Dispersion leveling agent for dyeing polyester-based fiber and method for producing polyester-based fiber dyed product using same

Abstract

Provided are: a dispersion leveling agent in which, even when dyeing a fabric, in which an oil agent remains due to insufficient scouring, in high-temperature and high-pressure dyeing of a polyester-based fiber using a disperse dye, the removability of the oil agent from the fabric is favorable, aggregation of the dye is not caused, and uniform dyeing without unevenness is possible; and a method for producing a polyester-based fiber dyed product using the same. One aspect provides a dispersion leveling agent for dyeing a polyester-based fiber, the agent comprising: an (A) component which is a glycerin monofatty acid ester; a (B-1) component which is an ester compound having a specific structure and having a polyoxyalkylene moiety and / or a glyceryl moiety; and a (B-2) component which is a hydroxyl compound having a specific structure and having a polyoxyalkylene moiety and / or a glyceryl moiety.

Description

Dispersing and uniforming agent for dyeing polyester fibers and method for manufacturing polyester fiber dyed products using the same

[0001] The present invention relates to a dispersing and leveling agent for dyeing polyester fibers and a method for producing dyed polyester fiber products using the same. In particular, the present invention relates to a dispersing and leveling agent that prevents dye aggregation and enables uniform dyeing even when dyeing polyester fibers that have not been sufficiently scoured and have residual oil, and a method for producing dyed polyester fiber products using the same.

[0002] In recent years, the increasing use of differentiated materials such as irregularly shaped cross-section yarns, composite yarns, and yarns with varying shrinkage rates, along with the increased surface area due to the use of ultrafine yarns, the increased density of fabrics, and the increased amount of oils and sizing agents adhering to fabrics, has made it easier for problems such as uneven dyeing, color variations between dyeing batches, staining of dyed products, and staining of dyeing machines to occur in clothing and textile materials.

[0003] Furthermore, in recent dyeing processes, there is a trend towards high-mix, low-volume production to meet diverse demands, which has led to rising processing costs. To reduce these costs, processing methods are being shortened or simplified. In particular, methods to simplify the scouring and washing processes have become mainstream, taking into consideration the improvement of productivity and energy conservation. However, weaving oils, sizing agents, etc., that should be removed in the scouring and washing processes remain on the material to be dyed and enter the dyeing process, which causes uneven dyeing, color variations, and staining.

[0004] To solve these problems, Patent Document 1 describes a method for producing polyester dyed fibers, which involves scouring and dyeing in a single bath containing a specific nonionic surfactant, a specific anionic surfactant, and a disperse dye. Patent Document 2 describes a method for dyeing polyester fibers using a disperse and uniform dyeing agent that contains at least one selected from the group consisting of an alkylene oxide adduct of a specific alkenylphenol, an esterified alkenylphenol alkylene oxide adduct, and an anionic alkenylphenol alkylene oxide adduct. Patent Document 3 describes that dirt components such as fiber oils and oligomers can be easily removed by using a compound that is a reaction product of an organic compound having a hydroxyl group and an acid anhydride.

[0005] International Publication No. 2011 / 007696, Japanese Patent Publication No. 2014-47438, Japanese Patent Publication No. 2018-9124

[0006] However, even after implementing these processes, problems still occurred in the dyeing process, and it could not be said that the effect had been sufficiently improved. The present invention aims to provide a dispersing dyeing agent that enables good removal of oil from fabric, prevents dye aggregation, and allows for uniform dyeing of polyester fibers without unevenness, even when dyeing fabrics that have not been sufficiently scoured and have residual oil, in high-temperature, high-pressure dyeing using dispersing dyes, and a method for manufacturing polyester fiber dyed products using the same.

[0007] As a result of diligent research to solve the above problems, the present inventors have discovered that by using a specific dispersing and leveling agent when dyeing polyester fibers at high temperature and pressure using disperse dyes, even when dyeing fabrics that have not been sufficiently scoured and have residual oil, the oil can be removed from the fabric well, and a polyester fiber dyed product can be obtained that is dyed uniformly without dye aggregation and without unevenness. This led to the completion of the present invention.

