JP2002339249A - Softening agent composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a softening agent composition having an improving effect on feeling of clothing and a deodorizing effect on the whole clothing, capable of maintaining a deodorizing effect for many hours. SOLUTION: This softening agent composition comprises (a) a compound containing one group selected from an amino group and a quaternary ammonium group and one 13-36C hydrocarbon group in the molecule, (b) an anionic surfactant containing a 16-36C hydrocarbon group and an -SO3 M group and/or an -OSO3 M group [M is a counter ion] in the molecule and (c) an antimicrobial agent in the molar ratio of the component (a) to the component (b) of (a)/(b)=9/1-4/6.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

[0001] The present invention relates to a softener composition.

[0002]

2. Description of the Related Art
As the softener, a quaternary ammonium salt having a long-chain alkyl group or an acid salt of a tertiary amine is used. These softeners have a good softening effect on various fibers in a small amount, but are known to give fibers a greasy finish, and softeners that improve the feel of clothing are desired.

In order to solve this drawback, Japanese Patent Publication No.
No. 37387 discloses a method in which a dialkyl quaternary ammonium compound and an anionic surfactant are used in combination, and JP-A No. 9-111660 discloses a softening component having two or more cationic groups in one molecule. Softener compositions combining anionic surfactants are disclosed. However, these techniques are not compatible with the flexibility and texture of the finished garment.

[0004] The use of monolong-chain alkyl tertiary amines as softeners is already known. JP 7
-268773 discloses a softener composition using a mono-long-chain alkyl tertiary amine having an ester group or an amide group and a specific ester compound. Also, Japanese Unexamined Patent Publication No.
JP-A-132865 discloses a softener composition in which an amine compound and an anionic surfactant are supported on a substrate without being mixed. However, even the compositions disclosed therein cannot improve the oily texture. On the other hand, when clothes are washed with normal washing, bacteria and microorganisms are removed to some extent along with dirt after washing is completed, but when clothes are dried or stored in an environment where microorganisms are easy to propagate such as indoor drying when pickling In addition, odors derived from bacteria adhere to clothing. In addition, when wearing clothing, body odor derived from sweat or the like adheres to the clothing, which is unpleasant and not hygienic. In recent years, spray-type deodorants have come to be used as a method of removing such odor of clothing, but it is difficult to deodorize the entire clothing, although a local deodorizing effect can be obtained. The improvement is desired.

An object of the present invention is to improve the texture of clothing,
It is still another object of the present invention to provide a softener composition which is effective in deodorizing the entire clothing and can maintain the deodorizing effect for a long time.

[0006]

According to the present invention, there is provided (a) a compound having, in a molecule thereof, one group selected from an amino group and a quaternary ammonium group and one hydrocarbon group having 13 to 36 carbon atoms; b) In the molecule, a hydrocarbon group having 16 to 36 carbon atoms and a —SO ₃ M group and / or a —OSO ₃ M group [M: counter ion]
And (c) an antibacterial agent, and the molar ratio of the component (a) and the component (b) is (a) /
(B) A softener composition wherein 9/1 to 4/6 is provided.

[0007]

BEST MODE FOR CARRYING OUT THE INVENTION [(a) Component] The (a) component of the present invention is a tertiary amine represented by the general formula (1) or a salt thereof (hereinafter, referred to as compound (1)), or a compound represented by the general formula (1): One or more selected from quaternary ammonium salts (hereinafter, referred to as compound (2)) represented by 2) are preferable.

[0008]

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Wherein R ¹ and R ⁵ are each independently an alkyl or alkenyl group having 13 to 36 carbon atoms;
R ² and R ⁶ are each independently an alkylene group having 1 to 6 carbon atoms, and R ³ , R ⁴ , R ⁷ , R ⁸ and R ⁹ are each independently an alkyl group having 1 to 3 carbon atoms or hydroxy A and B are each independently -COO-,
Is a group selected from -OCO-, -CONH- or -NHCO-, a and b are each independently a number of 0 or 1, and Y ^- is an anionic group. In the compound (1), R ¹ is an alkyl group or an alkenyl group having 13 to 36 carbon atoms, preferably 14 to 24 carbon atoms. R ² is preferably an alkylene group having 1 to 4 carbon atoms. R ³
And R ⁴ are each independently preferably a methyl group, an ethyl group or a hydroxyethyl group. a is preferably 1.

