EP2267217A1

EP2267217A1 - Textile treatment agent composition

Info

Publication number: EP2267217A1
Application number: EP09731996A
Authority: EP
Inventors: Makiko Shigehisa; Noriko Yamaguchi; Hideyuki Abe
Original assignee: Kao Corp
Current assignee: Kao Corp
Priority date: 2008-04-14
Filing date: 2009-04-13
Publication date: 2010-12-29
Also published as: EP2267217A4; MX2010011127A; CN101999018B; CN101999018A; JP5557986B2; WO2009128549A1; US20110016636A1; JP2009256818A

Abstract

The present invention provides the textile treatment composition containing (a) the compound represented by the formula (1) and (b1) the fragrance having a logPow value not less than 3.0 and not more than 5.0 at a mass ratio of (a)/(b1)=98/2 to 20/80, and the method for facilitating adsorption of the component (b1) on a textile product by contacting the textile treatment composition with the textile product in water as a medium: (wherein, X represents -OH, -R1 (R1 represents an aliphatic hydrocarbon group having total 1 to 22 carbon atoms that may be substituted with a phenyl, hydroxy, or alkoxy group) or -OR2 (R2 represents a hydrocarbon group having 6 to 22 carbon atoms) ; Y represents X or -OSi(X)3; and n is an average number from 0 to 15; a plurality of X and a plurality of Y may be independently same or different, with a proviso that the compound has at least one-OR2 in a molecule.)

Description

Field of the invention

The present invention relates to a textile treatment composition.

Background of the invention

Recent increasing awareness of aroma promotes development of a method for imparting and sustaining an aroma in a washed textile product by treating the textile product with a textile treating agent such as a detergent and a fabric conditioner containing a fragrance having long lasting odor. In such a method, fragrance materials that are lipophilic and hardly volatile to transpire are generally used. These materials insufficiently release aromas and often have heavy aromas, and thus determine residual aroma tones. In contrast, hydrophilic and relatively hydrophilic fragrance materials sufficiently release aromas and have wider variety of materials than lipophilic fragrance materials, and thus enable to design various aromas. However, these hydrophilic materials have poor adsorption on textile, and thus provide weak aromas to a treated textile product with less long lasting odor. There is a strong demand for a method of improving adsorption of a hydrophilic or relatively hydrophilic fragrance material to increase a kind of residual aroma tone in textile.
Silicate ester compounds have been known to impart long lasting odor. Textile treatment compositions containing a silicate ester are disclosed, for example, in JP-A54-59498 , JP-A54-93006 , JP-A55-127314 , and JP-A2003-526644 . JP-A2003-526644 particularly describes use of a silicate ester together with a fragrance composition.

Summary of the invention

The present invention provides a textile treatment composition, including components (a) and (b1) at a mass ratio of (a)/(b1)=98/2 to 20/80:

(a) a compound represented by the formula (1) :
(wherein, X represents -OH, -R1 (R1 represents an aliphatic hydrocarbon group having 1 to 22 carbon atoms in total, which may be substituted with phenyl, hydroxy, or an alkoxy group) or -OR2 (R2 represents a hydrocarbon group having 6 to 22 carbon atoms) ; Y represents X or -OSi (X) 3; and n is an average number from 0 to 15; a plurality of X and a plurality of Y may be independently the same as or different from one another, provided that the compound has at least one -OR2 in a molecule),
(b1) a fragrance material having a logPow value not less than 3.0 and not more than 5.0.

The present invention also provides a method for facilitating adsorption of the component (b1) on a textile product, including contacting the composition with the textile product in water as a medium.
The present invention also provides a method of treating a textile product to impart an aroma, including conducting the step A and then the step B or simultaneously conducting the steps A and B:

step A: treating a textile product with the composition
step B: subjecting the textile product to a heat treatment.

Detailed Description of the Invention

JP-A54-59498 , JP-A54-93006 , JP-A55-127314 , and JP-A2003-526644 describe methods using a silicate ester hydrolysate as a fragrance material. In these methods, long lasting odor is enhanced by gradual hydrolysation of a silicate ester adsorbed on a textile product. These methods thus have problems that a fragrance material is limited as it must be an alcohol and no aroma is released without water. An alcohol material used for perfuming with a silicate ester is limited in view of the kind thereof. The kind of residual aroma on clothes cannot be increased by the method of perfuming with a silicate ester alone. In addition, there is no suggestion of an enhanced adsorption of a relatively hydrophilic fragrance material on a textile product by a specific silicate ester.
JP-A2003-526644 describes a specific example of combination use with other fragrance material. However, these methods use a silicate ester compound as a part of a fragrance. There is no suggestion of effect in the case of mixing a relatively hydrophilic fragrance material with a silicate ester in a specific ratio.
Therefore, the present invention provides a textile treatment composition that can increase adsorption of a fragrance, particularly a relatively hydrophilic fragrance on a textile product treated with a textile treating agent such as a detergent and a conditioner, can increase a kind of residual aroma tone on the textile product, and allows various aromas to perfume strongly for a long time.
According to the present invention, adsorption of a fragrance, particularly a relatively hydrophilic fragrance on a textile product can be increased, a kind of residual aroma on the textile product can be increased, and the residual aroma can sustain strongly for a long time.

