μm to less than 5 mm. Microplastic fibers are known to be contained in wastewater from washing textile products containing synthetic fibers, and are thought to be formed by the shedding of some of the synthetic fibers from such textile products. Microplastic fibers refer to fiber waste and laundry waste. The method for reducing microplastic fibers in the present invention means a method for reducing the emission or generation of microplastic fibers from fibers or textile products. In the present invention, "fiber" refers to a fiber containing one or more types of synthetic fibers, and may also contain one or more types of non-synthetic fibers. The fiber in the present invention may be in the form of a thread or a test piece having a predetermined size. Furthermore, products manufactured using the fiber are referred to as textile products. The "fiber" targeted by the microplastic fiber-reducing agent for fibers and the microplastic fiber reduction method of the present invention includes both the fiber and the textile product manufactured using the fiber. In the present invention, washing fibers refers to the act of exerting a physical and / or chemical action on fibers via a treatment liquid containing the microplastic fiber-reducing agent for fibers of the present invention or the fiber treatment composition described below. The term "washing" as used herein is not limited to the act of actually removing dirt, impurities, etc. from fibers, but may be any act of exerting a physical and / or chemical action on fibers so as to enable the removal of dirt, impurities, etc. from fibers during the fiber manufacturing process or the textile product recycling process. Specifically, washing in the present invention is preferably at least one of washing and fiber scouring. For example, washing includes at least one of a washing process, a rinsing process, a treatment process using a laundry aid such as a fabric softener, or a spin-drying process. Fiber scouring is the act of removing impurities, etc., adhering to fibers before dyeing, using, for example, a surfactant. The washing in the present invention may be performed using a machine such as a washing machine, or by hand washing. [Means for solving the problem]

[0006] The present invention relates to a microplastic fiber reducing agent for fibers, which comprises a cationic polymer (component (A)) and a water-soluble anionic polymer (component (B)), wherein at least one of component (A) and component (B) has a side chain containing a hydrocarbon group having four or more carbon atoms.

[0007] The present invention also relates to a method for reducing microplastic fibers in fibers, which comprises a step of contacting fibers with a microplastic-reducing agent for fibers comprising component (A) and component (B) or a fiber treatment composition containing the microplastic-reducing agent for fibers. [Effects of the Invention]

[0008] According to the present invention, a novel microplastic fiber reducing agent for textiles and a method for reducing microplastic fibers are provided, which reduce the amount of microplastic fibers generated from textiles during cleaning and other processes. DETAILED DESCRIPTION OF THE INVENTION

[0009] Hereinafter, microplastic fibers will also be referred to as "MPF." Unless otherwise specified, the reason why each preferred embodiment is preferred is "from the perspective of further reducing microplastic fibers (MPF) generated from the fibers." The same reason will also be described as "from the perspective of improving MPF reduction ability."

[0010] <MPF reducing agent for textiles> The MPF reducer for fibers of the present invention contains a cationic polymer (hereinafter also referred to as component (A)) and a water-soluble anionic polymer (hereinafter also referred to as component (B)), and at least one of component (A) and component (B) has a side chain containing a hydrocarbon group having 4 or more carbon atoms. The MPF reducer for fibers of the present invention may consist essentially of the cationic polymer and the water-soluble anionic polymer.

[0011] The MPF reducer for fibers of the present invention may be an MPF ​​reducer for textile products. The MPF reducer for fibers of the present invention may also be an MPF ​​reducer for synthetic fibers, or even an MPF ​​reducer for synthetic textile products.

[0012] Furthermore, the MPF reducer for fibers of the present invention may be an MPF ​​generation reducer for fibers that reduces the amount of MPF generated from fibers when the fibers are washed.

[0013] In this specification, the term "side chain" refers to a group branched from the main chain of a polymer. The bond between the main chain and the side chain may be a carbon-carbon bond, an ester bond, an amide bond, or an ether bond.

[0014] At least one of the cationic polymer (component (A)) and the water-soluble anionic polymer (component (B)) of the present invention has a side chain containing a hydrocarbon group having 4 or more carbon atoms. From the viewpoint of improving MPF reduction ability, the hydrocarbon group preferably has a group selected from a linear alkyl group, a branched alkyl group, a cyclic alkyl group, a linear alkylene group, a branched alkylene group, a cyclic alkylene group, an aryl group, and an arylene group. Furthermore, some carbon atoms in the carbon chain of these groups may be substituted with -O-, -NH-, etc. Furthermore, these hydrocarbon groups may have a substituent, and examples of such substituents include a hydroxyl group, an amino group, a halogen atom, a carboxy group, and a sulfo group. These hydrocarbon groups having 4 or more carbon atoms are also referred to as hydrophobic groups in this specification. However, when the substituent is a hydrophilic group (ionic group), the portion excluding the hydrophilic group is considered to be the hydrophobic group.

[0015] From the viewpoint of improving the MPF reducing ability, the hydrocarbon group having 4 or more carbon atoms preferably contains a moiety in which 4 or more consecutive carbon atoms are bonded.

[0016] <Cationic polymer> In the present invention, a cationic polymer refers to a polymer having a positive charge density, i.e., a polymer in which the sum of the cationic charge density of the polymer and the anionic charge density of the polymer is a positive value. Here, the cationic charge density (meq / g) of a polymer is expressed in eq units by multiplying the total number of moles of cationic groups and substituents that can become cations by adding protons in water contained in 1 mol of the polymer by the positive charge valence when each cationic group and substituent becomes a cationic group, and dividing this value by the mass (kg) of 1 mol of the polymer. Furthermore, the anionic charge density (meq / g) of a polymer is expressed in eq units by multiplying the total number of moles of anionic groups and substituents that can become anions by removing protons in water contained in 1 mol of the polymer by the negative charge valence when each anionic group and substituent becomes an anionic group, and dividing this value by the mass (kg) of 1 mol of the polymer (a negative value). In the present invention, both the cationic charge density of a polymer and the anionic charge density of a polymer are calculated values. From the viewpoint of improving the MPF reduction ability, the cationic group is preferably one or more selected from (primary to quaternary) ammonio groups (hereinafter sometimes referred to as ammonio groups) and amino groups (-NH2 groups). The amino groups are converted into cationic ammonio groups (-NH2 groups) by adding a proton in water depending on the pH. + In the present invention, cationic groups are included in the cationic groups. That is, when calculating the cationic charge density, 1 mol of amino groups is calculated as +1 eq. In the following explanation, for convenience, cationic groups include both ammonio groups and amino groups, and are explained as ammonio groups.

[0017] The weight average molecular weight of the cationic polymer of the present invention is preferably 50,000 or more, more preferably 500,000 or more, even more preferably 1,000,000 or more, and still more preferably 5,000,000 or more, from the viewpoint of improving the MPF reduction ability, and is preferably 50,000,000 or less, more preferably 30,000,000 or less, even more preferably 20,000,000 or less, and still more preferably 10,000,000 or less, from the viewpoint of improving the fluidity of the treatment liquid described below.

[0018] The weight average molecular weight of the cationic polymer is calculated in terms of polyethylene glycol by GPC (gel permeation chromatography) under the following measurement conditions. Column: TSKgel α-M Eluent: 50mmol / L LiBr, 1% CH3COOH, ethanol / water = 3 / 7 ·Temperature: 40℃ ·Flow rate: 0.6mL / min

[0019] In the present invention, the cationic polymer is preferably a polymer having an ammonio group from the viewpoint of improving the MPF reduction ability. Specifically, it can be a polymer of a hexose sugar compound having an ammonio group. When the polymer has a hydrophobic group in the side chain, it is preferable that the hydrophobic group is contained in the ester bond site or ether bond site involving the hydroxyl group of the hexose sugar compound.

[0020] Other examples include polymers of acrylic acid esters or methacrylic acid esters having an ammonio group, and copolymers of these monomers with one or more selected from acrylamide, methacrylamide, acrylic acid and its esters, and methacrylic acid and its esters. When these polymers or copolymers have a hydrophobic group in the side chain, it is preferable that the hydrophobic group be contained in the ester bond site or amide bond site of these polymers or copolymers.

[0021] First, the cationic polymer will be described. From the viewpoint of improving the MPF reducing ability, the cationic polymer in the present invention preferably contains one or more types selected from hexose structural units having an ammonio group represented by general formula (1). [ka] (In the formula, R 1 , R 2 , and R 3 R each independently represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms. 4 represents an alkylene group having 1 to 20 carbon atoms which may be substituted with one or more hydroxyl groups and / or amino groups, and represents one or more -O- or -NR 5 -(In the formula, R 5 represents a hydrogen atom or an alkyl group having 1 to 16 carbon atoms.) X may contain -O- or -NR 6 -(In the formula, R 6 represents a hydrogen atom or an alkyl group having 1 to 16 carbon atoms. - indicates a counter anion. The wavy line indicates that the bond is either pointing up or down.)

