A softening agent composition for textile products, and a method for treating textile products using the softening agent composition for textile products.

Abstract

The present invention aims to provide a fabric softener composition for textile products that is excellent in flexibility and antibacterial properties, and that does not impair the water absorption of the textile product itself when a series of washing and softening processes are repeated, i.e., has good water absorption retention properties, and a method for treating textile products using the fabric softener composition for textile products. [Solution] A fabric softener composition for textile products comprising at least a specific component (A) and a specific component (B).

Description

[Technical Field]

[0001] The present invention relates to a softening agent composition for textile products and a method for treating textile products using the softening agent composition for textile products. [Background technology]

[0002] Generally, when washing textile products, a softening treatment using a fabric softener composition is often performed at the same time as or after washing, with the aim of imparting softness to the textile products. For example, in the linen supply sector, commercial laundry services include washing sheets, yukata (Japanese robes), towels, tablecloths, and napkins used in hotels, inns, restaurants, and hot spring facilities. Among these, textile products such as towels (face, hand, and bath) are particularly important for their texture, and are treated with fabric softeners after each wash. Patent documents 1 and 2 describe fabric softener compositions containing a specific quaternary ammonium salt, and state that these fabric softener compositions have excellent softening and water-absorbing effects on textile products. However, with these fabric softener compositions, repeated washing and softening processes on textile products gradually inhibit the water-absorbing properties of the textile product itself, resulting in a decrease in the feel of the textile product. Furthermore, textile products such as towels may be left wet after use or reused while wet, so antibacterial properties are also required from a hygienic standpoint. Therefore, there is a need for the development of a fabric softener composition for textile products that is excellent in flexibility and antibacterial properties, and does not impede the water absorption of textile products when the series of washing and softening processes are repeated. [Prior art documents] [Patent Documents]

[0003] [Patent Document 1] Japanese Patent Publication No. 2010-159529 [Patent Document 2] Japanese Patent Publication No. 2005-264380

Summary of the Invention

Problems to be Solved by the Invention

[0004] The present invention provides a softening agent composition for textile products that is excellent in the flexibility and antibacterial properties of textile products, and does not inhibit the water absorption property conventionally possessed by the textile products themselves when a series of processes of washing and softening treatment are repeated, that is, the water absorption maintenance property is good, and a method for treating textile products using the softening agent composition for textile products.

Means for Solving the Problems

[0005] As a result of intensive studies, the present inventor has found that the above problems can be solved by the invention described below, and has completed the present invention. That is, the present invention is characterized by the following points. [1] A softening agent composition for textile products containing at least component (A) and component (B), Component (A) contains one or more compounds represented by the general formula (1), Component (B) contains one or more compounds represented by the general formula (2), Softening agent composition for textile products.

Chemical

[0006] According to the present invention, a fabric softener composition for textile products that is excellent in flexibility, antibacterial properties, and water absorption retention of textile products when a series of washing and softening processes are repeated can be obtained, as well as a method for treating textile products using the fabric softener composition for textile products. [Modes for carrying out the invention]

[0007] The present invention relates to a softening agent composition for textile products and a method for treating textile products using the softening agent composition for textile products. The embodiments of the present invention will be described in detail below. The description of the constituent elements described below is an example of an embodiment of the present invention, and the present invention is not limited to these contents unless it exceeds the gist of the invention. In this invention, non-volatile content refers to the residual amount (mass%) after heating and drying at 105°C for 3 hours.

[0008] <Softener composition for textile products> The fabric softener composition for textile products of the present invention comprises at least component (A) and component (B), wherein component (A) comprises one or more compounds represented by general formula (1), and component (B) comprises one or more compounds represented by general formula (2). The fabric softener composition for textile products of the present invention is preferably in liquid form.

[0009] [ka] (In the formula, X 12 R 12 -COOZ 12 -, or a hydroxyalkyl group having 2 to 3 carbon atoms, X 13 R 13 -COOZ 13 -, or a hydroxyalkyl group having 2 to 3 carbon atoms, X 14 R is an alkyl group having 1 to 3 carbon atoms. 11 , R 12 , R 13 Each of these is a monovalent, saturated or unsaturated aliphatic hydrocarbon group having a linear or branched structure with 11 to 23 carbon atoms, and Z 11 , Z 12 , Z 13 These are alkylene groups with 2 to 3 carbon atoms, and Y - It is a monovalent anion, and exists as R 11 , R 12 , R 13 Of this, 70-100 mol% are monovalent unsaturated aliphatic hydrocarbon groups.

[0010] [ka] (In the formula, R 21 R is a monovalent, saturated or unsaturated aliphatic hydrocarbon group having a linear or branched chain structure with 8 to 18 carbon atoms, 22 is a benzyl group or a hydroxyalkyl group having 2 to 3 carbon atoms, p is a number from 1 to 2, Z p- (It is a p-valent anion.)

[0011] In component (A), present, R 11 , R 12 , R 13 Preferably, 70-100 mol% of the compound consists of monovalent unsaturated aliphatic hydrocarbon groups, and more preferably, 80-100 mol% consists of monovalent unsaturated aliphatic hydrocarbon groups. If the mol% of monovalent unsaturated aliphatic hydrocarbon groups is smaller than the above range, the water absorption retention is likely to decrease.

