JPH09188605A - Makeup-removing agent - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a makeup-removing agent excellent in makeup removability and dispersion stability, having sufficient antibacterial and antifungal effect and low stimulation to skins and mucous membranes. SOLUTION: This makeup-removing agent is obtained by blending an N-long chain acyl basic amino acid derivative (e.g. N-caproyl-L-arginine methyl ester hydrochloride) expressed by formula I [RCO is a 6-20C saturated or unsaturated fatty acid residue; X is NH2 , etc.; (n) is 3 or 4] or formula II and its acid added salt to the makeup-removing agent containing a water-soluble polysaccharide having hydrophobic groups (e.g. sugar beet pectin), a low boiling oil solution (e.g. low viscosity dimethyl polysiloxane) and water as a dispersion stabilizer and an antibacterial and antifungal agent. The ratio of the N-long chain acyl basic amino acid derivative and its acid added salt against the removing agent is preferably 0.001-0.5wt.%.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a makeup remover which has a good feeling in use, is excellent in makeup removing ability and storage stability, and has a sufficient antibacterial and antifungal effect.

[0002]

2. Description of the Related Art In recent years, many make-up cosmetics have been put on the market, which have good adhesion to the skin and are less likely to lose their makeup against moisture and sebum. Therefore, a makeup remover having a high makeup removing ability is a market need, and various attempts have been made to increase the makeup removing ability.

As the makeup remover, there are various types of preparations such as lotion type, emulsion type and oil type. In these preparations, the makeup removing ability is obtained by the solvent effect of the surfactant or the oil component. Among them, particularly in the oil type and emulsion type preparations, which mainly obtain the makeup removing ability mainly by the solvent effect of the oil component, it is necessary to add a large amount of the oil component, and it is easy to feel sticky or water when used. There was an undesirable problem that it could not be washed off.

In order to solve the above problems, a make-up remover in which a polyacrylic thickener is used as a dispersant or a stabilizer and a specific amount of a low boiling point oil component is stably dispersed in an aqueous phase is disclosed. (Japanese Patent Publication 7-2618). However, since a polyacrylic thickener is used, there is a problem that when it is spread on the skin, it binds to salts on the skin to cause a sharp decrease in viscosity, resulting in poor usability.

Therefore, a makeup remover comprising a water-soluble polysaccharide, a low boiling point oil agent and water as essential components has been proposed (Japanese Patent Application No. 7-297349). However, since a water-soluble polysaccharide is used as a dispersant, there is a problem in antibacterial and antifungal activity.

[0006]

DISCLOSURE OF THE INVENTION The present invention provides a makeup remover which is excellent in makeup removing ability and dispersion stability, has a sufficient antibacterial and antifungal effect, and is mild to skin and mucous membranes. The purpose is to get.

[0007]

[Means for Solving the Problems] As a result of studies to obtain a makeup remover having excellent makeup removing ability and dispersion stability, and having a sufficient antibacterial and antifungal effect, a water-soluble polysaccharide and a low boiling point oil agent are obtained. And a water-containing makeup remover containing N-long-chain acyl basic amino acid derivatives and acid addition salts thereof as a dispersion stabilizer and an antibacterial and antifungal agent, the above problems can be solved. Heading, it came to complete the present invention. Hereinafter, the configuration of the present invention will be described in detail.

The low boiling point oil component used in the present invention is not particularly limited as long as it is an ordinary low boiling point oil component blended in cosmetics, and among them, low boiling point isoparaffin hydrocarbons and low boiling point silicone oils are preferable. This low boiling point isoparaffinic hydrocarbon has a boiling point of 200 ° C to 300 ° C.
Are preferred. When the boiling point is 200 ° C. or lower, the skin irritation becomes higher as the boiling point becomes lower. On the contrary, when the boiling point exceeds 300 ° C., the residual amount on the skin becomes large and the sticky feeling remains. The low boiling point silicone oil is not particularly limited, but is chain or cyclic silicone oil,
Examples are low-viscosity dimethylpolysiloxane, octamethylcyclotetrasiloxane, and decamethylcyclopentasiloxane, and those having a boiling point of 250 ° C. or lower are preferable.

These low boiling point oil components may be used alone or in combination of two or more. Further, the blending amount thereof is preferably 1 to 50% by weight, and particularly preferably 2 to 30% by weight from the viewpoints of makeup removing ability, skin irritation, feeling of use and the like.