[0008] In other words, the present invention encompasses the following items: [1] A dispersing and uniforming agent for dyeing polyester fibers, comprising component (A), component (B-1), and component (B-2), wherein component (A) is a glycerin mono fatty acid ester, and component (B-1) is the following general formula (B-1-1), (B-1-2), and (B-1-3), R-O-(AO)n 1 -CO-R'...(B-1-1) R'-COO-(AO)n 2 -CO-R'...(B-1-2) [In the formula, R is an m-styrene-phenyl group (where m is 0 to 5), an m'-styrene-alkylphenyl group (where m' is 0 to 5 and the alkyl group has 1 to 12 carbon atoms), or an alkyl group having 1 to 22 carbon atoms, R' is a monovalent hydrocarbon group, and if there are multiple R's, they may be the same or different from each other, AO is an alkylene oxy group having 2 to 4 carbon atoms, and multiple AOs may be the same or different from each other, n 1 This is the average number of moles of AO added, and is between 5 and 50, n 2 is the average number of moles of AO added, and is between 5 and 50; p is the average number of moles of AO added, and is between 0 and 30; multiple p values ​​may be the same or different from each other. The (B-2) component is at least one compound selected from those represented by any of the following general formulas: (B-2-1), (B-2-2), and (B-2-3), R-O-(AO)n 1 -H...(B-2-1) R'-COO-(AO)n 2 -H...(B-2-2) [In the formula, R is an m-styrene-phenyl group (where m is 0 to 5), an m'-styrene-alkylphenyl group (where m' is 0 to 5 and the alkyl group has 1 to 12 carbon atoms), or an alkyl group having 1 to 22 carbon atoms, R' is a monovalent hydrocarbon group, and if there are multiple R's, they may be the same or different from each other, X 1 and X 2where one is H and the other is CO-R', AO is an alkyleneoxy group having 2 to 4 carbon atoms, and a plurality of AOs may be the same as or different from each other, and n 1 is the average number of moles of addition of AO, which is 5 to 50, and n 2 is the average number of moles of addition of AO, which is 5 to 50, and p is the average number of moles of addition of AO, which is 0 to 30, and a plurality of ps may be the same as or different from each other. ] It is at least one selected from the compounds represented by any of the above, and is a dispersion leveling agent for dyeing polyester fibers. [2] The mixing ratio of the component (A), the component (B-1) and the component (B-2) is, by weight ratio, (A):{(B-1)+(B-2)} = 3:97 to 20:80, and the dispersion leveling agent for dyeing polyester fibers according to item 1. [3] The mixing ratio of the component (B-1) and the component (B-2) is, by weight ratio, (B-1):(B-2) = 25:75 to 90:10, and the dispersion leveling agent for dyeing polyester fibers according to item 1 or 2. [4] The dispersion leveling agent for dyeing polyester fibers according to any one of items 1 to 3, further containing a component (C) which is an anionic surfactant. [5] The mixing ratio of the total of the component (A), the component (B-1) and the component (B-2) and the component (C) is, by weight ratio, {(A)+(B-1)+(B-2)}:(C) = 60:40 to 95:5, and the dispersion leveling agent for dyeing polyester fibers according to item 4. [6] A method for producing a dyed polyester fiber product, which includes dyeing a polyester fiber product in a dyeing bath containing the component (A), the component (B-1) and the component (B-2) and containing the component (C) as an optional component, wherein the component (A) is glycerin monofatty acid ester, and the component (B-1) is represented by the following general formulas (B-1-1), (B-1-2) and (B-1-3), R-O-(AO)n 1 -CO-R' ···(B-1-1) R'-COO-(AO)n 2 -CO-R'···(B-1-2) [In the formula, R is an m-styrene-phenyl group (where m is 0 to 5), an m'-styrene-alkylphenyl group (where m' is 0 to 5 and the alkyl group has 1 to 12 carbon atoms), or an alkyl group having 1 to 22 carbon atoms, R' is a monovalent hydrocarbon group, and if there are multiple R's, they may be the same or different from each other, AO is an alkylene oxy group having 2 to 4 carbon atoms, and multiple AOs may be the same or different from each other, n 1 This is the average number of moles of AO added, and is between 5 and 50, n 2 is the average number of moles of AO added, and is between 5 and 50; p is the average number of moles of AO added, and is between 0 and 30; multiple p values ​​may be the same or different from each other. The (B-2) component is at least one compound selected from those represented by any of the following general formulas: (B-2-1), (B-2-2), and (B-2-3), R-O-(AO)n 1 -H...(B-2-1) R'-COO-(AO)n 2 -H...(B-2-2) [In the formula, R is an m-styrene-phenyl group (where m is 0 to 5), an m'-styrene-alkylphenyl group (where m' is 0 to 5 and the alkyl group has 1 to 12 carbon atoms), or an alkyl group having 1 to 22 carbon atoms, R' is a monovalent hydrocarbon group, and if there are multiple R's, they may be the same or different from each other, X 1 and X 2 In this case, one side is H and the other side is CO-R', AO is an alkylene oxy group having 2 to 4 carbon atoms, and the multiple AOs may be the same or different from each other, n 1 This is the average number of moles of AO added, and is between 5 and 50, n 2 A method for producing a polyester fiber dyed product, wherein the (C) component is an anionic surfactant, and is selected from at least one compound represented by any of the following: , where is the average number of moles of AO added, and is between 5 and 50, and is between 0 and 30, and multiple p values ​​may be the same or different from each other.

[0009] By using the dispersing and leveling agent for polyester fiber dyeing of the present invention, when dyeing polyester fibers at high temperature and pressure using disperse dyes, even when dyeing fabrics that have not been sufficiently scoured and have residual oil, the oil can be removed from the fabric well, and a polyester fiber dyed product can be obtained that is dyed uniformly without dye aggregation and without unevenness.

[0010] This figure shows grades 5 to 1 in the evaluation of dye dispersibility 1. This figure shows grades 5 to 1 in the evaluation of scouring properties.

[0011] The following describes specific exemplary embodiments of the present invention, but the present invention is not limited to these embodiments.

[0012] ≪Dispersing and leveling agent for dyeing polyester fibers≫ One aspect of the present invention provides a dispersing and leveling agent for dyeing polyester fibers. The dispersing and leveling agent for dyeing polyester fibers according to one aspect contains: (A) component: glycerin mono fatty acid ester, and (B) component: at least one selected from compounds having a hydroxyl group and a polyoxyalkylene group and their esters (especially fatty acid esters), and glycerin and its di- or tri-esters (especially fatty acid esters). The compounds having a hydroxyl group and a polyoxyalkylene group may be nonionic surfactants. A dispersing and leveling agent for dyeing polyester fibers according to one embodiment contains: (A) component: glycerin mono fatty acid ester; (B-1) component: at least one compound selected from any of the general formulas (B-1-1), (B-1-2), and (B-1-3) described below; and (B-2) component: at least one compound selected from any of the general formulas (B-2-1), (B-2-2), and (B-2-3) described below.

[0013] A dispersing and leveling agent for dyeing polyester fibers containing components (A), (B-1), and (B-2) may be useful in providing polyester fiber dyed products that are uniformly dyed without dye aggregation, even when dyeing fabrics that have not been sufficiently scoured and have residual oil, as it has good oil removal properties from the fabric. Each component will be described in more detail below.

[0014] <Component (A): Glycerin Monofatty Acid Ester> In this embodiment, component (A), glycerin monofatty acid ester, refers to a fatty acid monoester of glycerin. Examples of glycerin monofatty acid esters include those produced in the esterification reaction of glycerin and fatty acids, or in the transesterification reaction of oils and fats with a nonionic surfactant having a hydroxyl group.

[0015] In the esterification reaction between glycerol and fatty acids, the hydrocarbon group of the fatty acid used may be linear or branched, and may be saturated or unsaturated. The number of carbon atoms in the fatty acid is not particularly limited, but 12 to 24 is preferred, and 16 to 20 is more preferred. Furthermore, it is preferable that the fatty acid includes an unsaturated fatty acid.

[0016] Examples of such fatty acids include saturated fatty acids such as caprylic acid, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, eicosanoic acid, and behenic acid; unsaturated fatty acids containing one unsaturated bond, such as palmitoleic acid, oleic acid, elaidic acid, vaccenic acid, gadoleic acid, eicosenoic acid, erucic acid, and ricinoleic acid; unsaturated fatty acids containing two unsaturated bonds, such as linoleic acid, eicosadienoic acid, and docosadienoic acid; and unsaturated fatty acids containing three unsaturated bonds, such as linolenic acid, pinolenic acid, eleostearic acid, meadic acid, and eicosatrienoic acid.