[component (a)]

The component (a) of the present invention is a compound represented by the formula (1)
In the formula (1), X represents -OH, -R1 or -OR2; Y represents X or -OSi(X)3; and n is an average number from 0 to 15; a plurality of X and a plurality of Y may be independently the same as or different from one another, with the proviso that the compound has at least one -OR2 in a molecule.
R1 represents an aliphatic hydrocarbon group having total 1 to 22 carbon atoms that may be substituted with a phenyl, hydroxy or alkoxy group, and preferably a linear or branched alkyl or alkenyl group having total 1 to 22 carbon atoms that may be substituted with a phenyl, hydroxy or alkoxy group. When n represent 0, R1 preferably represents a linear or branched alkyl group having 6 to 18 carbon atoms, more preferably a linear alkyl group having 6 to 18 carbon atoms such as an n-hexyl, an n-octyl, an n-decyl, an n-dodecyl, an n-hexadecyl and an n-octadecyl groups, and even more preferably a linear alkyl group having 10 to 18 carbon atoms.
R2 represents a hydrocarbon group having 6 to 22 carbon atoms, preferably having 6 to 15 carbon atoms, and more preferably having 8 to 15 carbon atoms. The hydrocarbon group is preferably an alkyl, alkenyl or alkylaryl group, and particularly preferably a branched alkyl or alkenyl group, from the point of enhanced adsorption of the component (b1) on a textile product.
In the formula (1), when n represents 0, preferred is a compound where 2 to 4 of four X's, more preferably 3 or 4 of four X's, represent -OR2, and the other X represent -R1.
Examples of the preferred compound when n=0 include those represented by the formulae (1-1) or (1-2).

(wherein, R1 and R2 represent the same meanings as above.)
In the formula (1), when n is 1 to 15, preferred is a compound where n represents an average number; not less than one tenth, more preferably not less than one eighth of the whole X and Y represent and the rest represent -R1, and more preferred is a compound where the whole X and Y represent -OR2. n is preferably 1 to 10, and more preferably 1 to 5.
Examples of the preferred compound when n is 1 to 15 include those represented by the formulae (1-3) and (1-4).

(wherein, R1 and R2 represent the same meanings as above; m represents the number of 1 to 15; and , T represents -OR2 or -Rl.)
The compound represented by the formula (1) is available by methods described in, for example, JP-A54-59498 and JP-A2003-526644 .

[The component (b1) and other fragrance component]

The component (b1) of the present invention is a fragrance material having a logPow of not less than 3.0 and not more than 5.0. Since fragrances used as the component (b1) generally perfume well and include many materials, these can impart various aromas to a textile product. However, these are difficult to be adsorbed on a textile product in treatment of the textile product. Therefore, it is important to improve adsorption of these fragrance materials. The present invention is an excellent method for enhancing adsorption of the component (b1).
In the present invention, logPow is the 1-octanol/water partition coefficient of a chemical substance, and represents a value calculated by the f-value method (hydrophobic fragment constants method), more specifically a value determined by dividing a chemical structure of a compound into components and integrating hydrophobic fragment constants (f-values) of the components. CLOGP 3 Reference Manual Daylight Software 4.34, Albert Leo, David Weininger, Version 1, March 1994 can be used as a reference.
Examples of the component (b1) include: i) hydrocarbon fragrances selected from α-pinene (4.18), β-pinene (4.18), camphene (4.18), limonene (4.35), terpinolene (4.35), myrcene (4.33), and p-cymene (4.07); ii) alcohol fragrances selected from Sandalmysore core (3.9), santalol (3.9), 1-menthol (3.2), citronellol (3.25), dihydromyrcenol (3.03), ethyl linalool (3.08), muguol (3.03), and nerolidol (4.58) ; iii) aldehyde and ketone fragrances selected from aldehyde c-111 (4.05), greenal (3.13), mandarin aldehyde (4.99), citral (3.12), citronellal (3.26), amyl cinnamic aldehyde (4.32), hexyl cinnamic aldehyde (4.85), lilial (3.86), dihydrojasmone (3.13), 1-carvon, ionone α(3.71), methylionone α (4.24) , and methylionone G (4.02); iv) ester fragrances selected from heptyl acetate (3.36), citronellyl acetate (4.20), geranyl acetate (3.72), linalyl acetate (3.50), ethyl cinnamate (3.0), benzyl salicylate (4.2), and isobutyl salicylate (3.92); v) phenol fragrances selected from thymol (3.40) and vanitrope (3.11); vi) ether fragrances selected from Cedroxyde (4.58), citronellyl ethyl ether (4.36), anethole (3.31), nerolin yara yara (3.24), estragole (3.1), methylisoeugenol (3.0). Numbers in brackets are logPow values.
As the component (b1), particularly preferred are limonene (4.35) , estragole (3.1), 1-menthol (3.2) , citronellol (3.25), citral (3.12), citronellal (3.26), isobutyl salicylate (3.8), amyl cinnamic aldehyde (4.32), dihydrojasmone (3.13), ionone α (3.71), methylionone α (4.24), methylionone G (4.02), and benzyl salicylate (4.2). Because they perfume well and can impart fresh aroma to textile.
In the present invention, a fragrance composition containing a fragrance material other than the component (b1) can be used. Examples of the fragrant material that is relative lipophilic and has a logPow value of more than 5 (hereinafter, referred to as the component (b2)) include β-caryophyllene (6.45), trimethylundecenal (5.16), hexyl salicylate (5.09), ambroxan (5.27), tentarome (5.7), and Pearlide (5.7).
Examples of the fragrant material that is high hydrophilic and has a logPow value of less than 3 (hereinafter, referred to as the component (b3)) include terpineol (2.6), geraniol (2.77), linalool (2.55), myrcenol (2.61), nerol (2.77), cis-jasmone (2.64), phenylethyl acetate (2.13), allyl amyl glycolate (2.51), Liffarome (2.26), cis-3-hexyl acetate (2.34), styrallyl acetate (2.27), o-t-butylcyclohexanone (2.27), p-t-butylcyclohexanone (2.27), acetyleugenol (2.83), cinnamyl acetate (2.35), eugenol (2.40), isoeugenol (2.58), moss synth (2.94), anisole (2.06), methyleugenol (2.78) and coumarin (1.4).
The fragrance containing the component (b1) of the present invention preferably contains at least the component (b1) and the component (b2). An aroma of the component (b2) is coupled with an aroma of the component (b1) to produce different aromas, or new aromas, and such various fragrances can leave the aroma on a textile product. A content of the component (b1) in the total of fragrances is preferably not less than 30% by mass, and more preferably not less than 50% by mass. A content of the component (b2) in the total of fragrances is preferably 10 to 50% by mass, and more preferably 20 to 30% by mass. Particularly preferred is the fragrance where the rest is the component (b3). A mass ratio of the component (b1) to the sum of components (b1) and (b2) is preferably 10/90 to 1/1, more preferably 20/80 to 1/1, and even more preferably 30/70 to 1/1. Hereinafter, a mixture of the components (b1), (b2) and (b3) is referred to as the component (b).

