Fiber treatment agent for producing spun yarn, aqueous liquid of fiber treatment agent for producing spun yarn, and fiber

A fiber treatment agent with controlled phosphoric acid compounds and alcohols, combined with alkali overneutralization, addresses friction and stability issues in spun yarn production, ensuring consistent performance over time.

WO2025263548A1PCT designated stage Publication Date: 2025-12-26TAKEMOTO OIL & FAT CO LTD
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Patent Information

Application Number
PCT/JP2025/021967
Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Priority Date
2024-06-20
Filing Date
2025-06-18
Publication Date
2025-12-26

AI Technical Summary

Technical Problem

Existing synthetic fiber treatment agents for spun yarn production fail to maintain consistent friction characteristics and emulsion stability over time, and do not effectively suppress foam formation.

Method used

A fiber treatment agent comprising specific phosphoric acid compounds and alcohols, with controlled P-nucleus NMR integral ratios and acid values, is applied to synthetic fibers, followed by an alkali overneutralization pretreatment to enhance stability and reduce friction changes.

Benefits of technology

The solution significantly reduces friction changes in synthetic fibers after long-term storage, improves wet friction characteristics, and enhances emulsion stability and foam suppression properties.

✦ Generated by Eureka AI based on patent content.

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Patent Text Reader

Abstract

The present invention addresses the problem of reducing the change rate of friction of a synthetic fiber to which a fiber treatment agent for producing a spun yarn is adhered even after long-term storage of the synthetic fiber, and to improve the wet friction characteristic of the synthetic fiber to which the fiber treatment agent for producing a spun yarn is adhered, and the emulsion stability and the antifoaming property of the fiber treatment agent for producing a spun yarn. The fiber treatment agent for producing a spun yarn contains a specific phosphoric acid compound and an alcohol. In P nuclear NMR measurement when an alkali over-neutralization pretreatment is performed, provided that a total of P nuclear NMR integration ratios attributed to specific phosphate esters P1, P2, P3, P4, and P5, orthophosphoric acid, and a salt thereof is 100%, a P nuclear NMR integration ratio attributed to P4 is between 20% and 70% (both inclusive), a P nuclear NMR integration ratio attributed to P5 is between 20% and 50% (both inclusive), a value obtained by equation (1) is 8 or less, and an acid value per nonvolatile content is 2.5 or more and less than 50.
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Description

Fiber treatment agent for spun yarn production, aqueous solution of fiber treatment agent for spun yarn production, and fiber

[0001] The present invention relates to a fiber treatment agent for spun yarn production, an aqueous solution of the fiber treatment agent for spun yarn production, and fibers.

[0002] It is generally known that the manufacturing process of spun yarn involves a spinning and drawing step for synthetic fibers, a finishing step, etc. Furthermore, in the spinning and drawing step, finishing step, etc., a treatment is sometimes carried out in which a synthetic fiber treating agent is applied to the surface of the synthetic fiber in order to reduce friction, etc. of the synthetic fiber and improve antistatic properties, etc.

[0003] Conventionally, a synthetic fiber treatment agent is known as disclosed in Patent Document 1. Patent Document 1 describes that the synthetic fiber treatment agent contains specific alkyl phosphate esters, surfactants such as polyoxyalkylene alkyl ethers, and monohydric aliphatic alcohols having an alkyl group with 12 to 22 carbon atoms in the molecule.

[0004] Japanese Patent Application Laid-Open No. 2016-223035

[0005] Meanwhile, synthetic fiber treatment agents used in the production of spun yarns, i.e., fiber treatment agents for spun yarn production, are required to exhibit a small rate of change in friction of the synthetic fibers even after the synthetic fibers to which the treatment agents have been applied are stored for an extended period of time.Furthermore, further improvements in the wet friction characteristics of the synthetic fibers to which the fiber treatment agents for spun yarn production have been applied, as well as the emulsion stability and foam suppression properties of the fiber treatment agents for spun yarn production are also required.

[0006] As a result of research aimed at solving the above-mentioned problems, the present inventors have found that a fiber treatment agent for spun yarn production containing a specific phosphoric acid compound and an alcohol is exactly suitable. Various aspects for solving the above-mentioned problems will be described below.

[0007] The fiber treatment agent for spun yarn production of Aspect 1 contains the following phosphoric acid compound (A) and the following alcohol (B), and when the fiber treatment agent for spun yarn production is subjected to an alkali overneutralization pretreatment, P nuclear NMR measurement reveals that the fiber treatment agent for spun yarn production contains a phosphoric acid ester P1 represented by the following formula (1), a phosphoric acid ester P2 represented by the following formula (2), a phosphoric acid ester P3 represented by the following formula (3), a phosphoric acid ester P4 represented by the following formula (4), a phosphoric acid ester P5 represented by the following formula (5), and orthophosphoric acid: The gist of the present invention is that, when the sum of the P-nucleus NMR integral ratios attributable to the acid and its salt is taken as 100%, the P-nucleus NMR integral ratio attributable to the phosphate ester P4 is 20% or more and 70% or less, the P-nucleus NMR integral ratio attributable to the phosphate ester P5 is 20% or more and 50% or less, the value calculated by the following mathematical formula (1) is 8 or less, and the acid value per nonvolatile content of the fiber treatment agent for spun yarn production is 2.5 KOH-mg / g or more and less than 50 KOH-mg / g.

[0008] The phosphoric acid compound (A) contains phosphoric acid ester P3, phosphoric acid ester P4, phosphoric acid ester P5, and orthophosphoric acid, and optionally further contains at least one selected from phosphoric acid ester P1 and phosphoric acid ester P2.

[0009]

[0010] In formula (1), M 1 , M 2 , M 3 are each a hydrogen atom, an alkali metal, an alkaline earth metal (1 / 2), an organic amine, ammonium, or phosphonium.

[0011]

[0012] In formula (1), R 1 represents an alkyl or alkenyl group having 16 to 20 carbon atoms; M 4 , M 5 are each a hydrogen atom, an alkali metal, an alkaline earth metal (1 / 2), an organic amine, ammonium, or phosphonium.

[0013]

[0014] In formula (3), R 2 , R 3 each represents an alkyl or alkenyl group having 16 to 20 carbon atoms; M 6 is a hydrogen atom, an alkali metal, an alkaline earth metal (1 / 2), an organic amine, ammonium, or phosphonium.

[0015]

[0016] In formula (4), R 4 represents an alkyl or alkenyl group having 16 to 20 carbon atoms; M 7 , M 8 are each a hydrogen atom, an alkali metal, an alkaline earth metal (1 / 2), an organic amine, ammonium, or phosphonium.

[0017]

[0018] In formula (5), R 5 , R 6 each represents an alkyl or alkenyl group having 16 to 20 carbon atoms; M 9 is a hydrogen atom, an alkali metal, an alkaline earth metal (1 / 2), an organic amine, ammonium, or phosphonium.

[0019]

[0020] The alcohol (B) is an aliphatic alcohol having a carbon number of 8 to 18. In embodiment 2, in the fiber treatment agent for producing spun yarn of embodiment 1, the value calculated by the formula (1) is 3.5 or less.

