JP3195501B2 - Liquid softener composition - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a liquid soft finish composition for clothing used in a washing and rinsing bath, which can impart excellent flexibility, antistatic property and water absorption to various fibers. .

[0002]

2. Description of the Related Art In a garment, during repeated wearing and washing, the fiber treatment agent is washed off or hardened due to deterioration of the fiber itself, resulting in an undesirable texture. . Therefore, in recent years, in many households, a softening agent capable of imparting flexibility and antistatic property to fibers has been used. The softening effect of these soft finishes is achieved by lowering the coefficient of friction on the fiber surface due to the lubricating effect of the lipophilic sites in the base molecules adsorbed on the fiber surface. The agent inevitably gives the treated garment a Greasy feel. The degree of the Greasy feeling varies depending on the type of fiber or knitting method, but underwear that directly touches the skin, such as cotton knit underwear,
Nylon tricot slips, or towels that are touched directly by hands and feel the texture are sensitive,
There was a problem that it became Greasy due to the flexible processing, or it became sticky. In addition, although the softening effect increases as the treatment concentration of the soft finish increases,
The sy feeling has further increased, and it has been considered that the softening effect and the Greasy feeling have a correlation in the conventional soft finish composition.

Under these circumstances, a softening agent for clothing containing a neutralized or quaternized amine compound having an ester group and an amide group in the molecule and a fatty acid derivative alkylene oxide adduct (Japanese Patent Laid-Open No. 6-57632); a softening agent containing an alkoxylated natural oil and used for washing after washing (JP-A-6-10263); for clothing containing a quaternary ammonium salt and a fatty acid derivative alkylene oxide adduct Soft finish (Japanese Unexamined Patent Publication No.
No. 116864, JP-A-61-194274); a softening agent containing a quaternary ammonium salt and an alkylene oxide adduct of a fatty acid derivative, and water (JP-A-60-194).
No. 231870, Japanese Patent Publication No. 60-47384) and the like. However, when fabrics are treated with these soft finish compositions, when excellent softness is not observed, and when softness is excellent, it is undesirable.
In some cases, it may give a Greasy feeling, and a satisfactory soft finish has not been obtained.

[0004] Therefore, an object of the present invention is to provide a liquid soft finish composition for use in a rinsing bath in a washing tub, which can impart excellent flexibility to a cloth without giving a feeling of Greasy. It is to provide.

[0005]

Means for Solving the Problems The present inventors have made intensive studies to solve the above-mentioned problems, and as a result, have found that the above objects can be achieved by combining extremely selected components, and have completed the present invention. . That is, the present invention provides a liquid soft finish composition comprising the following soft base (1) or soft base (2) and water.

[Flexible base (1)] A compound represented by the following general formula (I) (hereinafter referred to as compound (I)) and a compound represented by the following general formula (II) (hereinafter referred to as compound (II) )), A compound represented by the following general formula (III) (hereinafter, referred to as compound (III)) and a compound represented by the following general formula (IV) (hereinafter, referred to as compound (IV)) . (However, the mixing ratio of the compound (I), the compound (II), the compound (III) and the compound (IV) is expressed by a weight ratio of [compound (I)] / [compound (I), (II), (II) Total weight of (III) and (IV)] = 0.040 to 0.327 [Compound (II)] / [Total weight of compounds (I), (II), (III) and (IV)] = 0.298 to 0.469 [Compound (III )] / [Total weight of compounds (I), (II), (III) and (IV)] = 0.173 to 0.661 [compound (IV)] / [compounds (I), (II), (III) and ( IV) = 0.001 to 0.077 and the compounds (I), (II), (III) and (IV)
The mixture has a Griffin HLB of 5-12. )

[0007]

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[Wherein, A ¹ , A ² , and A ³ represent an RCO group or an H atom. However, A ¹ group, A ²
One of the groups, A ^3, is an RCO group and the other two are H atoms. Here, the R group is a straight-chain or branched-chain carbon having 7 to 23 carbon atoms.
Represents an alkyl group or an alkenyl group. Q: represents an alkylene group having 2 to 3 carbon atoms, and the alkylene group having 2 carbon atoms and the alkylene group having 3 carbon atoms may be mixed. a, b, c: 0 or more, and a + b + c is 4 to 18 on average. ]

[0009]

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[Wherein, B ¹ , B ² and B ³ represent an RCO group or an H atom. However, B ¹ group, B ²
Group, two of B ³ group is RCO group and the other one is H atom. Here, the R group has the above-mentioned meaning. Q, a, b, c: Means as described above. ]

[0011]

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[Wherein, D ¹ , D ² , and D ³ represent RCO groups. Here, the R group has the above-mentioned meaning. Q, a, b, c: Means as described above. ]

[0013]

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[Wherein, Q, a, b, c: have the above-mentioned meanings. [Soft base (2)] A mixture of the following components (A) and (B). However, the mixing ratio is expressed by weight ratio [(A) component] /
[(B) component] = 2/1 to 1/9.

<Component (A)> A compound represented by the following formula (V) (hereinafter referred to as compound (V)), a compound represented by the following formula (VI) (hereinafter referred to as compound (VI): A mixture of a compound represented by the following general formula (VII) (hereinafter, referred to as compound (VII)) and a compound represented by the following general formula (VIII) (hereinafter, referred to as compound (VIII)). (However,
Compound (V), Compound (VI), Compound (VII) and Compound
The mixing ratio of (VIII) is [compound (V)] / [total weight of compounds (V), (VI), (VII) and (VIII)] = 0.040 to 0.527 [compound (VI) ] / [Total weight of compounds (V), (VI), (VII) and (VIII)] = 0.133 to 0.469 [compound (VII)] / [compounds (V), (VI), (VII) and (VIII) )) = 0.013-0.661 [compound (VIII)] / [total weight of compounds (V), (VI), (VII) and (VIII)] = 0.001-0.417, and the compound (V ), (VI), (VII) and (V
A mixture obtained by removing the portion corresponding to the soft base (1) from the mixture in which the HLB of Griffin is 5 to 15 in the mixture of III))

[0016]

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[Wherein, A ¹ , A ² , A ³ , Q: have the above meanings. x, y, z: 0 or more, and x + y + z is 1 to 50 as an average value. ]

[0018]

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[Wherein, B ¹ , B ² , B ³ , Q, x, y, z: have the above meanings. ]

[0020]

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[Wherein, D ¹ , D ² , D ³ , Q, x, y, z: have the above meanings. ]

[0022]

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[Wherein, Q, x, y, z: have the above meanings. <Component (B)> At least one component selected from the group consisting of the following components (B-1) and (B-2). << Component (B-1) >> A compound represented by the following general formula (X).

