JPH06227942A - Cleansing agent composition - Google Patents

Abstract

PURPOSE:To obtain a cleansing agent composition capable of quickly and efficiently removing not only ordinary makeup foulings but also makeup foulings, deposited from a fluorine-based cosmetic and/or a silicone-based cosmetic and hardly removable with an ordinary cleansing agent. CONSTITUTION:This cleansing agent composition comprises the following ingredients (A) and (B): (A) a fluorine compound expressed by the formula R-X-(CH2)-Rf [R is 2-20C straight-chain or branched chain saturated hydrocarbon group; X is ester, amide, ether, urethane or urea bond or a group expressed by the formula CH(OH)CH2O; n is 1 or 2; Rf is 3-11C straight-chain or branched chain fluorocarbon group or fluorocarbon group having hydrogen only at the terminal] and (B) a liquid oily base.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a cleansing composition having an excellent detergency against makeup cosmetics and skin stains.

[0002]

2. Description of the Related Art Cleansing cosmetics and the like are known as cosmetics for applying an oil component to the skin for the purpose of removing stains on the skin and makeup cosmetics. These are to be applied to the skin and then removed from the skin after fulfilling its intended purpose. These cosmetics are commercially available in the form of oils, creams of oil-in-water or water-in-oil emulsions, or gels of oil-in-surfactant emulsions.

By the way, recent makeup cosmetics include, in addition to conventional oil agents, fluorine-treated powders and fluorine-based oil agents, and silicon-treated powders and silicone oils for the purpose of increasing durability against sebum and sweat. Attempts have been made to compound it. Conventional cleansing oils, creams, gels, etc. are not well compatible with such durable makeup cosmetics, and therefore physical makeup is required to remove these cosmetics, and labor is required. It had the drawback of falling badly. In addition, even if the dirt can be lifted from the skin once, the conventional cleansing agent does not have the ability to stably disperse and emulsify the dirt such as the fluorinated oil agent, so that there is a problem that it reattaches to the skin when it is washed off. there were. On the other hand, it is possible to mix a cleansing agent with a fluorine-based oil agent which is well compatible with a fluorine-based cosmetic, but the fluorine-based oil agent is expensive and has poor compatibility with other oil agents, etc. There was a problem that it was difficult.

[0004]

SUMMARY OF THE INVENTION Therefore, the object of the present invention is to improve the detergency of not only dirt on the skin and ordinary makeup cosmetics but also makeup cosmetics containing a fluorine component and / or a silicone component. It is to provide an excellent stable cleansing agent.

[0005]

The inventors of the present invention have studied variously the detergency against various stain components and the stability of the composition. As a result, the liquid compound contains a fluorine compound represented by the following general formula (1). It is found that, if added, it is possible to obtain a stable cleansing agent that can be easily lifted up from the skin not only with ordinary sebum and makeup cosmetics but also with fluorine-containing cosmetics and silicone-containing cosmetics. The present invention has been completed.

That is, the present invention comprises the following components (A) and (B) (A) the following general formula (1) R-X- (CH ₂ ) _n -Rf (1) (wherein R is the number of carbon atoms). Represents a linear or branched saturated hydrocarbon group of 2 to 20, X is an ester, an amide, an ether,
Urethane or urea bond or group --CH (OH) CH ₂
Represents O-, n represents a number of 1 or 2, Rf represents 3 carbon atoms
A fluorocarbon group having a straight chain or branched chain, or a fluorocarbon group having a hydrogen atom only at the terminal). (B) A cleansing agent composition containing a liquid oily base.

The fluorine compound as the component (A) used in the present invention is represented by the above-mentioned general formula (1). In the formula, the saturated hydrocarbon group represented by R is, for example,
Ethyl group, linear or branched propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl,
Examples thereof include undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, eicosyl groups and the like, with hexyl, octyl, decyl and dodecyl being preferred. Examples of the group represented by Rf include perfluoropropyl group, perfluorobutyl group, perfluoropentyl group, perfluorohexyl group, perfluoroheptyl group, perfluorooctyl group, perfluorononyl group, perfluorodecyl group. Examples thereof include a group and a perfluoroundecyl group, but those having Rf having 0.4 to 2 times the carbon number of R are preferable. In addition, when the carbon number of R exceeds 20, or when the carbon number of Rf exceeds 11, the solubility of dirt etc. is not enough and the carbon number of Rf is 0.4 to 2 times the carbon number of R. If it is out of the range, the detergency may not be sufficient, which is not preferable. Further, the total carbon number of the fluorine compound (1) is preferably 12 or more in order to prevent skin irritation.