[0017] Furthermore, fatty acids can also be produced from oils and fats (e.g., natural fatty acids). In addition, in light of the growing environmental awareness in recent years, it is also possible to use regenerated fatty acids produced from oils and fats used in the processing of food products, such as TFA-140F (Tsukuno Foods Industry, acid value 195-202, iodine value 124-134). When using fatty acids produced from oils and fats and / or regenerated fatty acids, for example, the number of carbon atoms can be 12-24, and preferably 16-20. Fatty acids containing unsaturated bonds are also preferred, and those that are liquid at room temperature are preferred. In this disclosure, "liquid at room temperature" means that when the substance to be tested is placed in a flat-bottomed cylindrical glass test tube with an inner diameter of 30 mm to a height of 55 mm at 25°C, and the test tube is held horizontally, the tip of the liquid surface passes through a portion 85 mm from the bottom of the test tube within 30 seconds. The iodine value of the fatty acid is preferably 80 to 200, and more preferably 100 to 150. In this disclosure, the iodine value is the value measured according to JIS K 0070 (1992). A higher content of unsaturated fatty acids tends to result in better dispersibility of the dye. The above-mentioned fatty acids and regenerated fatty acids may be used individually or in combination of two or more types.

[0018] In the transesterification reaction between oils and fats and nonionic surfactants containing hydroxyl groups, the oils and fats used are not particularly limited, but examples include vegetable oils and animal oils. Examples of vegetable oils include linseed oil, rapeseed oil, soybean oil, grape oil, sunflower oil, corn oil, palm oil, rice oil, peanut oil, sesame oil, and cottonseed oil. Examples of animal oils include beef tallow, lard, and fish oil. Furthermore, oils and fats recovered after being used in the processing of food products can also be used. The iodine value of the oils and fats is preferably 80 to 200, and more preferably 100 to 150. The oils and fats are preferably liquid at room temperature.

[0019] The fatty acids that make up the oils and fats are not particularly limited, and may be, for example, the fatty acids mentioned above. It is preferable that one or more of the fatty acids that make up the oils and fats are unsaturated fatty acids. A higher content of unsaturated fatty acids tends to result in better dispersibility of the dye.

[0020] The nonionic surfactant having a hydroxyl group, which is used in the transesterification reaction with a fat or oil and the nonionic surfactant having a hydroxyl group, is preferably a compound represented by any of the following general formulas (1) to (3). R—O—(AO)n 1 —H ... (1) [In the formula, R is an m-styrylphenyl group (where m is 0 to 5), an m'-styrylated alkylphenyl group (where m' is 0 to 5 and the number of carbon atoms of the alkyl group is 1 to 12), or an alkyl group having 1 to 22 carbon atoms, AO is an alkyleneoxy group having 2 to 4 carbon atoms, and a plurality of AOs may be the same as or different from each other, n 1 is the average number of moles of addition of AO, and is 5 to 50.] HO—(AO)n 2 —H ... (2) [In the formula, AO is an alkyleneoxy group having 2 to 4 carbon atoms, and a plurality of AOs may be the same as or different from each other, n 2 is the average number of moles of addition of AO, and is 5 to 50.] [In the formula, AO is an alkyleneoxy group having 2 to 4 carbon atoms, and a plurality of AOs may be the same as or different from each other, p is the average number of moles of addition of AO, and is 0 to 30, and a plurality of p may be the same as or different from each other.]

[0021] In the above general formula (1), R is preferably an m-styrylphenyl group (m is 0 to 5) or an m'-styrylated alkylphenyl group (m' is 0 to 5, and the alkyl group has 1 to 12 carbon atoms), and m and m' are each preferably 2 to 5. n 1 is preferably 10 to 50, and more preferably 15 to 25. AO preferably contains an ethyleneoxy group (EO), and EO / AO is preferably 50% by weight or more, more preferably 80% by weight or more, and most preferably 100% by weight. The compound represented by the above general formula (1) may be, in one aspect, an ethylene oxide adduct of di- or tri-styrylated phenol.

[0022] In the above general formula (2), n 2It is preferably 5 to 50, more preferably 10 to 25. AO preferably contains an ethyleneoxy group (EO), and EO / AO is preferably 50% by weight or more, more preferably 80% by weight or more. The compound represented by the general formula (2) may be polyethylene glycol in one embodiment.

[0023] In the above general formula (3), p is 0 to 30. AO preferably contains an ethyleneoxy group (EO), and EO / AO is preferably 50% by weight or more, more preferably 80% by weight or more. The compound represented by the general formula (3) may be glycerin in one embodiment.

[0024] <(B) component: Compound having a hydroxyl group and a polyoxyalkylene group and its ester, and glycerin and its di- or tri-ester> The polyester fiber dyeing dispersing leveling agent according to one embodiment contains at least one (B) component selected from a compound having a hydroxyl group and a polyoxyalkylene group and its ester (particularly fatty acid ester), and glycerin and its di- or tri-ester (particularly fatty acid ester). The (B) component according to one embodiment contains the (B-1) component and the (B-2) component described below, and may further contain the (B-3) component and / or the (B-4) component described below as optional components.

[0025] Compounds having a hydroxyl group and a polyoxyalkylene group may be nonionic surfactants. Examples of such compounds include the hydroxyl group-containing nonionic surfactants exemplified with respect to component (A). Examples of fatty acid esters of hydroxyl group-containing nonionic surfactants include those produced in the esterification reaction of the hydroxyl group-containing nonionic surfactant exemplified with respect to component (A) with the fatty acid exemplified with respect to component (A), or in the transesterification reaction of the hydroxyl group-containing nonionic surfactant exemplified with respect to component (A) with the oil or fat exemplified with respect to component (A). In one embodiment, the compound having a hydroxyl group and a polyoxyalkylene group may be a polyalkylene oxide adduct of styrene-phenol, in one embodiment, a polyalkylene oxide adduct of styrene-alkylphenol, in one embodiment, a polyalkylene oxide or alkylated polyalkylene oxide, and in one embodiment, a polyalkylene oxide adduct of glycerin.

[0026] Components (B-1) to (B-4) are classified as follows according to the number of hydroxyl groups remaining in one molecule.

[0027] (Component (B-1): No residual hydroxyl group) Component (B-1) is at least one compound selected from any of the following general formulas (B-1-1), (B-1-2), and (B-1-3). Therefore, component (B-1) is an ester compound with a specific structure having a polyoxyalkylene moiety and / or a glyceryl moiety. R-O-(AO)n 1 -CO-R'...(B-1-1) R'-COO-(AO)n 2 -CO-R'...(B-1-2) [In the formula, R is an m-styrene-phenyl group (where m is 0 to 5), an m'-styrene-alkylphenyl group (where m' is 0 to 5 and the alkyl group has 1 to 12 carbon atoms), or an alkyl group having 1 to 22 carbon atoms, R' is a monovalent hydrocarbon group, and if there are multiple R's, they may be the same or different from each other, AO is an alkylene oxy group having 2 to 4 carbon atoms, and multiple AOs may be the same or different from each other, n 1 This is the average number of moles of AO added, and is between 5 and 50, n 2 [where p is the average number of moles of AO added, and is between 5 and 50; and p is the average number of moles of AO added, and is between 0 and 30; multiple p values ​​may be the same or different from each other.]