[0021] In Aspect 3, the fiber treatment agent for producing a spun yarn according to Aspect 1 or 2 has a P-nucleus NMR integral ratio attributable to the phosphate ester P3 of 6.5% or more and 40% or less. In Aspect 4, the fiber treatment agent for producing a spun yarn according to any one of Aspects 1 to 3 has a P-nucleus NMR integral ratio attributable to the phosphate ester P2 and the phosphate ester P3 of more than 0% and less than 25%.

[0022] Aspect 5 is the fiber treatment agent for spun yarn production according to any one of Aspects 1 to 4, wherein the phosphoric acid compound (A) is contained in an amount of 85% by mass or more and 99.5% by mass or less, and the alcohol (B) is contained in an amount of 0.5% by mass or more and 15% by mass or less, where the total content of the phosphoric acid compound (A) and the alcohol (B) is taken as 100% by mass.

[0023] Aspect 6 is the fiber treating agent for spun yarn production according to any one of Aspects 1 to 5, which satisfies at least one of the following two conditions: Condition 1: The fiber treating agent contains two or more types of alcohol (B) having different carbon numbers.

[0024] Condition 2: The fiber treatment agent for spun yarn production according to any one of Aspects 1 to 6 further contains a nonionic surfactant (D) described below.

[0025] The nonionic surfactant (D) is at least one selected from polyoxyethylene alkyl ethers, polyoxyethylene alkenyl ethers, polyoxyethylene alkyl esters, polyoxyethylene alkenyl esters, polyoxyethylene alkylphenyl ethers, polyoxyalkylene alkylamines, polyoxyalkylene alkenylamines, salts of polyoxyalkylene alkylamines and inorganic acids, and salts of polyoxyalkylene alkenylamines and inorganic acids.

[0026] In aspect 8, the fiber treatment agent for spun yarn production according to aspect 7 contains the phosphoric acid compound (A) in an amount of 25% by mass or more and 80% by mass or less, the alcohol (B) in an amount of 0.5% by mass or more and 10% by mass or less, and the nonionic surfactant (D) in an amount of 15% by mass or more and 74.5% by mass or less, where the total amount of the phosphoric acid compound (A), the alcohol (B), and the nonionic surfactant (D) is taken as 100% by mass.

[0027] The aqueous solution of the fiber treatment agent for spun yarn production of Aspect 9 is summarized as having a non-volatile content concentration of 0.1% by mass or more and 10% by mass or less of the fiber treatment agent for spun yarn production of any one of Aspects 1 to 8.

[0028] A fiber according to a tenth aspect is characterized in that it has adhered thereto the fiber treatment agent for spun yarn production according to any one of aspects 1 to 8. A fiber according to an eleventh aspect is characterized in that the fiber according to aspect 10 is a polyester staple fiber.

[0029] According to the present invention, it is possible to reduce the rate of change in friction of synthetic fibers to which a fiber treatment agent for spun yarn production has been applied, even after long-term storage of the synthetic fibers, and to improve the wet friction characteristics of the synthetic fibers to which the fiber treatment agent for spun yarn production has been applied, as well as the emulsion stability and foam suppression properties of the fiber treatment agent for spun yarn production.

[0030] First Embodiment A first embodiment of the fiber treatment agent for spun yarn production (hereinafter also simply referred to as the treatment agent) of the present invention will be described below. The treatment agent of this embodiment contains the following phosphoric acid compound (A) and the following alcohol (B).

[0031] (Phosphate Compound (A)) The phosphoric acid compound (A) contains a phosphoric acid ester P3 represented by the following formula (3), a phosphoric acid ester P4 represented by the following formula (4), a phosphoric acid ester P5 represented by the following formula (5), and orthophosphoric acid, and optionally further contains at least one selected from a phosphoric acid ester P1 represented by the following formula (1) and a phosphoric acid ester P2 represented by the following formula (2):

[0032]

[0033] In formula (1), M 1 , M 2 , M 3 are each a hydrogen atom, an alkali metal, an alkaline earth metal (1 / 2), an organic amine, ammonium, or phosphonium.

[0034]

[0035] In formula (2), R 1 represents an alkyl or alkenyl group having 16 to 20 carbon atoms; M 4 , M 5 are each a hydrogen atom, an alkali metal, an alkaline earth metal (1 / 2), an organic amine, ammonium, or phosphonium.

[0036]

[0037] In formula (3), R 2 , R 3 each represents an alkyl or alkenyl group having 16 to 20 carbon atoms; M 6 is a hydrogen atom, an alkali metal, an alkaline earth metal (1 / 2), an organic amine, ammonium, or phosphonium.

[0038]

[0039] In formula (4), R 4 represents an alkyl or alkenyl group having 16 to 20 carbon atoms; M 7 , M 8 are each a hydrogen atom, an alkali metal, an alkaline earth metal (1 / 2), an organic amine, ammonium, or phosphonium.

[0040]

[0041] In formula (5), R 5 , R 6 each represents an alkyl or alkenyl group having 16 to 20 carbon atoms; M 9 is a hydrogen atom, an alkali metal, an alkaline earth metal (1 / 2), an organic amine, ammonium, or phosphonium.

[0042] (Alkali metal) In the phosphate compound (A), M 1 ~M 9 The alkali metal constituting the compound is not particularly limited, and examples thereof include sodium, potassium, and lithium.

[0043] (alkaline earth metal) M 1 ~M 9 The alkaline earth metal constituting the element (I) is not particularly limited, and examples thereof include calcium, magnesium, beryllium, strontium, and barium.

[0044] The above-mentioned "alkaline earth metal (1 / 2)" means that the alkaline earth metal is divalent, and therefore M 1 ~M 9(organic amine) M 1 ~M 9 The organic amine constituting the formula (I) is not particularly limited, and examples thereof include primary amines such as methylamine, ethylamine, butylamine, octylamine, laurylamine, octadecylamine (also called stearylamine), octadecenylamine, and coconut amine.

[0045] (phosphonium) M 1 ~M 9 The phosphonium constituting the formula (I) is not particularly limited, and examples thereof include quaternary phosphoniums such as tetramethylphosphonium, tetraethylphosphonium, tetrabutylphosphonium, tetraoctylphosphonium, dibutyldihexylphosphonium, trihexyltetradecylphosphonium, triethyloctylphosphonium, trioctylmethylphosphonium, and triphenylmethylphosphonium.

[0046] The above M 1 ~M 9 The alkali metals, alkaline earth metals, organic amines, ammonium, and phosphonium constituting the compound (I) may be used singly or in appropriate combination of two or more.

[0047] (Alkyl group having 16 to 20 carbon atoms) R 1 ~R 6 The alkyl group having 16 to 20 carbon atoms constituting the group is not particularly limited, and may be a straight-chain alkyl group or a branched-chain alkyl group.

[0048] Specific examples of linear alkyl groups include hexadecyl, heptadecyl, octadecyl, nonadecyl, and icosyl groups. Specific examples of branched alkyl groups include isohexadecyl, isoheptadecyl, isooctadecyl, isononadecyl, and isoicosyl groups.

[0049] (an alkenyl group having 16 to 20 carbon atoms) R 1 ~R 6The alkenyl group having 16 to 20 carbon atoms constituting the formula (I) is not particularly limited, and may be a straight-chain alkenyl group or a branched-chain alkenyl group.