Particularly preferred compounds among the compounds (1) include one or more compounds selected from the compounds represented by the general formula (1-1) and the compounds represented by the general formula (1-2).

[0011]

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Wherein R ²¹ is an alkyl or alkenyl group having 13 to 35 carbon atoms, preferably 15 to 23 carbon atoms;
e is 2 or 3. R ²² and R ²³ are each independently a methyl, ethyl or hydroxyethyl group, preferably a methyl or hydroxyethyl group].

The compound represented by the general formula (1-1) or (1-2) is, for example, a fatty acid represented by R ²¹ -COOH or an alkyl (C1-5) ester or acid chloride thereof and N -Hydroxyalkyl-N, N-dialkylamine or N-aminoalkyl-N, N-dialkylamine, and can be easily synthesized. R ²¹ may have a single alkyl chain length, or a mixed alkyl chain. May be long.

The compound (1) may be a salt neutralized with an inorganic or organic acid. When used as a salt, a compound obtained by neutralizing an amino group with an acid agent before blending into the softener composition can be used. After blending the component (a) into the softener composition, May be neutralized with an acid agent. As the acid for neutralization, hydrochloric acid, sulfuric acid, phosphoric acid, glycolic acid, hydroxycarboxylic acid, a fatty acid having 1 to 12 carbon atoms or an alkyl sulfuric acid having 1 to 3 carbon atoms is preferable, and hydrochloric acid, sulfuric acid, and glycolic acid are particularly preferable. . These acid agents used for neutralization may be used alone or in combination.

In the compound (2), R ⁵ has 13 carbon atoms.
To 36, preferably 14 to 24 alkyl or alkenyl groups. R ⁶ is preferably an alkylene group having 1 to 4 carbon atoms. R ⁷ , R ⁸ and R ⁹ are each independently preferably a methyl group, an ethyl group or a hydroxyethyl group. As a particularly preferable compound among the compounds (2), a compound represented by the general formula (2)
-1) and at least one compound selected from the compounds represented by the general formula (2-2).

[0016]

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Wherein R ²⁴ is an alkyl or alkenyl group having 13 to 35, preferably 15 to 23, carbon atoms;
f is 2 or 3, and R ²⁵ , R ²⁶ and R ²⁷ are each independently a methyl group, an ethyl group or a hydroxyethyl group,
Preferably it is a methyl group or a hydroxyethyl group. Y
^- is an anionic group, preferably a halogen ion, sulfate ion, phosphate ion, alkyl sulfate ion having 1 to 3 carbon atoms, fatty acid ion having 1 to 12 carbon atoms, 1 to carbon atoms
And at least one selected from arylsulfonic acid ions which may be substituted with 3 alkyl groups. The compound represented by the general formula (2-1) or (2-2) is
For example, R ²⁴ fatty acids or alkyl represented by -COOH (1 to 5 carbon atoms) ester or acid chloride with N
-Hydroxyalkyl-N, N-dialkylamine or N-aminoalkyl-N, N-dialkylamine, and easily quaternized with an alkylating agent such as alkyl halide, dialkyl sulfate, or alkylene oxide. Can be synthesized. Also, N, N, N-trialkyl-N-hydroxyalkyl quaternary ammonium salt, N, N, N-trialkyl-N-aminoalkyl 4
It can also be synthesized by the reaction of grade ammonium salt and a fatty acid or its alkyl represented by R ²⁴ -COOH (1 to 5 carbon atoms) ester or acid chloride. R ²⁴ may have a single alkyl chain length or a mixed alkyl chain length.

The component (a) of the present invention has a softening effect.
It is preferable to use the compound (1) or the compound (1) and the compound (2) in combination, and when used in combination, the weight ratio of the compound (1) / compound (2) is preferably 1/1000 to 1000/1.