[textile treatment composition]

From the viewpoints of enhanced adsorption of the component (b1) on textile, good perfuming properties, and persistence of a variety of aromas, the textile treatment composition of the present invention contains the components (a) and (b1) at a mass ratio of (a)/(b1) =98/2 to 20/80. The mass ratio of (a)/(b1) is preferably 90/10 to 30/70, and more preferably 85/15 to 40/60.
The textile treatment composition of the present invention can contain a diluent and a fixative for fragrance. Examples of a preferred diluent/ fixative include dipropylene glycol, palmitic acid isopropyl ester, diethyl phthalate, benzyl benzoate, liquid paraffin, isoparaffin and fats and oils. A rate of the fixative to the total of the component (b) and the fixative is preferably 0 to 20% by mass.
The textile treatment composition of the present invention is applicable to a softener, a perfuming agent, a laundry starch, a styling agent and the like for controlling an aroma.
The textile treatment composition of the present invention is preferably used as a textile treating agent that is added to washing water in a rinsing step of a domestic washing process. The textile treatment composition is particularly preferably used as a softening composition.
When the present invention is applied to a softening composition, the composition preferably contains a softening base as a component (c). The softening base is preferably a compound selected from tertiary amines having 1 to 3 hydrocarbon groups of 10 to 22 carbon atoms and salts thereof and quaternized products therefrom (hereinafter, referred to as a component (c1)) and silicone compounds other than the component (a) (hereinafter, referred to as a component (c2)).
The component (c1) is preferably a tertiary amine having 1 to 3 hydrocarbon groups of 12 to 22 carbon atoms that may have an ester bond or amide bond and the rest groups that are an alkyl or hydroxyalkyl of 1 to 3 carbon atoms, or a salt thereof, or a quaternized product therefrom. Specific examples of the component (c1) include compounds represented by the formula (c11) to (c13).
(c11) a quaternary ammonium salt having two alkyl or alkenyl groups of 12 to 22 carbon atoms, preferably 14 to 20 carbon atoms, and more preferably 16 to 18 carbon atoms and the other groups that are alkyl or hydroxyalkyl groups of 1 to 3 carbon atoms (examples of the salt include a chloride, a fatty acid salt having 1 to 12 carbon atoms, and an alkylsulfate salt of 1 to 3 carbon atoms.)
(c12) a tertiary amine having one or two alkanoyl(alkenoyl)oxyethyl or alkanoyl(alkenoyl)aminopropyl groups where the alkanoyl or alkenoyl moiety has 11 to 21 carbon atoms, preferably 13 to 19 carbon atoms, and more preferably 15 to 17 carbon atoms and the rest groups that are alkyl or hydroxyalkyl groups of 1 to 3 carbon atoms, or a salt thereof (examples of a salt include hydrochloride, sulfate, phosphate, and salts of fatty acid having 1 to 12 carbon atoms).
(c13) a quaternary ammonium salt produced by quaternizing triethanolamine with a fatty acid having 12 to 22 carbon atoms, preferably 14 to 20 carbon atoms, and even more preferably 16 to 18 carbon atoms, or a fatty acid derivative selected from fatty acid lower alkyl esters and fatty acid chloride salts, preferably a quaternary ammonium salt produced by quaternizing an esterified product of fatty acid with an alkylating agent, preferably such as methyl chloride, dimethylsulfuric acid or diethylsulfuric acid, (examples of the salt include chloride, a fatty acid salt having 1 to 12 carbon atoms and an alkylsulfate ester salt of 1 to 3 carbon atoms.)
As the component (c2), water-insoluble silicone compounds are preferred. As used herein, a water-insoluble compound refers that dissolves in 1 L of ion-exchanged water at 20°C in an amount of not more than 1 g. Specific examples of the water-insoluble silicone compound include dimethylpolysiloxane, quaternary ammonium-modified dimethylpolysiloxane, amino-modified dimethylpolysiloxane, amide-modified dimethylpolysiloxane, epoxy-modified dimethylpolysiloxane, carboxy-modified dimethylpolysiloxane, polyoxyalkylene-modified dimethylpolysiloxane, fluorine-modified dimethylpolysiloxane. A silicone oil, which is an optional component in the textile treating agent of the present invention, may be used as the component (c2).
In the present invention, the component (c2) is preferably at least one silicone compound selected from dimethylpolysiloxane, amino-modified dimethylpolysiloxane, amide-modified dimethylpolysiloxane, polyoxyalkylene(polyoxyethylene and/or polyoxypropylene, preferably polyoxyethylene)-modified dimethylpolysiloxane, which have a molecular weight of 1,000 to 1,000,000, preferably 3,000 to 1,000,000, and more preferably 5,000 to 1,000,000, and a viscosity of 2 to 1,000,000 mm2/s, preferably 500 to 1,000,000 mm2/s, and more preferably 1,000 to 1,000,000 mm2/s at 25°C. An amino equivalent of an amino-modified dimethylpolysiloxane (the amino equivalent refers a molecular weight per a nitrogen atom) is preferably 1,500 to 40,000 g/mol, more preferably 2,500 to 20,000 g/mol, and even more preferably 3,000 to 10,000 g/mol.
In the present invention, the composition preferably contains the components (c1) and (c2) in combination. A mass ratio of the component (c1)/the component (c2) is preferably 60/1 to 1/50, more preferably 60/1 to 1/20, and even more preferably 50/1 to 1/10.
The components (a), (b) and (c), being optional but, when the present invention is applied to a softening composition, and is essential, are water-insoluble compounds. When the composition of the present invention is used in the form of aqueous composition, it preferably contains a nonionic surfactant (hereinafter, referred to as a component (d)) in order to stably dissolve, disperse, or emulsify components in the composition.
As the component (d), preferred are polyoxyethylene alkyl ethers having an alkyl or alkenyl group of 8 to 20 carbon atoms, and more preferred are nonionic surfactants represented by the formula (2).