[0012] For example, with respect to component (A), R 11 X is a monovalent unsaturated aliphatic hydrocarbon group, 12 -ga R 12 -COOZ 12 - and R 12 X is a monovalent unsaturated aliphatic hydrocarbon group, 13 If compound 1 is a hydroxyalkyl group with 2 to 3 carbon atoms, then R 13 Since it does not exist, "it exists, R 11 , R 12 , R 13 " is "R 11 , R 12 It refers to "exists, R 11 , R 12 , R 13 100 mol% of this is a monovalent unsaturated aliphatic hydrocarbon group. Furthermore, regarding component (A), R 11 X is a monovalent unsaturated aliphatic hydrocarbon group, 12 -ga R 12 -COOZ 12 - and R 12 X is a monovalent unsaturated aliphatic hydrocarbon group, 13 -ga R 13-COOZ 13 - and R 13 If compound 2 has a monovalent saturated aliphatic hydrocarbon group, then "there exists, R 11 , R 12 , R 13 66.7 mol% of this is monovalent unsaturated aliphatic hydrocarbon groups. Furthermore, if component (A) is a 1:1 molar mixture of compound 1 and compound 2, then "there exists, R 11 , R 12 , R 13 (100 + 66.7) / 2 = 83.35 mol% of this is monovalent unsaturated aliphatic hydrocarbon groups.

[0013] The content of component (A) in the textile softener composition is preferably 3 to 20% by mass, more preferably 5 to 15% by mass, and even more preferably 8 to 12% by mass. If the content is less than the above range, sufficient softness is difficult to obtain, and if it is more than the above range, the softness does not improve significantly.

[0014] The content of component (B) in the fabric softener composition for textile products is preferably 0.5 to 8% by mass, more preferably 1.5 to 7% by mass, and even more preferably 2 to 6% by mass. If the content is less than the above range, it is difficult to obtain sufficient antibacterial properties and product stability, and if it is more than the above range, the antibacterial properties and product stability do not improve significantly.

[0015] The fabric softener composition for textile products of the present invention, by containing components (A) and (B), can achieve an excellent balance of softness, water absorption retention, and antibacterial properties. Since general fabric softeners are hydrophobic, a fabric softener composition containing other fabric softeners and component (B) without component (A) may exhibit excellent softness and antibacterial properties, but it cannot simultaneously achieve excellent water absorption retention. Furthermore, if a general antibacterial agent is used instead of component (B), even if it exhibits excellent water absorption retention, only one of either flexibility or antibacterial properties can be achieved, making it impossible to achieve both flexibility and antibacterial properties simultaneously.

[0016] The mass ratio ((A) / (B)) of component (A) to component (B) is preferably 1.5 / 1 to 15 / 1, more preferably 2 / 1 to 12 / 1, and even more preferably 2 / 1 to 8 / 1, in order to have excellent flexibility, water absorption retention, and antibacterial properties.

[0017] The fabric softener composition for textile products of the present invention may further contain a nonionic surfactant (C) and a silicone compound (D), depending on the purpose. Furthermore, the fabric softener composition for textile products of the present invention may contain antibacterial agents other than component (B), surfactants other than the nonionic surfactant (C), viscosity modifiers, preservatives and antifungal agents, solubilizers, chelating agents, corrosion inhibitors, dyes, pigments, fragrances, and the like. The pH of the fabric softener composition for textile products of the present invention is not particularly limited, but may be adjusted, for example, so that the pH at 20°C is between 2 and 5.

[0018] [Ingredients (A)] Component (A) is an ingredient that imparts flexibility and other properties to textile products.

[0019] In the above general formula (1), X 12 R 12 -COOZ 12 -, or a hydroxyalkyl group having 2 to 3 carbon atoms, R 12 -COOZ 12 - is more preferable. With structures other than those described above, the water dispersibility of the fabric softener composition for textile products tends to decrease, which may result in insufficient softening of the textile product.

[0020] X 13 R 13 -COOZ 13 -, or a hydroxyalkyl group having 2 to 3 carbon atoms, but a hydroxyalkyl group having 2 carbon atoms is more preferred. If the structure is anything other than the above, the water dispersibility of the softener composition for textile products tends to decrease, which may result in insufficient softening of the textile product.

[0021] X 14is an alkyl group having 1 to 3 carbon atoms, with 1 to 2 carbon atoms being more preferable and 1 carbon atom being even more preferable. When the carbon number is more than the above range, the appearance stability of the softening agent composition for fiber products tends to decrease.

[0022] R 11 、R 12 、R 13 each is a monovalent, saturated aliphatic hydrocarbon group or unsaturated aliphatic hydrocarbon group having a linear or branched chain structure with 11 to 23 carbon atoms, with 13 to 23 carbon atoms being more preferable and 15 to 21 carbon atoms being even more preferable. When the carbon number is less than the above range, the softness of the fiber product tends to decrease. When the carbon number is more than the above range, the softening agent composition for fiber products tends to have increased viscosity or solidify, and there is a risk that extra operations such as heating will be added and the operation will become complicated. R 11 、R 12 、R 13 When R, R, and R are monovalent unsaturated aliphatic hydrocarbon groups having 11 to 23 carbon atoms, specific examples include cis-C8H 17 -CH=CH-C7H 15 -、cis-C8H 17 -CH=CH-C 11 H 23 -、cis-C6H 13 -CH=CH-C7H 15 -、C5H 11 -CH=CH-CH2-CH=CH-C7H 15 -、C2H5-CH=CH-CH2-CH=CH-CH2-CH=CH-C7H 15 - etc. The number of unsaturated bonds contained in the monovalent unsaturated aliphatic hydrocarbon group may be one or more.

[0023] Z 11 、Z 12 、Z 13 each is an alkylene group having 2 to 3 carbon atoms, with 2 carbon atoms being more preferable.

[0024] Y -The anion is a monovalent anion, preferably a halogen anion or an alkyl sulfate anion with 1 to 2 carbon atoms, and more preferably a methyl sulfate anion, ethyl sulfate anion, or chloride anion. If anions other than those mentioned above are used, the flexibility of the textile product tends to decrease.