[Component (b)] The component (b) of the present invention comprises an alkyl group or alkenyl group having 16 to 36 carbon atoms, preferably 16 to 28 carbon atoms, and a -SO ₃ M group and / or-
An anionic surfactant having an OSO ₃ M group [M: counter ion], specifically, alkylbenzene sulfonic acid, alkyl (or alkenyl) sulfate, polyoxyalkylene alkyl (or alkenyl) having the above carbon number Ether sulfate, olefin sulfonic acid,
Alkanesulfonic acid, α-sulfofatty acid, α-sulfofatty acid ester and salts thereof are preferred. Among them, particularly, an alkyl (or alkenyl) sulfate having an alkyl group or an alkenyl group having 16 to 28 carbon atoms, an alkyl or alkenyl group having 16 to 28 carbon atoms,
The average number of moles of ethylene oxide (hereinafter referred to as EO) is 1 to 6, preferably 1 to 4, particularly preferably 1 to 4.
And at least one selected from polyoxyethylene alkyl (or alkenyl) ether sulfates and their salts. As salts, sodium salts, potassium salts, ammonium salts, and alkanolamine salts are preferable from the viewpoint of storage stability.

[Component (c)] The component (c) of the present invention is an antibacterial agent. Here, the antibacterial agent of the present invention is cotton cloth # 20.
03 using a cloth on which 1% by mass of the compound is uniformly adhered.
It is a compound that has been tested for antibacterial activity according to the method of ISL 1902 “Testing method for antibacterial activity of textile products” and shows a zone of inhibition. As such a compound, those described in “Science of Cosmetics and Pharmaceutical Preservatives and Disinfectants”, written by Koichi Yoshimura and Hirofumi Takikawa, published on April 10, 1990, pp. 501-564, Fragrance Journal, Inc. And preferred are triclosan, bis- (2-pyridylthio-1-oxide) zinc, 2,4,5,6-tetrachloroisophthalonitrile, trichlorocarbanilide, 2- (4
-Thiocyanomethylthio) benzimidazole, polyhexamethylenebiguanidine hydrochloride, chlorhexidine glucuronate, 8-oxyquinoline and polylysine, and triclosan is particularly preferred in terms of the effect of suppressing odor. Also, JP-A-11-189975
The triclosans described in No. are also good,
Specifically, dichlorohydroxydiphenyl ether and monochlorohydroxydiphenyl ether are preferred.

In the present invention, the use of at least one compound selected from the compounds represented by formulas (3) to (5) as the component (c) is also preferable from the viewpoint of the deodorizing effect of clothing.

[0022]

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[Wherein R^TenAnd R¹⁵Are independent of each other,
An alkyl group having 5 to 12 carbon atoms, preferably 6 to 12 carbon atoms, or
An alkenyl group, preferably an alkyl group,¹²as well as
R¹³Are each independently an alkyl group having 1 to 3 carbon atoms or
A hydroxyalkyl group, T is -COO-, OCO
-, -CONH-, -NHCO- or a phenylene group.
And c is a number of 0 or 1;¹¹Is a group having 1 to 6 carbon atoms.
A alkylene group or-(OR²⁰)_d-. Where R²⁰
Is an ethylene or propylene group, preferably ethylene
And d is a number of 1 to 10, preferably 1 to 5.
You. R¹⁴Is alkylene having 1 to 5, preferably 1 to 3 carbon atoms
Group. Also, R¹⁶, R¹⁷, R¹⁸And R¹⁹This
Two or more (preferably two) of them have 8 to 12 carbon atoms.
An alkyl group, the remainder being an alkyl group having 1 to 3 carbon atoms or
Is a hydroxyalkyl group. Z ^-Is an anionic group,
Preferably, a halogen ion, an alkyl sulfate having 1 to 3 carbon atoms
It is an ion. The most preferred component (c) of the present invention is as follows:
Can be mentioned.