R2a-A-[(R2bO)p-R2c]q (2)

(wherein, R2a represents an alkyl or alkenyl group having 8 to 18 carbon atoms, preferably 10 to 16 carbon atoms; R2b represents an alkylene group having 2 or 3 carbon atoms, preferably an ethylene group; R2c represents an alkyl group having 1 to 3 carbon atoms or a hydrogen atom; p represents the number of 2 to 100, preferably 5 to 80, more preferably 5 to 60, and even more preferably 10 to 60; A represents -O-, -COO-, -CON<, -CONRx-, -NRx- or -N<, Rx represents H or an alkyl group having 1 to 3 carbon atoms, wherein when A represents -O-, -COO-, -CONRx, or -NRx-, q represents 1; or when A represents -CON< or -N<, q represents 2). Specific examples of the compound represented by the formula (2) include those represented by the formulae (2-1) to (2-3).

R2a-O- (C2H40) r-H (2-1)

(wherein, R2a represents the same meanings as above; r represents the number of 8 to 100, preferably 10 to 60.)

R2a-O-(C2H40)s/(C3H60)t-H (2-2)

(wherein, R2a represents the same meanings as above; s and t each independently represent the number of 2 to 40, preferably 5 to 40; and (C2H40)s/(C3H60)t may be a random or block copolymer.)
(wherein, R2a represents the same meanings as above; A represents -N< or -CON<; u and v each independently represent the number of 0 to 40, where u+v is 5 to 60, preferably 5 to 40; and R2d and R2e each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.)
The textile treatment composition of the present invention applied to a softening composition preferably contains a fatty acid (hereinafter, referred to as a component (el)) in order to enhance a softening effect. Specific examples of the fatty acid include saturated or unsaturated fatty acid having 12 to 22 carbon atoms such as lauric acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, oleic acid, linoleic acid, erucic acid or behenic acid. Particularly preferred are palmitic acid, stearic acid, oleic acid and linoleic acid.
The composition of the present invention can contain an inorganic salt as a component (f) according to need in order to increase storage stability. From the point of storage stability, preferred inorganic salts are sodium chloride, calcium chloride, and magnesium chloride.
The composition of the present invention can contain an ester compound of a saturated or unsaturated fatty acid having 8 to 22 carbon atoms with a polyhydric alcohol as a component (g) in order to improve storage stability. Examples of the component (g) that can be used include mono-, di-, and trifatty acid esters of triglyceride, diglyceride, monoglyceride and pentaerythritol, and sorbitan fatty acid esters.
The composition of the present invention may contain a solvent as a component (h) according to need. Preferred examples of the solvent include ethanol, isopropanol, glycerol, ethylene glycol and propylene glycol. From the point of odor, ethanol is particularly preferred.
The textile treatment composition of the present invention may further contain an oil as a component (i), according to need, such as hydrocarbon oil, alcohol oil, ester oil or silicone oil. It is preferable that the oil in which component (a) has a solubility at 20°C of not less than 5% by weight has a solubility in water at 20°C of less than 5% by weight and component (a) has a solubility at 20°C of not less than 5% by weight in the oil. It is preferable that the oil has a solubility, in water at 20°C, of less than 0.5% by weight, more preferably less than 0.1% by weight.
From the point of volatility, an oil having a solubility in water of less than 5% by weight at 20°C and dissolving the component (a) in an amount of not less than 5% by weight at 20°C preferably has a vapor pressure of not more than 2.7 kPa, and more preferably not more than 1 kPa at 20°C. Examples of the hydrocarbon oil include saturated or unsaturated hydrocarbon oils having 8 or more carbon atoms. Examples of the ester oils include esterified fatty acids having 14 or more carbon atoms with alcohols having 1 or more carbon atoms. Examples of the silicone oil include dimethylsilicone, methylphenylsilicone and modified silicone oils such as phenyl-modified, (poly)ether-modified, alkyl-modified, fatty acid ester-modified, fluorine-modified, amino-modified, epoxy-modified, carboxy-modified, carbinol-modified and phenol-modified silicone oils.
Among these oils, preferred are liquid paraffin, esterified fatty acids having 14 to 20 carbon atoms with alcohols having 1 to 20 carbon atoms and dimethylsilicone having a viscosity of 1 mPa•s to 1000 mPa•s.
The textile treatment composition of the present invention is applicable to a softening composition. In this case, a content of the component (a) in the composition is preferably 0.1 to 6.0% by mass, more preferably 0.2 to 3.0% by mass, and even more preferably 0.3 to 1.0% by mass. A content of the component (b1) in the composition is preferably 0.02 to 1.5% by mass, more preferably 0.05 to 1% by mass, and even more preferably 0.08 to 0.8% by mass. A content of the component (b) in the composition is preferably 0.1 to 1.5% by mass, more preferably 0.2 to 1% by mass, and even more preferably 0.3 to 0.8% by mass. A mass ratio of the component (a)/the component (b) is preferably 20/80 to 90/10, more preferably 30/70 to 90/10, and even more preferably 40/60 to 90/10. A content of the component (c1) in the composition is preferably 3 to 30% by mass, more preferably 3 to 25% by mass, and even more preferably 3 to 20% by mass. A content of the component (c2) in the composition is preferably 0.3 to 15% by mass, more preferably 0.3 to 10% by mass, and even more preferably 0.5 to 8% by mass. A content of the component (d) in the composition is preferably 0.1 to 10% by mass, more preferably 0.2 to 9% by mass, and even more preferably 0.5 to 8% by mass. From the point of storage stability, a mass ratio of the component (a)/the component (d) is preferably 3/97 to 90/10, more preferably 5/95 to 50/50, and even more preferably 10/90 to 30/70. A content of the component (e) in the composition is preferably 0.2 to 10% by mass, more preferably 0.2 to 5% by mass, and even more preferably 0.3 to 4% by mass. A content of the component (f) in the composition is preferably 0.0005 to 5% by mass, more preferably 0.001 to 4% by mass, and even more preferably 0.005 to 3% by mass. A content of the component (g) in the composition is preferably 0.01 to 15% by mass, more preferably 0.05 to 10% by mass, and even more preferably 0.1 to 5% by mass. A content of the component (h) in the composition is preferably 0.2 to 25% by mass, more preferably 0.3 to 10% by mass, and even more preferably 0.3 to 5% by mass.