[0050] Specific examples of linear alkenyl groups include hexadecenyl, heptadecenyl, octadecenyl, nonadecenyl, and icosenyl groups. Specific examples of branched alkenyl groups include isohexadecenyl, isoheptadecenyl, isooctadecenyl, isononadecenyl, and isoicosenyl groups.

[0051] The above R 1 ~R 6 The alkyl group and alkenyl group each having 16 to 20 carbon atoms may be used alone or in appropriate combination of two or more.

[0052] The orthophosphoric acid contained in the phosphoric acid compound (A) may form a salt. Examples of the salt of orthophosphoric acid include salts with the above-mentioned alkali metals and alkaline earth metals.

[0053] (Method for Producing Phosphoric Acid Compound (A)) The method for producing phosphoric acid compound (A) is not particularly limited, and known production methods can be used. For example, phosphoric acid compound (A) can be produced by reacting a starting aliphatic alcohol with phosphoric anhydride such as diphosphorus pentoxide to obtain a phosphoric acid oxide (hereinafter also referred to as a phosphorylation reaction), and then neutralizing the obtained phosphoric acid oxide. By such a production method, phosphoric acid compound (A) is produced so as to contain at least phosphoric acid esters P3, P4, and P5.

[0054] The aliphatic alcohol is 1 ~R 6 An alcohol having an alkyl or alkenyl group having 16 to 20 carbon atoms can be used. The aliphatic alcohol is preferably dehydrated in advance. If the alcohol is dehydrated in advance, decomposition of phosphoric anhydride due to water in the raw material can be easily suppressed.

[0055] The reaction atmosphere between the aliphatic alcohol and phosphoric anhydride is not particularly limited, and a nitrogen atmosphere, an air atmosphere, or the like can be adopted. A nitrogen atmosphere is preferred because it makes it easier to suppress decomposition of phosphoric anhydride due to moisture in the reaction atmosphere.

[0056] The conditions for the phosphorylation reaction are not particularly limited, but the reaction is preferably carried out, for example, at a temperature of 65°C to 85°C for 1 hour to 6 hours. It is also preferable to prevent the synthesized phosphoric acid compound from coming into contact with moisture. If the phosphoric acid compound comes into contact with moisture, the phosphoric acid esters P2 and P3 are likely to be decomposed.

[0057] The conditions for the neutralization are not particularly limited, but it is preferable to carry out the neutralization for 3 to 9 hours at a temperature of 85 to 95° C. If the neutralization temperature is less than 85° C., the content of the phosphate ester P2 tends to be high.

[0058] (Alcohol (B)) The alcohol (B) is an aliphatic alcohol having from 8 to 18 carbon atoms. Specific examples of the alcohol (B) include octanol, nonanol, decanol, undecanol, dodecanol (lauryl alcohol), tridecanol, tetradecanol, pentadecanol, hexadecanol (cetyl alcohol), heptadecanol, and octadecanol (stearyl alcohol).

[0059] The alcohol (B) may be a linear aliphatic alcohol or a branched aliphatic alcohol. As the alcohol (B), one type of alcohol (B) may be used alone, or two or more types of alcohols (B) may be used in appropriate combination.

[0060] The alcohol (B) preferably contains two or more types of alcohol (B) having different carbon numbers. When two or more types of alcohol (B) having different carbon numbers are contained, the foam-suppressing property of the treatment agent can be further improved.

[0061] (Ratio of Phosphoric Acid Compound (A) and Alcohol (B)) The ratio of the phosphoric acid compound (A) to the alcohol (B) in the treatment agent is not particularly limited. When the total ratio of the phosphoric acid compound (A) and the alcohol (B) in the treatment agent is taken as 100 mass%, the treatment agent preferably contains 85 mass% or more and 99.5 mass% or less of the phosphoric acid compound (A) and 0.5 mass% or more and 15 mass% or less of the alcohol (B).

[0062] When the content ratios of the phosphoric acid compound (A) and the alcohol (B) in the treatment agent are within the above-mentioned ranges, the foam-inhibiting properties and emulsion stability of the treatment agent can be further improved. (P-nuclear NMR integral ratio) In P-nuclear NMR measurement of the treatment agent after alkaline overneutralization pretreatment, when the sum of the P-nuclear NMR integral ratios attributable to phosphate ester P1, phosphate ester P2, phosphate ester P3, phosphate ester P4, phosphate ester P5, and orthophosphoric acid and its salts is taken as 100%, the P-nuclear NMR integral ratio attributable to phosphate ester P4 is 20% to 70% and the P-nuclear NMR integral ratio attributable to phosphate ester P5 is 20% to 50%. By setting the respective ratios of phosphate ester P4 and phosphate ester P5 within the above-mentioned ranges, it is possible to prevent a decrease in the foam-inhibiting properties of the treatment agent due to an excess of phosphate ester P4 and a decrease in the emulsion stability of the treatment agent due to an excess of phosphate ester P5.

[0063] The value calculated by the following formula (1) is 8 or less, and preferably 3.5 or less.

[0064]

[0065] When the value obtained from the formula (1) is 8 or less, the rate of change in friction of the synthetic fiber can be reduced even after the synthetic fiber with the treatment applied thereto is stored for a long period of time. Furthermore, when the value obtained from the formula (1) is 3.5 or less, the rate of change in friction can be further reduced.

[0066] The frictional properties of synthetic fibers coated with a treatment agent are thought to be significantly affected by the increase in orthophosphoric acid due to the decomposition of phosphate esters P1 and P2 over time. Two moles of orthophosphoric acid are produced from one mole of phosphate ester P1 through decomposition. Similarly, one mole of phosphate ester P2 through decomposition produces one mole of orthophosphoric acid. Therefore, the rate of change in friction of synthetic fibers can be evaluated using the above formula (1), taking into account the effect of orthophosphoric acid production.

[0067] Here, the term "alkaline superneutralization pretreatment" refers to a pretreatment in which an excess amount of alkali is added to the phosphate ester and orthophosphoric acid contained in the phosphoric acid compound (A). Specific examples of the alkali include alkali metal hydroxides. The alkali may be the same as or different from the alkali used in synthesizing the phosphate ester salt. Specific examples of alkali metal hydroxides include sodium hydroxide and potassium hydroxide. In P-nuclear NMR measurement, by performing alkaline superneutralization pretreatment, the peaks assigned to the phosphate esters P1 to P5 and orthophosphoric acid and its salts can be clearly separated. The method for measuring the P-nuclear NMR integral ratio will be described later.

[0068] The P NMR integral ratio attributable to phosphate ester P3 is preferably 6.5% or more and 40% or less, and the sum of the P NMR integral ratios attributable to phosphate ester P2 and phosphate ester P3 is preferably more than 0% and less than 25%.

[0069] When the P-NMR integral ratio attributable to phosphate ester P3 is 6.5% or more and 40% or less, emulsion stability can be further improved. Furthermore, when the sum of the P-NMR integral ratios attributable to phosphate ester P2 and phosphate ester P3 is more than 0% and less than 25%, wet friction between the synthetic fiber and metal to which the treatment agent is applied can be further reduced. In other words, wet friction characteristics can be further improved.

[0070] (Acid value of treatment agent) The acid value per non-volatile content of the treatment agent is 2.5 KOH-mg / g or more and less than 50 KOH-mg / g. When the acid value per non-volatile content of the treatment agent is within the above range, the emulsion stability of the treatment agent can be improved.