[0024]

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[Softener composition] The softener composition of the present invention contains the component (a) in an amount of preferably 3 to 40% by mass, more preferably 5 to 40% by mass, particularly preferably 5 to 35% by mass. The component (b) is preferably contained in an amount of 0.5 to 30% by mass, more preferably 1 to 25% by mass, and particularly preferably 2 to 20% by mass, from the viewpoint of softening effect and texture. In addition, the content of the component (c) is 0.1 to 20% by mass, preferably 0.1 to 15% by mass, and particularly preferably 0.1 to 10% by mass. Preferred from the point. Furthermore, the molar ratio (a) / (b) of the component (a) and the component (b) is 9/1 to 4/6, and further 9/1 to 5 /
5, especially 8.5 / 1.5 to 6.5 / 3.5 is preferable from the viewpoint of flexibility and texture. Also,
It is preferable to contain the component (a) and the component (b) in a total amount of 5 to 60% by mass, particularly 10 to 50% by mass, from the viewpoint of softening effect, texture and storage stability.

The softener composition of the present invention is a composition containing component (a), component (b) and component (c) and water, and the water is preferably distilled water or ion-exchanged water. In terms of storage stability, water is contained in the composition in an amount of 30 to 95% by mass, preferably 50 to 85% by mass.

The composition of the present invention has a high storage stability.
The pH of the composition at 20 ° C. is 1 to 8.5, and more preferably 1 to 8.5.
It is preferably adjusted to 8, especially 2 to 8.

In the present invention, the component (a), the component (b),
And a component (d) in addition to the component (c),
36, preferably 14 to 24, more preferably 14 to 2
It is preferable to contain a saturated or unsaturated fatty acid of 0 or a salt thereof from the viewpoint of a softening effect and a feeling improvement. Specifically, it is lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, or a mixture thereof. In particular, at least one selected from palmitic acid, stearic acid, and oleic acid is preferable. Further, fatty acids having an alkyl composition derived from palm oil and tallow are also preferable. When a salt is used, a sodium salt, a potassium salt, a magnesium salt, and an alkanolamine salt are preferable, and a sodium salt and a potassium salt are particularly preferable in view of storage stability. This (d)
The compounding amount of the component is preferably 0.01 to 5% by mass, particularly preferably 0.05 to 3% by mass in the composition. The mixing ratio of the component (d) to the component (a) is such that (d) / (a) is 1 by weight.
/ 500 to 1/10, particularly preferably 1/300 to 1/50, from the viewpoint of the softening effect.

In the present invention, from the viewpoint of storage stability, the above (a)
It is preferable to add a nonionic surfactant as the component (e) in addition to the component, the component (b) and the component (c). As the nonionic surfactant, a polyoxyethylene alkyl ether having an alkyl group or an alkenyl group having 8 to 20 carbon atoms is preferable, and a nonionic surfactant represented by the general formula (6) is particularly preferable.

R ²⁸ -U-[(R ²⁹ O) _h -H] _i (6) wherein R ²⁸ has 10 to 18 carbon atoms, preferably 12 to 1 carbon atoms.
An alkyl or alkenyl group of 8, and R ²⁹ is an alkylene group having 2 or 3 carbon atoms, preferably an ethylene group. h represents a number of 2 to 100, preferably 5 to 80, particularly preferably 10 to 60. U is -O-, -CON
<Or -N <, i is 1 when U is -O-, and i is 2 when U is -CON <or -N <. The following compounds can be mentioned as specific examples of the compound represented by the general formula (6).

R ²⁸ -O- (C ₂ H ₄ O) _j -H wherein R ²⁸ has the same meaning as above. j is a number of 8 to 100, preferably 10 to 60. _{^{] R 28 -O- (C 2 H}} 4 O) m - (C 3 H 6 O) in _n -H [wherein, R ²⁸ have the same meanings as defined above. m and n are each independently a number of 2 to 40, preferably 5 to 40;
And propylene oxide (hereinafter referred to as PO) may be a random or block adduct. ]

[0032]

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[Wherein, R ²⁸ has the same meaning as described above. p,
q, r and s are each independently 0 to 40, preferably 5
P + q + r + s is a number of 5 to 60, preferably 5 to 40. EO and PO may be random or block adducts. The amount of the nonionic surfactant is preferably 0.5 to 10% by mass, more preferably 1 to 8% by mass in the composition from the viewpoint of stability.