[0025] Component (A) can be obtained, for example, by esterifying triethanolamine or tripanolamine with a fatty acid having 12 to 24 carbon atoms, followed by quaternization with an alkylating agent. Preferably, alkyl (1-3 carbon atoms) halides or dialkyl (1-3 carbon atoms) sulfate esters are used as alkylating agents, and specifically, methyl chloride, dimethyl sulfate, and diethyl sulfate are preferred.

[0026] Component (A) exists, R 11 , R 12 , R 13 Of this, 70-100 mol% are monovalent unsaturated aliphatic hydrocarbon groups. To obtain such a mol% component (A), the above mixture of fatty acids with 12-24 carbon atoms should be mixed in advance so that the ratio of unsaturated fatty acids reaches a specific proportion (mol%), and then subjected to an esterification reaction. Conversely, if the esterification reaction rate is 100%, then the ratio (mol%) of unsaturated fatty acids in the mixture of fatty acids with 12 to 24 carbon atoms is calculated from component (A), and R 11 , R 12 , R 13 However, it is possible to calculate the mol% of monovalent unsaturated aliphatic hydrocarbon groups. Alternatively, by performing GC / MS measurement on the 12-24 carbon fatty acid and component (A) before the esterification reaction using the following procedure, the R present in component (A) can be determined. 11 , R 12 , R 13 However, it is possible to calculate the mol% of monovalent unsaturated aliphatic hydrocarbon groups.

[0027] Alternatively, by performing GC / MS measurement on the 12-24 carbon fatty acid and component (A) before the esterification reaction using the following procedure, the R present in component (A) can be determined. 11 , R 12 , R 13 However, it is possible to calculate the mol% of monovalent unsaturated aliphatic hydrocarbon groups. From component (A), in component (A), present, R 11 , R 12 , R 13 However, to determine the mol% of unsaturated aliphatic hydrocarbon groups, this can be done by GC / MS measurement using the following procedure. First, a mixture of fatty acids with 12 to 24 carbon atoms before the esterification reaction, and component (A) are prepared to 0. Take 1 mg of each sample into a sample cup and add 1 μL of derivatization reagent (tetramethylammonium hydroxide solution (25% methanol solution: manufactured by Nacalai Tesque Co., Ltd.)) to each. Then, for each sample, GC / MS measurement is performed using the 400°C reaction pyrolysis method (the equipment used is, for example, GC: 7890A, MS: 5975C, manufactured by Agilent). For the column, for example, a DB-5MS (length 30m x inner diameter 0.25mm x film thickness 0.25μm, manufactured by Agilent) is used, and the gradient conditions are preferably such that the column is held at 40°C for 2 minutes, then heated to 280°C at a rate of 10°C / min, and held at 280°C for 14 minutes. Helium gas is preferred as the carrier gas. In the TIC (Total Ion Chromatography) obtained, peaks originating from the reaction product between the fatty acid and the derivatization reagent were observed, but the area ratio of each peak was such that the present R was in component (A). 11 , R 12 , R 13 However, since this coincides with the mol% of unsaturated aliphatic hydrocarbon groups, the above mol% can be calculated from the area ratio of each peak.

[0028] [Component (B)] Component (B) is an ingredient that imparts antibacterial properties to textile products. In the above general formula (2), R 21This is a monovalent saturated or unsaturated aliphatic hydrocarbon group having a linear or branched structure with 8 to 18 carbon atoms, but the number of carbon atoms is more preferably 12 to 16, and even more preferably 10 to 16. If the number of carbon atoms is greater or less than the above range, the antibacterial properties of the textile product tend to decrease. 21 If the alkyl group is saturated, a larger number of carbon atoms than the above range tends to reduce the water absorption retention properties of the textile product.

[0029] R 22 The group is a benzyl group or a hydroxyalkyl group having 2 to 3 carbon atoms, but a benzyl group or a hydroxyalkyl group having 2 carbon atoms is more preferred. If the structure is anything other than the above, the antibacterial effect of the textile product tends to decrease.

[0030] p can be a number between 1 and 2, but it is more preferable that p be a number of 1. Z p- While the anion is p-valent, halogen anions, benzenesulfonate anions, p-toluenesulfonate anions, monoalkyl (C1-12) phosphate ester anions, and dialkyl (C1-12) phosphate ester anions are more preferred, and halogen anions, benzenesulfonate anions, and p-toluenesulfonate anions are even more preferred. With anions other than those listed above, the antibacterial effect of textile products tends to decrease.

[0031] [Nonionic surfactant (C)] The fabric softener composition for textile products of the present invention may contain a nonionic surfactant (C) to adjust the appearance stability of the fabric softener composition for textile products. Specific examples of nonionic surfactants (C) include nonionic surfactants such as higher alcohol alkylene oxide adducts, alkylphenol alkylene oxide adducts, fatty acid alkylene oxide adducts, polyhydric alcohol fatty acid ester alkylene oxide adducts, and higher alkylamine alkylene oxide adducts.

[0032] [Silicone compound (D)] The fabric softener composition for textile products of the present invention may contain a silicone compound (D) for the purpose of imparting further flexibility to the textile product. Specific examples of silicone compounds (D) include polyether-modified silicones, aminopolyether-modified silicones, and amide-polyether-modified silicones.

[0033] [Viscosity modifier (E)] The fabric softener composition for textile products of the present invention may contain a viscosity modifier (E) to adjust the viscosity of the fabric softener composition for textile products. As a viscosity modifier (E), for example, an inorganic salt can be used. Specific examples of inorganic salts and Examples include calcium chloride, magnesium chloride, sodium sulfate, calcium sulfate, and magnesium sulfate.

