JP5345369B2 - Sunscreen cosmetics - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a sunscreen cosmetic containing hexyl diethylaminohydroxybenzoylbenzoate and a metal oxide powder, having excellent stability with time and water resistance, hardly causing powdery finish and sticky feeling when used, and providing excellent spreadability, adhesion and moisture retention. <P>SOLUTION: The sunscreen cosmetic contains (A) a fluorine-modified silicone, (B) the hexyl diethylaminohydroxybenzoylbenzoate and (C) a metal oxide powder surface-treated with an alkylalkoxysilane. <P>COPYRIGHT: (C)2010,JPO&amp;INPIT

Description

  The present invention relates to a sunscreen cosmetic having an excellent ultraviolet protection effect, and relates to a sunscreen cosmetic having an excellent effect in terms of stability over time and usability.

Usually, sunscreen cosmetics are blended with ultraviolet light scattering agents such as ultraviolet absorbers and zinc oxide (Patent Document 1). Further, it is generally known that cosmetics are improved in formulation stability and dispersibility by blending a silicone-based surfactant (Patent Document 2).
Diethylaminohydroxybenzoyl hexyl benzoate is an excellent UV absorber in the UV-A region. However, diethylaminohydroxybenzoyl hexyl benzoate has a problem that it is liable to precipitate due to poor solubility in various oils (Patent Document 3), and is also sticky and has insufficient spreading. .
Metal oxide powders such as titanium oxide and zinc oxide have semiconductor properties. As these metal oxide powders, so-called fine particle metal oxide powders having an average particle diameter of 100 nm or less are widely used in order to improve transparency and enhance the ultraviolet shielding effect. However, the finely divided metal oxide powder has a property that the bonding force between the particles is increased due to the increase in the surface area, and as a result, the metal oxide powder tends to aggregate. For this reason, when these fine particle metal oxide powders are used in sunscreen cosmetics, it is important that they can be stably contained without agglomeration.

JP 2007-145722 A JP 2007-81413 A JP 2008-162988 A

  Accordingly, an object of the present invention is to provide a sunscreen cosmetic containing diethylaminohydroxybenzoyl hexyl benzoate and a metal oxide powder, which is stable over time and excellent in usability and water resistance during application. Is to provide.

  As a result of studies to achieve the above problems, the present inventor has (A) fluorine-modified silicone represented by the following general formula (1), (B) hexyl diethylaminohydroxybenzoyl benzoate, and (C) alkylalkoxysilane. A sunscreen cosmetic that is stable over time by containing a surface-treated metal oxide powder and that has an excellent feeling of use and water resistance that is well-fitted to the skin and spreads when applied, and found the present invention. completed.

  The sunscreen cosmetic of the present invention has a high UV protection effect because of its excellent temporal stability of hexyl diethylaminohydroxybenzoyl benzoate and metal oxide powder. In addition, the skin is well-fitted, stretched, and sticky, has no whitening or stickiness, and has excellent water resistance.

  Hereinafter, embodiments of the present invention will be described in detail.

（式中、Ｒ^１は炭素数１〜５のアルキル基、シクロアルキル基、アリール基であり、Ｒ^２は炭素数１〜５のアルキル基、シクロアルキル基、アリール基、水酸基であり、Ｒ^３は炭素数１〜１０のフッ素置換アルキル基である。またａは１〜４０００の整数、ｂは１〜５００の整数である。各シロキサン単位は、ランダム結合でもブロック結合でもよく、任意の組み合わせで結合している。） The (A) fluorine-modified silicone used in the present invention is represented by the following general formula (1).

(In the formula, ^{R 1} represents an alkyl group having 1 to 5 carbon atoms, a cycloalkyl group, an aryl group, ^{R 2} is an alkyl group having 1 to 5 carbon atoms, a cycloalkyl group, an aryl group, a hydroxyl group, ^{R 3} Is a fluorine-substituted alkyl group having 1 to 10 carbon atoms, a is an integer of 1 to 4000, b is an integer of 1 to 500. Each siloxane unit may be a random bond or a block bond, and may be in any combination. Combined.)