The softener composition of the present invention may contain an inorganic salt as the component (f). As the inorganic salt, sodium chloride and / or calcium chloride are preferred from the viewpoint of storage stability, and it is good to add 0 to 1000 ppm, preferably 10 to 500 ppm in the composition. However, surfactants such as fatty acid salts include sodium salts and potassium salts, but inorganic salts mixed into the composition by use of such surfactants are not limited to the above.

In the softener composition of the present invention, a solvent can be used as the component (g). Specifically preferred components (g) include ethanol, isopropanol,
It is a solvent selected from glycerin, ethylene glycol, and propylene glycol, and these (g) components can be blended in the composition in an amount of 0 to 20% by mass, particularly 0.5 to 10% by mass. When using ethanol,
It is desirable to use polyoxyethylene alkyl ether sulfate-modified ethanol or 8-acetylated sucrose-modified ethanol.

In the present invention, for the purpose of improving storage stability, an ester compound of a saturated or unsaturated fatty acid having 8 to 22 carbon atoms and a polyhydric alcohol can be blended as the component (h). Specific preferred compounds include triglyceride, diglyceride, monoglyceride, pentaerythritol mono, di, triester and sorbitan ester, and the compounding amount thereof is preferably 5% by mass or less, more preferably 3% by mass or less. And particularly preferably 1% by mass or less.

The softener composition of the present invention may contain a generally known sequestering agent or antioxidant in order to improve the color and odor after storage. Examples of the sequestering agent include aminocarboxylic acids such as ethylenediaminetetraacetate and diethylenetriaminepentaacetate, and inorganic phosphorus compounds such as tripolyphosphate and pyrophosphate.
-Hydroxyethane-1,1-diphosphonic acid salts, polyphosphonic acids, and organic phosphoric acids represented by phytic acid. Examples of antioxidants include 2,6-di-te.
rt-butyl-4-methylphenol and 2 (3) -butyl-4-oxyanisole. These may be compounded as an acid or a salt. These metal sequestering agents and antioxidants are incorporated into the softener composition of the present invention in a range of 0.1 to 1000 ppm based on the component (a).

The softener composition of the present invention contains a silicone and a fragrance (particularly preferably those represented by components (c) and (d) described in JP-A-8-11387) which are usually added to a fiber treatment agent. Or a combination of components such as pigments.

As a method for producing the softener composition of the present invention, the component (c) and, if necessary, the component (e) and the component (g) are dissolved in water, and the mixture is dissolved at 40 to 70 ° C., preferably at 45 ° C.
C. to 65.degree. C., and then add component (a), component (b), and if necessary, component (d), component (f) and component (h), stir and mix. Adjust to a predetermined pH,
A method of adding other components after cooling is preferable from the viewpoint of storage stability.

[0040]

EXAMPLES Synthesis Example 1: Synthesis of (a-1) A mixed fatty acid obtained by mixing palmitic acid / stearic acid at a weight ratio of 50/50 and N-hydroxyethyl-N, N-
By the dehydration esterification reaction with dimethylamine, (a-
1) was synthesized. That is, N-hydroxyethyl-
132 g of N, N-dimethylamine, 200 palmitic acid
g and 200 g of stearic acid were placed in a four-necked flask equipped with a stirrer, thermometer, and dehydration tube, and the temperature was raised to 150 ° C.
The mixture was heated and stirred at that temperature for 4 hours while distilling off the water produced. The temperature was further raised to 180 ° C, and N-hydroxyethyl-
Heating and stirring were continued for 10 hours while 66 g of N, N-dimethylamine was added dropwise. Thereafter, the mixture is cooled to 120 ° C., unreacted amine is distilled off under reduced pressure, and the desired N-alkanoyloxyethyl-N, N-dimethylamine (a-
1) 473 g was obtained.

