JP5224643B2 - Facial cleanser, whole body cleanser (body soap), hand soap skin cleanser composition - Google Patents

Description

The present invention relates to a cleaning composition, and more specifically, contains a specific additive and a surfactant, suppresses the feeling of skin irritation, creaking, squeezing, and bulkiness after cleaning, and has a soft finish on the skin. The present invention relates to a facial cleanser, a whole body cleanser (body soap), and a hand soap skin cleanser composition that imparts a feeling.

In the past, a great number of detergents have been used in our daily lives, such as kitchen detergents, residential detergents, body shampoos, and toothpastes.
Generally, these detergents include anionic surfactants, amphoteric surfactants, semipolar surfactants, nonionic surfactants, cationic surfactants and the like for the purpose of improving detergency and foamability. A surfactant is blended.

  However, exposure to this surfactant has caused problems such as loss of skin flexibility after washing, hardening, and uncomfortable skin feel. In particular, kitchen detergents have a feeling of strangeness such as stiffness, creaking, squeezing, and bulkiness in the skin feel after use.

The stratum corneum is particularly important in the skin structure for changing the skin feel after washing. The washing behavior is usually a few minutes, and during this short period of time, the surface active cell layer or the dermis layer is not affected by the surfactant, and the above-mentioned discomfort in the skin feel is due to changes in the stratum corneum. Yes.
Therefore, by softening the stratum corneum, it is possible to suppress the skin feeling such as harshness, creaking, and tension caused by hardening of the skin and to give a soft finish feeling.
In addition, the substance that improves the friction characteristics of the stratum corneum surface can suppress the skin feel that is bulky and can give a moist finish.

  In order to maintain skin softness, surfactants with weak elution power of natural moisturizing factor, which is important for maintaining moisture in the stratum corneum, have been known, but satisfactory skin feel has not been achieved. There are still challenges.

  Further, there is known a detergent composition (for example, Patent Document 1) which is improved in mildness to the skin and moist feeling after washing by using a hypoallergenic surfactant. Although the mildness is higher than that of alkyl ether sulfate and the like, there is still a problem in that satisfactory skin feel cannot be obtained.

On the other hand, moisturizers have been known for the purpose of preventing or improving skin sclerosis. For example, attempts have been made to use cosmetics containing, as an active ingredient, urea, glycerol, amino acid derivatives, mucopolysaccharides, and various natural products. (For example, refer nonpatent literature 1).
However, these moisturizers are easily removed during washing, and are insufficient from the viewpoints of durability of the effect, stability, and feeling of use.

  Further, salicylic acid, one of β-hydroxycarboxylic acids, is known as one having a stratum corneum softening action (see, for example, Patent Document 2). However, the problem that this compound gives a feeling of tingling, itching, and tension after application and gives considerable discomfort has not been solved. Therefore, the use of β-hydroxycarboxylic acid including salicylic acid is generally not preferred.

  Furthermore, a cleaning composition containing a polymer composed of a cationic group-containing vinyl monomer is known as a cleaning composition that does not feel sticky after cleaning, but a sufficient skin feel improvement effect has not been obtained ( For example, see Patent Document 3).

From the above, the present situation is that skin hardening due to washing and the uncomfortable feeling caused by the skin are still inevitable.
JP-A-3-153798 (Claims, Examples, etc.) JP-A-11-116483 (Claims, Examples, etc.) JP 2000-178592 A (Claims, Examples, etc.) Toshiyuki Takemura, “Pharmacia”, 28 (1), 61-65 (1992)

The present invention is to solve this problem in view of the above-mentioned conventional problems and the present situation, and without adding a additive to a commonly used surfactant without degrading the performance of the conventional cleaning agent. An object of the present invention is to provide a facial cleanser, a whole body cleanser (body soap), and a hand soap skin cleanser composition that give good skin feel later. In the following, a facial cleanser, a whole body cleanser (body soap), and a hand soap skin cleanser composition may be simply referred to as a “cleaner composition”.

  As a result of conducting various studies to develop a detergent composition having the above-mentioned preferable characteristics, the present inventors have obtained a detergent composition containing the component (A) and the component (B), or (A) In addition to the component and the component (B), the cleaning composition containing the polymer of (C), (D), and (E) makes the skin stiff after use without impairing the performance of the conventional cleaning agent. The present inventors have found that the feeling of being squeezed, squeezed, squeezed, and bulky can be suppressed, and the present invention has been completed based on this finding.