[0022] The hexose structural unit may be a D- or L-glucose skeleton or an amylose skeleton, or may contain an amylopectin skeleton or glycogen skeleton in the amylose skeleton. From the viewpoint of improving the MPF reduction ability, a D- or L-glucose skeleton is preferred, and a D-glucose skeleton is more preferred. That is, the cationic polymer represented by general formula (1) is a cationic polymer represented by general formula (1'): [ka] (In the formula, R 1 , R 2 , R 3 , R 4 , X and Za - (These are the same as above.) Furthermore, when a structural unit other than the hexose sugar structural unit represented by general formula (1') is contained, from the viewpoint of improving the MPF reduction ability, the content of the hexose sugar structural unit represented by general formula (1') is preferably 90% or more, more preferably 95% or more, and even more preferably 100%.

[0023] The above-mentioned "wavy line has bonds pointing either upward or downward" means that, for example, the bonds between the carbon atoms at positions 1, 3, and 5 of the hexasaccharide structural unit represented by general formula (1') and the substituents point upward, and the bonds between the carbon atoms at positions 2 and 4 of the hexasaccharide structural unit and the substituents point downward.

[0024] Za - is a counter anion of the ammonio group in general formulas (1) and (1'), and may be a water-soluble anionic polymer of component (B). Examples of the anion include one or more anions selected from alkyl sulfate ions having from 1 to 3 carbon atoms, (1 / 2) sulfate ions, (1 / 3) phosphate ions, fatty acid ions having from 1 to 3 carbon atoms, and halide ions. Among these, from the same viewpoint, preferred are one or more anions selected from alkyl sulfate ions having from 1 to 3 carbon atoms and halide ions. Examples of alkyl sulfate ions having from 1 to 3 carbon atoms include one or more anions selected from methyl sulfate ions and ethyl sulfate ions. Examples of halide ions include one or more anions selected from fluoride ions, chloride ions, bromide ions, and iodide ions. From the same viewpoint, the anion is preferably one or more anions selected from methyl sulfate ions, ethyl sulfate ions, chloride ions, and bromide ions, more preferably one or more anions selected from methyl sulfate ions, ethyl sulfate ions, and chloride ions. The counter ion of the ammonio group in general formula (1) may be of one type alone or of two or more types.

[0025] R in general formula (1) 1 and R 2 From the viewpoint of improving the MPF reducing ability, R is preferably a methyl group. 3 Examples of the hydrocarbon group include a linear alkyl group, a branched alkyl group, a cyclic alkyl group, a linear alkenyl group, a branched alkenyl group, a cyclic alkenyl group, and an aryl group. From the viewpoint of improving the MPF reduction ability, a linear alkyl group is preferred, and specific examples include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, a dodecyl group, a tetradecyl group, a hexadecyl group, an octadecyl group, and an eicosanyl group. From the same viewpoint, a group selected from an octyl group, a nonyl group, a decyl group, a dodecyl group, a tetradecyl group, and a hexadecyl group is preferred. From the same viewpoint, X is preferably -O-.

[0026] The cationic polymer represented by the general formula (1) is represented by the formula (1a): [ka] (In the formula, the wavy lines represent the same as above.) and a polymer containing a hexose building block represented by general formula (1b): [ka] (In the formula, R 1 , R 2 , R 3 , R 4 and Za - (These are the same as above.) or an etherification reaction with one or more compounds represented by the general formula (1c): [ka] (In the formula, R 1 , R 2 , R 3 and R 4(These are the same as above.) The etherification reaction and the reductive amination reaction via alcohol dehydrogenation can be carried out under conventional conditions.

[0027] Furthermore, equation (1d) [ka] (In the formula, the wavy lines represent the same as above.) The polymer can also be obtained by a reductive amination reaction via alcohol dehydrogenation between a polymer containing the hexose sugar unit and one or more compounds represented by general formula (1c). The reductive amination reaction via alcohol dehydrogenation can be carried out under conventional conditions.

[0028] Furthermore, general formula (1e) [ka] (In the formula, X 1 represents a hydroxyl group or an amino group. The wavy line represents the same as above. with one or more compounds represented by general formula (1b) or one or more compounds represented by general formula (1c), [ka] (In the formula, R 1 , R 2 , R 3 , R 4 and wavy lines indicate the same as above. 2 -O- or -NR 6 -(In the formula, R 6 represents a hydrogen atom or an alkyl group having 1 to 16 carbon atoms. It is also possible to obtain the hexose sugar compound (1f) by polymerizing it.

[0029] R in general formula (1) 4From the viewpoint of improving the MPF reduction ability, the general formula (1g) [ka] (In the formula, m represents the average number of moles of -CH2-CH2-O- added and is 1 to 5.) An alkylene group represented by the following formula is preferred.

[0030] R 4 However, the cationic polymer represented by general formula (1g) is represented by formula (1h) [ka] (In the formula, m and the wavy line have the same meanings as above, and Y represents a hydrogen atom or an alkali metal.) and a polymer containing a hexose building block represented by general formula (1i): [ka] (In the formula, R 1 , R 2 , R 3 and Za - (These are the same as above.) The reaction can be carried out under general conditions.

[0031] Furthermore, general formula (1j) [ka] (In the formula, Y, m, and the wavy line have the same meanings as above.) and a compound represented by general formula (1i) to form a compound represented by general formula (1k): [ka] (In the formula, R 1 , R 2 , R 3 , m, Za -and wavy lines indicate the same as above.) It is also possible to obtain the hexose sugar compound represented by the formula (1k) by polymerizing the compound (1k).

[0032] The cationic charge density of the cationic polymer having a hydrophobic group in a side chain of the present invention is, from the viewpoint of improving the MPF reduction ability, preferably +0.01 meq / g or more, more preferably +0.05 meq / g or more, even more preferably +0.3 meq / g or more, and still more preferably +0.5 meq / g or more, and from the same viewpoint, is preferably +20 meq / g or less, more preferably +10 meq / g or less, even more preferably +5 meq / g or less, and still more preferably +1.1 meq / g or less.

[0033] When general formula (1) satisfies at least one of the following conditions (i) to (iv), the cationic polymer represented by general formula (1) can be used as a cationic polymer having a hydrophobic group in the side chain. (i)R 1 , R 2 and R 3 At least one of the groups is a hydrocarbon group having 4 to 20 carbon atoms. (ii)R 4 is an alkylene group having 4 to 20 carbon atoms which may be substituted with one or more hydroxyl groups and / or amino groups. (iii)R 5 is an alkyl group having 4 to 16 carbon atoms. (iv)R 6 is an alkyl group having 4 to 16 carbon atoms. Furthermore, when none of the conditions (i) to (iv) is satisfied, i.e., when all of the following conditions (v) to (viii) are satisfied, the cationic polymer of general formula (1) can be used as a cationic polymer having no hydrophobic group in the side chain. (v)R 3 is an alkyl group having 1 to 3 carbon atoms. (vi)R 4 is an alkylene group having 2 to 3 carbon atoms which may be substituted with one or more hydroxyl groups and / or amino groups. (vii)R 5 is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. (viii)R 6 is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. From the viewpoint of improving the MPF reduction ability, it is preferable to use the cationic polymer represented by the general formula (1) as a cationic polymer having a hydrophobic group in the side chain, and 3 is a hydrocarbon group having from 4 to 20 carbon atoms. Examples of the hydrocarbon group having from 4 to 20 carbon atoms include the above-mentioned butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, dodecyl group, tetradecyl group, hexadecyl group, octadecyl group, and eicosanyl group, and from the viewpoint of improving the MPF reduction ability, the octyl group, nonyl group, decyl group, dodecyl group, tetradecyl group, and hexadecyl group are preferred.

[0034] In the present invention, as the cationic polymer, from the viewpoint of improving the MPF reduction ability, a cationic polymer represented by the following general formula (1l) is used. [ka] (In the formula, R 1 '' represents a hydrogen atom or a methyl group. 2 '', R 3 '' and R 4 "" each independently represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms. X" represents -O- or -NH-. m2 represents an integer of 1 to 3. Zb - indicates the counter anion.) A cationic polymer containing a structural unit represented by the following formula can be used.

[0035] R in general formula (1l) 1 From the viewpoint of improving the MPF reduction ability, R '' is preferably a methyl group. 2 ''~R 4Examples of the hydrocarbon group of "" include a linear alkyl group, a branched alkyl group, a cyclic alkyl group, a linear alkenyl group, a branched alkenyl group, a cyclic alkenyl group, and an aryl group. From the viewpoint of improving the MPF reduction ability, a linear alkyl group is preferred, and specific examples include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, a dodecyl group, a tetradecyl group, a hexadecyl group, an octadecyl group, and an eicosanyl group. From the same viewpoint, a group selected from an octyl group, a nonyl group, a decyl group, a dodecyl group, a tetradecyl group, and a hexadecyl group is preferred. From the same viewpoint, X" in general formula (1l) is preferably -O-. From the same viewpoint, m2 in general formula (1l) is preferably 2 or 3, and more preferably 2.

[0036] A cationic polymer containing a constitutional unit represented by general formula (1l) can be obtained, for example, by polymerizing an olefin represented by the following general formula (1l'). [ka] (In the formula, R 1 '', R 2 '', R 3 '', R 4 '', X'', m2 and Zb - (These are the same as above.)

