JP3243354B2 - Emulsified cosmetic - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an emulsified cosmetic containing a perfluoro organic compound and a hydrophobized pigment very stably and having an excellent feeling in use.

[0002]

2. Description of the Related Art
By blending the powder into the cosmetic, functions such as hiding the coloring of the skin and hair, spots, freckles, etc., and protecting the skin from ultraviolet rays are imparted. In particular, emulsified cosmetics have a good feel and are multifunctional, so they have been applied to various cosmetics in recent years. Various cosmetics are produced.

[0003] On the other hand, as powders to be incorporated into cosmetics, hydrophobic pigments and hydrophobically treated pigments are used for the purpose of improving adhesion to the skin and imparting water resistance and sweat resistance.

[0004] However, it is difficult to stably blend these hydrophobic pigments into emulsified cosmetics, especially those that have been hydrophobized with a fluorine compound. It was necessary to increase the amount of emulsifier and dispersant used. However, in this case, there is a problem that a good feel, which is a feature of the emulsified cosmetic, is lost, and further, these powders cannot be stably held.

[0005] Recently, liquid perfluoro organic compounds (JP-A No. Sho-59 (1993)) have been proposed for the purpose of imparting sebum resistance and oil resistance to cosmetics and imparting moisturizing, lubricating and protective functions to skin and hair. 61-234928, JP-A-63-10
No. 7911). However, the perfluoro organic compound is not compatible with other additives commonly used in cosmetics, and a stable emulsion type cosmetic using the same has not been obtained.

Accordingly, an object of the present invention is to provide an emulsified cosmetic which contains a liquid perfluoro organic compound and a hydrophobized pigment without losing its properties, and is stable and excellent in usability.

[0007]

Under such circumstances, the present inventors have conducted intensive studies, and as a result, a cosmetic containing a hydrophobized pigment and a liquid perfluoro organic compound was added to a polyoxyalkylene-modified dimethylpolysiloxane. And dextrin fatty acid ester, it was found that an emulsified cosmetic having both excellent usability and stability could be obtained, and the present invention was completed.

That is, the present invention provides the following component (a):
(B), (c) and (d) (a) a liquid perfluoro organic compound, (b) a methyl group on a silicon atom of dimethylpolysiloxane, wherein R (OC ₃ H) corresponds to 5 to 40% of the molecular weight. ₆ ) _b (OC ₂ H ₄ ) _a O (CH ₂ ) _d- wherein R represents a hydrogen atom or an alkyl group having 1 to 12 carbon atoms, a and b are average values, each being 0 to 35 (However, a and b do not become 0 at the same time, and d represents a number of 1 to 5), and a molecular weight of 2,000 to 50,000 substituted with a polyoxyalkylene group represented by
The present invention provides an emulsified cosmetic comprising a polyoxyalkylene-modified dimethylpolysiloxane of No. 0, (c) a dextrin fatty acid ester, and (d) a hydrophobized pigment.

The perfluoro organic compound (a) used in the present invention is preferably a liquid at room temperature, for example, perfluorodecalin, perfluoroadamantane, perfluorobutyltetrahydrofuran, perfluorooctane, perfluorooctane. Nonane, perfluoropentane, perfluorodecane, perfluorododecane, the following general formula (1)

[0010]

Embedded image

[In the formula, R ¹ , R ³ , R ⁴ and R ⁵ may be the same or different and each represents a fluorine atom, a perfluoroalkyl group or a perfluoroalkyloxy group;
² represents a fluorine atom or a perfluoroalkyl group, p, q
And r represent a number of 0 or more at which the molecular weight becomes 500 to 100,000. However, p = q = r = 0 never occurs. In addition, the perfluoro groups shown in parentheses need not be arranged in this order, and may be random polymerization or block polymerization. And the like.

Among these perfluoro organic compounds, compounds of the formula (2) having a viscosity of 5 to 5,000 cSt are particularly preferred.

[0013]

Embedded image

Wherein x and y each have a molecular weight of 500 to 10
FOMBLIN HC-04 (average molecular weight 1,500), HC-25 (3,200) and HC- R (6,600) (above, manufactured by Monteflors) or the following general formula (3)

[0015]

Embedded image F- (C ₃ F ₆ O) _z -C ₂ F ₅ (3)

Wherein z represents a number from 4 to 500. Demnum S-20 (weight average molecular weight 2,50)
0), S-65 (4,500), S-100 (5,600), and S-200 (8,400) (all manufactured by Daikin Industries, Ltd.). .