[0028] (Component (B-2): A compound with one residual hydroxyl group) Component (B-2) is at least one compound selected from those represented by any of the following general formulas (B-2-1), (B-2-2), and (B-2-3). Therefore, component (B-2) is a hydroxy compound of a specific structure having a polyoxyalkylene moiety and / or a glyceryl moiety. R-O-(AO)n 1 -H...(B-2-1) R'-COO-(AO)n 2 -H...(B-2-2)

[0029] [In the formula, R is an m-styrene-phenyl group (where m is 0 to 5), an m'-styrene-alkylphenyl group (where m' is 0 to 5 and the alkyl group has 1 to 12 carbon atoms), or an alkyl group having 1 to 22 carbon atoms, R' is a monovalent hydrocarbon group, and if there are multiple R's, they may be the same or different from each other, X 1 and X 2 In this case, one side is H and the other side is CO-R', AO is an alkylene oxy group having 2 to 4 carbon atoms, and the multiple AOs may be the same or different from each other, n 1 This is the average number of moles of AO added, and is between 5 and 50, n 2[where p is the average number of moles of AO added, and is between 5 and 50; and p is the average number of moles of AO added, and is between 0 and 30; multiple p values ​​may be the same or different from each other.]

[0030] (Component (B-3): Contains two residual hydroxyl groups) Component (B-3) is at least one compound selected from those represented by either of the following general formulas (B-3-2) and (B-3-3): HO-(AO)n 2 -H ... (B-3-2) [wherein AO is an alkylene oxy group having 2 to 4 carbon atoms, and the multiple AOs may be the same or different from each other, n 2 This represents the average number of moles of AO added, and is between 5 and 50. [In the formula, AO is an alkylene oxy group having 2 to 4 carbon atoms, and multiple AOs may be the same or different from each other; R' is a monovalent hydrocarbon group; q is the average number of moles of AO added, and is between 0 and 30, and multiple qs may be the same or different from each other, provided that at least one of the multiple qs is 1 or more.]

[0031] In this embodiment, component (A) is a glycerol monofatty acid ester, and in one embodiment, it may be a compound in which all q values ​​in the above general formula (B-3-3) are 0.

[0032] (Component (B-4): Contains three residual hydroxyl groups) Component (B-4) is a compound represented by the following general formula (B-4-3).

[0033] [In the formula, AO is an alkylene oxy group having 2 to 4 carbon atoms, and multiple AOs may be the same or different from each other. p is the average number of moles of AO added, and is between 0 and 30, and multiple ps may be the same or different from each other.]

[0034] In one embodiment, R' may be an aliphatic hydrocarbon group. R' is derived, for example, from the fatty acids exemplified with respect to component (A), or the oils and fats exemplified with respect to component (A), and preferably contains an unsaturated hydrocarbon. If there are multiple R' groups in one molecule, it is preferable that one or more contain an unsaturated hydrocarbon. The number of carbon atoms is preferably 12 to 24, and more preferably 16 to 20.

[0035] The general formulas (1) to (3) described above for component (A) are defined in the same way as the general formulas (B-2-1), (B-3-2), and (B-4-3), respectively. For example, when a compound represented by general formula (1) is used as a raw material for the production of component (A), a portion of the compound may remain as unreacted material. This unreacted material is represented by general formula (B-2-1) and contains R, AO, and n in the dispersing and uniforming dye for polyester fibers. 1 It can be contained as a compound having the same general formula (1) as the raw material. The same applies to general formulas (2) and (3).

[0036] Components (B-1) and (B-2) may be produced simultaneously or separately using the method described above. Commercially available products may also be used.

[0037] It is also possible to produce component (A), component (B-1), and / or component (B-2) simultaneously.

[0038] The mixing ratio (by weight) of component (A) and components (B-1) and (B-2) (A):{(B-1)+(B-2)} is not particularly limited, but is preferably 3:97 to 20:80, and more preferably 5:95 to 15:85, in terms of the balance between dyeability and scouring properties. When the mixing ratio of component (A) to the total of 100% by weight of components (A), (B-1), and (B-2) is 3% by weight or more, the scouring properties of the dyed fabric tend to be superior during dyeing, and when it is 20% by weight or less, the dispersibility of the dye during dyeing tends to be superior, and the dyeability tends to be superior.

[0039] The mixing ratio (by weight) of component (B-1):(B-2) is not particularly limited, but is preferably 25:75 to 90:10, and more preferably 35:65 to 85:15. When the mixing ratio of component (B-1) to the total of component (B-1) and component (B-2) is 25% by weight or more, the dispersibility of the dye during dyeing tends to be better.

[0040] <Component (C): Anionic surfactant> The dispersing and leveling agent for dyeing polyester fibers according to one embodiment may further contain component (C), which is an anionic surfactant. The use of an anionic surfactant in combination tends to improve the dispersibility of dyes and oils that have been removed from the fabric. The anionic surfactant may be at least one selected from, for example, sulfate esters, phosphate esters, or salts thereof of alkylene oxide adducts of aliphatic alcohols having 1 to 22 carbon atoms; sulfate esters, phosphate esters, or salts thereof of polyalkylene glycols obtained from alkylene oxides having 2 to 4 carbon atoms; sulfate esters, phosphate esters, or salts thereof of alkylene oxide adducts of mono or polystyrene-modified phenols; sulfate esters, phosphate esters, or salts thereof of alkylene oxide adducts of mono or polystyrene-modified alkyl(alkyl group having 1 to 10 carbon atoms) phenols; alkyl(alkyl group having 8 to 22 carbon atoms) benzenesulfonic acid or a salt thereof; alkyl(alkyl group having 8 to 22 carbon atoms) sulfonic acid or a salt thereof; α-olefin sulfonic acid having 8 to 22 carbon atoms or a salt thereof; and α-sulfo fatty acid alkyl esters (α-sulfo fatty acid having 8 to 22 carbon atoms, alkyl group having 1 to 12 carbon atoms), or a salt thereof. The salt may be at least one selected from, for example, alkali metal salts, alkaline earth metal salts, ammonium salts, and alkanolamine salts. The anionic surfactant is preferably a sulfate ester from the viewpoint of excellent dye dispersibility during dyeing.

[0041] The mixing ratio (by weight) {(A) + (B-1) + (B-2)}:(C) of the total of components (A), (B-1), and (B-2) to component (C) is not particularly limited, but 60:40 to 95:5 is preferred. When the mixing ratio of component (C) is 40% by weight or less relative to 100% by weight of the total of components (A), (B-1), (B-2), and (C), the scouring properties tend to be excellent, and when it is 5% by weight or more, the dye dispersibility properties tend to be excellent.