〔式（１）中、Ｒ¹は炭素数１〜６のアルキル基、Ｒ²は水素原子またはメチル基を示す。〕

〔式（２）中、Ｒ³は炭素数１〜４のアルキル基を示す。〕
（Ｂ）アニオン性界面活性剤、両性界面活性剤、半極性界面活性剤、ノニオン性界面活性剤及びカチオン活性剤から選ばれる界面活性剤のうちの少なくとも１種。
（２） （Ｃ）下記一般式（３）、（４）、（５）の何れかで示される単量体と、（Ｄ）下記一般式（６）で示されるポリオキシエチレン基を含有する単量体と、（Ｅ）上記（Ｃ）、（Ｄ）以外の重合性単量体との共重合体であり、上記単量体全量に対して（Ｃ）単量体１〜９９質量％、（Ｄ）単量体１〜９９質量％、（Ｅ）単量体０〜９０％を共重合してなる高分子化合物を含有することを特徴とする、上記（１）に記載の洗浄剤組成物。

〔式（３）〜（６）中、Ｘは酸素原子又はＮＨを示し、Ｙは炭素数１〜８の直鎖もしくは分岐状アルキレン基を示し、水酸基を１つ以上含んでも良い。Ｒ⁴は水素原子又はメチル基であり、Ｒ⁵、Ｒ⁶は炭素数１〜１２のアルキル基を表す。Ｒ⁷は、水素原子又は炭素数１〜４のアルキル基、Ｒ⁸〜Ｒ¹²は、それぞれ独立に炭素数１〜４のアルキル基、Ｚ、Ｚ¹及びＺ²はそれぞれ炭素数２〜４のアルキレン基、Ｍは陰イオンを表す。Ｒ¹³は水素原子又は炭素数１〜４のアルキル基であり、Ｒ¹⁴は水素原子、炭素数１〜４のアルキル基又はフェニル基である。ｎは２〜４の整数であり、ｍは２〜５０の整数である。〕 That is, the present invention resides in the following (1) and (2).
(1) A cleaning composition comprising the following components (A) and (B):
(A) At least one of a compound represented by the following general formulas (1) and (2) and a polyhydric alcohol selected from 1,2,6-hexanetriol and pentaerythritol.

Wherein (1), R ¹ is an alkyl group having 1 to 6 carbon atoms, R ² represents a hydrogen atom or a methyl group. ]

[In Formula (2), R < ³ > shows a C1-C4 alkyl group. ]
(B) At least one of surfactants selected from anionic surfactants, amphoteric surfactants, semipolar surfactants, nonionic surfactants and cationic surfactants.
(2) (C) contains a monomer represented by any one of the following general formulas (3), (4), and (5), and (D) a polyoxyethylene group represented by the following general formula (6). It is a copolymer of a monomer and (E) a polymerizable monomer other than the above (C) and (D), and (C) monomer is 1 to 99% by mass based on the total amount of the monomer. (D) 1-99 mass% of monomer, (E) The high molecular compound formed by copolymerizing 0-90% of monomer is contained, The cleaning agent as described in said (1) characterized by the above-mentioned. Composition.

[In formulas (3) to (6), X represents an oxygen atom or NH, Y represents a linear or branched alkylene group having 1 to 8 carbon atoms, and may contain one or more hydroxyl groups. R ⁴ is a hydrogen atom or a methyl group, and R ⁵ and R ⁶ each represent an alkyl group having 1 to 12 carbon atoms. R ⁷ is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, R ^{8 to} R ¹² are each independently an alkyl group having 1 to 4 carbon atoms, and Z, Z ¹ and Z ² are each an alkyl group having 2 to 4 carbon atoms. An alkylene group, M represents an anion. R ¹³ is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and R ¹⁴ is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms or a phenyl group. n is an integer of 2 to 4, and m is an integer of 2 to 50. ]

  ADVANTAGE OF THE INVENTION According to this invention, the washing | cleaning-agent composition which suppresses the feelings, such as the firmness of a skin after washing | cleaning, a creak, tension, and a bulkiness, and provides a soft finish feeling to skin is provided.

〔式（１）中、Ｒ¹は炭素数１〜６のアルキル基、Ｒ²は水素原子またはメチル基を示す。〕

〔式（２）中、Ｒ³は炭素数１〜４のアルキル基を示す。〕
（Ｂ）アニオン性界面活性剤、両性界面活性剤、半極性界面活性剤、ノニオン性界面活性剤及びカチオン活性剤から選ばれる界面活性剤のうちの少なくとも１種。 Hereinafter, embodiments of the present invention will be described in detail.
The cleaning composition of the present invention comprises the following components (A) and (B).
(A) At least one of a compound represented by the following general formulas (1) and (2) and a polyhydric alcohol selected from 1,2,6-hexanetriol and pentaerythritol.