[0071] The acid value per unit of nonvolatile content of the treatment agent is a value calculated from the following formula by dissolving the nonvolatile content of the treatment agent in a mixed solvent of ethanol / xylene = 1 / 2 (volume ratio), setting it in a potentiometric titrator, and titrating it with a 0.1 mol / L potassium hydroxide methanol standard solution.

[0072] Acid value (KOH-mg / g) = (R x f x 56.11 x 0.1) / S In this formula, f is the factor of the 0.1 mol / L potassium hydroxide methanol standard solution, S is the amount of sample collected (g, converted into solid content), and R is the amount (mL) of the 0.1 mol / L potassium hydroxide methanol standard solution used up to the inflection point.

[0073] The non-volatile content of the treatment agent refers to the mass of the bone-dry product obtained by heat-treating the treatment agent at 105°C until it reaches a constant weight and then thoroughly removing volatile substances. (Fatty Acid (C) Having 12 to 20 Carbon Atoms) The treatment agent may contain a fatty acid (C) having 12 to 20 carbon atoms.

[0074] Specific examples of the fatty acid (C) include dodecanoic acid (lauric acid), tridecanoic acid, tetradecanoic acid (myristic acid), pentadecanoic acid, hexadecanoic acid (palmitic acid), heptadecanoic acid, octadecanoic acid (stearic acid), nonadecanoic acid, and icosanoic acid.

[0075] The fatty acid (C) may be a single type of fatty acid (C) or a suitable combination of two or more types of fatty acids (C). When the treatment agent contains a fatty acid (C) having from 12 to 20 carbon atoms, the foam-suppressing properties of the treatment agent can be further improved.

[0076] The content of the fatty acid (C) is not particularly limited, but is preferably 0% by mass or more and 2% by mass or less of the nonvolatile content of the treatment agent. The treatment agent preferably satisfies at least one of the following two conditions:

[0077] Condition 1: The treatment agent contains two or more alcohols (B) having different carbon numbers. Condition 2: The treatment agent contains a fatty acid (C) having from 12 to 20 carbon atoms. When the treatment agent satisfies at least one of conditions 1 and 2, the foam-suppressing properties of the treatment agent can be further improved.

[0078] (Nonionic Surfactant (D)) The treatment agent preferably further contains at least one selected from the following nonionic surfactants (D).

[0079] Specific examples of the nonionic surfactant (D) include polyoxyethylene alkyl ethers, polyoxyethylene alkenyl ethers, polyoxyethylene alkyl esters, polyoxyethylene alkenyl esters, polyoxyethylene alkylphenyl ethers, polyoxyalkylene alkylamines, polyoxyalkylene alkenylamines, salts of polyoxyalkylene alkylamines and inorganic acids, and salts of polyoxyalkylene alkenylamines and inorganic acids.

[0080] When the treatment agent contains the nonionic surfactant (D), the carding properties of the synthetic fibers to which the treatment agent is attached can be further improved. (Contents of the Phosphate Compound (A), the Alcohol (B), and the Nonionic Surfactant (D)) The contents of the phosphate compound (A), the alcohol (B), and the nonionic surfactant (D) in the treatment agent are not particularly limited. When the total content of the phosphate compound (A), the alcohol (B), and the nonionic surfactant (D) in the treatment agent is taken as 100% by mass, the treatment agent preferably contains the phosphate compound (A) in an amount of 25% by mass to 80% by mass, the alcohol (B) in an amount of 0.5% by mass to 10% by mass, and the nonionic surfactant (D) in an amount of 15% by mass to 74.5% by mass.

[0081] When the contents of the phosphoric acid compound (A), the alcohol (B), and the nonionic surfactant (D) in the treatment agent are within the above-mentioned numerical ranges, it becomes easy to adjust the acid value of the treatment agent and the value calculated by formula (1) within the above-mentioned numerical ranges.

[0082] (Other Components (E)) The treatment agent may contain other components (E). Examples of other components (E) include components typically used in treatment agents, such as stabilizers, antistatic agents, binders, antioxidants, ultraviolet absorbers, surfactants other than the nonionic surfactant (D), pH adjusters, and alcohols other than the alcohol (B).

[0083] Specific examples of the other component (E) include polydimethylsiloxane and amino-modified polydimethylsiloxane. The content of the other component (E) in the non-volatile content of the treatment agent is preferably 15% by mass or less, more preferably 10% by mass or less, and even more preferably 5% by mass or less. The content of the other component (E) may be 0% by mass.

[0084] (Storage form) The treatment agent may be configured as a one-component treatment agent containing the above-mentioned components (A) to (E), or from the viewpoint of improving the formulation stability, it may be configured as a two-component treatment agent or a three-component treatment agent.

[0085] (Solvent) The treatment agent of this embodiment is prepared as a fiber treatment-agent-containing composition for spun yarn production (hereinafter also referred to as "treatment-agent-containing composition") by mixing it with a solvent as necessary, and may be stored or distributed in the form of a treatment-agent-containing composition.

[0086] The solvent has a boiling point of 105°C or less at 1 atmosphere. Examples of the solvent include water and organic solvents. Specific examples of water include ion-exchanged water, distilled water, hard water, and soft water. Among these, it is preferable to use ion-exchanged water or distilled water.

[0087] Specific examples of the organic solvent include lower alcohols such as ethanol and propanol, and low-polarity solvents such as hexane. These solvents may be used alone or in combination of two or more. Among these, polar solvents such as water and lower alcohols are preferred from the viewpoint of excellent dispersibility or solubility of each component, and water is more preferred from the viewpoint of excellent handleability.

[0088] <Actions and Effects of First Embodiment> (1-1) The treatment agent of the first embodiment contains the phosphoric acid compound (A) and alcohol (B) described above. Furthermore, the P-nucleus NMR integral ratio attributable to the phosphoric acid ester P4 is 20% to 70% and the P-nucleus NMR integral ratio attributable to the phosphoric acid ester P5 is 20% to 50%. The value calculated by Equation (1) is 8 or less. Furthermore, the acid value per nonvolatile content of the treatment agent is 2.5 KOH-mg / g or more and less than 50 KOH-mg / g. Therefore, even after long-term storage of synthetic fibers to which the treatment agent is applied, the rate of change in friction of the synthetic fibers can be reduced. Furthermore, the wet friction characteristics of the synthetic fibers to which the treatment agent is applied, the emulsion stability of the treatment agent, and the foam suppression properties can be improved.

[0089] (1-2) Furthermore, by containing the above-mentioned nonionic surfactant (D), the carding properties of the synthetic fiber to which the treatment agent is attached can be further improved. (1-3) By using the treatment agent of the first embodiment, it is possible to produce spun yarn that can be suitably used in final products such as clothing.

[0090] Second Embodiment Next, a second embodiment of the aqueous liquid of the fiber treatment agent for spun yarn production (hereinafter also simply referred to as aqueous liquid) of the present invention will be described, focusing on the differences from the first embodiment.

[0091] The aqueous liquid of this embodiment contains the treatment agent and water. The aqueous liquid is used as an emulsion by mixing the treatment agent and water. Specific examples of water that can be used are the same as the water used as the solvent.