[0034] [Solvent (F)] The solvent (F) contained in the textile softener composition of the present invention preferably contains at least water, for example, water, or water and an aqueous solvent. Specific examples of water that can be used include tap water, deionized water (ion-exchanged water), pure water, ultrapure water, and distilled water. Specific examples of aqueous solvents include ethanol, isopropanol, acetone, ethylene glycol, diethylene glycol, dipropylene glycol, di or triethylene glycol monoshort-chain alkyl (2-6 carbon atoms) ethers, phenoxyethanol and polyethylene glycol phenyl ethers with 1-3 moles of ethylene oxide added.

[0035] [pH adjusting agent] The fabric softener composition for textile products of the present invention may contain a pH adjuster in order to adjust the pH of the fabric softener composition for textile products. As pH adjusters, inorganic acids such as sulfuric acid, hydrochloric acid, and phosphoric acid, or inorganic bases such as sodium hydroxide and potassium hydroxide can be used.

[0036] [Antibacterial agents other than component (B)] Other antibacterial agents besides component (B) can be used, including those other than quaternary cations, such as diclosan.

[0037] <Fabric softening solution (softening bath)> The fabric softener composition for textile products of the present invention can be diluted with a solvent such as water to prepare a softening treatment solution (softening treatment bath). The dilution ratio is determined appropriately depending on the textile product and the type of stain, but for example, it is preferable to use a textile softener composition diluted 100 to 5000 times, more preferably 200 to 3000 times, and even more preferably 300 to 2000 times. The concentration of component (A) in the softening solution is preferably 0.002 to 0.1% by mass, more preferably 0.0033 to 0.05% by mass, and even more preferably 0.005 to 0.033% by mass. The concentration of component (B) in the softening solution is preferably 0.0004 to 0.02% by mass, more preferably 0.00067 to 0.01% by mass, and even more preferably 0.001 to 0.0067% by mass.

[0038] The bath ratio, which is the volume of softening solution to the weight of the textile product, i.e., the ratio of the weight of the textile product (kg) to the volume of the softening solution (L), is not particularly limited and is determined appropriately depending on the textile product and the type of soiling, but 1:100 to 1:2 is preferred, 1:50 to 1:2 is more preferred, and 1:25 to 1:2 is even more preferred.

[0039] When softening textile products with a softening solution, the amount of component (A) used on the textile product is preferably 0.018 to 0.2% owf, and more preferably 0.02 to 0.2% owf. Similarly, the amount of component (B) used in the textile product is preferably 0.003 to 0.08% owf, and more preferably 0.005 to 0.04% owf. Furthermore, the amount of an ingredient used in a textile product is the ratio of the weight of that ingredient to the total weight of the textile product, and the unit is %owf, where owf is an abbreviation for "on the weight of fiber".

[0040] For example, if a fabric softener composition for textile products containing component (A) at a mass of A% and component (B) at a mass of B is diluted 1000 times by weight to prepare a softening solution, and 20 kg of textile products are treated with 100 L of the softening solution, The amount of component (A) in 100L (approximately 100kg) of fabric softener is: 100(kg) / 1000×A / 100=A / 1000(kg) And, The content of component (B) is, 100(kg) / 1000×B / 100=B / 1000(kg) Therefore, The amount of component (A) used in textile products is: A / 1000(kg) / 20(kg)×100=A / 200(%owf) And, The amount of component (B) used in textile products is: B / 1000(kg) / 20(kg)×100=B / 200(%owf) That is the case.

[0041] The softening temperature using the softening solution is not particularly limited and is determined appropriately depending on the textile product and the type of soiling, but is preferably 5 to 40°C, more preferably 10 to 40°C, and even more preferably 15 to 40°C. The softening time using the softening solution is not particularly limited and is determined appropriately depending on the textile product and the type of stain, but 2 to 10 minutes is preferred, 3 to 10 minutes is more preferred, and 5 to 10 minutes is even more preferred. Fabric softening using fabric softener can be done at the same time as washing or after washing, but it is preferable to do it after washing. Methods for treating textile products using a softening solution are not particularly limited, as long as the softening bath and the textile product are in contact, but include methods such as immersing the textile product in the softening bath or immersing the textile product in the softening bath and then agitating it. As for the drying method of textile products after softening treatment, any normal drying method is acceptable and there are no particular limitations, but examples include drying in the sun or drying using a dryer.

[0042] <Textile products> In this invention, the term "textile product" refers to woven fabrics, knitted fabrics, nonwoven fabrics, etc., made from fibers. Examples of fibers include natural fibers, synthetic fibers, semi-synthetic fibers, and regenerated fibers, but are not particularly limited to these. Examples of natural fibers include cotton, linen, wool, and silk. Specific examples of synthetic fibers include nylon, acrylic, polyester, polyurethane, and polyamide. Examples of semi-synthetic fibers include acetate and Promix. Specific examples of regenerated fibers include rayon and cupro. [Examples]

[0043] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples. Furthermore, the state of each raw material (liquid, solid) in the examples represents its state at 25°C.

[0044] <Raw materials> • Oleic acid: EXTRA OLEIN 99 manufactured by NOF Corporation, 100% by mass of non-volatile content. Palmitic acid: NAA-160 manufactured by NOF Corporation, 100% by mass of non-volatile content. • Erucic acid: Erucic acid manufactured by NOF Corporation, 100% by mass of non-volatile content. • Stearic acid: NAA-180 manufactured by NOF Corporation, 100% by mass of non-volatile content.

[0045] [Component (A), etc.] • Solution a2: Dioleil / dimethylammonium chloride, Lipocard 20-75I, manufactured by Lion Specialty Chemicals Co., Ltd. Non-volatile content 75% by mass. Isopropyl alcohol 25% by mass, liquid. a3: Distearyl / dimethylammonium chloride. Lipocard 2HT-75, manufactured by Lion Specialty Chemicals Co., Ltd. Non-volatile content 75% by mass. Isopropyl alcohol 25% by mass, solid.