Wherein (1), R ¹ is an alkyl group having 1 to 6 carbon atoms, R ² represents a hydrogen atom or a methyl group. ]

[In Formula (2), R < ³ > shows a C1-C4 alkyl group. ]
(B) At least one of surfactants selected from anionic surfactants, amphoteric surfactants, semipolar surfactants, nonionic surfactants and cationic surfactants.

First, as the polyhydric alcohol of component (A) used in the cleaning composition of the present invention, from the compounds represented by the above general formulas (1) and (2), 1,2,6-hexanetriol, and pentaerythritol Examples include at least one selected (each alone or a combination of two or more types, the same applies hereinafter). For example, 3-methyl-1,3-butanediol, 2-methyl-2,4-pentanediol, 3-ethyl- 1,3-butanediol, 3-isopropyl-1,3-butanediol 3-tert-butyl-1,3-butanediol, 3-butyl-1,3-butanediol, 1,2 propanediol, 1,2 -Butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2,6-hexanetriol, pentaerythritol, glycolic acid, etc. Among et al., In particular, 3-methyl-1,3-butanediol, 1,2-butanediol, pentaerythritol are preferred in terms of effect. These compounds may be used alone or in combination of two or more.
These polyhydric alcohols can give a good feel to the washed skin by showing a softening action on the horny layer sheet on the skin surface.

The content of the polyhydric alcohol (A) in the cleaning composition of the present invention is not particularly limited, but is 0.001 to 30% by mass (hereinafter simply referred to as “%”) with respect to the entire cleaning composition. Is preferable, and 1 to 20% by mass is particularly preferable.
If the content of the component (A) is less than 0.001%, the content effect may not be sufficiently exhibited. On the other hand, if the content exceeds 30%, the detergency is reduced. It is not preferable.

  Further, as the component (B) used in the present invention, there is no problem as long as it is a surfactant generally used as a cleaning agent. For example, fatty acid sodium, fatty acid potassium, alpha sulfo fatty acid ester sodium, malic acid potassium , Monoalkyl phosphate potassium salt, sodium lauroylmethyl taurate, sodium cocoyl glutamate, sodium lauroyl glutamate, sodium lauroylmethylalanine, sodium alkylbenzene sulfonate, alkyl benzene sulfonate, sodium alkyl sulfate, sodium alkyl ether sulfate, alpha Sodium olefin sulfonate, sodium alkyl sulfonate, sucrose fatty acid ester, sorbitan fatty acid ester, polyoxyethylene sorb Fatty acid ester, fatty acid alkanolamide, fatty acid diethanolamide, polyoxyethylene alkyl ether, polyoxyethylene alkylphenyl ether, alkylamino fatty acid sodium, alkylbetaine, alkylamine oxide, alkyltrimethylammonium salt, dialkyldimethylammonium salt, alkylpyridinium chloride In particular, from the standpoint of further detergency, sodium linear alkylbenzene sulfonate, fatty acid diethanolamide, and polyoxyethylene alkyl ether are preferred. These may be used alone or in combination of two or more.

  In the detergent composition of the present invention, the content of the surfactant (B) is within a range that does not interfere with the effects of the present invention, that is, a normal amount blended so as not to cause a stratum corneum softening action and a decrease in detergency. Usually, it can be contained in an amount of 0.1 to 60%, preferably 1 to 50%, based on the total amount of the cleaning composition.

In addition, the present invention has also been found to further improve the frictional properties of the stratum corneum surface and further improve the excellent skin feel by including a polymer having the following characteristics in the cleaning composition. It was.
Since these polymers can form a highly flexible composite film on the skin after drying, the effect of improving the friction on the skin surface is exhibited. The polymer used in the present invention includes (C) a monomer represented by any one of the following general formulas (3), (4), and (5), and (D) a polyalkylene represented by the following general formula (6). It is a copolymer of a monomer containing an oxide group and (E) a polymerizable monomer other than the above (C) and (D), preferably a single amount of the above (C) to (E) Each monomer is blended at a specific ratio with respect to the total blending amount (100%) of the body. In addition, content of the structural unit which consists of each monomer in the polymer compound of this invention is the same as the compounding quantity of each monomer at the time of copolymerizing.

In the cleaning composition of the present invention, the content of the polymer is not particularly limited, but is preferably 0.001 to 10%, particularly preferably 0.01 to 2%, based on the total amount of the cleaning composition. .
If the content of the polymer is less than less than 0.001%, the blending effect may not be sufficiently exhibited. On the other hand, if the content exceeds 10%, the detergency may be reduced or stickiness may be caused. May cause an unpleasant skin feel.