Synthesis Example 2: Synthesis of (a-2) Dehydration amidation of N, N-dimethyl-1,3-propanediamine with a mixed fatty acid obtained by mixing palmitic acid / stearic acid at a weight ratio of 40/60. (A-2) was synthesized by the reaction. That is, 161 g of N, N-dimethyl-1,3-propanediamine and 273.3 g of the mixed fatty acid were put into a four-necked flask equipped with a stirrer, a thermometer, and a dehydrating tube.
The temperature was raised to 80 ° C. The mixture was heated and stirred at that temperature for about 5 hours while distilling off water produced. Thereafter, the mixture was cooled to 120 ° C., and unreacted amine was distilled off under reduced pressure to obtain the desired N-
Alkanoylaminopropyl-N, N-dimethylamine (a-2) was obtained.

Synthesis Example 3: Synthesis of (a-3) N-oleoylaminopropyl-N, N-dimethyl was prepared in the same manner as in Synthesis Example 2 except that oleic acid was used instead of the mixed fatty acid in Synthesis Example 2. The amine (a-3) was obtained.

Synthesis Example 4: Synthesis of (a-4) 100 g of the component (a-1) produced in Synthesis Example 1 and 300 g of ethanol were charged in an autoclave, and after replacing with nitrogen, the temperature was raised to 100 ° C. with stirring. Thereafter, 18 g of methyl chloride was injected by an injection pump and reacted for 3 hours. After cooling, ethanol was distilled off under reduced pressure to obtain the desired N-alkanoyloxyethyl-N, N, N-trimethylammonium chloride (a-4).

Synthesis Example 5: Synthesis of (a-5) The desired N-alkanoylaminopropyl-N was prepared in the same manner as in Synthesis Example 4 using the component (a-2) produced in Synthesis Example 2 and methyl chloride. , N, N-trimethylammonium chloride (a-5) was obtained.

Synthesis Example 6: Synthesis of (a-6) In the same manner as in Synthesis Example 4, using the component (a-3) produced in Synthesis Example 3 and methyl chloride, the desired N-oleoylaminopropyl- N, N, N-trimethylammonium chloride (a-6) was obtained.

Example 1 The softener compositions shown in Tables 1 and 2 were prepared using the following components. At this time, the component (c), the component (e) and the component (g) are dissolved in water, the temperature is raised to 60 ° C, and the components (a) and (b) are stirred at 60 ° C using a stirring blade. , (D)
The components, (f) and (h) were added, and after adjusting the pH to a predetermined value with a 35% aqueous hydrochloric acid solution and a 48% aqueous sodium hydroxide solution, the remaining component (i) was added and cooled to room temperature. In the pH ranges shown in Tables 1 and 2, (a-
Almost all of the components (1), (a-2) and (a-3) are present in the composition in the form of hydrochloride.

The resulting softener composition was evaluated for flexibility, hand and deodorant effect by the following methods. The results are shown in Tables 1 and 2.

<Ingredients> (a-1): N-alkanoyloxyethyl-N, N-dimethylamine obtained in Synthesis Example 1 (a-2): N-alkanoylaminopropyl-N obtained in Synthesis Example 2 , N-dimethylamine (a-3): N-oleoylaminopropyl-N, N-dimethylamine obtained in Synthesis Example 3 (a-4): N-alkanoyloxyethyl-N, obtained in Synthesis Example 4 N, N-trimethylammonium chloride (a-5): N-alkanoylaminopropyl-N, N, N, N-trimethylammonium chloride obtained in Synthesis Example 5 (a-6): N-oleoyl obtained in Synthesis Example 6 Aminopropyl-N, N, N-trimethylammonium chloride (a'-1): N, N-distearoyloxyethyl-
N, N-dimethylammonium chloride (a'-2): N, N-dioleoyloxyethyl-
N, N-dimethylammonium chloride (b-1): sodium stearyl sulfate (b-2): polyoxyethylene cured tallow composition sodium alkyl sulfate (EO average addition number of 2.3;
The cured beef tallow has a palmityl / stearyl group ratio of 40/6
(B-3): sodium Guerbet-type alkyl sulfate (sodium 2-octyldodecylsulfate) (2-octyl-1-dodecanol obtained from decanol by Guerbet reaction with sulfur trioxide (C-1): Triclosan (c-2): bis- (2-pyridylthio-1-oxide) zinc (c-3): 2,4 5,6-tetrachloroisophthalonitrile (c-4): trichlorocarbanilide (c-5): 2- (4-thiocyanomethylthio) benzimidazole (c-6): polyhexamethylene biguanidine hydrochloride ( c-7): chlorhexidine glucuronate (c-8): 8-oxyquinoline (c-9): polylysine