[0042] The dispersing and leveling agent for dyeing polyester fibers of this embodiment may further contain additional components other than those exemplified above, as long as the effects of the present invention are not impaired. Additional components that can be used in combination include cationic surfactants, amphoteric surfactants, organic solvents, pH adjusters, chelating agents (EDTA, NTA, polycarboxylic acids or their salts, organic phosphonic acids or their salts, etc.), fatty acids or their salts (sodium coconut fatty acid salt, etc.), defoaming agents (silicone oil, higher alcohols, mineral oil, etc.), carrier components (benzyl benzoate, dibenzyl ether, N-butylphthalimide, etc.), antioxidants, viscosity modifiers, preservatives, and the like.

[0043] ≪Method for Manufacturing Polyester Fiber Dyed Products≫ One aspect of the present invention provides a method for manufacturing polyester fiber dyed products. The method for manufacturing polyester fiber dyed products according to one aspect includes dyeing a polyester fiber product with a dyeing bath containing component (A), component (B-1), and component (B-2), and optionally component (C).

[0044] The polyester fiber products that can be treated with the dispersing and uniforming agent for dyeing polyester fibers of this embodiment are not particularly limited, but examples include regular polyester fibers, cationic dyeable polyester fibers, recycled polyester fibers, polylactic acid (PLA) fibers, polytrimethylene terephthalate (PTT) fibers, polybutylene terephthalate (PCT) fibers, or polyester fibers consisting of two or more of these, and composite or blended fibers made of these polyester fibers with natural fibers such as cotton, linen, silk, and wool; semi-synthetic fibers such as rayon and acetate; synthetic fibers such as polyamide (nylon), acrylic, polyurethane, polyethylene, and polypropylene; and inorganic fibers such as carbon, glass, ceramics, asbestos, and metal. The polyester fiber preferably contains 30% by mass or more of the above-mentioned polyester fibers, more preferably 50% by mass or more, and even more preferably 65% ​​by mass or more.

[0045] Furthermore, there are no particular restrictions on the form of the textile product, and examples include short fibers, long fibers, yarn, woven fabrics, knitted fabrics, cotton, sliver, top, and nonwoven fabrics.

[0046] When dyeing polyester fiber products, dyed polyester fiber products can be obtained by using commonly used dyeing machines, such as winches, jet dyers, jickers, cheese dyers, and hank dyers, and dyeing them at a predetermined temperature, pH, and bath ratio for 10 to 100 minutes, followed by drying. In addition, commonly used inorganic or organic chemicals and dyes can be used in the dyeing bath without any problems. After the dyeing process, washing with hot water, cold water, or reductive washing can be performed to wash away any unfixed disperse dyes.

[0047] When dyeing polyester fiber products, the temperature is preferably 80 to 180°C, more preferably 90 to 150°C, even more preferably 100 to 150°C, and even more preferably 110 to 140°C.

[0048] When dyeing polyester fiber products, the pH is preferably 3 to 6, and more preferably 4 to 6, at 25°C. Suitable pH adjusters include acetic acid, sodium acetate, phosphoric acid, sodium dihydrogen phosphate, disodium hydrogen phosphate, trisodium phosphate, lactic acid, sodium lactate, and ammonium sulfate.

[0049] When dyeing polyester fiber products, the bath ratio is preferably 1:2 to 1:50, more preferably 1:5 to 1:30, and even more preferably 1:5 to 1:20. A ratio less than 1:2 tends to result in poor dye dispersibility, uniform dyeing, and scouring. Furthermore, a ratio exceeding 1:50 is not economical.

[0050] There are no particular restrictions on the drying conditions; for example, drying at 0 to 200°C for 10 seconds to several days is sufficient. If necessary, after drying, the product may be heat-treated (cured) at a temperature of 100°C or higher, preferably around 110 to 180°C, for 10 seconds to 10 minutes, preferably around 30 seconds to 3 minutes.

[0051] The total concentration of components (A), (B-1), (B-2), and (C) in the dyeing bath is preferably in the range of 0.01 to 10 g / L, more preferably in the range of 0.01 to 5 g / L, and even more preferably in the range of 0.05 to 3 g / L. When the concentration is 0.01 g / L or higher, the dye dispersibility, scouring properties, and uniform dyeing properties tend to be superior. When the concentration is 10 g / L or lower, the dye dispersibility, scouring properties, and uniform dyeing properties improve, and the fastness of dyed polyester fiber products tends to be superior.

[0052] In the method for manufacturing polyester fiber dyed products of this embodiment, flame retardants, lightfastness enhancers, water absorption and quick-drying agents, etc., can be added to the dyeing bath, and these functional agents can be imparted to the polyester fiber dyed product in a single bath simultaneously with the dyeing treatment.

[0053] As for flame retardants, there are no particular limitations as long as they are flame-retardant substances that can be treated simultaneously with the dyeing process; known substances can be used. Examples of such flame retardants include phosphate esters, condensed phosphate esters, hypophosphate esters, phosphine oxides, phosphate ester amides, phosphazenes, and halogens. As for lightfastness enhancers, there are no particular limitations as long as they are lightfast substances that can be treated simultaneously with the dyeing process; known substances can be used. Examples of such lightfastness enhancers include benzotriazoles, benzophenones, triazines, benzoxazinones, cyanoacrylates, and salicylates (ultraviolet absorbers). As for water-absorbing and quick-drying agents, there are no particular limitations as long as they are water-absorbing and quick-drying substances that can be treated simultaneously with the dyeing process; known substances can be used. Examples of such water-absorbing and quick-drying agents include polyester resins and acrylic resins.

[0054] The dyeing bath may contain cationic surfactants, amphoteric surfactants, organic solvents, pH adjusters, chelating agents (EDTA, NTA, polycarboxylic acids or their salts, organic phosphonic acids or their salts, etc.), fatty acids or their salts (such as sodium coconut fatty acid salt), defoaming agents (silicone oil, higher alcohols, mineral oil, etc.), carrier components (benzyl benzoate, dibenzyl ether, N-butylphthalimide, etc.), antioxidants, viscosity modifiers, preservatives, etc., to the extent that the effects of the present invention are not impaired.

[0055] The present invention will be described in more detail below with reference to examples of the present invention, but the present invention is not limited to these examples.