The monomer (C) constituting the polymer of the present invention is represented by any one of the above general formulas (3), (4), and (5). In the above formulas (3) to (5), X represents an oxygen atom or NH, Y represents a linear or branched alkylene group having 1 to 8 carbon atoms, and may contain one or more hydroxyl groups. R ⁴ is a hydrogen atom or a methyl group, and R ⁵ and R ⁶ each represent an alkyl group having 1 to 12 carbon atoms. R ⁷ is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, R ^{8 to} R ¹² are each independently an alkyl group having 1 to 4 carbon atoms, and Z, Z ¹ and Z ² are each an alkyl group having 2 to 4 carbon atoms. An alkylene group, M represents an anion.

More specifically, as the above formula (3), dimethyaminoethyl (meth) acrylate such as dimethylaminoethyl (meth) acrylate, diethylaminoethyl (meth) acrylate, dipropylaminoethyl (meth) acrylate, etc. And dialkylaminoalkyl (meth) acrylamide compounds such as dimethylaminoethyl (meth) acrylamide, dimethylaminopropyl (meth) acrylamide, and diethylaminopropyl (meth) acrylamide. These may be used alone or in combination of two or more.
Of these, dimethylaminoethyl (meth) acrylate and dimethylaminoethyl (meth) acrylamide are preferable, and dimethylaminoethyl (meth) acrylate is more preferable.

In the above formulas (4) and (5), the alkyl group may have a substituent such as a hydroxyl group or a halogen group. R ⁷ is preferably a hydrogen atom or an alkyl group having 1 or 2 carbon atoms, and R ^{8 to} R ¹² are preferably each independently an alkyl group having 1 or 2 carbon atoms. Two R ⁷ in the formula (5) may be the same or different. Further, R ⁷ in formula (4) is particularly preferably a hydrogen atom or a methyl group, Z is an alkylene group having 2 or 3 carbon atoms, and R ^{8 to} R ¹⁰ are C 1 to 3 carbon atoms, particularly methyl. And ethyl are preferred. M is preferably a halogen ion, more preferably chloride, bromide or the like.

As the above formula (4), more specifically, ethyl trimethyl ammonium (meth) acrylate, propyl tritrimethyl ammonium (meth) acrylate, butyl trimethyl ammonium (meth) acrylate, ethyl triethyl ammonium (meth) acrylate, (Meth) acrylic acid propyltriethylammonium, (meth) acrylic acid butyltriethylammonium and the like are used, and (meth) acrylic acid ethyltrimethylammonium, (meth) acrylic acid propyltrimethylammonium and the like are particularly preferable. In the present invention, a vinyl monomer having at least one, preferably one having a tertiary amino group in the molecule is used instead of the polymerizable monomer containing a quaternary cation group as in the formula (4). (3) After the copolymerization with the monomer represented by (5) or the monomers (D) and (E), the tertiary amino nitrogen in the monomer unit may be reacted with a cationizing agent to be quaternized. Examples of such a monomer having a tertiary amino group in the molecule include those in which the —N ⁺ R ⁸ R ⁹ R ¹⁰ group in the above formula (4) is a —NR ⁸ R ⁹ group.

In the above formula (5), Z ¹ and Z ² are each preferably an alkylene group having 2 or 3 carbon atoms, more preferably an ethylene group, and R ¹¹ and R ^{12 each} have 1 to 3 carbon atoms, particularly methyl. And ethyl are preferred. M is preferably a halogen ion, more preferably chloride, bromide or the like.

  More specifically, examples of the formula (5) include dimethyldiallylammonium halide, diethyldiallylammonium halide, dipropyldiallylammonium halide, dibutyldiallylammonium halide, and dimethyldiallylammonium halide is particularly preferable.

  The monomer (C) is contained in the copolymer of the present invention in an amount of 1 to 99%, preferably 5 to 99%. When the content of the monomer (C) is less than 1% or more than 99%, a further skin friction improving effect is not sufficiently exhibited.

The monomer (D) constituting the polymer of the present invention is represented by the general formula (6).
In the formula (6), R ¹³ is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and R ¹⁴ is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms or a phenyl group. n is an integer of 2 to 4, and m is an integer of 2 to 50. )

In said formula (6), as an alkyl group, you may have substituents, such as a hydroxyl group and a halogen group, for example. R ¹³ is preferably a hydrogen atom or an alkyl group having 1 or 2 carbon atoms, R ¹⁴ is preferably an alkyl group having 1 or 2 carbon atoms or a phenyl group, and m is preferably 2 to 30. In the formula, R ¹³ is preferably a hydrogen atom or a methyl group, and R ¹⁴ is preferably a hydrogen atom, methyl, ethyl, propyl, benzyl or the like. The number m of oxyethylene groups represents an integer of 2 to 50, but it may be a single value or an average value having a distribution.