[0024]

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[Wherein, R ² and R ^{3 are the} same or different and each have 7 straight or branched carbon atoms.
To 23 alkyl groups or alkenyl groups. R ⁴ , R ⁵ : an alkyl group having 1 to 4 carbon atoms. X ^-: a halogen ion or R ⁴ SO ₄ ^- shows a. Here, R ⁴ has the above-mentioned meaning. << Component (B-2) >> A compound represented by the following general formula (XI).

[0026]

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[Wherein, E ¹ , E ² , E ³ : R ^{7 represents a} CO group or an H atom. However, E ¹ group, E ²
At least one of the groups, E ³ , is an R ⁷ CO group. Here, R ⁷ is a linear or branched alkyl group or alkenyl group having 7 to 23 carbon atoms. R ⁶ : represents an alkyl group having 1 to 4 carbon atoms. Y ^-: a halogen ion or R ⁶ SO ₄ ^- shows a. Here, R ⁶ has the above-mentioned meaning. In addition, the present invention contains the component (B) in the flexible base (1) and the flexible base (2), and the mixing ratio of these components is [weight ratio of the flexible base (1)]. Also provided is a liquid soft finish composition wherein / ([component (B) in soft base (2)]] = 2/1 to 1/9.

Hereinafter, the present invention will be described in detail. [Flexible base (1)] In the flexible base (1) used in the present invention, the mixing ratio of the compounds (I), (II), (III) and (IV) is represented by the following weight ratio: Compound (I)] /
[The total weight of the compounds (I), (II), (III) and (IV)] is 0.040 to 0.327, preferably 0.040 to 0.317; [compound (II)] / [compounds (I) and (II) , (II
The total weight of [compound (III)] / [compound (III)] / [compound (I), (II), (III) and (IV)]. Is 0.1
73 to 0.661, preferably 0.183 to 0.661, and [Compound (IV)] / [Compounds (I), (II), (III) and (I)
V) is 0.001 to 0.077, preferably 0.001
~ 0.067. When the mixing ratio is out of the widest range defined above, the stability of the soft finish composition is reduced. Although the reason for this phenomenon is not always clear, when the mixing ratio is within this range, the crystallinity of the soft base (1) decreases, and the soft base (1) precipitates in the soft finish composition. Is suppressed, and as a result, it is presumed that the thickening, gelling and change in appearance of the soft finish composition do not occur.

Formulas (I), (II), (III) and (IV)
In the formula, a + b + c is an average value of 4 to 18, preferably 4 to 12. When a + b + c is less than 4 on average, a stable soft finish composition cannot be obtained, and when it is more than 18, the softening effect desired by the present invention cannot be obtained.

The HLB of the soft base (1) Griffin is 5 to 5.
It is important that it is 12, preferably 5.6-12. HL
When B is less than 5, a stable soft finish composition cannot be obtained. When B is more than 12, a sufficient softening effect cannot be obtained.
Here, regarding the fatty acid ester of the polyhydric alcohol, G
The HLB of riffin is calculated by the following equation.

Griffin's HLB = 20 × (1-S / A) [wherein S: saponification value of fatty acid ester of polyhydric alcohol (mg-KOH)
/ G). A: Indicates the acid value (mg-KOH / g) of the fatty acid constituting the fatty acid ester of the polyhydric alcohol. In the general formulas (I) to (III), as the R group,
Examples include at least one selected from the group consisting of an alkyl group derived from tallow fatty acid, an alkyl group derived from hardened tallow fatty acid, an alkyl group derived from palm stearic acid, and an alkyl group derived from hardened palm stearic acid.

The flexible base (1) can be obtained, for example, by the following synthesis methods (i) to (iv). Synthetic method (i) Glycerin is esterified with a fatty acid, and then ethylene oxide, propylene oxide or both are added to obtain flexible base (1). When both ethylene oxide and propylene oxide are added, either order may be added first, and both may be added simultaneously.However, it is preferable to perform ethylene oxide addition after propylene oxide addition, and the number of moles of propylene oxide added is The amount is preferably 3 mol or less based on the glycerin skeleton.

As the esterification conditions in the present synthesis method (i), no catalyst may be used, but an acid catalyst such as sulfuric acid, hydrochloric acid or paratoluenesulfonic acid may be used. Fatty acids used in this case are, for example, capric acid, lauric acid, myristic acid, palmitic acid, oleic acid, stearic acid, isostearic acid, arachidic acid, behenic acid, coconut oil, palm kernel oil, unhardened or hardened beef tallow,
Fatty acids and the like obtained from lard, palm oil, rapeseed oil, fish oil, palm stearin, hardened palm stearin and the like are mentioned, and these may be used alone or in combination. Of these, coconut oil fatty acid, palm kernel oil fatty acid, palm oil fatty acid, unhardened or hardened tallow fatty acid, and unhardened or hardened palm stearic acid alone or as a mixture are preferred. As the alkylene oxide addition conditions, NaOH, KOH, NaOCH ₃ , KOCH ₃ or an alkali metal salt of a fatty acid or the like is used as a reaction catalyst, but it is necessary to add an excess in an amount that neutralizes the acid catalyst used in the esterification. Is preferred.

Synthesis method (ii) Transesterifying glycerin with a fatty acid ester,
After that, alkylene oxide is added, and the soft base (1)
Get. In the present synthesis method (ii), the reaction catalyst used for the transesterification reaction includes NaOH, KOH, NaOCH ₃ ,
KOCH _{3 and the} like. Examples of the fatty acid ester used in the present synthesis method (ii) include, for example, the synthesis method (i)
The methanol esters, ethanol esters, propanol esters, butanol esters, ethylene glycol esters, glycerin esters, erythritol esters, pentaerythritol esters, xylitol esters, sorbitol esters, sorbitan esters, and the like of the fatty acids described in (1) are used. Of these, the following are preferred.

[0035]

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In the synthesis method (ii), the conditions for adding the alkylene oxide include NaOH, KOH, Na
OCH ₃ , KOCH ₃ or an alkali metal salt of a fatty acid is used, but the catalyst used at the time of the transesterification reaction may be used continuously. The kind and addition order of the alkylene oxide are in accordance with the conditions described in the synthesis method (i).