In the general formula (1), R ² is preferably a hydroxyl group. a is preferably from 1000 to 4000, b is preferably from 50 to 400, a is preferably from 2000 to 4000, and b is preferably from 50 to 300. R ³ may be either linear or branched, and R ³ preferably has 2 to 10 carbon atoms, particularly preferably 3 to 8, and examples thereof include a trifluoropropyl group. If it exists in this range, when mix | blending with cosmetics, for example, compatibility with another component is favorable.

  Moreover, the fluorine-modified silicone represented by the general formula (1) may be used alone or in combination of two or more.

  In the present invention, the preferable blending amount of (A) fluorine-modified silicone is 0.1 to 10% by mass (hereinafter simply referred to as “%”), more preferably 1 to 5%, based on the total amount of the cosmetic. . If it is in this range, the spread and sticking at the time of application are good, and the familiarity to the skin is good.

  (B) Diethylaminohydroxybenzoyl hexyl benzoate used in the present invention has an excellent ultraviolet absorption effect in the UV-A region. In the present invention, (B) diethylaminohydroxybenzoyl hexyl benzoate is preferably blended in an amount of 0.01 to 5%, more preferably 0.1 to 3% based on the total amount of the cosmetic. If it is in this range, sufficient stability over time can be obtained, and a good UV protection effect can be obtained.

  The metal oxide powder surface-treated with (C) alkylalkoxysilane used in the present invention is, for example, a metal oxide powder such as titanium oxide, zinc oxide, iron oxide, cerium oxide, etc. The thing surface-treated with silane is mentioned. Among these, titanium oxide or zinc oxide is preferable, and in particular, titanium oxide or zinc oxide fine particle powder (particle diameter: 10 nm to 200 μm) does not float in the finish at the time of coating, and a natural finish with transparency is obtained. ,preferable.

  Examples of the alkylalkoxysilane used in the surface treatment of the metal oxide powder of (C) described above include octyltriethoxysilane or octyltrimethoxysilane. When these are used for surface treatment, stability over time and transparency, It is preferable because of its excellent water resistance.

The surface treatment method using the alkylalkoxysilane is not particularly limited. For example, a dry treatment method such as mixing an alkylalkoxysilane and a metal oxide powder using a high-speed stirrer such as a Henschel mixer or a supermixer. Alternatively, a wet processing method such as adding alkylalkoxysilane to a slurry of metal oxide powder and stirring and mixing can be used.

  When the metal oxide powder (C) used in the present invention is coated with an alkylalkoxysilane, the ratio of the alkylalkoxysilane to the metal oxide powder is preferably 1: 100 to 1: 3. 20-1: 5 is particularly preferred. If it is in this range, it is excellent in transparency and a sufficient UV protection effect can be obtained.

  Further, the blending amount of the metal oxide powder surface-treated with (C) alkylalkoxysilane is not particularly limited and can be blended appropriately according to the target product, but the blending amount in the sunscreen cosmetic of the present invention is: It is 1 to 50% based on the total amount of cosmetics, preferably 5 to 30%, more preferably 10 to 25%. Within this range, the stability over time and the UV protection effect are excellent, and a natural finish that does not whiten is obtained.

The (D) film-forming resin used in the present invention is represented, for example, by the following general formula (2) as perfluoroalkyl / polyalkylsiloxysilicic acid. Although volatile solvents for cosmetics are limited due to safety and air pollution problems, these resins have the advantage of being excellent in compatibility with usable volatile solvents. Moreover, when it contains a hydroxyl group, it is preferable that the ratio of the OH group in the silanol group in the molecule | numerator is 0.1 to 5% with respect to the total amount of perfluoroalkyl polyalkyl siloxysilicic acid.
(Chemical formula 2)
R ¹ _n SiO _{(4-n) / 2} (2)
(However, R ¹ is a hydrocarbon group having 1 to 8 carbon atoms, a phenyl group, a hydroxyl group, or a general formula —R ² —Rf, and is arbitrarily selected from functional groups essentially including the general formula —R ² —Rf. Rf represents a C 1-12 perfluoroalkyl group, R ² represents a C 2-6 bivalent alkylene group, and n is 1 ≦ n ≦ 2.