More specifically, as formula (6), polyalkylene glycol mono (meth) acrylates such as polyethylene glycol mono (meth) acrylate, polyethylene glycol-polypropylene glycol (meth) acrylate, methoxypolyethylene glycol mono (meth) acrylate, methoxy Alkoxy groups having 1 to 3 carbon atoms such as polyalkylene glycol mono (meth) acrylates such as polyethylene glycol-polypropylene glycol (meth) acrylate, ethoxypolyethylene glycol (meth) acrylate, ethoxypolyethylene glycol-polypropylene glycol (meth) acrylate, etc. Alkoxypolyalkylene glycol mono (meth) acrylate, phenoxypolyethylene glycol ) Acrylate, phenoxy polyethylene glycol - polypropylene glycol (meth) acrylate. These may be used alone or in combination of two or more. Of these, methoxypolyethylene glycol mono (meth) acrylate is preferable, and methoxypolyethylene glycol mono (meth) acrylate having an average number of repeating (C ₂ H ₄ O) of ₂ to 9 is more preferable.

  The monomer (D) is contained in the copolymer of the present invention in an amount of 1 to 99%, preferably 10 to 80%. If the content of the monomer (D) is less than 1% or more than 99%, the persistence on the skin after washing is lowered, and a sufficient skin friction improving effect is not further exhibited. .

  The monomer (E) used in the present invention is a polymerizable monomer other than the monomers (C) and (D), and examples of such a monomer include a hydrophobic vinyl monomer. And anionic vinyl monomers.

  More specifically, examples of the hydrophobic vinyl monomer include various alkyl (meth) acrylates represented by ethyl acrylate and methyl methacrylate, various alkyl (meth) acrylamides represented by propylacrylamide, and vinylpyrrolidone. Can be mentioned. Examples of the anionic vinyl monomer include sulfonic acids such as vinyl sulfonic acid, allyl sulfonic acid, methacryl sulfonic acid, styrene sulfonic acid, 2-acrylamido-2-methylpropane sulfonic acid, and (meth) acrylic acid. Examples thereof include carboxylic acids having a vinyl group, phosphoric acids such as vinylphosphonic acid, vinyl phosphate, and acid phosphoxyethyl (meth) acrylate.

  Among these, the monomer (E) of the present invention is preferably (meth) acrylic acid, 2-acrylamido-2-methylpropanesulfonic acid, methyl methacrylate (hereinafter abbreviated as MMA), vinylpyrrolidone (hereinafter referred to as VP). Abbreviated). The said hydrophobic vinyl monomer and anionic vinyl monomer may be used individually by 1 type, and may be used in combination of 2 or more type. Moreover, the anionic vinyl monomer used by this invention can also be used in the form of the mixture with the salt or acid. These salts include salts with basic compounds such as ammonia, triethylamine and triethanolamine in addition to alkali metal salts. In the present invention, the monomer (E) is not limited to the above compound.

The monomer (E) is contained in the copolymer of the present invention in an amount of 0 to 90%, preferably 0 to 80%. When the content of the monomer (E) exceeds 90%, the further effect of improving skin friction is not sufficiently exhibited.
Since the monomer (E) has a content of 0%, the copolymer of the present invention includes i) a copolymer comprising the monomers (C) and (D), and ii. ) When the monomer (E) exceeds 0%, the monomer (E) is divided into the copolymers (C), (D) and (E).

  The weight average molecular weight of the polymer of the present invention is not particularly limited, but the weight average molecular weight is 1,000 to 1,000,000, preferably 5,000 to 1,000,000. Preferably it is 10,000-500,000. When the weight average molecular weight is in the range of 1,000 to 1,000,000, it becomes easy to form a complex with a surfactant, and excellent conditioning properties are exhibited. The handling at the time is improved. In particular, when the final composition is prepared, good viscosity and conditioning properties during rinsing can be obtained, and after drying, a highly flexible composite film can be formed on the skin. Is demonstrated. If the weight average molecular weight exceeds the above maximum value and is too large, the viscosity of the polymer compound solution may be too high, which may limit the formulation design.

  The method for producing the copolymer of the present invention is not particularly limited as long as the polymer compound having the structural unit of the present invention can be produced. For example, it can be polymerized by solution polymerization, emulsion polymerization, bulk polymerization, For this, radical polymerization by solution polymerization, emulsion or suspension polymerization is preferred, and among these, the method by solution polymerization is preferred. The copolymer of the present invention may be a random copolymer or a block copolymer.