[0046] [Component (B), etc.] • Component (B1) solution: Dimethyl / alkyl (12-16 carbon atoms) / benzylammonium chloride. Nikkanon 50, manufactured by Nikka Chemical Co., Ltd. Non-volatile content 49% by mass, water 51% by mass, aqueous solution. • Component (B2) solution: Dimethyl / alkyl (12-16 carbon atoms) / hydroxyethylammonium butyl phosphate salt. Nikkanon RB Concentrate, manufactured by Nikka Chemical Co., Ltd. 50% by mass of non-volatile content, 50% by mass of water. Liquid. • Component (B3) solution: Dimethyl / alkyl (C12-C16) / hydroxyethylammonium p-toluenesulfonate. Auris ED(B), manufactured by Nikka Chemical Co., Ltd. Non-volatile content 70% by mass. Water 10% by mass, 3-methyl-3-methoxybutanol 20% by mass. Liquid. • Antimicrobial agent (b1) solution: Octyl / dimethyl / ethylammonium ethyl sulfate. Manufactured by Daiichi Kogyo Seiyaku Co., Ltd., Kachiogen ES-O. Non-volatile content 50% by mass. Water 38% by mass, isopropyl alcohol 12% by mass. Liquid. • Antimicrobial agent (b2) solution: Didecyl / dimethyl / ammonium methyl sulfate. Lipocard 210-80MSPG, manufactured by Lion Specialty Chemicals Co., Ltd. Non-volatile content 80% by mass, propylene glycol 20% by mass. Liquid.

[0047] [Nonionic surfactant (C)] Nonionic surfactant (C1): Polyether-modified silicone oil. TSF-4452, manufactured by Momentive Performance Materials Japan LLC. Non-volatile content 100% by mass.

[0048] [Silicone compound (D)] • Silicone compound (D1): Polyoxyethylene alkyl ether. Softanol 300 manufactured by Nippon Shokubai Co., Ltd. Non-volatile content 100% by mass.

[0049] [Viscosity modifier (E)] E1: Sodium Chloride

[0050] [Solvent (F)] • F1: Ion-exchanged water F2: Isopropyl alcohol F3: 3-methyl-3-methoxybutanol F4: Propylene glycol

[0051] [Synthesis Example 1: Synthesis of Component (A1)] The following raw materials were placed in a 1L four-necked flask equipped with a stirrer, condenser, condenser, thermometer, and nitrogen inlet tube. Oleic acid 604.6 parts by mass (2.14 molar parts), Triethanolamine 160 parts by mass (1.07 molar parts)

[0052] After nitrogen purging, nitrogen was flowed at a rate of 0.5 L / min. Then, the temperature was raised to 190°C at a rate of 2°C / minute, and the reaction was allowed to proceed for 8 hours. The mixture was then cooled to 60°C, and 131 parts by mass (1.04 moles) of dimethyl sulfuric acid were added dropwise over 1 hour. The temperature was gradually adjusted to prevent a rapid rise due to the heat of reaction, and the mixture was brought to 90°C when the addition of dimethyl sulfuric acid was complete. Then, the mixture was stirred for 1.5 hours while maintaining a temperature of 90°C to allow the reaction to proceed.

[0053] After the reaction was complete, the mixture was cooled while adding isopropyl alcohol dropwise to prepare a solution with an isopropyl alcohol concentration of 15% by mass, thereby obtaining a solution of component (A1) (isopropyl alcohol solution of component (A1), with a non-volatile content of 85% by mass). All operations were carried out under a trace flow of nitrogen.

[0054] Component (A1) is X in general formula (1). 12 R 12 -COOZ 12 X 13 The group is a hydroxyethyl group, and X 14 is a methyl group, R 11 and R 12 The number of carbon atoms is 17, Z 11 and Z 12 The ethylene group is dioleyloxyethyl / methyl / hydroxyethylammonium methyl sulfate, and the R present in component (A1) 11 , R 12 , and R 13 100 mol% of it consists of monovalent unsaturated aliphatic hydrocarbon groups.

[0055] [Synthesis Example 2: Synthesis of Component (A2)] The following raw materials were placed in a 1L four-necked flask equipped with a stirrer, condenser, condenser, thermometer, and nitrogen inlet tube. Oleic acid 483.7 parts by mass (1.71 moles) Palmitic acid 109.8 parts by mass (0.43 molar parts) Triethanolamine 160 parts by mass (1.07 molar parts)

[0056] After nitrogen purging, nitrogen was flowed at a rate of 0.5 L / min. Then, the temperature was raised to 190°C at a rate of 2°C / minute, and the reaction was allowed to proceed for 8 hours. The mixture was then cooled to 60°C, and 160.1 parts by mass (1.04 moles) of dimethyl sulfuric acid were added dropwise over 1 hour. The temperature was gradually adjusted to prevent a rapid rise due to the heat of reaction, and the mixture was brought to 90°C when the addition of dimethyl sulfuric acid was complete. Then, the mixture was stirred for 1.5 hours while maintaining a temperature of 90°C to allow the reaction to proceed.

[0057] After the reaction was complete, the mixture was cooled while adding isopropyl alcohol dropwise to prepare a solution with an isopropyl alcohol concentration of 15% by mass, thereby obtaining a solution of component (A2) (isopropyl alcohol solution of component (A2), non-volatile content 85% by mass). All operations were carried out under a trace flow of nitrogen. Component (A2) is X in general formula (1). 12 R 12 -COOZ 12 X 13 The group is a hydroxyethyl group, and X 14 is an ethyl group, R 11 and R 12 The carbon number is a mixture of 15 and 17, Z 11 and Z 12 The R is an ethylene group, and the R present in component (A2) is dialkyl(alkenyl)oxyethyl / ethyl / hydroxyethylammonium ethyl sulfate. 11 , R 12 , R 13 85 mol% of it consists of monovalent unsaturated aliphatic hydrocarbon groups.