  In this invention, the preferable compounding quantity of (D) film formation resin is 0.1 to 20% on the basis of cosmetics total amount, Preferably it is 0.5 to 10%. If it exists in this range, the thing excellent in the usability | use_condition at the time of application | coating and water resistance will be obtained.

  In the sunscreen cosmetics of the present invention, an anionic surfactant, a cationic surfactant, a nonionic surfactant, an oil component in addition to the above components as necessary, as long as the effects of the present invention are not impaired. UV absorbers, preservatives, moisturizers, polymers, amino acid derivatives, sugar derivatives, fragrances, water, alcohol, thickeners, colorants, sequestering agents, antioxidants, chemicals, etc. .

  The sunscreen cosmetic of the present invention is a cosmetic imparted with an ultraviolet protection effect, and can be used, for example, for creams, milky lotions, cosmetics, sunscreen agents, makeup bases, foundations and the like.

EXAMPLES Next, although an Example demonstrates this invention still in detail, this invention is not limited to these. In addition, Examples 1-3, 6 and 7 are reference examples.

Examples 1-4, Comparative Examples 1-3
In accordance with the formulation shown in Table 1, sunscreen cosmetics were prepared by a conventional method. Using these, the following (1) storage stability test, (2) water resistance test, and (3) usability test were performed. The results are shown in Table 1.

(1) Storage stability test The sunscreen cosmetics shown in Table 1 were put in a glass bottle and allowed to stand at room temperature (25 ° C). The appearance of the sunscreen cosmetics after 1 week was observed and the appearance was observed. The case where an abnormality such as separation / precipitation was observed was evaluated as “X”, and the case where no abnormality was observed was evaluated as “◯”.

(2) Water resistance test 0.1 mg of the sunscreen cosmetic shown in Table 1 was applied to a quartz plate, uniformly stretched with a bar coder and dried for 10 minutes, and then the SPF value was measured using an SPF analyzer. Subsequently, the SPF value was measured again after immersion in water for 80 minutes.
Next, the sustainability of SPF was calculated from each SPF value.
SPF persistence (%) = SPF value after water treatment / SPF value before water treatment × 100
SPF persistence was determined according to the following criteria and used as an index of water resistance.
(Criteria)
○: SPF persistence is 90% or more; water resistance is very high Δ: SPF persistence is 70% or more and less than 90%; water resistance is high ×: SPF persistence is less than 70%; water resistance is low

(3) Usability test The sunscreen cosmetics shown in Table 1 were used by 10 professional panelists. (A) White float, (b) Stickiness, (c) Nodding / sticking, (d) Moisturizing feeling The usage characteristics were evaluated according to the following evaluation criteria, and the average score was shown.
(Evaluation criteria)
(A) White float 5: No white float is observed 4: White float is hardly observed 3: White float is observed but is not conspicuous 2: Slight white float is conspicuous 1: Very white float is conspicuous (b ) Stickiness 5: Not sticky at all 4: Little stickiness 3: Normal 2: Slightly sticky 1: Very sticky (c) Noxious stickiness, (d) Moisturizing feeling 5: Very good 4: Good 3: Normal 2: Bad 1: Very bad

  From the results of Table 1, the sunscreen cosmetic of the present invention is superior in storage stability and water resistance, and has a good feeling of use in all of white floatation, stickiness, spread / stickiness, and moisturizing feeling as compared with the comparative example. I understood that.

  Next, according to the formulations of Examples 5 to 7 below, an emulsion was prepared by a conventional method and subjected to the above various tests. As a result, the storage stability and water resistance were excellent, and a good usability was obtained. It was.