[0056] The ratio of each component is calculated as follows. The reaction product obtained in the synthesis example below may contain glycerin and fatty acids. Of these, the residual amount of glycerin was measured using gas chromatography (GC-16A [Shimadzu Corporation]). The measurement conditions are as follows: Column: GL Science TC-1 (15 m × 0.25 mm, I.D. 0.25 μm) Column temperature: 180-300 °C (heating rate: 15 °C / min) Injection temperature: 320 °C Detector temperature: 320 °C Split ratio: 1:25 Sample injection volume: 1 μL

[0057] For fatty acids, the acid value of the reaction product was measured, and the residual amount was calculated using the following formula. Acid value measurement was performed according to the neutralization titration method in JIS K 0070 (1992), 3.1. 10 g of the sample was accurately weighed, dissolved in 60 ml of ethanol, and measured. Residual fatty acid amount = Molecular weight of fatty acid × Acid value / 56100 The component ratios of component (A) and component (B) were measured using a gel permeation chromatography (GPC) instrument (GPC "HLC-8020" manufactured by Tosoh Corporation) with tetrahydrofuran as the eluent, and calculated from the area ratio of each peak on a polystyrene calibration curve. The column used was a combination of three columns manufactured by Tosoh Corporation, product names TSK-GELG5000HHR, G4000HHR, and G3000HHR.

[0058] The compounds used are as follows:

[0059] <Fatty Acids> TFA-140F (Regenerated fatty acid: Tsukuno Foods Industry, Acid value 197, Iodine value 128) KORTACID1811 (Oleic acid: Pacific Oleo, Acid value 199, Iodine value 95) Hartol FA-1 (Harima Chemicals, Acid value 196, Iodine value 130)

[0060] <Nonionic surfactants containing hydroxyl groups> (Compounds represented by general formula (1)) 3SP-10EO: 10-ethylene oxide adduct of tristyrenated phenol 3SP-18.5EO: 18.5-ethylene oxide adduct of tristyrenated phenol 3SP-30EO: 30-ethylene oxide adduct of tristyrenated phenol 2SP-13.5EO: 13.5-ethylene oxide adduct of distyrenated phenol

[0061] (Compound represented by general formula (2)) PEG-400: Polyethylene glycol (molecular weight 400) (in general formula (2), n 2 =9.1) PEG-600: Polyethylene glycol (molecular weight 600) (in general formula (2), n 2 = 13.6) PEG-1000: Polyethylene glycol (molecular weight 1000) (in general formula (2), n 2 = 22.7) PEG-2000: Polyethylene glycol (molecular weight 2000) (in general formula (2), n 2 = 45.4)

[0062] (Compound represented by general formula (3)) DG (Glycerin: NOF Corporation)

[0063] <Oils and Fats> Soybean oil (Nisshin Oillio, iodine value 128) C-type vegetable oil (recycled oil: Hamada Chemical, iodine value 102)

[0064] <Glycerin monofatty acid ester> 1-Oleoyl-rac-glycerin (Sigma-Aldrich)

[0065] In synthesis examples (1)-1 to (1)-3, components (A), (B-1), and (B-2) were obtained. Synthesis Example (1)-1 In a reaction vessel, 90.8 g (0.99 mol) of glycerin, 309.2 g (1.08 mol) of TFA-140F, and 1.0 g of p-toluenesulfonic acid were charged, nitrogen gas was introduced, and the mixture was heated while stirring at 190-200°C for approximately 6 hours to obtain 379 g of reaction product. The proportion of glycerin was quantified from the reaction product by gas chromatography analysis, and the proportion of unreacted fatty acids was quantified by acid value measurement. The remainder after subtracting the glycerin and fatty acid ratios obtained from the above analysis was taken as the ratio of the sum of components (A), (B-1), (B-2), and (B-3). Next, the composition ratio of each component to the sum of components (A), (B-1), (B-2), and (B-3) was analyzed by GPC. The results of the above analysis showed that the sum of components (A), (B-1), (B-2), and (B-3) in the reaction product was 94.1%, and the ratio of glycerol monofatty acid ester (component (A)) to this sum was 52.6% (Table 1).

[0066] Synthesis Example (1)-2 In a reaction vessel, 91.6 g (0.99 mol) of glycerin, 308.4 g (1.1 mol) of oleic acid, and 1.0 g of p-toluenesulfonic acid were charged. Nitrogen gas was introduced, and the mixture was heated while stirring at 190-200°C for approximately 6 hours to obtain 378 g of reaction product. Analysis in the same manner as in Synthesis Example (1)-1 showed that the sum of components (A), (B-1), (B-2), and (B-3) was 94.4%, and the ratio of glycerin monofatty acid ester (component (A)) to this sum was 51.6% (Table 1).

[0067] Synthesis Example (1)-3: 90.3 g (0.98 mol) of glycerin, 309.7 g (1.08 mol) of Hartol FA-1, and 1.0 g of p-toluenesulfonic acid were charged into a reaction vessel. Nitrogen gas was introduced, and the mixture was heated while stirring at 190-200°C for approximately 6 hours to obtain 378 g of reaction product. Analysis in the same manner as in Synthesis Example (1)-1 showed that the sum of components (A), (B-1), (B-2), and (B-3) was 94.3%, and the ratio of glycerin monofatty acid ester (component (A)) to this sum was 50.7% (Table 1).

[0068]

[0069] In synthesis examples (2)-1 to (2)-13, component (B-1) and / or component (B-2) were obtained. In synthesis examples (3)-1 to (3)-13, component (B-1) and / or component (B-2) and component (A) were obtained.

[0070] Synthesis Example (2)-1 In a reaction vessel, 299.3 g (0.35 mol) of 3SP-10EO, 100.7 g (0.35 mol) of TFA-140F, and 0.8 g of p-toluenesulfonic acid were charged. Nitrogen gas was introduced, and the mixture was heated while stirring at 210-220°C for approximately 6 hours to obtain 394.4 g of reaction product. The proportion of unreacted fatty acids was quantified from the reaction product by measuring the acid value. The remainder after subtracting the fatty acid ratio obtained from the above analysis was taken as the ratio of the sum of components (A), (B-1), (B-2), and (B-3). Next, the composition ratio of each component to the sum was analyzed by GPC. The moles of raw materials charged and the composition of the obtained reaction product are shown in Table 2.

[0071] Synthesis Examples (2)-2 to (2)-13: Reaction products ((2)-2) to ((2)-13) were obtained in the same manner as in Synthesis Example (2)-1, except that the raw materials and the amount of charge were changed as shown in Table 2.

[0072]

[0073] Synthesis Example (3)-1 In a reaction vessel, 102.6 g (0.12 mol) of refined soybean oil, 297.4 g (0.35 mol) of 3SP-10EO, and 0.4 g of sodium hydroxide were charged. Nitrogen gas was introduced, and the mixture was heated while stirring at 220-230°C for approximately 4 hours to obtain 400.4 g of reaction product. The proportion of glycerin was quantified from the reaction product by gas chromatography analysis, and the proportion of unreacted fatty acids was quantified by acid value measurement. The remainder after deducting the glycerin and fatty acid ratios obtained from the above analysis was taken as the ratio of the sum of components (A), (B-1), (B-2), and (B-3). Next, the composition ratio of each component to the sum was analyzed by GPC. The moles of raw materials charged and the composition of the obtained reaction product are shown in Table 3.