[0092] The method for preparing the aqueous liquid is not particularly limited, and examples thereof include a method in which a predetermined amount of the treatment agent is added to a pre-measured amount of water.Furthermore, the aqueous liquid can also be prepared by a known mechanical emulsification method using a known homomixer, homogenizer, or the like.

[0093] The concentration of the treatment agent in the aqueous liquid is not particularly limited. For example, the concentration of the treatment agent is preferably 0.1% by mass or more and 10% by mass or less in terms of the nonvolatile content of the treatment agent. When the concentration of the treatment agent in the aqueous liquid is within the above range, emulsion stability is easily improved.

[0094] <Functions and Effects of Second Embodiment> In addition to the functions and effects of the first embodiment, the second embodiment has the following functions and effects.

[0095] (2-1) The aqueous liquid of the second embodiment contains the treatment agent described above and water. Therefore, the treatment agent can be applied in the form of an emulsion to synthetic fibers for spun yarn production. Furthermore, the inclusion of water as a solvent improves the handleability of the aqueous liquid.

[0096] Third Embodiment Next, a third embodiment of the fiber of the present invention will be described. The fiber of this embodiment is a treated fiber having the treatment agent of the first embodiment adhered to its surface. By adhering the treatment agent to the fiber surface, a fiber exhibiting the effects of the present invention can be obtained.

[0097] The type of fiber is not particularly limited, and examples thereof include (1) polyester fibers such as polyethylene terephthalate (PET), polytrimethylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, polyethylene terephthalate isophthalate, polyether polyester, polylactic acid, and composite fibers containing these polyester-based resins, (2) polyamide fibers such as nylon 6 and nylon 66, (3) polyacrylic fibers such as polyacrylic and modacrylic, and (4) polyolefin fibers such as polyethylene and polypropylene. Among these, polyester fibers are preferred.

[0098] The length of the fibers is not particularly limited, but is preferably applied to staple fibers. That is, the fibers of this embodiment are preferably polyester staple fibers. The length of the staple fibers is not particularly limited as long as it corresponds to staple fibers in this technical field, but is, for example, 100 mm or less.

[0099] (Treatment Agent Application Treatment) There are no particular restrictions on the proportion of the treatment agent of the first embodiment applied to the fiber. The treatment agent is applied so that the non-volatile content of the treatment agent is preferably 0.01% by mass or more and 10% by mass or less, more preferably 0.1% by mass or more and 3% by mass or less, relative to the fiber. This configuration allows the efficacy of each component to be effectively exerted. There are also no particular restrictions on the method for applying the aqueous liquid, and known methods can be used depending on the type, shape, and application of the fiber, such as roller oiling, guide oiling using a metering pump, immersion oiling, and spray oiling. When the immersion oiling method is used, the immersion time is preferably 1 minute or more and 5 minutes or less.

[0100] The fibers to which the aqueous liquid has been applied may be dried or heat-treated using a known method. The drying or heat-treatment volatilizes the solvent, such as water, to obtain fibers to which the components contained in the treatment agent have adhered. The fibers to which the components of the treatment agent have adhered can effectively exhibit their efficacy for use in spun yarn production.

[0101] <Operations and Effects of the Third Embodiment> (3-1) The polyester staple fibers are coated with the treatment agent of the first embodiment. Therefore, the rate of change in friction is small even after long-term storage. In addition, the wet friction characteristics of the polyester staple fibers are improved.

[0102] Examples will be given below to more specifically explain the configuration and effects of the present invention, but the present invention is not limited to these examples. In the following explanations of the examples and comparative examples, parts mean parts by mass.

[0103] Test Section 1 (Preparation of Fiber Treatment Agent for Spun Yarn Production) (Example 1) As shown in Table 1, 52.18 parts (mass%) of the phosphoric acid compound (A-4) shown in Table 2 as the phosphoric acid compound (A), 1.34 parts (mass%) of stearyl alcohol (B-1) and 1.29 parts (mass%) of lauryl alcohol (B-3) as the alcohol (B), 0.39 parts (mass%) of stearic acid (C-2) as the fatty acid (C), and 44.8 parts (mass%) of the nonionic surfactant (D-1) shown in Table 3 as the nonionic surfactant (D) were diluted in a beaker with 900 parts of 70°C warm water to prepare a 10% by mass aqueous solution of the fiber treatment agent for spun yarn production of Example 1. The mixture was stirred until homogeneous, and a total of 100 parts (mass%) was prepared.

[0104] (Examples 2 to 23, Comparative Examples 1 to 8) The treatment agents of Examples 2 to 23 and Comparative Examples 1 to 8 were prepared in the same manner as the treatment agent of Example 1, so as to contain the phosphoric acid compound (A), alcohol (B), fatty acid (C), nonionic surfactant (D), and other component (E) in the proportions shown in Table 1.

[0105] The type and content of the phosphoric acid compound (A), the type and content of the alcohol (B), the type and content of the fatty acid (C), the type and content of the nonionic surfactant (D), and the type and content of the other component (E) are shown in the "Phosphate compound (A)" column, the "Alcohol (B)" column, the "Fatty acid (C)" column, the "Nonionic surfactant (D)" column, and the "Other (E)" column in Table 1. In addition, the value calculated by formula (1) and the acid value per nonvolatile content of the treatment agent are shown in the "Value of formula 1" column and the "Acid value of treatment agent" column in Table 1.

[0106]

[0107] Details of the phosphoric acid compound (A) shown in Table 1 are as follows. <Phosphate Compound (A)> Phosphate compounds (A) A-1 to A-16 shown in Table 2 were used. The type of phosphoric acid compound (A) is shown in the "Type of phosphoric acid compound (A)" column of Table 2. The production conditions, acid value, and P-nucleus NMR integral ratio of the phosphoric acid compound (A) are shown in the "Production conditions (A / B / C / D)" column, the "Acid value of phosphoric acid compound (A)" column, and the "P-nucleus NMR integral ratio (%)" column of Table 2, respectively.

[0108]

[0109] Table 3 shows details of production conditions A to D for phosphoric acid compound (A) shown in Table 2. In Table 3, the "Alcohol dehydration" column indicates whether or not the raw material alcohol was dehydrated. The "Synthesis environment" column indicates the atmosphere for the phosphorylation reaction. The "Phosphorylation conditions" column indicates the temperature and time for the phosphorylation reaction. The "Water addition after phosphorylation" column indicates whether or not water was added after the phosphorylation reaction. The "Neutralization conditions" column indicates the temperature and time for neutralization of the phosphoric acid.

[0110]

[0111] Further details of production conditions A to D for phosphoric acid compound (A) are provided below. (Production Condition A) Under production condition A, the raw material alcohol used was subjected to vacuum dehydration at 105°C. The raw material alcohol was charged into a four-neck flask, and diphosphorus pentoxide was gradually added thereto under a nitrogen atmosphere. The resulting mixture was stirred at 80±3°C for 3 hours to carry out a phosphorylation reaction. The phosphoric acid oxide obtained in the phosphorylation reaction was gradually added to an aqueous potassium hydroxide solution, and the resulting mixture was stirred at 90±3°C for 6 hours to neutralize the phosphoric acid oxide, thereby synthesizing a phosphoric acid ester compound.