Synthesis method (iii) Alkylene oxide is added to glycerin, followed by esterification with fatty acid to obtain flexible base (1). The reaction conditions for alkylene oxide addition and esterification in this synthesis method (iii) are the same as those described in synthesis method (i). The fatty acids used for the esterification in the synthesis method (iii) are those described in the synthesis method (i).

Synthesis method (iv) Addition of alkylene oxide to glycerin, followed by transesterification with fatty acid ester to obtain flexible base (1). The reaction conditions for alkylene oxide addition and transesterification in the synthesis method (iv) are the same as those in the synthesis method (ii)
According to the conditions described in Examples of the fatty acid ester used for the transesterification in the synthesis method (iv) include the following.

R-COOCH ₃ , R-COOCH ₂ CH ₃ [wherein, R has the meaning described above. Here, specific examples of the soft base (1) include an alkylene oxide adduct of a mixture of tallow fatty acid ester of glycerin and glycerin, an alkylene oxide adduct of a mixture of partially cured tallow fatty acid ester of glycerin and glycerin, and an adduct of glycerin. Alkylene oxide adduct of a mixture of palm stearic acid ester and glycerin, cured alkylene oxide adduct of a mixture of palm stearic acid ester and glycerin, alkylene oxide adduct of a mixture of lauric ester of glycerin and glycerin, palm kernel of glycerin Alkylene oxide adduct of a mixture of oil fatty acid ester and glycerin, alkylene oxide adduct of a mixture of coconut oil fatty acid ester of glycerin and glycerin, palm oil fatty acid ester of glycerin and glycerin Examples include an alkylene oxide adduct of a mixture of phosphorus and the like. Of these alkylene oxide adducts, ethylene oxide adducts are preferred.

[Soft base (2)] In the present invention, a mixture of the above-mentioned components (A) and (B) is used as the soft base (2). In this case, the mixing ratio of the component (A) and the component (B) is expressed by weight ratio of [(A) component] /
[Component (B)] = 2/1 to 1/9, preferably 1/1 to 1
1/9, more preferably 1/2 to 1/9. If the ratio exceeds 2/1, the softening effect desired by the present invention cannot be obtained, while if it is less than 1/9, the garment treated with the soft finish composition using this base will have Gives consumers unpleasant feeling of Greasy.

<Component (A)> As the component (A) in the present invention, the above compounds (V), (VI), (VII) and (VIII)
(However, a mixture excluding a portion corresponding to the flexible base (1)) is used. In this case, the mixing ratio of the compounds (V), (VI), (VII) and (VIII) (however,
(Excluding the part corresponding to the soft base (1))
[Compound (V)] / [total weight of compounds (V), (VI), (VII) and (VIII)] is 0.040 to 0.527, preferably 0.1 to 0.527.
047 to 0.346, more preferably 0.163 to 0.346, and [Compound (VI)] / [Compound (V), (VI), (VI
The total weight of I) and (VIII)] is 0.133 to 0.469, preferably 0.310 to 0.458, more preferably 0.404 to 0.458, and [compound (VII)] / [compounds (V), (VI),
(The total weight of (VII) and (VIII)) is 0.013 to 0.661, preferably 0.154 to 0.641, more preferably 0.154 to 0.37.
5, [Compound (VIII)] / [Compound (V), (V
I), (VII) and (VIII) total weight] of 0.001 to 0.417
, Preferably 0.002 to 0.096, more preferably 0.017
~ 0.096. When the mixing ratio is out of the widest range defined above, the stability of the soft finish composition is reduced. Although the reason for this phenomenon is not always clear, when the mixing ratio is within this range, the crystallinity of the component (A) of the soft base (2) decreases, and the soft base in the soft finish composition It is presumed that the precipitation of the component (A) in (2) is suppressed, and as a result, the thickening, gelling and change in appearance of the soft finish composition do not occur.

Formulas (V), (VI), (VII) and (VIII)
In the formula, x + y + z is 1 to 50, preferably 3 to 50, and more preferably 3 to 40 as an average value. x + y + z
Is less than 1 as an average, a stable soft finish composition cannot be obtained, and when it is more than 50, the softening effect desired by the present invention cannot be obtained. Grif of component (A) of soft base (2)
The HLB of fin is 5-15. If HLB is less than 5,
If a stable softening agent composition cannot be obtained, and if it is larger than 15, a sufficient softening effect cannot be obtained.

In the general formulas (V) to (VII), the R group is an alkyl group derived from coconut oil fatty acid, an alkyl group derived from palm kernel oil fatty acid, an alkyl group derived from palm oil fatty acid, or an alkyl group derived from palm stearic acid. And at least one selected from the group consisting of an alkyl group derived from hardened palm stearic acid, an alkyl group derived from tallow fatty acid, and an alkyl group derived from hardened tallow fatty acid. The component (A) of the soft base (2) is synthesized in the same manner as the soft base (1). Of the alkylene oxide adducts represented by formulas (V), (VI), (VII) and (VIII), ethylene oxide adducts are preferred.

<Component (B)> As the component (B) in the present invention, the compound (B-1) represented by the general formula (X) and the compound (B-2) represented by the general formula (XI) are used. At least one selected from the group consisting of:

[0045] In << (B-1) component >> general formula (X), X ^- as a halogen ion (Cl ^-, Br ^-, etc.) or _{^{CH 3 SO 4 -, C 2}} H 5 SO 4 -, C ₃ H ₇ SO _4- ^{and the} like are exemplified.
The quaternary ammonium salt (X) used as the component (B-1) is produced, for example, by the following reaction formula.

[0046]

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[In the above formula, R ² , R ³ , R ⁴ , R ⁵ and X ^{− have the} above-mentioned meanings. E: represents a halogen atom or R ⁵ —SO ₄ ^— . Here, R ⁵ has the above-mentioned meaning. That is, first, N- (2-aminoethyl) ethanolamine (XX) is reacted with a fatty acid (XXI) to obtain imidazoline (XXII). In this case, the molar ratio of N- (2-aminoethyl) ethanolamine (XX) / fatty acid (XXI) is 1.0 to 2.0, preferably 1.1 to 1.5, and the reaction temperature is 150 to 250 ° C, preferably 180 to 250 ° C. At 230 ° C., it is desirable to gradually reduce the pressure of the reaction system from normal pressure to about 5 Torr in order to increase the dehydration efficiency. The fatty acid (XXI) used here is generally derived from natural fats and oils such as coconut oil, palm oil, beef tallow, rapeseed oil, fish oil, etc., and is a chemically synthesized fatty acid having 8 to 24 carbon atoms. But it is good.