[0037] Zb -is a counter anion of the ammonio group in general formulas (h) and (1l'). From the viewpoint of improving MPF reduction ability, it is not particularly limited, but examples thereof include one or more anions selected from alkyl sulfate ions having 1 to 3 carbon atoms, (1 / 2) sulfate ions, (1 / 3) phosphate ions, fatty acid ions having 1 to 3 carbon atoms, and halide ions. Among these, from the same viewpoint, it is preferably one or more anions selected from alkyl sulfate ions and halide ions having 1 to 3 carbon atoms. Examples of alkyl sulfate ions having 1 to 3 carbon atoms include one or more anions selected from methyl sulfate ions and ethyl sulfate ions. Examples of halide ions include one or more anions selected from fluoride ions, chloride ions, bromide ions, and iodide ions. From the same viewpoint, the anion is preferably one or more anions selected from methyl sulfate ions, ethyl sulfate ions, chloride ions, and bromide ions, more preferably one or more anions selected from methyl sulfate ions, ethyl sulfate ions, and chloride ions. The counter anions of the ammonio groups in the general formulae (1l) and (1l') may be of one type or of two or more types.

[0038] In general formula (1l), R 2 '', R 3 '' and R 4 When at least one of the groups "a" and "b" is a hydrocarbon group having 4 to 20 carbon atoms, the cationic polymer represented by general formula (11) can be used as a cationic polymer having a hydrophobic group in the side chain. Also, R 2 '', R 3 '' and R 4 When each of the groups represented by general formula (11) is a hydrocarbon group having 1 to 3 carbon atoms, the cationic polymer represented by general formula (11) can be used as a cationic polymer having no hydrophobic group in the side chain. From the viewpoint of improving the MPF reduction ability, it is preferable to use the cationic polymer represented by general formula (1l) as a cationic polymer having no hydrophobic group in the side chain, and R 2 '', R 3 '' and R 4From the viewpoint of improving the MPF reducing ability, each of "" is preferably a hydrogen atom, a methyl group or an ethyl group as described above.

[0039] Furthermore, an olefin represented by general formula (1l') and an olefin represented by general formula (1m') [ka] (In the formula, R 5 '' represents a hydrogen atom or a methyl group. 6 '' and R 7 Each of "" independently represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms. The olefin represented by the general formula (1m) is copolymerized to obtain [ka] (In the formula, R 1 '', R 2 '', R 3 '', R 4 '', R 5 '', R 6 '', R 7 '', X'', m2 and Zb - p and q represent the content of structural units derived from olefin (1l') and olefin (1m'), respectively, and 0 <p<1かつ0<q<1かつp+q≦1である。) From the viewpoint of improving the MPF reduction ability, it is more preferable that the copolymer contains a structural unit represented by the following formula:

[0040] R in general formulas (1m') and (1m) 5 From the viewpoint of improving the MPF reduction ability, "" is preferably a hydrogen atom.

[0041] R in general formulas (1m') and (1m) 6 '' and R 7Examples of the hydrocarbon group of "" include a linear alkyl group, a branched alkyl group, a cyclic alkyl group, a linear alkenyl group, a branched alkenyl group, a cyclic alkenyl group, and an aryl group. From the viewpoint of improving the MPF reduction ability, a linear alkyl group is preferred, and specific examples include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, a dodecyl group, a tetradecyl group, a hexadecyl group, an octadecyl group, and an eicosanyl group. From the same viewpoint, a group selected from a methyl group, an ethyl group, a propyl group, and a butyl group is preferred.

[0042] The copolymerization of the olefin (1l') and the olefin (1m') may be carried out under ordinary copolymerization conditions, and may be, for example, any of alternating copolymerization, block copolymerization, random copolymerization, and the like.

[0043] In general formula (1m), p is preferably 0.01 or more, more preferably 0.025 or more, even more preferably 0.05 or more, and still more preferably 0.075 or more from the viewpoint of improving the MPF reduction ability, and is preferably 0.9 or less, more preferably 0.6 or less, even more preferably 0.3 or less, and still more preferably 0.125 or less from the viewpoint of economic efficiency. Furthermore, from the viewpoint of improving the MPF reduction ability, q in general formula (1m) is preferably 0.3 or more, more preferably 0.6 or more, and even more preferably 0.85 or more, and from the same viewpoint, it is preferably 0.99 or less, more preferably 0.975 or less, and even more preferably 0.95 or less.

[0044] R in general formula (1m) 2 '', R 3 '', R 4 '', R 6 '' and R 7 When at least one of "" is a hydrocarbon group having 4 to 20 carbon atoms, the cationic polymer represented by general formula (1m) can be used as a cationic polymer having a hydrophobic group in the side chain. Also, R 2 '', R 3 '', R 4 '', R6 '' and R 7 When each of the groups is a hydrocarbon group having 1 to 3 carbon atoms, the cationic polymer represented by general formula (1m) can be used as a cationic polymer having no hydrophobic group in the side chain. From the viewpoint of improving the MPF reduction ability, it is preferable to use the cationic polymer represented by the general formula (1m) as a cationic polymer having no hydrophobic group in the side chain, and R 2 '', R 3 '', R 4 '', R 6 '' and R 7 From the viewpoint of improving the MPF reducing ability, each of "" is preferably the above-mentioned hydrogen atom, methyl group or ethyl group.

[0045] In addition, a monomer can be copolymerized with a constituent unit other than each constituent unit of the cationic polymer containing the constituent units represented by (1l) and (1m). Specific examples of such a monomer include vinyl alcohol, vinyl acetate, 2-hydroxyethyl acrylate, polyethylene glycol ester of acrylic acid, 2-hydroxyethyl methacrylate, and polyethylene glycol ester of methacrylic acid.

[0046] The cationic polymer of component (A) is preferably water-soluble from the viewpoint of improving the MPF reduction ability, where water-soluble means that 0.1 g or more dissolves in 100 g of water at 25°C.

[0047] <Water-soluble anionic polymer> In the present invention, the water-soluble anionic polymer is water-soluble so that 0.1 g or more dissolves in 100 g of water at 25°C. The water-soluble anionic polymer is a polymer having a negative charge density, i.e., a polymer in which the sum of the cationic charge density of the polymer and the anionic charge density of the polymer is a negative value, where the cationic charge density (meq / g) and the anionic charge density (meq / g) of the polymer are as defined above. Examples of anionic groups include groups that generate anionic groups by eliminating a proton in water, such as a carboxy group, a sulfo group, a sulfino group, and a phosphono group. From the viewpoint of improving MPF reduction ability, at least one group selected from a carboxy group and a sulfo group is preferred. Note that, since a proton is eliminated from a carboxy group and a sulfo group in water depending on the pH to form a carboxylate anion and a sulfonate anion, these groups are included in the anionic groups in the present invention. That is, when calculating the anionic charge density, the charge is calculated as -1 eq for 1 mol of a carboxy group and 1 mol of a sulfo group, respectively. In the following explanation, for convenience, the anionic groups are assumed to be carboxy groups and sulfo groups.

[0048] The water-soluble anionic polymer in the present invention has a weight-average molecular weight of preferably 1,000 or more, more preferably 5,000 or more, even more preferably 20,000 or more, and still more preferably 200,000 or more, from the viewpoint of improving the MPF reduction ability, and preferably 5,000,000 or less, more preferably 3,000,000 or less, even more preferably 2,000,000 or less, and still more preferably 1,000,000 or less, from the viewpoint of improving the fluidity of the treatment liquid described below.

[0049] The weight-average molecular weight of the water-soluble anionic polymer is calculated in terms of polyethylene glycol by GPC (gel permeation chromatography) under the following measurement conditions. Column: TSKgel α-M Eluent: 50mmol / L LiBr, 1% CH3COOH, ethanol / water = 3 / 7 ·Temperature: 40℃ ·Flow rate: 0.6mL / min

[0050] From the viewpoint of improving the MPF reduction ability, the water-soluble anionic polymer in the present invention preferably contains a structural unit having a carboxy group represented by the following general formula (2). [ka] (In the formula, R 7and R 8 R each independently represents a hydrogen atom or a methyl group. 9 represents a hydrocarbon group having 1 to 20 carbon atoms which may be substituted with a carboxy group and / or a sulfo group. p1 and q1 represent the content in the structural unit, and 0≦p1<1, 0 <q1≦1かつp1+q1≦1である。)

[0051] The counter ion of the carboxylate anion obtained by eliminating a proton from the carboxy group may be an ammonium ion such as an ammonium ion, a tetra(alkyl group having 1 to 4 carbon atoms)ammonium ion, or a tetraphenylammonium ion. R in general formula (2) 7 is preferably a methyl group from the viewpoint of improving the MPF reducing ability, and R 8 From the same viewpoint, is preferably a hydrogen atom.