The water-soluble polysaccharide used in the present invention is not particularly limited as long as it is an ordinary water-soluble polysaccharide to be blended in cosmetics. Further, as the water-soluble polysaccharide, it is possible to use those obtained from nature such as plants, or semi-synthetic polysaccharides and synthetic polysaccharides that have been purified or subjected to treatment such as chemical modification.

In the water-soluble polysaccharide used in the present invention, a water-soluble polymer having a hydrophobic group has a low-boiling point oil dispersibility,
It is preferable for the purpose of improving stability. When a water-soluble polymer having high hydrophilicity is used, a good makeup remover may not be obtained in terms of dispersibility and stability of low-boiling point oil components.

As the water-soluble polysaccharide having a hydrophobic group, for example, sugar beet pectin contained in sugar beet sugar, sugar beet homogalacturonan, hydrophobic methoxylated pectin having a degree of esterification of 50% or more, and the like. Hydrophobized alginic acids such as pectin and propylene glycol alginate are exemplified. Of these, sugar beet pectin, sugar beet homogalacturonan obtained by acetylating sugar beet pectin, and propylene glycol alginate having a high degree of esterification are particularly preferable.

These water-soluble polysaccharides can be used alone or in combination of two or more, and the compounding amount is 0.0
01 to 10.0% by weight is preferable, and 0.1 to 5% by weight is particularly preferable. When the blending amount is less than 0.001% by weight, the effect of stabilizing the dispersion becomes low and the low boiling point oil component is not dispersed. On the other hand, if it is 10.0% by weight or more, a sticky feeling peculiar to the water-soluble polysaccharide will result.

Further, the N-long chain acyl basic amino acid derivatives and acid addition salts thereof used in the present invention are represented by Chemical Formula 1 or Chemical Formula 2. Specifically, N-caproyl-L-arginine methyl ester hydrochloride, N-lauroyl-L-arginine ethyl ester-DL-pyrrolidone carboxylate, N-palmitoyl-L-arginine ethyl ester hydrochloride, N-cocoyl- Examples thereof include L-arginine ethyl ester-DL-pyrrolidone carboxylate.

[Chemical 1]

Embedded image (wherein RCO is a saturated or unsaturated fatty acid residue having 6 to 20 carbon atoms in the chemical formulas 1 and 2, and X is —NH
_{2, -OCH 3, -OC 2 H} 5, -OC 3 H 7, -OC 4 H 9,
Or shows a -OCH ₂ C ₆ H _5, in chemical formula 2, n represents 3 or 4. )

The blending amount of the N-long chain acyl basic amino acid derivative and its acid addition salt is not particularly limited, but may be 0.
001 to 0.5% by weight is preferable, and 0.005 to 0.1
% By weight is particularly preferred.

[0016]

BEST MODE FOR CARRYING OUT THE INVENTION The present invention is provided as a makeup remover in which an oil agent is dispersed in an aqueous phase. Furthermore, the makeup remover of the present invention may be blended with a cosmetic raw material such as a cleaning aid, a physiologically active ingredient, a moisturizer, and a fragrance, if necessary.

The makeup remover of the present invention comprises, for example, purified water in which water-soluble polysaccharides, N-long chain acyl basic amino acid derivatives and acid addition salts thereof are dissolved to form an aqueous phase. It can be prepared by a method of gradually adding and dispersing a low boiling point oil component while stirring.

[0018]

EXAMPLES Further, the present invention will be described in detail with reference to Examples.

Example 1 Makeup Remover (1) (1) Purified Water 79.43 (wt%) (2) Highly Methoxylated Pectin 0.5 (3) 1,3-Butylene Glycol 10.0 (4) N-cocoyl-L-arginine ethyl ester-DL-pyrrolidone carboxylic acid salt 0.07 (5) Low boiling point isoparaffin 10.0 Manufacturing method: (1) is heated to 70 ° C and components (2) to (4) are sequentially added. After adding and homogenizing the solution, the mixture is cooled to room temperature to obtain an aqueous phase. While the aqueous phase is being stirred, the component (5) is gradually added and dispersed stably.

Example 2 Makeup Remover (2) (1) Purified Water 76.6 (wt%) (2) Sugar Beet Pectin 0.3 (3) Glycerin 15.0 (4) N-Cocoil-L- Arginine ethyl ester-DL-pyrrolidone carboxylate 0.1 (5) Low boiling point isoparaffin 4.0 (6) Decamethylcyclopentasiloxane 4.0 Production method: (1) is heated to 70 ° C. (2) to (4) ) Are sequentially added, and the solution is homogenized and then cooled to room temperature to obtain an aqueous phase. While the aqueous phase is being stirred, the ingredients (5) and (6) are gradually added,
Disperse it stably.