[Method for facilitating adsorption of the component (b1) on textile]

In the present invention, the method for facilitating adsorption of the component (b1) on textile is conducted by contacting the textile treatment composition of the present invention to a textile product in water as a medium.
Preferred stage at which the textile treatment composition of the present invention is contacted with a textile product is a rinsing step of a domestic washing process. The textile treatment composition is preferably added to washing water in such amount that the total of the components (a) and (b1) is 0.01 to 0.5 g, more preferably 0.02 to 0.3 g, and even more preferably 0.03 to 0.2 g to 1 kg of textile product.
Since the components (a) and (b) containing the component (b1) are generally water-insoluble compounds, these are preferably uniformly dissolved, dispersed, or emulsified in the rinse water. To achieve this, the component (d) plays an important role. In the present invention, the component (d) presents in the rinse water together with the components (a) and (b) at a mass ratio of 1/20 to 20/1, preferably 1/15 to 15/1, and more preferably 1/10 to 10/1 to the total of the components (a) and (b). In the washing process, after the rinsing step at which the textile treatment composition is contacted with a textile product, a general wringing/drying step is conducted.
Examples of a method other than above include methods of adding the composition together with a detergent in a domestic washing process, directly spraying on a textile product with a spray, and applying with a roller and the like.
Another method for treating a textile product is described below.

[Method for treating textile]

The method for treating textile of the present invention is a method including a step A of facilitating adsorption of the component (b1) on a textile product and a step B of performing a heat treatment. In other words, the method for treating textile of the present invention includes the step A of treating a textile product with the textile treatment composition containing the components (a) and (b1) and the step B of heat-treating the textile product. In the preferred method, the step A is performed and then the step B is performed, or the steps A and B are simultaneously performed.
In the step A, examples of the method for treating a textile product with the textile treatment composition include the following (i) to (iii).

(i) adding the textile treatment composition to washing or rinsing water at a washing or rinsing stage in a washing process of textile
(ii) spraying the textile treatment composition to a textile product with a trigger container and the like
(iii) contacting a carrier having the textile treatment composition with a textile product to be treated

From the points of enhanced adsorption of the component (b1) and easiness of operation, preferred treatment method of the step A is the method (i). When the method (i) is employed, a bath ratio (mass ratio of water/textile) is preferably 3 to 30, and more preferably 4 to 30. In washing with a drum type washing machine, the bath ratio is generally automatically determined according to a weight of laundry. It is preferable to select washing or rinsing conditions for effective adsorption of the textile treatment composition on a textile product in consideration of the bath ratio and the like. In this method, the textile treatment composition is preferably used in an amount of 0.005 to 15.0 g, and more preferably 0.05 to 10.0 g per 1 kg of textile product. An additive amount of the textile treatment composition to water is preferably 0.001 to 1000 ppm and more preferably 0.01 to 100 ppm.
In the step B, preferred examples of the method for heat-treating the textile product treated with the textile treatment composition include methods of directly contacting with a heat source (contact heating method) and of heating a textile product via a medium such as the air without contacting with a heat source (non-contact heating method).
As the heat source in the contact heating method, a heatable hard surface such as an iron and a press can be used. A surface temperature of a contacting face is preferably 80 to 250°C, more preferably 90 to 240°C, and even more preferably 100 to 230°C. A contacting face may be contacted via a damp cloth. A heat treatment time is, which is changed with a given temperature, about five seconds to 5 minutes.
Examples of the non-contact heating method include heating under a heating atmosphere. A heating dryer, a heating washer-dryer, and the like can be used. A temperature of the heating atmosphere is preferably 50 to 120°C, more preferably 50 to 110°C, and even more preferably 50 to 100°C. A heat treating time, which largely depends on a temperature of the heating atmosphere or a function of a heating dryer or a heating washer-dryer or the like, is about 5 to 400 minutes.
In simultaneously conducting the method (iii) of the step A and the step B, the step A and the step B can be simultaneously conducted under a high temperature atmosphere by placing a carrier having the textile treatment composition containing the components (a) and (b1) together with a textile product under a high temperature atmosphere. Further, the step A and the step B can be simultaneously can be conducted or by contacting the carrier having the textile treatment composition with a textile product under ambient atmosphere and heating to change the atmosphere to a high temperature atmosphere. In latter case, the carrier having the textile treatment composition of the present invention and a textile product are preferably stirred so as to be contacted each other at high frequency. A textile product contacted with the carrier having the textile treatment composition of the present invention preferably contains water, because the component (b1) is adsorbed on the textile product via water as a medium. Water contained in the textile product is preferably 30 to 300% by mass, more preferably 30 to 200% by mass, even more preferably 30 to 150% by mass, and even more preferably 30 to 100% by mass of the textile product.