When polymerizing by solution polymerization, examples of the solvent include water, lower alcohols such as methyl alcohol, ethyl alcohol, and isopropyl alcohol, aromatic / aliphatic or heterocyclic compounds such as benzene, toluene, xylene, cyclohexane, and hexane, Various organic solvents such as ethyl acetate, acetone, and methyl ethyl ketone can be used. The polymerization concentration is not particularly limited, but it is usually preferable to polymerize at 20 to 50%.
Examples of the polymerization initiator include persulfates such as ammonium persulfate, sodium persulfate and potassium persulfate, peroxides such as benzoyl peroxide and lauroyl peroxide, hydroperoxides such as cumene hydroperoxide and hydroperoxide, azo Examples thereof include azo compounds such as bisisobutyronitrile. The polymerization initiator concentration is usually preferably from 0.1 to 10 mol% based on the total amount of the monomers used.
Further, a chain transfer agent such as alkyl mercaptan, a polymerization accelerator such as a Lewis acid compound, and a pH adjuster such as phosphoric acid, citric acid, tartaric acid, and lactic acid may be used to regulate the molecular weight. The polymerization temperature is appropriately determined depending on the solvent used and the polymerization initiator, but is usually room temperature to 150 ° C.

  In the cleaning composition of the present invention, an optional component can be appropriately contained within a range not impeding the effects of the present invention. Optional ingredients include, for example, oils such as higher alcohols and silicone oils, lanolin derivatives, protein derivatives, water-soluble polymer compounds, acrylic resin dispersions, drugs such as vitamins, bactericides, preservatives, pH adjusters. Examples thereof include preparations, antioxidants, sequestering agents, ultraviolet absorbers, animal and plant extracts or derivatives thereof, dyes, fragrances, pigments, inorganic powders, polymer water-insoluble powders such as nylon and polyethylene. These additive components may be used alone or in combination of two or more. In addition, the compounding quantity of these additional components can be contained normally in the range which does not inhibit the effect of this invention.

  In addition, the cleaning composition of the present invention can be used for facial cleansing agents, whole body cleaning agents, dishwashing detergents, shampoos, rinses, conditioners, hand soaps, and the like. Here, dish detergent, shampoo, rinse, and conditioner are effective in softening the hand skin and scalp by washing. In particular, it is preferably used for a facial cleanser, a whole body cleanser (body soap), a hand soap, and a dishwashing detergent, in which the cleanser has many opportunities to come into contact with the hand skin having a sensitive skin feel.

A list of perfume ingredients used as perfumes can be found in various publications such as “Perfume and Flavor Chemicals”, Vol. Iand II, Steffen Arctander, Allured Pub. Co. (1994) and "Synthetic fragrance chemistry and commercial knowledge", Motoichi Into, Chemical Industry Daily (1996) and "Perfume and Flavor Materials of Natural Origin", Stephen Arctander, Allred Pub. Co. (1994) and "Encyclopedia of Scents", edited by the Japan Fragrance Association, Asakura Shoten (1989) and "Performer Material Performance V3.3", Boelens Aroma Chemical Information Service (1996) and "Flower of Food". , Danute Lajaujis Anonis, Allured Pub. Co. (1993), etc., each of which is incorporated herein by reference.
Representative examples of the perfume include, but are not limited to, those described in JP-A No. 2003-113019.

  A fragrance is used as a fragrance composition together with a fragrance stabilizer and a solvent. Examples of the fragrance stabilizer include dibutylhydroxytoluene, butylhydroxyanisole, vitamin E and its derivatives, catechin compounds, flavonoid compounds, polyphenols. -The compound etc. are mentioned, 0.0001-10% is mix | blended in a fragrance | flavor composition, Preferably, 0.001-5% is contained. Among these, a preferable stabilizer is dibutylhydroxytoluene.

The cleaning composition of the present invention configured as described above contains the components (A) and (B) as active ingredients, and its action mechanism is not clear. To prevent the moisturizing component from eluting and reduce the penetration of the surfactant into each layer and the residual after rinsing, or the component (A) stays in each layer after washing and rinsing and becomes a substitute for the moisturizing component, etc. Therefore, it can exert the softening effect on the skin after use such as washing, and can suppress the feel of the skin after washing, such as stiffness, creaking, tension and bulkiness, and can give the skin a soft finish feeling. It will be a thing.
Also, the monomer (C) and the monomer (D) containing a polyoxyethylene group are copolymerized, or the monomers (C), (D) and (E) are By further containing a polymer compound obtained by copolymerization, it is possible to further suppress the feel of the skin after washing, creaking, tightness, bulkiness, and further impart a soft finish to the skin. .

  EXAMPLES Next, although an Example and a comparative example are shown and this invention is demonstrated further in detail, this invention is not restrict | limited to the following Example. In the following examples, unless otherwise specified, “%” in the composition represents mass%.