[0052] R in general formula (2) 9 Examples of the hydrocarbon group include a linear alkyl group, a branched alkyl group, a cyclic alkyl group, a linear alkenyl group, a branched alkenyl group, a cyclic alkenyl group, and an aryl group. From the viewpoint of improving MPF reduction ability, a linear alkyl group is preferred, and specific examples include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, a dodecyl group, a tetradecyl group, a hexadecyl group, an octadecyl group, and an eicosanyl group. Furthermore, these linear alkyl groups may be substituted with one or more carboxy groups and / or sulfo groups. From the same viewpoint, one or more groups selected from an octyl group, a nonyl group, a decyl group, a dodecyl group, a tetradecyl group, and a hexadecyl group are preferred.

[0053] Regarding p1 in the general formula (2), from the perspective of improving the MPF reduction ability, it is preferably 0 or more, more preferably 0.01 or more, still more preferably 0.03 or more, and even more preferably 0.05 or more. From the same perspective, it is preferably 0.5 or less, more preferably 0.3 or less, and still more preferably 0.15 or less. Regarding q1 in the general formula (2), from the same perspective, it is preferably 0.7 or more, more preferably 0.75 or more, and still more preferably 0.8 or more. From the same perspective, it is preferably 1 or less, more preferably 0.99 or less, still more preferably 0.97 or less, and even more preferably 0.95 or less.

[0054] The structural unit having a carboxy group represented by the general formula (2) can be obtained, for example, by polymerizing olefins represented by the following general formulas (2a) and (2b).

Chemical formula

Chemical formula

[0055] The copolymerization of olefin (2a) and olefin (2b) may be carried out under the conditions of ordinary copolymerization, and may be any of, for example, alternating copolymerization, block copolymerization, random copolymerization, etc.

[0056] When R 9 in the general formula (2) is a hydrocarbon group having 4 to 20 carbon atoms, when 0 < p1, the anionic polymer represented by the general formula (2) can be used as an anionic polymer having a hydrophobic group in the side chain. When R 9 is a hydrocarbon group having 1 to 3 carbon atoms, the anionic polymer represented by the general formula (2) can be used as an anionic polymer having no hydrophobic group in the side chain. From the viewpoint of improving the MPF reduction ability, the anionic polymer represented by general formula (2) is preferably used as an anionic polymer having a hydrophobic group in the side chain, and examples of the hydrocarbon group having from 4 to 20 carbon atoms include the above-mentioned butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, dodecyl group, tetradecyl group, hexadecyl group, octadecyl group, and eicosanyl group. From the viewpoint of improving the MPF reduction ability, the octyl group, nonyl group, decyl group, dodecyl group, tetradecyl group, and hexadecyl group are preferred.

[0057] Furthermore, in general formula (2), when p1 is 0 and q1 is 1, that is, when the anionic polymer represented by general formula (2) is a polymer of only olefin (2b), it can be used as an anionic polymer that does not have a hydrophobic group in the side chain.

[0058] Furthermore, from the viewpoint of improving the MPF reduction ability, the water-soluble anionic polymer in the present invention preferably contains a structural unit having a carboxy group and / or a sulfo group represented by the following general formula (3). [ka] (In the formula, R 10 represents a hydrogen atom or a methyl group. Ar represents a phenyl group or a naphthyl group. R 11 represents a carboxy group and / or a sulfo group. n represents an integer of 1 or more and 3 or less. When n is 2 or 3, R 11 may be the same or different.)

[0059] R in general formula (3) 10 From the viewpoint of improving the MPF reduction ability, R is preferably a hydrogen atom. From the same viewpoint, Ar is preferably a phenyl group, and R 11 is preferably a sulfo group, and n is preferably 1.

[0060] The polymer containing the constitutional unit represented by the general formula (3) is represented by the general formula (3a): [ka] (In the formula, R 10 , R 11 and n have the same meanings as above.) The olefin (3a) can be obtained by polymerizing an olefin represented by the following formula: The polymerization of the olefin (3a) may be carried out under ordinary conditions.

[0061] Alternatively, the olefins (2a) and (3a) may be copolymerized to obtain a polymer having an anionic group represented by general formula (4). [ka] (In the formula, R 7 , R 9 , R 10 , R 11 p2 and r2 represent the content in the structural unit, and 0 <p2<1かつ0<r2<1かつp2+r2≦1である。)

[0062] From the viewpoint of improving the MPF reduction ability, p2 in general formula (4) is preferably 0.01 or more, more preferably 0.03 or more, even more preferably 0.05 or more, and from the same viewpoint, it is preferably 0.5 or less, more preferably 0.3 or less, even more preferably 0.15 or less. Also, from the same viewpoint, r2 in general formula (4) is preferably 0.7 or more, more preferably 0.75 or more, even more preferably 0.8 or more, and from the same viewpoint, it is preferably 0.99 or less, more preferably 0.97 or less, even more preferably 0.95 or less.

[0063] The copolymerization of the olefin (2a) and the olefin (3a) may be carried out under ordinary copolymerization conditions, and may be, for example, any of alternating polymerization, block polymerization, random polymerization, and the like.

[0064] Alternatively, the olefins (2b) and (3a) may be copolymerized to obtain a polymer having an anionic group represented by general formula (5). [ka] (In the formula, R 8 , R 10 , R 11 , Ar and n are the same as above. q3 and r3 represent the content in the structural unit, and 0 <q3<1かつ0<r3<1かつ0<q3+r3≦1である。)

[0065] From the viewpoint of improving the MPF reduction ability, q3 in general formula (5) is preferably 0.01 or more, more preferably 0.1 or more, even more preferably 0.25 or more, and even more preferably 0.4 or more, and from the same viewpoint, it is preferably 0.95 or less, more preferably 0.8 or less, even more preferably 0.7 or less, and even more preferably 0.6 or less. Also, from the same viewpoint, r3 in general formula (4) is preferably 0.01 or more, more preferably 0.1 or more, even more preferably 0.25 or more, and even more preferably 0.4 or more, and from the same viewpoint, it is preferably 0.95 or less, more preferably 0.8 or less, even more preferably 0.7 or less, and even more preferably 0.6 or less.

[0066] The copolymerization of the olefin (2b) and the olefin (3a) may be carried out under ordinary copolymerization conditions, and may be, for example, any of alternating copolymerization, block copolymerization, random copolymerization, and the like.

[0067] Furthermore, the olefin (2a), olefin (2b) and olefin (3a) may be copolymerized to obtain a polymer having an anionic group represented by general formula (6). [ka] (In the formula, R 7 , R 8 , R 9 , R 10 , R 11 p4, q4 and r4 represent the content in the structural unit, and 0 <p4<1かつ0<q4<1かつ0<r4<1かつp4+q4+r4≦1である。)

[0068] From the viewpoint of improving the MPF reduction ability, p4 in general formula (6) is preferably 0.01 or more, more preferably 0.03 or more, even more preferably 0.05 or more, and preferably 0.5 or less, more preferably 0.3 or less, and even more preferably 0.15 or less. From the same viewpoint, q4 in general formula (6) is preferably 0.01 or more, more preferably 0.1 or more, even more preferably 0.25 or more, even more preferably 0.4 or more, and preferably 0.95 or less, more preferably 0.8 or less, even more preferably 0.6 or less, and even more preferably 0.5 or less. From the same viewpoint, r4 in general formula (6) is preferably 0.01 or more, more preferably 0.1 or more, even more preferably 0.25 or more, even more preferably 0.4 or more, and preferably 0.95 or less, more preferably 0.8 or less, even more preferably 0.6 or less, and even more preferably 0.5 or less.

[0069] The copolymerization of the olefin (2a), the olefin (2b) and the olefin (3a) may be carried out under ordinary copolymerization conditions, and may be, for example, any of alternating copolymerization, block copolymerization, random copolymerization and the like.

[0070] When producing a copolymer of olefins (2a) and (2b) or a polymer of olefin (3a), (meth)acrylic acid, a C1 to C4 alkyl ester of (meth)acrylic acid, a 2-hydroxyethyl ester of (meth)acrylic acid, (meth)acrylic acid amide, styrene, vinylbenzenesulfonic acid, butadiene, isoprene, norbornadiene, divinylbenzene, or the like may be copolymerized. The copolymerization may be carried out under ordinary copolymerization conditions, and may be, for example, alternating copolymerization, block copolymerization, random copolymerization, or the like. From the viewpoint of improving MPF reduction ability, the content of structural units derived from acrylamide, methacrylamide, or the like is preferably 10% or less, more preferably 5% or less, and even more preferably 0%.

[0071] The absolute value of the anionic charge density of the water-soluble anionic polymer of the present invention is, from the viewpoint of improving the MPF reduction ability, preferably 0.01 meq / g or more, more preferably 0.1 meq / g or more, even more preferably 1 meq / g or more, and still more preferably 2 meq / g or more, and from the same viewpoint, is preferably 30 meq / g or less, more preferably 20 meq / g or less, even more preferably 15 meq / g or less, and still more preferably 10 meq / g or less. That is, the anionic charge density of the water-soluble anionic polymer of the present invention is preferably -0.01 meq / g or less, more preferably -0.1 meq / g or less, even more preferably -1 meq / g or less, still more preferably -2 meq / g or less, and preferably -30 meq / g or more, more preferably -20 meq / g or more, even more preferably -15 meq / g or more, and still more preferably -10 meq / g or more.