Preferred examples of the fluorine compound (1) include perfluorooctylethyl octanoate, perfluorooctylethyl stearate, perfluorooctylethyl decyl ether and perfluorooctylethyl caprylate. These fluorine compounds (1) can be used alone or in combination of two or more, and the compounding amount of the components in the cleansing agent composition is 0.1 to 99% by weight (hereinafter , Indicated in% as a unit), particularly preferably 0.5 to 50%.

The oily base of the component (B) used in the present invention may be a liquid, which is usually used in cosmetics and the like. The term “liquid” as used herein means a liquid or paste at 25 ° C., and examples thereof include hydrocarbons, higher alcohols, higher alcohol higher fatty acid esters, animal and vegetable oils, cholesterol fatty acid esters, silicones and the like. Liquid paraffin, squalane, polyisobutene, isopropyl palmitate, isopropyl myristate, isooctyl myristate, isotridecyl myristate, isostearyl cholesteryl ester, neopentyl glycol dicaprate, triglyceride 2-ethylhexanoate, 2-ethylhexane are preferred. Acid diglyceride, hexadecyl 2-ethylhexanoate, octadecyl myristate, olive oil, jojoba oil, chain or cyclic methyl polysiloxane,
Methylphenyl polysiloxane etc. are mentioned. These are used alone or in combination of two or more. When used in combination, a combination of liquid paraffin and a non-polar oil agent such as silicones is preferable.

The liquid oily base (B) is preferably blended in the cleansing composition of the present invention in an amount of 1 to 90%, particularly 20 to 80%.

It is preferable to incorporate various surfactants (C) into the cleansing composition of the present invention from the viewpoint of detergency and washability. As such a surfactant, any of an anionic surfactant, an amphoteric surfactant and a nonionic surfactant can be used, but a nonionic surfactant is particularly preferable. Specific examples of the nonionic surfactant include polyoxyethylene alkyl ether, polyoxypropylene alkyl ether, polyoxyethylene alkylphenyl ether, polyethylene glycol fatty acid ester, ethylene oxide derivative of propylene glycol fatty acid ester, and polyoxyethylene sorbitan fatty acid. Ester, ethylene oxide derivative of mono or polyglycerin fatty acid ester, ethylene oxide derivative of trimethylolpropane fatty acid ester, polyoxyethylene hydrogenated castor oil, polyoxyethylene hydrogenated castor oil fatty acid ester, polyoxyethylene hydrogenated castor oil pyroglutamate, poly Polyoxyalkylene type nonionic surfactants such as oxyethylene glyceryl pyroglutamic acid ester; sucrose fatty acid ester S; decyl glucoside, dodecyl glucoside, decyl polyglucoside,
Examples include alkyl glucosides such as dodecyl polyglucoside; polyglycerin fatty acid esters; polyglycerin alkyl ethers and polyether modified silicones. Among these, polyoxyethylene alkyl ether, polyoxyethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene glycerin fatty acid ester, polyoxyethylene hydrogenated castor oil, and polyether-modified silicone are particularly preferable. Further, among these nonionic surfactants, when the cleansing agent composition of the present invention is in the form of gel,
It is preferable to use a hydrophilic nonionic surfactant, particularly a hydrophilic nonionic surfactant having an HLB of 9 or higher.

The surfactant (C) is used alone or in combination of two or more kinds. The surfactant (C) is contained in the cleansing composition of the present invention in an amount of 1 to 30%, particularly 5 to 25%.
It is preferable to blend in the range of.

The cleansing composition of the present invention can be used in the form of cleansing oil, cleansing cream, cleansing gel and the like. At that time, a water-soluble compound having a hydroxyl group, a polymer substance, an oily base solid at room temperature, an antiseptic, an antioxidant, a fragrance, a powder, water and the like can be blended as necessary.