The perfluoro organic compound of the component (a)
One type may be used alone, or two or more types may be used in combination. It is preferable that 1 to 40% by weight (hereinafter, simply referred to as “%”), especially 5 to 20%, is added to the whole composition because the stability is excellent.

The component (b) used in the present invention has a molecular weight of 2,000 to 50, in which the methyl group on the silicon atom of the dimethylpolysiloxane is substituted with a polyoxyalkylene group corresponding to 5 to 40% of the molecular weight. 000 polyoxyalkylene-modified dimethylpolysiloxanes, particularly those having a methyl group substituted with a polyoxyalkylene group corresponding to 10 to 30% of the molecular weight. The molecular weight is from 2,000 to 50,000, especially from 5,000 to 3
000 is preferred. When a dimethylpolysiloxane polyoxyalkylene copolymer represented by the following formula (5) is used, in particular, m in the formula is 50 to 80, n is 0 to 2,
a is 9 to 10, b is 0, d is 3 and R is a hydrogen atom, or m is 90 to 110, n is 0, and a is 11 to 1.
Those in which 3, b is 0, d is 3, and R is a hydrogen atom are preferred. The component (b) may be used alone or in combination of two or more, and 0.1 to 20%, particularly 1.%, of the total composition.
The addition of 0 to 5.0% is preferable because the emulsion stability is improved without lowering the oil repellency of the perfluoro organic compound.

As the dextrin fatty acid ester of the component (c), an ester compound of a fatty acid having 8 to 24 carbon atoms, particularly 14 to 18 carbon atoms, and a dextrin having an average degree of polymerization of 10 to 50, particularly 20 to 30 is preferable. Is preferably 1.0 or more per glucose unit. Examples of such ester compounds include dextrin palmitate, dextrin stearate, dextrin oleate, dextrin isopalmitate, dextrin isostearate, and the like. The component (c) can be used alone or in combination of two or more. These dextrin fatty acid esters are present in the total composition in an amount of from 0.1 to 20%.
%, Especially 0.5 to 5.0%, is preferable since the emulsion stability is improved without lowering the oil repellency of the perfluoro organic compound.

The hydrophobized pigment of the component (d) used in the present invention includes not only hydrophobic powders usually used in cosmetics but also those obtained by hydrophobizing the surface of the powder. As a method of the hydrophobic treatment, for example, fats and oils are adsorbed on the powder surface, or a functional group such as a hydroxyl group is used, esterification or etherification is caused to make the powder lipophilic,
Examples thereof include a metal soap treatment method using a zinc salt or a magnesium salt of a fatty acid, a silicone treatment method using dimethyl polysiloxane or methyl hydrogen polysiloxane, and a method of treating with a fluorine compound having a perfluoroalkyl group.

Here, as the fluorine compound having a perfluoroalkyl group, for example, the following general formula (4)

[0022]

Embedded image _{[C s F 2S + 1 C} t H 2t O] u PO (OH) 3-u (4)

Wherein s is a number from 3 to 21 and t is 1 to 12
And u represents a number of 1 to 3] (US Pat. No. 3,632,744).
No.), fluoroalkyldi (oxyethyl) amine phosphate (Japanese Patent Application Laid-Open No. 62-250074), and a resin having a perfluoroalkyl group (Japanese Patent Application Laid-Open No. 55-167).
209), ethylene tetrafluoride, perfluoroalcohol, perfluoroepoxy compound, sulfoamide-type fluorophosphoric acid, perfluorosulfate, perfluorocarboxylate, perfluoroalkylsilane (Japanese Unexamined Patent Publication No.
-218603) and the like.

On the other hand, as the base powder to be subjected to the hydrophobic treatment,
It is not particularly limited as long as it is a substance substantially insoluble in water and oil, such as a pigment and an ultraviolet absorber, for example, titanium oxide, iron oxide,
Ultramarine, zinc white, magnesium oxide, zirconium oxide,
Inorganic pigments such as mica, sericite, talc, silica, kaolin, and chromium hydroxide; organic powders such as nylon powder, carbon black, polymethyl methacrylate, styrene-divinylbenzene copolymer, and polyethylene powder; Can be

The hydrophobized powder may be used singly or in combination of two or more. When the powder is incorporated in the entire composition in an amount of 0.01 to 70%, particularly 0.1 to 40%, the function of the powder is exhibited. It is preferable because it can be used and the feeling of use is good.