[0112] (Production Condition B) In production condition B, the raw material alcohol was used as it was after opening the reagent bottle. The phosphorylation reaction was carried out in the atmosphere. After opening the reagent bottle, diphosphorus pentoxide was left in the atmosphere (room temperature: about 27°C, relative humidity: about 80%) until the entire amount was added. It took about 30 minutes from the start to the end of adding diphosphorus pentoxide. Otherwise, the phosphate ester compound was synthesized under the same conditions as production condition A.

[0113] (Production Condition C) In production condition C, the raw material alcohol was used as is after opening the reagent bottle. The phosphorylation reaction was carried out under atmospheric pressure. After opening the reagent bottle, diphosphorus pentoxide was left in the atmosphere (room temperature: approximately 27°C, relative humidity: approximately 80%) until the entire amount was added. Approximately 30 minutes were required from the start to the end of addition of diphosphorus pentoxide. The phosphorylation reaction was carried out by stirring at 80±3°C for 3 hours. The phosphorus oxide obtained in the phosphorylation reaction was gradually added to an aqueous potassium hydroxide solution, and the solution was stirred at 80±3°C for 3 hours to neutralize the phosphorus oxide. A phosphate ester compound was synthesized under the same conditions as production condition A, except for the above.

[0114] (Production Condition D) In ​​production condition D, the raw material alcohol was used as is after opening the reagent bottle. The phosphorylation reaction was carried out under atmospheric pressure. After opening the reagent bottle, diphosphorus pentoxide was placed under atmospheric pressure (room temperature: approximately 27°C, relative humidity: approximately 80%) until the entire amount was added. It took approximately 30 minutes from the start of addition of diphosphorus pentoxide to the end of addition. The phosphorylation reaction was carried out by stirring at 80±3°C for 3 hours. After completion of the phosphorylation reaction, water was added in an amount of 1.5% by mass of the total amount of the raw material alcohol and diphosphorus pentoxide, and the mixture was stirred at 80±3°C for 1 hour to obtain a phosphorus oxide. The obtained phosphorus oxide was gradually added to an aqueous potassium hydroxide solution and neutralized by stirring at 80±3°C for 3 hours. A phosphoric acid ester compound was synthesized under the same conditions as production condition A, except for the above.

[0115] In addition, under each of the production conditions A to D, the compounding ratio of the raw material alcohol to diphosphorus pentoxide, the conditions for neutralizing the phosphoric acid oxide, and the like may be further adjusted as appropriate within the scope of common general technical knowledge. By adjusting these conditions, the composition of the phosphate ester compound synthesized can be adjusted even under the same production conditions. In other words, the ratio of the phosphate esters P1 to P5 and orthophosphoric acid contained in the phosphate compound (A) can be adjusted.

[0116] The P-nucleus NMR integral ratios of the phosphoric acid compound (A) shown in Table 2 were measured by the following method. (Method for Measuring P-nucleus NMR Integral Ratio) The P-nucleus NMR integral ratio of the phosphoric acid compound (A) was measured by first pretreating the phosphoric acid compound (A) by adding excess KOH to the phosphoric acid compound (A) to adjust the pH to 12 or higher. This pretreatment allows the peaks assigned to phosphate ester P1, phosphate ester P2, phosphate ester P3, phosphate ester P4, phosphate ester P5, and orthophosphoric acid and its salts to be clearly separated in 31P-NMR measurement.

[0117] The P nucleus NMR integral ratio was measured using 31P-NMR (Mercury plus NMR Spectrometer System, 300 MHz, manufactured by Valian).

[0118] The solvent used was a mixed solvent of heavy water / tetrahydrofuran = 8 / 2 (volume ratio). Of the obtained signals, the integral value of a single signal appearing between -3 ppm and -7 ppm corresponds to the P atom in P1.

[0119] The sum of the integral value of the doublet signal appearing between -3 ppm and -7 ppm and the integral value of the doublet signal appearing between -7 ppm and -11 ppm corresponds to the P atom in P2. The integral value of the single signal appearing between -7 ppm and -14 ppm corresponds to the P atom in P3.

[0120] The integral value of the single signal appearing between 3 ppm and 7 ppm corresponds to the P atom in P4. The integral value of the single signal appearing between -1 ppm and 4 ppm corresponds to the P atom in P5.

[0121] The integral values ​​of the signals appearing between 4 ppm and 10 ppm correspond to the P atoms in orthophosphoric acid and its salts. However, if signals are detected in overlapping ranges within the above values, the signals derived from the P atoms corresponding to, in order from the lower magnetic field side, orthophosphoric acid and its salts, phosphate esters P4, P5, P2 (-3 ppm to -7 ppm), P1, P2 (-7 ppm to -11 ppm), and P3 are detected.

[0122] The value can be calculated by the above-mentioned formula (1), assuming that the sum of the P nucleus NMR integral ratios assigned to phosphate ester P1, phosphate ester P2, phosphate ester P3, phosphate ester P4, phosphate ester P5, and orthophosphoric acid and its salts is 100%.

[0123] The acid value of the phosphoric acid compound (A) shown in Table 2 was measured by the following method. (Method for measuring acid value) The phosphoric acid compound (A) was dissolved in a mixed solvent of ethanol / xylene = 1 / 2 (volume ratio), set in a potentiometric titrator, and titrated with a 0.1 mol / L potassium hydroxide methanol standard solution, and the acid value was calculated using the same mathematical formula as used to measure the acid value of the treatment agent. The acid value of the phosphoric acid compound can be adjusted by the degree of neutralization when obtaining the phosphoric acid compound, the ratio of raw materials, reaction time, reaction temperature, etc. (See, for example, paragraph

[0044] of Japanese Patent No. 7055512 and paragraph

[0016] of JP 2018-150665 A).

[0124] Details of the alcohols (B) shown in Table 1 are as follows: <Alcohols (B)> B-1: Stearyl alcohol B-2: Cetyl alcohol B-3: Lauryl alcohol B-4: Mixed linear / branched alcohols having 12 and 13 carbon atoms Details of the fatty acids (C) shown in Table 1 are as follows:

[0125] <Fatty Acid (C)> C-1: Lauric acid C-2: Stearic acid Details of the nonionic surfactant (D) shown in Table 1 are as follows.

[0126] <Nonionic Surfactant (D)> As the nonionic surfactant (D), D-1 to D-6 shown in Table 4 were used.

[0127]

[0128] In Table 4, D-1 to D-6 are compositions in which one or more nonionic surfactants (D) are selected and mixed from the multiple types of nonionic surfactants (D) represented by components 1 to 9. Details of components 1 to 9 are as follows.

[0129] Component 1: A compound obtained by adding 15 moles of ethylene oxide (hereinafter also referred to as EO) to 1 mole of lauryl alcohol. Component 2: A compound obtained by randomly adding 6 moles of propylene oxide (hereinafter also referred to as PO) and 2 moles of EO to 1 mole of a linear / branched mixed alcohol having 12 and 13 carbon atoms. Component 3: A compound obtained by adding 4 moles of PO to 1 mole of a linear / branched mixed alcohol having 12 and 13 carbon atoms, followed by block addition of 4 moles of EO. Component 4: A compound obtained by adding 10 moles of EO to 1 mole of a linear / branched mixed alcohol having 12 and 13 carbon atoms. Component 5: A compound obtained by randomly adding 2 moles of PO and 4 moles of EO to 1 mole of nonylphenol, followed by addition of 2 moles of EO. Component 6: A compound obtained by adding 10 moles of EO to 1 mole of nonylphenol. Component 7: A compound obtained by adding 15 moles of EO to 1 mole of laurylamine. Component 8: A compound obtained by adding 10 moles of EO to 1 mole of lauric acid. Component 9: Compound in which 10 moles of EO are added to 1 mole of laurylamine. Details of the other component (E) shown in Table 1 are as follows.