Examples of the water-soluble compound having a hydroxyl group used in the present invention include propylene glycol, isopropylene glycol, 1,3-butanediol, dipropylene glycol, glycerin, diglycerin, triglycerin, polyglycerin and trimethylolpropane. ,
Erythritol, pentaerythritol, sorbitan,
Examples thereof include sorbitol, glucose, maltitol, saccharose, trehalose, ethylene oxide or propylene oxide adducts of sugars or sugar derivatives, polyethylene glycol, ethanol, etc., and particularly sugar derivatives such as glycerin, sorbitol, maltitol, polyoxyethylene methyl glucoside. Ethylene oxide adduct of
Ethanol is preferred. These are used alone or in combination of two or more. The blending amount of the water-soluble compound having a hydroxyl group varies depending on the feeling of use of the composition, the consistency, etc.,
In the cleansing composition of the present invention, 1 to 50%, especially 3 to
It is preferable to add 30%.

Examples of the polymer substance include polyethylene glycol, alginate, xanthan gum, carboxyvinyl polymer, hydroxyethyl cellulose, hydroxymethyl cellulose, cationized cellulose and the like. Examples of oil agents that are solid at room temperature include higher fatty acids, higher alcohols, glycerin fatty acid esters, polyglycerin fatty acid esters, higher fatty acid esters, cholesterol fatty acid esters, and ceramide derivatives. Examples of the preservatives include paraoxybenzoic acid alkyl ester, sodium benzoate, potassium sorbate, phenoxyethanol and the like. Examples of the antioxidant include tocopherols.

The preparation of the cleansing composition of the present invention comprises
The above-mentioned components are mixed and stirred by heating, if necessary, by a conventional method.

The cleansing composition of the present invention comprises skin,
Particularly, it is preferably used for removing makeup cosmetics containing a fluorine compound and a silicon compound. that time,
After applying the cleansing composition of the present invention to the skin, it is washed off with water or removed with a tissue. In particular, when the surfactant (C) is added, it is preferable because it is easy to wash off with water and a refreshing feel can be obtained.

[0018]

EFFECT OF THE INVENTION By using the cleansing agent composition of the present invention, not only ordinary makeup stains but also makeup stains caused by a fluorine-based cosmetic and / or a silicone-based cosmetic which are difficult to remove with an ordinary cleansing agent can be quickly and efficiently produced. Can be dropped.

[0019]

The present invention will be described in more detail with reference to examples, but the present invention is not limited thereto.

Synthesis Example 1 (Synthesis of perfluorooctylethyl stearate) 3,3,4,4,5,5,6,6,7,7,8,8,
To 88.8 g (0.198 mol) of 9,9,10,10,10-heptadecafluorodecyl alcohol, 500 g of anhydrous chloroform and 20 g of triethylamine (0.19 mol) were added.
8 mol) was added and the mixture was stirred under a nitrogen atmosphere to obtain a uniform solution. While maintaining the temperature of the solution at 25 to 30 ° C. under a nitrogen atmosphere, stearoyl chloride 60 g (0.198 mo
l) was added dropwise over about 15 minutes. The solution was stirred at room temperature for 5 hours, the white precipitate formed was filtered off, and concentrated under reduced pressure.
The pale yellow liquid obtained is diluted with 200 g of hexane and diluted with 2
It was passed through a column packed with 00 g of silica gel (Wakogel C-200) and concentrated again under reduced pressure to give a white solid of the title compound. The yield was 129 g (yield 91%). Melting point 51-52 ° C

[0021]

[Chemical 1]

Synthesis Example 2 (Synthesis of Perfluorooctylethyl Octanoate) 3,3,4,4,5,5,6,6,7,7,8,8,
88.8 g (0.198 mol) of 9,9,10,10,10-heptadecafluorodecyl alcohol were mixed with 500 g of anhydrous chloroform and 21.0 g of triethylamine (0.
208 mol) was added and the mixture was stirred under a nitrogen atmosphere to form a uniform solution. While maintaining the temperature of the solution at 25 to 30 ° C. under a nitrogen atmosphere, octanoyl chloride (33.8 g, 0.2
08 mol) was added dropwise over about 10 minutes. The solution was stirred at room temperature for 7 hours, the white precipitate formed was filtered off, and concentrated under reduced pressure. The obtained pale yellow liquid was diluted with 200 g of hexane, passed through a column packed with 200 g of silica gel (Wakogel C-200), and concentrated again under reduced pressure to obtain a colorless liquid of the title compound. The yield was 105 g (yield 90%).

[0023]

[Chemical 2]

Example 1 (Cleansing Oil) A cleansing oil having the composition shown in Table 3 below was prepared by the following preparation method. This was applied to skin to which a normal foundation, a fluorinated foundation or a silicone foundation was applied, and the detergency was evaluated by the following evaluation method. The results are shown in Table 3.