[0049]

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(C-13): N, N-didecyl-N, N
-Dimethylammonium chloride (d-1): stearic acid (d-2): oleic acid (e-1): a saturated alcohol having 12 carbon atoms and an average of 20 mol of EO added thereto (e-2): stearylamine (F-1): sodium chloride (g-1): ethylene glycol (h-1): exel 150 [mono, di-stearic acid
Triglyceride mixture (mono: di: tri = 60: 35:
5) Kao Corporation] (i-1): Silicone (GE Toshiba Silicone,
TSF4452). (I-2): Dye (Acid Blue 9) (i-3): Fragrance [Hexylcinnamic aldehyde (18), Neroline Yarala (4), Tricyclodecenyl acetate (4), Benzyl acetate (10), Musk ketone (5), anisylacetone (2), sandal mysole core (2), aldehyde C14 peach (1),
Mixture of linalool (18), dihydroxymyrcenol (8), borneol (4), cedrol (4), mugol (5), benzyl alcohol (5), dipropylene glycol (10): The weight in parentheses indicates the mass in the perfume. %].

<Evaluation Method of Flexibility and Texture> Five bath towels (100% cotton) were washed with a washing machine using a commercially available weak alkaline detergent (Attack manufactured by Kao Corporation) (Toshiba 2-tub washing). VH-360S1, detergent concentration 0.0667
Mass%, use 30 L of tap water, water temperature 20 ° C., 10 minutes).
After that, the washing liquid was drained, and after dehydration for 3 minutes, 30 L of tap water was injected, rinsed for 5 minutes, and dewatered for 3 minutes after drainage. Thereafter, 30 L of tap water was injected again, and then 7 ml of the softener composition shown in Tables 1 and 2 was added, followed by stirring for 5 minutes.
Then, it dehydrated and air-dried.

The flexibility and texture of the treated bath towel were judged by 10 panelists (10 males in their 30s) according to the following criteria, and the average score was obtained. An average score of 0 or more and less than 1 was evaluated as ○, 1 or more and less than 1.5 as Δ, and 1.5 or more as X.

(1) Evaluation Criteria for Flexibility 0: Very Soft Finish 1: Soft Finish 2: Slightly Soft 3: Not Soft Finish (2) Evaluation Criteria for Texture 0: Oily and Refreshing The texture is 1: Slightly oily and light texture 2: Slightly oily texture 3: Oily texture <Evaluation method of deodorant effect> Two men in their twenties wear for 12 hours Two underwears (100% cotton) were washed with a washing machine using a commercially available weak alkaline detergent (Attack manufactured by Kao Corp.) (Toshiba 2-tub washing machine VH-360S1, detergent concentration of 0.1%).
0667 mass%, use 30L of tap water, water temperature 20 ° C, 10
Minutes). After that, the washing liquid is drained, and after dehydration for 1 minute, 30 L
Of tap water, rinsed for 5 minutes, and dewatered for 1 minute after drainage. Thereafter, 30 L of tap water was again injected, and then 7 ml of the softener composition shown in Tables 1 and 2 was added, followed by stirring for 5 minutes. Then, it dehydrated and dried for 12 hours in a constant temperature room of 25% of humidity 70%. The odor of the clothes dried in the constant temperature room and the odor of the clothes after being worn again by two men in their 20s for 12 hours were judged by 10 panelists (10 men in their 30s) according to the following criteria, and the average score was calculated. I asked. The average score is 0.
Less than 5 was evaluated as ◎, 0.5 or more and less than 1 as ○, 1 or more less than 1.5 as Δ, and 1.5 or more as ×.