Examples 5-7
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Raw material component amount (%)
Example 5 Example 6 Example 7
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Ethanol 10.0 10.0 10.0
PEG-8 trifluoropropyl dimethicone copolymer (Note 5) 0.5 0.5 0.5
Trifluoropropyl dimethiconol 0.3 3.0 1.0
Sorbitan isostearate 0.2 0.2 0.2
Cyclomethicone 30.0 30.0 30.0
Methyl trimethicone 12.0 12.0 12.0
Octyl methoxycinnamate 9.0 9.0 9.0
Diethylaminohydroxybenzoyl hexyl benzoate 0.5 1.5 1.0
Paste-like polyether-modified silicone (Note 6) 0.8 4.0 4.0
Fluorosilicate solution (Note 3) 1.0--
Zinc oxide (octyltriethoxysilane surface treatment) 17.0 12.0 4.0
Titanium oxide (octylsiethoxysilane surface treatment)--9.0
1,3-butylene glycol 3.0 3.0 3.0
Glycerin 1.0 1.0 1.0
Squalane 1.0 1.0 1.0
(Dimethicone / Vinyl Dimethicone)
Cross polymer (Note 4) 1.0 1.0 1.0
Fire thorn extract (Note 7) 0.1 0.1 0.1
Apricot juice (Note 8) 0.1 0.1 0.1
Kyonin extract (Note 9) 0.1 0.1 0.1
Hydrolyzed conchiolin solution (Note 10) 0.1 0.1 0.1
Hydrolyzed silk solution (Note 11) 0.1 0.1 0.1
Purple orchid root extract (Note 12) 0.1 0.1 0.1
Oat extract (Note 13) 0.1 0.1 0.1
Bergenia Classifolia Root Extract (Note 14) 0.1 0.1 0.1
Dipotassium glycyrrhizinate 0.1 0.1 0.1
Perfume 0.1 0.1 0.1
Purified water balance remaining balance
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Note 5: FPD-6131 (manufactured by Shin-Etsu Chemical Co., Ltd.)
Note 6: KSG-210 (manufactured by Shin-Etsu Chemical Co., Ltd., but (dimethicone / (PEG-10 / 15)) crosspolymer: dimethicone = 1: 3)
Note 7: Fire Thorn (Suntory)
Note 8: Apricot extract K (Esperis)
Note 9: Kyonin extract LA (Maruzen Pharmaceutical Co., Ltd.)
Note 10: Pearl protein extract (Maruzen Pharmaceutical Co., Ltd.)
Note 11: Silk protein extract K (Ichimaru Falcos)
Note 12: Lambert EX (manufactured by Technoble)
Note 13: Alum extract J (Maruzen Pharmaceutical Co., Ltd.)
Note 14: Atsuba Iwanaka extract BG (Maruzen Pharmaceutical Co., Ltd.)

  The sunscreen cosmetic of the present invention is excellent in the temporal stability of diethylaminohydroxybenzoyl hexyl benzoate and metal oxide powder having an ultraviolet protection effect, and therefore can sufficiently exhibit the ultraviolet protection effect. Furthermore, it is possible to provide an excellent sunscreen cosmetic that is excellent in water resistance and moisture retention during use, has good spread and stickiness, and has no white float or stickiness.

Claims (1)

A sunscreen cosmetic comprising the following (A) to (D):
(A) Fluorine-modified silicone represented by the following general formula (1): 1 to 5% by mass
(B) Diethylaminohydroxybenzoyl hexyl benzoate: 0.01 to 5% by mass
(C) Metal oxide powder surface-treated with alkylalkoxysilane: 10 to 25% by mass
(D) The following general formula (2)
R ¹ _n SiO _{(4-n) / 2} (2)
(R ¹ is a hydrocarbon group having 1 to 8 carbon atoms, a phenyl group, a hydroxyl group or the formula -R ² -Rf, Bale general formula -R ² functional group or al election essentially containing -Rf, Rf Is a perfluoroalkyl group having 1 to 12 carbon atoms, R ² is a divalent alkylene group having 2 to 6 carbon atoms, and n is 1 ≦ n ≦ 2.
Perfluoroalkyl / polyalkylsiloxysilicic acid represented by: 0.1 to 20% by mass

(In the formula, R ¹ represents an alkyl group having 1 to 5 carbon atoms, a cycloalkyl group, an aryl group, R ² is an alkyl group having 1 to 5 carbon atoms, a cycloalkyl group, an aryl group, a hydroxyl group, R ³ Is a fluorine-substituted alkyl group having 1 to 10 carbon atoms, a is an integer of 1 to 4000, b is an integer of 1 to 500. Each siloxane unit may be a random bond or a block bond, and may be in any combination. Combined.)