The thus obtained imidazoline (XXI
I) is hydrolyzed in a mixed solvent such as water / ethanol or water using, for example, NaOH as a catalyst or without a catalyst to obtain a ring-opened product (XXIII). In this case, water is 1 to 10 moles, preferably 2 to 5 moles relative to imidazoline (XXII), and ethanol is 0 to 50% by weight, preferably 10 to 30% by weight of the total weight of imidazoline (XXII) and water. Use to the extent.
NaOH is used in an amount of 0 to 10 mol%, preferably 0 to 5 mol%, based on imidazoline (XXII). Using the aldehyde (XXIV) such as formaldehyde and acetaldehyde under the usual conditions for the ring-opened product (XXIII) thus obtained,
A Leukart reaction or a reductive alkylation reaction (the reaction of the ring-opened product (XXIII) with the aldehyde (XXIV) followed by hydrogenation in the presence of a hydrogenation catalyst) is carried out, and the amidated tertiary amine ( XXV). Then, the amidated tertiary amine (XXV) is subjected to an esterification reaction with a fatty acid (XXVI) to give an amidified tertiary amine (XXVII).
Get. As the fatty acid (XXVI) used here, those derived from natural fats and oils such as coconut oil, palm oil, beef tallow, rapeseed oil, and fish oil are generally used, but have a chemically synthesized carbon number of 8 to
24 fatty acids may be used.

The amide-esterified tertiary amine (XXVII) thus obtained was quaternized by a known method.
A quaternary reaction is carried out according to (XXVIII) to obtain a quaternary ammonium salt, and a counter ion thereof is exchanged as necessary to obtain a quaternary ammonium salt (X). Examples of the quaternizing agent (XXVIII) include alkyl halides (eg, methyl chloride, ethyl chloride, methyl bromide, etc.), dialkyl sulfates (eg, dimethyl sulfate, diethyl sulfate, etc.). 4
In the case of the grading reaction, a lower alcohol such as ethanol, isopropanol or butanol, the soft base (1) of the present invention, the component (A) of the soft base (2) of the present invention, or a mixture thereof is used as a solvent. May be used. The quaternary ammonium salt (X) thus obtained can exchange its counter ion using an ion exchange resin or the like, if necessary. Here, the component (B-1) is exemplified below.

[0050]

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[In the above series of formulas, R ^2-1 and R ^3-1 represent alkyl groups derived from hardened tallow fatty acid. R ^2-2 and R ^3-2 represent alkyl groups derived from hardened palm oil fatty acids. <Component (B-2)> As the component (B-2) in the present invention, a compound represented by the general formula (XI) is used. In the general formula (XI), Y ^- as the halogen ion (Cl
^-, Br ^-, etc.) or _{^{CH 3 SO 4 -, C 2}} H 5 SO 4 -, C 3 H 7 SO 4 - and the like. The component (B-2) is illustrated below.

[0052]

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The component (B-2) is obtained, for example, by esterifying triethanolamine with a fatty acid and subjecting the esterified product to a quaternization reaction. As the solvent in the quaternization reaction, a lower alcohol such as ethanol, isopropanol or butanol, the component (A) of the soft base (1) of the present invention or the soft base (2) of the present invention, or a mixture thereof may be used. it can.

[Soft Finishing Composition] The composition of the present invention contains the above soft base (1) or soft base (2) and water. The soft base (1) can be used alone as a soft base, but can also be used in combination with the component (B) of the soft base (2) of the present invention. Flexible base (1)
When the component (B) in the soft base (2) is used in combination, the mixing ratio of these components is expressed by a weight ratio of [soft base (1)] / [soft component (B) in the soft base (2)]. 〕But,
Preferably 2/1 to 1/9, more preferably 1/1 to 1
1/9, particularly preferably 1/2 to 1/9, in which case a particularly good softening effect is obtained.

In the present invention, the compounding amount of the soft base (1) or (2) or the soft bases (1) and (2) (hereinafter referred to as the soft base of the present invention) is 3 to 40% by weight. %, Preferably 5 to 30% by weight, more preferably 5 to 25% by weight. When the amount is less than 3% by weight, the softening effect desired by the present invention cannot be obtained. When the amount exceeds 40% by weight, the viscosity of the composition increases, and disadvantages such as difficulty in coming out of the bottle arise.

Further, in the soft finish composition of the present invention,
In order to suppress the tendency to thicken during storage of the composition when the soft base of the present invention is blended at a high concentration, the composition further contains (C) a compound having 3 or more active hydrogens having 2 to 3 carbon atoms. Alkylene oxide adduct (provided that the total weight of oxyethylene groups in the molecule of component (C) is 55% by weight
And the average molecular weight is 5,000 to 2,000,000
Or a derivative thereof can be blended.

Examples of the compound having three or more active hydrogens as a starting material for obtaining the component (C) include the following. As polyhydric alcohols, trimethylolpropane, diethanolamine, triethanolamine, glycerin, pentaerythritol, sorbitol, sucrose,
Examples thereof include partially saponified polyglycerin, polyvinyl alcohol, and polyvinyl acetate. Examples of polyhydric phenols include phenol resins and formalin condensates of alkylphenols. Examples of the polyamine compound include polyethyleneimine such as ethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, and pentaethylenehexamine.
Partially amidated or N-alkylated derivatives of these polyamine compounds can also be used as long as three or more active hydrogens remain.

The production of the component (C) can be obtained by adding an alkylene oxide essentially containing ethylene oxide to a compound having three or more active hydrogens by a conventional method. Among them, ethylene oxide alone or a block or partial block adduct of ethylene oxide and propylene oxide is preferred. The order of addition may be any order, but propylene oxide (hereinafter referred to as P
O) and then added with ethylene oxide (hereinafter abbreviated as EO), when the composition is stored at the time of using the flexible base of the present invention at a high concentration in the composition. Is preferred for suppressing the tendency of thickening in the above.