Examples

The following Examples demonstrate the present invention. Examples are intended to illustrate the present invention and not to limit the present invention.
Components used in Examples and Comparative Examples are shown collectively below.

component (a)
(a-1): octylsilicic acid tris(2-phenylethyl) ester prepared in the following Synthesis Example 1
(a-2): tetrakis(cis-3-hexenyloxy)silane prepared in the following Synthesis Example 2
(a-3): poly(4-methoxyphenylmethoxy)siloxane prepared in the following Synthesis Example 3
(a-4): poly(geranyloxy)siloxane prepared in the following Synthesis Example 4
<component (a') (for comparison with component (a))>
(a'-1): phenylethyl alcohol
(a'-2): cis-3-hexenol
(a'-4): geraniol
component (b)
(b1-1): estragole (logPow=3.1)
(b1-2): isobutyl salicylate (logPow=3.8)
(b1-3): benzyl salicylate (logPow=4.2)
(b2-1): Pearlide(logPow=5.7)
(b2-2): tentarome (logPow=5.7)
(b3-1): coumarin (logPow=1.4)
(b3-2): eugenol (logPow=2.4)
component (c)
(c1-1): product obtained by subjecting N-(3-aminopropyl)-N-(2- hydroxyethyl)-N-methylamine to dehydration condensation with a hardened beef tallow fatty acid at a molar ratio of 1/1.9 according to a known method until a content of the fatty acid in the reaction reaches to 5% by mass, containing 95% by mass of amine represented by the following formula (3):
(wherein, R represents a residual group excluding a carboxyl group from the hardened beef tallow fatty acid.)
other components
(d-1) : an ethylene oxide adduct to a saturated alcohol having 12 carbon atoms, having an average added mole number of 20
(f-1): calcium chloride
(g-1): product of dehydration condensation of 1.7 mol of hardened beef tallow fatty acid with 1 mol of glycerol (a content of unreacted fatty acid in the product was 3% by mass)
(h-1): ethanol
(i) : silicone emulsion KM-902 available from Shin-Etsu Chemical Co., Ltd. (emulsion of dimethylpolysiloxane of 500,000 mm2/s)

Synthesis Example 1: synthesis of octylsilicic acid tris(2-phenylethyl) ester [tris(2-phenylethyloxy)octylsilane]

In a 300 mL four-neck flask, under a nitrogen flow, 83.01 g of octyltriethoxysilane (0.30 mol), 127.76 g of phenylethyl alcohol (0.83 mol), and 0.857 mL of a solution of 2.8% sodium methoxide in methanol were stirred for 2.5 hours at 110 to 115°C, while distilling ethanol off. After 2.5 hours, the inner pressure of the reaction vessel was gradually reduced to 8 kPa. The mixture was stirred for additional 3 hours at 110 to 119°C with distilling ethanol off. After 3 hours, the mixture was cooled and the reduced pressure was released. The mixture was filtered to give 173.61 g of yellow oil containing octylsilicic acid tris(2-phenylethyl) ester.
Synthesis Example 2: synthesis of silicic acid tetrakis(cis-3-hexenyl) ester [tetrakis(cis-3-hexenyloxy)silane]
In a 200 mL four-neck flask, under a nitrogen flow, 35.45 g of tetraethoxysilane (0.17 mol), 64.74 g of cis-3-hexenol (0.65 mol), and 1.34 mL of a solution of 2.8% sodium methoxide in methanol were stirred for about 2 hours at 118 to 120°C with distilling ethanol off. After 2 hours, the inner pressure of the reaction vessel was gradually reduced to 8 kPa. The mixture was stirred for additional 3 hours at 112 to 119°C with distilling ethanol off. After 3 hours, the mixture was cooled and the reduced pressure was released. The mixture was filtered to give 66.17 g of light brown oil containing tetrakis(cis-3-hexenyloxy)silane.

Synthesis Example 3: synthesis of poly(4-methoxyphenylmethoxy)siloxane

In a 100 mL four-neck flask, under a nitrogen flow, 72.96 g of tetraethoxysilane, 0.24 g of potassium hydroxide, and 0.4 mL of ion-exchanged water were reacted for about 37 hours at 120 to 125°C and 33 kPa to 101 kPa (ambient pressure). During the reaction, 0.4 mL of ion-exchanged water was further added. The reaction was continued for additional 2 hours at 33 kPa. The mixture was cooled and filtered to produce 67.29 g of ethoxysilane condensate as a light yellow liquid.
Then, in a 100 mL four-neck flask, 25.00 g of the tetraethoxysilane condensate obtained above, 56.39 g of 4-methoxyphenylmethanol, and 0.17 g of a 4.8% aqueous solution of sodium hydroxide were stirred for 2 hours at 95 to 119°C with distilling ethanol off. After 2 hours, the inner pressure of the reaction vessel was gradually reduced to 8 kPa. The mixture was stirred for additional 3 hours at 116 to 119°C with distilling ethanol off. After 3 hours, the mixture was cooled and the reduced pressure was released. The mixture was filtered to give 58.83 g of poly(4-methoxyphenylmethoxy)siloxane as a light yellow oil.