Example 3 Makeup Remover (3) (1) Purified Water 75.62 (wt%) (2) Propylene Glycol Alginate 0.3 (3) Glycerin 15.0 (4) N-Cocoil-L- Arginine ethyl ester-DL-pyrrolidone carboxylic acid salt 0.08 (5) Tetramethylpentasiloxane 9.0 Preparation method: (1) is heated to 70 ° C and the components (2) to (4) are sequentially added to obtain uniform dissolution. After conversion, it is cooled to room temperature to obtain an aqueous phase. The component (5) is gradually added to the aqueous phase while stirring to disperse it stably.

Using Examples 1 to 3, tests of eyeliner and mascara removal ability and eye irritation were conducted. As comparative examples, oil type eye makeup remover and lotion type eye makeup remover were used as Comparative Examples 1 and 2, respectively. The formulation of the comparative example is shown below.

Comparative Example 1 Oil type eye makeup remover (1) Liquid paraffin 90.0 (% by weight) (2) Cetyl isostearate 10.0 Manufacturing method: Components (1) and (2) are mixed and homogenized.

Comparative Example 2 Lotion-type eye makeup remover (1) Purified water 84.8 (% by weight) (2) Polyoxyethylene (10) Nonylphenyl ether 5.0 (3) Ethanol 10.0 (4) Paraoxy Methyl benzoate 0.2 Manufacturing method: Components (1) to (4) are mixed and homogenized.

First, a test of the removing ability of the eyeliner was conducted. Three types of eyeliner, an oily type, an emulsion film forming type, and a pencil type, were applied to a glass plate, and Example 1 was applied.
An equal amount of the makeup remover of Comparative Examples 1 to 3 and Comparative Examples 1 and 2 was included in cotton, and the applied eyeliner was gently wiped off five times. The amount of eyeliner remaining on the glass plate was visually evaluated, and "3 points were those that were completely removed", "2 points were those that were almost removed", and 1 point were those that were not removed so much. , "0 if not completely removed
It was evaluated as "point".

Ten sensory evaluation personnel evaluated the removal ability and the eye irritation of the resin type mascara applied to the eyelashes. Table 1 shows the number of evaluators who answered "having mascara removal ability" and "no eye irritation".

[0027]

[Table 1] As a result of evaluation of eyeliner and mascara removing ability, Example 1
It was found that each of Nos. 3 to 3 is a makeup remover which is superior in eyeliner and mascara removing ability as compared with Comparative Examples 1 and 2 and is highly safe without eye irritation.

A sensory evaluation was conducted to investigate the effect of removing the foundation and lipstick and the feeling of use. 10 panelists specialized in sensory evaluation were used as panelists. The evaluated foundations are four types of oil-in-water emulsion type liquid foundation, water-in-oil emulsion type cream foundation, oil foundation, and powder foundation. As for lipsticks, we evaluated two types of lipsticks, which were developed by our company and are resistant to discoloration, and conventional conventional lipsticks. In addition, Examples 1 to 3 and Comparative Examples 3 and 4 were used as the makeup remover. The evaluation items are "comfortability", "extendability", and a feeling of use during use.
The evaluations were "greasy", "freshness", "freshness" after use, "feel of stickiness", "after-feel of stiffness", and "makeup removing ability". The evaluation was made by absolute evaluation. The evaluation points for each item are shown below.

Sensory evaluation item Feeling during use Good familiarity; 2 points Normal; 1 point Poor; 0 point Easy to spread; 2 points Normal; 1 point Poor; 0 point No oiliness; 2 points Normal There is 1 point; 0 point There is a refreshing feeling; 2 points Normal; 1 point does not exist; 0 point There is a feeling of use after use; 2 points Normal; 1 point does not exist; 0 point No stickiness; Yes; 0 point No after-feeling; 2 points Normal; 1 point Yes; 0 points Makeup removal ability available; 2 points Normal; 1 point None; 0 point

As a comparative example, a makeup remover using an oil-in-water emulsion type cleansing cream and an acrylic methacrylic acid copolymer, which is an acrylic water-soluble polymer, instead of the water-soluble polysaccharide used in the present invention. Were used as Comparative Examples 3 and 4, respectively. The formulation is shown below.