The molecular weight of the component (C) is from 5,000 to 2,000,000
And preferably in the range of 10,000 to 100,000. The total weight of the oxyethylene group (EO chain) is at least 55% by weight of the total molecular weight, preferably at least 80% by weight. In this case, the molecular weight of component (C) is 5,0
If it is less than 00, the effect of suppressing thickening during storage of the soft finish composition is low.On the other hand, if it exceeds 2,000,000, the viscosity of the soft finish composition is significantly increased, and disadvantages such as difficulty in taking out from the bottle are caused. Occurs. When the total weight of the oxyethylene groups is less than 55% by weight in the molecular weight of the component (C), the effect of suppressing the increase in viscosity of the soft finish composition during storage is low.

As the derivative of the polyether compound as the component (C), a crosslinking reaction product with a compound having an isocyanate group, a sulfated terminal hydroxyl group of the polyether compound,
Phosphorus oxide, carboxyalkylated product, fatty acid esterified product, or a product obtained by partially cationizing a nitrogen atom can be used. Among them, fatty acid esterified products and cationized products are particularly preferable. In the case of a fatty acid ester, it is preferable that the fatty acid to be used has 7 to 23 carbon atoms, but the number and branching of double bonds do not have a significant effect on performance. Examples of the cationized compound include a compound obtained by cationizing a polyether compound with a dialkyl sulfate, an alkyl halide, or the like, and a cationized product obtained by neutralizing the polyether compound with acetic acid, alkylbenzenesulfonic acid, or the like.

The component (C) is added in an amount of 0.5 to 5% by weight, preferably 1 to 5% by weight, in the soft finish composition.
3% by weight, the blending ratio of the component (C) and the flexible base of the present invention is expressed by weight ratio [component (C)] / [flexible base of the present invention] =
1/100 to 1 / 2.5, preferably 1/50 to 1/5, and the total blending amount of the soft base of the present invention and the component (C) is in the composition.
Adjusting to 3.5 to 45% by weight, preferably 11 to 40% by weight, more preferably 14 to 35% by weight achieves the desired level of flexibility performance of the present invention, and at the same time, the composition during storage It is desirable to suppress the tendency to thicken.

Further, in order to improve the softness performance and storage stability of the softener composition of the present invention, as the component (D), a linear or branched saturated or unsaturated fatty acid having 8 to 24 carbon atoms is used. Can be blended. Component (D) is compounded in an amount of ((D) component) / [flexible base of the present invention] = 0.5 / 100 by weight ratio of component (D) to the flexible base of the present invention.
1/1 is preferable, and 1/100 to 1/2 is more preferable.
The total amount of the soft base of the present invention and the component (D) is preferably 4 to 50% by weight of the composition. Examples of fatty acids used here are capric acid, lauric acid,
Myristic acid, palmitic acid, oleic acid, stearic acid, isostearic acid, arachidic acid, behenic acid, coconut oil, palm kernel oil, unhardened or hardened tallow, lard, palm oil, rapeseed oil, fish oil, palm stearin, hardened palm Fatty acids obtained from stearin and the like, and mixtures thereof, and the like.

Further, in the present invention, soft finish bases represented by the following general formulas (XXX-1) to (XXX-3) can be blended. In this case, the general formulas (XXX-1) to (XXX
The compounding amount of the softener base represented by -3) is 0 to 1 in the composition.
5% by weight.

[0064]

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Wherein R ¹⁰ and R ¹¹ represent an alkyl group having 1 to 4 carbon atoms. R ^{12 represents a} linear or branched alkyl or alkenyl group having 7 to 23 carbon atoms. Z ^-: a group ^- halogen ion or R ⁸ SO _4. Here, R ⁸ represents an alkyl group having 1 to 4 carbon atoms. Incidentally, Z ^- is said X ^-
And may be the same or different. ]

[0066]

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[Wherein, R ¹² represents the same meaning as described above. R ^{13 represents a} linear or branched alkyl or alkenyl group having 7 to 23 carbon atoms. ]

[0068]

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[Wherein, R ¹² and R ^{13 have} the same meanings as described above. R ¹⁴ : represents a linear or branched alkyl group or alkenyl group having 7 to 23 carbon atoms. In addition, the composition of the present invention cannot prevent the use of a conventionally known flexible base as long as the object of the present invention is not impaired. Further, in the composition of the present invention, for adjusting the viscosity of the composition,
An electrolyte such as NaCl, CaCl ₂ , MgCl ₂ , N-methyl-N, N, N-triethanolammonium salt can be blended. In this case, the compounding amount of the inorganic electrolyte is 0 to 5 in the composition.
%, Preferably 0.01 to 2% by weight.

In the soft finish composition of the present invention, an acid or an alkaline substance can be further added to adjust the pH of the composition. In this case, it is desirable to adjust the pH to a range of 1.5 to 6.5 from the viewpoint of the viscosity and storage stability of the composition. The soft finish composition of the present invention has high stability for long-term storage, but for stabilization under severe storage conditions, polyoxyethylene (5 to 50 mol) alkyl or alkenyl (C ₁₂ -C ₂₄₎ ethers or polyoxyethylene (5 to 50 mol) alkyl or alkenyl (C ₁₂
-C ₂₄ ) A nonionic surfactant such as an amine, a hydrotrope such as ethylene glycol or propylene glycol, glycerin or urea, or a lower alcohol such as ethanol or isopropyl alcohol may be blended.
Further, a pigment or dye may be blended for improving the appearance of the composition of the present invention, silicone may be blended for defoaming at the time of rinsing, and a fragrance may be blended for improving taste at the time of use and after finishing. The balance of the softener composition of the present invention, excluding essential and optional components, is water.

An example of the method for preparing the soft finish composition of the present invention is described below, but the present invention is not limited to this method. A mixture of the soft base of the present invention and other components (excluding the component (C)) is melted, and this melt is gradually dropped into ion-exchanged water heated to 60 ° C. with stirring. Thereafter, if necessary, the component (C) may be added to the emulsion thus formed. Further, a nonionic surfactant may be added to water in advance, or an inorganic salt may be added after the addition of the soft base of the present invention and other components to adjust the viscosity.

[0072]

The soft finish composition of the present invention can impart excellent softness and water absorption without giving a fabric a greasy sensation. In addition, it has excellent biodegradability, is gentle to the natural environment, and has extremely good storage stability (no gelling or thickening after storage).