[0130] <Other Components (E)> E-1: Polydimethylsiloxane E-2: Amino-modified polydimethylsiloxane Test Category 2 (Adhesion of fiber treatment agent for spun yarn production to polyester staple fiber) Fineness 1.3 × 10 -4 Semi-dull polyester composite fibers (polyester staple fibers) with a fiber length of 38 mm and a denier of 1.2 g / m were prepared. A 10% by mass aqueous solution of each treatment agent prepared in Test Section 1 was further diluted with water to a 0.30% by mass aqueous solution, and this solution was sprayed onto 100 g of the fibers so that the amount of the treatment agent deposited was 0.15% as nonvolatile matter. The fibers were dried in a hot air dryer at 80°C for 2 hours and then conditioned overnight in an atmosphere at 20°C and 65% RH to obtain treatment-agent-coated polyester composite fibers (hereinafter also referred to as treatment-agent-coated fibers).

[0131] Test Section 3 (Carding Ability) The treated fiber was conditioned for 24 hours in a thermostatic chamber at 20°C and 65% RH. 30 g of the treated fiber after conditioning was passed through a miniature carding machine (manufactured by Takeuchi Seisakusho Co., Ltd.) to produce a fiber web. Evaluation was based on the spun amount 20 seconds after all the raw cotton had entered the carding machine and evaluated according to the following criteria. The results are shown in the "Carding Ability" column of Table 1.

[0132] Evaluation criteria for carding performance 4 (Excellent): When the carding rate is 95% or more 3 (Good): When the carding rate is 90% or more but less than 95% 2 (Fair): When the carding rate is 80% or more but less than 90% 1 (Fail): When the carding rate is less than 80% Test category 4 (High temperature, high humidity treatment) The treatment agent-applied fiber was aged for 48 hours in a constant temperature room at 70°C x 90% RH to obtain a treatment agent-applied polyester composite fiber that had been treated with a high temperature, high humidity treatment (hereinafter also referred to as high temperature, high humidity treated fiber) simulating long-term storage. In the present invention, long-term storage means storage for 48 hours or more.

[0133] Test Section 5 (Friction Change Rate After Long-Term Storage) 20 g of fiber that had been subjected to high-temperature, high-humidity treatment and 20 g of fiber with a treatment agent attached but not subjected to high-temperature, high-humidity treatment were each conditioned for 24 hours in a constant-temperature chamber at 20°C and 65% RH, and then fed into a miniature carding machine to produce a carded web. The produced carded web was fed into a miniature drawing frame to obtain a sliver with a grain weight of 3 g / m. For the slivers under the above two conditions, the draft force was measured when the sliver was drafted at a sliver speed of 1 m / min and a draft ratio of 1.5. The friction change rate with and without high-temperature, high-humidity treatment was calculated using the following formula and evaluated according to the following criteria. The results are shown in the "Friction Change Rate" column of Table 1.

[0134] [Friction change rate] = [Draft force of treatment agent-applied fiber not subjected to high-temperature, high-humidity treatment] / [Draft force of high-temperature, high-humidity treated fiber] × 100 Evaluation criteria for friction change rate: 3 (Good): When the friction change rate is less than 5%; 2 (Acceptable): When the friction change rate is 5% or more but less than 10%; 1 (Fail): When the friction change rate is 10% or more. Test Category 6 (Emulsion Stability) Hard water with a hardness of 300 was prepared by dissolving 300 mg of calcium carbonate in 1 L of distilled water. Using the hard water with a hardness of 300, an aqueous solution of hard water containing 10% by mass of each treatment agent was prepared. This aqueous solution was further diluted with hard water to prepare an aqueous solution with a nonvolatile content of 0.3% by mass. The aqueous solution was kept at a constant temperature of 20°C for 24 hours, after which the condition of the aqueous solution was visually inspected and evaluated according to the following criteria. The results are shown in the "Emulsion Stability" column of Table 1.

[0135] Evaluation criteria for emulsion stability 3 (good): no precipitate or particles 2 (passable): no precipitate but particles present 1 (unacceptable): precipitate present Test section 7 (wet friction properties) A ​​0.35 mass% aqueous solution was prepared by diluting the 10 mass% aqueous solution of the treatment agent prepared in test section 1 with ion-exchanged water. 80 mL of the prepared 0.35 mass% aqueous solution was placed in a metal tray measuring 60 mm length x 230 mm width x 20 mm height.

[0136] A rectangular plate-shaped weight measuring 30 mm in length, 90 mm in width, and 45 mm in height and weighing 1 kg was prepared. A polyester spunbond nonwoven fabric of the same size as the bottom of the weight was attached to the bottom surface of the weight using double-sided tape. The weight was placed in the pad containing the 0.35% by mass aqueous liquid, with the bottom surface with the attached polyester spunbond nonwoven fabric facing downwards.

[0137] A tensile test was conducted using a tensile testing machine (Shimadzu Corporation, Autograph Model AGS-X) equipped with a load cell with a maximum load capacity of 50 N, in an atmosphere of 20°C x 60% RH, at a horizontal speed of 100 mm / min.

[0138] The frictional properties between the fiber and metal in a wet state were evaluated using the above method. Specifically, the frictional properties between the fiber and a metal roller in the spinning process and drawing process were evaluated using the above method. The evaluation of the frictional properties was carried out within 12 hours after preparing the 0.35 mass% aqueous solution. When the treatment agent of Comparative Example 1 was used, the friction between the fiber and metal in a wet state was relatively large, so the evaluation was carried out using the following evaluation criteria with Comparative Example 1 as the standard. The results are shown in the "Wet Friction" column of Table 1.

[0139] Evaluation criteria for wet friction properties: 3 (Good): The M / N ratio, which is the ratio of the friction N measured using the 0.35% by mass aqueous solution of Comparative Example 1 to the friction M measured using the 0.35% by mass aqueous solution of each example, was 0.98 or less. 2 (Acceptable): The M / N ratio was greater than 0.98 and less than 0.99. 1 (Unacceptable): The M / N ratio was greater than 0.99. Test Section 8 (Foam Inhibition) A 10% by mass aqueous solution of the treatment agent prepared in Test Section 1 was diluted with ion-exchanged water to prepare a 0.25% by mass aqueous solution. 25 g of the prepared aqueous solution was placed in a 100 mL graduated cylinder with a stopper, shaken vigorously 30 times over 30 seconds, allowed to stand for 30 seconds, and then shaken vigorously again 30 times over 30 seconds. After allowing to stand for 5 minutes, the height H1 from the water surface to the top of the foam was measured. Evaluation was based on the following criteria. The results are shown in the "Foam Inhibition" column of Table 1.

[0140] Evaluation criteria for foam suppression: 4 (Excellent): H1≦8.0 cm 3 (Good): 8.0 cm

[0141] As shown in Table 1, the treatment agent of Comparative Example 1 did not contain alcohol (B) and had an acid value outside the lower limit of the range of values ​​according to the present invention, demonstrating poor anti-foaming properties. The treatment agent of Comparative Example 2 did not contain alcohol (B) and did not contain phosphoric acid ester P3 in the phosphoric acid compound (A), demonstrating poor anti-foaming properties and emulsion stability.