[0074] Synthesis Examples (3)-2 to (3)-13: Reaction products ((3)-2) to ((3)-13) were obtained in the same manner as in Synthesis Example (3)-1, except that the raw materials and composition (amount charged) were changed as shown in Table 3.

[0075]

[0076] (Preparation of mixtures of component (A) and component (B)) Preparation example (3)-14 Mixing 15 parts by mass of the reaction product of synthesis example (1)-1 and 85 parts by mass of the reaction product of synthesis example (2)-1 was performed to obtain mixture ((3)-14). Further mixing was performed in the ratios shown in Table 4 to obtain mixtures ((3)-15) to ((3)-34).

[0077]

[0078] (Component (C): Anionic surfactant) C-1: Sulfur oxide of the 10-mol ethylene oxide adduct of tristyrenated phenol (The 10-mol ethylene oxide adduct of tristyrenated phenol was reacted with sulfamic acid according to a standard method to produce an ammonium sulfate salt (50% solid content by mass).) C-2: 4-mol sulfur oxide of Tetronic TR-704 (product name, manufactured by ADEKA Corporation) (The ammonium sulfate salt (50% solid content by mass) was used.)

[0079] (Example 1) 51.0 parts by mass of Synthesis Example (3)-1, 18.0 parts by mass of anionic surfactant C-1, and 31.0 parts by mass of water were added and mixed to prepare a dispersing and uniforming agent for dyeing polyester fibers with a total component content of 60% by mass other than water.

[0080] Furthermore, dispersing and uniform dyeing agents for polyester fibers were obtained using the mixing ratios shown in Table 5 for Examples 2 to 16, the mixing ratios shown in Table 6 for Examples 17 to 30, and the mixing ratios shown in Table 7 for Examples 31 to 39.

[0081] (Comparative Example 1) 51 parts by mass of 1-oleoyl-rac-glycerin (manufactured by Sigma-Aldrich), 18 parts by mass of anionic surfactant C-1, and 31 parts by mass of water were added and mixed to prepare a dispersing and leveling agent for dyeing polyester fibers. Further comparative dispersing and leveling agents for dyeing polyester fibers according to Comparative Examples 2 to 7 were obtained using the mixing ratios shown in Table 8.

[0082] Dye Dispersibility Evaluation 1 A 300 ml dye bath was prepared by mixing water, 1 g / L of the above-mentioned dispersing and uniform dyeing agent for polyester fibers, 0.3 g / L of 80% acetic acid, and 1 g / L of the following disperse dye in a ColorPET pot (manufactured by Nippon Dyeing Machinery Co., Ltd.) until uniform. Without adding any fabric, the dye bath was heated from 60°C to 130°C at a rate of 3°C / min, held at the same temperature for 30 minutes, then cooled to 80°C. The dye bath was filtered through 5A filter paper (manufactured by ADVANTEC) and evaluated according to the following criteria. Figure 1 shows the grades 5 to 1 in Dye Dispersibility Evaluation 1. Grade 5 indicates better uniformity, and grade 1 indicates poor uniformity. Disperse dye: Foron Rubine S-2GFL 5: No dye aggregates observed, very good dispersibility (no clogging of filter paper) 4: Almost no dye aggregates observed, good dispersibility (slight clogging of filter paper) 3: Some dye aggregates observed, dispersibility sufficient for use (slight clogging of filter paper) 2: Some dye aggregates observed, slightly poor dispersibility (slightly more clogging of filter paper) 1: Many dye aggregates remain, poor dispersibility (more clogging of filter paper)

[0083] Evaluation of Dye Dispersibility 2 A 300 ml dye bath was prepared by adding water, 1 g / L of the above-mentioned dispersing and uniform dyeing agent for polyester fibers, 0.3 g / L of 80% acetic acid, and 1 g / L of the following disperse dye to a Colorpet pot (manufactured by Nippon Dyeing Machinery Co., Ltd.), mixing until uniform, and then adding 0.1 ml of knitting oil (product name Sun Oil 410-B) to the mixture. Without adding any fabric, the dye bath was heated from 60°C to 130°C at a rate of 3°C / min, held at the same temperature for 30 minutes, then cooled to 80°C, and the dye bath was filtered using 5A filter paper (manufactured by ADVANTEC) and evaluated according to the following criteria. Grade 5 indicates better uniformity, and Grade 1 indicates poor uniformity. Disperse dye: Foron Rubine S-2GFL 5: No dye aggregates observed, very good dispersibility (no clogging of filter paper) 4: Almost no dye aggregates observed, good dispersibility (slight clogging of filter paper) 3: Some dye aggregates observed, dispersibility sufficient for use (slight clogging of filter paper) 2: Some dye aggregates observed, slightly poor dispersibility (slightly more clogging of filter paper) 1: Many dye aggregates remain, poor dispersibility (more clogging of filter paper)

[0084] To evaluate uniform dyeing properties, a dyeing bath was prepared by adding water, 1 g / L of the above-mentioned dispersing and uniforming agent for polyester fiber dyeing, 0.3 g / L of 80% acetic acid, C.I. Disperse Red 167 (0.3% o.w.f.), C.I. Disperse Orange 30 (0.3% o.w.f.), and C.I. Disperse Blue 79 (0.3% o.w.f.) to a pot of a mini color dyeing machine (manufactured by Techsam Giken Co., Ltd.), and mixing until uniform. Next, polyester knit scouring cloth (manufactured by Sakai Obex Co., Ltd.) was added to the dyeing bath in a bath ratio of 1:15. The dyeing bath was heated from 60°C to 130°C at a rate of 2°C / min and held at the same temperature for 30 minutes. After that, it was cooled and removed at 80°C, washed with water, dehydrated, and dried to obtain a dyed polyester fiber product. The uniformity of the dyed polyester fiber products obtained was evaluated according to the following criteria: 5: No dyeing unevenness observed, very good uniformity 4: Almost no dyeing unevenness observed, good uniformity 3: Some dyeing unevenness observed, slightly poor uniformity 2: Some dyeing unevenness observed, slightly poor uniformity 1: Many dyeing unevenness observed, poor uniformity