[0073]

EXAMPLES Hereinafter, the present invention will be described in more detail with reference to Examples of the present invention, but the present invention is not limited to these Examples. The percentages in the examples are% by weight unless otherwise specified, and the balance is water.

Examples 1-41 The (A) component of the soft base (1) and the soft base (2) shown in Table 1 and Table 2, and the (A) of the soft base (2) shown in Table 4 B-1) Component, (B-) of the soft base (2) shown in Table 5
2) Using the component, the component (C) shown in Table 6, the component (D) shown in Table 7, and the other components shown in Table 8, the liquid softener composition of the present invention having the composition shown in Tables 9 to 12 Was prepared.

Comparative Example 1 A mixture of the flexible base (1-6) shown in Table 1 and the other component (E-5) shown in Table 8 (mixture of Example 12 in JP-A-6-57632) was prepared. Using this, a liquid soft finish composition having the composition shown in Table 13 was prepared.

Comparative Example 2 A mixture of the flexible base (B-2-3) shown in Table 5 and the other component (E-6) shown in Table 8 (the mixture of Example 4 in JP-A-6-10263) ) Was used to prepare a liquid soft finish composition having the composition shown in Table 13.

Comparative Examples 3 to 16 The component (A) of the soft base (2) shown in Table 3, the component (B-1) of the soft base (2) shown in Table 4, and the soft base ( Using the (B-2) component of 2) and other components shown in Table 8, liquid soft finish compositions having the compositions shown in Tables 13 and 14 were prepared.

Using the liquid soft finish compositions obtained in Examples 1 to 41 and Comparative Examples 1 to 16, the flexibility and the feeling of Greasy were evaluated by the following methods. The storage stability was evaluated by the following method. The results are shown in Tables 9 to 14.

<Evaluation of Flexibility and Greasy Feeling> A commercially available cotton towel, acrylic fiber and polyester fiber were repeatedly washed five times with a commercial detergent “Attack” (registered trademark, manufactured by Kao Corporation), and the detergent attached to the cloth was used. After removing the liquid soft finish composition prepared above, 0.5% of the weight of the cloth
After throwing in, the mixture was treated under stirring at 25 ° C and a bath ratio of 1/10 for 3 minutes.
Left for hours. These fabrics were evaluated for flexibility and Greasy feeling. The evaluation of the softness and the feeling of Greasy was carried out by comparing the cloth treated with the soft finish composition of Comparative Example 16 as a control. The evaluation is expressed as follows.

Flexibility: +2 Softer than control +1 Slightly softer than control 0 Same as control -1 Slightly softer than control -2 Softer than control Greasy feeling: +2 Control is more Greasy +1 Control Slightly greasy Same as 0 control -1 Slightly greasy than control -2 Greasy than control <Evaluation method of storage stability> Seal the liquid soft finish composition prepared above at 20 ° C. After storing for 20 days, the appearance and fluidity under sealed conditions were visually observed. As a result, those with no change in appearance and fluidity were rated good, and those with a change in state were clearly indicated.

<Method of evaluating water absorption [Virex method]>
The cloth treated in the same manner as in the evaluation method of the flexibility and the feeling of Greasy was allowed to stand in a constant temperature and humidity room at 25 ° C. and 65% RH for 24 hours.
Among them, a cotton towel was used for evaluation of water absorption. Cut the non-pile weave of the cotton towel into a 25cm x 2cm rectangle. On the other hand, water of 25 ° C was prepared in the constant temperature and humidity chamber, and 2 cm from the bottom was immersed in water while holding the cloth vertically, and the water was absorbed. Is measured.

[0082]

[Table 1]

[0083]

[Table 2]

Note) * 1: EO represents ethylene oxide. * 2: Semi-hardened tallow is tallow / hardened tallow = 1/1 (weight ratio)
It is. * 3: Semi-hardened palm stearic acid methyl ester is palm stearic acid methyl ester / hardened palm stearic acid methyl ester = 1/1 (weight ratio).

[0085]

[Table 3]

[0086]

[Table 4]

[0087]

[Table 5]

Note) * 1: R ^22-1 represents an alkyl group derived from hardened tallow fatty acid. * 2: R ^22-2 represents an alkyl group derived from a mixed fatty acid of unhardened tallow fatty acid and hardened tallow fatty acid (weight ratio [former] / [latter] = 75/25).

[0089]

[Table 6]

[0090]

[Table 7]

[0091]

[Table 8]

[0092]

[Table 9]

[0093]

[Table 10]

[0094]

[Table 11]

[0095]

[Table 12]

[0096]

[Table 13]

[0097]

[Table 14]

Note) In Tables 9 to 14, the numbers in parentheses indicate the amounts incorporated in the composition, and the unit is% by weight. The balance is water.

From the above results, the soft finish composition of the present invention can impart excellent flexibility and water absorbency without giving a fabric a Greasy feeling, and also has good storage stability. You can see that.

Continued on the front page (72) Inventor Maria Jose Vermejo Ocease Barcelona 08210, Berbera del Bages, Puti Dells Tsudons, 10, Kaou Corporation Inside Sociedad Anonyma (72) Inventor Kazuhiko Okabe Barcelona 08210, Berbera, Spain Del Bages, Puti Dells Tsudons, 10, Kaow Corporation Sociedad Anonyma (56) References JP-A-4-363351 (JP, A) JP-A-62-295764 (JP, A) JP-A-59-223368 ( JP, A) JP-A-6-57632 (JP, A) JP-A-6-10263 (JP, A) (58) Fields investigated (Int. Cl. ⁷ , DB name) D06M 13/00-13/535

Claims (12)