(1) Preparation Method Components other than the fluorine compound (1) are mixed, heated to 70 ° C., added with the fluorine compound (1), stirred and uniformly dissolved, and then allowed to cool to room temperature to obtain a cleansing oil. Obtained.

(2) Evaluation method A normal foundation, a fluorinated foundation or a silicone foundation having the composition shown in Table 1 was applied to the skin, an appropriate amount of cleansing oil was applied and lightly massaged, and then rinsed with water. The criteria of Table 2 evaluated the speed of floating of dirt during massage and the dirt removal after washing.

[0027]

[Table 1]

[0028]

[Table 2]

(3) Results Table 3 shows the composition of the cleansing oil and the evaluation results.
As a result, the cleansing composition of the present invention exhibited excellent detergency (floating and removing stains) not only on the normal foundation but also on the fluorine-based foundation and the silicone-based foundation.

[0030]

[Table 3]

Example 2 (O / W Cleansing Cream) A cleansing cream having the composition shown in Table 4 was prepared, and in the same manner as in Example 1, the fluorine-based foundation and the silicone-based foundation were evaluated for stain removal after washing off. As a result, as shown in Table 4, it was found that the cleansing agent composition of the present invention was excellent in cleaning properties with respect to the fluorine-based foundation and the silicon-based foundation.

[0032]

[Table 4]

(Preparation Method) Perfluorooctylethyl octanate, an oil agent and a surfactant were mixed at 70 ° C. and dissolved. Then, an aqueous phase component was added to emulsify and cool to obtain a cleansing cream.

[0034]

Table 3 Example 3 (W / O cleansing cream) (Composition) (%) Liquid paraffin 25 Isopropyl palmitate 25 Isosteering lyceryl ether 2 Polyether-modified silicone (SH3775C, manufactured by Toray Dow Corning Silicone) 2 Perfluorooctylethyl Stearate 2 glycerin 10 water balance (preparation method) perfluorooctylethyl stearate,
The oil agent and the surfactant were mixed at 70 ° C., the aqueous phase component heated to 70 ° C. was added, and the mixture was emulsified and cooled to obtain a cleansing cream.

[0035]

Table 4 Example 4 (Oil cleansing gel) (Composition) (%) Liquid paraffin 52 Isopropyl palmitate 15 Perfluorooctylethyl decyl ether 20 Polyoxyethylene (20) glyceryl triisostearate 10 Diisohexadecyl phosphate Aluminum salt 3 (Preparation method) After mixing all components, the mixture was stirred with a disper for about 5 minutes until uniform, to obtain an oil cleansing gel.

[0036]

Table 7 Example 5 (Cleansing gel) (Composition) (%) Liquid paraffin 30 Perfluorooctylethylcaprylate 10 Polyoxyethylene (20) Octyldodecyl ether 14 Sorbitol (70% solution) 35 Water balance (Preparation method) The oil phase and perfluorooctylethyl caprylate were mixed at 70 ° C., and when homogenized, the mixture was cooled and all the components were mixed to obtain a cleansing gel. The cleansing agent compositions of the present invention of Examples 3 to 5 all had good detergency with respect to ordinary makeup cosmetics, fluorine-based makeup cosmetics, and silicone-based makeup cosmetics.

[0037]

Table 8 Example 6 (Cleansing oil for wiping) (Composition) (%) Squalane 50 2-Ethylhexanoic acid triglyceride 20 Perfluorooctylethyloctanoate 30 (Preparation method) Perfluorooctylethyloctanoate in the oil phase Add and stir to dissolve. When the normal makeup cosmetics, the fluorine-based makeup cosmetics, and the silicone-based makeup cosmetics were applied and wiped off with a tissue, good removability was observed.

Claims (2)

[Claims] 1. The following components (A) and (B) (A) The following general formula (1) R—X— (CH ₂ ) _n —Rf (1) (wherein R has 2 to 2 carbon atoms). 20 straight or branched chain saturated hydrocarbon groups, wherein X is an ester, amide, ether,
Urethane or urea bond or group --CH (OH) CH ₂
Represents O-, n represents a number of 1 or 2, Rf represents 3 carbon atoms
A fluorocarbon group having a straight chain or branched chain, or a fluorocarbon group having a hydrogen atom only at the terminal). (B) A cleansing composition containing a liquid oily base. 2. The cleansing composition according to claim 1, which further comprises (C) a surfactant.