Synthesis Example 4: synthesis of poly(3,7-dimethyl-trans-2,6-octadienyloxy)siloxane

In a 100 mL four-neck flask, under a nitrogen flow, 72.96 g of tetraethoxysilane, 0.24 g of potassium hydroxide, and 0.4 mL of ion-exchanged water were reacted for about 37 hours at 120 to 125°C and 33 kPa to 101 kPa (ambient pressure). During the reaction, 0.4 mL of ion-exchanged water was further added. The reaction was continued for additional 2 hours at 33 kPa. The mixture was cooled and filtered to give 67.29 g of ethoxysilane condensate as a yellow liquid. Then, in a 100 mL four-neck flask, 25.00 g of the tetraethoxysilane condensate, 62.95 g of 3,7-dimethyl-trans-2,6-octadiene-1-ol (geraniol), and 0.17 g of a 4.8% aqueous solution of sodium hydroxide were stirred for 2 hours at 97 to 121°C with distilling ethanol off. After 2 hours, the inner pressure of the reaction vessel was gradually reduced to 8 kPa. The mixture was stirred for additional 3 hours at 118 to 121°C with distilling ethanol off. After 3 hours, the mixture was cooled and the reduced pressure was released. The mixture was filtered to give 65.36 g of poly(3,7-dimethyl-trans-2,6-octadienyloxy)siloxane as a light yellow oil.

Examples 1 to 3 and Comparative Examples 1 to 4

Components shown in Table 1 were used in amounts shown in Table 1 to give textile treatment compositions as shown in Table 1 according to the following process such that the final product was 300 g.

In a 500 mL glass beaker equipped with an agitating blade having three turbine fins each having a length of 2.5 cm at 1 cm above the bottom surface of the beaker, a required amount of 95% by mass of ion-exchanged water was heated to 62°C in a water bath. With stirring at 500 rpm, the component (d) in a molten state was added. Then, to this were added the component (c), (g) and (h), which were previously mixed and heated to melt at 70°C. To this was added a necessary amount of 35% aqueous hydrochloric acid and/or 48% aqueous sodium hydroxide to adjust pH to a predetermined value and stirred for 5 minutes. The mixture was cooled to 30°C in a water bath of 5°C. To this was added the component (f) and further stirred for 5 minutes. With stirring, to this was added the components (a) and (b). Finally, a pH of the mixture was checked again and adjusted by adding 35% aqueous hydrochloric acid and/or 48% aqueous sodium hydroxide according to need. In compositions of Table 1, almost all of (c1-1) present as a hydrochloride. In Table 1, values of (c1-1) represent a compounded amount of (c1-1) itself (effective amount).
Textile treatment compositions thus obtained were used to treat a textile product according to the following method, and measured for an adsorption rate of fragrance. The results are shown in Table 2.

(1) Pretreatment

24 cotton towels were previously washed with a Hitachi automatic washing machine NW-6CY using a commercially available weak-alkali detergent (Attack, Kao Corporation) five times and dried in a room to remove excess agents (detergent concentration: 0.0667% by mass, tap water used: 47 L, water temperature: 20°C, washing: 10 minutes, rinsing in stored water: two times).

(2) Treatment of textile with a treatment composition

In a National electric bucket N-BK2-A, a textile treatment composition was dissolved in 5 L of tap water so as to be 10 g of the composition per 1.0 kg of fabric (preparation of a treatment bath). Two cotton towels pretreated as described above were soaked therein for 5 minutes, and stirred for treatment. The soaked towels were transferred to a domestic two-tub washing machine, and dewatered for 1 minute.

An adsorption rate of fragrance material is determined from an amount of fragrance in a treatment bath before treatment (x) and an amount after treatment (y) by deducting (y) from (x) to meet an absorbed amount on towels [(x) - (y)] and calculating a rate (percent) of the absorbed amount to the amount before treatment (x), that is, [(x)-(y)]/(x)×100. The results are shown in Table 2. In measuring an amount of fragrance in a treatment bath before and after treatment, the following liquid chromatography unit was used.
liquid chromatography unit: HITACHI L-6000
column: Lichrospher 100 RP-18(e) 5 µm 125mm×4φ
column temperature: 40°C
eluent: mixture of acetonitrile/water=7/3 (mass ratio)
flow rate: 1.0 mL/min
detector: UV (220nm)

Table 2

	Kind of component (b)	Adsorption rate of fragrance material (%)
	Kind of component (b)	Composition 1 (blank)	Composition 2	Composition 3	Ccomposition 4
Comparative example 1	(b3-1)	0.2	0.4	-0.1	-2.6
Comparative example 2	(b3-2)	-2.8	0.2	-2.8	6.0
Example 1	(b1-1)	19.2	25.2	26.7	29.9
Example 2	(b1-2)	47.5	55.6	58.0	59.9
Example 3	(b1-3)	62.5	75.0	74.1	71.3
Comparative example 3	(b2-1)	85.7	87.8	88.6	87.7
Comparative example 4	(b2-2)	86.2	86.3	88.4	93.2