[0058] [Synthesis Example 3: Synthesis of Component (A3)] The following raw materials were placed in a 1L four-necked flask equipped with a stirrer, condenser, condenser, thermometer, and nitrogen inlet tube. Oleic acid 513.9 parts by mass (1.82 molar parts) Palmitic acid 54.9 parts by mass (0.21 molar parts) Erucic acid 36.2 parts by mass (0.11 molar parts) Triethanolamine 160 parts by mass (1.07 molar parts)

[0059] After nitrogen purging, nitrogen was flowed at a rate of 0.5 L / min. Then, the temperature was raised to 190°C at a rate of 2°C / minute, and the reaction was allowed to proceed for 8 hours. The mixture was then cooled to 60°C, and 160.1 parts by mass (1.04 moles) of dimethyl sulfuric acid were added dropwise over 1 hour. The temperature was gradually adjusted to prevent a rapid rise due to the heat of reaction, and the mixture was brought to 90°C when the addition of dimethyl sulfuric acid was complete. Then, the mixture was stirred for 1.5 hours while maintaining a temperature of 90°C to allow the reaction to proceed.

[0060] After the reaction was complete, the mixture was cooled while adding isopropyl alcohol dropwise to prepare a solution with an isopropyl alcohol concentration of 15% by mass, thereby obtaining a solution of component (A3) (isopropyl alcohol solution of component (A3), with a non-volatile content of 85% by mass). All operations were carried out under a trace flow of nitrogen.

[0061] Component (A3) is X in general formula (1). 12 R 12 -COOZ 12 X 13 The group is a hydroxyethyl group, and X 14 is an ethyl group, R 11 and R 12 The carbon numbers are a mixture of 15, 17, and 21, and Z 11 and Z 12 The ethyl group is a dialkyl(alkenyl)oxyethyl / ethyl / hydroxyethylammonium ethyl sulfate, and the R present in component (A3) 11 , R 12 , R 13 90 mol% of it consists of monovalent unsaturated aliphatic hydrocarbon groups.

[0062] [Synthesis Example 4: Synthesis of Component (A4)] The following raw materials were placed in a 1L four-necked flask equipped with a stirrer, condenser, condenser, thermometer, and nitrogen inlet tube. Oleic acid 544.1 parts by mass (1.93 moles), Erucic acid 72.5 parts by mass (0.21 molar parts), Triethanolamine 160 parts by mass (1.07 molar parts)

[0063] After nitrogen purging, nitrogen was flowed at a rate of 0.5 L / min. Then, the temperature was raised to 190°C at a rate of 2°C / minute, and the reaction was allowed to proceed for 8 hours. The mixture was then cooled to 60°C, and 131 parts by mass (1.04 moles) of dimethyl sulfuric acid were added dropwise over 1 hour. The temperature was gradually adjusted to prevent a rapid rise due to the heat of reaction, and the mixture was brought to 90°C when the addition of dimethyl sulfuric acid was complete. Then, the mixture was stirred for 1.5 hours while maintaining a temperature of 90°C to allow the reaction to proceed.

[0064] After the reaction was complete, the mixture was cooled while adding isopropyl alcohol dropwise to prepare a solution with an isopropyl alcohol concentration of 15% by mass, thereby obtaining a solution of component (A4) (isopropyl alcohol solution of component (A4), with a non-volatile content of 85% by mass). All operations were carried out under a trace flow of nitrogen.

[0065] Component (A4) is X in general formula (1). 12 R 12 -COOZ 12 X 13 The group is a hydroxyethyl group, and X 14 is a methyl group, R 11 and R 12 The carbon number is a mixture of 17 and 21, Z 11 and Z 12 The ethylene group is dialkenyloxyethyl / methyl / hydroxyethylammonium methyl sulfate, and the R present in component (A4) 11 , R 12 , R 13 100 mol% of it consists of monovalent unsaturated aliphatic hydrocarbon groups.

[0066] [Comparative Synthesis Example 1: Synthesis of a1] The following raw materials were placed in a 1L four-necked flask equipped with a stirrer, condenser, condenser, thermometer, and nitrogen inlet tube. Oleic acid 408.1 parts by mass (1.45 molar parts) Palmitic acid 109.8 parts by mass (0.43 molar parts) Stearic acid 76.1 parts by mass (0.27 molar parts) Triethanolamine 160 parts by mass (1.07 molar parts)

[0067] After nitrogen purging, nitrogen was flowed at a rate of 0.5 L / min. Then, the temperature was raised to 190°C at a rate of 2°C / minute, and the reaction was allowed to proceed for 8 hours. The mixture was then cooled to 60°C, and 160.1 parts by mass (1.04 moles) of dimethyl sulfuric acid were added dropwise over 1 hour. The temperature was gradually adjusted to prevent a rapid rise due to the heat of reaction, and the mixture was brought to 90°C when the addition of dimethyl sulfuric acid was complete. Then, the mixture was stirred for 1.5 hours while maintaining a temperature of 90°C to allow the reaction to proceed.

[0068] After the reaction was complete, the mixture was cooled while adding isopropyl alcohol dropwise to prepare a solution with an isopropyl alcohol concentration of 15% by mass, thereby obtaining solution a1 (isopropyl alcohol solution of a1, non-volatile content 85% by mass). All operations were carried out under a trace flow of nitrogen.