[0072] The polymer represented by general formula (4), (5) or (6) contains an Ar group derived from the olefin represented by general formula (3a), and therefore R 7 ~R 10 Regardless of the type, it can be used as an anionic polymer having a hydrophobic group in the side chain.

[0073] From the viewpoint of improving the MPF reduction ability, it is preferable that at least one of the cationic polymer (component (A)) and the water-soluble anionic polymer (component (B)) of the present invention has a side chain containing a hydrocarbon group having 4 or more carbon atoms.

[0074] The charge ratio of components (A) and (B) [(A) charge / (B) charge], obtained by multiplying the absolute value ratio of the charge density of the cationic polymer (A) component of the present invention to the charge density of the water-soluble anionic polymer (B) component [(A) density / |(B) density|] by the mass ratio of components (A) and (B) used [(A) weight / (B) weight], is preferably 0.1 or more, more preferably 0.25 or more, even more preferably 0.5 or more, and still more preferably 0.75 or more, from the viewpoint of improving the MPF reduction ability, and from the same viewpoint is preferably 10 or less, more preferably 5 or less, even more preferably 2 or less, still more preferably 1.5 or less, and still more preferably 1.25 or less.

[0075] The mass ratio of the cationic polymer of the present invention to the water-soluble anionic polymer, [(A) weight / (B) weight], is preferably 0.01 or more, more preferably 0.05 or more, even more preferably 0.2 or more, and still more preferably 1 or more, from the viewpoint of improving the MPF reduction ability, and from the same viewpoint, is preferably 50 or less, more preferably 30 or less, even more preferably 20 or less, and still more preferably 10 or less.

[0076] <Fiber treatment composition> The fiber treatment composition of the present invention contains the MPF reducer for fibers.

[0077] From the viewpoint of ease of handling, the fiber treatment composition of the present invention preferably contains a solvent, and particularly preferably water. The water is preferably impurity-free and appropriately purified water. The water may be well water or industrial water, and from the viewpoint of improving the MPF reduction ability, tap water, purified water, or ion-exchanged water is preferred. Water can be the balance other than the MPF reducing agent for fibers comprising a cationic polymer and a water-soluble anionic polymer, and the optional components described below. The fiber treatment composition of the present invention contains water in an amount of preferably 10% by mass or more, more preferably 20% by mass or more, and even more preferably 30% by mass or more, from the viewpoint of stability of a composition containing the MPF reducer for fibers of the present invention and optional components described below, and from the same viewpoint, preferably 90% by mass or less, more preferably 85% by mass or less, and even more preferably 80% by mass or less.

[0078] When the fiber treatment composition of the present invention contains water, the content of the fiber MPF reducer in the fiber treatment composition is, from the viewpoint of improving the MPF reduction ability, preferably 0.001% by mass or more, more preferably 0.01% by mass or more, even more preferably 0.1% by mass or more, and still more preferably 0.5% by mass or more, and from the viewpoint of appropriate fluidity of the fiber treatment composition, preferably 30% by mass or less, more preferably 10% by mass or less, even more preferably 5% by mass or less, and still more preferably 1.5% by mass or less.

[0079] When the fiber treatment composition of the present invention contains water, the pH of the fiber treatment composition at 25°C, measured by the method described below, is preferably 4 or more, more preferably 5 or more, from the viewpoint of improving the MPF reduction ability, and from the same viewpoint, is preferably 12 or less, more preferably 11 or less. [pH measurement method] A pH measurement composite electrode (HORIBA glass ground sleeve type) is connected to a pH meter (HORIBA pH / ion meter F-23) and powered on. A saturated potassium chloride aqueous solution (3.33 mol / L) is used as the pH electrode internal solution. Next, a 100 mL beaker is filled with a pH 4.01 standard solution (phthalate standard solution), a pH 6.86 standard solution (neutral phosphate standard solution), and a pH 9.18 standard solution (borate standard solution), and the beaker is immersed in a thermostatic bath at 25°C for 30 minutes. The pH measurement electrode is immersed in the thermostatically adjusted pH 6.86 standard solution for 3 minutes, followed by the pH 9.18 standard solution and the pH 4.01 standard solution for 3 minutes each, for calibration. The sample to be measured (the fiber treatment composition of the present invention containing water) is then adjusted to 25°C, and the pH meter electrode is immersed in the sample. The pH is measured after 1 minute.

[0080] The viscosity of the fiber treatment composition of the present invention at 25°C is preferably 15 mPa·s or less, more preferably 10 mPa·s or less, and even more preferably 5 mPa·s or less, from the viewpoint of good sprayability using a container equipped with a sprayer, and from the same viewpoint, is preferably 1.0 mPa·s or more, more preferably 1.5 mPa·s or more, and even more preferably 2.0 mPa·s or more. The viscosity of the fiber treatment composition was measured by attaching a No. 1 rotor to a B-type viscometer (model BM) manufactured by Tokyo Keiki Inc., filling the fiber treatment composition into a 200 mL tall glass beaker, adjusting the temperature to 25±0.3°C in a water bath, setting the rotor rotation speed to 60 rpm, and measuring the indicated value 60 seconds after the start of the measurement. The viscosity of the fiber treatment composition can be adjusted by adjusting the content of the fiber MPF reducer.

[0081] <Additional Optional Ingredients> The fiber treatment composition of the present invention may further contain, as optional components, components known to be used in detergents, fabric softeners, etc., such as the following components (1) to (12), within a range that does not affect the effects of the present invention.

[0082] (1) pH adjuster An acidic or alkaline agent may be contained as a pH adjuster. The acid agent may be one or more selected from organic acids and inorganic acids. From the viewpoint of low residue on fibers, the organic acid may be one or more selected from citric acid, malic acid, acetic acid, succinic acid, tartaric acid, fumaric acid, lactic acid, propionic acid, oxalic acid, glutaric acid, adipic acid, gallic acid, mellitic acid, cinnamic acid, salicylic acid, phthalic acid, benzoic acid, pyruvic acid, oxaloacetic acid, and aconitic acid. The inorganic acid may be one or more selected from hydrochloric acid, phosphoric acid, sulfuric acid, boric acid, and carbonic acid. Examples of alkaline agents include inorganic alkaline agents such as alkali metal hydroxides and alkali metal carbonates, and alkanolamines in which one to three of the groups bonded to the nitrogen atom are alkanol groups having from 2 to 4 carbon atoms, and the remaining groups are alkyl groups having from 1 to 4 carbon atoms or hydrogen atoms. Of these, the alkanol group is preferably a hydroxyalkyl group, and more preferably a hydroxyethyl group. Other than the alkanol group, a hydrogen atom or a methyl group is preferred, with a hydrogen atom being particularly preferred. Examples of alkanolamines include alkanolamines such as 2-aminoethanol, N-methylethanolamine, N,N-dimethylethanolamine, N,N-diethylethanolamine, diethanolamine, N-methyldiethanolamine, and triethanolamine.

[0083] (2) Chelating agents Specific examples of chelating agents include aminopolyacetic acids such as ethylenediaminetetraacetic acid, diethylenetriaminepentaacetic acid, and hydroxyethyliminodiacetic acid, or salts thereof; organic acids such as citric acid, lactic acid, tartaric acid, and malic acid, or salts thereof; 1-hydroxyethylidene-1,1-diphosphonic acid, diethylenetriaminepenta(methylenephosphonic acid), and alkali metal or lower amine salts thereof.

[0084] (3) Anti-redeposition agents and / or polymeric dispersants From the viewpoint of low residue on fibers, examples of the anti-redeposition agent and / or polymer-based dispersant include polyacrylic acid, polymaleic acid, carboxymethyl cellulose, and the like.

[0085] (4) Bleach From the viewpoint of low residue on fibers, examples of bleaching agents include hydrogen peroxide, sodium percarbonate, and sodium perborate.

[0086] (5) Bleach activator Examples of bleach activators include tetraacetylethylenediamine and bleach activators represented by formulas (I-2) to (I-7) of JP-A-6-316700.

[0087] (6) Enzymes From the viewpoint of low residue on fibers, the enzyme may be one or more enzymes selected from amylase, sucrase, maltase, lactase, pullulanase, fructofuranosidase, cellulase, protease, and lipase.

[0088] (7) Fluorescent dyes Examples of the fluorescent dye include fluorescent dyes commercially available under the trade names of Tinopal CBS (trade name, manufactured by Ciba Specialty Chemicals) and Whitex SA (trade name, manufactured by Sumitomo Chemical Co., Ltd.).

[0089] (8) Antioxidants Antioxidants include known antioxidant compounds such as 3,5-bis(1,1-dimethylethyl)-4-hydroxy-benzenepropanoic acid, methyl ester (commercially available under the trade name RALOX® 35 from Raschig USA, Arlington, Texas, United States), butylhydroxytoluene (common name: BHT), butylhydroxyanisole (common name: BHA), distyrenated cresol, ascorbic acid (common name: vitamin C), tocopherol (common name: vitamin E), coffee bean extract (chlorogenic acid), and green tea extract (catechin), or known inorganic salts such as sodium sulfite and sodium bisulfite.