(57) [Claims] 1. A liquid soft finish composition comprising the following soft base (1) or soft base (2) and water. [Flexible base (1)] A compound represented by the following general formula (I) (hereinafter, referred to as compound (I)), a compound represented by the following general formula (II) (hereinafter, referred to as compound (II)) ), A mixture of a compound represented by the following general formula (III) (hereinafter, referred to as compound (III)) and a compound represented by the following general formula (IV) (hereinafter, referred to as compound (IV)). (However, compound (I),
The mixing ratio of the compound (II), the compound (III) and the compound (IV) is represented by a weight ratio of [compound (I)] / [total of compounds (I), (II), (III) and (IV). [Weight] = 0.040 to 0.327 [compound (II)] / [total weight of compounds (I), (II), (III) and (IV)] = 0.298 to 0.469 [compound (III)] / [compound (I) , (II), (III) and (IV)] = 0.173-0.661 [compound (IV)] / [total weight of compounds (I), (II), (III) and (IV)] = 0.001 0.077 and the compounds (I), (II), (III) and (IV)
The mixture has a Griffin HLB of 5-12. ) [Wherein, A ¹ , A ² and A ^{3 represent an} RCO group or an H atom. However, A ¹ group, A ²
One of the groups, A ^3, is an RCO group and the other two are H atoms. Here, the R group is a straight-chain or branched-chain carbon having 7 to 23 carbon atoms.
Represents an alkyl group or an alkenyl group. Q: represents an alkylene group having 2 to 3 carbon atoms, and the alkylene group having 2 carbon atoms and the alkylene group having 3 carbon atoms may be mixed. a, b, c: 0 or more, and a + b + c is 4 to 18 on average. [Chemical formula 2] [Wherein, B ¹ , B ² and B ^{3 represent an} RCO group or an H atom. However, B ¹ group, B ²
Group, two of B ³ group is RCO group and the other one is H atom. Here, the R group has the above-mentioned meaning. Q, a, b, c: Means as described above. [Chemical formula 3] [Wherein, D ¹ , D ² and D ³ represent RCO groups. Here, the R group has the above-mentioned meaning. Q, a, b, c: Means as described above. [Formula 4] [Wherein, Q, a, b, c: have the above meanings. [Soft base (2)] A mixture of the following components (A) and (B). However, the mixing ratio is expressed by weight ratio [(A) component] /
[(B) component] = 2/1 to 1/9. <Component (A)> A compound represented by the following general formula (V) (hereinafter, referred to as compound (V)), a compound represented by the following general formula (VI) (hereinafter, referred to as compound (VI)), Compound represented by the following general formula (VII) (hereinafter, referred to as compound (VII))
And a compound represented by the following general formula (VIII) (hereinafter, referred to as compound (VIII)). (However, the mixing ratio of the compound (V), the compound (VI), the compound (VII) and the compound (VIII) is expressed by a weight ratio of [compound (V)] / [compound (V), (VI), (VI) VII) and (VIII)] = 0.040 to 0.527 [Compound (VI)] / [Total weight of compounds (V), (VI), (VII) and (VIII)] = 0.133 to 0.469 [Compound (VII )] / [Total weight of compounds (V), (VI), (VII) and (VIII)] = 0.013-0.661 [compound (VIII)] / [compounds (V), (VI), (VII) and ( VIII)] = 0.001 to 0.417 and the compounds (V), (VI), (VII) and (VIII)
A mixture obtained by removing the portion corresponding to the soft base (1) from the mixture of Griffin having an HLB of 5 to 15 of the mixture of (1). [Wherein, A ¹ , A ² , A ³ , Q: have the above meanings. x, y, z: 0 or more, and x + y + z is 1 to 50 as an average value. [Formula 6] [Wherein, B ¹ , B ² , B ³ , Q, x, y, z: have the above meanings. [Formula 7] [Wherein, D ¹ , D ² , D ³ , Q, x, y, z: have the above meanings. Embedded image [Wherein, Q, x, y, z: have the above meanings. <Component (B)> At least one component selected from the group consisting of the following components (B-1) and (B-2). << Component (B-1) >> A compound represented by the following general formula (X). Embedded image [Wherein, R ² and R ^{3 are the} same or different and each have 7 carbon atoms of a straight or branched chain.
To 23 alkyl groups or alkenyl groups. R ⁴ , R ⁵ : an alkyl group having 1 to 4 carbon atoms. X ^-: a halogen ion or R ⁴ SO ₄ ^- shows a. Here, R ⁴ has the above-mentioned meaning. << Component (B-2) >> A compound represented by the following general formula (XI). Embedded image [Wherein, E ¹ , E ² , and E ^{3 represent an} R ⁷ CO group or an H atom. However, E ¹ group, E ²
At least one of the groups, E ³ , is an R ⁷ CO group. Wherein, R ⁷ is an alkyl or alkenyl group of 7 to 23 carbon atoms linear or branched. R ⁶ : represents an alkyl group having 1 to 4 carbon atoms. Y ^-: a halogen ion or R ⁶ SO ₄ ^- shows a. Here, R ⁶ has the above-mentioned meaning. ] 2. The flexible base (1) comprises the compound (I), (I
A mixture of (I), (III) and (IV), wherein compound (I),
The mixing ratio of the compound (II), the compound (III) and the compound (IV) is expressed by a weight ratio of [compound (I)] / [total of compounds (I), (II), (III) and (IV). Weight] = 0.040 to 0.317 [Compound (II)] / [Total weight of compounds (I), (II), (III) and (IV)] = 0.298 to 0.469 [Compound (III)] / [Compound (I) , (II), (III) and (IV)] = 0.183-0.661 [compound (IV)] / [total weight of compounds (I), (II), (III) and (IV)] = 0.001 0.067, and in the general formulas (I) to (IV), a + b
The liquid soft finish composition according to claim 1, wherein + c is 4 to 12 on average. 3. The component (A) in the flexible base (2) comprises:
It is a mixture of compounds (V), (VI), (VII) and (VIII), and the mixing ratio is [compound (V)] / [compound (V), (VI), (VII) And (VIII)] = 0.047 to 0.346 [compound (VI)] / [total weight of compounds (V), (VI), (VII) and (VIII)] = 0.310 to 0.458 [compound (VII)] / [Total weight of compounds (V), (VI), (VII) and (VIII)] = 0.154 to 0.641 [compound (VIII)] / [compounds (V), (VI), (VII) and (VIII) = 0.002 to 0.096, and in the general formulas (V) to (VIII), x + y
The liquid soft finish composition according to claim 1, wherein + z is a mixture excluding a portion corresponding to the soft base (1) from a mixture having an average value of 3 to 50. 4. The component (A) in the flexible base (2) comprises:
It is a mixture of compounds (V), (VI), (VII) and (VIII), and the mixing ratio is [compound (V)] / [compound (V), (VI), (VII) And (VIII)] = 0.163 to 0.346 [compound (VI)] / [total weight of compounds (V), (VI), (VII) and (VIII)] = 0.404 to 0.458 [compound (VII)] / [Total weight of compounds (V), (VI), (VII) and (VIII)] = 0.154 to 0.375 [compound (VIII)] / [compounds (V), (VI), (VII) and (VIII) = 0.017 to 0.096, and in the general formulas (V) to (VIII), x + y