Evaluation Criteria 0: Almost no smell 1: Slightly smell but not noticeable 2: Smell 3: Notably smell

[0055]

[Table 1]

[0056]

[Table 2]

In Table 2, comparative products 1 and 2 correspond to (a'-
1) and (a′-2) as components (a), and (a) /
(B) The molar ratio was calculated.

──────────────────────────────────────────────────の Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme court ゛ (Reference) D06M 13/256 D06M 13/256 13/355 13/355 13/463 13/463 (72) Inventor Hideji Takata 1334 Minato, Wakayama-shi, Wakayama Prefecture Kao Research Laboratory F-term (reference) 4H006 AA01 AB72 BT12 BU32 BU50 4L033 AA02 AB04 AB05 AC02 AC10 BA28 BA29 BA46 BA57 BA86

Claims (4)

[Claims] 1. A compound having (a) one group selected from an amino group and a quaternary ammonium group and one hydrocarbon group having 13 to 36 carbon atoms in the molecule, and (b) a compound having one carbon atom in the molecule. a hydrocarbon group having 16 to 36 -SO ₃ M group and / or -
An anionic surfactant having an OSO ₃ M group [M: counter ion], and (c) an antibacterial agent, wherein (a) a component,
The molar ratio of the component (b) is (a) / (b) = 9/1 to 4/6
A softener composition. 2. The component (a) is at least one selected from a tertiary amine represented by the general formula (1) or a salt thereof, and a quaternary ammonium salt represented by the general formula (2). Item 4. A softener composition according to Item 1. Embedded image [Wherein, R ¹ and R ⁵ each independently represent a carbon number of 13 to 3;
6 is an alkyl group or an alkenyl group, and R ² and R ⁶ are each independently an alkylene group having 1 to 6 carbon atoms;
R ³ , R ⁴ , R ⁷ , R ⁸ and R ⁹ are each independently an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group;
A and B are each independently -COO-, -OCO-,
A group selected from -CONH- or -NHCO-,
a and b are each independently a number of 0 or 1, and Y ^- is an anionic group. ] 3. Component (c) is triclosan, bis- (2
-Pyridylthio-1-oxide) zinc, 2,4,5,6
One or more compounds selected from tetrachloroisophthalonitrile, trichlorocarbanilide, 2- (4-thiocyanomethylthio) benzimidazole, polyhexamethylenebiguanidine hydrochloride, chlorhexidine glucuronate, 8-oxyquinoline and polylysine The softener composition according to claim 1 or 2, wherein 4. A compound wherein the component (c) is represented by the general formula (3), the compound represented by the general formula (4), and the compound represented by the general formula (5):
And at least one compound selected from the compounds represented by the formula:
Or the softener composition according to 2. Embedded image [Wherein, R ¹⁰ and R ¹⁵ each independently represent a carbon number of 5 to 1;
2 alkyl or alkenyl groups, R ¹² and R ¹³
Is each independently an alkyl group or a hydroxyalkyl group having 1 to 3 carbon atoms, and T is -COO-, OCO-,
-CONH-, -NHCO- or a phenylene group,
c is a number of 0 or 1, and R ¹¹ is an alkylene group having 1 to 6 carbon atoms or — (OR ²⁰ ) _d —. Here, R ²⁰ is an ethylene group or a propylene group, and d is a number of 1 to 10. R ¹⁴ is an alkylene group having 1 to 5 carbon atoms,
At least two of R ¹⁶ , R ¹⁷ , R ¹⁸ and R ¹⁹ are an alkyl group having 8 to 12 carbon atoms, and the rest is a group having 1 carbon atom.
To 3 alkyl groups or hydroxyalkyl groups. Z
^- is an anion group. ]