[Examples 1-38 and Comparative Examples 1-6]
As the polymer compound (copolymer), the polymer compound obtained in the following Preparation Examples 1 to 13 was used.
Cleaning compositions (including hand soaps, body soaps, facial cleansers, and dishwashing detergents) were prepared according to the compositions shown in Tables 2 to 8 below.
About each obtained cleaning composition, skin softening evaluation, friction characteristic evaluation, evaluation of skin touch improvement effect, and touch evaluation were performed with the following evaluation method. These results are shown in Tables 2 to 8 below.

[Preparation Example 1]
A separable flask equipped with a cooling reflux tube, a dropping funnel, a thermometer, a nitrogen introduction tube and a stirring device was charged with 120 g of ethanol, nitrogen gas was introduced with stirring, and the internal temperature was heated to 78 ° C. 7.2 g of dimethylaminopropylacrylamide (hereinafter abbreviated as DMAPAA-Q), methoxypolyethylene glycol methacrylate (average added mole number m = 9) (hereinafter abbreviated as M-90G), 15.3 g, VP45.0 g, MMA22.5 g ( DMAPAA-Q content in all monomers = 8% by mass, M-90G in all monomers = 17% by mass, VP content in all monomers = 50% by mass, MMA content in all monomers = 25% by mass), a mixed solution of 41 g of ethanol, and a mixed solution of 0.71 g of 2,2- (azobis (2-methylbutyronitrile)) and 49.1 g of ethanol were continuously 2 After the polymerization reaction is continued for 4 hours, ion exchange water is added so that the solid content of the copolymer becomes 2% by mass, and simultaneously 1 mol% L hydrochloric acid aqueous solution is added to adjust the pH to 6. This was adjusted, put into a regenerated cellulose dialysis tube, and dialyzed for one week while changing the ion exchange water. The obtained aqueous solution was dried using a freeze dryer to obtain a polymer compound (purified copolymer) of Preparation Example 1 having the composition shown in Table 1 below.
This lyophilized polymer was dissolved in N, N-dimethylformamide containing 10 mM lithium bromide and subjected to gel filtration chromatography (column: TSK-GEL α-M (manufactured by Tosoh Corporation)) using the same solvent as an eluent. The weight average molecular weight of the polymer was determined using polystyrene having a known molecular weight as a standard at a flow rate of 1 ml / min and a temperature of 40 ° C.

[Adjustment Examples 2 to 13]
In the above adjustment example 1, except that the monomer type and blending ratio were changed so that the monomer ratio (% by mass) of the monomers (C), (D), and (E) was as shown in Table 1 below. The polymer compounds of Adjustment Examples 2 to 13 were obtained in the same manner as in the above Adjustment Example 1. However, the weight average molecular weight is determined in the same manner as in the above-mentioned Adjustment Example 1 with respect to Adjustment Example 3, and with respect to Adjustment Example 2 and Adjustment Examples 4 to 13, the conditions are changed as follows, and gel filtration chromatography is performed. I did a graphic. Dissolved solution and eluent: 0.3 mol / liter triethylamine adjusted to pH 2.9 with phosphoric acid. Column used: TSK-GEL α5000, α3000 and α2500 connected in series (manufactured by Tosoh Corporation). Flow rate: 1 ml / min. Temperature: 40 ° C. Reference material: pullulan.

[Evaluation test of skin softening using stratum corneum sheet]
The back skin of a 7-week-old healthy female guinea pig was collected, and only the sheet-like stratum corneum was prepared according to the method of Non-Patent Document 2. The stratum corneum sheet thus obtained was immersed in a test solution at 40 ° C. described in Tables 2 to 4 for 10 minutes and rinsed 5 times with purified water. Thereafter, the sample was allowed to stand overnight at a temperature of 25 ° C. and a humidity of 70%, and then trimmed to 20 mm × 5 mm, and the stiffness was measured with a static viscoelasticity measuring device under the same conditions. Stiffness is a numerical value of the unit width load (N / m) of the stratum corneum sheet obtained when the stratum corneum sheet is pulled at a constant speed using a static viscoelasticity measuring device and the initial gradient of the strain curve. is there.
Stiffness of the stratum corneum sheet immersed in the test solution of Comparative Example 1 was set to 1, and the stiffness of the stratum corneum sheet immersed in each test solution was evaluated as a relative value.
Tables 2 to 4 below show the relative values of the stiffness of each test solution, and the level of the stratum corneum softening action was evaluated according to the following criteria. A stiffness relative value of 0.9 or less was marked as excellent (O), and a stiffness value exceeding 0.9 was marked as ineffective (X).
The stiffness can be measured by any of a static viscoelasticity measuring device, a dynamic viscoelasticity measuring device, and the like.
Kligman AM and Christophers E; Arch. Dermaol. , 88, 702-705 (1963)

  The stratum corneum sheet to be used for the test may be derived from an animal, commercially available three-dimensional cultured skin (Test Skin (Organogenesis, USA), Skin (Advanced Tissue Science, USA), EpiDerm (MatTek Corporation). , USA), Episkin (manufactured by Episkin SNC, France), SkinEthic (Laboratoire Skin Ethic, France), LSE (Toyobo, Japan)).