[0085] Evaluation of Scouring Properties Pre-scouring polyester knit fabric (manufactured by Sakai Obex Co., Ltd.) was prepared by dropping 0.3 ml each of knitting oil (product name Sun Oil 410-B, manufactured by Meisei Chemical Industry Co., Ltd.) and esterification oil (product name Yukanol OL, manufactured by Tetsuno Oil & Chemical Co., Ltd.) into separate locations, and then drying at 180°C for 1 minute. Next, water, 1 g / L of the above-mentioned dispersing and uniforming agent for polyester fiber dyeing, 0.3 g / L of 80% acetic acid, and C.I. Disperse Blue 79 (0.1% o.w.f.) were added to the pot of a mini color dyeing machine (manufactured by Texam Giken), and the mixture was heated until uniform to prepare a dyeing bath. Next, the oil-stained polyester fiber products described above were placed in a dyeing bath at a bath ratio of 1:20. The dyeing bath was heated from 60°C to 130°C at a rate of 2°C / min and held at that temperature for 30 minutes. After cooling, the products were removed at 80°C, washed, dehydrated, and dried to obtain dyed polyester fiber products. The scouring properties of the obtained dyed polyester fiber products were evaluated according to the following criteria. Figure 2 shows the grades 5 to 1 in the evaluation of scouring properties. 5: No oil droplet marks were observed, and the scouring properties were very good. 4: Almost no oil droplet marks were observed, and the scouring properties were good. 3: Some oil droplet marks were observed. 2: Some oil droplet marks were observed, and the scouring properties were slightly poor. 1: Oil droplet marks were clearly visible, and the scouring properties were poor.

[0086]

[0087]

[0088]

[0089]

Claims

1. A polyester fiber dyeing leveling agent containing component (A), component (B-1) and component (B-2), wherein the component (A) is glycerin monofatty acid ester, and the component (B-1) is represented by the following general formulas (B-1-1), (B-1-2) and (B-1-3): R-O-(AO)n 1 -CO-R'...(B-1-1) R'-COO-(AO)n 2 -CO-R'...(B-1-2) [In the formula, R is an m-styrenated phenyl group (where m is 0 to 5), an m'-styrenated alkylphenyl group (where m' is 0 to 5 and the carbon number of the alkyl group is 1 to 12), or an alkyl group having 1 to 22 carbon atoms; R' is a monovalent hydrocarbon group, and when there are a plurality of R', they may be the same or different from each other; AO is an alkyleneoxy group having 2 to 4 carbon atoms, and a plurality of AO may be the same or different from each other; n 1 is the average addition mole number of AO and is 5 to 50; n 2 is the average addition mole number of AO and is 5 to 50; p is the average addition mole number of AO and is 0 to 30, and a plurality of p may be the same or different from each other.], and is at least one selected from the compounds represented by any of them. The component (B-2) is represented by the following general formulas (B-2-1), (B-2-2) and (B-2-3): R-O-(AO)n 1 -H...(B-2-1) R'-COO-(AO)n 2 -H...(B-2-2) [In the formula, R is an m-styrenated phenyl group (where m is 0 to 5), an m'-styrenated alkylphenyl group (where m' is 0 to 5 and the carbon number of the alkyl group is 1 to 12), or an alkyl group having 1 to 22 carbon atoms; R' is a monovalent hydrocarbon group, and when there are a plurality of R', they may be the same or different from each other; X 1 and X 2 one of them is H and the other is CO-R'; AO is an alkyleneoxy group having 2 to 4 carbon atoms, and a plurality of AO may be the same or different from each other; n 1 This is the average number of moles of AO added, and is between 5 and 50, n 2 A dispersing and leveling agent for dyeing polyester fibers, which is at least one selected from compounds represented by any of the following: where is the average number of moles of AO added, and is between 5 and 50; p is the average number of moles of AO added, and is between 0 and 30, and multiple p values ​​may be the same or different from each other.

2. The dispersing and uniforming agent for dyeing polyester fibers according to claim 1, wherein the mixing ratio of component (A), component (B-1), and component (B-2) is, by weight, (A):{(B-1)+(B-2)}=3:97 to 20:

80.

3. The dispersing and uniforming agent for dyeing polyester fibers according to claim 1, wherein the mixing ratio of component (B-1) and component (B-2) is (B-1):(B-2) = 25:75 to 90:10 by weight.

4. A dispersing and leveling agent for dyeing polyester fibers according to any one of claims 1 to 3, further comprising component (C), which is an anionic surfactant.

5. The dispersion and uniform dyeing agent for polyester fibers according to claim 4, wherein the total ratio of component (A), component (B-1), and component (B-2) to component (C) is, by weight, {(A) + (B-1) + (B-2)}:(C) = 60:40 to 95:

5.

6. A method for producing a polyester fiber dyed product, comprising dyeing the polyester fiber product with a dye bath containing component (A), component (B-1), and component (B-2), and optionally component (C), wherein component (A) is a glycerin monofatty acid ester, and component (B-1) is the following general formula (B-1-1), (B-1-2), and (B-1-3), R-O-(AO)n 1 -CO-R'...(B-1-1) R'-COO-(AO)n 2 -CO-R'...(B-1-2) [In the formula, R is an m-styrene-phenyl group (where m is 0 to 5), an m'-styrene-alkylphenyl group (where m' is 0 to 5 and the alkyl group has 1 to 12 carbon atoms), or an alkyl group having 1 to 22 carbon atoms, R' is a monovalent hydrocarbon group, and if there are multiple R's, they may be the same or different from each other, AO is an alkylene oxy group having 2 to 4 carbon atoms, and multiple AOs may be the same or different from each other, n 1 This is the average number of moles of AO added, and is between 5 and 50, n 2 is the average number of moles of AO added, and is between 5 and 50; p is the average number of moles of AO added, and is between 0 and 30; multiple p values ​​may be the same or different from each other. The (B-2) component is at least one compound selected from those represented by any of the following general formulas: (B-2-1), (B-2-2), and (B-2-3), R-O-(AO)n 1 -H...(B-2-1) R'-COO-(AO)n 2 -H...(B-2-2) [In the formula, R is an m-styrene-phenyl group (where m is 0 to 5), an m'-styrene-alkylphenyl group (where m' is 0 to 5 and the alkyl group has 1 to 12 carbon atoms), or an alkyl group having 1 to 22 carbon atoms, R' is a monovalent hydrocarbon group, and if there are multiple R's, they may be the same or different from each other, X 1 and X 2 In this case, one side is H and the other side is CO-R', AO is an alkylene oxy group having 2 to 4 carbon atoms, and the multiple AOs may be the same or different from each other, n 1 This is the average number of moles of AO added, and is between 5 and 50, n 2 A method for producing a polyester fiber dyed product, wherein the (C) component is an anionic surfactant, and is selected from at least one compound represented by any of the following: , where is the average number of moles of AO added, and is between 5 and 50, and is between 0 and 30, and multiple p values ​​may be the same or different from each other.

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