Field of the invention
[0001] The present invention relates to a textile treatment composition.
Background of the invention
[0002] 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.
Summary of the invention
[0004] 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.
[0005] 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.
[0006] 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
[0007] 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.
[0008] 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.
[0009] 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.
[0010] 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)]
[0011] The component (a) of the present invention is a compound represented by the formula
(1)
[0012] 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.
[0013] 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.
[0014] 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.
[0015] 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.
[0016] 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.)
[0017] 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.
[0018] 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.)
[0019] 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]
[0020] 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).
[0021] 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.
[0022] 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.
[0023] 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.
[0024] 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).
[0025] 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).
[0026] 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]
[0027] 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.
[0028] 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.
[0029] 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.
[0030] 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.
[0031] 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)).
[0032] 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).
[0033] (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.)
[0034] (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).
[0035] (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.)
[0036] 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).
[0037] 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.
[0038] 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.
[0039] 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.
[0040] 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.)
[0041] 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.
[0042] 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.
[0043] 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.
[0044] 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.
[0045] 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.
[0046] 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.
[0047] 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.
[0048] 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]
[0049] 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.
[0050] 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.
[0051] 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.
[0052] 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.
[0053] Another method for treating a textile product is described below.
[Method for treating textile]
[0054] 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.
[0055] 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
[0056] 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.
[0057] 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).
[0058] 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.
[0059] 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.
[0060] 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
[0061] The following Examples demonstrate the present invention. Examples are intended to
illustrate the present invention and not to limit the present invention.
[0062] 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]
[0063] 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.
[0064] Synthesis Example 2: synthesis of silicic acid tetrakis(cis-3-hexenyl) ester [tetrakis(cis-3-hexenyloxy)silane]
[0065] 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
[0066] 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.
[0067] 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
[0068] 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
[0069] 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.
<Process for preparing a textile treatment composition>
[0070] 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).

[0071] 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.
<Method of treatment with textile treatment composition and measurement of an adsorption
rate of fragrance material>
(1) Pretreatment
[0072] 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
[0073] 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.
[0074] 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 (%) |
| 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
[0075] 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 |

[0076] 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
[0077] 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.
<Method of drying>
[0078] 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.
[0079] 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.
<Sensory evaluation for long lasting odor >
[0080] 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
[0081] 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
[0082] 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
[0083] 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
[0084] 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.