[0069] a1 is X in general formula (1). 12 R 12 -COOZ 12 X 13 The group is a hydroxyethyl group, and X 14 is a methyl group, R 11 and R 12 The carbon number is a mixture of 15 and 17, Z 11 and Z 12 The R present in a1 is a dialkyl(alkenyl)oxyethyl / methyl / hydroxyethylammonium methyl sulfate, where the ethylene group is the R. 11 , R 12 , R 13 67.5 mol% of this is monovalent unsaturated aliphatic hydrocarbon groups.

[0070] [Example 1] A stirring blade (anchor-type blade, blade width 80 mm) was attached to a lab stirrer (Yamato Scientific Co., Ltd., "Lab-Stirrer LT-400"), and the stir blade was positioned 1 cm above the bottom surface of a 300 mL separable flask (round bottom) (same outer diameter 100 mm, height 85 mm).

[0071] While the separable flask was placed in a 60°C water bath, the solutions of component (A1), component (B1), and solvent (F1) were added and stirred at 250 rpm for 30 minutes. Then, the viscosity modifier (E1) and solvent (F1) were added and stirred. At this time, the solutions of component (A1), component (B1), and solvent (F1) were added after being preheated to 60°C. The water bath was then removed, and the mixture was cooled until its temperature fell below 35°C to obtain a fabric softener composition for textile products. Then, textile products were treated with the obtained softening agent composition for textile products, and their softness, water absorption, antibacterial properties, and appearance stability were evaluated.

[0072] Here, each ingredient was added in a calculated manner so that the composition of the liquid fabric softener composition would be in the following proportions by mass, and the actual amount added would total 300g. Component (A1) 10 parts by mass Component (B1) 2 parts by mass Viscosity modifier (E1) 0.08 parts by mass Solvent (F1) 86.16 parts by mass Solvent (F2) 1.76 parts by mass

[0073] For example, since the component (A1) solution is an isopropanol solution with 85% by mass of non-volatile content, in order to add 10 parts by mass of component (A1), 10 parts by mass / 0.85 = 11.8 parts by mass of the component (A1) solution were added. Similarly, since the component (B1) solution is an aqueous solution with 49% by mass of non-volatile content, in order to add 2 parts by mass of component (B1), 2 parts by mass / 0.49 = 4.08 parts by mass of the component (B1) solution were added. The solvent (F1) was present in the solution of component (B1) in an amount of 4.08 parts by mass × (1-0.4 9) = 2.08 parts by mass, plus the total value of the solvent (F1) added separately. The solvent (F2) is 11.8 parts by mass × (1 - 0.85) = 1.76 parts by mass of isopropanol contained in the solution of component (A1).

[0074] [Examples 2-13, Comparative Examples 1-5] A fabric softener composition for textile products was obtained by following the same procedure as in Example 1, according to the fabric softener composition compositions for textile products listed in Tables 1 and 2. However, when adding nonionic surfactant (C) and silicone compound (D), they were added to a separable flask before adding components (A) and (B). The evaluation was then carried out in the same manner as in Example 1. However, appearance stability was evaluated only for Example 13.

[0075] <Evaluation Method> To treat the textile products with the fabric softener composition, test cloths that had undergone the following pretreatment were used to remove any adhering processing agents, etc. Test fabric: Face towel (Material: Cotton, 280 momme, Yarn: 16 / 1 (16 count single yarn), Size: 34cm x 88cm).

[0076] [Pretreatment of test fabric] Using a commercial washing machine (TOSEI 10kg machine), 30g of Ecomax Liquid (manufactured by Nikka Chemical Co., Ltd.), 100g of Colst N-5020 (manufactured by Nikka Chemical Co., Ltd.), 50g of hydrogen peroxide, and 40L of tap water were mixed and the towels were washed for 10 minutes in a bath heated to 60°C. Then, they were rinsed three times and spun dry for 5 minutes. This series of 10-minute washing, rinsing, and spin-drying steps was repeated a total of three times.

[0077] [Softening treatment of test fabric] The pre-treated test cloth described above was cut into quarters (34cm x 22cm: 20g) to prepare test pieces. The fabric softener composition for textile products of the present invention was diluted 1000 times by weight to prepare a softening treatment solution (softening treatment bath). Here, since 100 mL of softening solution is used for 20 g of test cloth, the bath ratio, i.e., the ratio of the weight of the textile product (g) to the amount of softening solution (mL), is 20:100 = 1:5. Also, for example, in the case of Example 1, Since the content of component (A) in the fabric softener composition for textile products is 10% by mass, The amount of ingredient (A) in 100g (approximately 100mL) of fabric softener is: 100g × 10 / 100 / 1000 = 0.01g And, Since the content of component (B) in the fabric softener composition for textile products is 2% by mass, The amount of ingredient (B) in 100g (approximately 100mL) of fabric softener is: 100g × 2 / 100 / 1000 = 0.002g That is the case. Therefore, for 20g of test cloth, The amount of ingredient (A) used is 0.01g / 20g = 0.05% owf. The amount of ingredient (B) used is 0.002g / 20g = 0.01%owf That is the case.

[0078] (Flexible, one-time processing) Place 100 mL of the softening solution prepared above and the test cloth into a 500 mL stainless steel pot, and use a rounder-o-meter (Daiei Kagaku Seiki Seisakusho Co., Ltd., L-20). The material was then treated with a softening agent at 25°C for 5 minutes. Next, the material was dewatered for 30 seconds using a centrifugal dehydrator (Eiko Sangyo Co., Ltd., H-120A), and then dried in a circulating air dryer at 80°C for 30 minutes, completing one softening treatment. Then, the test fabric samples that were left in a constant temperature and humidity chamber at 20°C and 65% humidity for 24 hours were used as the test fabric samples after one softening treatment.