The liquid soft finish composition according to claim 1, wherein + z is a mixture excluding a portion corresponding to the soft base (1) from a mixture having an average value of 3 to 40. 5. The composition contains the following flexible base (1) and the component (B) in the flexible base (2), and the mixing ratio thereof is [flexible base (1)] / [flexible base] in a weight ratio. Base (2)
(B) component] = 2/1 to 1/9. [Flexible base (1)] A compound represented by the following general formula (I) (hereinafter, referred to as compound (I)), a compound represented by the following general formula (II) (hereinafter, referred to as compound (II)) ), A mixture of a compound represented by the following general formula (III) (hereinafter, referred to as compound (III)) and a compound represented by the following general formula (IV) (hereinafter, referred to as compound (IV)). (However, compound (I),
The mixing ratio of the compound (II), the compound (III) and the compound (IV) is represented by a weight ratio of [compound (I)] / [total of compounds (I), (II), (III) and (IV). [Weight] = 0.040 to 0.327 [compound (II)] / [total weight of compounds (I), (II), (III) and (IV)] = 0.298 to 0.469 [compound (III)] / [compound (I) , (II), (III) and (IV)] = 0.173-0.661 [compound (IV)] / [total weight of compounds (I), (II), (III) and (IV)] = 0.001 0.077 and the compounds (I), (II), (III) and (IV)
The mixture has a Griffin HLB of 5-12. ) [Wherein, A ¹ , A ² and A ^{3 represent an} RCO group or an H atom. However, A ¹ group, A ²
One of the groups, A ^3, is an RCO group and the other two are H atoms. Here, the R group is a straight-chain or branched-chain carbon having 7 to 23 carbon atoms.
Represents an alkyl group or an alkenyl group. Q: represents an alkylene group having 2 to 3 carbon atoms, and the alkylene group having 2 carbon atoms and the alkylene group having 3 carbon atoms may be mixed. a, b, c: 0 or more, and a + b + c is 4 to 18 on average. Embedded image [Wherein, B ¹ , B ² and B ^{3 represent an} RCO group or an H atom. However, B ¹ group, B ²
Group, two of B ³ group is RCO group and the other one is H atom. Here, the R group has the above-mentioned meaning. Q, a, b, c: Means as described above. [Formula 13] [Wherein, D ¹ , D ² and D ³ represent RCO groups. Here, the R group has the above-mentioned meaning. Q, a, b, c: Means as described above. [Formula 14] [Wherein, Q, a, b, c: have the above meanings. [Flexible base (2)] <Component (B)> At least one selected from the group consisting of the following components (B-1) and (B-2). << Component (B-1) >> A compound represented by the following general formula (X). Embedded image [Wherein, R ² and R ^{3 are the} same or different and each have 7 carbon atoms of a straight or branched chain.
To 23 alkyl groups or alkenyl groups. R ⁴ , R ⁵ : an alkyl group having 1 to 4 carbon atoms. X ^-: a halogen ion or R ⁴ SO ₄ ^- shows a. Here, R ⁴ has the above-mentioned meaning. << Component (B-2) >> A compound represented by the following general formula (XI). Embedded image [Wherein, E ¹ , E ² , and E ^{3 represent an} R ⁷ CO group or an H atom. However, E ¹ group, E ²
At least one of the groups, E ³ , is an R ⁷ CO group. Here, R ⁷ is a linear or branched alkyl group or alkenyl group having 7 to 23 carbon atoms. R ⁶ : represents an alkyl group having 1 to 4 carbon atoms. Y ^-: a halogen ion or R ⁶ SO ₄ ^- shows a. Here, R ⁶ has the above-mentioned meaning. ] 6. In the general formulas (I) to (III),
The R group is at least one selected from the group consisting of an alkyl group derived from tallow fatty acid, an alkyl group derived from hardened tallow fatty acid, an alkyl group derived from palm stearic acid, and an alkyl group derived from hardened palm stearic acid. 6. The liquid softener composition according to 2 or 5. 7. In the general formulas (V) to (VII),
R group is an alkyl group derived from coconut oil fatty acid, an alkyl group derived from palm kernel oil fatty acid, an alkyl group derived from palm oil fatty acid, an alkyl group derived from palm stearic acid, an alkyl group derived from hardened palm stearic acid, an alkyl group derived from tallow fatty acid Group, and at least one member selected from the group consisting of alkyl groups derived from hardened tallow fatty acid,
6. The liquid softener composition according to 4 or 5. 8. In the general formulas (I) to (IV),
Q group is -CH ₂ CH ₂ - is, according to claim 1, 2, 5 or 6 Liquid softener composition. 9. The liquid softener composition according to claim 1, wherein in formulas (V) to (VIII), the Q group is —CH ₂ CH ₂ —. 10. The compounding amount of the soft base (1) or (2) or the soft bases (1) and (2) (hereinafter referred to as the soft base of the present invention) is 3 to 40% by weight in the composition. %, The liquid soft finish composition according to any one of claims 1 to 9. 11. The composition further comprising the following component (C):
The amount of the component is 0.5 to 5% by weight in the composition, and (C)
The mixing ratio of the components and the soft base of the present invention is in weight ratio,
[(C) component] / [flexible base of the present invention] = 1/100 to 1
/2.5, and the total amount of the flexible base of the present invention and the component (C) is 3.5 to 45% by weight in the composition.
The liquid soft finish composition according to any one of the above. [Component (C)] An alkylene oxide adduct of 2 to 3 carbon atoms to a compound having three or more active hydrogens (provided that (C)
The total weight of the oxyethylene group portion is 55% by weight or more in the molecule of the component), and the average molecular weight is 5,000 to 2,000,
000 polyether compounds or derivatives thereof. 12. As a component (D), the composition further contains a linear or branched saturated or unsaturated fatty acid having 8 to 24 carbon atoms,
The mixing ratio of the component (D) and the soft base of the present invention is expressed by weight ratio of [(D) component] / [soft base of the present invention] = 0.5 / 10
The composition according to any one of claims 1 to 1, wherein the total amount of the component (D) and the soft base of the present invention is 4 to 50% by weight in the composition.
A liquid soft finish composition according to any one of the preceding claims.