[Evaluation of friction characteristics by skin cleaning test]
Each of the detergent compositions was taken in 3 mL hands, washed with tap water for 3 minutes, and rinsed thoroughly with warm water at 35 ° C. The coefficient of friction of the palm side finger pad was measured using a friction measuring device after towel drying. As the friction characteristic value, an average friction coefficient at a load of 80 g, a moving speed of 2.5 mm / sec and an average deviation thereof were used as parameters, and evaluation was performed with a relative value with a value before cleaning being 1. Tables 2 to 4 below show the relative values of the friction characteristic values of each test solution, and the relative values of the average deviation parameters are all 0.9 to 1.2 (○), otherwise No effect was given (Δ).
In addition, as a friction measuring apparatus, although the static friction measuring machine (TL-201) of Trinity Laboratories was used, if it is a general friction measuring apparatus, it will not be restricted to this.

  As the evaluation of the skin feel improving action, the skin softening evaluation and the skin frictional property evaluation were both ◎ if it was ○, ○ if one was ○, and ○ if there was no ○ × It was.

[Feel evaluation by skin cleaning test]
Washing is performed in the same way as the evaluation of frictional characteristics, and the feeling after washing is evaluated in three stages: 1: very feel, 2: feel, 3: not feel, and give a total feel. , 1: very bad, 2: bad, 3: good, 4: very good. These evaluation results are shown in Tables 5 to 8 below.

From the test results of Tables 2 to 8, Examples 1 to 38 that are the scope of the present invention have a stratum corneum softening action as compared with Comparative Examples 1 to 6 that are outside the scope of the present invention. It is clear that there is.
Also, in terms of detergency, foamability, etc., it is equal to or better than that of conventional detergents, and by using the detergent composition of the present invention, the performance of conventional detergent compositions is not impaired. It has been found that it is possible to provide a cleaning composition that suppresses the feeling of skin firmness, creaking, tightness and bulkiness and imparts a soft finish to the skin.

Claims (3)

A skin cleanser composition selected from facial cleansers, whole body cleansers (body soaps), and hand soaps, comprising the following component (A), component (B) and a polymer compound.
(A): At least one of the compounds represented by the following general formulas (1) and (2), and a polyhydric alcohol selected from 1,2,6-hexanetriol and pentaerythritol.

Wherein (1), R ¹ is an alkyl group having 1 to 6 carbon atoms, R ² represents a hydrogen atom or a methyl group. ]

[In Formula (2), R < ³ > shows a C1-C4 alkyl group. ]
(B): At least one of surfactants selected from anionic surfactants, amphoteric surfactants, semipolar surfactants, nonionic surfactants and cationic surfactants.
Polymer compound: (C) containing a monomer represented by any one of the following general formulas (3), (4), and (5) and (D) a polyoxyethylene group represented by the following general formula (6) And (E) a polymerizable monomer other than the above (C) and (D), and (C) 1 to 99 masses of the monomer with respect to the total amount of the monomer. %, (D) 1 to 99% by mass of monomer, and (E) 0 to 90% of monomer.

[In formulas (3) to (6), X represents an oxygen atom or NH, Y represents a linear or branched alkylene group having 1 to 8 carbon atoms, and may contain one or more hydroxyl groups. R ⁴ is a hydrogen atom or a methyl group, and R ⁵ and R ⁶ each represent an alkyl group having 1 to 12 carbon atoms. R ⁷ is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, R ^{8 to} R ¹² are each independently an alkyl group having 1 to 4 carbon atoms, and Z, Z ¹ and Z ² are each an alkyl group having 2 to 4 carbon atoms. An alkylene group, M represents an anion. R ¹³ is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and R ¹⁴ is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms or a phenyl group. n is 2 and m is an integer of 2-50. ] The content of the polymer compound is 0.001 to 10% by mass, and the skin cleanser is selected from a facial cleanser, a whole body cleanser and a hand soap according to claim 1. Agent composition. The content of the component (A) is 0.001 to 30% by mass, and the content of the component (B) is 0.1 to 60% by mass. cleansing agents, systemic detergent (body soap), either of skin detergent composition selected from hand soap.