Example 4

Textile treatment compositions shown in Tables 4 to 6 were prepared using fragrances 1 to 3 shown in Table 3. The resultant textile treatment compositions were used to subject cotton towels pretreated similarly as in Example 1 to the same softening treatment. Treated towels were dried for 24 hours at 25°C and 40%RH, and subjected to a comparative sensory evaluation for long lasting odor. A result of the sensory evaluation was shown by the panelists' number, in 10 panelists, judging that an aroma perfumes stronger than that in a towel treated with a composition without the component (a) (blank 1) . Table 4 shows results of similar evaluation for aroma strength, including a composition containing phenylethyl alcohol (blank 2) that is a fragrance used for preparing the component (a-1) instead of the component (a). Table 3

Fragrance 1 Fragrance 2 Fragrance 3

Compounded composition (mass%) (b3-2) 20 50 65

(b1-2) 60 30 15

(b2-1) 20 20 20
These results clearly show that addition of the component (a) increased an adsorption rate of the component (b1) and long lasting odor as being discernible by the sensory evaluation.

Example 5 and Comparative Example 5

Textile treatment compositions 10 and 11 were similarly prepared as in Examples 1 to 3 and Comparative Examples 1 to 4, using components as shown in Table 7 at ratios of Table 7 such that the final textile treatment composition was 300 g. The resultant textile treatment compositions were used to treat a textile product according to the treatment described above. The treated textile product was dried and subjected to a sensory evaluation for long lasting odor as described below.

treatment method 1: A cotton towel treated as described above was heat-treated for 2 hours in a National washer-dryer NH-D502 (temperature in a dryer: 68°C), and hanged in a thermostatic chamber and left for 22 hours at 20°C/60%RH.
treatment method 2: A cotton towel treated as described above was hanged in a thermostatic chamber and left for 24 hours at 20°C/60%RH without using a washer-dryer.

Cotton towels heat-treated by the method 1 (including a treatment with a washer-dryer) and treated by the method 2 (natural drying without a washer-dryer) were subjected to a sensory evaluation for long lasting odor by 10 panelists. A result of the sensory evaluation was shown by the number of panelists judging that an aroma perfumes stronger. The results are shown in Table 7.

Example 6 and Comparative Example 6

Textile treatment compositions 12 to 15 were prepared according to the following process of preparation, using components as shown in Table 8 at ratios shown in Table 8 such that the final textile treatment composition was 300 g. The resultant textile treatment composition were put in glass bottles and stored for one month at 40°C in a thermostatic chamber. The stored compositions were used to treat a textile product according to the following method of treatment, and measured for adsorption rate of the component (b1-3) on the textile product according to the method described above. The results are shown in Table 8.

(1) Process for preparing a textile treatment composition

In a 500 mL glass beaker equipped with an agitating blade having three turbine fins each having a length of 2.5 cm at 1 cm above the bottom surface of the beaker, a required amount of 95% by mass of ion-exchanged water was heated to 62°C with a water bath. With stirring at 500 rpm, to this was added the component (d) in a molten state. Then, to this were added the component (c) and a mixture of the components (g) and (h), which were previously mixed and heated to melt at 70°C. To this was added a necessary amount of 35% aqueous hydrochloric acid and/or 48% aqueous sodium hydroxide to adjust pH to a predetermined value, and stirred for 5 minutes. The mixture was cooled to 30°C in a water bath of 5°C. To this was added the component (f) and further stirred for 5 minutes. With stirring, to this was added the components (a) and (b) and stirred for 5 minutes. In cases of adding the component (i), it was added at this stage and stirred for additional 5 minutes. Finally, a pH of the mixture was checked again and adjusted by adding 35% aqueous hydrochloric acid and/or 48% aqueous sodium hydroxide according to need. In compositions of Table 8, almost all of (c1-1) present as a hydrochloride. In Table 8, values of (c1-1) represent compounded amounts of (c1-1) itself (effective amount).

(2) Pretreatment

24 cotton stockinets (45 cm by 70 cm) were previously washed with a Hitachi automatic washing machine NW-6CY using a commercially available weak-alkali detergent (Attack, Kao Corporation) five times and dried in a room to remove excess agents (detergent concentration: 0.0667% by mass, tap water used: 47 L, water temperature: 20°C, washing: 10 minutes, rinsing in stored water: two times).

(3) Treatment of textile with a treatment composition

In a National electric bucket N-BK2-A, a textile treatment composition was dissolved in 5 L of tap water so as to be 10 g of the composition per 1.0 kg of fabric (preparation of a treatment bath). Two cotton stockinets pretreated as described above were soaked therein for 5 minutes, and treated.

Claims

A textile treatment composition, comprising components (a) and (b1) at a mass ratio of (a)/(b1) =98/2 to 20/80:
(a) a compound represented by the formula (1) :
(wherein, X represents -OH, -R1 (R1 represents an aliphatic hydrocarbon group having 1 to 22 carbon atoms in total, which may be substituted with phenyl, hydroxy, or an alkoxy group) or -OR2 (R2 represents a hydrocarbon group having 6 to 22 carbon atoms) ; Y represents X or -OSi(X)3; and n is an average number from 0 to 15; a plurality of X and a plurality of Y may be independently the same as or different from one another, with the proviso that the compound has at least one -OR2 in a molecule,)

(b1) a fragrance material having a logPow value not less than 3.0 and not more than 5.0.
A method for facilitating adsorption of the component (b1) on a textile product, comprising contacting the textile treatment composition according to claim 1 with the textile product in water as a medium.
A method of treating a textile product to impart an aroma, comprising conducting the following step A and then the following step B or simultaneously conducting the steps A and B:
step A: treating the textile product with the textile treatment composition according to claim 1

step B: subjecting the textile product to a heat treatment.