The emulsified cosmetic composition of the present invention may contain, in addition to the above-mentioned essential components, components which are added to ordinary cosmetics, if necessary. For example, petrolatum, lanolin, ceresin,
Solid or semi-solid oils such as microcrystalline wax, carnauba wax, candelilla wax, higher fatty acids, higher alcohols, etc .; Liquid oils such as olive oil, jojoba oil, castor oil, squalane, liquid paraffin, ester oil, diglyceride, triglyceride, silicone oil; Water-soluble and oil-soluble polymers; surfactants such as nonionic surfactants, anionic surfactants and cationic surfactants; polyvalent metal salts of saturated or unsaturated fatty acids; inorganic and organic pigments, organic Coloring agents such as dyes, preservatives, antioxidants, pigments, thickeners, pH adjusters, fragrances, ultraviolet absorbers, humectants, blood circulation enhancers, cooling agents, antiperspirants, bactericides, skin activators And the like can be blended within a qualitative and quantitative range that does not impair the object and effect of the present invention.

[0027] The emulsified cosmetics that are the object of the present invention include:
Examples thereof include emulsions such as skin care creams and ultraviolet protection creams and foundations of a liquid type. These are prepared from the above components in a conventional manner.

[0028]

The emulsified cosmetic of the present invention contains a liquid perfluoro organic compound and a hydrophobized pigment which are difficult to stably mix, in an extremely stable manner. Therefore, the cosmetic of the present invention makes use of the properties of the liquid perfluoro organic compound and the hydrophobic treatment pigment, and has a good feeling of use.
It is a stable emulsified cosmetic.

[0029]

Next, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples. The polyoxyalkylene-modified dimethylpolysiloxane used in the following examples has the following general formula (5)

[0030]

Embedded image

[Wherein R ′ is R (OC ₃ H ₆ ) _b (OC ₂ H ₄ ) _a O (CH ₂ ) _d
-(Where R, a, b and d are the same as above)
And m and n are average values, m is a number from 1 to 200, n
Represents a number from 0 to 50. ] Was used.

Production Example 1 150 g of powder was placed in a round bottom flask (or kneader).
7.5 g of (C ₈ F ₁₇ CH ₂ CH ₂ O) ₂ P (O) OH dissolved in 1500 g of isopropyl alcohol by heating (50 ° C.) was added thereto, and mixed at 60 ° C. for 4 hours. Then 4
At 0 to 50 ° C., isopropyl alcohol is distilled off under reduced pressure.
After drying, 155 g of the desired hydrophobized pigment was obtained.

Example 1 An emulsion having the composition shown in Table 1 was produced by the following method, and its stability was evaluated by appearance after storage at 40 ° C. for 7 days. Table 2 shows the evaluation results.

[0034]

[Table 1]

(Preparation method)
It was kept at 0 ° C. The oil phase component was similarly heated and dissolved at 70 ° C., and then dispersed by adding a fluorine compound-treated sericite.
The aqueous phase component was added to the oil phase / powder component, and emulsified by an emulsifier. The emulsion was cooled with a heat exchanger to a final temperature of 25 ° C. to obtain the desired emulsion.

[0036]

[Table 2]

As is evident from the results in Table 2, when the stability of the liquid perfluoro organic compound, the polyoxyalkylene-modified dimethylpolysiloxane, the dextrin fatty acid ester and the hydrophobized pigment of the product of the present invention are not used together Is better than.

Example 2 Emulsion foundation: Table 3
Were prepared by the following production methods, and each of them was evaluated for cosmetic durability and stability by the following evaluation methods. Table 4 shows the results.

[0039]

[Table 3]

(Preparation method) After the components (1) to (7) are dissolved by heating at 70 ° C., the component (14) is added and dispersed by a disper. What melt | dissolved the component (10)-(13) by heating at 70 degreeC is added to the said mixture, and it emulsifies with an emulsifier. This was cooled to 40 ° C. with a heat exchanger, components (8) and (9) were added, and further cooled to 25 ° C. to obtain a target emulsion foundation.

(Evaluation Method) Makeup: Sensory evaluation was carried out by 10 expert panelists and evaluated according to the following criteria. …: 8 or more people are good. Δ: 4 to 7 people are good. ×: Good for less than 4 people. Stability: Evaluated in the same manner as in Example 1.

[0042]

[Table 4]

As is clear from Table 4, the emulsion foundation of the present invention was excellent in long-lasting makeup and stable.