[0090] (9) Antifoaming agents such as pigments, antibacterial preservatives, UV inhibitors, and silicones

[0091] (10) Organic solvents containing hydroxyl groups As the organic solvent having a hydroxyl group, one or more compounds selected from the following components (10-1) to (10-6) are used.

[0092] Component (10-1): A monohydric alcohol having an aliphatic hydrocarbon group with 2 to 6 carbon atoms Examples of the component (10-1) include monohydric alcohols selected from ethanol, 1-propanol, 2-propanol, and 1-butanol.

[0093] (10-2) Component: Dihydric to hexahydric alcohol having 2 to 6 carbon atoms Examples of the component (10-2) include dihydric or trihydric alcohols selected from ethylene glycol, propylene glycol, butylene glycol, 2-methyl-2,4-pentanediol, 1,5-pentanediol, 1,6-hexanediol, and glycerin. 2-Methyl-2,4-pentanediol is also known as hexylene glycol.

[0094] Component (10-3): Polyalkylene glycol containing alkylene glycol units having 2 to 4 carbon atoms Examples of the component (10-3) include polyalkylene glycols selected from diethylene glycol, triethylene glycol, tetraethylene glycol, dipropylene glycol, tripropylene glycol, polyethylene glycols having a weight-average molecular weight of 400 to 4,000, and polypropylene glycols having a weight-average molecular weight of 400 to 4,000.

[0095] Component (10-4): a monoalkyl ether of (mono- or poly) alkylene glycol having an alkylene glycol unit having from 2 to 4 carbon atoms and an alkyl group having from 1 to 4 carbon atoms Examples of the component (10-4) include compounds selected from diethylene glycol monomethyl ether, triethylene glycol monomethyl ether, diethylene glycol monoethyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, tripropylene glycol monomethyl ether, diethylene glycol monobutyl ether, 1-methoxy-2-propanol, and 1-ethoxy-2-propanol.

[0096] Component (10-5): Alkyl glyceryl ether having an alkyl group with 1 to 8 carbon atoms Examples of the component (10-5) include alkyl glyceryl ethers selected from 1-methyl glyceryl ether, 2-methyl glyceryl ether, 1,3-dimethyl glyceryl ether, 1-ethyl glyceryl ether, 1,3-diethyl glyceryl ether, triethyl glyceryl ether, 1-pentyl glyceryl ether, 2-pentyl glyceryl ether, 1-octyl glyceryl ether, and 2-ethylhexyl glyceryl ether.

[0097] (10-6) Component: Aromatic alkyl ether of (mono- or poly-) alkylene glycol having an alkylene glycol unit having 2 or 3 carbon atoms Examples of the component (10-6) include compounds selected from 2-phenoxyethanol, diethylene glycol monophenyl ether, triethylene glycol monophenyl ether, polyethylene glycol monophenyl ether having an average molecular weight of about 480, 2-benzyloxyethanol, and diethylene glycol monobenzyl ether.

[0098] In the above components (10-4) and (10-6), the term "(mono- or poly)alkylene glycol" refers to a monoalkylene glycol or a polyalkylene glycol. Furthermore, "polyalkylene glycol" refers to a glycol containing 2 to 9 alkylene glycol units.

[0099] (11) Hydrotropic agents The hydrotropic agent is an organic compound having an anionic group, and examples thereof include alkylbenzenecarboxylic acids or alkylbenzenesulfonic acids or salts thereof containing one or two alkyl groups selected from methyl, ethyl, or propyl groups and one sulfonic or carboxylic acid group, as well as benzoic acid or its salts. More specifically, examples include paratoluenesulfonic acid, cumenesulfonic acid, metaxylenesulfonic acid, and benzoic acid, and the salts are preferably alkali metal salts.

[0100] (12)Fragrance The perfume has a masking effect and in some cases may be a base material that itself has deodorizing properties. As the fragrance, for example, the fragrances described in "Fundamentals of Fragrance and Fragrance Blending, edited by Nakajima Mototaka, published by Sangyo Tosho Co., Ltd., 4th printing, April 20, 2005" and the fragrances described in JP-A-10-507793 can be used. In addition, the fragrance technology described in JP-A-2014-213072 can be used, and silicate ester fragrances and microcapsule fragrances can also be used.

[0101] <Fiber> The fibers to be treated with the MPF reducing agent for fibers and the fiber treatment composition of the present invention are fibers containing one or more synthetic fibers, and may also contain one or more non-synthetic fibers. The fibers in the present invention may be in the form of threads or test pieces having a predetermined size.

[0102] Examples of synthetic fibers include polyamide fibers (e.g., nylon), polyester fibers (e.g., polyester), polyacrylonitrile fibers (e.g., acrylic), polyvinyl alcohol fibers (e.g., vinylon), polyvinyl chloride fibers (e.g., polyvinyl chloride), polyvinylidene chloride fibers (e.g., vinylidene), polyolefin fibers (e.g., polyethylene, polypropylene), polyurethane fibers (e.g., polyurethane), polyvinyl chloride / polyvinyl alcohol copolymer fibers (e.g., polycrelal), polyalkylene paraoxybenzoate fibers (e.g., benzoate), and polyfluoroethylene fibers (e.g., polytetrafluoroethylene). Other examples include semi-synthetic fibers made by chemically extracting, dissolving, and spinning naturally occurring components, such as protein-based fibers (e.g., milk protein casein fiber, Promix), and cellulose-based fibers (e.g., rayon, Polynosic, cupra, acetate).

[0103] <Textile products> The MPF reducing agent for fibers and the fiber treatment composition of the present invention can also be used to treat textile products. As described above, the textile product in the present invention refers to a product manufactured using fibers. Specifically, it refers to fabrics such as woven fabrics, knitted fabrics, and nonwoven fabrics manufactured using fibers containing one or more synthetic fibers, and products obtained using the same, such as undershirts, T-shirts, dress shirts, blouses, slacks, hats, handkerchiefs, towels, knitwear, socks, underwear, tights, and masks. From the viewpoint of improving the MPF reduction ability, the content of synthetic fibers in the textile product is preferably 5% by mass or more, more preferably 10% by mass or more, even more preferably 20% by mass or more, still more preferably 30% by mass or more, still more preferably 50% by mass or more, and 100% by mass or less. The content of synthetic fibers in the textile product is even more preferably substantially 100% by mass.

[0104] <Method for reducing MPF for textiles> The present invention provides a method for reducing the MPF of fibers by contacting the fibers with a cationic polymer and a water-soluble anionic polymer.

[0105] In the MPF reduction method of the present invention, the fiber MPF reducer of the present invention can be incorporated into a detergent composition, a softener composition, a treatment composition, or a spray treatment composition. The fiber treatment composition of the present invention can also be used together with these compositions. The fiber MPF reducer of the present invention can also be used as a fiber treatment composition containing a cationic polymer, a water-soluble anionic polymer, and the optional components described above as active ingredients for reducing the MPF amount. That is, the fiber treatment composition of the present invention is preferably for reducing the MPF of fibers, and may be a fiber MPF reducer composition.

[0106] In the method for reducing the MPF of fibers of the present invention, the cationic polymer, the water-soluble anionic polymer, and the optional components can be the preferred embodiments described for the MPF reducing agent for fibers and the fiber treatment composition of the present invention, and the content ratio of each component is the same as the preferred embodiments described for the MPF reducing agent for fibers and the fiber treatment composition of the present invention. Further, examples of the fibers include the fibers described in the fiber MPF reducing agent and fiber treatment composition and synthetic fibers contained in textile products.

[0107] In the MPF reduction method of the present invention, from the viewpoint of improving the MPF reduction ability, it is preferable to make a fiber treatment composition (hereinafter sometimes referred to as a treatment liquid) by adding a further component and a solvent, preferably water, to the MPF reducer for fibers, and to treat fibers with this to bring the fibers into contact with the MPF reducer for fibers. In the MPF reduction method of the present invention, examples of a method for contacting the MPF reducer for fibers of the present invention with fibers include a method of spraying the treatment liquid onto fibers, a method of applying the treatment liquid onto fibers, and a method of immersing fibers in the treatment liquid.

[0108] When treating fibers with the fiber treatment composition, the concentrations of the cationic polymer and the water-soluble anionic polymer in the composition (in the treatment solution) are each preferably 0.001 ppm or more, more preferably 0.01 ppm or more, even more preferably 0.1 ppm or more, and still more preferably 0.5 ppm or more, from the viewpoint of improving the MPF reduction ability, and are preferably 1,000 ppm or less, more preferably 500 ppm or less, even more preferably 100 ppm or less, and still more preferably 50 ppm or less, from the viewpoint of the fluidity of the fiber treatment composition during treatment.

[0109] The method for reducing MPF of the present invention may be a method for reducing MPF generation for fibers, which reduces the amount of MPF generated from synthetic fibers when the fibers are fiber washed.

[0110] The method of spraying the treatment liquid onto fibers is preferably a method in which the treatment liquid of the present invention is filled into a sprayer-equipped container and sprayed onto fibers to bring the treatment liquid into contact with the fibers. When applying the treatment liquid to fibers, the treatment liquid may be applied directly to the fibers, or may be carried on an applicator such as a cloth or brush and applied to the fibers to bring the treatment liquid into contact with the fibers.