[0079] (Flexible processing 4 times) The test fabric, which had undergone the above softening treatment once and then dried, was subjected to a series of processes repeated three times: washing at 60°C for 10 minutes, rinsing three times, dewatering once for 30 seconds, the aforementioned softening treatment, and drying at 80°C for 30 minutes. Here, the washing bath used was prepared by adding 0.08 g of Ecomax Liquid, 0.25 g of Colst N-5020, and 0.18 g of hydrogen peroxide to 200 mL of water and mixing them together. Then, the test fabric samples that were left in a constant temperature and humidity chamber at 20°C and 65% humidity for 24 hours were used as the test fabric samples after four softening treatments.

[0080] [Evaluation of water absorption retention] Five 2.5cm x 20cm strips of test fabric were cut from each of the test fabric samples: untreated, after one softening treatment, and after four softening treatments. Then, in accordance with JIS L1907:2010 (Baileck method), a strip of test cloth was suspended vertically, and the lower end of the strip of test cloth was brought into contact with colored water. The water absorption height was measured 10 minutes after the start of contact. A higher water absorption height indicates better water absorption. The water absorption reduction (%) was calculated using the following formula. Water absorption reduction rate (%) = [1 - (Water absorption height of the strip test cloth (cm) / Water absorption height of the untreated strip test cloth (cm)] × 100 The water absorption retention performance was evaluated according to the following evaluation criteria. 4: Water absorption reduction rate is less than 10% 3: Water absorption reduction rate is 10% or more, but less than 20%. 2: Water absorption reduction rate is 20% or more, but less than 40%. 1: Water absorption reduction rate of 40% or more

[0081] [Flexibility Assessment] After one softening treatment, the test fabric samples were touched by hand to perform a sensory evaluation of their softness. Using an untreated towel as a baseline, the flexibility of each towel was scored according to the following evaluation criteria. Then, the average of the five people's evaluation scores was calculated and used as the evaluation value (rounded to the nearest whole number). 3: Significantly softer than untreated towels 2: Slightly softer than an untreated towel. 1: Slightly soft - comparable to an untreated towel.

[0082] [Antibacterial activity evaluation] The antibacterial activity of the test fabric after softening treatment was measured using Staphylococcus aureus (NBRC12732) in accordance with the quantitative test (8.1 bacterial suspension absorption method) of JIS L1902 (2015) for evaluation of durable antibacterial properties, and the antibacterial properties were evaluated. Antibacterial properties were evaluated according to the following criteria. 3: Bacteriostatic activity value greater than 3.0 2: Bacteriostatic activity value is between 2.2 and 3.0 1: Bacteriostatic activity value less than 2.2

[0083] [Appearance stability evaluation] A fabric softener composition for textile products was placed in a mayonnaise bottle and stored at 45°C for 14 days. . Then, the appearance of the fabric softener composition for textile products after storage was visually inspected. Appearance stability was evaluated according to the following evaluation criteria. ○: Uniform ×: Separated, uneven -: Appearance stability not evaluated

[0084] [Table 1]

[0085] [Table 2]

[0086] <Summary of Results> In all examples, the fabric softener compositions for textile products of the present invention exhibited an excellent balance of water absorption retention, softness, antibacterial properties, and appearance stability. On the other hand, the compositions of all the comparative examples lacked any of the following characteristics: water absorption retention, flexibility, antibacterial properties, and appearance stability. It showed inferior results. [Industrial applicability]

[0087] In general household laundry, both during and after washing, and in commercial laundry of textile products such as sheets, yukata, towels, tablecloths, and napkins used in hotels, inns, restaurants, and hot spring facilities, this product provides a good balance of water absorption, antibacterial properties, and water absorption retention characteristics during the entire washing and softening process. Furthermore, if component (B) of the present invention has antistatic properties, an antistatic effect on textile products can also be expected.

Claims

1. A fabric softener composition for textile products comprising at least component (A) and component (B), Component (A) contains one or more compounds represented by general formula (1), Component (B) contains one or more compounds represented by general formula (2), A fabric softener composition for textile products. 【Chemistry 1】 (wherein, X 12 is R 12 -COOZ 12 -, or a hydroxyalkyl group having 2 to 3 carbon atoms, and X 13 is R 13 -COOZ 13 -, or a hydroxyalkyl group having 2 to 3 carbon atoms, and X 14 is an alkyl group having 1 to 3 carbon atoms, and R 11 , R 12 , R 13 are each a monovalent, saturated aliphatic hydrocarbon group or unsaturated aliphatic hydrocarbon group having a linear or branched structure and having 11 to 23 carbon atoms, and Z 11 , Z 12 , Z 13 are each an alkylene group having 2 to 3 carbon atoms, Y - is a monovalent anion, and 70 to 100 mol% of the existing R 11 , R 12 , R 13 are monovalent unsaturated aliphatic hydrocarbon groups.) 【Chemistry 2】 (In the formula, R 21 R is a monovalent saturated or unsaturated aliphatic hydrocarbon group having a linear or branched chain structure with 8 to 18 carbon atoms, 22 is a benzyl group or a hydroxyalkyl group having 2 to 3 carbon atoms, p is a number from 1 to 2, Z p- (It is a p-valent anion.)

2. The fabric softener composition for textile products according to claim 1, wherein the content of component (A) in the fabric softener composition for textile products is 3 to 20% by mass, and the content of component (B) is 0.5 to 8% by mass.

3. A method for treating textile products using the textile product softener composition according to claim 1 or 2.

4. The method for treating a textile product according to claim 3, wherein the amount of component (A) used in the textile product is 0.018 to 0.2% 0.w.f. and the amount of component (B) used is 0.003 to 0.08% 0.w.f.

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