[0044]

Example 3 Cream Foundation: A cream foundation having the following composition was obtained in the same manner as in Example 2. (%) (1) Sorbitan sesquioleate 1.5 (2) Dextrin stearate 2.0 (3) Polyoxyalkylene-modified dimethylpolysiloxane ^* 1.5 (4) Dimethylpolysiloxane (KF-96A, 6cs, 12.0 (5) Squalane 10.0 (6) Perfluoropolyether (Demnum S-20, manufactured by Daikin Industries, Ltd.) 10.0 (7) Octyl methoxycinnamate 2.0 (8) Perfume 0.1 (9) Magnesium sulfate 0.7 (10) Methyl paraoxybenzoate 0.1 (11) Glycerin 5.0 (12) 1,3-butylene glycol 2.0 (13) Purified water balance (14) Silicone-treated pigment (commercial product obtained by treating the following pigment with polymethyl hydrogen siloxane) Titanium oxide 7.0 Sericite 6.0 Bengala 0.5 Yellow iron oxide 1.3 Black iron oxide 0.2 *: polyoxyalkylene group 20%, average molecular weight 7,00
0 [in the formula (5), a = 9 to 10, b = 0, m = 50 to 8]
0, n = 0-2, d = 3, R = H]

[0045]

Example 4 Sunscreen emulsion: A sunscreen emulsion having the following composition was obtained in the same manner as in Example 2. (%) (1) Silicone-treated zinc oxide (commercial product treated with polymethylhydrogensiloxane) 8.0 (2) Polyoxyalkylene-modified dimethylpolysiloxane ^* 1.5 (3) α-monooleylglyceryl ether 1.5 ( 4) Dimethyl polysiloxane (KF-96A, 6cs, manufactured by Shin-Etsu Chemical Co., Ltd.) 10.0 (5) Perfluoropolyether (FOMBLIN HC-04, manufactured by Ausimont) 8.0 (6) Octyl methoxycinnamate 2. 0 (7) Dextrin oleate 2.0 (8) Decamethylcyclopentasiloxane 15.0 (9) Oxybenzone 0.5 (10) Potassium chloride 0.6 (11) Glycerin 2.0 (12) 1,3 -Butylene glycol 2.0 (13) Methyl paraoxybenzoate 0.1 (14) Purified water balance *: 15% polyoxyalkylene group, average molecular weight 7 , 00
0 [in the formula (5), a = 9 to 10, b = 0, m = 60 to 9]
0, n = 0-2, d = 3, R = H]

[0046]

Example 5 Emulsion: An emulsion having the following composition was obtained in the same manner as in Example 2. (%) (1) Silicone-treated talc (commercial product treated with polymethylhydrogensiloxane) 8.0 (2) Polyoxyalkylene-modified dimethylpolysiloxane ^* 1.0 (3) Polyoxyalkylene-modified dimethylpolysiloxane ^** 0 (4) α-monooleyl glyceryl ether 1.0 (5) Dimethylpolysiloxane (KF-96A, 6cs, manufactured by Shin-Etsu Chemical Co., Ltd.) 5.0 (6) Perfluoropolyether (FOMBLIN HC-04, Asimont Inc.) 7.0) (7) Dextrin isopalmitate 2.0 (8) Octamethylcyclotetrasiloxane 15.0 (9) Magnesium sulfate 0.7 (10) Glycerin 5.0 (11) 1,3-butylene Glycol 2.0 (12) Methyl paraoxybenzoate 0.1 (13) Purified water Balance *: Same as in Example 1 **: Polyoxyalkylene 10% group, the average molecular weight 7,0
In the formula (5), a = 9 to 10, b = 0, and m = 150 to 1.
70, n = 10, c = 3, R = H]

The products of the present invention prepared in Examples 3 to 5 were all emulsified cosmetics excellent in stability and feeling of use.

────────────────────────────────────────────────── ─── Continuation of front page (56) References JP-A-4-313512 (JP, A) JP-A-4-305510 (JP, A) JP-A-4-224506 (JP, A) JP-A-4- 91008 (JP, A) JP-A-5-32520 (JP, A) JP-A-2-258710 (JP, A) JP-A-4-149116 (JP, A) (58) Fields investigated (Int. ⁷ , DB name) A61K ^7/ 00-7/50

Claims (1)

(57) [Claims] 1. The following components (a), (b), (c) and (d): (a) a liquid perfluoroorganic compound, and (b) a methyl group on a silicon atom of dimethylpolysiloxane has a molecular weight of _{R (OC 3 H 6) b} (OC 2 H 4) a O (CH 2) d , which corresponds to 5-40% - [wherein, R represents a hydrogen atom or an alkyl group having 1 to 12 carbon atoms, a And b are average values, and each represents a number of 0 to 35 (however, a and b do not become 0 at the same time), and d represents a number of 1 to 5]. Substituted, molecular weight 2,000-50,000
An emulsified cosmetic comprising: a polyoxyalkylene-modified dimethylpolysiloxane of No. 0, (c) a dextrin fatty acid ester, and (d) a hydrophobized pigment.