[0111] The treatment solution is preferably prepared by diluting a fiber treatment composition containing, for example, 0.6 to 1.5 mass % of the fiber MPF reducer of the present invention with water. The specific dilution ratio of the fiber treatment composition of the present invention is preferably 500 times or more, more preferably 800 times or more, from the viewpoint of improving the MPF reduction ability and improving the stability of the fiber treatment composition, and from the same viewpoint, is preferably 5,000 times or less, more preferably 3,000 times or less. There is no limit to the dilution ratio, and the fiber treatment composition is preferably diluted so that the concentrations of the cationic polymer and the water-soluble anionic polymer in the fiber treatment composition reach the above-mentioned preferred concentrations.

[0112] The pH of the treatment solution at 25° C. is preferably 4 or higher, more preferably 5 or higher, from the viewpoint of improving the MPF reduction ability, and from the same viewpoint, is preferably 12 or lower, more preferably 11 or lower. The pH of the treatment liquid at 25° C. can be measured by the same method as the method for measuring the pH of the blended liquid of the present invention. In this case, the blended liquid of the MPF reducer for fibers or the fiber treatment composition is read as the treatment liquid containing the MPF reducer for fibers or the fiber treatment composition, and the pH of the treatment liquid is measured.

[0113] The hardness of the water used in preparing the treatment solution is, from the viewpoint of improving the MPF reduction ability, preferably 2°dH or more, more preferably 3.5°dH or more, even more preferably 5°dH or more, and even more preferably 7°dH or more, on the German hardness scale, and from the same viewpoint, preferably 20°dH or less, more preferably 18°dH or less, and even more preferably 15°dH or less.

[0114] Here, German hardness (°dH) in this specification refers to the concentration of calcium and magnesium in water, expressed as a CaCO3 equivalent concentration of 1 mg / L (ppm) = approximately 0.056°dH (1°dH = 17.8 ppm). The calcium and magnesium concentrations for this German hardness are determined by chelate titration using disodium ethylenediaminetetraacetic acid. The specific method for measuring German water hardness in this specification is described below.

[0115] <German method for measuring water hardness> 〔reagent〕 0.01 mol / L EDTA·2Na solution: 0.01 mol / L aqueous solution of disodium ethylenediaminetetraacetic acid (titration solution, 0.01 M EDTA-Na2, manufactured by Sigma-Aldrich) ·Universal BT indicator (product name: Universal BT Co., Ltd., manufactured by Dojindo Laboratories) Ammonia buffer solution for hardness measurement (67.5 g of ammonium chloride dissolved in 570 mL of 28 w / v% ammonia water, and then made up to 1000 mL with ion-exchanged water) [Measurement of hardness] (1) Use a volumetric pipette to collect 20 mL of sample water into a conical beaker. (2) Add 2 mL of ammonia buffer solution for hardness measurement. (3) Add 0.5 mL of Universal BT indicator. After addition, confirm that the solution is reddish purple. (4) While shaking the conical beaker well, add 0.01 mol / L EDTA·2Na solution dropwise from the buret until the sample water turns blue, which is the end point of the titration. (5) The total hardness is calculated using the following formula. Hardness (°dH)=T×0.01×F×56.0774×100 / A T:0.01mol / L Titration amount of EDTA・2Na solution (mL) A: Sample volume (20 mL, volume of sample water) F: Factor of 0.01 mol / L EDTA·2Na solution

[0116] Furthermore, from the viewpoint of improving the MPF reduction ability, the temperature of the treatment liquid when treating the fibers is preferably 1°C or higher, more preferably 5°C or higher, even more preferably 10°C or higher, and still more preferably 20°C or higher, and from the same viewpoint, it is preferably 60°C or lower, more preferably 50°C or lower, even more preferably 40°C or lower, and still more preferably 30°C or lower.

[0117] In the MPF reduction method for fibers of the present invention, the liquor ratio, which is the ratio of the mass (kg) of the fiber to the amount (L) of the treatment solution, i.e., [amount (L) of treatment solution / mass (kg) of fiber] (hereinafter, this ratio may be referred to as the liquor ratio), is preferably 3 or more, more preferably 10 or more, and even more preferably 12 or more, from the viewpoint of improving the MPF reduction ability, and from the same viewpoint, is preferably 30 or less, more preferably 20 or less, and even more preferably 18 or less.

[0118] In the MPF reduction method of the present invention, the time for treating fibers is preferably 1 minute or more, more preferably 2 minutes or more, and even more preferably 3 minutes or more, from the viewpoint of improving the MPF reduction ability, and from the same viewpoint, is preferably 5 hours or less, more preferably 3 hours or less, even more preferably 1 hour or less, and still more preferably 30 minutes or less.

[0119] The MPF reduction method of the present invention is also suitable for rotary processing methods. Rotary processing methods refer to processing methods in which fibers or textile products that are not fixed to a rotating device rotate around a rotation axis together with the washing liquid. Rotary processing methods can be carried out using rotary washing machines. Specific examples of rotary washing machines include top-loading washing machines, two-layer washing machines, drum washing machines, pulsator washing machines or agitator washing machines, small washing machines, and automatic loading washing machines. These rotary washing machines can be commercially available for home or industrial use.

[0120] In the method for reducing MPF of the present invention, it is preferable to bring fibers into contact with a fiber treatment composition containing a cationic polymer and a water-soluble anionic polymer, or a treatment liquid containing the composition. Furthermore, the MPF reduction method of the present invention may be a method for reducing MPF in which a cationic polymer and a water-soluble anionic polymer are brought into contact with fibers. [Example]

[0121] <Cationic polymer> The following cationic polymers were used in the examples and comparative examples. Cationic polymer 1: (2-ethyldimethylammonio)ethyl methacrylate ethyl sulfate / N,N-dimethylacrylamide copolymer Cationic polymer 2: Polymer consisting of the structural unit represented by formula (7) Softcat SL-100 manufactured by Dow Chemical Japan Co., Ltd. [ka] Cationic polymer 3: Cationic hydroxyethyl cellulose (hydroxyethyl cellulose hydroxypropyltrimethylammonium chloride ether) manufactured by Kao Corporation, Poise C-150L Cationic polymer 4: Cationic starch (nitrogen content 0.6%, viscosity of 3% aqueous dispersion 1350 mPa·s)

[0122] [Method of manufacturing cationic polymer 1] The production method of the cationic polymer 1 for a representative copolymer will be described below. In a 1 L beaker, 43.03 g of ion-exchanged water, 8.62 g (7.76 g of active ingredient) of MOEDES (dimethylaminoethyl methacrylate quaternized with diethyl sulfate, 90% active ingredient by mass, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.), 22.24 g of DMAAm (N,N-dimethylacrylamide, manufactured by KJ Chemicals Co., Ltd.), and 0.147 g of V-50 (polymerization initiator, 2,2'-azobis(2-amidinopropane) dihydrochloride, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) were mixed and used as monomer aqueous solution A. In a 5 L glass container, 255.14 g of cyclohexane and 100% ethanol as a dispersant were added. TM 0.30 g of Sugar Ester S-770 (manufactured by Mitsubishi Chemical Corporation) was added and dissolved uniformly over 1 hour at 60° C. After dissolution, the solution was cooled to 30° C. to give dispersant solution B. The monomer aqueous solution A was added to the dispersant solution B, which was then placed in a homomixer (ROBOMICS, manufactured by Tokushu Kika Kogyo Co., Ltd.) and stirred at 9000 rpm for 4 minutes to obtain a monomer dispersion with an average particle size of 5 μm. The entire amount was placed in a 500 mL four-neck flask equipped with a stirrer, thermometer, and condenser. After purging with nitrogen, the pressure was reduced to 47.5 kPa and polymerization was carried out at 52°C for 40 minutes. After further aging at 70°C under atmospheric pressure for 1 hour, a dehydration tube equipped with a condenser was attached, and 41 mL of water was removed from the system over approximately 3 hours. As dehydration progressed, the temperature in the tank rose from 78°C to 81°C.

[0123] <Anionic polymer> The following anionic polymers were used in the examples and comparative examples. Anionic polymer 1: Sodium polystyrene sulfonate Anionic polymer 2: sodium polystyrene sulfonate Anionic polymer 3: 10 / 90 octadecyl acrylate / acrylic acid copolymer Anionic polymer 4: Polyacrylic acid (Fujifilm Wako Pure Chemical Industries, Ltd.) Anionic polymer 5: 19 / 75 / 5 / 1 copolymer of methyl methacrylate / butyl acrylate / (2-hydroxyethyl) methacrylate / acrylic acid The charge density of the cationic polymer and the anionic polymer was calculated by the method described in

[0016] . The weight average molecular weight of each polymer was calculated in terms of polyethylene glycol by GPC described in

[0018] .