[0142] The treatment agent of Comparative Example 3 did not contain phosphoric acid ester P3 in the phosphoric acid compound (A), and was therefore confirmed to be inferior in anti-foaming properties and emulsion stability. The treatment agent of Comparative Example 4 had an acid value outside the lower limit of the range of values ​​set forth in the present invention, and was therefore confirmed to be inferior in wet friction properties.

[0143] The treatment agent of Comparative Example 5 had an acid value outside the upper limit of the range of the present invention, and was therefore confirmed to have poor emulsion stability. The treatment agent of Comparative Example 6 had a value calculated by formula (1) outside the range of the present invention, and was therefore confirmed to have poor friction change rate.

[0144] The treatment agent of Comparative Example 7, which does not contain the phosphoric acid ester P3 in the phosphoric acid compound (A), was confirmed to have poor emulsion stability. The treatment agent of Comparative Example 8, which does not contain the alcohol (B), was confirmed to have poor foam suppression properties.

[0145] On the other hand, the treatment agent of the present invention can improve the rate of change in friction after long-term storage, emulsion stability, wet friction characteristics, and foam suppression. It can also improve card passability.​

Claims

1. A fiber treatment agent for spun yarn production containing the following phosphoric acid compound (A) and the following alcohol (B), wherein, in P-nuclear NMR measurement of the fiber treatment agent for spun yarn production after alkaline overneutralization pretreatment, when the sum of the P-nuclear NMR integral ratios attributable to phosphate ester P1, phosphate ester P2, phosphate ester P3, phosphate ester P4, phosphate ester P5, orthophosphoric acid and its salts is taken as 100%, the P-nuclear NMR integral ratio attributable to phosphate ester P4 is 20% to 70% and the P-nuclear NMR integral ratio attributable to phosphate ester P5 is 20% to 50%, and the value calculated by the following mathematical formula (1) is 8 or less; and the acid value per nonvolatile content of the fiber treatment agent for spun yarn production is 2.5 KOH-mg / g or more and less than 50 KOH-mg / g. Phosphate compound (A): A compound containing a phosphate ester P3 represented by the following formula (3), a phosphate ester P4 represented by the following formula (4), a phosphate ester P5 represented by the following formula (5), and orthophosphoric acid, and optionally further containing at least one selected from a phosphate ester P1 represented by the following formula (1) and a phosphate ester P2 represented by the following formula (2). (In Chemical Formula 1, M 1 , M 2 , M 3 : hydrogen atom, alkali metal, alkaline earth metal (1 / 2), organic amine, ammonium, or phosphonium. (In Chemical Formula 2, R 1 M: an alkyl or alkenyl group having 16 to 20 carbon atoms. 4 , M 5 : hydrogen atom, alkali metal, alkaline earth metal (1 / 2), organic amine, ammonium, or phosphonium. (In Chemical Formula 3, R 2 , R 3 M: an alkyl or alkenyl group having 16 to 20 carbon atoms. 6 : hydrogen atom, alkali metal, alkaline earth metal (1 / 2), organic amine, ammonium, or phosphonium. (In Chemical Formula 4, R 4 M: an alkyl or alkenyl group having 16 to 20 carbon atoms. 7 , M 8 : hydrogen atom, alkali metal, alkaline earth metal (1 / 2), organic amine, ammonium, or phosphonium. (In Chemical Formula 5, R 5 , R 6 M: an alkyl or alkenyl group having 16 to 20 carbon atoms. 9 : hydrogen atom, alkali metal, alkaline earth metal (1 / 2), organic amine, ammonium, or phosphonium. Alcohol (B): an aliphatic alcohol having 8 to 18 carbon atoms.

2. The fiber treating agent for spun yarn production according to claim 1, wherein the value obtained by the formula (1) is 3.5 or less.

3. The fiber treatment agent for spun yarn production according to claim 1, wherein the P NMR integral ratio attributable to the phosphate ester P3 is 6.5% or more and 40% or less.

4. A fiber treatment agent for spun yarn production according to claim 1, wherein the sum of the P nucleus NMR integral ratios attributable to the phosphate ester P2 and the phosphate ester P3 is more than 0% and less than 25%.

5. A fiber treatment agent for spun yarn production according to claim 1, which contains the phosphoric acid compound (A) in an amount of 85% by mass or more and 99.5% by mass or less, and the alcohol (B) in an amount of 0.5% by mass or more and 15% by mass or less, assuming that the content of the phosphoric acid compound (A) and the alcohol (B) is 100% by mass.

6. The fiber treatment agent for spun yarn production according to claim 1, which satisfies at least one of the following two conditions: Condition 1: It contains two or more types of alcohol (B) having different carbon numbers, and Condition 2: It contains a fatty acid (C) having 12 to 20 carbon atoms.

7. The fiber treatment agent for spun yarn production according to claim 1, further comprising the following nonionic surfactant (D): Nonionic surfactant (D): at least one selected from polyoxyethylene alkyl ethers, polyoxyethylene alkenyl ethers, polyoxyethylene alkyl esters, polyoxyethylene alkenyl esters, polyoxyethylene alkylphenyl ethers, polyoxyalkylene alkylamines, polyoxyalkylene alkenylamines, salts of polyoxyalkylene alkylamines with inorganic acids, and salts of polyoxyalkylene alkenylamines with inorganic acids.

8. A fiber treatment agent for spun yarn production as described in claim 7, containing the phosphoric acid compound (A) in an amount of 25% by mass or more and 80% by mass or less, the alcohol (B) in an amount of 0.5% by mass or more and 10% by mass or less, and the nonionic surfactant (D) in an amount of 15% by mass or more and 74.5% by mass or less, when the total content of the phosphoric acid compound (A), the alcohol (B), and the nonionic surfactant (D) is taken as 100% by mass.

9. An aqueous solution of a fiber treatment agent for spun yarn production, characterized in that the non-volatile content of the fiber treatment agent for spun yarn production described in any one of claims 1 to 8 is 0.1% by mass or more and 10% by mass or less.

10. Fibers characterized by having the fiber treatment agent for spun yarn production according to any one of claims 1 to 8 adhered thereto.

11. The fiber of claim 10, wherein said fiber is a polyester staple fiber.

Citation Information

Patent Citations

  • Treatment agent for polyester synthetic fiber, treatment method of polyester synthetic fiber and polyester synthetic fiber

    JP2016223035A

  • First treatment agent for synthetic fiber, treatment agent for synthetic fiber, preparation method of aqueous solution, treatment method of synthetic fiber, manufacturing method of short fiber, manufacturing method of spinning fiber, and manufacturing method of nonwoven fabric

    JP2022102613A

  • Treatment agent for synthetic fiber and synthetic fiber

    JP2022159713A

  • Composition containing a treatment agent for acrylic synthetic fibers, method for preparing a diluted solution of the composition containing a treatment agent for acrylic synthetic fibers, and acrylic synthetic fibers

    JP7365090B1

  • Fiber treatment agent for spun yarn production, aqueous solution of fiber treatment agent for spun yarn production, and fiber

    JP7674010B1