Comparative Example 3 Oil-in-water emulsifying cleansing cream (1) Purified water 26.9 (% by weight) (2) Propylene glycol 5.0 (3) Potassium hydroxide 0.1 (4) Stearic acid 2.0 ( 5) Cetyl alcohol 3.0 (6) Vaseline 10.0 (7) Liquid paraffin 38.0 (8) Isopropyl myristate 10.0 (9) Glycerin monostearate 2.5 (10) Polyoxyethylene (20) Sorbitan 2.5 Monostearate Production method: Components (1) to (3) are mixed and heated to adjust the temperature to 70 ° C., and heated to 70 ° C. in advance to homogenize the solution (4) to (1
Preliminary emulsification is carried out by gradually adding it to the component (0). It is prepared by emulsifying with a homomixer and then cooling to room temperature.

Comparative Example 4 Makeup remover (1) Purified water 75.5 (wt%) (2) Acrylic acid methacrylic acid copolymer 0.3 (3) Glycerin 15.0 (4) Methyl paraoxybenzoate 0.2 (5) Tetramethylpentasiloxane 9.0 Production method: (1) is heated to 70 ° C., components (2) to (4) are sequentially added, and after homogenization of dissolution, the mixture is cooled to room temperature to form an aqueous phase. To do. The component (5) is gradually added to the aqueous phase while stirring to disperse it stably.

[0033]

[Table 2] The average value of the evaluation points of the foundation and lipstick was obtained, and the results of sensory evaluation are summarized in Table 2. The result of the sensory test,
In Examples 1 to 3, both the foundation and the lipstick had a familiar feel and a refreshing feeling of use, and were excellent in the makeup removing ability. Comparative Example 3, which is an O / W emulsion-type cleansing cream, has a poor compatibility with makeup and contains a large amount of non-volatile oil, so that it has an oily feel and has a low makeup removing ability. Further, in Comparative Example 4 in which the water-soluble polymer used as the dispersion stabilizer was an acrylic water-soluble polymer instead of the water-soluble polysaccharide, it had a moderate make-up removing ability with a refreshing feel. However, it didn't fit well with the makeup and it was hard to spread. In addition, no panel complained of skin troubles such as skin irritation and allergies during the use of each example. Further, the room temperature stored samples of each example are stable for one year at present, and no separation or offensive odor is observed.

Next, the antibacterial and antifungal effects of Examples 1 to 3 were evaluated. Make-up removal fee 1ml per, bacteria 10 ⁷
The antibacterial and antifungal effect was evaluated by inoculating 10 ⁵ spores of each mold and mold and measuring the number of surviving microorganisms 14 days later. As a result, for 1 ml of makeup remover, a sample in which bacteria were killed and a sample in which spores were 10 ³ or less were passed, and when the number of viable microorganisms exceeded the above number, it was rejected. In addition, as a comparative example, Examples 1 to 3
N-cocoyl-L-arginine ethyl ester-DL-
Samples containing no pyrrolidonecarboxylate were prepared and evaluated in the same manner as Comparative Examples 1 ', 2'and 3', respectively. The results are shown in Table 3 together with the number of surviving microorganisms after 14 days.

[0035]

[Table 3] As shown in Table 3, Examples 1 to 3 passed without any problem in the spore number and the number of bacteria, but in the Comparative Examples, no samples were passed. From the above results, it was shown that the addition of N-cocoyl-L-arginine ethyl ester-DL-pyrrolidone carboxylate markedly improved the antibacterial and antifungal effect against bacteria and mold.

[0036]

As described in detail above, the makeup remover according to the present invention is excellent in makeup removing ability and dispersion stability, and has a dramatically improved antibacterial and antifungal effect as compared with conventional makeup removers. And is mild to skin and mucous membranes.

Claims (4)

[Claims] 1. A makeup remover comprising N-long chain acyl basic amino acid derivatives represented by Chemical Formula 1 or 2 and acid addition salts thereof, water-soluble polysaccharides, low boiling point oil agents and water as essential components. Embedded image Embedded image (However, in Chemical Formula 1 and Chemical Formula 2, RCO has 6 to 6 carbon atoms.
20 saturated or unsaturated fatty acid residues, X is —NH ₂ , —O
_{CH 3, -OC 2 H 5,} -OC 3 H 7, -OC 4 H 9, or -
OCH ₂ C ₆ H ₅ is shown, and in the chemical formula 2, n is 3 or 4. ) 2. The makeup remover according to claim 1, which comprises 0.001 to 0.5% by weight of N-long chain acyl basic amino acid derivatives and acid addition salts thereof. 3. The makeup remover according to claim 1 or 2, wherein the water-soluble polysaccharide has a hydrophobic group. 4. The makeup remover according to claim 3, wherein the water-soluble polysaccharide having a hydrophobic group is selected from hydrophobic pectin and hydrophobic alginic acid.