[0124] Table 1 shows the presence or absence of hydrophobic groups (yes, no), water solubility (yes or no), cationic or anionic charge density, and weight average molecular weight (Mw) of cationic polymers 1 to 4 and anionic polymers 1 to 5. [Table 1]

[0125] <Preparation method of polyion complex solution> To a standard flask (PS-NO.11 manufactured by AS ONE Corporation), 25 mL in total of a 1% aqueous solution of (A) a cationic polymer and a 1% aqueous solution of (B) an anionic polymer were added so as to achieve a predetermined charge ratio. Then, a stirrer chip was added, the flask was covered, and it was stirred in a constant temperature bath at 50 °C under the condition of 500 rpm for 12 hours. Thereafter, it was stirred at 25 °C for 1 hour to prepare a polyion complex having a polymer solid content of 1%.

[0126] <Evaluation Method for MPF Discharge Suppression Ability> Next, the evaluation method for MPF reduction ability will be described. To a standard flask (PS-NO.11 manufactured by AS ONE Corporation), 0.0125 to 0.075 mL of each 1% polymer aqueous solution was added, tap water (Wakayama City water, 25 °C) was added so that the total amount became 25 mL, and two pieces of 6 cm × 6 cm polyester cloth (cut from MITSUWA TIGER Semi-Fit Round Neck SS Underwear) were placed therein. Then, the flask was covered, and it was shaken in a small constant temperature shaking incubator (manufactured by TAITEC Corporation, model number: BR-23FP) at 25 °C and 150 rpm for 10 min, and this was used as the washing step. Subsequently, only the cloth was taken out and transferred to a flask containing 25 mL of Wakayama City water, and the same shaking operation was performed for 3 minutes as the rinsing step. After each step, only the cloth was removed from the flask, and the remaining washing solution was collected and the MPF discharge amount was quantified by the following MPF counting method.

[0127] <Quantification of MPF Discharge Amount by MPF Counting Method> (Preparation of Measurement Sample) The washing water obtained in the washing step and the rinsing step was poured in its entirety into a petri dish with the lid removed (AS ONE Corporation's Asepto Petri Dish (electron beam sterilized), diameter 90 mm, height 20 mm). After further rinsing the wall surface of the flask with a small amount of tap water, the rinsing water was also added to the petri dish. At this time, coarse fibers and impurities that were clearly not applicable to MPF and were visible to the naked eye were manually removed using forceps. Thereafter, the whole was gently stirred with a dropper or the like to homogenize it so that the MPFs did not overlap, and then it was allowed to stand for about 1 minute until the MPFs sank to the bottom surface of the petri dish to obtain a measurement sample. (Scan) The measurement sample was scanned using a home scanner (Seiko Epson Corporation GT-X830). Scanning conditions: "Professional mode", image type: 48-bit color, resolution: 600 dpi, unsharp mask effect: "strong" (Counting by image processing) The image file created in (Scan) was read into Image J, and the number of MPFs was counted after the following image processing steps. Evaluation was performed without adding a polymer, and the calculated MPF release rate was set to 100%, and the percentage (%) of MPF release rate for each fiber treatment composition was calculated and used as the MPF release rate (%). The smaller the MPF release rate, the higher the MPF reduction ability of the MPF reducer. The following image processing steps were performed automatically by a computer based on pre-stored settings. 1.Image>Type>8Bit 2.Process>Subtract Background...>Roolingball radius:50pixels(Check Light background) 3. Select the area you want to analyze inside the dish in a circular shape and set the threshold to 245 in Image > Adjust > Threshold. 4. Analyze > Analyze Particles, set the size to "3-Infenity" and output the summary. 5. The count value of the output Summary

[0128] [Table 2]

[0129] As is clear from Table 2, it was found that by using the MPF reducer for fibers of the present invention, the amount of MPF emitted can be reduced to 32 to 68%.

Claims

1. A microplastic fiber reducing agent for fibers, comprising a cationic polymer (hereinafter also referred to as component (A)) and a water-soluble anionic polymer (hereinafter also referred to as component (B)), wherein at least one of component (A) and component (B) has a side chain containing a hydrocarbon group having 4 or more carbon atoms.

2. The microplastic fiber reducing agent for fibers according to claim 1, wherein the hydrocarbon group having 4 or more carbon atoms is a group selected from a linear alkyl group, a branched alkyl group, a cyclic alkyl group, a linear alkylene group, a branched alkylene group, a cyclic alkylene group, an aryl group, and an arylene group.

3. The microplastic fiber reducing agent for fibers according to claim 1 or 2, wherein component (A) is water-soluble.

4. The microplastic fiber reducing agent for fibers according to claim 1 or 2, wherein the ratio of the absolute value of the charge of component (A) to the absolute value of the charge of component (B), [(A)charge / (B)charge], is 0.1 or more and 10 or less.

5. The microplastic fiber reducing agent for fibers according to claim 1 or 2, wherein component (A) is a cationic polymer containing a structural unit represented by general formula (1l). 【Chemistry 1】 (In the formula, R １ " represents a hydrogen atom or a methyl group. ２ '', R ３ '' and R ４ Each of "" independently represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms. X" represents -O- or -NH-. m2 represents an integer of 1 to 3. Zb － indicates the counter anion.)

6. R ２ '', R ３ '' and R ４ 6. The microplastic fiber reducing agent for fibers according to claim 5, wherein each of the groups independently represents a hydrogen atom or an alkyl or alkenyl group having 1 to 3 carbon atoms.

7. The microplastic fiber reducing agent for fibers according to claim 1 or 2, wherein component (A) is a cationic polymer containing a structural unit represented by general formula (1m). 【Chemistry 2】 (In the formula, R １ " represents a hydrogen atom or a methyl group. ２ '', R ３ '' and R ４ " represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms. X" represents -O- or -NH-. m2 represents an integer of 1 to 3. R ５〃 represents a hydrogen atom or a methyl group. ６ '' and R ７ Each "" independently represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms. p and q represent the content of each structural unit, and are 0<p<1, 0<q<1, and p+q≦1. Zb － indicates the counter anion.)

8. R ２ '', R ３ '', R ４ '', R ６ '' and R ７ 8. The microplastic fiber reducing agent for fibers according to claim 7, wherein each of the groups independently represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.

9. The microplastic fiber reducing agent for fibers according to claim 1 or 2, wherein component (A) is a cationic polymer containing a hexose sugar building block represented by general formula (1). 【Transformation 3】 (In the formula, R １ and R ２ R each independently represents a hydrogen atom or a methyl group. ３ represents an alkyl group having 1 to 20 carbon atoms. ４ represents an alkylene group having 2 to 20 carbon atoms which may be substituted with a hydroxyl group and / or an amino group, and one or more —O— and / or —NR ５ - (wherein, R ５ represents a hydrogen atom or an alkyl group having 1 to 16 carbon atoms. ６ - (wherein, R ６ represents a hydrogen atom or an alkyl group having 1 to 16 carbon atoms. － indicates a counter anion. The wavy line on the carbon-oxygen bond indicates that the bond is either pointing up or down.) The microplastic fiber reducing agent for fibers according to claim 1 or 2, which is a cationic polymer containing one or more hexose sugar structures represented by the following formula:

10. The microplastic fiber reducing agent for fibers according to claim 1 or 2, wherein component (A) is a cationic polymer containing a hexose structural unit represented by general formula (1'). 【Chemistry 4】 (R １ and R ２ R each independently represents a hydrogen atom or a methyl group. ３ represents a hydrocarbon group having 1 to 20 carbon atoms. ４ represents an alkylene group having 2 to 20 carbon atoms which may be substituted with a hydroxyl group and / or an amino group, and one or more —O— and / or —NR ５ - (wherein, R ５ represents a hydrogen atom or an alkyl group having 1 to 16 carbon atoms. ６ - (wherein, R ６ represents a hydrogen atom or an alkyl group having 1 to 16 carbon atoms. － indicates the counter anion.)

11. R ３ The microplastic fiber reducing agent for fibers according to claim 10, wherein is a hydrocarbon group having 4 to 20 carbon atoms.

12. The microplastic fiber reducing agent for fibers according to claim 1 or 2, wherein component (B) is an anionic polymer containing one or more structural units selected from the structural units represented by general formula (2) and the structural units represented by general formula (3). 【Transformation 5】 (In the formula, R ７ and R ８ R each independently represents a hydrogen atom or a methyl group. ９ represents a hydrocarbon group having 1 to 20 carbon atoms which may be substituted with a carboxy group and / or a sulfo group; p1 and q1 represent the contents in the structural unit, and are 0≦p1<1, 0<q1≦1, and p1+q1≦1. 【Transformation 6】 (In the formula, R １０ represents a hydrogen atom or a methyl group. Ar represents a phenyl group or a naphthyl group. R １１ represents a carboxy group and / or a sulfo group. n represents an integer of 1 or more and 3 or less. When n is 2 or 3, R １１ may be the same or different.)

13. R ９ The microplastic fiber reducing agent for fibers according to claim 12, wherein is a hydrocarbon group having 4 to 20 carbon atoms.

14. A fiber treatment composition containing the microplastic fiber reducing agent for fibers according to claim 1 or 2.

15. A method for reducing microplastic fibers, comprising contacting synthetic fibers with the microplastic fiber reducing agent for fibers according to claim 1 or 2.

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